$1,349,000
$100K PRICE DROP
Under Contract
- 2 Beds
- 2 Baths
- 1,761 Sq Ft
392 Firehouse Ln, Longboat Key, FL 34228
Gina Ursini BRISTA REALTY LLC
10,807
Homes in ZIP Code 34228
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392 Firehouse Ln, Longboat Key, FL 34228
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$4,000 Per Month
- 2 Beds
- 2 Baths
- 1,423 Sq Ft
- Condo for Rent
706 Spanish Dr S, Longboat Key, FL 34228
706 Spanish Dr S, Longboat Key, FL 34228Experience the best of Longboat Key in this beautifully appointed coastal retreat, nestled within the highly sought-after, active 55+ community of Spanish Main Yacht Club! Ideally situated just steps from the marina, this 2-bedroom, 2-bathroom villa features a bright Florida room and a fully stocked kitchen, providing a refined yet comfortable living experience from the moment you arrive. It is
Geoff Scalera AUM FLORIDA REAL ESTATE LLC
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$1,425,000
Sold Nov 26, 2025603 Longboat Club Rd Unit 1103N, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
- Built 1970
Last Sold Summary
- 7% Below List Price
- $977/SF
- 11 Days On Market
Current Estimated Value $1,435,942
Last Listing Agent Irma Scherer COMPASS FLORIDA LLC
603 Longboat Club Rd Unit 1103N, Longboat Key, FL 34228 -
Not Listed For Sale2600 Harbourside Dr Unit O-05, Longboat Key, FL 34228
- Built 1985
Last Sold Summary
- 66 Days On Market
Last Listing Agent Jennifer Wilson LBRE LLC
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$2,400,000
New Construction- 2 Beds
- 2.5 Baths
- 2,154 Sq Ft
1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228
1591 Gulf of Mexico Dr Unit 512, Longboat Key, FL 34228Michael Moulton MICHAEL SAUNDERS & COMPANY
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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
1925 Gulf of Mexico Dr Unit 309, Longboat Key, FL 34228LONGBOAT 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
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$1,135,000
Sold Aug 31, 20263460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 2,608 Sq Ft
- Built 1988
Last Sold Summary
- 1% Below List Price
- $435/SF
- 37 Days On Market
Current Estimated Value $1,117,946
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
3460 Winding Oaks Dr Unit 38, Longboat Key, FL 34228 -
Est $995,801
Not Listed For Sale230 Sands Point Rd Unit 3501, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 750 Sq Ft
- Built 1982
Last Sold Summary
- 58 Days On Market
Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY
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$149,900
- 1 Bed
- 1 Bath
- 564 Sq Ft
36 Twin Shores Blvd, Longboat Key, FL 34228
36 Twin Shores Blvd, Longboat Key, FL 34228Sharon Austin PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$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
3804 Gulf of Mexico Dr Unit 307, Longboat Key, FL 34228Welcome 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
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$1,850,000
Sold Oct 03, 2025540 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
Current Estimated Value $1,842,929
Last Listing Agent Brett Coady PINEYWOODS REALTY LLC
540 Gulf Bay Rd, Longboat Key, FL 34228 -
Est $316,763
Not Listed For Sale565 Sutton Place, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,278 Sq Ft
- Built 1972
Last Sold Summary
- 57 Days On Market
Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY
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$380,000
Pending2600 Harbourside Dr Unit J-09, Longboat Key, FL 34228
2600 Harbourside Dr Unit J-09, Longboat Key, FL 34228Jennifer Wilson LBRE LLC
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$11,900 Per Month
- 3 Beds
- 2 Baths
- 2,091 Sq Ft
- House for Rent
3210 Bayou Sound, Longboat Key, FL 34228
3210 Bayou Sound, Longboat Key, FL 34228AVAILABLE HIGH-SEASON January - April, $11,900/month. LOW SEASON May - December, $7,000/month. 3 Month Minimum Stay. Experience the best of Longboat Key living in this beautifully updated Bay Isles pool home, offered TURNKEY furnished FOR LEASE and available for both short-term and long-term reservations. This furnished coastal retreat features an open floor plan with vaulted ceilings, 2 bedrooms
Richard Ivan WAGNER REALTY
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$340,000
