$628,000
$121K PRICE DROP
- 2 Beds
- 2 Baths
- 1,150 Sq Ft
4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228
Maruta Miluns MICHAEL SAUNDERS & COMPANY
11,645
Longboat Key, FL Homes
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4234 Gulf of Mexico Dr Unit Q2, Longboat Key, FL 34228
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$3,750 Per Month
- 2 Beds
- 2 Baths
- 928 Sq Ft
- Condo for Rent
1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228
1945 Gulf of Mexico Dr Unit M2414, Longboat Key, FL 34228AVAILABLE IMMEDIATELY PENDING HOA APPROVAL! 2 MONTH MINIMUM! BOOKED FOR JAN-MARCH 2027 SEASON! LUXURIOUS, RESORT STYLE, 2BR/2B CONDO LOCATED IN THE HIGHLY SOUGHT AFTER SEAPLACE COMMUNITY ON LONGBOAT KEY. This gorgeous 4th floor condo comes turnkey furnished and located only three miles north of St. Armand's circle. When you walk in you will be blown away by the light, bright and open feeling the
Brigette Marcus NEXTHOME EXCELLENCE
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$30,300,000
Sold Jul 31, 2025845 Longboat Club Rd, Longboat Key, FL 34228
- 6 Beds
- 8 Baths
- 19,300 Sq Ft
- Built 2005
Last Sold Summary
- 13% Below List Price
- $1,570/SF
- 25 Days On Market
Current Estimated Value $17,478,628
Last Listing Agent Rich Polese COMPASS FLORIDA LLC
845 Longboat Club Rd, Longboat Key, FL 34228 -
Est $680,114
Not Listed For Sale4540 Gulf of Mexico Dr Unit 205, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,325 Sq Ft
- Built 1975
Last Sold Summary
- 197 Days On Market
-
$580,000
$85K PRICE DROP- 2 Beds
- 2 Baths
- 1,150 Sq Ft
4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228
4234 Gulf of Mexico Dr Unit E2, Longboat Key, FL 34228Lenore Treiman MICHAEL SAUNDERS & COMPANY
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$14,750 Per Month
- 4 Beds
- 3.5 Baths
- 2,292 Sq Ft
- House for Rent
513 Gunwale Ln, Longboat Key, FL 34228
513 Gunwale Ln, Longboat Key, FL 34228Welcome to Beach & Boaters Paradise located on Longboat Key. Enjoy immediate access access to beautiful Sarasota Bay, the Gulf of Mexico and Longboat Key’s sugar white sand beaches and emerald green waters. Fish off the dock or walk to the beach! Or enjoy the large heated pool in this 4 bedroom, 3.5 bath luxury waterfront home designed to provide you and your family a lifetime of vacation
Marcia Benson Berkshire Hathaway Florida Realty
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$995,000
Sold Apr 24, 20261000 Longboat Club Rd Unit 402, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,290 Sq Ft
- Built 1972
Last Sold Summary
- 9% Below List Price
- $771/SF
- 139 Days On Market
Current Estimated Value $997,347
Last Listing Agent Roger Pettingell COLDWELL BANKER REALTY
1000 Longboat Club Rd Unit 402, Longboat Key, FL 34228 -
Est $1,142,085
Not Listed For Sale2101 Gulf of Mexico Dr Unit 2504, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,358 Sq Ft
- Built 1984
Last Sold Summary
- 347 Days On Market
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$1,550,000
- 2 Beds
- 3.5 Baths
- 2,550 Sq Ft
3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228
3040 Grand Bay Blvd Unit 213, Longboat Key, FL 34228Dianne Anderson COMPASS FLORIDA LLC
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$11,769 Per Month
- 2 Beds
- 2 Baths
- 1,470 Sq Ft
- Condo for Rent
2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228
