Longboat Key, FL Homes

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  /96

  $3,499,900

  • 4 Beds
  • 3 Baths
  • 3,149 Sq Ft

  562 Ranger Ln, Longboat Key, FL 34228

  One or more photo(s) has been virtually staged. A rare opportunity to own a single-family waterfront home with 100 feet of canal frontage and direct access to Sarasota Bay. Located in Country Club Shores on the desirable southern end of Longboat Key, 562 Ranger Lane offers 4 bedrooms, 3 full baths, and approximately 3,149 square feet of living space designed for relaxed coastal living. The

  

  Cheri Castro

  MICHAEL SAUNDERS & COMPANY

  562 Ranger Ln, Longboat Key, FL 34228
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  /87

  $6,000 Per Month

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

  817 Bayport Way Unit 817, Longboat Key, FL 34228

  STUNNING BAY VIEWS! Enjoy picturesque sunrises from your private deck in this tastefully decorated 2 bedroom, 2 bathroom furnished condominium. This home has an open concept floor plan which features an expansive Living/Dining/Kitchen area. The generous size master bedroom with adjoining bathroom includes a double vanity, separate shower, a walk-in closet and a small alcove that accommodates a

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  817 Bayport Way Unit 817, Longboat Key, FL 34228
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  /2

  $1,387,500

  Sold May 08, 2026

  2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,491 Sq Ft
  • Built 1972

  Last Sold Summary

  • 13% Below List Price
  • $931/SF
  • 112 Days On Market

  Current Estimated Value $1,416,294

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

  2525 Gulf of Mexico Dr Unit 6B, Longboat Key, FL 34228
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  /57

  Est $3,733,063

  Not Listed For Sale

  6941 Bayside Dr, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,272 Sq Ft
  • Built 2023

  6941 Bayside Dr, Longboat Key, FL 34228

  Last Sold Summary

  • 123 Days On Market
• 

  

  

  /49

  $1,800,000

  $200K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,383 Sq Ft

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228

  Welcome to Marina Bay, one of the most coveted condominium residences within the guard-gated Bay Isles community on Longboat Key. This expansive three-bedroom, three-bath residence offers 3,383 square feet of light-filled living space and exceptional privacy, sharing the floor with only one other residence. Enjoy sweeping panoramic views of Sarasota Bay and downtown Sarasota from the oversized

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  2450 Harbourside Dr Unit 234, Longboat Key, FL 34228
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  /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 Club

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

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

  /2

  $1,560,000

  Sold Oct 28, 2025

  2020 Harbourside Dr Unit 454, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,462 Sq Ft
  • Built 1984

  Last Sold Summary

  • 11% Below List Price
  • $634/SF
  • 185 Days On Market

  Current Estimated Value $1,557,231

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  2020 Harbourside Dr Unit 454, Longboat Key, FL 34228
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  /30

  Not Listed For Sale

  225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft
  • Built 1983

  225 Sands Point Rd Unit 6105, Longboat Key, FL 34228

  Last Sold Summary

  • 199 Days On Market
• 

  

  /55

  $1,828,000

  $120K PRICE DROP Pending

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

  545 Sanctuary Dr Unit B506, Longboat Key, FL 34228

  Under contract-accepting backup offers. Bright, spacious and beautifully maintained, this 3BR/2.5BA fifth-floor residence at The Sanctuary offers refined coastal living in one of Longboat Key’s most sought-after gated communities, ideally positioned on the island’s desirable southern end. Upon entry, walls of floor-to-ceiling glass sliders immediately draw your eye to sweeping panoramic views of

  

  Judy Kepecz-Hays

  COLDWELL BANKER REALTY

  545 Sanctuary Dr Unit B506, Longboat Key, FL 34228
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  /62

  $6,000 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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

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

  /2

  $1,600,000

  Sold Mar 16, 2026

  3060 Grand Bay Blvd Unit 154, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 2,550 Sq Ft
  • Built 1994

  Last Sold Summary

  • 6% Below List Price
  • $627/SF
  • 70 Days On Market

  Current Estimated Value $1,679,643

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 154, Longboat Key, FL 34228
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  /25

