OFF MARKET

Off market feb 2025 for $850K

$923,808

•

1,344

sq ft

59 Roosevelt Rd, Medford, MA 02155

About this home

Experience modern elegance in this beautifully reimagined single-family home in Medford’s prestigious Diamond District, steps from the Winchester line. Once a three-bedroom residence, it has been thoughtfully transformed into a sophisticated two-bedroom retreat, combining comfort, style, and functionality. The sunlit main level features an open-concept design, seamlessly connecting the living room, dining area, and updated kitchen. With high-end finishes and spacious proportions, this inviting space is ideal for both intimate gatherings and larger entertaining. The redesign enhances the home’s flow while maintaining the option to easily restore the third bedroom. Located in a tranquil neighborhood, this home offers the perfect blend of suburban serenity and urban convenience. Enjoy easy access to highways, public transportation, Winchester’s boutique town center, and nearby parks. This property is more than a home—it’s a refined lifestyle in a prime location.

Single-familyProperty Type

1951Year Built

5,892 sq ftLot Size

$687Est. Price/Sq.Ft.

4 spacesParking

Listed by Carolline Silveira • M&A Real Estate

Bought with Juliet Jenkins • Leading Edge Real Estate

Redfin checked: 2 minutes ago

•Source:MLS PIN #73320817

Redfin Estimate

$923,808

$74K since sold in February 2025$6,000 since October

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 7.3% higher than the average sale price ($861K) of 6 comparable homes.

SOLD NOV 2, 2026
$899,000
A
3 beds2.5 baths1,440 sq ft
266 Governors Ave, Medford, MA 02155
SOLD JUL 23, 2026
$925,000
B
3 beds2.5 baths1,750 sq ft
20 Westvale Rd, Medford, MA 02155
SOLD SEP 23, 2026
$775,000
C
3 beds1.5 baths1,408 sq ft
16 Elm St, Medford, MA 02155
SOLD JUL 31, 2026
$975,000
D
3 beds2 baths1,852 sq ft
15 Judkins Rd, Medford, MA 02155
SOLD JUL 20, 2026
$743,000
E
3 beds1.5 baths1,320 sq ft
117 Fern Rd, Medford, MA 02155
SOLD AUG 3, 2026
$848,888
F
3 beds1.5 baths1,518 sq ft
24 Fellsview Ave, Medford, MA 02155

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Earn from this home

Sell

$218,024

Est. take-home

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Rent

$3,609/mo

Redfin rental estimate

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Market trends in 02155, MA

Last updated October 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-list price

99.7%

1.3% MoM

Median sale price

$849K

$27K MoM

Avg. days on market

31d

4 days MoM

Recently sold homes

126

9 MoM

New listings for sale

NEW 22 HRS AGO
$1,199,000
4 beds2 baths6,172 sq ft
62 Monument St, Medford, MA 02155
LISTED BY REDFIN
$516,900
1 bed1 bath684 sq ft
320 Middlesex Ave Unit E 104, Medford, MA 02155
HOT HOME
$859,900
5 beds1.5 baths2,146 sq ft
82 Otis St, Medford, MA 02155
$1,475,000
8 beds2 baths3,693 sq ft
27 Princeton, Medford, MA 02155
$998,000
5 beds2 baths2,787 sq ft
111 Auburn St, Medford, MA 02155
EARLY ACCESS
Unknown
3 beds3 baths1,780 sq ft
85 Kenmere Rd #1, Medford, MA 02155
3D WALKTHROUGH
$699,000
3 beds2 baths1,610 sq ft
65 Elm St, Medford, MA 02155
$699,000
2 beds2 baths1,229 sq ft
3920 Mystic Valley Pkwy #1124, Medford, MA 02155
HOT HOME
$574,900
3 beds1.5 baths1,362 sq ft
8 Cedar Cliff Ter, Medford, MA 02155
3D WALKTHROUGH
$849,000
3 beds2 baths2,023 sq ft
47 Emerald St #47, Medford, MA 02155
See all

Provided by Redfin

Sale history for 59 Roosevelt Rd

Date

Event

Price

MLS PIN #73320817

Feb 24, 2025

Sold

$850,000

$632/sq ft

Dec 19, 2024

Listed

$899,900

$670/sq ft

MLS PIN #71849548

Jul 20, 2015

Sold

$400,000

$298/sq ft

Jun 10, 2015

Pending

—

Jun 3, 2015

Listed

$399,900

$298/sq ft

First time on market! This cute Cape features a newer roof, furnace, windows vinyl siding, 200 amp electric and a BRAND NEW water heater. Yes, this home needs updating but it has a great layout and hardwood floors throughout. There are 7 rooms, 3 bedrooms, 2 full baths and a sunroom that could be updated to be used all year long. Both the bedrooms on the second floor are generously sized. Quick access to Routes 93 and 16, public transportation (express bus to Boston), Wellington Orange Line Station and Medford Square. The nearby Fells Reservation is a great place to walk and explore nature. Note: This property is being sold "as is."

