
21 Chestnut St Woburn — Photo 1 of 40
Recent Drop: $30,000
$619,900
21 Chestnut St, Woburn, MA 01801
Woburn, MA 01801
Beds
2
Baths
2
SqFt
1,360
Style
Single Family
Built
1850
Welcome home to this stunning, completely renovated Colonial where timeless character meets modern living. Thoughtfully redesigned from top to bottom, every space has been carefully updated to offer the perfect blend of style, comfort, and functionality. Step inside to discover a bright and inviting floor plan filled with an abundance of natural light, luxury vinyl plank flooring, recessed lighting, and beautiful updates throughout. The thoughtfully designed layout maximizes every square foot of living space, creating an open and comfortable flow ideal for both everyday living and entertaining. The beautifully updated kitchen features granite countertops, stainless steel appliances, a pantry closet, and abundant cabinetry, making it as functional as it is stylish. Designed with today's lifestyle in mind, the home offers two generously sized bedrooms, two beautifully updated full bathrooms, a mudroom, a dedicated laundry room, a spacious office nook perfect for today's work-from-home lifestyle, and a charming sunroom, the perfect place to enjoy your morning coffee while overlooking the professionally landscaped front yard or unwind at the end of the day. Central air conditioning, generous storage areas in the basement, and unfinished walk-up attic provide additional storage space adding even more comfort and convenience. The extensive renovation includes a new roof (2023) backed by a transferable 50-year warranty, new windows throughout, new water heater, upgraded plumbing and electrical, new insulation, and an irrigation system with timer to help keep the landscaping looking its best. Every major improvement has already been completed, allowing you to simply unpack and enjoy. Location is everything, and this home truly delivers. Just steps from Woburn City Center, you'll enjoy easy access to local restaurants, cafés, boutique shops, and everyday conveniences. Commuters will appreciate being just minutes from I-93, I-95/Route 128, and the Anderson/Woburn MBTA Station, offering convenient commuter rail, Amtrak, and Logan Express service. Enjoy everything Woburn has to offer, including Horn Pond Recreation Area with scenic walking and biking trails, Woburn Village shopping and dining, Target, grocery stores, fitness centers, parks, and countless local amenities that make this community such a desirable place to call home. Whether you're searching for your first home, or downsizing without sacrificing quality, this home is for you!
Immersive Experience
Market Value Analysis
* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Woburn, MA.
Property Details
Financials
Parking
Interior Specifications
Climate & Utilities
Building & Exterior
Property & Lot
Amenities & Appliances
Range • Dishwasher • Microwave • Refrigerator
Neighborhood
Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf
Geography
Floorplan Breakdown
Structural Layout
Living Room
Lvl First11 x 17
Flooring - Vinyl, Recessed Lighting, Remodeled
Dining Room
Lvl First11 x 11
Flooring - Vinyl, Recessed Lighting, Remodeled
Kitchen
Lvl First15 x 14
Flooring - Vinyl, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Recessed Lighting, Remodeled, Stainless Steel Appliances
Master Bedroom
Lvl Second12 x 17
Closet, Flooring - Vinyl, Recessed Lighting, Remodeled
Bedroom 2
Lvl Second11 x 13
Bathroom 1
Lvl First6 x 7
Bathroom - Full, Flooring - Vinyl, Recessed Lighting, Remodeled
Bathroom 2
Lvl Second8 x 13
Bathroom - Full, Flooring - Vinyl, Recessed Lighting, Remodeled
Property History
$619,900
Was $649,900
Sep 8, 2026
MLS® 73568134
$649,900
Aug 25, 2026
MLS® 73568134
$415,000
Apr 27, 2026
MLS® 73492359
$495,000
Mar 26, 2026
MLS® 73492359
Population
41,939
U.S. Census Bureau, ACS 2024 5-Year Estimates (B01003)
Median Household Income
$111K
U.S. Census Bureau, ACS 2024 5-Year Estimates (B19013)
Renter-Occupied Homes
44.3%
U.S. Census Bureau, ACS 2024 5-Year Estimates (B25003)
New Construction Permits — Middlesex County
2,667 housing units permitted in the last 12 months (-2% vs the prior 12 months) — 1,709 in 5+ unit buildings
U.S. Census Bureau, Building Permits Survey (through Jun '26)
ADU Potential
Massachusetts allows one accessory dwelling unit by right in single-family zoning districts statewide (M.G.L. c. 40A §3; 760 CMR 71.00, effective Feb 2025). Estimated maximum ADU size for this property: 680 sq ft (the lesser of 900 sq ft or half the 1,360 sq ft principal dwelling). Lot size: 3,485 sq ft.
Based on listing data, which indicates the property type — not the zoning district. Local dimensional, septic (Title 5), and historic-district requirements still apply. Not legal advice — verify with the municipality.
Listing Agent: Shannon Jenkins
Listing Office: RE/MAX Realty Experts
MLS® Number: 73568134
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