2 Charles Rd, Winchester, MA 01890
OFF MARKET

$588,600

Trulia Estimate
  • 3 Beds
  • 2 Baths
  • 968 sqft

2 Charles Rd, Winchester, MA 01890

Est. Refi. Payment $3,556/mo*
Refinance Your Home
Currently Off Market - Sold Dec 20, 2010 for $277,000

Home Value

Trulia Estimate
$589K
Since last month
Decreased$13K (-2.1%)
Since last year
Increased$2K (+0.4%)
Since last sale
Increased$312K (+112.5%)
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 +54% in the last 10 years
MonthEstimated value
2026
August 2026$589K
August 2026$588K
July 2026$602K
June 2026$610K
May 2026$614K
April 2026$603K
March 2026$595K
February 2026$574K
January 2026$575K
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
9 Charles Rd, Winchester, MA
0.04
Condo
$681,888
03/25/26
3
1.5
968
17 Charles Rd, Winchester, MA
0.06
Condo
$645,000
06/16/26
2
2
987
7 Conant Rd #20, Winchester, MA
0.26
Condo
$665,000
11/14/25
2
2
1,168
7 Conant Rd #33, Winchester, MA
0.24
Condo
$680,000
03/16/26
2
2
1,532
7 Conant Rd #53, Winchester, MA
0.24
Condo
$745,000
06/02/26
2
2
1,588
12 Spring Ct, Woburn, MA
0.64
Condo
$502,000
04/24/26
3
1.5
858
22 Arthur St #22, Winchester, MA
0.39
Condo
$414,500
08/27/26
2
1
1,121
22 Oak St, Winchester, MA
0.77
Condo
$452,500
03/30/26
3
2
1,142
1 Conn St #1, Woburn, MA
0.56
Condo
$599,900
09/09/25
3
2
1,798
200 Swanton St #239, Winchester, MA
0.55
Condo
$505,000
09/15/25
2
1
822

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
5 Charles Rd #5, Winchester, MA 01890
0.03
-
2
2.5
968
Off Market
9 Charles Rd #9, Winchester, MA 01890
0.04
$681,888
3
1.5
973
Recently Sold
2 George Rd #2, Winchester, MA 01890
0.06
$680,000
3
2
1,300
Recently Sold
15 Charles Rd #15, Winchester, MA 01890
0.06
-
2
2
968
Off Market
20 Charles Rd #20, Winchester, MA 01890
0.06
$700,000
3
2
1,317
Recently Sold
17 Charles Rd #17, Winchester, MA 01890
0.06
$645,000
2
2
1,326
Recently Sold
14 Bradford Rd #14, Winchester, MA 01890
0.07
$620,000
3
1.5
1,168
Recently Sold
18 Pine Grove Park, Winchester, MA 01890
0.07
$985,600
3
2
2,873
Off Market
7 Bradford Rd #7, Winchester, MA 01890
0.07
-
3
1.5
1,210
Off Market
43 George Rd, Winchester, MA 01890
0.08
$596,200
3
1
968
Off Market
14 Pine Grove Park #14, Winchester, MA 01890
0.09
-
4
3.5
3,122
Off Market
12 Pine Grove Park #12, Winchester, MA 01890
0.09
-
4
3.5
2,623
Off Market

Local Information

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

Home Highlights

Condo
Built in 1962
968 sqft
$608/sqft

About this House

Don't miss out on an affordable opportunity to move into prestigious Winchester. This condo is located in the sought after Muraco school district. Move right into this beautifully renovate 3 bdrm, 1 1/2 bath condo with a brand new maple kitchen, upgrade SS appliances, hdwd floors, brand new baths, newer heating system, newer roof and many more amenities. Full basement (ready to be finished) with washer/dryer hookups. Public transportation & just minutes from Rt. 93 & 95. Open House 9/12 12-1:30.
2 Charles Rd, Winchester, MA 01890 is a 3 bedroom, 2 bathroom, 968 sqft condo built in 1962. It last sold for $277,000 on Dec 20, 2010. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $588,600, with a rent estimate of $2,895/month.

Home Details for 2 Charles Rd

Interior Features

Interior Details
BasementNumber of Rooms: 6
Heating & Cooling
Heating: OilHeating Fuel: Oil
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1962
Property Type / Style
Property Type: CondoArchitecture: townhouse

Community

Units in Building: 1

Price and Tax history

DateEventPrice
Dec 20, 2010
Source: N/A
Sold
$277,000
Nov 19, 2009
Source: N/A
Sold
$160,000

Market trends in Winchester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.47M
$62.83KMoM
Sale-to-List Price
101.9%
0.2%MoM
Price per sq ft
$574
$3MoM
Available listings
64
13MoM

Around this home

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 Charles Rd

  • What is 2 Charles Rd estimated to be worth?
    Trulia's estimated value for 2 Charles Rd in Winchester, MA is $588,600.
  • What is the price history for 2 Charles Rd?
    2 Charles Rd in Winchester, MA last sold for $277,000 in December 2010.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $1.47M. That is up $62.83K from the prior month.

Explore by feature - Garage

13 rentals with a garage in Winchester, MA

Explore by feature - Air Conditioning

26 rentals with air conditioning in Winchester, MA

Explore by feature - Pool

9 rentals with a pool in Winchester, MA

Explore by feature - Washer/dryer

31 rentals with a washer/dryer in Winchester, MA

Explore by feature - Outdoor Space

11 rentals with an outdoor space in Winchester, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 2 Charles Rd

Skip to last item
Skip to first item

Homes for sale near 2 Charles Rd

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item