11,593

Longboat Key, FL Homes

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  • /70

    $569,000 Pending

    • 2 Beds
    • 2 Baths
    • 933 Sq Ft

    2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228

    Experience the best of coastal living in this beautifully updated ground-floor two-bedroom, two-bath residence located in Seaplace’s desirable G-3 building, offering a west-facing exposure with views of the Gulf of Mexico. Thoughtfully renovated, this condo features impact-rated sliding glass doors and hurricane shutters, providing both comfort and peace of mind. The inviting floor plan is ideal

    Michael Renick MANGROVE REALTY ASSOCIATES

    2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228
  • /55

    $7,000 per month

    • 2 Beds
    • 2 Baths
    • 1,133 Sq Ft
    • Condo for Rent

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

    Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

    Andy Moore GULF COAST REALTY & MANAGEMENT

    3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228
  • /2

    $435,000 Sold Dec 19, 2025

    1965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228

    • 2 Beds
    • 1 Bath
    • 933 Sq Ft
    • Built 1977

    Last Sold Summary

    • 13% Below List Price
    • $466/SF
    • 112 Days On Market

    Current Estimated Value $451,880

    Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES

    1965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228
    • /37

      Est $273,329 Not Listed For Sale

      3806 Gulf of Mexico Dr Unit C308, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 712 Sq Ft
      • Built 1970
      3806 Gulf of Mexico Dr Unit C308, Longboat Key, FL 34228

      Last Sold Summary

      • 7% Below List Price
      • $413/SF
      • 2 Days On Market

      Last Sold Price $294,000

      Last Listing Agent Dakota Magnus FLORIDA GALLERY REAL ESTATE

  • /74

    $499,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,441 Sq Ft

    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228

    Under contract-accepting backup offers. One or more photo(s) has been virtually staged. Beautiful Water Views...EXTREMELY SOUGHT AFTER END UNIT WITH AMAZING Bishops Bayou VIEW IN THIS NEWELY REMODELED WHITNEY BEACH 2/2 CONDO. If you were to pick and choose the best units in this community, surely unit 154 would be on the top of your list, due to its water views and privacy. The water views will

    Amy Jones COASTAL KEY REALTY LLC

    6750 Gulf of Mexico Dr Unit 154, Longboat Key, FL 34228
  • /39

    $30,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,230 Sq Ft
    • House for Rent

    6925 Longboat Dr S, Longboat Key, FL 34228

    Available May-December with a 90 Day minimum at $15,550 per month plus taxes and fees booked for 2024 season. Welcome to The Captain's Quarters! This newly built Luxury Rental Home on Longboat Key has everything for you and your family to enjoy your home away from home! This three-story 3-bedroom, 3.5-bath home boasts top of the line features, Smart Home technology, and beautiful decor

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    6925 Longboat Dr S, Longboat Key, FL 34228
  • /2

    $5,300,000 Sold Feb 17, 2026

    4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 3,368 Sq Ft
    • Built 2016

    Last Sold Summary

    • 12% Below List Price
    • $1,574/SF
    • 233 Days On Market

    Current Estimated Value $4,670,371

    Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    4765 Gulf of Mexico Dr Unit B202, Longboat Key, FL 34228
    • /19

      Est $318,828 Not Listed For Sale

      2800 Harbourside Dr Unit D-13, Longboat Key, FL 34228

      • Studio
      • 1,820 Sq Ft
      2800 Harbourside Dr Unit D-13, Longboat Key, FL 34228

      Last Sold Summary

      • 15% Below List Price
      • $206/SF
      • 62 Days On Market

      Last Sold Price $375,000

      Last Listing Agent Jennifer Wilson LBRE LLC

  • /60

    $3,595,000

    • 3 Beds
    • 4.5 Baths
    • 3,273 Sq Ft

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228

    Welcome to an extraordinary corner residence at The Water Club where timeless elegance meets effortless coastal living on Longboat Key. Offering 3,275 square feet of beautifully designed interior space, this 3-bedroom, 4.5-bath condominium captures sweeping unobstructed expansive views of the Gulf of Mexico, glowing sunsets, Sarasota Bay, and the city skyline from nearly every room.

