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Newest Homes for Sale in Longboat Key, FL

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  • 581 Rountree Dr, Longboat Key, FL 34228
    581 Rountree Dr, Longboat Key, FL 34228
    581 Rountree Dr, Longboat Key, FL 34228
    /50

    $2,500,000

    • Land
    • 0.27 Acre
    • $9,259,259 per Acre

    581 Rountree Dr, Longboat Key, FL 34228

    Build your waterfront residence and be perfectly positioned in one of Longboat Key’s most elegant neighborhoods- Longboat Key Estates where sunrise occurs over the Bay while sunset occurs over the Gulf. You will have both and each new day provides unique views. This build-ready lot offers 100 feet of deep-water canal frontage and 117 feet of depth from canal to street where you’ll enjoy direct

    Karen Jorgensen CHARLES RUTENBERG REALTY ORLANDO

    581 Rountree Dr, Longboat Key, FL 34228
  • 600 Sutton Place Unit 302, Longboat Key, FL 34228
    600 Sutton Place Unit 302, Longboat Key, FL 34228
    600 Sutton Place Unit 302, Longboat Key, FL 34228
    /51

    $500,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,132 Sq Ft

    600 Sutton Place Unit 302, Longboat Key, FL 34228

    Enjoy the best of the Longboat Key lifestyle in this beautifully updated 2-bedroom, 2-bath waterfront condo at Sutton Place, offering a rare Gulf-to-Bay experience with Sarasota Bay views and PRIVATE DEEDED BEACH ACCESS to a Gulf-front beach just across the street. This light and bright residence features a spacious, open floor plan with quality finishes throughout, including porcelain tile and

    Debbie McHardy COLDWELL BANKER REALTY

    600 Sutton Place Unit 302, Longboat Key, FL 34228
  • 1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
    /33

    $465,000

    • 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 ofthe desirable Seaside community on Longboat Key. Set within a secure, 24-hour guard-gated enclave, this charming residence offers both privacyand peace of mind. Step inside to discover a light and airy interior that was tastefully repainted in

    Alie Espinoza EATON REALTY

    1935 Gulf of Mexico Dr Unit G7304, Longboat Key, FL 34228
  • 3804 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    3804 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    /65

    $445,000

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    3804 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Experience coastal living at its absolute finest in this stunning 3rd-floor 2BR/2BA condo in Beach Harbor Club—completely redone from top to bottom with impeccable attention to detail. No surface has been overlooked in this unbelievably beautiful, fully renovated residence, offering a fresh, modern feel the moment you walk through the door. The heart of the home is a bright, open-concept kitchen

    Danielle Gladding DANIELLE GLADDING & CO. REALTY

    3804 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • 1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
    /17

    $874,500

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft

    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228

    Experience elevated coastal living in this beautifully renovated two-bedroom, two-bath golf-front condominium, ideally situated behind the gates of the prestigious Longboat Key Club in the sought-after community of Privateer South on Longboat Key. Thoughtfully redesigned with a refined coastal aesthetic, this residence showcases a seamless blend of modern elegance and relaxed waterfront living.

    Agent Photo

    Judy Kepecz-Hays

    COLDWELL BANKER REALTY

    (941) 299-7288

    1000 Longboat Club Rd Unit 304, Longboat Key, FL 34228
  • 100 Sands Point Rd Unit 108, Longboat Key, FL 34228
    100 Sands Point Rd Unit 108, Longboat Key, FL 34228
    100 Sands Point Rd Unit 108, Longboat Key, FL 34228
    /46

    $925,000

    • 2 Beds
    • 2 Baths
    • 1,492 Sq Ft

    100 Sands Point Rd Unit 108, Longboat Key, FL 34228

    Welcome to Sands Point on fabulous Longboat Key: A unique mid-century modern gem situated behind the gates of Longboat Key Club on a tranquil stretch of beach along the sparkling Gulf of Mexico and the inlet of New Pass. This 2 bdrm/2 bath walk-out looks out to the sparkling turquoise waters and you can stroll right out from your back patio in the sugary sand to the one of a kind beachside pool.

