21 Winter St
Weston, MA 02493
5 Beds
2.5 Baths
2,736 sqft (on 1.52 acres)
5 Beds
2.5 Baths
2,736 sqft
(on 1.52 acres)
Local Information
- Map ViewExplore the area around 21 Winter St.
- Schools2 Preschool Schools3 Elementary Schools1 Middle School1 High School
- Shop & Eat
-- mins to
Description
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). It is currently off market. The Trulia Estimate is $2,049,100, with a rent estimate of $5,745/month.
Home Highlights
Parking
2 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
No Info
Listed
179 days ago
Home Details for 21 Winter St
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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 |
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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 |
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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 |
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Price List Price: $1,995,000 |
Status Change & Dates Off Market Date: Tue Nov 26 2024 |
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MLS Status: Sold |
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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 |
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Building Area Building Area: 2736 Square Feet |
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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 |
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No HOA |
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Lot Area: 1.5174 Acres |
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Contingencies: Pending P&SListing Terms: Contract |
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BasementMls Number: 73313174 |
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Public TransportationShoppingPoolTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHighway AccessPrivate SchoolPublic School |
Last check for updates: about 9 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
Price History for 21 Winter St
| Date | Price | Event | Source |
|---|---|---|---|
| 12/30/2024 | $2,045,000 | Sold | MLS PIN #73313174 |
| 11/21/2024 | $1,995,000 | Contingent | MLS PIN #73313174 |
| 11/15/2024 | $1,995,000 | Listed For Sale | MLS PIN #73313174 |
| 08/20/1993 | $348,000 | Sold | N/A |
Market trends in Weston
Last updated June 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
8MoM
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $12,564 |
| Assessment | $1,131,900 |
Home facts updated by county records
Comparable Sales for 21 Winter St
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.08 | Single-Family Home | $1,500,000 | 08/08/25 | 3 | 2.5 | 2,206 | |
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 | |
0.68 | Single-Family Home | $2,800,000 | 07/18/25 | 4 | 3.5 | 3,234 | |
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 | |
1.02 | Single-Family Home | $1,940,000 | 08/15/25 | 3 | 3.5 | 3,419 | |
0.87 | Single-Family Home | $2,635,000 | 02/19/26 | 5 | 4.5 | 5,142 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
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SOLDMAR 12, 2026Denise Mosher, Coldwell Banker Realty - Weston
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Assigned Schools
These are the assigned schools for 21 Winter St.
- Field Elementary School
- 4-5
- Public
- 337 Students
8/10GreatSchools RatingParent Rating AverageMy daughter has completed the first half of fourth grade, and we've been impressed with the principal, her homeroom teacher, teacher specialists, and the beautiful school facility itself. Field Elementary has some of the highest math scores in the state, and we particularly like the emphasis on social- emotional learning, which leverages the Responsive Classroom approach. The engagement of parents, in support of the teachers, is extremely strong.Parent Review6y ago - Weston Middle School
- 6-8
- Public
- 454 Students
8/10GreatSchools RatingParent Rating AverageWeston is amazing. They give so many resources to students. Not only that, there are a lot of after-school activities you can do, and they also offer transportation till 5:30. For example, there is a swimming pool at the Weston Middle School where the Weston swim teams train in every weekOther Review9mo ago - Country Elementary School
- PK-3
- Public
- 335 Students
10/10GreatSchools RatingParent Rating AverageOur kids have had an extremely positive experience at Country. We love the teachers and the principal.Parent Review2y ago - Weston High School
- 9-12
- Public
- 651 Students
10/10GreatSchools RatingParent Rating AverageThis school keeps declining due to a SC that continues to be comprised of parents who only want to please school administration. The relationship between the school committee and the superintendent is troubling, to say the least. The superintendent is completely uninterested in doing what is best for the students and Only rains to do what is easiest for her and for the teachers. She was unqualified and hastily appointed when no other candidates accepted the job. Think twice before moving here for the school system. Things look good on the surface but all parents here have their children individually tutored and/or send them to enrichment classes to keep them up to speed. It’s a town and a school system with a lot of money but not a lot of academic rigor. Simply look at some of the department heads and how pedestrian they are. It seems if you have enough years as a teacher you automatically get promoted and are responsible for running a department ( with no experience!) and making important decisions that negatively impact the student community. There are many good school systems out there: Wellesley, Newton, Brookline and Wayland to name a few. Do your research. Don’t bother talking to school committee members because they will just feed you some tired, prepared line. Look very closely at the test scores. Weston falls short.Parent Review3y ago - Woodland Elementary School
- PK-3
- Public
- 302 Students
10/10GreatSchools RatingParent Rating AverageGreat school with supportive teachers and parents.Parent Review5y ago 
Check out schools near 21 Winter St.
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.
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Homes for sale near 21 Winter St
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Off Market Homes Near 21 Winter St
SOLDJUL 10, 2026Tanimoto Owens Team, Gibson Sotheby's International Realty
SOLDJUL 10, 2026Marjorie Gold, Hammond Residential Real Estate
SOLDJUL 9, 2026The Varano Realty Group, Keller Williams Realty
SOLDJUL 9, 2026The Shulkin Wilk Group, Compass
SOLDJUL 9, 2026Daniel Wang, Engel & Volkers Boston- SOLDJUL 8, 2026Janice C. Burke, Gibson Sotheby's International Realty
SOLDJUL 8, 2026Helen Hou, Coldwell Banker Realty - Newton
SOLDJUL 8, 2026Susan Sullivan, Coldwell Banker Realty - Wellesley
SOLDJUL 7, 2026The Kennedy Lynch Team, Hammond Residential Real Estate
SOLDJUL 7, 2026Gina Anderson, MGS Group Real Estate LTD - Wellesley- See more homes for sale inWeston
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.