Longboat Key, FL Homes

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  $4,695,000 New Construction

  • 4 Beds
  • 6 Baths
  • 4,106 Sq Ft

  530 de Narvaez Dr, Longboat Key, FL 34228

  New Construction - Discover the epitome of waterfront luxury with this newly built home in the heart of Longboat Key—competitively priced and move-in ready. Nestled along a private canal, this 4-bedroom plus den, 4,106 sq ft residence blends contemporary sophistication with coastal appeal. Designed for effortless indoor-outdoor living, the home boasts two spacious lanais, a private pool and spa,

  

  Joshua Freed

  PREFERRED SHORE LLC

  (941) 676-8118

  530 de Narvaez Dr, Longboat Key, FL 34228
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  /49

  $8,000 Per Month

  • 3 Beds
  • 3.5 Baths
  • 2,143 Sq Ft
  • Luxury Seasonal or Annual Rental in the Prestigious Grand Bay Community – Longboat Key

  3040 Grand Bay Blvd, Longboat Key, FL 34228

  Experience unparalleled luxury and breathtaking views from this stunning 9th-floor condominium at Grand Bay. From sunrise to sunset, enjoy panoramic vistas from your private wraparound balcony or through the floor-to-ceiling sliding glass doors that frame the living room. Designed for both relaxation and sophistication, this residence offers the elegance of a luxury waterfront home with the

  3040 Grand Bay Blvd, Longboat Key, FL 34228
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  $1,000,000 Sold Jun 23, 2025

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228

  • 3 Beds
  • 3 Baths
  • 2,568 Sq Ft
  • Built 1980

  Last Sold Summary

  • 13% Below List Price
  • $389/SF
  • 7 Days On Market

  Current Estimated Value $1,024,758

  Last Listing Agent Alexis Smith-Frady COMPASS FLORIDA LLC

  3540 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
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  Est $3,612,967 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

  • 10% Below List Price
  • $1,019/SF
  • 57 Days On Market

  • Last Sold Price $4,000,000
  • Mar 25, 2025

  Last Listing Agent Nicholle McKiernan COLDWELL BANKER REALTY
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  /64

  $622,000

  • 1 Bed
  • 1.5 Baths
  • 1,094 Sq Ft

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228

  NO expense spared and everything replaced! Gulf and greenbelt views await from your top floor Seaplace condo! Completely remodeled. This gorgeous gulf-facing oversized one bedroom, 1.5 bath end unit with vaulted ceilings features 1,094 square feet of living space and spacious lanai adding an additional 112 square feet with custom 95% UV blocking solar shades. The convenient second floor location

  Derek Eisenberg CONTINENTAL REAL ESTATE GROUP

  2055 Gulf of Mexico Dr Unit G2213, Longboat Key, FL 34228
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  /17

  $3,600 Per Month

  • 2 Beds
  • 2 Baths
  • 1,015 Sq Ft
  • House for Rent

  420 Firehouse Ct Unit 10, Longboat Key, FL 34228

  Seldom available annual rental on the coveted north end of Longboat Key. This beautifully remodeled 2-bedroom, 2-bath condo boasts new appliances, cabinets, flooring, and modern fixtures throughout. Both bedrooms feature spacious walk-in closets, and a separate utility room includes washer and dryer hookups. Embrace the laid-back coastal lifestyle with quick access to beaches, restaurants,

  Gregory Koss WAGNER REALTY

  420 Firehouse Ct Unit 10, Longboat Key, FL 34228
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  $595,000 Sold Apr 10, 2026

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

  • 2 Beds
  • 2 Baths
  • 1,235 Sq Ft
  • Built 1970

  Last Sold Summary

  • 8% Below List Price
  • $482/SF
  • 71 Days On Market

  Current Estimated Value $671,394

  Last Listing Agent Harold Kaufman PREFERRED SHORE LLC

  2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228
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  Est $392,846 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

