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$599,999
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Property Description
Highly Motivated Seller - Bring Your Offers! Live the ultimate downtown lifestyle just minutes from Plant Street! Hop on your golf cart and cruise to dining, shopping, and entertainment from this beautifully maintained 4-bedroom home with a private office and 3 full bathrooms-offering nearly 3,000 square feet of flexible living space designed for work, family, and entertaining. Inside, you'll appreciate the elegant European-style rounded corners that add warmth and architectural charm throughout. The thoughtfully designed floor plan features four generously sized bedrooms plus a dedicated office-ideal for remote work, a playroom, or guest space. Major updates and features include a brand-new A/C system, a fully fenced backyard perfect for relaxing or hosting gatherings, and a spacious garage with plenty of room for storage, hobbies, or weekend projects. Nestled in a quiet, friendly neighborhood, this home offers the perfect balance of peace and proximity. And the location? Just about a mile away is the award-winning Winter Garden Farmers Market-one of Florida's best-making fresh local finds, weekend strolls, and community events part of your everyday lifestyle. Opportunities like this don't last. Experience comfort, convenience, and community all in one of the area's most sought-after locations.
Full Property Details
Full Property Details for 1085 Chase Dr
General
- Price: $599,999
- HOA FEE: $41/month
- HOA FEE FREQ.: Quarterly
- Taxes: $3,095 (2024)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6338393
- Updated: 2/23/2026
- Added to Site: 185 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 3
- Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Solid Wood Cabinets, Walk-In Closet(s)
- Appliances: Electric Water Heater
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Laundry Room
Exterior
- Exterior Features: Sliding Doors
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: ISLAND POINTE SUB
- Driving Directions: Going east on Plant, make a left on Hennis rd, another left on E Division st, right on hearthglen blvd, right on E Crest ave, right on Island Point and last right on Chase dr.
- Direction Faces: South
Community
- Community Name: 34787 - Winter Garden/Oakland
- Association: Yes
- Assoc. Name: Island Pointe
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: BB/HS Internet Available, Cable TV Available, Cable Connected, Electricity Available, Water Available
Structural Information
- Exterior Const.: Block
- Roof: Shingle
- Stories/Levels: One
- Square Feet: 2,967
- Sq. Ft. Source: Public Records
- Year Built: 2002
Lot Features
- Lot Size (Acres): 0.3
- Lot Size (Sq. Ft.): 13,118
- Lot Size: 13118
- Street/Road Desc.: Concrete
Financial Considerations
- Association Fee: $123
- Assoc Fee Freq.: Quarterly
- Assoc Fee Desc.: Required
- Tax Amount: $3,095.94
- Tax Year: 2024
Disclosures and Reports
- Ownership: Fee Simple
- Special Conditions: None
- Legal Description: ISLAND POINTE SUB 28/22 LOT 61
- Flood Zone Info: X
- APN: 112227389700610
- Property ID: 112227389700610
- Block/Lot/Section: 1
Listed by Lpt Realty, Llc
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Schools
Schools serving 1085 Chase Dr
School District:Orange County School District
| Name | Grades | Distance |
|---|---|---|
Dillard Street Elementary School 311 North Dillard Street, Winter Garden, FL 34787 | PK-5 | 0.8 mi |
Lakeview Middle School 1200 West Bay Street, Winter Garden, FL 34787 | 6-8 | 1.9 mi |
Ocoee High School 1925 Ocoee Crown Point Parkway, Ocoee, FL 34761 | 9-12 | 1.8 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 1085 Chase Dr
Date
Details
Price
Change
Source
2/13/2026
Price Reduced
$599,999
-3.23%
MLS
12/23/2025
Price Reduced
$619,999
-2.36%
MLS
11/19/2025
Price Reduced
$635,000
-2.31%
MLS
10/20/2025
Price Reduced
$649,999
-1.52%
MLS
8/31/2025
Listed
$660,000
—
MLS
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1085 Chase Dr
Year
Property Taxes
Change
Tax Assessment
Change
2024
$3,096
—
$240,723
3%
2024
$3,096
4%
$233,939
3%
2023
$2,979
5%
$227,125
6%
2021
$2,837
-2%
$214,087
-3%
2022
$2,884
2%
$220,510
4%
2021
$2,837
2%
$211,131
2%
2019
$2,783
1%
$206,384
2%
2018
$2,755
3%
$202,536
2%
2017
$2,680
—
$198,370
2%
2016
$2,671
-2%
$194,290
1%
2015
$2,718
-1%
$192,939
1%
2014
$2,736
3%
$191,408
2%
2013
$2,669
—
$188,579
—
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
Estimate the Cost for 1085 Chase Dr
1085 Chase Drive, Winter Garden, FL 34787 (MLS# O6338393) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1085 Chase Drive is currently listed for $599,999 and was received on August 31, 2025. Want to learn more about 1085 Chase 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.

