407

Newest Homes for Sale in Longboat Key, FL

Section Image Section Image
  • 2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
    /36

    $1,225,277

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228

    Experience the tranquility of Gulf-front living from this beautifully updated residence at the prestigious Islander Club on South Longboat Key. Ideally positioned on the highly desirable north side of the building, this exceptional beachfront condominium enjoys a uniquely private setting with expansive views, abundant natural light, and a peaceful atmosphere rarely found in condominium

    Leah George COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228
    /25

    $1,225,277

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228

    A rare opportunity to own a beautifully reimagined Gulf-front residence at the prestigious Islander Club on South Longboat Key. Completely renovated with sophisticated coastal elegance, this exceptional beachfront condominium offers the convenience of first-floor walk-out living with direct access to the resort-style beachfront pool and the pristine white sands of the Gulf of Mexico.Walls of

    Leah George COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 12, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228
    /26

    $1,199,000

    • 2 Beds
    • 2 Baths
    • 1,235 Sq Ft

    2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228

    Experience breathtaking beachfront living in this rare direct Gulf-front residence at the prestigious Islander Club on Longboat Key. This two-bedroom, two-bath condominium showcases panoramic Gulf of Mexico views from every room, including the living room, primary suite, and guest bedroom, creating a spectacular coastal backdrop throughout the home. One of the most exceptional features of this

    Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

    2301 Gulf of Mexico Dr Unit 33, Longboat Key, FL 34228
  • 3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228
    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228
    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228
    /55

    $1,150,000

    • 3 Beds
    • 3.5 Baths
    • 2,608 Sq Ft

    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228

    Tucked within Winding Oaks, one of Longboat Key’s most sought-after villa communities, this 3BR/3BA residence offers the scale and comfort of a single-family home paired with the simplicity of maintenance-free living. From the paver drive and walkway to the stepped front entry, the residence creates an inviting first impression before opening into a home defined by volume, light and connection to

    Bruce Myer COLDWELL BANKER REALTY

    3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
    /69

    $2,125,000

    • 3 Beds
    • 3 Baths
    • 2,100 Sq Ft

    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

    Sweeping sunrise to sunset views define this beautifully reimagined 7th floor residence at the Promenade on Longboat Key. Fully renovated in 2026, this three-bedroom, three full bath home offers floor to ceiling windows, abundant natural light, and 180- degree views of both the Gulf of Mexico and Sarasota Bay. The double door entry opens to a freshly painted residence with new luxury plank

    Maggie Hicks COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228
    /5

    $39,500

    408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228

    Welcome to Slip #2112 at The Boathouse on Longboat, 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. This slip accommodates boats up to 23'6"Lx8'6"Wx7'2"H (No T-tops unless collapsible). Enjoy first-class service at an affordable monthly rate with unbeatable

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 2112, Longboat Key, FL 34228
  • 546 Spanish Dr S, Longboat Key, FL 34228
    546 Spanish Dr S, Longboat Key, FL 34228
    546 Spanish Dr S, Longboat Key, FL 34228
    /57

    $509,000

    • 2 Beds
    • 2 Baths
    • 1,241 Sq Ft

    546 Spanish Dr S, Longboat Key, FL 34228

    Tucked within the waterfront community of Spanish Main Yacht Club on the north end of Longboat Key, this fully renovated detached villa offers a timeless coastal flair just steps from the beach. A true hidden gem and slice of paradise, residents enjoy private deeded beach access to the Gulf of America, a deep water marina with affordable boat slips, and the ultimate boating lifestyle with easy

    Jackie Griese MICHAEL SAUNDERS & COMPANY

    546 Spanish Dr S, Longboat Key, FL 34228
  • 3563 Fair Oaks Ln, Longboat Key, FL 34228
    3563 Fair Oaks Ln, Longboat Key, FL 34228
    3563 Fair Oaks Ln, Longboat Key, FL 34228
    /46

    $2,650,000

    • 4 Beds
    • 4.5 Baths
    • 3,544 Sq Ft

    3563 Fair Oaks Ln, Longboat Key, FL 34228

    Behind the private gates of Bay Isles, this exquisitely renovated four-bedroom, four-and-a-half-bath residence in Queens Harbour presents a refined interpretation of coastal living, where timeless elegance, thoughtful design, and relaxed Longboat Key luxury come together seamlessly. Beautifully appointed and move-in ready, the home welcomes you with an open, light-filled floor plan enhanced by

    Kelly Gettel COLDWELL BANKER REALTY

    3563 Fair Oaks Ln, Longboat Key, FL 34228
  • 2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228
    2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228
    2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228
    /54

    $1,995,000

    • 3 Beds
    • 2 Baths
    • 2,448 Sq Ft

    2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228

    Discover elevated Gulf-front living in this rarely available 3BR/3BA residence spanning 2,448 square feet in the prestigious Villa Di Lancia on Longboat Key. Perfectly positioned to capture panoramic Gulf views, this spacious condominium offers the ideal blend of privacy, security, and effortless coastal luxury. Expansive glass sliders, transom windows, and high ceilings fill the interiors with

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    2185 Gulf of Mexico Dr Unit 212, Longboat Key, FL 34228
  • 7143 La Lenaire Dr, Longboat Key, FL 34228
    7143 La Lenaire Dr, Longboat Key, FL 34228
    7143 La Lenaire Dr, Longboat Key, FL 34228
    /78

    $5,995,000

    • 4 Beds
    • 4 Baths
    • 2,721 Sq Ft

    7143 La Lenaire Dr, Longboat Key, FL 34228

    Private island living on Jewfish Key, one of eight homes, accessible by boat only. This rare offering presents a lifestyle few will ever experience: a secluded island sanctuary surrounded by the turquoise waters of Longboat Pass and the Gulf Coast’s natural beauty. An address like this comes up for sale about once a generation. 7143 La Lenaire is on the market for the first time in more than two

    Michelle Ward COMPASS FLORIDA LLC

    7143 La Lenaire Dr, Longboat Key, FL 34228
  • 591 Russell St, Longboat Key, FL 34228
    591 Russell St, Longboat Key, FL 34228
    591 Russell St, Longboat Key, FL 34228
    /19

    $995,000

    • Land
    • 13,068 Sq Ft
    • $3,316,667 per Acre

    591 Russell St, Longboat Key, FL 34228

    Village of Longbeach — A Rare Canvas on Longboat Key's North EndTucked into the historic Village of Longbeach, this oversized 13,242 sq ft corner lot is a quiet invitation to build something lasting. Cleared and ready, it offers the rare chance to shape a custom coastal estate, a modern island retreat, or a thoughtful investment in one of Longboat Key's most storied neighborhoods.This is

    Agent Photo

    Darcie Duncan

    DUNCAN REAL ESTATE, INC.

    (941) 269-0775

    591 Russell St, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    /53

    $1,648,000

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft

    1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    Exceptional opportunity to own this beautifully reimagined first-floor residence at The Promenade on Longboat Key, where luxury coastal living meets sophisticated modern design. Completely gutted and renovated from top to bottom, this stunning condominium offers nearly 400 feet of private beach frontage and partial Gulf of Mexico views from almost every room.This spacious two-bedroom,

    Leah George COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
  • 3606 Fair Oaks Place, Longboat Key, FL 34228
    3606 Fair Oaks Place, Longboat Key, FL 34228
    3606 Fair Oaks Place, Longboat Key, FL 34228
    /83

    $4,999,000

    • 5 Beds
    • 3 Baths
    • 3,842 Sq Ft

    3606 Fair Oaks Place, Longboat Key, FL 34228

    Nestled behind the gates of the highly celebrated Bay Isles community, this exceptional five-bedroom waterfront residence at 3606 Fair Oaks Lane offers the perfect blend of luxury, comfort, and peace of mind with an impressive list of recent upgrades and improvements. Designed for effortless coastal living, this beautifully updated home showcases refined interiors, expansive outdoor living