  Not Listed For Sale

  230 Sands Point Rd Unit 3503, Longboat Key, FL 34228

  • 1 Bed
  • 1 Bath
  • 634 Sq Ft
  • Built 1982

  230 Sands Point Rd Unit 3503, Longboat Key, FL 34228

  Last Sold Summary

  • 22 Days On Market
• 

  

  /80

  $725,000

  $70K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228

  Experience the ultimate resort lifestyle—where every day feels like a vacation. Take a refreshing dip in the pool, enjoy a tranquil walk along the bay, or bask in the warm Florida sun on the white sandy beach. This spacious 2-bedroom, 2-bath townhome offers both comfort and elegance, featuring soaring ceilings and an open-concept floor plan. The recently updated kitchen is equipped with all the

  

  Beverly St Hilaire

  MICHAEL SAUNDERS & COMPANY

  1922 Harbourside Dr Unit 1104, Longboat Key, FL 34228
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  /34

  $7,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,909 Sq Ft
  • Condo for Rent

  737 Bayport Way Unit D, Longboat Key, FL 34228

  BAYPORT TENNIS AND RAQUET CLUB has all the amenities including direct GULF Access. This tastefully furnished, one floor, three bedroom, two bathroom condo in the Bayport Beach and Tennis Club offers spacious living areas; Wonderful views of the Gulf of Mexico; and beautiful outdoor space. Large patios with tropical Gulf of Mexico views - perfect for morning coffee and sunset cocktails. Two

  

  Marianne LeBar

  ROSEBAY INTERNATIONAL REALTY, INC

  737 Bayport Way Unit D, Longboat Key, FL 34228
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  /2

  $7,700,000

  Sold Apr 17, 2026

  501 Harbor Point Rd, Longboat Key, FL 34228

  • 5 Beds
  • 5.5 Baths
  • 6,125 Sq Ft
  • Built 1989

  Last Sold Summary

  • 33% Below List Price
  • $1,257/SF
  • 502 Days On Market

  Current Estimated Value $7,661,776

  Last Listing Agent Rich Polese COMPASS FLORIDA LLC

  501 Harbor Point Rd, Longboat Key, FL 34228
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  /56

  Est $866,046

  Not Listed For Sale

  4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,239 Sq Ft
  • Built 1977

  4311 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228

  Last Sold Summary

  • 7 Days On Market
• 

  

  /28

  $339,000

  • 1 Bed
  • 1 Bath
  • 761 Sq Ft

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228

  Welcome to coastal living at its finest in this beautifully renovated 1-bedroom, 1-bath condo at Beach Harbor Club on coveted Longboat Key. Perfectly positioned adjacent to the beach, this second-story retreat offers a peek-a-boo view of the sparkling Gulf and 761 square feet of stylish, light-filled comfort. Step inside to discover a fully updated interior featuring impact windows, a new AC

  

  Shaun Cumston

  STERLING REALTY

  3804 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
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  /30

  $7,750 Per Month

  • 3 Beds
  • 3 Baths
  • 1,672 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228

  Available Dec 20- April .Steps to the Sand – 3BR/3BA Beachfront Condo with Heated Pool & Spa | Longboat KeyEnjoy the best of beachfront living at 5611 Gulf of Mexico Drive, Unit 105 — a beautifully appointed three-bedroom, three-bath condo located in a boutique community directly on the beach. You’re just steps away from the soft sand and turquoise waters of the Gulf of Mexico.This

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  5611 Gulf of Mexico Dr Unit 5, Longboat Key, FL 34228
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  /2

  $1,940,000

  Sold Dec 19, 2025

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,375 Sq Ft
  • Built 1989

  Last Sold Summary

  • 27% Below List Price
  • $817/SF
  • 321 Days On Market

  Current Estimated Value $1,960,530

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  565 Sanctuary Dr Unit A203, Longboat Key, FL 34228
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  /2

  Not Listed For Sale

  74 Twin Shores Blvd, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Built 1974

  74 Twin Shores Blvd, Longboat Key, FL 34228

  Last Sold Summary

  • 62 Days On Market
• 

  

