Welcome home to 21 Chestnut Street! Don't miss this sweet 1850's two bedroom colonial in Woburn Center where everyday life just feels a little easier. The living room is bright and welcoming, with natural light that sets a warm tone from the moment you walk in. The flow into the dining area and kitchen makes it a comfortable space for quiet mornings, casual dinners, or gathering with the people you love. Upstairs, two cozy bedrooms and a full bath offer everything you need, with a little extra room for storage tucked in where it counts. Outside, you're steps from Woburn's best — shopping, restaurants, and commuter routes that make getting around a breeze. If you've been looking for a place to put down roots in an established neighborhood without stretching your budget, this is the one worth seeing!
Single-familyProperty Type
1850Year Built
3,485 sq ftLot Size
$305Price/Sq.Ft.
2 spacesParking
Listed by Mark Lesses Group• Coldwell Banker Realty - Lexington
Listed by Taylor Coombs• Coldwell Banker Realty - Lexington
Bought with Kimberly McLaine• Lamacchia Realty, Inc.
Est. $2,778 per month, based on comparable rentals
Sale and tax history for 21 Chestnut St
Sale History
Tax History
Date
Event
Price
MLS PIN #73492359
May 18, 2026
Sold
$415,000
$305/sq ft
Apr 29, 2026
Contingent
—
Apr 9, 2026
Price Changed
$495,000
$364/sq ft
Mar 26, 2026
Listed
$525,000
$386/sq ft
MLS PIN #71953905
Mar 30, 2016
Sold
$200,500
$147/sq ft
Feb 26, 2016
Pending
—
Jan 30, 2016
Listed
$219,900
$162/sq ft
Buy a piece of Woburn History, with this 1850, 7 room, 2 bedroom, 1 bath colonial located just outside Woburn Center. First floor offers, Kitchen, dining room living room and sun room. Second floor has 2 large bedrooms, large bathroom and additional small office area. Walk up attic for storage. Vinyl siding is newer and in good condition. Most windows have been replaced with the exception of a few in the 1st floor and in attic. Parking is 1-2 cars off street. Asset manager is working with owner of 19 Chestnut to work out arrangement for access to that property, since there is no formal easement in place for 19 Chestnut.
Public Records
Dec 10, 2003
Sold
$240,000
$176/sq ft
MLS PIN #30787813
Dec 9, 2003
Sold
$224,900
$165/sq ft
Nov 10, 2003
Listing Removed
—
Nov 6, 2003
Listed
$224,900
$165/sq ft
LOTS OF POTENTAL FOR THIS SPACIOUS HOME W/CAREFREE LOT.GREAT CONDO ALTERNATIVE.WALK TO BUSSTOP& DOWNTOWN. SEE PLOTPLAN FOR EASEMENT.
Year
Property tax
Land + Additions
Assessment*
2025
$4,096 (+12.6%)
$245,900 + $233,700
$479,600
2024
$3,638 (−0.5%)
$234,200 + $217,200
$451,400
2023
$3,656 (+4.5%)
$212,900 + $207,300
$420,200
2022
$3,500 (+9.1%)
$185,100 + $189,600
$374,700
2021
$3,209 (+0.4%)
$176,300 + $167,600
$343,900
2020
$3,195 (+2.8%)
$176,300 + $166,500
$342,800
2019
$3,107 (+10.8%)
$167,900 + $159,100
$327,000
2018
$2,803 (+7.4%)
$154,000 + $129,400
$283,400
2017
$2,611 (+5.0%)
$146,700 + $116,000
$262,700
2016
$2,487 (+6.6%)
$137,100 + $110,400
$247,500
2014
$2,333 (+0.4%)
$128,200 + $95,300
$223,500
2013
$2,324
$128,200 + $95,300
$223,500
2012
$2,324 (+1.0%)
$128,200 + $95,300
$223,500
2011
$2,302 (−0.2%)
$128,200 + $95,300
$223,500
2010
$2,307 (+3.5%)
$128,200 + $95,300
$223,500
2009
$2,228
$130,800 + $99,100
$229,900
Public record
Public record
Zoning
Permits
Beds
2
Baths
1
Stories
3
Lot width
—
Lot depth
—
Lot size
3,485 Sq. Ft.
Year renovated
—
Sq. Ft.
1,360
Year built
1850
Style
Single Family Residential
County
Middlesex County
APN
1041859S
Parking Spaces
—
Basement
—
Accessible
—
HOA Dues
—
Garage
—
Features
—
Last updated by owner on Sep 10, 2026.
