Longboat Key FL Real Estate, Homes, Condos for Sale - The Cassidy Ann Real Estate Team

2 Beds ⋅ 2 Baths ⋅ A4625663 MLS ⋅ Beach Harbor Club BLDG.

BEACH, BOATING, EASE of a first floor walk-out, with complimentary SUNRISES and SUNSETS from your new Beach Harbor Club condo! RARELY available, this beautifully updated condo is a true gem, offering an extended kitchen, a private walkout patio, and two designated parking spots, 1 covered carport and 1 open assigned—ideal for hassle-free coastal living. With a reliable 2015 AC unit maintained under a biannual agreement and a new water heater installed in 2022, you can enjoy peace of mind in your new home. EXPANSIVE kitchen is a chef's delight, thoughtfully designed with abundant cabinetry for all your culinary needs. Elegant quartz countertops provide an easy workspace, while modern stainless steel Whirlpool appliances, including built-in microwave ensure efficiency and convenience. The luxury waterproof vinyl flooring and tile backsplash not only enhances the aesthetic but also offers durability, making this kitchen as functional as it is pretty. SUNSETS. SUNRISES. Every day is adorned with breathtaking sunsets visible from the beach across the street. This sought-after community is more than just a place to live; it is a lifestyle. With deeded beach access just a stone's throw away, you can unwind on sandy shores equipped with lounge chairs, umbrellas, showers, and picnic areas—perfect for sun-soaked afternoons and leisurely beachside gatherings. For boating enthusiasts, the convenience of an onsite marina and available boat slips makes this property exceptionally desirable. Take advantage of complimentary kayaks to explore the vibrant marine life, all without the responsibility of boat ownership. CHARM. This 2 bedroom, 2 bathroom condo provides ample space for family or guests, along with 1,027 square feet of inviting living space—an ideal canvas for creating your dream coastal retreat. Whether you envision cozy evenings in or vibrant gatherings with friends, this home adapts to your lifestyle. AMENITY RICH: At Beach Harbor Club, set across 5.3 lush acres, indulge in a wealth of amenities designed to enrich your living experience. Take a refreshing dip in the heated pool, socialize in the clubhouse, or maintain your fitness regimen in the fully equipped gym. Additional conveniences include private storage, a library for quiet reading, and even a woodworking shop for the creatively inclined. The community's deeded beach access ensures that sun and surf are always within reach, making spontaneous beach days a delightful reality. NEARBY. Engage with the natural beauty of the area through year-round community activities, from dolphin sightings to birdwatching in nearby parks. The vibrant dining, shopping, and cultural scene of Sarasota is just moments from your doorstep, offering a diverse array of options for every palate and interest. Inside laundry could be installed with a great option being next to the primary bathroom shower. Inquire with list agent for quotes. Equipped with secure and easy to use hurricane impact shutters that slide shut. Upgraded closet shelving systems in all closets! As of May 2024, two boat slips are available for lease on a first-come, first-served basis, accommodating boats up to 22 feet. Inquire with the agent or HOA for details to ensure you secure your perfect spot.

3806 Gulf Of Mexico Drive Unit C112, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$4,859,000

2 Beds ⋅ 2.5 Baths ⋅ A4625430 MLS ⋅ Champagne 614 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1591 Gulf Of Mexico Drive Unit 614, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$11,500,000

5 Beds ⋅ 5.5 Baths ⋅ A4625287 MLS

Rare opportunity to acquire completely remodeled waterfront residence (Finished in 2023) on Sarasota’s most prestigious barrier island of Longboat Key, in the coveted Harbors enclave of Bay Isles. Orchestrating exceptional style, comfort, and barefoot elegance, this five-bedroom home stirs the senses. Completely redesigned by renowned architect Clifford Scholz, construction was completed in October 2023 after two years. This home is filled with top of the line finishes that merge with a thoughtful floorplan and an endless list of custom touches. Set on a dreamy corner lot with basin frontage that leads straight into Sarasota Bay, the outdoor experience was perfected by award-winning landscape architect Michael A. Gilkey. Upon entering the foyer, your eyes are immediately drawn to the oil rubbed, hand scrapped wood floors and extensive woodwork throughout the entire home. The formal living room, anchored by a custom wormy butternut bar, coffered ceilings with hidden air vents and speakers and a wealth of french doors, which leads directly to the outdoor living room, protected by retractable screens and shutters. Enter the chef’s kitchen complete with Viking and Subzero appliances, Italian soapstone countertops, custom Campbell cabinetry, Miele built-in coffee station and ice maker in the beverage center, and two concealed Cove dishwashers. Rounding out the kitchen is the butler’s pantry with additional refrigerator, laundry, and custom cabinetry for storage of all your entertaining essentials. Enjoy morning coffee in the connected family room with gas fireplace and built-in bookshelves and cabinets. Conveniently located steps away is the large outdoor kitchen with grill, power burner, smoker, and custom dining table for twelve. Large media room contains custom leather theater seating and wet bar. Under the staircase is the climate controlled 506-bottle wine cellar with old-world marble floor. The breathtaking dining room includes custom built furniture imported from Italy, Juliet balcony, and wet bar. Two bedrooms finish out the first floor, one complete with custom built-in office. The pool bath has floating wood counters made from antique wooden boat slabs imported from France, mother of pearl shower wall tiles, and Waterstone fixtures. The primary suite is serene and spacious and opens to its own private terrace. Winding down every day becomes a cherished ritual in the primary bath which boasts large copper tub and Waterstone fixtures throughout, imported crema tile in zero clearance wet room that contains rain head, two handhelds, marble bench, and electronic privacy glass. The large ensuite closet is fully custom with mahogany wood slab island. A second-level primary bedroom offers an ensuite bath and its own private terrace. There is an efficiency bedroom, complete with ensuite bath with tub, and kitchenette with full-size fridge. The back yard pampers with a resort-like experience with pool with sun shelf, spa, custom firepit, outdoor shower and dog wash, and pet turf. The HOA maintains the seawall. The boat lift, jetski lift, and corresponding pilings are new, along with new Azek PVC decking material. Other notable items: 36,000 KW Kohler generator which powers the entire residence, Lutron smart home system, laundry room on each level of the home, three-car garage, and hidden retractable electronic Lutron shades throughout.

501 Harbor Point Road, Longboat Key

Courtesy of COMPASS FLORIDA LLC

$2,490,000

1 Beds ⋅ 1.5 Baths ⋅ A4625361 MLS ⋅ Champagne 410 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1591 Gulf Of Mexico Drive Unit 315, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$2,655,500

1 Beds ⋅ 1.5 Baths ⋅ A4625301 MLS ⋅ Bateau 607 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1581 Gulf Of Mexico Drive Unit 607, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$4,633,000

2 Beds ⋅ 2.5 Baths ⋅ A4624576 MLS ⋅ Bateau-506 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1581 Gulf Of Mexico Drive Unit 506, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$875,000

2 Beds ⋅ 2 Baths ⋅ A4624311 MLS ⋅ E BLDG.

This beautifully updated Bay front condo combines modern, minimalist design with high-end finishes and a re-engineered floor plan, offering a unique living experience in the Windward Bay community. The bright, open living space is highlighted by 24-inch porcelain tile that flows seamlessly throughout, creating a sleek and sophisticated aesthetic. The expansive great room and split bedroom layout maximize space and functionality, while a stunning 30-foot wall of new PGT Hurricane Impact Windows offers unobstructed views of Sarasota Bay and abundant natural light. The Owner's Retreat, tucked away for privacy on the far end of the home, features a spacious walk-in closet with conveniently placed in-unit laundry plus an ensuite bathroom complete with a floating double vanity and custom glass-enclosed shower. On the opposite side of the home, the second bedroom provides a peaceful and private guest space, which can also be used flexibly as a home office or additional lounging area. In 2022/2023, the condo underwent a major renovation that included custom LED lighting, Level 5 (smooth) wall finishes, custom tile work, custom cabinetry, under-cabinet accent lighting and high-end finishes including quartz counters, marble mosaic tiles, and custom closets, adding to the home's elegant style. For wonderful peace of mind, the Windward Bay community has successfully passed its Milestone Integrity Inspection Study, certifying the property for another ten years, plus the monthly HOA fee includes the insurances (hazard, hurricane, and flood). For water enthusiasts, first-come/first-served boat slips are available for lease, accommodating up to 30-foot boats or personal watercraft for just $40 per month, or $45 per month with an owner-supplied lift. Windward Bay is also pet-friendly, welcoming two pets up to 75 pounds, even for renters! The community is rich with amenities, offering three beach access points, two heated pools (one ideal for laps), tennis, pickle ball, clubhouse, fitness center, locker rooms, saunas, bike racks, kayak storage and launches, two marinas, fish cleaning stations, BBQ grills, fire pits, outdoor dining areas, walking paths, and on-site professional management. For those looking to generate rental income, the condo can be rented immediately after purchase, with a minimum one-month lease period allowed up to twice per year. Ideally located, the serenity and low density of Windward Bay has easy access to the dining, shopping, and cultural attractions of downtown Sarasota and St. Armands Circle, along with nearby professional marinas and championship golf courses, making this a prime location for both relaxation and adventure.

