2 Samoset Rd, Winchester, MA 01890
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Property image
OFF MARKET

2 Samoset Rd
Winchester, MA 01890

  • 5 Beds
  • 5 Baths
  • 5,432 sqft (on 0.26 acres)

$2,390,500

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $14,351/mo*
Refinance Your Home

$2,390,500

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $14,351/mo*
Refinance Your Home
5 Beds
5 Baths
5,432 sqft
(on 0.26 acres)

Local Information

  • Map ViewExplore the area around 2 Samoset Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1994
Lot Size
0.26 acres
Living Area
5,432 sqft
Price/Sqft
$440
Parking
Garage

About this House

Nestled on a private wooded lot, this beautifully updated custom built home features curtainwall of floor to ceiling glass to allow abundance of light into its modern living space. Large foyer leads to a formal living room and open concept living area with specious dining room adjacent to a fire-placed family room and large modern kitchen with lots of counter space and breakfast area. First floor guest suite with large updated bathroom and ample closet space is tucked away for privacy. Second floor has two specious bedrooms, bath and large master suite with gorgeous spa like bathroom and custom built California closet systems. Lower lever mud room is accesible directly through two car garage. There, you will also find second guest suite with 3/4 bath, office space and large storage area. Situated across from Winchester Country Club golf terrain and walking distance to Ambrose elementary school and Mullen Park this home offers perfect location in sought after Winchester neighborhood.
2 Samoset Rd, Winchester, MA 01890 is a 5 bedroom, 5 bathroom, 5,432 sqft single-family home built in 1994. It last sold for $1,220,000 on Jul 1, 2015. More recently, it was listed as a rental in July 2019 with an asking price of $7,500 per month. That rental listing was removed on August 7, 2019. It is currently off market. The Trulia Estimate is $2,390,500, with a rent estimate of $7,837/month.

Home Details for 2 Samoset Rd

Interior Features

Interior Details
BasementNumber of Rooms: 10
Heating & Cooling
Heating: Forced Air, OilAir ConditioningCooling System: OtherHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 2
Appliances & Utilities
DishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Security
Security System

Exterior Features

Exterior Home Features
Roof: AsphaltDeckExterior: Stucco, Brick
Parking & Garage
GarageParking: Garage Attached

Property Information

Year Built
Year Built: 1994
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 0.26 acres

Additional Information

IntercomOn Site Laundry Available

Building

Fitness & Sports
Tennis Court

Price History for 2 Samoset Rd

DatePriceEventSource
08/07/2019$7,500ListingRemovedAgent Provided
07/12/2019$7,500Listed For RentAgent Provided
07/01/2015$1,220,000Sold
N/A
05/07/2015$1,240,000PendingAgent Provided
04/08/2015$1,240,000PriceChange
Agent Provided
03/12/2015$1,275,000Listed For SaleAgent Provided
05/06/2010$1,044,000Sold
N/A
11/20/2009$1,190,000ListingRemovedAgent Provided
09/01/2009$1,190,000Listed For SaleAgent Provided
07/23/2004$1,100,000Sold
N/A
06/04/2002$1,030,000Sold
N/A
11/03/2000$920,000Sold
N/A
06/28/1996$446,000Sold
N/A
03/20/1996$248,773Sold
N/A

Market trends in Winchester

Last updated June 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.41M
Sale-to-List Price
101.7%
Price per sq ft
$571
Available listings
77
2MoM
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Property Tax and Assessment

Year2025
Tax$23,475
Assessment$2,116,800
Home facts updated by county records

Comparable Sales for 2 Samoset Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
6 Samoset Rd, Winchester, MA
0.02
Single-Family Home
$1,987,000
11/18/25
4
3.5
4,731
65 High St, Winchester, MA
0.17
Single-Family Home
$1,440,150
06/01/26
6
3
2,658
11 Taft Dr, Winchester, MA
0.34
Single-Family Home
$2,750,000
10/29/25
5
5.5
4,627
107 Cambridge St, Winchester, MA
0.57
Single-Family Home
$2,350,000
08/29/25
6
4.5
5,824
1 Fox Hunt Ln, Winchester, MA
0.50
Single-Family Home
$2,000,000
10/29/25
5
5
5,000
34 Robinhood Rd, Winchester, MA
0.43
Single-Family Home
$1,450,000
06/12/26
4
2.5
3,380
21 Fernway, Winchester, MA
0.46
Single-Family Home
$2,890,000
08/14/25
5
4.5
5,386
64 Westland Ave, Winchester, MA
0.40
Single-Family Home
$2,050,000
10/15/25
4
4
3,716
29 Pilgrim Dr, Winchester, MA
0.37
Single-Family Home
$1,700,000
06/29/26
5
3
3,271
61 Westland Ave, Winchester, MA
0.41
Single-Family Home
$1,800,000
02/24/26
3
3.5
2,785

