$465,000
Off-Market Date: 04/15/20261035 Chase Drive Winter Garden, FL 34787
Pending MLS# O6396474
3 beds 2 baths 1,793 sq ft Single Family
Details for 1035 Chase Drive
MLS# O6396474
Description for 1035 Chase Drive, Winter Garden, FL, 34787
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.
Listing Information
Property Type: Residential, Single Family Residence
Status: Pending
Bedrooms: 3
Bathrooms: 2
Lot Size: 0.23 Acres
Square Feet: 1,793 sq ft
Year Built: 1995
Garage: Yes
Stories: 1 Story
Construction: Block,Stucco
Construction Display: New Construction
Subdivision: Island Pointe Sub
Foundation: Slab
County: Orange
Construction Status: New Construction
School Information
Elementary: Dillard Street Elem
Middle: Lakeview Middle
High: Ocoee High
Room Information
Main Floor
Foyer: 10x7
Living Room: 14x13
Bathroom 2: 9x5
Bedroom 3: 11x13
Bedroom 2: 10x13
Primary Bathroom: 13x13
Primary Bedroom: 15x13
Family Room: 14x21
Kitchen: 16x15
Dining Room: 11x13
Bathrooms
Full Baths: 2
Additonal Room Information
Laundry: In Garage, Electric Dryer Hookup, Washer Hookup
Interior Features
Appliances: Electric Water Heater, Microwave, Range, Refrigerator, Dishwasher, Disposal
Flooring: Carpet,Ceramic Tile,Laminate,Tile
Doors/Windows: Blinds
Fireplaces: Family Room, Wood Burning
Additional Interior Features: Eat-In Kitchen, Split Bedrooms, High Ceilings, Ceiling Fan(s), Vaulted Ceiling(s), Kitchen/Family Room Combo, Open Floorplan, Separate/Formal Living Room, Main Level Primary, Separate/Formal Dining Room
Utilities
Water: Public
Sewer: Public Sewer
Other Utilities: Cable Available,Electricity Connected,High Speed Internet Available,Municipal Utilities,Sewer Connected,Underground Utilities,Water Connected
Cooling: Ceiling Fan(s), Central Air
Heating: Electric, Central
Exterior / Lot Features
Attached Garage: Attached Garage
Garage Spaces: 2
Parking Description: Garage Faces Side, Garage, Garage Door Opener, driveway
Roof: Shingle
Lot Dimensions: 98x102
Fencing: Vinyl, Wood
Additional Exterior/Lot Features: Sprinkler/Irrigation, Lighting, Patio, Porch, Covered, Front Porch, Landscaped, City Lot
Community Features
Community Features: Sidewalks, Community Mailbox
Security Features: Security System, Smoke Detector(s)
HOA Dues Include: Taxes, Common Areas
Homeowners Association: Yes
HOA Dues: $266 / Semi-Annually
Driving Directions
Take FL-429 to exit for Plant St / FL-438 W. Turn west onto Plant St. Turn right onto Hennis Rd. Turn left onto E Division St. Turn right onto Hearthglen Blvd. Turn right onto E Crest Ave. Turn right onto Island Pointe Dr. Turn right onto Chase Dr. Home will be on the left.
Financial Considerations
Terms: Cash,Conventional,FHA,VA Loan
Tax/Property ID: 11-22-27-3897-00-560
Tax Amount: 3336.58
Tax Year: 2025
A broker reciprocity listing courtesy: UPWELL REALTY LLC
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Copyright 2026 Stellar MLS as distributed by the MLS GRID. All Rights Reserved.
Sales History & Tax Summary for 1035 Chase Drive
Sales History
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Tax Summary
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
Schools
Schools nearby 1035 Chase Drive
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Data powered by ATTOM Data Solutions. Copyright© 2026. Information deemed reliable but not guaranteed.
The schools shown represent both the assigned schools and schools by distance based on local school and district attendance boundaries. Attendance boundaries change based on various factors and proximity does not guarantee enrollment eligibility. Please consult your real estate agent and/or the school district to confirm the schools this property is zoned to attend. Information is deemed reliable but not guaranteed.
SchoolDigger ® Rating
The SchoolDigger rating system is a 1-5 scale with 5 as the highest rating. SchoolDigger ranks schools based on test scores supplied by each state's Department of Education. They calculate an average standard score by normalizing and averaging each school's test scores across all tests and grades.
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