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Property for sale at 14253 COUNTRY ESTATE DRIVE, WINTER GARDEN, FL, 34787
Property for sale at 14253 COUNTRY ESTATE DRIVE, WINTER GARDEN, FL, 34787
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14253 Country Estate DriveWinter Garden, FL, 34787

5beds
5baths
5,504sqft
Single Family Residence
Built in 1990
$850 Annually HOA Fee
$1,675,000
For sale
Price per sqft
$304
Days on market
1
Listed
Nov 6
MLS #O6453112Updated Nov 7, 2026

About this property

Lakefront living with room to spread out. Welcome to 14253 Country Estate Drive. Set on nearly three acres along Black Lake, this two-story brick pool home pairs timeless character with expansive water views in an established community of custom homes. Mature oaks frame the circular driveway, creating a welcoming arrival to a residence offering approximately 5,504 square feet, five bedrooms, four full baths, and one half bath. Lake views greet you from the foyer and draw you into the soaring great room, where a wood-burning stone fireplace, tall windows, and French doors create an inviting setting for everyday living and entertaining. The spacious kitchen features a generous center island, extensive cabinetry, and adjoining casual dining, while a separate formal dining room provides space for larger gatherings. The main-floor primary suite offers its own screened lanai, a quiet place to start the day overlooking the grounds. An office with a closet provides flexibility for a potential fifth bedroom, and two upstairs bonus rooms offer additional space for recreation, hobbies, or working from home. Outside, the pool, lanai, and expansive backyard make the waterfront setting the centerpiece of the home. Enjoy afternoons by the water, outdoor dining, or time on Black Lake boating, fishing, paddleboarding, and jet skiing. A side-entry three-car garage completes the property. Conveniently located near the shopping and dining at Winter Garden Village at Fowler Groves, with access to SR 429, SR 408, and Florida’s Turnpike, this home brings together spacious interiors, generous grounds, and the Florida lakefront lifestyle.

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Property details

Property type
Single Family Residence
Street address
14253 Country Estate Drive
City
Winter Garden
State
FL
ZIP code
34787
Year built
1990
New construction
No
Faces
Northeast
Rooms
10
Living area
5,504 sqft
Total building area
6,867 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 November 7, 2026 at 8:45 PM EST

Price & sale history

EventPrice
Listed for saleMLS #O6453112$1,675,000
History may be incomplete.
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Property for sale at 14253 COUNTRY ESTATE DRIVE, WINTER GARDEN, FL, 34787
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