11,561

Longboat Key, FL Homes

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  • /32

    $760,000

    • 3 Beds
    • 2 Baths
    • 1,474 Sq Ft

    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228

    Where can you get an exquisite 3 BEDROOM Waterfront Condo on the Coveted South End of Longboat Key under 800,000? Discover the ultimate island lifestyle in this END unit beautifully furnished condo located in the highly sought-after Bay Harbour community with a desired southern exposure. With LOWER maintenance fees and a PET-friendly policy, this condo is the perfect blend of comfort, luxury, and

    Mairead Smialek COLDWELL BANKER REALTY

    450 Gulf of Mexico Dr Unit B207, Longboat Key, FL 34228
  • /32

    $11,400 per month

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

    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228

    Seasonal. Not available Jan - April 2025. Amazing sunsets from this fabulous 5th floor, direct Gulf beach front, 2 BD, 2 BA condo. Meticulously maintained, this condo has everything you need for a care-free beach vacation! Master suite features king size bed, private bath with Gulf view. Guest room offers twin sleeping arrangements with private entrance to bath. For your comfort, there's flat

    Diann Thelen GULF COAST RENTAL HOMES&CONDOS

    1135 Gulf of Mexico Dr Unit 504, Longboat Key, FL 34228
  • /2

    $1,000,000 Sold Jun 23, 2025

    • 2,568 Sq Ft
    • $389/SF
    • 7 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1980

    3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Experience the pinnacle of coastal luxury in this rare double-unit penthouse residence in the sought-after Buttonwood Cove. A true Gulf to Bay community on Longboat Key. This 3 bedroom, 3 bathroom condo with deeded boat slip; offers the ultimate in island living, where every sunrise and sunset becomes part of your daily ritual. Two expansive

    Alexis Smith-Frady COMPASS FLORIDA LLC

    3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
    • /38

      Est $2,003,832 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,665 Sq Ft

      6840 Longboat Dr S, Longboat Key, FL 34228

      6840 Longboat Dr S, Longboat Key, FL 34228
  • /37

    $1,685,000

    • 2 Beds
    • 2 Baths
    • 1,551 Sq Ft

    1701 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    Experience Gulf-front living at its best from this residence perched on a high floor in the coveted Aquarius Club on Longboat Key. This South-facing 2-bedroom, 2-bath split plan offers a bright, open layout with impact-rated floor-to-ceiling windows, doors, and sliders that frame Gulf, beach and tropical views. Spacious living and dining areas flow seamlessly to a private balcony, perfect for

    Ryan Ackerman COLDWELL BANKER REALTY

    1701 Gulf of Mexico Dr Unit 402, 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

    $940,000 Sold Jun 23, 2025

    • 1,827 Sq Ft
    • $515/SF
    • 73 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

    Discover this sunny coastal residence in the prestigious Promenade community. This two-bedroom residence spans more than 1,800 square feet, offering sweeping views of the Gulf of Mexico and lushly landscaped grounds. A sunset-facing terrace invites you to bask in gentle beach breezes while taking in breathtaking vistas of the sparkling water and tropical scenery. Step inside to an open-concept

    Roger Pettingell COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
    • /2

      Est $671,539 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,325 Sq Ft

      4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228

      4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
  • /31

    $1,575,000

    • 2 Beds
    • 2 Baths
    • 1,524 Sq Ft

    775 Longboat Club Rd Unit 606, Longboat Key, FL 34228

    Experience the ultimate in Gulf-front living from this beautifully positioned two-bedroom, two-bath residence in the sought-after Beaches condominium, perfectly located behind the gates of the Longboat Key Club. Wake up to unobstructed, panoramic views of the Gulf of Mexico from both bedrooms in one of the most private floor plans in the building with no neighboring balconies in sight. Enjoy

    Chris Wetzig PREMIER SOTHEBY'S INTERNATIONAL REALTY

    775 Longboat Club Rd Unit 606, Longboat Key, FL 34228
  • /25

    $8,000 per month

    • 3 Beds
    • 2 Baths
    • 1,604 Sq Ft
    • Condo for Rent

    1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228

    Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive

    Jane Hunter JENNETTE PROPERTIES INC

    1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228
  • /2

    $325,000 Sold Jun 20, 2025

    • 924 Sq Ft
    • $352/SF
    • 0 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 2019

