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14253 COUNTRY ESTATE DRIVE, WINTER GARDEN, FL, 34787

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$1,675,000
New Listing

14253 COUNTRY ESTATE DRIVE
WINTER GARDEN, FL 34787

For Sale|Single Family Residence|Active
5
Beds
5
Total Baths
4
Full Baths
1
Partial Bath
5,504
SqFt
$304
/SqFt
1990
Built
Subdivision:
COUNTRY LAKES
County:
Orange
14253 COUNTRY ESTATE DRIVE14253 COUNTRY ESTATE DRIVE14253 COUNTRY ESTATE DRIVE14253 COUNTRY ESTATE DRIVE
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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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Listing Snapshot
Price 
$1,675,000
Days On Site 
0 Days
Bedrooms 
5
Inside Area (SqFt) 
5,504 sqft
Total Baths 
5
Full Baths 
4
Partial Baths 
1
Lot Size 
2.8 Acres
Year Built 
1990
MLS Number 
O6453112
Status 
Active
Property Tax 
$11,665
HOA/Condo/Coop Fees 
$70.83 monthly
Sq Ft Source 
Public Records
Friends & Family
Recent Activity
3 hours agoListing updated with changes from the MLS
5 hours agoListing first seen on site
General Features
Acres 
2.8
Attached Garage 
Yes
Direction Faces 
Northeast
Foundation 
Slab
Garage 
Yes
Garage Spaces 
3
Levels 
Two
Parking 
Circular DrivewayGarage Door OpenerGarage Faces RearGarage Faces SideOversizedParking PadAttached
Pets 
Yes
Property Sub Type 
Single Family Residence
Sewer 
Septic Tank
SqFt Total 
6867
Utilities 
Cable AvailableElectricity Connected
Water Source 
PrivateWell
Zoning 
R-CE
Interior Features
Appliances 
DishwasherDisposalElectric Water HeaterExhaust FanMicrowaveRangeRange HoodRefrigeratorWater Softener
Cooling 
Central AirZoned
Fireplace 
Yes
Fireplace Features 
Family RoomWood Burning
Flooring 
CarpetCeramic Tile
Furnished 
Unfurnished
Heating 
CentralElectricZoned
Interior 
Cathedral Ceiling(s)Crown MoldingHigh CeilingsVaulted Ceiling(s)Walk-In Closet(s)
Laundry Features 
Laundry Room
Bathroom 2 
Dimensions - 14x13Level - Second
Bathroom 3 
Dimensions - 18x14Level - Second
Bedroom 4 
Dimensions - 15x13Level - Second
Bedroom 5 
Dimensions - 15x14Level - Second
Bonus Room 
Dimensions - 27x14Level - First
Dinette 
Dimensions - 17x16Level - First
Dining Room 
Dimensions - 16x13Level - First
Great Room 
Dimensions - 25x17Level - First
Kitchen 
Dimensions - 18x13Level - First
Master Bedroom 
Dimensions - 20x20Level - First
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Exterior Features
Construction Details 
BrickFrame
Exterior 
LightingOutdoor GrillOutdoor KitchenPrivate YardDock
Fencing 
Fenced
Other Structures 
Outdoor Kitchen
Pool Features 
In GroundScreen EnclosureTilePrivate
Private Pool 
Yes
Roof 
Shingle
View 
LakeWater
Waterfront Features 
Lake Privileges
Waterview 
LakeWater
Community Features
Association Fee 
$850.0
Association Fee Frequency 
Annually
Community Features 
Street Lights
MLS Area 
34787 - Winter Garden/Oakland
Township 
22
Roads 
Asphalt
Schools
School District
Unknown
Elementary School
SunRidge Elementary
Middle School
SunRidge Middle
High School
West Orange High
Listing courtesy of ONE LUXURY INTERNATIONAL LLC (407) 202-5104



Listing information is provided by Participants of the Stellar MLS. IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Properties displayed may be listed or sold by various participants in the MLS Copyright 2026, Stellar MLS.
Last checked: 2026-11-06 09:03 PM EST

Neighborhood & Commute
Source: Walkscore
Disclosure: Community information and market data powered by Constellation Data Labs. Information is deemed reliable but not guaranteed.
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