2425 Gulf of Mexico Dr Unit 7B, Longboat Key, FL 34228..."' short stories. ....on the island of longboat key You are on the beach included is swimming pool...and a world class tennis courtf...looking play with others and league Town of Longboat Key tennis three blocks away...fitness gym.. . This is direct Gulf front unit with interior hallways from the balcony ,the kitchen,the living room couch...Your on the water.. Breathtaking view of the
Gerald Cunningham KELLER WILLIAMS ON THE WATER S
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$715,000
Sold Dec 18, 20252110 Harbourside Dr Unit 522, Longboat Key, FL 34228
- 3 Beds
- 2 Baths
- 2,039 Sq Ft
- Built 1988
Last Sold Summary
- 25% Below List Price
- $351/SF
- 302 Days On Market
Current Estimated Value $744,091
Last Listing Agent Andrew Vac RE/MAX ALLIANCE GROUP
2110 Harbourside Dr Unit 522, Longboat Key, FL 34228 -
Est $420,782
Not Listed For Sale3740 Gulf of Mexico Dr Unit 116, Longboat Key, FL 34228
- 1 Bed
- 1 Bath
- 861 Sq Ft
- Built 1950
Last Sold Summary
- 13 Days On Market
-
$150,000
- Land
- 1,306 Sq Ft
- $5,000,000 per Acre
3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228
3710 Gulf of Mexico Dr Unit D11, Longboat Key, FL 34228 -
$4,000 Per Month
- 1 Bed
- 1.5 Baths
- 1,080 Sq Ft
- Condo for Rent
1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228
1000 Longboat Club Rd Unit 406, Longboat Key, FL 34228Seasonal Rental – Beachfront Living at The Privateer on Longboat Key / Escape the cold and enjoy a relaxing winter retreat in this beautifully maintained 1-bedroom, 1-bathroom condo located on the 4th floor of the highly sought-after The Privateer on Longboat Key. This inviting residence offers a bright and open layout, a well-equipped kitchen, and a comfortable, spacious bedroom designed for
Cody Smith RENT SARASOTA
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$625,000
Sold Mar 09, 20266901 Poinsetta Ave, Longboat Key, FL 34228
- 4 Beds
- 3 Baths
- 2,173 Sq Ft
- Built 1969
Last Sold Summary
- 4% Below List Price
- $288/SF
- 2 Days On Market
Current Estimated Value $633,691
Last Listing Agent Steve and Janet Walter MICHAEL SAUNDERS & COMPANY
6901 Poinsetta Ave, Longboat Key, FL 34228 -
Not Listed For Sale
2600 Harbourside Dr Unit G-19 & G-20, Longboat Key, FL 34228
Last Sold Summary
- 788 Days On Market
-
$369,000
- 2 Beds
- 2 Baths
- 1,357 Sq Ft
509 Spanish Dr N, Longboat Key, FL 34228
509 Spanish Dr N, Longboat Key, FL 34228Garrett Sedlacek KELLER WILLIAMS ON THE WATER S
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$18,000 Per Month
- 2 Beds
- 2.5 Baths
- 2,143 Sq Ft
- Condo for Rent
1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 34228
1591 Gulf of Mexico Dr Unit 313, Longboat Key, FL 342282027 Season Rental Rate will be $24,000. The Residences at The St. Regis Longboat Key offer an exceptional blend of ultra-luxury living and world-class resort amenities on the pristine shores of the Gulf of Mexico. This exclusive beachfront community features exquisitely designed residences with soaring ceilings, floor-to-ceiling glass doors, and panoramic sunrise-to-sunset views. The gourmet
Melissa Gissinger MICHAEL SAUNDERS & COMPANY
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$1,550,000
Sold Aug 18, 20252450 Harbourside Dr Unit 233, Longboat Key, FL 34228
- 3 Beds
- 2.5 Baths
- 3,080 Sq Ft
- Built 1990
Last Sold Summary
- 11% Below List Price
- $503/SF
- 68 Days On Market
Current Estimated Value $1,625,153
Last Listing Agent Linda Weber COLDWELL BANKER REALTY
2450 Harbourside Dr Unit 233, Longboat Key, FL 34228 -
Not Listed For Sale
5393 Gulf of Mexico Dr Unit 216C, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,300 Sq Ft
- Built 1979
