Off Market Oct 2025 for $1.9M

$2,353,418

Est. refi paymentEst. refi $2,603/mo

•

3,127

sq ft

27 Chesterfield Rd, Newton, MA 02465

About this home

West Newton Hill: This timeless brick colonial with steel beam construction sits on a cul-de-sac right off the scenic Carriage Lane near Peirce School. The gracious entryway opens to a large living room and spacious dining room, filled with natural light throughout. The kitchen boasts granite countertops, a travertine tile backsplash, custom-built island, ample cabinetry and Thermador appliances. The family room, with its natural woodwork and extra-wide windows, leads to a relaxing screened porch. The 2nd floor offers an office and 3 bedrooms, including one with an adjoining room. The walk-out lower level is exceptionally practical, featuring an ensuite bedroom with large windows ideal for guests or an au-pair; sunroom with sliding doors to the bluestone patio and private yard, and access to a large 2-car garage. A walk-up attic with great ceiling height offers potential for expansion. Located near shops, restaurants, public transportation, MA Pike and I-95. Seamless commute to Boston.

Single-familyProperty Type

1928Year Built

9,365 sq ftLot Size

$753Est. Price/Sq.Ft.

2 garage spacesParking

Listed by Lilya Sorkin • Coldwell Banker Realty - Newton

Bought with Migdol Moore Team • Gibson Sotheby's International Realty

Redfin checked: a minute ago

•Source:MLS PIN #73441210

Redfin Estimate

$2,353,418

$443K since sold in October 2025$106K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.2% higher than the average sale price ($1.91M) of 5 comparable homes.

SOLD MAY 15, 2026
$2,215,000
A
4 beds3.5 baths2,567 sq ft
66 Moffat Rd, Waban, MA 02468
SOLD JUN 22, 2026
$2,700,000
B
4 beds3.5 baths3,393 sq ft
6 Risley Rd, Newton, MA 02465
SOLD MAR 6, 2026
$1,500,000
C
4 beds3.5 baths3,367 sq ft
1754 Washington St, Auburndale, MA 02466
SOLD JUL 30, 2026
$1,340,000
D
4 beds3.5 baths2,320 sq ft
285 Lexington, Auburndale, MA 02466
SOLD JUN 15, 2026
$1,800,000
E
4 beds3 baths2,799 sq ft
50 Mary Ellen Rd, Waban, MA 02468

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

Earn from this home

Sell

$728,783

Est. take-home

List your home with Redfin and save $11,767

Refinance

Est. cash available

Get cash now or lower your monthly rate

Rent

$5,754/mo

Redfin rental estimate

List your home for rent

Market trends in 02465, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

103.8%

+1.2% MoM

Median sale price

$1.5M

$145K MoM

Avg. days on market

18d

3 days MoM

Recently sold homes

13 MoM

New listings for sale

OPEN THU, 2:30PM TO 4PM
$739,900
3 beds2 baths1,466 sq ft
9 Lill Ave, Newton, MA 02465
$1,395,000
3 beds2 baths1,939 sq ft
69 Maynard St, Newton, MA 02465
$1,200,000
3 beds2.5 baths1,616 sq ft
65 Fuller Ter, Newton, MA 02465
$1,200,000
4 beds2 baths3,468 sq ft
15 Shirley St, Newton, MA 02465
OPEN SAT, 12PM TO 1:30PM
$1,225,000
3 beds1.5 baths1,572 sq ft
82 Pine St, Newton, MA 02465
$1,625,999
6 beds4 baths3,587 sq ft
33 Parsons St, Newton, MA 02465
$2,098,000
4 beds5 baths4,385 sq ft
55 Oak Ave, Newton, MA 02465
See all

