11 Simonds Rd, Winchester, MA 01890
Property image
Property image
OFF MARKET

11 Simonds Rd
Winchester, MA 01890

  • 3 Beds
  • 2 Baths
  • 2,645 sqft (on 0.80 acres)

$1,638,100

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $9,858/mo*

$1,638,100

Trulia Estimate
as of Aug 3, 2026
Est. Refi. Payment $9,858/mo*
3 Beds
2 Baths
2,645 sqft
(on 0.80 acres)

Local Information

  • Map ViewExplore the area around 11 Simonds Rd.
  • Schools1 Preschool School1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1982
Lot Size
0.8 acres
Living Area
2,645 sqft
Price/Sqft
$619
Parking
Garage

About this House

BACK ON THE MARKET NOW THAT IT IS UNOCCUPIED PER TOWN ORDER! FRESHLY PAINTED AND HARDWOOD FLOORS REFINISHED! Set on a lushly landscaped private .8 acre, at the end of cul-de-sac with a path to Sucker Brook Reservation from the backyard. This unique Winchester Acorn home offers open concept living with spectacular wooded views and perennial gardens. One-floor spacious living, perfect for entertaining. Large open chefâs kitchen / dining area with stainless steel appliances and a wall of windows, offering natural light and warmth. Master suite with walk-in closet and full bath. Two additional bedrooms and bonus room perfect for a home office, gym or guest room. Abundant storage, oversized laundry and utility room, 4 double closets throughout. The perennial gardens bloom from March through October.
11 Simonds Rd, Winchester, MA 01890 is a 3 bedroom, 2 bathroom, 2,645 sqft single-family home built in 1982. It last sold for $1,150,000 on Jun 4, 2020. It is currently off market. The Trulia Estimate is $1,638,100, with a rent estimate of $5,671/month.

Home Details for 11 Simonds Rd

Interior Features

Heating & Cooling
Heating: Forced Air, ElectricAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Interior Details
Number of Rooms: 9
Appliances & Utilities
DishwasherDisposalDryerMicrowave
Levels, Entrance, & Accessibility
Floors: Tile, Hardwood

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Stone, WoodGardenPatio
Parking & Garage
GarageParking Spaces: 2Parking: Garage Attached

Property Information

Year Built
Year Built: 1982
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.80 acres

Price History for 11 Simonds Rd

DatePriceEventSource
06/04/2020$1,150,000Sold
N/A
05/06/2020$1,150,000PendingAgent Provided
05/02/2020$1,150,000Listed For SaleAgent Provided
03/30/2020$1,200,000ListingRemovedAgent Provided
03/12/2020$1,200,000Listed For SaleAgent Provided
11/19/1999$523,000Sold
N/A
05/06/1998$458,000Sold
N/A
11/05/1997$415,000Sold
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
2
MoM
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Property Tax and Assessment

Year2025
Tax$15,377
Assessment$1,386,600
Home facts updated by county records

Comparable Sales for 11 Simonds Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.15
Single-Family Home
$1,165,000
10/14/25
3
2.5
2,458
0.28
Single-Family Home
$1,713,000
09/26/25
3
2.5
3,002
0.37
Single-Family Home
$1,240,000
04/27/26
3
2
2,087
0.52
Single-Family Home
$1,375,000
03/20/26
3
1.5
2,351
0.30
Single-Family Home
$1,725,000
09/19/25
3
2.5
2,541
0.23
Single-Family Home
$1,550,000
10/31/25
5
3
2,995
0.36
Single-Family Home
$1,310,000
12/24/25
5
2
3,033
0.13
Single-Family Home
$1,600,000
10/10/25
5
3.5
3,478
0.54
Single-Family Home
$1,400,000
03/06/26
3
2.5
2,316
0.45
Single-Family Home
$955,225
01/27/26
4
1.5
2,162

Nearby homes

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Assigned Schools

These are the assigned schools for 11 Simonds Rd.
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!"
  • Dominic
    "Phenomenal public school system beginning from Kindergarten and extremely welcoming to new residents transferring in."
  • 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. "
  • 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. "
  • 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 "
  • 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. "
  • 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. "
  • 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. "
  • Anna S.
    "Excellent school Easy commute to Boston Downtown Great parks and pond nearby"
  • tod g.
    "Lovely town with easy access to Boston and easy getaway to northern New England."
  • 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."
  • marta3467
    "Can see kids playing ball in street; people walking their dog and Horn Pond and several nice restaurants all within walking distance"

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