Some properties check a box. This one opens a door.
This 3-bed, 2-bath home in the heart of Winter Garden is more than a place to live. It’s a wealth-building opportunity sitting in plain sight. The floor plan sets up beautifully for a duplex conversion: a 1/1 in the front and a 2/1 in the back. Live in one side and let your tenant cover the mortgage, or rent both and start building cash flow from day one.
At approximately 1,184 sq ft, the footprint is manageable, the concept is proven, and the location makes it work. You’re minutes from historic downtown Winter Garden, major shopping corridors, top dining, and highway access. The kind of address that attracts reliable tenants and holds long-term value in one of Orange County’s strongest markets.
House hacking, buy-and-hold, or straight investment play. However you run the numbers, this one makes sense.
ROOF is 2020, WATER HEATER 2021 and HVAC 2016
This 3-bed, 2-bath home in the heart of Winter Garden is more than a place to live. It’s a wealth-building opportunity sitting in plain sight. The floor plan sets up beautifully for a duplex conversion: a 1/1 in the front and a 2/1 in the back. Live in one side and let your tenant cover the mortgage, or rent both and start building cash flow from day one.
At approximately 1,184 sq ft, the footprint is manageable, the concept is proven, and the location makes it work. You’re minutes from historic downtown Winter Garden, major shopping corridors, top dining, and highway access. The kind of address that attracts reliable tenants and holds long-term value in one of Orange County’s strongest markets.
House hacking, buy-and-hold, or straight investment play. However you run the numbers, this one makes sense.
ROOF is 2020, WATER HEATER 2021 and HVAC 2016
Property Details
Price:
$225,000
MLS #:
O6391395
Status:
Active
Beds:
3
Baths:
2
Type:
Single Family
Subtype:
Single Family Residence
Subdivision:
BAY ST PARK
Neighborhood:
34787wintergardenoakland
Listed Date:
Mar 21, 2026
Finished Sq Ft:
1,184
Total Sq Ft:
1,238
Lot Size:
6,635 sqft / 0.15 acres (approx)
Year Built:
1968
See this Listing
Schools
Elementary School:
Dillard Street Elem
Middle School:
Lakeview Middle
High School:
West Orange High
Interior
Appliances
Dishwasher, Disposal, Electric Water Heater
Bathrooms
2 Full Bathrooms
Cooling
Central Air
Flooring
Tile
Heating
Central, Electric
Interior Features
Primary Bedroom Main Floor, Thermostat
Laundry Features
Inside
Levels
One
Exterior
Architectural Style
Contemporary
Construction Materials
Block, Stucco
Direction Faces
East
Exterior Features
Sidewalk
Roof
Shingle
View
Trees/Woods
Financial
Tax Year
2025
Taxes
$1,671
Map
Community
- Address1040 MAXEY DRIVE WINTER GARDEN FL
- SubdivisionBAY ST PARK
- CityWINTER GARDEN
- CountyOrange
- Zip Code34787
Market Summary
Current real estate data for Single Family in WINTER GARDEN as of May 18, 2026
816
Single Family Listed
107
Avg DOM
281
Avg $ / SqFt
$765,043
Avg List Price
Property Summary
- Located in the BAY ST PARK subdivision, 1040 MAXEY DRIVE WINTER GARDEN FL is a Single Family for sale in WINTER GARDEN, FL, 34787. It is listed for $225,000 and features 3 beds, 2 baths, and has approximately 1,184 square feet of living space, and was originally constructed in 1968. The current price per square foot is $190. The average price per square foot for Single Family listings in WINTER GARDEN is $281. The average listing price for Single Family in WINTER GARDEN is $765,043. To schedule a showing of MLS#o6391395 at 1040 MAXEY DRIVE in WINTER GARDEN, FL, contact your LPT Realty agent at 813.694.8061.
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Courtesy of LPT REALTY, LLC. Disclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Orlando/Tampa – FL. Detailed information about real estate listings held by brokerage firms other than LPT Realty include the name of the listing broker. Neither the listing company nor LPT Realty shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026. Orlando/Tampa – FL. All rights reserved. 1040 MAXEY DRIVE
WINTER GARDEN, FL