Year

Property tax

Land + Additions

Assessment*

2026

$6,236 (+4.4%)

$445,800 + $276,800

$722,600

2025

$5,976 (+9.7%)

$424,600 + $254,500

$679,100

2024

$5,450 (+5.0%)

$404,300 + $235,400

$639,700

2023

$5,189 (+4.7%)

$377,900 + $222,000

$599,900

2022

$4,955 (+1.5%)

$343,500 + $206,400

$549,900

2021

$4,884 (+0.3%)

$327,200 + $191,800

$519,000

2020

$4,867 (+2.9%)

$335,500 + $194,700

$530,200

2019

$4,729 (−0.7%)

$305,000 + $187,600

$492,600

2018

$4,761 (+6.5%)

$277,300 + $187,600

$464,900

2017

$4,472 (+2.2%)

$259,100 + $164,400

$423,500

2016

$4,375 (−1.5%)

$235,600 + $155,400

$391,000

2015

$4,440 (+5.2%)

$224,400 + $155,100

$379,500

2014

$4,221 (+9.4%)

$213,700 + $130,900

$344,600

2013

$3,860 (+5.1%)

$224,900 + $87,400

$312,300

2012

$3,673 (+2.5%)

$215,600 + $89,700

$305,300

2011

$3,584 (−1.3%)

$215,600 + $93,100

$308,700

2010

$3,632 (+5.0%)

$215,600 + $115,200

$330,800

2009

$3,460

$228,900 + $114,400

$343,300

Tax history for 59 Roosevelt Rd

Year

Property tax

Land + Additions

Assessment*

2026

$6,236 (+4.4%)

$445,800 + $276,800

$722,600

2025

$5,976 (+9.7%)

$424,600 + $254,500

$679,100

2024

$5,450 (+5.0%)

$404,300 + $235,400

$639,700

2023

$5,189 (+4.7%)

$377,900 + $222,000

$599,900

2022

$4,955 (+1.5%)

$343,500 + $206,400

$549,900

2021

$4,884 (+0.3%)

$327,200 + $191,800

$519,000

2020

$4,867 (+2.9%)

$335,500 + $194,700

$530,200

2019

$4,729 (−0.7%)

$305,000 + $187,600

$492,600

2018

$4,761 (+6.5%)

$277,300 + $187,600

$464,900

2017

$4,472 (+2.2%)

$259,100 + $164,400

$423,500

2016

$4,375 (−1.5%)

$235,600 + $155,400

$391,000

2015

$4,440 (+5.2%)

$224,400 + $155,100

$379,500

2014

$4,221 (+9.4%)

$213,700 + $130,900

$344,600

2013

$3,860 (+5.1%)

$224,900 + $87,400

$312,300

2012

$3,673 (+2.5%)

$215,600 + $89,700

$305,300

2011

$3,584 (−1.3%)

$215,600 + $93,100

$308,700

2010

$3,632 (+5.0%)

$215,600 + $115,200

$330,800

2009

$3,460

$228,900 + $114,400

$343,300

*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

Stories

Lot width

—

Lot depth

—

Lot size

6,098 Sq. Ft.

Year renovated

—

Sq. Ft.

