23 Winter St, Newton, MA 02464
Property image
Property image
OFF MARKET

$774,300

Trulia Estimate
as of Sep 9, 2026
  • 3 Beds
  • 2 Baths
  • 1,200 sqft

23 Winter St, Newton, MA 02464

Newton Upper Falls

Home Highlights

Townhouse
1,200 sqft
$645/sqft

Local Information

  • Map ViewExplore the area around 23 Winter St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

About this House

Available now Spacious townhouse duplex featuring hardwood floors throughout both levels upstairs and downstairs. This older but well-maintained, freshly painted, and updated home offers comfortable living in a convenient location within walking distance to the Green Line train and close to Route 95 for easy commuting.

Located near the Needham Street Village Shops, residents can enjoy quick access to local shopping, dining, and everyday conveniences just minutes away. The neighborhood is clean, vibrant, and continuously being improved and updated.

It's also only a short drive from the large shopping plaza in Needham, offering a wide variety of stores, restaurants, and services to fit your lifestyle needs.

(Some photos shown are of a similar unit.)
23 Winter St, Newton, MA 02464 is a 3 bedroom, 2 bathroom, 1,200 sqft townhouse in Newton Upper Falls. More recently, it was listed as a rental in December 2025 with an asking price of $3,600 per month. That rental listing was removed on December 20, 2025. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $774,300, with a rent estimate of $3,712/month.

Home Details for 23 Winter St

Property Information

Property Type / Style
Property Type: Townhouse

Rental Terms, Policies & Fees

Lease Term: 1 YearAvailable: now

Exterior Features

Parking & Garage
Parking: Off Street Parking, On Site

Comparable Sales for 23 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
989 Chestnut St #8, Newton, MA
0.04
Townhouse
$750,000
10/30/25
2
1.5
1,300 sqft
968 Chestnut St #968, Newton Upper Falls, MA
0.07
Townhouse
$820,000
11/21/25
2
2
1,218 sqft
19-23 High St, Newton Upper Falls, MA
0.16
Townhouse
$1,365,000
10/22/25
3
2.5
2,284 sqft
15 Cottage St #15, Newton Upper Falls, MA
0.35
Townhouse
$1,130,000
11/04/25
3
2.5
2,601 sqft
87-89 Ossipee Rd, Newton Upper Falls, MA
0.43
Townhouse
$1,070,000
08/28/26
3
2.5
2,090 sqft
1175 Chestnut St #27, Newton, MA
0.44
Townhouse
$787,000
11/25/25
2
2.5
1,362 sqft
1175 Chestnut St #33, Newton, MA
0.45
Townhouse
$845,000
09/15/25
2
2.5
1,359 sqft
33 Cottage St #33, Newton Upper Falls, MA
0.35
Townhouse
$800,000
08/31/26
2
3.5
1,570 sqft
1096 Chestnut St #1096, Newton Upper Falls, MA
0.23
Townhouse
$1,750,000
07/01/26
4
3.5
3,022 sqft
29 Cottage St #29, Newton Upper Falls, MA
0.35
Townhouse
$1,270,000
06/01/26
3
3.5
2,750 sqft

Nearby homes

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Rental Market Trends in Newton Upper Falls

Last updated Sep 2026
Trulia Rent Estimate$3,712/mo
Average rent
$3.31K
$540MoM
Available listings
44
View rental market trends in Newton, MA

Around this home

Neighborhood Overview

Newton Upper Falls
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Newton Upper Falls

At least 46 Trulia users voted on each feature.

