11,645

Longboat Key, FL Homes

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  • /16

    $6,495,000

    $504K PRICE DROP
    • Land
    • 38,332 Sq Ft
    • $7,380,682 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
  • /22

    $7,000 Per Month

    • 1 Bed
    • 2 Baths
    • 1,244 Sq Ft
    • Condo for Rent

    655 Cedars Ct, Longboat Key, FL 34228

    AVAILABLE. 2026 SEASON.. 90 DAY MIN. ... Kick back and relax while on vacation in this marvelous townhouse located in Cedars East. Cedars East has all the amenities you desire including tennis, fitness center, beach access, swimming, community activities, tiki bar and restaurant on site. The unit has been fully upgraded and has a full gourmet kitchen with breakfast bar. Enjoy sweeping bay views

    Brenda Cozy COLDWELL BANKER REALTY

    655 Cedars Ct, Longboat Key, FL 34228
  • /2

    $1,175,000

    Sold Feb 20, 2026

    747 Marbury Ln, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 2,353 Sq Ft
    • Built 1968

    Last Sold Summary

    • 18% Below List Price
    • $499/SF
    • 72 Days On Market

    Current Estimated Value $1,230,919

    Last Listing Agent Michael Busch COLDWELL BANKER REALTY

    747 Marbury Ln, Longboat Key, FL 34228
    • /35

      Est $508,193

      Not Listed For Sale

      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228

      • 2 Beds
      • 2 Baths
      • 1,106 Sq Ft
      • Built 1971
      3330 Gulf of Mexico Dr Unit 106-D, Longboat Key, FL 34228

      Last Sold Summary

      • 117 Days On Market

  • /48

    $899,000

    • 2 Beds
    • 2 Baths
    • 1,715 Sq Ft

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228

    A vibrant expression of style and care, this 2BR/2BA corner residence set on the first living level of Fairway Bay offers 1,715 +/- sq. ft. of thoughtfully designed space in one of Longboat Key's most amenity-rich communities behind the gates of Bay Isles. From the moment you step inside, the attention to detail is clear, creating an interior that feels both polished and inviting. Luxury vinyl

    Bruce Myer COLDWELL BANKER REALTY

    2020 Harbourside Dr Unit 417, Longboat Key, FL 34228
  • /34

    $2,500 Per Month

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

    3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

    2-bed, 2-bath seasonal or annual rental paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3806 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
  • /2

    $1,420,000

    Sold Aug 13, 2025

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 2,410 Sq Ft
    • Built 1990

    Last Sold Summary

    • 25% Below List Price
    • $589/SF
    • 104 Days On Market

    Current Estimated Value $1,556,890

    Last Listing Agent Stacy Hanan MICHAEL SAUNDERS & COMPANY

    455 Longboat Club Rd Unit 407, Longboat Key, FL 34228
    • /45

      Est $5,017,573

      Not Listed For Sale

      4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228

      • 4 Beds
      • 4.5 Baths
      • 3,640 Sq Ft
      • Built 2016
      4765 Gulf of Mexico Dr Unit C301, Longboat Key, FL 34228

      Last Sold Summary

      • 12 Days On Market

  • /67

    $699,000

    $51K PRICE DROP
    • 2 Beds
    • 2.5 Baths
    • 1,350 Sq Ft

    490 N Shore Rd Unit 6, Longboat Key, FL 34228

    This rare offering is all about the one-of-a-kind BREATHTAKING VIEWS overlooking multiple waterways across Greer island, towards the Intracoastal and out to the gorgeous Gulf of Mexico sunsets! Situated on the quiet north end of Longboat Key in a boutique waterfront, building containing only 9 townhouse style residences: this is island living at its best! It features two bedrooms and 2 and a half

    JoDene Moneuse MICHAEL SAUNDERS & COMPANY

    490 N Shore Rd Unit 6, Longboat Key, FL 34228
  • /30

    $8,721 Per Month

    • 2 Beds
    • 2 Baths
    • 1,461 Sq Ft
    • Condo for Rent

    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228

    short stories AVAILABLE NOW... Stunning 2 bedroom 2 bath Longboat Key Gulf front condo with direct sweeping view of the Gulf of Mexico. Every evening enjoy breathtaking sunsets on your private balcony. Start your day with a leisurely stroll on the soft sand beach or take a refreshing dip in the pool. This condo is beautifully furnished and professionally decorated. King size bed in both bedrooms.

