11,561

Longboat Key, FL Homes

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  • 597 Sutton Place, Longboat Key, FL 34228
    597 Sutton Place, Longboat Key, FL 34228
    597 Sutton Place, Longboat Key, FL 34228
    /50

    $530,000

    • 2 Beds
    • 1.5 Baths
    • 1,008 Sq Ft

    597 Sutton Place, Longboat Key, FL 34228

    Experience the best of Longboat Key living at Sutton Place, ideally positioned mid-island with convenient access to both Sarasota Bay and the Gulf of Mexico. Enjoy deeded beach access just moments away—perfect for daily beach outings, sunset walks, and the pristine Gulf shoreline.Active living comes naturally here. Bike to Bayfront Park for pickleball or tennis, or visit the nearby dog parks

    Simone Schaerf MICHAEL SAUNDERS & COMPANY

    597 Sutton Place, Longboat Key, FL 34228
  • 830 Tarawitt Dr, Longboat Key, FL 34228
    830 Tarawitt Dr, Longboat Key, FL 34228
    830 Tarawitt Dr, Longboat Key, FL 34228
    /74

    $17,000 per month

    • 4 Beds
    • 3 Baths
    • 2,447 Sq Ft
    • House for Rent

    830 Tarawitt Dr, Longboat Key, FL 34228

    Luxury and Coastal Elegance! This Stunning Turnkey Canal-Front Pool Home was Built in 2015. Situated on the Highly Desired North End of Longboat Key. Featuring 120 Feet of Beautiful Canal Frontage, A 10,000lbs Boat Lift and Deeded Beach Access only Steps Away! Truly A Boater's Paradise! At Almost 2500 Sq. Ft. of Interior Living, The Home Offers 4 Bedrooms, 3 Full Washrooms, 2 Balconies and

    Ian Greenberg BRISTA REALTY LLC

    830 Tarawitt Dr, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 1224, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 1224, Longboat Key, FL 34228
    /2

    $64,000 Sold Sep 01, 2025

    • 3 Days On Market

    408 Gulf of Mexico Dr Unit 1224, Longboat Key, FL 34228

    Located at the south end of Longboat Key, this second floor slip at The Boathouse on Longboat offers inside storage or a boat up to 31'6" length overall, 8'6" beam, and height of 8'4". This coveted location has you just minutes from the open bay or gulf. Restrooms with showers, on site fuel, and covered work racks with fresh water and electricity are all available on site.

    Peter Snyder COLDWELL BANKER REALTY

    408 Gulf of Mexico Dr Unit 1224, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit G-34, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit G-34, Longboat Key, FL 34228
      /2

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,056 Sq Ft

      3710 Gulf of Mexico Dr Unit G-34, Longboat Key, FL 34228

      3710 Gulf of Mexico Dr Unit G-34, Longboat Key, FL 34228
  • 1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
    /46

    $3,395,000

    • 3 Beds
    • 4 Baths
    • 3,045 Sq Ft

    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228

    Welcome to The Water Club at Longboat Key, where privacy, spaciousness, and resort-style amenities complement the natural beauty of the setting at the edge of the sparkling waters of the Gulf of Mexico. Residents benefit from a semi-private elevator that opens directly into an impressive foyer, offering sweeping views of Sarasota Bay and the city skyline through floor-to-ceiling windows. This

    Michael Moulton MICHAEL SAUNDERS & COMPANY

    1241 Gulf of Mexico Dr Unit 804, Longboat Key, FL 34228
  • 6979 Longboat Dr S, Longboat Key, FL 34228
    6979 Longboat Dr S, Longboat Key, FL 34228
    6979 Longboat Dr S, Longboat Key, FL 34228
    /39

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft
    • House for Rent

    6979 Longboat Dr S, Longboat Key, FL 34228

    Escape to your own private garden oasis on beautiful Longboat Key. This home features lush tropical landscaping, a sparkling heated pool, and a spacious screened lanai perfect for outdoor dining and relaxation. Inside, enjoy a chef’s kitchen with premium appliances, including a Wolf range, and newly updated bedrooms and baths — the primary suite offers a brand-new king bed, while the kid’s room

