Longboat Key, FL Homes

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  $600,000

  • Land
  • 1 Acre
  • $600,000 per Acre

  2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228

  An easy access slip with the views to along with the superb amenity package, Slip B-13 at Longboat Key Club Moorings Marina provides one of the most desired locations as a Yacht Club Member slip in the Marina. With the slip measuring 100 x 28, and a usable beam of 25 feet and a long and extra wide finger pier. This location provides close proximity to the hospitality room and Pool. The Longboat

  Jennifer Wilson LBRE LLC

  2600 Harbourside Dr Unit B-13, Longboat Key, FL 34228
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  $6,000 per month

  • 2 Beds
  • 2 Baths
  • 1,168 Sq Ft
  • Condo for Rent

  4420 Exeter Dr Unit 208, Longboat Key, FL 34228

  Must read entirely. 2025 WINTER RENTAL- Not Available 01/21/26-2/21/26. Talk about the perfect beach place. Intercoastal view and private easy access to the beach with a private beach house! Longboat Harbour Condominium Association has tennis courts, a fitness center, Kayak launching pads, docks, fishing areas, many pools, private access to the beach on the Gulf of Mexico. Marina slips MAY be

  Armando Gonzalez AG REALTY SERVICES LLC

  4420 Exeter Dr Unit 208, Longboat Key, FL 34228
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  $2,275,000 Sold Feb 28, 2025

  3521 Fair Oaks Ln, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 4,048 Sq Ft
  • Built 1995

  Last Sold Summary

  • 5% Below List Price
  • $562/SF
  • 10 Days On Market

  Last Listing Agent Kathleen Wingate PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3521 Fair Oaks Ln, Longboat Key, FL 34228
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  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 884 Sq Ft

  2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228

  2721 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
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  /76

  $2,790,000

  • 5 Beds
  • 5 Baths
  • 4,510 Sq Ft

  3408 Fair Oaks Ln, Longboat Key, FL 34228

  Elegant 5BR/5BA home in the gated community of Corey’s Landing within Bay Isles on Longboat Key. With over 4,500 sq ft, this spacious two-story residence offers open living areas, soaring ceilings, and refined design for both comfort and style. The light-filled great room with 22-ft ceilings opens to a gourmet kitchen with stone countertops, breakfast bar, and stainless-steel appliances. The

  Bruce Myer COLDWELL BANKER REALTY

  3408 Fair Oaks Ln, Longboat Key, FL 34228
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  $12,000 per month

  • 2 Beds
  • 2 Baths
  • 1,513 Sq Ft
  • Condo for Rent

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

  ELEGANT BEACH FRONT CONDO ON LONGBOAT KEY. This exquisite 2 bedroom, 2 bathroom condo has been totally updated. The kitchen has top of the line, state of the art appliances. Induction stove top, touchless kitchen sink faucet, cooking island, breakfast bar. From the moment you enter this property you are greeted with a wide open floor plan. Incredible views of the Gulf of Mexico and Sarasota Bay.

  Teresa Ribaudo JENNETTE PROPERTIES INC

  2425 Gulf of Mexico Dr Unit 11F, Longboat Key, FL 34228
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  $300,000 Sold Dec 18, 2025

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,106 Sq Ft
  • Built 1971

  Last Sold Summary

  • 25% Below List Price
  • $271/SF
  • 28 Days On Market

  Last Listing Agent Maggie Hicks COLDWELL BANKER REALTY

  3330 Gulf of Mexico Dr Unit 107D, Longboat Key, FL 34228
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  Est $1,478,864 Not Listed For Sale

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

  1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228

  1055 Gulf of Mexico Dr Unit 605, Longboat Key, FL 34228
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  $23,950,000

  • 6 Beds
  • 9 Baths
  • 9,243 Sq Ft

  612 Juan Anasco Dr, Longboat Key, FL 34228

  Welcome to your private, gated estate on Longboat Key, where coastal luxury meets effortless sophistication. Boasting over 730 feet of water frontage, this stunning property offers panoramic views of Whitney Bayou and Harris Canal and provides the ultimate waterfront lifestyle. With 9,243 square feet of air-conditioned living space and a total of 21,562 square feet on over an acre of pristine

