Welcome to 21 Chestnut Street—ideally located in one of Chelsea’s most iconic waterfront enclaves, just steps from the marina, dog park, and Chelsea Yacht Club. From your private deck, enjoy picturesque harbor views that span across Boston's skyline and the Tobin Bridge—an inspiring backdrop for morning coffee and golden hour sunsets.This beautifully maintained 2-bedroom home features a bright, floor-through layout with hardwood floors, recessed lighting, a cozy gas fireplace, and in-unit laundry. The primary bedroom features a custom-built closet and direct sliding door access to the balcony—where the view becomes part of your daily routine. Enjoy the ease of living in a privately managed, owner-occupied association with dedicated off-street parking. All just minutes from the T, waterfront parks, local shops, and a quick commute into downtown Boston. New hot water tank (2019). New roof (2021). If you're looking for low-maintenance living with a breathtaking view—this is the one!
Sold for $497,500
$497,500
21 Chestnut St #4R, Chelsea, MA 02150
2beds
825sqft
Condominium, Rowhouse
Built in 1900
-- sqft lot
$499,700 Zestimate®
$603/sqft
$2,602 Estimated rent
Home value
$499,700
$455,000 - $545,000
$2,602/mo
Zestimate® history
Owner options
List your home for rent
$2,602/mo
Rent Zestimate®
Find your next renter with Zillow Rental Manager. Plus, with online applications, you can quickly screen prospective tenants – for free.
$2,602/mo
Rent Zestimate®
Refinance and save
$3,287/mo
Est. payment
Refinancing to a lower rate could help reduce your monthly payments and save thousands over the life of the loan.
$3,287/mo
Est. payment
Explore your selling options
Work with a Zillow partner agent
Leverage their expertise and Zillow's premium Showcase listings to get your home seen by more buyers.
Get startedList with your own agent
Get your home in front of millions of buyers by listing it on Zillow.
Learn how to do itSell it yourself
Take full control of how buyers see your home on Zillow by listing For Sale by Owner (FSBO).
List your homeWhat's special
Cozy gas fireplaceWaterfront enclavesPrivate deckIn-unit laundryHardwood floorsTobin bridgeRecessed lighting
Zillow last checked:
Listing updated:
Listed by:
The Sarkis Team 617-875-4950,
Douglas Elliman Real Estate - The Sarkis Team 617-875-4950,
Kelsi Gotauco 401-688-2879
Bought with:
Ralph Smith Jr.
Compass
Source: MLS PIN,MLS#: 73367549
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 2
- Bathrooms: 1
- Full bathrooms: 1
Primary bedroom
- Features: Closet/Cabinets - Custom Built, Flooring - Hardwood, Balcony / Deck, Deck - Exterior, Slider, Closet - Double
Bathroom 1
- Features: Bathroom - Full, Bathroom - Tiled With Tub & Shower, Flooring - Stone/Ceramic Tile
Kitchen
- Features: Flooring - Stone/Ceramic Tile, Countertops - Upgraded, Kitchen Island, Open Floorplan, Recessed Lighting, Stainless Steel Appliances, Lighting - Pendant
Living room
- Features: Open Floorplan, Recessed Lighting
- Level: Main
Heating
- Baseboard, Natural Gas
Cooling
- Window Unit(s)
Appliances
- Included: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
- Laundry: Electric Dryer Hookup, Washer Hookup, In Unit
Features
- Flooring: Tile, Hardwood
- Doors: Insulated Doors, Storm Door(s)
- Windows: Insulated Windows, Storm Window(s)
- Basement: None
- Number of fireplaces: 1
- Fireplace features: Living Room
Interior area
- Total structure area: 825
- Total interior livable area: 825 sqft
- Finished area above ground: 825
Property
Parking
- Total spaces: 1
- Parking features: Off Street, Exclusive Parking
- Uncovered spaces: 1
Features
- Entry location: Unit Placement(Upper)
- Patio & porch: Deck, Deck - Wood
- Exterior features: Deck, Deck - Wood, Balcony, City View(s)
- Has view: Yes
- View description: City, Water, Harbor
- Has water view: Yes
- Water view: Harbor,Water
- Waterfront features: Waterfront, Harbor, 1 to 2 Mile To Beach, Beach Ownership(Public)
Details
- Parcel number: 1285927
- Zoning: res
