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Homes for Sale in 34228

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  • 6351 Gulf of Mexico Dr, Longboat Key, FL 34228
    6351 Gulf of Mexico Dr, Longboat Key, FL 34228
    6351 Gulf of Mexico Dr, Longboat Key, FL 34228
    /16

    $6,999,000

    • Land
    • 38,332 Sq Ft
    • $7,953,409 per Acre

    6351 Gulf of Mexico Dr, Longboat Key, FL 34228

    Rarely does an estate-sized Gulf-front lot of this stature become available on the northern end of Longboat Key. 6351 Gulf of Mexico Drive presents a truly exceptional 100-foot by 388-foot direct beachfront parcel — nearly 39,000 square feet of pristine Gulf of Mexico frontage. This distinguished property stands as one of the final remaining full beachfront estate-sized lots on Longboat Key,

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    6351 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 450 Firehouse Ct, Longboat Key, FL 34228
    450 Firehouse Ct, Longboat Key, FL 34228
    450 Firehouse Ct, Longboat Key, FL 34228
    /23

    $525,000

    • Land
    • 6,098 Sq Ft
    • $3,750,000 per Acre

    450 Firehouse Ct, Longboat Key, FL 34228

    Here it is! The perfect vacant lot on Longboat Key you've been waiting to build your dreamy beach getaway on! And at a price that beats any other lot here.....Mere steps from the famous Broadway beach that stretches all the way around beer can island. Located on the beach side of Gulf of Mexico drive on the sought after north end of Longboat Key, this is the epitomy of island living. A short

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    450 Firehouse Ct, Longboat Key, FL 34228
  • 1600 Harbor Sound Dr, Longboat Key, FL 34228
    1600 Harbor Sound Dr, Longboat Key, FL 34228
    1600 Harbor Sound Dr, Longboat Key, FL 34228
    /8

    $11,900,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 5,700 Sq Ft

    1600 Harbor Sound Dr, Longboat Key, FL 34228

    Pre-Construction. To be built. Perfectly positioned within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Dr represents a rare convergence of scale, location and boating capability, crafted for those who demand both privacy and proximity to the best of the Gulf Coast. Set on an expansive 18,043 square foot corner homesite, this exceptional waterfront

    Rinat Sikdar COLDWELL BANKER REALTY

    1600 Harbor Sound Dr, Longboat Key, FL 34228
  • 2850 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    2850 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    2850 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    /24

    $368,500

    • 1 Bed
    • 1 Bath
    • 657 Sq Ft

    2850 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

    Own your slice of paradise on Longboat Key with this charming 1-bedroom, 1-bath condo located at 2850 Gulf of Mexico Dr Unit 5. Just directly across from public beach access, this 657 sq ft ground-floor unit is perfectly positioned for both personal enjoyment and strong rental income potential. Whether you're seeking a low-maintenance vacation escape or an income-generating property, this

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    2850 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
  • 1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    /33

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    Wonderful opportunity in the desirable Beachplace community on Longboat Key to purchase a renovated condominium with tranquil water views and coastal charm. Since it was purchased in 2019, this unit has enjoyed new hurricane-impact windows and doors, new window treatments, new laminate flooring, new white cabinetry with slab granite countertops throughout, new interior paint, new baseboards and

    Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • 610 Hibiscus Way, Longboat Key, FL 34228
    610 Hibiscus Way, Longboat Key, FL 34228
    610 Hibiscus Way, Longboat Key, FL 34228
    /4

    $2,650,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,788 Sq Ft

    610 Hibiscus Way, Longboat Key, FL 34228

    Pre-Construction. To be built. Welcome to a luxurious modern retreat in The Preserve on Longboat Key. This exquisite residence boasts 4 bedrooms and 4.5 bathrooms across 2,788 square feet of impeccable design. Built with Italian flooring, cabinetry, and fixtures, the home exudes a timeless elegance. Enjoy the ultimate privacy and relaxation with a spacious primary bedroom, complemented by a

    Rinat Sikdar COLDWELL BANKER REALTY

    610 Hibiscus Way, Longboat Key, FL 34228
  • 2425 Gulf of Mexico Dr Unit 2E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 2E, Longboat Key, FL 34228
    2425 Gulf of Mexico Dr Unit 2E, Longboat Key, FL 34228
    /31

    $1,400,000

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

    2425 Gulf of Mexico Dr Unit 2E, Longboat Key, FL 34228

    Amazing and Unobstructed 2nd Floor Gulf, Beach, and Pool Views! This is your perfect Direct beachfront condo, with floor to ceiling updated windows throughout! Nearly 1,500 sq. ft,. Tile floors in the main living areas, split bedroom floor plan, and amazing views from every room! Just move right in and enjoy, or bring your own creative ideas. The Sea Gate Club building has been completely

