Google street view image for 165 Oakleigh Rd, Newton, MA 02458

Off market

$1,352,046

•

3.5 ba

•

2,200

sq ft

165 Oakleigh Rd, Newton, MA 02458

About this home

165 Oakleigh Rd is a 2,200 square foot house on a 5,663 square foot lot with 5 bedrooms and 3.5 bathrooms. Based on Redfin's Newton data, we estimate the home's value is $1,352,046.

Single-familyProperty Type

1900Year Built

5,663 sq ftLot Size

$615Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$1,352,046

$31K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 4.1% lower than the average sale price ($1.41M) of 5 comparable homes.

SOLD AUG 18, 2026
$1,175,000
A
6 beds3 baths2,206 sq ft
53 Fairbanks St, Brighton, MA 02135
SOLD MAY 19, 2026
$1,275,000
B
4 beds2 baths2,267 sq ft
69 Capitol St, Watertown, MA 02472
SOLD JUL 10, 2026
$2,000,000
C
5 beds3.5 baths2,686 sq ft
34 Converse Ave, Newton, MA 02458
SOLD SEP 8, 2026
$1,050,000
D
4 beds2 baths2,717 sq ft
38-40 Pequossette St, Watertown, MA 02472
SOLD SEP 18, 2026
$1,550,000
E
4 beds3.5 baths2,553 sq ft
31 Wesley St, Newton, MA 02458

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Earn from this home

Sell

$1,284,039

Est. take-home

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Rent

$5,470/mo

Redfin rental estimate

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Market trends in 02458, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.0%

0.9% MoM

Median sale price

$1.7M

$22K MoM

Avg. days on market

29d

5 days MoM

Recently sold homes

9 MoM

New listings for sale

$1,950,000
5 beds4.5 baths3,700 sq ft
611 Centre St #1, Newton, MA 02458
$4,148,000
8 beds7 baths6,600 sq ft
82-84 Eastside Pkwy, Newton, MA 02458
$2,895,000
6 beds4.5 baths4,370 sq ft
40 Shornecliffe Rd, Newton, MA 02458
3D WALKTHROUGH
$1,495,000
4 beds3.5 baths2,814 sq ft
26 Princeton St #26, Newton, MA 02458
See all

Provided by Redfin

Sale history for 165 Oakleigh Rd

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

Year

Property tax

Land + Additions

Assessment*

2026

$12,829 (−10.6%)

$923,800 + $400,100

$1,323,900

2025

$14,348 (+3.8%)

$363,900 + $668,300

$1,032,200

2024

$13,826 (+5.7%)

$363,900 + $651,200

$1,015,100

2023

$13,081 (+8.3%)

$391,000 + $519,300

$910,300

2022

$12,081 (+0.8%)

$328,900 + $437,200

$766,100

2021

$11,984 (−2.6%)

$301,800 + $459,600

$761,400

2020

$12,303 (+8.5%)

$267,300 + $480,600

$747,900

2019

$11,344 (−5.4%)

$264,500 + $429,300

$693,800

2018

$11,990 (+2.3%)

$238,300 + $429,300

$667,600

2017

$11,718 (+12.6%)

$223,100 + $430,800

$653,900

2016

$10,405 (+4.8%)

$221,700 + $355,400

$577,100

2014

$9,932 (+2.9%)

$190,000 + $333,300

$523,300

2013

$9,648 (+0.9%)

$213,200 + $324,300

$537,500

2012

$9,558 (+8.4%)

$211,200 + $335,300

$546,500

2011

$8,815 (−0.4%)

$200,000 + $327,200

$527,200

2010

$8,852 (+5.1%)

$224,000 + $360,300

$584,300

2009

$8,425

$224,400 + $374,400

$598,800

Tax history for 165 Oakleigh Rd

Year

Property tax

Land + Additions

Assessment*

2026

$12,829 (−10.6%)

$923,800 + $400,100

$1,323,900

2025

$14,348 (+3.8%)

$363,900 + $668,300

$1,032,200

2024

$13,826 (+5.7%)

$363,900 + $651,200

$1,015,100

2023

$13,081 (+8.3%)

