21 Everett Ave, Winchester, MA 01890
OFF MARKET

21 Everett Ave
Winchester, MA 01890

  • 6 Beds
  • 3.5 Baths
  • 4,130 sqft (on 0.30 acres)

$2,596,200

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $15,511/mo*
Refinance Your Home

$2,596,200

Trulia Estimate
as of Aug 14, 2026
Est. Refi. Payment $15,511/mo*
Refinance Your Home
6 Beds
3.5 Baths
4,130 sqft
(on 0.30 acres)

Home Value

Trulia Estimate
$2.6M
Since last month
Decreased$7K (-0.3%)
Since last year
Increased$68K (+2.7%)
Since last sale
Increased$999K (+62.6%)
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 +51% in the last 10 years
MonthEstimated value
2026
August 2026$2.59M
July 2026$2.6M
June 2026$2.6M
May 2026$2.62M
April 2026$2.51M
March 2026$2.51M
February 2026$2.44M
January 2026$2.43M
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
2 Lagrange St, Winchester, MA
0.28
Single-Family Home
$1,900,000
10/17/25
7
2.5
3,413
15 Wildwood St, Winchester, MA
0.42
Single-Family Home
$2,100,000
06/09/26
6
2.5
4,104
107 Cambridge St, Winchester, MA
0.22
Single-Family Home
$2,350,000
08/29/25
6
4.5
5,824
10 Sheffield Rd, Winchester, MA
0.11
Single-Family Home
$2,630,000
12/08/25
7
5.5
5,864
1 Copley St, Winchester, MA
0.37
Single-Family Home
$1,865,000
12/30/25
7
2.5
2,998
35 Glen Grn, Winchester, MA
0.18
Single-Family Home
$1,830,000
02/26/26
4
2
3,509
15 Yale St, Winchester, MA
0.32
Single-Family Home
$2,700,000
07/10/26
7
3.5
3,676
20 Grove Pl, Winchester, MA
0.43
Single-Family Home
$1,850,000
03/26/26
5
3.5
3,294
5 Stratford Rd, Winchester, MA
0.15
Single-Family Home
$3,599,000
11/20/25
6
4.5
5,876
58 Bacon St, Winchester, MA
0.32
Single-Family Home
$2,030,000
12/01/25
6
5.5
5,791

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
19 Everett Ave, Winchester, MA 01890
0.02
$2,526,300
5
5
3,938
Off Market
23 Everett Ave, Winchester, MA 01890
0.02
$3,272,000
6
5
4,714
Off Market
11 Stratford Rd, Winchester, MA 01890
0.10
$2,426,700
5
3.5
3,529
Off Market
10 Sheffield Rd, Winchester, MA 01890
0.11
$2,630,000
7
5.5
5,864
Recently Sold
27 Everett Ave, Winchester, MA 01890
0.08
$3,100,000
6
5.5
7,431
Recently Sold
30 Glen Rd, Winchester, MA 01890
0.11
$2,652,100
6
2.5
3,892
Off Market
10 Sheffield W, Winchester, MA 01890
0.11
$3,470,000
5
5
6,127
Recently Sold
5 Stratford Rd, Winchester, MA 01890
0.15
$3,599,000
6
4.5
5,876
Recently Sold
32 Everett Ave, Winchester, MA 01890
0.12
$5,448,900
7
5
9,835
Off Market
3 Sheffield Rd, Winchester, MA 01890
0.16
$2,894,000
6
3.5
3,755
Off Market
104 Church St, Winchester, MA 01890
0.16
$1,255,000
4
1.5
2,696
Recently Sold
33 Everett Ave, Winchester, MA 01890
0.14
$3,505,400
6
5.5
6,600
Off Market

Local Information

  • Map ViewExplore the area around 21 Everett Ave.
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1895
Lot Size
0.3 acres
Living Area
4,130 sqft
Price/Sqft
$629
Parking
Garage

About this House

'Grace and Beauty' located in the 'Everett Avenue Historic District', circa 1895. This pristine home has been meticulously maintained while preserving the original architectural details. Enjoy a remodeled state of the art kitchen, exquisite formal dining room and a gracious entrance with a grand staircase.
21 Everett Ave, Winchester, MA 01890 is a 6 bedroom, 4 bathroom, 4,130 sqft single-family home built in 1895. It last sold for $1,595,000 on Oct 1, 2009. It is currently off market. The Trulia Estimate is $2,596,200, with a rent estimate of $7,787/month.

Home Details for 21 Everett Ave

Interior Features

Interior Details
BasementAtticNumber of Rooms: 11Ceiling Fan
Heating & Cooling
Heating: Forced Air, Radiant, Gas, Wood PelletAir ConditioningCooling System: CentralHeating Fuel: Forced Air
Levels, Entrance, & Accessibility
Stories: 3Floors: Hardwood
Appliances & Utilities
Cable Ready
Fireplace & Spa
Fireplace

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, ShingleLawnPorchSprinkler System
Parking & Garage
GarageParking Spaces: 4Parking: Garage Detached

Property Information

Year Built
Year Built: 1895
Property Type / Style
Property Type: Single Family HomeArchitecture: Queen Anne / Victorian

Community

Units in Building: 1

Lot Information

Lot Area: 0.30 acres

Price and Tax history

DateEventPrice
Oct 1, 2009
Source: N/A
Sold
$1,595,000
Dec 6, 2008
Source: Agent Provided
ListingRemoved
$1,775,000
Oct 25, 2008
Source: Agent Provided
PriceChange
$1,775,000
Price decreased by 4%
Aug 30, 2008
Source: Agent Provided
Listed For Sale
$1,850,000
Jun 25, 2001
Source: N/A
Sold
$200,000

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

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

Apartments for Rent

Skip to last item
Skip to first item

Explore by feature - Pet Friendly

10 pet-friendly rentals in Winchester, MA

Explore by feature - Garage

11 rentals with a garage in Winchester, MA

Explore by feature - Air Conditioning

25 rentals with air conditioning in Winchester, MA

Explore by feature - Pool

8 rentals with a pool in Winchester, MA

Explore by feature - Washer/dryer

28 rentals with a washer/dryer in Winchester, MA

Explore by feature - Outdoor Space

10 rentals with an outdoor space in Winchester, MA

Homes for sale near 21 Everett Ave

Skip to last item
Skip to first item

Off Market Homes Near 21 Everett Ave

Skip to last item
Skip to first item

Frequently asked questions about 21 Everett Ave

  • What is 21 Everett Ave estimated to be worth?
    Trulia's estimated value for 21 Everett Ave in Winchester, MA is $2,596,200.
  • What is the price history for 21 Everett Ave?
    21 Everett Ave in Winchester, MA last sold for $1,595,000 in October 2009.
  • 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 21 Everett Ave have air conditioning?
    Yes, 21 Everett Ave in Winchester, MA has air conditioning.
  • How big is the lot at 21 Everett Ave?
    The lot at 21 Everett Ave in Winchester, MA is about 0.30 acres (12,869 sq ft).