  /35

  $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
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  /52

  $6,000 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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

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

  /2

  $1,550,000

  Sold Nov 07, 2025

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

  • 2 Beds
  • 2 Baths
  • 1,460 Sq Ft
  • Built 1972

  Last Sold Summary

  • 9% Below List Price
  • $1,062/SF
  • 163 Days On Market

  Current Estimated Value $1,522,916

  Last Listing Agent Nancy Endara PREMIER SOTHEBY'S INTERNATIONAL REALTY

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

  

  /68

  Est $630,463

  Not Listed For Sale

  4960 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,312 Sq Ft
  • Built 1975

  4960 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228

  Last Sold Summary

  • 60 Days On Market
• 

  

  /36

  $3,699,999

  $1M PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,173 Sq Ft

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228

  BEACH FRONT OPPORTUNITY on Longboat Key! Rare chance to own DIRECT GULF FRONT property on the coveted south end of Longboat Key in Sarasota county. This charming, 1955 beach cottage sustained significant hurricane damage and is now being sold AS-IS for land value only. No HOA fees! Build your dream coastal retreat on this prime GULF-front lot and enjoy breathtaking sunsets, white-sand beaches-

  

  Jenn Flanders

  SERHANT

  2819 Gulf of Mexico Dr, Longboat Key, FL 34228
• 

  

  /58

  $9,000 Per Month

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

  829 Bayport Way Unit 829 B, Longboat Key, FL 34228

  Introducing a remarkable opportunity to rent a piece of paradise at 829 Bayport Way in the scenic Longboat Key, Florida. This beautifully situated property offers an exceptional blend of modern living and serene outdoor charm, perfect for those seeking both comfort and a vibrant lifestyle by the coast. As you enter the community, you are greeted by meticulously landscaped grounds that set the

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

  829 Bayport Way Unit 829 B, Longboat Key, FL 34228
• 

  /2

  $325,000

  Sold Apr 20, 2026

  576 Sutton Place, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,270 Sq Ft
  • Built 1972

  Last Sold Summary

  • 29% Below List Price
  • $256/SF
  • 109 Days On Market

  Current Estimated Value $353,113

  Last Listing Agent Kathy Callahan MICHAEL SAUNDERS & COMPANY

  576 Sutton Place, Longboat Key, FL 34228
• 

  /2

  Est $3,621,017

  Not Listed For Sale

  3480 Bayou Sound, Longboat Key, FL 34228

  • 5 Beds
  • 4.5 Baths
  • 3,926 Sq Ft
  • Built 2024

  3480 Bayou Sound, Longboat Key, FL 34228

  Last Sold Summary

  • 57 Days On Market
• 

  

  /38

  $1,270,000

  $100K PRICE DROP

  • Land
  • 17,859 Sq Ft
  • $3,097,561 per Acre

  560 Gulf Bay Rd, Longboat Key, FL 34228

  Back on the Market! RARE DOUBLE-SIZED ESTATE LOT ON LONGBOAT KEY – 18,000 SQ FT OF ISLAND LUXURY READY FOR YOUR VISION. Opportunities like this are few and far between. Nestled in one of the most coveted areas of Longboat Key, this expansive 18,000-square-foot estate lot at 560 Gulf Bay Road offers a blank canvas for your dream coastal retreat—just steps from the sugar-white sands of the Gulf of

  

  Gregory Claxton

  PREFERRED SHORE LLC

  560 Gulf Bay Rd, Longboat Key, FL 34228
• 

  

  /44

  $5,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,635 Sq Ft
  • Condo for Rent

  5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228

  Experience true beachfront living at 5611 Gulf of Mexico Drive, Unit 3103. This beautifully kept 3-bedroom, 2-bath residence is in excellent condition and offers stunning views of the Gulf of Mexico in a setting that is hard to beat. Located directly on the beach with no road to cross, this property gives you effortless access to the shoreline just steps from your door. Guests can enjoy the

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  5611 Gulf of Mexico Dr Unit 3, Longboat Key, FL 34228
• 

