To schedule a showing of 833 Bending Oak Trail, Winter Garden, Florida, Call David Shippey at 863-521-4517 TODAY!

$399,000 Reduced -$26,000
833 Bending Oak Trail
Winter Garden, FL 34787
  • 3Beds
  • 3.00Total Baths
  • 2 Full, 1 HalfBaths
  • 1,789SqFt
  • 2009Year Built
  • 0.05Acres
  • MLS# O6403683
  • Residential
  • Townhouse
  • Active

  • Approx Time on Market27 days
  • Area34787 - Winter Garden/oakland
  • CountyOrange
  • Subdivision Oaks/brandy Lake O

Overview

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, youre 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? Its 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 Gardenone of Central Floridas most beloved downtowns, known for its brick-lined streets, incredible local restaurants, charming boutiques, cozy coffee shops, weekend Farmers 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, youre 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 Floridas 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.



Agriculture / Farm

Association Fees / Info

Community Features:  Golf, GolfCartsOk, Playground, Park, Pool, Sidewalks

Pets Allowed:  CatsOk, DogsOk, Yes

Hoa Frequency Rate:  447

Association:  Yes

Hoa Fees Frequency:  Monthly

Association Fee Includes:  PestControl, Pools, ReserveFund

Bathroom Info

Total Baths:  3.00

Fullbaths:  2

Building Info

Roof:  Shingle

Building Area Source:  PublicRecords

Buyer Compensation

Exterior Features

Pool Features:  Community

Exterior Features:  Other

Fees / Restrictions

Financial

Original Price:  $435,000

Disclosures:  CovenantsRestrictionsDisclosure

Garage / Parking

Attached Garage:  Yes

Garage:  Yes

Green / Env Info

Interior Features

Floors:  Carpet, Tile

Levels:  Two

Laundry Features:  LaundryRoom, UpperLevel

Interior Features:  BuiltInFeatures, CeilingFans, EatInKitchen, Other, StoneCounters, WalkInClosets, WoodCabinets

Appliances:  Dryer, Dishwasher, Disposal, Microwave, Range, Refrigerator, WineRefrigerator, Washer

Lot Info

Direction Remarks:  From Plant Street heading east, turn right on Story Road, turn left on Alexander Street, turn right on Bending Oak Trail. Property on the left at 833.

Lot Size Units:  Acres

Lot Size Acres:  0.05

Lot Sqft:  2,240

Misc

Other

Special Conditions:  None

Security Features:  SecuritySystemOwned

Other Rooms Info

Property Info

Section:  22

Class Type:  Townhouse

Property Sub Type:  Townhouse

Construction Materials:  Block, Stucco

Stories:  2

Total Stories:  2

Foundation:  Slab

Human Modified:  Yes

Room Info

Total Rooms:  3

Sqft Info

Sqft:  1,789

Bulding Area Sqft:  2,290

Living Area Units:  SquareFeet

Living Area Source:  PublicRecords

Tax Info

Tax Year:  2,025

Tax Lot:  40

Tax Legal Description:  OAKS AT BRANDY LAKE 68/51 LOT 40

Tax Annual Amount:  4031.55

Tax Book Number:  68-51

Unit Info

Utilities / Hvac

Heating:  Electric

Water Source:  Public

Sewer:  PublicSewer

Cool System:  CentralAir, CeilingFans

Cooling:  Yes

Heating:  Yes

Utilities:  ElectricityAvailable, WaterAvailable

Waterfront / Water

Schools

Elem:  Tildenville Elem

Middle:  Lakeview Middle

High:  West Orange High

Directions

From Plant Street heading east, turn right on Story Road, turn left on Alexander Street, turn right on Bending Oak Trail. Property on the left at 833.

This listing courtesy of Global Florida Realty 

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Price & Status History (on davidshippey.com since Fri, May 8th 2026)
  • Original Price: $435,000
  • Current Price: $399,000
  • Price Reduced: $36,000
Date ChangedFromTo
05/18/2026$425,000 $399,000 Reduced by $26,000
05/13/2026$435,000 $425,000 Reduced by $10,000

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If you have any questions on 833 Bending Oak Trail, Winter Garden, Florida, please call David Shippey at 863-521-4517.


MLS# O6403683 located at 833 Bending Oak Trail, Winter Garden, Florida is brought to you by David Shippey REALTOR®

833 Bending Oak Trail, Winter Garden, Florida has 3 Beds, 2 Full Bath, and 1 Half Bath.
The MLS Number for 833 Bending Oak Trail, Winter Garden, Florida is O6403683.
The price for 833 Bending Oak Trail, Winter Garden, Florida is $399,000.
The status of 833 Bending Oak Trail, Winter Garden, Florida is Active.
The subdivision of 833 Bending Oak Trail, Winter Garden, Florida is Oaks/brandy Lake O.
The home located at 833 Bending Oak Trail, Winter Garden, Florida was built in 2026.