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$550,000
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Property Description
Welcome to this breathtaking 4-bedroom, 2-bathroom CUSTOM BUILT home, ideally located ONE MINUTE from the heart of Historic Downtown Winter Garden. And with a NEW ROOF, NEWER AC system, and NO HOA, this home delivers tremendous value and peace of mind for years to come. Tucked away on a quiet dead-end street, this property offers both privacy and peace of mind - an ideal setting for families. Inside, you'll find bamboo flooring throughout, soaring ceilings in the living room, EVERY SINGLE ROOM being OVERSIZED, and an open layout that feels bright, spacious, and inviting. The kitchen features generous counter space and seamlessly connects to the living and dining areas, making it perfect for both everyday life and entertaining. The flexible dining room could easily double as a home office or study, depending on your lifestyle needs. Step outside to your own backyard oasis - complete with an outdoor kitchen, expansive yard space, and plenty of room to add a pool if desired. Don't miss your chance to own a spacious home in one of Central Florida's most desirable areas - just moments from Winter Garden's dining, shopping, and trails!
Full Property Details
Full Property Details for 18 Cooledge St
General
- Sold For: $550,000
- Taxes: $6,502 (2024)
- Status: Closed
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6297601
- Added to Site: 273 day(s) ago
Rental Information
- Min. Lease: No Minimum
Interior
- Number of Rooms: 4
- Interior Features: Ceiling Fan(s)
- Appliances: Dishwasher, Microwave, Range, Refrigerator
- Flooring: Bamboo
Rooms
Bathrooms
- Total Bathrooms: 2
- Full Bathrooms: 2
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside
Exterior
- Exterior Features: Outdoor Kitchen
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: PLEASANT PARK
- Driving Directions: To get to 18 Cooledge Street, Winter Garden, FL 34787, take Florida's Turnpike or State Road 429 to Plant Street and head west toward Downtown Winter Garden. Turn right onto Story Road, then take a left onto Cooledge Street. The home is located toward the end of this quiet, dead-end street.
- Direction Faces: North
Community
- Community Name: 34787 - Winter Garden/Oakland
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Public
Structural Information
- Exterior Const.: Block, Stucco
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,128
- Sq. Ft. Source: Public Records
- Living Area: 2,128 Sq. Ft.
- Year Built: 2006
Lot Features
- Lot Size (Acres): 0.22
- Lot Size (Sq. Ft.): 9,380
- Lot Size: 9380
- Street/Road Desc.: Asphalt
Financial Considerations
- Tax Amount: $6,502.1
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: PLEASANT PARK L/67 LOT 5 BLK H
- Flood Zone Info: X
- APN: 232227715208050
- Property ID: 232227715208050
- Block/Lot/Section: H
Listed by Re/Max Vantage
Sold by Exp Realty Llc
Get Pre-Approved Today
Schools
Schools serving 18 Cooledge St
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dillard Street Elementary School 311 North Dillard Street, Winter Garden, FL 34787 | PK-5 | 1 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 0.9 mi |
West Orange High School 1625 Beulah Road, Winter Garden, FL 34787 | 9-12 | 1.9 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 18 Cooledge St
Date
Details
Price
Change
Source
10/14/2025
Sold
$550,000
-5.98%
MLS
8/01/2025
Price Reduced
$585,000
-2.5%
MLS
5/12/2025
Price Reduced
$600,000
-2.44%
MLS
4/17/2025
Listed
$615,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
18 Cooledge Street, Winter Garden, FL 34787 (MLS# O6297601) is a Single Family property that was sold at $550,000 on October 14, 2025. Want to learn more about 18 Cooledge Street? 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.

