55 Brookside Ave, Winchester, MA 01890
PENDING

55 Brookside Ave
Winchester, MA 01890

  • 3 Beds
  • 1 Bath
  • 1,245 sqft

$799,000

Est. Mortgage $4,716/mo*
Get Pre-Qualified

$799,000

Est. Mortgage $4,716/mo*
Get Pre-Qualified
3 Beds
1 Bath
1,245 sqft

Local Information

Map showing home location
© Google
-- mins to
Commute Destination

Description

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.

Home Highlights

Parking
2 Open Spaces
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
$642
Listed
28 days ago

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

Days on Market

Days on Market: 28

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: $642
Status Change & Dates
Off Market Date: Fri Jun 05 2026

Active Status

MLS Status: Under Agreement

Location

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

Agent Information

Listing Agent
Listing ID: 73517006

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
Last check for updates: about 3 hours ago
Listing courtesy of Michael Rauseo, (781) 820-9322
Better Homes and Gardens Real Estate - The Shanahan Group, (781) 729-9030
Source: MLS PIN, MLS#73517006
Also Listed on MLS PIN.

Market trends in Winchester

Last updated May 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
75
7MoM

Price History for 55 Brookside Ave

DatePriceEventSource
06/05/2026$799,000PendingMLS PIN #73517006
05/18/2026$799,000Listed For SaleMLS PIN #73517006
09/06/2011$342,500Sold
N/A
05/25/2011$369,000PriceChange
Agent Provided
04/28/2011$389,000Listed For SaleAgent Provided

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Property Tax and Assessment

Year2025
Tax$6,945
Assessment$626,200
Home facts updated by county records

Comparable Sales for 55 Brookside Ave

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
8 Garfield Ave, Winchester, MA
0.10
Single-Family Home
$1,062,350
08/22/25
3
2
1,536
44 Forest St, Winchester, MA
0.09
Single-Family Home
$1,187,000
06/18/25
3
1.5
1,906
18 Brookside Ave, Winchester, MA
0.12
Single-Family Home
$1,207,500
07/24/25
3
1.5
1,573
17 Baldwin St, Winchester, MA
0.23
Single-Family Home
$878,000
09/26/25
3
1.5
1,672
52 Tremont St, Woburn, MA
0.46
Single-Family Home
$725,000
08/08/25
3
1
1,653
3 Grape St, Woburn, MA
0.72
Single-Family Home
$695,000
07/07/25
3
1
1,349
1 Orient St, Winchester, MA
0.20
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
64 Garfield Ave, Woburn, MA
0.90
Single-Family Home
$430,000
11/12/25
3
1
1,128
703 Washington St, Winchester, MA
0.33
Single-Family Home
$904,000
06/23/25
2
1
1,528

Nearby homes

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Assigned Schools

These are the assigned schools for 55 Brookside Ave.
View nearby schools on GreatSchools
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!"
    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
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  • 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
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LGBTQ Local Legal Protections

Michael Rauseo, Better Homes and Gardens Real Estate - The Shanahan Group, (781) 729-9030
Agent Phone: (781) 820-9322
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.
55 Brookside Ave, Winchester, MA 01890 is a 3 bedroom, 1 bathroom, 1,245 sqft single-family home built in 1940. This property is currently available for sale and was listed by MLS PIN on May 18, 2026. The MLS # for this home is MLS# 73517006.