55 Pleasant Street

Lexington MA 02421

3044 sq. ft.

46988 sq. ft.

Single-Family

Last sold for $2,100,000

Gayle Winters & Co. Team, last sold this property on 10 November 2025 after 48 days on market.

Overview

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.

Features

4 bedrooms

3 bathrooms

3 carspaces

3044 sq. ft. floor area

46988 sq. ft. lot size

Single-Family

Estimated Value

Based on this property and similar 4 bedroom single-family properties sold in Lexington over the last 12 months, the estimated median property value of 55 Pleasant Street is $1.72m.

Median value

$1.72m

Estimated value range

$1.03m - $3.75m

Median days on market

Estimated value trend

increase over the last 12 months

Average days on market is based on recent, comparable sales in Lexington. It is only an indication of the time a property is actively listed and should not be relied upon as an accurate representation of how soon a property will be sold.

Property history for 55 Pleasant Street

2025

Sold

$2,100,000

10 Nov 2025 by Gayle Winters & Co. Team

2004

Sold

$930,000

02 Jun 2004 by Robert Smith, of Grant B. Cole, REALTORS?, Inc

1995

Sold

$350,000

16 Oct 1995

Happy sellers in Lexington

We have insufficient information to provide an overview of customer satisfaction for Lexington. Viewing the agent profiles, reviews and sales for Lexington can provide insights for this location.