Last Sold Summary
- 2 Days On Market
-
$425,000
2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228
2600 Harbourside Dr Unit L-11, Longboat Key, FL 34228Jennifer Wilson LBRE LLC
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$78,000 Per Month
- 4 Beds
- 4.5 Baths
- 5,334 Sq Ft
- Condo for Rent
1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228
1591 Gulf of Mexico Dr Unit 619, Longboat Key, FL 34228An exceptionally rare opportunity to lease one of the most exclusive waterfront residences ever offered on Florida’s Gulf Coast. Positioned within the iconic St. Regis Residences on Longboat Key, this extraordinary four-bedroom, four-and-a-half-bath condominium redefines annual luxury living with an unrivaled level of privacy, sophistication, and world-class service. Arrive via private elevator
Jaime Barcelo GULF COAST REALTY & MANAGEMENT
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$900,000
Sold Nov 14, 20253465 Winding Oaks Dr Unit 33, Longboat Key, FL 34228
- 3 Beds
- 3 Baths
- 2,608 Sq Ft
- Built 1988
Last Sold Summary
- 1% Above List Price
- $345/SF
- 2 Days On Market
Current Estimated Value $934,420
Last Listing Agent Julie Klick MICHAEL SAUNDERS & COMPANY
3465 Winding Oaks Dr Unit 33, Longboat Key, FL 34228 -
Est $426,098
Not Listed For Sale4870 Gulf of Mexico Dr Unit V12, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,025 Sq Ft
- Built 1974
Last Sold Summary
- 135 Days On Market
-
$4,000,000
New Construction- 5 Beds
- 5.5 Baths
- 3,600 Sq Ft
592 Juan Anasco Dr, Longboat Key, FL 34228
592 Juan Anasco Dr, Longboat Key, FL 34228Holly Wikfors 1ST CLASS REAL ESTATE SUNCOAST
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$4,500 Per Month
- 1 Bed
- 1 Bath
- 700 Sq Ft
- House for Rent
6980 Poinsetta Ave, Longboat Key, FL 34228
6980 Poinsetta Ave, Longboat Key, FL 34228Tucked away in a quiet fisherman’s village on Longboat Key, this elegant one-bedroom cottage blends classic island charm with modern luxury.The bright, open living space features soaring vaulted ceilings and a sleek, contemporary kitchen. Premium comforts include high-speed internet, in-unit laundry, a reverse osmosis water filtration system, and UV air purification.Perfect for couples
Christina Vescovo LPT REALTY, LLC
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$1,150,000
Sold Jan 08, 20264241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
- 3 Beds
- 2.5 Baths
- 1,660 Sq Ft
- Built 1980
Last Sold Summary
- 15% Below List Price
- $693/SF
- 117 Days On Market
Current Estimated Value $1,227,146
Last Listing Agent Ian Greenberg BRISTA REALTY LLC
4241 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228 -
Est $3,482,934
Not Listed For Sale603 Buttonwood Dr, Longboat Key, FL 34228
- 4 Beds
- 3.5 Baths
- 3,413 Sq Ft
- Built 2013
Last Sold Summary
- 24 Days On Market
-
$749,000
Pending- 3 Beds
- 2 Baths
- 2,031 Sq Ft
2110 Harbourside Dr Unit 536, Longboat Key, FL 34228
2110 Harbourside Dr Unit 536, Longboat Key, FL 34228Bruce Myer COLDWELL BANKER REALTY
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$7,850 Per Month
- 3 Beds
- 3 Baths
- 2,250 Sq Ft
- Condo for Rent
3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228
3060 Grand Bay Blvd Unit 172, Longboat Key, FL 34228LOCATION AT IT'S BEST!!!!! LUXURY RENTAL in Paradise on LONGBOAT KEY at GRAND BAY. This STUNNING 7th floor condominium has both sweeping WATER VIEWS of SARASOTA BAY and of the spectacular SUNSETS ON THE GULF of MEXICO. Open for a three month or longer stay July through November. Like NEW, this beautifully designed and remodeled this three bedroom luxury residence has recently completed a major
