Longboat Key, FL Homes

/33
$2,625,000
- 3 Beds
- 2.5 Baths
- 2,269 Sq Ft
781 Binnacle Point Dr, Longboat Key, FL 34228

Coveted lifestyle and location in Emerald Harbor on one of the widest canals on Longboat Key with direct access to Sarasota Bay with no bridges. Move in ready and fully furnished. This house had no flooding after major hurricanes of 2024. due to its high elevation and hurricane resistant doors and windows. New roof 2024, new heat pump and spa 2023 and outdoor pool/lanai lighting 2-22. 50 foot

Sinan Zakaria LISTED SIMPLY

781 Binnacle Point Dr, Longboat Key, FL 34228
/42
$7,800 per month
- 2 Beds
- 2 Baths
- 1,393 Sq Ft
- Condo for Rent
4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

SEASONAL: Stunning Gulf views and beautiful sunsets from this spacious, immaculate turnkey furnished 2-bedroom, 2 bath split plan corner unit. Featuring 2 tiled screen enclosed lanais that overlooking lush garden, pools and, of course, serene beach views. This turnkey residence comes complete with cable & wifi, in unit washer/dryer, large walk-in closets and covered parking. The Master suite

Diann Thelen GULF COAST RENTAL HOMES&CONDOS

4825 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
/2
$900,000 Sold Apr 18, 2025
- 2,381 Sq Ft
- $378/SF
- 130 Days On Market
- 3 Beds
- 3 Baths
- Built 1950
569 Channel Ln, Longboat Key, FL 34228

Rarely available, two family zoned dwelling parcel in south Longboat Key. This multigenerational "one in from the bay" canal front home has sustained first floor water damage from most recent storms. Offering fantastic views of wildlife from approximately 160 feet of canal water footage, and Sarasota Bay, you will love the peaceful vibe of this property. There is a deeded day dock with 5

Patrick Dipinto, III COLDWELL BANKER REALTY

569 Channel Ln, Longboat Key, FL 34228

/58
Est $1,223,271 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,314 Sq Ft
4401 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

4401 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

/48
$1,100,000
- 2 Beds
- 2 Baths
- 1,585 Sq Ft
1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

Welcome to your dream beachfront retreat at The Promenade. This sunny, south-facing seventh-floor residence offers an open, spacious interior encompassing 1585 sq. ft. of living space. It’s waiting for you to make it your own and embrace the captivating views of the Gulf, Sarasota Bay, and downtown Sarasota from its wraparound terrace. With its ideal beachside location, this getaway provides an

Judy Kepecz-Hays COLDWELL BANKER REALTY

1211 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
/24
$6,000 per month
- 2 Beds
- 2 Baths
- 1,245 Sq Ft
- Condo for Rent
1945 Gulf of Mexico Dr Unit 215, Longboat Key, FL 34228

Welcome to Seaplace! Currently available starting May 2025!Here you can relax and enjoy all Sarasota has to offer all within steps to the beach and pool. The 1265 sq.ft newly remodeled condo has a Gulf view from the screened lanai and bedroom. The kitchen is all brand new and ready for you. The primary bedroom has a brand new king bed with new shower and vanity as well as a walk-in

1945 Gulf of Mexico Dr Unit 215, Longboat Key, FL 34228
/2
$1,250,000 Sold Apr 17, 2025
- 1,409 Sq Ft
- $887/SF
- 4 Days On Market
- 2 Beds
- 2 Baths
- Built 1974
1050 Longboat Club Rd Unit 801, Longboat Key, FL 34228

Dazzling endless water views and breathtaking sunsets, views of Sarasota Bay and the city skyline make this perfectly renovated 8th floor island gem a must see. Located within a short beach walk between the popular Resort at Longboat Key Club and the brand-new St. Regis Resort, this direct Gulf front beach retreat has it all. The custom designed "Campbell Cabinetry" kitchen offers desirable "Taj

Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

1050 Longboat Club Rd Unit 801, Longboat Key, FL 34228

/66
Est $3,647,386 Not Listed For Sale
- 3 Beds
- 4.5 Baths
- 3,687 Sq Ft
3521 Bayou Pointe, Longboat Key, FL 34228

