Google street view image for 29 Winchester Rd, Newton, MA 02458

OFF MARKET

$3,451,867

•

9,100

sq ft

29 Winchester Rd, Newton, MA 02458

About this home

29 Winchester Rd is a 9,100 square foot multi-family home on a 0.36 acre lot with 9 bedrooms and 9 bathrooms. Based on Redfin's Newton data, we estimate the home's value is $3,451,867.

Multi-familyProperty Type

2021Year Built

0.36 acresLot Size

$379Est. Price/Sq.Ft.

4 spacesParking

Source:Public Records

Redfin Estimate

$3,451,867

$66K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 13.2% higher than the average sale price ($3.05M) of 6 comparable homes.

SOLD MAY 20, 2026
$3,150,000
A
5 beds5.5 baths5,296 sq ft
3 Cedar St, Newton Center, MA 02459
SOLD AUG 18, 2026
$3,250,000
B
6 beds4.5 baths5,150 sq ft
49 Buswell Park, Newton, MA 02458
SOLD JUL 9, 2026
$2,200,000
C
5 beds4.5 baths3,942 sq ft
322 Cabot St, Newton, MA 02460
SOLD JUL 23, 2026
$2,650,000
D
5 beds4.5 baths6,260 sq ft
81 Brackett Rd, Newton, MA 02458
SOLD JUL 15, 2026
$2,750,000
E
6 beds5 baths6,420 sq ft
686 Centre St, Newton, MA 02458
SOLD JUN 1, 2026
$4,300,000
F
6 beds5.5 baths6,281 sq ft
34 Morton Rd, Newton, MA 02459

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Earn from this home

Sell

$3,279,792

Est. take-home

List your home with Redfin and save $17,259

Market trends in 02458, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

0.4% MoM

Median sale price

$1.5M

$53K MoM

Avg. days on market

33d

6 days MoM

Recently sold homes

8 MoM

New listings for sale

OPEN SAT, 11AM TO 1PM
$1,529,990
3 beds2.5 baths2,447 sq ft
264 Pearl St #2, Newton, MA 02458
$1,195,000
4 beds2 baths2,796 sq ft
227-229 Tremont St, Newton, MA 02458
3D & VIDEO TOUR
$2,325,000
5 beds4 baths3,519 sq ft
579 Centre St, Newton, MA 02458
See all

Provided by Redfin

Sale history for 29 Winchester Rd

As the MLS and public records start to fill up, we'll list the details here.

Year

Property tax

Land + Additions

Assessment*

2026

$32,150 (+3.8%)

$1,085,900 + $2,232,000

$3,317,900

2025

$30,967 (+3.4%)

$1,034,200 + $2,125,700

$3,159,900

2024

$29,943 (+9.3%)

$1,004,100 + $2,063,800

$3,067,900

2023

$27,406 (+122.0%)

$828,300 + $1,863,800

$2,692,100

2022

$12,345 (+3.6%)

$809,100 + $364,400

$1,173,500

2021

$11,912 (+3.1%)

$763,300 + $343,800

$1,107,100

2020

$11,557 (+2.9%)

$763,300 + $343,700

$1,107,000

2019

$11,232 (+6.4%)

$741,100 + $333,700

$1,074,800

2018

$10,556 (+4.8%)

$663,900 + $311,700

$975,600

2017

$10,072 (+4.6%)

$626,300 + $279,500

$905,800

2016

$9,633 (+4.9%)

$585,300 + $261,200

$846,500

2015

$9,185 (+2.0%)

$547,000 + $244,100

$791,100

2014

$9,008 (+5.5%)

$501,000 + $242,200

$743,200

2013

$8,539 (+2.9%)

$501,000 + $242,200

$743,200

2012

$8,302 (+4.2%)

$501,000 + $242,200

$743,200

2011

$7,964 (+2.6%)

$499,600 + $231,000

$730,600

2010

$7,761 (+2.4%)

$509,800 + $235,700

$745,500

2009

$7,577

$520,200 + $240,500

$760,700

Tax history for 29 Winchester Rd

Year

Property tax

Land + Additions

Assessment*

2026

$32,150 (+3.8%)

$1,085,900 + $2,232,000

$3,317,900

2025

$30,967 (+3.4%)

$1,034,200 + $2,125,700

$3,159,900

2024

$29,943 (+9.3%)

$1,004,100 + $2,063,800

$3,067,900

2023

$27,406 (+122.0%)

$828,300 + $1,863,800

$2,692,100

2022

$12,345 (+3.6%)

$809,100 + $364,400

$1,173,500

2021

$11,912 (+3.1%)

