5 Summit Ave, Winchester, MA 01890
OFF MARKET

5 Summit Ave
Winchester, MA 01890

  • 5 Beds
  • 4 Baths
  • 3,684 sqft

$2,270,700

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $13,480/mo*
Refinance Your Home

$2,270,700

Trulia Estimate
as of Aug 22, 2026
Est. Refi. Payment $13,480/mo*
Refinance Your Home
5 Beds
4 Baths
3,684 sqft

Home Value

Trulia Estimate
$2.27M
Since last month
Decreased$36K (-1.6%)
Since last year
Increased$60K (+2.7%)
Since last sale
Increased$471K (+26.2%)
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 +68% in the last 10 years
MonthEstimated value
2026
August 2026$2.27M
July 2026$2.31M
June 2026$2.33M
May 2026$2.36M
April 2026$2.32M
March 2026$2.34M
February 2026$2.24M
January 2026$2.19M
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
77 Washington St, Winchester, MA
0.28
Single-Family Home
$1,700,000
10/16/25
5
3.5
2,718
8 Felsdale Close, Winchester, MA
0.29
Single-Family Home
$1,930,000
01/09/26
4
2.5
3,658
263 Highland Ave, Winchester, MA
0.27
Single-Family Home
$1,574,500
03/30/26
4
3
3,343
178 Mystic Valley Pkwy, Winchester, MA
0.26
Single-Family Home
$1,770,000
09/12/25
3
2.5
2,850
46 Church St, Winchester, MA
0.46
Single-Family Home
$1,965,000
01/27/26
4
3.5
3,475
19 Glengarry Rd, Winchester, MA
0.61
Single-Family Home
$1,825,000
12/08/25
6
3.5
3,521
10 Edgehill Rd, Winchester, MA
0.57
Single-Family Home
$2,200,000
05/05/26
7
3.5
3,926
4 Leslie Rd, Winchester, MA
0.29
Single-Family Home
$2,120,000
04/28/26
5
3.5
2,860
7 Cliff St, Winchester, MA
0.37
Single-Family Home
$2,800,000
07/07/26
6
3.5
4,573
216 Highland Ave, Winchester, MA
0.51
Single-Family Home
$2,400,000
06/30/26
5
3.5
4,822

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
20 Hillside Ave #20, Winchester, MA 01890
0.03
-
2
1
1,096
Off Market
12 Prospect St, Winchester, MA 01890
0.09
$3,207,500
7
4
6,694
Off Market
14 Hillside Ave, Winchester, MA 01890
0.03
$2,229,700
3
2.5
2,605
Off Market
27 Mount Pleasant St, Winchester, MA 01890
0.04
$3,043,800
5
4.5
5,284
Off Market
9 Prospect St, Winchester, MA 01890
0.12
$2,202,400
6
3.5
4,667
Off Market
7 Herrick St, Winchester, MA 01890
0.16
$2,514,000
6
3.5
3,969
Off Market
5 Herrick St, Winchester, MA 01890
0.16
$2,590,300
5
3.5
3,862
Off Market
30 Prospect St, Winchester, MA 01890
0.13
$2,450,000
4
3
2,519
Recently Sold
17 Mason St, Winchester, MA 01890
0.13
$1,337,100
3
2
1,629
Off Market
410 Main St, Winchester, MA 01890
0.17
$1,607,600
4
2.5
2,075
Off Market
26 Crescent Rd, Winchester, MA 01890
0.13
$1,515,900
3
2.5
1,680
Off Market
25 Ledgewood Rd, Winchester, MA 01890
0.17
$3,727,500
5
4.5
5,500
Off Market

Local Information

  • Map ViewExplore the area around 5 Summit Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1911
Living Area
3,684 sqft
Price/Sqft
$616
Parking
Garage

About this House

This elegant eleven room residence is tucked away on a pretty cul-de-sac, just minutes from Winchester center. Nice architectural detail throughout with wood floors, picture moldings, french doors, two fireplaces, built-ins, cozy reading nooks, and interesting roof lines. The spacious front-to-back living room, with a wood-burning fireplace, has a large picture window seating area overlooking the roomy side yard, and french doors leading to a screened porch in the back. The sizable dining room, with wood-burning fireplace, leads into a breakfast room with a built-in banquette. The second floor encompasses a front-to-back master bedroom with en-suite bath, three additional bedrooms, and a den with built-in bookcases. The third floor has two additional bedrooms, and an open sitting area/room. The lovely yard is planted with mature flowering trees and shrubs.
5 Summit Ave, Winchester, MA 01890 is a 5 bedroom, 5 bathroom, 3,684 sqft single-family home built in 1911. It last sold for $1,800,000 on May 17, 2021. It is currently off market. The Trulia Estimate is $2,270,700, with a rent estimate of $7,370/month.

Home Details for 5 Summit Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Types of Rooms: Dining Room, Family Room, Laundry Room, Master Bath, Mud Room
Heating & Cooling
Heating: Forced Air, GasAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Tile, Hardwood
Appliances & Utilities
Cable ReadyDishwasherDisposalDryerMicrowaveRefrigeratorWasher
Fireplace & Spa
Fireplace
Windows, Doors, Floors & Walls
Double Paned Windows
Security
Security System

Exterior Features

Exterior Home Features
Roof: SlateExterior: Stucco, BrickPatioPorch
Parking & Garage
GarageParking: Garage Detached

Property Information

Year Built
Year Built: 1911Year Updated: 2018
Property Type / Style
Property Type: Single Family HomeArchitecture: Colonial

Community

Units in Building: 1

Lot Information

Lot Area: 8712 sqft

Price and Tax history

DateEventPrice
May 17, 2021
Source: N/A
Sold
$1,800,000
Mar 28, 2021
Source: MLS PIN #72800574
Pending
$1,750,000
Mar 23, 2021
Source: MLS PIN #72800574
Contingent
$1,750,000
Mar 18, 2021
Source: MLS PIN #72800574
Listed For Sale
$1,750,000
Jul 21, 2014
Source: C21 Commonwealth Sold #71686840_01890
Sold
$951,000

Market trends in Winchester

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$1.47M
$62.83KMoM
Sale-to-List Price
101.9%
0.2%MoM
Price per sq ft
$574
$3MoM
Available listings
64
13MoM

Around this home

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

LGBTQ Local Legal Protections

Frequently asked questions about 5 Summit Ave

  • What is 5 Summit Ave estimated to be worth?
    Trulia's estimated value for 5 Summit Ave in Winchester, MA is $2,270,700.
  • What is the price history for 5 Summit Ave?
    5 Summit Ave in Winchester, MA last sold for $1,800,000 in May 2021.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a balanced market, based on recent for-sale activity.
  • What's the median sale price in Winchester?
    The median sale price in Winchester is $1.47M. That is up $62.83K from the prior month.
  • Does 5 Summit Ave have air conditioning?
    Yes, 5 Summit Ave in Winchester, MA has air conditioning.
  • Does 5 Summit Ave have laundry facilities?
    Yes, 5 Summit Ave in Winchester, MA has in-unit laundry.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Winchester, MA

Explore by feature - Garage

11 rentals with a garage in Winchester, MA

Explore by feature - Air Conditioning

26 rentals with air conditioning in Winchester, MA

Explore by feature - Pool

7 rentals with a pool in Winchester, MA

Explore by feature - Washer/dryer

32 rentals with a washer/dryer in Winchester, MA

Explore by feature - Outdoor Space

11 rentals with an outdoor space in Winchester, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 5 Summit Ave

Skip to last item
Skip to first item

Homes for sale near 5 Summit Ave

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