20 Grayson Rd, Winchester, MA 01890
SOLD
SEP 16, 2025

20 Grayson Rd
Winchester, MA 01890

  • 5 Beds
  • 4.5 Baths
  • 3,825 sqft

$1,945,000

Last Sold: Sep 16, 2025
2% over list $1.9M
$509/sqft
Est. Refi. Payment $11,232/mo*
Refinance Your Home

$1,945,000

Last Sold: Sep 16, 2025
2% over list $1.9M
$509/sqft
Est. Refi. Payment $11,232/mo*
Refinance Your Home
5 Beds
4.5 Baths
3,825 sqft

Local Information

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

Description

Another Tree Top Group masterpiece—where natural light, luxury finishes, & thoughtful design come together in perfect harmony. This 5-bed, 4.5-bath new construction home boasts 9+ ft ceilings, exceptional light fixtures, and a stunning waterfall center island that anchors the designer kitchen w/ custom cabinetry that extends to the ceiling. Custom built-ins & storage throughout. A sleek linear fireplace adds warmth to the open-concept family room. With two primary suites to choose from, flexibility meets luxury. The third-floor primary feels like a private hotel retreat w/ a sitting area, dual walk-in closets, & a spa-inspired bath. The second-floor primary offers a spacious en-suite & walk-in closet. Finished lower level includes a fifth bedroom, full bath, wet bar, & bonus living space. Additional highlights: mudroom, EV-charger ready setup, & a rear deck with a spacious backyard. Located minutes from Winchester Center, commuter rail and top-rated schools—this is a rare opportunity!
This property is off market, which means it's not currently listed for sale or rent on Trulia. This may be different from what's available on other websites or public sources. This description is from September 21, 2025

Home Highlights

Parking
4 Open Spaces
Outdoor
Porch, Deck
A/C
Heating & Cooling
HOA
None
Price/Sqft
$509/sqft
Listed
146 days ago

Home Details for 20 Grayson Rd

Interior Features

Interior Details
Basement: Full,Finished,Interior Entry,Sump PumpNumber of Rooms: 15Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 5Number of Bathrooms: 5Number of Bathrooms (full): 4Number of Bathrooms (half): 1
Dimensions and Layout
Living Area: 3825 Square Feet
Appliances & Utilities
Utilities: for Electric DryerAppliances: Gas Water Heater, Tankless Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Wine CoolerDishwasherDisposalLaundry: In Basement,Electric Dryer HookupMicrowaveRefrigerator
Heating & Cooling
Heating: Forced Air,Natural GasHas CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Family RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers, 200+ Amp Service
Windows, Doors, Floors & Walls
Window: Insulated WindowsDoor: Insulated DoorsFlooring: Wood, Tile, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Levels, Entrance, & Accessibility
Floors: Wood, Tile, Flooring Stone Ceramic Tile, Flooring Hardwood

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Porch, DeckExterior: Porch, DeckFoundation: 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): 3104Finished Area (below surface): 721

Property Information

Year Built
Year Built: 2025
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:0047 L:0, 894595

Price & Status

Price
List Price: $1,899,000Price Per Sqft: $509/sqft
Status Change & Dates
Off Market Date: Tue Aug 12 2025

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: 3825 Square Feet

Community

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

HOA

No HOA

Lot Information

Lot Area: 6700 sqft

Offer

Contingencies: Pending P&S

Energy

Energy Efficiency Features: Thermostat

Miscellaneous

BasementMls Number: 73408155Above Grade Unfinished Area: 3104

Additional Information

Public TransportationWalk/Jog TrailsBike PathConservation AreaHighway AccessHouse of WorshipPublic SchoolT-StationSidewalks
Last check for updates: about 3 hours ago
Listed by The Marrocco Group, (781) 799-0666
Coldwell Banker Realty - Lexington, (781) 862-2600
Bought with: Domingo Medina, (617) 610-0050, Coldwell Banker Realty - Lexington, (781) 862-2600
Source: MLS PIN, MLS#73408155

Price History for 20 Grayson Rd

DatePriceEventSource
09/16/2025$1,945,000Sold
MLS PIN #73408155
07/30/2025$1,899,000ContingentMLS PIN #73408155
07/23/2025$1,899,000Listed For SaleMLS PIN #73408155
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Property Tax and Assessment

Year2025
Tax$11,526
Assessment$1,039,300
Home facts updated by county records

Comparable Sales for 20 Grayson Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
18 Englewood Rd, Winchester, MA
0.08
Single-Family Home
$1,750,000
06/17/25
5
2.5
2,597
7 Appalachian Rd, Winchester, MA
0.17
Single-Family Home
$2,150,000
02/02/26
4
4.5
3,263
15 Englewood Rd, Winchester, MA
0.11
Single-Family Home
$1,425,000
05/07/26
4
3
1,903
518 Washington St, Winchester, MA
0.16
Single-Family Home
$1,160,000
08/14/25
4
2.5
2,302
6 Abby Rd, Winchester, MA
0.33
Single-Family Home
$2,895,000
10/30/25
5
4.5
5,716
2 Abby Rd, Winchester, MA
0.32
Single-Family Home
$2,575,000
05/14/26
4
4.5
5,614
40 Englewood Rd, Winchester, MA
0.10
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
14 Grant Rd, Winchester, MA
0.55
Single-Family Home
$2,250,000
12/11/25
6
4.5
4,200
155 Highland Ave, Winchester, MA
0.35
Single-Family Home
$1,510,000
09/02/25
5
2.5
1,965

Nearby homes

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Assigned Schools

These are the assigned schools for 20 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
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  • 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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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.

Homes for rent near 20 Grayson Rd

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20 Grayson Rd, Winchester, MA 01890 is a 5 bedroom, 5 bathroom, 3,825 sqft single-family home built in 2025. This property is not currently available for sale. 20 Grayson Rd was last sold on Sep 16, 2025 for $1,945,000 (2% higher than the asking price of $1,899,000). The current Trulia Estimate for 20 Grayson Rd is $1,951,700.