  • 90 % Say parking is easy

  • 88 % Say it's dog friendly

  • 84 % Say there are sidewalks

  • 78 % Say yards are well-kept

  • 77 % Say it's walkable to restaurants

  • 75 % Say car is needed

  • 74 % Say people would walk alone at night

  • 71 % Say there's wildlife

  • 63 % Say it's quiet

  • 59 % Say there's holiday spirit

  • 59 % Say kids play outside

  • 57 % Say neighbors are friendly

  • 52 % Say they plan to stay for at least 5 years

  • 50 % Say streets are well-lit

  • 42 % Say it's walkable to grocery stores

  • 31 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Eugen J.
    "The area is known for its picturesque New England-style homes, tree-lined streets, and friendly community. The neighborhood is also home to the beautiful Upper Falls Greenway, which offers residents a peaceful spot to take a walk or have a picnic."
    1
    Flag
  • Trulia User
    "I like living here, it is convenient, quiet and nice, the people are friendly They organize town events "
    1
    Flag
  • Trulia User
    "while I would like more than one event, there is a nice street fair each summer that's good for kids. "
    0
    Flag
  • Trulia User
    "massive dog park where there are lots of friendly dogs and owners (say hi to spike) and great small trails for dogs, "
    0
    Flag
  • Trulia User
    "I live in a gated community of townhouses with a pool, club house and tennis. Safe and quiet. Easy to get to Newton Centre and Boston. "
    0
    Flag
  • Yogeshreddy
    "Safe, kid friendly neighborhood. Suburban feel but close to many locations. Easy access to highways. "
    0
    Flag
  • Rita N.
    "My neighborhood is a great place to live and raise kids too, i can highly recommend it to whoever is looking for an extraordinary place to live and build a family"
    0
    Flag
  • Thomas O.
    "there's a park across the street that has regularly organized lacrosse, baseball ,and basketball games from mid spring to late fall. plus mothers and children walking and and others exercising. "
    2
    Flag
  • Bvasquezsolis
    "It’s not very community oriented. I have lived here all my life and that is something it lacks a lot of. "
    1
    Flag
  • Gustavo P.
    "It is quiete and the street is not too busy. The neighborhood is good and friendly. It is a safe area, I do feel comfortable living here in Newton."
    6
    Flag
  • Flrunyon
    "This neighborhood is walking distance to Green Line T, two bus routes, Also close to Commuter Rail. Driving commute to downtown is easy. Location is very close to major highways north/south and east/west. "
    2
    Flag
  • Gustavo P.
    " Nice Residential areas more than comercial. It is safe and clean. Does have good school system private and public, hotels and near hospitals."
    4
    Flag
  • Kay M.
    "Dog owners have ample places where their pups can run free."
    0
    Flag
  • Kay M.
    "Newton Upper Falls is the oldest village in Newton. It's a former mill town, and you can still experience the falls from Hemlock Gorge and Echo Bridge. The architecture is unique, with some streets still only as wide as the cow paths of the past. The people living in Upper Falls are diverse, neighborly, and proud of their village. We have our own area council, newsletter, and annual Feast of the Falls. We have an art exhibit on our own Greenway, and, in the summer, a piano outdoors for people to play."
    1
    Flag
  • Kay M.
    "The commute can be challenging. Especially since Newton is intent on developing the area. Traffic will only increase in the future."
    0
    Flag
  • Kay M.
    "Parents already know that Upper Falls is an inexpensive way to get into the Newton public school system. That is why people of all economic backgrounds flock to Upper Falls."
    0
    Flag
  • Ann C.
    "I've lived here for 3 years. The neighbors are friendly and look out for each other. Plenty of shops and restaurants and convenient to the T."
    3
    Flag
  • Michael C.
    "It’s too expensive. Newton is pricing out the middle class. The traffic is a bit much. Housing sucks. "
    3
    Flag
  • Mrcanick
    "It's a very friendly area that is convenient to parks, swimming lake, walking paths, stores, restaurants, and rapid transit into Boston."
    1
    Flag

LGBTQ Local Legal Protections

Price and Tax history

DateEventPrice
Dec 20, 2025
Source: Zillow Rentals
ListingRemoved
$3,600
Dec 3, 2025
Source: Zillow Rentals
Listed For Rent
$3,600
Nov 10, 2025
Source: Zillow Rentals
ListingRemoved
$3,900
Oct 14, 2025
Source: Zillow Rentals
Listed For Rent
$3,900
Aug 31, 2019
Source: Agent Provided
ListingRemoved
$2,100

Frequently asked questions about 23 Winter St

  • What is 23 Winter St estimated to be worth?
    Trulia's estimated value for 23 Winter St in Newton, MA is $774,300.
  • Is Newton a buyer's or seller's market?
    Newton is currently a buyer's market, based on recent for-sale activity.
  • What's the median sale price in Newton?
    The median sale price in Newton is $1.59M. That is up $66.33K from the prior month.
  • What do residents say about the Newton Upper Falls neighborhood?
    Residents describe the Newton Upper Falls neighborhood in Newton, MA as easy to park in, dog-friendly, and pedestrian-friendly. See recently sold homes in Newton Upper Falls, Newton.
  • Does 23 Winter St have parking?
    Yes, 23 Winter St in Newton, MA has on-site parking.

Homes for rent near 23 Winter St

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Affordability

TIP:Try to keep your rent within a third of your gross household income. Learn why in our Renter's Guide.
For this property
PER YEAR
is the suggested income
Win over prospective landlords with your smart budgeting. As a good rule of thumb, ideally you would have at least three times your monthly rent in combined household income.
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