R-2
Single Two Family District
The purpose of a townhouse development in residential districts is to provide for residential development which: Results in the permanent preservation of open space which is of use and value to the City and which would not normally be preserved under development undertaken according to other sections of the ordinance.; Encourages creative site planning which is sensitive to the natural characteristics of the land.; Provides for economical development, efficient provisions of public services and minimizes road and driveway construction and paving.; Promotes aesthetics and other amenities.
Permitted uses
Include but are not limited to:
Housing-Single unit
Housing-Multiple units
Educational/school
Fire house
Police station
Recreation
Golf related
Communications tower
Jun 16, 2026 • Active
Residential building
Bathroom
Kitchen
Remodel
Jun 10, 2026 • Final
Plumbing
Perform a complete renovation of a residential home.
Plumbing
Remodel
Permit history is from public records and may be incomplete or inaccurate. Redfin and its agents make no representations about the property condition or permit status. Buyers should independently verify all information.
Property details
Parking
Parking Information
Has Open Parking
Open Parking Spaces: 2
Parking Spaces: 2
Parking Features: Paved Drive, Off Street, Paved
Interior
Master Bedroom Information
Area: 187
Length: 11
Width: 17
Level: Second
Features: Flooring - Wall to Wall Carpet,Window(s) - Picture
Bedroom #2 Information
Area: 121
Length: 11
Width: 11
Level: Second
Features: Flooring - Wall to Wall Carpet,Window(s) - Picture
Bathroom Information
# of Bathrooms (Full): 1
Bathroom #1 Information
Area: 104
Length: 8
Width: 13
Level: Second
Features: Bathroom - With Tub & Shower,Flooring - Laminate
Living Room Information
Area: 187
Length: 11
Width: 17
Level: First
Features: Flooring - Wall to Wall Carpet,Window(s) - Picture
Dining Room Information
Area: 132
Length: 11
Width: 12
Level: First
Features: Flooring - Wood,Window(s) - Picture
Kitchen Information
Area: 195
Length: 15
Width: 13
Level: Main,First
Features: Flooring - Wood,Exterior Access
Basement Information
Basement: Full, Interior Entry
Laundry Information
Laundry Features: Electric Dryer Hookup, Washer Hookup, In Basement
Appliances
Appliances: Gas Water Heater, Water Heater, Range, Oven, Dishwasher, Microwave, Refrigerator, Washer, Dryer
Interior Features
# of Rooms (Total): 8
Window Features: Window(s) - Picture, Insulated Windows
Flooring: Wood, Vinyl
Interior Features: Sun Room, Walk-Up Attic
Exterior
Building Information
Building Area (Total): 1,360
Foundation Area: 999
Foundation Details: Stone
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: Grey
Exterior Features
Roof: Shingle
Patio And Porch Features: Porch - Enclosed
Exterior Features: Porch - Enclosed
Property Information
PropertySubType: Single Family Residence
Above Grade Finished Area: 1360
ADU: N
Lot Information
Lot Size (Acres): 0.08
Lot Features: Easements
Road Frontage Type: Public
Financial
Tax Information
Tax Annual Amount: $4,591
Tax Year: 2026
Utilities
Utility Information
Utilities: for Gas Range, for Gas Oven, for Electric Oven, for Electric Dryer, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers
Heating & Cooling
Has Heating
Has Cooling
Heating: Central, Forced Air, Natural Gas
Cooling: Central Air
Location
Location Information
Directions: Main Street to Chestnut Street
UnparsedAddress: 21 Chestnut St, Woburn MA 01801
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Highway Access, Public School
Public facts
Beds: 2
Baths: 1.0
Sq. Ft.: 1,360
Stories: 3.0
Lot Size: 3,485 square feet
Style: Single Family Residential
Year Built: 1850
Year Renovated: —
County: Middlesex County
APN: 1041859S
Home facts updated by county records on Sep 10, 2026
Other
Miscellaneous Information
Heat Zones: 1
Listing Information
StandardStatus: Closed
Around this home
Schools
Malcolm White Elementary School
Public K-5 • Assigned • 0.6mi
4/10
John F Kennedy Middle School
Public 6-8 • Assigned • 0.6mi
5/10
Woburn High School
Public 9-12 • Assigned • 0.5mi
6/10
Provided by GreatSchools
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 98° expected this year, 15 days in 30 years
6/10 Wind Factor
52% 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
Woburn, MA • 01801
Average low and high temperatures (°F)
33
19
35
20
50
32
59
40
68
50
80
61
84
65
80
59
75
55
63
45
52
36
38
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
68/ 100
Moderate sunlight
Sunscore
There appears to be some shading by surrounding buildings, terrain, and vegetation.
7.8 hrs
4.2 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$641,000 – $776,000
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