    Robert Delaney MICHAEL SAUNDERS & COMPANY

    2425 Gulf of Mexico Dr Unit 2E, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    /65

    $2,499,000

    • 3 Beds
    • 4 Baths
    • 3,045 Sq Ft

    1241 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    Framed by sweeping Gulf sunset views and the manicured grounds of the Water Club, this expansive third-floor residence in the South Building offers more than 3,000 square feet of refined coastal living. Designed with both privacy and comfort in mind, the residence pairs a thoughtfully updated interior with immediate access to one of Longboat Key’s most sought-after resort-style

    Roger Pettingell COLDWELL BANKER REALTY

    1241 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
  • 592 Juan Anasco Dr, Longboat Key, FL 34228
    592 Juan Anasco Dr, Longboat Key, FL 34228
    /2

    $4,000,000 New Construction

    • 5 Beds
    • 5.5 Baths
    • 3,600 Sq Ft

    592 Juan Anasco Dr, Longboat Key, FL 34228

    Pre-Construction. To be built. Brought to you by Noah Thomas Builders, a premier luxury builder known for crafting high-end coastal residences with exceptional attention to detail and durability, this stunning new construction home at 592 Juan Anasco Dr offers an unparalleled blend of sophistication, comfort, and waterfront living. Perfectly positioned on a canal-front lot in Longboat Key, this

    Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST

    592 Juan Anasco Dr, Longboat Key, FL 34228
  • 720 Broadway St, Longboat Key, FL 34228
    720 Broadway St, Longboat Key, FL 34228
    720 Broadway St, Longboat Key, FL 34228
    /42

    $760,000

    • Land
    • 6,098 Sq Ft
    • $5,428,571 per Acre

    720 Broadway St, Longboat Key, FL 34228

    Rare corner-lot opportunity in the historic and highly sought-after Longbeach Village on the north end of Longboat Key. Build your own tropical retreat with the potential for views of Sarasota Bay. Ideally located just a short stroll from beloved local favorites Mar Vista Dockside Restaurant & Pub and Shore Longboat Key. A public boat launch is only half a block away, and convenient public beach

    John Donato JOHN DONATO REAL ESTATE INC

    720 Broadway St, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit B-08, Longboat Key, FL 34228
    2600 Harbourside Dr Unit B-08, Longboat Key, FL 34228
    2600 Harbourside Dr Unit B-08, Longboat Key, FL 34228
    /19

    $425,000

    2600 Harbourside Dr Unit B-08, Longboat Key, FL 34228

    A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit B-08, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit B-06, Longboat Key, FL 34228
    2600 Harbourside Dr Unit B-06, Longboat Key, FL 34228
    2600 Harbourside Dr Unit B-06, Longboat Key, FL 34228
    /19

    $425,000

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

    A 85 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, and extra wide finger pier. This is a Yacht Club slip. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit B-06, Longboat Key, FL 34228
  • 7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
    /48

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228

    Experience coastal living at its finest in this beautifully remodeled beachfront condo! This stunning residence features brand new, tastefully selected furniture and a modern, elegant design throughout. Enjoy breathtaking ocean views and unforgettable sunsets from your private west-facing balcony. Perfectly positioned on the beach, this home offers the ideal blend of luxury, comfort, and seaside

    Luziele Dearaujo Realty 100

    7125 Gulf of Mexico Dr Unit 22, Longboat Key, FL 34228
  • 5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
    /40

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,110 Sq Ft

    5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

    Turnkey furnished and positioned just steps from the Gulf’s sandy shoreline, this first-floor residence at Beach Castle on Longboat Key offers a compelling combination of coastal living and proven rental potential. With flexible daily or weekly rental allowances, this two-bedroom retreat presents an exceptional opportunity for personal use, income generation, or both. The light-filled interior

    Roger Pettingell COLDWELL BANKER REALTY

    5311 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
  • 925 Spanish Dr N Unit 60, Longboat Key, FL 34228
    925 Spanish Dr N Unit 60, Longboat Key, FL 34228
    925 Spanish Dr N Unit 60, Longboat Key, FL 34228
    /82

    $750,000

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

    925 Spanish Dr N Unit 60, Longboat Key, FL 34228

    Wow! Panoramic water views from almost every window, plus rare direct access to Bay waters just near the back paver patio. This completely renovated two-bedroom, two-bath, 1,449-square-foot home is a must see! Fully remodeled in 2025/2026 in full compliance with FEMA requirements. It is all about details as this gorgeous Spanish Main turnkey furnished villa is ready to welcome you home! The

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    925 Spanish Dr N Unit 60, Longboat Key, FL 34228
  • 775 Longboat Club Rd Unit 408, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 408, Longboat Key, FL 34228
    775 Longboat Club Rd Unit 408, Longboat Key, FL 34228
    /55

    $1,995,000

    • 3 Beds
    • 3 Baths
    • 2,122 Sq Ft

    775 Longboat Club Rd Unit 408, Longboat Key, FL 34228

    Panoramic Gulf views and unforgettable sunsets take center stage in this beautifully updated fourth-floor residence at The Beaches of Longboat Key, offered fully furnished and ready for immediate enjoyment. Walls of glass and a wraparound terrace create a seamless connection to the water, bringing natural light deep into the open living spaces while framing panoramic coastal vistas. Spanning more

