18 Grayson Rd, Winchester, MA 01890
Property image
Property image
SOLD
JUL 28, 2026

18 Grayson Rd
Winchester, MA 01890

  • 3 Beds
  • 2.5 Baths
  • 2,992 sqft

$1,738,000

Last Sold: Jul 28, 2026
2% over list $1.7M
$581/sqft
Est. Refi. Payment $10,290/mo*
Refinance Your Home

$1,738,000

Last Sold: Jul 28, 2026
2% over list $1.7M
$581/sqft
Est. Refi. Payment $10,290/mo*
Refinance Your Home
3 Beds
2.5 Baths
2,992 sqft

Home Value

Trulia Estimate
$1.66M
Since last month
Decreased$94K (-5.4%)
Since last year
Increased$142K (+9.5%)
Since last sale
Decreased$96K (-5.5%)
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 +84% in the last 10 years
MonthEstimated value
2026
August 2026$1.64M
July 2026$1.74M
June 2026$1.63M
May 2026$1.63M
April 2026$1.58M
March 2026$1.56M
February 2026$1.5M
January 2026$1.45M
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
10 Bonad Rd, Winchester, MA
0.05
Single-Family Home
$1,620,000
07/06/26
4
2.5
2,233
1 Orient St, Winchester, MA
0.18
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
20 Grayson Rd, Winchester, MA
0.01
Single-Family Home
$1,945,000
09/16/25
5
4.5
3,825
40 Englewood Rd, Winchester, MA
0.11
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
15 Englewood Rd, Winchester, MA
0.11
Single-Family Home
$1,425,000
05/07/26
4
3
1,903
41 Englewood Rd, Winchester, MA
0.13
Single-Family Home
$1,038,500
12/01/25
3
1.5
1,683
24 Hinds Rd, Winchester, MA
0.41
Single-Family Home
$1,750,000
07/09/26
4
3
2,814
41 Sunset Rd, Winchester, MA
0.56
Single-Family Home
$1,700,000
07/31/26
3
2
3,090
147 Highland Ave, Winchester, MA
0.32
Single-Family Home
$1,200,000
09/25/25
3
2
1,884

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
20 Grayson Rd, Winchester, MA 01890
0.01
$1,979,000
5
4.5
3,825
Off Market
14 Bonad Rd, Winchester, MA 01890
0.05
$1,744,800
3
2.5
2,516
Off Market
10 Bonad Rd, Winchester, MA 01890
0.05
$1,620,000
4
2.5
2,233
Recently Sold
32 Grayson Rd, Winchester, MA 01890
0.06
$1,571,600
3
1.5
1,996
Off Market
19 Kenwin Rd, Winchester, MA 01890
0.04
$1,464,600
3
2
1,875
Off Market
29 Kenwin Rd, Winchester, MA 01890
0.08
$1,612,800
4
2
2,132
Off Market
18 Englewood Rd, Winchester, MA 01890
0.08
$1,757,200
5
2.5
2,597
Off Market
40 Englewood Rd, Winchester, MA 01890
0.11
$1,218,000
4
2
1,841
Recently Sold
25 Englewood Rd, Winchester, MA 01890
0.11
$1,789,700
4
4
3,061
Off Market
15 Englewood Rd, Winchester, MA 01890
0.11
$1,425,000
4
3
1,903
Recently Sold
41 Englewood Rd, Winchester, MA 01890
0.13
$1,038,500
3
1.5
1,683
Recently Sold

Local Information

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

Home Highlights

Property Type
Single-Family Home
Year Built
1931
Living Area
2,992 sqft
Price/Sqft
$581/sqft
Parking
1 Car Garage