  • 13% Below List Price
  • 6 Days On Market

  • Last Sold Price $450,000
  • Sep 16, 2024

  Last Listing Agent Jennifer Wilson LBRE LLC
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  $739,000

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

  706 Bayport Way Unit 706, Longboat Key, FL 34228

  This stylish turnkey furnished beach retreat at Bayport Beach & Tennis Club is the perfect blend of classy with a modern flair. Before entering the home take note of the huge 16’ x 13’ outdoor deck where you can enjoy a partial view of the Gulf. It's a great place to start your day with a cup of morning coffee, or enjoy a nice meal in the evening, and catch the spectacular colors of the sky as

  Kelly Erb COLDWELL BANKER REALTY

  706 Bayport Way Unit 706, Longboat Key, FL 34228
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  $2,500 Per Month

  • 1 Bed
  • 1.5 Baths
  • 761 Sq Ft
  • Beach Harbor Club Beauty

  3802 Gulf of Mexico Dr, Longboat Key, FL 34228

  AVAILABLE FOR ANNUAL OR RENTAL. 3 MONTH MINIMUM. Beach Harbor Club – Turnkey Furnished Gulf-View Condo. Welcome to your seasonal coastal retreat at the highly desirable Beach Harbor Club on Longboat Key. This beautifully appointed 1-bedroom, 1.5-bath furnished condo offers the perfect blend of comfort, convenience, and island living just steps from the Gulf of Mexico. Inside, you’ll find a bright

  3802 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $2,250,000 Sold Dec 08, 2025

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228

  • 3 Beds
  • 3.5 Baths
  • 3,825 Sq Ft
  • Built 1993

  Last Sold Summary

  • 10% Below List Price
  • $588/SF
  • 7 Days On Market

  Current Estimated Value $2,301,896

  Last Listing Agent Bruce Myer COLDWELL BANKER REALTY

  2410 Harbourside Dr Unit 151, Longboat Key, FL 34228
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  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

  • $379/SF
  • 248 Days On Market

  • Last Sold Price $250,000
  • Dec 01, 2023

  Last Listing Agent Michael Sexton SAFE LIST REALTY, LLC
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  $3,775,000 Pending

  • 5 Beds
  • 5.5 Baths
  • 4,281 Sq Ft

  550 Yardarm Ln, Longboat Key, FL 34228

  Under contract-accepting backup offers. Motivated seller ....ELEVATED Waterfront Luxury on Longboat Key! Welcome to 550 Yardarm Lane, where the elegance of Longboat Key meets the ease of Florida’s coastal lifestyle in the coveted Country Club Shores. This waterfront masterpiece isn’t just a home, it’s your front-row seat to paradise, where boating, beach walks, and year-round sunshine are part of

  Melanie Russell QUEST PROPERTIES INC

  550 Yardarm Ln, Longboat Key, FL 34228
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  /35

  $7,100 Per Month

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Condo for Rent

  3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228

  AVAILABLE Dec. 2025-April 2026, 2 mos. min. This is a second floor walk up, two bedroom and den, two bathroom unit with over 1,600 square feet of interior living space. There is a private screened balcony/lanai and aa staircase entrance to the front door of the unit. The unit has partial water views from the living room, dining room, den, and the screened balcony and exterior open balcony/lanai

  Brenda Cozy COLDWELL BANKER REALTY

  3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228
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  $3,600,000 Sold Mar 30, 2026

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

  • 3 Beds
  • 3.5 Baths
  • 3,564 Sq Ft
  • Built 1995

  Last Sold Summary

  • 14% Below List Price
  • $1,010/SF
  • 315 Days On Market

  Current Estimated Value $4,144,826

  Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC

  675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228
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  Est $1,962,237 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

  • 2% Below List Price
  • $1,146/SF
  • 244 Days On Market

  • Last Sold Price $2,000,000
  • Nov 20, 2024

  Last Listing Agent Patricia Hanly HANLY ASSOCIATES REALTY
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  $924,900 Pending

