Longboat Key, FL Homes

/33
$495,000
- 2 Beds
- 1 Bath
- 933 Sq Ft
1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228

Experience the best of coastal living in this beautifully maintained 2-bedroom, 1-bathroom condominium, perfectly situated on the third floor of the desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacy and peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in April

Alie Espinoza EATON REALTY

1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
/34
$7,000 per month
- 3 Beds
- 2 Baths
- 1,909 Sq Ft
- Condo for Rent
737 Bayport Way Unit D, Longboat Key, FL 34228

BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers spacious living areas; Wonderful views of the Gulf of Mexico; and beautiful outdoor space. Large patios with tropical Gulf of Mexico views - perfect for morning coffee and sunset cocktails. Two

Marianne LeBar

ROSEBAY INTERNATIONAL REALTY, INC

(941) 946-6594

737 Bayport Way Unit D, Longboat Key, FL 34228
/2
$470,000 Sold Oct 24, 2025
- 1,192 Sq Ft
- $394/SF
- 191 Days On Market
- 2 Beds
- 2 Baths
- Built 1982
1930 Harbourside Dr Unit 142, Longboat Key, FL 34228

WOW! Full, unobstructed and private views of the Intracoastal Waterway, Sarasota Bay and the dramatic city skyline and Ringling Bridge from the protected balcony + 1 under-building deeded parking spot. This immaculately maintained, never-rented condominium is a blank canvas, ready for your personal touches, however, recently both bedroom closets were professionally redone, it was freshly painted

Liz Nason PREMIER SOTHEBY'S INTERNATIONAL REALTY

1930 Harbourside Dr Unit 142, Longboat Key, FL 34228

/2
Est $977,518 Not Listed For Sale
- 2 Beds
- 2 Baths
- 1,392 Sq Ft
1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

1125 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

/51
$995,000
- 2 Beds
- 2 Baths
- 1,260 Sq Ft
3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

* BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil haven with ample closet space and an

Shana Hamel NEXTHOME EXCELLENCE

3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
/28
$15,500 per month
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
- Condo for Rent
601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228

Experience refined coastal luxury in this exclusive beachfront residence, available for the 2026 season. Gulf views greet you in nearly every room, with designer finishes, a chef’s kitchen, spa-style primary suite, and private beach access. With bespoke interiors and elevated design, this privately released residence redefines coastal sophistication. Longboat Key Towers offers amenities including

Irma Scherer

COMPASS FLORIDA LLC

(941) 206-3611

601 Longboat Club Rd Unit 404S, Longboat Key, FL 34228
/2
$1,750,000 Sold Oct 21, 2025
- 2,925 Sq Ft
- $598/SF
- 17 Days On Market
- 3 Beds
- 3.5 Baths
- Built 1996
3040 Grand Bay Blvd Unit 216, Longboat Key, FL 34228

Beautifully furnished and move-in ready, this expansive three-bedroom residence offers an enviable bayfront lifestyle within Longboat Key’s sought-after Grand Bay community. Spanning nearly 3,000 square feet, the open Antigua layout is framed by floor-to-ceiling glass walls that fill the interiors with natural light and connect nearly every room to the sweeping wraparound terrace. The main living

Roger Pettingell COLDWELL BANKER REALTY

3040 Grand Bay Blvd Unit 216, Longboat Key, FL 34228

/51
Est $339,899 Not Listed For Sale
- 1 Bed
- 1 Bath
- 912 Sq Ft
4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

4720 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

/79
$8,500,000
- 5 Beds
- 5.5 Baths
- 6,125 Sq Ft
501 Harbor Point Rd, Longboat Key, FL 34228

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

Rich Polese COMPASS FLORIDA LLC

501 Harbor Point Rd, Longboat Key, FL 34228
/64
$8,000 per month
- 3 Beds
- 3 Baths
- 2,487 Sq Ft
- House for Rent
2377 Harbour Oaks Dr, Longboat Key, FL 34228

AVAILABLE - APRIL 2026 - ANNUAL RENTAL - Welcome home! Enjoy the serenity of this 3 bed, 3 bath, 2 car garage residence, located in Harbour Oaks within the gated community of Bay Isles in the heart of Longboat Key. This tastefully appointed home with open concept floor plan features vaulted ceilings and skylights which create an abundance of natural light throughout the home. The amazing gourmet

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 336-7031

2377 Harbour Oaks Dr, Longboat Key, FL 34228
/2
$1,075,000 Sold Oct 21, 2025
- 2,227 Sq Ft
- $483/SF
- 211 Days On Market
- 3 Beds
- 2.5 Baths
- Built 1989
3467 Byron Ln, Longboat Key, FL 34228

