1035 CHASE DRIVE, Winter Garden, FL 34787
SOLD
MAY 22, 2026

$462,700

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,793 sqft

1035 CHASE DRIVE, Winter Garden, FL 34787

Est. Refi. Payment $3,356/mo*
Refinance Your Home
Currently Off Market - Sold May 22, 2026 for $465,000

Home Value

Trulia Estimate
$463K
Since last month
Decreased$2K (-0.5%)
Since last year
Decreased$2K (-0.4%)
Since last sale
Decreased$2K (-0.5%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +97% in the last 10 years
MonthEstimated value
2026
September 2026$463K
August 2026$465K
July 2026$466K
June 2026$466K
May 2026$465K
April 2026$464K
March 2026$462K
February 2026$457K
January 2026$457K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
1041 SADIE LANE, Winter Garden, FL
0.10
Single-Family Home
$469,000
11/20/25
3
2
1,709
1408 SPRING RIDGE DRIVE, Winter Garden, FL
0.29
Single-Family Home
$460,000
05/15/26
3
2
1,614
829 BAINBRIDGE LOOP, Winter Garden, FL
0.23
Single-Family Home
$544,467
11/21/25
3
2
2,180
1005 CHASE DRIVE, Winter Garden, FL
0.04
Single-Family Home
$599,999
08/21/26
4
2.5
2,319
199 E CREST AVENUE, Winter Garden, FL
0.20
Single-Family Home
$500,000
06/12/26
3
2
1,659
729 MEADOW GLADE DRIVE, Winter Garden, FL
0.35
Single-Family Home
$485,000
08/14/26
3
2
2,070
1436 COLUSO DRIVE, Winter Garden, FL
0.34
Single-Family Home
$482,000
02/06/26
3
2
1,948
980 GLENVIEW CIRCLE, Winter Garden, FL
0.26
Single-Family Home
$424,000
04/15/26
3
2
1,346
963 GLENVIEW CIRCLE, Winter Garden, FL
0.20
Single-Family Home
$650,000
11/26/25
3
2
2,204

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
1005 CHASE DRIVE, Winter Garden, FL 34787
0.04
$599,999
4
2.5
2,319
Recently Sold
1036 ISLAND POINTE DRIVE, Winter Garden, FL 34787
0.02
$532,800
3
2
1,843
Off Market
1046 ISLAND POINTE DRIVE, Winter Garden, FL 34787
0.03
$573,500
4
3
1,957
Off Market
551 GARDEN HEIGHTS DRIVE, Winter Garden, FL 34787
0.08
$442,600
3
2
1,579
Off Market
1057 ISLAND POINTE DRIVE, Winter Garden, FL 34787
0.06
$575,300
4
3
2,078
Off Market
560 GARDEN HEIGHTS DRIVE, Winter Garden, FL 34787
0.09
$479,000
3
2
1,385
Off Market
975 SADIE LANE, Winter Garden, FL 34787
0.08
$527,300
2
2
1,732
Off Market
1085 CHASE DRIVE, Winter Garden, FL 34787
0.09
$563,500
4
3
2,967
Recently Sold
1041 SADIE LANE, Winter Garden, FL 34787
0.10
$463,100
3
2
1,709
Off Market
512 GARDEN HEIGHTS DRIVE, Winter Garden, FL 34787
0.12
$539,000
4
2
1,700
Off Market
1073 SADIE LANE, Winter Garden, FL 34787
0.12
$387,900
3
2
2,039
Off Market

Local Information

  • Map ViewExplore the area around 1035 CHASE DRIVE.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1995
1,793 sqft
$259/sqft
2 Car Garage
HOA $44/mo

About this House

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 DRIVE, Winter Garden, FL 34787 is a 3 bedroom, 2 bathroom, 1,793 sqft single-family home built in 1995. It last sold for the $465,000 asking price on May 22, 2026. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $462,700, with a rent estimate of $2,620/month.
Last check for updates: about 7 hours ago
Listed by Kyle Madorin PA, (407) 504-9247
UPWELL REALTY LLC, (407) 926-9960
Bought with: Non-Member Agent, STELLAR NON-MEMBER OFFICE, (000) 000-0000
Originating MLS: Orlando Regional
Source: Stellar MLS, MLS#O6396474
IDX information is provided exclusively for personal, non-commercial use, and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but not guaranteed. Some IDX listings have been excluded from this website.
Listing Information presented by local MLS brokerage: Zillow, Inc - (407) 904-3511