3521 Bayou Pointe, Longboat Key, FL 34228

/40
$1,025,000
- 2 Beds
- 2 Baths
- 1,235 Sq Ft
2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228

This tranquil second floor residence at Islander Club of Longboat Key boasts direct full views of the Gulf of Mexico, complete with spellbinding sunsets, sandy shores, and soothing sounds of the surf. An enchanting beachfront getaway, this furnished condo offers two bedrooms and two full bathrooms, with a spacious open living & dining space, and a private terrace that spans almost the entire

Doug Parks MICHAEL SAUNDERS & COMPANY

2301 Gulf of Mexico Dr Unit 26, Longboat Key, FL 34228
/35
$8,000 per month
- 3 Beds
- 2.5 Baths
- 2,143 Sq Ft
- Condo for Rent
3010 Grand Bay Blvd Unit 445, Longboat Key, FL 34228

Welcome to Grand Bay on Longboat Key! Your private elevator will take you directly to your unique double-door entry. Once you are inside you are greeted with panoramic water views from all angles of your exclusive wrap-around balcony. This luxury condo is turnkey furnished with tasteful updates throughout. There are two spacious bedrooms and a third that was converted into a den with a pull-out

Alex Roth ROSEBAY INTERNATIONAL REALTY, INC

3010 Grand Bay Blvd Unit 445, Longboat Key, FL 34228
/2
$2,500,000 Sold Apr 17, 2025
- 3,528 Sq Ft
- $709/SF
- 0 Days On Market
- 4 Beds
- 4.5 Baths
- Built 2013
3365 Bayou Gate, Longboat Key, FL 34228

Discover coastal luxury in the prestigious, 24-hour guard-gated Bay Isles Bayou community on Longboat Key. Tucked away on a quiet cul-de-sac, this executive-style home sits on nearly a third of an acre, surrounded by lush tropical landscaping and mature oaks. Boasting over 3,500 square feet of refined living space, this 4-bedroom, 4.5-bathroom residence offers an inviting blend of elegance and

Ryan Heers COLDWELL BANKER REALTY

3365 Bayou Gate, Longboat Key, FL 34228

/60
Est $1,559,613 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,513 Sq Ft
2425 Gulf of Mexico Dr Unit 13A, Longboat Key, FL 34228

2425 Gulf of Mexico Dr Unit 13A, Longboat Key, FL 34228

/60
$1,200,000 Open Sun 1PM - 3PM
- 2 Beds
- 2 Baths
- 1,314 Sq Ft
4401 Gulf of Mexico Dr Unit 907, Longboat Key, FL 34228

BEAUTIFUL BAY AND CITY VIEWS TO THE EAST AND SWEEPING VIEWS OF THE OCEAN TO THE WEST. This 9th floor corner unit facing north has breathtaking views. It offers full open views across the beach, including south and north areas. It feels like you're at the beach while enjoying the added comfort of the beauty from inside your home. Large lanai offers that perfect area to relax privately and enjoy

Deborah Woods KELLER WILLIAMS ON THE WATER S

4401 Gulf of Mexico Dr Unit 907, Longboat Key, FL 34228
/46
$7,500 per month
- 2 Beds
- 2 Baths
- 1,235 Sq Ft
- Condo for Rent
2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228

RARELY AVAILABLE! This absolutely gorgeous fully furnished 2BR/2BA Condo at Islander Club – Just steps from the Beach!Start living the island lifestyle in this beautifully updated, furnished 2-bedroom, 2-bath condo at the Islander Club on South Longboat Key! This turnkey rental is ready for immediate enjoyment—just bring your suitcase.Enjoy a bright, open layout with floor-to-ceiling hurricane

Michele Conn FINE PROPERTIES

2295 Gulf of Mexico Dr Unit 55, Longboat Key, FL 34228
/2
$180,000 Sold Apr 17, 2025
- 817 Sq Ft
- $220/SF
- 128 Days On Market
- 1 Bed
- 1.5 Baths
- Built 1968
541 Spanish Dr N Unit 5, Longboat Key, FL 34228

Investor Alert – Waterfront Community on Longboat Key!! Boat slips available at low cost!!A rare opportunity awaits at Spanish Main Yacht Club! This storm-mitigated 1-bedroom, 1.5-bathroom condo is ready for a remodel. With private beach access just steps away, this stand-alone condo offers the chance to create your dream coastal home well below market value. Seller says bring offers

