55 Pleasant St

3,044 Sq. Ft.
$690 / Sq. Ft.
3,044
Sq. Ft.
$690
per Sq. Ft.

Description

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,...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.

Listing Agents

  1. Gayle Winters

    Gayle Winters

    Listing Agent

    Compass

    gayle.winters@compass.com

    P: (617)-699-0310

  2. Gayle Winters

    Gayle Winters

    Alternative Listing Agent

    Compass

    gayle.winters@compass.com

    P: (617)-699-0310

Property Details for 55 Pleasant Street

Town
Lexington
Area
MA-Lexington
Architectural Style
Colonial, Cottage
Style
Garden, Colonial, Cottage
Garage Spaces
0
Parking Spaces
3.00
Parking Spaces Total
3
LISTING UPDATED: 11/11/2025 05:23 AM

Property Details for 55 Pleasant Street

StatusSold
MLS #73433824
Days on Market4
Taxes$17,611 / year
HOA Fees-
Compass TypeSingle Family
MLS TypeSingle Family / Detached
Year Built1920
CountyMiddlesex County

Location

Sold By Compass, Heidi Sharry

Add your commute

Building Information for 55 Pleasant Street

Stories-Year Built1920Building Size-Lot Size1.08 AC / 46,988 SF

Payment Calculator

$11,703 per month

30 year fixed, 6.15% Interest

Principal and Interest

$10,235

Property Taxes

$1,468

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 55 Pleasant Street

General Details
Property Details
  • Building Area Units: Square Feet
  • Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School
  • Current Financing: Conv. Fixed
  • Living Area: 3044.0
  • Color: Wood
  • SqFt with Basement: No
  • Property Attached: No
  • Single Family Type: Detached
  • Waterfront: No
  • Year Built Details: Renovated Since
  • Year Built Source: Public Records
Features
Interior Features
  • Appliances: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Range Hood
  • Basement Features: Interior Access, Sump Pump, Concrete Floor, Unfinished Basement
  • Num of Baths: 3.0
  • Num of Full Baths: 3
  • Num of Half Baths: 0
  • Bathrooms Total Decimal: 3.00
  • Bathrooms Total Integer: 3
  • FireplaceFeatures: Living Room
  • FireplaceYN: Yes
  • Fireplaces: 1
  • 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
  • Interior Features: Window AC
  • Laundry Features: Second Floor, Electric Dryer Hookup, Washer Hookup
  • Primary Bath: Yes
  • SpaYN: No
  • Window Features: Skylight(s), Insulated Windows
Exterior Features
  • Construction: Frame
  • Exterior Features: Patio, Rain Gutters, Storage Shed, Professional Landscaping, Garden
  • Exterior Features: Storage Shed, Professional Landscaping, Garden Area, Patio
  • Patio And Porch Features: Patio
  • Roof Material: Shingle
Parking Features
  • Covered Spaces: .00
  • Garage: No
  • Garage Parking: Paved Drive, Off-Street, Paved Driveway
  • Open Parking: Yes
  • Parking Features: Paved Drive, Off-Street, Paved Driveway
  • Parking Features: Off-Street, Paved Driveway
Utilities
  • Cooling: Central Air, Window AC
  • Cooling: Yes
  • Electric: 100 Amp Service
  • Heating: Baseboard, Radiant, Oil
  • Heating: Yes
  • Sewer: City/Town Sewer
  • Utility Connections: for Electric Range, for Electric Dryer, Washer Hookup
  • Water: Public
Room Information
Primary Bedroom
  • Room Primary Bedroom Area: 189.958333333
  • Room Primary Bedroom Features: Bathroom - Full,Ceiling Fan(s),Closet,Flooring - Hardwood,Recessed Lighting
  • Room Primary Bedroom Length: 16.166666666
  • Primary Bedroom Level: Second Floor
  • Room Primary Bedroom Width: 11.75
Bedroom 2
  • Bedroom2 Area: 205.041666666
  • Bedroom2 Features: Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom2 Length: 18.5
  • Bedroom2 Level: First
  • Bedroom2 Width: 11.083333333
Bedroom 3
  • Bedroom3 Area: 248.722222222
  • Bedroom3 Features: Ceiling Fan(s),Closet,Flooring - Hardwood,Recessed Lighting
  • Bedroom3 Length: 20.166666666
  • Bedroom3 Level: Second
  • Bedroom3 Width: 12.333333333
Bedroom 4
  • Bedroom4 Area: 298.5625
  • Bedroom4 Features: Closet,Flooring - Hardwood,Lighting - Sconce
  • Bedroom4 Length: 23.416666666
  • Bedroom4 Level: Second
  • Bedroom4 Width: 12.75
Bathroom 1
  • Bathroom1 Area: 53.444444444
  • Bathroom1 Features: Bathroom - 3/4,Bathroom - With Shower Stall,Flooring - Hardwood,Lighting - Sconce
  • Bathroom1 Length: 8.666666666
  • Bathroom1 Level: First
  • Bathroom1 Width: 6.166666666
Bathroom 2
  • Bathroom2 Area: 182.256944444
  • Bathroom2 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
  • Bathroom2 Length: 12.083333333
  • Bathroom2 Level: Second
  • Bathroom2 Width: 15.083333333
Bathroom 3
  • Bathroom3 Area: 97.916666666
  • Bathroom3 Features: Bathroom - 3/4,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Shower Stall,Closet,Flooring - Stone/Ceramic Tile,Recessed Lighting
  • Bathroom3 Length: 8.333333333
  • Bathroom3 Level: Second
  • Bathroom3 Width: 11.75
Dining Room
  • Dining Room Area: 131.208333333
  • Dining Room Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Exterior Access,Lighting - Overhead
  • Dining Room Length: 11.166666666
  • Dining Room Level: Main,First
  • Dining Room Width: 11.75
Family Room
  • Family Room Area: 223.611111111
  • Family Room Features: Bathroom - Full,Closet/Cabinets - Custom Built,Flooring - Hardwood,Recessed Lighting
  • Family Room Length: 19.166666666
  • Family Room Level: Main,First
  • Family Room Width: 11.666666666
Kitchen
  • Kitchen Area: 213.694444444
  • Kitchen Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Window(s) - Picture,Pantry,Countertops - Stone/Granite/Solid,Exterior Access,Recessed Lighting,Stainless Steel Appliances
  • Kitchen Length: 16.333333333
  • Kitchen Level: Main,First
  • Kitchen Width: 13.083333333
Living Room
  • Room Living Room Area: 396.111111111
  • Room Living Room Features: Closet,Flooring - Hardwood,Exterior Access,Recessed Lighting
  • Room Living Room Length: 25.833333333
  • Room Living Room Level: Main,First
  • Room Living Room Width: 15.333333333
Other Room 1
  • Room Office Area: 233.819444444
  • Room Office Features: Flooring - Hardwood,Lighting - Overhead
  • Room Office Length: 15.416666666
  • Room Office Level: First
  • Room Office Width: 15.166666666
Property Information
Property Info
  • Year Round: Yes
  • Farm Land Area Units: Square Feet
  • WARRANTY: No
  • Lot Size Units: Acres
  • Road Frontage Type: Public, Private Road
Tax Information
  • Tax ID: M:0014 L:000152,548619
  • Assessments: $1,440,000
  • Book: 42958
  • Tax Year: 2025
  • Zoning: RS
Building / Association Information
Living Characteristics
  • Beds Total: 4
Other Building Characteristics
  • Foundation: Concrete Perimeter, Stone
  • Cooling Zones: 1
  • Heat Zones: 9
Complex & Association Information
  • Adult Community: No