    Rinat Sikdar COLDWELL BANKER REALTY

    6979 Longboat Dr S, Longboat Key, FL 34228
  • 1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    /2

    $1,600,000 Sold Aug 29, 2025

    • 2,565 Sq Ft
    • $624/SF
    • 16 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1981

    1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

    Presenting an exceptional opportunity to acquire a remarkable four-bedroom, four-bath penthouse residence at The Players Club, an exclusive 24-hour gated community on South Longboat Key. This expansive Gulf-front property offers a unique canvas for the discerning buyer seeking to create a bespoke coastal sanctuary in a premier location. Boasting full, unobstructed panoramic views of the Gulf and

    Jackie Kleppinger PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1465 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
    • 90 Main Street Dr, Longboat Key, FL 34228
      90 Main Street Dr, Longboat Key, FL 34228
      90 Main Street Dr, Longboat Key, FL 34228
      /79

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 568 Sq Ft

      90 Main Street Dr, Longboat Key, FL 34228

      90 Main Street Dr, Longboat Key, FL 34228
  • 4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
    /49

    $354,900

    • 1 Bed
    • 1 Bath
    • 747 Sq Ft

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228

    Welcome to your Affordable slice of Paradise with Potential Rental Income. Move-In-Ready, One Bedroom One Bath, updated waterfront unit located mid-key, in the desirable community of Longboat Harbour. This coastal unit overlooks the bayou leading to Sarasota Bay. From the minute you enter the unit, you feel the resort lifestyle. The enclosed lanai offers views with fabulous breezes when opening

    Dia Wilson MICHAEL SAUNDERS & COMPANY

    4350 Chatham Dr Unit 105, Longboat Key, FL 34228
  • Unlisted Address
    Unlisted Address
    Unlisted Address
    /19

    $7,900 per month

    • 2 Beds
    • 2 Baths
    • 1,445 Sq Ft
    • Condo for Rent

    Unlisted Address

    NOW AVAILABLE FOR THE 2026 SEASON: Take a 60 second stroll across the street to the Gulf Beach from this Very Popular and Beautiful Renovated unit with an onsite heated pool and outdoor shower. Enjoy Peek-a-views of the gulf beach right from the Living Room Sofa, or Brand New Private Wrap Around Balcony to enjoy sunsets that are truly amazing! There's truly Nothing else like it on the island.

    Monique Holston-Greene COLDWELL BANKER REALTY

    Unlisted Address
  • 4651 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    4651 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    /2

    $6,350,000 Sold Aug 29, 2025

    • 4,012 Sq Ft
    • $1,583/SF
    • 109 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2023

    4651 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

    Perched above the Gulf, Beach and Bay this home is a rare blend of modern luxury and untouched serenity. Just delivered in Summer of 2023, The Sage is Longboat Key’s newest, most exclusive boutique beachfront community with only 16 residences offers white glove concierge services and resort amenities. From the moment the private elevator doors open, the experience is nothing short of

    Ryan Ackerman COLDWELL BANKER REALTY

    4651 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
    • 2525 Gulf of Mexico Dr Unit 11B, Longboat Key, FL 34228
      2525 Gulf of Mexico Dr Unit 11B, Longboat Key, FL 34228
      /2

      Est $1,158,284 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,491 Sq Ft

      2525 Gulf of Mexico Dr Unit 11B, Longboat Key, FL 34228

      2525 Gulf of Mexico Dr Unit 11B, Longboat Key, FL 34228
  • 560 Harbor Point Rd, Longboat Key, FL 34228
    560 Harbor Point Rd, Longboat Key, FL 34228
    560 Harbor Point Rd, Longboat Key, FL 34228
    /59

    $9,700,000

    • 4 Beds
    • 5 Baths
    • 5,245 Sq Ft

    560 Harbor Point Rd, Longboat Key, FL 34228

    Exquisite Palladian-Style Waterfront Estate Located on the serene shores of Sarasota Bay, this home epitomizes elegance and sophistication. Designed by Cliff Scholz and meticulously crafted by Murray Homes, this, 5,300-square-foot masterpiece is situated in a double-gated community offering unparalleled privacy and exclusivity. Perched at the end of a quiet cul-de-sac, the property boasts almost

