Home in 1035 Chase Dr Winter Garden for sale with MLS# O6396474
Under contract-accepting backup offers. Welcome to a home that feels right the moment you arrive. Set beneath the shade of mature oak trees on a 100-foot-wide lot in Winter Garden's golf cart district, this beautifully maintained single-story home in Island Pointe invites you to slow down, breathe a little deeper, and truly enjoy where you live. The wide, covered front porch stretches across the entire front of the home, creating the perfect place for morning coffee, evening conversations, and everything in between. Step inside and you're greeted by soaring vaulted ceilings and natural light that pours in from every angle, giving the home an open, airy feel that lives larger than its footprint. The layout flows effortlessly with multiple living and dining spaces designed for both connection and flexibility. At the center of it all is a generously sized kitchen with abundant counter space and a center island that opens seamlessly to the family room. This is where life happens. Holidays, casual dinners, and late-night conversations all find their place here. The split floor plan offers privacy and comfort. The owner's suite is tucked away and serves as a peaceful retreat with a walk-in closet and a spacious en-suite bath featuring dual sinks, a garden tub, and a separate shower. On the opposite side of the home, two additional bedrooms provide the ideal setup for family, guests, or a home office. This home has been lovingly cared for and offers something buyers are always searching for but rarely find: solid construction with major system updates already done, including a newer roof, updated HVAC, and a brand new water heater. The finishes reflect its original character, giving you the opportunity to modernize at your own pace and build meaningful equity along the way. But what truly sets this home apart is the lifestyle. Located in the highly sought-after Golf Cart District of historic Downtown Winter Garden, you are just minutes from everything that makes this area so special. Hop on your golf cart or bike and head to Plant Street where you'll find charming boutiques, incredible dining, live music, festivals, and the beloved Saturday Farmers Market. Enjoy local favorites like Crooked Can Brewery and Food Hall and Scoops Ice Cream only a quick ride away. Spend your weekends exploring the West Orange Trail or relaxing at nearby Newton Park, the City Pool, playground, fishing pier, and public boat ramp. Whether it's a morning ride, an afternoon on the water, or an evening out, everything you need is right at your fingertips. Daily convenience is just as impressive, with multiple grocery options nearby and shopping along Highway 50. You are also close to top-rated schools, Winter Garden Village, AdventHealth, and have easy access to the 429 and Florida Turnpike. All of this, paired with low HOA dues and a welcoming, established neighborhood, makes this home not just a great purchase, but a smart investment in both lifestyle and long-term value. Homes like this do not come around often. A single-story layout, a prime location, strong bones, and the chance to make it truly your own. Come see it in person. Walk the space. Feel the openness. Sit on the front porch and imagine life unfolding here.
1035 Chase Dr, Winter Garden, FL 34787
- Price:
- $465,000.00
- Original List Price:
- $465,000.00
- List Price per Sq Ft (Calculated, Approx.):
- $259.34
- Listing Type:
- For Sale
- Status:
- Pending (An offer has been accepted)
- Contract Status:
- Financing, Inspections, Appraisal
- Previous Status:
- Active
- Listing Category:
- Residential
- Property Type:
- Single Family House
- MLS Number:
- O6396474
- Bedrooms:
- 3
- Bathrooms Total:
- 2