Revel in all the spaciousness and privacy – situated with wide water and golf views in the picturesque Corey’s Landing on Longboat Key. This maintenance free villa lives like a single-family home offering 3 bedrooms, 2.5 baths and a 2-car garage with private pool and spa. The main living area is both large and cozy, accentuated with a corner-set fireplace and a wall of sliders – filling the room

Monica Verinder COLDWELL BANKER REALTY

3467 Byron Ln, Longboat Key, FL 34228

/2
Est $3,317,869 Not Listed For Sale
- 3 Beds
- 3 Baths
- 2,667 Sq Ft
1281 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

1281 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

/85
$5,999,000 Pending
- 4 Beds
- 4.5 Baths
- 3,989 Sq Ft
4651 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

Under contract-accepting backup offers. Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or video, stepping into this home is an invitation to a lifestyle like no other. Boasting direct oceanfront views, crafted by Hughes Design Associates, this residence epitomizes sophistication through its refined neutral palette and

Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

4651 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
/64
$10,500 per month
- 2 Beds
- 2 Baths
- 1,531 Sq Ft
- Condo for Rent
724 Bayport Way Unit 724, Longboat Key, FL 34228

STUNNING GULF VIEWS! Enjoy the sparkling glimmer of the morning waters and picturesque sunsets from almost every room. This meticulously maintained 2 bedroom, 2 bathroom furnished condominium features an open concept floor plan with expansive Living/Dining/Kitchen area. The generous size primary bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 415-6156

724 Bayport Way Unit 724, Longboat Key, FL 34228
/17
$1,025,000 Sold Oct 17, 2025
- 1,398 Sq Ft
- $733/SF
- 41 Days On Market
- 2 Beds
- 2 Baths
- Built 1979
4545 Gulf of Mexico Dr Unit 511, Longboat Key, FL 34228

It's all about the breathtaking direct Gulf and Sarasota Bay views from this updated 2 bedroom/2 bath penthouse, located in the pet-friendly Castillian, on fabulous Longboat Key! Offering a wonderful blend of comfort and relaxation, this residence has been meticulously maintained and thoughtfully designed for immediate enjoyment. The eat-in kitchen seamlessly connects to the living/dining room,

Daniel Diekneite William Raveis Real Estate

4545 Gulf of Mexico Dr Unit 511, Longboat Key, FL 34228

/48
Est $2,149,984 Not Listed For Sale
- 3 Beds
- 3.5 Baths
- 2,499 Sq Ft
6957 Longboat Dr S, Longboat Key, FL 34228

6957 Longboat Dr S, Longboat Key, FL 34228

/51
$1,799,000 Pending
- 2 Beds
- 2 Baths
- 1,827 Sq Ft
1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

Surround yourself with captivating views and timeless design in this coastal retreat thoughtfully renovated by Brista Homes. While offering partial views, this residence is the closest unit on the market to full beachfront—just one tier away—making it a rare opportunity to enjoy a front-row coastal lifestyle. Inside, every detail has been thoughtfully curated to inspire both beauty and function.

Gina Ursini BRISTA REALTY LLC

1211 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228
/66
$10,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
832 Bayport Way Unit 832, Longboat Key, FL 34228

BAYPORT BEACH and TENNIS CLUB, a Gulf to Bay, FULLY FURNISHED 2/2 residence. Bayport is an award winning community situated in theheart of Longboat Key. A friendly, popular, residential enclave of 136 quality-constructed homes on 27 picturesque acres of impeccablymaintained grounds. Tastefully decorated and well maintained with over 1600 square feet of living area; perfect for

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 207-3341

832 Bayport Way Unit 832, Longboat Key, FL 34228
/2
$290,000 Sold Oct 17, 2025
- 1,046 Sq Ft
- $277/SF
- 93 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
3806 Gulf of Mexico Dr Unit C204, Longboat Key, FL 34228

Waterfront garden-style condo communiy of Beach Harbor Club offers you to experience the best of coastal living with PRIVATE BEACH ACCESS to the West for gorgeous sunset views on the water and intracoastal and Bay access to the East. Secure building has elevator, mailbox cluster in entrance. This 2-bedroom, 2-bathroom condo is turn-key furnished. Beach Harbor Club has a SALTWATER POOL, Clubhouse

Anna Williams SHOWTIME REALTY

3806 Gulf of Mexico Dr Unit C204, Longboat Key, FL 34228

/19
Est $176,703 Not Listed For Sale
- Studio
- 1,200 Sq Ft
2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228

2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228

/35
$2,100,000 Pending
- 3 Beds
- 3 Baths
- 2,849 Sq Ft
3261 Bayou Sound, Longboat Key, FL 34228