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    100 Sands Point Rd Unit 108, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 8C, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 8C, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 8C, Longboat Key, FL 34228
    /91

    $1,550,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 8C, Longboat Key, FL 34228

    Welcome to the prestigious Sea Gate community on world renowned Longboat Key! With direct views of the Gulf of Mexico from every room and situated perfectly on the 8th floor, this stunning 2-bedroom, 2-bathroom residence offers just under 1500 square feet of refined coastal living on pristine white shores, endless turquoise waters and vibrant sunsets that create a truly extraordinary backdrop

    Melissa Killion KW COASTAL LIVING III

    2425 Gulf of Mexico Dr Unit 8C, Longboat Key, FL 34228
  • 660 Cedars Ct, Longboat Key, FL 34228
    660 Cedars Ct, Longboat Key, FL 34228
    660 Cedars Ct, Longboat Key, FL 34228
    /35

    $589,000

    • 2 Beds
    • 2 Baths
    • 1,440 Sq Ft

    660 Cedars Ct, Longboat Key, FL 34228

    Rare Turn-Key Gem in Cedars East | Proven $55k+ Annual Income!Experience the ultimate in coastal luxury and investment savvy in this stunning, fully furnished 3-level retreat. Nestled within the lush, sought-after Cedars East community, this 2-bedroom, 2-bathroom home is a proven performer, having generated over $55,000 in short-term rental income in 2025 alone. Whether you are looking for a

    Marcia Van Ginhoven REDFIN CORPORATION

    660 Cedars Ct, Longboat Key, FL 34228
  • 519 Rountree Dr, Longboat Key, FL 34228
    519 Rountree Dr, Longboat Key, FL 34228
    519 Rountree Dr, Longboat Key, FL 34228
    /88

    $6,488,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 3,554 Sq Ft

    519 Rountree Dr, Longboat Key, FL 34228

    BUILT TO LAST. 519 Rountree is new construction built entirely of concrete block (CBS) across every level—unlike many barrier island homes that transition to wood-frame construction above the flood elevation. The residence has already experienced recent hurricanes without damage. NEW CONSTRUCTION. 519 ROUNTREE is a privately positioned coastal residence offering over 6,400 square feet of indoor

    Colby Lengel COMPASS FLORIDA LLC

    519 Rountree Dr, Longboat Key, FL 34228
  • 6700 Gulf of Mexico Dr Unit 117, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 117, Longboat Key, FL 34228
    6700 Gulf of Mexico Dr Unit 117, Longboat Key, FL 34228
    /75

    $550,000

    • 2 Beds
    • 2 Baths
    • 1,449 Sq Ft

    6700 Gulf of Mexico Dr Unit 117, Longboat Key, FL 34228

    Welcome to 6700 Gulf of Mexico Drive #117, a beautifully reimagined end-unit 2-bedroom, 2 full bath residence in the sought-after Whitney Beach community on Longboat Key. Taken down to the studs and completely renovated, this waterfront condominium offers coastal living with sweeping views of Bishop’s Bayou, abundant natural light, and exceptional privacy. A private front courtyard welcomes you

    Kelly Sallee MICHAEL SAUNDERS & COMPANY

    6700 Gulf of Mexico Dr Unit 117, Longboat Key, FL 34228
  • 615 Dream Island Place Unit 105, Longboat Key, FL 34228
    615 Dream Island Place Unit 105, Longboat Key, FL 34228
    615 Dream Island Place Unit 105, Longboat Key, FL 34228
    /40

    $995,000

    • 2 Beds
    • 2 Baths
    • 1,293 Sq Ft

    615 Dream Island Place Unit 105, Longboat Key, FL 34228

    Welcome to Paradise Found at Harbour Villa Club, a waterfront luxury condo that is truly a slice of heaven on earth. This stunning property offers breathtaking views of the glistening water and is situated in a prime location that is peaceful, serene, and truly one-of-a-kind. A true Longboat Key gem. As you step inside this luxurious, fully renovated (2025) condo, you'll be greeted by a spacious

