Off market may 2019 for $1.9M

$2,830,950

Est. refi paymentEst. refi $4,407/mo

•

3,449

sq ft

1 Chestnut St, Wellesley, MA 02481

About this home

This spectacular, exquisitely renovated residence is in a wonderful location within minutes to commuter rail, major roadways, shops and schools. From the elegant front entry, the open floor plan lends itself perfectly for grand scale entertaining or cozy family gatherings. Features include soaring ceilings, magnificent restoration of period detail, and walls of windows allowing an abundance of natural light to fill each room. The well-designed cook's kitchen has quartzite counters, white custom cabinets, high-end appliances and access to the yard & oversized deck. The family room also has a sliding glass door to the yard. There are 3 bedrooms and a hall bathroom on the 2nd level, including a stunning master suite. The spa-like bathroom has radiant heated floors, soaking tub with a built-in T.V., double sinks & custom built dressing room with an island. The 3rd level has 2 additional bedrooms, an office and spacious updated bathroom. The beautiful level fenced-yard has mature plantings.

Single-familyProperty Type

1900Year Built

0.39 acresLot Size

$821Est. Price/Sq.Ft.

2 garage spacesParking

Listed by The Kennedy Lynch GoldTeam • Hammond Residential Real Estate

Bought with Alex Rufo • Rufo Realty

Redfin checked: 2 minutes ago

•Source:MLS PIN #72460503

Redfin Estimate

$2,830,950

$931K since sold in May 2019$23K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 30.3% higher than the average sale price ($2.17M) of 6 comparable homes.

SOLD MAY 6, 2026
$2,450,000
A
5 beds3.5 baths3,369 sq ft
40 Chestnut St, Wellesley, MA 02481
SOLD JUN 26, 2026
$2,525,000
B
4 beds3.5 baths3,497 sq ft
35 Arnold Rd, Wellesley, MA 02481
SOLD AUG 5, 2026
$2,325,000
C
4 beds3.5 baths3,406 sq ft
53 Audubon Rd, Wellesley, MA 02481
SOLD JUN 12, 2026
$2,225,000
D
5 beds3.5 baths2,590 sq ft
120 Forest St, Wellesley, MA 02481
SOLD AUG 19, 2026
$1,895,000
E
4 beds3 baths2,695 sq ft
25 Riverdale Rd, Wellesley, MA 02481
SOLD AUG 7, 2026
$1,616,000
F
6 beds3.5 baths3,447 sq ft
225 Walnut St, Wellesley, MA 02481

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Sell

$1,396,648

Est. take-home

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Est. cash available

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Rent

$5,683/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

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

$6,850,000
7 beds7 baths7,652 sq ft
12 Lowell Rd, Wellesley, MA 02481
$1,149,998
3 beds1.5 baths1,813 sq ft
296 Linden St, Wellesley, MA 02481
EARLY ACCESS
$4,750,000
6 beds7 baths6,133 sq ft
71 Fairbanks Ave, Wellesley, MA 02481
$2,795,000
4 beds3.5 baths3,725 sq ft
8 Tennyson Rd, Wellesley, MA 02481
EARLY ACCESS
Unknown
6 beds7 baths8,038 sq ft
22 Plymouth Rd, Wellesley, MA 02481
$2,545,000
5 beds3.5 baths4,086 sq ft
21 Elmwood Rd, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 1 Chestnut St

