398

Homes for Sale in 34228

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  • 448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
    448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
    448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
    /45

    $599,000

    $30K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,306 Sq Ft

    448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228

    Set within an intimate 39-residence waterfront enclave, this Bay Harbour retreat captures the essence of refined island living. Framed by swaying palms and 720 feet of shimmering Sarasota Bay frontage, the community feels like a private tropical sanctuary, where beautiful sunrises paint the sky and waterfowl dive gracefully for fish along the shoreline. Boaters will appreciate the ideal marina

    Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

    448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
  • 900 Spanish Dr N, Longboat Key, FL 34228
    900 Spanish Dr N, Longboat Key, FL 34228
    900 Spanish Dr N, Longboat Key, FL 34228
    /69

    $750,000

    • 2 Beds
    • 2 Baths
    • 1,423 Sq Ft

    900 Spanish Dr N, Longboat Key, FL 34228

    This must-see hidden gem on the north end of Longboat Key offers a quintessential Florida lifestyle. Waterview’s galore as you walk into your newly completed, renovated Florida paradise home, on a deepwater marina and canal, which epitomizes beauty and style. Boat lovers will want the location of this totally turnkey furnished 1,423-square-foot standalone two-bedroom, two-bath home, with your

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    900 Spanish Dr N, Longboat Key, FL 34228
  • 535 Sanctuary Dr Unit A603, Longboat Key, FL 34228
    535 Sanctuary Dr Unit A603, Longboat Key, FL 34228
    535 Sanctuary Dr Unit A603, Longboat Key, FL 34228
    /61

    $2,899,000

    $100K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,375 Sq Ft

    535 Sanctuary Dr Unit A603, Longboat Key, FL 34228

    Welcome to refined coastal living at The Sanctuary—an exclusive gulf-side enclave tucked behind the gates of the Longboat Key Club. This beautifully updated 6th-floor residence offers 2BR plus den, 2.5BA, and over 2,375± sq. ft. of sophisticated interiors paired with sweeping wrap-around terraces that capture panoramic views of the Gulf of Mexico, the Links golf course, and the Sarasota skyline.

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    535 Sanctuary Dr Unit A603, Longboat Key, FL 34228
  • 597 Spanish Dr N Unit 12, Longboat Key, FL 34228
    597 Spanish Dr N Unit 12, Longboat Key, FL 34228
    597 Spanish Dr N Unit 12, Longboat Key, FL 34228
    /34

    $350,000

    • 2 Beds
    • 2 Baths
    • 1,429 Sq Ft

    597 Spanish Dr N Unit 12, Longboat Key, FL 34228

    Enjoy the Florida lifestyle in this beautifully renovated 2-bedroom + den, 2-bath villa in the highly desirable Spanish Main Yacht Club on Longboat Key. Offering 1,429 sq. ft. of move-in-ready living space, this home features ceramic tile flooring throughout, an open-concept living and dining area, and a bright Florida room ideal for relaxing or entertaining. The den includes a closet, making it

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    597 Spanish Dr N Unit 12, Longboat Key, FL 34228
  • 4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    /51

    $1,075,000

    $20K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

    4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

    Renovated direct Gulf-front 2BR/2BA on Longboat Key. End-unit 8th-floor condo at The Arbomar, panoramic sunset views, pets allowed, hurricane-protected. For buyers seeking a move-in-ready beachfront residence on Longboat Key, this renovated direct Gulf-front end unit at The Arbomar delivers updated condition and views that don't quit. The 8th-floor 2-bedroom, 2-bath floor plan offers 1,175 square

    Agent Photo

    Julie Larson

    WHITE SANDS REALTY GROUP FL

    (941) 369-8099

    4485 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
  • 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
    • 11,761 Sq Ft
    • $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
    /59

    $475,000

    $25K PRICE DROP
    • 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

    Christina Weger 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
    /36

    $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
  • 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
    /16

    $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
  • 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
  • 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
    /37

    $949,000

    $46K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,293 Sq Ft

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

    Paradise Found: Fully Renovated Luxury at Harbour Villa Club, a True Longboat Key Gem! Welcome to a slice of heaven on the pristine North-End of Longboat Key at Harbour Villa Club. This luxurious, fully renovated (2025, not from storms) waterfront condo offers a lifestyle of serene elegance, perfectly positioned to capture breathtaking, unobstructed views of the glistening Sarasota Bay, the

    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

    $539,000

    $60K PRICE DROP
    • 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
  • 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

    $450,000

    $45K PRICE DROP
    • 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

    • 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

    $349,000

    $47K PRICE DROP
    • 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
  • 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

    $700,000

    $95K PRICE DROP
    • 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

    $1,175,000

    $25K PRICE DROP
    • 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

    $369,000

    $20K PRICE DROP
    • 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
  • 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
    /51

    $1,795,000

    $100K PRICE DROP
    • 3 Beds
    • 3 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
  • 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

    $1,695,000

    $54K PRICE DROP
    • 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
    • 1,513 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
  • 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
  • 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
    /35