Patrice Ivan WAGNER REALTY
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$449,000
Sold Jun 05, 20261975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,068 Sq Ft
- Built 1977
Last Sold Summary
- 6% Below List Price
- $420/SF
- 211 Days On Market
Current Estimated Value $468,843
Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES
1975 Gulf of Mexico Dr Unit G4308, Longboat Key, FL 34228 -
Est $856,320
Not Listed For Sale1085 Gulf of Mexico Dr Unit 501, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,172 Sq Ft
- Built 1981
Last Sold Summary
- 9 Days On Market
-
$2,895,000
New Construction $205K PRICE DROP- 4 Beds
- 3.5 Baths
- 3,047 Sq Ft
635 Jungle Queen Way, Longboat Key, FL 34228
635 Jungle Queen Way, Longboat Key, FL 34228JoDene Moneuse MICHAEL SAUNDERS & COMPANY
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$5,500 Per Month
- 2 Beds
- 2 Baths
- 1,561 Sq Ft
- Condo for Rent
5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228
5757 Gulf of Mexico Dr Unit 202, Longboat Key, FL 34228Pristine Gulf Beachfront on Longboat Key Welcome to this beautifully updated 2-bedroom, 2-bathroom luxury beachside retreat located in The Shore on mid-Longboat Key. This inviting second-floor condo offers stunning Gulf views and is just steps from the powdery white sand and crystal-clear waters—an ideal setting for a relaxed island getaway. Highlights-Sweeping Gulf views from living room and
Matt Darak DARAK GROUP INCORPORATED
-
$879,000
Sold Apr 15, 20262045 Gulf of Mexico Dr Unit M1309, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,265 Sq Ft
- Built 1974
Last Sold Summary
- 2% Below List Price
- $695/SF
- 2 Days On Market
Current Estimated Value $872,698
Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES
2045 Gulf of Mexico Dr Unit M1309, Longboat Key, FL 34228 -
Est $300,044
Not Listed For Sale2600 Harbourside Dr Unit L-12, Longboat Key, FL 34228
- Studio
- 2,132 Sq Ft
- Built 1989
Last Sold Summary
- 26 Days On Market
-
$649,000
- 2 Beds
- 2.5 Baths
- 933 Sq Ft
1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228
1965 Gulf of Mexico Dr Unit G5103, Longboat Key, FL 34228Michael Renick MANGROVE REALTY ASSOCIATES
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$8,000 Per Month
- 3 Beds
- 2 Baths
- 1,604 Sq Ft
- Condo for Rent
1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228
1925 Gulf of Mexico Dr Unit G8208, Longboat Key, FL 34228Beautiful Beachfront at SEAPLACE Condominium on LONGBOAT KEY. THREE bedroom turnkey FURNISHED READY FOR YOUR THRE MONTH OR LONGER STAY. Primary Bedroom has two full beds, queen in second bedroom, and two twins in the third bedroom. Spacious lanai with beautiful beach views. The Seaplace amenities include two large beachfront pools, fitness center, clubhouse, tennis courts and a great expansive
Jane Hunter JENNETTE PROPERTIES INC
-
$435,000
Sold Dec 19, 20251965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228
- 2 Beds
- 1 Bath
- 933 Sq Ft
- Built 1977
Last Sold Summary
- 13% Below List Price
- $466/SF
- 112 Days On Market
Current Estimated Value $482,480
Last Listing Agent Michael Renick MANGROVE REALTY ASSOCIATES
1965 Gulf of Mexico Dr Unit G5304, Longboat Key, FL 34228 -
Est $1,516,229
Not Listed For Sale2105 Gulf of Mexico Dr Unit 3503, Longboat Key, FL 34228
- 2 Beds
- 2 Baths
- 1,463 Sq Ft
- Built 1984
Last Sold Summary
- 17 Days On Market
Showing Results 481 - 520, Page 13 of 18
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