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
  • /41

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Property for Rent

    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228

    Available 07/01/2025 THROUGH 12/30/2025 RENTED SEASON JAN, 2026 THROUGH APRIL, 2026(POSSIBLE ANNUAL)Privateer North PH located Behind the Gates of Longboat Key. GULF VIEWS FROM EVERY ROOM. A top of the line remodel with 2 spacious bedrooms with walk-in closets. The master bedroom ensuite has a king size bed and guest bedroom is a queen size. 2 updated bathrooms with walk-in closets and views of

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 1006, Longboat Key, FL 34228
  • /2

    $865,000 Sold Mar 10, 2026

    1211 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,598 Sq Ft
    • Built 1985

    Last Sold Summary

    • 6% Below List Price
    • $541/SF
    • 23 Days On Market

    Current Estimated Value $1,021,059

    Last Listing Agent Lenore Treiman MICHAEL SAUNDERS & COMPANY

    1211 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    • /79

      Est $394,195 Not Listed For Sale

      3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 976 Sq Ft
      • Built 1970
      3810 Gulf of Mexico Dr Unit F102, Longboat Key, FL 34228

      Last Sold Summary

      • 7% Below List Price
      • $432/SF
      • 88 Days On Market

      Last Sold Price $422,000

      Last Listing Agent Anna Lieggi REAL BROKER, LLC

  • /30

    $539,000

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

    618 Bayport Way Unit 618, Longboat Key, FL 34228

    Secure your piece of paradise and a proven income stream with this fully furnished, turnkey 2-bedroom, 2-bath second-floor condominium featuring several select owner updates, including new water heater (2026), bathroom vanities (2025), and kitchen appliances (2024). Located on highly desirable Longboat Key, this property is an exceptional opportunity for investors seeking a profitable rental

    Alzira Meierling KELLER WILLIAMS ON THE WATER S

    618 Bayport Way Unit 618, Longboat Key, FL 34228
  • /72

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,839 Sq Ft
    • Condo for Rent

    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228

    LOCATION, LOCATION, LOCATION!!!!! Gorgeous beach front condo in the sought after Longboat Key community of the Players Club. This light and bright turnkey furnished condo has two bedrooms, two bathrooms, living room/dining room combination, sitting area off the living room, separate sitting room at the front entrance, three lanais with ocean views and a laundry closet with full sized washer and

    C. Alison Hunter JENNETTE PROPERTIES INC

    1485 Gulf of Mexico Dr Unit 109, Longboat Key, FL 34228
  • /2

    $925,000 Sold Dec 15, 2025

    1000 Longboat Club Rd Unit 1103, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,409 Sq Ft
    • Built 1972

    Last Sold Summary

    • 7% Below List Price
    • $656/SF
    • 17 Days On Market

    Current Estimated Value $930,162

    Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

    1000 Longboat Club Rd Unit 1103, Longboat Key, FL 34228
    • /42

      Est $484,948 Not Listed For Sale

      781 Saint Judes Dr N Unit B, Longboat Key, FL 34228

      • 2 Beds
      • 1.5 Baths
      • 882 Sq Ft
      • Built 1972
      781 Saint Judes Dr N Unit B, Longboat Key, FL 34228

      Last Sold Summary

      • 6% Below List Price
      • $584/SF
      • 1 Day On Market

      Last Sold Price $515,000

      Last Listing Agent Jonna Humphries WAGNER REALTY

  • /29

    $369,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,375 Sq Ft

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228

    Under contract-accepting backup offers. Some photo's have been virtually staged. Now is the time to buy this beautiful home in Spanish Main Yacht Club at an exceptionally low price for Longboat Key. This spacious, open concept, 2-bedroom, 2-bathroom villa has been renovated to FEMA regulations and rebuild specifications after Hurricane Helene. It is now ready for occupancy." Once you move in, you

    Adrienne Scott MICHAEL SAUNDERS & COMPANY

    730 Spanish Dr S Unit 99, Longboat Key, FL 34228
  • /30

    $11,769 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228

    ..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
  • /2

    $9,795,000 Sold Jun 27, 2025

    1561 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 4,992 Sq Ft
    • Built 2024

    Last Sold Summary

    • $1,962/SF
    • 0 Days On Market

    Last Listing Agent Georgia Kopelousos COLDWELL BANKER REALTY

    1561 Gulf of Mexico Dr Unit 302, Longboat Key, FL 34228
    • /53

      Est $1,800,368 Not Listed For Sale

      1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft
      • Built 1980
      1145 Gulf of Mexico Dr Unit 505, Longboat Key, FL 34228

      Last Sold Summary

      • 5% Below List Price
      • $1,045/SF
      • 355 Days On Market

      Last Sold Price $1,900,000

      Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  • /19

    $225,000

    2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228

    Quick access to dock you boat! Located just inside the marina on the east side. This 48 x 20 foot slip at Longboat Key Club Moorings is located on the north side of P-dock. 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

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit P-07, Longboat Key, FL 34228
  • /23

    $9,587 per month

    • 3 Beds
    • 2.5 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228

    THIS WONDERFUL PROPERTY IS FOR RENT...NOT FOR SALE...short stories inc...be careful of 3rd party web sites. Stunning direct Gulf front 3 bedroom condo on the quaint island of Longboat Key on Florida's tranquil Gulf Coast. Sunny days and uncompromising beauty awaits you. Experience the island lifestyle of relaxation and escape. Warm ocean breezes flow through the unit and the peaceful sound of

