55 Brookside Ave, Winchester, MA 01890
Property image
Property image
SOLD
JUL 17, 2026

$807,100

Trulia Estimate
  • 3 Beds
  • 1 Bath
  • 1,245 sqft

55 Brookside Ave, Winchester, MA 01890

Est. Refi. Payment $5,058/mo*
Refinance Your Home
Currently Off Market - Sold Jul 17, 2026 for $657,500 (18% below list price)

Home Value

Trulia Estimate
$807K
Since last month
Increased$149K (+22.6%)
Since last year
Increased$135K (+20.2%)
Since last sale
Increased$149K (+22.6%)
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 +91% in the last 10 years
MonthEstimated value
2026
September 2026$806K
August 2026$807K
July 2026$658K
June 2026$706K
May 2026$827K
April 2026$701K
March 2026$693K
February 2026$668K
January 2026$652K
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
571 Washington St, Winchester, MA
0.17
Single-Family Home
$900,000
01/05/26
3
1
1,425
17 Baldwin St, Winchester, MA
0.23
Single-Family Home
$878,000
09/26/25
3
1.5
1,672
1 Orient St, Winchester, MA
0.20
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
15 East St, Winchester, MA
0.33
Single-Family Home
$1,060,000
05/28/26
3
1.5
1,973
51 Vernon St, Woburn, MA
0.82
Single-Family Home
$743,700
12/04/25
3
1
1,597
40 Englewood Rd, Winchester, MA
0.46
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
11 Williams Cir, Winchester, MA
0.19
Single-Family Home
$1,350,000
09/02/26
4
2.5
2,392
320 Washington St, Winchester, MA
0.63
Single-Family Home
$1,015,000
03/20/26
3
1.5
1,749

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
28 Garfield Ave, Winchester, MA 01890
0.06
$1,318,300
4
1.5
1,696
Off Market
8 Garfield Ave, Winchester, MA 01890
0.10
$1,086,500
3
2
1,536
Off Market
44 Forest St, Winchester, MA 01890
0.09
$1,203,800
3
1.5
1,906
Off Market
18 Brookside Ave, Winchester, MA 01890
0.12
$1,236,800
3
1.5
1,573
Off Market
18 Forest St, Winchester, MA 01890
0.11
$1,310,100
3
2.5
2,365
Off Market
571 Washington St, Winchester, MA 01890
0.17
$900,000
3
1
1,425
Recently Sold
25 Marion St, Winchester, MA 01890
0.16
$2,178,800
5
4
4,234
Off Market
540-542 Washington St, Winchester, MA 01890
0.17
-
4
2
2,060
Off Market
116 Forest St, Winchester, MA 01890
0.18
$1,092,200
4
2.5
2,106
Off Market
118 Forest St, Winchester, MA 01890
0.19
$2,181,600
5
3.5
3,866
Off Market
11 Williams Cir, Winchester, MA 01890
0.19
$1,350,000
4
2.5
2,392
Recently Sold

Local Information

  • Map ViewExplore the area around 55 Brookside Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1940
1,245 sqft
$528/sqft
2 Open Spaces

About this House

This affordable Colonial in the highly sought-after Muraco School district is brimming with potential and ready for your personal vision. An ideal starter home, it features a spacious backyard overlooking Davidson Park, creating a private and peaceful setting. Conveniently located near parks, bike trails, and public transportation, this home offers an exceptional combination of value, location, and opportunity. Whether you're a contractor, investor, or homeowner looking to build equity, this diamond in the rough is full of possibilities.
55 Brookside Ave, Winchester, MA 01890 is a 3 bedroom, 1 bathroom, 1,245 sqft single-family home built in 1940. It last sold for $657,500 on Jul 17, 2026 (18% below the $799,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $807,100, with a rent estimate of $3,467/month.
Last check for updates: about 4 hours ago
Listed by Michael Rauseo, (781) 820-9322
Better Homes and Gardens Real Estate - The Shanahan Group, (781) 729-9030
Bought with: Non Member, Non Member Office, 111-1111 x11
Source: MLS PIN, MLS#73517006

Home Details for 55 Brookside Ave

Interior Features

Interior Details
Basement: Full,Sump Pump,ConcreteNumber of Rooms: 6Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 1Number of Bathrooms (full): 1
Dimensions and Layout
Living Area: 1245 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Gas Oven, for Gas Dryer, Washer HookupAppliances: Gas Water HeaterLaundry: Gas Dryer Hookup,Washer Hookup
Heating & Cooling
Heating: Steam,Natural Gas,Electric,DuctlessHas CoolingAir Conditioning: DuctlessHas HeatingHeating Fuel: Steam
Fireplace & Spa
No FireplaceNo Spa
Windows, Doors, Floors & Walls
Flooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood
View
Has a ViewView: Scenic View(s)

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch - Enclosed, EnclosedFencing: FencedExterior: Porch - Enclosed, Patio - Enclosed, Fenced YardFoundation: Concrete Perimeter
Parking & Garage
Open Parking Spaces: 2No GarageHas Open ParkingParking Spaces: 2Parking: Paved Drive,Off Street
Frontage
Road Frontage: PublicNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1245

Property Information

Year Built
Year Built: 1940
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: 897874

Price & Status

Price
List Price: $799,000Price Per Sqft: $528/sqft
Status Change & Dates
Off Market Date: Fri Jun 05 2026

Active Status

MLS Status: Sold

Location

Direction & Address
City: Winchester
School Information
Elementary School: MuracoJr High / Middle School: Mccall Middle SchoolHigh School: Winchester High School

Building

Building Area
Building Area: 1245 Square Feet

Community

Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Bike Path, House of Worship, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 6500 sqft

Miscellaneous

BasementMls Number: 73517006Above Grade Unfinished Area: 1245

Additional Information

Public TransportationShoppingParkWalk/Jog TrailsMedical FacilityBike PathHouse of WorshipPublic School

Price and Tax history

DateEventPrice
Jul 17, 2026
Source: MLS PIN #73517006
Sold
$657,500
Jun 5, 2026
Source: MLS PIN #73517006
Pending
$799,000
May 18, 2026
Source: MLS PIN #73517006
Listed For Sale
$799,000
Sep 6, 2011
Source: N/A
Sold
$342,500
May 25, 2011
Source: Agent Provided
PriceChange
$369,000
Price decreased by 5%

Market trends in Winchester

Last updated August 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
62
2MoM

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

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 55 Brookside Ave

  • What is 55 Brookside Ave estimated to be worth?
    Trulia's estimated value for 55 Brookside Ave in Winchester, MA is $807,100.
  • What is the price history for 55 Brookside Ave?
    55 Brookside Ave in Winchester, MA last sold for $657,500 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 55 Brookside Ave have air conditioning?
    Yes, 55 Brookside Ave in Winchester, MA has air conditioning.
  • Does 55 Brookside Ave have laundry facilities?
    Yes, 55 Brookside Ave in Winchester, MA has laundry facilities.

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