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44 Chesterton Rd

Wellesley, MA 02481

4 bd 3 ba 2,249 sqft Built 1950 Lot 10,019 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 $1,710,000 $1,039,000 $2,749,000 $28,260
2024 $269,000 $903,000 $1,172,000 $12,201
2023 $173,000 $767,000 $940,000 $10,763
2022 $244,000 $657,000 $901,000 $10,524
2021 $244,000 $657,000 $901,000 $10,587
2020 $244,000 $657,000 $901,000 $10,416
2019 $244,000 $657,000 $901,000 $10,425
2018 $213,000 $651,000 $864,000 $10,325
2017 $213,000 $650,000 $863,000 $10,175
2015 $206,000 $640,000 $846,000 $9,780
2014 $266,000 $505,000 $771,000 $8,897
2006 $165,000 $501,000 $666,000 $5,541
2005 $144,000 $469,000 $613,000 $5,149
2004 $144,000 $430,000 $574,000 $4,913
2003 $144,000 $391,000 $535,000 $4,344

Property facts

Year built
1950
Property type
single_family
Stories
Beds
4
Baths
3
Living area
2,249 sqft
Lot size
10,019 sqft
ZIP code
02481
City
Wellesley
Street
Chesterton Rd
Coordinates
42.31475, -71.31465

Comparable properties nearby

Block-level micro-comps

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

Frequently asked questions

When did 44 Chesterton Rd last sell?
No public-record sale is on file for 44 Chesterton Rd.
What is the current tax assessment for 44 Chesterton Rd?
The most recent total assessment for 44 Chesterton Rd (year 2025) is $2,749,000 with $28,260 in property tax.
When was 44 Chesterton Rd built?
44 Chesterton Rd was built in 1950.
How does 44 Chesterton Rd compare to others on Chesterton Rd?
We track 8 other properties on Chesterton Rd. Browse the list under "Other properties on Chesterton Rd" to compare beds, baths, and sale history.
What are the property facts for 44 Chesterton Rd?
44 Chesterton Rd is a 4 bed, 3 bath, 2,249 sqft, 10,019 sqft lot single_family.
Is 44 Chesterton Rd a flip candidate?
No — 44 Chesterton Rd does not appear in our flips dataset.
Is 44 Chesterton Rd a tax-appeal candidate?
No — 44 Chesterton Rd 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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