Sold
Last Sold Price
4 beds3,044 sqft$690/sqft
55 Pleasant St, Lexington, MA 02421
Single FamilyProperty Type
1.08 acresLot Size
1920Year Built
$690/sq ftPrice per sq ft
3 carsParking Spaces

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

    P: (617) 699-0310

    M: (617) 699-0310

  2. Gayle Winters

    Gayle Winters

    Alternative Listing Agent

    Compass

    P: (617) 699-0310

    M: (617) 699-0310

Listing closed: 11/10/2025 12:00 AM • Source: MLS PIN, MLS#: 73433824

Recent comparable sales

Median sold price

$1,800,000

Avg days on market

17

Sale-to-list ratio

102.4%

Lexington, MA

9 comparable properties found

$1,838,000 | 4 Goffe Road, Lexington, MA 02421
1/35
1

$1,838,000

Sold 07/18/25

4
Bedrooms
3,031
Square Feet
0.41
Acres
$1,750,000 | 18 Blossom Street, Lexington, MA 02421
1/43
2

$1,750,000

Sold 08/28/25

4
Bedrooms
2,847
Square Feet
0.93
Acres
a view of a white house with a large tree center island and potted plants
1/39
3

$1,770,000

Sold 06/27/25

4
Bedrooms
2,780
Square Feet
0.38
Acres
$1,850,000 | 11 Trotting Horse Drive, Lexington, MA 02421
1/43
4

$1,850,000

Sold 07/02/25

4
Bedrooms
2,552
Square Feet
0.48
Acres
a front view of house with yard and trees around
1/37
5

$2,165,000

Sold 08/01/25

4
Bedrooms
3,333
Square Feet
0.78
Acres
a front view of a house with garden
1/2
6

$2,600,000

Sold 05/02/25

4
Bedrooms
3,056
Square Feet
0.53
Acres
a kitchen with stainless steel appliances granite countertop a stove a sink a refrigerator and a wooden floors
1/42
7

$1,599,000

Sold 09/27/24

4
Bedrooms
2,892
Square Feet
0.83
Acres
$1,560,000 | 35 Circle Road, Lexington, MA 02420
1/33
8

$1,560,000

Sold 08/25/25

4
Bedrooms
2,665
Square Feet
0.38
Acres
$1,800,000 | 50 Pleasant Street, Lexington, MA 02421
1/43
9

$1,800,000

Sold 03/26/25

4
Bedrooms
3,040
Square Feet
0.23
Acres

Location

Sold By Compass, Heidi Sharry

Add your commute

Payment Calculator

$12,142 per month

30 year fixed, 6.55% Interest

Principal and Interest

$10,674

Property Taxes

$1,468

HOA Dues

$0

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Property Information for 55 Pleasant Street

Property Details
  • Taxes: $17,611 / year
  • MLS Type: Single Family / Detached
  • Town: Lexington
  • Area: MA-Lexington
  • Architectural Style: Colonial, Cottage
  • Style: Garden, Colonial, Cottage
  • Garage Spaces: 0
  • Open Parking Spaces: 3.00
  • Parking Spaces Total: 3
Building Information
  • Year Built: 1920
  • Lot Size: 1.08 AC / 46,988 SF
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

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

For completeness, we 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
Beds4Baths3.5Total Finished SqFt2,884 SqFtAbove Grade Finished SqFt2,884 SqFtUnfinished Basement SqFt992 SqFtStories2Lot Size46,988 SqFtStyleSingle Family ResidenceYear Built1920Year Renovated1920ZoningRSCountyMIDDLESEXAPNLEXI M:0014 L:000152

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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Nearby home values

AddressSold priceBedsBathsSqftLot (Sqft)
This home: 55 Pleasant Street, Lexington, MA 02421
$2,100,000
4
3,044
46,988
$705,000
4
2,357
35,973
$2,666,000
5
4,501
22,034
$1,675,000
5
5,168
21,309
6
6.5
4,535
21,938
$3,600,000
6
5,885
21,938

No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of any information, descriptions or measurements (including square footage measurements and property condition), such should be independently verified through appropriate means, including, but not limited to, in person inspection and public records, and Compass International Holdings, its subsidiaries, affiliates and independently owned and operated franchisees, and their affiliated agents and associated third parties expressly disclaim 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 seller's discretion. 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.