156 Forest St, Winchester, MA 01890
Property image
Property image
OFF MARKET

$1,393,500

Trulia Estimate
  • 4 Beds
  • 2 Baths
  • 2,567 sqft

156 Forest St, Winchester, MA 01890

Est. Refi. Payment $8,316/mo*
Refinance Your Home
Currently Off Market - Sold May 31, 2023 for $1,201,012

Home Value

Trulia Estimate
$1.39M
Since last month
Decreased$15K (-1.1%)
Since last year
Increased$35K (+2.6%)
Since last sale
Increased$197K (+16.4%)
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 +87% in the last 10 years
MonthEstimated value
2026
August 2026$1.4M
August 2026$1.4M
July 2026$1.41M
June 2026$1.43M
May 2026$1.43M
April 2026$1.42M
March 2026$1.42M
February 2026$1.36M
January 2026$1.33M
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
162 Forest St, Winchester, MA
0.04
Single-Family Home
$1,280,000
10/03/25
4
1.5
1,900
24 Hinds Rd, Winchester, MA
0.04
Single-Family Home
$1,750,000
07/09/26
4
3
2,814
41 Sunset Rd, Winchester, MA
0.20
Single-Family Home
$1,700,000
07/31/26
3
2
3,090
1 Orient St, Winchester, MA
0.26
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
6 Highland Ave, Winchester, MA
0.06
Single-Family Home
$1,465,000
09/18/25
4
2.5
2,506
40 Englewood Rd, Winchester, MA
0.43
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
41 Englewood Rd, Winchester, MA
0.46
Single-Family Home
$1,038,500
12/01/25
3
1.5
1,683
10 Bonad Rd, Winchester, MA
0.43
Single-Family Home
$1,620,000
07/06/26
4
2.5
2,233
11 Williams Cir, Winchester, MA
0.56
Single-Family Home
$1,350,000
09/02/26
4
2.5
2,392
2 Abby Rd, Winchester, MA
0.08
Single-Family Home
$2,575,000
05/14/26
4
4.5
5,614

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
24 Hinds Rd, Winchester, MA 01890
0.04
$1,750,000
4
3
2,814
Recently Sold
162 Forest St, Winchester, MA 01890
0.04
$1,315,900
4
1.5
1,900
Off Market
6 Highland Ave, Winchester, MA 01890
0.06
$1,503,500
4
2.5
2,506
Off Market
7 Chisholm Rd, Winchester, MA 01890
0.07
$1,256,200
3
1
1,227
Off Market
2 Abby Rd, Winchester, MA 01890
0.08
$2,575,000
4
4.5
5,614
Recently Sold
4 Abby Rd, Winchester, MA 01890
0.09
$2,697,000
4
4.5
5,471
Off Market
23 Sunset Rd, Winchester, MA 01890
0.13
$2,263,800
4
4.5
3,988
Off Market
18 Royalston Ave, Winchester, MA 01890
0.14
$2,520,600
5
4
5,535
Off Market
6 Abby Rd, Winchester, MA 01890
0.11
-
5
4.5
5,716
Off Market
4 Ware Rd, Winchester, MA 01890
0.15
$1,367,300
4
2
2,085
Off Market
8 Ware Rd, Winchester, MA 01890
0.16
$1,247,400
3
3
2,534
Off Market
14 Grant Rd, Winchester, MA 01890
0.18
$2,250,000
6
4.5
4,200
Recently Sold

Local Information

  • Map ViewExplore the area around 156 Forest St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1927
2,567 sqft
$543/sqft

About this House

This single-family home is located at 156 Forest St, Winchester, MA. 156 Forest St is in Winchester, MA and in ZIP code 01890. This property has 4 bedrooms, 2 bathrooms and approximately 2,567 sqft of floor space. This property has a lot size of 10646 sqft and was built in 1927.
156 Forest St, Winchester, MA 01890 is a 4 bedroom, 2 bathroom, 2,567 sqft single-family home built in 1927. It last sold for $1,201,012 on May 31, 2023. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,393,500, with a rent estimate of $4,796/month.

Home Details for 156 Forest St

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: GasHeating Fuel: Gas
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, Wood
Parking & Garage
Parking: Off Street

Property Information

Year Built
Year Built: 1927Year Updated: 2006
Property Type / Style
Property Type: Single Family HomeArchitecture: Cape Cod

Community

Units in Building: 1

Lot Information

Lot Area: 10454 sqft

Price and Tax history

DateEventPrice
May 31, 2023
Source: MLS PIN #73095579
Sold
$1,201,012
Apr 13, 2023
Source: MLS PIN #73095579
Contingent
$999,000
Apr 6, 2023
Source: MLS PIN #73095579
Listed For Sale
$999,000
Mar 30, 2007
Source: N/A
Sold
$280,000

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 156 Forest St

  • What is 156 Forest St estimated to be worth?
    Trulia's estimated value for 156 Forest St in Winchester, MA is $1,393,500.
  • What is the price history for 156 Forest St?
    156 Forest St in Winchester, MA last sold for $1,201,012 in May 2023.
  • 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.
  • How big is the lot at 156 Forest St?
    The lot at 156 Forest St in Winchester, MA is about 0.24 acres (10,646 sq ft).
  • Does 156 Forest St have parking?
    Yes, 156 Forest St in Winchester, MA has on-site parking.

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