Expect luxury living and a world of conveniences within the serene enclave of Buttonwood Harbour on Longboat Key, where care and impeccable style converge in this 3BR/3BA tropical oasis. As you approach, the vast circular paver drive, embraced by...
Single Family Residence
$1,325,000 | Active Home listing
3Beds | 3Baths | 2,107 Sqft | 0 Acres Lot
602 BUTTONWOOD DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Sands Point is the most remarkable and unique complex on Longboat Key. Units are rarely available. Built in 1966, the building is a magnificent example of mid-century modern architecture. The complex faces directly onto New Pass, and the outdoor...
Condominium
$1,190,000 | Active Home listing
3Beds | 2Baths | 1,941 Sqft | 0 Acres Lot
100 SANDS POINT ROAD,
LONGBOAT KEY,
FL34228Sarasota County
Welcome to a world of unparalleled elegance and breathtaking beauty! This exquisite 3 bed, 3 bath condo, nestled in the heart of the amazing Pierre community, is an exceptional opportunity that comes along seldom. This impressive home is your...
Condominium
$2,100,000 | Active Home listing
3Beds | 3Baths | 2,410 Sqft | 0 Acres Lot
455 LONGBOAT CLUB ROAD,
LONGBOAT KEY,
FL34228Sarasota County
Experience Longboat Key living at its finest in this impeccably renovated 3-bedroom, 2.5-bathroom home. Nestled within the exclusive Longboat Key Club, this residence seamlessly blends elegance and comfort. As you step inside, you'll immediately...
Condominium
$1,895,000 | Active Home listing
3Beds | 3Baths | 1,823 Sqft | 0 Acres Lot
585 SANCTUARY DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Attractive split plan ranch embraces large-screened lanai & pool area overlooking private setting with lush landscaping. Great curb appeal adds to the warm ambiance of this 3-bedroom, 2-bath residence. Buttonwood Harbour lies mid-key on Longboat...
Single Family Residence
$1,299,000 | Active Home listing
3Beds | 2Baths | 1,971 Sqft | 0 Acres Lot
606 BUTTONWOOD DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Indulge in the luxury living experience at Marina Bay, where every detail has been curated to create a serene and polished sanctuary. Elegance meets comfort and security in this meticulously maintained community. This expansive 3-bedroom...
Condominium
$1,945,000 | Active Home listing
3Beds | 3Baths | 2,830 Sqft | 7 Acres Lot
2450 HARBOURSIDE DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Experience the epitome of Florida waterfront living at 750 St Judes Drive North! Nestled on a tranquil canal with no bridges to the Bay, this charming 3-bedroom, 2-bathroom split floor plan home offers 100 feet of canal frontage, complete with a...
Single Family Residence
$950,000 | Active Home listing
3Beds | 2Baths | 1,224 Sqft | 0 Acres Lot
750 SAINT JUDES DRIVE N,
LONGBOAT KEY,
FL34228Manatee County
Discover the epitome of Longboat Key living at Tangerine Bay Club, where panoramic bay vistas welcome you to a life of luxury. Nestled within south Longboat Key’s Tangerine Bay Club, this residence redefines waterfront living, blending the charm...
Condominium
$1,695,000 | Active Home listing
3Beds | 3Baths | 2,490 Sqft | 0 Acres Lot
380 GULF OF MEXICO DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Welcome to Harbour Oaks located within the gated community of Bay Isles in the Heart of Longboat Key! Maintenance Free Villa with million dollar views of the Longboat Key Golf Course, ponds with fountain and spectacular sunsets the moment you...
Single Family Residence
$1,075,000 | Active Home listing
3Beds | 3Baths | 2,395 Sqft | 0 Acres Lot
2323 HARBOUR OAKS DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Dream Villa Awaits in Spanish Main Yacht Club – A Rare Find with Luxurious Comforts!
Step into a slice of paradise with this exceptional 3-bedroom, 2-bathroom villa, nestled in the coveted Spanish Main Yacht Club. A rarity in the community,...
