4900 GULF OF MEXICO, LONGBOAT KEY, FL 34228
$749,000 Was $775,000
Beds: 2
Baths: 2 Full
Sq. Ft.: 1,325 Sq. Ft.
Year Built: 1975
Lot Size: 26.67 Acres
Garage: 1
Pool: No
DOM: 81









































































Property Overview
Status: Active
Property Type: Residential
MLS #: 6b795fef0d49857b7adafd26f65e1559
Subdivision: WINDWARD BAY AMD
County: Manatee
HOA Fee: N/A
Year Built: 1975
Construction: Metal Frame, Stucco
Foundation: Slab, Stilt/On Piling
Roof: Built-Up, Shingle
Cooling: Central Air
Heating: Electric
Sewer: Public Sewer
Water Source: Public
Zoning: R4MX
Tax Amount: $8,395.00 (2025)
Listed On: Nov 4, 2025
Description
BAYFRONT BEAUTY! VIEWS THAT STEAL THE SHOW! Discover the ultimate in Florida Gulf-to-Bay living with this beautifully remodeled 2-bedroom, 2-bath luxury condo offering jaw-dropping, multi-million-dollar water views of Sarasota Bay. From the moment you enter, you’ll be drawn into a world where comfort, beauty and the quiet grace of nature welcomes you like an old friend. Wake up to spectacular sunrises over the sparkling bay and unwind with mesmerizing sunsets on the Gulf, directly across the street. Watch playful dolphins, jumping fish, gentle manatees, and vibrant Florida birdlife from your Florida Room or while preparing meals in your updated kitchen overlooking the shimmering waters. Your primary suite is a serene waterfront retreat, perfect for moonlit nights and sunrise mornings. Every detail of this condo has been thoughtfully designed to create a lifestyle of tranquility and relaxation, including remote controlled blinds in the Florida Room. Located in pet-friendly Windward Bay, where two pets are welcome, this community offers the best of Longboat Key Coastal Dream Living. From dolphins at dawn to sunsets on the Gulf—every day is paradise. Community Highlights: Enjoy three beach access points (including one private), 26 acres of lush tropical surroundings including ½ mile of nature trails, two heated pools for year-round enjoyment, fitness center and sauna, clubhouse for social gatherings, tennis and pickleball courts, boat docks (waitlist) and kayak launches for water enthusiasts, covered parking and storage. With convenient access to Downtown Sarasota, St. Armands Circle, Bridge Street, Historic Cortez fishing village, championship golf courses, renowned restaurants, shopping destinations, and vibrant cultural attractions, you'll never have a shortage of entertainment options. The Windward Bay Association has been busy with a multitude of improvements and updates in the last few years including: Brand new roofs, resealing the buildings bayfront exteriors and painting of all the midrises in 2023/2024. Private roads were repaved and a new 1/2 mile long salt-tolerant privacy hedge was planted in October 2025. Windward Bay is a financially healthy Condo Association with a proactive Board. The Milestone Inspection and Capital Reserve Study are complete and Monthly Condo Fees for 2025 were actually reduced. This is more than a home—it’s a lifestyle. Experience the beauty, serenity, convenience, and the maintenance free life you’ve always dreamed of. GREAT NEWS, PAST CAPITAL IMPROVEMENT ASSESSMENTS WERE PAID IN FULL BY SELLER, NOT ADDED TO MONTHLY DUES! Schedule your private showing today and make paradise yours!
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Outdoor Shower, Sauna, Sprinkler Metered, Storage, Tennis Court(s)
Directions
From St. Armands Circle head north on FL-789/Gulf of Mexico Drive. Turn right/east into Windward Bay Community. Make an immediate left, continue North to destination which is the 4th midrise building on the right, "B" building, 4900 Gulf of Mexico Drive. Park in guest parking on the left. Take elevator or stairs to Floor 2, Unit 203.
School Information
Elementary: Anna Maria Elementary
Middle: Martha B. King Middle
High: Bayshore High
Location
Get Directions View on Google MapsMortgage Estimator
*Estimate includes Principal & Interest (P&I) only. It does not include taxes, insurance, HOA fees, or PMI. Rates and payments may vary. Consult a lender for accurate figures.
Listing Information
Provided Courtesy of:
COLDWELL BANKER REALTY
Listing Agent: Debby McCaig
Information is deemed reliable but not guaranteed. Information provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Data last updated: January 27, 2026, 3:55 am UTC
MLS Source: Stellar MLS Copyright © 2026
Similar Active Listings Nearby

4960 GULF OF MEXICO, LONGBOAT KEY
WINDWARD BAY AMD
2 Beds / 2 Baths
1,523 Sq. Ft.
Courtesy of COLDWELL BANKER REALTY

4600 GULF OF MEXICO, LONGBOAT KEY
WINDWARD BAY AMD
2 Beds / 2 Baths
1,523 Sq. Ft.
Courtesy of COLDWELL BANKER REALTY

4900 GULF OF MEXICO, LONGBOAT KEY
WINDWARD BAY AMD
2 Beds / 2 Baths
1,325 Sq. Ft.
Courtesy of COLDWELL BANKER REALTY
Similar Recently Sold Listings Nearby

2327 ANTILLES, WINTER PARK
WINDWARD SQUARE SEC 3
3 Beds / 2 Baths
1,284 Sq. Ft.
Courtesy of CENTURY 21 INTEGRA

8450 FRANGIPANI, SARASOTA
WINDWARD/LAKEWOOD RANCH PH 1
2 Beds / 2 Baths
1,527 Sq. Ft.
Courtesy of THE SUNSHINE STATE COMPANY

4700 GULF OF MEXICO, LONGBOAT KEY
WINDWARD BAY AMD
2 Beds / 2 Baths
1,523 Sq. Ft.
Courtesy of COLDWELL BANKER REALTY
