27 Everett Ave, Winchester, MA 01890
Property image
Property image
SOLD
JUL 15, 2026

$3,024,400

Trulia Estimate
  • 6 Beds
  • 5.5 Baths
  • 7,431 sqft (on 0.64 acres)

27 Everett Ave, Winchester, MA 01890

Est. Refi. Payment $19,143/mo*
Refinance Your Home
Currently Off Market - Sold Jul 15, 2026 for $3,100,000 (6% below list price)

Home Value

Trulia Estimate
$3.02M
Since last month
Decreased$11K (-0.4%)
Since last year
Decreased$307K (-9.2%)
Since last sale
Decreased$78K (-2.5%)
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 +30% in the last 10 years
MonthEstimated value
2026
October 2026$3.02M
September 2026$3.03M
August 2026$3.03M
July 2026$3.1M
June 2026$3.15M
May 2026$3.04M
April 2026$3.03M
March 2026$3.34M
February 2026$3.37M
January 2026$3.51M
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 Everett Ave, Winchester, MA
0.26
Single-Family Home
$3,230,000
08/21/26
7
4.5
7,043
10 Sheffield W, Winchester, MA
0.04
Single-Family Home
$3,470,000
03/18/26
5
5
6,127
115 Church St, Winchester, MA
0.24
Single-Family Home
$2,975,000
07/09/26
7
5
5,888
5 Stratford Rd, Winchester, MA
0.22
Single-Family Home
$3,599,000
11/20/25
6
4.5
5,876
26 Swan Rd, Winchester, MA
0.35
Single-Family Home
$2,900,000
12/01/25
6
6.5
8,463
42 Everett Ave, Winchester, MA
0.13
Single-Family Home
$1,950,000
10/27/26
6
4
4,947
10 Sheffield Rd, Winchester, MA
0.18
Single-Family Home
$2,630,000
12/08/25
7
5.5
5,864
2 Edgewater Pl, Winchester, MA
0.15
Single-Family Home
$2,575,000
06/16/26
4
4.5
3,945
12 Salisbury St, Winchester, MA
0.41
Single-Family Home
$3,100,000
06/01/26
6
4.5
5,107

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
25 Everett Ave, Winchester, MA 01890
0.02
$2,695,300
6
5
4,904
Off Market
8 Sheffield W, Winchester, MA 01890
0.03
$2,713,100
7
3.5
3,997
Off Market
29 Everett Ave, Winchester, MA 01890
0.03
$3,884,600
6
6.5
5,800
Off Market
32 Everett Ave, Winchester, MA 01890
0.03
$5,259,000
7
5
9,800
Off Market
4 Sheffield W, Winchester, MA 01890
0.03
$2,613,100
5
4
4,165
Off Market
10 Sheffield W, Winchester, MA 01890
0.04
$3,470,000
5
5
6,127
Recently Sold
26 Everett Ave, Winchester, MA 01890
0.04
$3,857,100
6
4
4,221
Off Market
28 Everett Ave, Winchester, MA 01890
0.04
$4,873,700
5
5.5
8,700
Off Market
30 Everett Ave, Winchester, MA 01890
0.05
$4,649,500
5
4
4,360
Off Market
31 Everett Ave, Winchester, MA 01890
0.05
$4,318,600
7
7.5
6,320
Off Market
9 Sheffield W, Winchester, MA 01890
0.05
$2,405,800
4
3
3,068
Off Market
24 Everett Ave, Winchester, MA 01890
0.05
$4,156,400
5
5
4,133
Off Market
23 Everett Ave, Winchester, MA 01890
0.05
$3,245,600
6
5
4,714
Off Market
12 Sheffield W, Winchester, MA 01890
0.05
$1,997,500
4
4
3,225
Off Market
7 Sheffield W, Winchester, MA 01890
0.06
$2,292,900
7
3.5
3,123
Off Market
5 Sheffield W, Winchester, MA 01890
0.06
$2,453,200
5
3
3,601
Off Market
11 Sheffield W, Winchester, MA 01890
0.06
$2,978,300
4
4
5,100
Off Market
34 Everett Ave, Winchester, MA 01890
0.06
$3,352,600
6
3.5
4,441
Off Market
22 Everett Ave, Winchester, MA 01890
0.07
$4,106,800
7
4
5,970
Off Market
14 Sheffield W, Winchester, MA 01890
0.07
$1,991,000
4
3
2,947
Off Market

Local Information

  • Map ViewExplore the area around 27 Everett Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1905
0.64 acre lot
7,431 sqft
$417/sqft
Garage