- Full Bath:
- 2
- Additional Rooms:
- Den/library/office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
- Living Area:
- 1,793 Sqft
- Built-Up Area:
- 2,744 Sqft
- Lot Area:
- 10,026 Sqft
- Lot Size Dimensions and Info:
- 98x102
- Building Area Source:
- Public Records
- Living Area Source:
- Public Records
- Lot Features:
- Paved, City Limits, Sidewalk
- Lot Size Acres:
- 0.23
- Waterfront:
- No
- Security:
- Smoke Detector(s), Security System
- Furnished:
- Unfurnished
- Appliances:
- Dishwasher, Disposal, Microwave, Refrigerator, Electric Water Heater, Range
- Interior:
- Eat-in Kitchen, High Ceilings, Vaulted Ceiling(s), Ceiling Fans(s), Kitchen/family Room Combo, Open Floorplan, Split Bedroom, Thermostat, Primary Bedroom Main Floor
- Exterior:
- Lighting, Sidewalk, Sliding Doors
- Patio and Porch:
- Patio, Porch, Covered, Front Porch
- Windows:
- Blinds
- Laundry:
- In Garage, Washer Hookup, Electric Dryer Hookup
- Fireplace
- Fireplace:
- Wood Burning, Family Room
- Air Conditioning System:
- Central Air
- Heating System:
- Central, Electric
- Fence:
- Vinyl, Wood
- Vegetation and Trees:
- Trees/landscaped, Oak Trees
- Property Entrance Faces:
- South
- Road Responsibility:
- Public Maintained Road
- Other Equipment:
- Irrigation Equipment
- Year Built:
- 1995
- Roof:
- Shingle
- Architectural Style:
- Other, Ranch, Florida
- Levels:
- One
- Construction Materials:
- Block, Stucco
- Flooring:
- Carpet, Tile, Laminate, Ceramic Tile
- Number of stories:
- 1
- Foundation Details:
- Slab
- Flood Zone Code:
- X
- Property Condition:
- Completed
- Homestead Property
- Tax Annual Amount:
- $3,336.58
- Tax Year:
- 2025
- Association Fee:
- $266.00
- Association Fee Frequency:
- Semi-annually
- Total Annual Fees:
- $532.00
- Total Monthly Fees:
- $44.33
- Garage
- Garage Spaces:
- 2
- Attached Garage
- Parking Features:
- Driveway, Garage Door Opener, Garage Faces Side
- Sewer:
- Public Sewer
- Utilities Available:
- Cable Available, Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Public, Broadband/High Speed Internet Available
- Water Source:
- Public
- Association
- Minimum Lease Term:
- 8-12 Months
- Pets Allowed?:
- Yes, Dogs Ok, Cats Ok
- Lease Number Times per Year Allowed:
- 1
- Subdivision Name:
- ISLAND POINTE SUB
- Community Features:
- Sidewalks, Deed Restrictions, Community Mailbox
- Association Fee Includes:
- Common Area Taxes
- Senior Community:
- No
- Association Fee Required:
- Required
- Association Management:
- Folio Association Management
- Association Phone:
- 407-214-8806
- Listing Terms Considered by Seller:
- Cash, Conventional, FHA, VA Loan
- Occupant Type:
- Owner
- Buyer Possession:
- Close Of Escrow
- Lease Considered:
- Yes
- Tax Legal Description:
- ISLAND POINTE SUB 28/22 LOT 56
- Real Estate Folio Number (Parcel Number):
- 11-22-27-3897-00-560
- Zoning:
- R-1
- Title to the property is held by owner as:
- Fee Simple
- Elementary School:
- Dillard Street Elem
- High School:
- Ocoee High
- Middle Or Junior School:
- Lakeview Middle
- Originally published on:
- April 10, 2026 4:03 am
- Active on the market since:
- April 10, 2026
- Listing Agreement executed on:
- April 10, 2026
- Purchase Contract Date:
- April 15, 2026
- Listing Status Last Changed On:
- April 16, 2026 12:58 am
- Photos updated on:
- April 10, 2026 4:05 am
- Last Modified:
- April 16, 2026 12:59 am
- Courtesy of:
- UPWELL REALTY LLC
- Attribution:
- 407-926-9960
- Road Surface Type:
- Paved
- Street Name:
- CHASE
- Street Number:
- 1035
- City:
- WINTER GARDEN
- State:
- Florida
- Zip Code:
- 34787
- County:
- Orange
- Latitude:
- N28° 34' 55.7''
- Longitude:
- W82° 25' 22.2''
Neighborhood Stats
Source: U.S. Census Bureau, ACS 5-Year Estimates

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