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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 nearly 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 $40/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!
Property Type(s):
Condo/Townhouse/Co-Op
| Last Updated | 3/18/2026 | Tract | WINDWARD BAY AMD |
|---|---|---|---|
| Year Built | 1974 | Community | 34228 - Longboat Key |
| County | Manatee |
SCHOOLS
| Elementary School | Anna Maria Elementary |
|---|---|
| Jr. High School | Martha B. King Middle |
| High School | Bayshore High |
Price History
| Prior to Nov 29, '25 | $735,000 |
|---|---|
| Nov 29, '25 - Jan 23, '26 | $725,000 |
| Jan 23, '26 - Feb 18, '26 | $715,000 |
| Feb 18, '26 - Mar 18, '26 | $699,000 |
| Mar 18, '26 - Today | $675,000 |
Additional Details
| AIR | Central Air |
|---|---|
| AIR CONDITIONING | Yes |
| AMENITIES | Cable TV, Insurance, Internet, Maintenance Grounds, Maintenance Structure, Pest Control, Sewer, Trash, Water |
| APPLIANCES | Convection Oven, Dishwasher, Disposal, Dryer, Electric Water Heater, Exhaust Fan, Microwave, Range, Refrigerator, Washer |
| AREA | 34228 - Longboat Key |
| CONSTRUCTION | Stucco |
| EXTERIOR | Dock, Lighting, Outdoor Grill, Outdoor Shower, Tennis Court(s) |
| HEAT | Central |
| INTERIOR | Eat-in Kitchen, Stone Counters, Walk-In Closet(s) |
| LOT | 26 acre(s) |
| LOT DESCRIPTION | Landscaped, Level, Near Golf Course, Near Public Transit, Paved, Waterfront |
| PARKING | Covered, Deeded, Guest, Off Street, Open |
| POOL | Yes |
| POOL DESCRIPTION | Gunite, Heated, In Ground, Lap |
| SEWER | Public Sewer |
| STORIES | 1 |
| STYLE | Mediterranean |
| SUBDIVISION | WINDWARD BAY AMD |
| TAXES | 5878 |
| UTILITIES | Cable Available, Cable Connected, Electricity Connected, Phone Available, Sewer Connected, Underground Utilities, Water Connected |
| VIEW | Yes |
| VIEW DESCRIPTION | Canal, Water, Garden |
| WATER | Public |
| WATER ACCESS | SARASOTA BAY/ICW/CANAL |
| WATERFRONT | Yes |
| WATERFRONT DESCRIPTION | Canal Front, Beach Access |
Location
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Listing provided by Debbie McHardy, COLDWELL BANKER REALTY, 941-383-6411
The information contained herein has been provided by My Florida Regional MLS DBA Stellar MLS. IDX information is provided exclusively for consumers' personal, non-commercial use, that it may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing, and that the data is deemed reliable but is not guaranteed accurate by the MLS. Listings last updated 3/24/26 4:39 AM PDT.
This IDX solution is (c) Diverse Solutions 2026.
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