OFF MARKET

Off market sep 2025 for $1.9M

$2,263,378

•

3,825

sq ft

20 Grayson Rd, Winchester, MA 01890

About this home

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!

Single-familyProperty Type

2025Year Built

6,700 sq ftLot Size

$592Est. Price/Sq.Ft.

4 spacesParking

Listed by The Marrocco Group • Coldwell Banker Realty - Lexington

Bought with Domingo Medina • Coldwell Banker Realty - Lexington

Redfin checked: 2 minutes ago

•Source:MLS PIN #73408155

Redfin Estimate

$2,263,378

$318K since sold in September 2025$25K since September

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 55% higher than the average sale price ($1.46M) of 6 comparable homes.

SOLD JUL 24, 2026
$1,730,000
A
5 beds5 baths3,500 sq ft
307 Cross St, Winchester, MA 01890
SOLD MAY 29, 2026
$1,850,000
B
5 beds4 baths4,334 sq ft
237 Swanton St, Winchester, MA 01890
BOUGHT WITH REDFIN SEP 2, 2026
$1,350,000
C
4 beds2.5 baths2,392 sq ft
11 Williams Cir, Winchester, MA 01890
BOUGHT WITH REDFIN FEB 24, 2026
$1,299,000
D
4 beds3.5 baths3,000 sq ft
28 Arlington St, Woburn, MA 01801
SOLD AUG 7, 2026
$1,660,000
E
4 beds3.5 baths2,768 sq ft
10 Farrow St, Winchester, MA 01890
SOLD JUL 9, 2026
$870,000
F
6 beds3.5 baths3,268 sq ft
12 Highland Ave, Woburn, MA 01801

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Earn from this home

Sell

$622,205

Est. take-home

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Rent

$4,375/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated September 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

100.0%

0.0% MoM

Median sale price

$1.8M

$87K MoM

Avg. days on market

22d

1 days MoM

Recently sold homes

14 MoM

New listings for sale

COMING SOON
$1,985,000
4 beds3.5 baths4,241 sq ft
30 Surrey Rd, Winchester, MA 01890
EARLY ACCESS
$3,850,000
8 beds6 baths7,081 sq ft
15 Foxcroft Rd, Winchester, MA 01890
$1,399,000
5 beds1.5 baths2,071 sq ft
15 Lloyd St, Winchester, MA 01890
$1,299,000
3 beds2 baths2,350 sq ft
39 Forest St, Winchester, MA 01890
$2,199,000
6 beds4 baths4,947 sq ft
42 Everett Ave, Winchester, MA 01890
VIDEO TOUR
$2,049,000
5 beds3.5 baths4,063 sq ft
21 Amberwood Dr, Winchester, MA 01890
VIDEO TOUR
$2,399,000
4 beds3 baths3,550 sq ft
63 Wedgemere Ave, Winchester, MA 01890
$899,000
3 beds1 bath1,313 sq ft
39 Henry St, Winchester, MA 01890
$18,000,000
6 beds6.5 baths10,000 sq ft
15 Vinson Cir, Winchester, MA 01890
$3,299,000
7 beds7.5 baths7,226 sq ft
1 Plymouth Rd, Winchester, MA 01890
See all

Provided by Redfin

Sale history for 20 Grayson Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,860 (+2.9%)

$705,900 + $364,500

$1,070,400

2025

$11,526 (+10.3%)

$705,900 + $333,400

$1,039,300

2024

$10,449 (+3.4%)

$613,800 + $308,400

$922,200

2023

$10,110 (+1.7%)

$613,800 + $308,400

$922,200

2022

$9,943 (+3.5%)

$506,400 + $288,400

$794,800

2021

$9,606 (+3.6%)

$460,300 + $288,400

$748,700

2020

$9,276 (+13.2%)

$460,300 + $288,400

$748,700

2019

$8,194 (+3.4%)

$388,200 + $288,400

$676,600

2018

$7,927 (+7.5%)

$369,800 + $280,500

$650,300

2017

$7,374 (+9.5%)

$336,000 + $264,500

$600,500

2016

$6,732 (+3.1%)

