OFF MARKET

Off Market Jun 2021 for $3.4M

$3,708,415

Est. refi paymentEst. refi $1,705/mo

•

6,015

sq ft

45 Chestnut St, Wellesley, MA 02481

About this home

Magnificent Wellesley Farms 1930’s Brick Colonial is brimming with warmth and character. With only two owners in it's history, this home has been meticulously cared for, expanded and rejuvenated with amazing attention to detail and fine workmanship. Gracious foyer, elegant living and dining rooms, full wet bar butler’s pantry and the most gorgeous mahogany library imaginable. Casual areas are also amazing with swoon-worthy white marble kitchen with conservatory-like breakfast room and a family room ample enough for any size gathering with multiple sets of French doors to let the outdoors in. A dreamy master suite and 4 additional bedrooms on 2nd floor. Amazing third floor has a private and fully outfitted WFH office and a bonus room. First floor guest suite. Extensive gardens, patios, and exquisite hardscaping embrace this stately and gracious home. Short walk to commuter rail and shops.

Single-familyProperty Type

1933Year Built

0.58 acresLot Size

$617Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Christine Lawrence • Rutledge Properties

Bought with Prudence B. Hay • Rutledge Properties

Redfin checked: 2 minutes ago

•Source:MLS PIN #72817332

Redfin Estimate

$3,708,415

$270K since sold in June 2021$52K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 2.4% higher than the average sale price ($3.62M) of 6 comparable homes.

SOLD AUG 14, 2026
$3,900,000
A
5 beds3.5 baths5,074 sq ft
33 Hundreds Cir, Wellesley, MA 02481
SOLD JUL 7, 2026
$3,200,000
B
5 beds4.5 baths4,010 sq ft
101 Edmunds Rd, Wellesley, MA 02481
SOLD JUN 15, 2026
$5,250,000
C
5 beds7 baths7,285 sq ft
22 Valley Rd, Wellesley, MA 02481
SOLD JUN 29, 2026
$4,400,000
D
6 beds3.5 baths7,404 sq ft
10 Lanark Rd, Wellesley, MA 02481
SOLD AUG 28, 2026
$2,280,000
E
5 beds5.5 baths4,453 sq ft
25 Hillside Rd, Wellesley, MA 02481
SOLD AUG 14, 2026
$2,700,000
F
5 beds4.5 baths6,032 sq ft
47 Longfellow Rd, Wellesley, MA 02481

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$1,050,626

Est. take-home

List your home with Redfin and save $18,542

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$6,212/mo

Redfin rental estimate

List your home for rent

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 TODAY, 3PM TO 4:30PM
$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
3D WALKTHROUGH
$1,395,000
4 beds2.5 baths1,800 sq ft
560 Worcester St, Wellesley, MA 02481
See all

Provided by Redfin

Sale history for 45 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$33,640 (+14.9%)

$1,117,000 + $1,821,000

$2,938,000

2022

$29,270 (+1.8%)

$1,000,000 + $1,506,000

$2,506,000

2021

$28,764 (+12.7%)

$959,000 + $1,489,000

$2,448,000

2020

$25,513

$959,000 + $1,248,000

$2,207,000

2019

$25,535 (+8.6%)

$959,000 + $1,248,000

$2,207,000

2018

$23,518 (+1.4%)

$898,000 + $1,070,000

$1,968,000

2017

$23,191 (+4.4%)

$897,000 + $1,070,000

$1,967,000

2015

$22,218 (−2.8%)

$883,000 + $1,039,000

$1,922,000

2014

$22,849 (+8.9%)

$783,000 + $1,197,000

$1,980,000

2013

$20,990 (+1.9%)

$733,000 + $1,061,000

$1,794,000

2012

$20,595 (−2.9%)

$733,000 + $1,061,000

$1,794,000

2011

$21,203 (+6.3%)

$684,000 + $1,171,000

$1,855,000

2010

$19,954 (+1.1%)

$733,000 + $1,171,000

$1,904,000

2009

$19,735

$999,000 + $1,085,000

$2,084,000

Tax history for 45 Chestnut St

Year

Property tax

Land + Additions

Assessment*

2023

$33,640 (+14.9%)

$1,117,000 + $1,821,000

$2,938,000

2022

$29,270 (+1.8%)

$1,000,000 + $1,506,000

$2,506,000

2021

$28,764 (+12.7%)

$959,000 + $1,489,000

$2,448,000

2020

$25,513

$959,000 + $1,248,000

$2,207,000

2019

$25,535 (+8.6%)

$959,000 + $1,248,000

$2,207,000

2018

$23,518 (+1.4%)

$898,000 + $1,070,000

$1,968,000

2017

$23,191 (+4.4%)

$897,000 + $1,070,000

$1,967,000

2015

$22,218 (−2.8%)

$883,000 + $1,039,000

$1,922,000

2014

$22,849 (+8.9%)

$783,000 + $1,197,000

$1,980,000

2013

$20,990 (+1.9%)

$733,000 + $1,061,000

$1,794,000

2012

$20,595 (−2.9%)

$733,000 + $1,061,000

$1,794,000

2011

$21,203 (+6.3%)

$684,000 + $1,171,000

$1,855,000

2010

$19,954 (+1.1%)

$733,000 + $1,171,000

$1,904,000

2009

$19,735

$999,000 + $1,085,000

$2,084,000

*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

0.58 Acres

Year renovated

1999

Sq. Ft.

