Location: Woodbridge On Green, Winter Garden
Do Not Show Listings
4136 WILLOW BAY DR, WINTER GARDEN, FL 34787
$655,00019 Days on yellowkey MLS ID: R4911030
1 Days Off yellowkey (back on 4/27/2026)
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2472 Built: 2001Monthly Fee: $315 Tax: $8,781 (2025)Community: Woodbridge On GreenSingle Family
Market Analysis: For SaleFor RentSoldRented
Nearby Properties: For SaleFor RentSoldRented
Taxes:$8,781
Elementary School: None
High School: None
Tax Year: 2025
Middle School: None
Remarks: Under contract-accepting backup offers. Welcome to this beautiful single-story home in the desirable Woodbridge on the Green community in Winter Garden, FL. Offering 3 bedrooms, 2 bathrooms, and 2,472 square feet of living space (3,330 total), this residence blends comfort, functionality, and scenic beauty. Step inside to discover a spacious layout designed for easy living and entertaining. The home provides breathtaking views of the pond and golf course, while mature trees provide shade and privacy—creating the perfect backdrop for enjoying stunning afternoon sunsets. The home features a rare 2.5-car garage, including a side golf cart garage door and an air-conditioned storage area—ideal for hobbies, extra storage, or a workshop setup. Enjoy a low-maintenance lifestyle with HOA benefits that include lawn/irrigation care and exterior home painting, along with access to a dedicated community storage lot for boats and RVs. All of this allows for a clean and well-maintained looking community. Perfectly located near shopping, dining, and everyday conveniences, this home offers both tranquility and accessibility in one of Winter Garden’s most sought-after communities. Don’t miss your opportunity to own a home with exceptional views and unmatched convenience—schedule your private showing today!
Listing is courtesy of: AVALON LAND & COMMERCIAL, LLC (407-808-2233)
Listing Agent: James Kazaros (407-808-2233)
WINTER GARDEN, FL 34787
$619,00013 Days on yellowkey MLS ID: O6399369
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 1827 Built: 2001Monthly Fee: $320 Tax: $4,811 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,811
Elementary School: Keene Crossing Elementary
High School: Windermere High School
Middle School: Bridgewater Middle
Remarks: Welcome to Woodbridge on the Green—one of Winter Garden’s best-kept secrets, ideally situated next to West Orange Country Club. This beautifully maintained waterfront home offers exceptional curb appeal and a spacious, single-story layout designed for comfortable living. Step inside to an inviting open floor plan filled with natural light and waterfront views. High ceilings and stylish luxury flooring enhance the home’s modern feel, creating a bright and airy atmosphere throughout. The well-appointed kitchen features custom countertops, rich wood cabinetry, and a full appliance package, with culinary nook overlooking the peaceful & gorgeous waterfront—perfect for both everyday living and entertainment. The generously sized primary suite provides a peaceful retreat, complete with closet, dual vanities, and a walk-in shower. Unwind on the screened-in lanai, where you can enjoy tranquil water views, mature oak trees, and beautiful Florida sunsets—your own private outdoor oasis. Living in Woodbridge on the Green means embracing a low-maintenance, resort-style lifestyle. The HOA takes care of all landscaping and exterior painting, and residents enjoy access to a private boat and RV storage area within the community. Recent upgrades add even more value and peace of mind, including a new AC system (2025), garage door opener (2026). Located within an “A”-rated school district, including Windermere High School—one of Florida’s top-ranked schools—this home is also just minutes from Winter Garden Village, major roadways, dining, shopping, Disney and the Magic Kingdom and all Central Florida area attractions. It is the responsibility of all prospective buyers and their agents to independently confirm the accuracy of all listing information, including measurements, specifications, and all other material details. No representations or warranties are made as to the completeness or accuracy of such information.
Listing is courtesy of: RAVENSCROFT REALTY GROUP (407-855-0005)
Listing Agent: Tom Ravenscroft, Jr. (407-222-7660)
14050 FAIRWAY WILLOW LN, WINTER GARDEN, FL 34787
$749,00036 Days on yellowkey MLS ID: O6392994
REDUCED by $46,000 (5.8%) on 04/15/2026
Bed: 3 Bath: 2.0 Gar: 2 Liv Area Sq Ft: 2027 Built: 1989Monthly Fee: $322 Tax: $4,924 (2025)Community: Woodbridge On GreenSingle Family
Taxes:$4,924
Remarks: Welcome to this beautifully maintained home in the highly sought-after Woodbridge on the Green community, overlooking West Orange Country Club and perfectly situated in the hub of Winter Garden. This waterfront home offers a blend of comfort, style, and convenience—ideal for anyone looking to enjoy the best of Central Florida living. Step inside to an inviting, light-filled layout featuring spacious living areas, high ceilings, and thoughtfully designed spaces that make everyday living effortless. The kitchen offers generous counter space, ample cabinetry, and a functional layout perfect for cooking, entertaining, or gathering with family. The primary suite provides a peaceful retreat with a well-appointed bathroom and plenty of closet space. Additional bedrooms are comfortably sized and versatile—ideal for guests, a home office, or a growing household. Outside, enjoy a very large private backyard on the pond, with room to relax, garden, or entertain. New concrete tile roof was installed in 2023. Woodbridge on the Green is known for its mature landscaping (fully HOA maintained), quiet streets, and welcoming atmosphere; the HOA also covers house painting on a rotating schedule, helping to ensure an immaculate community aesthetic. Located just minutes from Windermere, top-rated schools, major highways, and the charming Historic Downtown Winter Garden, this home offers unmatched convenience with shopping, dining, and entertainment right at your fingertips. This is a wonderful opportunity to own a home in one of Winter Garden’s most desirable neighborhoods—move-in ready and full of potential.
Listing is courtesy of: LAKEFIELD REALTY GROUP LLC (407-383-6497)
Listing Agent: Drew Ross (407-383-6497)
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