4600 Gulf Of Mexico Drive Unit 203, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$3,195,000

3 Beds ⋅ 3.5 Baths ⋅ A4623861 MLS ⋅ Marina Bay 1 BLDG.

One or more photo(s) has been virtually staged. Experience the ultimate in luxury living with this stunning fourth-floor, corner residence at Marina Bay Building I, where the breathtaking vistas of Sarasota Bay and the Harbourside Golf Course greet you the moment you step inside. Nestled within a secluded yet convenient setting, this unique community offers the spaciousness of single-family living paired with the ease of condominium accommodations, making it the perfect retreat for those seeking both privacy and comfort. Bathed in natural light from walls of floor-to-ceiling glass sliders and oversized windows, this 3,800+ square-foot residence is move-in ready, with an inviting atmosphere designed for immediate enjoyment. The open-concept layout features a wealth of recent updates, including Brazilian Ash hardwood floors, custom-built closets, warm neutral tones throughout, upgraded plumbing and electrical systems, and motorized storm shutters. Additionally, the air conditioning systems were newly replaced in 2021. Upon arrival, you’ll appreciate the convenience of secure, under-building parking (2 spaces!). From there, the private elevator takes you directly to a grand foyer, where double doors open to reveal expansive living and dining areas. The thoughtful design flows seamlessly, allowing for effortless entertaining and daily living. The chef’s kitchen boasts Cambria Quartz countertops, subway tile backsplash, high-end stainless-steel appliances, sleek cabinetry with glass accents, and an island. There’s also a breakfast/wet bar area with a wine cooler, along with a cozy dining nook featuring additional built-in storage. Adjacent to the kitchen, you’ll find a dedicated media room/den, the perfect space for relaxing or gathering with family. Outdoor living is a breeze, with nearly every room in the residence offering access to east and west-facing terraces. The largest terrace, fully screened for added comfort, provides an idyllic setting for savoring bay gentle breezes. The primary bedroom is a private sanctuary, offering terrace access, his-and-her walk-in closets, and a lavish en-suite bathroom adorned with Caesarstone countertops and a wealth of modern upgrades. On the opposite side of the residence, two spacious guest suites are thoughtfully arranged in a split plan, each featuring updated en-suite bathrooms and access to their own private balcony. Marina Bay is a charming, intimate community comprised of just 60 residences, ideally located behind the exclusive gates of the Longboat Key Club. This exceptional neighborhood offers a host of amenities designed to enhance your lifestyle. Residents enjoy 24-hour manned security at the Bay Isles gated entrance, on-site management, and a clubhouse complete with a fitness center, tennis courts, barbecue stations with gas grills, and a bayfront sundeck with gazebos, dining areas, and a heated swimming pool and spa. For beach lovers, deeded access to the residents-only Bay Isles Beach Club is just a short, sunny bike ride away, offering you the perfect escape to Longboat Key’s beautiful shores.

2410 Harbourside Drive Unit 144, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$9,500,000

3 Beds ⋅ 4.5 Baths ⋅ A4624422 MLS ⋅ Armand 404 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1561 Gulf Of Mexico Drive Unit 404, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$8,588,000

4 Beds ⋅ 5.5 Baths ⋅ A4624401 MLS ⋅ Champagne 618 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1591 Gulf Of Mexico Drive Unit 618, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$8,295,000

4 Beds ⋅ 4.5 Baths ⋅ A4624391 MLS ⋅ Bateau 508 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private 2-car garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1581 Gulf Of Mexico Drive Unit 508, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$359,900

1 Beds ⋅ 1 Baths ⋅ A4623910 MLS ⋅ F BLDG.

This one bedroom, one bath condo is in Beach Harbor Club, the only Longboat Key condominium that spans the island from the Gulf of Mexico to Sarasota Bay. Chose the beach front or the bay – either way is a short 1 minute walk. Community amenities include a deeded beach, boat dock with fishing pier, beach and bay side picnic tables and cabanas complete with charcoal and gas grills, heated pool, kayaks, new community clubhouse and gym. Grocery shopping is less than a mile away; St. Armand's Circle with its many shops and restaurants is a 10-minute ride. A 15-minute ride will take you to the cultural center of Sarasota, where opera, symphony, jazz, art museums, live theaters and an abundant eclectic array of restaurants. The high gloss porcelain tile floors give this unit an unmistakable touch of class. Sliding glass doors open from the living room onto a patio that faces the lawn, bay, and dock area. One of the few units that has a washer & dryer hookup. The 16 X10 bedroom is large enough for a king-size bed, with room to spare. Your covered parking is just 10 feet from the front door. A blessing when coming home with a load of groceries. From the owner: “I moved here to enjoy the sunsets but fell in love with the sunrise. It’s only a short walk across the community to enjoy the fantastic sunsets over the Gulf of Mexico from our private access beach. However, I really love watching the beautiful sunrise from the comfort of the living room or walking out on the patio. With an occasional dolphin or manatee sighting. During summer months you’ll see the Royal Poinciana in full bloom the moment you step inside the kitchen door.”

3810 Gulf Of Mexico Drive Unit F104, Longboat Key

Courtesy of APPLE REAL ESTATE LLC

$769,000

2 Beds ⋅ 2 Baths ⋅ A4624280 MLS ⋅ M1 BLDG.

Under contract-accepting backup offers. Stunning Top-Floor Gulf-View Condo in Seaplace This beautifully renovated 2-bedroom, 2-bath condo offers breathtaking, panoramic views of the Gulf from the top floor of the highly sought-after M-1 building. The kitchen and bathrooms have been upgraded with sleek granite countertops, stainless steel appliances, and cabinetry. Offered furnished, this move-in-ready unit is perfect for anyone looking for a vacation getaway, second home, or investment property. Enjoy spectacular sunsets and unobstructed Gulf views every evening. Seaplace offers a wealth of amenities including 24-hour gated security, a newly renovated clubhouse, two swimming pools, a kiddie's pool, two hot tubs, 3 tennis courts, and a scenic walking trail. The newly opened, state-of-the-art Publix shopping center is just minutes away, ensuring island living with all the conveniences of home. Assigned parking spot P-264. Schedule your private viewing today and experience luxurious coastal living at its finest!

2045 Gulf Of Mexico Drive Unit M1-615, Longboat Key

Courtesy of MANGROVE REALTY ASSOCIATES

$1,250,000

2 Beds ⋅ 2 Baths ⋅ A4624025 MLS ⋅ Beachcomber BLDG.

Unparalleled views of the Gulf of Mexico await you in this direct gulf front end unit condo at the Longboat Beachcomber. You can't get much closer to the water than from the panoramic glass porch that overlooks the crashing waves and majestic sunsets. Situated at the southern end of Longboat Key, the Beachcomber is directly across the street from the Publix shopping center which makes it uber convenient to grab all of the essentials for a stay at the beach. You don't even really need a car when you are here. This 3rd floor unit is a Northern end unit which means you have no neighbors to one side and northerly views down the white sand beach. Fully turnkey furnished with fantastic rental history, the Beachcomber has onsite management to handle rentals and maintenance as well. This unit was a manager's suite for years and just recently was entered into the rental pool. This property makes a fantastic rental as well as a pristine getaway for out-of-town owners. There is laundry onsite as well as an owner's storage room for each unit. The swimming pool is steps from the private beach and St. Armands Circle or Bridge Street on Anna Maria are both just a short drive away. You won't find a condo or a building quite as unique as the Beachcomber.

