OFF MARKET

Off market may 2021 for $1.7M

$2,108,474

Est. refi paymentEst. refi $1,855/mo

•

4,651

sq ft

57-59 Pleasant St, Wellesley, MA 02482

About this home

One of the most interesting and timely opportunities in Wellesley! 2 individual abutting properties being sold together. One parcel has a 2 family home with rental incomes and the other is a single family home. The 2 family is 59 Pleasant on a 10,000 sq ft lot with 2780 sq ft of living space. 12 rooms, 4 beds and 2 full baths. Built in 1890. There is one unit on the 1rst floor and another on the 2nd & 3rd floor with common space for storage in the lower level. The units have been very well maintained but not newly renovated. The single family is 57 Pleasant on a 12,200 sq ft lot with 1871 sq ft of living space. 7 rooms, 3 beds and 2 full baths. Built in 1960. Finished space in lower level and 1 car garage. This is a fabulous location! Just a short distance to the train, Wellesley center, Linden Street shops, Sprague School and access to the city. Opportunities like this are very hard to find!

Multi-familyProperty Type

1960Year Built

0.51 acresLot Size

$453Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Melissa Dailey • Coldwell Banker Realty - Wellesley

Bought with Joseph Fleming • JT Fleming & Company

Redfin checked: a minute ago

•Source:MLS PIN #72780234

Redfin Estimate

$2,108,474

$393K since sold in May 2021$212K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.4% lower than the average sale price ($2.18M) of 6 comparable homes.

SOLD AUG 4, 2026
$2,315,000
A
4 beds3 baths4,799 sq ft
99 Parker Rd, Wellesley, MA 02482
SOLD JUN 2, 2026
$2,450,000
B
5 beds3.5 baths3,351 sq ft
48 Patton Rd, Wellesley, MA 02482
SOLD SEP 17, 2026
$3,075,000
C
5 beds4.5 baths4,416 sq ft
38 Parker Rd, Wellesley, MA 02482
SOLD JUL 31, 2026
$1,645,999
D
5 beds3.5 baths3,651 sq ft
30 Oakridge Ave, Natick, MA 01760
SOLD SEP 11, 2026
$1,135,000
E
5 beds3.5 baths2,864 sq ft
48 Bradford Rd, Natick, MA 01760
SOLD JUL 6, 2026
$2,480,000
F
5 beds4 baths4,200 sq ft
16 Oak St, Wellesley, MA 02482

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Earn from this home

Sell

$773,978

Est. take-home

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Est. cash available

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Market trends in 02482, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

99.3%

1.1% MoM

Median sale price

$1.9M

$8K MoM

Avg. days on market

18d

3 days MoM

Recently sold homes

16 MoM

New listings for sale

EARLY ACCESS
$1,879,000
5 beds4 baths2,464 sq ft
15 Abbott St, Wellesley, MA 02482
$1,595,000
6 beds3.5 baths4,032 sq ft
57 Benvenue St, Wellesley, MA 02482
$1,285,000
2 beds2 baths1,564 sq ft
75 Grove St #427, Wellesley, MA 02482
EARLY ACCESS
$1,395,000
3 beds2 baths1,632 sq ft
27 Oak St, Wellesley, MA 02482
$1,995,000
3 beds2.5 baths2,298 sq ft
16 Abbott St, Wellesley, MA 02482
$3,995,000
5 beds5.5 baths5,210 sq ft
17 Midland Rd, Wellesley, MA 02482
$4,395,000
4 beds5.5 baths7,741 sq ft
150 Pond Rd, Wellesley, MA 02482
See all

Provided by Redfin

Sale history for 57-59 Pleasant St

Year

Property tax

Land + Additions

Assessment*

2023

$11,152 (+1.4%)

$797,000 + $177,000

$974,000

2022

$11,003 (+1.2%)

$684,000 + $258,000

$942,000

2021

$10,869 (+1.6%)

$654,000 + $271,000

$925,000

2020

$10,693 (+6.0%)

$654,000 + $271,000

$925,000

2019

$10,089 (−2.3%)

$624,000 + $248,000

$872,000

2018

$10,325 (+1.4%)

$620,000 + $244,000

$864,000

2017

$10,187 (+8.3%)

$620,000 + $244,000

$864,000

2015

$9,410 (+5.5%)

$580,000 + $234,000

$814,000

2014

$8,920 (+8.1%)

$480,000 + $293,000

$773,000

2013

$8,249 (+1.9%)

$450,000 + $255,000

$705,000

2012

$8,093 (+1.9%)

$450,000 + $255,000

$705,000

2011

$7,944 (+4.6%)

$420,000 + $275,000

$695,000

2010

$7,598 (+7.7%)

$450,000 + $275,000

$725,000

2009

$7,055

$520,000 + $225,000

$745,000

Tax history for 57-59 Pleasant St

Year

Property tax

Land + Additions

Assessment*

2023

$11,152 (+1.4%)

$797,000 + $177,000

$974,000

2022

$11,003 (+1.2%)

$684,000 + $258,000

$942,000

2021

$10,869 (+1.6%)

$654,000 + $271,000

$925,000

2020

$10,693 (+6.0%)

$654,000 + $271,000

$925,000

2019

$10,089 (−2.3%)

