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

$2,100,300

Trulia Estimate
  • 5 Beds
  • 2.5 Baths
  • 2,736 sqft (on 1.52 acres)

21 Winter St, Weston, MA 02493

Est. Refi. Payment $13,067/mo*
Refinance Your Home
Currently Off Market - Sold Dec 30, 2024 for $2,045,000

Home Value

Trulia Estimate
$2.1M
Since last month
Decreased$80K (-3.8%)
Since last year
Decreased$38K (-1.8%)
Since last sale
Increased$6K (+0.3%)
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 +83% in the last 10 years
MonthEstimated value
2026
September 2026$2.05M
August 2026$2.13M
July 2026$2.1M
June 2026$2.05M
May 2026$2.06M
April 2026$2.04M
March 2026$2.06M
February 2026$2.07M
January 2026$2.03M
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
0.14
Single-Family Home
$1,920,000
03/12/26
4
4
4,041
0.69
Single-Family Home
$2,480,000
06/16/26
6
4
3,907
0.76
Single-Family Home
$1,710,000
05/18/26
4
2.5
2,596
0.84
Single-Family Home
$2,650,000
10/07/25
5
2.5
4,403
0.36
Single-Family Home
$3,560,000
06/05/26
5
4
5,372
0.95
Single-Family Home
$1,788,000
02/03/26
5
3.5
5,482
1.09
Single-Family Home
$2,695,000
07/17/26
5
3
5,328
0.87
Single-Family Home
$2,635,000
02/19/26
5
4.5
5,142
1.01
Single-Family Home
$2,600,000
10/22/25
4
3.5
4,130
0.99
Single-Family Home
$3,180,000
04/28/26
4
4
4,979

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
0.07
$1,572,000
3
2.5
2,363
Off Market
0.08
$1,522,700
3
2.5
2,206
Off Market
0.14
$1,920,000
4
4
4,041
Recently Sold
0.31
$4,800,000
5
6.5
12,144
For Sale
0.30
$6,750,000
5
8
10,819
For Sale
0.31
$3,398,100
6
6.5
5,743
Off Market
0.36
$3,560,000
5
4
5,372
Recently Sold
0.37
$3,037,400
4
4.5
5,795
Off Market
0.41
-
3
3.5
3,130
Off Market
0.43
$2,913,000
4
4
4,700
Off Market
0.46
$2,729,700
5
3.5
3,953
Off Market

Local Information

  • Map ViewExplore the area around 21 Winter St.
  • Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1980
1.52 acre lot
2,736 sqft
$768/sqft
2 Car Garage

About this House

This sophisticated renovated sun filled contemporary, is located on 1.52 acres, in the coveted south side of Weston. Newly painted inside and out, the house offers a completely "move in" ready home with updated kitchen and baths. New windows, marble foyer, gleaming hardwood floors, new wall to wall carpet and lighting add a stylish and comfortable living environment. The primary bedroom, on the first floor, has a bonus space which could be used as an office, nursery or large walk in closet. The living/dining and family rooms open up to a new oversized sunny deck perfect for outdoor entertaining. The new sprawling lawn with an irrigation system, attractive front and garage doors, plus new roof, gutters, and walkway, provide a lasting "first" impression. Enjoy all Weston has to offer including its location, #1 rated schools, community involvement, newly renovated town center, Art and Innovation Center, Rail Trail, open spaces and scenic roadways.
21 Winter St, Weston, MA 02493 is a 5 bedroom, 3 bathroom, 2,736 sqft single-family home built in 1980. It last sold for $2,045,000 on Dec 30, 2024 (3% above the $1,995,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $2,100,300, with a rent estimate of $5,813/month.
Last check for updates: about 11 hours ago
Listed by ORourke & Johnson Team, (617) 947-5752
Coldwell Banker Realty - Weston, (781) 894-5555
Bought with: Felicia Captain, (781) 775-9925, Coldwell Banker Realty - Wellesley, (781) 237-9090
Source: MLS PIN, MLS#73313174

Home Details for 21 Winter St

Interior Features

Interior Details
Basement: Full,Walk-Out Access,UnfinishedNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 5Main Level Bedrooms: 1Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2736 Square Feet
Appliances & Utilities
Appliances: Range, Dishwasher, Microwave, Refrigerator, Washer, DryerDishwasherDryerLaundry: First FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated Windows, ScreensFlooring: Tile, Carpet, Marble, Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Marble, Hardwood, Flooring Wall To Wall Carpet
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - WoodExterior: Deck - Wood, Rain Gutters, Professional Landscaping, Sprinkler System, ScreensFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 4No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 6Parking: Attached,Garage Door Opener,Paved Drive
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Water & Sewer
Sewer: Private Sewer

Property Information

Year Built
Year Built: 1980
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Contemporary
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:049.0 L:0024 S:030.0, 868885

Price & Status

Price
List Price: $1,995,000
Status Change & Dates
Off Market Date: Tue Nov 26 2024

Active Status

MLS Status: Sold

Location

Direction & Address
City: WestonCommunity: Southside, close to HS, MS and Rivers School.
School Information
Elementary School: Weston ElemJr High / Middle School: Weston MsHigh School: Weston Hs

Building

Building Area
Building Area: 2736 Square Feet

Community

Community Features: Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Highway Access, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 1.5174 Acres

Offer

Contingencies: Pending P&SListing Terms: Contract

Miscellaneous

BasementMls Number: 73313174

Additional Information

Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHighway AccessPrivate SchoolPublic School

Price and Tax history

DateEventPrice
Dec 30, 2024
Source: MLS PIN #73313174
Sold
$2,045,000
Nov 21, 2024
Source: MLS PIN #73313174
Contingent
$1,995,000
Nov 15, 2024
Source: MLS PIN #73313174
Listed For Sale
$1,995,000
Aug 20, 1993
Source: N/A
Sold
$348,000

Market trends in Weston

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
โ€”
Sale-to-List Price
โ€”
Price per sq ft
โ€”
Available listings
48
9
MoM

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
    "Itโ€™s a Commuterโ€™s dream. 3 minutes to the Pike or 128, Rt. 30, 20, or 9. 2 acres tucked in. Very convenient & private. "
  • marc
    "I like in particular the BBQ in the June/July timeframe. Many events are also organized with different themes such as the old,carโ€™,contest."
  • 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. "
  • 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."
  • 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."
  • 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."

LGBTQ Local Legal Protections

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 21 Winter St

  • What is 21 Winter St estimated to be worth?
    Trulia's estimated value for 21 Winter St in Weston, MA is $2,100,300.
  • What is the price history for 21 Winter St?
    21 Winter St in Weston, MA last sold for $2,045,000 in December 2024.
  • 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.
  • Does 21 Winter St have air conditioning?
    Yes, 21 Winter St in Weston, MA has air conditioning.
  • Does 21 Winter St have a pool?
    Yes, 21 Winter St in Weston, MA has a pool.

Explore by feature - Washer/dryer

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 21 Winter St

Skip to last item
Skip to first item

Homes for sale near 21 Winter St

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