Home Details for 1035 CHASE DRIVE

Interior Features

Interior Details
Number of Rooms: 10Types of Rooms: Primary Bedroom, Bedroom 2, Bedroom 3, Primary Bathroom, Bathroom 2, Dining Room, Family Room, Foyer, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 2
Dimensions and Layout
Living Area: 1793 Square Feet
Appliances & Utilities
Utilities: BB/HS Internet Available, Cable Available, Electricity Connected, Public, Sewer Connected, Underground Utilities, Water ConnectedAppliances: Dishwasher, Disposal, Electric Water Heater, Microwave, Range, RefrigeratorDishwasherDisposalLaundry: Electric Dryer Hookup,In Garage,Washer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Central,ElectricHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Central
Fireplace & Spa
Fireplace: Family Room, Wood BurningHas a FireplaceNo Spa
Gas & Electric
Has Electric on Property
Windows, Doors, Floors & Walls
Window: BlindsDoor: Sliding DoorsFlooring: Carpet, Ceramic Tile, Laminate, Tile
Levels, Entrance, & Accessibility
Stories: 1Number of Stories: 1Levels: OneFloors: Carpet, Ceramic Tile, Laminate, Tile
View
No View
Security
Security: Security System, Smoke Detector(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Covered, Front Porch, Patio, PorchFencing: Vinyl, WoodVegetation: Oak Trees, Trees/LandscapedExterior: Irrigation System, Lighting, SidewalkFoundation: SlabNo Private Pool
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 2Parking: Driveway,Garage Door Opener,Garage Faces Side
Frontage
Responsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Days on Market

Cumulative Days on Market: 5

Property Information

Year Built
Year Built: 1995
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Florida,Other,Ranch
Building
Construction Materials: Block, StuccoNot a New ConstructionNot Attached PropertyNo Additional Parcels
Property Information
Condition: CompletedParcel Number: 112227389700560

Price & Status

Price
List Price: $465,000Price Per Sqft: $259/sqft
Status Change & Dates
Off Market Date: Wed Apr 15 2026Possession Timing: Close Of Escrow

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WINTER GARDENCommunity: ISLAND POINTE SUB
School Information
Elementary School: Dillard Street ElemJr High / Middle School: Lakeview MiddleHigh School: Ocoee High

Building

Building Area
Building Area: 2744 Square Feet

Community

Community Features: Community Mailbox, Deed Restrictions, SidewalksNot Senior Community

HOA

HOA Fee Includes: Common Area TaxesHOA Name: Folio Association ManagementHOA Phone: 407-214-8806Association for this Listing: Orlando RegionalHas an HOAHOA Fee: $44/Monthly

Lot Information

Lot Area: 10026 sqft

Listing Info

Special Conditions: None

Offer

Listing Terms: Cash, Conventional, FHA, VA Loan

Business

Business Information
Ownership: Fee Simple

Miscellaneous

Mls Number: O6396474Showing Requirements: Appointment Only, Lockbox - Electronic, See Remarks, ShowingTimeUniversal Property Id: US-12095-N-112227389700560-R-N

Additional Information

Community MailboxDeed RestrictionsSidewalks

Price and Tax history

DateEventPrice
May 22, 2026
Source: Stellar MLS #O6396474
Sold
$465,000
Apr 16, 2026
Source: Stellar MLS #O6396474
Pending
$465,000
Apr 10, 2026
Source: Stellar MLS #O6396474
Listed For Sale
$465,000
Jul 21, 2020
Source: N/A
Sold
$60,500
Apr 26, 2002
Source: N/A
Sold
$160,000

Market trends in Winter Garden

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$585K
$1.67KMoM
Sale-to-List Price
98.1%
0.2%MoM
Price per sq ft
$251
$4MoM
Available listings
742
21MoM

Around this home

What Locals Say about Winter Garden

At least 513 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say there are sidewalks