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    4325 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
  • /2

    $2,150,000 Sold Mar 05, 2026

    520 Golf Links Ln, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,016 Sq Ft
    • Built 1969

    Last Sold Summary

    • 6% Below List Price
    • $1,066/SF
    • 7 Days On Market

    Current Estimated Value $1,866,862

    Last Listing Agent Lori Carey PREMIER SOTHEBY'S INTERNATIONAL REALTY

    520 Golf Links Ln, Longboat Key, FL 34228
    • /27

      Est $920,522 Not Listed For Sale

      4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,314 Sq Ft
      • Built 1972
      4401 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      Last Sold Summary

      • 16% Below List Price
      • $837/SF
      • 50 Days On Market

      Last Sold Price $1,100,000

      Last Listing Agent Ed Taaffe WAGNER REALTY

  • /55

    $2,695,000

    • 3 Beds
    • 3.5 Baths
    • 3,382 Sq Ft

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228

    Positioned on the fourth floor of Marina Bay Building I, this fully renovated bayfront residence offers sweeping views across Sarasota Bay and the Harbourside Golf Course from one of Longboat Key’s most exclusive gated communities. Encompassing more than 3,300 square feet of interior living space, this three-bedroom, three-and-a-half-bath residence blends the scale and privacy of a single-family

    Roger Pettingell COLDWELL BANKER REALTY

    2410 Harbourside Dr Unit 142, Longboat Key, FL 34228
  • /31

    $9,000 per month

    • 2 Beds
    • 2 Baths
    • 1,336 Sq Ft
    • Condo for Rent

    4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228

    Available March 2026. Experience unparalleled Gulf-front living in this beautifully renovated 2-bedroom, 2-bathroom condo at Tiffany Plaza. Spanning 1,336 sq ft, this fully furnished residence boasts luxury vinyl flooring, a modern kitchen with marble countertops, and a spacious lanai offering breathtaking views of the turquoise waters of the Gulf of Mexico . The master suite features a

    Shaun Cumston STERLING REALTY

    4325 Gulf of Mexico Dr Unit 406, Longboat Key, FL 34228
  • /2

    $505,000 Sold Dec 15, 2025

    1945 Gulf of Mexico Dr Unit M2207, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,076 Sq Ft
    • Built 1978

    Last Sold Summary

    • 20% Below List Price
    • $469/SF
    • 139 Days On Market

    Current Estimated Value $512,174

    Last Listing Agent Harold Kaufman PREFERRED SHORE LLC

    1945 Gulf of Mexico Dr Unit M2207, Longboat Key, FL 34228
    • /69

      Est $571,172 Not Listed For Sale

      4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 912 Sq Ft
      • Built 1974
      4760 Gulf of Mexico Dr Unit Villa 7, Longboat Key, FL 34228

      Last Sold Summary

      • 76% Above List Price
      • $356/SF
      • 249 Days On Market

      Last Sold Price $325,000

      Last Listing Agent Debby McCaig COLDWELL BANKER REALTY

  • /17

    $589,000

    • Land
    • 0.19 Acre
    • $3,100,000 per Acre

    620 Companion Way, Longboat Key, FL 34228

    A fabulous opportunity to build your dream home on the lowest priced single family vacant lot in all of Longboat Key! Enjoy deeded beach access just across Gulf of Mexico Drive. Surrounded by multi million dollar homes and with walking or biking distance to multiple restaurants, shopping, Cedars Tennis club, and the tree lined splendor of Joan Durante Park, this is where your island living dream

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    620 Companion Way, Longboat Key, FL 34228
  • /25

    $5,835 per month

    • 2 Beds
    • 2 Baths
    • 1,046 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228

    Available May-December with a 90 Day minimum at $2,800 per month plus taxes and fees booked for 2024 season. Welcome to Seaside Dream! Beautifully furnished and decorated, 2 bedrooms, 2 bath condo located in Beach Harbor Club on Longboat Key. If you enjoy resort-style living, then the Beach Harbor Club is for you! Situated on Sarasota Bay, you will enjoy refreshing breezes which will

    Andy Moore GULF COAST REALTY & MANAGEMENT

    3806 Gulf of Mexico Dr Unit C210, Longboat Key, FL 34228
  • /2

    $575,000 Sold Feb 17, 2026

    755 Saint Judes Dr N, Longboat Key, FL 34228

    • 2 Beds
    • 1.5 Baths
    • 1,294 Sq Ft
    • Built 1963

    Last Sold Summary

    • 18% Below List Price
    • $444/SF
    • 141 Days On Market

    Current Estimated Value $628,497

    Last Listing Agent Ian Schmitzerle MICHAEL SAUNDERS & COMPANY

    755 Saint Judes Dr N, Longboat Key, FL 34228
    • /49

      Est $850,804 Not Listed For Sale

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

      • 2 Beds
      • 2 Baths
      • 1,336 Sq Ft
      • Built 1975
      4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

