32 Grayson Rd, Winchester, MA 01890
Property image
Property image
OFF MARKET

32 Grayson Rd
Winchester, MA 01890

  • 3 Beds
  • 1.5 Baths
  • 1,996 sqft

$1,571,600

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $9,312/mo*
Refinance Your Home

$1,571,600

Trulia Estimate
as of Aug 24, 2026
Est. Refi. Payment $9,312/mo*
Refinance Your Home
3 Beds
1.5 Baths
1,996 sqft

Home Value

Trulia Estimate
$1.57M
Since last month
Decreased$19K (-1.2%)
Since last year
Increased$37K (+2.4%)
Since last sale
Increased$99K (+6.7%)
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
August 2026$1.57M
July 2026$1.59M
June 2026$1.59M
May 2026$1.6M
April 2026$1.59M
March 2026$1.58M
February 2026$1.53M
January 2026$1.51M
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
1 Orient St, Winchester, MA
0.21
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
40 Englewood Rd, Winchester, MA
0.07
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
18 Grayson Rd, Winchester, MA
0.06
Single-Family Home
$1,738,000
07/28/26
3
2.5
2,992
10 Bonad Rd, Winchester, MA
0.08
Single-Family Home
$1,620,000
07/06/26
4
2.5
2,233
41 Englewood Rd, Winchester, MA
0.10
Single-Family Home
$1,038,500
12/01/25
3
1.5
1,683
147 Highland Ave, Winchester, MA
0.31
Single-Family Home
$1,200,000
09/25/25
3
2
1,884
15 Englewood Rd, Winchester, MA
0.13
Single-Family Home
$1,425,000
05/07/26
4
3
1,903
102 Hillcrest Pkwy, Winchester, MA
0.31
Single-Family Home
$1,425,000
12/01/25
4
2
1,755
571 Washington St, Winchester, MA
0.29
Single-Family Home
$900,000
01/05/26
3
1
1,425
320 Washington St, Winchester, MA
0.38
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
29 Kenwin Rd, Winchester, MA 01890
0.04
$1,612,800
4
2
2,132
Off Market
20 Grayson Rd, Winchester, MA 01890
0.04
$1,979,000
5
4.5
3,825
Off Market
18 Grayson Rd, Winchester, MA 01890
0.06
$1,738,000
3
2.5
2,992
Recently Sold
19 Kenwin Rd, Winchester, MA 01890
0.06
$1,464,600
3
2
1,875
Off Market
14 Bonad Rd, Winchester, MA 01890
0.06
$1,744,800
3
2.5
2,516
Off Market
40 Englewood Rd, Winchester, MA 01890
0.07
$1,218,000
4
2
1,841
Recently Sold
10 Bonad Rd, Winchester, MA 01890
0.08
$1,620,000
4
2.5
2,233
Recently Sold
41 Englewood Rd, Winchester, MA 01890
0.10
$1,038,500
3
1.5
1,683
Recently Sold
18 Englewood Rd, Winchester, MA 01890
0.10
$1,757,200
5
2.5
2,597
Off Market
7 Appalachian Rd, Winchester, MA 01890
0.12
$2,150,000
4
4.5
3,263
Recently Sold
25 Englewood Rd, Winchester, MA 01890
0.11
$1,789,700
4
4
3,061
Off Market

Local Information

  • Map ViewExplore the area around 32 Grayson Rd.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Property Type
Single-Family Home
Year Built
1929
Living Area
1,996 sqft
Price/Sqft
$787
Parking
1 Car Garage

About this House

Welcome home to 32 Grayson Road! This charming colonial is move-in ready, boasting numerous updates throughout. Enjoy a remodeled kitchen, windows, lighting, & refinished floors, along with updated bathrooms. Situated close to the Middlesex Fells & Muraco Elementary School, this home offers both convenience & comfort. Step into an inviting kitchen featuring a large island, vaulted ceiling, great windows, & access to the exterior deck/yard. Cozy living room w/ fireplace, dining room, & family room, providing ample space for relaxation & entertainment. Upper level, discover a lovely full bath, a spacious primary w/ two closets, & two additional bedrooms. The lower level has been partially finished to offer more living space.1-car garage, paved driveway, w/ extra parking spot by the side entry. The fenced-in yard w/ two tiers offers a delightful view! Conveniently located near the bustling downtown Winchester, and is only 9 miles from Boston, making commuting a breeze! A must see!
32 Grayson Rd, Winchester, MA 01890 is a 3 bedroom, 2 bathroom, 1,996 sqft single-family home built in 1929. It last sold for $1,470,000 on Apr 19, 2024 (5% above the $1,399,000 asking price). It is currently off market. The Trulia Estimate is $1,571,600, with a rent estimate of $4,526/month.
Last check for updates: about 22 hours ago
Listed by The Marrocco Group, (781) 799-0666
Coldwell Banker Realty - Lexington, (781) 862-2600
Bought with: Senyu Zhang, (781) 290-9721, JW Real Estate Services, LLC, (508) 615-1207
Source: MLS PIN, MLS#73203753

Home Details for 32 Grayson Rd

Interior Features

Interior Details
Basement: Full,Partially Finished,Interior Entry,Bulkhead,ConcreteNumber of Rooms: 9Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bathroom 1, Bathroom 2, Dining 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: 1996 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Dryer, Washer HookupAppliances: Electric Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: In Basement,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,OilHas CoolingAir Conditioning: Window Unit(s)Has HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Windows, Doors, Floors & Walls
Window: Insulated Windows, ScreensDoor: French DoorsFlooring: Wood, Tile, Flooring - Hardwood, Concrete
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Flooring Hardwood, Concrete

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Deck - CompositeFencing: FencedExterior: Deck - Composite, Rain Gutters, Professional Landscaping, Sprinkler System, Screens, Fenced YardFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 2No CarportHas a GarageHas an Attached GarageHas Open ParkingParking Spaces: 3Parking: Attached,Under,Garage Door Opener,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

Property Information

Year Built
Year Built: 1929
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:002 B:0051 L:0, 894599

Price & Status

Price
List Price: $1,399,000
Status Change & Dates
Off Market Date: Thu Mar 14 2024

Active Status

MLS Status: Sold

Location

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

Building

Building Area
Building Area: 1996 Square Feet

Community

Community Features: Public Transportation, Shopping, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, House of Worship, T-StationNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 7832 sqft

Offer

Contingencies: Financing

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73203753

Additional Information

Public TransportationShoppingWalk/Jog TrailsBike PathConservation AreaHighway AccessHouse of WorshipT-Station

Price and Tax history

DateEventPrice
Apr 19, 2024
Source: MLS PIN #73203753
Sold
$1,470,000
Mar 2, 2024
Source: MLS PIN #73203753
Contingent
$1,399,000
Feb 20, 2024
Source: MLS PIN #73203753
Listed For Sale
$1,399,000
Aug 31, 2022
Source: MLS PIN #73006720
Sold
$1,320,000
Jul 13, 2022
Source: MLS PIN #73006720
Contingent
$1,250,000

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 32 Grayson Rd

  • What is 32 Grayson Rd estimated to be worth?
    Trulia's estimated value for 32 Grayson Rd in Winchester, MA is $1,571,600.
  • What is the price history for 32 Grayson Rd?
    32 Grayson Rd in Winchester, MA last sold for $1,470,000 in April 2024.
  • 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 32 Grayson Rd have air conditioning?
    Yes, 32 Grayson Rd in Winchester, MA has air conditioning.
  • Does 32 Grayson Rd have laundry facilities?
    Yes, 32 Grayson Rd in Winchester, MA has in-unit laundry.

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