11,645

Longboat Key, FL Homes

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  • /18

    $2,495,000

    New Construction $350K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,130 Sq Ft

    640 Lyons Ln, Longboat Key, FL 34228

    Virtually Staged. Under Construction. Welcome to 640 Lyons Lane — a rare opportunity to purchase a brand-new, fully constructed home on one of North Longboat Key’s most distinctive streets with homes on only one side and protected wetlands on the other. This location offers unmatched privacy, tranquil views, and a true coastal retreat. The plans can be updated to meet your requirements, or even

    Adrian Johnson SEA BREEZE REAL ESTATE LLC

    640 Lyons Ln, Longboat Key, FL 34228
  • /48

    $14,900 Per Month

    • 3 Beds
    • 2 Baths
    • 1,871 Sq Ft
    • House for Rent

    613 Buttonwood Dr, Longboat Key, FL 34228

    **Available for the 2027 Season – 3-Month Minimum Rental** Escape to paradise in this stunning, newly renovated waterfront retreat, thoughtfully designed with a relaxed coastal elegance and every modern comfort in mind. The spacious split-floor-plan layout offers generously sized bedrooms with walk-in closets, providing privacy and comfort for family and guests alike. The heart of the home is the

    Jennifer Le Blanc PRECISE REALTY CORP

    613 Buttonwood Dr, Longboat Key, FL 34228
  • /2

    $1,850,000

    Sold Jun 05, 2026

    6810 Longboat Dr S, Longboat Key, FL 34228

    • 4 Beds
    • 4.5 Baths
    • 2,848 Sq Ft
    • Built 2024

    Last Sold Summary

    • 34% Below List Price
    • $650/SF
    • 191 Days On Market

    Current Estimated Value $2,362,402

    Last Listing Agent JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    6810 Longboat Dr S, Longboat Key, FL 34228
    • /28

      Est $1,219,881

      Not Listed For Sale

      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft
      • Built 1979
      1125 Gulf of Mexico Dr Unit 405, Longboat Key, FL 34228

      Last Sold Summary

      • 118 Days On Market

  • /60

    $3,275,000

    $320K PRICE DROP Pending
    • 3 Beds
    • 4.5 Baths
    • 3,273 Sq Ft

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

    Under contract-accepting backup offers. 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

    Kim Ogilvie MICHAEL SAUNDERS & COMPANY

    1281 Gulf of Mexico Dr Unit 708, Longboat Key, FL 34228
  • /35

    $2,800 Per Month

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Condo for Rent

    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228

    FURNISHED CONDO ON THE BEACH ! AVAILABLE MAY 1ST! SORRY JAN 1- MARCH 2027 IS NOT AVAILABLE . May - November are AVAILABLE MONTHS. This wonderful Condo 2 bed/2 bath and den is now available. Beach Place is one of the most sought out places on Longboat Key. Located mid-island, this association has a FANTASTIC beach, large heated pool, spa and his/hers fitness areas, EV charging station, tennis,

    Annabelle Newland STOCKTON REALTY ADVISORS LLC

    1095 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
  • /2

    $3,350,000

    Sold Nov 21, 2025

    2333 Gulf of Mexico Dr Unit 1A3, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 3,060 Sq Ft
    • Built 1997

    Last Sold Summary

    • 21% Below List Price
    • $1,095/SF
    • 92 Days On Market

    Current Estimated Value $3,563,723

    Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    2333 Gulf of Mexico Dr Unit 1A3, Longboat Key, FL 34228
    • /69

      Est $600,877

      Not Listed For Sale

      4140 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,298 Sq Ft
      • Built 1973
      4140 Gulf of Mexico Dr Unit 2, Longboat Key, FL 34228