$763,300 + $343,800

$1,107,100

2020

$11,557 (+2.9%)

$763,300 + $343,700

$1,107,000

2019

$11,232 (+6.4%)

$741,100 + $333,700

$1,074,800

2018

$10,556 (+4.8%)

$663,900 + $311,700

$975,600

2017

$10,072 (+4.6%)

$626,300 + $279,500

$905,800

2016

$9,633 (+4.9%)

$585,300 + $261,200

$846,500

2015

$9,185 (+2.0%)

$547,000 + $244,100

$791,100

2014

$9,008 (+5.5%)

$501,000 + $242,200

$743,200

2013

$8,539 (+2.9%)

$501,000 + $242,200

$743,200

2012

$8,302 (+4.2%)

$501,000 + $242,200

$743,200

2011

$7,964 (+2.6%)

$499,600 + $231,000

$730,600

2010

$7,761 (+2.4%)

$509,800 + $235,700

$745,500

2009

$7,577

$520,200 + $240,500

$760,700

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Property details

Interior

Basement Information
Basement Sq. Ft: 1,189

Bathroom Information
# of Full Baths: 8
# of 1/2 Baths: 2

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 3
Has Fireplace

Room Information
# of Rooms: 15

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Multi-Family
Construction Type: Concrete
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 5,554
Gross Sq. Ft: 10,128
Ground Floor Sq. Ft: 1,217
# of Units: 2
# of Stories: 2

Lot Information
# of Buildings: 1
Land Sq. Ft: 15,682
Municipality Name: NEWTON
Acres: 0.36
Zoning Code: MR1
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 9
Baths: 9.0
Sq. Ft.: 9,100
Stories: 2.0
Parking Spaces: 4
Basement: Yes
Accessible: No
Lot Size: 0.36 acres
Style: Multi-Family (2-4 Unit)
Year Built: 2021
Year Renovated: —
County: Middlesex County
APN: 3782957S
HOA Dues: —
Garage: Yes
Features: —

Home facts updated by owner on Sep 20, 2023

Around this home

Schools

Cabot Elementary School

Public K-5 • Assigned • 0.2mi

9/10

Bigelow Middle School

Public 6-8 • Assigned • 0.8mi

9/10

Newton North High School

Public 9-12 • Assigned • 0.6mi

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
153 deals
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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 96° expected this year, 15 days in 30 years

6/10 Wind Factor

50% 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 • 02458

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

$3.81M – $4.61M

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Nearby similar homes

$1,495,000

5 beds2 baths2,810 sq ft

166-168 East Side Pkwy, Newton, MA 02458

NEW CONSTRUCTION

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75 Prescott St, Newton, MA 02460

$1,690,000

3 beds2 baths1,856 sq ft

35 Middle St, Newton, MA 02458

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6 beds2 baths2,908 sq ft

7 Westbourne Rd, Newton, MA 02459

$1,250,000

4 beds2 baths2,200 sq ft

6 Bates Rd E, Watertown, MA 02472

NEW CONSTRUCTION

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3 beds3.5 baths1,800 sq ft

43 Crafts St, Newton, MA 02458

New listings for sale in 02458

OPEN SAT, 11AM TO 1PM

$1,529,990

3 beds2.5 baths2,447 sq ft

264 Pearl St #2, Newton, MA 02458

$1,195,000

4 beds2 baths2,796 sq ft

227-229 Tremont St, Newton, MA 02458

3D & VIDEO TOUR

$2,325,000

5 beds4 baths3,519 sq ft

579 Centre St, Newton, MA 02458

Home values near 29 Winchester Rd

Data from public records.

Address	Redfin Estimate
17 Winchester Road #15, Newton, MA 2 Beds \| 2 Baths \| 1664 Sq. Ft.	$991,632
43 Winchester Road, Newton, MA 5 Beds \| 3.5 Baths \| 2056 Sq. Ft.	$1,808,091

Address	Redfin Estimate
39 Winchester Road #37, Newton, MA 3 Beds \| 2 Baths \| 1845 Sq. Ft.	$1,057,430
17 Winchester Road #17, Newton, MA 3 Beds \| 1.5 Baths \| 1552 Sq. Ft.	$996,950

Address	Redfin Estimate
39 Winchester Road #39, Newton, MA 2 Beds \| 1 Baths \| 1990 Sq. Ft.	$923,258
37 Winchester Road #37, Newton, MA 3 Beds \| 2 Baths \| 1845 Sq. Ft.	$1,080,624

This data may not show owner updates. 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 02458, MA

Sale history for 29 Winchester Rd

Tax history for 29 Winchester Rd

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 02458

Home values near 29 Winchester Rd

More real estate resources