Property 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!

Features
: In Ground, Heated, Outside Bath Access, Child Safety Fence
: Electric
: Central Air
: Covered, Assigned, Ground Level, Guest
: Bay/Harbor, Intracoastal Waterway, Marina in Community
: BB/HS Internet Available, Electricity Connected, Sewer Connected, Water Connected, Cable Connected, Underground Utilities
: Public Sewer
: Inside
: Walk-In Closet(s), Ceiling Fans(s), Thermostat, Solid Wood Cabinets, Living Room/Dining Room Combo
: Tile, Ceramic Tile, Laminate
: Storage, Outdoor Grill, Lighting, Sprinkler Metered, Outdoor Shower, Tennis Court(s), Sauna
: Florida
Appliances
: Disposal, Microwave, Refrigerator, Built-In Oven, Cooktop, Dishwasher, Electric Water Heater
Address Map
US
FL
Manatee
Longboat Key
34228
GULF OF MEXICO
4900
DRIVE
W83° 21' 6.2''
N27° 24' 3.3''
R4MX
203
34228 - Longboat Key
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.
West
Neighborhood
Anna Maria Elementary
Bayshore High
Martha B. King Middle
Additional Info
COLDWELL BANKER REALTY
Debby McCaig
$0
$0
Additional Information
: Public
SARASOTA BAY, ICW
https://www.propertypanorama.com/instaview/stellar/A4670932
4
2025-11-05
: Near Public Transit, Near Marina, Private, Near Golf Course
: One
1
: Slab, Stilt/On Piling
: Stucco, Metal Frame
: Deed Restrictions, Pool, Buyer Approval Required, Wheelchair Access
1325
1
Clubhouse,Elevator(s),Fitness Center,Laundry,Maintenance,Pickleball Court(s),Pool,Recreation Facilities,Sauna,Shuffleboard Court,Storage,Tennis Court(s),Trail(s)
Financial
Monthly
: Maintenance Grounds, Management, Pest Control, Recreational Facilities, Sewer, Trash, Water, Escrow Reserves Fund, Cable TV, Common Area Taxes, Insurance, Internet
1
8395
Listing Information
281533825
281502380
Cash
Active
2025-12-17T22:06:11Z
Stellar
: None
2025-11-05T19:12:46Z

4900 Gulf Of Mexico Dr #203, Longboat Key, Florida 34228

Residential For Sale

2 Bedrooms
2 Bathrooms
1,325 Sqft
$775,000
Listing ID #A4670932
Basic Details
Listing Type : For Sale
Listing ID : A4670932
Price : $775,000
View : Pool,Tennis Court,Water
Bedrooms : 2
Bathrooms : 2
Square Footage : 1,325 Sqft
Year Built : 1975
Lot Size : 26.67 Acre
Full Bathrooms : 2
Listing Status : Active
Property Sub Type : Condominium
Roof : Shingle, Built-Up
Waterfront Yn : 1
Minimum Lease Period : 1 Month
Agent info
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Open Dates
  • 1. 2025-12-20 (Start time: 2025-12-20T18:00:00Z - End time: 2025-12-20T20:00:00Z)
  • 2. 2025-12-21 (Start time: 2025-12-21T20:00:00Z - End time: 2025-12-21T22:00:00Z)