$2,600,000
- 4 Beds
- 3 Baths
- 3,288 Sq Ft
4 Winslow Place, Longboat Key, FL 34228
4 Winslow Place, Longboat Key, FL 34228$2,600,000
4 Winslow Place, Longboat Key, FL 34228
4 Winslow Place, Longboat Key, FL 34228$14,000 per month
531 Birdie Ln, Longboat Key, FL 34228
Annual 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
$9,500,000 Sold May 16, 2025
1580 Harbor Cay Ln, Longboat Key, FL 34228
1580 Harbor Cay Ln, Longboat Key, FL 34228Est $3,223,609 Not Listed For Sale
1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228
1241 Gulf of Mexico Dr Unit 707, Longboat Key, FL 34228$1,725,000
3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228
3010 Grand Bay Blvd Unit 472, Longboat Key, FL 34228$2,800 per month
3810 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
1-bed, 1-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
$548,200 Sold May 16, 2025
2089 Gulf of Mexico Dr Unit G1205, Longboat Key, FL 34228
2089 Gulf of Mexico Dr Unit G1205, Longboat Key, FL 34228Est $367,903 Not Listed For Sale
3808 Gulf of Mexico Dr Unit E305, Longboat Key, FL 34228
3808 Gulf of Mexico Dr Unit E305, Longboat Key, FL 34228$1,999,000
2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228
2425 Gulf of Mexico Dr Unit 14B, Longboat Key, FL 34228$32,000 per month
1581 Gulf of Mexico Dr Unit 507, Longboat Key, FL 34228
Enter the unit from a private elevator which features a spacious, open-plan living area with large windows allowing natural light and incredible views of the surrounding landscape and Sarasota Bay. The lavish living space opens up onto a stunning balcony that overlooks Sarasota Bay and the St. Regis grounds and includes a gas grill. The stylish living area includes high-end furniture with a
Larry Starr SVN COMMERCIAL ADVISORY GROUP
$425,000 Sold May 15, 2025
609 Bayport Way Unit 609, Longboat Key, FL 34228
609 Bayport Way Unit 609, Longboat Key, FL 34228Est $4,688,292 Not Listed For Sale
4975 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228
4975 Gulf of Mexico Dr Unit 305, Longboat Key, FL 34228$995,000
1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228
1115 Gulf of Mexico Dr Unit 304, Longboat Key, FL 34228$4,200 per month
840 Bayport Way Unit 840, Longboat Key, FL 34228
This stunningly appointed ground floor 2-bedroom 2 bath condo with lots of open living space is the ideal place to spend your summer vacation. Relax on screened lanai and enjoy the gentle breezes of this tropical oasis. Situated between Sarasota Bay and the Gulf of Mexico and surrounded by lush landscaping, you will truly find the private patio a great place to spend your afternoons. The
Shirley Cuddy REALTY SERVICES INC
$455,000 Sold May 15, 2025
4440 Exeter Dr Unit 103, Longboat Key, FL 34228
4440 Exeter Dr Unit 103, Longboat Key, FL 34228Est $786,298 Not Listed For Sale
2213 Harbourside Dr Unit 303, Longboat Key, FL 34228
2213 Harbourside Dr Unit 303, Longboat Key, FL 34228$975,000
2045 Gulf of Mexico Dr Unit M1505, Longboat Key, FL 34228
2045 Gulf of Mexico Dr Unit M1505, Longboat Key, FL 34228$8,000 per month
569 Rountree Dr, Longboat Key, FL 34228
Fabulous turnkey rental open for off-season. This European-styled home will surpass all your needs – whether you’re remodeling, relocating or simply need vacation time! Featuring three bedrooms, three ensuite baths, this 2-story home, boasts two lanai’s with seating, outdoor kitchen, a roof-top sun deck and sparkling heated lap pool. Upon entering the home, you’ll enjoy the bottom floor expanse
Diann Thelen GULF COAST RENTAL HOMES&CONDOS
$2,201,000 Sold May 15, 2025
575 Sanctuary Dr Unit A304, Longboat Key, FL 34228
575 Sanctuary Dr Unit A304, Longboat Key, FL 34228Est $1,335,179 Not Listed For Sale
3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228
3437 Winding Oaks Dr Unit 19, Longboat Key, FL 34228$975,000
4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228
4234 Gulf of Mexico Dr Unit G2, Longboat Key, FL 34228$7,000 per month
1930 Harbourside Dr Unit 134, Longboat Key, FL 34228
