161 Winter St, Weston, MA 02493
OFF MARKET

161 Winter St
Weston, MA 02493

  • 3 Beds
  • 3 Baths
  • 3,074 sqft (on 1.80 acres)

$1,860,700

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $11,030/mo*
Refinance Your Home

$1,860,700

Trulia Estimate
as of Jul 22, 2026
Est. Refi. Payment $11,030/mo*
Refinance Your Home
3 Beds
3 Baths
3,074 sqft
(on 1.80 acres)

Local Information

  • Map ViewExplore the area around 161 Winter St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1934
Lot Size
1.8 acres
Living Area
3,074 sqft
Price/Sqft
$605
Parking
Garage

Description

Completely modernized/up-dated 1987-1989; walking distance to Weston Middle and High Schools
161 Winter St, Weston, MA 02493 is a 3 bedroom, 3 bathroom, 3,074 sqft single-family home built in 1934. It last sold for $1,000,000 on Jul 20, 2016. It is currently off market. The Trulia Estimate is $1,860,700, with a rent estimate of $6,192/month.

Home Details for 161 Winter St

Interior Features

Heating & Cooling
Heating: Baseboard, GasAir ConditioningCooling System: WallHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Hardwood
Interior Details
Number of Rooms: 9Types of Rooms: Walk In Closet, Breakfast Nook, Dining Room, Family Room, Master Bath, Mud Room, Office, Recreation RoomCeiling Fan
Appliances & Utilities
Cable ReadyDishwasherDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
FireplaceJetted Bath Tub
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: WoodGardenLawnPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1934Year Updated: 1988
Property Type / Style
Property Type: Single Family HomeArchitecture: Conventional

Community

Units in Building: 1

Lot Information

Lot Area: 1.80 acres

Price History for 161 Winter St

DatePriceEventSource
07/20/2016$1,000,000Sold
N/A
04/05/2016$1,079,000PendingAgent Provided
03/14/2016$1,079,000Listed For SaleAgent Provided

Market trends in Weston

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
8MoM
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Property Tax and Assessment

Year2025
Tax$13,582
Assessment$1,223,600
Home facts updated by county records

Comparable Sales for 161 Winter St

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
33 Winter St, Weston, MA
0.49
Single-Family Home
$1,500,000
08/08/25
3
2.5
2,206
556 Wellesley St, Weston, MA
0.42
Single-Family Home
$1,710,000
05/18/26
4
2.5
2,596
30 Radcliffe Rd, Weston, MA
0.40
Single-Family Home
$1,788,000
02/03/26
5
3.5
5,482
620 South Ave, Weston, MA
0.48
Single-Family Home
$1,920,000
03/12/26
4
4
4,041
169 Hickory Rd, Weston, MA
0.61
Single-Family Home
$2,695,000
07/17/26
5
3
5,328
43 Sherburn Cir, Weston, MA
0.96
Single-Family Home
$1,700,000
06/10/26
3
2.5
2,554
54 Woodchester Dr, Weston, MA
0.64
Single-Family Home
$2,600,000
10/22/25
4
3.5
4,130
34 Clubhouse Ln, Wayland, MA
0.98
Single-Family Home
$915,000
08/12/25
3
3
2,104
482 Glen Rd, Weston, MA
0.65
Single-Family Home
$2,635,000
02/19/26
5
4.5
5,142
7 Linn Ln, Wayland, MA
1.13
Single-Family Home
$825,000
04/14/26
3
3
1,566

Nearby homes

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Assigned Schools

These are the assigned schools for 161 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 Weston

At least 28 Trulia users voted on each feature.

  • 90 % Say car is needed

  • 85 % Say it's dog friendly

  • 82 % Say it's quiet

  • 80 % Say parking is easy

  • 77 % Say people would walk alone at night

  • 76 % Say there's holiday spirit

  • 74 % Say they plan to stay for at least 5 years

  • 73 % Say yards are well-kept

  • 71 % Say there's wildlife

  • 52 % Say kids play outside

  • 50 % Say neighbors are friendly

  • 44 % Say there are community events

  • 38 % Say there are sidewalks

  • 33 % Say it's walkable to grocery stores

  • 29 % Say streets are well-lit

  • 26 % Say it's walkable to restaurants

Sourced by Trulia users. Learn more about our methodology.
  • Woman
    "It’s a Commuter’s dream. 3 minutes to the Pike or 128, Rt. 30, 20, or 9. 2 acres tucked in. Very convenient & private. "
    0
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  • marc
    "I like in particular the BBQ in the June/July timeframe. Many events are also organized with different themes such as the old,car’,contest."
    3
    Flag
  • Marc
    "Some nice trails to take your dog along with easy access. Plenty of space in the center of town too where you can do long walks. Many people have them which is a plus. "
    0
    Flag
  • Marc d. g.
    "Commute is rather easy since I work in waltham. Best time is to go to work either at 7am or after 9am. The return to home is usually a bit crowded in the 4-6 window but alternative roads exist."
    1
    Flag
  • suez
    "Weston is perfect for families. Excellent schools and this area is a true neighborhood of the old style. Houses are spaced far apart but connected by trials in the abundant conservation land. The neighbors are connected by a love of privacy and nature. They have specifically sought out an area close to Boston that still feels like you are in rural Massachusetts. A mix of historic homes and new modern works well , and the community is united by a love of this very unique environment. We are close to all the amenities of a city yet a world away. You will have to drive to restaurants and shopping and there is no public transportation but you will not have to pack up and vacation in NH or VT, you will live that life everyday and still be 25 minutes from downtown Boston."
    0
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  • frkmus
    "Open land, a community playground for all homeowners on Kendal Common Rd. and Ellis Rd., allows children to play free of traffic in their virtually private domain. With 20 homes on 40 acres, all constructed in the 1950's, all designed by three architects, this area is unique for many reasons, not the least of which the total absence of fences has for over sixty years firmly implanted a communal spirit among all participating homeowners. The entire land mass is away from main thoroughfares on two virtually private roads; a special haven for young and old alike. Here is where we live and brought up our children."
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Apartments for Rent

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Explore by feature - Pet Friendly

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Homes for sale near 161 Winter St

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Off Market Homes Near 161 Winter St

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