    29 Main Street Dr, Longboat Key, FL 34228

    Don’t miss this opportunity to own a high-and-dry, turnkey furnished 2-bedroom, 2-bath home that DID NOT FLOOD during last season’s hurricanes! Nestled in the highly desirable 55+ Twin Shores community, this home offers luxury finishes including recessed lighting, crown molding, and a cozy wood-burning fireplace. Enjoy a spacious extra-deep carport with room for a golf cart, and step inside to

    Erica Smentowski KELLER WILLIAMS ON THE WATER S

    29 Main Street Dr, Longboat Key, FL 34228
    • /34

      Est $1,062,455 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,358 Sq Ft

      2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228

      2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228
  • /45

    $938,500

    • 2 Beds
    • 2.5 Baths
    • 2,394 Sq Ft

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

    Experience resort-style living at Tangerine Bay Club, a gated sanctuary on the desirable south end of Longboat Key. This impeccably maintained end-unit residence offers 2,400 square feet of refined living space with lush Sarasota Bay views and unmatched proximity to the area’s top attractions. Minutes to St. Armands Circle, downtown Sarasota, and steps to Dry Dock Marina and Restaurant. No

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    350 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
  • /2

    $14,500 per month

    • 4 Beds
    • 2.5 Baths
    • 2,550 Sq Ft
    • House for Rent

    595 Bowsprit Ln, Longboat Key, FL 34228

    Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this turn-key furnished 3-bedroom, 2.5-bath home in the prestigious Country Club Shores community—just three homes from Sarasota Bay with quick access to the Gulf of Mexico. Boater’s paradise with two boat lifts (20,000 lb and 7,000 lb), a new seawall, and private dock complete with a custom fish cleaning station

    Melissa Gissinger MICHAEL SAUNDERS & COMPANY

    595 Bowsprit Ln, Longboat Key, FL 34228
  • /2

    $62,500 Sold Jun 20, 2025

    • 6 Days On Market

    408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228

    Welcome to Slip #1222 at The Boathouse on Longboat, a rare opportunity on the coveted south end of Longboat Key! This is your chance to secure a covered, hurricane-protected slip in one of Sarasota's most desirable waterfront communities. This premium slip accommodates boats up to 31.5 feet in length, with a maximum height of 8.4 feet and an 8.6-foot beam (No T-tops unless collapsible). Enjoy

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
    • /60

      Est $702,262 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,753 Sq Ft

      3810 Gulf of Mexico Dr Unit F401, Longboat Key, FL 34228

      3810 Gulf of Mexico Dr Unit F401, Longboat Key, FL 34228
  • /62

    $799,000

    • 3 Beds
    • 2 Baths
    • 2,039 Sq Ft

    2120 Harbourside Dr Unit 617, Longboat Key, FL 34228

    Experience refined bayfront living in this spacious 3BR/2BA, 2,105± sq. ft. residence at The Atrium in Bay Isles, just minutes from St. Armands Circle and downtown Sarasota. This rare walk-down residence is TURNKEY FURNISHED and offers sweeping views of Sarasota Bay and the city skyline, with a wall of glass sliders opening to a large terrace and direct access to lush, landscaped grounds—perfect

    Bruce Myer COLDWELL BANKER REALTY

    2120 Harbourside Dr Unit 617, Longboat Key, FL 34228
  • /2

    $207,000 Sold Jun 20, 2025

    • 66 Days On Market
    • Built 1985

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

    An east side of the marina boat slip at Longboat Key Moorings Marina for sale right now! The slip measures 45 x 20 feet. LBK Club membership is optional. 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, Marina village that includes restaurant, shopping (close to Publix, CVS,

    Jennifer Wilson LBRE LLC

    2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228
    • /32

      Est $399,657 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 812 Sq Ft

      4770 Gulf of Mexico Dr Unit V-6, Longboat Key, FL 34228

      4770 Gulf of Mexico Dr Unit V-6, Longboat Key, FL 34228
  • /77

    $419,900 Open Sat 11AM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft

    3802 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    Beach Harbor Club is a beautifully maintained Gulf-to-bay community offering boat slips on the bay and private beach access on the Gulf side. Just bring your bathing suit and flip flops as this two-bedroom and two-bath unit has been beautifully updated to include an all-new bright open kitchen with custom cabinetry, stone counters and high-end appliances, including a Fisher & Paykel fridge, a

    Holly Switow PREMIER SOTHEBY'S INTERNATIONAL REALTY

    3802 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • /2

    $416,000 Sold Jun 20, 2025

    • 634 Sq Ft
    • $656/SF
    • 108 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1982

