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.

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Days on the market

1035 Chase Dr, Winter Garden, FL 34787

Price
Price:
$465,000.00
Original List Price:
$465,000.00
List Price per Sq Ft (Calculated, Approx.):
$259.34
Property Status and Type
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
Rooms Distribution
Bedrooms:
3
Bathrooms Total:
2
Full Bath:
2
Additional Rooms:
Den/library/office, Family Room, Formal Dining Room Separate, Formal Living Room Separate
Measures
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
Property Features
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
Construction
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
Taxes and Expenses
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
Parking
Garage
Garage Spaces:
2
Attached Garage
Parking Features:
Driveway, Garage Door Opener, Garage Faces Side
Utilities
Sewer:
Public Sewer
Utilities Available:
Cable Available, Underground Utilities, Electricity Connected, Sewer Connected, Water Connected, Public, Broadband/High Speed Internet Available
Water Source:
Public
Community
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
Terms
Listing Terms Considered by Seller:
Cash, Conventional, FHA, VA Loan
Occupant Type:
Owner
Buyer Possession:
Close Of Escrow
Lease Considered:
Yes
Zoning and Legal
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
Public Schools Assigned
Elementary School:
Dillard Street Elem
High School:
Ocoee High
Middle Or Junior School:
Lakeview Middle
Listing History
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
Additional Information
Courtesy of:
UPWELL REALTY LLC
Attribution:
407-926-9960
Road Surface Type:
Paved
Location
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''
Property Map

Neighborhood Stats

Source: U.S. Census Bureau, ACS 5-Year Estimates

Median Household Income $114,988
Median Home Value $475,000
Median Rent $1,994/mo
Median Age 37
Population 93,064

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