811 Overspin Dr, Winter Park, FL, 32789
About This Home
Charming Winter Park Opportunity in Desirable Dubsdread Heights! NEW ROOF NEW A/c new kitchen ,bath, floor Welcome to 811 Overspin Drive, a cozy and character-filled 2-bedroom, 1-bath single-family home nestled in the heart of Winter Park. This property offers approximately 700+ square feet of living space on a generously sized lot, providing endless potential for homeowners, investors, or those looking to build their dream home in a prime location. Situated in the sought-after Dubsdread Heights neighborhood, this home is just minutes from downtown Winter Park, College Park, and Orlando’s vibrant dining, shopping, and entertainment districts. The property’s spacious lot offers room for expansion, renovation, or new construction, making it a rare opportunity in one of Central Florida’s most desirable zip codes. Whether you’re a first-time buyer, an investor seeking value-add potential, or someone looking to customize a home in a premium location, this property delivers both charm and opportunity. With strong surrounding home values and continued growth in the area, 811 Overspin Drive is an excellent chance to invest in the future of Winter Park living. Don’t miss your opportunity to own in one of Central Florida’s most sought-after communities!
Getting Around
Car-Dependent
Some Transit
Somewhat BikeableSchools
Construction
Condition
- Year built: 1950
Materials
- Foundation: Crawlspace
- Roof: Shingle
- Construction materials: Vinyl Siding
Type & Style
- Home type: SingleFamily
- Property subType: Single Family Residence
Interior
Appliances
- Appliances included: Dishwasher,Electric Water Heater,Range,Range Hood,Refrigerator
- Laundry features: In Garage
Bedrooms & Bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Family Room
- Level: First
Features
- Window features: Window Treatments
- Flooring: Luxury Vinyl
Heating & Cooling
- Heating features: Central
- Cooling features: Central Air
Interior Area
- Total structure area: 785
- Total interior livable area: 749 sqft
Kitchen
- Level: First
- Area: 120
- Dimensions: 10x12
Living Room
- Level: First
Primary Bedroom
- Features: No Closet
- Level: First
Property
Details
- Parcel number: 112229224806160
- Zoning: R-1A
- Special condition: None
Features
- Levels: One
- Stories: 1
- Patio & porch: Covered,Front Porch
- Exterior features: Sidewalk
- Fencing: Fenced
Lot
- Lot size: 7,000 sqft
- Features: Cleared
Parking
- Total spaces: 1
- Parking features: Garage - Attached
- Has garage: Yes
- Attached garage spaces: 1
- Covered spaces: 1
Climate Risk is Financial Risk
Every home has a financial story beyond the listing price. Below, you’ll see the climate risks that could affect this property — and in Bills & Affordability, how those risks may influence repairs, insurance, utilities, and long-term value.
Biggest Threats for This Home
- Strong Wind
- Cold Wave
- Hail
- Hurricane
- Lightning
- Tornado
How This Home’s Risks Compare
FEMA Declared Disasters in Orange County and Florida
Understanding the Costs
Financial advisors generally recommend spending no more than 30% of your gross household income on housing costs. In practice, many households stretch to 35% or beyond — especially in high-cost markets.
Estimated Costs Today
| Monthly | Annual | |
|---|---|---|
| Mortgage | $1,764 | $21,168 |
| Home Insurance * | $238 | $2,856 |
| Property Taxes | $508 | $6,096 |
| Electricity | $197 | $2,366 |
| Total | $2,707 | $32,484 |
Income You'd Need if You Spent...
Florida FAIR Plan Programs
How Costs Could Change Over Time
Climate risk is quickly impacting all of the major home ownership costs. Adjust the growth rates and percentage of income spent on housing below to see how your housing costs could change over the next 10 years — and what income you'd need to keep up.
Comparing Against the Market
Price Per Sq Ft
vs Other Active Listings
Avg $/sqft
vs Homes Sold Last Month
Median $/sqft
Current Market Trends
Median Price Per Square Foot
The median price per square foot of homes sold in this area each month. Compare this to this listing's price per square foot to gauge whether the home is priced in line with recent sales.
Historicals for This Listing
Zestimate History ($/sqft)
Price History
| Date | Event | Price |
|---|---|---|
| 2026-04-16 | Listed for sale | $349,000 |
| 2025-08-17 | Listing removed | $1,950 |
| 2025-08-08 | Listed for rent | $1,950 |
| 2024-07-11 | Listing removed | $329,000 |
| 2024-04-29 | Price change | $329,000 |
| 2024-04-19 | Price change | $334,900 |
| 2024-04-03 | Price change | $337,000 |
| 2024-03-20 | Price change | $339,000 |
| 2024-03-15 | Price change | $349,000 |
| 2024-03-11 | Price change | $359,000 |
| 2024-02-08 | Listed for sale | $375,000 |
| 2023-03-16 | Sold | $230,000 |
| 2023-02-24 | Pending sale | $289,900 |
| 2023-02-16 | Price change | $289,900 |
| 2023-02-02 | Price change | $293,900 |
| 2023-01-30 | Pending sale | $299,990 |
| 2023-01-18 | Listed for sale | $299,990 |
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