1035 CHASE DRIVE Winter Garden, FL $ 465,000
1035 CHASE DRIVE
$ 465,000
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1035 CHASE DRIVE

Winter Garden, FL, 34787
$ 465,000
Bedrooms3 Baths2.0 Sq 1,793

Monthly Estimate*

$ 2,863

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Single Family Home for sale in Winter Garden, FL

for $465,000 with 3 bedrooms and 2 full baths. This 1,793 square foot home was built in 1995 on a lot size of 0.23.

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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Single Family Active

Price

$ 465,000

Bedrooms

3

Full Bath

2

Property Type

Single Family

Taxes

$ 3,336

Style

Florida Other Ranch

Lot Size

0.23

Year Built

1995

Town/City

Winter Garden

County/Region

Orange

MLS | Web ID

O6396474

Features
General
Sewer Public Sewer
Heating Central Electric
Cooling Central Air
Utilities BB/HS Internet Available Cable Available Electricity Connected Public Sewer Connected Underground Utilities Water Connected
Possession Close Of Escrow
Roof Shingle
Appliances Dishwasher Disposal Electric Water Heater Microwave Range Refrigerator
Zoning R-1
HOA Fee 266
Garage Spaces 2
Association Fee Includes Common Area Taxes
Patio/Porch Features Covered Front Porch Patio Porch
Architectural Style Florida Other Ranch
Security Features Security System Smoke Detector(s)
Construction Materials Block Stucco
Pets Allowed Cats OK Dogs OK Yes
Year Built 1995
Levels One
Property Subtype Single Family Residence
Tax Year 2025
Ownership Fee Simple
Community Features Community Mailbox Deed Restrictions Sidewalks
Assoc Fee Paid Per Semi-Annually
County Orange
New Construction false
Property Type Residential
Attached Garage true
Subdivision Name ISLAND POINTE SUB
Facing Direction South
Garage Y/N true
Total Rooms 10
Full Baths 2
Status Active
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.
High School Ocoee High
City WINTER GARDEN
Association Name Folio Association Management
Senior Community Y/N false
MLS Area 34787 - Winter Garden/Oakland
Lot Size Units Square Feet
Lot Size Square Feet 10026
Carport Y/N false
Listing Terms Cash Conventional FHA VA Loan
Elementary School Dillard Street Elem
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 3336.58
Middle/Junior High School Lakeview Middle
Property Condition Completed
Additional Parcels Y/N false
Lease Considered Y/N true
Virtual Tour https://media.devoredesign.com/videos/019d72eb-b2d3-73e8-84c0-2519b654616e?v=397 https://media.devoredesign.com/sites/rjpmqmda/unbranded
Building Area Units Square Feet
Living Area Units Square Feet
Standard Status Active
Occupancy Type Owner
Tax Lot 56
Legal Description ISLAND POINTE SUB 28/22 LOT 56
Minimum Lease 8-12 Months
Water Access Y/N false
Monthly HOA Amount 44.33
Additional Rooms Den/Library/Office Family Room Formal Dining Room Separate Formal Living Room Separate
Water View Y/N false
Flood Zone Code X
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Interior
Interior Amenities 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)
Flooring Carpet Ceramic Tile Laminate Tile
Furnished Y/N Unfurnished
Fireplace Features Family Room Wood Burning
Total Stories 1
Air Conditioning Y/N true
Heating Y/N true
Window Features Blinds
Fireplace Y/N true
Half Baths 0
Laundry Features Electric Dryer Hookup In Garage Washer Hookup
Total Bedrooms 3
Total Baths 2
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Exterior
Exterior Amenities Irrigation System Lighting Sidewalk Sliding Doors
Vegetation Oak Trees Trees/Landscaped
Fencing Vinyl Wood
Parking Features Driveway Garage Door Opener Garage Faces Side
Lot Features City Lot Sidewalk
Water Source Public
Lot Size Area 10026
Foundation Details Slab
Spa false
Building Area Total 2744
Lot Dimensions 98 x 102
Lot Size Acres 0.23
Road Surface Type Paved
Private Pool false
Waterfront Y/N false
Covered Spaces 2
Road Frontage Type Street Paved
Road Responsibility Public Maintained Road
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* Excluded Features
List By
Upwell Realty Llc

Broker

kyle@upwellrealty.com

Email

Affordability Calculator

$3,141
Per Month
91%
9%
0%
Monthly Principal & Interest
$2,863
Monthly Property Taxes
$278
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
0 Elementary School
0 Middle School
Ocoee High High School High School
Pricing History
DatePricePrice ChangeDescription
4/10/2026$465,000 Listed Price

Map


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1035 CHASE DRIVE, Winter Garden, FL, 34787 is a Single Family Home for sale at $465,000 with 1,793 sqft and a lot size of 0.23. 1035 CHASE DRIVE has 3 bedrooms, 2.0 baths, and was built in 1995. The property's zip code is 34787 which is in Winter Garden, FL