Provided by Redfin

Sale history for 27 Chesterfield Rd

Date

Event

Price

MLS PIN #73441210

Oct 31, 2025

Sold

$1,910,000

$611/sq ft

Oct 17, 2025

Contingent

—

Oct 8, 2025

Listed

$1,760,000

$563/sq ft

MLSPIN #73412392

Sep 6, 2025

Rental Removed

$7,800

$2/sq ft

Aug 24, 2025

Price Changed

$7,800

$2/sq ft

Aug 2, 2025

Listed for Rent

$8,000

$3/sq ft

MLS PIN #71789909

May 29, 2015

Sold

$1,293,800

$414/sq ft

Feb 23, 2015

Pending

—

Feb 4, 2015

Listed

$1,350,000

$432/sq ft

+22

This sun-splashed, beautifully appointed 1928 custom brick house with steel beam construction sits on a cul-de-sac on West Newton Hill. The gracious entryway invites you to look into the large living room and spacious dining room. Natural woodwork adds a warm glow throughout this well-loved home. Its large 2012 kitchen seamlessly blends state of the art with unique period details. Granite counter tops, travertine tile backsplash, and custom-built island add to its appeal. The family room with extra wide windows leads to a screened porch overlooking lovely gardens. The second floor has four bedrooms, one with a separate adjoining room. The walk out lower level is exceptionally practical. A private suite with tall windows is for guests, au-pair, or home office. And there is more: an indoor glass-enclosed hot tub addition with sliding doors to the blue stone patio & garden. Mature flowering shrubs & trees surround the private yard. Short distance to the commuter bus & Peirce School.

MLS PIN #50311350

Feb 29, 1996

Sold

$500,000

$160/sq ft

Dec 24, 1995

Listing Removed

—

Dec 23, 1995

Listed

$499,000

$160/sq ft

Public Records

Nov 30, 1990

Sold

$415,000

$133/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$17,549 (+3.8%)

$1,260,700 + $550,300

$1,811,000

2025

$16,903 (+3.4%)

$1,200,700 + $524,100

$1,724,800

2024

$16,344 (+4.2%)

$1,165,700 + $508,900

$1,674,600

2023

$15,691 (+4.5%)

$897,300 + $644,100

$1,541,400

2022

$15,014 (+3.6%)

$830,800 + $596,400

$1,427,200

2021

$14,487 (+3.1%)

$783,800 + $562,600

$1,346,400

2020

$14,056 (+2.9%)

$783,800 + $562,600

$1,346,400

2019

$13,660 (+4.0%)

$761,000 + $546,200

$1,307,200

2018

$13,130 (+3.1%)

$694,100 + $519,400

$1,213,500

2017

$12,730 (+4.6%)

$654,800 + $490,000

$1,144,800

2016

$12,175 (+4.9%)

$612,000 + $457,900

$1,069,900

2015

$11,609 (−0.2%)

$572,000 + $427,900

$999,900

2014

$11,633 (+5.5%)

$525,500 + $434,300

$959,800

2013

$11,028 (+2.9%)

$525,500 + $434,300

$959,800

2012

$10,721 (+1.9%)

$525,500 + $434,300

$959,800

2011

$10,524 (+2.6%)

$527,900 + $437,600

$965,500

2010

$10,256 (+2.4%)

$538,700 + $446,500

$985,200

2009

$10,013

$549,700 + $455,600

$1,005,300

Tax history for 27 Chesterfield Rd

Year

Property tax

Land + Additions

Assessment*

2026

$17,549 (+3.8%)

$1,260,700 + $550,300

$1,811,000

2025

$16,903 (+3.4%)

$1,200,700 + $524,100

$1,724,800

2024

$16,344 (+4.2%)

$1,165,700 + $508,900

$1,674,600

2023

$15,691 (+4.5%)

$897,300 + $644,100

$1,541,400

2022

$15,014 (+3.6%)

$830,800 + $596,400

$1,427,200

2021

$14,487 (+3.1%)

$783,800 + $562,600

$1,346,400

2020

$14,056 (+2.9%)

$783,800 + $562,600

$1,346,400

2019

$13,660 (+4.0%)

$761,000 + $546,200

$1,307,200

2018

$13,130 (+3.1%)

$694,100 + $519,400

$1,213,500

2017

$12,730 (+4.6%)

$654,800 + $490,000

$1,144,800

2016

$12,175 (+4.9%)

$612,000 + $457,900

$1,069,900

2015

$11,609 (−0.2%)

$572,000 + $427,900

$999,900

2014

$11,633 (+5.5%)

$525,500 + $434,300

$959,800

2013

$11,028 (+2.9%)

$525,500 + $434,300

$959,800

2012

$10,721 (+1.9%)

$525,500 + $434,300

$959,800

2011

$10,524 (+2.6%)

$527,900 + $437,600

$965,500

2010

$10,256 (+2.4%)

$538,700 + $446,500

$985,200

2009

$10,013

$549,700 + $455,600

$1,005,300

*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

9,365

Year renovated

—

Sq. Ft.

