OFF MARKET

Off Market Sep 2020 for $2.3M

$3,139,239

Est. refi paymentEst. refi $14,509/mo

•

5,112

sq ft

42 Chestnut St, Wellesley, MA 02481

About this home

Stunning Colonial in desirable Wellesley Farms neighborhood offers flexible and inviting floor plan with stylish finishes throughout. Bright open foyer leads to elegant fireplaced living room with French doors opening to much sought-after private home office featuring custom built-ins. Expansive sun filled dining room with bay window leads to gourmet chefs kitchen including center island, stainless steel appliances, breakfast area and butler pantry. Fantastic family room with fireplace and access to private outdoor patio provides excellent entertaining options and indoor/outdoor living opportunity. Generous master suite includes spa-like bath and spacious walk in closet with built in organization features. Three additional bedrooms, bonus space, and laundry room complete the second floor. Beautiful professionally landscaped grounds surround two stone patios and wonderful screened in porch featuring gorgeous stone fireplace. Fantastic opportunity in an excellent location!

Single-familyProperty Type

1993Year Built

0.32 acresLot Size

$614Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Debi Benoit • Gibson Sotheby's International Realty

Bought with Simon Collaborative Group • Gibson Sotheby's International Realty

Redfin checked: a few seconds ago

•Source:MLS PIN #72694046

Redfin Estimate

$3,139,239

$794K since sold in September 2020$51K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.2% higher than the average sale price ($3.01M) of 6 comparable homes.

SOLD APR 13, 2026
$2,500,000
A
5 beds4.5 baths5,261 sq ft
1 Clock Tower Dr, Wellesley, MA 02481
SOLD JUN 9, 2026
$2,350,000
B
5 beds5.5 baths4,550 sq ft
7 Bemis Rd, Wellesley, MA 02481
SOLD AUG 28, 2026
$5,250,000
C
5 beds6 baths5,230 sq ft
14 Bristol Rd, Wellesley, MA 02481
SOLD MAR 6, 2026
$1,825,000
D
5 beds4.5 baths4,580 sq ft
25 Shaw Rd, Wellesley, MA 02481
SOLD MAR 5, 2026
$2,500,000
E
4 beds3.5 baths4,870 sq ft
3 Garden Rd, Wellesley, MA 02481
SOLD MAY 8, 2026
$3,650,000
F
5 beds5.5 baths5,833 sq ft
12 Bird Hill Ave, Wellesley, MA 02481

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Earn from this home

Sell

$1,326,658

Est. take-home

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Refinance

Est. cash available

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Rent

$6,037/mo

Redfin rental estimate

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Market trends in 02481, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.2%

0.6% MoM

Median sale price

$2.6M

$189K MoM

Avg. days on market

15d

0 days MoM

Recently sold homes

0 MoM

New listings for sale

OPEN FRI, 4:30PM TO 6PM
$2,390,000
5 beds3.5 baths4,149 sq ft
76 Mclean St, Wellesley, MA 02481
$3,595,000
6 beds5 baths6,525 sq ft
151 Oakland St, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 42 Chestnut St

Date

Event

Price

MLS PIN #72694046

Sep 14, 2020

Sold

$2,345,325

$459/sq ft

Jul 31, 2020

Contingent

—

Jul 18, 2020

Listed

$2,450,000

$479/sq ft

Public Records

Apr 7, 2020

Sold

$2,295,000

$449/sq ft

MLS PIN #71299697

Jun 11, 2013

Sold

$1,590,000

$311/sq ft

Feb 3, 2013

Contingent

—

Sep 24, 2012

Price Changed

$1,650,000

$323/sq ft

Apr 18, 2012

Price Changed

$1,745,000

$341/sq ft

Oct 12, 2011

Listed

$1,795,000

$351/sq ft

+15

Spacious Wellesley Farms Colonial offers approx. 5,000 sq.ft of living space, high ceilings and lovely architectural detail. This beautiful sun filled home features generous eat-in kitchen with Butler’s Pantry, fireplaced Family Room, 1st floor office & formal Living and Dining rooms. Serene 3 season screened porch with stone fireplace overlooks patio and newly landscaped, enlarged yard. Much sought after neighborhood close to train, town and shops. Pristine condition.

