11,518

Longboat Key, FL Homes

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  • /63

    $3,899,000

    • 4 Beds
    • 4.5 Baths
    • 3,879 Sq Ft

    654 Jungle Queen Way, Longboat Key, FL 34228

    Owner financing No Documentation loan with full price offer and 20% down payment: 2.75% fixed rate 15 year mortgage or 4% fixed rate for a 30 year mortgage.CANAL FRONT HOME WITH DEEDED BEACH ACCESS ON LONGBOAT KEY! This 4-bedroom, 4.5-bathroom, 3,900 square foot, 2-story home has impressive features. Welcome to the coastal lifestyle on this waterfront sanctuary. This solid-built house is rated to

    Brett Keyser, Jr RE/MAX ALLIANCE GROUP

    654 Jungle Queen Way, Longboat Key, FL 34228
  • /62

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,426 Sq Ft
    • Condo for Rent

    741 Bayport Way Unit 741, Longboat Key, FL 34228

    ABSOLUTELY GORGEOUS INSIDE! Bayport Beach & Tennis Club is an amenity-rich community at sea's edge and is situated in the middle of Longboat Key. This 2 bedroom, 2 bathroom fully FURNISHED rental is tastefully and brilliantly decorated. This residence offers a wonderful retreat as a Seasonal rental or a shorter Monthly respite. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis

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    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-8515

    741 Bayport Way Unit 741, Longboat Key, FL 34228
  • /2

    $3,100,000 Sold Apr 28, 2025

    • 5,010 Sq Ft
    • $619/SF
    • 34 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2004

    601 Weston Pointe Ct, Longboat Key, FL 34228

    Located within the maintenance-free community of Weston Pointe in gated Bay Isles on Longboat Key. This waterfront home is a masterpiece of modern luxury. Serene and quiet with its Zen appeal. Built by the esteemed W.G. Mills company and Siebert Architecture leaving only the Façade, Casita and garage intact. This Architectural gem is a testament to quality, craftsmanship and the sturdy concrete

    Maureen Horn MICHAEL SAUNDERS & COMPANY

    601 Weston Pointe Ct, Longboat Key, FL 34228
    • /69

      Not Listed For Sale

      • 6 Beds
      • 4.5 Baths
      • 3,470 Sq Ft

      3750 Gulf of Mexico Dr, Longboat Key, FL 34228

      3750 Gulf of Mexico Dr, Longboat Key, FL 34228
  • /54

    $1,050,000

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

    1065 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

    Welcome to your slice of Paradise with Southern exposure and peek-a-boo Gulf views in award-winning Beachplace! This beautifully situated 1st floor unit is overlooking Longboat Key Club Golf Course and just steps to 1,450 feet of private beach. Enjoy all-day sun, sunsets, and direct access via private stairs to the grilling area and beach walkover with chaise lounges and umbrellas. Open floor

    Bonita Schiavone PREFERRED SHORE LLC

    1065 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
  • /52

    $9,000 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    833 Bayport Way Unit 833, Longboat Key, FL 34228

    WELCOMING and tastefully decorated, this fully furnished 2 bedroom, 2 bathroom unit offers a relaxing atmosphere. The open concept floor plan with split bedrooms is spacious and inviting and this unit features two interior patios with serene canopy garden views. This amenity-rich community at sea’s edge is situated in the middle of Longboat Key and features 27 picturesque acres of well maintained

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    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-7270

    833 Bayport Way Unit 833, Longboat Key, FL 34228
  • /2

    $530,000 Sold Apr 28, 2025

    • 1,400 Sq Ft
    • $379/SF
    • 334 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1980

    709 Bayport Way Unit 709, Longboat Key, FL 34228

    NEW PRICE - Welcome to Bayport Beach & Tennis Club, an exceptional coastal community located on Longboat Key with an award-winning design by Tim Seibert, one of the founding Architects of the World-famous Sarasota School of Architecture. This beautiful 2BR 2BA first level condo is turnkey furnished. The kitchen features granite countertops with mosaic backsplash. Other features include: quality