Sold Nov 25, 20254360 Chatham Dr Unit 204, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 747 Sq Ft
- Built 1969
Last Sold Summary
- $455/SF
- 0 Days On Market
Current Estimated Value $325,745
Last Listing Agent Mairead Smialek COLDWELL BANKER REALTY
4360 Chatham Dr Unit 204, Longboat Key, FL 34228 -
Not Listed For Sale
3710 Gulf of Mexico Dr Unit G-6, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 643 Sq Ft
- Built 1959
Last Sold Summary
- 85 Days On Market
Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC
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$1,395,000
- 2 Beds
- 2.5 Baths
- 1,569 Sq Ft
1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228
1485 Gulf of Mexico Dr Unit 303, Longboat Key, FL 34228Rinat Sikdar COLDWELL BANKER REALTY
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$5,500 Per Month
- 2 Beds
- 2 Baths
- 1,411 Sq Ft
- Condo for Rent
4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228
4325 Gulf of Mexico Dr Unit 208, Longboat Key, FL 34228Longboat Key vacation rental, rarely available Tiffany Plaza direct Gulf Front condo with amazing views! As you enter your gaze will be drawn to the turquoise waters of the Gulf of Mexico and the serene beach frontage. This lovely home offers 2 beds & 2 baths, plus a bonus office space with a twin Murphy bed! The kitchen and the baths have been updated, the primary bedroom offers a King bed, walk
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
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$1,750,000
Sold Oct 27, 20256011 Emerald Harbor Dr, Longboat Key, FL 34228
- 3 Beds
- 2 Baths
- 1,929 Sq Ft
- Built 1973
Last Sold Summary
- 5% Below List Price
- $907/SF
- 0 Days On Market
Current Estimated Value $1,985,210
Last Listing Agent Judy Kepecz-Hays COLDWELL BANKER REALTY
6011 Emerald Harbor Dr, Longboat Key, FL 34228 -
Est $869,223
Not Listed For Sale2213 Harbourside Dr Unit 303, Longboat Key, FL 34228
- 3 Beds
- 2.5 Baths
- 2,224 Sq Ft
- Built 1984
Last Sold Summary
- 45 Days On Market
Last Listing Agent Maureen Horn MICHAEL SAUNDERS & COMPANY
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$1,095,000
$65K PRICE DROP- 3 Beds
- 3.5 Baths
- 2,369 Sq Ft
3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228
3060 Grand Bay Blvd Unit 133, Longboat Key, FL 34228Matt Bohanon HOUSE MATCH
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$14,000 Per Month
- 4 Beds
- 3.5 Baths
- 3,268 Sq Ft
- House for Rent
531 Birdie Ln, Longboat Key, FL 34228
531 Birdie Ln, Longboat Key, FL 34228Annual Rental – Stunning Waterfront Home in Country Club Shores on Longboat Key. Experience the best of waterfront living in this beautiful 4-bedroom, 3.5-bathroom home located in the sought-after Country Club Shores community on Longboat Key. This spacious and elegant residence offers breathtaking canal views, luxurious amenities, and direct boating access and boat lift. This exceptional home
Karie Gorgone WAGNER REALTY
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$1,700,000
Sold Jun 24, 20262410 Harbourside Dr Unit 131, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 3,825 Sq Ft
- Built 1993
Last Sold Summary
- 8% Below List Price
- $444/SF
- 28 Days On Market
Current Estimated Value $1,787,993
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
2410 Harbourside Dr Unit 131, Longboat Key, FL 34228 -
Est $1,119,671
Not Listed For Sale3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,678 Sq Ft
- Built 1988
Last Sold Summary
- 200 Days On Market
Last Listing Agent Toni Giliberti COLDWELL BANKER REALTY
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$1,695,000
- 3 Beds
- 2 Baths
- 2,317 Sq Ft
690 Jungle Queen Way, Longboat Key, FL 34228
690 Jungle Queen Way, Longboat Key, FL 34228Reeny Kaney RE/MAX ALLIANCE GROUP
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$10,500 Per Month
- 3 Beds
- 3.5 Baths
- 2,143 Sq Ft
- Condo for Rent
3040 Grand Bay Blvd Unit 292, Longboat Key, FL 34228
3040 Grand Bay Blvd Unit 292, Longboat Key, FL 34228Luxury Seasonal or Annual Rental in Grand Bay– Longboat KeyExperience 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
Desiree Doggett NEXTHOME EXCELLENCE
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$2,208,000
Sold May 26, 2026775 Longboat Club Rd Unit 408, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,122 Sq Ft
- Built 1984
Last Sold Summary
