Longboat Key, FL Homes

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  /99

  $1,595,000

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228

  Gulf-Front Elegance | Sea Gate Club #10F | Longboat Key —Welcome to Sea Gate Club #10F, a rarely available 10th-floor end unit offering spectacular, front-row Gulf views in one of Longboat Key’s most intimate beachfront communities. Perfectly positioned mid-island along the sandy shores of the Gulf of Mexico, this elegant 2-bedroom, 2-bath residence captures direct, unobstructed views of the

  Erica Thomas MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
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  /18

  $10,000 per month

  • 2 Beds
  • 2 Baths
  • 1,458 Sq Ft
  • Condo for Rent

  601 Longboat Club Rd, Longboat Key, FL 34228

  Welcome to your new home on Longboat Key! This charming property offers the perfect blend of comfort and convenience in one of Florida's most desirable locations. Enjoy the tranquil surroundings while being just a short drive from Sarasota's vibrant dining scene and essential amenities.Key property features include central heating and cooling, air conditioning, and ceiling fans to ensure

  601 Longboat Club Rd, Longboat Key, FL 34228
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  $1,040,000 Sold Mar 06, 2025

  1065 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228

  • 3 Beds
  • 2 Baths
  • 1,819 Sq Ft
  • Built 1981

  Last Sold Summary

  • 13% Below List Price
  • $572/SF
  • 50 Days On Market

  Current Estimated Value $974,725

  Last Listing Agent Moriah Taliaferro PREMIER SOTHEBY'S INTERNATIONAL REALTY

  1065 Gulf of Mexico Dr Unit 105, Longboat Key, FL 34228
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  Est $2,874,483 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,667 Sq Ft

  1281 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228

  1281 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
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  /60

  $1,699,999 Open House 1/04

  • 2 Beds
  • 3 Baths
  • 3,171 Sq Ft

  3210 Bayou Sound, Longboat Key, FL 34228

  Welcome to this elevated retreat in the sought-after Bayou section of Bay Isles—a seamless blend of sophisticated design and relaxed coastal elegance. Encompassing nearly 2,100 sq. ft. of sunlit interiors, this residence offers an open-concept floor plan with soaring vaulted ceilings, creating an airy, inviting ambiance ideal for both everyday living and effortless entertaining. The expansive

  Julie Lojacono Mackie COLDWELL BANKER REALTY

  3210 Bayou Sound, Longboat Key, FL 34228
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  /59

  $10,000 per month

  • 3 Beds
  • 5 Baths
  • 2,908 Sq Ft
  • House for Rent

  3111 Bayou Sound, Longboat Key, FL 34228

  LOCATION, LOCATION, LOCATION. BEAUTIFUL TURNKEY FURNISHED SINGLE FAMILY HOME available in the sought after community of Bay Isles is available to rent. This lovely light, bright 3 bedroom plus 3 bathroom, two half bathroom home boasts 2,908 square feet, double primary bedrooms, living room/dining room combination, loft/den space and much much more. The home has been fully painted and newly

  C. Alison Hunter JENNETTE PROPERTIES INC

  3111 Bayou Sound, Longboat Key, FL 34228
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  $1,175,000 Sold Apr 04, 2025

  4725 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,032 Sq Ft
  • Built 1974

  Last Sold Summary

  • 10% Below List Price
  • $1,139/SF
  • 88 Days On Market

  Current Estimated Value $1,026,109

  Last Listing Agent Isy Bundziak HOT HOMES REALTY

  4725 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
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  Est $2,063,804 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
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  /70

  $2,499,900

  • 4 Beds
  • 3 Baths
  • 2,886 Sq Ft

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228

  Welcome to Laguna Yacht Village on beautiful Longboat Key — a boutique waterfront gated community which includes bay access and is located across the street from the beach, offering refined coastal living at its best. This Key West–inspired, three-story single residence with an oversized 3-car garage features four bedrooms, three full baths, and over 2,886 square feet of beautifully designed

  Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228
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  /20

  $9,677 per month

  • 6 Beds
  • 5.5 Baths
  • 4,671 Sq Ft
  • Condo for Rent

  614 Norton St Unit ID1363943P, Longboat Key, FL 34228

  Experience coastal luxury in this exceptional residence on Longboat Key. Nestled along a canal with direct access to the Gulf, this expansive home is a dream for boating enthusiasts and those seeking a serene, upscale lifestyle. Feel at home in this spacious property.This property is currently unfurnished. A potential renter would need to provide their own furniture. The gourmet kitchen is