    Roger Clyne PREFERRED SHORE LLC

    709 Bayport Way Unit 709, Longboat Key, FL 34228
    • /97

      Est $1,351,895 Not Listed For Sale

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

      2101 Gulf of Mexico Dr Unit 2501, Longboat Key, FL 34228

      2101 Gulf of Mexico Dr Unit 2501, Longboat Key, FL 34228
  • /44

    $1,795,000

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

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

    Welcome to the Aquarius Club, a boutique coveted beachfront community on the serene southern end of Longboat Key, where just 58 residences enjoy an intimate, resort-style setting along the Gulf of Mexico. This 5th-floor, direct Gulf-front condominium offers over 1,550+ SF of refined coastal living, with a desirable split floor plan featuring two bedrooms and two bathrooms. Flooded with natural

    Ryan Ackerman COLDWELL BANKER REALTY

    1701 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
  • /60

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    805 Bayport Way Unit 805, Longboat Key, FL 34228

    Pleasantly perfect! This spacious well appointed 2 bedroom, 2 bathroom condo is fully furnished, so just bring your beach gear and move right in. Bayport Beach and Tennis Club offers a wonderful pristine private beach exclusive for your enjoyment, with Intracoastal Bay Access. Tim Seibert, designer of Bayport, sought to create private villas surrounded by lush landscaped tropical gardens, and he

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    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-8014

    805 Bayport Way Unit 805, Longboat Key, FL 34228
  • /2

    $1,000,000 Sold Apr 25, 2025

    • 1,922 Sq Ft
    • $520/SF
    • 5 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1981

    3360 Bayou, Longboat Key, FL 34228

    Discover Your Longboat Key Oasis! Step into paradise with this exquisite two-bedroom, two-bathroom home nestled behind the gates of the Longboat Key Club, in the coveted Bay Isles neighborhood. Positioned on an oversized, private corner lot, this home is surrounded by lush, tropical foliage, creating your very own sanctuary.A Perfect Blend of Elegance and Comfort The open floor plan boasts

    Stephen Strong MICHAEL SAUNDERS & COMPANY

    3360 Bayou, Longboat Key, FL 34228
    • /57

      Est $5,389,312 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 3,319 Sq Ft

      4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228

      4995 Gulf of Mexico Dr Unit 502, Longboat Key, FL 34228
  • /52

    $3,200,000

    • 5 Beds
    • 4 Baths
    • 3,993 Sq Ft

    3302 Sabal Cove Ln, Longboat Key, FL 34228

    Step into a world of refined elegance, where no detail has been overlooked in this Stunningly Renovated Estate in the exclusive, gated enclave of Sabal Cove, nestled behind the gates of the Longboat Key Club's Bay Isles community. Originally sold in 2021, this residence has since undergone a transformational, high-end renovation totaling over $850,000, blending timeless architecture with modern

    Norma Mladineo COLDWELL BANKER REALTY

    3302 Sabal Cove Ln, Longboat Key, FL 34228
  • /75

    $13,500 per month

    • 3 Beds
    • 2 Baths
    • 2,134 Sq Ft
    • Condo for Rent

    716 Bayport Way Unit 716, Longboat Key, FL 34228

    GORGEOUS INSIDE! This beautifully remodeled ground floor, corner unit, features 3 bedrooms, 2 bathrooms with an open concept floor plan. This home welcomes you into an expansive Living/Dining/Kitchen and offers plenty of natural light. In addition, it boasts a generous size master bedroom with en suite bathroom and an alcove that accommodates a desk and seating area. Bayport Beach & Tennis

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    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 206-0566

    716 Bayport Way Unit 716, Longboat Key, FL 34228
  • /2

    $640,000 Sold Apr 24, 2025

    • 1,068 Sq Ft
    • $599/SF
    • 1 Day On Market
    • 2 Beds
    • 2 Baths
    • Built 1978

    1925 Gulf of Mexico Dr Unit G8206, Longboat Key, FL 34228

    Live in Paradise in the highly sought after community of SEAPLACE on Longboat Key. Enjoy a half mile of maintained beach front, and resort atmosphere with 2 community pools and spas, clubhouse with fitness center and saunas, grills, playground, tennis courts, pathways, and curated activities for owners and guests. This beachside condo features tile floors in the living space with 2 carpeted