Geoff Scalera AUM FLORIDA REAL ESTATE LLC

541 Spanish Dr N Unit 5, Longboat Key, FL 34228

/50
Est $1,542,805 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
2425 Gulf of Mexico Dr Unit 11E, Longboat Key, FL 34228

2425 Gulf of Mexico Dr Unit 11E, Longboat Key, FL 34228

/46
$999,995
- 2 Beds
- 2 Baths
- 1,492 Sq Ft
100 Sands Point Rd Unit 225, Longboat Key, FL 34228

PRICING UPDATE! Longboat Key's best kept secret. Sands Point Condominium is everything you could ask for! Lowest priced 2 bedroom condominium in this community blending gorgeous mid-century architecture with stunning location along the Gulf of Mexico. Situated next to the Longboat Key Club complex, Sands Points offers everything you need to relax and unwind under the Florida sun and all the

Donna Turnbaugh WAGNER REALTY

100 Sands Point Rd Unit 225, Longboat Key, FL 34228
/33
$10,000 per month
- 4 Beds
- 3.5 Baths
- 3,713 Sq Ft
- House for Rent
3605 Fair Oaks Place, Longboat Key, FL 34228

Exceptional Rental Opportunity in Queens HarbourIntroducing a remarkable opportunity to rent a stunning 4-bedroom corner lot residence in the highly sought-after Queens Harbour community, located behind the gates of the Longboat Key Club. This property features a brand new roof and offers the perfect setting for those looking to embrace the Florida lifestyle.The home is filled with abundant

Danielle Gladding COLDWELL BANKER REALTY

3605 Fair Oaks Place, Longboat Key, FL 34228
/2
$752,000 Sold Apr 17, 2025
- 1,192 Sq Ft
- $631/SF
- 123 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
1930 Harbourside Dr Unit 152, Longboat Key, FL 34228

*No storm damage* *Automated remote hurricane screen* *Fully updated* *First quarter HOA credit at closing* *Deeded garage parking spot* *High end fixtures and appliances* *Sunrise view from Lanai* *Sunset view from balcony* There has been a tremendous price reduction on this wonderful property. Welcome to this sunlight filled Penthouse. This stunning and completely updated condominium is

Rae Hayo WAGNER REALTY

1930 Harbourside Dr Unit 152, Longboat Key, FL 34228

/36
Est $1,055,766 Not Listed For Sale
- 1 Bed
- 1 Bath
- 634 Sq Ft
230 Sands Point Rd Unit 3605, Longboat Key, FL 34228

230 Sands Point Rd Unit 3605, Longboat Key, FL 34228

/51
$1,245,000
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

Welcome to your own personal coastal retreat at Portobello on Longboat Key. This exquisitely furnished 2-bedroom beachfront condo spans 1,260 square feet, offering beautiful, serene Gulf views from both bedrooms and the living room. The living area seamlessly flows into a private outdoor terrace space, perfect for savoring morning coffee or breathtaking evening sunsets with the gentle sound of

Shana Hamel NEXTHOME EXCELLENCE

3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
/85
$6,500 per month
- 2 Beds
- 2 Baths
- 928 Sq Ft
- Condo for Rent
1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228

"SEAPLACE" CONDOMINIUM LOCATED ON THE GULF SIDE OF LONGBOAT KEY. BOOKED FOR FEB-APRIL 2026 and OFF-SEASON MONTHS 2025! Immaculate, Turnkey Furnished 2 bedrooms/2-bathroom condo on the 4th floor, located in the sought after Seaplace, a resort style community on the beautiful Barrier Island of Longboat Key. Upon entering the unit, you are met with a light, bright and open feeling with the natural

Chrissie Cummings JENNETTE PROPERTIES INC

1945 Gulf of Mexico Dr Unit M2402, Longboat Key, FL 34228
/2
$252,000 Sold Apr 17, 2025
- 1,327 Sq Ft
- $190/SF
- 120 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
812 Spanish Dr S Unit 89, Longboat Key, FL 34228

Investor Alert – Waterfront Condo with Marina Views on Longboat Key! Slips available at low cost!!A rare opportunity awaits at Spanish Main Yacht Club! This 2-bedroom, 2-bathroom condo with marina views is ready for your personal remodel. This unit is being mitigated for storm damage, which includes new electrical outlets that were affected, new entry doir and new drywall ready for paint

