SOLD NOV 10, 2025

Off Market Nov 2025 for $2.1M

$2,402,243

Est. refi paymentEst. refi $3,176/mo

•

3,044

sq ft

55 Pleasant St, Lexington, MA 02421

About this home

Cambridge-style living in a Vermont setting! This exceptional hidden gem blends character, comfort, privacy, and convenience, just steps away from Wilson Farms, the Minuteman Bikeway, and MBTA transport to Lexington and Boston. Set back on over an acre of mostly wooded hillside, this 4-bedroom, 3-bath home in Lexington welcomes you with warmth and elegance. Step into the fireplaced living room where fir floors flow seamlessly through the main level. The dining room opens to a radiant-heated sunroom, the perfect spot to enjoy morning coffee while overlooking the landscaped backyard with stone walls and a brick patio. A first-floor bedroom, full bath, and recreation room with built-in bookcases create the option for a private main-level suite. Upstairs, retreat to the luxurious primary with a spa-like soaking tub, complemented by additional spacious bedrooms filled with natural light. Skylights and large windows bring the outdoors in, creating a bright, inviting atmosphere throughout.

Single-familyProperty Type

1920Year Built

1.08 acresLot Size

$789Est. Price/Sq.Ft.

3 spacesParking

Listed by Gayle Winters & Co. Team • Compass

Bought with Heidi Sharry • Compass

Redfin checked: 2 minutes ago

•Source:MLS PIN #73433824

Redfin Estimate

$2,402,243

$302K since sold in November 2025$188K since August

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 23.5% higher than the average sale price ($1.95M) of 5 comparable homes.

SOLD JUL 28, 2026
$1,450,000
A
4 beds3 baths2,148 sq ft
42 Peacock Farm Rd, Lexington, MA 02421
SOLD AUG 21, 2026
$1,662,000
B
4 beds2.5 baths2,234 sq ft
41 Locust Ave, Lexington, MA 02421
SOLD MAY 8, 2026
$1,970,000
C
4 beds3 baths2,220 sq ft
32 Moon Hill Rd, Lexington, MA 02421
SOLD OCT 6, 2025
$3,000,000
D
4 beds3.5 baths3,649 sq ft
6 Moon Hill Rd, Lexington, MA 02421
SOLD MAY 15, 2026
$1,645,000
E
4 beds3.5 baths2,510 sq ft
27 Peacock Farm Rd, Lexington, MA 02421

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Sell

$625,188

Est. take-home

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Refinance

Est. cash available

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Rent

$6,226/mo

Redfin rental estimate

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Market trends in 02421, MA

Last updated August 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

102.5%

+0.2% MoM

Median sale price

$1.6M

$71K MoM

Avg. days on market

22d

0 days MoM

Recently sold homes

14 MoM

New listings for sale

$1,070,000
2 beds1.5 baths1,209 sq ft
72 Valleyfield St, Lexington, MA 02421
EARLY ACCESS
$1,850,000
5 beds4 baths3,981 sq ft
32 Webster Rd, Lexington, MA 02421
EARLY ACCESS
$889,000
3 beds2 baths2,682 sq ft
12 Watertown St, Lexington, MA 02421
$1,389,000
4 beds3 baths2,392 sq ft
184 Concord Ave, Lexington, MA 02421
OPEN THU, 4:30PM TO 6PM
$2,850,000
5 beds4 baths5,024 sq ft
209 Waltham St, Lexington, MA 02421
$2,395,000
4 beds4.5 baths4,376 sq ft
171 Lincoln St, Lexington, MA 02421
OPEN THU, 12PM TO 1:30PM
$989,000
3 beds1.5 baths1,372 sq ft
1 Constitution Rd, Lexington, MA 02421
See all

Provided by Redfin

Sale history for 55 Pleasant St

Date

Event

Price

MLS PIN #73433824

Nov 10, 2025

Sold

$2,100,000

$690/sq ft

Sep 22, 2025

Listed

$1,950,000

$641/sq ft

MLS PIN #70020087

Jun 2, 2004

Sold

$930,000

$306/sq ft

Apr 23, 2004

Listing Removed

—

Apr 15, 2004

Listed

$950,000

$312/sq ft

Shingle Style Cottage - A Cambridge commute in a Vermont setting! Set far back from the road on an acre plus lot. Warm and inviting atmosphere. Fireplaced living room, walls of bookcases, vaulted ceilings and skylights. Unique multi-option floor plan. Rambling single family (bedroom suites, guest suites, office suites). A "gardener's paradise" just waking up - spectacular blooms to follow! Arbor covered walkway, stone walls & brick patio. Central air conditioning in addition.

