Home in 14253 Country Estate Dr Winter Garden for sale with MLS# O6453112

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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Days on the market

14253 Country Estate Dr, Winter Garden, FL 34787

Price
Price:
$1,675,000.00
Original List Price:
$1,675,000.00
List Price per Sq Ft (Calculated, Approx.):
$304.32
Property Status and Type
Listing Type:
For Sale
Status:
Active
Listing Category:
Residential
Property Type:
Single Family House
MLS Number:
O6453112
Rooms Distribution
Bedrooms:
5
Bathrooms Total:
5
Full Bath:
4
Half Bath:
1
Additional Rooms:
Den/library/office, Loft, Bonus Room, Formal Dining Room Separate
Measures
Living Area:
5,504 Sqft
Built-Up Area:
6,867 Sqft
Lot Area:
121,839 Sqft
Lot Size Dimensions and Info:
130x350
Building Area Source:
Public Records
Living Area Source:
Public Records
Lot Size Acres:
2.8
Property Features
View from the Property:
Water
Waterfront:
No
Private Pool
Swimming Pool Features:
In Ground, Screen Enclosure, Outside Bath Access, Tile
Furnished:
Unfurnished
Appliances:
Dishwasher, Disposal, Microwave, Refrigerator, Built-in Oven, Electric Water Heater, Water Softener, Exhaust Fan, Range, Range Hood
Interior:
High Ceilings, Walk-In Closet(s), Vaulted Ceiling(s), Cathedral Ceiling(s), Ceiling Fans(s), Solid Wood Cabinets, Crown Molding, Primary Bedroom Main Floor
Exterior:
Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
Other Structures:
Outdoor Kitchen
Laundry:
Laundry Room
Fireplace
Fireplace:
Wood Burning, Family Room
Air Conditioning System:
Zoned, Central Air
Heating System:
Central, Electric, Zoned
Fence:
Fenced
Property Entrance Faces:
Northeast
Other Equipment:
Irrigation Equipment, Private Yard
Water Access
Water Access Features:
Lake
Water Extras
Water Extra Details:
Lift - Covered, Skiing Allowed
Water View
Water View Details:
Lake
Construction
Year Built:
1990
Roof:
Shingle
Levels:
Two
Construction Materials:
Frame, Brick
Flooring:
Carpet, Ceramic Tile
Foundation Details:
Slab
Flood Zone Code:
AE
Taxes and Expenses
Tax Annual Amount:
$11,665.00
Tax Year:
2025
Association Fee:
$850.00
Association Fee Frequency:
Annually
Total Annual Fees:
$850.00
Total Monthly Fees:
$70.83
Parking
Garage
Garage Spaces:
3
Attached Garage
Parking Features:
Garage Door Opener, Circular Driveway, Parking Pad, Oversized, Garage Faces Rear, Garage Faces Side
Utilities
Sewer:
Septic Tank
Utilities Available:
Cable Available, Electricity Connected, Broadband/High Speed Internet Available
Water Source:
Well, Canal/lake For Irrigation
Community
Association
Minimum Lease Term:
8-12 Months
Pets Allowed?
Subdivision Name:
COUNTRY LAKES
Community Features:
Street Lights
Senior Community:
No
Association Fee Required:
Required
Association Management:
Country Lakes Community Assoc / Sherry Shackelford
Terms
Occupant Type:
Owner
Lease Considered:
Yes
Zoning and Legal
Tax Legal Description:
COUNTRY LAKES 9/99 LOT 14
Real Estate Folio Number (Parcel Number):
34-22-27-1807-00-140
Zoning:
R-CE
Title to the property is held by owner as:
Fee Simple
Public Schools Assigned
Elementary School:
Lawnwood
High School:
West Orange High
Middle Or Junior School:
Sunridge Middle
Listing History
Originally published on:
November 6, 2026 9:21 pm
Active on the market since:
November 6, 2026
Listing Agreement executed on:
November 6, 2026
Listing Status Last Changed On:
November 6, 2026 9:21 pm
Photos updated on:
November 6, 2026 11:15 pm
Last Modified:
November 7, 2026 11:51 am
Additional Information
Courtesy of:
ONE LUXURY INTERNATIONAL LLC
Attribution:
407-312-8003
Road Surface Type:
Asphalt
Location
Street Name:
COUNTRY ESTATE
Street Number:
14253
City:
WINTER GARDEN
State:
Florida
Zip Code:
34787
County:
Orange
Latitude:
N28° 31' 24.7''
Longitude:
W82° 24' 6.7''
Property Map

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Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064
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