Gabriella Massaro

Gabriella Massaro Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

$996,975.00
14140 COUNTRY ESTATE DRIVE, WINTER GARDEN, FL - 34787
3 beds
3.0 baths
2,346 sqft
$996,975.00
14140 COUNTRY ESTATE DRIVE, WINTER GARDEN, FL - 34787
Gabriella Massaro
$996,975.00
3 beds
3.0 baths
2,346 sqft
14140 COUNTRY ESTATE DRIVE, WINTER GARDEN, FL - 34787
For Sale
Photo 1
  • Built in 1984
  • 2 garage spaces
  • $424.97/sqft
  • Lot size: 1.11 acres
  • 106 days on market

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.

  • 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.
  • County: Orange
  • Geo subdivision: COUNTRY LAKES

Nearby Schools

SunRidge Elementary

SunRidge Middle

West Orange High

Features

Financial

Let's get in touch!

Gabriella Massaro

Gabriella Massaro

Real Estate Agent & Mortgage Loan Originator 🇺🇸 NMLS #2744990

See also

For Sale
11341 BOURBON ROSE CIRCLE, WINTER GARDEN, FL - 34787
$936,063.00
4 bds
4.5 ba
2,974 sqft
11341 BOURBON ROSE CIRCLE, WINTER GARDEN, FL - 34787
For Sale
13852 JOMATT LOOP, WINTER GARDEN, FL - 34787
$1,030,000.00
4 bds
3.5 ba
4,000 sqft
13852 JOMATT LOOP, WINTER GARDEN, FL - 34787
For Sale
3629 LAKE BUYNAK ROAD, WINDERMERE, FL - 34786
$975,000.00
4 bds
3.5 ba
2,618 sqft
3629 LAKE BUYNAK ROAD, WINDERMERE, FL - 34786
Stellar MLS
  • Source: Stellar MLS
  • MLS #: O6397262
Listing updated: July 26, 2026 at 8:05PM
Listing provided by: Erin Rison, CHARLES RUTENBERG REALTY ORLANDO
Last checked 2 hours ago
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