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$600,000
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Property Description
Virtually Staged. Welcome to ISLAND POINTE, one of Winter Garden's most desirable communities, ideally located in the area's sought-after GOLF COURSE DISTRICT, just minutes from Historic Downtown Winter Garden and the vibrant Plant Street corridor. Here, you can embrace the true Florida lifestyle-hop on your golf cart and enjoy easy access to award-winning restaurants, boutique shopping, breweries, the famous Winter Garden Farmers Market, and year-round community events. This beautifully maintained CUSTOM BUILT home offers nearly 3,000 square feet of thoughtfully designed living space, featuring 4 spacious bedrooms, 3 full bathrooms, a DEDICATED OFFICE, and a highly functional open floor plan perfect for today's lifestyle. From the moment you enter, you'll appreciate the architectural character of the elegant rounded corners, soaring living spaces, and abundant natural light. Designed with both privacy and functionality in mind, the home features a highly desirable three-way split bedroom floor plan, making it ideal for families, guests, multigenerational living, or those who work from home. The dedicated office provides the perfect remote workspace while maintaining separation from the bedroom wings. At the heart of the home is a chef-inspired kitchen designed for entertaining, featuring an OVERSIZED BREAKFAST BAR, DOUBLE PANTRIES, abundant cabinetry, and generous prep space. The kitchen flows seamlessly into the main living area, where a stunning three-panel pocket sliding glass door opens the home to the outdoors, creating the ultimate indoor-outdoor Florida lifestyle. The spacious primary suite serves as a private retreat, while the secondary bedrooms are thoughtfully positioned throughout the home for maximum comfort and privacy. Outside you will find your private backyard retreat, complete with a covered lanai and a convenient outdoor shower, perfect after gardening, outdoor activities, or future pool days. The FULLY FENCED backyard offers plenty of room to design and build the custom pool of your dreams, while still leaving ample space for outdoor entertaining, pets, play areas, or gardening. Major updates include ROOF(2019) WATER HEATER(2021) and two HVAC systems, ensuring comfort and efficiency throughout the home. Car enthusiasts will love the OVERSIZED DRIVEWAY with a 2-car garage and extended space specifically designed to accommodate a golf cart or even just extra storage making it easy to take advantage of Winter Garden's golf-cart-friendly lifestyle. Combining a prime location, flexible floor plan, major system updates, and room to create your own backyard oasis, this home offers an exceptional opportunity in one of Winter Garden's most sought-after neighborhoods. Schedule your private showing today.
Full Property Details
Full Property Details for 1085 Chase Dr
General
- Price: $600,000
- HOA FEE: $41/month
- HOA FEE FREQ.: Annually
- Taxes: $3,261 (2025)
- Status: Active
- Type: Single Family
- Source: MidFloridaRegionalMLS
- MLS ID: O6417827
- Updated: 6/19/2026
- Added to Site: 7 day(s) ago
Rental Information
- Min. Lease: 1-2 Years
Interior
- Number of Rooms: 4
- Interior Features: Built-in Features, Ceiling Fan(s), Eating Space In Kitchen, Primary Bedroom Main Floor, Solid Wood Cabinets, Walk-In Closet(s)
- Appliances: Dishwasher, Electric Water Heater, Microwave, Range, Refrigerator
- Furnishings: Unfurnished
- Flooring: Carpet, Tile
Rooms
Bathrooms
- Total Bathrooms: 3
- Full Bathrooms: 3
Bedrooms
- Total Bedrooms: 4
Other Rooms
- Laundry: Inside, Laundry Room
Exterior
- Exterior Features: Lighting, Rain Gutters, Sidewalk, Sliding Doors
- Deck/Patio: Covered, Patio
- Porch/Patio/Deck: Covered, Patio
Parking
- Garage: Yes
- Attached garage: Yes
- Garage Spaces: 2
- Covered Spaces: 2
- Parking Features: Driveway
Location
- Area: 34787 - Winter Garden/Oakland
- County: Orange
- Development Name: 34787 - Winter Garden/Oakland
- Subdivision: ISLAND POINTE SUB
- Driving Directions: Head west on E Plant St, Turn right onto Hennis Rd, Turn left onto E Division St, Turn right onto Hearthglen Blvd, Turn right onto E Crest Ave, Continue onto N Fullers Cross Rd, Turn right onto Island Pointe Dr, Turn right onto Chase Dr, Destination will be on the left
- Direction Faces: South
School Information
- Elementary School: Dillard Street Elem
- Middle School: Lakeview Middle
- High School: Ocoee High
Community
- Community Name: 34787 - Winter Garden/Oakland
- Community Features: Golf Carts OK, Park, Sidewalks
- Association: Yes
- Assoc. Name: Island Pointe
- Pet Restrictions: Buyer To Verify All Pet Restrictions
Heating & Cooling
- Cooling Type: Central Air
- Heating Type: Central, Electric
Utilities
- Sewer: Public Sewer
- Water: Public
- Utility Description: Cable TV Available, Electricity Connected, Sewer Connected, Water Connected
Structural Information
- Exterior Const.: Block, Stucco
- 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.: Asphalt, Paved
- Fencing (Description): Fenced, Vinyl
Financial Considerations
- Association Fee: $492
- Assoc Fee Freq.: Annually
- Assoc Fee Desc.: Required
- Tax Amount: $3,261.82
- Tax Year: 2025
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 Redfin Corporation
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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 ATTOM Data Solutions 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
6/19/2026
Listed
$600,000
—
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
2025
$3,262
5%
$247,223
6%
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# O6417827) is a Single Family property with 4 bedrooms and 3 full bathrooms. 1085 Chase Drive is currently listed for $600,000 and was received on June 19, 2026. 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.