    Eileen Saunders MICHAEL SAUNDERS & COMPANY

    1925 Gulf of Mexico Dr Unit G8206, Longboat Key, FL 34228
    • /31

      Est $546,531 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 973 Sq Ft

      4860 Gulf of Mexico Dr Unit 13, Longboat Key, FL 34228

      4860 Gulf of Mexico Dr Unit 13, Longboat Key, FL 34228
  • /62

    $2,700,000

    • 4 Beds
    • 3 Baths
    • 3,252 Sq Ft

    2282 Harbour Court Dr, Longboat Key, FL 34228

    Welcome to Harbour Court, a secluded haven nestled within a private enclave of just 18 distinguished residences, behind the gates in Bay Isles. Set amidst lush tropical gardens, the home boasts direct Bayfront views and private sailboat water access right outside your door. Whether you're setting sail from your personal dock or enjoying the community’s resort-style amenities—like the serene pool,

    Ann Martin MICHAEL SAUNDERS & COMPANY

    2282 Harbour Court Dr, Longboat Key, FL 34228
  • /56

    $6,000 per month

    • 2 Beds
    • 2 Baths
    • 1,601 Sq Ft
    • Condo for Rent

    706 Bayport Way Unit 706, Longboat Key, FL 34228

    This beautiful 2 bedroom/2 bath split and open floor plan condo is spacious and bright. The kitchen featuring a built-in desk and granite counters has been opened to the dining/living room area with views of the pond, fountain and lush tropical landscaping. A stackable washer/dryer in closet for your convenience. Lanai enclosed with tropical views. Bayport Beach and Tennis Club is bordered by the

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    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 274-3620

    706 Bayport Way Unit 706, Longboat Key, FL 34228
  • /2

    $1,275,000 Sold Apr 24, 2025

    • 2,490 Sq Ft
    • $512/SF
    • 131 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1994

    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228

    Discover the epitome of Longboat Key living at Tangerine Bay Club, where panoramic bay vistas welcome you to a life of coastal enjoyment. This newly furnished (included) residence blends the charm of private courtyard entries reminiscent of single-family homes with the allure of wonderful community amenities. Offering nearly 2,500 square feet of thoughtfully designed space, this three-bedroom

    Roger Pettingell COLDWELL BANKER REALTY

    380 Gulf of Mexico Dr Unit 513, Longboat Key, FL 34228
    • /88

      Est $738,049 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,453 Sq Ft

      5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

      5260 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
  • /45

    $1,695,000

    • 2 Beds
    • 2 Baths
    • 1,460 Sq Ft

    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228

    On the third floor of an exclusive beachfront condominium, this oceanfront residence on Longboat Key offers sweeping, unobstructed vistas of the Gulf of Mexico from every room. With sunlight beaming through walls of glass and the sound of gentle waves in the background, indulge in the pleasures of a coastal lifestyle. Ideally mid-island, this condominium is near Bay Isles Shoppes and within a

    Nancy Endara PREMIER SOTHEBYS INTL REALTY

    2525 Gulf of Mexico Dr Unit 3F, Longboat Key, FL 34228
  • /56

    $10,000 per month

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft
    • Condo for Rent

    522 Bayport Way Unit 522, Longboat Key, FL 34228

    GORGEOUS LONG TERM RENTAL!! Bayport Beach & Tennis CLub is an amenity-rich community at sea's edge and is situated in the middle ofLongboat Key. This 2 bedroom, 2 bathroom fully furnished rental is beautifully appointed. This residence offers a wonderful retreat as a annual. Bayporters' enjoy an active island lifestyle with 4 Har Tru tennis courts, a Jr. Olympic sized (heated) pool, private

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    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 207-0065

    522 Bayport Way Unit 522, Longboat Key, FL 34228
  • /2

    $949,000 Sold Apr 23, 2025

    • 1,290 Sq Ft
    • $736/SF
    • 2 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1974

    1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228

    This beautifully updated beach retreat is a "must-see", offering breathtaking Gulf and sunset views from every room and is ideally situated within a short beach walk between the popular Resort at Longboat Key Club and the brand-new St. Regis Resort. This island gem features impact-rated sliding doors for security and optimal beach and water views from its convenient 3rd-floor location. The