2721 Gulf Of Mexico Drive Unit 308, Longboat Key

Courtesy of EXIT KING REALTY

$5,499,000

5 Beds ⋅ 4.5 Baths ⋅ A4623923 MLS

Under contract-accepting backup offers. NEW LIST PRICE!!! NOW IS THE TIME, if Island living has been part of a lifelong dream, then you need to live on Longboat Key, one of the best islands rated by Travel & Leisure magazine and this is the PERFECT HOME TO TURN YOUR VISION INTO REALTY. This custom-built home offers convenience, exclusivity, privacy and is situated on deep water canal cul de sac street in the southernmost Harbor area of Bay isles behind 2 gates, perfect for a large family. It has been renovated to include the most desired features by todays discerning Buyers. It begins with the open floor plan and totally renovated chef style kitchen with top of line ss appliances by Wolf, Bosch, Sub-Zero and dual dishwashers by KitchenAid. Now add the safety features that make the home more hurricane resilient with impact windows & whole house generator. Located on over 1/4 acre, protected, deep water south facing lot on Sarasota Bay & built at an elevation over 12' exceeding the required base flood elevation. Say yes to a boater’s paradise with your recently added 100' of trek deck and dock with 10,000lb. boat lift that previously accommodated a 27’ Grady White cruiser. You're within minutes to easy access of Gulf of Mexico either via New Pass or Longboat Key Pass with no fixed bridges to hamper your voyage whether going fishing or just on a sunset cruise. The lot is lushly landscaped and meticulously cared for while the saltwater pool and spa have been recently refinished, the pool deck has newly added shell stone pavers. Now that you've been impressed with the curb appeal of this home, it is time to enter and be greeted by the soaring 24 ft. step ceiling in the foyer and main living area that is complimented with accented stone walls and floor to ceiling windows that showcase views of the pool and waterway. The chef’s kitchen with a large island, extensive wood cabinetry has easy access to the 22’x28’ Dining Rm/Family Rm combination that makes entertaining family and friends easy. The Breakfast Nook is perfect for more casual intimate dining for the owner or on those perfect days move to the 15’x27’ screened in porch and outdoor kitchen taking advantage of the view. Hosting those overnight Guests is no problem with this 5/6 bedroom and 5 ½ bath home. 3 of the Guest Bedrooms are En Suite while 2 share a full bath, each of these bedrooms are on different levels achieving the ultimate in privacy for your guests. The Owners’ Master on main level is oversized with a sitting area, the Master Bath has his/her vanities, a separate perfect makeup vanity that conceals the disappearing tub, and his/hers closets with wood organizers. Beautiful engineered hardwood flooring is on the main level, 6” baseboard and multi-piece crown molding in the main living area. This 3-level home offers great views of the Bay from the different decks and porches plus provision has been made for a future elevator, just add all the electro-mechanicals. Most of the key infrastructure items like a 5-year-old tile roof, A/C systems have recently been replaced and the exterior of home has been freshly painted. All it needs is a new family to enjoy all the benefits of the meticulous and thoughtful previous owners. Conveniently located at the Southern end of LBK with easy access to St. Armands and Downtown Sarasota. Longboat Key Club Resort membership offers fine dining, tennis, 2 golf courses & other benefits. Bay Isles gives you private beach access to the Gulf of Mexico, parking & facilities.

540 Harbor Point Road, Longboat Key

Courtesy of FINE PROPERTIES

$849,000

2 Beds ⋅ 2 Baths ⋅ A4624142 MLS ⋅ 10 BLDG.

Great Unit Great Views Come look Being able to rent this unit, by the month, twelve times a year,that offers our beautiful GULF BEACH within seconds of the front door is incredible! Our third floor views are breathtaking, yet fully protected from the elements. Our Building is quiet, but close to BEACHPLACE amenities! Owners are motivated to sell and we can give you a complete tour when you visit.

1065 Gulf Of Mexico Drive Unit 302, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$550,000

2 Beds ⋅ 2 Baths ⋅ N6134390 MLS ⋅ Na BLDG.

Under contract-accepting backup offers. Here’s your chance to create your dream beachfront retreat! This spacious 2-bedroom, 2-bathroom condo at The Shore on Longboat Key offers 1,561 interior square feet of endless possibilities. Almost all of the demolition is completed, leaving you the fun part—remodeling it to your exact style. With direct, unobstructed views of the Gulf of Mexico, this second-floor unit’s oversized patio is just steps away from the sugar-white sand and turquoise waters. The pet-friendly community ensures that all members of the family are welcome.<br> <br> Priced at just $352 per square foot, this is an incredible opportunity for a beachfront condo in Longboat Key. The unit includes a covered carport, a spacious private storage closet (5.5x10.5) for all your beach and recreational gear, and comes partially furnished with charming mid-century modern pieces that add to its beachy, cottage vibe. Newer AC (2023) and HOT WATER HEATER!(2019) <br> <br> The Shore offers fantastic amenities including a pool, hot tub, sauna, gym, social room and an elevator. Conveniently located near Harry’s Gourmet Deli and top dining destinations, with easy access to Anna Maria Island, Lido Key, and downtown Sarasota. This pet-friendly community provides the perfect blend of luxury and coastal living. This is a CASH ONLY sale.

5757 Gulf Of Mexico Drive Unit 204, Longboat Key

Courtesy of CORNERSTONE R.E OF SW FL

$550,000

2 Beds ⋅ 2 Baths ⋅ A4624034 MLS ⋅ Na BLDG.

Breathtaking bayfront views from this second-floor, two-bedroom, two-bath condominium in Longboat Key’s desirable Sutton Place with terrific deeded beach and bay access and amenities. This charming midrise home offers a dining room and great room combination that is bright and inviting with an abundance of natural light from sliding glass doors that lead to the spacious balcony overlooking a pristine area of Sarasota Bay. The ample kitchen boasts stainless steel appliances and a pass-through window ideal for entertaining guests. The primary bedroom is spacious and offers an abundance of closet space, including a linen closet, extra-large built-in closet, as well as a walk-in closet that is ideal for an owner’s closet. The second bedroom is roomy and bright. Enjoy a convenient covered parking space outside your unit and two elevators that provide easy access. Well maintained and sold mostly furnished, this condominium can be ready to move right in. Sutton Place is a gulf-to-bay community, providing deeded access to the marina and gulf beach. Spend your days enjoying the beach pavilion with picnic tables, restrooms, showers and secure gated parking. There are even lockers for your beach chairs and car wash stations for added convenience. On the bayside, the community offers two swimming pools, one on the waterfront and another by the fully equipped clubhouse. Rentals are permitted after one year of ownership, with a one-month minimum rental, allowed twice annually. The community is pet friendly, allowing two pets, with a maximum weight of 25 pounds. Other exceptional amenities include three barbecue zones, kayak storage and launch facilities, and boat slips for the boating enthusiast. Ideally situated, Sutton Place allows easy access to a variety of dining options at either end of the key. Explore nearby parks, shops, and the cultural gems of Longboat Key and Anna Maria Island, all just minutes away. For even more dining, shopping, and entertainment, St. Armands Circle and downtown Sarasota are just a short drive to the south.

605 Sutton Place Unit 203, Longboat Key

Courtesy of PREMIER SOTHEBYS INTL REALTY

$8,842,250

3 Beds ⋅ 4.5 Baths ⋅ A4624161 MLS ⋅ Armand 504 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private 2-car garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1561 Gulf Of Mexico Drive Unit 504, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$10,870,000

4 Beds ⋅ 5.5 Baths ⋅ A4624157 MLS ⋅ Champagne 209 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private 2-car garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1591 Gulf Of Mexico Drive Unit 209, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$2,248,700

1 Beds ⋅ 1.5 Baths ⋅ A4624135 MLS ⋅ Bateau 507 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1581 Gulf Of Mexico Drive Unit 507, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$7,876,100

4 Beds ⋅ 4.5 Baths ⋅ A4624130 MLS ⋅ Bateau-605 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1581 Gulf Of Mexico Drive Unit 605, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$2,536,850

2 Beds ⋅ 2.5 Baths ⋅ A4624127 MLS ⋅ Champagne 313 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1591 Gulf Of Mexico Drive Unit 313, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$7,650,100

4 Beds ⋅ 4.5 Baths ⋅ A4624125 MLS ⋅ Champagne 411 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private 2-car garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1581 Gulf Of Mexico Drive Unit 505, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$2,854,100