  614 Norton St Unit ID1363943P, Longboat Key, FL 34228
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  $2,300,000 Sold Apr 30, 2025

  240 Sands Point Rd Unit 4507, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,619 Sq Ft
  • Built 1982

  Last Sold Summary

  • 15% Below List Price
  • $1,421/SF
  • 275 Days On Market

  Current Estimated Value $2,231,849

  Last Listing Agent Leticia Diaz KELLER WILLIAMS ON THE WATER

  240 Sands Point Rd Unit 4507, Longboat Key, FL 34228
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  /19

  Est $175,435 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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  /85

  $5,999,000 Pending

  • 4 Beds
  • 4.5 Baths
  • 3,989 Sq Ft

  4651 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Under contract-accepting backup offers. Experience an unparalleled coastal retreat where the gulf meets impeccable design and technology. Beyond photographs or video, stepping into this home is an invitation to a lifestyle like no other. Boasting direct oceanfront views, crafted by Hughes Design Associates, this residence epitomizes sophistication through its refined neutral palette and

  Jo Rutstein PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4651 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
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  $13,500 per month

  • 2 Beds
  • 2 Baths
  • 1,651 Sq Ft
  • Condo for Rent

  2525 Gulf of Mexico Dr Unit 12-F, Longboat Key, FL 34228

  Stunning Gulf-Front Condo with Breathtaking Views at Islands West! Experience the epitome of coastal living in this exquisite 2-bedroom, 2-bathroom condominium on the 12th floor of Islands West, where full Gulf views become a part of your daily life. This beautifully furnished unit is not just a rental; it’s a lifestyle choice that offers you the chance to wake up to the soothing sounds of waves

  Jane Hunter JENNETTE PROPERTIES INC

  2525 Gulf of Mexico Dr Unit 12-F, Longboat Key, FL 34228
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  $62,500 Sold Jun 20, 2025

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

  Last Sold Summary

  • 9% Below List Price
  • 6 Days On Market

  Current Estimated Value $61,420

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
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  Est $1,072,451 Not Listed For Sale

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

  4401 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228

  4401 Gulf of Mexico Dr Unit 701, Longboat Key, FL 34228
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  /99

  $2,995,000

  • 3 Beds
  • 3.5 Baths
  • 2,822 Sq Ft

  415 L Ambiance Dr Unit C403, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. A "turn key" opportunity - ready to move-in and enjoy the season. All furniture and accessories are included. This is more than a home-it’s a lifestyle defined by rare views and exceptional design. Nestled inside the double-gated Longboat Key Club, this open concept 2–bedroom, 3.5 bath + den (converts to 3rd bed) residence captures both Gulf of

  Patty Lance COMPASS FLORIDA LLC

  415 L Ambiance Dr Unit C403, Longboat Key, FL 34228
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  $3,950 per month

  • 1 Bed
  • 1.5 Baths
  • 761 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228

  Seasonal turn-key furnished rental on Longboat Key available January 1, 2026 - minimum rental period is 3 months per condo association requirements. Located in Beach Harbor Club, mid Longboat Key on Buttonwood Harbor. I mile north of Publix, CVS and Post Office located at Bay Isles. Boat Marina and dock along the Bayfront. 100 steps from the Private Beach! 1 Bedroom, 1 1/2 Baths with a view

  3802 Gulf of Mexico Dr Unit A204, Longboat Key, FL 34228
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  $200,000 Sold Jun 27, 2025

  2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228

  Last Sold Summary

  • 20% Below List Price
  • 507 Days On Market

  Current Estimated Value $196,449

  Last Listing Agent Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
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  Est $3,255,357 Not Listed For Sale

  • 3 Beds
  • 4.5 Baths
  • 3,687 Sq Ft

  3521 Bayou Pointe, Longboat Key, FL 34228

  3521 Bayou Pointe, Longboat Key, FL 34228
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  /69

  $1,950,000 Pending

  • 3 Beds
  • 3 Baths
  • 2,375 Sq Ft

  545 Sanctuary Dr Unit B206, Longboat Key, FL 34228

  Under contract-accepting backup offers. EXCITING NEWS!! NEW ROOF! NO FINANCIAL OBLIGATION TO THE BUYERS AS THE ASSESSMENT HAS BEEN PAID IN FULL! Welcome to a lifestyle that surpasses all expectations in the Sanctuary community, where luxury living meets breathtaking views! Nestled on the 2nd flr, this 3BR, 3BA condo unit offers a haven of tranquility & an array of amenities. Step inside, and

