1381 Canterbury Rd
Winter Park, FL 32789
3 bd 2 ba 1,819 sqft Built 1950 Lot 10,454 sqft single_family
Most recent sale
$549,000
May 5, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Dec 24, 2025 | Listing removed | $4,200 | StellarMLS |
| Dec 8, 2025 | Listing removed | $4,200 | StellarMLS |
| Sep 28, 2025 | Listed for rent | $4,200 | StellarMLS |
| May 5, 2022 | Sold | $549,000 | MLS #O6018823 |
| Apr 21, 2022 | Listed | $549,000 | MLS #O6018823 |
| Dec 18, 2006 | Sold | $465,000 | Public Record |
| May 17, 2006 | Sold | $433,000 | Public Record |
| Sep 9, 2005 | Sold | $400,000 | Public Record |
| Apr 27, 2000 | Sold | $239,000 | Public Record |
| May 2, 1994 | Sold | $160,000 | Public Record |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $295,220 | $220,000 | $515,220 | $8,271 |
| 2024 | $295,220 | $220,000 | $515,220 | $8,035 |
| 2023 | $263,856 | $220,000 | $483,856 | $7,702 |
| 2022 | $255,447 | $190,000 | $445,447 | $6,303 |
| 2021 | $206,334 | $140,000 | $346,334 | $5,462 |
| 2020 | $189,839 | $140,000 | $329,839 | $5,079 |
| 2019 | $191,951 | $140,000 | $331,951 | $5,415 |
| 2018 | $170,903 | $140,000 | $310,903 | $5,093 |
| 2017 | $167,345 | $110,000 | $277,345 | $4,654 |
| 2016 | $163,249 | $110,000 | $273,249 | $4,514 |
| 2015 | — | — | $240,805 | $4,278 |
| 2014 | — | — | $218,914 | $3,856 |
| 2013 | — | — | $218,643 | $3,832 |
| 2012 | — | — | $217,613 | $3,843 |
| 2011 | — | — | $252,065 | $4,468 |
| 2010 | — | — | $276,746 | $4,753 |
| 2009 | — | — | $290,161 | $4,909 |
| 2008 | — | — | $362,543 | $5,940 |
| 2007 | — | — | $384,963 | $6,266 |
Property facts
Year built
1950
Property type
single_family
Stories
1
Beds
3
Baths
2
Living area
1,819 sqft
Lot size
10,454 sqft
ZIP code
32789
City
Winter Park
Street
Canterbury Rd
Coordinates
28.58434, -81.37045
Comparable properties nearby
Investment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$3,365
Gross rental yield
7.36%
Implied cap rate
4.78%
Trend-extrapolated value
—
Frequently asked questions
When did 1381 Canterbury Rd last sell?
1381 Canterbury Rd most recently sold on May 5, 2022 for $549,000.
What is the current tax assessment for 1381 Canterbury Rd?
The most recent total assessment for 1381 Canterbury Rd (year 2025) is $515,220 with $8,271 in property tax.
How does 1381 Canterbury Rd's assessment compare to its last sale price?
The current assessment is 6.2% below the last sale price of $549,000.
When was 1381 Canterbury Rd built?
1381 Canterbury Rd was built in 1950.
How does 1381 Canterbury Rd compare to others on Canterbury Rd?
We track 2 other properties on Canterbury Rd. Browse the list under "Other properties on Canterbury Rd" to compare beds, baths, and sale history.
What are the property facts for 1381 Canterbury Rd?
1381 Canterbury Rd is a 3 bed, 2 bath, 1,819 sqft, 10,454 sqft lot single_family.
Is 1381 Canterbury Rd a flip candidate?
No — 1381 Canterbury Rd does not appear in our flips dataset.
Is 1381 Canterbury Rd a tax-appeal candidate?
No — 1381 Canterbury Rd is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+0.0%
Implied 1-yr
+0.1%
2026 Q3
$1.68M
2026 Q4
$1.68M
ZIP 32789 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Canterbury Rd