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    615 Dream Island Place Unit 105, Longboat Key, FL 34228
  • 509 Spanish Dr N, Longboat Key, FL 34228
    509 Spanish Dr N, Longboat Key, FL 34228
    509 Spanish Dr N, Longboat Key, FL 34228
    /34

    $369,000

    • 2 Beds
    • 2 Baths
    • 1,357 Sq Ft

    509 Spanish Dr N, Longboat Key, FL 34228

    STEPS FROM THE BEACH.....WATERFRONT COMMUNITY......DEEDED BEACH ACCESS......FULLY RENOVATED..........IMPACT WINDOWS..........COMMUNITY POOL...........Just **432 steps from the beach**, this is where coastal living stops being a dream and becomes your daily rhythm. Morning walks on soft sand, sunset returns under glowing skies, and the constant sense that the water is always just around the

    Garrett Sedlacek KELLER WILLIAMS ON THE WATER S

    509 Spanish Dr N, Longboat Key, FL 34228
  • 1932 Harbourside Dr Unit 242, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 242, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 242, Longboat Key, FL 34228
    /35

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1932 Harbourside Dr Unit 242, Longboat Key, FL 34228

    Value opportunity behind the gates of Bay Isles in the highly sought after Fairway Bay community. This turnkey furnished move-in ready two-bedroom, two-bathroom residence presents an exceptional chance to enjoy the Longboat Key lifestyle along with the rare advantage of one under building garage parking space. Enjoy peaceful views of Sarasota Bay, surrounding mangroves, and native wildlife from

    Ryan Ackerman COLDWELL BANKER REALTY

    1932 Harbourside Dr Unit 242, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228
    /10

    $99,000

    408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228

    Welcome to Slip #1214 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities PLUS the price includes a 2018 Robalo R18 with a Yamaha 150 motor, recently detailed tuned up for one-stop shopping! This premium slip accommodates boats up to

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 1214, Longboat Key, FL 34228
  • 5655 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228
    5655 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228
    5655 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228
    /29

    $799,000 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,274 Sq Ft

    5655 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228

    Experience the best of Gulf-front living and gorgeous views in this move-in-ready, two-bedroom, two-bath waterfront condominium, perfectly positioned in an elevated community just steps from the beach. This home is in impeccable condition and is designed for relaxation, with a seamless blend of comfort, style and convenience. It's being sold turnkey with lovely furnishings. The kitchen features

    Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    5655 Gulf of Mexico Dr Unit A107, Longboat Key, FL 34228
  • 3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
    /58

    $495,000

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228

    Experience tranquil island living in this beautifully maintained first-floor residence at Portobello, offering private, serene views of expansive grounds, lush mangroves, and the bay. With your beach, shimmering Gulf waters, and breathtaking sunsets just across the street, this is the perfect coastal retreat. Designed with a desirable split floor plan, the home is filled with natural light from

    Laura Rode KW COASTAL LIVING III

    3240 Gulf of Mexico Dr Unit B104, Longboat Key, FL 34228
  • 828 Bayport Way Unit 828, Longboat Key, FL 34228
    828 Bayport Way Unit 828, Longboat Key, FL 34228
    828 Bayport Way Unit 828, Longboat Key, FL 34228
    /64

    $900,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft

    828 Bayport Way Unit 828, Longboat Key, FL 34228

    Bayport Beach & Tennis Club is a true Longboat Key Gulf-to-Bay community, set across 27 acres of beautifully maintained gardens with 1,200 feet of pristine private Gulf beach. Designed by Tim Siebert, one of the founding architects of the renowned Sarasota School of Architecture. Bayport is celebrated for its award-winning, timeless design. Residences like this rarely come to market. This

