Windward Bay
Real Estate Listings & Community Guide
Windward Bay Condominiums in Longboat Key, FL.
Windward Bay condos for sale are located at 4600 Gulf of Mexico Drive in Longboat Key. It’s a waterfront neighborhood with access to stunning views of the bay in peaceful, secure surroundings. Built in 1975, the low-rise buildings have elevators and stairs with condos ranging from 1,050 to 1,312 square feet. The units consist of 1-and-2-bedrooms with inviting kitchens and an abundance of windows that bring in beams of light and sunshine throughout. There is a community laundry, but many condos have in-unit washer/dryer. This is a pet friendly community but there are some restrictions. If this is a vacation get-away, the leasing program may be of interest
There is a clubhouse with kitchen and library, 2 community pools, fitness center, sauna, tennis courts, pickleball, kayak storage, bike racks, nature trails, fire pit, fishing with cleaning stations and deep-water boat docks and optional lifts available for rental on a first come basis. The villas have storage and carports for easy access to and from the complex. Walk across the street to the Gulf and access the deeded beach where you can enjoy beautiful silky sand and special evening sunsets. Read more
Windward Bay Condos Overview

Community Info:
# of Condos: | 141 |
Year Built: | 1974-1975 |
Gated: | No |
Pool: | Yes |
Pets: | Yes – 2 Pets! |
Golf Course: | No |
Condo Fee: | Yes |
CDD Fee: | No |
Min. Lease: | 1 Month |
# of Leases: | 2 /Year |
Amenities:
- Boat Docks
- 2 Pools
- 2 Tennis Courts
- Pickleball
- Shuffleboard
- Deeded Beach Access
- Fitness Room
- Sauna
- Marina with 28 boat Slips
- Elevators
- Kayak Launch
- BBQ Grills
- Walking Trails
Condo 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.
Category: Longboat Key Condos For Sale
*Accuracy of info provided is not guaranteed. All info must be verified before making a purchase decision.
Transactions
400+
Sales
1/4 Billion
5-Star Reviews
150+

HONESTY · Reputation · Experience
Top 3% Condo Sales Team in Sarasota & Manatee County
Current Condos For Sale in Windward Bay | Longboat Key, FL.

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Insight For Windward Bay Condominiums
Pros:
- Private beach
- Boat Slips available on first come first served basis
- Three different beach access points
Considerations:
- Building was built in 1975
Lifestyle:
- Peaceful private beach living
- First class amenities optionally available at Longboat Key Club
- Fine and casual restaurants located on Longboat Key
Shopping:
- Publix grocery store is 2.3 miles
- UTC Mall is about 19.4 miles
- Saint Armands Circle is about 7.1 miles
Beach:
- Longboat Key is private beach
- Lido Key Beach is 7.6 miles
- Siesta Key Beach is 16.6 miles
Downtown:
- 11.1 miles
- 22 minute drive
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
Frequently Asked Questions
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.