Windward Bay For Sale | Longboat Key, FL

Windward Bay Community Guide
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Windward Bay features Longboat Key bayfront condos with marina and beach access, appealing to boaters.
Windward Bay Condominiums in Longboat Key, FL.
Windward Bay condos for sale sit at 4600 Gulf of Mexico Drive on Longboat Key, right on Sarasota Bay. The buildings went up in 1974 and 1975, 141 units total, one and two bedrooms running 1,050 to 1,312 square feet. Walk across the street and you’re on deeded Gulf beach.
You can bring two pets, even a bigger dog. No age restrictions here either. Rentals run one month minimum, twice a year, so it works if you want occasional income without a revolving door of tenants. This building dates to the mid-70s, so ask about milestone inspection status and reserve health before you write an offer; that’s not a box to skip on Longboat Key right now.
The amenities list runs long: two pools, tennis, pickleball, a fitness center, sauna, clubhouse, kayak storage, a fire pit, a fishing station with cleaning sinks, and deep-water boat slips you can rent first come, some with lifts. Storage and a carport come with your unit.
Amenities Includes:
Boat Docks, Elevators, Fitness Room, Laundry Room, Under Building Parking, 2 Community Pools, 2 Tennis Courts, Pickleball, Walking Trails, Shufflebaord, Sauna, Deeded Beach Access.
Community Fee Includes:
Building Exterior, Cable, Community Pool, Escrow Reserves Fund, Flood Insurance, Ground Maintenance, Insurance Building, Maintenance/Repairs, Manager, Pest Control, Private Road, Public Insurance, Recreational Facilities, Roof, Tennis Courts, Trash Removal, Water/Sewer.
Key Facts:
141 Condo Residences
| Price Range: | $335k–$1.2M |
| Year Built: | 1974 – 1975 |
| Size (Sq. Ft.): | 912 – 1,900 |
| Min. Lease: | 1 Month |
| Leases/ Year: | 2 |
| Gated: | ✖ No |
| Pool: | ✔ Yes |
| Pets Allowed: | ✔ Yes |
| Golf Course: | ✖ No |
| CDD Fee: | ✖ No |
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
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Condos For Sale in Windward Bay | Longboat Key, FL.
Additional Windward Bay Condo Information
Many of the condos feature a great room area is surprisingly spacious and comfortable with plenty of room for entertaining or kicking back and watching a movie. The main bedroom has a spacious walk-in-closet, ensuite bath and access to the lanai. The second bedroom is typically positioned on the opposite side of the lanai creating privacy for everyone. The enclosed lanai, overlooks a beautifully manicured green space, flowing palm trees with picturesque water and blue skies in the distance adding to the impressive ambiance.
Residents can stroll along the walkway of the complex and through the pathways among the Banyan trees, tropical foliage and waterfront. Its fun to relax on one of the park benches and observe the tropical birds, dolphins and manatees in the water and boats cruising along the Bay. Residents often take time to visit the sights and sounds of Sarasota, St. Armand’s Circle, Anna Maria Island, Siesta Key Beach and a variety of points of interest. Golfing is a popular pastime with challenging courses close by.
Windward Bay Condominiums
Windward Bay has about 141 condos, built between 1974-1975.
Yes, Windward Bay has a heated pool.
No, Windward Bay is not a gated community.
No, Windward Bay is not located in a golf course community, but you may join the Longboat Key Club which offers the Islandside 18 Hole Golf Course and Harbourside 27 Hole Golf Course. Additionally, there are two clubhouses, 6 restaurants, an award winning tennis center with 22 Har-Tru courts, fitness center, full-service spa, and a 29 slip marina within Longboat Key Club.
Windward Bay is located about 10.3 miles from downtown Sarasota.
Windward Bay is close to multiple beach access points in Longboat Key.
Windward Bay is located about 13.6 miles from the Sarasota International Airport.
Yes, 2 Pets are allowed, Even larger dogs. However we recommend that you consult with a Realtor to get specific pet policy info for this community. We are happy to help you.
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
Longboat Key Neighborhoods Index
Quick summary of each neighborhood
Explore Longboat Key FL. Condominiums
Compare Longboat Key condo communities by location, amenities, price, and lifestyle.
Aquarius Club
$1.5M–$1.6M
Banyan Bay Club
$595k–$794k
Bay Harbour
$650k–$700k
Bayport
$450k–$1.4M
Beach Castle
$450k-$845k
Beach Harbor Club
$290k–$550k
Beaches
$1.0M–$2.5M
Beachplace
$600k–$2.2M
Buttonwood Cove
$440k–$1.0M
Cabana Beach Club
$400k-$500k
Casa Del Mar
$600k–$800k
Castillian
$900k-$1.25M
Cedars East
$900k–$1.5M
Cedars West
$800k–$900k
Club Longboat
$490k–$950k
Diplomat
$450k–$550k
En Provence
$3.0M–$5.0M
Fairway Bay
$400k–$1.7M
Grand Bay
$650k–$2.7M
Grand Mariner
$1.5-$2M
Grande
$300k–$500k
Inn On The Beach
$410k–$1.1M
Islander Club
$825k–$1.4M
Islands West
$1.3M–$1.6M
L’Ambiance
$2.7M–$10.2M
La Firenza
$3.8M–$5.0M
La Playa
$985k-$1.5M
Longboat Beachcomber
$900k–$1.0M
Longboat Harbour
$325k–$800k
Longboat Harbour Towers
$900k–$1.3M
Longboat Key Club
$900k-$10M+
Longboat Key Towers
$1.2M–$1.6M
Longboat Pass
$550k-$700k
Marina Bay
$1.3M–$2.4M
Pierre
$1.4M–$3.0M
Players Club
$795k–$1.6M
Portobello
$700k–$1.2M
Positano
$5.0M–$7.0M
Privateer
$690k–$1.6M
Promenade
$800k–$2.1M
Regent Place
$3.8M–$4.5M
Sage
$4.0M–$7.0M
Sanctuary
$1.5M–$3.6M
Sand Cay
$800k–$1.2M
Sands Point
$950k–$2.0M
Sea Gate Club
$1.0M–$2.0M
Seaplace
$400k–$900k
Shore
$700k–$900k
Spanish Main
$200k–$650k
St. Regis Residences
$2.4M–$13.0M
Sunset Beach
$1.0M–$2.0M
Sutton Place
$300k–$600k
Tangerine Bay Club
$900k–$3.0M
Tiffany Plaza
$1.0M–$2.0M
Turtle Crawl
$750k–$900k
Villa Di Lancia
$2.0M–$2.6M
Vizcaya
$3.4M–$5.0M
Water Club
$950k–$4.0M
Westchester
$425k–$925k
Whitney Beach
$387k–$1.0M
Winding Oaks
$895k–$1.2M
Windward Bay
$335k–$1.2M
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