35 Winter St, Westwood, MA 02090
Property image
Property image
OFF MARKET

35 Winter St
Westwood, MA 02090

  • 5 Beds
  • 3.5 Baths
  • 3,687 sqft (on 0.92 acres)

$2,154,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $10,996/mo*
Refinance Your Home

$2,154,400

Trulia Estimate
as of Aug 8, 2026
Est. Refi. Payment $10,996/mo*
Refinance Your Home
5 Beds
3.5 Baths
3,687 sqft
(on 0.92 acres)

Local Information

  • Map ViewExplore the area around 35 Winter St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
2020
Lot Size
0.92 acres
Living Area
3,687 sqft
Price/Sqft
$584
Parking
Garage

About this House

There is no place like home, especially when your home is brand new! This 5 bedroom (two master suites), 4 bathroom colonial was built with the highest quality materials and expert craftsmanship. When you enter your home you will be greeted with an expansive foyer with updated light fixtures. Brand new, gleaming hardwood floors span the first floor, which also features an open concept with 16'x24' great room (complete with cozy fireplace), dining room, home office (great for working from home), and sunroom with sliding doors leading to your deck. The heart of the home is in the gourmet kitchen with crisp white shaker cabinets, sparkling quartz countertops and full Kitchenaid appliance package, making entertaining a breeze with dual ovens, cooktop, drawer microwave, and a Whirlpool wine fridge. First floor master suite features a private oasis (perfect for in-laws) with a walk-in closet, en-suite bathroom, and direct access to the rear deck. The second level features another master suite with an expansive walk-in closet, as well as three more bedrooms. Views feature gorgeous tree lined 0.92 acre property, with an expansive soccer field a stones throw away. Your two-car garage will make New England winters much easier. Both Amtrak & MBTA are options for commutes into Boston via Route 128 Station on University Avenue, a short 5 mile drive away. Shopping and dining options are plentiful on University Avenue, and Legacy Place is even closer, 3.5 miles away. These modern conveniences as well as top notch public schools make living here a dream. Home is 100% energy star certified. Call to see today!
35 Winter St, Westwood, MA 02090 is a 5 bedroom, 4 bathroom, 3,687 sqft single-family home built in 2020. It last sold for $1,485,800 on Oct 14, 2020. It is currently off market. The Trulia Estimate is $2,154,400, with a rent estimate of $7,588/month.

Home Details for 35 Winter St

Interior Features

Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Interior Details
Number of Rooms: 10
Appliances & Utilities
DishwasherMicrowaveRefrigerator
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Other
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 2020
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.92 acres

Price History for 35 Winter St

DatePriceEventSource
10/14/2020$1,485,800Sold
N/A
08/20/2020$1,475,000PendingAgent Provided
07/31/2020$1,475,000Listed For SaleAgent Provided
06/02/2020$650,000Sold
N/A
03/16/1988$115,000Sold
N/A

Market trends in Westwood

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
40
4MoM
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Property Tax and Assessment

Year2025
Tax$23,244
Assessment$1,814,500
Home facts updated by county records

Comparable Sales for 35 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
29 Shermans Way, Westwood, MA
0.16
Single-Family Home
$1,525,000
09/12/25
3
3.5
3,938
109 Thompson Ave, Westwood, MA
0.26
Single-Family Home
$2,646,000
08/28/25
5
5
5,050
53 Thompson Ave, Westwood, MA
0.38
Single-Family Home
$1,950,000
09/15/25
4
3.5
4,300
35 Whitney Ave, Westwood, MA
0.35
Single-Family Home
$1,675,000
10/10/25
5
3.5
4,518
151 Arcadia Rd, Westwood, MA
0.46
Single-Family Home
$1,525,000
03/09/26
4
2.5
3,082
40 Locust Dr, Westwood, MA
0.60
Single-Family Home
$1,385,000
04/28/26
4
2.5
2,484
90 Willow St, Westwood, MA
0.29
Single-Family Home
$1,360,000
08/04/26
4
2.5
2,938
216 Clapboardtree St, Westwood, MA
0.41
Single-Family Home
$1,678,000
10/20/25
4
2.5
2,286
24 Spruce Dr, Westwood, MA
0.73
Single-Family Home
$1,360,000
08/29/25
4
2.5
3,029
20 Lakeshore Dr, Westwood, MA
0.49
Single-Family Home
$1,050,000
10/31/25
4
3
2,786

Nearby homes

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Assigned Schools

These are the assigned schools for 35 Winter St.
View nearby schools on GreatSchools
The GreatSchools Rating compares schools on a variety of school quality indicators including test scores, college readiness, equity and more. Learn more.

What Locals Say about Westwood

At least 75 Trulia users voted on each feature.