    Jonathan Fox MICHAEL SAUNDERS & COMPANY

    560 Harbor Point Rd, Longboat Key, FL 34228
  • 1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228
    1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228
    /46

    $7,500 per month

    • 2 Beds
    • 2 Baths
    • 1,290 Sq Ft
    • Condo for Rent

    1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228

    Welcome to Pearl On The Key, your coastal sanctuary Professionally Managed by Gulf Coast Vacation Rentals, at Privateer, an exclusive beachfront community nestled on the pristine shores of Longboat Key. This 2-bedroom, 2-bathroom 7th floor condo offers breathtaking Gulf views from every room, elegant interiors, and access to resort-style amenities—making it the perfect destination for your next

    Andy Moore GULF COAST REALTY & MANAGEMENT

    1050 Longboat Club Rd Unit 702, Longboat Key, FL 34228
  • 501 Reclinata Dr, Longboat Key, FL 34228
    501 Reclinata Dr, Longboat Key, FL 34228
    /2

    $1,465,000 Sold Aug 28, 2025

    • 2,784 Sq Ft
    • $526/SF
    • 160 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2002

    501 Reclinata Dr, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Introducing a stunning 3 bedroom, 3.5 bath, 2-story home, perfectly nestled on the tranquil north end of Longboat Key. This fully renovated gem is a true paradise, offering a blend of luxury and comfort. Step inside and be captivated by the elegant design and meticulous attention to detail throughout. The spacious living areas are bathed in natural

    Barbara Najmy STARZ REAL ESTATE, LLC

    501 Reclinata Dr, Longboat Key, FL 34228
    • 1055 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
      1055 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
      1055 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
      /45

      Est $1,254,595 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,172 Sq Ft

      1055 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228

      1055 Gulf of Mexico Dr Unit 601, Longboat Key, FL 34228
  • 3543 Mistletoe Ln, Longboat Key, FL 34228
    3543 Mistletoe Ln, Longboat Key, FL 34228
    3543 Mistletoe Ln, Longboat Key, FL 34228
    /55

    $1,495,000

    • 3 Beds
    • 3.5 Baths
    • 3,239 Sq Ft

    3543 Mistletoe Ln, Longboat Key, FL 34228

    Located in the gated waterfront community of Coreys Landing within Bay Isles, this beautifully maintained 3BR residence offers refined design, comfort, and privacy. A paver walkway and lush tropical landscaping lead to the home’s centerpiece - a private courtyard pool surrounded by high privacy walls and tropical foliage, creating a tranquil space for relaxing or entertaining. The floor plan

    Bruce Myer COLDWELL BANKER REALTY

    3543 Mistletoe Ln, Longboat Key, FL 34228
  • 1912 Harbourside Dr Unit 603, Longboat Key, FL 34228
    1912 Harbourside Dr Unit 603, Longboat Key, FL 34228
    1912 Harbourside Dr Unit 603, Longboat Key, FL 34228
    /21

    $5,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft
    • Townhouse for Rent

    1912 Harbourside Dr Unit 603, Longboat Key, FL 34228

    Turnkey Townhouse on Longboat Key – Resort-Style Living! Live the island dream in this beautifully furnished 2-bedroom, 2.5-bathroom townhouse in the exclusive gated community of Fairway Bay. Located on picturesque Longboat Key, this bright and spacious home offers two ensuite bedrooms for ultimate comfort and privacy. Enjoy private beach access to the stunning Gulf of Mexico, take a dip

    Victoria Campbell LPT REALTY LLC

    1912 Harbourside Dr Unit 603, Longboat Key, FL 34228
  • 826 Bayport Way Unit 826, Longboat Key, FL 34228
    826 Bayport Way Unit 826, Longboat Key, FL 34228
    /2