    Gerald Cunningham KELLER WILLIAMS ON THE WATER S

    2105 Gulf of Mexico Dr Unit 3404, Longboat Key, FL 34228
  • /2

    $1,600,000

    Sold May 01, 2026

    1135 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,503 Sq Ft
    • Built 1980

    Last Sold Summary

    • 3% Below List Price
    • $1,065/SF
    • 44 Days On Market

    Current Estimated Value $1,614,668

    Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

    1135 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
    • /19

      Est $321,636

      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

      • 62 Days On Market

  • /4

    $11,900,000

    New Construction
    • 5 Beds
    • 5.5 Baths
    • 5,689 Sq Ft

    1600 Harbor Sound Dr, Longboat Key, FL 34228

    Pre-Construction. To be built. Positioned directly across from the iconic St. Regis Longboat Key Resort, this exceptional waterfront residence offers immediate access to world-class amenities, pristine Gulf beaches, fine dining, and championship golf. Located within the exclusive double-gated Harbor Section of Bay Isles on Longboat Key, 1600 Harbor Sound Drive represents a rare convergence of

    Rinat Sikdar COLDWELL BANKER REALTY

    1600 Harbor Sound Dr, Longboat Key, FL 34228
  • /25

    $12,500 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,532 Sq Ft
    • House for Rent

    2319 Harbour Oaks Dr, Longboat Key, FL 34228

    SEASONAL: All three baths have been 100% renovated. Just gorgeous! Photos to come. Harbour Oaks is resort-style living positioned behind the guarded Harbourside gates of Bay Isles. This updated 3 bedroom, 2 1/2 bath home overlooks the Longboat Key Club golf course! With over 2,500 sq. feet of living space, pool, private Beach Club access and sought after Southern Longboat address this is the

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    2319 Harbour Oaks Dr, Longboat Key, FL 34228
  • /2

    $750,000

    Sold Jul 29, 2025

    765 Saint Judes Dr N, Longboat Key, FL 34228

    • 4 Beds
    • 2 Baths
    • 1,900 Sq Ft
    • Built 1963

    Last Sold Summary

    • 23% Below List Price
    • $395/SF
    • 136 Days On Market

    Current Estimated Value $1,442,446

    Last Listing Agent Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    765 Saint Judes Dr N, Longboat Key, FL 34228
    • /79

      Est $384,355

      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

      • 88 Days On Market

  • /46

    $2,795,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,098 Sq Ft

    5970 Emerald Harbor Dr, Longboat Key, FL 34228

    Set at the peaceful end of a wide, deep canal on the north end of Longboat Key, this waterfront residence in Emerald Harbor offers a rare combination of space, privacy and effortless boating access. With long views straight down the canal and quick entry to Sarasota Bay, the setting feels calm, open and ideally positioned for life on the water. A circular paver brick drive framed by meticulously