  /2

  $1,650,000

  Sold Jun 10, 2026

  775 Longboat Club Rd Unit 203, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,122 Sq Ft
  • Built 1984

  Last Sold Summary

  • 17% Below List Price
  • $778/SF
  • 215 Days On Market

  Current Estimated Value $1,718,322

  Last Listing Agent Courtney Tarantino COLDWELL BANKER REALTY

  775 Longboat Club Rd Unit 203, Longboat Key, FL 34228
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  /2

  Est $397,766

  Not Listed For Sale

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

  • Studio
  • Built 1983

  2600 Harbourside Dr Unit B-10, Longboat Key, FL 34228

  Last Sold Summary

  • 6 Days On Market
• 

  

  /20

  $995,000

  $280K PRICE DROP

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

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228

  Beachplace at Longboat Key: Major price reduction for this Gulf-front luxury and rental-friendly, turnkey furnished investment opportunity! An iconic condominium in the mid-century modern style, Beachplace was constructed under the direction of Tim Siebert, one of the leaders of the Sarasota School of Architecture, and spans 31 acres with a quarter mile of Gulf beachfront. This price reduction

  

  Tom Aposporos

  DUNCAN REAL ESTATE, INC.

  1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
• 

  

  /22

  $6,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,346 Sq Ft
  • Condo for Rent

  5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228

  AVAILABLE January 2026 $6,000 30 day lease. Looking for a Beach front vacation in warm sunny Florida in a condo where you walk out onto the deck and directly onto the beach? Stay in this 2 bedroom , 2 bath condo in Salty Acres with 2 parking spaces. It is on the Gulf Side beach with amazing views. Condo is beautiful and is in excellent condition. It must be a monthly rental. $4500 a month April -

  

  William Glade

  WILLIAM GLADE LIC. REAL ESTATE BROKER

  5621 Gulf of Mexico Dr Unit 102, Longboat Key, FL 34228
• 

  /2

  $1,300,000

  Sold Mar 25, 2026

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,551 Sq Ft
  • Built 1975

  Last Sold Summary

  • 16% Below List Price
  • $838/SF
  • 214 Days On Market

  Current Estimated Value $1,315,909

  Last Listing Agent Doug Parks MICHAEL SAUNDERS & COMPANY

  1701 Gulf of Mexico Dr Unit 404, Longboat Key, FL 34228
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  /33

  Not Listed For Sale

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  • 2 Beds
  • 1 Bath
  • 660 Sq Ft
  • Built 1988

  3710 Gulf of Mexico Dr Unit D14, Longboat Key, FL 34228

  Last Sold Summary

  • 248 Days On Market
• 

  

  /43

  $379,900

  • 2 Beds
  • 2 Baths
  • 1,427 Sq Ft

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228

  Welcome to Spanish Main Yacht Club, one of Longboat Key's most beloved waterfront communities, where 55-plus living unfolds at an easy, unhurried pace between the Gulf of Mexico and Sarasota Bay. Tucked along a quiet street lined with tidy single-story villas and swaying palms, this fully renovated two-bedroom retreat captures the old-Florida charm that makes this island enclave so special,

  

  Toni Zarghami

  KW COASTAL LIVING III

  602 Spanish Dr S Unit 115, Longboat Key, FL 34228
• 

  

  /56

  $6,000 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

  

  Antonietta Car

  KELLER WILLIAMS SUBURBAN TAMPA

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

  /2

  $631,000

  Sold Aug 28, 2025

  826 Bayport Way Unit 826, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,676 Sq Ft
  • Built 1981

  Last Sold Summary

  • 30% Below List Price
  • $376/SF
  • 347 Days On Market

  Current Estimated Value $684,174

  Last Listing Agent Dennis Girard PREMIER SOTHEBY'S INTERNATIONAL REALTY

  826 Bayport Way Unit 826, Longboat Key, FL 34228
• 

  /2

  Est $2,101,473

  Not Listed For Sale

  571 Golf Links Ln, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 1,745 Sq Ft
  • Built 1968

  571 Golf Links Ln, Longboat Key, FL 34228

  Last Sold Summary

  • 244 Days On Market

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