    Tina Rudek Stark, PA ROSEBAY INTERNATIONAL REALTY, INC

    1050 Longboat Club Rd Unit 305, Longboat Key, FL 34228
    • /56

      Est $432,393 Not Listed For Sale

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

      3804 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

      3804 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
  • /71

    $1,275,000

    • 2 Beds
    • 2 Baths
    • 1,624 Sq Ft

    5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228

    Discover the epitome of coastal beachfront living with unparalleled gulf views in this beautifully renovated turnkey top-floor, corner-unit condominium with two bedrooms, two baths plus office/den that could become a third bedroom, in the sought-after Club Longboat Beach and Tennis Condos. Offered fully furnished, this exquisite residence boasts floor-to-ceiling sliding glass doors in the living

    Nathan Mathers PREMIER SOTHEBYS INTL REALTY

    5055 Gulf of Mexico Dr Unit 232, Longboat Key, FL 34228
  • /54

    $9,500 per month

    • 2 Beds
    • 2 Baths
    • 1,456 Sq Ft
    • Condo for Rent

    519 Bayport Way Unit 519, Longboat Key, FL 34228

    Seasonal rental in Bayport Beach and Tennis Club which is a beautiful, established, award-winning, amenity-rich community with immediate access to a peaceful private beach that continues in both directions for miles along the Gulf of Mexico shore. The complex includes a large pool surrounded by flowering trees, four immaculately maintained clay tennis courts, fitness center, a large clubhouse,

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    KELLER WILLIAMS SUBURBAN TAMPA

    (941) 273-0449

    519 Bayport Way Unit 519, Longboat Key, FL 34228
  • /2

    $535,000 Sold Apr 22, 2025

    • 1,234 Sq Ft
    • $434/SF
    • 24 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1968

    660 Fox St, Longboat Key, FL 34228

    Enjoy endless potential in a prime coastal location with this generous lot in a desirable waterfront community. In the heart of the historic village of Longbeach on the north end of Longboat Key, this property provides the canvas for coastal living. Whether you’re looking to renovate or design your ideal home, you’ll be just moments from Sarasota Bay and the Gulf, with convenient beach and bay

    Cindy Fischer PREMIER SOTHEBYS INTL REALTY

    660 Fox St, Longboat Key, FL 34228
    • /24

      Est $1,057,413 Not Listed For Sale

      628 Lyons Ln, Longboat Key, FL 34228

      628 Lyons Ln, Longboat Key, FL 34228
  • /25

    $1,195,000

    • 2 Beds
    • 2 Baths
    • 1,392 Sq Ft

    1055 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

    One or more photo(s) has been virtually staged. This direct Gulf-front residence at Beachplace presents a rare opportunity to create your dream retreat in one of Longboat Key’s most desirable communities. Positioned to capture unobstructed views of the Gulf of Mexico, this two-bedroom getaway offers the ideal canvas for personal renovation, combining a beachfront lifestyle with outstanding rental

    Roger Pettingell COLDWELL BANKER REALTY

    1055 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
  • /20

    $4,900 per month

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    561 Tarawitt Dr, Longboat Key, FL 34228

    Bring your boat and walk to the beach from this beautiful 2 bedroom/2 bath home that sits on a canal to the intercoastal. There is a dock and plenty of seawall with 2 whips on this double lot home for other water toys as well. The home has just had a kitchen renovation with brand new cabinets and appliances. With 1800 square feet inside, there is room to spread out. The back of the property has

    561 Tarawitt Dr, Longboat Key, FL 34228
  • /2

    $1,600,000 Sold Apr 22, 2025

    • 2,122 Sq Ft
    • $754/SF
    • 110 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1984

    775 Longboat Club Rd Unit 708, Longboat Key, FL 34228

    NEW REDUCED PRICE! Spectacular and Breathtaking Views of the Azure Blue Water of the Gulf of Mexico and the Beautiful Sandy Beach from Every Room of this Rarely Available 3 Bedroom, 3 Bath, 7th Floor Corner Condo at the "Beaches" a Gulf Front Elegant Condominium. The "Beaches" is located behind the Gates of the Longboat Key Club on a Private Road and in a Gated Community. The "Beaches" has 24