Condominium
$715,000 | Active Home listing
3Beds | 2Baths | 1,516 Sqft | 0 Acres Lot
563 SPANISH DRIVE S,
LONGBOAT KEY,
FL34228Manatee County
Imagine the feeling of stepping into your new home where the beauty of sea and sky surrounds you. As you step off your private elevator, your eyes are immediately drawn to the sliding glass doors that open to an expansive balcony overlooking the...
Condominium
$3,560,000 | Active Home listing
3Beds | 4Baths | 2,965 Sqft | 2 Acres Lot
1241 GULF OF MEXICO DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Delight in a lifestyle of tropical grandeur in this exquisite 3BR plus study, 2-story home nestled in the prestigious Queens Harbour on Longboat Key. Available for immediate occupancy, this residence offers the epitome of luxury waterfront living...
Single Family Residence
$2,550,000 | Active Home listing
3Beds | 4Baths | 2,959 Sqft | 0 Acres Lot
3584 FAIR OAKS LANE,
LONGBOAT KEY,
FL34228Sarasota County
One or more photo(s) has been virtually staged. Welcome to The Bayou a prestigious Bay Isles community on enchanting Longboat Key. Set amongst just 120 single-family home sites, this exquisite 3BR/3.5BA, 2,639 sq.-ft., 2-story home with a newer...
Single Family Residence
$1,650,000 | Active Home listing
3Beds | 4Baths | 2,639 Sqft | 0 Acres Lot
3221 BAYOU WAY,
LONGBOAT KEY,
FL34228Sarasota County
Discover the epitome of waterfront living at Bay Isles Atrium Residences, where Sarasota Bay and the downtown skyline become your picturesque backyard. Embrace a rare opportunity to reside in Building 5, renowned for its prime location amidst...
Condominium
$1,349,000 | Active Home listing
3Beds | 2Baths | 2,039 Sqft | 0 Acres Lot
2110 HARBOURSIDE DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Introducing a Longboat Key retreat nestled in Harbour Oaks, an exclusive enclave within the gated community of Bay Isles. Immerse yourself in the unparalleled beauty of this community, renowned for its location, amenities, and pristine beaches....
Condominium
$699,000 | Active Home listing
3Beds | 2Baths | 1,906 Sqft | 11 Acres Lot
2125 HARBOURSIDE DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
$200,000 PRICE REDUCTION! This elevated canal front home on Longboat Key offers 5300 SF total living space (2800SF main living level and 2500SF first floor) and an exceptional combination of easy living, tranquility, and rental income potential....
Single Family Residence
$2,280,000 | Active Home listing
3Beds | 4Baths | 2,804 Sqft | 0 Acres Lot
569 JUAN ANASCO DRIVE,
LONGBOAT KEY,
FL34228Manatee County
Fairway Bay townhouse offering tremendous space. This corner unit townhouse is a spacious 2258 sq.ft. that has been completely updated with top quality touches and appointments throughout, including newer ac, interior doors, lights fixtures,...
Single Family Residence
$1,250,000 | Active Home listing
3Beds | 3Baths | 2,135 Sqft | 11 Acres Lot
1904 HARBOURSIDE DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
New from top to bottom, thoughtfully reinvented floorpan in this 3 ensuite bath condo at the iconic Water Club. Totally updated, with level five smooth walls and ceilings. On point 10 inch white oak floors and the highest quality white woodwork...
Condominium
$4,395,000 | Active Home listing
3Beds | 3Baths | 2,667 Sqft | 2 Acres Lot
1281 GULF OF MEXICO DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
One or more photo(s) has been virtually staged. Exquisite Waterfront Retreat in Buttonwood Harbor
**Highly motivated sellers are willing to contribute up to 5,000 towards buyer's closing costs!**Welcome to an unparalleled waterfront oasis in the...