  • 86 % Say car is needed

  • 83 % Say parking is easy

  • 81 % Say there's holiday spirit

  • 78 % Say kids play outside

  • 76 % Say it's quiet

  • 75 % Say streets are well-lit

  • 74 % Say people would walk alone at night

  • 72 % Say yards are well-kept

  • 61 % Say they plan to stay for at least 5 years

  • 54 % Say neighbors are friendly

  • 54 % Say there's wildlife

  • 50 % Say it's walkable to grocery stores

  • 46 % Say it's walkable to restaurants

  • 43 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • jhp331
    "A rated schools and lots to do for families "
    0
    Flag
  • Trulia User
    "Its great to live this area we have market and restauran near us . We can walk when we want in our neighboorhood. We have parks schools near us …"
    0
    Flag
  • Amanda
    "Great safe area for all ages and diversity. Good schools, lots of shopping, dining, nearby and more coming."
    0
    Flag
  • Ypgs9v7hpd
    "It is a nice area and the schools are nice. It is good area to raise children away from the tourists area and the city ."
    0
    Flag
  • Ypgs9v7hpd
    "The only thing that is unique about this neighborhood is the people that are friendly and the kids get along great. The only downside of living here in Wintergarden is it’s not enough places to go out to eat and it is not enough places for kids to hang out or teenagers to hang out and the closest place for teenagers to hang out is at the Wintergarden Grove area where you have to take off the exit 9, which I think that’s a bit too far for them to hang out when they can remain closer, it would be better if they had a place to hang out within the neighborhood. Also, Price is over here for a living is very high so if you’re not making a decent amount of money, it is expensive even the apartments that are surrounding it. It’s expensive.."
    0
    Flag
  • Emilye Chasen
    "Downtown events occur all the time. Christmas, Halloween, 4th of July etc. Santa comes down my street"
    1
    Flag
  • Ypgs9v7hpd
    "I’ve living here for the last 3 yrs. It’s nice area, people are nice. It’s nice area to raise your family there."
    0
    Flag
  • Heather Kotyk
    "I work near the airport and the commute using the turnpike and I4 is about 25-30 minutes. Traffic is usually manageable and continuously is moving "
    0
    Flag
  • Erin
    "There are many families in the neighborhood, a great playground and an A rated school nearby. There’s also a grocery store and pharmacy conveniently within a mile. "
    0
    Flag
  • Maria Rojas
    "Great place to have a family, lots of parks and activities for kids. Amazing schools and the community is very united. Most communities have hoa "
    0
    Flag
  • Rosa Aguilar
    "There’s lots of places, activities, parks, trails to take kids. There’s also lots of churches with daycare and city programs for children to take part in."
    0
    Flag
  • Andres.toro
    "Mostly all good schools. A lot of parks (and a few others upcoming) and services are increasing in availability. "
    0
    Flag
  • Logan Mahalek
    "The historic area of downtown winter garden boasts local shops and restaurants and also hosts a farmers market every weekend. There is also plenty of name brands within 15 minutes "
    0
    Flag
  • Cfbranf3rd
    "I’m don’t have a commute, as I’m retired. I’m in Cypress Reserve, and Avalon Road can be a nightmare at school drop off/pick up times."
    0
    Flag
  • Kelly
    "Beautiful, safe & friendly area. Winter Garden is a great place to raise a family! This is a very active area with tons of activities. Lots of wildlife & opportunities to get in touch with nature. Big, beautiful Florida birds and animals all around. Great restaurants too! "
    0
    Flag
  • Geisha
    "In Winter Garden for the area's of Horizon West, Hamlin, Summerlake, Waterleight, The Grove is amazing is like living in a perfect community bubble completely recomend"
    0
    Flag
  • Catherine Law
    "There is a private lake side park and a bbq area. Dogs poop trash and bags available. Dogs need to be on leash all the time. No many houses are fenced. "
    0
    Flag
  • Vanessaasantini
    "Wonderful , Safe, beatiful, peaceful, very good, clean, good school, nice and bog city Close to supermarket, gas station "
    2
    Flag
  • Aj2636
    "Halloween costume parties for kids. Community Easter egg hunts. Santa Claus visits on a fire truck. Community watch parties for football games. A soccer field, tennis courts, pickleball courts and basketball courts that allow the neighborhood to enjoy each other’s company. During COVID, we had live music performances in the park."
    0
    Flag
  • Cara Conley
    "The area is established and offers. Great amenities within 15 minutes. Clean and safe and welcoming."
    1
    Flag
  • Isaac Peterson
    "Very friendly and helpful neighbors, and the schools are awesome. Very safe "
    2
    Flag
  • Aj2636
    "I’ve lived here for 11 years. It’s close to shopping. The neighborhood feels comfortable with homes far apart from each other. Nice lakes nearby that most neighborhoods have access to. Hospital close-by for emergencies."
    1
    Flag
  • Felton.amanda
    "I lived here for 10 years and just now moving this month. The neighborhood is safe not a lot of crime just a few thieves here and there that steal packages from ppls door steps occasionally."
    1
    Flag
  • Dismiki24
    "Lots of dogs in our neighborhood but many don’t pick up after their dogs. There is a dog park nearby "
    0
    Flag
  • Jason M.
    "We see people walk their dogs all the time. The neighborhood has dog stations for easy to dispose of waste. "
    0
    Flag
  • Megan E.
    "You will love it! Lots of dog owners and very kind. Lots of doggy poop bag stations as we all know! Great dog parks and trails to go on lovely long walks. "
    13
    Flag
  • Zimmiac
    "Everything is very nice ,and the persons are very nice ,very quite area and the schools are good also,parks and events as well very nice"
    0
    Flag
  • Lil D.
    "The people and shops are great. Love all the bike tails as well. Every Saturday they have the farmers market and quite enjoyable to go to and walk around. "
    0
    Flag
  • John D. H.
    "average, plenty of bus access, no major traffic issues. normal boring vanilla winter garden. lahdeedah"
    0
    Flag
  • Hollister M.
    "Lots of dogs. Most people are very polite about their dogs. People with cats do not keep them indoors and they roam the streets a lot. Most people pick up after their dogs and keep them on leashes."
    0
    Flag
  • Jim
    "It’s an amazing place to love. Doesn’t feel like living in Florida. I love living the country and still being close to Disney"
    6
    Flag
  • Cathy
    "Great it is safe and very homey the people are friendly and irs all clean. Very close to shopping places to eat and nice bars "
    5
    Flag
  • Jonathancrespo21
    "We have a neighborhood Facebook page open to everyone and we use this to communicate with each other regularly. We participate in food drives, raise money for special causes, and even sponsor dinners for our local police, firefighters, and nurses."
    0
    Flag
  • Chuckfink
    "Farmers market every Saturday. Monthly events downtown, car shows, Christmas party, local community theater. Things to do almost every week."
    0
    Flag
  • Valerie
    "Weekend Farmers Market. Beautiful downtown area. Older historic feeling. Very convenient with shops food and stores. Best city I've lived in since being here in Florida."
    0
    Flag
  • jay j
    "People love dogs. They are loving animals that make everyone happy when they see them. Most people now a days have dogs"
    0
    Flag
  • Nicola O.
    "Some neighbors don’t clean up after their pets or leave their pets on the balcony barking all night long, but there is a lot of open grass fields and dog stations all throughout. "
    0
    Flag
  • Candy H.
    "Winter Garden Farmer’s Market and shows going on at the Garden Theatre, along with more dog friendly mom and pop places."
    0
    Flag
  • Ryanm1995
    "They will love this neighborhood. Bright open space to walk around. We also have a lot of friendly dog in our neighborhood. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 1035 CHASE DRIVE

