21 Winter St, Reading, MA 01867
OFF MARKET

21 Winter St
Reading, MA 01867

  • 1 Bed
  • 1 Bath
  • 1 sqft

$1,086,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $6,488/mo*
Refinance Your Home

$1,086,400

Trulia Estimate
as of Aug 21, 2026
Est. Refi. Payment $6,488/mo*
Refinance Your Home
1 Bed
1 Bath
1 sqft

Home Value

Trulia Estimate
$1.09M
Since last month
Decreased$28K (-2.5%)
Since last year
Increased$14K (+1.4%)
Since last sale
Increased$466K (+76.4%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$1.08M
July 2026$1.1M
June 2026$1.1M
May 2026$1.1M
April 2026$1.08M
March 2026$1.05M
February 2026$1.05M
January 2026$1.03M
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
34 Winter St, Reading, MA
0.05
Single-Family Home
$705,000
09/30/25
3
1
1,092
29 Belmont St, Reading, MA
0.07
Single-Family Home
$862,000
10/15/25
3
2
1,736
73 Track Rd, Reading, MA
0.45
Single-Family Home
$420,000
12/30/25
2
1
800
10 Eaton St, Reading, MA
0.21
Single-Family Home
$765,000
01/06/26
3
1.5
1,224
82 Orange St, Reading, MA
0.13
Single-Family Home
$981,000
06/03/26
3
2
1,404
103 Orange St, Reading, MA
0.07
Single-Family Home
$900,000
04/23/26
3
2.5
2,278
169 Green St, Reading, MA
0.45
Single-Family Home
$675,000
12/17/25
3
1
1,050
24 Smith Ave, Reading, MA
0.23
Single-Family Home
$943,000
04/24/26
3
2
1,911
23 Governors Dr, Reading, MA
0.32
Single-Family Home
$615,000
12/05/25
4
1.5
1,638
26 Johanna Dr, Reading, MA
0.15
Single-Family Home
$1,195,000
09/30/25
4
2
2,242

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
15 Winter St, Reading, MA 01867
0.02
$910,400
2
1.5
2,334
Off Market
22 Winter St, Reading, MA 01867
0.04
$904,200
3
1.5
1,747
Off Market
176 Salem St, Reading, MA 01867
0.07
$764,900
3
1
1,529
Off Market
34 Winter St, Reading, MA 01867
0.05
$721,500
3
1
1,092
Off Market
9 Belmont St, Reading, MA 01867
0.08
$892,000
3
2
1,428
Off Market
25 Belmont St, Reading, MA 01867
0.07
$1,104,900
4
2.5
2,379
Off Market
29 Belmont St, Reading, MA 01867
0.07
$1,311,000
3
2
1,736
Off Market
103 Orange St, Reading, MA 01867
0.07
$900,000
3
2.5
2,278
Recently Sold
41 Winter St, Reading, MA 01867
0.07
$2,075,000
4
2.5
2,435
Off Market
86 Orange St, Reading, MA 01867
0.12
$879,900
3
2
1,599
For Sale
79 Orange St, Reading, MA 01867
0.13
$1,200,000
4
2
2,836
For Sale
82 Orange St, Reading, MA 01867
0.13
$981,000
3
2
1,404
Recently Sold

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1700
Living Area
1 sqft
Price/Sqft
$1,086,400

About this House

Classic American four-square with updated open concept and first floor addition in back.
21 Winter St, Reading, MA 01867 is a 1 bedroom, 1 bathroom, 1 sqft single-family home built in 1700. It last sold for $610,000 on Dec 28, 2015. It is currently off market. The Trulia Estimate is $1,086,400, with a rent estimate of $2,341/month.

Home Details for 21 Winter St

Interior Features

Interior Details
BasementNumber of Rooms: 8
Levels, Entrance, & Accessibility
Stories: 2

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1700Year Updated: 1701
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1 sqft

Price and Tax history

DateEventPrice
Dec 28, 2015
Source: N/A
Sold
$610,000
Nov 2, 2015
Source: Agent Provided
Pending
$599,967
Oct 22, 2015
Source: Agent Provided
Listed For Sale
$599,967
Jun 22, 2015
Source: N/A
Sold
$402,000
May 5, 2015
Source: Agent Provided
Pending
$439,900

Market trends in Reading

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$863K
$52.5KMoM
Sale-to-List Price
104.5%
0.1%MoM
Price per sq ft
$476
$13MoM
Available listings
40
32MoM

Around this home

What Locals Say about Reading

At least 120 Trulia users voted on each feature.