About this House

OPEN HOUSES ONLY Discover this meticulously maintained 3 bed colonial just steps from Muraco Elementary and the Middlesex Fells. Rich hardwood floors flow through the formal dining room into the oversized, fireplaced living room ideal for entertaining. The beautifully appointed kitchen features a sunny breakfast area with access to a private deck. Upstairs, you'll find 2 spacious bedrooms and a primary suite that boasts a walk-in closet and a stunning en-suite bath with clawfoot tub. From the driveway, enter a newly renovated basement space including mudroom and ample flex space for exercise room or media/play space. Recent updates include a new furnace, water heater and expanded driveway to accommodate additional parking spaces. 1 car garage. Central air, insulated windows and doors, and a programmable thermostat to reduce annual energy costs. Fabulous location, steps from the Tri-Community bike path, hiking trails, Leonard Field, playgrounds and tennis courts
18 Grayson Rd, Winchester, MA 01890 is a 3 bedroom, 3 bathroom, 2,992 sqft single-family home built in 1931. It last sold for $1,738,000 on Jul 28, 2026 (2% above the $1,699,000 asking price). It is currently off market. The Trulia Estimate is $1,655,900, with a rent estimate of $5,272/month.
Last check for updates: about 18 hours ago
Listed by Andersen Group Realty, (781) 729-2329
Keller Williams Realty Boston Northwest, (781) 862-2800
Bought with: Katie Gellenbeck, (206) 852-2256, Engel & Volkers Boston, (617) 936-4194
Source: MLS PIN, MLS#73526595

Home Details for 18 Grayson Rd

Interior Features

Interior Details
Basement: Partially FinishedNumber of Rooms: 8Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 3Number of Bathrooms: 3Number of Bathrooms (full): 2Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 2992 Square Feet
Appliances & Utilities
Utilities: for Gas Range, for Electric Range, for Electric Dryer, Washer Hookup, Icemaker ConnectionAppliances: Gas Water Heater, Water Heater, Dishwasher, Disposal, Refrigerator, Range, Plumbed For Ice MakerDishwasherDisposalLaundry: Laundry Chute,Electric Dryer Hookup,Washer HookupRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central Air,DualHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: 220 Volts, Circuit Breakers
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Insulated DoorsFlooring: Wood, Tile
Levels, Entrance, & Accessibility
Floors: Wood, Tile

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck, Deck - Vinyl, Deck - CompositeExterior: Permeable Paving, Deck, Deck - Vinyl, Deck - Composite, Rain Gutters, Storage, Sprinkler System, GardenFoundation: Concrete PerimeterGardenSprinkler System
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 4Parking: Attached,Paved Drive,Off Street,Paved
Frontage
Waterfront: StreamRoad Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadNot on Waterfront
Water & Sewer
Sewer: Public Sewer
Finished Area
Finished Area (above surface): 2222Finished Area (below surface): 770

Property Information

Year Built
Year Built: 1931
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Not Included in Sale: Tv By FireplaceParcel Number: M:002 B:0046 L:0, 894594

Price & Status

Price
List Price: $1,699,000Price Per Sqft: $581/sqft
Status Change & Dates
Off Market Date: Fri Jun 12 2026

Active Status

MLS Status: Sold

Media

Location

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

Building

Building Area
Building Area: 2992 Square Feet

Community

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

HOA

No HOA

Lot Information

Lot Area: 6970 sqft

Offer

Contingencies: Financing

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73526595Above Grade Unfinished Area: 2222

Additional Information

Public TransportationTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHighway AccessHouse of WorshipPublic School

Price and Tax history

DateEventPrice
Jul 28, 2026
Source: MLS PIN #73526595
Sold
$1,738,000
Jun 12, 2026
Source: MLS PIN #73526595
Pending
$1,699,000
Jun 4, 2026
Source: MLS PIN #73526595
Contingent
$1,699,000
May 29, 2026
Source: MLS PIN #73526595
Listed For Sale
$1,699,000
Jul 11, 2012
Source: N/A
Sold
$840,000

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 Grayson Rd

  • What is 18 Grayson Rd estimated to be worth?
    Trulia's estimated value for 18 Grayson Rd in Winchester, MA is $1,655,900.
  • What is the price history for 18 Grayson Rd?
    18 Grayson Rd in Winchester, MA last sold for $1,738,000 in July 2026.
  • 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 Grayson Rd have air conditioning?
    Yes, 18 Grayson Rd in Winchester, MA has air conditioning.
  • Does 18 Grayson Rd have laundry facilities?
    Yes, 18 Grayson Rd in Winchester, MA has laundry facilities.

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