    $1,950,000

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

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

    Gated Bay Isles Villa with Private Beach Access on Longboat Key!Discover effortless island living in sought-after Emerald Pointe South, where privacy, convenience, and the coastal lifestyle come together. This beautifully maintained villa offers an open, light-filled floor plan with spacious living and dining areas that flow to a private screened lanai surrounded by lush tropical

    Cathy Palmer DOUGLAS ELLIMAN

    1915 Harbour Links Cir Unit 6, 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
    /75

    $435,000

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

    554 Spanish Dr S, Longboat Key, FL 34228

    Virtually Staged. 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,

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    554 Spanish Dr S, Longboat Key, FL 34228
  • 842 Bayport Way Unit 842, Longboat Key, FL 34228
    842 Bayport Way Unit 842, Longboat Key, FL 34228
    842 Bayport Way Unit 842, Longboat Key, FL 34228
    /54

    $625,000

    Open Sun 12AM - 3PM $50K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    842 Bayport Way Unit 842, Longboat Key, FL 34228

    Poised within the Gulf to Bay community of Bayport Beach and Tennis Club, 842 Bayport Way offers 1570 square feet of effortless indoor-outdoor living. This comfortably furnished first floor corner residence gives the feeling of a private home with the ease of low maintenance living. A favorite feature of this property is the screened lanai that opens to a west facing extended brick patio. Perfect

    Rosemarie McKee COLDWELL BANKER REALTY

    842 Bayport Way Unit 842, Longboat Key, FL 34228
  • 1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
    /54

    $1,445,000

    Open House 6/28 $50K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,180 Sq Ft

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228

    Tucked behind the gates of Bay Isles in the Emerald Pointe community, this 3BR/3.5BA residence offers 2,180+/- sq. ft. of thoughtfully designed living space with a layout that blends privacy, flexibility and inviting outdoor living. From the moment you arrive, a paver drive framed by lush landscaping and a striking 2-story façade with barrel tile roof set a warm and welcoming tone. A paver

    Bruce Myer COLDWELL BANKER REALTY

    1914 Harbour Links Cir Unit 10, Longboat Key, FL 34228
  • 455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
    /48

    $2,095,000

    $100K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,410 Sq Ft

    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228

    Gulf-front living takes on a refined sense of scale in this beautifully renovated, truly move-in-ready residence at The Pierre, where every detail is already in place for effortless coastal living. Located behind the gates of the Longboat Key Club, this intimate building of just 66 residences provides privacy, security and resort style amenities. The home features more than 2,400 sq. ft. of

    Bruce Myer COLDWELL BANKER REALTY

    455 Longboat Club Rd Unit 402, Longboat Key, FL 34228
  • 1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
    /51

    $1,050,000

    • 2 Beds
    • 2.5 Baths
    • 1,392 Sq Ft

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228

    Welcome to a little piece of paradise on Longboat Key at the stunning gated Gulf-front condominium community of Water Club, which offers a coastal lifestyle complete with direct access to sandy beaches, high-end amenities and exceptional security and concierge services. This designer-inspired, two-bedroom, 2.5-bath condominium is on the newer north building's plaza level and features nearly 1,400

    Kathleen Ucci PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1281 Gulf of Mexico Dr Unit 111, Longboat Key, FL 34228
  • 1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
    /60

    $1,049,000

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

    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228

    Experience the coastal gulf front living lifestyle to its fullest, in this 3-bedroom 2 bath condo with views of the Gulf from inside as well as the 2 balconies. Make this your new oasis and enjoy the sunsets off one of your two separate balconies (one off the main living area and another private balcony for the primary bedroom). Start experiencing this 3-bedroom condo at Seaplace which is located

    Bruce Meyer MICHAEL SAUNDERS & COMPANY

    1955 Gulf of Mexico Dr Unit G6311, Longboat Key, FL 34228
  • 806 Bayport Way Unit 806, Longboat Key, FL 34228
    806 Bayport Way Unit 806, Longboat Key, FL 34228
    806 Bayport Way Unit 806, Longboat Key, FL 34228
    /82

    $949,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    806 Bayport Way Unit 806, Longboat Key, FL 34228

    Welcome to this beautifully appointed ground floor residence that combines modern elegance with functional design. Newly remodeled in 2025, this residence features high-end finishes and modern amenities, making it an ideal retreat for those seeking luxury in a sereneenvironment.Upon entering, you are greeted by a bright and spacious interior filled with natural light, thanks to

    Agent Photo

    Antonietta Car

    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 477-8383

    806 Bayport Way Unit 806, Longboat Key, FL 34228
  • 6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228
    /41

    $350,000

    $49K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 990 Sq Ft

    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228

    Bring your boat!!! Excellent water views in this north end desirable Whitney Beach waterfront community.If you’ve been waiting for the perfect second-floor residence in the highly sought-after Whitney Beach community on Longboat Key, this is the one. Offering some of the finest views in the complex, this turn-key condominium has been thoughtfully upgraded and is move-in ready.What truly

    Amy Jones COASTAL KEY REALTY LLC

    6750 Gulf of Mexico Dr Unit 152, Longboat Key, FL 34228

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