Single Family Residence
$2,245,000 | Active Home listing
3Beds | 2Baths | 2,265 Sqft | 0 Acres Lot
619 BUTTONWOOD DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Captivating sunrises on the Bay and the sun actually setting on the Gulf of Mexico awaits from this 3BR/3BA, 8th-floor Grand Bay residence. Immerse yourself in luxury as you traverse across the new 2’ x 4’ light porcelain tile floors that grace...
Condominium
$2,295,000 | Active Home listing
3Beds | 3Baths | 2,550 Sqft | 0 Acres Lot
3040 GRAND BAY BOULEVARD,
LONGBOAT KEY,
FL34228Sarasota County
HUGE PRICE DROP! Come discover your enchanting island hideaway! This spacious & bright pool home with soaring ceilings and deep water boat dockage nestled in a tranquil waterfront oasis of only 18 single-family residences could be your perfect...
Single Family Residence
$1,727,000 | Active Home listing
3Beds | 4Baths | 2,983 Sqft | 0 Acres Lot
720 HIDEAWAY BAY DRIVE,
LONGBOAT KEY,
FL34228Manatee County
Seize this rare opportunity to purchase a home in The Bayou, a highly regarded enclave of custom homes tucked away behind the gates of the iconic LONGBOAT KEY CLUB, for the incredible price of $1,499,000, the lowest price of any home offered for...
Single Family Residence
$1,499,000 | Active Home listing
3Beds | 2Baths | 2,675 Sqft | 0 Acres Lot
3318 BAYOU SOUND,
LONGBOAT KEY,
FL34228Sarasota County
BRAND NEW ROOF AND PRICED TO SELL! Don't let this direct Beach front condo with full sunset views get away! Wake up everyday where the morning begins with the gentle embrace of streaming sunrise rays into your east facing primary suite with...
Condominium
$1,995,000 | Active Home listing
3Beds | 3Baths | 1,660 Sqft | 0 Acres Lot
4241 GULF OF MEXICO DRIVE,
LONGBOAT KEY,
FL34228Manatee County
Gulf and Bay Views from third level in Buttonwood Cove!!! This highly sought after Furnished/Turn-Key 1,486sf condo offers 8'.7" Ceilng, 3 beds/2 baths on the Top Corner Floor "PENTHOUSE" with no one above you, and is all about the gorgeous Water...
Condominium
$899,000 | Active Home listing
3Beds | 2Baths | 1,486 Sqft | 9 Acres Lot
3500 GULF OF MEXICO DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Discover luxury living in Hideaway Bay, the hidden jewel of Longboat Key – a secret haven of only 18 single-family homes on expansive lots – in this 3BR/3.5BA waterfront paradise with effortless boating access to Sarasota Bay. Surrounded by lush,...
Single Family Residence
$2,995,000 | Active Home listing
3Beds | 4Baths | 3,306 Sqft | 0 Acres Lot
700 HIDEAWAY BAY LANE,
LONGBOAT KEY,
FL34228Manatee County
Welcome to your dream home at the end of a serene cul-de-sac in Country Club Shores on Longboat Key! This exceptional end-lot property boasts breathtaking panoramic open water views of the Bay, the city skyline, and the iconic Ringling Bridge from...
Single Family Residence
$6,490,000 | Active Home listing
3Beds | 4Baths | 4,733 Sqft | 0 Acres Lot
585 GUNWALE LANE,
LONGBOAT KEY,
FL34228Sarasota County
Indulge in the epitome of luxury living in this 3 bedroom (all en-suite), 3.5 bathroom, extraordinary corner unit residence, perched on the fifth floor of Building 2 at Grand Bay. Take the secure resident-only elevator into your private foyer,...
Condominium
$1,750,000 | Active Home listing
3Beds | 4Baths | 2,250 Sqft | 0 Acres Lot
3040 GRAND BAY BOULEVARD,
LONGBOAT KEY,
FL34228Sarasota County
PENTHOUSE PERFECTION AT THE PROMENADE-MOVE IN READY RARE opportunity on the 10th floor, 3 bedrooms with 3 ensuite bathrooms and half bath. Recently renovated in 2022 including open concept kitchen/living/dining room with built in bar and wine...