MLS PIN #50296428

Oct 16, 1995

Sold

$350,000

$115/sq ft

Aug 15, 1995

Listing Removed

—

Aug 6, 1995

Listed

$356,000

$117/sq ft

Public Records

Nov 20, 1984

Sold

$139,900

$46/sq ft

Year

Property tax

Land + Additions

Assessment*

2026

$22,293 (+26.6%)

$704,000 + $1,107,000

$1,811,000

2025

$17,611 (+4.8%)

$671,000 + $769,000

$1,440,000

2024

$16,807 (+1.2%)

$625,000 + $747,000

$1,372,000

2023

$16,614 (+5.1%)

$570,000 + $708,000

$1,278,000

2022

$15,801 (+2.0%)

$519,000 + $626,000

$1,145,000

2021

$15,498 (+0.3%)

$494,000 + $583,000

$1,077,000

2020

$15,455 (+4.6%)

$494,000 + $606,000

$1,100,000

2019

$14,770 (+1.8%)

$471,000 + $575,000

$1,046,000

2018

$14,515 (+2.1%)

$449,000 + $566,000

$1,015,000

2017

$14,215 (+2.7%)

$415,000 + $566,000

$981,000

2016

$13,841 (+10.6%)

$390,000 + $558,000

$948,000

2014

$12,517 (+2.0%)

$315,000 + $492,000

$807,000

2013

$12,266 (+2.3%)

$315,000 + $492,000

$807,000

2012

$11,991 (+1.4%)

$298,000 + $503,000

$801,000

2011

$11,822 (+3.9%)

$287,000 + $534,000

$821,000

2010

$11,379 (+4.9%)

$287,000 + $534,000

$821,000

2009

$10,843

$302,000 + $534,000

$836,000

Tax history for 55 Pleasant St

Year

Property tax

Land + Additions

Assessment*

2026

$22,293 (+26.6%)

$704,000 + $1,107,000

$1,811,000

2025

$17,611 (+4.8%)

$671,000 + $769,000

$1,440,000

2024

$16,807 (+1.2%)

$625,000 + $747,000

$1,372,000

2023

$16,614 (+5.1%)

$570,000 + $708,000

$1,278,000

2022

$15,801 (+2.0%)

$519,000 + $626,000

$1,145,000

2021

$15,498 (+0.3%)

$494,000 + $583,000

$1,077,000

2020

$15,455 (+4.6%)

$494,000 + $606,000

$1,100,000

2019

$14,770 (+1.8%)

$471,000 + $575,000

$1,046,000

2018

$14,515 (+2.1%)

$449,000 + $566,000

$1,015,000

2017

$14,215 (+2.7%)

$415,000 + $566,000

$981,000

2016

$13,841 (+10.6%)

$390,000 + $558,000

$948,000

2014

$12,517 (+2.0%)

$315,000 + $492,000

$807,000

2013

$12,266 (+2.3%)

$315,000 + $492,000

$807,000

2012

$11,991 (+1.4%)

$298,000 + $503,000

$801,000

2011

$11,822 (+3.9%)

$287,000 + $534,000

$821,000

2010

$11,379 (+4.9%)

$287,000 + $534,000

$821,000

2009

$10,843

$302,000 + $534,000

$836,000

*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

1.08 Acres

Year renovated

—

Sq. Ft.

2,984

Year built

1920

Style

Single Family Residential

County

Middlesex County

APN

2998273S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 3
Parking Features: Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 189.96
Length: 16.17
Width: 11.75
Level: Second
Features: Bathroom - Full,Ceiling Fan(s),Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Area: 205.04
Length: 18.5
Width: 11.08
Level: First
Features: Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #3 Information
Area: 248.72
Length: 20.17
Width: 12.33
Level: Second
Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #4 Information
Area: 298.56
Length: 23.42
Width: 12.75
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Sconce

Bathroom Information
# of Bathrooms (Full): 3
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 53.44
Length: 8.67
Width: 6.17
Level: First
Features: Bathroom - 3/4,Bathroom - With Shower Stall,Flooring - Hardwood,Lighting - Sconce

