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$225,000 -$25,000 (-10%) Price Reduced

  • For Sale
  • Active
  • Single Family
  • 3 Beds
  • 2 Full Baths
  • 1,184 Sq. Ft.
  • Updated 11 hours ago

Next open house:

Open House: 1:00 PM - 4:00 PM

Sunday 5/10 1:00 PM - 4:00 PM

1040 Maxey Drive,Winter Garden, FL 34787

1040 Maxey DriveWinter GardenFL34787

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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

Full Property Details for 1040 Maxey Dr

General

  • Price: $225,000
  • Taxes: $1,671 (2025)
  • Status: Active
  • Type: Single Family
  • Source: MidFloridaRegionalMLS
  • MLS ID: O6391395
  • Updated: 5/8/2026
  • Added to Site: 48 day(s) ago

Rental Information

  • Min. Lease: 1-2 Years

Interior

  • Number of Rooms: 4
  • Interior Features: Primary Bedroom Main Floor, Thermostat
  • Appliances: Dishwasher, Disposal, Electric Water Heater
  • Furnishings: Unfurnished
  • Flooring: Tile

Rooms

Bathrooms

  • Total Bathrooms: 2
  • Full Bathrooms: 2

Bedrooms

  • Total Bedrooms: 3

Other Rooms

  • Laundry: Inside

Exterior

  • Exterior Features: Sidewalk

Location

  • Area: 34787 - Winter Garden/Oakland
  • County: Orange
  • Development Name: 34787 - Winter Garden/Oakland
  • Subdivision: BAY ST PARK
  • Driving Directions: From Toll Road 429, take Highway 50/West Colonial Drive toward Winter Garden, then turn right onto Franklin Street and left onto Maxey Drive. The home is conveniently located near major roadways, shopping, dining, and just minutes from historic downtown Winter Garden, making it easy to enjoy both daily conveniences and local charm.
  • Direction Faces: East

School Information

  • Elementary School: Dillard Street Elem
  • Middle School: Lakeview Middle
  • High School: West Orange High

Community

  • Community Name: 34787 - Winter Garden/Oakland
  • Pet Restrictions: Disclaimer: Buyer to confirm restrictions with any applicable HOA and County independently.

Heating & Cooling

  • Cooling Type: Central Air
  • Heating Type: Central, Electric

Utilities

  • Sewer: Public Sewer
  • Water: Public
  • Utility Description: BB/HS Internet Available, Electricity Available

Structural Information

  • Architectural Info: Contemporary
  • Architectural Style: Contemporary
  • Exterior Const.: Block, Stucco
  • Roof: Shingle
  • Stories/Levels: One
  • Square Feet: 1,184
  • Sq. Ft. Source: Public Records
  • Year Built: 1968

Lot Features

  • Property View: Trees/Woods
  • Lot Size (Acres): 0.15
  • Lot Size (Sq. Ft.): 6,635
  • Lot Size: 6635
  • Frontage: Street Paved
  • Street/Road Desc.: Paved, Asphalt

Financial Considerations

  • Tax Amount: $1,671
  • Tax Year: 2025

Disclosures and Reports

  • Ownership: Fee Simple
  • Special Conditions: None
  • Legal Description: BAY STREET PARK Y/42 LOT 24 BLK C
  • Flood Zone Info: X
  • APN: 242227054603240
  • Property ID: 242227054603240
  • Block/Lot/Section: C

Listed by Lpt Realty, Llc

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Listing agent

— 1040 Maxey Dr —

  • Lpt Realty, Llc

Get Pre-Approved Today

Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

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Be ready to buy your new home!

with our affiliated lender
NMLS#: 1598647

Get Pre-Approved

Schools serving 1040 Maxey Dr

School District:Orange County School District
NameGradesDistance
Dillard Street Elementary School
311 North Dillard Street, Winter Garden, FL 34787
PK-50.9 mi
Lakeview Middle School
1200 West Bay Street, Winter Garden, FL 34787
6-82.1 mi
West Orange High School
1625 Beulah Road, Winter Garden, FL 34787
9-121.6 mi
Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 1040 Maxey Dr Get Price Alerts and Save Property

Date
Details
Price
Change
Source
5/08/2026
Price Reduced
$225,000
-10%
MLS
3/21/2026
Listed
$250,000
455.56%
MLS
4/29/2015
Sold
$45,000
—
Public Record
Get Price Alerts and Save Property
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

Tax History for 1040 Maxey Dr

Year
Property Taxes
Change
Tax Assessment
Change
2025
$1,671
9%
$101,301
-12%
2024
$1,539
9%
$115,247
7%
2023
$1,413
24%
$107,523
35%
2021
$1,136
-15%
$79,686
-24%
2022
$1,335
18%
$104,869
29%
2021
$1,136
12%
$81,435
11%
2019
$1,016
20%
$73,058
36%
2018
$845
6%
$53,830
1%
2017
$799
19%
$53,283
36%
2016
$670
9%
$39,056
23%
2015
$612
19%
$31,767
10%
2014
$515
8%
$28,879
7%
2013
$479
—
$26,986
—
View All
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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NMLS#: 1598647

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Listed by Lpt Realty, Llc

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1040 Maxey Drive, Winter Garden, FL 34787 (MLS# O6391395) is a Single Family property with 3 bedrooms and 2 full bathrooms. 1040 Maxey Drive is currently listed for $225,000 and was received on March 21, 2026. Want to learn more about 1040 Maxey Drive? Do you have questions about finding other Single Family real estate for sale in Winter Garden? You can browse all Winter Garden real estate or contact a Coldwell Banker agent to request more information.

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