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$997,000 Just Listed

  • For Sale
  • Active
  • Single Family
  • 4 Beds
  • 3 Full Baths
  • 2,346 Sq. Ft.
  • Updated 3 days ago
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One or more photo(s) has been virtually staged. A beautifully updated Winter Garden residence offering 4 bedrooms, 3 baths, and a thoughtfully designed layout that balances everyday comfort with effortless entertaining. Generous living spaces, recent luxury vinyl flooring, and seamless indoor-outdoor flow define the home's inviting character. The screened pool and spa create a standout backyard setting, with multiple direct access points from the home and a dedicated full bath ideally positioned for poolside use. Recent updates include a recent roof, updated pool, interior painting, garage repainting and a new range. A substantial backyard storage building provides valuable additional flexibility for storage, equipment, or workshop space. Residents also enjoy community tennis court and a boat ramp with access to Lake Tilden. Covered outdoor seating and expansive screened enclosure complete the experience, offering a private and functional retreat for relaxing or entertaining. Currently has no backyard neighbors. This home has close proximity to hospitals, shopping and more. The home is located in the desirable Country Lake Estates.

Full Property Details for 14140 Country Estate Dr

General

  • Price: $997,000
  • HOA FEE: $71/month
  • HOA FEE FREQ.: Annually
  • Taxes: $10,302 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6397262
  • Updated: 4/11/2026
  • Added to Site: 4 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 7
  • Interior Features: Ceiling Fan(s), Crown Molding, Eating Space In Kitchen, Solid Surface Counters, Solid Wood Cabinets, Thermostat, Vaulted Ceiling(s)
  • Fireplace: Yes
  • Fireplace(s): Living Room, Wood Burning
  • Appliances: Cooktop, Dishwasher, Disposal, Dryer, Exhaust Fan, Range Hood, Refrigerator, Washer, Water Purifier, Water Softener
  • Furnishings: Negotiable
  • Flooring: Luxury Vinyl, Tile

Rooms

Bathrooms

  • Total Bathrooms: 3
  • Full Bathrooms: 3

Bedrooms

  • Total Bedrooms: 4

Other Rooms

  • Laundry: Electric Dryer Hookup, Inside, Laundry Room, Washer Hookup

Additional Information

  • Pool: Yes
  • Private Pool: Yes
  • Pool Description: Gunite, In Ground, Lighting, Screen Enclosure, Tile
  • Spa Description: In Ground

Exterior

  • Exterior Features: French Doors, Garden, Irrigation System, Lighting
  • Deck/Patio: Covered, Rear Porch
  • Porch/Patio/Deck: Covered, Rear Porch

Parking

  • Garage: Yes
  • Attached garage: Yes
  • Garage Spaces: 2
  • Covered Spaces: 2

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: COUNTRY LAKES
  • Driving 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.
  • Direction Faces: North

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Association: Yes
  • Assoc. Name: Country Lakes Community Assoc / Sherry Shackelford

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Electric

Utilities

  • Sewer: Septic Tank
  • Water: Well
  • Utility Description: Cable TV Available, Street Lights

Structural Information

  • Exterior Const.: Brick, Cement Siding
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 2,346
  • Sq. Ft. Source: Estimated
  • Year Built: 1984

Additional Structures

  • Other Structures: Storage

Lot Features

  • Property View: Pool
  • Lot Size (Acres): 1.11
  • Lot Size (Sq. Ft.): 48,566
  • Lot Size: 1.1149
  • Street/Road Desc.: Asphalt

Water Features

  • Water Access: Yes
  • Water Access Desc: Lake
  • Water Extras: Yes

Financial Considerations

  • Association Fee: $850
  • Assoc Fee Freq.: Annually
  • Assoc Fee Desc.: Required
  • Tax Amount: $10,302.75
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: COUNTRY LAKES 9/99 LOT 39
  • Flood Zone Info: X
  • APN: 342227180700390
  • Property ID: 342227180700390
  • Block/Lot/Section: none

Listed by Charles Rutenberg Realty Orlando

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Listing agent

— 14140 Country Estate Dr —

  • Charles Rutenberg Realty Orlando

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 14140 Country Estate Dr

School District:Orange County School District
NameGradesDistance
Sunridge Elementary School
14455 Sunridge Boulevard, Winter Garden, FL 34787
PK-51 mi
SunRidge Middle School
14955 Sunridge Boulevard, Winter Garden, FL 34787
6-81 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-122 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 14140 Country Estate Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
4/11/2026
Listed
$997,000
36.58%
MLS
6/15/2023
Sold
$730,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 14140 Country Estate Dr

Year
Property Taxes
Change
Tax Assessment
Change
2024
$9,920
—
$658,361
3%
2024
$9,920
133%
$639,807
122%
2023
$4,249
6%
$287,749
6%
2021
$4,026
-2%
$271,231
-3%
2022
$4,090
2%
$279,368
4%
2021
$4,026
3%
$267,486
2%
2019
$3,926
1%
$261,472
2%
2018
$3,879
2%
$256,597
2%
2017
$3,816
1%
$251,319
2%
2016
$3,788
-2%
$246,150
1%
2015
$3,849
-1%
$244,429
1%
2014
$3,906
2%
$242,489
2%
2013
$3,827
—
$238,905
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Estimate the Cost for 14140 Country Estate Dr

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*These costs are estimates, and the interest rates assume exceptional credit standing.

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NMLS#: 1598647

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Listed by Charles Rutenberg Realty Orlando

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14140 Country Estate Drive, Winter Garden, FL 34787 (MLS# O6397262) is a Single Family property with 4 bedrooms and 3 full bathrooms. 14140 Country Estate Drive is currently listed for $997,000 and was received on April 11, 2026. Want to learn more about 14140 Country Estate Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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