About this House

What's unique:Hallmark architectural detailsRestored hardwood floorsExpansive family roomNew bathsPark-like lawnOriginal crown moldings
This exceptional Everett Avenue residence stands among the street’s most distinguished offerings, commanding a premier setting on over half an acre. Renovated in 2023-2025, timeless architecture is seamlessly married to today’s most coveted amenities. Hallmark architectural details abound. Balusters, soaring ceilings, coffered rooms, original crown moldings, mantels, and decorative trim are beautifully preserved, elevated by the warm glow of restored hardwood floors. Generous, light-filled rooms unfold with grace and scale throughout. A newly designed chef's kitchen, new baths, walk-in pantry w/laundry and a classic butler’s pantry with wine refrigerator are some of the highlights. Anchoring the home is an expansive family room, framed by floor-to-ceiling windows overlooking a park-like lawn. A rare offering where architectural pedigree, thoughtful architecture and renovation, and exceptional land converge.
27 Everett Ave, Winchester, MA 01890 is a 6 bedroom, 6 bathroom, 7,431 sqft single-family home built in 1905. It last sold for $3,100,000 on Jul 15, 2026 (6% below the $3,290,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $3,024,400.
Last check for updates: about 3 hours ago
Listed by The Pallotta Group, (781) 258-0722
Gibson Sotheby's International Realty, (781) 648-3500
Nancy S. Pallotta, (781) 258-0722
Bought with: Non Member, Non Member Office, 111-1111 x11
Source: MLS PIN, MLS#73468691

Home Details for 27 Everett Ave

Interior Features

Interior Details
Basement: Full,FinishedNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office
Beds & Baths
Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 7431 Square Feet
Appliances & Utilities
Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Second FloorMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Forced Air,Hot Water,Steam,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 6Fireplace: Dining Room, Family Room, Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Wood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
Levels, Entrance, & Accessibility
Floors: Wood, Flooring Hardwood, Flooring Wall To Wall Carpet

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: PorchExterior: Porch, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone WallFoundation: StoneSprinkler System
Parking & Garage
Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: Detached,Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 5670Finished Area (below surface): 1761

Property Information

Year Built
Year Built: 1905
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Tudor
Building
Not Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:017 B:0084 L:0, 899241

Price & Status

Price
List Price: $3,290,000Price Per Sqft: $417/sqft
Status Change & Dates
Off Market Date: Thu May 28 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Winchester
School Information
Elementary School: AmbroseJr High / Middle School: MccallHigh School: Whs

Building

Building Area
Building Area: 7431 Square Feet

Community

Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.64 acres

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73468691Above Grade Unfinished Area: 5670

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHouse of WorshipPrivate SchoolPublic School

Price and Tax history

DateEventPrice
Jul 15, 2026
Source: MLS PIN #73468691
Sold
$3,100,000
May 28, 2026
Source: MLS PIN #73468691
Pending
$3,290,000
May 19, 2026
Source: MLS PIN #73468691
Contingent
$3,290,000
Mar 3, 2026
Source: MLS PIN #73468691
PriceChange
$3,290,000
Price decreased by 9%
Jan 15, 2026
Source: MLS PIN #73468691
Listed For Sale
$3,599,000

Market trends in Winchester

Last updated September 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
79
17MoM
Sourced by Trulia Market Trends

Around this home

What Locals Say about Winchester

This October

Trick-or-Treat Score

Built from what locals say about this neighborhood.
  • 79% say there are sidewalks
  • 74% say there's holiday spirit
  • 66% say neighbors are friendly
Trulia Trick or TreatStart Ghost Hunt
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

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.

Frequently asked questions about 27 Everett Ave

  • What is 27 Everett Ave estimated to be worth?
    Trulia's estimated value for 27 Everett Ave in Winchester, MA is $3,024,400.
  • What is the price history for 27 Everett Ave?
    27 Everett Ave in Winchester, MA last sold for $3,100,000 in July 2026.
  • Is Winchester a buyer's or seller's market?
    Winchester is currently a buyer's market, based on recent for-sale activity.
  • What do residents say about Winchester?
    Residents describe Winchester, MA as dog-friendly, well-kept, and easy to park in. Most residents say you need a car. See recently sold homes in Winchester, MA.
  • Does 27 Everett Ave have air conditioning?
    Yes, 27 Everett Ave in Winchester, MA has air conditioning.
  • Does 27 Everett Ave have laundry facilities?
    Yes, 27 Everett Ave in Winchester, MA has in-unit laundry.

Explore by feature - Pet Friendly

7 pet-friendly rentals in Winchester, MA

Explore by feature - Garage

9 rentals with a garage in Winchester, MA

Explore by feature - Air Conditioning

21 rentals with air conditioning in Winchester, MA

Explore by feature - Pool

9 homes with a pool in Winchester, MA

Explore by feature - Washer/dryer

27 rentals with a washer/dryer in Winchester, MA

Explore by feature - Outdoor Space

6 rentals with an outdoor space in Winchester, MA

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 27 Everett Ave

Skip to last item
Skip to first item

Homes for sale near 27 Everett Ave

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