  • 2 Beds
  • 2 Baths
  • 1,260 Sq Ft

  3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228

  Under contract-accepting backup offers. * BREATHTAKING GULF-FRONT CONDO WITH PANORAMIC VIEWS AND LUXURIOUS AMENITIES! ** This stunning condo offers a unique blend of elegance and tranquility, perfectly situated to capture the serene beauty of the Gulf of Mexico. Imagine waking up to the gentle sound of waves and enjoying unobstructed views from every room. Retreat to the primary suite, a tranquil

  Shana Hamel NEXTHOME EXCELLENCE

  3235 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
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  /12

  $7,000 Per Month

  • 3 Beds
  • 2 Baths
  • 1,305 Sq Ft
  • House for Rent

  537 Outrigger Ln, Longboat Key, FL 34228

  Welcome boating enthusiasts to this exceptional waterfront residence located in the highly desirable Country Club Shores community on Longboat Key. Situated on a deep-water canal with direct access to the Gulf of America, this beautifully updated two-bedroom, two-bath home with a den offers the ultimate island lifestyle for boaters and beach lovers alike. The property features a brand-new

  537 Outrigger Ln, Longboat Key, FL 34228
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  $470,000 Sold Jun 27, 2025

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 992 Sq Ft
  • Built 1970

  Last Sold Summary

  • 3% Below List Price
  • $474/SF
  • 27 Days On Market

  Current Estimated Value $473,086

  Last Listing Agent Brett Keyser, Jr RE/MAX ALLIANCE GROUP

  4380 Exeter Dr Unit 304, Longboat Key, FL 34228
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  Est $2,441,938 Not Listed For Sale

  3365 Bayou Gate, Longboat Key, FL 34228

  • 4 Beds
  • 4.5 Baths
  • 3,528 Sq Ft
  • Built 2013

  3365 Bayou Gate, Longboat Key, FL 34228

  Last Sold Summary

  • 2% Below List Price
  • $709/SF
  • 0 Days On Market

  • Last Sold Price $2,500,000
  • Apr 17, 2025

  Last Listing Agent Ryan Heers COLDWELL BANKER REALTY
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  $2,900,000

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

  524 Hornblower Ln, Longboat Key, FL 34228

  Tucked along one of the most sought-after canals in Country Club Shores, 524 Hornblower Lane is a waterfront residence that fully embodies the Longboat Key lifestyle, where boating access, beach proximity, and refined coastal living intersect with intention. Set on a 0.28-acre canal-front homesite with 107 feet of water frontage, the property offers what experienced boaters immediately recognize

  Joel Schemmel DOUGLAS ELLIMAN

  524 Hornblower Ln, Longboat Key, FL 34228
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  /40

  $6,500 Per Month

  • 3 Beds
  • 3 Baths
  • 1,350 Sq Ft
  • House for Rent

  730 Fox St, Longboat Key, FL 34228

  Serene and cozy home in beautiful Longboat Key Village, place where the old Florida meet the new one. Exquisite dining is couple minutes away (The Shore, Whitney’s or Mar Vista), as well as almost private Whitney Beach. Old times charm slows the time itself and once you enter the home, you will feel like on vacation. Three bedrooms, three bathrooms (two of them are en-suite), nice living room

  Linda Votrubova ENVISION REALTY PARTNERS LLC

  730 Fox St, Longboat Key, FL 34228
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  $3,700,000 Sold Nov 03, 2025

  531 Ranger Ln, Longboat Key, FL 34228

  • 4 Beds
  • 3.5 Baths
  • 3,436 Sq Ft
  • Built 2006

  Last Sold Summary

  • 13% Below List Price
  • $1,077/SF
  • 263 Days On Market

  Current Estimated Value $3,626,912

  Last Listing Agent Paulina Vasiliev VRI HOMES

  531 Ranger Ln, Longboat Key, FL 34228
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  /20

  Not Listed For Sale

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  • Studio

  2600 Harbourside Dr Unit C-2324, Longboat Key, FL 34228

  Last Sold Summary

  • 8 Days On Market

  • Last Sold Price $650,000
  • Jul 02, 2024

  Last Listing Agent Jennifer Wilson LBRE LLC
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  $1,495,000

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

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

  Price Reduced $100k—Welcome to Sea Gate Club #10F, a rare 10th-floor corner unit with sweeping, unobstructed Gulf views on Longboat Key. This 2-bed, 2-bath residence is filled with natural light and offers stunning sunsets from nearly every room—an ideal coastal retreat for relaxing or entertaining. Located in an intimate 89-unit beachfront community, Sea Gate Club offers a quiet, refined

  Erica Thomas MICHAEL SAUNDERS & COMPANY

  2425 Gulf of Mexico Dr Unit 10F, Longboat Key, FL 34228
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  $15,000 Per Month

  • 1 Bed
  • 2 Baths
  • 1,721 Sq Ft
  • Luxury Furnished Gulf-Front Condo at The St. Regis Residences, Longboat Key, FL

  1581 Gulf of Mexico Dr, Longboat Key, FL 34228

  Annual Furnished Rental Available at The Residences at The St. Regis Longboat Key mark the debut of a truly iconic address — the first branded residential community and ultra-luxury five-star resort on the Gulf of Mexico. Welcome home to the legendary service and sophistication of St. Regis, paired with the tranquil allure of a seaside retreat on the exclusive barrier island of Longboat Key,

  1581 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $1,150,000 Sold Mar 31, 2026

  2425 Gulf of Mexico Dr Unit 7D, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,470 Sq Ft
  • Built 1973

  Last Sold Summary

  • 32% Below List Price
  • $782/SF
  • 102 Days On Market

  Current Estimated Value $1,551,973

  Last Listing Agent Matt Bohanon HOUSE MATCH

  2425 Gulf of Mexico Dr Unit 7D, Longboat Key, FL 34228
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  Est $871,024 Not Listed For Sale

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

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

  230 Sands Point Rd Unit 3505, Longboat Key, FL 34228

  Last Sold Summary

  • 8% Below List Price
  • $1,498/SF
  • 41 Days On Market

  • Last Sold Price $950,000
  • Dec 23, 2024

  Last Listing Agent Ann Martin Michael Saunders
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  $1,299,000

  • 3 Beds
  • 2 Baths
  • 2,091 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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  $10,000 Per Month

  • 3 Beds
  • 3 Baths
  • 2,698 Sq Ft
  • Condo for Rent

  1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228

  LONGBOAT KEY'S SEAPLACE Enjoy the tropical sea breezes and the magical Water Views from this custom designed THREE BEDROOM spacious corner unit. Beautiful wrap around Lanai terraces with panoramic scenery of the GULF OF MEXICO. Primary Suite-King Bed, Bedroom #2 Suite-King Bed, Bedroom #3- two twin beds. Seaplace is located close to shopping and restaurants and just minutes to ST Armand's Circle

  Jane Hunter JENNETTE PROPERTIES INC

  1925 Gulf of Mexico Dr Unit 309, 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 $59,435

  Last Listing Agent Daniel Treiman MICHAEL SAUNDERS & COMPANY

  408 Gulf of Mexico Dr Unit 1222, Longboat Key, FL 34228
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  Est $1,124,241 Not Listed For Sale

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  • 2 Beds
  • 2 Baths
  • 1,172 Sq Ft
  • Built 1979

  1125 Gulf of Mexico Dr Unit 401, Longboat Key, FL 34228

  Last Sold Summary

  • 6% Below List Price
  • $1,024/SF
  • 0 Days On Market

  • Last Sold Price $1,200,000
  • Apr 08, 2024

  Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
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  $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 gated waterfront community located across the street from the beach, with private bay access. This fully furnished turnkey home is perfectly positioned to embrace the island lifestyle, with fantastic gulf views from almost every room. The home includes a deeded deep-water dock (Slip #6- boat lift included), located in a protected lagoon

