153 Winter St, Framingham, MA 01702
Property image
Property image
OFF MARKET

$2,250,600

Trulia Estimate
  • 14 Beds
  • 7 Baths
  • 7,239 sqft (on 0.83 acres)

153 Winter St, Framingham, MA 01702

Est. Refi. Payment $13,767/mo*
Refinance Your Home

Home Value

Trulia Estimate
$2.25M
Since last month
Decreased$90K (-3.9%)
Since last year
Increased$79K (+3.7%)
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 +145% in the last 10 years
MonthEstimated value
2026
August 2026$2.25M
August 2026$2.22M
July 2026$2.34M
June 2026$2.31M
May 2026$2.29M
April 2026$2.27M
March 2026$2.29M
February 2026$2.12M
January 2026$2.13M
2025
2024
2023
2021
2020

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
15 Maple Ln, Framingham, MA
0.11
Single-Family Home
$781,500
07/08/26
3
2.5
1,926
121 State St, Framingham, MA
0.22
Single-Family Home
$820,000
07/02/26
4
1.5
3,121
139 Salem End Rd, Framingham, MA
0.24
Single-Family Home
$790,000
03/26/26
4
2.5
3,033
55 Pleasant St, Framingham, MA
0.57
Single-Family Home
$899,500
06/03/26
4
2.5
2,638
2 Grove St, Framingham, MA
0.64
Single-Family Home
$859,500
04/29/26
4
2.5
3,230
179 Pleasant St, Framingham, MA
0.66
Single-Family Home
$1,140,000
06/30/26
4
2.5
3,128
67 Long Ave, Framingham, MA
0.40
Single-Family Home
$525,000
12/19/25
4
1.5
1,885
85 Barber Rd, Framingham, MA
0.33
Single-Family Home
$532,000
02/19/26
4
2.5
2,489
86 Salem End Rd, Framingham, MA
0.20
Single-Family Home
$700,000
12/05/25
3
3
1,985
273 Singletary Ln, Framingham, MA
0.95
Single-Family Home
$1,025,000
11/14/25
4
5.5
4,987

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
163 Winter St, Framingham, MA 01702
0.03
$748,100
4
2
2,197
Off Market
139-141 Winter St #6, Framingham, MA 01702
0.03
$269,200
1
1
566
Off Market
120 Winter St, Framingham, MA 01702
0.05
$726,900
3
1.5
1,765
Off Market
124 Winter St, Framingham, MA 01702
0.07
$722,500
3
2.5
1,200
Off Market
88 Russell Rd, Framingham, MA 01702
0.09
$927,700
3
3
2,157
Off Market
1 Winter Ter, Framingham, MA 01702
0.09
$866,300
3
3
2,279
Off Market
12 Maple Ln, Framingham, MA 01702
0.10
$752,800
4
1.5
1,760
Off Market
112 Winter St, Framingham, MA 01702
0.10
$909,100
4
2.5
2,337
Off Market
15 Maple Ln, Framingham, MA 01702
0.11
$781,500
3
2.5
1,926
Recently Sold
57 Russell Rd, Framingham, MA 01702
0.14
$614,600
3
1
1,392
Off Market
28 Winter Ln, Framingham, MA 01702
0.14
-
4
2
1,644
Off Market
41 Russell Rd, Framingham, MA 01702
0.17
$610,500
3
1.5
1,802
Off Market

Local Information

  • Map ViewExplore the area around 153 Winter St.
  • Schools1 Preschool School8 Elementary Schools3 Middle Schools1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1900
0.83 acre lot
7,239 sqft
$311/sqft

About this House

Multifamily moratorium will not allow multifamily conversion for atleast 9 months. Built at the Turn-of-the Century, as a Revival Colonial home by Architect Charles H. Cole for his own home, 153 Winter St could be a single family home again, A 1963 single story 2,500 s.f. addition could be converted into an in-law apart. Other possibilities include - a group home, educational, nonprofit daycare, school or small religious group use. In 1989, a large community dining room was built onto the building. Fully sprinklered, back-up generator, 20- 40 car parking and expansion potential. Please read attached listing flyer for zoning, floor plans, Historic Reuse By-Law, utility costs and Assessor's plan showing 143 Winter St. that is an abutting property that could be leased or purchased with 153 Winter St. but is not available separately. 153 Winter has been vacant for over one year. Seller is motivated to sell - easy to show. For residential use, the r.e. taxes will be less.
153 Winter St, Framingham, MA 01702 is a 14 bedroom, 10 bathroom, 7,239 sqft single-family home built in 1900. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,250,600, with a rent estimate of $2,797/month.

