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$749,000 - 4900 Gulf Of Mexico Drive 203, LONGBOAT KEY

2
Bedrooms
2
Baths
1,325
SQ. Feet
26.67
Acres

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!

Essential Information

  • MLS® #:
    A4670932
  • Price:
    $749,000
  • Bedrooms:
    2
  • Bathrooms:
    2.00
  • Full Baths:
    2
  • Square Footage:
    1,325
  • Acres:
    26.67
  • Year Built:
    1975
  • Type:
    Residential
  • Sub-Type:
    Condominium
  • Style:
    Florida
  • Status:
    Active

Community Information

  • Address:
    4900 Gulf Of Mexico Drive 203
  • Area:
    Longboat Key
  • Subdivision:
    WINDWARD BAY AMD
  • City:
    LONGBOAT KEY
  • County:
    Manatee
  • State:
    FL
  • Zip Code:
    34228

Amenities

  • Amenities:
    Clubhouse, Elevator(s), Fitness Center, Laundry, Maintenance, Pickleball Court(s), Pool, Recreation Facilities, Sauna, Shuffleboard Court, Storage, Tennis Court(s), Trail(s)
  • Parking:
    Assigned, Covered, Ground Level, Guest
  • # of Garages:
    1
  • View:
    Pool, Tennis Court, Water
  • Is Waterfront:
    Yes
  • Waterfront:
    Bay/Harbor, Intracoastal Waterway, Marina in Community

Interior

  • Interior Features:
    Ceiling Fans(s), Living Room/Dining Room Combo, Solid Wood Cabinets, Thermostat, Walk-In Closet(s)
  • Appliances:
    Built-In Oven, Cooktop, Dishwasher, Disposal, Electric Water Heater, Microwave, Refrigerator
  • Heating:
    Electric
  • Cooling:
    Central Air
  • # of Stories:
    4

Exterior

  • Exterior Features:
    Lighting, Outdoor Grill, Outdoor Shower, Sauna, Sprinkler Metered, Storage, Tennis Court(s)
  • Lot Description:
    Near Golf Course, Near Marina, Near Public Transit, Private
  • Roof:
    Built-Up, Shingle
  • Foundation:
    Slab, Stilt/On Piling

School Information

  • Elementary:
    Anna Maria Elementary
  • Middle:
    Martha B. King Middle
  • High:
    Bayshore High

Additional Information

  • Days on Market:
    108
  • Zoning:
    R4MX

Listing Details

  • Listing Office:
    Coldwell Banker Realty

Listing information courtesy of Coldwell Banker Realty.

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Listing data comes from My Florida Regional MLS.

Listing information last updated on February 21st, 2026 at 10:33am EST.