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833 Bending Oak Trail

Winter Garden, FL 34787
  • $399,000
  • STATUS: Active
  • ON SITE: 30 Days
  • MLS #: O6403683
UPDATED: 73 min ago
$399,000
  • 3
    BEDS
  • 0.05
    ACRES
  • 2
    BATHS
  • 1
    1/2 BATHS
  • 1,789
    SQFT
  • $223
    $/SQFT
Neighborhood:
Type:
Townhouse
Built:
2009
County:

School Information

Elementary School:
Middle School:
High School:

Description

Beautifully maintained and truly turn-key, this 3-bedroom, 2.5-bath townhome is the kind of home where you can simply move in and start enjoying everything Winter Garden has to offer from day one, all while being located in the highly sought-after Golf Cart District just moments from the heart of charming Downtown Winter Garden! From the moment you walk in, you’re welcomed by bright, open living spaces, thoughtful design, and timeless finishes that make the home feel warm, elevated, and instantly inviting. Plantation shutters throughout add that polished custom touch, while the open-concept layout creates the perfect flow for both everyday living and entertaining. Upstairs, the spacious primary suite feels like its own private retreat, thoughtfully positioned away from the guest rooms so you can truly enjoy your own space. Wake up to beautiful open skies and unwind each evening with stunning sunset views right from your bedroom. This is townhome living exactly how it should be. Where else in Winter Garden can you enjoy a home like this, have pool access just a short walk away, and spend your weekends enjoying life instead of worrying about exterior upkeep? Lock it, leave it, travel when you want, and come home to a space that always feels effortlessly cared for. And the location? It’s hard to beat! Bending Oak Trail offers that true neighborhood feel with peaceful evening walks, friendly neighbors, and a sense of community that makes you feel right at home, all while being just moments from the heart of Downtown Winter Garden—one of Central Florida’s most beloved downtowns, known for its brick-lined streets, incredible local restaurants, charming boutiques, cozy coffee shops, weekend Farmer’s Market, and year-round community events that make this area so special. Hop on your golf cart and head down Plant Street for your morning coffee, dinner with friends, shopping, or an evening stroll. Even better, you’re right next to the West Orange Trail, making morning bike rides, walks, and outdoor living part of your everyday lifestyle. With quick access to 429, the Turnpike, SR-50, Disney, Downtown Orlando, and Orlando International Airport, convenience is seamlessly built into daily life. Winter Garden continues to be one of Central Florida’s most sought-after communities, and opportunities to own something this move-in ready, this well-located, and at this price point are incredibly hard to find.

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© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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; 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. Data last updated 2026-06-08T09:45:32.45.
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833 Bending Oak Trail Winter Garden, FL 34787

  • Price: $399,000
  • Status: Active
  • On Site: 30 Days
  • Updated: 73 min ago
  • MLS #: O6403683
3
Beds
2
Baths
1
½ Baths
0.05
Acres
1,789
SQFT
$223
$/SQFT
2009
Built
Neighborhood:
Oaks/Brandy Lake O
County:
Orange
Area:
Winter Garden/Oakland
Elementary School:
Tildenville Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Property Description
Beautifully maintained and truly turn-key, this 3-bedroom, 2.5-bath townhome is the kind of home where you can simply move in and start enjoying everything Winter Garden has to offer from day one, all while being located in the highly sought-after Golf Cart District just moments from the heart of charming Downtown Winter Garden! From the moment you walk in, you’re welcomed by bright, open living spaces, thoughtful design, and timeless finishes that make the home feel warm, elevated, and instantly inviting. Plantation shutters throughout add that polished custom touch, while the open-concept layout creates the perfect flow for both everyday living and entertaining. Upstairs, the spacious primary suite feels like its own private retreat, thoughtfully positioned away from the guest rooms so you can truly enjoy your own space. Wake up to beautiful open skies and unwind each evening with stunning sunset views right from your bedroom. This is townhome living exactly how it should be. Where else in Winter Garden can you enjoy a home like this, have pool access just a short walk away, and spend your weekends enjoying life instead of worrying about exterior upkeep? Lock it, leave it, travel when you want, and come home to a space that always feels effortlessly cared for. And the location? It’s hard to beat! Bending Oak Trail offers that true neighborhood feel with peaceful evening walks, friendly neighbors, and a sense of community that makes you feel right at home, all while being just moments from the heart of Downtown Winter Garden—one of Central Florida’s most beloved downtowns, known for its brick-lined streets, incredible local restaurants, charming boutiques, cozy coffee shops, weekend Farmer’s Market, and year-round community events that make this area so special. Hop on your golf cart and head down Plant Street for your morning coffee, dinner with friends, shopping, or an evening stroll. Even better, you’re right next to the West Orange Trail, making morning bike rides, walks, and outdoor living part of your everyday lifestyle. With quick access to 429, the Turnpike, SR-50, Disney, Downtown Orlando, and Orlando International Airport, convenience is seamlessly built into daily life. Winter Garden continues to be one of Central Florida’s most sought-after communities, and opportunities to own something this move-in ready, this well-located, and at this price point are incredibly hard to find.
Exterior Features

Attached Garage Yn Yes Carport Yn No Construction Materials BlockStucco Covered Spaces 1 Direction Faces West Exterior Features Other Foundation Details Slab Pool Private Yn No Road Surface Type AsphaltPaved Roof Shingle Water Access Yn No Water Extras Yn No Water View Yn No Waterfront Yn No

Interior Features

Appliances DishwasherDisposalDryerMicrowaveRangeRefrigeratorWasherWine Refrigerator Building Area Total 2290 Building Elevator Yn No Cooling Central Air Cooling YN Yes Fireplace Yn No Flooring CarpetTile Furnished Partially Heating Electric Heating YN Yes Interior Features Ceiling Fan(s)Eating Space In KitchenOtherSolid Wood CabinetsStone CountersWalk-In Closet(s) Laundry Features Laundry RoomUpper Level Levels Two Rooms Living Room Kitchen Primary Bedroom (Walk-In Closet(s)) Sewer Public Sewer Stories Total 2 Water Source Public

Property Features

Additional Lease Restrictions Buyer to verify. Additional Parcels YN No Approval Process Buyer to verify. Association Approval Required Yn No Association Fee 447 Association Fee Frequency Monthly Association Fee Includes Community PoolEscrow Reserves FundPest ControlPool Maintenance Association Fee Monthly Amount 447 Association Fee Requirement Required Association Yn Yes Building Name Number NA Cdd Yn No Community Features Deed RestrictionsGolf Carts OKGolfParkPlaygroundPoolSidewalks Down Payment Resource Yes Flood Zone Code X Garage Yn Yes Homestead Yn No Lease Considered YN Yes Lease Restrictions YN Yes Listing Terms CashConventional Minimum Lease 1-2 Years New Construction Yn No Occupant Type Vacant Ownership Fee Simple Pet Restrictions Buyer to verify restrictions with HOA Pets Allowed Cats OKDogs OKYes Property Sub Type Townhouse Security Features Security System Owned Senior Community Yn No Special Listing Conditions None Tax Annual Amount 4031.55 Total Annual Fees 5364 Total Monthly Fees 447 Utilities Electricity AvailableWater Available Yrs Of Owner Prior To Leasing Re No Zoning PUD


Listing information © 2026 My Florida Regional MLS DBA Stellar MLS..
Listing provided courtesy of GLOBAL FLORIDA REALTY: 407-380-3030.



© 2026 My Florida Regional MLS DBA Stellar MLS. All rights reserved. All listings displayed pursuant to IDX. 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; 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. Data last updated 2026-06-08T09:45:32.45.
 
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