  Andrew Duncan LPT REALTY LLC

  545 Sanctuary Dr Unit B206, Longboat Key, FL 34228
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  /59

  $14,750 per month

  • 4 Beds
  • 3.5 Baths
  • 2,292 Sq Ft
  • House for Rent

  513 Gunwale Ln, Longboat Key, FL 34228

  Welcome to Beach & Boaters Paradise located on Longboat Key. Enjoy immediate access access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key’s sugar white sand beaches and emerald green waters. Fish off the dock or walk to the beach! Or enjoy the large heated pool in this 4 bedroom, 3.5 bath luxury waterfront home designed to provide you and your family a lifetime of vacation

  Marcia Benson Berkshire Hathaway Florida Realty

  513 Gunwale Ln, Longboat Key, FL 34228
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  $12,512,637 Sold Dec 27, 2024

  1561 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228

  • 3 Beds
  • 4.5 Baths
  • 5,895 Sq Ft
  • Built 2024

  Last Sold Summary

  • $2,123/SF
  • 0 Days On Market

  Last Listing Agent Georgia Kopelousos COLDWELL BANKER REALTY

  1561 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
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  Est $1,554,791 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft

  2425 Gulf of Mexico Dr Unit 13A, Longboat Key, FL 34228

  2425 Gulf of Mexico Dr Unit 13A, Longboat Key, FL 34228
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  /73

  $5,225,000

  • 3 Beds
  • 3.5 Baths
  • 4,733 Sq Ft

  585 Gunwale Ln, Longboat Key, FL 34228

  Welcome to 585 Gunwale Lane, a rare, full-bayfront offering in the desirable community of Country Club Shores on southern end of Longboat Key. On a .36-acre bayfront parcel with 117 feet on Sarasota Bay and 123 feet on a deepwater canal, this residence is a boater’s paradise. A newer seawall and 58-foot dock (2022) with a 24,000-pound boat lift assure easy access to Sarasota Bay and the Gulf of

  Peter G. Laughlin PREMIER SOTHEBY'S INTERNATIONAL REALTY

  585 Gunwale Ln, Longboat Key, FL 34228
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  /15

  $7,500 per month

  • 2 Beds
  • 2 Baths
  • 1,505 Sq Ft
  • Condo for Rent

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228

  Charming turnkey-furnished 2BR/2BA condo on the beautiful island of Longboat Key. Enjoy magnificent ocean views and spectacular sunsets from the private balcony. This well-appointed unit offers an ideal winter escape with comfortable living spaces and a serene coastal atmosphere. Building amenities include an in-ground heated pool, docking station, fish cleaning station, kayak/paddleboard rack,

  Juliana Brando Perez BROKER & BAKER INTERNATIONAL REALTY

  3240 Gulf of Mexico Dr Unit B402, Longboat Key, FL 34228
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  $3,900,000 Sold Mar 31, 2025

  675 Longboat Club Rd Unit 22A, Longboat Key, FL 34228

  • 3 Beds
  • 4 Baths
  • 3,564 Sq Ft
  • Built 1996

  Last Sold Summary

  • 13% Below List Price
  • $1,094/SF
  • 38 Days On Market

  Current Estimated Value $3,733,631

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  675 Longboat Club Rd Unit 22A, Longboat Key, FL 34228
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  Est $1,570,637 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft

  2425 Gulf of Mexico Dr Unit 11E, Longboat Key, FL 34228

  2425 Gulf of Mexico Dr Unit 11E, Longboat Key, FL 34228
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  /19

  $375,000

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228

  Ask an L-dock boater, they will tell you its the best dock in the marina. Slip is near the seawall with easy in/out access. A 68 ft. x 26 ft. Boat Slip at Longboat Key Moorings Marina. This is a Yacht Club slip; purchase of the slip requires purchase of membership in the Longboat Key Club. Enjoy all the amenities of the private Longboat Key Club as a Yacht Club Member. Direct access to Sarasota

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit L-03, Longboat Key, FL 34228
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  $9,800 per month

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • House for Rent

  640 Broadway St, Longboat Key, FL 34228

  Step into living history in the heart of Historic Longbeach Village. This exceptional property occupies land that was part of Civil War veteran Thomas Mann’s 144-acre homestead, where in 1891 he built the island’s first permanent residence just steps away. This serene corner lot is where Longboat Key truly began! Fully rebuilt and elevated in 2025 to the highest modern standards after the 2024

