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21 Windsor Dr

Edgartown, MA 02539

3 bd 2 ba 1,468 sqft Built 1985 Lot 22,216 sqft single_family
No recorded sales

Location

Timeline: Sale, Listing & Tax History

Recorded events

No recorded events

No sale or listing events are on file for this property.

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $834,200 $335,800 $1,170,000 $3,101
2024 $720,900 $335,800 $1,056,700 $2,695
2023 $678,900 $304,700 $983,600 $2,479
2022 $427,000 $304,700 $731,700 $2,217
2020 $325,300 $277,000 $602,300 $2,018
2019 $325,300 $277,000 $602,300 $2,331
2018 $238,700 $277,000 $515,700 $1,996
2017 $225,400 $277,000 $502,400 $1,784
2016 $201,000 $276,200 $477,200 $1,727
2015 $209,100 $276,200 $485,300 $1,684
2014 $196,500 $283,800 $480,300 $1,777
2006 $227,500 $275,300 $502,800 $1,523
2005 $189,400 $218,400 $407,800 $1,244
2004 $189,900 $178,800 $368,700 $1,294
2003 $173,100 $150,100 $323,200 $1,189

Property facts

Year built
1985
Property type
single_family
Stories
2
Beds
3
Baths
2
Living area
1,468 sqft
Lot size
22,216 sqft
ZIP code
02539
City
Edgartown
Street
Windsor Dr
Coordinates
41.40849, -70.57300

Comparable properties nearby

Block-level micro-comps

Same street, ±3 house numbers, sold in the last 24 months

Frequently asked questions

When did 21 Windsor Dr last sell?
No public-record sale is on file for 21 Windsor Dr.
What is the current tax assessment for 21 Windsor Dr?
The most recent total assessment for 21 Windsor Dr (year 2025) is $1,170,000 with $3,101 in property tax.
When was 21 Windsor Dr built?
21 Windsor Dr was built in 1985.
How does 21 Windsor Dr compare to others on Windsor Dr?
We track 8 other properties on Windsor Dr. Browse the list under "Other properties on Windsor Dr" to compare beds, baths, and sale history.
What are the property facts for 21 Windsor Dr?
21 Windsor Dr is a 3 bed, 2 bath, 1,468 sqft, 22,216 sqft lot single_family.
Is 21 Windsor Dr a flip candidate?
No — 21 Windsor Dr does not appear in our flips dataset.
Is 21 Windsor Dr a tax-appeal candidate?
No — 21 Windsor Dr is not currently flagged as a tax-appeal candidate.

Forecast for this area

ZIP-area linear projection — not a per-property automated valuation
Quarterly trend
+9.8%
Implied 1-yr
+39.2%
2026 Q2
$5.96M
2026 Q3
$6.21M
ZIP 02539 — Median Price History + Forecast

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