41 Winter St, Weston, MA 02493
Property image
Property image
OFF MARKET

$2,153,300

Trulia Estimate
  • 5 Beds
  • 6 Baths
  • 4,210 sqft (on 1.99 acres)

41 Winter St, Weston, MA 02493

Est. Refi. Payment $12,809/mo*
Refinance Your Home
Currently Off Market - Sold Oct 20, 2014 for $1,234,000

Home Value

Trulia Estimate
$2.15M
Since last month
Decreased$38K (-1.7%)
Since last year
Increased$17K (+0.8%)
Since last sale
Increased$919K (+74.5%)
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 +59% in the last 10 years
MonthEstimated value
2026
August 2026$2.15M
August 2026$2.15M
July 2026$2.19M
June 2026$2.18M
May 2026$2.21M
April 2026$2.15M
March 2026$2.18M
February 2026$2.11M
January 2026$2.08M
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
620 South Ave, Weston, MA
0.07
Single-Family Home
$1,920,000
03/12/26
4
4
4,041
199 Country Dr, Weston, MA
0.65
Single-Family Home
$2,480,000
06/16/26
6
4
3,907
419 Wellesley St, Weston, MA
0.48
Single-Family Home
$3,560,000
06/05/26
5
4
5,372
482 Glen Rd, Weston, MA
0.81
Single-Family Home
$2,635,000
02/19/26
5
4.5
5,142
30 Radcliffe Rd, Weston, MA
0.81
Single-Family Home
$1,788,000
02/03/26
5
3.5
5,482
117 Deer Path Ln, Weston, MA
0.88
Single-Family Home
$2,650,000
10/07/25
5
2.5
4,403
556 Wellesley St, Weston, MA
0.67
Single-Family Home
$1,710,000
05/18/26
4
2.5
2,596
10 Audubon Rd, Weston, MA
1.13
Single-Family Home
$3,500,000
03/30/26
5
5.5
5,409
54 Woodchester Dr, Weston, MA
0.92
Single-Family Home
$2,600,000
10/22/25
4
3.5
4,130
286 Country Dr, Weston, MA
0.64
Single-Family Home
$7,180,000
06/24/26
6
7.5
8,421

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
620 South Ave, Weston, MA 02493
0.07
$1,920,000
4
4
4,041
Recently Sold
33 Winter St, Weston, MA 02493
0.08
$1,531,100
3
2.5
2,206
Off Market
597 South Ave, Weston, MA 02493
0.15
$1,592,900
3
2.5
2,363
Off Market
21 Winter St, Weston, MA 02493
0.16
$2,130,700
5
2.5
2,736
Off Market
680 South Ave #8, Weston, MA 02493
0.28
$1,379,000
3
2.5
2,764
Off Market
36 Pine St, Weston, MA 02493
0.32
$3,445,000
6
6.5
5,743
Off Market
680 South Ave #3, Weston, MA 02493
0.28
$1,330,400
3
3.5
2,586
Off Market
680 South Ave #7, Weston, MA 02493
0.30
$1,560,000
3
3.5
3,536
Recently Sold
7 Upham Way #4, Weston, MA 02493
0.27
-
3
3.5
3,130
Off Market
5 Upham Way #5, Weston, MA 02493
0.28
$1,459,000
3
2.5
3,240
Recently Sold
15 Dickson Ln #15, Weston, MA 02493
0.30
-
3
2.5
2,777
Off Market
15 Brown St, Weston, MA 02493
0.30
$6,750,000
5
8
10,819
For Sale

Local Information

  • Map ViewExplore the area around 41 Winter St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1981
1.99 acre lot
4,210 sqft
$511/sqft

About this House

Bright and spacious contemporary home with five bedrooms and five full baths set on a two-acre level lot in prime south side location. This home built in 1981 features a wonderful modern kitchen with adjacent eating area. A large sunny family room with fireplace leads out to a sunroom with hot tub and an expansive deck overlooking the sweeping lawn. The dramatic living room and dining room combination is perfect for entertaining. Completing the first floor are double French doors leading to the spacious guest bedroom suite/office. The second floor has four large bedrooms two with a private bath. The finished basement has a play area, large bedroom, full bath, and wine cellar. The property is well landscaped with wonderful gardens and a special water feature as a focal point for the circular driveway. 2023-06-16
41 Winter St, Weston, MA 02493 is a 5 bedroom, 6 bathroom, 4,210 sqft single-family home built in 1981. It last sold for $1,234,000 on Oct 20, 2014. More recently, it was listed as a rental in June 2024 with an asking price of $8,500 per month. That rental listing was removed on July 26, 2024. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,153,300.

Home Details for 41 Winter St

Interior Features

Interior Details
BasementNumber of Rooms: 10Types of Rooms: Dining Room, Family Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood
Parking & Garage
Parking Spaces: 2Parking: None

Property Information

Year Built
Year Built: 1981
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 1.99 acres

Price and Tax history

DateEventPrice
Jul 26, 2024
Source: Engel & Volkers
ListingRemoved
Jun 12, 2024
Source: Engel & Volkers
Listed For Rent
$8,500
Jul 16, 2023
Source: Zillow Rentals
ListingRemoved
Jun 13, 2023
Source: Zillow Rentals
Listed For Rent
$8,200
May 27, 2021
Source: Engel & Volkers
ListingRemoved

Market trends in Weston

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
57
5MoM

Around this home

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
    Flag
  • 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
    Flag
  • 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."
    0
    Flag

LGBTQ Local Legal Protections

Frequently asked questions about 41 Winter St

  • What is 41 Winter St estimated to be worth?
    Trulia's estimated value for 41 Winter St in Weston, MA is $2,153,300.
  • What is the price history for 41 Winter St?
    41 Winter St in Weston, MA last sold for $1,234,000 in October 2014.
  • Is Weston a buyer's or seller's market?
    Weston is currently a seller's market, based on recent for-sale activity.
  • What do residents say about Weston?
    Residents describe Weston, MA as dog-friendly, quiet, and easy to park in. Most residents say you need a car. See recently sold homes in Weston, MA.
  • How big is the lot at 41 Winter St?
    The lot at 41 Winter St in Weston, MA is about 2 acres.
  • Does 41 Winter St have parking?
    Yes, 41 Winter St in Weston, MA has on-site parking.

Explore by feature - Washer/dryer

6 rentals with a washer/dryer in Weston, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 41 Winter St

Skip to last item
Skip to first item

Homes for sale near 41 Winter St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item