14253 COUNTRY ESTATE DRIVE
Winter Garden, FL 34787
$1,675,000
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 ...
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Listing Courtesy of: ONE LUXURY INTERNATIONAL LLC
407-312-8003
| Listing Id: | O6453112 |
|---|---|
| List Price: | $1,675,000 |
| Property Type: | Residential |
| Property Sub Type: | Single Family Residence |
| Status: | Active |
| Bedrooms Total: | 5 |
| Bathrooms Full: | 4 |
| Bathrooms Half: | 1 |
| Living Area: | 5,504 |
| Tax Annual Amount: | $11,665 |
| Lot Size Square Feet: | 121,839 |
| Lot Size Acres: | 2.8 |
| Waterfront?: | No |
| City: | Winter Garden |
| County Or Parish: | Orange |
| Subdivision Name: | Country Lakes |
| Postal Code: | 34787 |
| Year Built: | 1990 |
| Additional Parcels?: | No |
| Appliances: | Built-In Oven, Dishwasher, Disposal, Electric Water Heater, Exhaust Fan, Microwave, Range, Range Hood, Refrigerator, Water Softener |
| Association Fee: | $850 |
| Association Fee Frequency: | Annually |
| Attached Garage?: | Yes |
| Bathrooms Total Integer: | 5 |
| Building Area Source: | Public Records |
| Building Area Total: | 6867 |
| Building Area Units: | Square Feet |
| Carport?: | No |
| Direction Faces: | Northeast |
| Foundation Details: | Slab |
| Construction Materials: | Brick, Frame |
| Cooling: | Central Air, Zoned |
| Fireplace Features: | Family Room, Wood Burning |
| 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. |
| Elementary School: | SunRidge Elementary |
| Exterior Features: | Lighting, Outdoor Grill, Outdoor Kitchen, Private Yard |
| Fencing: | Fenced |
| Flooring: | Carpet, Ceramic Tile |
| Furnished: | Unfurnished |
| Garage Spaces: | 3 |
| Garage?: | Yes |
| Community Features: | Street Lights |
| Heating: | Central, Electric, Zoned |
| High School: | West Orange High |
| 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 Features: | Laundry Room |
| Levels: | Two |
| Ownership: | Fee Simple |
| Living Area Source: | Public Records |
| Living Area Units: | Square Feet |
| Lot Size Acres: | 2.8 |
| Lot Size Dimensions: | 130x350 |
| Postal Code Plus4: | 5407 |
| Middle Or Junior School: | SunRidge Middle |
| MLS Area Major: | 34787 - Winter Garden/Oakland |
| MLS Area Major: | 34787 - Winter Garden/Oakland |
| Other Structures: | Outdoor Kitchen |
| Original List Price: | $1,675,000 |
| Other Equipment: | Irrigation Equipment, Private Yard |
| Parcel Number: | 34-22-27-1807-00-140 |
| Parking Features: | Circular Driveway, Garage Door Opener, Garage Faces Rear, Garage Faces Side, Oversized, Parking Pad |
| Pets Allowed: | Yes |
| Pool Features: | In Ground, Outside Bath Access, Screen Enclosure, Tile |
| Township: | 22 |
| Road Surface Type: | Asphalt |
| Roof: | Shingle |
| Tax Year: | 2025 |
| Senior Community?: | No |
| Sewer: | Septic Tank |
| Special Listing Conditions: | None |
| Water Body Name: | BLACK LAKE |
| State Or Province: | FL |
| Association?: | Yes |
| Utilities: | BB/HS Internet Available, Cable Available, Electricity Connected |
| View: | Water |
| Water Source: | Canal/Lake For Irrigation, Well |
| Public Survey Range: | 27 |
| Public Survey Section: | 34 |
| Zoning: | R-CE |
| Spa?: | No |
| Additional Lease Restrictions: | Verify with HOA. |
| Additional Rooms: | Bonus Room, Den/Library/Office, Formal Dining Room Separate, Loft |
| Alternate Key Folio Num: | 34-22-27-1807-00-140 |
| Association Approval Required Yn: | No |
| Association Email: | sherry@swpmcfl.com |
| Association Fee Requirement: | Required |
| Available For Lease Yn: | Yes |
| Building Area Total Srch Sq M: | 637.96 |
| Calculated List Price By Calcula: | 304.32 |
| Cddyn: | No |
| Dprurl: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6453112?w=Agent&skip_sso=true |
| Dprurl 2: | https://www.workforce-resource.com/dpr/listing/MFRMLS/O6453112?w=Customer |
| Dpryn: | No |
| Exist Lse Tenant Yn: | No |
| Flood Zone Code: | AE |
| Flood Zone Date: | 2021-09-24 |
| Flood Zone Panel: | 12095C0215H |
| Green Verification Count: | 0 |
| Homestead Yn: | No |
| Lease Restrictions Yn: | No |
| Listing Exclusion Yn: | No |
| Living Area Meters: | 511.34 |
| Lot Size Square Meters: | 11319 |
| Minimum Lease: | 8-12 Months |
| Monthly Hoa Amount: | $71 |
| Room Count: | 10 |
| Sdeo yn: | No |
| Total Acreage: | 2 to less than 5 |
| Total Annual Fees: | $850 |
| Total Monthly Fees: | $71 |
| Unit Number Yn: | No |
| Water Access: | Lake |
| Water Access Yn: | Yes |
| Water Extras: | Lift - Covered, Skiing Allowed |
| Water Extras Yn: | Yes |
| Water View: | Yes |
| Yrs Of Owner Prior To Leasing Re: | 0 |
| Association Name: | Country Lakes Community Assoc / Sherry Shackelford |
| Association 2 Yn: | 0 |
| Attribution Contact: | 407-312-8003 |
| Originating System Name : | Stellar MLS |
| Dock Description: | Dock - Covered, Lift |
| Dock Dimensions: | 90x23 |
| Dock Lift Capacity: | 2000 |
| Dock Yn: | Yes |
| In Law Suite Yn: | No |
| Green Energy Generation Yn: | No |
| Listing Contract Date: | 2026-11-06 |
| Fireplace?: | Yes |
| Pool Private?: | Yes |
| New Construction?: | No |
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Property Last Updated: November 07, 2026 02:46 PM - ET