Home Details for 153 Winter St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Appliances & Utilities
DryerWasher
Levels, Entrance, & Accessibility
Floors: Tile, Concrete, Hardwood, Linoleum Vinyl

Exterior Features

Exterior Home Features
Roof: Asphalt, CompositionExterior: Vinyl
Parking & Garage
Parking Spaces: 20

Property Information

Year Built
Year Built: 1900
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Lot Information

Lot Area: 0.83 acres

Price and Tax history

DateEventPrice
Jun 3, 2022
Source: MLS PIN #72663537
ListingRemoved
Oct 4, 2021
Source: MLS PIN #72664959
ListingRemoved
$895,000
Sep 10, 2021
Source: MLS PIN #72664959
PendingToActive
$895,000
Jul 30, 2021
Source: MLS PIN #72664959
Pending
$895,000
Jul 16, 2021
Source: MLS PIN #72664959
Contingent
$895,000

Market trends in Framingham

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$659K
$26.17KMoM
Sale-to-List Price
101.4%
0.2%MoM
Price per sq ft
$389
$1MoM
Available listings
162
1MoM

Around this home

What Locals Say about Framingham

At least 722 Trulia users voted on each feature.

  • 80 % Say it's dog friendly

  • 78 % Say car is needed

  • 72 % Say parking is easy

  • 71 % Say there are sidewalks

  • 68 % Say yards are well-kept

  • 66 % Say there's holiday spirit

  • 65 % Say kids play outside

  • 64 % Say streets are well-lit

  • 60 % Say people would walk alone at night

  • 56 % Say it's walkable to restaurants

  • 52 % Say neighbors are friendly

  • 52 % Say there's wildlife

  • 51 % Say it's walkable to grocery stores

  • 51 % Say they plan to stay for at least 5 years

  • 50 % Say it's quiet

  • 41 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Takudzwa Nelson Chiwara
    "Easy access to the public transportation id mbta train to Boston and Worcester , also there is local shuttle buses every hour"
    0
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  • Don Remick
    "Great walking trails. Plenty of restaurants and shops. Convenient to highway. Very little neighbor interaction though folks are pleasant. "
    0
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  • Garland_edward
    "I’ve lived here for 25 years. And gre up in this town. It has everything to offer. Safe, lovely neighborhood. Classic and historical "
    0
    Flag
  • Pedro H
    "South Framingham has become a risky area. The homeless problem has continued to get worse and worse and the drug problem is following suit."
    1
    Flag
  • Roxbcartwright
    "Easy access to 20, 9, mass pike , 495, 128 to get just about anywhere. Traffic is unfortunately heavy on all these routes. "
    1
    Flag
  • Reuel
    "I work about 4 miles West of my place but still in Framingham. Most traffic is inbound Eastward towards Boston so my commute is not at all bad. Local residents who work in Boston will drive to the train station, park their cars for the day and take the commuter rail (purple line) into town. It is 45-minute ride between Downtown Framingham and Back Bay Station so that is a good alternative to driving into the city. "
    13
    Flag
  • Tirado0443
    "quiet and calm everything is close by and packages are safe commuter rail is close by perfect all round "
    0
    Flag
  • Eokeefe7
    "There are lots of dogs in the neighborhood and a new dog park opening right over the town line in Natick. "
    2
    Flag
  • Roxbcartwright
    "Close to supermarkets, gas, shopping and major routes. Fantastic walkable neighborhood. Walk to elementary school. Bus to middle and high schools"
    5
    Flag
  • sahmro
    "dogs are almsot always walked on a leash . also there are several dogs that live in the neighborhood but it is still very quiet"
    1
    Flag
  • R.antoniodavila
    "Framingham is a great town to work and raise a family in. A lot of traffic and construction signs are always common. Great location though, people a mostly nice "
    0
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  • Deborah S.
    "Everything is good about Framingham,except high school. Totally dated................ "
    0
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  • Vmynders
    "I commute to downtown Boston in the commuter rail, but have to drive to the train. Door to door to back bay is about 1 hour 15 minutes "
    1
    Flag
  • Tim
    "I living in this area more then 7 years, the neighbors around was very friendly. The environment here is also very good. The education system is pretty good, too in Framingham! "
    0
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  • S1mard