- Other equipment: Intercom
Construction
Type & style
- Home type: Condo
- Property subtype: Condominium, Rowhouse
Materials
- Frame
- Roof: Shingle
Condition
- Year built: 1900
- Major remodel year: 1987
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Electric Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Shopping, Park, Medical Facility, Highway Access, Marina, T-Station
- Security: Intercom
HOA
- Services included: Water, Sewer, Insurance, Maintenance Structure, Maintenance Grounds, Snow Removal, Trash, Reserve Funds
- HOA fee: $312 monthly
Location
- Region: Chelsea
Financial & listing details
- Price per square foot: $603/sqft
- Tax assessed value: $442,500
- Annual tax amount: $5,093
- Date on market: 9/28/2025
- Listing terms: Contract
Price history
| Date | Event | Price |
|---|---|---|
| 10/1/2025 | Sold | $497,500-5.2%$603/sqft |
Source: MLS PIN #73367549 Report a problem | ||
| 8/25/2025 | Pending sale | $525,000$636/sqft |
Source:  Douglas Elliman #73367549 Report a problem | ||
| 8/25/2025 | Contingent | $525,000$636/sqft |
Source: MLS PIN #73367549 Report a problem | ||
| 7/30/2025 | Price change | $525,000-4.4%$636/sqft |
Source: MLS PIN #73367549 Report a problem | ||
| 5/23/2025 | Price change | $549,000-5.2%$665/sqft |
Source: MLS PIN #73367549 Report a problem | ||
| 5/12/2025 | Listing removed | $3,500$4/sqft |
Source: Douglas Elliman Report a problem | ||
| 5/1/2025 | Listed for rent | $3,500$4/sqft |
Source: Douglas Elliman Report a problem | ||
| 4/30/2025 | Listed for sale | $579,000+26.7%$702/sqft |
Source: MLS PIN #73367549 Report a problem | ||
| 4/7/2022 | Sold | $457,000+1.6%$554/sqft |
Source: Public Record Report a problem | ||
| 3/6/2022 | Contingent | $449,900$545/sqft |
Source: MLS PIN #72948270 Report a problem | ||
| 3/3/2022 | Listed for sale | $449,900+97.3%$545/sqft |
Source: MLS PIN #72948270 Report a problem | ||
| 5/1/2007 | Sold | $228,000+16.6%$276/sqft |
Source: Public Record Report a problem | ||
| 6/27/2002 | Sold | $195,500$237/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $5,093 +0.9% | $442,500 +4.3% |
| 2024 | $5,050 +4.8% | $424,400 +9% |
| 2023 | $4,820 -2.7% | $389,300 +4.1% |
| 2022 | $4,953 +1.5% | $373,800 +4.4% |
| 2021 | $4,879 -1.1% | $358,200 +6.5% |
| 2020 | $4,931 +34.3% | $336,200 +30.5% |
| 2019 | $3,671 +2.9% | $257,600 +1.8% |
| 2018 | $3,569 +3.9% | $253,100 +6.6% |
| 2017 | $3,435 +24.2% | $237,500 +22.4% |
| 2016 | $2,766 +3.2% | $194,100 +4.3% |
| 2015 | $2,680 +8.2% | $186,100 +6.1% |
| 2013 | $2,478 +0.8% | $175,400 -1.5% |
| 2012 | $2,458 +1.4% | $178,000 -5.2% |
| 2011 | $2,425 +6.9% | $187,700 |
| 2010 | $2,269 -0.1% | $187,700 -10.8% |
| 2009 | $2,272 -0.8% | $210,400 -8.6% |
| 2008 | $2,290 +6.6% | $230,200 |
| 2007 | $2,148 | $230,200 |
Find assessor info on the county website
Neighborhood: 02150
Nearby homes
- $435,0002 bd1 ba650 sqft21 Chestnut St APT 1, Chelsea, MA 02150Sold
- $--2 bd1 ba825 sqft21 Chestnut St APT 4, Chelsea, MA 02150Off Market
- $395,0002 bd1 ba650 sqft23 Chestnut St APT 1L, Chelsea, MA 02150Sold
- $341,7001 bd1 ba735 sqft23 Chestnut St #2L, Chelsea, MA 02150Sold
- $450,0002 bd1 ba825 sqft23 Chestnut St #3L, Chelsea, MA 02150For Sale
- $430,0002 bd1 ba747 sqft23 Chestnut St APT 5, Chelsea, MA 02150Sold
- $435,0002 bd1 ba650 sqft21 Chestnut St #1R, Chelsea, MA 02150Sold
- $380,9001 bd1 ba735 sqft21 Chestnut St #2R, Chelsea, MA 02150Off Market
Nearby schools
GreatSchools rating
- NAShurtleff Early ChildhoodGrades: PK-1Distance: 0.4 mi
- 4/10Eugene Wright Science And Technology AcademyGrades: 5-8Distance: 0.5 mi
- 2/10Chelsea High SchoolGrades: 9-12Distance: 0.8 mi
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$499,700
Get a cash offer in 3 minutes
Find out how much your home could sell for in as little as 3 minutes with a no-obligation cash offer.
Estimated market value
$499,700
- Massachusetts
- Suffolk County
- Chelsea
- 02150
- 21 Chestnut St Unit 4R
Nearby cities
Nearby zip codes
Other Chelsea Topics