2 Beds ⋅ 2.5 Baths ⋅ A4624121 MLS ⋅ Champagne 312 BLDG.

The Residences at The St. Regis Longboat Key is the first branded residential community and ultra-luxe 5-star resort hotel on the Gulf of Mexico. Welcome home to the legendary services of The St. Regis with the allure of a seaside getaway on the secluded barrier island of Longboat Key, FL. Beautifully appointed interiors with soaring ceilings and floor to ceiling sliding doors wrapping around the gathering room, dining room and kitchen provide views of sunrise or sunset skies. The gourmet kitchen includes Wolf and Sub-Zero appliances, including 6-burner gas cooktop, double ovens and panel ready side-by-side refrigerator/freezer. Owner’s suite is appointed with a spacious walk-in closet with custom wardrobe cabinetry, frameless walk-in shower, and private W/C. Semi-Private elevator with keyless entry takes you directly from your private garage into the residence. The Residences are nestled within the 17 acres beachfront resort on Sarasota’s most coveted barrier island. Amenities are unparalleled and include access the St. Regis Resort plus the signature St. Regis Butler and Concierge services, Resident-only pool and spa, and a Private Resident’s Clubhouse, fitness center and beachside cabanas. Just steps away, residents can also immerse themselves in the St. Regis Longboat Key Resort including the private beach, pools with personal cabanas, family-friendly winding waterway and the exclusive saltwater lagoon wildlife experience complete with resident Aldabra tortoises. Escape to the sanctuary of our world-class oceanfront spa featuring vitality pools or one of the vibrant chef-driven dining outlets.

1591 Gulf Of Mexico Drive Unit 312, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$759,900

2 Beds ⋅ 2 Baths ⋅ A4623824 MLS ⋅ G BLDG.

Enjoy unobstructed bay views over the marina and mangrove islands in this recently UPDATED 2-bedroom, 2-bathroom residence in the sought-after community of Windward Bay on Longboat Key. This is being sold TURN-KEY, with a few exceptions. The third-floor location offers panoramic views from every room. Some of the recent updates include an updated kitchen with bar seating, freshly painted walls, an updated master bath with a walk-in closet, new LVP floors, and a newer HVAC unit. Additional features include an inside-unit washer and dryer. Each residence comes with a dedicated covered parking spot under the building and an individual direct-access storage closet. Amenities include multiple pools, fitness facility, sauna, tennis, pickleball, shuffleboard, clubhouse, outdoor grills and fire pits, walking trails, kayak/paddleboard launch and storage, and two marinas with boat slips (current waiting list). Windward Bay boasts over 20 acres of natural grounds, mature tropical foliage, walking trails, water access, and convenient, multiple beach access points in a great location on Longboat Key. The community is also pet friendly, even for large dogs. Start each day with an amazing sunrise in your very own slice of paradise!

4500 Gulf Of Mexico Drive Unit 305, Longboat Key

Courtesy of COMPASS FLORIDA LLC

$999,999

2 Beds ⋅ A4623518 MLS

Welcome to an exceptional income-producing opportunity on Longboat Key, featuring a beautifully remodeled duplex, ready for immediate occupancy. This turnkey property offers two distinct units: the first is a spacious two-bedroom, two-bathroom residence with an enclosed porch, while the second unit is a charming one-bedroom, one-bathroom with its own enclosed porch. Both units have been thoughtfully updated and come with in-unit washers and dryers for added convenience. Located in a prime Longboat Key location, the property boasts easy access to the beach and a fenced backyard, with each unit enjoying its own private patio. For an enhanced lifestyle, you have the option to join the Cedars East complex right across the street, offering access to a junior Olympic-sized swimming pool, a fully equipped gym, tennis and pickleball courts, and bicycles.

578-580 Companion Way, Longboat Key

Courtesy of DOUGLAS ELLIMAN

$4,300,000

4 Beds ⋅ 3.5 Baths ⋅ A4618514 MLS

Experience unparalleled luxury and elegance at this prestigious Country Club Shores residence, nestled on the sought-after south end of Longboat Key. Designed by renowned architect and interior designer George Merlin, this stunning 4BR/5BA Mediterranean-style home offers over 4,100 sq. ft. of sophisticated living space. As you step inside, the grandeur of the open floor plan, with 14’ ceilings and walls of windows, immediately draws your attention to the breathtaking water views of the canal and Sarasota Bay. Located only one home in from the Bay allowing for easy access to Sarasota Bay and the Gulf of Mexico. Every detail is meticulously crafted, from the crown molding and oversized Italian marble fireplace in the Grand Room to the custom 1800-bottle wine cellar with an Old-World design, offering a perfect blend of style and functionality. The gourmet chef-style kitchen is a culinary dream, equipped with stainless steel appliances custom lighting, double Advantium and Trivection Ovens, two dishwashers, Thermador "Pro Series" burner gas range with griddle, Samsung Smart Touch 4 door refrigerator, Meile custom built-in coffee system, Sharp under counter microwave drawer and a large granite island making entertaining a delight. The media room, with its 13' screen LED projector, transforms into a cinematic wonderland, while the adjacent wine-tasting area adds a touch of sophistication to your evenings. Each bedroom offers serene water views, providing a peaceful retreat at the end of the day. The spacious master suite is a true sanctuary, featuring double balconies, a luxurious master bathroom with a jet tub and a walk-in steam shower. Step outside to your private oasis, where luxury and relaxation converge. The custom heated pool and spa, with stunning waterfall features and a bronze mermaid statue, create a serene escape. Recent upgrades ensure elegance and efficiency with the pebble tech pool finish, new pumps and gas heater. Entertain effortlessly in the outdoor summer kitchen with a stainless-steel BBQ while watching your favorite football team on television. The home is thoughtfully designed for convenience and accessibility, with rough ins for an elevator that access all three levels. Enjoy the 4 ½ car garage, two water heaters, and all new A/C’s within the last five years. The property also features a $130k concrete sea wall (2020) and over 100’ of composite double dock, complete with a 12,500 lb. lift and an outer low dock for kayaking. An established, intimate community, Country Club Shores is one of the most coveted locations on Longboat Key with easy access to golf, tennis, boating and exclusive beach sunsets on your Deeded Beach. All the world-class boutiques and restaurants of St. Armands Circle are nearby, and the cultural attractions, shopping and dining venues of downtown Sarasota are just a short drive away. ** Great Room image is Virtually Staged.

549 Sloop Lane, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$525,000

1 Beds ⋅ 1 Baths ⋅ A4620698 MLS ⋅ Beachcomber BLDG.

Welcome to Unit #607 at the Beachcomber on Longboat Key, where endless bay and beach views set the stage for the island lifestyle at this end-unit condominium. As you enter, you're greeted by a welcoming hallway lined with ample storage closets, making organization effortless. The open living area, with luxury vinyl plank flooring, is bathed in natural light from large windows and hurricane-rated glass sliders, which lead to an expansive full-length balcony. Here, you can enjoy breathtaking beach views with the security of a glass railing. The kitchen boasts clean white cabinetry, a stainless steel sink complemented by a stylish tile backsplash, and white appliances with a convenient adjacent dining space. The bedroom is generously sized, featuring hurricane-rated windows and newer luxury vinyl plank flooring, ensuring durability and style. The full bath offers a tub/shower combination, a vanity with ample cabinet space, and a convenient linen closet in the hallway. Freshly painted walls, trim, and doors set the tone for a bright and inviting space, with new vents enhancing the home's comfort. Additional highlights of the unit include elevator access, ample parking, and its fantastic potential as an investment property with the flexibility of weekly rentals. Perfectly positioned to enjoy the serene beauty of Longboat Key, a coastal retreat like no other. The building's enviable location offers 200 feet of Gulf-front beach access, making every day a beach day. Enjoy the convenience of a heated community pool on the beach side or take a leisurely stroll to nearby amenities like Publix, CVS, the Longboat Key Community Tennis courts, or the restaurants and bars at the new St. Regis. This furnished property is a perfect slice of paradise, providing both a personal retreat and rental income potential. Don't miss this opportunity to own a piece of Longboat Key's idyllic lifestyle.