  • 90 % Say it's dog friendly

  • 90 % Say car is needed

  • 84 % Say parking is easy

  • 82 % Say yards are well-kept

  • 80 % Say there's holiday spirit

  • 79 % Say there are sidewalks

  • 78 % Say people would walk alone at night

  • 69 % Say kids play outside

  • 69 % Say streets are well-lit

  • 66 % Say it's quiet

  • 63 % Say there's wildlife

  • 63 % Say they plan to stay for at least 5 years

  • 59 % Say neighbors are friendly

  • 56 % Say it's walkable to restaurants

  • 46 % Say there are community events

  • 37 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Joanfraske
    "The people are unique and the houses are all different. There are many trees and a playground for children "
    0
    Flag
  • Adam Graham
    "We bought our home here in Reading 13 years ago when our first child was 1. We have 2 now and have been very happy with the schools and arts programs. Lots of walkers and joggers, several solid restaurants and take out places, a liquor store that has the biggest craft beer selection I've ever seen in my life, nice police officers, good road upkeep. I'm very happy to be raising my kids in this town."
    0
    Flag
  • 4yztwzyc4k
    "Friendly people not a lot of noise. Lots of trees and grass. Town forest is very close by. Not a lot of trash"
    0
    Flag
  • Shauntsullivan
    "Plenty of dogs in the neighborhood. Very friendly and most neighbors walk with leases. It is rare but being close to the woods and/or highway there are some fisher cats in recent years. Today a coyote was spotted in the neighborhood. Again, that was reported maybe 7 times in 10 years but pet owners need to keep an eye out for the little ones! "
    8
    Flag
  • Johnsonle
    "Safe and friendly neighborhood where kids are always out playing and riding bikes. Supportive parents"
    0
    Flag
  • Johnny V.
    "Reading is a great town, especially if you’re a commuter and driving into Boston isn’t your thing. Good school system, great parks, and a wonderful town forest. My favorite was the MASSIVE library!"
    5
    Flag
  • Michelle L. L. (.
    "People are kind here. It's actually like a community onv my street. They're kind to one another and they know everyone. I love it!"
    1
    Flag
  • Caitlin C.
    "There are no “dog parks” but many people are in the neighborhood walking their dogs and often in the town forest letting their dogs off leash. "
    0
    Flag
  • Ben T.
    "There is strong interest in the schools and making sure there is strong community short for education."
    0
    Flag
  • Ben T.
    "There is great access to commuter rail in Reading. Good schools and quiet neighborhoods. There are some nice restaurants in town and easy access to the highways."
    1
    Flag
  • Tracy E. M.
    "halloween for the kids at stores, restaurants etc. in the center of time. festivals and a tight knit family of friends and actual families. recently a famous turkey has really brought the entire town together and donated to the food bank. "
    2
    Flag
  • Tracy E. M.
    "there are sidewalks to keep you and your dog or dogs safe from car traffic. lots of parks to for dogs to get plenty of excersise"
    0
    Flag
  • Tracy E. M.
    "that the school system is good and not alot of crime. people care for their property and keep it clean. "
    0
    Flag
  • Tracy E. M.
    "Very family oriented, safe and clean. great school system. the town does a lot for the community with faires, festivals and different things as well year long. "
    0
    Flag
  • Jennshellm
    "Group walks in the morning with dog owners. Big areas for dogs to meet and run. Dos trails are available and used by many people and families. "
    1
    Flag
  • Fox H. E. L.
    "School System Ratings, Safety Low Crime Rates, Accessibility to Town Services and Food and Retail purchases. Good green spaces. Local restaraunts, parks and Town Amenities. "
    0
    Flag
  • Maob63
    "a lot of open spaces for dogs and their owners to venture. a wide range of animals such as rabbits, deer, turkeys, possums and deer to sniff"
    0
    Flag
  • Adrao_31
    "Great access to i95 and I93. Good school district and safe. Quiet place with very less commercial spaces."
    0
    Flag
  • Ldennis
    "Annual street fair, Town Day, summer concerts on the town common, Memorial Day parade. Robust clergy association sponsors church community activities."
    0
    Flag
  • Melissa J.
    "I have live in Reading since 2010 Love this area great restaurants train is close by schools are fantastic "
    0
    Flag
  • Lfermin
    "very quiet place. I Really like it . bus stop and train station very close to my house. parking place. "
    0
    Flag
  • Unspecified
    "It’s a fantastic area full of friendly social families. We have a lot of fun together and enjoy bumping into each other and catching up on the street. Everyone takes pride in the appearance and upkeep of their home but not in a pretentious way. Very pleased to be part of such a warm and vibrant group of people."
    0
    Flag
  • Candace B.
    "I've lived here for 4 years now and it is so quit. No kids, no cars, no dogs just very peaceful and very friendly neighbors. "
    0
    Flag
  • Bookguise
    "Walk to elementary, middle and high school. Walk to YMCA and major town sports fields. Close to Town Forest and Route 93. "
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 21 Winter St

  • What is 21 Winter St estimated to be worth?
    Trulia's estimated value for 21 Winter St in Reading, MA is $1,086,400.
  • What is the price history for 21 Winter St?
    21 Winter St in Reading, MA last sold for $610,000 in December 2015.
  • Is Reading a buyer's or seller's market?
    Reading is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Reading?
    The median sale price in Reading is $863K. That is down $52.5K from the prior month.
  • How big is the lot at 21 Winter St?
    The lot at 21 Winter St in Reading, MA is about 0 acres (1 sq ft).

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