  Charles & Gabe Buky COLDWELL BANKER REALTY

  612 Juan Anasco Dr, Longboat Key, FL 34228
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  $10,000 per month

  • 3 Beds
  • 2.5 Baths
  • 1,882 Sq Ft
  • House for Rent

  825 Tarawitt Dr, Longboat Key, FL 34228

  Welcome to your new Beach House Sanctuary!! Completely renovated Island home located 4 houses off Tarawitt point on a large 90x125ft lot! Coveted lifestyle and location on a deep water canal in the heart of Longboat Key! This waterfront home has 125ft of seawall docking for a boat up to 30 ft. plus a jet ski lift and room for other water toys. Catch bait and start fishing in less than 30 minutes!

  Ian Greenberg BRISTA REALTY LLC

  825 Tarawitt Dr, Longboat Key, FL 34228
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  $1,600,000 Sold May 09, 2025

  581 Broadway St, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,148 Sq Ft
  • Built 1988

  Last Sold Summary

  • 11% Below List Price
  • $745/SF
  • 36 Days On Market

  Current Estimated Value $1,465,249

  Last Listing Agent Cindy Fischer PREMIER SOTHEBY'S INTERNATIONAL REALTY

  581 Broadway St, Longboat Key, FL 34228
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  Not Listed For Sale

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

  2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228

  2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
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  $1,595,000

  • 2 Beds
  • 3.5 Baths
  • 2,143 Sq Ft

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228

  Soaring Sarasota Bay and Gulf of Mexico views from every room of this 8th floor residence at Grand Bay. This 2-bedroom + Den Biscayne floor plan is located on the corner of Building 1 and provides the perfect vantage-point for unobstructed views through floor-to-ceiling walls of glass. Relax on the wraparound terrace which is accessible from every room and offers dramatic sunsets over the Gulf of

  Ryan Ackerman COLDWELL BANKER REALTY

  3060 Grand Bay Blvd Unit 182, Longboat Key, FL 34228
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  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,399 Sq Ft
  • House for Rent

  957 Spanish Dr N, Longboat Key, FL 34228

  AVAILABLE STARTING MAY 1, 2026. WITH 3 MONTH MINUMUM RENTAL. FULL WATERFRONT NEWLY RENOVATED (internal new photos coming soon) and TURNKEY FURNISHED VILLA for SEASONAL OR ANNUAL LEASE. Seasonal Lease December to April is $7,000 per month (OR inquire about annual/off season option at $5,500/month). Utilities, Cable and Tax included! Waterfront Villa with Panoramic Bay Views - Spanish Main Yacht

  Norma Mladineo COLDWELL BANKER REALTY

  957 Spanish Dr N, Longboat Key, FL 34228
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  $1,175,000 Sold Feb 12, 2025

  1901 Harbour Links Cir Unit 1, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 2001

  Last Sold Summary

  • 16% Below List Price
  • $495/SF
  • 28 Days On Market

  Current Estimated Value $1,135,181

  Last Listing Agent Michael Nink, PA MICHAEL SAUNDERS & COMPANY

  1901 Harbour Links Cir Unit 1, Longboat Key, FL 34228
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  Est $868,207 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 657 Sq Ft

  210 Sands Point Rd Unit 2302, Longboat Key, FL 34228

  210 Sands Point Rd Unit 2302, Longboat Key, FL 34228
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  $1,250,000

  • 3 Beds
  • 2 Baths
  • 2,080 Sq Ft

  615 Buttonwood Dr, Longboat Key, FL 34228

  It's all about location. Just a short drive from Sarasota, Longboat Key offers unrivaled natural beauty in a coastal retreat. This home/land lot is a 1/3-acre with 100 feet of canal frontage on the desired south side of Longboat Key, and so close to the beach is about as good as it gets. The improvement can be inspected for remediation, and the generous lot features a healthy and substantial

  Walter Hackett PREMIER SOTHEBY'S INTERNATIONAL REALTY

  615 Buttonwood Dr, Longboat Key, FL 34228
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  $3,000 per month

  • 2 Beds
  • 2 Baths
  • 1,278 Sq Ft
  • Condo for Rent

  534 Sutton Place, Longboat Key, FL 34228

  Available for immediate occupancy and incredible deal on leases through the end of 2025! GULF BEACH and BAY ACCESS! This single story end unit is the perfect place to escape the cold winter months and experience Island living on Longboat Key. This 2 bedroom, 2 bathroom condo has a spacious living and dining room combo, which opens to a bright and airy Florida room, perfect for relaxing or

