- Overview
- Description
- Property Details
- Location
- HOA Management
- Facts & Features
- Getting Around
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$1,675,000
Monthly Est:$8,337
5 Beds
- 5 Baths
4 full baths + 1 half bath
5,504sqft
14253 Country Est Dr, Winter Garden, FL 34787
$1,675,000
$8,337/moEst:
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Single Family Residence
Built in 1990
$70.83/mo HOA
2.8 acres lot
$304/sq.ft
Description
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.
- Houzeo last checked: 6 minutes ago
- Listing updated: November 6, 2026 at 11:15 pm
- Listing Provided by: Desmond Garcia LLC (407) 202-5104 , Christopher Christensen | ONE LUXURY INTERNATIONAL LLC (407) 312-8003
- Source: Stellar MLS-FL as distributed by MLS GRID | MLS#: O6453112

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1990
HOA Fees
$70.83/mo
Finished Area
5,504 sqft
Lot Size
2.8 acres lot
Basement Area
- sqft
MLS Name
Stellar MLS
MLS Number
O6453112
MLS Status
Active
Days on Market
1

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Location
HOA Management
Country Lakes Community Assoc / Sherry Shackelford
HOA Fees
$850/ Annually
Disclaimer: Amenities are based on third-party information and may vary; buyers must independently verify all amenities, as information is deemed reliable but not guaranteed.
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 5
Great Room
Level: First
Area: 425.00 Square Feet
Dimensions: 25x17
Kitchen
Level: First
Area: 234.00 Square Feet
Dimensions: 18x13
Dining Room
Level: First
Area: 208.00 Square Feet
Dimensions: 16x13
Dinette
Level: First
Area: 272.00 Square Feet
Dimensions: 17x16
Bonus Room
Level: First
Area: 378.00 Square Feet
Dimensions: 27x14
Bathroom 2
Level: Second
Area: 182.00 Square Feet
Dimensions: 14x13
Primary Bedroom
Level: First
Area: 400.00 Square Feet
Dimensions: 20x20
Bathroom 3
Level: Second
Area: 252.00 Square Feet
Dimensions: 18x14
Bedroom 4
Level: Second
Area: 195.00 Square Feet
Dimensions: 15x13
Bedroom 5
Level: Second
Area: 210.00 Square Feet
Dimensions: 15x14
Interior
Exterior Features
Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
Sewer
Septic Tank
Interior Features
Cathedral Ceiling(s), Ceiling Fans(s), Crown Molding, High Ceilings, Primary Bedroom Main Floor, Solid Wood Cabinets, Vaulted Ceiling(s), Walk In Closet(s)
Flooring
Carpet, Ceramic Tile
Heating
Central, Electric, Zoned
Appliances
Built In Oven, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Water Softener
Cooling
Central Air, Zoned
Construction
Year Built
Year Built: 1990
Home type
Single Family Residence
Construction Materials
Brick, Frame
Foundation Details
Slab
Roof
Shingle
Utilities & Energy
Pool Features
In Ground, Outside Bath Access, Screen Enclosure, Tile
Laundry Features
Laundry Room
Parking Features
Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Parking Pad
Fireplace Features
Family Room, Wood Burning
Water Source
Canal/lake For Irrigation, Well
Utilities
Bb/hs Internet Available, Cable Available, Electricity Connected
Other Features
Subdivision Name
Country Lakes
Community Features
Street Lights
Price History
| Date | Event | Price |
|---|---|---|
11/06/2026 Source: | Listed for Sale | $1,675,000 +123.33% $304/sqft |
12/02/2013 Source: | Listing Removed | $750,000 $136/sqft |
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Based on information from Stellar MLS® through Nov 07, 2026, 08:30AM as submitted to and distributed by MLS GRID. All data is obtained from various sources and may not have been verified by the 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. IDX information is provided exclusively for consumers’ personal non-commercial use. It may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. The data is deemed reliable but is not guaranteed by MLS GRID. The use of the MLS GRID Data may be subject to an end-user license agreement prescribed by the Member Participant’s applicable MLS, if any, and as amended from time to time. © 2026 Stellar MLS. All Rights Reserved.
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