Nearby homes

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Assigned Schools

These are the assigned schools for 2 Samoset Rd.
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 Winchester

At least 93 Trulia users voted on each feature.

  • 92 % Say it's dog friendly

  • 88 % Say yards are well-kept

  • 87 % Say people would walk alone at night

  • 85 % Say parking is easy

  • 79 % Say there are sidewalks

  • 79 % Say car is needed

  • 77 % Say it's walkable to restaurants

  • 77 % Say kids play outside

  • 75 % Say streets are well-lit

  • 74 % Say there's holiday spirit

  • 67 % Say they plan to stay for at least 5 years

  • 67 % Say there's wildlife

  • 66 % Say neighbors are friendly

  • 65 % Say it's walkable to grocery stores

  • 64 % Say it's quiet

  • 54 % Say there are community events

Sourced by Trulia users. Learn more about our methodology.
  • Diana P.
    "Winchester is the cutest town, perfect for families. There is Town Say, and Enka, and everything is very family oriented. We even have great pubs/restaurants as well as sub shops, Greek food, nail salons, anything you could want in a home town!"
    7
    Flag
  • Dominic
    "Phenomenal public school system beginning from Kindergarten and extremely welcoming to new residents transferring in."
    0
    Flag
  • Stacie
    "Very family oriented. Not a great neighborhood if you don’t have children. Great, easy commute into the city. Not enough good restaurants that aren’t overpriced though. "
    0
    Flag
  • Yjchoi7
    "Very safe neighborhood.there are often summer events on the common. Teenagers can take train into Boston area fairly easily as there are two stops within Winchester. Fells is a great place for summer walks. "
    2
    Flag
  • Luis B.
    "perfect for my family It is livable stores Closer to me Barbershop computer store Restaurants I will love to buy a house in this area "
    2
    Flag
  • Yjchoiyjchoi
    "It’s very quiet and safe generally. Yet it’s close to Boston and Cambridge city life within a few stops of the commuter from Winchester. "
    0
    Flag
  • Tara
    "I have lived in this neighborhood for 25 years. I love it. Everybody is friendly and kind. The crime is minimal and it’s very quiet. "
    2
    Flag
  • Katie41287
    "I’m not afraid to walk home at 11pm, the town is clean and has plenty of events around town, the people are friendly and it is near public transportation. "
    1
    Flag
  • Anna S.
    "Excellent school Easy commute to Boston Downtown Great parks and pond nearby"
    0
    Flag
  • tod g.
    "Lovely town with easy access to Boston and easy getaway to northern New England."
    0
    Flag
  • jfrancis6
    "Family community built around three streets that form a circle that only has traffic of residents. The area borders the Town of Winchester forest that is great for walks and snow shoeing in winter. All homes are large and attract families were children can safely play and bike in the neighborhood. Many homes have residents who grow up in the neighborhood as children and returned to raise their families. A short walk 4/10 of a mile to train station for those who work in Boston a trip that takes 12 minutes with only one stop. Schools in Winchester are among the best in Massachusetts, a primary attraction to the Town. The Town center is only one mile away and has an addition train station there as well. The Mystic lakes are just beyond the train station with a Town beach and boating opportunities. The Town also borders a 2500 acre forest known as the Fells consisting of the Town water supply and miles of hiking or mountain biking."
    0
    Flag
  • marta3467
    "Can see kids playing ball in street; people walking their dog and Horn Pond and several nice restaurants all within walking distance"
    1
    Flag

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Homes for sale near 2 Samoset Rd

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Off Market Homes Near 2 Samoset Rd

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