18 Brookside Ave, Winchester, MA 01890
Property image
Property image
OFF MARKET

$1,236,800

Trulia Estimate
  • 3 Beds
  • 1.5 Baths
  • 1,573 sqft

18 Brookside Ave, Winchester, MA 01890

Est. Refi. Payment $7,409/mo*
Refinance Your Home
Currently Off Market - Sold Jul 24, 2025 for $1,207,500

Home Value

Trulia Estimate
$1.24M
Since last month
Increased$9K (+0.8%)
Since last year
Increased$30K (+2.5%)
Since last sale
Increased$30K (+2.4%)
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 +80% in the last 10 years
MonthEstimated value
2026
August 2026$1.24M
August 2026$1.24M
July 2026$1.23M
June 2026$1.21M
May 2026$1.21M
April 2026$1.2M
March 2026$1.2M
February 2026$1.21M
January 2026$1.19M
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
571 Washington St, Winchester, MA
0.06
Single-Family Home
$900,000
01/05/26
3
1
1,425
1 Orient St, Winchester, MA
0.09
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
55 Brookside Ave, Winchester, MA
0.12
Single-Family Home
$657,500
07/17/26
3
1
1,245
40 Englewood Rd, Winchester, MA
0.37
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
17 Baldwin St, Winchester, MA
0.34
Single-Family Home
$878,000
09/26/25
3
1.5
1,672
15 Englewood Rd, Winchester, MA
0.36
Single-Family Home
$1,425,000
05/07/26
4
3
1,903
162 Forest St, Winchester, MA
0.31
Single-Family Home
$1,280,000
10/03/25
4
1.5
1,900
50 Lincoln St, Winchester, MA
0.59
Single-Family Home
$1,150,000
12/12/25
4
1.5
2,004
35 Harvard St, Winchester, MA
0.49
Single-Family Home
$1,250,000
11/14/25
5
2
1,706
41 Englewood Rd, Winchester, MA
0.39
Single-Family Home
$1,038,500
12/01/25
3
1.5
1,683

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
571 Washington St, Winchester, MA 01890
0.06
$900,000
3
1
1,425
Recently Sold
116 Forest St, Winchester, MA 01890
0.06
$1,088,400
4
2.5
2,106
Off Market
118 Forest St, Winchester, MA 01890
0.08
$2,152,500
5
3.5
3,866
Off Market
540-542 Washington St, Winchester, MA 01890
0.07
-
4
2
2,060
Off Market
8 Garfield Ave, Winchester, MA 01890
0.07
$1,077,000
3
2
1,536
Off Market
1 Orient St, Winchester, MA 01890
0.09
$1,330,000
3
1.5
2,222
Recently Sold
124 Forest St, Winchester, MA 01890
0.11
$1,531,900
3
2.5
2,534
Off Market
44 Forest St, Winchester, MA 01890
0.11
$1,192,000
3
1.5
1,906
Off Market
28 Garfield Ave, Winchester, MA 01890
0.12
$1,303,000
4
1.5
1,696
Off Market
55 Brookside Ave, Winchester, MA 01890
0.12
$657,500
3
1
1,245
Recently Sold
518 Washington St, Winchester, MA 01890
0.12
$1,174,600
4
2.5
2,302
Off Market

Local Information

  • Map ViewExplore the area around 18 Brookside Ave.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1910
Living Area
1,573 sqft
Price/Sqft
$786
Parking
4 Open Spaces

About this House

Charming, fully renovated colonial in a prime Winchester neighborhood! The sunny front porch welcomes you in, leading to a bright bow front living room w/ high ceilings, that flows into the dining room & beautifully updated kitchen w/ stainless appliances & custom cabinetry w/ generous counter space. Off the kitchen, there’s a half bath and a bonus room—great as an office, playroom, or casual dining nook. Step outside to a fully fenced-in private backyard with a spacious new deck, ideal for entertaining, barbecues or relaxing. Upstairs you'll find three bedrooms, all with high ceilings and beautifully refinished hardwood floors, plus a fully renovated full bath with double vanity sinks and modern fixtures. The finished basement adds even more flexible living space. With major updates including a new roof, siding, A/C, and electrical, this home is truly move-in ready. Conveniently located near the Fells, Tri-Community bike path, Leonard Field & Muraco School. Don't miss this great home!
18 Brookside Ave, Winchester, MA 01890 is a 3 bedroom, 2 bathroom, 1,573 sqft single-family home built in 1910. It last sold for $1,207,500 on Jul 24, 2025 (1% above the $1,199,000 asking price). This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $1,236,800, with a rent estimate of $3,952/month.
Last check for updates: about 2 hours ago
Listed by Kim Covino & Co. Team, (781) 249-3854
Compass, (781) 219-0313
Kim Covino, (781) 249-3854
Bought with: Nghia Nguyen, (508) 468-4329, PRIVI Realty LLC, (508) 468-4329
Source: MLS PIN, MLS#73381698

Home Details for 18 Brookside Ave

Interior Features

Interior Details
Basement: Full,Partially Finished,Interior EntryNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 2Number of Bathrooms (full): 1Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 1573 Square Feet
Appliances & Utilities
Utilities: for Gas RangeAppliances: Gas Water Heater, Range, Dishwasher, Disposal, Washer, DryerDishwasherDisposalDryerLaundry: In BasementWasher
Heating & Cooling
Heating: Baseboard,Steam,Natural GasHas CoolingAir Conditioning: Central Air,DuctlessHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
No FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated WindowsFlooring: Hardwood
Levels, Entrance, & Accessibility
Floors: Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, DeckFencing: FencedExterior: Porch, Deck, Rain Gutters, Storage, Fenced YardFoundation: Concrete Perimeter
Parking & Garage
Open Parking Spaces: 4No GarageHas Open ParkingParking Spaces: 4Parking: Paved Drive,Off Street,Paved
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 1348Finished Area (below surface): 225

Property Information

Year Built
Year Built: 1910
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: M:012 B:0131 L:0, 897855

Price & Status

Price
List Price: $1,199,000
Status Change & Dates
Off Market Date: Wed Jun 18 2025

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WinchesterCommunity: Brookside neighborhood
School Information
Elementary School: MuracoJr High / Middle School: Mccall MiddleHigh School: Winchester

Building

Building Area
Building Area: 1573 Square Feet

Community

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

HOA

No HOA

Lot Information

Lot Area: 3838 sqft

Offer

Contingencies: Pending P&S

Miscellaneous

BasementMls Number: 73381698Above Grade Unfinished Area: 1348

Additional Information

Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaPublic SchoolSidewalks

Price and Tax history

DateEventPrice
Jul 24, 2025
Source: MLS PIN #73381698
Sold
$1,207,500
Jun 17, 2025
Source: MLS PIN #73381698
Contingent
$1,199,000
May 29, 2025
Source: MLS PIN #73381698
Listed For Sale
$1,199,000
May 24, 2022
Source: MLS PIN #72959586
Sold
$1,050,000
Mar 30, 2022
Source: MLS PIN #72959586
Listed For Sale
$965,000

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

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 18 Brookside Ave

  • What is 18 Brookside Ave estimated to be worth?
    Trulia's estimated value for 18 Brookside Ave in Winchester, MA is $1,236,800.
  • What is the price history for 18 Brookside Ave?
    18 Brookside Ave in Winchester, MA last sold for $1,207,500 in July 2025.
  • 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 18 Brookside Ave have air conditioning?
    Yes, 18 Brookside Ave in Winchester, MA has air conditioning.
  • Does 18 Brookside Ave have laundry facilities?
    Yes, 18 Brookside Ave in Winchester, MA has in-unit laundry.

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