  Tanner Frey KELLER WILLIAMS ON THE WATER S

  534 Sutton Place, Longboat Key, FL 34228
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  $700,000 Sold Feb 11, 2025

  5310 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,014 Sq Ft
  • Built 1973

  Last Sold Summary

  • $690/SF
  • 3 Days On Market

  Current Estimated Value $634,327

  Last Listing Agent Chris Carpenter COLDWELL BANKER SARASOTA CENT.

  5310 Gulf of Mexico Dr Unit 11, Longboat Key, FL 34228
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  Est $741,878 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 642 Sq Ft

  225 Sands Point Rd Unit 6106, Longboat Key, FL 34228

  225 Sands Point Rd Unit 6106, Longboat Key, FL 34228
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  /45

  $4,700,000

  • 4 Beds
  • 4.5 Baths
  • 4,138 Sq Ft

  610 Yardarm Ln, Longboat Key, FL 34228

  Experience elevated coastal living in this updated, elegantly styled waterfront residence in the coveted community of Country Club Shores on South Longboat Key. This beautifully maintained home has no history of flood or storm-water damage and offers peace of mind with a brand-new roof, all-new seawall, new dock, two boat lifts, updated mechanicals, and a private elevator—creating a true turn-key

  Nicholle McKiernan COLDWELL BANKER REALTY

  610 Yardarm Ln, Longboat Key, FL 34228
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  /41

  $3,900 per month

  • 2 Beds
  • 2 Baths
  • 1,085 Sq Ft
  • Condo for Rent

  3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228

  2-bed, 2-bath paradise on the stunning Longboat Key, where every amenity you could dream of is at your fingertips! Nestled in the fabulous Beach Harbor Club, this beach-to-bay community is packed with perks. Enjoy deeded beach access and the community’s private beach area, complete with grills, showers, and comfy beach chairs and lounges. Swim in the heated pool, paddle around on community

  Dakota Magnus FLORIDA GALLERY REAL ESTATE

  3802 Gulf of Mexico Dr Unit 107, Longboat Key, FL 34228
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  $875,000 Sold Feb 26, 2025

  5655 Gulf of Mexico Dr Unit D205, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,274 Sq Ft
  • Built 1975

  Last Sold Summary

  • 17% Below List Price
  • $687/SF
  • 81 Days On Market

  Current Estimated Value $802,707

  Last Listing Agent John Milkovich CHARLES RUTENBERG REALTY INC

  5655 Gulf of Mexico Dr Unit D205, Longboat Key, FL 34228
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  /31

  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 621 Sq Ft

  3710 Gulf of Mexico Dr Unit C24, Longboat Key, FL 34228

  3710 Gulf of Mexico Dr Unit C24, Longboat Key, FL 34228
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  /49

  $3,275,000

  • 4 Beds
  • 2.5 Baths
  • 2,550 Sq Ft

  595 Bowsprit Ln, Longboat Key, FL 34228

  Longboat Key Waterfront Perfection! Experience the ultimate coastal lifestyle in this turn-key furnished 4-bedroom, 2.5-bath home, effective year 2016, 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

  Melissa Gissinger MICHAEL SAUNDERS & COMPANY

  595 Bowsprit Ln, Longboat Key, FL 34228
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  /25

  $11,000 per month

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft
  • Condo for Rent

  1000 Longboat Club Rd, Longboat Key, FL 34228

  Welcome to your elevated coastal retreat on Longboat Key, located behind the gate of the prestigious Longboat Key Club. Available annually at $9,000/month or seasonally from November through April at $11,500/month, this fully renovated upper-floor residence offers refined living with sweeping Gulf and Bay views from two private balconies. Set within one of the island’s most exclusive beachfront

  Jenna Genovese KELLER WILLIAMS ON THE WATER S

  1000 Longboat Club Rd, Longboat Key, FL 34228
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  $375,000 Sold Apr 16, 2025