    Renee Preininger SARASOTA TRUST REALTY COMPANY

    3606 Fair Oaks Place, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228
    2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228
    2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228
    /19

    $300,000

    2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228

    The most convenient dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Nicely manicured lawn fronts the area at the slip. Club membership is not required. Direct access to Sarasota Bay and the ICW. The deep water marina is as much as a resort as any other neighborhood on the island, thanks to individual slip ownership, a

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit H-05, Longboat Key, FL 34228
  • 1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228
    1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228
    1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228
    /66

    $649,000

    • 2 Beds
    • 2.5 Baths
    • 933 Sq Ft

    1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228

    Experience coastal living at its finest in this beautifully updated ground-floor residence at Seaplace on Longboat Key. This 2-bedroom, 2.5-bath condominium in the desirable G5 building offers northwest Gulf views and stunning sunset skies from the screened lanai, just steps from the beach. The bright, open-concept floor plan features a sleek modern kitchen with glossy cabinetry, quartz

    Michael Renick MANGROVE REALTY ASSOCIATES

    1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228
  • 1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228
    /37

    $1,400,000

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

    1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228

    Welcome to your beachfront retreat in the sky. Perched on the 9th floor of the highly desirable Privateer North community on Longboat Key, this beautifully furnished 2-bedroom, 2-bath residence offers 1,409 square feet of coastal elegance and breathtaking panoramic Gulf views from every room. Wake each morning to the sound of waves and endless turquoise water, and end each day with spectacular

    Jamie Tillman NINE LINE REALTY LLC

    1050 Longboat Club Rd Unit 901, Longboat Key, FL 34228
  • 523 Juan Anasco Dr, Longboat Key, FL 34228
    523 Juan Anasco Dr, Longboat Key, FL 34228
    523 Juan Anasco Dr, Longboat Key, FL 34228
    /52

    $1,895,000

    • 4 Beds
    • 3 Baths
    • 2,899 Sq Ft

    523 Juan Anasco Dr, Longboat Key, FL 34228

    This beautifully reimagined John Cannon home, in the tranquil north end of Longboat Key, blends luxury with island living. The custom, Spanish-style design offers four bedrooms and a complete top-to-bottom renovation. New hurricane-rated windows and doors ensure safety, and two brand-new air conditioning units—still under warranty—keep you cool. A tankless water heater, just three years old,

    Reid Murphy DEVELOPERS REALTY LBK, INC

    523 Juan Anasco Dr, Longboat Key, FL 34228
  • 1135 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    1135 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    1135 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
    /41

    $1,175,000

    $125K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft

    1135 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

    DIRECT BEACH FRONT VIEWS AND FIFTH FLOOR EXTRORDINARY PANORAMA! Come visit this property soon, as it boasts Two Parking spots, one in garage, near the elevator and one outside near the front door. Reimagined kitchen with lots of cupboard space, all KITCHEN AID appliances, 2019 Air Handler, never rented and barely occupied. Furnished with exquisite taste and comfortable living space! Beachplace is

    Jim Weingart COLDWELL BANKER REALTY

    1135 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228
  • 3030 Grand Bay Blvd Unit 312, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 312, Longboat Key, FL 34228
    3030 Grand Bay Blvd Unit 312, Longboat Key, FL 34228
    /48

    $995,000

    • 3 Beds
    • 3.5 Baths
    • 2,143 Sq Ft

    3030 Grand Bay Blvd Unit 312, Longboat Key, FL 34228

    Located in the Grand Bay community on Longboat Key, this spacious 3BR residence offers stunning views and desirable extras, including 2 conveniently located parking spaces. The pet friendly community allows up to 2 large dogs. The home features luxury vinyl flooring and neutral tones throughout, with floor-to-ceiling windows and plantation shutters that let in natural light. Elevated ceilings and