3,127

Year built

1928

Style

Single Family Residential

County

Middlesex County

APN

2785721S

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Yes

Features

Green

Last updated by owner on Nov 3, 2025.

Property details

Parking

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

Interior

Master Bedroom Information
Area: 234
Length: 13
Width: 18
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Sconce

Bedroom #2 Information
Area: 156
Length: 13
Width: 12
Level: Second
Features: Closet,Closet/Cabinets - Custom Built,Flooring - Hardwood,Lighting - Overhead,Crown Molding

Bedroom #3 Information
Area: 182
Length: 14
Width: 13
Level: Second
Features: Flooring - Hardwood,Lighting - Overhead,Crown Molding

Bedroom #4 Information
Area: 180
Length: 12
Width: 15
Level: Basement
Features: Flooring - Wall to Wall Carpet,Lighting - Overhead

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

Bathroom #1 Information
Area: 20
Length: 4
Width: 5
Level: Main,First
Features: Bathroom - Half,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 24
Length: 6
Width: 4
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile,Lighting - Overhead

Bathroom #3 Information
Area: 36
Length: 6
Width: 6
Level: Second
Features: Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile,Window(s) - Stained Glass,Lighting - Sconce

Living Room Information
Area: 338
Length: 13
Width: 26
Level: Main,First
Features: Beamed Ceilings,Closet/Cabinets - Custom Built,Flooring - Hardwood,Lighting - Sconce,Crown Molding

Family Room Information
Area: 170
Length: 10
Width: 17
Level: Main,First
Features: Flooring - Hardwood,Recessed Lighting,Crown Molding

Dining Room Information
Area: 182
Length: 13
Width: 14
Level: Main,First
Features: Flooring - Hardwood,Wainscoting,Lighting - Overhead,Crown Molding

Kitchen Information
Area: 228
Length: 19
Width: 12
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Stone/Ceramic Tile,Dining Area,Countertops - Stone/Granite/Solid,Kitchen Island,Exterior Access,Recessed Lighting,Stainless Steel Appliances,Gas Stove,Lighting - Pendant,Crown Molding,Decorative Molding

Office Room Information
Area: 110
Length: 11
Width: 10
Level: Second
Features: Flooring - Hardwood

Basement Information
Basement: Partial, Partially Finished, Walk-Out Access, Garage Access

Laundry Information
Laundry Features: In Basement, Gas Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 10
Window Features: Storm Window(s)
Flooring: Tile, Carpet, Hardwood, Flooring - Stone/Ceramic Tile, Flooring - Hardwood, Laminate
Interior Features: Bathroom - With Shower Stall, Closet/Cabinets - Custom Built, Lighting - Sconce, Ceiling Fan(s), Countertops - Stone/Granite/Solid, Lighting - Overhead, Bathroom, Office, Sun Room, Exercise Room, Foyer, Walk-Up Attic, High Speed Internet

Exterior

Building Information
Building Area (Total): 3,127
Foundation Details: Concrete Perimeter
Year Built Source: Public Records
Year Built Details: Approximate

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

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

Lot Information
Lot Size (Acres): 0.21
Frontage Length: 110
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $16,903
Tax Year: 2025

Utilities

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

Heating & Cooling
Has Heating
Has Cooling
Heating: Hot Water, Natural Gas
Cooling: Window Unit(s), Wall Unit(s)

Location

Location Information
Directions: Comm Ave to Chesterfield Rd.
UnparsedAddress: 27 Chesterfield Rd, Newton MA 02465

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, 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, Sidewalks

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,127
Stories: 2.0
Parking Spaces: 4
Basement: Yes
Accessible: No
Lot Size: 9,365 square feet
Style: Single Family Residential
Year Built: 1928
Year Renovated: —
County: Middlesex County
APN: 2785721S
HOA Dues: —
Garage: Yes
Features: Green