    Alexis Smith-Frady COMPASS FLORIDA LLC

    828 Bayport Way Unit 828, Longboat Key, FL 34228
  • 541 Spanish Dr N Unit 5, Longboat Key, FL 34228
    541 Spanish Dr N Unit 5, Longboat Key, FL 34228
    541 Spanish Dr N Unit 5, Longboat Key, FL 34228
    /40

    $396,000

    • 2 Beds
    • 1.5 Baths
    • 1,100 Sq Ft

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

    1 Block from private beach, completely remodeled 1100 sq ft modernized condo with open concept and lot of windows. Custom kitchen, completely gutted and new insulation and drywall. Custom glass-walls, 3 A/C zones. Villa is in 55 plus community with private beach and marina, clubhouse, shuffle board, in peaceful LongBoat Key.

    Doug Addeo COMMUNITY REALTY ASSOCIATES

    541 Spanish Dr N Unit 5, Longboat Key, FL 34228
  • 706 Bayport Way Unit 706, Longboat Key, FL 34228
    706 Bayport Way Unit 706, Longboat Key, FL 34228
    706 Bayport Way Unit 706, Longboat Key, FL 34228
    /77

    $739,000 Open Sun 2PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    706 Bayport Way Unit 706, Longboat Key, FL 34228

    This stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect blend of classy with a modern flair. Before entering the home take note of the huge 16’ x 13’ outdoor deck where you can enjoy a partial view of the Gulf. It's a great place to start your day with a cup of morning coffee, or enjoy a nice meal in the evening, and catch the spectacular colors of the sky as

    Kelly Erb COLDWELL BANKER REALTY

    706 Bayport Way Unit 706, Longboat Key, FL 34228
  • 6701 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228
    6701 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228
    /30

    $795,000

    • 1 Bed
    • 2 Baths
    • 990 Sq Ft

    6701 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228

    Finally, you have the opportunity to own your own "Walk-Out", Gulf Front, Beach Condo. Tucked just behind a beach grass sand dune and situated on a grassy knoll, this unit is perfectly positioned to benefit from refreshing sea breezes while offering spectacular sunset views. This rare one-bedroom condo has been completely remodeled and now features a unique two-bathroom floorplan. Remodeled

    Faye Doyle COLDWELL BANKER REALTY

    6701 Gulf of Mexico Dr Unit 332, Longboat Key, FL 34228
  • 1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
    /67

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,192 Sq Ft

    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228

    Welcome to this breathtaking, fully remodeled, turnkey furnished contemporary residence in Fairway Bay—nestled on picturesque Longboat Key. From the moment you enter, you're greeted by a thoughtfully redesigned open floor plan, elevated ceilings, solid core doors, and impeccable high-end finishes. IT IS TRULY ONE OF A KIND! This condominium is truly one-of-a-kind! Exceptional Kitchen features

    Jan Jordan BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    1932 Harbourside Dr Unit 244, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
    /77

    $389,000

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228

    Longboat’s Beach Harbor club is situated on 5 Acres along the most beautiful stretch of Longboat Key Shoreline. Sugary sand and flowing seaoats beside the azure blue Gulf of Mexico. The beach Harbor club offers 133 condo units, deeded beach access with showers, umbrellas and beach chairs. Amenities also include newly constructed boat slips, rooftop decks, outdoor cook areas, heated oversized

    Len Scavron LEN SCAVRON

    3806 Gulf of Mexico Dr Unit C310, Longboat Key, FL 34228
  • 815 Bayport Way Unit 815, Longboat Key, FL 34228
    815 Bayport Way Unit 815, Longboat Key, FL 34228
    815 Bayport Way Unit 815, Longboat Key, FL 34228
    /57

    $850,000

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    815 Bayport Way Unit 815, Longboat Key, FL 34228

