SOLD MAY 6, 2026

Sold on may 2026

$2,450,000

•

3,369

sq ft

40 Chestnut St, Wellesley, MA 02481

Track this home’s value and nearby sales activity

About this home

Sunday Open House Canceled! Brimming with charm and fine detail, 40 Chestnut Street, Wellesley, MA 02481 is a sun-splashed Shingle-style home with a wraparound porch on a coveted Wellesley Farms street. A welcoming foyer with a turned staircase opens to inviting living and dining rooms, plus a sunlit eat-in kitchen with marble countertops and backsplash and premium appliances. 5 bedrooms and 3.5 baths include a primary suite with a sitting room or office, along with two additional bedrooms on the third floor. Enjoy a finished lower level, landscaped grounds, and a patio. Major improvements include a new two-car garage, EV-ready 200-amp underground electrical service, and a high-efficiency Carrier Infinity gas and heat pump HVAC system, plus MassSave insulation, restored windows, Ethernet wiring, refreshed hall bath, and fresh interior paint. Close to Wellesley Square, the commuter rail, Route 9, I-95/128 and the Mass Pike. Classic character and a standout Wellesley address.

Single-familyProperty Type

1901Year Built

0.3 acresLot Size

$727Price/Sq.Ft.

2 garage spacesParking

Listed by Paul Neavyn • Gibson Sotheby's International Realty

Listed by • Gibson Sotheby's International Realty

Bought with Melissa Dailey • Coldwell Banker Realty - Wellesley

Redfin checked: a minute ago

•Source:MLS PIN #73474474

Redfin Estimate

$2,870,009

$420K since sold in May 2026$9,000 since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 40.2% higher than the average sale price ($2.05M) of 6 comparable homes.

SOLD AUG 7, 2026
$1,616,000
A
6 beds3.5 baths3,447 sq ft
225 Walnut St, Wellesley, MA 02481
SOLD AUG 14, 2026
$2,480,000
B
4 beds3.5 baths3,610 sq ft
10 Kirkland Cir, Wellesley, MA 02481
SOLD AUG 19, 2026
$1,895,000
C
4 beds3 baths2,695 sq ft
25 Riverdale Rd, Wellesley, MA 02481
SOLD JUL 31, 2026
$2,100,000
D
4 beds3.5 baths2,953 sq ft
2 Woodlawn Oval, Wellesley, MA 02481
SOLD JUN 26, 2026
$2,525,000
E
4 beds3.5 baths3,497 sq ft
35 Arnold Rd, Wellesley, MA 02481
SOLD JUL 17, 2026
$1,665,000
F
5 beds4 baths3,096 sq ft
80 Washington St, Wellesley, MA 02481

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Market trends in 02481, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.8%

1.3% MoM

Median sale price

$2.5M

$91K MoM

Avg. days on market

17d

2 days MoM

Recently sold homes

8 MoM

New listings for sale

OPEN SUN, 12PM TO 1:30PM
$2,595,000
4 beds5 baths5,735 sq ft
31 Alba Rd, Wellesley, MA 02481
OPEN SUN, 12PM TO 2PM
$4,350,000
5 beds5 baths5,989 sq ft
135 Edmunds Rd, Wellesley, MA 02481
OPEN SUN, 11AM TO 1PM
$1,475,000
3 beds2.5 baths2,494 sq ft
12 Grantland Rd, Wellesley, MA 02481
OPEN SUN, 11AM TO 12:30PM
$2,895,000
4 beds5 baths4,800 sq ft
37 Wall St, Wellesley, MA 02481
$3,195,000
5 beds4.5 baths5,044 sq ft
16 Rockland St, Wellesley, MA 02481
OPEN SUN, 11AM TO 12:30PM
$4,395,000
5 beds5 baths5,717 sq ft
19 Salem Rd, Wellesley, MA 02481
OPEN SUN, 12PM TO 1:30PM
$3,080,000
4 beds3.5 baths4,820 sq ft
28 Jefferson Rd, Wellesley, MA 02481
LISTED BY REDFIN
$995,000
1 bed1.5 baths1,205 sq ft
63 Garden Rd Unit C-5, Wellesley, MA 02481
OPEN SUN, 11AM TO 12:30PM
$1,695,000
3 beds2.5 baths2,490 sq ft
24 Cliff Rd, Wellesley, MA 02481
$6,850,000
7 beds7 baths7,652 sq ft
12 Lowell Rd, Wellesley, MA 02481
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Rental estimate

