$1,270,000
$100K PRICE DROP
- Land
- 17,859 Sq Ft
- $3,097,561 per Acre
560 Gulf Bay Rd, Longboat Key, FL 34228
560 Gulf Bay Rd, Longboat Key, FL 34228
11,645
Longboat Key, FL Homes
-
-
$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
3040 Grand Bay Blvd, Longboat Key, FL 34228Experience 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
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$850,000
Sold May 28, 20261904 Harbourside Dr Unit 204, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,135 Sq Ft
- Built 1982
Last Sold Summary
- $398/SF
- 0 Days On Market
Current Estimated Value $951,817
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
1904 Harbourside Dr Unit 204, Longboat Key, FL 34228 -
Est $3,089,542
Not Listed For Sale1281 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,667 Sq Ft
- Built 1999
Last Sold Summary
- 230 Days On Market
-
$995,000
$280K PRICE DROP- 2 Beds
- 2 Baths
- 1,392 Sq Ft
1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
1105 Gulf of Mexico Dr Unit 402, Longboat Key, FL 34228
Tom Aposporos
DUNCAN REAL ESTATE, INC.
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$3,600 Per Month
- 2 Beds
- 2 Baths
- 1,015 Sq Ft
- House for Rent
420 Firehouse Ct Unit 10, Longboat Key, FL 34228
420 Firehouse Ct Unit 10, Longboat Key, FL 34228Seldom 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
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$595,000
Sold Apr 10, 20262295 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 $623,319
Last Listing Agent Harold Kaufman PREFERRED SHORE LLC
2295 Gulf of Mexico Dr Unit 64S, Longboat Key, FL 34228 -
Est $2,127,426
Not Listed For Sale6957 Longboat Dr S, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 2,499 Sq Ft
- Built 2019
Last Sold Summary
- 11 Days On Market
-
$4,495,000
New Construction Open Sat 9AM - 12PM- 4 Beds
- 6 Baths
- 4,106 Sq Ft
626 Buttonwood Dr, Longboat Key, FL 34228
626 Buttonwood Dr, Longboat Key, FL 34228
Joshua Freed
PREFERRED SHORE LLC
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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
3802 Gulf of Mexico Dr, Longboat Key, FL 34228AVAILABLE 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
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$2,250,000
Sold Dec 08, 20252410 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 $2,259,618
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
2410 Harbourside Dr Unit 151, Longboat Key, FL 34228 -
Est $3,479,331
Not Listed For Sale3521 Bayou Pointe, Longboat Key, FL 34228
- 3 Beds
- 4.5 Baths
- 3,687 Sq Ft
- Built 1996
Last Sold Summary
- 35 Days On Market
-
$3,890,000
New Construction Open Sat 11AM - 5PM $810K PRICE DROP- 5 Beds
- 7 Baths
- 4,176 Sq Ft
597 Buttonwood Dr, Longboat Key, FL 34228
597 Buttonwood Dr, Longboat Key, FL 34228
Joshua Freed
PREFERRED SHORE LLC
-
$3,000 Per Month
- 2 Beds
- 2 Baths
- 1,390 Sq Ft
- Condo for Rent
820 Spanish Dr S, Longboat Key, FL 34228
820 Spanish Dr S, Longboat Key, FL 34228Coastal Living at Its Finest in the Spanish Main Yacht Club! Discover your perfect Florida retreat in this beautifully maintained, free-standing 2-bedroom, 2-bathroom villa located on the highly coveted southern end of Longboat Key at 820 Spanish Dr S. Offering 1,390 square feet of bright, open living space, this single-story residence perfectly blends maintenance-free comfort with an active,
Geoff Scalera AUM FLORIDA REAL ESTATE LLC
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$3,600,000
Sold Mar 30, 2026675 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 $3,705,090
Last Listing Agent Reid Murphy DEVELOPERS REALTY LBK, INC
675 Longboat Club Rd Unit 23A, Longboat Key, FL 34228 -
Est $1,565,136
Not Listed For Sale2425 Gulf of Mexico Dr Unit 13A, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,513 Sq Ft
- Built 1973
Last Sold Summary
- 79 Days On Market
-
$4,695,000
New Construction Open Sat 11AM - 5PM $505K PRICE DROP- 4 Beds
- 6 Baths
- 4,106 Sq Ft
569 Bayview Dr, Longboat Key, FL 34228
569 Bayview Dr, Longboat Key, FL 34228
Joshua Freed
PREFERRED SHORE LLC
-
$7,000 Per Month
- 3 Beds
- 2 Baths
- 1,305 Sq Ft
- House for Rent
537 Outrigger Ln, Longboat Key, FL 34228
537 Outrigger Ln, Longboat Key, FL 34228Welcome 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
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$470,000
Sold Jun 27, 20254380 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 $485,461
Last Listing Agent Brett Keyser, Jr RE/MAX ALLIANCE GROUP
4380 Exeter Dr Unit 304, Longboat Key, FL 34228 -
Not Listed For Sale
230 Sands Point Rd Unit 3605, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 634 Sq Ft
- Built 1982
Last Sold Summary
- 0 Days On Market
-
$4,295,000
New Construction Open Sat 1PM - 3PM $700K PRICE DROP- 4 Beds
- 6 Baths
- 4,106 Sq Ft
530 de Narvaez Dr, Longboat Key, FL 34228
530 de Narvaez Dr, Longboat Key, FL 34228
Joshua Freed
PREFERRED SHORE LLC
-