Under contract-accepting backup offers. A boater’s delight in the heart of Bay Isles on exclusive Longboat Key, a Coastal double gated community. See our homes 3-D and Bay Isles video tour links. Your home enjoys easy access to the Gulf in just 17-20 minutes from your private dock. The "J" shaped dock features a 44’ slip with 30,000 lb. lift, 100 linear ft. of Trex decking, jet ski/kayak launch,

Leonard Giarrano RE/MAX ALLIANCE GROUP

3261 Bayou Sound, Longboat Key, FL 34228
/22
$9,500 per month
- 2 Beds
- 2 Baths
- 1,346 Sq Ft
- Condo for Rent
5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

AVAILABLE MARCH 2025 - APRIL 10 $7,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $6,950 a

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 541-2236

5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
/2
$1,075,000 Sold Oct 16, 2025
- 626 Sq Ft
- $1,717/SF
- 2 Days On Market
- 1 Bed
- 1 Bath
- Built 1982
240 Sands Point Rd Unit 4403, Longboat Key, FL 34228

Spectacular Gulf and Sunset views are enjoyed from this northwest facing Junior Suite in Building 4. This completely renovated residence is currently in the hotel program and reported very healthy income in both 2023 and 2024. Building 4 is situated farthest north on the beach where owners value privacy from the pool activities, but are still close to all of the amenities. As an owner, you are

Ian Addy, PA MICHAEL SAUNDERS & COMPANY

240 Sands Point Rd Unit 4403, Longboat Key, FL 34228

/58
Est $1,071,652 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

/69
$1,950,000 Pending
- 3 Beds
- 3 Baths
- 2,375 Sq Ft
545 Sanctuary Dr Unit B206, Longboat Key, FL 34228

Under contract-accepting backup offers. EXCITING NEWS!! NEW ROOF! NO FINANCIAL OBLIGATION TO THE BUYERS AS THE ASSESSMENT HAS BEEN PAID IN FULL! Welcome to a lifestyle that surpasses all expectations in the Sanctuary community, where luxury living meets breathtaking views! Nestled on the 2nd flr, this 3BR, 3BA condo unit offers a haven of tranquility & an array of amenities. Step inside, and

Andrew Duncan LPT REALTY LLC

545 Sanctuary Dr Unit B206, Longboat Key, FL 34228
/50
$10,500 per month
- 2 Beds
- 2 Baths
- 1,513 Sq Ft
- Condo for Rent
2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228

No damage to unit after storms. Call for rates and availability. Available December - April. One month minimum. Tremendous view of the Gulf from this Gulfside/Beachside 2 BR/2 B condo. Direct Gulf front unit. Breathtaking view of the pristine waters of the Gulf of Mexico. Sit on the balcony to your 7th floor unit. Take in the sunsets with your loved ones and friends. Just a couple minutes and

William Glade

WILLIAM GLADE LIC. REAL ESTATE BROKER

(941) 584-4726

2425 Gulf of Mexico Dr Unit 7F, Longboat Key, FL 34228
/2
$310,000 Sold Oct 16, 2025
- 1,062 Sq Ft
- $292/SF
- 119 Days On Market
- 2 Beds
- 2 Baths
- Built 1970
3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228

Priced to sell! Discover the perfect blend of comfort and coastal living in this beautifully updated 2-bedroom, 2-bathroom condominium, ideally situated steps away from the pristine sands of the Gulf of Mexico. This luxurious Long Boat Key condo comes completely furnished and features an open-concept design with a fully equipped kitchen, ideal for both relaxation and entertaining. This

Michael Fyvie KW COASTAL LIVING II

3806 Gulf of Mexico Dr Unit C311, Longboat Key, FL 34228

/66
Est $3,161,060 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

/70
$2,499,900
- 4 Beds
- 3 Baths
- 2,886 Sq Ft
6322 Laguna Dr Unit 1, Longboat Key, FL 34228

Welcome to Laguna Yacht Village on beautiful Longboat Key — a boutique waterfront gated community which includes bay access and is located across the street from the beach, offering refined coastal living at its best. This Key West–inspired, three-story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed

Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

6322 Laguna Dr Unit 1, Longboat Key, FL 34228
/72
$11,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
739 Bayport Way Unit 739, Longboat Key, FL 34228

This beautifully remodeled end unit condo, boasts two bedrooms, two bathrooms and has an open concept floor plan which features anexpansive Living/Dining/Kitchen combo. In addition, it has a generous sized master bedroom with en suite bathroom, an alcove thataccommodates a small desk and a private lanai leading off the bedroom. Begin each day by enjoying nature's' most beautiful the