  4340 Falmouth Dr Unit 203, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,090 Sq Ft
  • Built 1969

  Last Sold Summary

  • 23% Below List Price
  • $344/SF
  • 219 Days On Market

  Current Estimated Value $378,218

  Last Listing Agent Thomas Netzel PREMIER SOTHEBY'S INTERNATIONAL REALTY

  4340 Falmouth Dr Unit 203, Longboat Key, FL 34228
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  Est $423,735 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

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

  4770 Gulf of Mexico Dr Unit Villa 6, Longboat Key, FL 34228
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  $1,899,000

  • 3 Beds
  • 2 Baths
  • 2,028 Sq Ft

  524 Ketch Ln, Longboat Key, FL 34228

  Discover the quintessential Longboat Key lifestyle in this classic masonry beach home located just “3” properties in from Sarasota Bay. Boasting 110 feet of canal frontage, your own private dock, a 7,500 lb. boatlift to complement this classic waterfront treasure it offers direct access for boating, fishing, and kayaking, with frequent visits from playful manatees and dolphins right in your

  Kathy Callahan MICHAEL SAUNDERS & COMPANY

  524 Ketch Ln, Longboat Key, FL 34228
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  /39

  $5,500 per month

  • 2 Beds
  • 2 Baths
  • 1,401 Sq Ft
  • Condo for Rent

  3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228

  Available for season 2026! Experience resort-style living in this spacious 2-bedroom, 2-bath condo located in Beach Harbor Club on Longboat Key. Nestled along Sarasota Bay, this community offers refreshing bay breezes and an array of waterfront amenities, including kayak storage and lift, a boating and fishing pier, and private beach access to the pristine sands of the Gulf of Mexico. Relax by

  Maureen Plichta STRINGER MANAGEMENT INC

  3806 Gulf of Mexico Dr Unit C108, Longboat Key, FL 34228
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  $2,490,000 Sold Jan 09, 2025

  1581 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228

  • 1 Bed
  • 1.5 Baths
  • 1,721 Sq Ft
  • Built 2024

  Last Sold Summary

  • $1,447/SF
  • 0 Days On Market

  Last Listing Agent Lynn Morris MICHAEL SAUNDERS & COMPANY

  1581 Gulf of Mexico Dr Unit 207, Longboat Key, FL 34228
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  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
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  $650,000

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

  2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228

  Beachfront Living at Islander Club on Longboat Key Experience relaxed beachfront living at the Islander Club, one of Longboat Key’s most established and sought-after Gulf-front communities. Located directly on the Gulf of Mexico, this beautifully updated 2-bedroom, 2-bath residence offers true resort-style living in a premier island setting. Situated on the 6th floor along the desirable

  Harold Kaufman PREFERRED SHORE LLC

  2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
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  $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
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  $2,900,000 Sold May 22, 2025

  3580 Fair Oaks Ln, Longboat Key, FL 34228

  • 5 Beds
  • 5.5 Baths
  • 4,167 Sq Ft
  • Built 1998

  Last Sold Summary

  • 17% Below List Price
  • $696/SF
  • 75 Days On Market

  Current Estimated Value $2,843,772

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY

  3580 Fair Oaks Ln, Longboat Key, FL 34228
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  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
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  $4,195,000

  • 3 Beds
  • 3.5 Baths
  • 3,564 Sq Ft

  675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228

  Spectacular Gulf front location! Rarely available A floorpan Three bedroom, three bath direct beach corner residence with southern exposure with vistas to the beach, azure Gulf waters and sunsets plus views of the Longboat key Club golf course, Sarasota Bay and downtown Sarasota lights. Sunrise, sunsets are all enjoyed from this third floor spacious, open floor plan. A private, secured elevator

  Reid Murphy DEVELOPERS REALTY LBK, INC

  675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
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  $14,000 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
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  $625,000 Sold Aug 07, 2025

  321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228

  • Land
  • 0.14 Acre
  • $4,464,286 per Acre

  Last Sold Summary

  • 11% Below List Price
  • 185 Days On Market

  Current Estimated Value $609,067

  Last Listing Agent Brian Leakeas COLDWELL BANKER REALTY

  321 N Shore Rd Unit LOT ONLY, Longboat Key, FL 34228
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  Est $1,239,443 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

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