21 Baldwin St, Winchester, MA 01890
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Property image
OFF MARKET

21 Baldwin St
Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 1,916 sqft

$1,389,000

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $8,158/mo*
Refinance Your Home

$1,389,000

Trulia Estimate
as of Jul 13, 2026
Est. Refi. Payment $8,158/mo*
Refinance Your Home
3 Beds
2 Baths
1,916 sqft

Local Information

  • Map ViewExplore the area around 21 Baldwin St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Description

Have you dreamt of moving to Winchester or have you been looking for the perfect investment opportunity? This home sits on a quiet street with proximity to all of Winchesterâs amenities. Located just one mile to the highly acclaimed Muraco school & close to downtown, the commuter rail & Middlesex Fells Reservation. This charming cape has endless possibilities. On the 1st floor you will find a spacious living room, formal dining room, full bath, 1st floor bedroom & open kitchen, which leads into the sun-drenched family room with access to the large deck & backyard. The 2nd floor boasts 2 bedrooms & a full bath. With a grand level backyard & a deck to relax on in the summer, as well as over 1,000 square feet of potential gross living square footage in the lower level, this classic layout offers incredible flexibility for expansion & renovation. Take this opportunity to establish your family in one of the most sought after communities in the Boston area & create the home of your dreams.
21 Baldwin St, Winchester, MA 01890 is a 3 bedroom, 2 bathroom, 1,916 sqft single-family home built in 1948. It last sold for $650,000 on Oct 30, 2018. It is currently off market. The Trulia Estimate is $1,389,000, with a rent estimate of $4,746/month.

Home Highlights

Parking
Garage
Outdoor
Patio, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
Less than a day ago

Home Details for 21 Baldwin St

Interior Features

Interior Details
BasementAtticNumber of Rooms: 7Ceiling Fan
Heating & Cooling
Heating: Other, GasAir ConditioningCooling System: WallHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Laminate
Appliances & Utilities
DishwasherDisposalDryer
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: VinylLawnPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached, Off Street

Property Information

Year Built
Year Built: 1948Year Updated: 2024
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 7405 sqft

Additional Information

Sport Court

Price History for 21 Baldwin St

DatePriceEventSource
10/30/2018$650,000Sold
N/A
09/19/2018$519,000PendingAgent Provided
09/10/2018$519,000Listed For SaleAgent Provided

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.41M
Sale-to-List Price
101.7%
Price per sq ft
$571
Available listings
77
2MoM
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Property Tax and Assessment

Year2025
Tax$16,689
Assessment$1,504,900
Home facts updated by county records

Comparable Sales for 21 Baldwin St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
17 Baldwin St, Winchester, MA
0.02
Single-Family Home
$878,000
09/26/25
3
1.5
1,672
235 Cross St, Winchester, MA
0.25
Single-Family Home
$868,000
09/04/25
3
1.5
1,931
15 East St, Winchester, MA
0.13
Single-Family Home
$1,060,000
05/28/26
3
1.5
1,973
8 Garfield Ave, Winchester, MA
0.27
Single-Family Home
$1,062,350
08/22/25
3
2
1,536
1 Orient St, Winchester, MA
0.39
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
39 Blueberry Hill Rd, Woburn, MA
0.48
Single-Family Home
$804,000
06/15/26
3
1.5
1,800
101 Eastern Ave, Woburn, MA
0.58
Single-Family Home
$756,500
07/17/25
3
2
1,382
18 Brookside Ave, Winchester, MA
0.33
Single-Family Home
$1,207,500
07/24/25
3
1.5
1,573
571 Washington St, Winchester, MA
0.38
Single-Family Home
$900,000
01/05/26
3
1
1,425
104 Wendell St, Winchester, MA
0.58
Single-Family Home
$1,100,000
05/28/26
3
1.5
1,675

Nearby homes

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Assigned Schools

These are the assigned schools for 21 Baldwin St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Winchester

At least 93 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say yards are well-kept

  • 87 % Say people would walk alone at night

  • 85 % Say parking is easy

  • 79 % Say there are sidewalks

  • 79 % Say car is needed

  • 77 % Say it's walkable to restaurants

  • 77 % Say kids play outside

  • 75 % Say streets are well-lit

  • 74 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say there's wildlife

  • 66 % Say neighbors are friendly

  • 65 % Say it's walkable to grocery stores

  • 64 % Say it's quiet

  • 54 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Diana P.
    "Winchester is the cutest town, perfect for families. There is Town Say, and Enka, and everything is very family oriented. We even have great pubs/restaurants as well as sub shops, Greek food, nail salons, anything you could want in a home town!"
    7
    Flag
  • Dominic
    "Phenomenal public school system beginning from Kindergarten and extremely welcoming to new residents transferring in."
    0
    Flag
  • Stacie
    "Very family oriented. Not a great neighborhood if you don’t have children. Great, easy commute into the city. Not enough good restaurants that aren’t overpriced though. "
    0
    Flag
  • Yjchoi7
    "Very safe neighborhood.there are often summer events on the common. Teenagers can take train into Boston area fairly easily as there are two stops within Winchester. Fells is a great place for summer walks. "
    2
    Flag
  • Luis B.
    "perfect for my family It is livable stores Closer to me Barbershop computer store Restaurants I will love to buy a house in this area "
    2
    Flag
  • Yjchoiyjchoi
    "It’s very quiet and safe generally. Yet it’s close to Boston and Cambridge city life within a few stops of the commuter from Winchester. "
    0
    Flag
  • Tara
    "I have lived in this neighborhood for 25 years. I love it. Everybody is friendly and kind. The crime is minimal and it’s very quiet. "
    2
    Flag
  • Katie41287
    "I’m not afraid to walk home at 11pm, the town is clean and has plenty of events around town, the people are friendly and it is near public transportation. "
    1
    Flag
  • Anna S.
    "Excellent school Easy commute to Boston Downtown Great parks and pond nearby"
    0
    Flag
  • tod g.
    "Lovely town with easy access to Boston and easy getaway to northern New England."
    0
    Flag
  • jfrancis6
    "Family community built around three streets that form a circle that only has traffic of residents. The area borders the Town of Winchester forest that is great for walks and snow shoeing in winter. All homes are large and attract families were children can safely play and bike in the neighborhood. Many homes have residents who grow up in the neighborhood as children and returned to raise their families. A short walk 4/10 of a mile to train station for those who work in Boston a trip that takes 12 minutes with only one stop. Schools in Winchester are among the best in Massachusetts, a primary attraction to the Town. The Town center is only one mile away and has an addition train station there as well. The Mystic lakes are just beyond the train station with a Town beach and boating opportunities. The Town also borders a 2500 acre forest known as the Fells consisting of the Town water supply and miles of hiking or mountain biking."
    0
    Flag
  • marta3467
    "Can see kids playing ball in street; people walking their dog and Horn Pond and several nice restaurants all within walking distance"
    1
    Flag

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Homes for sale near 21 Baldwin St

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Off Market Homes Near 21 Baldwin St

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