    Bruce Myer COLDWELL BANKER REALTY

    5970 Emerald Harbor Dr, 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

    $4,237,500

    Sold Apr 30, 2026

    435 L Ambiance Dr Unit J703, Longboat Key, FL 34228

    • 3 Beds
    • 2.5 Baths
    • 2,820 Sq Ft
    • Built 1994

    Last Sold Summary

    • 12% Below List Price
    • $1,503/SF
    • 154 Days On Market

    Current Estimated Value $4,232,561

    Last Listing Agent jeffrey Rhinelander COLDWELL BANKER REALTY

    435 L Ambiance Dr Unit J703, Longboat Key, FL 34228
    • /53

      Est $1,757,896

      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

      • 355 Days On Market

  • /45

    $949,500

    $50K PRICE DROP Pending
    • 3 Beds
    • 2.5 Baths
    • 2,219 Sq Ft

    2367 Harbour Oaks Dr, Longboat Key, FL 34228

    NEW PRICE: Lives like a single family home! This 3 bedroom, 2 1/2 bath villa with over 2,200 sq.ft and an attached 2-car garage offers all the privacy and convenience of a private home and all the convenience of a maintenance free community. Located on #2 hole of the White Egret course on the Harbourside Golf Course in the Longboat Key Country Club. This home is in a secure gated community with

    Sandra Endres COLDWELL BANKER REALTY

    2367 Harbour Oaks Dr, 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

    $108,000

    Sold Sep 30, 2025

    72 Main Street Dr, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 780 Sq Ft
    • Built 1965

    Last Sold Summary

    • $138/SF

    Last Listing Agent Stellar Non-Member Agent STELLAR NON-MEMBER OFFICE

    72 Main Street Dr, Longboat Key, FL 34228
    • /27

      Est $973,877

      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

      • 50 Days On Market

  • /59

    $475,000

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,132 Sq Ft

    600 Sutton Place Unit 302, Longboat Key, FL 34228

    Enjoy the best of the Longboat Key lifestyle in this beautifully updated 2-bedroom, 2-bath waterfront condo at Sutton Place, offering a rare Gulf-to-Bay experience with Sarasota Bay views and PRIVATE DEEDED BEACH ACCESS to a Gulf-front beach just across the street. This light and bright residence features a spacious, open floor plan with quality finishes throughout, including porcelain tile and

    Christina Weger COLDWELL BANKER REALTY

    600 Sutton Place Unit 302, Longboat Key, FL 34228
  • /38

    $9,500 Per Month

    • 3 Beds
    • 2 Baths
    • 1,492 Sq Ft
    • Condo for Rent

    1975 Gulf of Mexico Dr Unit G4401, Longboat Key, FL 34228

    Perched on the top floor with nothing between you & the water, this fully furnished beachfront retreat at Seaplace offers unobstructed Gulf of America views from every room. Living, dining & kitchen face the Gulf; the king primary suite opens to a private beachfront balcony, the second bedroom (two twins) has its own, and a flexible 3rd room with a Murphy bed works as a bedroom, media room, or

    Robert Hildreth THE AGENCY SARASOTA

    1975 Gulf of Mexico Dr Unit G4401, Longboat Key, FL 34228
  • /2

    $1,465,000

    Sold Aug 28, 2025

    501 Reclinata Dr, Longboat Key, FL 34228

    • 3 Beds
    • 3.5 Baths
    • 2,784 Sq Ft
    • Built 2002

    Last Sold Summary

    • 18% Below List Price
    • $526/SF
    • 160 Days On Market

    Current Estimated Value $1,584,852

    Last Listing Agent Barbara Najmy STARZ REAL ESTATE, LLC

    501 Reclinata Dr, Longboat Key, FL 34228
    • /69

      Est $541,831

      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

      • 249 Days On Market

  • /10

    $1,000,000

    • Land
    • 19,602 Sq Ft
    • $2,222,222 per Acre

    6608 Gulf of Mexico Dr, Longboat Key, FL 34228

    Privacy is key for this sprawling, estate-size lot tucked down a quiet street on the north end of Longboat Key. While addressed on Gulf of Mexico Drive, the property is uniquely positioned off the main roadway, set back beyond two estate-sized parcels, offering a tranquil, quiet and peaceful canal-front setting. This rare location offers one of the largest single-family home lots available on