$624,000 + $248,000

$872,000

2018

$10,325 (+1.4%)

$620,000 + $244,000

$864,000

2017

$10,187 (+8.3%)

$620,000 + $244,000

$864,000

2015

$9,410 (+5.5%)

$580,000 + $234,000

$814,000

2014

$8,920 (+8.1%)

$480,000 + $293,000

$773,000

2013

$8,249 (+1.9%)

$450,000 + $255,000

$705,000

2012

$8,093 (+1.9%)

$450,000 + $255,000

$705,000

2011

$7,944 (+4.6%)

$420,000 + $275,000

$695,000

2010

$7,598 (+7.7%)

$450,000 + $275,000

$725,000

2009

$7,055

$520,000 + $225,000

$745,000

*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

Stories

Lot width

—

Lot depth

—

Lot size

10,019 Sq. Ft.

Year renovated

—

Sq. Ft.

2,780

Year built

1890

Style

Multi-Family (2-4 Unit)

County

Norfolk County

APN

262628

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 25, 2025.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 6
Parking Features: Paved Drive, Off Street

Interior

Bathroom Information
# of Bathrooms (Full): 4

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 19
Interior Features: Living Room, Dining Room, Kitchen, Laundry Room, Office/Den, Sunroom, Loft

Unit #1 Information
# of Levels: 3
# of Floors: 1
Lease: N

Unit #2 Information
# of Levels: 1
# of Floors: 2
Lease: N

Unit #3 Information
# of Levels: 2
# of Floors: 1

Exterior

Building Information
Building Area (Total): 4,651
Foundation Details: Concrete Perimeter, Stone
Stories (Total): 6
Year Built Source: Public Records
Year Built Details: Actual

Property Information
PropertySubType: 3 Family

Lot Information
Lot Size (Acres): 0.51
Road Frontage Type: Public

Financial

Tax Information
Tax Annual Amount: $21,784.50
Tax Year: 2021

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public

Heating & Cooling
Cooling: Central Air

Location

Location Information
Directions: Oak to Westerly to Pleasant
UnparsedAddress: 57-59 Pleasant Street, Wellesley MA 02482

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Conservation Area, Highway Access, House of Worship, Public School

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,780
Stories: 3.0
Lot Size: 10,019 square feet
Style: Multi-Family (2-4 Unit)
Year Built: 1890
Year Renovated: —
County: Norfolk County
APN: 262628

Home facts updated by county records on Jul 25, 2025

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

Sprague Elementary School

Public K-5 • Assigned • 0.2mi

9/10

Wellesley Middle School

Public 6-8 • Assigned • 0.4mi

8/10

Wellesley High School

Public 9-12 • Assigned • 1.0mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

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

54% chance of strong winds in next 30 years

2/10 Air Factor

1 unhealthy days expected this year, 2 days in 30 years

Provided by First Street

Historical weather

Wellesley, MA • 02482

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

$2.00M – $2.42M

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New listings for sale in 02482

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$1,879,000

5 beds4 baths2,464 sq ft

15 Abbott St, Wellesley, MA 02482

$1,595,000

6 beds3.5 baths4,032 sq ft

57 Benvenue St, Wellesley, MA 02482

$1,285,000

2 beds2 baths1,564 sq ft

75 Grove St #427, Wellesley, MA 02482

EARLY ACCESSCOLDWELL BANKER REALTY COMING SOON

$1,395,000

3 beds2 baths1,632 sq ft

27 Oak St, Wellesley, MA 02482

$1,995,000

3 beds2.5 baths2,298 sq ft

16 Abbott St, Wellesley, MA 02482

$3,995,000

5 beds5.5 baths5,210 sq ft

17 Midland Rd, Wellesley, MA 02482

$4,395,000

4 beds5.5 baths7,741 sq ft

150 Pond Rd, Wellesley, MA 02482

Home values near 57-59 Pleasant St

Data from public records.

Address	Redfin Estimate
40 Pleasant Street, Wellesley, MA 4 Beds \| 4 Baths \| 3386 Sq. Ft.	$2,397,401
58 Pleasant Street, Wellesley, MA 4 Beds \| 2.5 Baths \| 3558 Sq. Ft.	$2,338,472

Address	Redfin Estimate
50 Pleasant Street, Wellesley, MA 4 Beds \| 3.5 Baths \| 2621 Sq. Ft.	$1,770,875
60 Pleasant Street, Wellesley, MA 3 Beds \| 2.5 Baths \| 1443 Sq. Ft.	$1,644,764

Address	Redfin Estimate
46 Pleasant Street, Wellesley, MA 4 Beds \| 3.5 Baths \| 2580 Sq. Ft.	$2,001,388
72 Pleasant Street, Wellesley, MA 4 Beds \| 2 Baths \| 1731 Sq. Ft.	$1,247,484

Property information provided by MLS PIN when last listed in 2021. 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 02482, MA

Sale history for 57-59 Pleasant St

Tax history for 57-59 Pleasant St

Public record

Property details

Around this home

Schools

Lifestyle

Climate risks

Historical weather

Sun exposure

Nearby similar homes

New listings for sale in 02482

Home values near 57-59 Pleasant St

More real estate resources