Google street view image for 158 Naples Rd

Off Market Aug 1995 for $317K

$2,568,248

•

—

sq ft

158 Naples Rd, Brookline, MA

About this home

Single-familyProperty Type

1903Year Built

7,982 sq ftLot Size

Listed by Roz Wennett • Prudential Edna Kranz Realty

Bought with • Hammond Residential R. E.

Redfin checked: a minute ago

•Source:MLS PIN #50246076

Redfin Estimate

$2,568,248

$2.3M since sold in August 1995$104K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 21.1% lower than the average sale price ($3.25M) of 6 comparable homes.

SOLD JUL 2, 2026
$2,525,000
A
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446
SOLD JUL 31, 2026
$2,375,000
B
5 beds3.5 baths3,195 sq ft
121 Thorndike St, Brookline, MA 02446
SOLD AUG 13, 2026
$4,050,000
C
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446
SOLD DEC 29, 2025
$2,621,500
D
8 beds4.5 baths4,720 sq ft
11 Abbottsford Rd, Brookline, MA 02446
SOLD JUN 26, 2026
$2,952,000
E
6 beds3.5 baths3,052 sq ft
302 Brookline St, Cambridge, MA 02139
SOLD AUG 17, 2026
$5,000,000
F
5 beds6 baths5,198 sq ft
18 Naples Rd, Brookline, MA 02446

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Earn from this home

Sell

$2,439,966

Est. take-home

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Rent

$7,484/mo

Redfin rental estimate

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Market trends in 02446, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.8%

0.5% MoM

Median sale price

$1.2M

$162K MoM

Avg. days on market

20d

3 days MoM

Recently sold homes

27 MoM

New listings for sale

OPEN SAT, 11AM TO 12:30PM
$789,000
2 beds1 bath1,101 sq ft
648 Washington St #5, Brookline, MA 02446
EARLY ACCESS
Unknown
5 beds4 baths3,213 sq ft
77 Jordan Rd, Brookline, MA 02446
OPEN SAT, 2PM TO 3:30PM
$629,900
1 bed1.5 baths953 sq ft
50 Longwood Ave #517, Brookline, MA 02446
OPEN SAT, 11AM TO 12:30PM
$815,000
2 beds1.5 baths803 sq ft
55 Sewall Ave Unit PHB, Brookline, MA 02446
EARLY ACCESS
$1,250,000
2 beds2 baths1,187 sq ft
50 Longwood Ave #316, Brookline, MA 02446
$599,000
2 beds1 bath800 sq ft
19 Short St #6, Brookline, MA 02446
OPEN FRI, 11AM TO 6PM
$3,900,000
6 beds4.5 baths4,060 sq ft
38 Fuller St, Brookline, MA 02446
$2,700,000
6 beds3 baths4,281 sq ft
16 Harris St, Brookline, MA 02446
$619,000
1 bed1 bath828 sq ft
60 Marshal St #4, Brookline, MA 02446

Provided by Redfin

Sale history for 158 Naples Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,612 (+2.7%)

$1,213,400 + $954,300

$2,167,700

2022

$21,036 (+8.1%)

$1,155,500 + $908,900

$2,064,400

2021

$19,453 (+10.0%)

$1,111,100 + $873,900

$1,985,000

2020

$17,679 (+5.9%)

$1,010,100 + $860,700

$1,870,800

2019

$16,695 (+9.8%)

$962,000 + $819,700

$1,781,700

2018

$15,199 (+1.5%)

$801,700 + $805,000

$1,606,700

2017

$14,975 (+1.5%)

$756,300 + $759,400

$1,515,700

2016

$14,751 (+6.0%)

$706,800 + $708,800

$1,415,600

2015

$13,921 (+5.8%)

$660,600 + $642,900

$1,303,500

2014

$13,161 (+0.7%)

$550,400 + $605,100

$1,155,500

2013

$13,069 (+2.2%)

$534,400 + $587,400

$1,121,800

2012

$12,789 (+2.2%)

$534,400 + $587,400

$1,121,800

2011

$12,508 (+3.0%)

$528,700 + $578,200

$1,106,900

2010

$12,143 (+2.6%)

$528,700 + $578,200

$1,106,900

2009

$11,833

$528,700 + $578,200

$1,106,900

Tax history for 158 Naples Rd

Year

Property tax

Land + Additions

Assessment*

2023

$21,612 (+2.7%)

$1,213,400 + $954,300

$2,167,700

2022

$21,036 (+8.1%)

$1,155,500 + $908,900

$2,064,400

2021

$19,453 (+10.0%)

$1,111,100 + $873,900

$1,985,000

2020

$17,679 (+5.9%)

$1,010,100 + $860,700

$1,870,800

2019

$16,695 (+9.8%)

$962,000 + $819,700

$1,781,700

2018

$15,199 (+1.5%)

$801,700 + $805,000

$1,606,700

2017

$14,975 (+1.5%)

$756,300 + $759,400

$1,515,700

2016

$14,751 (+6.0%)

$706,800 + $708,800

$1,415,600

2015

$13,921 (+5.8%)

$660,600 + $642,900

$1,303,500

2014

$13,161 (+0.7%)

$550,400 + $605,100

$1,155,500

2013

$13,069 (+2.2%)

$534,400 + $587,400

$1,121,800

2012

$12,789 (+2.2%)

$534,400 + $587,400

$1,121,800

2011

$12,508 (+3.0%)

$528,700 + $578,200

$1,106,900

2010

$12,143 (+2.6%)

$528,700 + $578,200

$1,106,900

2009

$11,833

$528,700 + $578,200

$1,106,900

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

Public record

Public record
Permits

Beds

Baths

2.5

Stories

Lot width

—

Lot depth

—

Lot size

7,841 Sq. Ft.

