


$969,000
14140 Country Estate DriveWinter Garden, FL 34787
Listing updated: October 8, 2026 at 7:06 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage spaces
Flood zone
About this home
Virtually Staged. Your Own Florida Paradise - Private, Elegant and Rare. Arrive in Winter Garden and escape into a private garden paradise unlike anything around it. More than an acre of mature trees, colorful plantings, and beautifully landscaped grounds create a serene backdrop with no rear neighbors...a setting that feels wonderfully removed, yet keeps every convenience close at hand. The recently resurfaced screened pool showcases beautiful new tile and a spa with water overflow; the pool and spa are professionally serviced weekly. An impressive 40-foot covered lanai extends the living space outdoors for year-round entertaining, quiet afternoons and sunset dinners among the gardens. The adaptable three-to-four-bedroom, three-bath floor plan offers effortless flexibility for guests, a home office or multigenerational living. A custom entertainment center with integrated surround sound adds a distinctive focal point to the main living area. A recently replaced roof, recent water heater and cooktop, and a fully serviced air-conditioning system make this an outstanding primary residence or seasonal Florida retreat. Lake Tilden and Black Lake access, boat ramps, tennis courts and a community pavilion complete the experience; near hospitals, fine dining, premier shopping, downtown Winter Garden, major roadways and world-famous attractions.
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 history161 days on market
- Status: ActiveSep 19, 2026
- Listed$997,000Apr 11, 2026
- Price reduced$969,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 161
- Subdivision
- Country Lakes
- County
- Orange
- Year built
- 1984
- Living area
- 2,346 sq ft
- Price/sq ft
- $413
- 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
- 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
- 2026-09-19
- 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 October 8, 2026 at 7:06 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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