Condominium
$3,699,000 | Active Home listing
3Beds | 4Baths | 2,612 Sqft | 0 Acres Lot
1211 GULF OF MEXICO DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
Location, Location, Location! This three bedroom, three bath villa/condo, located on the desirable side of the community in coveted Winding Oaks can be yours. One of 56 Nantucket style, maintenance free villas has vaulted ceilings, plentiful...
Condominium
$1,299,000 | Active Home listing
3Beds | 3Baths | 2,608 Sqft | 0 Acres Lot
3453 WINDING OAKS DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
INDULGE IN THE EMBODIMENT OF COASTAL OPULENCE ON LONGBOAT KEY! Discover this waterfront oasis boasting DEEDED BEACH ACCESS, meticulously reimagined by Sandhoff Construction, renowned for its unparalleled craftsmanship on Florida's esteemed West...
Single Family Residence
$1,890,000 | Active Home listing
3Beds | 3Baths | 1,508 Sqft | 0 Acres Lot
791 SAINT JUDES DRIVE N,
LONGBOAT KEY,
FL34228Manatee County
As you step into this exquisite Pierre residence, prepare to be captivated by the breathtaking beach and sunset views. Perched on a coveted corner position, this residence enjoys an ideal vantage point directly overlooking the Gulf of Mexico....
Condominium
$2,995,000 | Active Home listing
3Beds | 4Baths | 2,880 Sqft | 0 Acres Lot
455 LONGBOAT CLUB ROAD,
LONGBOAT KEY,
FL34228Sarasota County
Discover an enchanting sanctuary that beautifully blends elegance, function and comfort in Queens Harbor on Longboat Key. This sought-after courtyard-style residence welcomes you through a grand double-door entryway, revealing a tropical oasis...
Single Family Residence
$1,699,000 | Active Home listing
3Beds | 3Baths | 2,902 Sqft | 0 Acres Lot
3520 FAIR OAKS LANE,
LONGBOAT KEY,
FL34228Sarasota County
This bayfront Biscayne residence, nestled within the highly sought-after Grand Bay community, offers breathtaking views of the verdant Harbourside Golf Course, the serene waters of Sarasota Bay and the Gulf of Mexico. Prepare to be enchanted by...
Condominium
$1,395,000 | Active Home listing
3Beds | 4Baths | 2,250 Sqft | 0 Acres Lot
3060 GRAND BAY BOULEVARD,
LONGBOAT KEY,
FL34228Sarasota County
No expense was spared! Completely updated 3BR/3BA FURNISHED, never-occupied residence in sought-after Grand Bay on Longboat Key. An elevator opens to the private entry foyer, where light porcelain wood-style flooring flows throughout and...
Condominium
$1,899,995 | Active Home listing
3Beds | 3Baths | 2,250 Sqft | 0 Acres Lot
3060 GRAND BAY BOULEVARD,
LONGBOAT KEY,
FL34228Sarasota County
UPDATED SINGLE FAMILY HOME 3 Bed/2 Bath + GUEST HOUSE 1 Bed/1 Bath Full Living and Kitchen- Walking distance to both the BEACH AND BAY... NO HOA or Deed Restrictions. Looking to step back in time to enjoy the "Old Florida Lifestyle''? Located in...
Single Family Residence
$999,950 | Active Home listing
3Beds | 3Baths | 1,564 Sqft | 0 Acres Lot
660 LINLEY STREET,
LONGBOAT KEY,
FL34228Manatee County
On the Beach! The NEW ARIA! Modern Oasis on the Gulf of Mexico. Discover the epitome of modern luxury living in this spectacular 3-bedroom plus office or 4-bedroom gulf-front home. This residence has expansive glass walls, clean lines, and angular...
Condominium
$8,900,000 | Active Home listing
3Beds | 4Baths | 4,032 Sqft | 5 Acres Lot
2251 GULF OF MEXICO DRIVE,
LONGBOAT KEY,
FL34228Sarasota County
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