    250 Sands Point Rd Unit 5105, Longboat Key, FL 34228

    First floor walkdown Junior Suite with spectacular views of Longboat Key Club’s Golf Course now available to rent out or enjoy for your own vacation getaway with no hotel program restrictions on owner time. There is an expanded deck in addition to the covered terrace, which is perfect for watching a wide variety of wildlife and golfing activity. Building 5 is positioned where owners value privacy

    Ian Addy, PA MICHAEL SAUNDERS & COMPANY

    250 Sands Point Rd Unit 5105, Longboat Key, FL 34228
    • /29

      Est $916,951 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,293 Sq Ft

      4311 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      4311 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • /43

    $599,000

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

    2301 Gulf of Mexico Dr Unit 25, Longboat Key, FL 34228

    This inviting residence at the Islander Club of Longboat Key offers a peaceful retreat with beautiful views of the landscaped grounds. Spanning 1,235 sq ft, the home features two bedrooms, two full bathrooms, and an open floor plan that provides a comfortable space for both living and entertaining. The spacious kitchen and dining area offer plenty of room for cooking and gathering, with ample

    Bruce Myer COLDWELL BANKER REALTY

    2301 Gulf of Mexico Dr Unit 25, Longboat Key, FL 34228
  • /2

    $585,000 Sold Jun 20, 2025

    • 1,440 Sq Ft
    • $406/SF
    • 110 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1988

    653 Cedars Ct Unit 25, Longboat Key, FL 34228

    Exceptional opportunity in Cedars East, one of Longboat Key’s most desirable tennis communities. This beautifully updated END UNIT ELEVATED bayside property is a rare find, offering the flexibility of TWO WEEK minimum rentals—a huge draw for investors looking to capitalize on the area's strong demand for short-term vacation stays. Even more valuable is the hard-to-find TWO CAR TANDEM GARAGE,

    Shayla Twit CORCORAN DWELLINGS REALTY

    653 Cedars Ct Unit 25, Longboat Key, FL 34228
    • /17

      Est $298,165 Not Listed For Sale

      • Studio

      2600 Harbourside Dr Unit I-02, Longboat Key, FL 34228

      2600 Harbourside Dr Unit I-02, Longboat Key, FL 34228
  • /83

    $9,900,000

    • 4 Beds
    • 4.5 Baths
    • 4,224 Sq Ft

    6161 Gulf of Mexico Dr, Longboat Key, FL 34228

    Gulf front Masterpiece with Bayside Boathouse and 12klb lift Experience the pinnacle of coastal living at this unparalleled Gulf-to-Bay estate on Longboat Key, where 100 feet of private, sugar-white beachfront meets the rare luxury of a deeded bayside boathouse—a coveted feature seldom available on the island. For the discerning boater, this exceptional amenity includes a 12,000-lb lift

    Steve and Janet Walter MICHAEL SAUNDERS & COMPANY

    6161 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /2

    $739,000 Sold Jun 18, 2025

    • 1,265 Sq Ft
    • $584/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    1945 Gulf of Mexico Dr Unit M2313, Longboat Key, FL 34228

    Seaplace on exclusive Longboat Key in Florida, gives you the location needed for quick access to St Armands Circle and Sarasota's cultural life. Also being located directly on the Gulf's blue water, you have nature's playground to enjoy. There is a modern elegance in this exquisite move-in-ready condo, which effortlessly blends modern design, functionality, and an unparalleled level of comfort.

    Bruce Meyer MICHAEL SAUNDERS & COMPANY

    1945 Gulf of Mexico Dr Unit M2313, Longboat Key, FL 34228
    • /8

      Not Listed For Sale

      2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228

      2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228
  • /9

    $850,000

    • Land
    • 0.17 Acre
    • $5,000,000 per Acre

    610 Hibiscus Way, Longboat Key, FL 34228

    The best-priced homesite in The Preserve on Longboat Key—an exceptional opportunity to create your custom dream home in one of the island’s most picturesque neighborhoods. Nestled in the charming north village, this property offers both privacy and convenience. Walk to local favorites like Shore LBK, Mar Vista, and Whitney’s, enjoy the water with the neighborhood boat dock and ramp, or take your

    Rinat Sikdar COLDWELL BANKER REALTY

    610 Hibiscus Way, Longboat Key, FL 34228
  • /2

    $845,000 Sold Jun 18, 2025

    • 1,685 Sq Ft
    • $501/SF
    • 52 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    523 Bayport Way Unit 523, Longboat Key, FL 34228