    Roger Pettingell COLDWELL BANKER REALTY

    775 Longboat Club Rd Unit 408, Longboat Key, FL 34228
  • 4400 Exeter Dr Unit 305, Longboat Key, FL 34228
    4400 Exeter Dr Unit 305, Longboat Key, FL 34228
    4400 Exeter Dr Unit 305, Longboat Key, FL 34228
    /33

    $324,900

    • 1 Bed
    • 1 Bath
    • 837 Sq Ft

    4400 Exeter Dr Unit 305, Longboat Key, FL 34228

    Welcome to coastal living on coveted Longboat Key. Priced to move, this beautifully maintained 1-bedroom residence at 4400 Exeter Dr Unit 305J offers an exceptional opportunity to own in one of the island’s most desirable waterfront communities.Inside, you’ll find a bright open floor plan with warm wood flooring, an updated kitchen featuring stone countertops, stainless appliances, breakfast

    Larry Starr SVN COMMERCIAL ADVISORY GROUP

    4400 Exeter Dr Unit 305, Longboat Key, FL 34228
  • 4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    /38

    $999,000

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft

    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Direct beachfront living! This beautifully updated 2-bedroom, 2-bath residence offers unobstructed Gulf of Mexico views and front-row access to a slice of Longboat Key’s most quiet and uncrowded shoreline. Available fully furnished and turnkey, this condo is ready for immediate enjoyment as a primary residence, seasonal escape, or investment property. The spacious open layout connects the

    Daniel Goldman COMPASS FLORIDA LLC

    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • 5591 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5591 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    5591 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
    /29

    $900,000

    • 2 Beds
    • 2 Baths
    • 1,073 Sq Ft

    5591 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228

    Experience coastal living at its finest in this beautifully remodeled (2025) Gulf-front, ground-floor end unit at sought-after Sea Club III on Longboat Key. Sea Club III's daily and weekly rental flexibility accommodates those seeking to maximize rental income potential and/or enjoy that perfect personal retreat and getaway. No driving to beach parking lots or crossing streets for amenities

    Gina Uliano WAGNER REALTY

    5591 Gulf of Mexico Dr Unit 4, 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
    448 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
    /45

    $629,000

    • 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

    $2,999,000

    • 2 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
    /33

    $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
  • 2110 Harbourside Dr Unit 536, Longboat Key, FL 34228
    2110 Harbourside Dr Unit 536, Longboat Key, FL 34228
    2110 Harbourside Dr Unit 536, Longboat Key, FL 34228
    /46

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,031 Sq Ft

    2110 Harbourside Dr Unit 536, Longboat Key, FL 34228

    Completely reimagined with an uncompromising eye for detail, this furnished, southeast-facing 3-bedroom residence in The Atrium of Fairway Bay offers refined living with sweeping views across the lagoon, mangroves, open bay, and Sarasota skyline beyond. Thoughtfully remodeled with no expense spared, the flexible layout feels both elegant and exceptionally functional. Rich wood floors run

    Bruce Myer COLDWELL BANKER REALTY

    2110 Harbourside Dr Unit 536, Longboat Key, FL 34228
  • 3070 Grand Bay Blvd Unit 644, Longboat Key, FL 34228
    3070 Grand Bay Blvd Unit 644, Longboat Key, FL 34228
    3070 Grand Bay Blvd Unit 644, Longboat Key, FL 34228
    /78

    $799,000

    • 2 Beds
    • 2 Baths
    • 1,329 Sq Ft

    3070 Grand Bay Blvd Unit 644, Longboat Key, FL 34228

    Penthouse-Level Condo at Grand Bay – Longboat Key Experience luxury living in this beautifully appointed penthouse-level residence at Grand Bay, located behind the gates of Bay Isles on Longboat Key. This spacious 2-bedroom, 2-bath condo offers an open and airy floor plan with stunning east-to-west exposure, capturing both sunrise and sunset from dual balconies with sweeping views of Sarasota

    Nicole Hammons-Dovgopolyi MICHAEL SAUNDERS & COMPANY

    3070 Grand Bay Blvd Unit 644, 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
    /50

    $1,095,000

    • 2 Beds
    • 2 Baths
    • 1,175 Sq Ft

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

    2BR/2BA full Gulf-front condo in Longboat Key. 8th-floor unobstructed sunset views, updated interior, pets allowed.Direct Gulf-front condo with unobstructed views rarely available on Longboat Key! This 8th-floor residence at The Arbomar delivers panoramic views of the Gulf of Mexico, white sand beaches and sunsets that fill the horizon year-round. This 2-bedroom, 2-bath home offers 1,175 sq.

    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
    /51

    $475,000 Open Sun 2PM - 4PM

    • 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
  • 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

    • 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

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