    Bruce Myer COLDWELL BANKER REALTY

    3030 Grand Bay Blvd Unit 312, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228
    2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228
    2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228
    /20

    $500,000

    2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228

    A 100 ft. x 28 ft. Boat Slip at Longboat Key Moorings Marina; extra long finger pier, wide beam, extra wide finger pier, and deep water. Huge turning radius, with easy access slip with the views to match the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28,

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228
  • 210 Sands Point Rd Unit 2101, Longboat Key, FL 34228
    210 Sands Point Rd Unit 2101, Longboat Key, FL 34228
    210 Sands Point Rd Unit 2101, Longboat Key, FL 34228
    /51

    $1,950,000

    • 2 Beds
    • 2 Baths
    • 1,399 Sq Ft

    210 Sands Point Rd Unit 2101, Longboat Key, FL 34228

    Rare 2BR First-Floor Lockout Unit | Resort at Longboat Key ClubExperience the perfect blend of luxury vacationing and rental income with this rare, first-floor lockout suite overlooking the resort pool and just steps from the beach.• Versatile Rental Options: Lockout design allows you to rent as a full 2-bedroom suite or a 1-bedroom unit to maximize revenue.• Prime Location:

    Tom Cinquegrano MICHAEL SAUNDERS & COMPANY

    210 Sands Point Rd Unit 2101, Longboat Key, FL 34228
  • 240 Sands Point Rd Unit 4104, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4104, Longboat Key, FL 34228
    240 Sands Point Rd Unit 4104, Longboat Key, FL 34228
    /47

    $1,025,000

    • 1 Bed
    • 1 Bath
    • 640 Sq Ft

    240 Sands Point Rd Unit 4104, Longboat Key, FL 34228

    Introducing a highly sought-after first-floor Junior Suite in Building 4, boasting stunning Gulf views and now available for purchase. This fully renovated unit is part of the hotel program, generating over $118K in gross income for 2025, with more than $79K already booked through April 2026, indicating the potential for even greater earnings this year. Enjoy an expanded deck alongside a covered

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    240 Sands Point Rd Unit 4104, Longboat Key, FL 34228
  • 3527 Fair Oaks Ln, Longboat Key, FL 34228
    3527 Fair Oaks Ln, Longboat Key, FL 34228
    3527 Fair Oaks Ln, Longboat Key, FL 34228
    /74

    $2,550,000

    • 4 Beds
    • 4.5 Baths
    • 4,154 Sq Ft

    3527 Fair Oaks Ln, Longboat Key, FL 34228

    Experience refined coastal luxury in this impeccably renovated 4,154-square-foot golf course estate, ideally positioned within the exclusive Queens Harbour enclave of gated Bay Isles on Longboat Key. This extraordinary two-story residence offers 4 bedrooms, 4.5 bathrooms, and an elegant open floor plan thoughtfully curated with exquisite finishes and designer details throughout. Extensive recent

    Miriam Pearson COLDWELL BANKER REALTY

    3527 Fair Oaks Ln, Longboat Key, FL 34228
  • 3806 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
    3806 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
    /38

    $335,000

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

    3806 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228

    Discover Your Slice of Paradise! This charming turnkey 2-bedroom, 2-bath condo is perfectly positioned between the Gulf of Mexico and Sarasota Bay, offering breathtaking sunrise and sunset views. Enjoy deeded beach access complete with lounge chairs, picnic tables, charcoal grills, and outdoor showers. On the bayside, recent upgrades include a new dock with first-come boat slips, community

    Kathleen Magnus FLORIDA GALLERY REAL ESTATE

    3806 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
  • 6660 & 6664 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
    6660 & 6664 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
    6660 & 6664 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
    /23

    $18,500,000

    • Land
    • 5.5 Acres
    • $3,363,636 per Acre

    6660 & 6664 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228

    Extremely Rare property in all of Florida. One of a kind.