    Welcome to a true hidden gem of tropical paradise at Bayport Beach and Tennis Club on Longboat Key. Designed by renowned architect Tim Seibert, this one-of-a-kind community spans 27 lush, tropical acres and offers an unmatched coastal lifestyle with 1,200 feet of pristine private beach, where chairs and umbrellas are ready for you to enjoy endless days along the Gulf. As you arrive, you’re

    Keith Curcio COLDWELL BANKER REALTY

    815 Bayport Way Unit 815, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
    2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
    2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
    /19

    $425,000

    2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228

    Ask an L-dock boater, they will tell you it’s the best dock in the marina. Slip mid-pier ono the north side of the dock, just a few flat steps to your parked vehicle with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This slip requires membership in the Longboat Key Club. This slip is one of the very few slips at the marina with a direct view of the Sarasota

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
  • 741 Old Compass Rd, Longboat Key, FL 34228
    741 Old Compass Rd, Longboat Key, FL 34228
    741 Old Compass Rd, Longboat Key, FL 34228
    /3

    $1,895,000

    • 3 Beds
    • 2 Baths
    • 2,173 Sq Ft

    741 Old Compass Rd, Longboat Key, FL 34228

    Exceptional opportunity to own a Longboat Key waterfront home in the highly desired community of Emerald Harbor. This 3BR/2BA, 1,926-sf canal front home with pool sits on an oversized 100x155-ft lot along one of Longboat’s widest canals (~110 ft) offering deep-water boating access just a half mile to the Intracoastal Waterway. Private beach access with parking is less than half a mile away. The

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    741 Old Compass Rd, Longboat Key, FL 34228
  • 3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228
    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228
    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228
    /50

    $795,000

    • 2 Beds
    • 2 Baths
    • 2,039 Sq Ft

    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228

    Located in one of the most sought-after villa communities on Longboat Key, this well-kept 2-bedroom, 2-bath home in Winding Oaks lives more like a single-family residence—without all the upkeep. Behind the gates of Bay Isles, it offers a great opportunity to enjoy a quiet, established neighborhood known for its natural beauty and relaxed feel. A paver driveway and walkway, surrounded by mature

    Bruce Myer COLDWELL BANKER REALTY

    3466 Winding Oaks Dr Unit 35, Longboat Key, FL 34228
  • 1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
    /50

    $599,000

    • 2 Beds
    • 2 Baths
    • 1,270 Sq Ft

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228

    Set on the 4th floor of Building 1 in Fairway Bay, this beautifully styled 2BR/2BA residence captures sweeping views across the mangroves, a navigable channel and Sarasota Bay beyond—creating a vibrant waterfront backdrop from nearly every room. Upon entry, engineered wood flooring draws your eye to a wall of glass at the rear of the residence, where shifting blue and green tones take center

    Bruce Myer COLDWELL BANKER REALTY

    1930 Harbourside Dr Unit 145, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 1332, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 1332, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 1332, Longboat Key, FL 34228
    /5

    $75,000

    408 Gulf of Mexico Dr Unit 1332, Longboat Key, FL 34228

    Welcome to Slip #1332 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront locations. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8ft7in and a 9 ft beam (No T-tops unless collapsible). Enjoy first-class

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 1332, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228
    /50

    $1,749,000

    • 2 Beds
    • 2 Baths
    • 1,827 Sq Ft

    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228

    Set on the 7th floor of the Promenade on Longboat Key, this 2BR/2BA residence offers more than 1,800 square feet of living space with sweeping sunset views across the Gulf, stretching to Sarasota Bay and beyond. From the moment you step into the private entry foyer, the home opens to a light-filled interior where water and sky are always in view. Neutral tones and tile flooring create a clean,

    Bruce Myer COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 709, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228
    /44

    $1,595,000

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft

    2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228

    This is the gorgeous ground floor, walk-out unit next to the beach you've been looking for. Do you prefer to live like a single family home, no elevator, and walk straight out to the beach? Then this is the One! Welcome to Sea Gate Club on beautiful Longboat Key, perfectly positioned near mid-island, and close to shopping at Publix or CVS. As you enter this very private End Unit #1A, you're

