249 Highland View Dr
Windham, CT 06266
3 bd 1 ba 1,344 sqft Built 1966 Lot 29,185 sqft single_family
Most recent sale
$255,000
Jun 27, 2022
Location
Timeline: Sale, Listing & Tax History
Recorded events
| Date | Event | Price | Source |
|---|---|---|---|
| Jun 27, 2022 | Sold | $255,000 | Public Record |
| May 23, 2022 | Listed | $239,900 | MLS #170493465 |
Tax assessment history
| Year | Building | Land | Total assessed | Tax paid |
|---|---|---|---|---|
| 2025 | $119,520 | $35,640 | $155,160 | $4,632 |
| 2023 | $64,640 | $31,000 | $95,640 | $3,712 |
| 2022 | $64,640 | $31,000 | $95,640 | $3,616 |
| 2021 | $64,640 | $31,000 | $95,640 | $3,769 |
| 2020 | $64,640 | $31,000 | $95,640 | $3,720 |
| 2019 | $64,640 | $31,000 | $95,640 | $3,673 |
| 2017 | $59,940 | $23,050 | $82,990 | $3,198 |
| 2015 | $59,940 | $23,050 | $82,990 | $2,851 |
| 2013 | $75,050 | $29,420 | $104,470 | $3,036 |
| 2006 | $75,050 | $29,420 | $104,470 | $2,672 |
| 2005 | $48,140 | $23,250 | $71,390 | $2,105 |
| 2003 | $48,140 | $23,250 | $71,390 | $1,930 |
| 2001 | $40,586 | $17,654 | $58,240 | $1,649 |
Property facts
Year built
1966
Property type
single_family
Stories
—
Beds
3
Baths
1
Living area
1,344 sqft
Lot size
29,185 sqft
ZIP code
06266
City
Windham
Street
Highland View Dr
Coordinates
41.67023, -72.16698
Comparable properties nearby
Investment analysis
Estimates based on local averages — not personalized adviceEstimated monthly rent
$2,016
Gross rental yield
9.49%
Implied cap rate
6.17%
Trend-extrapolated value
—
Frequently asked questions
When did 249 Highland View Dr last sell?
249 Highland View Dr most recently sold on Jun 27, 2022 for $255,000.
What is the current tax assessment for 249 Highland View Dr?
The most recent total assessment for 249 Highland View Dr (year 2025) is $155,160 with $4,632 in property tax.
How does 249 Highland View Dr's assessment compare to its last sale price?
The current assessment is 39.2% below the last sale price of $255,000.
When was 249 Highland View Dr built?
249 Highland View Dr was built in 1966.
How does 249 Highland View Dr compare to others on Highland View Dr?
We track 5 other properties on Highland View Dr. Browse the list under "Other properties on Highland View Dr" to compare beds, baths, and sale history.
What are the property facts for 249 Highland View Dr?
249 Highland View Dr is a 3 bed, 1 bath, 1,344 sqft, 29,185 sqft lot single_family.
Is 249 Highland View Dr a flip candidate?
No — 249 Highland View Dr does not appear in our flips dataset.
Is 249 Highland View Dr a tax-appeal candidate?
No — 249 Highland View Dr is not currently flagged as a tax-appeal candidate.
Forecast for this area
ZIP-area linear projection — not a per-property automated valuationQuarterly trend
+7.5%
Implied 1-yr
+30.2%
2026 Q1
$359.7K
2026 Q2
$378K
ZIP 06266 — Median Price History + Forecast
Explore nearby
Geography
Other properties on Highland View Dr