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.
Sold for $2,100,000
$2,100,000
55 Pleasant St, Lexington, MA 02421
4beds
3,044sqft
Single Family Residence
Built in 1920
1.08 Acres Lot
$2,156,300 Zestimate®
$690/sqft
$6,451 Estimated rent
Home value
$2,156,300
$1.98M - $2.33M
$6,451/mo
Zestimate® history
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Zillow last checked:
Listing updated:
Listed by:
Gayle Winters & Co. Team 617-699-0310,
Compass 781-219-0313,
Gayle Winters 617-699-0310
Bought with:
Heidi Sharry
Compass
Source: MLS PIN,MLS#: 73433824
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 3
- Full bathrooms: 3
Primary bedroom
- Features: Bathroom - Full, Ceiling Fan(s), Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
- Area: 189.96
- Dimensions: 16.17 x 11.75
Bedroom 2
- Features: Closet, Flooring - Hardwood, Recessed Lighting
- Level: First
- Area: 205.04
- Dimensions: 18.5 x 11.08
Bedroom 3
- Features: Ceiling Fan(s), Closet, Flooring - Hardwood, Recessed Lighting
- Level: Second
- Area: 248.72
- Dimensions: 20.17 x 12.33
Bedroom 4
- Features: Closet, Flooring - Hardwood, Lighting - Sconce
- Level: Second
- Area: 298.56
- Dimensions: 23.42 x 12.75
Primary bathroom
- Features: Yes
Bathroom 1
- Features: Bathroom - 3/4, Bathroom - With Shower Stall, Flooring - Hardwood, Lighting - Sconce
- Level: First
- Area: 53.44
- Dimensions: 8.67 x 6.17
Bathroom 2
- 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
- Level: Second
- Area: 182.26
- Dimensions: 12.08 x 15.08
Bathroom 3
- Features: Bathroom - 3/4, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Closet, Flooring - Stone/Ceramic Tile, Recessed Lighting
- Level: Second
- Area: 97.92
- Dimensions: 8.33 x 11.75
Dining room
- Features: Flooring - Hardwood, Window(s) - Bay/Bow/Box, Exterior Access, Lighting - Overhead
- Level: Main,First
- Area: 131.21
- Dimensions: 11.17 x 11.75
Family room
- Features: Bathroom - Full, Closet/Cabinets - Custom Built, Flooring - Hardwood, Recessed Lighting
- Level: Main,First
- Area: 223.61
- Dimensions: 19.17 x 11.67
Kitchen
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Window(s) - Picture, Pantry, Countertops - Stone/Granite/Solid, Exterior Access, Recessed Lighting, Stainless Steel Appliances
- Level: Main,First
- Area: 213.69
- Dimensions: 16.33 x 13.08
Living room
- Features: Closet, Flooring - Hardwood, Exterior Access, Recessed Lighting
- Level: Main,First
- Area: 396.11
- Dimensions: 25.83 x 15.33
Office
- Features: Flooring - Hardwood, Lighting - Overhead
- Level: First
- Area: 233.82
- Dimensions: 15.42 x 15.17
Heating
- Baseboard, Radiant, Oil
Cooling
- Central Air, Window Unit(s)
Appliances
- Included: Water Heater, Range, Dishwasher, Refrigerator, Washer, Dryer, Range Hood
- Laundry: Second Floor, Electric Dryer Hookup, Washer Hookup
Features
- Vaulted Ceiling(s), Recessed Lighting, Lighting - Overhead, Sun Room, Game Room, Office
- Flooring: Tile, Hardwood, Stone / Slate, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
- Windows: Skylight(s), Insulated Windows
- Basement: Interior Entry,Sump Pump,Concrete,Unfinished
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 3,044
- Total interior livable area: 3,044 sqft
- Finished area above ground: 3,044
Property
Parking
- Total spaces: 3
- Parking features: Paved Drive, Off Street, Paved
- Uncovered spaces: 3
Features
- Patio & porch: Patio
- Exterior features: Patio, Rain Gutters, Storage, Professional Landscaping, Garden
Lot
- Size: 1.08 Acres
Details
- Parcel number: M:0014 L:000152,548619
- Zoning: RS
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Colonial,Cottage
- Property subtype: Single Family Residence
Materials
- Frame
- Foundation: Concrete Perimeter, Stone
- Roof: Shingle
Condition
- Year built: 1920
Utilities & green energy
- Electric: 100 Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Electric Range, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship, Public School
HOA
- Has HOA: No
Location
- Region: Lexington
Financial & listing details
- Price per square foot: $690/sqft
- Tax assessed value: $1,440,000
- Annual tax amount: $17,611
- Date on market: 1/22/2026
Price history
| Date | Event | Price |
|---|---|---|
| 11/10/2025 | Sold | $2,100,000+7.7%$690/sqft |
Source: MLS PIN #73433824 Report a problem | ||
| 9/22/2025 | Listed for sale | $1,950,000+109.7%$641/sqft |
Source: MLS PIN #73433824 Report a problem | ||
| 6/2/2004 | Sold | $930,000+165.7%$306/sqft |
Source: Public Record Report a problem | ||
| 10/17/1995 | Sold | $350,000$115/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $17,611 +4.8% | $1,440,000 +5% |
| 2024 | $16,807 +1.2% | $1,372,000 +7.4% |
| 2023 | $16,614 +5.1% | $1,278,000 +11.6% |
| 2022 | $15,801 +2% | $1,145,000 +6.3% |
| 2021 | $15,498 +0.3% | $1,077,000 -2.1% |
| 2020 | $15,455 +4.6% | $1,100,000 +5.2% |
| 2019 | $14,770 +1.8% | $1,046,000 +3.1% |
| 2018 | $14,515 +2.1% | $1,015,000 +3.5% |
| 2017 | $14,215 +2.7% | $981,000 +3.5% |
| 2016 | $13,841 +6.2% | $948,000 +8.1% |
| 2015 | $13,032 +4.1% | $877,000 +8.7% |
| 2014 | $12,517 +2% | $807,000 |
| 2013 | $12,266 +2.3% | $807,000 +0.7% |
| 2012 | $11,991 +1.4% | $801,000 -2.4% |
| 2011 | $11,822 +3.9% | $821,000 |
| 2010 | $11,379 +4.9% | $821,000 -1.8% |
| 2009 | $10,843 +0.4% | $836,000 -3.1% |
| 2008 | $10,805 +7.1% | $863,000 -3% |
| 2007 | $10,093 +2.8% | $890,000 +0.7% |
| 2006 | $9,821 +31.2% | $884,000 +33.9% |
| 2005 | $7,484 +7.3% | $660,000 -0.9% |
| 2004 | $6,973 +8.9% | $666,000 +13.8% |
| 2003 | $6,406 +3.6% | $585,000 +6.8% |
| 2002 | $6,181 +11.6% | $548,000 +21.2% |
| 2000 | $5,537 +6.4% | $452,000 +11.1% |
| 1999 | $5,206 | $407,000 |
Find assessor info on the county website
Neighborhood: 02421
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Nearby schools
GreatSchools rating
- 10/10Bowman Elementary SchoolGrades: K-5Distance: 0.5 mi
- 10/10Jonas Clarke Middle SchoolGrades: 6-8Distance: 1.1 mi
- 10/10Lexington High SchoolGrades: 9-12Distance: 1.8 mi
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Estimated market value
$2,156,300
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Estimated market value
$2,156,300
- Massachusetts
- Middlesex County
- Lexington
- 02421
- 55 Pleasant St
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