Google street view image for 21 Naples Rd, Brookline, MA 02446

Off Market Jul 1975 for $42K

$2,855,676

Est. refi paymentEst. refi $261/mo

•

7 ba

•

3,467

sq ft

21 Naples Rd, Brookline, MA 02446

About this home

21 Naples Rd is a 3,467 square foot multi-family home on a 5,227 square foot lot with 8 bedrooms and 7 bathrooms. - it last sold on July 30, 1975 for $42,750. Based on Redfin's Brookline data, we estimate the home's value is $2,855,676.

Multi-familyProperty Type

1900Year Built

5,227 sq ftLot Size

$824Est. Price/Sq.Ft.

Source:Public Records

Redfin Estimate

$2,855,676

$2.8M since sold in July 1975$176K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 22.9% lower than the average sale price ($3.70M) of 6 comparable homes.

SOLD AUG 13, 2026
$4,050,000
A
5 beds4.5 baths3,738 sq ft
95 Babcock St, Brookline, MA 02446
SOLD AUG 17, 2026
$5,000,000
B
5 beds6 baths5,198 sq ft
18 Naples Rd, Brookline, MA 02446
SOLD JUL 31, 2026
$2,375,000
C
5 beds3.5 baths3,195 sq ft
121 Thorndike St, Brookline, MA 02446
SOLD JUN 5, 2026
$4,200,000
D
6 beds6.5 baths6,000 sq ft
36 Naples Rd, Brookline, MA 02446
SOLD JUN 30, 2026
$4,070,000
E
5 beds4.5 baths4,800 sq ft
123 Centre St, Brookline, MA 02446
SOLD JUL 2, 2026
$2,525,000
F
6 beds3 baths4,605 sq ft
62 Fuller St, Brookline, MA 02446

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Earn from this home

Sell

$2,713,149

Est. take-home

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Refinance

Est. cash available

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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
$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
$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
$849,000
2 beds1 bath955 sq ft
57 Harvard Ave #5, Brookline, MA 02446
See all

Provided by Redfin

Sale history for 21 Naples Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,180 (+88.2%)

$1,093,400 + $1,432,200

$2,525,600

2022

$13,380 (−26.2%)

$1,041,400 + $271,700

$1,313,100

2021

$18,141 (+7.1%)

$1,001,300 + $849,800

$1,851,100

2020

$16,931 (+5.9%)

$910,200 + $881,400

$1,791,600

2019

$15,988 (+10.6%)

$866,900 + $839,400

$1,706,300

2018

$14,451 (+3.4%)

$722,300 + $805,300

$1,527,600

2017

$13,976 (+4.3%)

$681,600 + $733,000

$1,414,600

2016

$13,395 (+7.3%)

$637,000 + $648,500

$1,285,500

2015

$12,481 (+8.6%)

$595,300 + $573,300

$1,168,600

2014

$11,494 (+2.7%)

$496,000 + $513,100

$1,009,100

2013

$11,196 (+2.2%)

$481,600 + $479,400

$961,000

2012

$10,955 (+1.7%)

$481,600 + $479,400

$961,000

2011

$10,767 (+3.0%)

$481,400 + $471,400

$952,800

2010

$10,452 (+2.6%)

$481,400 + $471,400

$952,800

2009

$10,185

$481,400 + $471,400

$952,800

Tax history for 21 Naples Rd

Year

Property tax

Land + Additions

Assessment*

2023

$25,180 (+88.2%)

$1,093,400 + $1,432,200

$2,525,600

2022

$13,380 (−26.2%)

$1,041,400 + $271,700

$1,313,100

2021

$18,141 (+7.1%)

$1,001,300 + $849,800

$1,851,100

2020

$16,931 (+5.9%)

$910,200 + $881,400

$1,791,600

2019

$15,988 (+10.6%)

$866,900 + $839,400

$1,706,300

2018

$14,451 (+3.4%)

$722,300 + $805,300

$1,527,600

2017

$13,976 (+4.3%)