Public Records

Aug 26, 2008

Sold

$1,685,000

$330/sq ft

MLS PIN #70777516

Aug 25, 2008

Listing Removed

—

Aug 25, 2008

Sold

$1,685,000

$330/sq ft

Jul 22, 2008

Contingent

—

Jun 13, 2008

Listed

$1,795,000

$351/sq ft

Wonderful Wellesley Farms Colonial offers over 5,000 sq.ft. of living space, high ceilings and lovely architectural detail. This spacious, sun filled home features generous eat-in kitchen with butler's pantry, fireplaced family room, 1st floor office & formal living and dining rooms. Serene 3 season screened porch with stone fireplace overlooks patio & newly landscaped, enlarged yard. Much sought after neighborhood close to train, town, shops. Pristine condition. Just move in!

Year

Property tax

Land + Additions

Assessment*

2023

$25,545 (−0.4%)

$854,000 + $1,377,000

$2,231,000

2022

$25,649 (+12.8%)

$765,000 + $1,431,000

$2,196,000

2021

$22,736 (+15.6%)

$733,000 + $1,202,000

$1,935,000

2020

$19,675

$733,000 + $969,000

$1,702,000

2019

$19,692 (+0.2%)

$733,000 + $969,000

$1,702,000

2018

$19,646 (+1.4%)

$852,000 + $792,000

$1,644,000

2017

$19,383 (+1.0%)

$852,000 + $792,000

$1,644,000

2015

$19,190 (−0.2%)

$838,000 + $822,000

$1,660,000

2014

$19,237 (+3.3%)

$743,000 + $924,000

$1,667,000

2013

$18,626 (+1.9%)

$696,000 + $896,000

$1,592,000

2012

$18,276 (+0.8%)

$696,000 + $896,000

$1,592,000

2011

$18,139 (+6.0%)

$650,000 + $937,000

$1,587,000

2010

$17,114 (−1.7%)

$696,000 + $937,000

$1,633,000

2009

$17,415

$949,000 + $890,000

$1,839,000

Tax history for 42 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$25,545 (−0.4%)

$854,000 + $1,377,000

$2,231,000

2022

$25,649 (+12.8%)

$765,000 + $1,431,000

$2,196,000

2021

$22,736 (+15.6%)

$733,000 + $1,202,000

$1,935,000

2020

$19,675

$733,000 + $969,000

$1,702,000

2019

$19,692 (+0.2%)

$733,000 + $969,000

$1,702,000

2018

$19,646 (+1.4%)

$852,000 + $792,000

$1,644,000

2017

$19,383 (+1.0%)

$852,000 + $792,000

$1,644,000

2015

$19,190 (−0.2%)

$838,000 + $822,000

$1,660,000

2014

$19,237 (+3.3%)

$743,000 + $924,000

$1,667,000

2013

$18,626 (+1.9%)

$696,000 + $896,000

$1,592,000

2012

$18,276 (+0.8%)

$696,000 + $896,000

$1,592,000

2011

$18,139 (+6.0%)

$650,000 + $937,000

$1,587,000

2010

$17,114 (−1.7%)

$696,000 + $937,000

$1,633,000

2009

$17,415

$949,000 + $890,000

$1,839,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

4.5

Stories

Lot width

—

Lot depth

—

Lot size

0.32 Acres

Year renovated

—

Sq. Ft.

5,112

Year built

1993

Style

Single Family Residential

County

Norfolk County

APN

259813

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Attached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 342
Length: 18
Width: 19
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Walk-In Closet(s),Closet/Cabinets - Custom Built,Recessed Lighting,Lighting - Sconce

Bedroom #2 Information
Area: 216
Length: 18
Width: 12
Level: Second
Features: Bathroom - Full,Closet,Recessed Lighting

Bedroom #3 Information
Area: 216
Length: 18
Width: 12
Level: Second
Features: Walk-In Closet(s),Recessed Lighting

Bedroom #4 Information
Area: 182
Length: 13
Width: 14
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Recessed Lighting

Bedroom #5 Information
Area: 609
Length: 21
Width: 29
Level: Second
Features: Ceiling Fan(s),Closet,Recessed Lighting