$319,900 + $256,500

$576,400

2015

$6,529 (+2.4%)

$290,800 + $247,000

$537,800

2014

$6,379 (+2.8%)

$264,700 + $239,200

$503,900

2013

$6,206 (+7.1%)

$253,200 + $232,800

$486,000

2012

$5,796 (+3.7%)

$253,200 + $208,600

$461,800

2011

$5,588 (+3.1%)

$253,200 + $208,600

$461,800

2010

$5,421 (+2.1%)

$262,400 + $208,600

$471,000

2009

$5,308

$262,400 + $208,600

$471,000

Tax history for 20 Grayson Rd

Year

Property tax

Land + Additions

Assessment*

2026

$11,860 (+2.9%)

$705,900 + $364,500

$1,070,400

2025

$11,526 (+10.3%)

$705,900 + $333,400

$1,039,300

2024

$10,449 (+3.4%)

$613,800 + $308,400

$922,200

2023

$10,110 (+1.7%)

$613,800 + $308,400

$922,200

2022

$9,943 (+3.5%)

$506,400 + $288,400

$794,800

2021

$9,606 (+3.6%)

$460,300 + $288,400

$748,700

2020

$9,276 (+13.2%)

$460,300 + $288,400

$748,700

2019

$8,194 (+3.4%)

$388,200 + $288,400

$676,600

2018

$7,927 (+7.5%)

$369,800 + $280,500

$650,300

2017

$7,374 (+9.5%)

$336,000 + $264,500

$600,500

2016

$6,732 (+3.1%)

$319,900 + $256,500

$576,400

2015

$6,529 (+2.4%)

$290,800 + $247,000

$537,800

2014

$6,379 (+2.8%)

$264,700 + $239,200

$503,900

2013

$6,206 (+7.1%)

$253,200 + $232,800

$486,000

2012

$5,796 (+3.7%)

$253,200 + $208,600

$461,800

2011

$5,588 (+3.1%)

$253,200 + $208,600

$461,800

2010

$5,421 (+2.1%)

$262,400 + $208,600

$471,000

2009

$5,308

$262,400 + $208,600

$471,000

*Taxable value of land and structures on it ("additions") is determined regularly by local assessors and does not affect market price.

Public record

Beds

Baths

Stories

Lot width

—

Lot depth

—

Lot size

6,534 Sq. Ft.

Year renovated

—

Sq. Ft.

1,942

Year built

1935

Style

Single Family Residential

County

Middlesex County

APN

97535S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Sep 16, 2026.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 4
Parking Features: Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Area: 168
Length: 12
Width: 14
Level: Second
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood

Bedroom #2 Information
Area: 180
Length: 15
Width: 12
Level: Second
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 144
Length: 12
Width: 12
Level: Second
Features: Walk-In Closet(s),Flooring - Hardwood

Bedroom #4 Information
Area: 480
Length: 20
Width: 24
Level: Third
Features: Bathroom - Full,Walk-In Closet(s),Flooring - Hardwood,Closet - Double

Bedroom #5 Information
Area: 130
Length: 13
Width: 10
Level: Basement
Features: Closet,Closet - Double

Bathroom Information
# of Bathrooms (Full): 4
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Bathroom #1 Information
Area: 36
Length: 6
Width: 6
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Area: 63
Length: 9
Width: 7
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Flooring - Stone/Ceramic Tile

Bathroom #3 Information
Area: 72
Length: 9
Width: 8
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Living Room Information
Area: 204
Length: 17
Width: 12
Level: Main,First
Features: Flooring - Hardwood

Family Room Information
Area: 120
Length: 10
Width: 12
Level: Main,First
Features: Closet/Cabinets - Custom Built,Flooring - Hardwood,Open Floorplan

Dining Room Information
Area: 252
Length: 21
Width: 12
Level: Main,First
Features: Flooring - Hardwood,Open Floorplan

Kitchen Information
Area: 300
Length: 15
Width: 20
Level: Main,First
Features: Flooring - Hardwood,Pantry,Countertops - Stone/Granite/Solid,Kitchen Island,Open Floorplan,Stainless Steel Appliances,Pot Filler Faucet,Gas Stove

