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23 Chestnut St

Wellesley, MA 02481

5 bd 4 ba 4,068 sqft Built 1905 Lot 15,682 sqft single_family
Most recent sale
$2,710,000
Jun 13, 2022

Location

Timeline: Sale, Listing & Tax History

Recorded events

DateEventPriceSource
Jun 13, 2022 Sold $2,710,000 MLS #72971202
Dec 15, 2014 Sold $1,744,000 MLS #71743041
Sep 13, 2014 Listed $1,795,000 MLS #71743041
Jun 26, 1998 Sold $1,100,000 Public Record

Tax assessment history

YearBuildingLandTotal assessedTax paid
2025 $1,642,000 $1,146,000 $2,788,000 $28,661
2024 $1,594,000 $997,000 $2,591,000 $26,972
2023 $1,435,000 $883,000 $2,318,000 $26,541
2022 $1,413,000 $791,000 $2,204,000 $25,743
2021 $1,413,000 $758,000 $2,171,000 $25,509
2020 $885,000 $758,000 $1,643,000 $18,993
2019 $885,000 $758,000 $1,643,000 $19,010
2018 $825,000 $860,000 $1,685,000 $20,136
2017 $825,000 $860,000 $1,685,000 $19,866
2015 $574,000 $845,000 $1,419,000 $16,404
2014 $665,000 $749,000 $1,414,000 $16,318
2006 $521,000 $1,000,000 $1,521,000 $12,655
2005 $481,000 $975,000 $1,456,000 $12,230
2004 $481,000 $975,000 $1,456,000 $12,463
2003 $481,000 $975,000 $1,456,000 $11,823

Property facts

Year built
1905
Property type
single_family
Stories
Beds
5
Baths
4
Living area
4,068 sqft
Lot size
15,682 sqft
ZIP code
02481
City
Wellesley
Street
Chestnut St
Coordinates
42.31531, -71.27837

Comparable properties nearby

Investment analysis

Estimates based on local averages — not personalized advice
Estimated monthly rent
$11,797
Gross rental yield
5.22%
Implied cap rate
3.40%
Trend-extrapolated value

Frequently asked questions

When did 23 Chestnut St last sell?
23 Chestnut St most recently sold on Jun 13, 2022 for $2,710,000.
What is the current tax assessment for 23 Chestnut St?
The most recent total assessment for 23 Chestnut St (year 2025) is $2,788,000 with $28,661 in property tax.
How does 23 Chestnut St's assessment compare to its last sale price?
The current assessment is 2.9% above the last sale price of $2,710,000.
When was 23 Chestnut St built?
23 Chestnut St was built in 1905.
How does 23 Chestnut St compare to others on Chestnut St?
We track 5 other properties on Chestnut St. Browse the list under "Other properties on Chestnut St" to compare beds, baths, and sale history.
What are the property facts for 23 Chestnut St?
23 Chestnut St is a 5 bed, 4 bath, 4,068 sqft, 15,682 sqft lot single_family.
Is 23 Chestnut St a flip candidate?
No — 23 Chestnut St does not appear in our flips dataset.
Is 23 Chestnut St a tax-appeal candidate?
No — 23 Chestnut St 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
-3.8%
Implied 1-yr
-15.1%
2026 Q3
$2.95M
2026 Q4
$2.95M
ZIP 02481 — Median Price History + Forecast

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