2721 Gulf Of Mexico Drive Unit 607, Longboat Key

Courtesy of PREMIER SOTHEBYS INTL REALTY

$625,000

2 Beds ⋅ 2 Baths ⋅ A4623247 MLS ⋅ Sutton Place BLDG.

Under contract-accepting backup offers. Experience paradise with your own PRIVATE DEEDED BEACH ACCESS just steps away! This fully remodeled 2-bedroom, 2-bath condo offers stunning full bay views and is move-in ready—just pack your suitcase! Located in the highly desirable beach-to-bay community of Sutton Place, this pet-friendly condo has been updated with NEW flooring, PGT windows, custom closets, bathrooms, kitchen, paint, ceilings, light fixtures, fans, and much more. Sutton Place boasts exclusive amenities, including its own marina, two pools, and a private beach club located directly across the street on a beautiful stretch of sandy shoreline—perfect for enjoying nightly sunsets. Longboat Key offers the perfect blend of laid-back island living, where everything you need is at your fingertips. Should you feel like exploring beyond the island, you're just minutes from the renowned shopping and dining of St. Armands Circle and the cultural hub of downtown Sarasota. Embrace the serene charm and sought-after lifestyle that makes Longboat Key such a coveted destination in this stunning bayfront community.

600 Sutton Place Unit 303B, Longboat Key

Courtesy of KELLER WILLIAMS ON THE WATER S

$549,000

2 Beds ⋅ 2 Baths ⋅ A4622925 MLS ⋅ I BLDG.

A Boater's Dream- Get a Century 19 feet Bay Boat INCLUDED with a Full price contract !Island waterfront affordable living in an updated relaxing coastal setting. Updates include, impact sliding doors and windows with shades, new kitchen with quartz countertops, water softener, updated walk in bath (master with bidet) , tile flooring, newer AC ( 2 years plus ) with transferable warranty. For your convenience and comfort, the master bedroom has Tempur-Pedic cool gel bedding and custom-built cabinetry. The location is a boater’s dream where spending every day on the water is a reality from the optimal docks featuring water and electricity for up to 34-foot vessels on deep sailboat or powerboat accessible waters, available for a yearly fee on a first come basis. The amenity-rich community includes four heated pools, tennis and pickleball courts, a spacious fitness center & sauna, mini-golf, kayaks, paddleboard and bike storage, lounge and on-site HOA management. Residents enjoy the privilege of a private gated beach pavilion on the gulf with parking, beach chair storage, restrooms and showers. Experience maintenance-free, coastal living at its finest in this lovely spacious residence with easy access to St. Armands Circle's for shopping and dining as well as a short ride over the bridge to the Sarasota/Bradenton International Airport or to enjoy downtown Sarasota's Bayfront marina and park, cultural and theater venues, and downtown's lively city vibe.

4390 Exeter Drive Unit I303, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$1,650,000

2 Beds ⋅ 2 Baths ⋅ A4623060 MLS ⋅ North / 603 BLDG.

Experience the ultimate in luxury living with this stunning 2-bedroom, 2-bathroom condo in the most prestigious area of Longboat Key Club. Enjoy the best of both worlds with breathtaking views of the Gulf on one side and Sarasota Bay and the LBK Golf Course on the other, all from your dual-sided balcony. This fully furnished, turnkey condo is move-in ready or perfect for generating rental income right away. The property is fully equipped with top-of-the-line appliances, including a Sub-Zero refrigerator and Wolf oven, and all rental supplies are prepared and ready to go, making it an effortless transition for short-term or long-term rentals. Located just a short distance from the shops and restaurants of St. Armands Circle and the cultural attractions of downtown Sarasota, this property offers both convenience and serenity. The complex offers resort-style amenities, including a heated pool and spa, gated access, gathering room, fitness center, sauna, and steam room, making every day feel like a vacation. Don’t miss out on this exceptional opportunity!

603 Longboat Club Road Unit 602N, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$315,000

A4622495 MLS

Located on Q dock at the picturesque Longboat Key Marina, the 55’ x 21’ deep water Boat Slip has one of the largest turning basins available for easy maneuvering and some of the most stunning views. The marina is perfectly positioned on the coveted island of Longboat Key, Florida’s spectacular Gulf Coast. Very close proximity to the intracoastal waterway provides quick access to deep sea fishing and boating. Moments to Publix supermarket, CVS, Chase Bank, the post office, public tennis courts and more. The Marina amenities include wifi, water, laundry facilities, pump out and a shuttle service to the restaurants and boutiques of the fabulous St Armands Circle. This slip is not covenanted, meaning membership to the Longboat Key Club is not required with the purchase of slip Q-5. However membership is optional to the surrounding Golf courses and the beach club of LBK Club and separately to the Bay Isles Beach Club which also offers direct access to the spectacular beaches and turquoise waters of the Gulf. A world class Marina with exceptional service and amazing proximity to everything required for ease and maximizing the boating lifestyle. A truly gorgeous setting in an A+ location.

2600 Harbourside Drive Unit Q5, Longboat Key

Courtesy of DOUGLAS ELLIMAN

$1,249,000

3 Beds ⋅ 2 Baths ⋅ A4622706 MLS

Experience island living in this beautifully updated Florida ranch home with an open floor plan. In the charming historic Longbeach Village at north end of Longboat Key, the home offers exceptional access to island amenities and outdoor dining. Set on a lush, oversized lot, the property features an expansive front lawn and a fenced backyard oasis. Modern upgrades include beautifully updated baths and kitchen, as well as new PGT windows. The stunning private backyard space boasts an expansive tropical gazebo for relaxing and entertaining, all while overlooking the generous heated and cooled saltwater pool with swim jets and spa. The covered area is equipped with lighting, fans, misters, an outdoor kitchen with barbecue grill, sink, refrigerator, bar seating, plus a propane fire pit with conversational seating. The open-concept interior showcases updated flooring throughout, recessed lighting and a blend of modern updates with coastal charm. The kitchen features Cambria quartz countertops, a large breakfast bar and updated stainless steel appliances. The primary bedroom is filled with natural light and includes an en-suite bath with a large glass shower, built-in bench and rustic coastal vanity. The spacious primary retreat enjoys backyard views and access through French doors. The second bedroom features elevated windows, while the third bedroom, used as a home office, showcases wainscoting and ample light. The updated guest bath includes a large soaking tub. A large Florida room provides a separate conversation area and access to the beautiful primary bedroom retreat, and the inviting outdoor pergola and spa area. There is an outdoor shower, extra storage, and ample space for parking for your golf cart, boat or guests. With gulf-to-bay access for boating, kayaking and paddleboarding, as well as nearby waterfront dining, this home offers the ideal blend of comfort, style and island charm. Do not miss out on this coastal gem!

610 Russell Street, Longboat Key

Courtesy of PREMIER SOTHEBYS INTL REALTY

$799,000

2 Beds ⋅ 2 Baths ⋅ A4622887 MLS ⋅ Longboat Harbour BLDG.

Under contract-accepting backup offers. Simply the BEST! Amazing opportunity to own a completely renovated two bedroom two bath condo at the sought after bay side condominium Longboat Harbor. This spacious condo has been taken down to the studs and custom redone with designer finishes. The bright kitchen features top of the line GE Cafe appliances,Dura Supreme cabinets with slow close and under cabinet lighting. The condo features an open floorplan from the main living area which seamlessly flows to the kitchen where you have a bar for dining. Natural quartzite countertops highlight the kitchen. The bathrooms are all refinished with the latest Kohler fixtures and finishes. All windows and doors are new in 2024 plus the floors are gorgeous Luxury Vinyl tile and porcelain tile. There is a terrace adjacent to the living room and master bedroom accessed through sliding glass doors that offers excellent outdoor enjoyment. Longboat Harbour Beach Club is located across the street for enjoying the gorgeous beach, Gulf of Mexico and Florida wildlife. The condo is being sold fully furnished.

