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1035 CHASE DRIVE
WINTER GARDEN, FL, 34787
$465,000
3 Beds
2 Baths
1,793 SqFt
0.23 Acres
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MLS #O6396474 image #0
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.

Property Details

Price:
$465,000
MLS #:
O6396474
Status:
Pending
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
ISLAND POINTE SUB
Neighborhood:
34787wintergardenoakland
Listed Date:
Apr 10, 2026
Finished Sq Ft:
1,793
Total Sq Ft:
2,744
Lot Size:
10,026 sqft / 0.23 acres (approx)
Year Built:
1995
Primary Bedroom Main Floor34787 – Winter Garden/oakland34787wintergardenoaklandIsland Pointe SubDillard Street ElemLakeview MiddleOcoee HighAs Per Hoa Covenants And Restrictions And Orange County Ordinances.8-12 MonthsPets Allowed

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Schools

Elementary School:
Dillard Street Elem
Middle School:
Lakeview Middle
High School:
Ocoee High

Interior

Appliances
Dishwasher, Disposal, Electric Water Heater, Microwave, Range, Refrigerator
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Carpet, Ceramic Tile, Laminate, Tile
Heating
Central, Electric
Interior Features
Ceiling Fan(s), Eating Space In Kitchen, High Ceilings, Kitchen/Family Room Combo, Open Floorplan, Primary Bedroom Main Floor, Split Bedroom, Thermostat, Vaulted Ceiling(s)
Laundry Features
Electric Dryer Hookup, In Garage, Washer Hookup
Levels
One

Exterior

Architectural Style
Florida, Other, Ranch
Attached Garage YN
1
Community Features
Community Mailbox, Deed Restrictions, Sidewalks
Construction Materials
Block, Stucco
Covered Spaces
2
Direction Faces
South
Exterior Features
Irrigation System, Lighting, Sidewalk, Sliding Doors
Fencing
Vinyl, Wood
Garage Spaces
2
Lot Features
City Lot, Sidewalk
Open Parking YN
1
Parking Features
Driveway, Garage Door Opener, Garage Faces Side
Patio And Porch Features
Covered, Front Porch, Patio, Porch
Roof
Shingle
Security Features
Security System, Smoke Detector(s)
Window Features
Blinds

Financial

HOA Fee
$266
HOA Fee Frequency
Semi-Annually
HOA Includes
Common Area Taxes
HOA Name
Folio Association Management
HOA Phone
407-214-8806
Tax Year
2025
Taxes
$3,337

Map

Community

Subdivisions in WINTER GARDEN

Market Summary

Current real estate data for Single Family in WINTER GARDEN as of Apr 23, 2026
779
Single Family Listed
109
Avg DOM
282
Avg $ / SqFt
$748,956
Avg List Price

Property Summary

    Located in the ISLAND POINTE SUB subdivision, 1035 CHASE DRIVE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $465,000 and features 3 beds, 2 baths, and has approximately 1,793 square feet of living space, and was originally constructed in 1995. The current price per square foot is $259. The average price per square foot for Single Family listings in WINTER GARDEN is $282. The average listing price for Single Family in WINTER GARDEN is $748,956. To schedule a showing of MLS#o6396474 at 1035 CHASE DRIVE in WINTER GARDEN, FL, contact your Preferred Real Estate Brokers agent at 4076987254.

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