2 James St, Winchester, MA 01890
Property image
Property image
OFF MARKET

$1,099,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 1,909 sqft

2 James St, Winchester, MA 01890

Est. Refi. Payment $6,853/mo*
Refinance Your Home
Currently Off Market - Sold Feb 1, 2021 for $868,000

Home Value

Trulia Estimate
$1.1M
Since last month
Decreased$26K (-2.3%)
Since last year
Increased$1K (+0.1%)
Since last sale
Increased$232K (+26.7%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +65% in the last 10 years
MonthEstimated value
2026
September 2026$1.1M
August 2026$1.1M
July 2026$1.13M
June 2026$1.13M
May 2026$1.14M
April 2026$1.12M
March 2026$1.12M
February 2026$1.08M
January 2026$1.05M
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
12 Elwern Rd, Arlington, MA
0.16
Single-Family Home
$1,025,000
03/31/26
3
1.5
1,936
68 Dothan St, Arlington, MA
0.11
Single-Family Home
$1,345,000
06/11/26
3
2
1,986
77 Wright St, Arlington, MA
0.27
Single-Family Home
$925,000
09/15/26
4
2
1,536
88 Wright St, Arlington, MA
0.21
Single-Family Home
$1,211,000
08/14/26
4
2.5
2,476
11 Lorraine Ter, Arlington, MA
0.30
Single-Family Home
$930,000
04/13/26
3
1
1,860
337 Washington St, Arlington, MA
0.44
Single-Family Home
$1,350,000
04/10/26
3
2
2,080
15 Berkeley St, Arlington, MA
0.34
Single-Family Home
$915,000
06/26/26
4
1.5
2,944
312 Washington St, Arlington, MA
0.50
Single-Family Home
$820,000
07/15/26
3
1.5
1,515
11 Ridge St, Winchester, MA
0.38
Single-Family Home
$1,270,000
05/01/26
3
2
1,888
11 Crescent Hill Ave, Lexington, MA
0.42
Single-Family Home
$1,165,000
08/10/26
3
2.5
1,700

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
100 Dothan St, Arlington, MA 02474
0.05
$1,114,100
3
2.5
2,480
Off Market
25 James St, Arlington, MA 02474
0.08
$1,203,200
3
2
1,912
Off Market
88 Dothan St, Arlington, MA 02474
0.07
$1,571,600
4
3
2,417
Off Market
12 James St, Winchester, MA 01890
0.06
$1,013,200
3
1.5
1,548
Off Market
79 Dothan St, Arlington, MA 02474
0.10
$1,821,700
4
3.5
3,604
Off Market
68 Dothan St, Arlington, MA 02474
0.11
$1,345,000
3
2
1,986
Recently Sold
15 Edward Dr #15, Winchester, MA 01890
0.07
$1,055,000
3
2.5
2,082
Recently Sold
72 Thesda St, Arlington, MA 02474
0.12
$2,150,000
5
4
3,374
Recently Sold
64 Dothan St, Arlington, MA 02474
0.13
$1,350,500
3
2.5
2,015
Off Market
32 Henry St, Arlington, MA 02474
0.11
$1,443,400
4
3.5
2,572
Off Market
29 Edward Dr, Winchester, MA 01890
0.11
$1,043,300
3
3.5
2,679
Off Market
29 Henry St, Arlington, MA 02474
0.14
$2,057,500
5
4.5
4,604
Off Market

Local Information

  • Map ViewExplore the area around 2 James St.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1955
1,909 sqft
$576/sqft
Garage

About this House

Now offering this charming single family home on the west side of Winchester! This sun drenched ranch has a magnificent flowing floor plan. The main floor has an inviting open space: modern and cozy living room/dining room combo with fireplace, hardwood floor through out, open eat-in kitchen with stainless steel appliances, dedicated home library/office for all your remote learning/working needs, three generous bedrooms and two full baths with laundry, sliding doors to a deck and generous leveled yard, serene views, and so much more!! The lower level boasts another fireplace, overly entertaining family room / game room, and additional storage areas. Central location with easy access to Arlington, Winchester and Lexington town centers, major highways, commuter rail and local buses. Walkable to Whipple Hill, Wright-Locke Farm, bike path, and the highly sought-after Vinson Owen Elementary School. You don't want to miss this wonderful home! Open House: 12pm-2pm on Sat 12/19 and Sun 12/20
2 James St, Winchester, MA 01890 is a 3 bedroom, 2 bathroom, 1,909 sqft single-family home built in 1955. It last sold for $868,000 on Feb 1, 2021. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,099,600, with a rent estimate of $5,227/month.

Home Details for 2 James St

Interior Features

Interior Details
BasementNumber of Rooms: 7
Heating & Cooling
Heating: Forced Air, Electric, OilHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 1Floors: Hardwood, Linoleum Vinyl
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Wood
Parking & Garage
GarageParking Spaces: 4Parking: Garage Attached

Property Information

Year Built
Year Built: 1955
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 8276 sqft

Building

Fitness & Sports
Tennis Court

Price and Tax history

DateEventPrice
Feb 1, 2021
Source: N/A
Sold
$868,000
Dec 23, 2020
Source: MLS PIN #72768026
Contingent
$829,000
Dec 23, 2020
Source: Agent Provided
Pending
$829,000
Dec 18, 2020
Source: Agent Provided
Listed For Sale
$829,000
Aug 15, 2014
Source: N/A
Sold
$600,000

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
2MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 2 James St

  • What is 2 James St estimated to be worth?
    Trulia's estimated value for 2 James St in Winchester, MA is $1,099,600.
  • What is the price history for 2 James St?
    2 James St in Winchester, MA last sold for $868,000 in February 2021.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Winchester?
    Residents describe Winchester, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Winchester, MA.
  • Does 2 James St have laundry facilities?
    Yes, 2 James St in Winchester, MA has in-unit laundry.
  • How big is the lot at 2 James St?
    The lot at 2 James St in Winchester, MA is about 0.19 acres (8,276 sq ft).

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Off Market Homes Near 2 James St

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