    Katy McBrayer PREMIER SOTHEBY'S INTERNATIONAL REALTY

    6608 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /13

    $4,500 Per Month

    • 4 Beds
    • 2 Baths
    • 1,280 Sq Ft
    • House for Rent

    600 Russell St, Longboat Key, FL 34228

    Remodeled Single-Family Home in Historic Longbeach Village Available for annual lease on the north end of Longboat Key, this beautifully updated 4-bedroom, 2-bath single-family home is located in the charming and historic Longbeach Village. The home features brand-new appliances, cabinetry, fixtures, and flooring throughout. Lawn maintenance is included in the monthly rent, and the utility room

    Gregory Koss WAGNER REALTY

    600 Russell St, Longboat Key, FL 34228
  • /2

    $1,425,000

    Sold Mar 26, 2026

    1445 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    • 3 Beds
    • 3 Baths
    • 1,859 Sq Ft
    • Built 1982

    Last Sold Summary

    • 5% Below List Price
    • $767/SF
    • 177 Days On Market

    Current Estimated Value $1,425,821

    Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY

    1445 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    • /49

      Est $984,085

      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

      • 76 Days On Market

  • /71

    $13,000,000

    New Construction $250K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 4,187 Sq Ft

    1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    Experience unparalleled luxury with breathtaking views of the Gulf of Mexico in the Armand Building. This exceptional residence features an open-concept floorplan designed for entertaining, complete with floor-to-ceiling glass doors that lead to an expansive terrace outfitted with a built-in gas grill, perfect for seamless indoor-outdoor living. Ideal for multi-generational gatherings, the

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1561 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
  • /65

    $12,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,396 Sq Ft
    • House for Rent

    Unlisted Address

    Enjoy resort-style living on prestigious Longboat Key in this completely updated and renovated 3-bedroom, 2.5-bathroom villa. Located in Harbour Circle, an enclave of 42 villas in the guard-gated, maintenance-free, community of Bay Isles, this 2,396 SF open floorplan has soaring ceilings and an abundance of natural light through the new high-impact doors and windows that uplifts and illuminates.

    Teresa Ribaudo JENNETTE PROPERTIES INC

    Unlisted Address
  • /2

    $1,400,000

    Sold Dec 03, 2025

    3115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    • 3 Beds
    • 2 Baths
    • 1,433 Sq Ft
    • Built 1974

    Last Sold Summary

    • 7% Below List Price
    • $977/SF
    • 6 Days On Market

    Current Estimated Value $1,400,426

    Last Listing Agent Ellen Kirkegaard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    • /47

      Est $1,301,409

      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

      • 51 Days On Market

  • /59

    $2,050,000

    • 3 Beds
    • 3.5 Baths
    • 3,083 Sq Ft

    2450 Harbourside Dr Unit 244, Longboat Key, FL 34228

    Welcome home to this corner 3 bed/3.5 residence with sweeping southeast bay and city views at Marina Bay behind the Bay Isles gates on Longboat Key. This showstopping residence has been recently renovated with designer inspired flooring, fixtures and thoughtful details throughout. The kitchen and dining rooms are positioned to capture direct views of Sarasota Bay while offering every convenience

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    2450 Harbourside Dr Unit 244, 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

    $1,070,000

    Sold Jul 31, 2025

    4401 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228

    • 2 Beds
    • 2 Baths
    • 1,314 Sq Ft
    • Built 1972

    Last Sold Summary

    • 30% Below List Price
    • $814/SF
    • 425 Days On Market

    Current Estimated Value $1,081,416

    Last Listing Agent Thomas Washburn BETTER HOMES AND GARDENS REAL ESTATE ATCHLEY PROPE

    4401 Gulf of Mexico Dr Unit 704, Longboat Key, FL 34228
    • /91

      Est $1,960,585

      Not Listed For Sale

      2165 Gulf of Mexico Dr Unit 125, Longboat Key, FL 34228

      • 3 Beds
      • 3 Baths
      • 2,485 Sq Ft
      • Built 1996
      2165 Gulf of Mexico Dr Unit 125, Longboat Key, FL 34228

      Last Sold Summary

      • 127 Days On Market

Showing Results 401 - 440, Page 11 of 18

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