  Christina Vescovo LPT REALTY, LLC

  640 Broadway St, Longboat Key, FL 34228
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  $10,250,000 Sold May 09, 2025

  801 Longboat Club Rd, Longboat Key, FL 34228

  • 5 Beds
  • 5.5 Baths
  • 6,923 Sq Ft
  • Built 1993

  Last Sold Summary

  • 14% Below List Price
  • $1,481/SF
  • 76 Days On Market

  Current Estimated Value $9,850,396

  Last Listing Agent Kim Ogilvie MICHAEL SAUNDERS & COMPANY

  801 Longboat Club Rd, Longboat Key, FL 34228
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  Est $988,998 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft

  230 Sands Point Rd Unit 3605, Longboat Key, FL 34228

  230 Sands Point Rd Unit 3605, Longboat Key, FL 34228
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  /28

  $595,000

  • Land
  • 0.14 Acre
  • $4,250,000 per Acre

  641 Broadway St, Longboat Key, FL 34228

  Discover the irresistible charm of historic Longbeach Village and seize a rare opportunity to build your dream island home on Longboat Key. Welcome to the lowest priced vacant single-family parcel available on Longboat Key, an exceptional chance to design a custom residence just off the coast of Sarasota. This desired corner lot in the heart of the village offers flexible design possibilities,

  Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  641 Broadway St, Longboat Key, FL 34228
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  $14,400 per month

  • 2 Beds
  • 2 Baths
  • 1,650 Sq Ft
  • House for Rent

  701 Broadway St, Longboat Key, FL 34228

  Completely reimagined 1920s historic bungalow, originally the Longboat Key Post Office, located just two blocks from Whitney Beach and one block from Sarasota Bay and public boat ramp access. This charming single-story residence is a meticulous rebuild with an open-concept great room featuring high ceilings, abundant natural light, and a gourmet kitchen equipped with stainless steel appliances

  Christina Vescovo LPT REALTY, LLC

  701 Broadway St, Longboat Key, FL 34228
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  $1,850,000 Sold Oct 03, 2025

  540 Gulf Bay Rd, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 1,880 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $984/SF
  • 124 Days On Market

  Last Listing Agent Brett Coady PINEYWOODS REALTY LLC

  540 Gulf Bay Rd, Longboat Key, FL 34228
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  /79

  Est $5,267,923 Not Listed For Sale

  • 5 Beds
  • 6.5 Baths
  • 5,225 Sq Ft

  1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228

  1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
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  $549,000 Pending

  • 2 Beds
  • 2 Baths
  • 928 Sq Ft

  2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228

  This gorgeous 2-bedroom, 2-bath is located on the 4th floor of the desirable M-1 building with breathtaking, unobstructed sunset and direct gulf views. The unit is being offered as Turnkey furnished. This condo works for someone looking for an Investment property, A Second Home, or that all important Vacation Get-a-Way! In addition, don't forget about all of the Seaplace amenities which include

  Michael Renick MANGROVE REALTY ASSOCIATES

  2045 Gulf of Mexico Dr Unit M1410, Longboat Key, FL 34228
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  /23

  $5,000 per month

  • 1 Bed
  • 1.5 Baths
  • 725 Sq Ft
  • Condo for Rent

  4401 Gulf of Mexico Dr Unit 703, Longboat Key, FL 34228

  Desirable Furnished One Bedroom 1 1/2 Bathroom Condo on Longboat Key. It is on the 7th floor with a 20 ft lanai that has an outstanding view of the beach and the Gulf of America. The building is one of the closest to the beach with access within few feet of the building, is well managed, has a salt water heated pool & recreational area with gas grill. There is an exercise center, public kitchen,

  David Gardner PINEBROOK IRONWOOD REALTY

  4401 Gulf of Mexico Dr Unit 703, Longboat Key, FL 34228
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  $3,500,000 Sold Mar 14, 2025

  3460 Mistletoe Ln, Longboat Key, FL 34228

  • 4 Beds
  • 3 Baths
  • 2,900 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $1,207/SF
  • 80 Days On Market

  Current Estimated Value $2,987,657

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  3460 Mistletoe Ln, Longboat Key, FL 34228
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  Est $2,366,259 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,603 Sq Ft

  240 Sands Point Rd Unit 4407, Longboat Key, FL 34228

  240 Sands Point Rd Unit 4407, Longboat Key, FL 34228

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