    Mark Huber MICHAEL SAUNDERS & COMPANY

    6660 & 6664 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 6664 & 6660 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
    6664 & 6660 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
    6664 & 6660 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
    /23

    $18,500,000

    • 2 Beds
    • 2 Baths
    • 10,298 Sq Ft

    6664 & 6660 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228

    This house is a part of a 5.5 Property and will be sold together as one parcel. The house can be used as a guest house, caretaker home or removed for development.

    Mark Huber MICHAEL SAUNDERS & COMPANY

    6664 & 6660 & 6670 Gulf of Mexico Dr, Longboat Key, FL 34228
  • 2600 Harbourside Dr Unit H-04, Longboat Key, FL 34228
    2600 Harbourside Dr Unit H-04, Longboat Key, FL 34228
    2600 Harbourside Dr Unit H-04, Longboat Key, FL 34228
    /17

    $275,000

    2600 Harbourside Dr Unit H-04, Longboat Key, FL 34228

    A favorite dock in the Marina! This 55 x 20 foot slip at Longboat Key Club Moorings is located at the Marina Village along the seawall! Easy access on and off the water to this H-dock slip. 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit H-04, Longboat Key, FL 34228
  • 791 Broadway St, Longboat Key, FL 34228
    791 Broadway St, Longboat Key, FL 34228
    791 Broadway St, Longboat Key, FL 34228
    /59

    $1,625,000

    • 2 Beds
    • 2 Baths
    • 2,236 Sq Ft

    791 Broadway St, Longboat Key, FL 34228

    Welcome home to 791 Broadway, nestled in the heart of historic Longbeach Village on the North end of prestigious Longboat Key. This elevated island-style residence offers the perfect blend of coastal charm, comfort, and relaxed island living. Thoughtfully designed across multiple levels including a large 11x30 third floor FLEX SPACE that could easily be converted into a 3RD BEDROOM. This home

    Matthew Voss PREFERRED SHORE LLC

    791 Broadway St, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
    /55

    $1,000,000

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

    1211 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience beachfront living at its finest at The Promenade on Longboat Key. This beautifully positioned residence showcases sweeping Gulf Views expansive terraces, and a seamless connection between indoor and outdoor living. Floor-to-ceiling windows fill the home with natural light while framing spectacular sunsets, pristine beaches and lush

    Bill Blume PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1211 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
  • 3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228
    3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228
    3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228
    /44

    $699,995

    • 2 Beds
    • 2 Baths
    • 1,106 Sq Ft

    3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228

    Experience the best of coastal living at Longboat Key in the sought-after community of Longboat Arms, a tranquil, low-density waterfront enclave featuring just 46 residences across more than three lushly landscaped acres. Ideally located mid-key and only one mile north of the Publix shopping center, this beautifully maintained community offers the perfect balance of privacy, convenience, and

    Heidi Thompson STRINGER MANAGEMENT INC

    3330 Gulf of Mexico Dr Unit 202-D, Longboat Key, FL 34228
  • 3710 Gulf of Mexico Dr Unit G20, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit G20, Longboat Key, FL 34228
    3710 Gulf of Mexico Dr Unit G20, Longboat Key, FL 34228
    /39

    $349,900

    • 2 Beds
    • 2 Baths
    • 1,052 Sq Ft

    3710 Gulf of Mexico Dr Unit G20, Longboat Key, FL 34228

    WELCOME TO PARADISE! This unit epitomizes the perfect beach home. When you step through the front door, you will know that you have entered “House Beautiful”. The blend of colors and furnishings will make you feel that you are home. This home features a nice-sized living room, totally upgraded separate kitchen and dining room, two bathrooms and two bedrooms. This home has 1,052 sq. ft. of living

    Bill Shuttleworth EDGEWATER REAL ESTATE, INC

    3710 Gulf of Mexico Dr Unit G20, Longboat Key, FL 34228
  • 100 Sands Point Rd Unit 225, Longboat Key, FL 34228
    100 Sands Point Rd Unit 225, Longboat Key, FL 34228
    100 Sands Point Rd Unit 225, Longboat Key, FL 34228
    /41

