18 Grayson Rd, Winchester, MA 01890
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Property image
PENDING

18 Grayson Rd
Winchester, MA 01890

  • 3 Beds
  • 2.5 Baths
  • 2,992 sqft

$1,699,000

Est. Mortgage $10,150/mo*
Get Pre-Qualified

$1,699,000

Est. Mortgage $10,150/mo*
Get Pre-Qualified
3 Beds
2.5 Baths
2,992 sqft

Local Information

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

Description

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

Home Highlights

Parking
1 Car Garage
Outdoor
Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$568
Listed
41 days ago

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

Days on Market

Days on Market: 41

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: $568
Status Change & Dates
Off Market Date: Fri Jun 12 2026

Active Status

MLS Status: Under Agreement

Location

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

Agent Information

Listing Agent
Listing ID: 73526595

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
Last check for updates: about 5 hours ago
Listing courtesy of Andersen Group Realty, (781) 729-2329
Keller Williams Realty Boston Northwest, (781) 862-2800
Source: MLS PIN, MLS#73526595
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 18 Grayson Rd

DatePriceEventSource
06/12/2026$1,699,000PendingMLS PIN #73526595
06/04/2026$1,699,000ContingentMLS PIN #73526595
05/29/2026$1,699,000Listed For SaleMLS PIN #73526595
07/11/2012$840,000Sold
N/A
12/01/2011$450,000Sold
N/A
10/21/2011$449,000Listed For SaleAgent Provided
08/25/2000$385,000Sold
N/A
09/18/1992$201,400Sold
N/A

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Property Tax and Assessment

Year2025
Tax$15,119
Assessment$1,363,300
Home facts updated by county records

Comparable Sales for 18 Grayson Rd

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
518 Washington St, Winchester, MA
0.15
Single-Family Home
$1,160,000
08/14/25
4
2.5
2,302
40 Englewood Rd, Winchester, MA
0.11
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
8 Garfield Ave, Winchester, MA
0.26
Single-Family Home
$1,062,350
08/22/25
3
2
1,536
41 Englewood Rd, Winchester, MA
0.13
Single-Family Home
$1,038,500
12/01/25
3
1.5
1,683
15 Englewood Rd, Winchester, MA
0.11
Single-Family Home
$1,425,000
05/07/26
4
3
1,903
320 Washington St, Winchester, MA
0.36
Single-Family Home
$1,015,000
03/20/26
3
1.5
1,749
20 Grayson Rd, Winchester, MA
0.01
Single-Family Home
$1,945,000
09/16/25
5
4.5
3,825
49 Lincoln St, Winchester, MA
0.35
Single-Family Home
$1,300,000
07/30/25
3
2
2,238

Nearby homes

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Assigned Schools

These are the assigned schools for 18 Grayson Rd.
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

Andersen Group Realty, Keller Williams Realty Boston Northwest, (781) 862-2800
Agent Phone: (781) 729-2329
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.
18 Grayson Rd, Winchester, MA 01890 is a 3 bedroom, 3 bathroom, 2,992 sqft single-family home built in 1931. This property is currently available for sale and was listed by MLS PIN on May 29, 2026. The MLS # for this home is MLS# 73526595.