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21 Chestnut StWoburn, MA 01801

For Sale

$619,900

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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!

Last updated September 12, 2026

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Source: MLSPin #73568134

Listing Facts

  • TypeSingle-family
  • NeighborhoodDowntown Woburn
  • Bedrooms2
  • Bathrooms2
  • Days on Prevu20
  • Taxes$4,096/year
  • Size1,360 sqft
  • Price per sqft$456

Amenities

  • Dishwasher
  • Air Conditioning
  • Parking

Location

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Listing History

09/08/2026
Price Decreased
$619,900
08/26/2026
Listed by
$649,900
  1. 09/08/2026$619,900
    Price Decreased
  2. 08/26/2026$649,900
    Listed by

Property Details for 21 Chestnut St

Association

Amenities

  • Community Features: Tennis Court(s), Park, Golf

Exterior

Construction

  • Property Condition: Updated/Remodeled
  • Year Built: 1850
  • Year Built Details: Approximate
  • Architectural Style: Colonial

Measurements

  • Building Area Total: 1,360
  • Building Area Units: Square Feet
  • Lot Features: Level, Landscaped
  • Lot Size Acres: 0.08
  • Lot Size Area: 0
  • Lot Size Square Feet: 3,485
  • Lot Size Units: Acres

Financial

Taxes

  • Parcel Number: 908597
  • Tax Annual Amount: $4,096.00
  • Tax Assessed Value: $479,600.00
  • Tax Year: 2025

Interior

Features

  • Appliances: Range, Dishwasher, Microwave, Refrigerator
  • Interior Features: Recessed Lighting, Pantry

Measurements

  • Living Area: 1,360
  • Living Area Source: Public Records

Rooms

  • Basement: Unfinished
  • Has Basement: Yes
  • Bathrooms Full: 2
  • Bathrooms Total Integer: 2
  • Bedrooms Total: 2
  • Rooms Total: 7

Parking

Parking

  • Open Parking Spaces: 2
  • Open Parking: Yes
  • Parking Features: Shared Driveway, Off Street, Paved
  • Parking Total: 2

Utilities

Equipment

  • Cooling: Central Air
  • Has Cooling: Yes
  • Heating: Natural Gas, Forced Air
  • Has Heating: Yes
  • Sewer: Public Sewer
  • Water Source: Public

Frequently Asked Questions

How many bedrooms and bathrooms does this single-family home have?

There are 2 bedrooms and 2 bathrooms in this single-family home at 21 Chestnut St.

Does this single-family home have parking?

Yes, there are 2 parking spaces available for 21 Chestnut St.

What are the annual taxes for 21 Chestnut St?

Annual taxes for this single-family home are estimated at $4,096.

How does 21 Chestnut St compare to other single-family homes in Downtown Woburn?

This single-family home is listed 25% below the average price for single-family homes in Downtown Woburn and has been on the market for 27 less days than the typical home in this area.

What is the square footage on this single-family home?

According to the MLS, this listing is 1,360 sqft.

21 Chestnut St is a 2-bedroom, 2-bath single-family home for sale in Woburn MA 01801. On Prevu for 20 days at $619,900. This includes a recent price decrease of $30,000. This home features 1,360 square feet of living space, located in Downtown Woburn. The median listing price for single-family homes in this area is $712,400. Property amenities include dishwasher, air conditioning, and parking. View other single-family home listings in Woburn.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. 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, leasing or renting 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, leasing or renting. MLS Property Information Network, Inc. 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.

Full MLS Disclaimers

Rebate estimate is indicative only and based on listing price and estimated buyer's agent commission paid by owner, if applicable. Final rebates are subject to Terms of Use and may vary due to final negotiated transaction terms.