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Marble,Countertops - Stone/Granite/Solid,Recessed Lighting,Lighting - Sconce,Pedestal Sink

Bathroom #2 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Recessed Lighting

Bathroom #3 Information
Level: Second
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile,Recessed Lighting,Pedestal Sink

Living Room Information
Area: 342
Length: 18
Width: 19
Level: Main,First
Features: Flooring - Hardwood,French Doors,Recessed Lighting,Crown Molding

Family Room Information
Area: 378
Length: 18
Width: 21
Level: Main,First
Features: Exterior Access,Recessed Lighting,Slider,Crown Molding

Dining Room Information
Area: 252
Length: 18
Width: 14
Level: Main,First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Recessed Lighting,Wainscoting,Crown Molding

Kitchen Information
Area: 418
Length: 22
Width: 19
Level: Main,First
Features: Flooring - Hardwood,Dining Area,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant,Crown Molding

Office Room Information
Area: 165
Length: 15
Width: 11
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting,Crown Molding

Basement Information
Basement: Full, Sump Pump, Radon Remediation System, Concrete, Unfinished

Laundry Information
Laundry Features: Flooring - Stone/Ceramic Tile, Recessed Lighting, Sink, Second Floor, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 4
Fireplace Features: Family Room, Living Room, Master Bedroom

Interior Features
# of Rooms (Total): 10
Door Features: French Doors
Flooring: Tile, Marble, Hardwood, Flooring - Hardwood
Interior Features: Closet/Cabinets - Custom Built, Recessed Lighting, Crown Molding, Office, Central Vacuum

Exterior

Building Information
Building Area (Total): 5,112
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual
Color: Grey

Exterior Features
Roof: Shingle
Patio And Porch Features: Screened, Patio
Exterior Features: Porch - Screened, Patio, Rain Gutters, Professional Landscaping, Sprinkler System

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat
Security Features: Security System

Lot Information
Lot Size (Acres): 0.32
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $19,675
Tax Year: 2020

Utilities

Utility Information
Utilities: for Gas Range, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Baseboard, Radiant, Natural Gas, Fireplace
Cooling: Central Air

Location

Location Information
Directions: Cliff Road to Chestnut St
UnparsedAddress: 42 Chestnut Street, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Highway Access, Public School, T-Station, University

Public facts

Beds: 4
Baths: 4.5
Sq. Ft.: 5,112
Stories: 2.0
Lot Size: 0.32 acres
Style: Single Family Residential
Year Built: 1993
Year Renovated: —
County: Norfolk County
APN: 259813

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 4

Listing Information
Exclusions: See Listing Agent.
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 1.2mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 1.0mi

8/10

Wellesley High School

Public 9-12 • Assigned • 1.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

1/10 Fire Factor

Unlikely to be in a wildfire in next 30 years

5/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

54% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Wellesley, MA • 02481

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.98M – $3.61M

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Home values near 42 Chestnut St

Data from public records.

Address	Redfin Estimate
33 Chestnut St, Wellesley, MA 4 Beds \| 4.5 Baths \| 3845 Sq. Ft.	$2,628,149
27 Chestnut St, Wellesley, MA 6 Beds \| 4.5 Baths \| - Sq. Ft.	$3,400,614

Address	Redfin Estimate
37 Chestnut St, Wellesley, MA 4 Beds \| 3.5 Baths \| 4660 Sq. Ft.	$2,765,397
41 Chestnut St, Wellesley, MA 8 Beds \| 3.5 Baths \| 5347 Sq. Ft.	$3,984,031

Address	Redfin Estimate
31 Chestnut St, Wellesley, MA 5 Beds \| 3.5 Baths \| 2982 Sq. Ft.	$2,168,224
46 Chestnut St, Wellesley, MA 5 Beds \| 5 Baths \| 4014 Sq. Ft.	$2,825,143

Property information provided by MLS PIN when last listed in 2020. This data may not match . Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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About this home

Redfin Estimate

Earn from this home

Market trends in 02481, MA

Sale history for 42 Chestnut St

Tax history for 42 Chestnut St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02481

Home values near 42 Chestnut St

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