4390 Exeter Drive Unit 208, Longboat Key

Courtesy of DEVELOPERS REALTY LBK, INC

$985,000

2 Beds ⋅ 2 Baths ⋅ A4622692 MLS ⋅ N/A BLDG.

Welcome to Sand Cay Beach Resort. Ideally located on the White sand shores of Longboat Key. A mid-key location generously brings all the area's amenities right to your fingertips. This beautiful community is one of very few on Longboat that offer Nightly Rentals (3 day Minimum). This property is currently enrolled in the On-site rental program and has generated over $82k for 2023. It is targeting similar numbers for 2024. Fantastic financial return is potential while providing multiple open weeks for personal owner use. Best of Both Worlds. This condo is unique to itself. There are features here beyond the Short Term Rental allowance that separate it from the pack. First you will notice the location with the community. It is an end unit on the top floor. This provides windows and light on all walls. Very Rare. Top floor location also grants a stunning Vaulted ceiling. This really opens up the living space. Finally the positioning of this condo provides a beautiful elongated sprawling view down through the Gardens and out to the Gulf. It's the perfect view to sit back on your private lanai and enjoy. Inside you'll find an open plan with all living spaces positioned around the kitchen. There is a family room that flows from the dining, both enjoy the high vaulted ceiling. There is also a second living space with sliders that lead to the spacious and beautiful lanai. This room is furnished with a pull out sofa, ideal for a little extra sleeping space when needed. The kitchen has upgraded solid wood bicarbonate cabinets, SS appliances and a stunning choice of granite stone for countertops. Down the hall, you will find great storage closets, with one being a lockable owner's closet. Both bathrooms have been renovated wiht tasteful upgrades. Both bedrooms have upgraded luxury vinyl flooring and crown molding. The guest bedroom is furnished with twin beds. The Primary bedroom is a spacious room with a beautifully built-in double closet, and an ensuite primary bathroom with a walk-in shower. The condo has impact-rated upgraded windows and sliders, a newer AC with an extended warranty, along with several recently purchased pieces of furnishings. The current owners have been astute professionals with this property. THe upkeep, improvements and rental management have been run first class from day one. Now, focusing on the community, when I say Resort, that is exactly what this complex is. Extremely well run managerially, financially and physically. (Milestone Reports/Sirs Reports in Hand and in Great Shape) This community is consistently making Paid For volunteered improvements. The roofs are in great shape, the amenities are great. There is assigned parking with open spaces and elevators to all levels. A Beautiful heated pool with a large deck space in the middle of a beautiful green garden space. Onsite CAM management and Rental Management make it so easy to help run this condo. Old school shuffleboard courts, a tennis court with a basketball hoop. A really great outdoor grill area down by the beach. And let's never forget the whole reason to buy this, The STUNNING Beach Front. Wide section of beach here in this Mid-Key LBK location. Loungers and chairs already provided on the Sand. Just a simple, owner/user friendly Beach Resort Conndo with Short Term Rental Allowance in excellent shape and ready to go. You should come see this one today while it last.

4725 Gulf Of Mexico Drive Unit 310, Longboat Key

Courtesy of CENTURY 21 BEGGINS ENTERPRISES

$479,000

3 Beds ⋅ 2 Baths ⋅ A4619911 MLS ⋅ Sutton Place BLDG.

Welcome to Sutton Place, a beautifully maintained 3-bedroom, 2-bathroom residence located on the prestigious island of Longboat Key. This charming home offers 1,198 sq. ft. of living space with access to Sarasota Bay. With water access, including a fishing pier and sailboat water, this property is perfect for those who enjoy a true waterfront lifestyle. This welcoming community offers plentiful amenities, including deeded access to a Gulf front beach club with gated parking and a Beach Pavilion featuring restrooms, showers, picnic tables, and first-come chair storage for only $30/year. Sutton Place also includes two heated pools, BBQ grills, social activities, a fishing dock, bike racks, and an enclosed storage room. For boating enthusiasts, there are boat slips available on a first-come, first-serve basis for a nominal $300/year, along with kayak storage and a kayak lift and launch. Residents also enjoy a clubhouse, community laundry, and one deeded covered parking spot, plus ample guest parking. The residence’s mid-key location offers easy access to Bayfront Park, a local favorite for outdoor activities. The park features a playground, basketball and shuffleboard courts, a multi-purpose open field, pickleball and tennis courts, picnic tables, and a yoga lawn—providing endless opportunities for recreation and relaxation. Longboat Key offers an unparalleled lifestyle, featuring pristine beaches, championship golf courses, tennis facilities, nature parks, and scenic biking and walking paths. Residents can indulge in world-class dining, boutique shopping, and cultural attractions just minutes away in St. Armands Circle and downtown Sarasota. With easy access to the best of Longboat Key and just a short distance from the beach, this property offers the perfect opportunity to enjoy island living at its finest.

569 Sutton Place, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$649,000

2 Beds ⋅ 2 Baths ⋅ A4621913 MLS ⋅ Islander Club North BLDG.

This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full bathrooms, and an open floor plan that provides a comfortable space for both living and entertaining. The spacious kitchen and dining area offer plenty of room for cooking and gathering, with ample cabinetry and an open flow that makes the space perfect for hosting. The 38-foot private balcony, accessible from both the living room and bedrooms, offers a tranquil spot to enjoy the coastal breeze and the surrounding scenery. The primary suite serves as a peaceful retreat with an en-suite bathroom and a walk-in closet, while the guest bedroom, located next to the second full bathroom, ensures comfort and privacy. Additional features include a private covered parking space and secure storage. Situated in the heart of Longboat Key, this residence is conveniently located near waterfront dining, shopping, golf, and a short drive to St. Armands Circle and downtown Sarasota. The Islander Club offers a range of resort-style amenities, including 800 feet of private beach frontage, two Har-Tru tennis courts, a renovated community room with a full kitchen, billiards, table tennis, a library, fitness center and a heated pool. This is a wonderful opportunity to enjoy Longboat Key living in a residence that provides both comfort and ample space.

2301 Gulf Of Mexico Drive Unit 25N, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$900,000

2 Beds ⋅ 2 Baths ⋅ A4621804 MLS ⋅ Grand Bay 5 BLDG.

Discover the epitome of coastal living with this exquisite 2-bedroom, 2-bathroom condo in the Grand Bay community of Bay Isles, Longboat Key, Florida. This tasteful residence spans over 1,276 sqft, offering abundant natural light and captivating views of Sarasota. Enjoy the serenity of deeded private beach access, where you can unwind on pristine sands by the Gulf of Mexico. The community boasts two resort-style pools, spas, a fitness center, tennis courts, and a clubhouse. Explore the vibrant surroundings, with St. Armands Circle just a short drive away, offering boutique shopping, fine dining, and an energetic atmosphere. Downtown Sarasota is nearby, featuring cultural attractions like theaters, galleries, and a lively nightlife. This home provides the perfect blend of convenience and luxury. This condo combines luxury, convenience, and the allure of Florida’s beautiful coastline. Don’t miss the chance to make this stunning property your new home. Schedule your private tour today and start living the dream at Grand Bay!

3080 Grand Bay Boulevard Unit 532, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$325,000

A4621852 MLS

A 60 ft. x 21 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, a Mediterranean-style village that includes restaurants, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, and discreet, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Yacht Club members have access to private Yacht Club facility which includes private clubhouse with TV, conference table, comfortable furnishings just for relaxing. Exterior amenities include private pool, grills, outside tables, chase lounges, and convenient bathhouse. Other amenities include dining at the Key Club's unique restaurants, Islandside and Harbourside golf courses, tennis courts and beach facilities, Fitness Centre, Mind and Motion Studio, and Spa. Reciprocity with 700 other yacht clubs across America. Longboat Key Moorings is truly a World Class facility. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 55 LOA, usable beam is 19 ft at the head of the slip.

2800 Harbourside Drive Unit E-16, Longboat Key

Courtesy of LBRE LLC

$2,295,000

3 Beds ⋅ 3.5 Baths ⋅ A4621896 MLS ⋅ Iii BLDG.

Immerse yourself in luxury with this exceptional Antigua residence at Grand Bay, perched on the corner of Building III and offering sweeping panoramic views of Sarasota Bay, Harbourside Golf Course, the marina, and the shimmering downtown skyline. This nearly 3,000-square-foot residence is a sunlit, expansive retreat, perfectly designed for comfort. The convenience of a residents-only elevator transports you from the secure, under-building parking area directly to your private foyer. As you enter, the grandeur of floor-to-ceiling glass sliders draws your attention to the expansive wraparound terrace, where breathtaking vistas create a captivating backdrop. The interior offers a neutral palette, enhancing the light-filled ambiance and seamless flow throughout the space. Travertine tile flooring connects the formal dining area and living room, complete with a wet bar, providing a perfect setting for entertaining. The eat-in kitchen, bathed in southern light from glass sliders leading to a secondary terrace, features an island, double built-in ovens, and a charming dining nook—ideal for savoring the stunning views. The primary suite, positioned in the northeast corner for ultimate privacy, serves as a serene sanctuary. It opens to the large bayfront terrace, offering a personal escape with expansive water views. The suite includes dual bathrooms and a generously sized walk-in closet. Two additional guest bedroom suites, one currently configured as a den, are thoughtfully arranged in a split plan to ensure a tranquil environment for visitors. Grand Bay is nestled within the prestigious Bay Isles community on Longboat Key, blending exclusivity with convenience. Residents benefit from on-site management, security, and a 24-hour manned guard gate. The resort-style amenities elevate your lifestyle with a state-of-the-art fitness center, professional-grade tennis courts, and a bayside sundeck equipped with lounging and dining areas. Enjoy a refreshing swim in the heated pools, relax in the spa, or gather for a barbecue at the designated grill stations. The lively clubhouse offers a variety of engaging activities, and deeded access to the private Bay Isles Beach Club is just a short bike ride away, completing the exceptional living experience.