1,344

Year built

1951

Style

Single Family Residential

County

Middlesex County

APN

1560272S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 11, 2026.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 4
Parking Features: Paved Drive

Interior

Bathroom Information
# of Bathrooms (Full): 2

Basement Information
Basement: Partial

Interior Features
# of Rooms (Total): 6
Flooring: Wood, Tile
Interior Features: Internet Available - Broadband

Exterior

Building Information
Building Area (Total): 1,344
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Shingle

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.14

Financial

Tax Information
Tax Annual Amount: $5,450
Tax Year: 2024

Utilities

Utility Information
Sewer: Public Sewer
Water Source: Public
Electric: 110 Volts

Heating & Cooling
Has Heating
Heating: Steam, Oil

Location

Location Information
Directions: Google maps
UnparsedAddress: 59 Roosevelt Rd, Medford MA 02155

Community Information
Senior CommunityYN: No
Community Features: Public Transportation

Public facts

Beds: 2
Baths: 2.0
Sq. Ft.: 1,344
Stories: 2.0
Lot Size: 6,098 square feet
Style: Single Family Residential
Year Built: 1951
Year Renovated: —
County: Middlesex County
APN: 1560272S

Home facts updated by county records on Sep 10, 2026

Other

Listing Information
StandardStatus: Closed

Around this home

Schools

K - 12
Preschool & daycare

Roberts Elementary School

Public PreK-5 • Assigned • 0.6mi

5/10

Andrews Middle School

Public 6-8 • Assigned • 1.2mi

6/10

Medford High School

Public PreK-12 • Assigned • 1.0mi

5/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

The origin of both "Jingle Bells" and "Over the River!" Medford has become more desirable recently with the Green Line Extension and as folks are looking for an "urban suburban" property. Medford has a mix of condos, detached homes, and townhouses,...
2 months ago • Medford
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

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

6/10 Heat Factor

7 days above 97° expected this year, 15 days in 30 years

6/10 Wind Factor

60% 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

Medford, MA • 02155

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

$878,000 – $1.06M

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EARLY ACCESSCOMPASS COMING SOON

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Home values near 59 Roosevelt Rd

Data from public records.

Address	Redfin Estimate
40 Roosevelt Road, Medford, MA 2 Beds \| 2 Baths \| 1232 Sq. Ft.	$787,225
64 Roosevelt Road, Medford, MA 3 Beds \| 1 Baths \| 1224 Sq. Ft.	$770,996
63 Roosevelt Road, Medford, MA 2 Beds \| 1 Baths \| 1138 Sq. Ft.	$799,283
31 Roosevelt Road, Medford, MA 3 Beds \| 2.5 Baths \| 2004 Sq. Ft.	$950,744
38 Roosevelt Road, Medford, MA 3 Beds \| 1.5 Baths \| 1400 Sq. Ft.	$836,096
56 Sherwood Road, Medford, MA 3 Beds \| 3 Baths \| 1148 Sq. Ft.	$856,564
48 Sherwood Road, Medford, MA 4 Beds \| 1 Baths \| 1802 Sq. Ft.	$892,303

Address	Redfin Estimate
56 Roosevelt Road, Medford, MA 3 Beds \| 1.5 Baths \| 1540 Sq. Ft.	$993,753
68 Roosevelt Road, Medford, MA 5 Beds \| 3 Baths \| 3300 Sq. Ft.	$1,224,013
43 Roosevelt Road, Medford, MA 3 Beds \| 2.5 Baths \| 1999 Sq. Ft.	$1,267,071
72 Roosevelt Road, Medford, MA 3 Beds \| 1 Baths \| 1535 Sq. Ft.	$924,613
44 Roosevelt Road, Medford, MA 2 Beds \| 1 Baths \| 9999 Sq. Ft.	$690,448
12 Circuit Road, Medford, MA 2 Beds \| 1 Baths \| 970 Sq. Ft.	$699,042
40 Circuit Road, Medford, MA 3 Beds \| 1 Baths \| 1210 Sq. Ft.	$806,124

Address	Redfin Estimate
60 Roosevelt Road, Medford, MA 3 Beds \| 2 Baths \| 1970 Sq. Ft.	$894,900
69 Roosevelt Road, Medford, MA 3 Beds \| 2 Baths \| 1715 Sq. Ft.	$915,721
35 Roosevelt Road, Medford, MA 3 Beds \| 1 Baths \| 1584 Sq. Ft.	$906,457
75 Roosevelt Road, Medford, MA 3 Beds \| 1.5 Baths \| 1714 Sq. Ft.	$865,896
64 Roosevelt Road, Medford, MA 3 Beds \| 1 Baths \| 1224 Sq. Ft.	$726,101
52 Sherwood Road, Medford, MA 3 Beds \| 2 Baths \| 1891 Sq. Ft.	$991,111
36 Circuit Road, Medford, MA 4 Beds \| 2 Baths \| 1600 Sq. Ft.	$815,570

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

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