$681,600 + $733,000

$1,414,600

2016

$13,395 (+7.3%)

$637,000 + $648,500

$1,285,500

2015

$12,481 (+8.6%)

$595,300 + $573,300

$1,168,600

2014

$11,494 (+2.7%)

$496,000 + $513,100

$1,009,100

2013

$11,196 (+2.2%)

$481,600 + $479,400

$961,000

2012

$10,955 (+1.7%)

$481,600 + $479,400

$961,000

2011

$10,767 (+3.0%)

$481,400 + $471,400

$952,800

2010

$10,452 (+2.6%)

$481,400 + $471,400

$952,800

2009

$10,185

$481,400 + $471,400

$952,800

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

Permits

Aug 22, 2022 • Final

Certificate of occupancy

Obtain a certificate of occupancy for the remodel of an existing two-family dwelling according to the approved plans.

Remodel

Aug 7, 2022 • Final

Residential building

Perform a gut renovation of a two-family house across all floors, including the basement. Rebuild the decks and convert the building into two condominiums.

Addition

Remodel

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

Interior

Basement Information
Basement Sq. Ft: 1,230
Basement Type: Full

Bathroom Information
# of Full Baths: 6
# of 1/2 Baths: 2

Heating & Cooling
Heating Type: Forced Hot Water

Room Information
# of Rooms: 14

Exterior

Exterior Information
Physical Condition: Good
Building Style Type: Duplex
Construction Type: Frame
Exterior Wall: Wood Siding/Shingle
Roof Shape Type: Gable

Property Information
Living Sq. Ft: 3,467
Gross Sq. Ft: 5,380
# of Units: 2
# of Stories: 3

Lot Information
# of Buildings: 1
Land Sq. Ft: 5,227
Municipality Name: BROOKLINE
Acres: 0.12
Zoning Code: T-5
State Use Description: 2-FAMILY RESIDENCE

Financial

Assessor Information
Assessment Year: 2023

Public facts

Beds: 8
Baths: 7.0
Sq. Ft.: 3,467
Stories: 3.0
Lot Size: 5,227 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1900
Year Renovated: 1972
County: Norfolk County
APN: 30187

Home facts updated by county records on Jul 20, 2023

Around this home

Schools
Places
Transit

Florida Ruffin Ridley School

Public PreK-8 • Assigned • 0.1mi

9/10

Brookline High School

Public 9-12 • Assigned • 0.9mi

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

58% 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 • 02446

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

$2.71M – $3.29M

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New listings for sale in 02446

OPEN SAT, 11AM TO 12:30PM

$815,000

2 beds1.5 baths803 sq ft

55 Sewall Ave Unit PHB, Brookline, MA 02446

EARLY ACCESSREDFIN COMING SOON

$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

$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

$849,000

2 beds1 bath955 sq ft

57 Harvard Ave #5, Brookline, MA 02446

Home values near 21 Naples Rd

Data from public records.

Address	Redfin Estimate
11 Naples Road, Brookline, MA 7 Beds \| 3 Baths \| 3072 Sq. Ft.	—
29 Naples Road, Brookline, MA 7 Beds \| 3 Baths \| 3726 Sq. Ft.	—

Address	Redfin Estimate
15 Naples Road, Brookline, MA 5 Beds \| 3.5 Baths \| - Sq. Ft.	$3,173,230
30 Naples Road, Brookline, MA 8 Beds \| 5.5 Baths \| 3341 Sq. Ft.	$2,909,592

Address	Redfin Estimate
23 Naples Road, Brookline, MA 7 Beds \| 3 Baths \| 4285 Sq. Ft.	—
24 Naples Road, Brookline, MA 6 Beds \| 4 Baths \| 3876 Sq. Ft.	—

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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 21 Naples Rd

Tax history for 21 Naples Rd

Permits

Property details

Around this home

Lifestyle

Local insights from Redfin agents

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02446

Home values near 21 Naples Rd

More real estate resources