Basement Information
Basement: Full, Finished, Interior Entry, Sump Pump

Laundry Information
Laundry Dimen: 6X5
Laundry Features: In Basement, Electric Dryer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1
Fireplace Features: Family Room

Interior Features
# of Rooms (Total): 15
Door Features: Insulated Doors
Window Features: Insulated Windows
Flooring: Wood, Tile, Flooring - Stone/Ceramic Tile, Flooring - Hardwood
Interior Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall, Bathroom - With Tub, Closet, Closet/Cabinets - Custom Built, Wet Bar, Bathroom, Foyer, Mud Room, Bonus Room, Internet Available - Unknown

Exterior

Building Information
Building Area (Total): 3,825
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Builder
Year Built Details: Finished, Never Occupied
Color: White
Lead Paint: None

Exterior Features
Roof: Shingle
Patio And Porch Features: Porch, Deck
Exterior Features: Porch, Deck

Property Information
PropertySubType: Single Family Residence
Green Energy Efficient : Thermostat

Lot Information
Lot Size (Acres): 0.15
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $11,526
Tax Year: 2025

Utilities

Utility Information
Utilities: for Electric Dryer
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers, 200+ Amp Service

Heating & Cooling
Has Heating
Has Cooling
Heating: Forced Air, Natural Gas
Cooling: Central Air

Location

Location Information
Directions: Highland or Washington to Grayson
UnparsedAddress: 20 Grayson Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Walk/Jog Trails, Bike Path, Conservation Area, Highway Access, House of Worship, Public School, T-Station, Sidewalks

Public facts

Beds: 3
Baths: 2.0
Sq. Ft.: 1,942
Stories: 2.0
Lot Size: 6,534 square feet
Style: Single Family Residential
Year Built: 1935
Year Renovated: —
County: Middlesex County
APN: 97535S

Home facts updated by county records on Sep 16, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools

Muraco Elementary School

Public K-5 • Assigned • 0.3mi

9/10

McCall Middle School

Public 6-8 • Assigned • 1.1mi

9/10

Winchester High School

Public 9-12 • Assigned • 0.7mi

10/10

Provided by GreatSchools

Lifestyle

Provided by Walk Score and Local Logic

Climate risks

1/10 Flood Factor

Minimal risk of a flood reaching the building in the next 30 years

3/10 Fire Factor

0.15% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 days above 96° expected this year, 15 days in 30 years

6/10 Wind Factor

60% chance of strong winds in next 30 years

3/10 Air Factor

2 unhealthy days expected this year, 3 days in 30 years

Provided by First Street

Historical weather

Winchester, MA • 01890

Average low and high temperatures (°F)

Jan

Feb

Mar

Apr

May

Jun

Jul

Aug

Sep

Oct

Nov

Dec

Sun exposure

In this area, properties receive around 9.2 hours in June and 4.4 hours in December, placing it below the U.S. average for solar exposure.

9.2 hrs

4.4 hrs

JuneDecember

Provided by Shadowmap

Estimated sale price

$2.15M – $2.60M

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Home values near 20 Grayson Rd

Data from public records.

Address	Redfin Estimate
11 Grayson Rd, Winchester, MA 4 Beds \| 2 Baths \| 2400 Sq. Ft.	$1,463,314
21 Grayson Rd, Winchester, MA 4 Beds \| 3.5 Baths \| 3007 Sq. Ft.	$1,709,415

Address	Redfin Estimate
17 Grayson Rd, Winchester, MA 3 Beds \| 2.5 Baths \| 1945 Sq. Ft.	$1,309,733
23 Grayson Rd, Winchester, MA 3 Beds \| 3 Baths \| 2000 Sq. Ft.	$1,330,505

Address	Redfin Estimate
19 Grayson Rd, Winchester, MA 3 Beds \| 2.5 Baths \| 2401 Sq. Ft.	$1,589,858
25 Grayson Rd, Winchester, MA 3 Beds \| 1 Baths \| 1268 Sq. Ft.	$1,110,475

Property information provided by MLS PIN when last listed in 2025. This data may not match . Learn more.

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