      Last Sold Summary

      • 67 Days On Market

  • /72

    $1,499,000

    Pending
    • 3 Beds
    • 3 Baths
    • 2,642 Sq Ft

    1445 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

    This stunning corner penthouse spans over 2,800 sq. ft. and boasts breathtaking views of the Gulf, Bay, and city skyline. Key features include elegant stone floors, storm-resistant windows, custom cabinetry, skylights, raised ceilings, and indirect lighting. The kitchen offers a breakfast bar and an adjacent Solarium, perfect for enjoying your morning coffee while taking in both Gulf and city

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    1445 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
  • /13

    $2,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,062 Sq Ft
    • Condo for Rent

    3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL 34228

    LONGBOAT KEY...Lovely 2 bedroom 2 bath condo directly across from the private beach. Updated kitchen with stainless steel appliances and master and guest bathrooms with ceramic tile. Split floor plan, master suite with a king size bed and the guest room has bunk beds with one single bed and one full size bed. Spacious, open, light and bright. Very well maintained GULF TO BAY complex with lush

    Teresa Ribaudo JENNETTE PROPERTIES INC

    3806 Gulf of Mexico Dr Unit C212, Longboat Key, FL 34228
  • /2

    $629,950

    Sold Mar 24, 2026

    3070 Grand Bay Blvd Unit 612, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,371 Sq Ft
    • Built 1995

    Last Sold Summary

    • 9% Below List Price
    • $459/SF
    • 103 Days On Market

    Current Estimated Value $656,765

    Last Listing Agent Andree Huffine COLDWELL BANKER REALTY

    3070 Grand Bay Blvd Unit 612, Longboat Key, FL 34228
    • /48

      Est $962,050

      Not Listed For Sale

      1485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,366 Sq Ft
      • Built 1981
      1485 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

      Last Sold Summary

      • 7 Days On Market

  • /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
  • /72

    $11,000 Per Month

    • 2 Beds
    • 2.5 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 and a half 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

    C. Alison Hunter JENNETTE PROPERTIES INC

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

    $6,500,000

    Sold Jun 12, 2026

    415 L Ambiance Dr Unit A701, Longboat Key, FL 34228

    • 3 Beds
    • 5 Baths
    • 3,380 Sq Ft
    • Built 1992

    Last Sold Summary

    • 4% Below List Price
    • $1,923/SF
    • 40 Days On Market

    Current Estimated Value $5,894,354

    Last Listing Agent Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    415 L Ambiance Dr Unit A701, Longboat Key, FL 34228
    • /59

      Est $841,827

      Not Listed For Sale

      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,172 Sq Ft
      • Built 1981
      1065 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      Last Sold Summary

      • 2 Days On Market

  • /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
  • /32

    $4,750 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,080 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228

    Beachfront Longboat Key Luxury Living. Wake up every day to sweeping **Gulf views** from this beautifully renovated **5th-floor beachfront residence**. Designed for comfort, tranquility, and effortless coastal living, this 12-month annual rental places you steps from the sand and moments from the world-class dining and boutique shopping of **St. Armands Circle**. Property Highlights*Direct

    Donna Channey WAGNER REALTY

    1050 Longboat Club Rd Unit 506, Longboat Key, FL 34228
  • /2

    $1,251,000

    Sold Apr 28, 2026

    2450 Harbourside Dr Unit 212, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 2,830 Sq Ft
    • Built 1990

    Last Sold Summary

    • $442/SF
    • 6 Days On Market

    Current Estimated Value $1,287,381

    Last Listing Agent Beth Lancaster-Collins CORCORAN DWELLINGS REALTY

    2450 Harbourside Dr Unit 212, Longboat Key, FL 34228
    • /47

      Est $1,767,094

      Not Listed For Sale

      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      • 3 Beds
      • 3 Baths
      • 2,180 Sq Ft
      • Built 1979
      2675 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      Last Sold Summary

      • 112 Days On Market

  • /82

    $629,000

    $50K PRICE DROP
    • 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
  • /39

