For sale

$1,150,000

Est. $7,252/mo —

•

2,117

sq ft

66 Damon Rd, Medford, MA 02155

About this home

BACK ON MARKET - BUYER GOT COLD FEET! A second chance to own this charming Colonial in Medford’s highly desirable Lawrence Estates neighborhood! Situated on a corner lot, this 3 bed, 1.5-bath home blends timeless character, thoughtful updates, and flexible living space. A stunning foyer showcases original woodwork and architectural details, while French doors open to a fireplaced living room and sun-filled den, perfect for a home office, playroom, or sitting area. The updated kitchen features quartz countertops, stainless steel appliances, and abundant cabinetry, flowing into a formal dining room with beautiful wainscoting. An updated half bath and practical mudroom with built-in storage lead to the beautifully fenced backyard, complete with a patio and plenty of green space. A 17x15 detached outbuilding, currently used as a shed, offers exciting possibilities for a home office, studio, garage, or potential ADU, subject to applicable approvals. Upstairs, three generously sized bedrooms feature hardwood floors and ample closet space. The updated full bath offers double sinks, a walk-in shower, abundant storage, and the added comfort of radiant heated floors. A walk-up attic provides excellent storage and future finishing potential, while the finished lower level offers even more versatility for a recreation room, home gym, office, or additional living space. With move-in-ready updates, beautiful original details, and room to grow, this home offers exceptional flexibility. Enjoy easy access to the Middlesex Fells Reservation, major highways, and downtown Boston, all while coming home to a quiet, tree-lined neighborhood. Don't miss your second chance to make this special home yours!

Single-familyProperty Type

1935Year Built

6,962 sq ftLot Size

$543Price/Sq.Ft.

4 spacesParking

Listed by Sara Couris • Lamacchia Realty, Inc.

Listed by • Lamacchia Realty, Inc.

Listing updated: Oct 27, 2026 at 08:22am

Redfin checked: 3 minutes ago

•Source:MLS PIN #73565167

Payment calculator

$7,252 per month

Principal and interest$6,354

Property taxes

$744

HOA dues

Home insurance

$153

Utilities

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Open houses

No upcoming open houses.

Nearby open houses (10)

OPEN WED, 12PM TO 1:30PM
$475,000
2 beds2 baths1,122 sq ft
289 Elm St #55, Medford, MA 02155
$382 HOA • Parking • Community pool
OPEN THU, 12PM TO 1PM
$729,000
2 beds1 bath810 sq ft
11 Sedgwick St #9, Jamaica Plain, MA 02130
$340 HOA • Garage • Built 1930
REDFIN OPEN SAT, 10:30AM TO 12:30PM3D & VIDEO TOUR
$1,250,000
2 beds2 baths1,187 sq ft
50 Longwood Ave #316, Brookline, MA 02446
$1,588 HOA • Garage • Community pool
REDFIN OPEN SAT, 11AM TO 1PM3D WALKTHROUGH
$649,999
2 beds2 baths1,009 sq ft
69 Foundry St #310, Wakefield, MA 01880
$436 HOA • Garage • Built 2019
REDFIN OPEN SAT, 11:30AM TO 1:30PM3D & VIDEO TOUR
$799,000
2 beds2 baths955 sq ft
214 Market St #205, Brighton, MA 02135
$642 HOA • Garage • Built 2019
OPEN SAT, 11:30AM TO 12:30PM3D WALKTHROUGH
101 Hackensack Rd, Chestnut Hill, MA 02467
$1,549,000
4 beds3.5 baths4,345 sq ft
101 Hackensack Rd, Chestnut Hill, MA 02467
5,735 sq ft lot • 2 garage spots • Built 1960
REDFIN OPEN SAT, 12PM TO 2PM3D & VIDEO TOUR
$969,000
4 beds3.5 baths2,650 sq ft
156 Ashmont St, Dorchester, MA 02124
5,937 sq ft lot • 2 parking spots • Built 1900
OPEN SAT, 12PM TO 2PM
$749,900
3 beds1 bath952 sq ft
22 Goldsmith St, Jamaica Plain, MA 02130
2,659 sq ft lot • 2 parking spots • Built 1960
OPEN SAT, 2PM TO 3:30PM
$489,900
2 beds2 baths1,105 sq ft
360 Revere Beach Blvd #204, Revere, MA 02151
$710 HOA • Garage • Built 2005
REDFIN OPEN SUN, 12PM TO 2PM3D WALKTHROUGH
$398,000
1 bed1 bath560 sq ft
100 Lanark Rd #8, Brighton, MA 02135
$500 HOA • Community pool • Built 1947

Around this home

Schools

K - 12
Preschool & daycare

Brooks School

Public PreK-5 • Assigned • 0.6mi

7/10

Andrews Middle School

Public 6-8 • Assigned • 1.3mi

6/10

Medford High School

Public PreK-12 • Assigned • 0.6mi

5/10

Provided by GreatSchools

About Lawrence

Estates

Lawrence Estates, located between South Medford and West Medford, is a residential and commuter-friendly Medford neighborhood with leafy side streets and a classic New England streetscape. The neighborhood’s character concentrates around the Medford Square crossroads near Riverside Avenue and Main Street, where independent cafes, small restaurants, and civic buildings set a steady, walk-and-errand rhythm. Housing leans toward early-20th-century single-family homes and multifamily houses with porches, mature trees, and compact yards. The Mystic River corridor and the Mystic Lakes system shape the outdoor routine with paths, water views, and seasonal color. Tufts University adds lectures, performances, and a collegiate energy at the edge of daily life. Community pillars include Chevalier Theatre, Colleen’s Ice Cream & Sandwich Shop, and the Royall House and Slave Quarters.

