833 Bending Oak Trail, FL

$399,000

833 Bending Oak Trail

Winter Garden, FL 34787

Active
3
Beds
3
Baths
1,789
Sq Ft
0.05
Acres
2009
Built
$223/sqft360° tour
Townhouse

Property type

2009

Year built

2,240 sqft

Lot size

$223

Price / sq ft

$447/mo

HOA dues

24

Days on market

1

Garage space

X

Flood zone

About this home

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.

Estimated monthly payment

Principal & interest$2,018
Property taxes$336
Home insurance (est.)$183
HOA dues$447

Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.

Price & listing history24 days on market

  1. Status: Active
    May 8, 2026
  2. Listed$435,000
    May 8, 2026
  3. Price reduced$399,000

Virtual Tour

Facts & features

Property type
Residential
Sub type
Townhouse
Status
Active
Days on market
24
Subdivision
Oaks/Brandy Lake O
County
Orange
Year built
2009
Living area
1,789 sq ft
Price/sq ft
$223
Building area
2,290 sq ft (Public Records)
Lot size
2,240 sq ft
Lot category
0 to less than 1/4
Flood zone
X (12095C0215F)
Garage
1 spaces
Annual taxes
$4,032 (2025)
Parcel #
22-22-27-6124-00-400
Zoning
PUD
MLS #
O6403683

Interior Details

Bedrooms
3
Full bathrooms
2
Half bathrooms
1
Flooring
Carpet, Tile
Appliances
Dishwasher, Disposal, Dryer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
Interior features
Ceiling Fans(s), Eat-in Kitchen, Other, Solid Wood Cabinets, Stone Counters, Walk-In Closet(s)
Laundry
Laundry Room, Upper Level
Stories / Levels
Two
Direction faces
West

Heating & Cooling

Heating
Electric
Cooling
Central Air

Parking

Garage spaces
1
Attached garage
Yes

HOA & Financial

HOA fee
$447 / Monthly
Monthly HOA
$447/mo
Total monthly fees
$447/mo
Total annual fees
$5,364
HOA name
Vista Community Association Management
CDD
No
Min lease term
1-2 Years
Listing terms
Cash, Conventional
Ownership
Fee Simple
Available for lease
Yes
Lease restrictions
Yes
Additional lease restrictions
Buyer to verify.
Approval process
Buyer to verify.

Exterior & Construction

Exterior features
Other
Construction materials
Block, Stucco
Roof
Shingle
Foundation
Slab
Road surface
Asphalt, Paved

Utilities

Sewer
Public Sewer
Water source
Public
Utilities
Electricity Available, Water Available

Community

Pets allowed
Cats OK, Dogs OK, Yes

Schools

ElementaryATildenville ElemGreatSchools ↗
MiddleBLakeview MiddleGreatSchools ↗
High SchoolAWest Orange HighGreatSchools ↗

Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.

Room Details

RoomLevelDimensions
KitchenFirst20x22
Living RoomFirst16x14
Primary BedroomSecond16x13

Listing Details

Listing date
2026-05-07
On market date
2026-05-08
Original list price
$435,000
Occupant type
Vacant
MLS area
34787 - Winter Garden/Oakland
Listing AOR
Orlando Regional
Status changed
2026-05-08
Tax legal description
OAKS AT BRANDY LAKE 68/51 LOT 40

Flood risk

Minimal riskFEMA Zone XPanel 12095C0215F

Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.

Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.

Location

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.

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MLS GRID

Listings courtesy of Stellar MLS as distributed by MLS GRID

IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

Based on information submitted to the MLS GRID as of June 1, 2026 at 7:30 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA