OFF MARKET

Off Market Jun 2022 for $2.7M

$3,002,016

Est. refi paymentEst. refi $5,790/mo

•

4,068

sq ft

23 Chestnut St, Wellesley, MA 02481

About this home

A truly remarkable property in Wellesley Farms. This thoughtfully renovated home has rich oak floors, soaring ceilings plus a designer's touch! The beautifully crafted kitchen boasts creamy cabinets, quartz counters and stainless appliances. There is a breakfast nook with a cozy and bright window seat. A butler's pantry offers extra storage and is a bridge to the spacious dining room with custom built ins. Flexible living space defines this home including an expansive fireplaced living/family room with seating areas for both casual and informal entertaining. The charming stairway leads you to a dreamy master suite, dressing area and luxury marble bathroom. The second and third floor bedrooms and baths are stylish and bright as is the sun filled office. A tidy and well laid out mudroom is a treat! Outdoor entertaining is delightful with a patio, beautiful gardens, level yard and an enchanting covered porch. Close proximity to the train, shops and restaurants. Perfect commuter location!

Single-familyProperty Type

1905Year Built

0.36 acresLot Size

$738Est. Price/Sq.Ft.

3 garage spacesParking

Listed by Teri Adler • MGS Group Real Estate LTD - Wellesley

Bought with Melissa Dailey • Coldwell Banker Realty - Wellesley

Redfin checked: 2 minutes ago

•Source:MLS PIN #72971202

Redfin Estimate

$3,002,016

$292K since sold in June 2022$32K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 14.1% higher than the average sale price ($2.63M) 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 AUG 14, 2026
$3,900,000
B
5 beds3.5 baths5,074 sq ft
33 Hundreds 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 16, 2026
$2,690,000
D
4 beds3.5 baths4,761 sq ft
21 Elm St, 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 AUG 5, 2026
$2,325,000
F
4 beds3.5 baths3,406 sq ft
53 Audubon Rd, Wellesley, MA 02481

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Earn from this home

Sell

$857,236

Est. take-home

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Refinance

Est. cash available

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Rent

$5,822/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

EARLY ACCESS
Unknown
5 beds4 baths4,149 sq ft
76 McLean St, Wellesley, MA 02481
$1,995,000
4 beds3.5 baths3,216 sq ft
186 Oakland 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 23 Chestnut St

Date

Event

Price

MLSPIN #73376388

Jun 5, 2025

Rental Removed

$14,000

$3/sq ft

May 16, 2025

Listed for Rent

$14,000

$3/sq ft

MLS PIN #72971202

Jun 13, 2022

Sold

$2,710,000

$666/sq ft

Apr 25, 2022

Listed

$2,675,000

$658/sq ft

MLS PIN #71743041

Dec 15, 2014

Sold

$1,744,000

$429/sq ft

Sep 18, 2014

Contingent

—

Sep 13, 2014

Listed

$1,795,000

$441/sq ft

+19

Magnificent stone work and a romantic wrap-around front porch welcome you to this brilliantly restored 5 bedroom Victorian gracefully set in one of the finest locations in town. High ceilings, huge windows, and shiny wood floors abound in this vintage masterpiece. Sunny, beautifully crafted kitchen with island and large eat-in area makes for the perfect gathering spot. Spill right out to level play yard and large patio surrounded by lush, mature landscaping for wonderful family entertaining space. A tree swing and playhouse finish off this hidden oasis. Four full floors of inviting living spaces including finished play room and bath in lower level. All systems updated. Spectacular stone work winds to detached oversized garage off charming Garden Place. Walk to Hills train and shops. Sprague School District. A truly special property not to be missed!

MLS PIN #50391947

Jun 26, 1998

Sold

$1,100,000

$270/sq ft

Feb 15, 1998

Listing Removed

—

Feb 11, 1998

Listed

$1,150,000

$283/sq ft

Year

Property tax

Land + Additions

Assessment*

2023

$26,541 (+3.1%)

$883,000 + $1,435,000

$2,318,000

2022

$25,743 (+0.9%)

$791,000 + $1,413,000

$2,204,000

2021

$25,509 (+34.3%)

$758,000 + $1,413,000

$2,171,000

2020

$18,993

$758,000 + $885,000

$1,643,000

2019

$19,010 (−5.6%)

$758,000 + $885,000

$1,643,000

2018

$20,136 (+1.4%)

$860,000 + $825,000

$1,685,000

2017

$19,866 (+21.1%)

$860,000 + $825,000

$1,685,000

2015

$16,404 (+0.5%)

$845,000 + $574,000

$1,419,000

2014

$16,318 (+3.1%)

$749,000 + $665,000

$1,414,000

2013

$15,830 (+10.6%)

$703,000 + $650,000

$1,353,000

2012

$14,316 (+0.4%)

$703,000 + $544,000

$1,247,000

2011

$14,253 (+5.1%)

$656,000 + $591,000

$1,247,000

2010

$13,561 (−4.4%)

$703,000 + $591,000

$1,294,000

2009

$14,186

$958,000 + $540,000

$1,498,000

Tax history for 23 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$26,541 (+3.1%)

