$996,975
14140 Country Estate Drive
Winter Garden, FL 34787
Listing updated: June 24, 2026 at 10:41 PM ET
Listing courtesy of Charles Rutenberg Realty Orlando · Sandra Farris · 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. Rare space, privacy, and lifestyle come together in this beautifully refreshed Winter Garden home on a stunning 1.1-acre lot with no rear neighbors. Designed for both everyday comfort and entertaining, this 4-bedroom, 3-bath residence features fresh interior paint, a newer roof, new range, recently installed water heater, and an updated screened-in pool and spa. The expansive screened porch creates a true indoor-outdoor living experience, with multiple access points from the home and a kitchen window that opens directly to the entertaining area. The flexible layout includes a full bath with convenient access for guests, pool use, or potential in-law/extended stay needs. Outside, enjoy rare acreage, privacy, and room to breathe, plus a large backyard storage building. The community offers private access to Lake Tilden, along with a boat ramp, tennis court, pavilion, and peaceful neighborhood setting. Just minutes from Winter Garden Village, Downtown Winter Garden, major highways, area hospitals, and world-famous attractions such as; Disneyworld, Universal and Seaworld. This property delivers the space, privacy, and location buyers wait for.
Local Insight
At just under $1M for a 40-year-old home with a private pool and water access on 1.11 acres, you're paying a premium for the lot size and amenities rather than the house itself—the $425/sqft is reasonable for the acreage in this rapidly growing area, but you should factor in that a 1984 build may have structural or systems surprises that don't show up in listing photos. The low HOA ($71/month) and X flood zone are genuine positives, but Winter Garden/Horizon West is in the middle of explosive growth (315% since 2010), so this quiet country estate feel could shift dramatically if development accelerates around it.
AI-generated insight based on listing data and neighborhood context. Verify independently.
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 history58 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
- 58
- 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
- 4
- 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
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
- 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
- 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
Community
- Pets allowed
- Yes
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 |
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 June 24, 2026 at 10:41 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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