    $631,000 Sold Aug 28, 2025

    • 1,676 Sq Ft
    • $376/SF
    • 347 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    826 Bayport Way Unit 826, Longboat Key, FL 34228

    Imagine owning a stunning second-floor end-unit nestled between the azure Gulf, and the serene Sarasota Bay on 27 acres of prime real estate. This exceptional property features breathtaking full Sarasota Bay views framed by floor-to-ceiling windows that flood the space with natural light. The open floor plan includes an eat-in kitchen with abundant counter space and storage, a primary bedroom

    Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

    826 Bayport Way Unit 826, Longboat Key, FL 34228
    • 1965 Gulf of Mexico Dr Unit G5-201 & 203, Longboat Key, FL 34228
      1965 Gulf of Mexico Dr Unit G5-201 & 203, Longboat Key, FL 34228
      /2

      Est $1,246,251 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,425 Sq Ft

      1965 Gulf of Mexico Dr Unit G5-201 & 203, Longboat Key, FL 34228

      1965 Gulf of Mexico Dr Unit G5-201 & 203, Longboat Key, FL 34228
  • 4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    /76

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,312 Sq Ft

    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

    Experience breathtaking Sarasota Bay views from every room in this beautifully customized Windward Bay condominium. This coastal retreat offers a seamless blend of elegance and comfort, featuring designer upgrades and thoughtful touches throughout. The open-concept living area is centered around a stunning custom fireplace — a feature that adds warmth and character to the space.Walls of

    Marcela Terrell COLDWELL BANKER REALTY

    4500 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • 613 Buttonwood Dr, Longboat Key, FL 34228
    613 Buttonwood Dr, Longboat Key, FL 34228
    613 Buttonwood Dr, Longboat Key, FL 34228
    /56

    $15,000 per month

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

    613 Buttonwood Dr, Longboat Key, FL 34228

    Available for season 2026 This home has a split plan, generous size bedrooms and walk-in closets with a coastal theme flare. Open floor concept with formal dining. The kitchen as the heart of the home is expertly appointed with everything you will need for your home cooked meals. Head outside to the brand new beautiful pool and spa. One end features a soaking or sunbathing area, then step into

    Jennifer LeBlanc PRECISE REALTY CORP

    613 Buttonwood Dr, Longboat Key, FL 34228
  • 1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    /2

    $1,185,000 Sold Aug 27, 2025

    • 1,503 Sq Ft
    • $788/SF
    • 372 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228

    Coastal living at its finest and the perfect beach front retreat. This fourth floor residence offers views of the beach, the sparkling Gulf of Mexico, and breath taking sunsets year round with new impact windows and sliding glass door. The interior has been beautifully updated with a new kitchen, a nice large pantry and breakfast bar. Both bathrooms offer a walk in shower with a glass enclosure

    Maggie Hicks COLDWELL BANKER REALTY

    1045 Gulf of Mexico Dr Unit 403, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit B3, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit B3, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit B3, Longboat Key, FL 34228
      /49

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 680 Sq Ft

      3710 Gulf of Mexico Dr Unit B3, Longboat Key, FL 34228

      3710 Gulf of Mexico Dr Unit B3, Longboat Key, FL 34228
  • 4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
    /72

    $775,000 Open Sat 1PM - 4PM

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

    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228

    BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular

    Debby McCaig COLDWELL BANKER REALTY

    4900 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
  • 1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
    1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
    1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
    /23

    $5,000 per month

    • 2 Beds
    • 2.5 Baths
    • 1,590 Sq Ft
    • Condo for Rent

    1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228

    Turnkey Townhouse on Longboat Key – Resort-Style Living!Live the island dream in this beautifully furnished 2-bedroom, 2.5-bathroom townhouse in the exclusive gated community of Fairway Bay. Located on picturesque Longboat Key, this bright and spacious home offers two ensuite bedrooms for ultimate comfort and privacy.Enjoy private beach access to the stunning Gulf of Mexico, take

    Victoria Campbell LPT REALTY LLC

    1922 Harbourside Dr Unit 1102, Longboat Key, FL 34228
  • 3322 Bayou Rd, Longboat Key, FL 34228
    3322 Bayou Rd, Longboat Key, FL 34228
    /2