$883,000 + $1,435,000

$2,318,000

2022

$25,743 (+0.9%)

$791,000 + $1,413,000

$2,204,000

2021

$25,509 (+34.3%)

$758,000 + $1,413,000

$2,171,000

2020

$18,993

$758,000 + $885,000

$1,643,000

2019

$19,010 (−5.6%)

$758,000 + $885,000

$1,643,000

2018

$20,136 (+1.4%)

$860,000 + $825,000

$1,685,000

2017

$19,866 (+21.1%)

$860,000 + $825,000

$1,685,000

2015

$16,404 (+0.5%)

$845,000 + $574,000

$1,419,000

2014

$16,318 (+3.1%)

$749,000 + $665,000

$1,414,000

2013

$15,830 (+10.6%)

$703,000 + $650,000

$1,353,000

2012

$14,316 (+0.4%)

$703,000 + $544,000

$1,247,000

2011

$14,253 (+5.1%)

$656,000 + $591,000

$1,247,000

2010

$13,561 (−4.4%)

$703,000 + $591,000

$1,294,000

2009

$14,186

$958,000 + $540,000

$1,498,000

*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

0.36 Acres

Year renovated

2015

Sq. Ft.

3,622

Year built

1905

Style

Single Family Residential

County

Norfolk County

APN

259290

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: 3
# of Covered Spaces: 3
Parking Spaces: 2
Parking Features: Detached, Storage, Oversized, Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Hardwood,Dressing Room,Recessed Lighting,Archway,Crown Molding

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Hardwood,Crown Molding

Bedroom #3 Information
Level: Third
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Level: Third
Features: Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood

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

Bathroom #1 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - With Tub,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Hardwood,Recessed Lighting

Bathroom #3 Information
Level: Third
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Bathroom - With Tub,Flooring - Hardwood,Countertops - Stone/Granite/Solid,Recessed Lighting

Living Room Information
Level: Main,First
Features: Beamed Ceilings,Flooring - Wood,Window(s) - Bay/Bow/Box,Lighting - Sconce,Crown Molding

Family Room Information
Level: Basement
Features: Closet,Closet/Cabinets - Custom Built,Flooring - Wall to Wall Carpet,Recessed Lighting

Dining Room Information
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting,Crown Molding

Kitchen Information
Level: Main,First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Countertops - Stone/Granite/Solid,Kitchen Island,Breakfast Bar / Nook,Cabinets - Upgraded,Exterior Access,Recessed Lighting,Remodeled,Slider,Stainless Steel Appliances,Gas Stove,Crown Molding

Office Room Information
Level: Third
Features: Skylight,Closet,Flooring - Wood

Basement Information
Basement: Full, Partially Finished

Laundry Information
Laundry Features: Skylight, Closet/Cabinets - Custom Built, Flooring - Hardwood, Third Floor

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

Interior Features
# of Rooms (Total): 9
Window Features: Skylight(s)
Flooring: Wood, Tile, Carpet, Flooring - Wood, Flooring - Stone/Ceramic Tile
Interior Features: Closet, Bathroom - Half, Countertops - Stone/Granite/Solid, Recessed Lighting, Closet/Cabinets - Custom Built, Office, Bathroom, Mud Room, Central Vacuum

Exterior

Building Information
Building Area (Total): 4,068
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Actual

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

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.36
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $25,743
Tax Year: 2022

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

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

Location

Location Information
Directions: Cliff Road to Chestnut Street (Near Garden Road)
UnparsedAddress: 23 Chestnut St, Wellesley MA 02481

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Pool, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station, University

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 3,622
Stories: 3.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1905
Year Renovated: 2015
County: Norfolk County
APN: 259290

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 12

Listing Information
Exclusions: Dining Room Chandelier And Rug, Three Boxwood Plants, Hanging Drapes On Third Floor.
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 1.3mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 1.0mi

8/10

Wellesley High School

Public 9-12 • Assigned • 0.9mi

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

$2.85M – $3.45M

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New listings for sale in 02481

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

Unknown

5 beds4 baths4,149 sq ft

76 McLean St, Wellesley, MA 02481

$1,995,000

4 beds3.5 baths3,216 sq ft

186 Oakland St, Wellesley, MA 02481

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Home values near 23 Chestnut St

Data from public records.

Address	Redfin Estimate
15 Chestnut Street, Wellesley, MA 8 Beds \| 2.5 Baths \| 3614 Sq. Ft.	$1,508,638
37 Chestnut Street, Wellesley, MA 4 Beds \| 3.5 Baths \| 4660 Sq. Ft.	$2,765,397

Address	Redfin Estimate
11 Chestnut Street, Wellesley, MA 6 Beds \| 4.5 Baths \| - Sq. Ft.	$2,725,364
31 Chestnut Street, Wellesley, MA 5 Beds \| 3.5 Baths \| 2982 Sq. Ft.	$2,168,224

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

Property information provided by MLS PIN when last listed in 2025. 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 23 Chestnut St

Tax history for 23 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 23 Chestnut St

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