$996,975
14140 Country Estate Drive
Winter Garden, FL 34787
Listing updated: July 21, 2026 at 3:33 PM ET
Listing courtesy of Charles Rutenberg Realty Orlando · Erin Rison · MLS #O6397262 · Active · 407-622-2122Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Virtually Staged. Rarely does a property offer over an acre of land in the heart of Winter Garden. Tucked away in an intimate lake-access community, this beautifully refreshed pool home combines privacy, mature trees, and an unbeatable location just minutes from everything Central Florida has to offer. Set on a beautifully landscaped 1.1-acre lot with no rear neighbors, this stunning residence offers a rare opportunity to enjoy space, serenity, and flexibility in one of Winter Garden's most desirable locations. Designed for both everyday living and effortless entertaining, the home features fresh interior paint, new luxury vinyl plank flooring throughout the main living areas and bedrooms, a newer roof, new water heater, oven, range, custom woodwork, and a beautiful wood-burning brick fireplace that anchors the living space. The expansive covered lanai, refinished screened-in pool with a new pump, and spa create a true indoor-outdoor lifestyle, with multiple access points from the home and a kitchen pass-through window that opens directly to the entertaining area. Privately situated on the opposite side of the main 3 bedrooms, the light-filled bonus room features two closets, French doors, its own exterior entrance, and tranquil views of the mature landscaping. Paired with the adjacent full bath, it offers exceptional flexibility as a potential 4th bedroom, private guest suite, in-law suite, home office, or creative space. The 3rd full bath also serves as a convenient pool bath with direct outdoor access to the lanai. Outside, enjoy beautifully maintained gardens, mature trees, a fully fenced backyard, abundant outdoor living space, and a large detached storage building with electricity. Residents also enjoy private access to Black Lake and Lake Tilden, complete with a boat ramp, tennis court, pavilion, and the peaceful charm of one of Winter Garden's hidden-gem communities. Just minutes from Winter Garden Village, historic Downtown Winter Garden, major highways, area hospitals, and world-famous attractions including Disney World, Universal Orlando, and SeaWorld, this property delivers a combination of land, location, and lifestyle that is rare to find.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history85 days on market
- Status: ActiveJun 25, 2026
- Listed$997,000Apr 11, 2026
- Price reduced$996,975
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 85
- Subdivision
- Country Lakes
- County
- Orange
- Year built
- 1984
- Living area
- 2,346 sq ft
- Price/sq ft
- $425
- Building area
- 2,742 sq ft (Estimated)
- Lot size
- 48,566 sq ft
- Lot category
- 1 to less than 2
- Flood zone
- X (12095C0215H)
- Garage
- 2 spaces
- Pool
- Private pool
- Annual taxes
- $10,303 (2025)
- Parcel #
- 34-22-27-1807-00-390
- Zoning
- R-CE
- MLS #
- O6397262
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 3
- Flooring
- Luxury Vinyl, Tile
- Appliances
- Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener
- Interior features
- Ceiling Fans(s), Crown Molding, Eat-in Kitchen, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s)
- Laundry
- Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup
- Stories / Levels
- One
- Direction faces
- North
- Fireplace
- Yes
- In-law suite
- Yes
Heating & Cooling
- Heating
- Electric
- Cooling
- Central Air
Parking
- Garage spaces
- 2
- Attached garage
- Yes
HOA & Financial
- HOA fee
- $850 / Annually
- Monthly HOA
- $71/mo
- Total monthly fees
- $71/mo
- Total annual fees
- $850
- HOA name
- Country Lakes Community Assoc / Sherry Shackelford
- CDD
- No
- Homestead exemption
- Yes
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- Yes
- Additional lease restrictions
- Contact the HOA for further information.
- Approval process
- Must contact the HOA for more information to verify the terms for leasing.
Exterior & Construction
- Exterior features
- French Doors, Garden, Lighting, Private Entrance, Private Yard, Storage
- Construction materials
- Brick, Cement Siding
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Well
- Utilities
- Cable Available, Electricity Connected, Private
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Primary Bedroom | First | 13x16 |
| Kitchen | First | 24x18 |
| Bedroom 1 | First | 13x12 |
| Bedroom 2 | First | 13x12 |
| Bedroom 3 | First | 9x12 |
| Living Room | First | 22x18 |
| Balcony/Porch/Lanai | First | 45x14 |
| Bonus Room | First |
Listing Details
- Listing date
- 2026-04-11
- On market date
- 2026-04-11
- Original list price
- $997,000
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Home warranty
- Yes
- Status changed
- 2026-06-25
- Tax legal description
- COUNTRY LAKES 9/99 LOT 39
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From SR-429, take the Stoneybrook West Pkwy exit, head north on Daniels Rd, turn left onto Winter Garden Vineland Road, then turn left onto Country Estate Drive. The home will be on the left.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of July 21, 2026 at 3:33 PM ET. All data is obtained from various sources and may not have been verified by 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.
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