$1,675,000
14253 Country Estate DriveWinter Garden, FL 34787
Listing updated: November 7, 2026 at 6:51 AM ET
Listing courtesy of One Luxury International Llc · Desmond Garcia LLC · MLS #O6453112 · Active · 407-312-8003Property type
Year built
Lot size
Price / sq ft
HOA dues
Day on market
Garage spaces
Flood zone
About this home
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.
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 history1 days on market
- Status: ActiveNov 6, 2026
- Listed$1,675,000Nov 6, 2026
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 1
- Subdivision
- Country Lakes
- County
- Orange
- Year built
- 1990
- Living area
- 5,504 sq ft
- Price/sq ft
- $304
- Building area
- 6,867 sq ft (Public Records)
- Lot size
- 121,839 sq ft
- Lot category
- 2 to less than 5
- Flood zone
- AE (12095C0215H)
- Garage
- 3 spaces
- Pool
- Private pool
- Annual taxes
- $11,665 (2025)
- Parcel #
- 34-22-27-1807-00-140
- Zoning
- R-CE
- MLS #
- O6453112
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Interior Details
- Bedrooms
- 5
- Full bathrooms
- 4
- Half bathrooms
- 1
- Flooring
- Carpet, Ceramic Tile
- Appliances
- Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Water Softener
- 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)
- Laundry
- Laundry Room
- Stories / Levels
- Two
- Direction faces
- Northeast
- Fireplace
- Yes
Heating & Cooling
- Heating
- Central, Electric, Zoned
- Cooling
- Central Air, Zoned
Parking
- Garage spaces
- 3
- Attached garage
- Yes
- Parking features
- Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Parking Pad
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
- Min lease term
- 8-12 Months
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Verify with HOA.
Exterior & Construction
- Exterior features
- Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard
- Construction materials
- Brick, Frame
- Roof
- Shingle
- Foundation
- Slab
- Pool
- Private pool
- Water access
- Yes
- Water view
- Yes
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Canal/Lake For Irrigation, Well
- Utilities
- BB/HS Internet Available, Cable Available, Electricity Connected
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 |
|---|---|---|
| Great Room | First | 25x17 |
| Kitchen | First | 18x13 |
| Dining Room | First | 16x13 |
| Dinette | First | 17x16 |
| Bonus Room | First | 27x14 |
| Bathroom 2 | Second | 14x13 |
| Primary Bedroom | First | 20x20 |
| Bathroom 3 | Second | 18x14 |
| Bedroom 4 | Second | 15x13 |
| Bedroom 5 | Second | 15x14 |
Listing Details
- Listing date
- 2026-11-06
- On market date
- 2026-11-06
- Original list price
- $1,675,000
- Occupant type
- Owner
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-11-06
- Tax legal description
- COUNTRY LAKES 9/99 LOT 14
Flood risk
FEMA Special Flood Hazard Area (1% annual-chance / “100-year” floodplain). Flood insurance is generally required by mortgage lenders.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
Directions
From hwy 50 and Vineland Rd in Winter Garden, go South, past traffic circle to Country Lakes enterance on right. Continue straight to home on the right.
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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 November 7, 2026 at 6:51 AM 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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