Est. $5,379 per month, based on comparable rentals

Sale and tax history for 40 Chestnut St

Sale History
Tax History

Date

Event

Price

MLS PIN #73474474

May 6, 2026

Sold

$2,450,000

$727/sq ft

Feb 8, 2026

Contingent

—

Feb 4, 2026

Listed

$2,450,000

$727/sq ft

MLS PIN #72440751

Feb 25, 2019

Sold

$1,690,000

$502/sq ft

Jan 21, 2019

Pending

—

Jan 14, 2019

Listed

$1,595,000

$473/sq ft

+20

Brimming with charm and fine details and replete with updates that reflect today's style. Sun-splashed Shingle-style residence enhanced with a wrap around front porch and set on a prestigious street in the heart of Wellesley Farms. Warm, inviting front foyer with polished hardwood floors, turned staircase and tall ceilings. The gorgeous, custom eat-in kitchen was beautifully designed and has marble countertops and backsplash, and top of the line appliances. Baths are tastefully updated. Each of the bedrooms is a generous size including a master suite with an office/lounge area. The third floor has two bedrooms with sweeping views of this much-desired neighborhood. The finished lower level is a great casual spot to relax and enjoy. The professionally landscaped grounds include handsome stonework and a lovely patio. All this plus you can walk to shops, restaurants and the train. You're going to love to come home.

MLS PIN #70874794

Jun 30, 2009

Sold

$1,210,000

$359/sq ft

Apr 7, 2009

Contingent

—

Mar 6, 2009

Price Changed

$1,279,000

$380/sq ft

Feb 11, 2009

Listed

$1,349,000

$400/sq ft

A glorious Shingle Style 1890 jewel-box like residence. A gorgeous custom kitchen with every thoughtful detail, marble countertops and backsplash, and top of the line appliances. Baths are beautifully and tastefully renovated. Many updates include state-of-the art heating, air conditioning, and sound systems. Superb landscaping. One of the prettiest streets in prestigious Farms location. Walk to shops and train.

MLS PIN #30569265

Mar 15, 2002

Sold

$985,000

$292/sq ft

Jan 26, 2002

Listing Removed

—

Jan 3, 2002

Listed

$999,000

$297/sq ft

Public Records

Sep 1, 1989

Sold

$241,000

$72/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$18,778 (+5.8%)

$838,000 + $802,000

$1,640,000

2022

$17,742 (+1.5%)

$751,000 + $768,000

$1,519,000

2021

$17,484 (+1.6%)

$720,000 + $768,000

$1,488,000

2020

$17,201 (+15.3%)

$720,000 + $768,000

$1,488,000

2019

$14,914 (−2.1%)

$720,000 + $569,000

$1,289,000

2018

$15,236 (+2.3%)

$845,000 + $430,000

$1,275,000

2017

$14,891 (+5.4%)

$845,000 + $418,000

$1,263,000

2015

$14,126 (+0.5%)

$830,000 + $392,000

$1,222,000

2014

$14,056 (−1.5%)

$736,000 + $482,000

$1,218,000

2013

$14,274 (−5.2%)

$691,000 + $529,000

$1,220,000

2012

$15,050 (+18.4%)

$691,000 + $620,000

$1,311,000

2011

$12,710 (+5.4%)

$645,000 + $467,000

$1,112,000

2010

$12,062 (−6.1%)

$691,000 + $460,000

$1,151,000

2009

$12,851

$941,000 + $416,000

$1,357,000

Public record

Beds

Baths

3.5

Stories

Lot width

—

Lot depth

—

Lot size

12,881

Year renovated

—

Sq. Ft.

3,369

Year built

1901

Style

Single Family Residential

County

Norfolk County

APN

259812

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

—

Last updated by owner on Sep 21, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 2
# of Covered Spaces: 2
Open Parking Spaces: 6
Parking Spaces: 8
Parking Features: Detached, Garage Door Opener, Paved Drive, Off Street, Paved

Interior

Virtural Tour Information
Virtual Tour 1 (External Link)

Master Bedroom Information
Area: 270
Length: 18
Width: 15
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #2 Information
Area: 221
Length: 17
Width: 13
Level: Second
Features: Closet,Flooring - Hardwood,Window(s) - Stained Glass,Lighting - Overhead

Bedroom #3 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Sconce

Bedroom #4 Information
Area: 180
Length: 15
Width: 12
Level: Third
Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #5 Information
Area: 270
Length: 18
Width: 15
Level: Third
Features: Ceiling Fan(s),Flooring - Hardwood,Recessed Lighting

Bathroom Information
# of Bathrooms (Full): 3
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 50
Length: 10
Width: 5
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Lighting - Sconce,Lighting - Overhead

Bathroom #2 Information
Area: 35
Length: 7
Width: 5
Level: Second
Features: Bathroom - Tiled With Shower Stall,Closet,Countertops - Stone/Granite/Solid,Recessed Lighting,Lighting - Overhead