  • 93 % Say car is needed

  • 90 % Say it's dog friendly

  • 90 % Say parking is easy

  • 88 % Say people would walk alone at night

  • 84 % Say yards are well-kept

  • 79 % Say it's quiet

  • 76 % Say there's holiday spirit

  • 73 % Say there's wildlife

  • 71 % Say kids play outside

  • 69 % Say there are sidewalks

  • 68 % Say streets are well-lit

  • 66 % Say they plan to stay for at least 5 years

  • 61 % Say neighbors are friendly

  • 54 % Say there are community events

  • 48 % Say it's walkable to restaurants

  • 42 % Say it's walkable to grocery stores

Sourced by Trulia users. Learn more about our methodology.
  • Witsele
    "I live in the neighborhood for 5 years and it is very private here. We know some neighbors and they’re very nice."
    0
    Flag
  • Arnold_t_pants
    "Plenty of other dog owners in the neighborhood. Definitely a dog friendly neighborhood (although we don’t have dogs, nor like dogs very much). "
    1
    Flag
  • Nikolova68
    "I work in residential houses I love Westwood is safe and fun . Everything is good and I enjoy everything about Westwood "
    0
    Flag
  • Cc
    "Love our Weatherbee neighborhood!!! Quiet wide streets. Accessible to stores / highway : commuter rail."
    1
    Flag
  • Tina A.
    "Easy streets to walk your dog, quiet friendly neighborhood, safe environment. May not like lack of lights in certain neighborhoods"
    1
    Flag
  • Danielle.drayton
    "Good schools, safe, easy highway access. Close to neighboring city centers of Dedham, Medfield, and Norwood"
    1
    Flag
  • Emilee.a.donovan
    "I don’t commute, I work from home so I can’t comment but if I did I would take the train from Norwood into the city."
    0
    Flag
  • Melissa_mips
    "Memorial Day parade, Seniors night, Westwood day, farmers market, Hale reservation, community classes, "
    0
    Flag
  • Chris P.
    "Great schools. Great neighbors. Close to major highways and commuter rail. Recently added shopping centers are great. "
    0
    Flag
  • Emilee.a.donovan
    "Westwood Day every year is very fun and has a lot of local vendors! Great for families. There is a play area and petting zoo for kids. Great way to experience the community! We also have a lot of small farmers markets in the summer. "
    1
    Flag
  • Chris P.
    "I don’t commute to work. I work from home. From what I heard/saw, rush hour traffic can be pretty hectic. "
    0
    Flag
  • Meri T.
    "The area is convenient to highways and shopping, library and parks for kids. Ice cream and food. Lovely area for any age"
    1
    Flag
  • Melissa_mips
    "Great schools, growing businesses opportunities and balance of conservation/protected land. Less than 15 miles from Boston "
    0
    Flag
  • Melissa_mips
    "Close to great schools and Hale reservation. Beautiful homes close to Boston but you would never know it’s only 12 miles from town."
    0
    Flag
  • hayhelen
    "I've lived in Westwood for almost 30 years. Excellent public school system. Friendly neighborhoods. Hop onto Rte. 128 or I-95. Only 15 minutes from Massachusetts Turnpike. Commuter Rail to Boston gets you there in 20 minutes. Can't beat that! Good restaurants and shopping minutes away at Legacy Place in Dedham."
    0
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  • trulyapain
    "I have lived here over 25 yrs.. Pretty, peaceful, lots of greenery, though no sidewalks on most streets ,many lights out at night. Not safe for walking-very few crossing lights in high traffic areas. Be aware of inflated property estimates by town assessor, thus high taxes on all homes. Suitable for those with school age children as schools are the main focus here. Library is incredible and is being rebuilt. People in general are friendly and helpful and good neighbors. It is fine for couples and retirees with deep pockets. Boring for singles. "
    0
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Apartments for Rent

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Explore by feature - Pet Friendly

8 pet-friendly rentals in Westwood, MA

Explore by feature - Air Conditioning

9 rentals with air conditioning in Westwood, MA

Explore by feature - Washer/dryer

7 rentals with a washer/dryer in Westwood, MA

Homes for sale near 35 Winter St

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Off Market Homes Near 35 Winter St

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Frequently asked questions about 35 Winter St

  • What is 35 Winter St estimated to be worth?
    Trulia's estimated value for 35 Winter St in Westwood, MA is $2,154,400.
  • What is the price history for 35 Winter St?
    35 Winter St in Westwood, MA last sold for $1,485,800 in October 2020.
  • Is Westwood a buyer's or seller's market?
    Westwood is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Westwood?
    Residents describe Westwood, MA as dog-friendly, easy to park in, and well-kept. Most residents say you need a car. See recently sold homes in Westwood, MA.
  • How big is the lot at 35 Winter St?
    The lot at 35 Winter St in Westwood, MA is about 0.92 acres (40,075 sq ft).
  • Does 35 Winter St have a garage?
    Yes, 35 Winter St in Westwood, MA has a garage.