Property History for 55 Pleasant Street

DateEvent & SourcePriceAppreciation
Nov 10, 2025

Sold

MLS PIN #73433824

$2,100,000—
Sep 24, 2025

Under Agreement

MLS PIN #73433824

—
Sep 24, 2025

Contingent

MLS PIN #73433824

—
Sep 22, 2025

Listed (Active)

MLS PIN #73433824

$1,950,000—
Jun 2, 2004

Sold (Public Record)

Public Record #137701534

$930,000

+12.0% / yr

Jun 2, 2004

Sold

MLS PIN #70020087

$930,000—
Apr 23, 2004

Under Agreement

MLS PIN #70020087

—
Apr 23, 2004

Contingent

MLS PIN #70020087

—
Apr 15, 2004

Listed (Active)

MLS PIN #70020087

$950,000—
Oct 17, 1995

Sold (Public Record)

Public Record #87834651

$350,000—
Oct 16, 1995

Sold

MLS PIN #50296428

$350,000—
Aug 15, 1995

Contingent

MLS PIN #50296428

—
Aug 6, 1995

Listed (Active)

MLS PIN #50296428

$356,000—
DateEvent & SourcePrice
11/10/2025

Sold

MLS PIN #73433824

$2,100,000
09/24/2025

Under Agreement

MLS PIN #73433824

—
09/24/2025

Contingent

MLS PIN #73433824

—
09/22/2025

Listed (Active)

MLS PIN #73433824

$1,950,000
06/02/2004

Sold (Public Record)

Public Record #137701534

$930,000

+12.0% / yr

06/02/2004

Sold

MLS PIN #70020087

$930,000
04/23/2004

Under Agreement

MLS PIN #70020087

—
04/23/2004

Contingent

MLS PIN #70020087

—
04/15/2004

Listed (Active)

MLS PIN #70020087

$950,000
10/17/1995

Sold (Public Record)

Public Record #87834651

$350,000
10/16/1995

Sold

MLS PIN #50296428

$350,000
08/15/1995

Contingent

MLS PIN #50296428

—
08/06/1995

Listed (Active)

MLS PIN #50296428

$356,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Public Records for 55 Pleasant Street

Taxable ValueLand$671,000Additions$769,000Total$1,440,000
Tax Record2025$17,611 ($1,468 / month)
Home Facts
Beds4Baths3Total Finished SqFt2,884 SqFtAbove Grade Finished SqFt2,884 SqFtUnfinished Basement SqFt992 SqFtStories2Lot Size46,988 SqFtStyleSingle Family ResidenceYear Built1920ZoningRSCountyMIDDLESEXAPNLEXI M:0014 L:000152Fireplace TypeHas Fireplace

Schools near 55 Pleasant Street

This home is within Lexington School District.
Rating
School
Type
Grades
Distance
Public - K to 5
Public - 6 to 8
Public - 9 to 12
Private - PK to 8
Rating
School
Distance
Bowman Elementary School
PublicK to 5

Jonas Clarke Middle School
Public6 to 8

Lexington High School
Public9 to 12

Waldorf School Of Lexington
PrivatePK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

The property listing data and information, or the images, set forth herein were provided to MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS. The property listing data and information, and the images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc., Martha's Vineyard MLS, CCIMLS, Link MLS, and Berkshire County Board of REALTORS and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the images, set forth herein.