4976 GULF OF MEXICO DR #Villa 18

One or more photo(s) has been virtually staged. PRICE REDUCED on this rarely available waterfront villa in Windward Bay, which lives like a single-family home while offering the convenience of maintenance-free island living. With 1,900 square feet, this is the largest floor plan in the community and offers beautiful Sarasota Bay and canal views from the main living areas. The well-designed layout includes a spacious waterfront great room, two large bedrooms, two updated bathrooms, and a flexible bonus room that can easily serve as a third bedroom, home office, or private guest suite with its own exterior entrance. The open kitchen features quartz countertops, stainless steel appliances, generous cabinetry, and overlooks the living space, making it ideal for everyday living or entertaining. Recent improvements including hurricane impact windows and luxury vinyl flooring throughout provide both comfort and peace of mind. A large interior laundry room with newer full-size washer and dryer offers additional storage and the potential to add a third bathroom if desired. The attached covered carport provides convenient access directly into the home. Enjoy true Florida waterfront living from the enclosed Florida room and private patio where you can relax, grill, or watch dolphins and manatees in the canal. This well-managed community has completed its structural integrity requirements and allows rentals twice per year with a one-month minimum and no ownership waiting period, making this an excellent option for both personal use and investment. Flood insurance is included in the condo fee for additional peace of mind. Located directly across from Zota Beach Resort and close to dining, shopping, and the best beaches on Longboat Key, this property presents an outstanding opportunity to own a spacious waterfront residence at an attractive value. Windward Bay offers exceptional resort-style amenities: two heated pools with complimentary chaises, saunas, tennis and pickleball courts, a fitness center, shuffleboard, boat slips ($60/month with an owner-supplied lift), kayaking and paddleboarding (storage/launches $45/year), fishing, and three deeded beach accesses. Stroll or bike through 26 acres of professionally landscaped bayfront grounds, or head across the street to Zota Beach Resort for fine dining and sunset cocktails. This proactive community has passed its structural integrity inspection and is certified for another ten years. Owners may rent twice per year with a one-month minimum and no ownership waiting period—ideal for generating income while enjoying a peaceful coastal lifestyle. Exceptionally pet-friendly, Windward Bay welcomes two large pets up to 75 lbs each, with pet comfort stations throughout the property. Even Renters can have pets…a uniquely appealing feature for those seeking rental income. For peace of mind, flood insurance is included in the Condo fee. Seize this rare opportunity to own a tranquil island haven that combines space, style, and simplicity in a paradise-like setting. What could be better? It could be yours!

MLS ID#

MFRA4665034

Price

$600,000

Status

Active

Bedrooms

3

Bathrooms

2

Full Baths

2

Half Baths

0

Square Footage

1,900 sqft

Acres

26.0000

Year Built

1974

Type

Residential

Subtype

Condominium

Style

Mediterranean

Address

4976 GULF OF MEXICO DR #Villa 18

Subdivision

Windward Bay Amd

City

Longboat Key

County

Manatee

State

FL

Zip Code

34228

Senior Community

No

Amenities

Fitness Center, Maintenance, Recreation Facilities, Tennis Court(s), Laundry, Shuffleboard Court, Park, Vehicle Restrictions, Fence Restrictions, Optional Additional Fees, Cable TV, Clubhouse, Pool, Pickleball Court(s), Trail(s), Lobby Key Required, Sauna, Elevators

Parking

N/A

View

No

Waterfront

Yes

Pool

No

Interior Features

Ceiling Fans(s), Eat-in Kitchen, Living Room/Dining Room Combo, Stone Counters, Window Treatments, Walk-In Closet(s), Primary Bedroom Main Floor, Thermostat

Heating

Central

Cooling

Central Air

Flooring

Tile, Luxury Vinyl

Fireplace

N/A

Stories

1

Appliances

Dishwasher, Disposal, Microwave, Range, Convection Oven, Electric Water Heater, Refrigerator, Dryer, Washer, Exhaust Fan

Exterior Features

Lighting, French Doors, Sprinkler Metered, Outdoor Grill, Outdoor Shower, Tennis Court(s), Sidewalk

Construction

Stucco

Foundation

Slab

Roof

Tile, Built-Up

Fencing

N/A

Lot Features

Paved, In County, Near Public Transit, City Limits, Sidewalk, Level, FloodZone, Near Golf Course, Near Marina, Landscaped

Elementary

Anna Maria Elementary

Middle

Martha B King Middle

High

Bayshore High

Date Listed

October 27, 2025

Days on Market

218

Zoning

R4MX

Direction Faces

South

New Construction

No