  • What is 1035 CHASE DRIVE estimated to be worth?
    Trulia's estimated value for 1035 CHASE DRIVE in Winter Garden, FL is $462,700.
  • What is the price history for 1035 CHASE DRIVE?
    1035 CHASE DRIVE in Winter Garden, FL last sold for $465,000 in May 2026.
  • Is Winter Garden a buyer's or seller's market?
    Winter Garden is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winter Garden?
    The median sale price in Winter Garden is $585K. That is up $1.67K from the prior month.
  • Does 1035 CHASE DRIVE have air conditioning?
    Yes, 1035 CHASE DRIVE in Winter Garden, FL has air conditioning.
  • Does 1035 CHASE DRIVE have laundry facilities?
    Yes, 1035 CHASE DRIVE in Winter Garden, FL has laundry facilities.

Explore by feature - Pet Friendly

183 pet-friendly rentals in Winter Garden, FL

Explore by feature - Garage

192 rentals with a garage in Winter Garden, FL

Explore by feature - Air Conditioning

231 rentals with air conditioning in Winter Garden, FL

Explore by feature - Pool

215 rentals with a pool in Winter Garden, FL

Explore by feature - Washer/dryer

266 rentals with a washer/dryer in Winter Garden, FL

Explore by feature - Outdoor Space

43 rentals with an outdoor space in Winter Garden, FL

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 1035 CHASE DRIVE

Skip to last item
Skip to first item

Homes for sale near 1035 CHASE DRIVE

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item