Home facts updated by owner on Nov 3, 2025

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Peirce Elementary School

Public K-5 • Assigned • 0.2mi

8/10

F A Day Middle School

Public 6-8 • Assigned • 1.7mi

9/10

Newton North High School

Public 9-12 • Assigned • 1.5mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Comprising 13 distinct 'villages,' Newton remains a fiercely competitive Seller's market. With restrictive zoning, multiple T stops, and a suburban setting near Boston, this highly desirable, built-out city lacks new buildable land, ensuring new...
2 months ago • Newton
Benjamin Ginsburg
Redfin Premier agent
151 deals
Was this helpful?

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

51% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Newton, MA • 02465

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

$2.24M – $2.71M

Reach more buyers when you sell with Redfin. Save up to $23,534 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

OPEN THU, 2:30PM TO 4PM

$739,900

3 beds2 baths1,466 sq ft

9 Lill Ave, Newton, MA 02465

$1,499,000

4 beds4 baths3,188 sq ft

1935 Commonwealth Ave #1935, Auburndale, MA 02466

3D WALKTHROUGH

$3,380,000

5 beds5.5 baths4,473 sq ft

11 Woodhaven Rd, Waban, MA 02468

$4,995,000

6 beds7.5 baths7,000 sq ft

151 Pine Ridge Rd, Waban, MA 02468

$1,649,000

4 beds3.5 baths3,200 sq ft

349 Auburndale Ave, Auburndale, MA 02466

$1,100,000

3 beds2.5 baths2,165 sq ft

6 Willow St, Wellesley, MA 02481

New listings for sale in 02465

OPEN THU, 2:30PM TO 4PM

$739,900

3 beds2 baths1,466 sq ft

9 Lill Ave, Newton, MA 02465

$1,395,000

3 beds2 baths1,939 sq ft

69 Maynard St, Newton, MA 02465

$1,200,000

3 beds2.5 baths1,616 sq ft

65 Fuller Ter, Newton, MA 02465

$1,200,000

4 beds2 baths3,468 sq ft

15 Shirley St, Newton, MA 02465

OPEN SAT, 12PM TO 1:30PM3D WALKTHROUGH

$1,225,000

3 beds1.5 baths1,572 sq ft

82 Pine St, Newton, MA 02465

$1,625,999

6 beds4 baths3,587 sq ft

33 Parsons St, Newton, MA 02465

$2,098,000

4 beds5 baths4,385 sq ft

55 Oak Ave, Newton, MA 02465

Home values near 27 Chesterfield Rd

Data from public records.

Address	Redfin Estimate
38 Chesterfield Rd, Newton, MA 3 Beds \| 2.5 Baths \| 3007 Sq. Ft.	$2,047,635
16 Chesterfield Rd, Newton, MA 3 Beds \| 2.5 Baths \| 2502 Sq. Ft.	$1,676,270

Address	Redfin Estimate
28 Chesterfield Rd, Newton, MA 5 Beds \| 3.5 Baths \| 3034 Sq. Ft.	$2,103,695
9 Chesterfield Rd, Newton, MA 3 Beds \| 2.5 Baths \| 1812 Sq. Ft.	$1,652,993

Address	Redfin Estimate
20 Chesterfield Rd, Newton, MA 5 Beds \| 2.5 Baths \| - Sq. Ft.	$2,045,634
33 Chesterfield Rd, Newton, MA 4 Beds \| 2.5 Baths \| 3919 Sq. Ft.	$2,498,383

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

Brighton homes for sale
Newton Corner homes for sale
South Brookline homes for sale
Chestnut Hill homes for sale
West Roxbury homes for sale

02493 homes for sale
02132 homes for sale
02467 homes for sale
02135 homes for sale
02472 homes for sale

Houses for rent in Newton	Agents near me	Quincy, MA homes for sale	Newton 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	Newton Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Lexington homes for sale

About this home

Redfin Estimate

Earn from this home

Market trends in 02465, MA

Sale history for 27 Chesterfield Rd

Tax history for 27 Chesterfield Rd

Public record

Property details

Around this home

Schools

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02465

Home values near 27 Chesterfield Rd

More real estate resources