Date

Event

Price

MLS PIN #72460503

May 30, 2019

Sold

$1,900,000

$551/sq ft

Mar 16, 2019

Pending

—

Mar 5, 2019

Listed

$1,899,000

$551/sq ft

MLS PIN #71985221

Sep 30, 2016

Sold

$1,421,200

$412/sq ft

Aug 9, 2016

Pending

—

Aug 4, 2016

Price Changed

$1,399,000

$406/sq ft

Jun 8, 2016

Price Changed

$1,495,000

$433/sq ft

May 17, 2016

Price Changed

$1,599,000

$464/sq ft

Apr 27, 2016

Price Changed

$1,695,000

$491/sq ft

Apr 13, 2016

Relisted

—

Apr 13, 2016

Pending

—

Apr 8, 2016

Listed

$1,749,000

$507/sq ft

+19

Captivating 11 room, 6 bedroom home is a masterful blend of old world charm and 21st Century updates. Sumptuous millwork, high ceilings and original detail accent the newly renovated kitchen and baths all with radiant heated floors. Luxurious entrance with fireplace, entertainment sized dining room and family room with french doors that leads to an expansive deck overlooking manicured gardens and large level yard makes entertaining easy. On the second floor, built in bookshelves and reading nook create a dramatic entry to the master suite which boasts large walk in closet and stunning bath. Three additional bedrooms on the second floor and 2 bedrooms, full bath and office on third floor will accommodate a growing family for years to come. New roof, furnace and windows offer the best of both worlds in this turn of the century gem! A short walk to Wellesley Hills commuter train and fabulous shops and restaurants with convenient access to all major routes. An incredible value!

MLS PIN #30765276

Dec 16, 2003

Sold

$1,173,000

$340/sq ft

Sep 30, 2003

Listing Removed

—

Sep 8, 2003

Listed

$1,295,000

$375/sq ft

MLS PIN #30289418

Jun 4, 1999

Sold

$950,000

$275/sq ft

Feb 3, 1999

Listing Removed

—

Jan 29, 1999

Listed

$965,000

$280/sq ft

Public Records

Jul 31, 1995

Sold

$345,000

$100/sq ft

Public Records

Jun 11, 1993

Sold

$625,000

$181/sq ft

Public Records

Jul 30, 1987

Sold

$473,000

$137/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$21,583 (+2.0%)

$925,000 + $960,000

$1,885,000

2022

$21,152 (+1.3%)

$828,000 + $983,000

$1,811,000

2021

$20,880 (+1.6%)

$794,000 + $983,000

$1,777,000

2020

$20,542 (+18.8%)

$794,000 + $983,000

$1,777,000

2019

$17,286 (+1.9%)

$794,000 + $700,000

$1,494,000

2018

$16,957 (+1.0%)

$868,000 + $551,000

$1,419,000

2017

$16,789 (+4.4%)

$867,000 + $557,000

$1,424,000

2016

$16,077 (+2.2%)

$852,000 + $507,000

$1,359,000

2015

$15,733 (+7.1%)

$853,000 + $508,000

$1,361,000

2014

$14,690 (−0.4%)

$681,000 + $592,000

$1,273,000

2013

$14,754 (+1.9%)

$638,000 + $623,000

$1,261,000

2012

$14,476 (+2.1%)

$638,000 + $623,000

$1,261,000

2011

$14,185 (+3.4%)

$617,000 + $624,000

$1,241,000

2010

$13,718 (+6.7%)

$685,000 + $624,000

$1,309,000

2009

$12,860

$819,000 + $539,000

$1,358,000

Tax history for 1 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$21,583 (+2.0%)

$925,000 + $960,000

$1,885,000

2022

$21,152 (+1.3%)

$828,000 + $983,000

$1,811,000

2021

$20,880 (+1.6%)

$794,000 + $983,000

$1,777,000

2020

$20,542 (+18.8%)

$794,000 + $983,000

$1,777,000

2019

$17,286 (+1.9%)

$794,000 + $700,000

$1,494,000

2018

$16,957 (+1.0%)

$868,000 + $551,000

$1,419,000

2017

$16,789 (+4.4%)

$867,000 + $557,000

$1,424,000

2016

$16,077 (+2.2%)

$852,000 + $507,000

$1,359,000

2015

$15,733 (+7.1%)

$853,000 + $508,000

$1,361,000

2014

$14,690 (−0.4%)

$681,000 + $592,000

$1,273,000

2013

$14,754 (+1.9%)

$638,000 + $623,000

$1,261,000

2012

$14,476 (+2.1%)

$638,000 + $623,000

$1,261,000

2011

$14,185 (+3.4%)

$617,000 + $624,000

$1,241,000

2010

$13,718 (+6.7%)

$685,000 + $624,000

$1,309,000

2009

$12,860

$819,000 + $539,000

$1,358,000

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

0.39 Acres

Year renovated

—

Sq. Ft.