Geoff Scalera AUM FLORIDA REAL ESTATE LLC

812 Spanish Dr S Unit 89, Longboat Key, FL 34228

/79
Est $6,024,741 Not Listed For Sale
- 5 Beds
- 6.5 Baths
- 5,225 Sq Ft
1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

/49
$1,150,000
- 2 Beds
- 2 Baths
- 1,409 Sq Ft
1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228

Welcome to the Privateer South Tower – Your Dream Coastal Retreat!Nestled along the pristine beaches of Longboat Key, behind the secure Longboat Key Club guard gate is this beautifully renovated 2-bedroom, 2-bath residence that offers the ultimate in coastal living. Featuring a stylish, coastal-themed design, this move-in-ready, turnkey condo is perfect for those seeking luxury and

Darcy Leahy MICHAEL SAUNDERS & COMPANY

1000 Longboat Club Rd Unit 604, Longboat Key, FL 34228
/27
$9,000 per month
- 2 Beds
- 2.5 Baths
- 2,385 Sq Ft
- Condo for Rent
435 L Ambiance Dr Unit H402, Longboat Key, FL 34228

RARELY AVAILABLE! Welcome to L'AMBIANCE! Discover an extraordinary opportunity to rent this luxurious 2-bedroom, 2.5-bathroom condo on the island Longboat Key. Inside the Longboat Key club, this rarely available residence offers 2 car parking spaces (under building garage) private elevator, breathtaking, unobstructed views of the sparkling Gulf of America, complemented by sweeping vistas of lush

Jose Hugo Martinez KW COASTAL LIVING III

435 L Ambiance Dr Unit H402, Longboat Key, FL 34228
/2
$678,000 Sold Apr 16, 2025
- 1,194 Sq Ft
- $568/SF
- 6 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
448 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228

Exquisite Waterfront Condo on the Coveted South End of Longboat Key with no storm damage. Discover the ultimate island lifestyle in this beautifully updated, furnished 2-bedroom condo located in the highly sought-after Bay Harbour community on the southern end of Longboat Key. With lower maintenance fees and a pet-friendly policy, this condo is the perfect blend of comfort, luxury, and

Mairead Smialek COLDWELL BANKER REALTY

448 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228

/59
Est $2,526,009 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,603 Sq Ft
240 Sands Point Rd Unit 4407, Longboat Key, FL 34228

240 Sands Point Rd Unit 4407, Longboat Key, FL 34228

/52
$1,150,000
- 1 Bed
- 1 Bath
- 750 Sq Ft
230 Sands Point Rd Unit 3501, Longboat Key, FL 34228

Rarely does an A+ Junior Suite like this come on the market. Create memories that last a lifetime in this dream-like beachside oasis. Overlooking the sparkling turquoise water of the Gulf, this waterfront resort will embrace you and your guests with an incomparable array of private residential amenities and exclusive club membership privileges. Sensational waterfront Junior Club Suite A+ (50

Judy Kepecz-Hays COLDWELL BANKER REALTY

230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
/45
$8,000 per month
- 2 Beds
- 2 Baths
- 1,133 Sq Ft
- Condo for Rent
3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

2-bed, 2-bath seasonal rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on

Dakota Magnus FLORIDA GALLERY REAL ESTATE

3802 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
/2
$2,277,000 Sold Apr 16, 2025
- 1,819 Sq Ft
- $1252/SF
- 22 Days On Market
- 3 Beds
- 2 Baths
- Built 1980
1145 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

Stunning end unit with dramatic Gulf views. Taken down to the studs in 2021. Impact windows & doors. High end finishes include extensive use of Italian marble for kitchen counters, bathroom vanities. Bidet & heated floors in main bathroom. Kitchen island with extra storage, electrical outlets and breakfast bar, Marble counters. Separate laundry room with marble counters. Walls were

Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

1145 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

/21
Not Listed For Sale
- 2 Beds
- 1 Bath
- 601 Sq Ft
3710 Gulf of Mexico Dr Unit F13, Longboat Key, FL 34228

3710 Gulf of Mexico Dr Unit F13, Longboat Key, FL 34228

/96
$2,175,000
- 5 Beds
- 3 Baths
- 3,441 Sq Ft
3322 Bayou Rd, Longboat Key, FL 34228

Located in the Bayou, a tropical, sought after residential neighborhood within Bay Isles. The HOA dues include access to the private Bay Isles Beach club. Stunning, custom designed split level home with separate guest quarters. Located in the tropical neighborhood, within Bay Isles, The Bayou. Spacious great room design, 2 primary bedroom suites plus 3 bedrooms & family/tv room in guest quarters.

Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

3322 Bayou Rd, Longboat Key, FL 34228
/51
$13,500 per month
- 2 Beds
- 2 Baths
- 1,598 Sq Ft
- Condo for Rent
1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

Welcome to your beachfront retreat on spectacular Longboat Key, Florida. The owners spared no expense to design and equip their home with the best of everything. This is the first time they've ever offered it for lease; it is available as early as August 1, 2025 thru December (3,4 or 5 month occupancy) and also available for the 4 months of January to April. This is 1600 sq ft of beautiful

Sharon Whalen COLDWELL BANKER REALTY

1211 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
/2
$375,000 Sold Apr 16, 2025
- 1,090 Sq Ft
- $344/SF
- 219 Days On Market
- 2 Beds
- 2 Baths
- Built 1969
4340 Falmouth Dr Unit 203, Longboat Key, FL 34228

Longboat Harbour offers a vast amount of community amenities, including boat docks, a kayak launch, pickleball courts, woodworking and art studios, and a beach club. This unit offers complete sprawling views of the harbor and Intracoastal waterway and is ready for you to make it your own! The harbor is well-protected, with docks that accommodate boats up to 34 feet. Longboat Harbour also provides

Thomas Netzel PREMIER SOTHEBYS INTL REALTY

4340 Falmouth Dr Unit 203, Longboat Key, FL 34228

/38
Est $1,658,581 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
2425 Gulf of Mexico Dr Unit 13B, Longboat Key, FL 34228

2425 Gulf of Mexico Dr Unit 13B, Longboat Key, FL 34228

/46
$1,199,000
- 2 Beds
- 2 Baths
- 1,484 Sq Ft
5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228

Enjoy a Hamptons feel that blends classic coastal elegance with relaxed Sophistication. Perfectly set within the vibrant and amenity-rich Club Longboat Beach & Tennis, this spacious top-floor 2BR + Study/3rd BR & Bonus Room residence with two expansive terraces offers one of the largest floor plans available in the community, providing flexible living options complemented by breathtaking Gulf

Ryan Ackerman COLDWELL BANKER REALTY

5055 Gulf of Mexico Dr Unit 331, Longboat Key, FL 34228
/45
$10,995 per month
- 3 Beds
- 2.5 Baths
- 2,396 Sq Ft
- House for Rent
2339 Harbour Oaks Dr, Longboat Key, FL 34228

Seasonal/short term rental on Longboat Key Beautifully renovated 3 bedroom 2 1/2 bathroom villa right on the golf course in prestigious, guard gated, Bay Isles. This spacious light filled delight has vaulted ceilings with sky lights, and new high impact windows and doors. The open floor plan is perfect for family time and entertaining. The kitchen is very large and has solid cherry wood

Henry Rossi RENT SARASOTA

2339 Harbour Oaks Dr, Longboat Key, FL 34228
/2
$1,225,000 Sold Apr 16, 2025
- 1,235 Sq Ft
- $992/SF
- 176 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
2301 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228

No Interior Hurricane damage & lots of progress on the buildings repairs. Turn-key furnished - Located in the heart of Longboat Key, The Islander Club is a sought-after beachfront community offering resort-style amenities. Discover the epitome of beachfront luxury with this exquisite two-bedroom, two-bath residence which was beautifully remodeled in 2019. Designed with an eye for sophisticated

Kathy Callahan MICHAEL SAUNDERS & COMPANY

2301 Gulf of Mexico Dr Unit 21, Longboat Key, FL 34228

/62
Est $982,735 Not Listed For Sale
- 2 Beds
- 2 Baths
- 961 Sq Ft
4401 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228

4401 Gulf of Mexico Dr Unit 706, Longboat Key, FL 34228

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