    $6,000 Per Month

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

    1050 Longboat Club Rd Unit 803, Longboat Key, FL 34228

    AVAILABLE 9/1/2026 to 12/31/2026. Oceanfront 2 bed/2 bath luxury condo on the 8th floor with beach and golf course views, two private balconies, and resort-style amenities just steps from the sand.The open-concept living and dining area features a custom bar and stylish decor, creating an inviting space to relax or entertain. A dedicated office makes working remotely effortless, while the sleek

    Melissa Kontny XCELLENCE

    1050 Longboat Club Rd Unit 803, Longboat Key, FL 34228
  • /2

    $914,750

    Sold Jun 23, 2026

    580 Russell St, Longboat Key, FL 34228

    • 5 Beds
    • 3.5 Baths
    • 2,716 Sq Ft
    • Built 1954

    Last Sold Summary

    • 9% Below List Price
    • $337/SF
    • 98 Days On Market

    Current Estimated Value $961,185

    Last Listing Agent Jeff Jones MARK SPAIN REAL ESTATE

    580 Russell St, Longboat Key, FL 34228
    • /25

      Est $861,787

      Not Listed For Sale

      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,336 Sq Ft
      • Built 1975
      4325 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      Last Sold Summary

      • 146 Days On Market

  • /55

    $1,150,000

    Open Sun 1PM - 4PM
    • 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
  • /31

    $5,000 Per Month

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

    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228

    AVAILABLE OFF SEASON AND SEASONAL. RENTAL MAY 1, 2026 THROUGH November 30, 2026 AT $5000 A MONTH AND SEASONAL JANUARY 1, 2027 THROUGH APRIL 30, 2027 for $7500. Located the furthest South Behind The Gates of Longboat Key Club. Privateer North Complex located o Gulf of Mexico. Only a few steps to the beach. This 2 bedroom 2 bath residence has everything you need. Beautiful full Bay from this 8th

    Marni Hayden CHROME REALTY LLC

    1050 Longboat Club Rd Unit 804, Longboat Key, FL 34228
  • /2

    $800,000

    Sold May 22, 2026

    1445 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 1,933 Sq Ft
    • Built 1982

    Last Sold Summary

    • 25% Below List Price
    • $414/SF
    • 64 Days On Market

    Current Estimated Value $887,701

    Last Listing Agent Steve Nursey MICHAEL SAUNDERS & COMPANY

    1445 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
    • /29

      Est $1,215,426

      Not Listed For Sale

      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      • 3 Beds
      • 2 Baths
      • 1,819 Sq Ft
      • Built 1981
      1105 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      Last Sold Summary

      • 164 Days On Market

  • /27

    $475,000

    $75K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 450 Sq Ft

    5841 Gulf of Mexico Dr Unit 236, Longboat Key, FL 34228

    Enjoy relaxed coastal living in this turnkey furnished 1 bedroom, 1 bath residence located in the Gulf front community of Silver Sands Gulf Beach Resort. This first floor unit features an open living and dining layout that extends to a private screened lanai overlooking the communities tropical landscaping. Recent improvements include a new A/C system, new kitchen appliances, and a new hot water

    Stephen Strong MICHAEL SAUNDERS & COMPANY

    5841 Gulf of Mexico Dr Unit 236, Longboat Key, FL 34228
  • /31

    $6,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,341 Sq Ft
    • Condo for Rent

    914 Spanish Dr S Unit 76, Longboat Key, FL 34228

    Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the sought-after community of Spanish Main Yacht Club! This newly remodeled 2-bedroom, 2-bath residence features all brand-new furnishings and is ideally situated just steps from the marina and a picturesque seawall—perfect for peaceful mornings, frequent dolphin and manatee sightings, and stunning