      Last Sold Summary

      • 8% Below List Price
      • $694/SF
      • 76 Days On Market

      Last Sold Price $927,000

      Last Listing Agent Greg Martin STERLING REALTY

  • /82

    $679,000

    • 2 Beds
    • 2 Baths
    • 1,257 Sq Ft

    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228

    Experience the Best of Gulfside Living at Seaplace on Longboat Key! Welcome to this beautifully maintained 2-bedroom, 2-bath residence offering the perfect blend of comfort, style, and coastal charm. This light-filled unit features an updated kitchen with rich wood cabinetry, granite countertops, and ample storage—ideal for both everyday living and entertaining. The spacious primary suite offers

    Michael Renick MANGROVE REALTY ASSOCIATES

    1925 Gulf of Mexico Dr Unit G8302, Longboat Key, FL 34228
  • /75

    $25,000 per month

    • 3 Beds
    • 3.5 Baths
    • 2,780 Sq Ft
    • Condo for Rent

    455 Longboat Club Rd Unit 1, Longboat Key, FL 34228

    This EXQUISITE 3 bedroom - 3 1⁄2 bath Penthouse has everything you will ever want in a Luxury Beachfront Condo; an open floor plan with plenty of space for living, dining and entertaining and custom appointments throughout. Natural light fills the condo from the moment you enter the foyer and a large skylight is overhead. Floor to ceiling windows frame the 14’ ceiling’s perimeter creating a

    Teresa Ribaudo JENNETTE PROPERTIES INC

    455 Longboat Club Rd Unit 1, Longboat Key, FL 34228
  • /2

    $440,000 Sold Feb 02, 2026

    106 Twin Shores Blvd, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 763 Sq Ft
    • Built 1950

    Last Sold Summary

    • $577/SF
    • 0 Days On Market

    Current Estimated Value $394,479

    Last Listing Agent Kelly Fullick COLDWELL BANKER REALTY

    106 Twin Shores Blvd, Longboat Key, FL 34228
    • /47

      Est $1,305,908 Not Listed For Sale

      1135 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,392 Sq Ft
      • Built 1980
      1135 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

      Last Sold Summary

      • 7% Below List Price
      • $1,005/SF
      • 51 Days On Market

      Last Sold Price $1,399,000

      Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  • /22

    $1,695,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,924 Sq Ft

    3519 Fair Oaks Ln, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Located behind the gates of Bay Isles in the established enclave of Queen’s Harbour, 3519 Fair Oaks Lane on Longboat Key offers 3,957± square feet of custom-designed living space with golf course and serene lake views. This residence was thoughtfully created in collaboration with the original developer as a fully customized floor plan to accommodate

    Ryan Ackerman COLDWELL BANKER REALTY

    3519 Fair Oaks Ln, Longboat Key, FL 34228
  • /12

    $9,000 per month

    • 2 Beds
    • 2 Baths
    • 1,470 Sq Ft
    • Condo for Rent

    2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228

    LONGBOAT KEY, this 2 bed, 2 bath luxury condo with sweeping views of the GULF OF MEXICO, from every room, will truly capture you. Enjoy exquisite sunsets from any room or either private terrace. Interior design by award- winning international artist, with paintings & sculptures from the artist's private collection for your enjoyment. Granite counters & granite inlaid floor tiles in kitchen.

    Teresa Ribaudo JENNETTE PROPERTIES INC

    2425 Gulf of Mexico Dr Unit 4E, Longboat Key, FL 34228
  • /2

    $1,000,000 Sold Apr 25, 2025

    3360 Bayou, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,922 Sq Ft
    • Built 1981

    Last Sold Summary

    • 23% Below List Price
    • $520/SF
    • 5 Days On Market

    Last Listing Agent Stephen Strong MICHAEL SAUNDERS & COMPANY

    3360 Bayou, Longboat Key, FL 34228
    • /18

      Est $233,152 Not Listed For Sale

      2600 Harbourside Dr Unit K-01, Longboat Key, FL 34228

      • Studio
      • Built 1983
      2600 Harbourside Dr Unit K-01, Longboat Key, FL 34228

      Last Sold Summary

      • 14% Below List Price
      • 150 Days On Market

      Last Sold Price $270,000

      Last Listing Agent Jennifer Wilson LBRE LLC

Showing Results 441 - 480, Page 12 of 18

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