3030 Grand Bay Boulevard Unit 346, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$400,000

A4621955 MLS

70 x 21 Boat Slip on R-dock at Longboat Key Moorings Marina for sale. Exceptional views of Sarasota Bay and the city skyline LBK Club membership is optional. Direct access to Sarasota Bay and the ICW. The deep water marina is as much a luxury resort as any other neighborhood on the island, thanks to individual slip ownership, Marina village that includes restaurant, shopping (close to Publix, CVS, and other specialty shops), recreational and social activities, on-site maintenance and concierge services. Electric, water and wireless internet access at each slip. Free shuttle to St. Armand's Circle. The Marina has everything a boater could need. Membership at the Longboat Key Club is available for an additional fee. All vessels must be approved prior to closing by the Association. A current photo must be submitted. Max length of vessel allowed is 65 LOA.

2600 Harbourside Drive Unit R-07, Longboat Key

Courtesy of LBRE LLC

$1,045,000

3 Beds ⋅ 2 Baths ⋅ A4620599 MLS

Majestic Waterfront Living in Longboat Key boasts DEEDED BEACH ACCESS to a private Gulf of Mexico beach and is walking distance to renowned Harry’s Kitchen and Delicatessen. Nestled in the serene beauty of Longboat Key, this waterfront 3-bedroom, 2-bathroom ranch home spans over 1,500 Sq Ft of an unparalleled blend of coastal charm and quiet living. This enchanting home invites you to start each day in the tranquil setting of its glass-enclosed Florida Room, where serene canal water views create a peaceful ambiance. The lot's unique shape offers design flexibility, making adding a pool and lanai that will complement your lifestyle easy. The well-maintained residence also boasts its own private boat slip and lift, ideal for those who enjoy life on the water. Mature trees and lush landscaping provide a tranquil and picturesque setting for relaxation and outdoor Florida living. A 1-car garage adds convenience to your everyday living, providing ample space for parking, storage, and easy access to your home. This home has hurricane-impact windows and doors that were installed in 2017, adding a crucial layer of protection. Additionally, upgrades such as a new roof (2017), new AC units (2017), and PVC sleeve inserts in copper pipes highlight a strong commitment to maintaining the home’s infrastructure. The replacement of the garage door in 2015, coupled with the recent resurfacing of the garage floor, sidewalk, and driveway with epoxy coating in 2024, enhances both the functionality and aesthetic appeal of the property. Gutter screens have also been upgraded with protective screens to prevent clogging from trees and shrubbery. The proximity to the deeded beach access and Joan Durante Park offers the perfect blend of relaxation and outdoor activities. Whether you want to soak up the sun on the Gulf of Mexico or explore nature trails, this location provides easy access. Longboat Key is renowned for its pristine, uncrowded beach, upscale amenities, and laid-back coastal lifestyle. Residents can relish the tranquility of a beachside community while living a short drive to St. Armands Circle and Sarasota's cultural attractions, entertainment, dining, and shopping. Whether you seek an investment property, vacation home, or permanent residence with rental income potential, this Longboat Key gem offers the perfect balance. You will want to take advantage of this rare opportunity to own a slice of paradise on the Florida coast, free from HOA and CDD fees. This exceptional home offers unparalleled value and the chance to enjoy coastal living at its finest. Schedule your private showing of this home today!

780 Tarawitt Drive, Longboat Key

Courtesy of KW SUNCOAST

$625,000

1 Beds ⋅ 1 Baths ⋅ A4621529 MLS ⋅ Building 6 BLDG.

Enjoy peaceful lagoon views from this first floor Junior Suite in Building 6. Unlike the other floors, the first floor Junior Suites in this building have 10' ceilings making it feel especially spacious while optimizing natural light and view. It is typical to see manatees, dolphins, paddleboarders and a variety of tropical birds from the terrace overlooking the lagoon. Building 6 offers extra privacy as it is located across the street from the main entrance, but still close enough to enjoy the pool and beach without having to pack the car and drive anywhere. This unit is not part of the current hotel program, however it can be rented out by the owner or a 3rd party vendor on a nightly basis. New owners may also opt to renovate the residence to current hotel standards and join the hotel rental program (ask for details).

225 Sands Point Road Unit 6103, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$299,000

A4620195 MLS

This 60' x 20' boat slip at The Longboat Key Club Moorings Marina is truly a gem for any boating enthusiast. Located in one of the premier protected deep-water yacht marinas on Florida’s West Coast, it offers seamless access to the Intracoastal Waterway, open bay, and the Gulf of Mexico, making it an ideal spot for quick and easy departures. The slip's prime location within the marina provides convenience to top-notch amenities. You’ll be near the exclusive clubhouse with its private pool and grills, while the marina village, offering another pool, restaurant, laundry facilities, marina office, ship's store, and pickleball courts, is just a short distance away. The marina itself is fully equipped with a range of services, including an onsite fuel dock, a dedicated dock master and crew for assistance, pump-out services, onsite maintenance, concierge, shuttle service, roving guard, and 24-hour guarded gate. A Yacht Club Membership is required, which opens up a wealth of benefits at The Longboat Key Club Resort. This includes access to 45 holes of golf, tennis courts, five restaurants, a spa, a fitness center, beachfront pool and beach facilities, holiday events, and the added advantage of reciprocity with 700 other yacht clubs across America. This slip isn’t just a place to dock your boat—it’s a gateway to a vibrant and luxurious boating lifestyle.

2800 Harbourside Drive Unit E10, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$785,000

2 Beds ⋅ 2 Baths ⋅ A4620999 MLS

The largest Longboat Key Beachfront unit on the market at this value! Welcome to your Beachfront Oasis! Walk out of your Gulf front Patio with a view that's only 60 steps to the Pool and 130 steps to our beautiful Longboat Key Beach! You have a view of the Gulf from the moment you walk in the front door. This large 2 Bed/2 Bath ground floor Condo gives you plenty of space for both yourself and all your friends who won't want to leave! The open Kitchen features Granite Countertops, Stainless Steel Appliances, a workspace area, and a breakfast bar. Two Oversized Bedrooms, the Primary with a great view and sliders to the Patio. The Primary has a walk-in closet, dual sinks, and an updated walk-in shower. The Guest Bedroom is large enough for multiple beds and the updated Guest Bath has a tub/shower combo for the little one's. You'll enjoy Tile throughout the entire home for those days walking back in from the Beach. For peace of mind all windows and sliders are hurricane impact glass and the rear window includes rolldown shutters. Milestone Inspection was completed in 2024 and there's no current assessments. The Roof was replaced in 2023, AC 2021, Water Heater 2021. Nothing left to do but move right in! At Shore you'll enjoy use of the Pool, Hot Tub, Sauna, Gym, and a large Social Room. The Shore is a Pet Friendly community. Your new unit comes with an assigned covered parking space and a large (5.5x10.5) private storage room to keep all your beach gear! Conveniently located near fabulous Dining options with easy access to Anna Maria, Lido Key, and downtown Sarasota.

