8 Wainwright Rd, Winchester, MA 01890
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Property image
OFF MARKET

8 Wainwright Rd
Winchester, MA 01890

  • 3 Beds
  • 2.5 Baths
  • 3,246 sqft (on 0.46 acres)

$1,921,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $11,388/mo*

$1,921,600

Trulia Estimate
as of Jul 23, 2026
Est. Refi. Payment $11,388/mo*
3 Beds
2.5 Baths
3,246 sqft
(on 0.46 acres)

Local Information

  • Map ViewExplore the area around 8 Wainwright 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
1987
Lot Size
0.46 acres
Living Area
3,246 sqft
Price/Sqft
$592

Description

This stunning sunfilled CONTEMPORARY multi-level is ready to move in! Gorgeous Hardwood floors throughout!Step into the open living room w an gorgeous fireplace of stone & two oversized picture windows for lots of light! The front-back kitchen/ dining room w cathedral ceiling has a large skylight, sunny plant window and lots of custom cabinetry with granite counters. Also, laundry, half bath and an office or potential 4th bedroom on the 1st floor!Step down to the huge family room with lots of entertainment area wired for speakers plus a separate playroom/office, too! 2nd floor has a kingsized primary bedroom with cathedral ceilings,fan/light, custom designed wall,ample closets and a cathedral ceiling primary bath w skylight. All baths are updated with tile. Two additional bedrooms .Step onto the oversized deck to enjoy a private setting. FHA/gas heating, central AC, generator set up and lots more!Easy access to shopping and highways! This home is pristine,elegant & comfortable living!
8 Wainwright Rd, Winchester, MA 01890 is a 3 bedroom, 3 bathroom, 3,246 sqft single-family home built in 1987. It last sold for $1,525,000 on May 25, 2022. It is currently off market. The Trulia Estimate is $1,921,600, with a rent estimate of $6,168/month.

Home Details for 8 Wainwright Rd

Interior Features

Interior Details
BasementNumber of Rooms: 8
Heating & Cooling
Heating: Other, GasAir ConditioningHeating Fuel: Other
Levels, Entrance, & Accessibility
Stories: 2
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Wood

Property Information

Year Built
Year Built: 1987
Property Type / Style
Property Type: Single Family HomeArchitecture: Contemporary

Community

Units in Building: 1

Lot Information

Lot Area: 0.46 acres

Price History for 8 Wainwright Rd

DatePriceEventSource
05/25/2022$1,525,000Sold
MLS PIN #72964054
04/13/2022$1,449,000PendingRE/MAX International #72964054
04/13/2022$1,449,000ContingentMLS PIN #72964054
04/07/2022$1,449,000Listed For SaleMLS PIN #72964054
10/29/2015$1,005,000Sold
N/A
09/16/2015$1,049,900PendingAgent Provided
09/01/2015$1,049,900PriceChange
Agent Provided
06/22/2015$1,100,000Listed For SaleAgent Provided
06/02/2008$865,000Sold
N/A
03/05/2008$810,000Listed For SaleN/A
02/01/2002$729,000Sold
N/A
07/05/1988$465,000Sold
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$18,068
Assessment$1,629,200
Home facts updated by county records

Comparable Sales for 8 Wainwright Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
0.46
Single-Family Home
$1,713,000
09/26/25
3
2.5
3,002
0.48
Single-Family Home
$1,240,000
08/20/25
4
2.5
2,570
0.59
Single-Family Home
$1,725,000
09/19/25
3
2.5
2,541
0.68
Single-Family Home
$1,549,000
12/15/25
3
2.5
2,587
0.50
Single-Family Home
$1,600,000
10/10/25
5
3.5
3,478
0.64
Single-Family Home
$1,700,000
06/29/26
5
3
3,271
0.65
Single-Family Home
$1,650,000
07/30/25
3
3
2,646
0.57
Single-Family Home
$1,775,000
08/15/25
5
3.5
3,150
0.66
Single-Family Home
$1,165,000
10/14/25
3
2.5
2,458
0.38
Single-Family Home
$858,000
11/24/25
3
2
1,833

Nearby homes

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Assigned Schools

These are the assigned schools for 8 Wainwright 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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