Year renovated

1968

Sq. Ft.

3,812

Year built

1900

Style

Single Family Residential

County

Norfolk County

APN

30429

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 20, 2023.

Jul 31, 2025 • Final

Residential electrical

Replace the existing electrical service with a new meter and disconnect.

Electrical

May 30, 2024 • Final

Residential electrical

Inspect kitchen circuits and install new electrical finishes in the kitchen area. Install arc fault circuit breakers to code and a new sub-panel to accommodate circuits. Add new circuits for a television wall counter and a floor plug. Install wiring for an electric vehicle charger.

Electrical

Ev charger

Kitchen

Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.

Property details

Parking

Parking Information
Has Open Parking
Parking Features: Paved Drive, Off Street

Interior

Master Bedroom Information
Level: First

Bedroom #2 Information
Level: Third

Bedroom #3 Information
Level: Third

Bedroom #4 Information
Level: Third

Bedroom #5 Information
Level: Second

Bathroom Information
# of Bathrooms (Full): 3

Bathroom #1 Information
Level: First

Bathroom #2 Information
Level: Second

Bathroom #3 Information
Level: Third

Living Room Information
Level: First

Dining Room Information
Level: First

Kitchen Information
Level: First

Basement Information
Basement: Full

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 2

Interior Features
# of Rooms (Total): 13

Exterior

Building Information
Foundation Details: Stone

Exterior Features
Roof: Slate

Lot Information
Lot Size (Acres): 0.18

Financial

Tax Information
Tax Annual Amount: $6,375

Utilities

Utility Information
Sewer: Public Sewer, City/Town Sewer
Water Source: Public, City/Town Water

Heating & Cooling
Has Heating
Heating: Baseboard, Natural Gas

Location

Location Information
Directions: ABBOTSFORD RD
UnparsedAddress: 158 Naples Rd, Brookline MA

Community Information
Senior CommunityYN: No

Public facts

Beds: 7
Baths: 2.5
Sq. Ft.: 3,812
Stories: 3.0
Lot Size: 7,841 square feet
Style: Single Family Residential
Year Built: 1900
Year Renovated: 1968
County: Norfolk County
APN: 30429

Home facts updated by county records on Jul 20, 2023

Other

Miscellaneous Information
Heat Zones: 1

Listing Information
Exclusions: Washer & Dryer Refig Port. Dishwasher
StandardStatus: Closed

Around this home

Schools

Florida Ruffin Ridley School

Public PreK-8 • Assigned • 0.4mi

9/10

Brookline High School

Public 9-12 • Assigned • 1.2mi

8/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Brookline will continue to be a Seller's market for the foreseeable future, driven by restrictive zoning laws that have limited increases in housing production and a stable population with relatively low turnover. This has resulted in a massive...
2 months ago • Brookline
Benjamin Ginsburg
Redfin Premier agent
151 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

6/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

62% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Brookline, MA • undefined

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

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.44M – $2.95M

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OPEN SAT, 2PM TO 3:30PM3D WALKTHROUGH

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50 Longwood Ave #517, Brookline, MA 02446

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OPEN FRI, 11AM TO 6PM

$3,900,000

6 beds4.5 baths4,060 sq ft

38 Fuller St, Brookline, MA 02446

$2,700,000

6 beds3 baths4,281 sq ft

16 Harris St, Brookline, MA 02446

$619,000

1 bed1 bath828 sq ft

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Home values near 158 Naples Rd

Data from public records.

Address	Redfin Estimate
149 Naples Road, Brookline, MA 4 Beds \| 3.5 Baths \| 2710 Sq. Ft.	$1,965,940
157 Naples Road Unit 3, Brookline, MA 5 Beds \| 2 Baths \| 2480 Sq. Ft.	$1,618,023

Address	Redfin Estimate
153 Naples Road, Brookline, MA 6 Beds \| 3 Baths \| 3490 Sq. Ft.	—
172 Naples Road, Brookline, MA 4 Beds \| 2.5 Baths \| 3766 Sq. Ft.	$2,902,685

Address	Redfin Estimate
157 Naples Road Unit 2, Brookline, MA 5 Beds \| 2.5 Baths \| 2380 Sq. Ft.	$1,899,781
166 Naples Road, Brookline, MA 7 Beds \| 3 Baths \| 3475 Sq. Ft.	—

Property information provided by MLS PIN when last listed in 1994. 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 02446, MA

Sale history for 158 Naples Rd

Tax history for 158 Naples 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 02446

Home values near 158 Naples Rd

More real estate resources