5757 Gulf Of Mexico Drive Unit 109, Longboat Key

Courtesy of FINE PROPERTIES

$685,000

2 Beds ⋅ 2 Baths ⋅ A4620702 MLS ⋅ E BLDG.

Welcome to your bay front condo on Longboat Key, where every day begins with breathtaking sunrises and panoramic views of Sarasota Bay. This updated 2-bedroom, 2-bathroom residence is designed for comfort, featuring easy to maintain tile throughout the main living spaces, creating a streamlined aesthetic. The open-concept great room flows seamlessly into the updated kitchen complete with stainless appliances, granite counters, and a westerly facing window for enjoying stunning sunsets over the Gulf of Mexico. Each evening, you'll also enjoy moonrises reflecting off the bay and gentle breezes over the serene waters from your 22-foot wall of floor-to-ceiling windows in the Florida room, a perfect backdrop for relaxation or entertaining. The primary bedroom, nestled at the far end of the home for privacy, offers more bay views, direct access to the Florida room, and a generously sized ensuite bathroom with walk-in closet and conveniently placed laundry. The second bedroom, equally serene, also boasts bay views, direct access to the Florida room, and is served by an adjacent updated bathroom, ensuring comfort and privacy for your guests. This condo offers peace of mind with 2019 hurricane-rated windows, a 2019 HVAC system, and a 2019 water heater. Underbuilding parking and a private storage room provide additional convenience and value. Plus, one of the two community pools is just outside your front door, adding to the fun and ease of your tropical lifestyle. Located in the sought-after Windward Bay community, this lushly landscaped oasis is 26 acres and .5 mile long of direct bay front property, offering an unparalleled low density, serene living experience. There are fruit trees, walking/biking paths, picnic tables, and fire pits for your pleasure. Residents can also enjoy a wide range of amenities, including two boat basins with slips available for rent ($40/month or $45/month with an owner-supplied lift), kayak launches and storage ($35/year), fishing with fish cleaning stations, three beach accesses directly across the street, plus a large clubhouse with gathering space, catering kitchen, fitness center, locker rooms, and saunas. Additional recreational facilities include 2 heated pools with sundecks and complimentary chaises, shuffleboard, tennis, and pickleball courts. Ensuring peace of mind for years to come, this community is meticulously maintained with freshly painted buildings, new roofs, and a recently passed Milestone Integrity Inspection that certifies the buildings for another 10 years. The rental policy is flexible, with a one-month minimum or longer rental period allowed up to 2/year, and owners can rent immediately upon ownership without a waiting period. Beyond the on-site amenities, the unbeatable location is just a short drive from the restaurants, shops, and cultural activities of Saint Armands Circle and downtown Sarasota. For fine dining, the Zota Beach Resort is right across the street, and the nearby Centre Shops offer everything from Pilates and a diner to a seafood restaurant, ice cream shop, bank, and boutiques. With all special assessments already paid by the Seller, this condo represents an exceptional value and opportunity for any Buyer. Furnishings are optional if helpful to the Buyer.

4600 Gulf Of Mexico Drive Unit 202, Longboat Key

Courtesy of COLDWELL BANKER REALTY

$1,282,000

2 Beds ⋅ 2 Baths ⋅ A4620940 MLS ⋅ Privateer South BLDG.

This penthouse top floor updated lovely condo is located directly on the beautiful Gulf of Mexico beach and ready to move into tomorrow. Expansive views of the Sarasota Bay including downtown Sarasota and the Ringling Bridge as well as views of the Gulf of Mexico. Very rare to find a condo on the 11th floor in Privateer South at this price. Privateer South is behind the gates of the Longboat Key Club. Kitchen and bathrooms have been updated. This corner unit has two balconies one overlooking the pristine private beach with views to Siesta Key and city and bay views. The other balcony has views of the Longboat Key Club golf course, city and bay views. Spacious, open floorplan with split bedrooms with walk-in closets provides loads of storage and privacy. In the last few years there has been more upgrades including the high impact windows and sliders, the air conditioning and water heater were done in the last year. A very comfortable and immaculate residence. Superbly located resort living with Olympic size pool, fire pit, shuffleboard, tennis and soon to be pickleball courts, party room, exercise room, grills and covered parking as well as for a fee 2 guest suites for your visiting guests. Near nature trails, Saint Armands Circle, downtown Sarasota with all its arts and culture, shopping, restaurants and entertainment. Coastal living on the South end of Longboat Key!

1000 Longboat Club Road Unit 1103, Longboat Key

Courtesy of MICHAEL SAUNDERS & COMPANY

$6,999,999

4 Beds ⋅ 4.5 Baths ⋅ A4620097 MLS ⋅ Aria BLDG.

Welcome to Aria, a luxurious sanctuary on the historic Villa am Meer estate on Longboat Key. Among the exceptional offerings at Aria, the Adagio unit stands out as a masterpiece. With 3,847 square feet of impeccably designed interior space, the Adagio unit is a sanctuary of luxury and comfort. From the moment you step into your private elevator lobby and enter through the grand entry gallery, you’ll be enveloped in an ambiance of refined elegance. The Adagio unit effortlessly integrates indoor and outdoor living with its 994 square feet of terraces that overlook the shimmering gulf and serene bay. Imagine mornings sipping coffee on your expansive terrace as the sun rises over the water, or evenings entertaining guests under the stars, all with the stunning backdrop of the Gulf of Mexico. Inside, the unit offers a balance of spaciousness and intimacy. The family room invites relaxation and casual gatherings, while the great room provides an expansive setting ideal for hosting memorable events. For formal occasions, the dedicated dining room sets the stage for elegant dinners with family and friends. The owner’s retreat is your private sanctuary and is designed with a focus on comfort and tranquility. It offers a peaceful haven where you can unwind in style. Two additional guest suites ensure visitors can enjoy the same level of luxury and privacy. And with a versatile den that can be customized to your needs, whether as a home office, library or extra living space, the Adagio unit adapts to your lifestyle seamlessly. Living in Aria means embracing a lifestyle where historical grandeur meets contemporary luxury. Here, you’re not just buying a home, you’re becoming part of a legacy. Enjoy the exclusive beachfront setting with direct access to pristine beaches and be close to Sarasota’s vibrant cultural and dining scenes. The Adagio unit at Aria offers more than just a residence, it provides a gateway to a refined way of living, where every detail is designed to elevate your everyday experience. Discover the unparalleled luxury and historical charm of Aria and make this your new home.

2251 Gulf Of Mexico Drive Unit 301, Longboat Key

Courtesy of PREMIER SOTHEBYS INTL REALTY

$4,295,000

5 Beds ⋅ 5 Baths ⋅ A4617951 MLS

Discover unparalleled modern living at this custom contemporary residence nestled on a quiet street in the heart of Longboat Key. The exterior of this striking residence is a harmonious fusion of richly stained wood, imported stone, and oversized glass windows, each uniquely shaped to create a stunning visual impact. As you enter through the glass front door, you're immediately greeted by walls of floor-to-ceiling glass and soaring cathedral ceilings that set a grand tone. This impeccably designed home showcases an array of special upgrades, from custom built-ins with inlaid lighting to distinctive stone and wood accents that highlight its sleek surfaces and sophisticated embellishments. Oak wood flooring extends throughout the home, seamlessly connecting each of its three levels, which can be navigated via a three-stop elevator or a stairway with elegant glass railings. The sun-drenched living room is positioned to capture the best of southern sunlight, offering an inviting view of the pool courtyard through a striking glass wall. The dining and living areas are thoughtfully separated by a unique bamboo wood partition wall, creating distinct yet flowing spaces ideal for entertaining. The adjacent eat-in kitchen is a chef’s dream, featuring quartz countertops, a stone backsplash that extends to the ceiling, custom cabinetry, and Monogram stainless-steel appliances, including a six-burner gas stove adorned with Italian gold hardware. The island with a waterfall edge provides ample space for dining. Throughout the residence, Lutron lighting and spectacular light fixtures enhance the modern ambiance, adding artistic flair. The primary suite, located on the main living level and positioned on the south side of the home, offers a secluded retreat with walls of glass that ensure an abundance of natural light. The suite includes a 13-foot walk-in closet and a spa-inspired en-suite bathroom featuring imported stone, floating split vanities set against a wall of Italian porcelain tile, a frameless shower with multiple showerheads, soaking tub, and separate water closet. A spacious guest suite on the same level is versatile enough to serve as an office or den. Ascend a few steps to an upper level, where you will find an in-law suite complete with a large bonus room, kitchenette, separate laundry closet, and a private bedroom suite with its own balcony. The second level is dedicated to guests, featuring a loft-style sitting area and two additional bedroom suites, ensuring privacy and comfort for visitors. The exterior of this residence matches the allure of its interior, with a pool courtyard surrounded by privacy walls of lush foliage. Enjoy the heated swimming pool, spa, and dedicated lounge and dining areas in serene seclusion. Situated centrally on Longboat Key, this home offers proximity to the renowned amenities of the Longboat Key Club, fine dining, and shopping options at St. Armands and downtown. It’s also just a short drive from the charming attractions of Anna Maria Island, with multiple Gulf beach access points within walking distance.

2945 Pyrula Drive, Longboat Key

Courtesy of COLDWELL BANKER REALTY

Browse All Longboat Key FL Properties for Sale

Longboat Key Real Estate