    Geoff Scalera AUM FLORIDA REAL ESTATE LLC

    914 Spanish Dr S Unit 76, Longboat Key, FL 34228
  • /2

    $815,000

    Sold Feb 12, 2026

    1904 Harbourside Dr Unit 201, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,135 Sq Ft
    • Built 1982

    Last Sold Summary

    • 9% Below List Price
    • $382/SF
    • 24 Days On Market

    Current Estimated Value $827,223

    Last Listing Agent Monica LeSuer DOUGLAS ELLIMAN

    1904 Harbourside Dr Unit 201, Longboat Key, FL 34228
    • /13

      Not Listed For Sale

      17 Main Street Dr, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 960 Sq Ft
      • Built 1985
      17 Main Street Dr, Longboat Key, FL 34228

      Last Sold Summary

      • 23 Days On Market

  • /77

    $629,000

    $90K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,172 Sq Ft

    1065 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. One or more video(s) was virtually staged. Sunny and rarely available 2-bedroom, 2-bath corner residence in BeachPlace III on Longboat Key. This desirable end unit offers a wraparound terrace and open views of lush tropical landscaping, the Longboat Key Club’s Links Golf Course, and partial Gulf views—providing excellent natural light and a true

    John Esser KELLER WILLIAMS ON THE WATER S

    1065 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
  • /28

    $6,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft
    • Condo for Rent

    5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228

    Breathtaking Direct Gulf views from this second floor condo at Longboat Terrace. This two bedroom, two bath has everything you need to make this your home away from home. Both the master and guest suites have their own private baths and balconies. Enjoy the morning paper at the breakfast nook or entertain in the great room. The brand new living room furniture features a sleeper sofa, perfect for

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    5393 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
  • /2

    $475,000

    Sold Jul 25, 2025

    6750 Gulf of Mexico Dr Unit 153, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,441 Sq Ft
    • Built 1969

    Last Sold Summary

    • 32% Below List Price
    • $330/SF
    • 163 Days On Market

    Current Estimated Value $481,697

    Last Listing Agent Shayla Twit CORCORAN DWELLINGS REALTY

    6750 Gulf of Mexico Dr Unit 153, Longboat Key, FL 34228
    • /32

      Not Listed For Sale

      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228

      • 1 Bed
      • 1 Bath
      • 650 Sq Ft
      • Built 1982
      210 Sands Point Rd Unit 2304, Longboat Key, FL 34228

      Last Sold Summary

      • 142 Days On Market

  • /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
  • /40

    $3,500 Per Month

    • 2 Beds
    • 2 Baths
    • 1,380 Sq Ft
    • House for Rent

    573 Spanish Dr N, Longboat Key, FL 34228

    NOW AVAILABLE STARTING JUNE 1, 2026 - BRAND NEW RENOVATED and TURNKEY FURNISHED available for ANNUAL LEASE ($3,500/MONTH) OR SEASONAL Jan - April ($5,500/MONTH). 6 MONTH MINUMUM RENTAL (OR INQUIRE ABOUT ANNUAL OPTION). ALL Utilities, Cable and Tax included. Come live the island life in this peaceful, fully detached villa nestled in the vibrant 55+ waterfront community of Spanish Main Yacht Club.

    Norma Mladineo COLDWELL BANKER REALTY

    573 Spanish Dr N, Longboat Key, FL 34228
  • /2

    $950,000

    Sold Mar 18, 2026

    2323 Harbour Oaks Dr, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 2,395 Sq Ft
    • Built 1986

    Last Sold Summary

    • 13% Below List Price
    • $397/SF
    • 108 Days On Market

    Current Estimated Value $953,396

    Last Listing Agent Steven Moore MICHAEL SAUNDERS & COMPANY

    2323 Harbour Oaks Dr, Longboat Key, FL 34228
    • /54

      Est $795,188

      Not Listed For Sale

      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      • 3 Beds
      • 3 Baths
      • 1,453 Sq Ft
      • Built 1974
      5265 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

      Last Sold Summary

      • 271 Days On Market

Showing Results 361 - 400, Page 10 of 18

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