    $1,825,000 Sold Aug 26, 2025

    • 3,441 Sq Ft
    • $530/SF
    • 111 Days On Market
    • 5 Beds
    • 3 Baths
    • Built 1982

    3322 Bayou Rd, Longboat Key, FL 34228

    Located in the Bayou, a tropical, sought after residential neighborhood within Bay Isles. The HOA dues include access to the private Bay Isles Beach club. Stunning, custom designed split level home with separate guest quarters. Located in the tropical neighborhood, within Bay Isles, The Bayou. Spacious great room design, 2 primary bedroom suites plus 3 bedrooms & family/tv room in guest quarters.

    Debra Pitell-Hauge MICHAEL SAUNDERS & COMPANY

    3322 Bayou Rd, Longboat Key, FL 34228
    • 1485 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
      1485 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
      1485 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
      /50

      Est $1,415,005 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 1,839 Sq Ft

      1485 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228

      1485 Gulf of Mexico Dr Unit 209, Longboat Key, FL 34228
  • 408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
    /5

    $68,500

    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228

    Welcome to Slip #2224 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 locations. This premium slip accommodates boats up to 30 feet in length, with a maximum height of 7' 8" and a 8.6 ft beam (No T-tops unless collapsible). Enjoy first-class

    Daniel Treiman MICHAEL SAUNDERS & COMPANY

    408 Gulf of Mexico Dr Unit 2224, Longboat Key, FL 34228
  • 1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
    1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
    /44

    $15,000 per month

    • 2 Beds
    • 2.5 Baths
    • 2,135 Sq Ft
    • Condo for Rent

    1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

    Gorgeous gulf front vacation rental! Be the first to lease this wonderfully renovated 10th-story penthouse condominium in the Promenade on Longboat Key. This elegant residence offers two bedrooms and two and one half baths in over 2,100 square feet of living space. Fabulous views of the Gulf from every window. No expense was spared during this renovation; you will love the open floor plan with a

    Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY

    1211 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
  • 2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228
    2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228
    /2

    $1,400,000 Sold Aug 25, 2025

    • 1,235 Sq Ft
    • $1,134/SF
    • 149 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228

    Islander Club of Longboat Key - Savor the full, direct Gulf views in this elegantly appointed beachfront condo. This fifth-floor residence in the North Tower boasts majestic west /southwest views of the beach and has been extensively renovated “down-to-the-studs,” including all new electrical and plumbing. A masterfully designed island retreat, the condo features an open layout ideal for

    Doug Parks MICHAEL SAUNDERS & COMPANY

    2301 Gulf of Mexico Dr Unit 52, Longboat Key, FL 34228
    • 60 Lighthouse Point Dr, Longboat Key, FL 34228
      60 Lighthouse Point Dr, Longboat Key, FL 34228
      /2

      Est $8,521,517 Not Listed For Sale

      • 5 Beds
      • 8 Baths
      • 7,170 Sq Ft

      60 Lighthouse Point Dr, Longboat Key, FL 34228

      60 Lighthouse Point Dr, Longboat Key, FL 34228
  • 814 Bayport Way, Longboat Key, FL 34228
    814 Bayport Way, Longboat Key, FL 34228
    814 Bayport Way, Longboat Key, FL 34228
    /44

    $874,500

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft

    814 Bayport Way, Longboat Key, FL 34228

    Discover an unmatched island lifestyle in this beautifully updated, contemporary 2-bedroom, 2-bath condominium, perfectly situated in the award-winning Bayport Beachand Tennis Club on Longboat Key. Wake up to breathtaking sunrises over the tranquilSarasota Bay and end your day with golden sunsets on the private Gulf beach. Thegenerous, open-concept great room—formed by a large