    $899,000

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

    100 Sands Point Rd Unit 225, Longboat Key, FL 34228

    BACK ON THE MARKET with a New Price and Turn Key! Welcome to your slice of paradise, where coastal living reaches new heights of sophistication, and nestled inside the gates of the Longboat Key Club. This gorgeous 1492 sq. ft. water front residence underwent a totaltransformation in 2023, and the results are nothing short of spectacular. Step inside this bright second floor residence and

    Diane Smith KELLER WILLIAMS ON THE WATER S

    100 Sands Point Rd Unit 225, Longboat Key, FL 34228
  • 2410 Harbourside Dr Unit 131, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 131, Longboat Key, FL 34228
    2410 Harbourside Dr Unit 131, Longboat Key, FL 34228
    /62

    $1,849,000

    • 3 Beds
    • 3.5 Baths
    • 3,825 Sq Ft

    2410 Harbourside Dr Unit 131, Longboat Key, FL 34228

    Dramatic Sarasota Bay views and a true “house-size” floor plan define this spacious 3BR/3.5BA residence in Marina Bay with 3,825 sq. ft. of living space. A private elevator lobby opens directly into the home, where generous living and dining areas, a formal foyer, powder room, separate family room, and two terraces create an easy flow for everyday living and entertaining. All three bedrooms

    Bruce Myer COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 131, Longboat Key, FL 34228
  • 4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    /33

    $1,100,000

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

    4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    Experience coastal living in this two-bedroom, two-bath direct Gulf-front residence ideally on the main floor of a desirable mid-rise community on Longboat Key. Freshly painted and thoughtfully enhanced with quartz countertops in both the kitchen and laundry room, along with recently updated washer and dryer appliances, the residence also features crown molding, updated trim and plantation

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    4325 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
  • 2945 Pyrula Dr, Longboat Key, FL 34228
    2945 Pyrula Dr, Longboat Key, FL 34228
    2945 Pyrula Dr, Longboat Key, FL 34228
    /50

    $3,125,000

    New Construction Open Sat 1PM - 5PM
    • 5 Beds
    • 5 Baths
    • 3,815 Sq Ft

    2945 Pyrula Dr, Longboat Key, FL 34228

    A contemporary masterpiece awaits Your going to love this house !, constructed in 2024 and completed in December of 2025 this newly built residence blends contemporary architecture with uncompromising craftsmanship. The craftsmanship, and finishing touches puts this property in a class by itself when making your buying comparisons. Worth repeating....Your going to love this house!Step into

    Alin Zdroba PROPERTIO

    2945 Pyrula Dr, Longboat Key, FL 34228
  • 1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
    /59

    $995,000

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

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228

    Set on the 9th floor at Privateer North, behind the gates of the Longboat Key Club, this beautifully renovated corner residence blends sweeping views, refined finishes and effortless coastal living. Offered TURNKEY FURNISHED, the 2-bedroom, 2-bath home looks out across the golf course, Sarasota Bay, the Intracoastal Waterway and the downtown Sarasota skyline, creating a view that shifts

    Bruce Myer COLDWELL BANKER REALTY

    1050 Longboat Club Rd Unit 903, Longboat Key, FL 34228
  • 711 Spanish Dr S, Longboat Key, FL 34228
    711 Spanish Dr S, Longboat Key, FL 34228
    711 Spanish Dr S, Longboat Key, FL 34228
    /59

    $435,000

    • 2 Beds
    • 2 Baths
    • 1,327 Sq Ft

    711 Spanish Dr S, Longboat Key, FL 34228

    Calling all boaters. If you have ever considered living on Longboat Key in sunny beautiful Florida, now is your chance! This amazing villa is available and ready for you to move to paradise! 711 Spanish Dr. S. is a 2 bedroom/2bath home that has been newly renovated in 2025/2026 and it is beautiful! Entering the home your eyes are immediately drawn upwards to the gorgeous open beam 10’-12’ ceiling

