$395,000
811 Overspin DriveWinter Park, FL 32789
Listing updated: November 5, 2026 at 1:37 PM ET
Listing courtesy of Rick Singh Real Estate · Rick Singh · MLS #O6400009 · Active · 407-383-3231Property type
Year built
Lot size
Price / sq ft
HOA dues
Days on market
Garage space
Flood zone
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!
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 history189 days on market
- Status: ActiveNov 5, 2026
- Listed$349,000Apr 16, 2026
- Price increased$395,000
Facts & features
- Property type
- Residential
- Sub type
- Single Family Residence
- Status
- Active
- Days on market
- 189
- Subdivision
- Dubsdread Heights
- County
- Orange
- Year built
- 1950
- Living area
- 749 sq ft
- Price/sq ft
- $527
- Building area
- 785 sq ft (Owner)
- Lot size
- 7,000 sq ft
- Lot category
- 0 to less than 1/4
- Flood zone
- X (12095C0235F)
- Garage
- 1 spaces
- Annual taxes
- $3,998 (2025)
- Parcel #
- 11-22-29-2248-06-160
- Zoning
- R-1A
- MLS #
- O6400009
Ask about this home
Have a question? Ask the broker directly.
Ryan Solberg answers personally — no call center, no spam. Your question goes straight to him.
Interior Details
- Bedrooms
- 2
- Full bathrooms
- 1
- Flooring
- Luxury Vinyl
- Appliances
- Dishwasher, Electric Water Heater, Range, Range Hood, Refrigerator
- Interior features
- Window Treatments
- Laundry
- In Garage
- Stories / Levels
- One
- Direction faces
- East
Heating & Cooling
- Heating
- Central
- Cooling
- Central Air
Parking
- Garage spaces
- 1
- Attached garage
- Yes
HOA & Financial
- Total monthly fees
- None
- Total annual fees
- None
- CDD
- No
- Min lease term
- No Minimum
- Listing terms
- Cash, Conventional, FHA
- Ownership
- Fee Simple
- Available for lease
- Yes
- Lease restrictions
- No
Exterior & Construction
- Exterior features
- Sidewalk
- Construction materials
- Vinyl Siding
- Roof
- Shingle
- Foundation
- Crawlspace
- Road surface
- Asphalt
Utilities
- Sewer
- Septic Tank
- Water source
- Public
- Utilities
- Electricity Available
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 |
|---|---|---|
| Primary Bedroom | First | |
| Kitchen | First | 10x12 |
| Family Room | First | |
| Living Room | First |
Listing Details
- Listing date
- 2026-04-16
- On market date
- 2026-04-16
- Original list price
- $349,000
- Occupant type
- Vacant
- MLS area
- 32789 - Winter Park
- Listing AOR
- Orlando Regional
- Status changed
- 2026-11-05
- Tax legal description
- DUBSDREAD HEIGHTS J/115 LOT 16 BLK F
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 I-4 (Orlando area) Take Exit 87 for Fairbanks Ave (FL-426) toward Winter Park Head east on Fairbanks Ave (toward Winter Park) Turn left onto Denning Dr Turn right onto W Par St Turn left onto Overspin Dr Continue to 811 Overspin Dr — the home will be on your left
More homes like this
$419,900
712 Baffie Ave
Winter Park, FL 32789
3 bd · 1 ba · 1,304 sqft
Dubsdread Heights
MLS ID #O6445837, RP INVESTMENT REALTY LLC.
Listing provided by Stellar MLS
$575,000
1259 Indiana Ave
Winter Park, FL 32789
2 bd · 3 ba · 1,648 sqft
Townhomes/Harper Place
MLS ID #O6434701, COLDWELL BANKER REALTY.
Listing provided by Stellar MLS
$470,000
438 Romano Ave
Orlando, FL 32807
3 bd · 7 ba · 1,988 sqft
Monterey Sub
MLS ID #O6456895, AGENT TRUST REALTY CORPORATION.
Listing provided by Stellar MLS
$315,000
5832 Holmes Dr
Orlando, FL 32808
3 bd · 2 ba · 1,350 sqft
Robinswood Heights 2nd Add
MLS ID #O6456685, LOKATION.
Listing provided by Stellar MLS
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 November 5, 2026 at 1:37 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.
All or a portion of the multiple listing information is provided by Stellar MLS, from a copyrighted compilation of listings. The compilation of listings and each individual listing are © 2026 Stellar MLS. All rights reserved.
Ryan Solberg, Broker · MaxLife Realty LLC · FL License #BK3354351 · Equal Housing Opportunity · Full disclaimer · DMCA