Bathroom #2 Information
Area: 182.26
Length: 12.08
Width: 15.08
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Bathroom - With Tub,Skylight,Closet,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid,Recessed Lighting,Soaking Tub

Bathroom #3 Information
Area: 97.92
Length: 8.33
Width: 11.75
Level: Second
Features: Bathroom - 3/4,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Closet,Flooring - Stone/Ceramic Tile,Recessed Lighting

Living Room Information
Area: 396.11
Length: 25.83
Width: 15.33
Level: Main,First
Features: Closet,Flooring - Hardwood,Exterior Access,Recessed Lighting

Family Room Information
Area: 223.61
Length: 19.17
Width: 11.67
Level: Main,First
Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting

Dining Room Information
Area: 131.21
Length: 11.17
Width: 11.75
Level: Main,First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Exterior Access,Lighting - Overhead

Kitchen Information
Area: 213.69
Length: 16.33
Width: 13.08
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Pantry,Countertops - Stone/Granite/Solid,Exterior Access,Recessed Lighting,Stainless Steel Appliances

Office Room Information
Area: 233.82
Length: 15.42
Width: 15.17
Level: First
Features: Flooring - Hardwood,Lighting - Overhead

Basement Information
Basement: Interior Entry, Sump Pump, Concrete, Unfinished

Laundry Information
Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Living Room

Interior Features
# of Rooms (Total): 11
Window Features: Skylight(s), Insulated Windows
Flooring: Tile, Hardwood, Stone / Slate, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Interior Features: Vaulted Ceiling(s), Recessed Lighting, Lighting - Overhead, Sun Room, Game Room, Office

Exterior

Building Information
Building Area (Total): 3,044
Foundation Details: Concrete Perimeter, Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Renovated Since
Color: Wood

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Storage, Professional Landscaping, Garden

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 1.08
Road Frontage Type: Public, Private Road

Financial

Tax Information
Tax Annual Amount: $17,611
Tax Year: 2025

Utilities

Utility Information
Utilities: for Electric Range, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: 100 Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Baseboard, Radiant, Oil
Cooling: Central Air, Window Unit(s)

Location

Location Information
Directions: Massachusetts Ave to Pleasant Street - marked by a #55 rock at end of driveway
UnparsedAddress: 55 Pleasant St, Lexington MA 02421

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School

Public facts

Beds: 3
Baths: 3.0
Sq. Ft.: 2,984
Stories: 2.0
Lot Size: 1.08 acres
Style: Single Family Residential
Year Built: 1920
Year Renovated: —
County: Middlesex County
APN: 2998273S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 9

Listing Information
StandardStatus: Closed

Around this home

Schools

Bowman Elementary School

Public K-5 • Assigned • 0.5mi

10/10

Jonas Clarke Middle School

Public 6-8 • Assigned • 1.1mi

10/10

Lexington High School

Public 9-12 • Assigned • 1.8mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Local insights from Redfin agents

Lexington continues to be a competitive Seller's market driven by its historic appeal & location. With buildable land exhausted, true inventory growth is very constrained; development mostly replaces existing homes. New zoning laws will eventually...
2 months ago • Lexington
Benjamin Ginsburg
Redfin Premier agent
152 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

5/10 Heat Factor

7 days above 96° expected this year, 14 days in 30 years

6/10 Wind Factor

53% chance of strong winds in next 30 years

3/10 Air Factor

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

Provided by First Street

Historical weather

Lexington, MA • 02421

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

$2.28M – $2.76M

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Home values near 55 Pleasant St

Data from public records.

Address	Redfin Estimate
52 Pleasant Street, Lexington, MA 4 Beds \| 2 Baths \| 2311 Sq. Ft.	$1,119,459
29 Mason Street, Lexington, MA 5 Beds \| 2.5 Baths \| 1773 Sq. Ft.	$1,460,504

Address	Redfin Estimate
57 Pleasant Street, Lexington, MA 4 Beds \| 2 Baths \| 2357 Sq. Ft.	$1,477,184
16 Moon Hill Road, Lexington, MA 4 Beds \| 2 Baths \| 2077 Sq. Ft.	$1,686,824

Address	Redfin Estimate
12 Moon Hill Road, Lexington, MA 5 Beds \| 4 Baths \| 3522 Sq. Ft.	$2,410,534
6 Luongo Farm Lane, Lexington, MA 5 Beds \| 4.5 Baths \| 4063 Sq. Ft.	$2,713,825

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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