    Alzira Meierling KELLER WILLIAMS ON THE WATER S

    814 Bayport Way, Longboat Key, FL 34228
  • 3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
    /48

    $2,495 per month

    • 2 Beds
    • 2 Baths
    • 1,007 Sq Ft
    • Condo for Rent

    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228

    GULF to BAY ACCESS! Beach Harbour Club Welcomes you home to Island living. New to the rental market is this second floor condo featuring 2 bedrooms, 2 bathrooms, dining room / family room combination and a full size washer / dryer located in the utility room. Beach Harbour Club is centrally located in the middle of Long Boat Key and this condo is a turn key fully furnished ANNUAL rental. There is

    Edward Whitaker PERLA'S PROPERTIES, LLC

    3810 Gulf of Mexico Dr Unit 206, Longboat Key, FL 34228
  • 3802 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
    3802 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
    /2

    $310,000 Sold Aug 22, 2025

    • 1,007 Sq Ft
    • $308/SF
    • 30 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1970

    3802 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228

    Welcome to paradise at Beach Harbor Club, where you don’t have to choose between beach access and a boat slip—this condo offers both! Enjoy a view of the gulf from your living room window and take advantage of the deeded beach access, complete with lounge chairs for your convenience.This vibrant community boasts a heated pool, a spacious clubhouse, and a variety of amenities including a

    Dakota Magnus FLORIDA GALLERY REAL ESTATE

    3802 Gulf of Mexico Dr Unit A205, Longboat Key, FL 34228
    • 3710 Gulf of Mexico Dr Unit G1, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit G1, Longboat Key, FL 34228
      3710 Gulf of Mexico Dr Unit G1, Longboat Key, FL 34228
      /33

      Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 880 Sq Ft

      3710 Gulf of Mexico Dr Unit G1, Longboat Key, FL 34228

      3710 Gulf of Mexico Dr Unit G1, Longboat Key, FL 34228
  • 618 Buttonwood Dr, Longboat Key, FL 34228
    618 Buttonwood Dr, Longboat Key, FL 34228
    618 Buttonwood Dr, Longboat Key, FL 34228
    /61

    $1,495,000

    • 4 Beds
    • 3 Baths
    • 3,220 Sq Ft

    618 Buttonwood Dr, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. Enjoy the best of island living in this beautifully remodeled and property remediated single-level home on Longboat Key. Perfectly positioned in a desirable mid-Key location on a quiet, friendly street, this coastal retreat combines relaxed sophistication with modern comfort. Step inside to a freshly painted, light-filled interior with tile plank

    Susan Smith MICHAEL SAUNDERS & COMPANY

    618 Buttonwood Dr, Longboat Key, FL 34228
  • 4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
    /47

    $6,000 per month

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

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

    Furnished beachfront vacation rental! This spacious (1336 sq ft + balcony) condo is a luxurious living space that offers breathtaking panoramic views of the beach, sunset, and Gulf of Mexico. It is located in a smaller building, on an uncrowded segment of beach that can often be enjoyed in complete solitude. The unit was recently upgraded with a new washer/dryer, luxury vinyl flooring in the

    Daniel Goldman COMPASS FLORIDA LLC

    4325 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
  • 2045 Gulf of Mexico Dr Unit M1515, Longboat Key, FL 34228
    2045 Gulf of Mexico Dr Unit M1515, Longboat Key, FL 34228
    /2

    $625,000 Sold Aug 21, 2025

    • 1,076 Sq Ft
    • $581/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    2045 Gulf of Mexico Dr Unit M1515, Longboat Key, FL 34228

    Coastal Charm with Panoramic Gulf Views | Turnkey FurnishedWelcome to your serene escape on Longboat Key! This beautifully updated 2-bedroom, 2-bath condo is perched on the 5th floor of the highly sought-after M-1 building in Seaplace, offering stunning, unobstructed views of the Gulf of Mexico and spectacular sunsets from your private screened lanai.Enjoy the relaxed elegance of

    Michael Renick MANGROVE REALTY ASSOCIATES

    2045 Gulf of Mexico Dr Unit M1515, Longboat Key, FL 34228
    • 2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228
      2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228
      2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228
      /80

      Est $1,283,868 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,462 Sq Ft

      2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228

      2020 Harbourside Dr Unit 434/435, Longboat Key, FL 34228

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Florida Manatee County Longboat Key

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