    Introducing an impeccably remodeled FULLY FURNSHED residence located in the beautiful community of Bayport Beach and Tennis Club. This property can be described as extraordinary, as it showcases an exquisite blend of contemporary updates and timeless appeal. The remodeling process, which took place in 2024, has intelligently infused the home with stylish and sustainability-minded attributes. You

    Antonietta Car KELLER WILLIAMS SUBURBAN TAMPA

    523 Bayport Way Unit 523, Longboat Key, FL 34228
    • /66

      Est $534,472 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,025 Sq Ft

      4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228

      4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228
  • /53

    $649,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228

    A must-see, this exceptional two-bedroom, two-bath penthouse is the only residence in Seaplace with no shared walls, offering unparalleled privacy and tranquility. Fully remodeled in 2019, the home features a designer kitchen with quartz countertops, custom cabinetry and premium appliances, seamlessly complemented by elegant soft grey laminate hardwood flooring throughout. A spacious lanai spans

    Rita Pogany PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1935 Gulf of Mexico Dr Unit G7402, Longboat Key, FL 34228
  • /2

    $3,700,000 Sold Jun 18, 2025

    • 4,117 Sq Ft
    • $899/SF
    • 75 Days On Market
    • 5 Beds
    • 5.5 Baths
    • Built 2016

    551 Ranger Ln, Longboat Key, FL 34228

    Enter a world where elegance meets functionality in this John Cannon custom-designed 5-bedroom, 5.5-bathroom coastal inspired Spanish Mediterranean masterpiece, offering 4,117 square feet of refined coastal living. Designed for the most discerning buyer, this gorgeous residence is in the exclusive Country Club Shores IV community, on south Longboat Key, seamlessly blends contemporary finishes

    Kathy Callahan MICHAEL SAUNDERS & COMPANY

    551 Ranger Ln, Longboat Key, FL 34228
    • /59

      Est $3,406,441 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,413 Sq Ft

      603 Buttonwood Dr, Longboat Key, FL 34228

      603 Buttonwood Dr, Longboat Key, FL 34228
  • /68

    $480,000

    • 2 Beds
    • 2 Baths
    • 1,068 Sq Ft

    1975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228

    0.5 mi to Gulf beach access • Two heated pools & tennis courts • Gated Gulf-front communityWelcome to Seaplace, a premier Gulf-front condominium community along Longboat Key’s scenic Gulf of Mexico Drive. This two-bedroom, two-bath residence (Unit G4-308) combines coastal living and community amenities in one of Sarasota County’s most desirable barrier-island locations. The open-concept

    Michael Renick MANGROVE REALTY ASSOCIATES

    1975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228
  • /2

    $440,000 Sold Jun 18, 2025

    • 1,130 Sq Ft
    • $389/SF
    • 66 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1966

    710 Fox St, Longboat Key, FL 34228

    Opportunity now in the Coveted Village of Longboat Key. Steps from the stunning Gulf of Mexico, this property offers an unparalleled chance to immerse yourself in the charm of one of Florida's most unique coastal communities. The existing structure is a solidly built, block-construction home featuring three bedrooms (only 2 on tax roll), two bathrooms, and approximately 1,200 square feet of

    Jesse Griffin CENTURY 21 BEGGINS ENTERPRISES

    710 Fox St, Longboat Key, FL 34228
    • /28

      Est $1,680,934 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,896 Sq Ft

      2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

      2675 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
  • /40

    $3,595,000 Open Sun 1PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 3,166 Sq Ft

    3540 Mistletoe Ln, Longboat Key, FL 34228

    This spectacular direct bayfront three-bedroom plus den home is offered fully furnished and meticulously updated to reflect modern coastal luxury. With sweeping views of Sarasota Bay and a deep-water dock with a lift, this residence is a boater’s dream. Every detail has been thoughtfully refined, from the new oak hardwood flooring throughout to impact-rated glass windows and sliders that flood

    Roger Pettingell COLDWELL BANKER REALTY

    3540 Mistletoe Ln, Longboat Key, FL 34228
  • /2

    $1,950,000 Sold Jun 16, 2025

    • 2,585 Sq Ft
    • $754/SF
    • 0 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1996

    1241 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Welcome to Water Club! Escape to Paradise in this beautifully furnished Beachfront Oasis on the South end of Longboat Key. Residence 105 is almost new, with Southern exposure and natural light filling most rooms.

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    1241 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
    • /16

      Est $180,089 Not Listed For Sale

      • Studio

      2600 Harbourside Dr Unit O-7, Longboat Key, FL 34228

      2600 Harbourside Dr Unit O-7, Longboat Key, FL 34228

Showing Results 521 - 560, Page 14 of 18

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