    Barbara Miller, Pa COLDWELL BANKER REALTY

    775 Longboat Club Rd Unit 708, Longboat Key, FL 34228
    • /53

      Est $944,842 Not Listed For Sale

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

      1085 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

      1085 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228
  • /53

    $1,200,000

    • 2 Beds
    • 2 Baths
    • 1,170 Sq Ft

    6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228

    WOW! The minute you open the front door of this first floor Coastal Retreat Seaside condo, you will be captivated by the shimmering, turquoise Gulf of Mexico Water View and the Panoramic Sandy White Beach in front of you. You'll be eager to get a closer look from the glassed in Florida Room, so you may overlook the beauty of this updated, attractively furnished & decorated first floor residence

    Maruta Miluns MICHAEL SAUNDERS & COMPANY

    6951 Gulf of Mexico Dr Unit 14, Longboat Key, FL 34228
  • /100

    $25,000 per month

    • 1 Bed
    • 2 Baths
    • 1,600 Sq Ft
    • Condo for Rent

    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228

    Welcome Serenity Oasis, your paradise at The Residences at the St.?Regis on Longboat Key—where luxury, elegance, and coastal charm converge in this stunning 1-bedroom, 2-bathroom condo. From the moment the elevator opens directly into your private entryway, you’ll be captivated by the exquisite design and attention to detail throughout this sophisticated retreat.The expansive living room is

    Jaime Barcelo GULF COAST REALTY & MANAGEMENT

    1591 Gulf of Mexico Dr Unit 315, Longboat Key, FL 34228
  • /2

    $1,550,000 Sold Apr 21, 2025

    • 1,736 Sq Ft
    • $893/SF
    • 19 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1972

    1000 Longboat Club Rd Unit 401, Longboat Key, FL 34228

    Nestled behind the exclusive gates of the Longboat Key Club, Privateer South enjoys an enviable location along a pristine stretch of Longboat Key’s Gulf beach. This beautifully updated fourth-floor residence offers direct, uninterrupted views of the sparkling Gulf waters and vibrant sunsets. Rarely available, this three-bedroom, three-bathroom home boasts over 1,700 square feet of living space,

    Roger Pettingell COLDWELL BANKER REALTY

    1000 Longboat Club Rd Unit 401, Longboat Key, FL 34228
    • /48

      Est $2,357,771 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,499 Sq Ft

      6957 Longboat Dr S, Longboat Key, FL 34228

      6957 Longboat Dr S, Longboat Key, FL 34228
  • /42

    $2,100,000

    • 4 Beds
    • 2 Baths
    • 2,270 Sq Ft

    501 Sloop Ln, Longboat Key, FL 34228

    WONDERFUL FLORIDA STYLE COUNTRY CLUB SHORES canal FRONT home and lot ready for new owner. All WINDOWS AND DOORS are hurricane resistant including the garage doors and the roof is triple reinforced says long time owner. Natural gas is available; cooking grilling, heating the pool and spa any other needs. There is a working irrigation well on the property. Let the sunlight in every morning

    Marianne LeBar ROSEBAY INTERNATIONAL REALTY, INC

    501 Sloop Ln, Longboat Key, FL 34228
  • /42

    $3,400 per month

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

    4340 Falmouth Dr Unit 201, Longboat Key, FL 34228

    2 Bd/2 Bath on Sarasota Bay Across from Gulf of Mexico - Three to seven-month rental beginning May 15th.Beautiful corner unit condo with an abundance of windows located between Sarasota Bay and across the street from the deeded Gulf of Mexico beach. The gated community complex has every amenity imaginable - four pools, tennis court, shuffleboard, kayak launch, and golf putting range. When

    4340 Falmouth Dr Unit 201, Longboat Key, FL 34228
  • /2

    $1,900,000 Sold Apr 21, 2025

    • 2,273 Sq Ft
    • $836/SF
    • 72 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1985

    1211 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228

    Discover the epitome of coastal luxury in this rare northwest direct Gulf-front corner residence, where breathtaking sunsets unfold before your eyes from spacious terraces. Spanning over 2,300 square feet, this stunning 3-bedroom, 3-bath home is a true gem within a prestigious community, offering an unparalleled opportunity for seamless Gulf-front living. Imagine floor-to-ceiling windows framing

    Judy Kepecz-Hays COLDWELL BANKER REALTY

    1211 Gulf of Mexico Dr Unit 211, Longboat Key, FL 34228
    • /19

      Est $187,279 Not Listed For Sale

      • Studio
      • 1,200 Sq Ft

      2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228

      2600 Harbourside Dr Unit H-06, Longboat Key, FL 34228

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