$391,000 + $519,300

$910,300

2022

$12,081 (+0.8%)

$328,900 + $437,200

$766,100

2021

$11,984 (−2.6%)

$301,800 + $459,600

$761,400

2020

$12,303 (+8.5%)

$267,300 + $480,600

$747,900

2019

$11,344 (−5.4%)

$264,500 + $429,300

$693,800

2018

$11,990 (+2.3%)

$238,300 + $429,300

$667,600

2017

$11,718 (+12.6%)

$223,100 + $430,800

$653,900

2016

$10,405 (+4.8%)

$221,700 + $355,400

$577,100

2014

$9,932 (+2.9%)

$190,000 + $333,300

$523,300

2013

$9,648 (+0.9%)

$213,200 + $324,300

$537,500

2012

$9,558 (+8.4%)

$211,200 + $335,300

$546,500

2011

$8,815 (−0.4%)

$200,000 + $327,200

$527,200

2010

$8,852 (+5.1%)

$224,000 + $360,300

$584,300

2009

$8,425

$224,400 + $374,400

$598,800

*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: 210
Basement Type: Partial

Bathroom Information
# of Full Baths: 3
# of 1/2 Baths: 1

Heating & Cooling
Heating Type: Forced Air

Fireplace Information
# of Fireplaces: 1
Has Fireplace

Room Information
# of Rooms: 10

Exterior

Exterior Information
Physical Condition: Average
Building Style Type: Victorian
Construction Type: Brick
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Subdivision Name: CHELMSFORD
Living Sq. Ft: 2,200
Gross Sq. Ft: 3,810
Ground Floor Sq. Ft: 1,006
# of Units: 1
# of Stories: 2

Parking & Garage Information
Parking Type: Detached Garage
Garage / Carport Type: Detached

Lot Information
# of Buildings: 1
Land Sq. Ft: 5,663
Municipality Name: NEWTON
Acres: 0.13
Zoning Code: SR3
State Use Description: 1-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2026

Public facts

Beds: 5
Baths: 3.5
Sq. Ft.: 2,200
Stories: 2.0
Lot Size: 5,663 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: —
County: Middlesex County
APN: 3912089

Home facts updated by county records on Apr 24, 2026

Around this home

Schools

Underwood Elementary School

Public K-5 • Assigned • 0.3mi

9/10

Bigelow Middle School

Public 6-8 • Assigned • 0.3mi

9/10

Newton North High School

Public 9-12 • Assigned • 1.6mi

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...
1 month ago • Newton
Benjamin Ginsburg
Redfin Premier agent
155 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

54% chance of strong winds in next 30 years

3/10 Air Factor

2 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 9.1 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.1 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$1.29M – $1.56M

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New listings for sale in 02458

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8 beds7 baths6,600 sq ft

82-84 Eastside Pkwy, Newton, MA 02458

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40 Shornecliffe Rd, Newton, MA 02458

3D WALKTHROUGH

$1,495,000

4 beds3.5 baths2,814 sq ft

26 Princeton St #26, Newton, MA 02458

Home values near 165 Oakleigh Rd

Data from public records.

Address	Redfin Estimate
173 Oakleigh Rd, Newton, MA 6 Beds \| 5 Baths \| 4746 Sq. Ft.	$2,424,530
170 Oakleigh Rd, Newton, MA 6 Beds \| 4 Baths \| 2795 Sq. Ft.	$1,770,195

Address	Redfin Estimate
160 Oakleigh Rd, Newton, MA 5 Beds \| 1 Baths \| 3055 Sq. Ft.	$1,403,099
176 Oakleigh Rd, Newton, MA 6 Beds \| 1.5 Baths \| - Sq. Ft.	$1,879,718

Address	Redfin Estimate
166 Oakleigh Rd, Newton, MA 5 Beds \| 3.5 Baths \| 3122 Sq. Ft.	$2,038,848
173 Oakleigh Rd, Newton, MA 6 Beds \| 5.5 Baths \| 4732 Sq. Ft.	$2,546,239

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GreatSchools Ratings provided by GreatSchools.org.

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