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 1A, Longboat Key, FL 34228
  • 96 Main Street Dr, Longboat Key, FL 34228
    96 Main Street Dr, Longboat Key, FL 34228
    96 Main Street Dr, Longboat Key, FL 34228
    /9

    $425,000 New Construction

    • 2 Beds
    • 2 Baths
    • 758 Sq Ft

    96 Main Street Dr, Longboat Key, FL 34228

    Welcome to PARADISE!!! Award winning beaches/sunsets on the Gulf side and a beautiful bay on the other. Sunrise to sunset this location can only make you smile. Enjoy the huge community heated pool and recently remodeled dockside clubhouse next to your brand new, 2026, elevated 2-bedroom, 2 bath, open floorplan home. The home is built by Skyline, highly regarded in the industry, winning

    Kyle Adams EVENTIDE REALTY LLC

    96 Main Street Dr, Longboat Key, FL 34228
  • 2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
    /50

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,715 Sq Ft

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228

    A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl

    Bruce Myer COLDWELL BANKER REALTY

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
  • 2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
    /58

    $499,999

    • 2 Beds
    • 2.5 Baths
    • 1,214 Sq Ft

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228

    Experience the Best of Coastal Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2.5-bath residence offering a perfect blend of comfort, style, and relaxed island living. This spacious two-level layout features an inviting open-concept living and dining area with neutral coastal tones, tile flooring throughout the main level, and seamless access to a private

    Michael Renick MANGROVE REALTY ASSOCIATES

    2039 Gulf of Mexico Dr Unit G3203, Longboat Key, FL 34228
  • 415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
    /75

    $6,100,000

    • 3 Beds
    • 5 Baths
    • 3,380 Sq Ft

    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228

    Rare corner Gulf-front residence with expansive wraparound terrace and views. An exceptional residence in L’Ambiance, where sweeping water views and refined coastal design converge. This light-filled corner home is defined by an expansive wraparound terrace, offering multiple seating areas and uninterrupted vistas of the Gulf - creating a seamless connection between indoor and outdoor living.

    Bruce Myer COLDWELL BANKER REALTY

    415 L Ambiance Dr Unit A301, Longboat Key, FL 34228
  • 2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
    /46

    $2,450,000

    • 3 Beds
    • 3.5 Baths
    • 3,083 Sq Ft

    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228

    Welcome to Marina Bay – the premier condominium within the gated Bay Isles Community on Longboat Key. This exceptional corner residence spans 3,578 sq ft of sunlit, sophisticated living, and shares it fourth floor lobby with only one other unit. The large, updated kitchen/dining room features extra-large windows allowing for an unobstructed view of Sarasota Bay. Exquisite floor-to-ceiling

    Steven Weiss REDFIN CORPORATION

    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228
  • 2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
    /17

    $300,000

    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228

    A favorite dock in the Marina with ample turning radius. This 55 x 21 foot slip at Longboat Key Club Moorings is located on the west side of the Marina. Club membership is not required. 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 marina village that

    Jennifer Wilson LBRE LLC

    2800 Harbourside Dr Unit E-07, Longboat Key, FL 34228
  • 1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
    /41

    $1,950,000

    • 3 Beds
    • 3.5 Baths
    • 2,476 Sq Ft

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228

    Private Beach access + Gated Bay Isles living-Maintenance free Villa on Longboat Key!Welcome to Emerald Pointe South! This well-maintained residence offers a light and open floor plan with spacious living and dining areas, ideal for everyday living and entertaining. Sliding glass doors provide abundant natural light and lead to a private screened lanai overlooking lush tropical

    Cathy Palmer DOUGLAS ELLIMAN

    1915 Harbour Links Cir Unit 6, Longboat Key, FL 34228
  • 561 Birdie Ln, Longboat Key, FL 34228
    561 Birdie Ln, Longboat Key, FL 34228
    561 Birdie Ln, Longboat Key, FL 34228
    /49