Bathroom #3 Information
Area: 63
Length: 9
Width: 7
Level: Basement
Features: Bathroom - With Shower Stall,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Lighting - Sconce

Living Room Information
Area: 323
Length: 19
Width: 17
Level: First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Window(s) - Stained Glass,Recessed Lighting,Pocket Door

Dining Room Information
Area: 208
Length: 16
Width: 13
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Lighting - Overhead,Pocket Door

Kitchen Information
Area: 224
Length: 16
Width: 14
Level: Main,First
Features: Flooring - Stone/Ceramic Tile,Window(s) - Bay/Bow/Box,Dining Area,Countertops - Stone/Granite/Solid,Breakfast Bar / Nook,Recessed Lighting,Stainless Steel Appliances,Pot Filler Faucet,Lighting - Pendant

Basement Information
Basement: Full, Partially Finished, Interior Entry

Laundry Information
Laundry Dimen: 11X7
Laundry Features: Electric Dryer Hookup, Recessed Lighting, Washer Hookup, In Basement

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2
Fireplace Features: Living Room

Appliances
Appliances: Gas Water Heater, Water Heater, Range, Dishwasher, Disposal, Trash Compactor, Refrigerator, Washer, Dryer, Range Hood

Interior Features
# of Rooms (Total): 9
Flooring: Tile, Hardwood, Stone / Slate, Flooring - Hardwood
Interior Features: Lighting - Overhead, Bathroom - Half, Pedestal Sink, Closet, Countertops - Stone/Granite/Solid, Cabinets - Upgraded, Recessed Lighting, Breakfast Bar / Nook, Lighting - Pendant, Entrance Foyer, Bathroom, Bonus Room, Internet Available - Unknown

Exterior

Building Information
Building Area (Total): 3,369
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since
Color: Grey

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Patio
Exterior Features: Porch, Patio, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall

Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 2573
Below Grade Finished Area: 796
ADU: N

Lot Information
Lot Size (Acres): 0.3
Lot Features: Gentle Sloping
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $20,951
Tax Year: 2025

Utilities

Utility Information
Utilities: for Gas Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 110 Volts, 220 Volts, Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Forced Air, Heat Pump, Natural Gas, Fireplace
Cooling: Central Air, Heat Pump, Ductless

Location

School Information
Elementary School: Sprague
Middle Or Junior School: Wellesley Middle
High School: Wellesley High

Location Information
Directions: Route 16 to Cliff Road to Chestnut Street
UnparsedAddress: 40 Chestnut Street, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Golf, Bike Path, Conservation Area, Highway Access, Private School, Public School

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,369
Stories: 2.0
Parking Spaces: 8
Basement: Yes
Accessible: No
Lot Size: 0.3 acres
Style: Single Family Residential
Year Built: 1901
Year Renovated: —
County: Norfolk County
APN: 259812
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Sep 21, 2026

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: Seller's Personal Belongings
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

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

81/ 100

Very good sunlight

Sunscore

There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

9.1 hrs

3.6 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.73M – $3.30M

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LISTED BY REDFIN

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Home values near 40 Chestnut St

Data from public records.

Address	Redfin Estimate
33 Chestnut St, Wellesley, MA 4 Beds \| 4.5 Baths \| 3845 Sq. Ft.	$2,679,686
27 Chestnut St, Wellesley, MA 6 Beds \| 4.5 Baths \| - Sq. Ft.	$3,511,538

Address	Redfin Estimate
37 Chestnut St, Wellesley, MA 4 Beds \| 3.5 Baths \| 4660 Sq. Ft.	$2,712,227
23 Chestnut St, Wellesley, MA 5 Beds \| 3.5 Baths \| 4068 Sq. Ft.	$2,964,751

Address	Redfin Estimate
31 Chestnut St, Wellesley, MA 5 Beds \| 3.5 Baths \| 2982 Sq. Ft.	$2,145,409
41 Chestnut St, Wellesley, MA 8 Beds \| 3.5 Baths \| 5347 Sq. Ft.	$3,946,563

Property information provided by MLS PIN when last listed in 2026. This data may not show owner updates. Learn more.

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GreatSchools Ratings provided by GreatSchools.org.

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40 Chestnut St, Wellesley, MA 02481

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About this home

Redfin Estimate

Market trends in 02481, MA

Homeowner tools

Sale and tax history for 40 Chestnut St

Public record

Property details

Parking

Interior

Exterior

Financial

Utilities

Location

Public facts

Other

Around this home

Schools

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02481

Home values near 40 Chestnut St

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