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Property for sale at 1030 BENDING OAK TRAIL, WINTER GARDEN, FL, 34787

1030 Bending Oak TrailWinter Garden, FL, 34787

4beds
3baths
2,212sqft
Single Family Residence
Built in 2009
$109 Monthly HOA Fee
$475,000
Sold
Price per sqft
$215
Sold on
Nov 13, 2025
MLS #O6322956Updated Nov 13, 2025

About this property

Virtually Staged. --NEW ROOF INSTALLED AUGUST 2025--NEW SPRINKLER SYSTEM INSTALLED 10/25

RARE 4-BEDROOM + OFFICE + BONUS LOFT NEAR DOWNTOWN WINTER GARDEN! Don’t miss this incredible opportunity to own one of the few 4-bedroom homes with a dedicated home office in the highly desirable Oaks at Brandy Lake community—just minutes from the charm and excitement of historic Downtown Winter Garden!

Step inside and fall in love with the bright, open-concept layout, highlighted by a gorgeous granite kitchen featuring newer appliances, a breakfast bar, and modern light fixtures. The great room is filled with natural light. It flows effortlessly to the fully fenced backyard with upgraded landscaping and a covered patio, ideal for entertaining guests or simply relaxing in your private oasis.

Upstairs, the oversized primary suite feels like a true retreat, offering plenty of space for large furniture and a cozy sitting area. The luxurious en-suite bath includes a soaking tub and a separate shower. You’ll also find three additional spacious bedrooms and a versatile loft, perfect for a home office, media space, or play area. Downstairs, a fifth bedroom with a walk-in closet and a convenient half bath (with potential to add a shower) adds even more flexibility.

The Oaks at Brandy Lake community offers something for everyone—enjoy the waterfront pool complex, playground, and dog-friendly parks, all surrounded by mature landscaping and a welcoming neighborhood feel.

Location is everything, and this home delivers! You’ll love being near major highways, including the 429 and Florida’s Turnpike, granting quicker access to Disney World, Downtown Orlando, Altamonte Springs, and Orlando International Airport (OIA)—making your commute or weekend plans a breeze.

Just minutes from the West Orange Trail, the famous Winter Garden Farmers Market, and top-rated shops and restaurants, this home offers the perfect blend of lifestyle, location, and luxury.

** Opportunities like this are rare—schedule your private tour today!**

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Gaby, Property Specialist
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Property details

Property type
Single Family Residence
Street address
1030 Bending Oak Trail
City
Winter Garden
State
FL
ZIP code
34787
Year built
2009
New construction
No
Attached property
No
Faces
South
Rooms
9
Building stories
2
Living area
2,212 sqft
Total building area
2,767 sqft
Levels
Two

Stellar MLSThe data relating to real estate displayed on this website comes in part from the Internet Data Exchange (IDX) Program of Stellar MLS. All listing information is deemed reliable but not guaranteed and should be independently verified through personal inspection by appropriate professionals. Listings displayed on this website may be subject to prior sale or removal from sale; the availability of any listing should always be independently verified. Listing information is provided for consumers' personal, non-commercial use, solely to identify potential properties for potential purchase; all other use is strictly prohibited and may violate relevant federal and state law.Stellar (MFR) data last updated at October 8, 2026 at 8:01 AM EDT

Price & sale history

EventPrice
SoldMLS #O6322956$475,000
Price reducedMLS #O6322956$500,000Change: −4.8%−$25,000
Listed for saleMLS #O6322956$525,000
SoldMLS #O5909131$332,000
History may be incomplete.
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Property for sale at 1030 BENDING OAK TRAIL, WINTER GARDEN, FL, 34787
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