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 2,256 Sq Ft

    561 Birdie Ln, Longboat Key, FL 34228

    This mid-canal gem in prestigious Country Club Shores perfectly balances immediate enjoyment with future possibilities. Whether you are looking for a private boating retreat, a "saltwater lake house," or a high-performing seasonal rental investment, this 3-bedroom, 3-bathroom block construction home delivers “all of the above”, and boasts an elevated, oversized lot with bay views! A new metal

    Mairead Smialek COLDWELL BANKER REALTY

    561 Birdie Ln, Longboat Key, FL 34228
  • 531 Wedge Ln, Longboat Key, FL 34228
    531 Wedge Ln, Longboat Key, FL 34228
    531 Wedge Ln, Longboat Key, FL 34228
    /28

    $2,599,999

    • 4 Beds
    • 3.5 Baths
    • 2,751 Sq Ft

    531 Wedge Ln, Longboat Key, FL 34228

    A seamless blend of refined design and waterfront living defines this beautifully updated canal-front residence in Country Club Shores. Expanded from its original ranch design, the home offers approximately 2,700+ square feet of thoughtfully curated space, featuring four bedrooms, including dual primary suites on both the first and second levels—an ideal layout for guests or multi-generational

    Kerry McCarthy COLDWELL BANKER REALTY

    531 Wedge Ln, Longboat Key, FL 34228
  • 554 Spanish Dr S, Longboat Key, FL 34228
    554 Spanish Dr S, Longboat Key, FL 34228
    554 Spanish Dr S, Longboat Key, FL 34228
    /72

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,326 Sq Ft

    554 Spanish Dr S, Longboat Key, FL 34228

    Welcome to Spanish Main Yacht Club waterfront community and your new home! Light and bright, this stand-alone villa is all new and beautifully updated in 2026. White marble-like large porcelain tile floors that span the entire living area, providing a continuous flow throughout the villa. The new kitchen boasts stainless steel appliances, white quartz countertops, new cabinetry, lighting and

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    554 Spanish Dr S, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 12

Florida Manatee County Longboat Key

Newest Listings for Sale in Longboat Key, FL

Frequently Asked Questions

What is the average home price in Longboat Key, FL?
Homes for sale in Longboat Key, FL have an average home price of $2,038,586.
Are home prices dropping in Longboat Key?
Yes, home prices in Longboat Key are down 20% in the last 12 months.
How many homes have sold over the last 12 months in Longboat Key, FL?
439 homes have sold in Longboat Key, FL over the last 12 months.
What are the most popular zip codes in Longboat Key, FL?
The most popular zip codes in Longboat Key, FL include 34228, 34210, 34207, 34243 and 34217.
How much do you need to make to afford a house in Longboat Key?
The median home price in Longboat Key is $1,100,000. If you put a 20% down payment of $220,000 and had a 30-year fixed mortgage with an interest rate of 6.3%, your estimated principal and interest payment would be $5,450 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $234K a year to afford the median home price in Longboat Key. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Longboat Key, FL?
Longboat Key, FL has highly rated public and private schools. Some of the best schools in Longboat Key based on Niche Grades are Southside Elementary School, Anna Maria Elementary School and Booker Middle School. Browse all the schools in Longboat Key, FL to learn more.

Home Trends in Longboat Key, FL

On average, homes in Longboat Key, FL sell after 101 days on the market compared to the national average of 56 days. The median sale price for homes in Longboat Key, FL over the last 12 months is $1,020,000, down 15% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,020,000
Median Single Family Sale Price
$1,825,000
Median Townhouse Sale Price
$1,102,500
Median 2 Bedroom Sale Price
$724,900
Median 1 Bedroom Sale Price
$547,450
Average Price Per Sq Ft
$765
Number of Homes for Sale
429
Last 12 months Home Sales
439
Months of Supply
11.70
Median List Price
$1,100,000
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-15%
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