$225,000
1040 Maxey Drive
Winter Garden, FL 34787
Listing updated: May 10, 2026 at 4:05 PM ET
Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Flood zone
About this home
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
Local Insight
At $190/sqft for a 1968 three-bedroom in an X flood zone (no flood insurance required), this is priced competitively for the Winter Garden area, but you're buying an older home in a fast-growing region where newer construction is pushing prices up—so factor in potential renovation needs against future appreciation. The Bay St Park location sits in unincorporated Orange County with solid schools nearby and no HOA, which offers flexibility, though the 0.15-acre lot is tight and you're technically in a rapidly developing area that's grown 315% since 2010, meaning neighborhood character and traffic patterns could shift meaningfully over the next 5-10 years.
AI-generated insight based on listing data and neighborhood context. Verify independently.
Estimated monthly payment
Estimate only. Taxes use the listing's reported amount where available; insurance is a Florida-average estimate. Your actual payment will vary — run a full calculation or talk to a lender.
Price & listing history50 days on market
- Status: ActiveMar 21, 2026
- Listed$250,000Mar 21, 2026
- Price reduced$225,000
Virtual Tour
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 50
- Cumulative DOM
- 304
- Subdivision
- Bay St Park
- County
- Orange
- Year built
- 1968
- Living area
- 1,184 sq ft
- Price/sq ft
- $190
- Building area
- 1,238 sq ft (Public Records)
- Lot size
- 6,635 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0205H)
- Annual taxes
- $1,671 (2025)
- Parcel #
- 24-22-27-0546-03-240
- Zoning
- R-5
- MLS #
- O6391395
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Interior Details
- Bedrooms
- 3
- Full bathrooms
- 2
- Flooring
- Tile
- Appliances
- Dishwasher, Disposal, Electric Water Heater
- Interior features
- Primary Bedroom Main Floor, Thermostat
- Laundry
- Inside
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central, Electric
- Cooling
- Central Air
HOA & Financial
- Total monthly fees
- $0/mo
- Total annual fees
- $0
- CDD
- No
- Min lease term
- 1-2 Years
- Listing terms
- Cash, Conventional, FHA, VA Loan
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
- Additional lease restrictions
- Disclaimer: Buyer to confirm restrictions with any applicable HOA and County independently.
- Approval process
- Disclaimer: Buyer to confirm restrictions with any applicable HOA and County independently.
Exterior & Construction
- Exterior features
- Sidewalk
- Construction materials
- Block, Stucco
- Roof
- Shingle
- Foundation
- Slab
- Road surface
- Asphalt
Utilities
- Sewer
- Public Sewer
- Water source
- Public
- Utilities
- BB/HS Internet Available, Electricity Available
Community
- Pets allowed
- Yes
Schools
Letter grades: Florida DOE 2024–25 school grades (Orange, Seminole, Lake, Osceola, Brevard). Assigned schools from the listing agent — verify enrollment with the district.
Room Details
| Room | Level | Dimensions |
|---|---|---|
| Kitchen | First | 10x9 |
| Living Room | First | 10x10 |
| Primary Bedroom | First | 12x11 |
| Bedroom 1 | First | 10x10 |
Listing Details
- Listing date
- 2026-03-20
- On market date
- 2026-03-21
- Original list price
- $250,000
- Occupant type
- Vacant
- MLS area
- 34787 - Winter Garden/Oakland
- Listing AOR
- Orlando Regional
- Status changed
- 2026-03-21
- Tax legal description
- BAY STREET PARK Y/42 LOT 24 BLK C
Flood risk
Minimal-risk area outside the mapped floodplain. Flood insurance is optional and typically low-cost.
Source: FEMA flood zone reported on the listing. Confirm current designation at FEMA Flood Map Service Center.
Location
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.
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Listings courtesy of Stellar MLS as distributed by MLS GRID
IDX information is provided exclusively for consumers’ personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.
Based on information submitted to the MLS GRID as of May 10, 2026 at 4:05 PM ET. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
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