- 11% Above List Price
- $1,041/SF
- 7 Days On Market
Current Estimated Value $2,117,999
Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
775 Longboat Club Rd Unit 408, Longboat Key, FL 34228 -
Est $305,058
Not Listed For Sale699 El Centro Unit 182, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,327 Sq Ft
- Built 1969
Last Sold Summary
- 24 Days On Market
Last Listing Agent Geoff Scalera AUM FLORIDA REAL ESTATE LLC
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$6,495,000
New Construction $455K PRICE DROP- 4 Beds
- 6 Baths
- 4,274 Sq Ft
711 Old Compass Rd, Longboat Key, FL 34228
711 Old Compass Rd, Longboat Key, FL 34228JoDene Moneuse MICHAEL SAUNDERS & COMPANY
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$10,500 Per Month
- 3 Beds
- 2 Baths
- 1,576 Sq Ft
- Condo for Rent
4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228
4485 Gulf of Mexico Dr Unit PH2, Longboat Key, FL 34228**BEST WATER VIEWS - Enjoy a warm Winter Escape at this expansive 3 bed 2 bath LONGBOAT KEY PENTHOUSE BEACHFRONT CONDO!** **AVAILABLE to lease DECEMBER 2026 and APRIL 2027** Welcome to your dream winter retreat, where you can bask in the beauty of the Gulf of Mexico right from your living room. This pristine, 2-bedrooms +Den/Office with Sleeper Sofa and 2-bath penthouse condo is located directly
Norma Mladineo COLDWELL BANKER REALTY
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$400,000
Sold Aug 02, 20264500 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1975
Last Sold Summary
- 5% Below List Price
- $302/SF
- 0 Days On Market
Last Listing Agent Debby McCaig COLDWELL BANKER REALTY
4500 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228 -
Not Listed For Sale
3710 Gulf of Mexico Dr Unit G26, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 912 Sq Ft
- Built 1980
Last Sold Summary
Last Listing Agent Bill Shuttleworth EDGEWATER REAL ESTATE, INC
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$7,495,000
$755K PRICE DROP- 4 Beds
- 4.5 Baths
- 4,630 Sq Ft
5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228
5005 Gulf of Mexico Dr Unit 4, Longboat Key, FL 34228Reid Murphy DEVELOPERS REALTY LBK, INC
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$3,500 Per Month
- 2 Beds
- 2.5 Baths
- 1,590 Sq Ft
- Condo for Rent
2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228
2012 Harbourside Dr Unit 2102, Longboat Key, FL 34228Welcome to 2012 Harbourside Dr, a beautifully located home within the Bay Isles community on Longboat Key. This spacious residence provides access to the best of Florida’s coastal lifestyle, including a nearby marina, private golf course, pool, and spa. Enjoy the serenity of this gated community, which offers privacy and proximity to the scenic Sarasota Bay. Just a short drive from the cultural
Alex Larchenko KELLER WILLIAMS ON THE WATER S
-
$1,000,000
Sold Feb 26, 20263543 Mistletoe Ln, Longboat Key, FL 34228
- 3 Beds
- 3.5 Baths
- 3,239 Sq Ft
- Built 1991
Last Sold Summary
- 33% Below List Price
- $309/SF
- 89 Days On Market
Current Estimated Value $1,133,399
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
3543 Mistletoe Ln, Longboat Key, FL 34228 -
Est $1,271,487
Not Listed For Sale603 Longboat Club Rd Unit 903N, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,458 Sq Ft
- Built 1970
Last Sold Summary
- 26 Days On Market
Last Listing Agent Bruce Myer COLDWELL BANKER REALTY
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$5,985,000
- Land
- 12,196 Sq Ft
- $21,375,000 per Acre
530 Jessmyth Dr, Longboat Key, FL 34228
530 Jessmyth Dr, Longboat Key, FL 34228 -
$10,000 Per Month
- 3 Beds
- 2 Baths
- 1,454 Sq Ft
- House for Rent
6979 Longboat Dr S, Longboat Key, FL 34228
6979 Longboat Dr S, Longboat Key, FL 34228Escape 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
-
$357,000
Sold Dec 19, 20254390 Exeter Dr Unit 104, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 837 Sq Ft
- Built 1970
Last Sold Summary
- 2% Below List Price
- $427/SF
- 22 Days On Market
Current Estimated Value $357,693
Last Listing Agent Malihe Karimi MICHAEL SAUNDERS & COMPANY
4390 Exeter Dr Unit 104, Longboat Key, FL 34228 -
Est $480,857
Not Listed For Sale4500 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1975
Last Sold Summary
- 125 Days On Market
Last Listing Agent Debby McCaig COLDWELL BANKER REALTY
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