3,449

Year built

1900

Style

Single Family Residential

County

Norfolk County

APN

259382

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
Parking Features: Detached, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 224
Length: 14
Width: 16
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Flooring - Wall to Wall Carpet,French Doors,Dressing Room,Recessed Lighting,Wainscoting,Lighting - Sconce,Crown Molding

Bedroom #2 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Flooring - Wall to Wall Carpet,Crown Molding

Bedroom #3 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet,Crown Molding

Bedroom #4 Information
Area: 168
Length: 14
Width: 12
Level: Third
Features: Closet,Flooring - Wood,Crown Molding

Bedroom #5 Information
Level: Third
Features: Walk-In Closet(s),Flooring - Wood,Crown Molding

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

Bathroom #1 Information
Level: First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - With Shower Stall,Bathroom - With Tub,Flooring - Marble,Jacuzzi / Whirlpool Soaking Tub,Double Vanity,Dressing Room,Recessed Lighting,Crown Molding

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Recessed Lighting

Living Room Information
Area: 266
Length: 14
Width: 19
Level: First
Features: Flooring - Vinyl,French Doors,Open Floorplan,Recessed Lighting,Crown Molding

Family Room Information
Area: 322
Length: 14
Width: 23
Level: First
Features: Flooring - Wall to Wall Carpet,French Doors,Exterior Access,Recessed Lighting,Crown Molding

Dining Room Information
Area: 204
Length: 17
Width: 12
Level: First
Features: Flooring - Vinyl,French Doors,Open Floorplan,Recessed Lighting,Crown Molding

Kitchen Information
Area: 228
Length: 19
Width: 12
Level: First
Features: Closet/Cabinets - Custom Built,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Exterior Access,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Wine Chiller,Crown Molding

Office Room Information
Area: 144
Length: 12
Width: 12
Level: Third
Features: Flooring - Hardwood

Basement Information
Basement: Full, Walk-Out Access

Laundry Information
Laundry Features: Flooring - Vinyl, First Floor

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 11
Flooring: Vinyl, Carpet, Stone / Slate, Wood Laminate, Flooring - Hardwood, Flooring - Stone/Ceramic Tile
Interior Features: Bathroom - Full, Bathroom - With Shower Stall, Bidet, Office, Bathroom

Exterior

Building Information
Building Area (Total): 3,449
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate,Renovated Since

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Deck - Roof, Deck - Wood, Patio
Exterior Features: Deck - Roof, Deck - Wood, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard

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

Lot Information
Lot Size (Acres): 0.39
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $17,285
Tax Year: 2019

Utilities

Utility Information
Utilities: for Gas Range
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Radiant, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: off Cliff Rd
UnparsedAddress: 1 Chestnut St, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Highway Access, Public School, T-Station, University

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,449
Stories: 3.0
Lot Size: 0.39 acres
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Norfolk County
APN: 259382

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 1.2mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 0.9mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.8mi

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

$2.69M – $3.26M

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$6,850,000

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New listings for sale in 02481

$6,850,000

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296 Linden St, Wellesley, MA 02481

EARLY ACCESSCOMPASS COMING SOON

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EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

Unknown

6 beds7 baths8,038 sq ft

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5 beds3.5 baths4,086 sq ft

21 Elmwood Rd, Wellesley, MA 02481

Home values near 1 Chestnut St

Data from public records.

Address	Redfin Estimate
15 Chestnut Street, Wellesley, MA 8 Beds \| 2.5 Baths \| 3614 Sq. Ft.	$1,577,882
7 Chestnut Street, Wellesley, MA 6 Beds \| 3.5 Baths \| 4007 Sq. Ft.	$2,680,865

Address	Redfin Estimate
11 Chestnut Street, Wellesley, MA 6 Beds \| 4.5 Baths \| - Sq. Ft.	$2,660,406
20 Garden Road, Wellesley, MA 6 Beds \| 4.5 Baths \| 2737 Sq. Ft.	$2,109,701

Address	Redfin Estimate
21 Chestnut Street, Wellesley, MA 4 Beds \| 2.5 Baths \| 2644 Sq. Ft.	$1,971,226
24 Garden Road, Wellesley, MA 5 Beds \| 3.5 Baths \| 3237 Sq. Ft.	$1,904,915

Property information provided by MLS PIN when last listed in 2019. 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 1 Chestnut St

Tax history for 1 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 1 Chestnut St

More real estate resources