14253 COUNTRY ESTATE DRIVE WINTER GARDEN FL 34787 | MLS #O6453112

14253 COUNTRY ESTATE DRIVE WINTER GARDEN FL 34787 | MLS #O6453112

14253 COUNTRY ESTATE DRIVE
WINTER GARDEN, FL, 34787
$1,675,000
5 Beds
4.5 Baths
5,504 SqFt
2.8 Acres
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MLS #O6453112 image #0
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.

Property Details

Price:
$1,675,000
MLS #:
O6453112
Status:
Active
Beds:
5
Baths:
4.5
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
COUNTRY LAKES
Neighborhood:
34787wintergardenoakland
Listed Date:
Nov 6, 2026
Finished Sq Ft:
5,504
Total Sq Ft:
6,867
Lot Size:
121,839 sqft / 2.80 acres (approx)
Year Built:
1990
PoolPrimary Bedroom Main Floor34787 – Winter Garden/oakland34787wintergardenoaklandCountry LakesSunridge ElementarySunridge MiddleWest Orange HighBlack LakeWaterVerify With Hoa.8-12 MonthsPets Allowed

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Schools

Elementary School:
SunRidge Elementary
Middle School:
SunRidge Middle
High School:
West Orange High

Interior

Appliances
Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Water Softener
Bathrooms
4 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Zoned
Flooring
Carpet, Ceramic Tile
Heating
Central, Electric, Zoned
Interior Features
Cathedral Ceiling(s), Ceiling Fan(s), Crown Molding, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk-In Closet(s)
Laundry Features
Laundry Room
Levels
Two

Exterior

Attached Garage YN
1
Construction Materials
Brick, Wood Frame
Covered Spaces
3
Direction Faces
Northeast
Exterior Features
Irrigation System, Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
Fencing
Fenced
Garage Spaces
3
Open Parking YN
1
Other Structures
Outdoor Kitchen
Parking Features
Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Parking Pad
Roof
Shingle
View
Water

Financial

HOA Fee
$850
HOA Fee Frequency
Annually
HOA Name
Country Lakes Community Assoc / Sherry Shackelford
Tax Year
2025
Taxes
$11,665

Map

Community

Subdivisions in WINTER GARDEN

Market Summary

Current real estate data for Single Family in WINTER GARDEN as of Nov 07, 2026
769
Single Family Listed
120
Avg DOM
278
Avg $ / SqFt
$755,519
Avg List Price

Property Summary

    Located in the COUNTRY LAKES subdivision, 14253 COUNTRY ESTATE DRIVE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $1,675,000 and features 5 beds, 5 baths, and has approximately 5,504 square feet of living space, and was originally constructed in 1990. The current price per square foot is $304. The average price per square foot for Single Family listings in WINTER GARDEN is $278. The average listing price for Single Family in WINTER GARDEN is $755,519. To schedule a showing of MLS#o6453112 at 14253 COUNTRY ESTATE DRIVE in WINTER GARDEN, FL, contact your WINDERMERE INTERNATIONAL REALTY agent at 4079901329.

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14253 COUNTRY ESTATE DRIVE
WINTER GARDEN, FL

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