  Brandy Coffey KELLER WILLIAMS ISLAND LIFE REAL ESTATE

  6322 Laguna Dr Unit 1, Longboat Key, FL 34228
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  /25

  $4,950 Per Month

  • 3 Beds
  • 2 Baths
  • 1,586 Sq Ft
  • Gulf of Mexico Drive, Longboat Key

  5135 Gulf of Mexico Dr, Longboat Key, FL 34228

  Real Property Management Horizons are delighted to offer to lease this stunning 3-bedroom, 2-bathroom apartment located in Longboat Key, one of the most sought-after locations in South-West Florida. This superbly located property offers a west-facing balcony with breath-taking views and sunsets over the Gulf of Mexico. With private access directly onto the beach from the property as well as a

  5135 Gulf of Mexico Dr, Longboat Key, FL 34228
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  $1,766,000 Sold Feb 04, 2026

  3060 Grand Bay Blvd Unit 175, Longboat Key, FL 34228

  • 3 Beds
  • 2.5 Baths
  • 2,143 Sq Ft
  • Built 1994

  Last Sold Summary

  • 9% Below List Price
  • $824/SF
  • 86 Days On Market

  Current Estimated Value $1,745,719

  Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY

  3060 Grand Bay Blvd Unit 175, Longboat Key, FL 34228
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  Not Listed For Sale

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  • 6 Beds
  • 4.5 Baths
  • 3,470 Sq Ft
  • Built 1950

  3750 Gulf of Mexico Dr, Longboat Key, FL 34228

  Last Sold Summary

  • $344/SF
  • 123 Days On Market

  • Last Sold Price $1,195,000
  • Apr 01, 2024

  Last Listing Agent Erica Smentowski KELLER WILLIAMS ON THE WATER S
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  /20

  $449,500

  • 2 Beds
  • 2 Baths
  • 1,327 Sq Ft

  718 Spanish Dr N, Longboat Key, FL 34228

  Discover Longboat Key waterfront living at its very best at 718 Spanish Dr N, a beautifully updated freestanding villa in the sought-after Spanish Main Yacht Club. This home has been completely renovated to today’s highest standards following Hurricane Ian, delivering a fresh, high-end coastal finish throughout with meticulous craftsmanship and premium materials. Just steps from your door, enjoy

  John Woodward SARASOTA REAL ESTATE GROUP

  718 Spanish Dr N, Longboat Key, FL 34228
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  /55

  $7,000 Per Month

  • 2 Beds
  • 2 Baths
  • 1,133 Sq Ft
  • Condo for Rent

  3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228

  Welcome to Sunset On The Gulf! This gorgeous 2-bedroom, 2-bathroom, third-floor, corner condo offers the perfect location. Located between the bay and the beach, you are bound to have endless adventures. The community of Beach Harbor Club offers resort-style living at its finest. There is a large community pool, a clubhouse with a bar, and a fitness center to get in your morning exercises! You

  Andy Moore GULF COAST REALTY & MANAGEMENT

  3804 Gulf of Mexico Dr Unit 307, 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 $190,385

  Last Listing Agent Jennifer Wilson LBRE LLC

  2800 Harbourside Dr Unit M-01, Longboat Key, FL 34228
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  Est $4,460,284 Not Listed For Sale

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

  • 3 Beds
  • 3.5 Baths
  • 3,319 Sq Ft
  • Built 2007

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

  Last Sold Summary

  • 19% Below List Price
  • $1,657/SF
  • 0 Days On Market

  • Last Sold Price $5,500,000
  • Oct 23, 2023

  Last Listing Agent Judy Nimz Michael Saunders

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