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 393-0590

739 Bayport Way Unit 739, Longboat Key, FL 34228
/2
$1,580,000 Sold Oct 15, 2025
- 2,180 Sq Ft
- $725/SF
- 206 Days On Market
- 3 Beds
- 3 Baths
- Built 1979
2675 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

Rarely available, charming boutique style condominium community with direct panoramic views of the turquoise waters of the Gulf and breathtaking sunsets! Enjoy the more relaxed life style with only 20 units in the community. This beautiful corner, turn key furnished condo is very spacious with 2180 square feet. With three large bedrooms, two that are en-suite and three full baths. Enjoy the

Kelly Erb COLDWELL BANKER REALTY

2675 Gulf of Mexico Dr Unit 301, Longboat Key, FL 34228

/60
Est $1,521,496 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

/99
$2,995,000
- 3 Beds
- 3.5 Baths
- 2,822 Sq Ft
415 L Ambiance Dr Unit C403, Longboat Key, FL 34228

One or more photo(s) has been virtually staged. This is more than a home-it’s a lifestyle defined by rare views and exceptional design. Nestled inside the double-gated Longboat Key Club, this open concept 2–bedroom, 3.5 bath + den (converts to 3rd bed) residence captures both Gulf of America sunsets and Sarasota Bay panoramas. Views are unobstructed. A private elevator with double door entry

Patty Lance COMPASS FLORIDA LLC

415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
/71
$10,000 per month
- 2 Beds
- 2 Baths
- 1,601 Sq Ft
- Condo for Rent
838 Bayport Way Unit 838, Longboat Key, FL 34228

GORGEOUS SHORT TERM RENTAL!!!! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

Antonietta Car

KELLER WILLIAMS SUBURBAN TAMPA

(941) 352-9696

838 Bayport Way Unit 838, Longboat Key, FL 34228
/2
$738,000 Sold Oct 14, 2025
- 1,484 Sq Ft
- $497/SF
- 186 Days On Market
- 3 Beds
- 2 Baths
- Built 1973
5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

Welcome to a Resort Style Gulf-Front Treasure Professionally Designed & Available Fully Furnished or with Curated Selections That Suit Your Style...This 3BR/2BA Residence is Located at the Remarkable and Highly Sought-After Club Longboat Beach & Tennis, Offering Deeded Beach Access and Coastal Elegance Throughout...Perfectly Nestled in Building #1 on a Naturally Elevated Slope for Peace of Mind &

Bo Fuller FULLER GROUP REAL ESTATE, LLC

5055 Gulf of Mexico Dr Unit 115, Longboat Key, FL 34228

/50
Est $1,530,216 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

/40
$3,450,000
- 4 Beds
- 5 Baths
- 3,313 Sq Ft
601 Triton Bend, Longboat Key, FL 34228

Exuding coastal charm, this spacious four bedroom, three full baths, and two half baths Brista Homes masterpiece is a true tropical find just 500 feet from the beach. Behind its inviting façade lies a private courtyard oasis with a resort-style heated pool, sun shelf, and pergola with rain-shower waterfall—an everyday escape that feels like vacation. The first-floor master has an en suite bath

Gina Ursini BRISTA REALTY LLC

601 Triton Bend, Longboat Key, FL 34228
/11
$15,500 per month
- 2 Beds
- 2 Baths
- 1,560 Sq Ft
- Condo for Rent
601 Longboat Club Rd, Longboat Key, FL 34228

Welcome to your serene escape in Longboat Key, Florida! This charming property offers an ideal location for those seeking a beachside lifestyle while still being close to essential amenities.Key property features include spacious bedrooms and bathrooms, providing ample space for relaxation and comfort. With several delightful restaurants nearby, you can easily enjoy the local cuisine.

601 Longboat Club Rd, Longboat Key, FL 34228
/2
$10,250,000 Sold Oct 10, 2025
- 4,711 Sq Ft
- $2,176/SF
- 71 Days On Market
- 5 Beds
- 5.5 Baths
- Built 1994
435 L Ambiance Dr Unit PHJ, Longboat Key, FL 34228

Introducing one of the most exclusive penthouses ever to come to market at L’Ambiance at Longboat Key Club. A rare chance to own a sky-high sanctuary in one of the most prestigious beachfront communities. Set against a backdrop of panoramic views stretching from the Gulf of Mexico to Sarasota Bay and the downtown skyline, this residence redefines coastal luxury. Spanning nearly 5,000 square feet,

Rich Polese COMPASS FLORIDA LLC

435 L Ambiance Dr Unit PHJ, Longboat Key, FL 34228

/36
Est $997,639 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

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