Off Market Aug 2021 for $1.3M

$1,705,310

•

3,007

sq ft

21 Grayson Rd, Winchester, MA 01890

About this home

Located in the quiet Winchester Highlands neighborhood, this updated 4 bedroom colonial is perfect for those looking for a move-in ready home! First floor features a spacious living room with hardwood floors and a fireplace. Gorgeous open concept kitchen with granite countertops, stainless steel appliances, and a bonus living area that includes access outside to the roomy backyard and patio. Highlights of the second floor include three bedrooms as well as a master suite with en-suite bathroom including double sinks and a walk-in closet. The fully finished basement is a great space for a family room or playroom and has a half bath. The electric and plumbing systems have been updated and there are dual zone heating system/central AC. Conveniently located near the Winchester Fells and town center. This property is close to plenty of outdoor activities including park, tennis courts, soccer/basketball fields, shopping, and restaurants. Make this Winchester home yours!

Single-familyProperty Type

1930Year Built

5,824 sq ftLot Size

$567Est. Price/Sq.Ft.

3 spacesParking

Listed by Andersen Group Realty • Keller Williams Realty Boston Northwest

Bought with Kim Covino • Compass

Redfin checked: 3 minutes ago

•Source:MLS PIN #72862122

Redfin Estimate

$1,705,310

$383K since sold in August 2021$31K since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 9.7% higher than the average sale price ($1.55M) of 6 comparable homes.

SOLD FEB 3, 2026
$1,350,000
A
4 beds3.5 baths4,093 sq ft
3 Frank St, Woburn, MA 01801
SOLD JUL 28, 2026
$1,738,000
B
3 beds2.5 baths2,992 sq ft
18 Grayson Rd, Winchester, MA 01890
SOLD JUL 6, 2026
$1,620,000
C
4 beds2.5 baths2,233 sq ft
10 Bonad Rd, Winchester, MA 01890
SOLD AUG 7, 2026
$1,660,000
D
4 beds3.5 baths2,768 sq ft
10 Farrow St, Winchester, MA 01890
SOLD MAY 7, 2026
$1,425,000
E
4 beds3 baths1,903 sq ft
15 Englewood Rd, Winchester, MA 01890
SOLD APR 2, 2026
$1,530,000
F
4 beds3.5 baths2,590 sq ft
259 Washington St, Winchester, MA 01890

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Earn from this home

Sell

$664,795

Est. take-home

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Rent

$5,294/mo

Redfin rental estimate

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Market trends in 01890, MA

Last updated July 2026

Buyer's Market

Seller's Market

Seller's market

Sale-to-List Price

101.1%

+0.0% MoM

Median sale price

$1.4M

$57K MoM

Avg. days on market

20d

0 days MoM

Recently sold homes

14 MoM

New listings for sale

OPEN TODAY, 5PM TO 6:30PM
$1,699,000
5 beds3.5 baths3,180 sq ft
30 Farrow St, Winchester, MA 01890
$1,098,000
3 beds1.5 baths1,657 sq ft
17 Russell Rd, Winchester, MA 01890
$1,999,000
4 beds2.5 baths3,757 sq ft
85 High St, Winchester, MA 01890
EARLY ACCESS
Unknown
3 beds3 baths5,127 sq ft
187 High St, Winchester, MA 01890
$949,999
4 beds2 baths2,326 sq ft
96 Loring Ave, Winchester, MA 01890
$3,199,000
5 beds4.5 baths5,406 sq ft
10 Rangeley Rd, Winchester, MA 01890
OPEN SAT, 12PM TO 1:30PM
$3,295,000
6 beds6.5 baths6,100 sq ft
2 Atherton Rd, Winchester, MA 01890
See all

Provided by Redfin

Redfin agents who toured

Solid Colonial in need of cosmetic updates. Walk to Fells, Leonard Field and Muraco School.
11 years ago• May not reflect the current state of the home
Carol Stevenson
Redfin Associate agent

Sale history for 21 Grayson Rd

Date

Event

Price

MLS PIN #72862122

Aug 26, 2021

Sold

$1,322,000

$440/sq ft

Jul 16, 2021

Contingent

—

Jul 8, 2021

Listed

$1,339,000

$445/sq ft

MLS PIN #71951146

Mar 11, 2016

Sold

$705,500

$235/sq ft

Jan 26, 2016

Pending

—

Jan 21, 2016

Listed

$699,000

$232/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$14,566 (+11.7%)

$691,800 + $621,600

$1,313,400

2023

$13,046 (+8.0%)

$601,500 + $577,900

$1,179,400

2022

$12,082 (+9.4%)

$496,300 + $469,500

$965,800

2021

$11,047 (+3.6%)

$451,100 + $409,900

$861,000

2020

$10,668 (+11.5%)

$451,100 + $409,900

$861,000

2019

$9,572 (+3.3%)

$380,500 + $409,900

$790,400

2018

$9,267 (+26.5%)

$362,400 + $397,800

$760,200

2017

$7,327 (+9.7%)

$329,300 + $267,400

$596,700

2016

$6,682 (+3.3%)

$313,500 + $258,600

$572,100

2015

$6,471 (+2.5%)

$285,000 + $248,000

$533,000

2014

$6,312 (+2.9%)

$259,400 + $239,200

$498,600

2013

$6,132 (+1.7%)

$248,100 + $232,100

$480,200

2012

$6,027 (+3.7%)

$248,100 + $232,100

$480,200

2011

$5,810 (+3.2%)

$248,100 + $232,100

$480,200

2010

$5,632 (+2.1%)

$257,200 + $232,100

$489,300

2009

$5,514

$257,200 + $232,100

$489,300

Tax history for 21 Grayson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$14,566 (+11.7%)

