4144 WILLOW BAY DR

Winter Garden, FL 142

Price: $619,000

3 beds | 2 baths | 2 garages
Living area: 1827 sq ft
Year built: 2001

Financial Information

Taxes: $4,811 (2025)
Total Monthly Assoc. Fees: $320
CDD: No

Subdivision Name: WOODBRIDGE ON GREEN
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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.

Land, Site, and Tax Information

Legal description: WOODBRIDGE ON THE GREEN 19/52 LOT 20 (LESS BEG AT NE COR OF LOT 20 S 30 FT TH ALONG CURVE 56.78 FT N 79 DEG W 246.50 FTN 18 DEG W 41.02 FT E 260.37 FT TO POB)ON MAP 11-23-27 SW
Parcel ID: 102327945000200
Lot size: 0.24 acres
Zoning: P-D
Front exposure: West
Water access: Yes-Pond
Water name:

Interior Information

Utilities: Electricity Connected, Sprinkler Meter
Flooring covering:
A/C: Central Air
Heat/Fuel: Central
Water: Public
Sewer: Septic Tank
Room type Dimensions Level Length Width
Primary Bedroom 16x14 First 14 16
Living Room 18x17 First 17 18
Kitchen 22x14 First 14 22
Balcony/Porch/Lanai 23x16 First 16 23
Bedroom 2 11x10 First 10 11
Dining Room 16x11 First 11 16
Bathroom 3 10x10 First 10 10

Exterior Information

Ext construction:
Roof:
Foundation:
Architectural style:
Ext features: Sidewalk, Sliding Doors, Storage
Patio And Porch Features: Covered, Patio, Screened
Private pool: No
Pool features:

Community Information

Association: Yes
HOA fee: $960
HOA fee frequency: Quarterly
Fee includes:
Community features:
Association amenities:
Elementary school: Keene Crossing Elementary
Middle school: Bridgewater Middle
High school: Windermere High School

Open House History

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