GORGEOUS BAY VIEWS plus Private Beach Club Access! You will love the views from this Bay Front, 2 bed, 2 bath third floor condo in the highly sought-after Bay Isles community. The spacious Kitchen had been updated along with the both baths, with Quartz counter-tops and new cabinetry, the Primary suite offers a King bed, views of the bay and the Primary bath has dual sinks, new vanity, new
Stephanie Deshaies PREMIER SOTHEBY'S INTERNATIONAL REALTY
$4,733,000 Sold May 15, 2025
415 L Ambiance Dr Unit A401, Longboat Key, FL 34228
415 L Ambiance Dr Unit A401, Longboat Key, FL 34228Est $621,184 Not Listed For Sale
505 Forest Way Unit 6, Longboat Key, FL 34228
505 Forest Way Unit 6, Longboat Key, FL 34228$1,200,000
4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228
4968 Gulf of Mexico Dr Unit Villa 22, Longboat Key, FL 34228$5,000 per month
842 Bayport Way Unit 842, Longboat Key, FL 34228
AVAILABLE APRIL 1ST 2025. 6 MONTH STAY $5000 PER MONTH - NO TAX/ PRIME SEASONAL RATES: Jan 1st to April 30th @ $8,500 per month plus 13% sales tax. For shorter off season stay - 3 month minimum - rental rate is $5,000 plus tax. Property may also be rented annually at $5,000 per month - no tax, includes all electricity, shorter terms $75.00 for electric. ***** 1,200 ft. of private beach (with
Shirley Cuddy REALTY SERVICES INC
$700,000 Sold May 15, 2025
4600 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228
4600 Gulf of Mexico Dr Unit 203, Longboat Key, FL 34228Est $1,454,163 Not Listed For Sale
1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228
1902 Harbour Links Cir Unit 16, Longboat Key, FL 34228$2,345,000
3521 Fair Oaks Ln, Longboat Key, FL 34228
3521 Fair Oaks Ln, Longboat Key, FL 34228$4,000 per month
3806 Gulf of Mexico Dr Unit C305, Longboat Key, FL 34228
Steps from the Sand – Luxury Beach Condo with Pool Access!Leave the snow behind and soak up the sun! This stunningly turnkey renovated 2-bedroom, 2-bathroom condo has everything you need for a carefree beach living– including a washer and dryer for sandy swimsuits!Enjoy private access to the shimmering Gulf beaches, relax by the heated pool, or paddle your cares away in the community
nicoletta buonaccordo ALTIS REALTY
$3,750,000 Sold May 14, 2025
1241 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228
1241 Gulf of Mexico Dr Unit 1005, Longboat Key, FL 34228Est $585,017 Not Listed For Sale
583 Spanish Dr S Unit 129, Longboat Key, FL 34228
583 Spanish Dr S Unit 129, Longboat Key, FL 34228$995,000
2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228
2301 Gulf of Mexico Dr Unit 36, Longboat Key, FL 34228$2,500 per month
3810 Gulf of Mexico Dr Unit 104, Longboat Key, FL 34228
Welcome to Beach Harbor Club, a hidden gem on Longboat Key that offers the best of both worlds—spanning from the Gulf of Mexico to Sarasota Bay! This charming one-bedroom, one-bath condo is perfect for seasonal getaways or as an investment property. Located just a 1-minute walk to both the beach and bay, it’s your gateway to coastal living at its finest.Highlights of the Community:Private
Andrey markov ANMARK REALTY LLC
$9,125,000 Sold May 12, 2025
1581 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228
1581 Gulf of Mexico Dr Unit 308, Longboat Key, FL 34228Not Listed For Sale
2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228
2295 Gulf of Mexico Dr Unit 112, Longboat Key, FL 34228$1,050,000
1065 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228
1065 Gulf of Mexico Dr Unit 103, Longboat Key, FL 34228$4,000 per month
3808 Gulf of Mexico Dr Unit E205, Longboat Key, FL 34228
1-bed, 1-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
$335,000 Sold May 12, 2025
4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228
4540 Gulf of Mexico Dr Unit 204, Longboat Key, FL 34228Est $924,076 Not Listed For Sale
210 Sands Point Rd Unit 2302, Longboat Key, FL 34228
210 Sands Point Rd Unit 2302, Longboat Key, FL 34228Showing Results 161 - 200, Page 5 of 18