6,015

Year built

1933

Style

Single Family Residential

County

Norfolk County

APN

259815

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: Under, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 342
Length: 19
Width: 18
Level: Second
Features: Bathroom - Full,Coffered Ceiling(s),Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 238
Length: 14
Width: 17
Level: Second
Features: Bathroom - Full,Flooring - Hardwood,Dressing Room

Bedroom #3 Information
Area: 224
Length: 14
Width: 16
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #4 Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Cedar Closet(s),Flooring - Hardwood

Bedroom #5 Information
Area: 108
Length: 9
Width: 12
Level: First
Features: Bathroom - Full,Closet,Flooring - Hardwood

Bathroom Information
# of Bathrooms (Full): 5
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: First
Features: Bathroom - Full

Bathroom #3 Information
Level: Second
Features: Bathroom - Full

Living Room Information
Area: 406
Length: 14
Width: 29
Level: First
Features: Flooring - Hardwood

Family Room Information
Area: 494
Length: 19
Width: 26
Level: First
Features: Coffered Ceiling(s),Flooring - Hardwood,Exterior Access

Dining Room Information
Area: 225
Length: 15
Width: 15
Level: First
Features: Flooring - Hardwood,Wet Bar

Kitchen Information
Area: 300
Length: 15
Width: 20
Level: First
Features: Skylight,Dining Area,Countertops - Stone/Granite/Solid,French Doors,Kitchen Island,Breakfast Bar / Nook

Office Room Information
Area: 378
Length: 18
Width: 21
Level: Third

Basement Information
Basement: Full

Laundry Information
Laundry Features: In Basement

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

Interior Features
# of Rooms (Total): 14
Flooring: Wood
Interior Features: Bathroom - Full, Dining Area, Bedroom, Library, Office, Bathroom

Exterior

Building Information
Building Area (Total): 6,015
Foundation Details: Concrete Perimeter
Construction Materials: Brick
Year Built Source: Public Records
Year Built Details: Approximate
Color: Brick

Exterior Features
Roof: Slate
Patio And Porch Features: Patio
Exterior Features: Patio, Professional Landscaping, Sprinkler System, Decorative Lighting

Property Information
Accessibility Features: No
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.58
Lot Features: Corner Lot
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $28,764
Tax Year: 2021

Utilities

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

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

Location

Location Information
Directions: Cliff to Chestnut, corner of Rockridge
UnparsedAddress: 45 Chestnut St, Wellesley MA 02481

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

Public facts

Beds: 5
Baths: 4.5
Sq. Ft.: 6,015
Stories: 3.0
Lot Size: 0.58 acres
Style: Single Family Residential
Year Built: 1933
Year Renovated: 1999
County: Norfolk County
APN: 259815

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 7

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 • 1.0mi

8/10

Wellesley High School

Public 9-12 • Assigned • 1.1mi

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

59% 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

$3.52M – $4.26M

Reach more buyers when you sell with Redfin. Save up to $37,084 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

3D WALKTHROUGH

$2,280,000

5 beds4.5 baths3,600 sq ft

37 Oakland St, Wellesley, MA 02481

$2,775,000

5 beds4 baths4,110 sq ft

100 Albion Rd, Wellesley, MA 02481

$2,725,000

5 beds5.5 baths3,954 sq ft

45 Clearwater Rd, Newton, MA 02462

$1,198,000

3 beds1.5 baths1,813 sq ft

296 Linden St, Wellesley, MA 02481

OPEN SAT, 11:30AM TO 1PM

$2,045,000

4 beds2.5 baths3,330 sq ft

42 Sheridan Rd, Wellesley, MA 02481

$2,449,000

4 beds3.5 baths4,201 sq ft

283 Walnut St, Wellesley, MA 02481

New listings for sale in 02481

OPEN TODAY, 3PM TO 4:30PM

$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

3D WALKTHROUGH

$1,395,000

4 beds2.5 baths1,800 sq ft

560 Worcester St, Wellesley, MA 02481

Home values near 45 Chestnut St

Data from public records.

Address	Redfin Estimate
41 Chestnut Street, Wellesley, MA 8 Beds \| 3.5 Baths \| 5347 Sq. Ft.	$3,984,031
38 Chestnut Street, Wellesley, MA 5 Beds \| 4.5 Baths \| 5487 Sq. Ft.	$4,345,565

Address	Redfin Estimate
42 Chestnut Street, Wellesley, MA 5 Beds \| 4.5 Baths \| 5112 Sq. Ft.	$3,139,239
40 Chestnut Street, Wellesley, MA 5 Beds \| 3.5 Baths \| 3369 Sq. Ft.	$2,919,855

Address	Redfin Estimate
46 Chestnut Street, Wellesley, MA 5 Beds \| 5 Baths \| 4014 Sq. Ft.	$2,825,143
58 Cliff Road, Wellesley, MA 5 Beds \| 4 Baths \| 3331 Sq. Ft.	$2,539,945

Property information provided by MLS PIN when last listed in 2021. This data may not match . Learn more.

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02030 homes for sale
02481 homes for sale
02492 homes for sale
02493 homes for sale
01760 homes for sale

Houses for rent in Wellesley	Agents near me	Quincy, MA homes for sale	Wellesley Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Wellesley Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02481, MA

Sale history for 45 Chestnut St

Tax history for 45 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 45 Chestnut St

More real estate resources