    "The parks here are great. There is an abundance of convenience with shoppers world and several other shopping centers. Plenty of restaurants to chose from with a wide range of variety. Schools are okay. Plenty of wonderful communities to be a part of in this town. Have enjoyed living here for several years. Downtown Framingham is cleaning up which is wonderful because for a while it was pretty rough. The now city is really turning over a leaf. Be sure to check out the many parks and available trails as there is plenty to do both indoors and outside. There are some good locations of Framingham and some kind of rough sections. The further from downtown you are the nicer the community is. There are plenty of neighborhoods with small or large yards. There is a farm in Framingham that I would highly recommend. It is close to Boston so the commute is easy. You can take back roads, the pike, route 9, or the commuter rail if you don’t want to drive. All are very convenient. It’s a perfect middle location from Worcester to the west and Boston to the east. "
    7
    Flag
  • Daniele S.
    "close to everything shopping transports banks stop shop nails all you can think about it and have nice schools"
    1
    Flag
  • Elizabeth .
    "Very bad traffic. Training to cross the street is bad people won’t stop they car to let people or kids cross the street!"
    5
    Flag
  • Lorraine P. R.
    "There are great areas in the different neighborhoods that go with great parks and activities areas. Framingham, has a rich community of diversity. There are Brazilian, Central American, Caribbean, Puertorican and Dominican areas."
    1
    Flag
  • Hayley
    "Farmers markets on the common are a fun addition to our neighborhood. Framingham is also close to everything. "
    0
    Flag
  • Acox116
    "The neighborhood has many dog owners and the area is welcoming. There are many parks that are in walking distance. "
    1
    Flag
  • Abbycalcano
    "The diversity is what makes Framingham unique. Wish they had more metaphysical stores for practicing witches"
    0
    Flag
  • Wendy Collazo
    "I've had friends there it's beautiful and family oriented. Pet friendly looking to move into the area"
    0
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  • Elizabeth .
    "My neighborhood is good however the prices are high and with no transportation is hard to leave in the area so a car is a must."
    1
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  • Jenn G. A.
    "Love it here! Great neighborhood, neighbors and great location. Schools are better than the ratings. What make us great is our diversity so those students learning English may bring scores down, but the education is excellent"
    4
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  • Viola L.
    "I have been living here for over seven years. It’s a quiet neighborhood. Nice people. Children friendly area. Recreational park close. "
    0
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  • Alexandria B.
    "Never more than 1.5 hours. I am a traveling musician and being right at rt. 90, 95, 495 etc is super super convenient! There are a ton beautiful scenic routes with farms and land. "
    0
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  • Dlevass
    "This neighborhood is right near route nine and the mass pike so it’s very easy to get where we need to go and shopping for anything you need is within a few miles."
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  • Fany T.
    "I’ve lived here for 9 years!!! I like, but I think is more expensive in Framingham than others cities"
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  • Oneida Z.
    "its a good place to live if you got the money the schools are also good and highschools especially keefe tech.... "
    0
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  • JUAN G.R.
    "check it out FRAMINGHAM HAS BEEN MY HOME SINCE 1994 GREAT PEOPLE ,CITY ,OPPORTUNITIES,JOBS,DIVERSITY,ECT... "
    0
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  • Lgmelanson
    "it's a quiet .its safe little neighborhood back there...its so quiet especially at night. I love this area."
    1
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 153 Winter St

  • What is 153 Winter St estimated to be worth?
    Trulia's estimated value for 153 Winter St in Framingham, MA is $2,250,600.
  • Is Framingham a buyer's or seller's market?
    Framingham is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Framingham?
    The median sale price in Framingham is $659K. That is down $26.17K from the prior month.
  • What do residents say about Framingham?
    Residents describe Framingham, MA as dog-friendly, easy to park in, and pedestrian-friendly. See recently sold homes in Framingham, MA.
  • Does 153 Winter St have air conditioning?
    Yes, 153 Winter St in Framingham, MA has air conditioning.
  • Does 153 Winter St have laundry facilities?
    Yes, 153 Winter St in Framingham, MA has in-unit laundry.

Explore by feature - Pet Friendly

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