Single Family Residence at 811 OVERSPIN DR, WINTER PARK
Single Family Residence at 811 OVERSPIN DR, WINTER PARK, photo 2 of 9
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Single Family Residence at 811 OVERSPIN DR, WINTER PARK, photo 9 of 9
9 photos

$320,000

811 OVERSPIN DR
WINTER PARK, FL 32789
Listed by Rick Singh · RICK SINGH REAL ESTATE
Bedrooms
2
Bathrooms
1
Living area
749 sqft
Year built
1950

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!

Property details

MLS
Stellar MLS
MLS #
MFRO6400009
Property type
Single Family Residence
Subdivision
DUBSDREAD HEIGHTS
Status
Active
Days on market
180
On market date
April 16, 2026
Stories
N/A
Total bathrooms
1
Garage spaces
1
Parking spaces
N/A
Lot size
0.16 acres
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Nearby schools

Within 10 miles. School directory data from the National Center for Education Statistics (NCES), accessed via the Urban Institute Education Data API. Local Score is calculated by INNOVATE Real Estate; where a state rating is shown, it comes from that state's own official school report card.

Elementary
KILLARNEY ELEMENTARY
0.37 mi away · Grades -1-5
Nearest school -- attendance-zone data not available here
4.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
366
Student:teacher ratio
13.6:1
District
ORANGE
Middle
COLLEGE PARK MIDDLE
0.93 mi away · Grades 6-8
Nearest school -- attendance-zone data not available here
2.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
712
Student:teacher ratio
18.3:1
District
ORANGE
High
EDGEWATER HIGH
0.7 mi away · Grades 9-12
Nearest school -- attendance-zone data not available here
1.0
Local Score (student-teacher ratio only (preliminary -- will incorporate state test-score data once available)) -- not an official state rating
Enrollment
1,993
Student:teacher ratio
23.4:1
District
ORANGE

Walkability

Blended score for WINTER PARK's center, calculated by INNOVATE Real Estate from two sources: the EPA's National Walkability Index (street network, transit, land-use mix) and Google Places amenity data (what's actually reachable on foot from this point). 60% EPA National Walkability Index + 40% nearby-amenity density (Google Places).

76
Walkable
out of 100
EPA National Walkability Index
14.7 / 20 -- Above average walkable
Google Places amenity density
80 / 100
Restaurants & cafes20
Grocery stores1
Parks2
Schools20
Transit stops20
Pharmacies4

Market position

How this listing compares to current activity in WINTER PARK, from live MLS data.

On the market 180 days -- 111 more days than WINTER PARK's current average of 69 days.
For reference, the median list price across 601 active listings in WINTER PARK right now is $469,000.

Mortgage calculator

Estimate only - actual rate and payment depend on your lender, credit, and loan program.

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Est. monthly payment
$2,077/mo
$64,000 down
$256,000 loan
Principal & interest$1,660
Property tax (est.)$267
Home insurance (est.)$150

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Data source: Listing information provided by Stellar MLS (mfrmls) via Trestle/CoreLogic. Last updated 11 days ago.

Information herein deemed reliable but not guaranteed; all measurements, school assignments, HOA fees, taxes, and feature lists are approximate and should be independently verified. Equal Housing Opportunity.