Active
15 Days on market
21 Chestnut St Woburn — Photo 1 of 40

21 Chestnut St Woburn — Photo 1 of 40

Recent Drop: $30,000

$649,900
$619,900

$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

This Property
Size (SqFt) →Price →
This Property$456/sqft
Local Avg (Woburn)$448/sqft
2% AboveMarket Average

* Analysis is based on 23 actively listed and recently sold comparable properties strictly within Woburn, MA.

Property Details

Financials

Original Price$649,900
Annual Taxes$4,096

Parking

Garage0
Off-Street2

Interior Specifications

Total Rooms7
FireplacesNone
FlooringFlooring - Vinyl
BasementUnfinished

Climate & Utilities

HeatingForced Air, Natural Gas
CoolingCentral Air
WaterPublic
SewerPublic Sewer

Building & Exterior

Construction--
Roof--
FoundationStone
ZoningR-2

Property & Lot

Acres0.08
SqFt Lot3,485
Lot FeaturesLevel

Amenities & Appliances

Range • Dishwasher • Microwave • Refrigerator

Neighborhood

Public Transportation • Shopping • Tennis Court(s) • Park • Walk/Jog Trails • Golf

Geography

Floorplan Breakdown

Structural Layout

Second
Master BedroomBedroom 2Bathroom 2
First
Living RoomDining RoomKitchenBathroom 1
Living Room
Lvl First

11 x 17

Flooring - Vinyl, Recessed Lighting, Remodeled

Dining Room
Lvl First

11 x 11

Flooring - Vinyl, Recessed Lighting, Remodeled

Kitchen
Lvl First

15 x 14

Flooring - Vinyl, Pantry, Countertops - Stone/Granite/Solid, Countertops - Upgraded, Recessed Lighting, Remodeled, Stainless Steel Appliances

Master Bedroom
Lvl Second

12 x 17

Closet, Flooring - Vinyl, Recessed Lighting, Remodeled

Bedroom 2
Lvl Second

11 x 13

Bathroom 1
Lvl First

6 x 7

Bathroom - Full, Flooring - Vinyl, Recessed Lighting, Remodeled

Bathroom 2
Lvl Second

8 x 13

Bathroom - Full, Flooring - Vinyl, Recessed Lighting, Remodeled

Property History

Price Drop
$619,900

Was $649,900

Sep 8, 2026

MLS® 73568134

Listed
$649,900

Aug 25, 2026

MLS® 73568134

Sold
$415,000

Apr 27, 2026

MLS® 73492359

Listed
$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 Provided By

Listing Agent: Shannon Jenkins

Listing Office: RE/MAX Realty Experts

MLS® Number: 73568134

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