$691,800 + $621,600

$1,313,400

2023

$13,046 (+8.0%)

$601,500 + $577,900

$1,179,400

2022

$12,082 (+9.4%)

$496,300 + $469,500

$965,800

2021

$11,047 (+3.6%)

$451,100 + $409,900

$861,000

2020

$10,668 (+11.5%)

$451,100 + $409,900

$861,000

2019

$9,572 (+3.3%)

$380,500 + $409,900

$790,400

2018

$9,267 (+26.5%)

$362,400 + $397,800

$760,200

2017

$7,327 (+9.7%)

$329,300 + $267,400

$596,700

2016

$6,682 (+3.3%)

$313,500 + $258,600

$572,100

2015

$6,471 (+2.5%)

$285,000 + $248,000

$533,000

2014

$6,312 (+2.9%)

$259,400 + $239,200

$498,600

2013

$6,132 (+1.7%)

$248,100 + $232,100

$480,200

2012

$6,027 (+3.7%)

$248,100 + $232,100

$480,200

2011

$5,810 (+3.2%)

$248,100 + $232,100

$480,200

2010

$5,632 (+2.1%)

$257,200 + $232,100

$489,300

2009

$5,514

$257,200 + $232,100

$489,300

*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

3.5

Stories

Lot width

—

Lot depth

—

Lot size

5,824

Year renovated

2026

Sq. Ft.

3,007

Year built

1930

Style

Single Family Residential

County

Middlesex County

APN

2437599S

Parking Spaces

Basement

Yes

Accessible

HOA Dues

—

Garage

Features

Green

Last updated by owner on May 15, 2022.

Property details

Parking

Parking Information
Has Open Parking
Parking Spaces: 3
Parking Features: Paved Drive, Off Street, Paved

Interior

Master Bedroom Information
Level: Second
Features: Bathroom - Full,Closet,Flooring - Hardwood,Recessed Lighting

Bedroom #2 Information
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead

Bedroom #3 Information
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead

Bedroom #4 Information
Level: Second
Features: Closet,Flooring - Hardwood,Lighting - Overhead

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 2
Master Bathroom Features: Yes

Bathroom #1 Information
Level: First
Features: Bathroom - Half

Bathroom #2 Information
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower

Bathroom #3 Information
Level: Second
Features: Bathroom - Full,Bathroom - Double Vanity/Sink,Bathroom - Tiled With Tub & Shower

Living Room Information
Level: First
Features: Flooring - Hardwood,Window(s) - Bay/Bow/Box,Exterior Access

Dining Room Information
Level: First
Features: Closet,Flooring - Hardwood,Open Floorplan,Recessed Lighting

Kitchen Information
Level: First
Features: Flooring - Hardwood,Kitchen Island,Open Floorplan,Recessed Lighting,Stainless Steel Appliances,Gas Stove

Basement Information
Basement: Partial, Partially Finished

Laundry Information
Laundry Features: Washer Hookup

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

Interior Features
# of Rooms (Total): 8
Door Features: Storm Door(s)
Window Features: Insulated Windows
Flooring: Laminate, Hardwood, Stone / Slate, Flooring - Hardwood
Interior Features: Recessed Lighting, Lighting - Overhead, Bathroom - Half, Den, Bonus Room, Bathroom, Finish - Sheetrock

Exterior

Building Information
Building Area (Total): 3,007
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate

Exterior Features
Roof: Shingle
Patio And Porch Features: Patio
Exterior Features: Patio, Rain Gutters, Sprinkler System

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.13
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $11,047
Tax Year: 2021

Utilities

Utility Information
Utilities: for Gas Range, Washer Hookup
Sewer: Public Sewer
Water Source: Public
Electric: Circuit Breakers

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

Location

Location Information
Directions: Washington St to Grayson Rd
UnparsedAddress: 21 Grayson Rd, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, Public School, T-Station, Sidewalks

Public facts

Beds: 4
Baths: 3.5
Sq. Ft.: 3,007
Stories: 2.0
Parking Spaces: 3
Basement: Yes
Accessible: No
Lot Size: 5,824 square feet
Style: Single Family Residential
Year Built: 1930
Year Renovated: 2026
County: Middlesex County
APN: 2437599S
HOA Dues: —
Garage: No
Features: Green

Home facts updated by owner on May 15, 2022

Other

Miscellaneous Information
Heat Zones: 2

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

2/10 Fire Factor

0.00% chance of being in a wildfire in next 30 years

5/10 Heat Factor

7 hot days expected this year, 15 days in 30 years

Wind Factor

We're working on getting current and accurate wind risk information for this home.

Air Factor

We're working on getting current and accurate air risk information for this home.

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

$1.62M – $1.96M

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Home values near 21 Grayson Rd

Data from public records.

Address	Redfin Estimate
9 Grayson Road, Winchester, MA 3 Beds \| 1.5 Baths \| 2184 Sq. Ft.	$1,299,380
19 Grayson Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2401 Sq. Ft.	$1,609,988

Address	Redfin Estimate
11 Grayson Road, Winchester, MA 4 Beds \| 2 Baths \| 2400 Sq. Ft.	$1,490,379
23 Grayson Road, Winchester, MA 3 Beds \| 3 Baths \| 2000 Sq. Ft.	$1,379,012

Address	Redfin Estimate
17 Grayson Road, Winchester, MA 3 Beds \| 2.5 Baths \| 1945 Sq. Ft.	$1,321,152
25 Grayson Road, Winchester, MA 3 Beds \| 1 Baths \| 1268 Sq. Ft.	$1,101,732

Property information provided by MLS PIN when last listed in 2021. This data may not show owner updates. Learn more.

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