    Kimberly Freiwald PREMIER SOTHEBY'S INTERNATIONAL REALTY

    711 Spanish Dr S, Longboat Key, FL 34228
  • 3344 Sabal Cove Ln, Longboat Key, FL 34228
    3344 Sabal Cove Ln, Longboat Key, FL 34228
    3344 Sabal Cove Ln, Longboat Key, FL 34228
    /32

    $1,699,000

    • 4 Beds
    • 4.5 Baths
    • 3,639 Sq Ft

    3344 Sabal Cove Ln, Longboat Key, FL 34228

    Behind the gates of Bay Isles in the private enclave of Sabal Cove, this spacious waterfront residence offers an exceptional opportunity to enjoy the desired Longboat Key lifestyle. Ideally positioned within proximity to the renowned amenities of the Longboat Key Club, with membership, residents can enjoy world-class tennis facilities, 45 holes of golf, a clubhouse, private dining venues and

    Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3344 Sabal Cove Ln, Longboat Key, FL 34228
  • 3620 Fair Oaks Place, Longboat Key, FL 34228
    3620 Fair Oaks Place, Longboat Key, FL 34228
    3620 Fair Oaks Place, Longboat Key, FL 34228
    /38

    $3,150,000

    • 3 Beds
    • 5.5 Baths
    • 3,666 Sq Ft

    3620 Fair Oaks Place, Longboat Key, FL 34228

    Come for a visit and you will want to stay and make it yours! Strategically set back from the road, and appropriately positioned on this oversized lot, to allow for an abundance of private waterfront splendor. The expansive paver patio, with oversized pool, spa, outdoor kitchen, and fully equipped pool bath make this the prime setting for endless entertainment and fun with family and friends. Bay

    Cindy Schatzle COLDWELL BANKER REALTY

    3620 Fair Oaks Place, Longboat Key, FL 34228
  • 5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228
    /45

    $999,000

    • 3 Beds
    • 2 Baths
    • 1,323 Sq Ft

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

    Rarely available within the intimate nine-residence bayfront community of Longboat Landing, this beautifully updated three-bedroom residence captures panoramic Sarasota Bay views and effortless waterfront living from its prized location on the north end of Longboat Key. Offered turnkey furnished and completely move-in ready, the getaway combines a refined coastal aesthetic with the rare

    Roger Pettingell COLDWELL BANKER REALTY

    5320 Gulf of Mexico Dr Unit 101, Longboat Key, FL 34228

Showing Results 1 - 40, Page 1 of 11

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 $2,122,050.
Are home prices dropping in Longboat Key?
Yes, home prices in Longboat Key are down 22% in the last 12 months.
How many homes have sold over the last 12 months in Longboat Key, FL?
465 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, 34211, 34217 and 34209.
How much do you need to make to afford a house in Longboat Key?
The median home price in Longboat Key is $1,107,500. If you put a 20% down payment of $221,500 and had a 30-year fixed mortgage with an interest rate of 6.31%, your estimated principal and interest payment would be $5,490 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $235K 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 Prices in Longboat Key, FL

The median home sale price in Longboat Key, FL is $1,000,000, down 19% year-over-year. Homes in Longboat Key sell in 107 days on average, compared to the national average of 58 days.

Home Price Trends

Median Sale Price
$1,000,000
Median Single Family Sale Price
$1,812,500
Median Townhouse Sale Price
$1,025,000
Median 2 Bedroom Sale Price
$749,900
Median 1 Bedroom Sale Price
$525,250
Average Price Per Sq Ft
$775
Number of Homes for Sale
366
Last 12 months Home Sales
465
Months of Supply
9.40
Median List Price
$1,107,500
Median Change From 1st List Price
11%
Median Home Sale Price YoY Change
-19%
How to Buy a Home How to Finance a Home How to Sell a Home

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2026 CoStar Group