$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
3440 Gulf of Mexico Dr Unit 9, Longboat Key, FL 34228AVAILABLE 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
-
$3,700,000
Sold Nov 03, 2025531 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 $3,578,983
Last Listing Agent Paulina Vasiliev VRI HOMES
531 Ranger Ln, Longboat Key, FL 34228 -
Est $5,412,638
Not Listed For Sale1241 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
- 5 Beds
- 6.5 Baths
- 5,225 Sq Ft
- Built 1996
Last Sold Summary
- 501 Days On Market
-
$475,000
New Construction- 2 Beds
- 2 Baths
- 740 Sq Ft
3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228
3710 Gulf of Mexico Dr Unit F2, Longboat Key, FL 34228
Marsha Winegarden
WAGNER REALTY
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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
1581 Gulf of Mexico Dr, Longboat Key, FL 34228Annual 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,
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$1,150,000
Sold Mar 31, 20262425 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 $1,230,524
Last Listing Agent Matt Bohanon HOUSE MATCH
2425 Gulf of Mexico Dr Unit 7D, Longboat Key, FL 34228 -
Est $1,508,384
Not Listed For Sale2425 Gulf of Mexico Dr Unit 13B, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
- Built 1973
Last Sold Summary
- 23 Days On Market
-
$3,775,000
$220K PRICE DROP Pending- 5 Beds
- 5.5 Baths
- 4,281 Sq Ft
550 Yardarm Ln, Longboat Key, FL 34228
550 Yardarm Ln, Longboat Key, FL 34228Melanie Russell QUEST PROPERTIES INC
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$5,500 Per Month
- 3 Beds
- 3 Baths
- 1,350 Sq Ft
- House for Rent
730 Fox St, Longboat Key, FL 34228
730 Fox St, Longboat Key, FL 34228Serene 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
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$525,000
Sold May 14, 20262039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 933 Sq Ft
- Built 1974
Last Sold Summary
- 8% Below List Price
- $563/SF
- 28 Days On Market
Current Estimated Value $563,110
Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES
2039 Gulf of Mexico Dr Unit G3108, Longboat Key, FL 34228 -
Est $879,711
Not Listed For Sale5201 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,184 Sq Ft
- Built 1980
Last Sold Summary
- 34 Days On Market
-
$5,995,000
- 4 Beds
- 4 Baths
- 2,721 Sq Ft
7143 La Lenaire Dr, Longboat Key, FL 34228
7143 La Lenaire Dr, Longboat Key, FL 34228Michelle Ward COMPASS FLORIDA LLC
-
$12,000 Per Month
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
- Seaside Serenity: Luxurious Gulf-Front Retreat on Southern Longboat Key
2425 Gulf of Mexico Dr, Longboat Key, FL 34228
2425 Gulf of Mexico Dr, Longboat Key, FL 34228Escape to the beauty of Southern Longboat Key with this stunning direct Gulf front vacation rental. From the moment you step into this fourteen-floor residence at Sea Gate, you will be captivated by the breathtaking views from every room. Relax on the lanai with new glass railings and enjoy your morning coffee while you plan your daily adventures. This beautifully renovated two-bedroom, two-bath
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$700,000
Sold Jun 12, 2026350 Gulf of Mexico Dr Unit 234, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 2,513 Sq Ft
- Built 1992
Last Sold Summary
- 39% Below List Price
- $279/SF
- 117 Days On Market
Current Estimated Value $1,071,911
Last Listing Agent Ryan Ackerman COLDWELL BANKER REALTY
350 Gulf of Mexico Dr Unit 234, Longboat Key, FL 34228 -
Not Listed For Sale
3710 Gulf of Mexico Dr Unit E13, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 657 Sq Ft
- Built 2018
Last Sold Summary
- 31 Days On Market
-
$2,900,000
- 3 Beds
- 3.5 Baths
- 3,045 Sq Ft
524 Hornblower Ln, Longboat Key, FL 34228
524 Hornblower Ln, Longboat Key, FL 34228Joel Schemmel DOUGLAS ELLIMAN
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$4,995 Per Month
- 2 Beds
- 2 Baths
- 1,270 Sq Ft
- Condo for Rent
2020 Harbourside Dr Unit 446, Longboat Key, FL 34228
2020 Harbourside Dr Unit 446, Longboat Key, FL 34228Experience luxury island living in this beautifully remodeled 2-bedroom, 2-bath residence located in the highly sought-after Fairway Bay community within Bay Isles on Longboat Key. Available for immediate occupancy, this turnkey furnished coastal retreat offers flexible lease terms from 6 to 12 months.Step inside to discover a bright and open floor plan featuring upscale contemporary
Jeffrey Swanson VIVE REALTY
-
$1,766,000
Sold Feb 04, 20263060 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 $1,760,246
Last Listing Agent Judy Mitchell PREMIER SOTHEBY'S INTERNATIONAL REALTY
3060 Grand Bay Blvd Unit 175, Longboat Key, FL 34228 -
Est $751,056
Not Listed For Sale4900 Gulf of Mexico Dr Unit 201, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,561 Sq Ft
- Built 1975
Last Sold Summary
- 66 Days On Market
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