Provided by Walk Score and Local Logic

Market insights

66 Damon Rd · $1,150,000

DAYS ON MARKET

The average home goes pending in 23 days.

SALE-TO-LIST

Most homes are selling 1% above list price.

LIST PRICE

Median sale price in this area is $843,256. (27% lower than this home)

PRICE DROP

22% of homes in this area have had a price drop in the past month.

Property details

Interior
Exterior
Finance

Kitchen

Bathroom

Bedroom

Living

Dining

Interior features
Home office
Bonus room
Walk-up attic
Finished basement with bulkhead and sump pump
Living room fireplace

Bedrooms
3 bedrooms, all on the second floor

Bathrooms
1 full bathroom with tiled shower stall, double vanity, and stone countertops
1 half bathroom with pedestal sink

Kitchen
Remodeled kitchen with upgraded cabinets, stone countertops, recessed lighting, and stainless steel appliances
Gas stove
Dishwasher

Laundry & utility
Washer and dryer
Basement laundry with washer and electric dryer hookups, sink, and tile flooring

Flooring
Hardwood
Tile
Carpet

Heating & cooling
Steam heat
Natural gas heating

Sale and tax history for 66 Damon Rd

Sale History
Tax History

Date

Event

Price

MLS PIN #73565167

Oct 27, 2026

Relisted

—

Oct 22, 2026

Pending

—

Oct 21, 2026

Listing Removed

—

Oct 8, 2026

Contingent

—

Sep 30, 2026

Price Changed

$1,150,000

$543/sq ft

Sep 9, 2026

Price Changed

$1,175,000

$555/sq ft

Aug 18, 2026

Listed

$1,199,999

$567/sq ft

MLS PIN #30458426

Apr 13, 2001

Sold

$362,000

$171/sq ft

Feb 27, 2001

Listing Removed

—

Nov 1, 2000

Listed

$379,900

$179/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$8,928 (+12.4%)

$523,000 + $511,500

$1,034,500

2024

$7,942 (+5.3%)

$474,300 + $457,900

$932,200

2023

$7,545 (+2.5%)

$443,300 + $428,900

$872,200

2022

$7,361 (+3.4%)

$403,000 + $414,000

$817,000

2021

$7,122 (+2.0%)

$383,800 + $373,100

$756,900

2020

$6,982 (+4.2%)

$383,800 + $376,800

$760,600

2019

$6,699 (+1.6%)

$348,900 + $348,900

$697,800

2018

$6,591 (+2.2%)

$317,200 + $326,500

$643,700

2017

$6,447 (+7.7%)

$296,400 + $314,100

$610,500

2016

$5,988 (+4.2%)

$269,500 + $265,600

$535,100

2015

$5,749 (+1.1%)

$256,600 + $234,800

$491,400

2014

$5,686 (+2.1%)

$244,400 + $219,800

$464,200

2013

$5,571 (+3.3%)

$257,200 + $193,500

$450,700

2012

$5,395 (+3.8%)

$257,200 + $191,300

$448,500

2011

$5,199 (+0.7%)

$257,200 + $190,600

$447,800

2010

$5,163 (+13.5%)

$257,200 + $213,000

$470,200

2009

$4,547

$241,700 + $209,400

$451,100

Public record

Beds

Baths

1.5

Stories

Lot width

—

Lot depth

—

Lot size

6,970 Sq. Ft.

Year renovated

—

Finished Sq. Ft.

1,716

Unfinished Sq. Ft.

—

Total Sq. Ft.

1,716

Year built

1935

Style

Single Family Residential

County

Middlesex County

APN

3118319S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 10, 2026.

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,...
1 month 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

59% 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

90/ 100

Exceptional sunlight

Sunscore

This home ranks in the top 15% for direct sun exposure in Medford. There appears to be minimal shading by surrounding buildings, terrain, and vegetation.

8.6 hrs

5.3 hrs

JuneDecember

Provided by Shadowmap

Redfin Estimate for 66 Damon Rd

$1,120,084

$30K under list price of $1.15M

Nearby comparable homes

The Redfin Estimate uses 6 recent nearby sales, priced between $863K to $1.4M.

SOLD APR 29, 2026
$1,243,000 Last sold price
4 beds2 baths2,312 sq ft
50 Lawrence Rd, Medford, MA 02155
$5/sq ft
smaller lot
1 year newer
SOLD AUG 24, 2026
$1,100,000 Last sold price
3 beds2.5 baths1,796 sq ft
160 Brooks St, Medford, MA 02155
$69/sq ft
38 years newer
BOUGHT WITH REDFIN APR 30, 2026
$1,160,000 Last sold price
3 beds2.5 baths1,800 sq ft
132 Dover St, Medford, MA 02155
$101/sq ft
25 years older
unfinished basement
SOLD JUN 25, 2026
$1,405,000 Last sold price
3 beds2.5 baths2,365 sq ft
88 Damon Rd, Medford, MA 02155
$51/sq ft
smaller lot
unfinished basement
SOLD AUG 17, 2026
$862,500 Last sold price
4 beds2 baths2,408 sq ft
10 Oak Bluff St, Medford, MA 02155
$185/sq ft
48 years older
unfinished basement
SOLD NOV 19, 2025
$1,075,000 Last sold price
3 beds2.5 baths2,549 sq ft
331 Lawrence Rd, Medford, MA 02155
$121/sq ft
larger lot
13 years older

Rental earnings

Est. $3,916 per month, based on comparable rentals

Tour for free, no strings attached

Make a winning offer with the help of a local agent

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(617) 752-8086

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New listings for sale in 02155

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Details provided by MLS PIN and may not match the public record. Learn more.

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