Off Market Dec 2003 for $613K

$1,486,525

Est. refi paymentEst. refi $3,843/mo

•

1,919

sq ft

29 Grayson Rd, Winchester, MA 01890

About this home

Single-familyProperty Type

1929Year Built

6,534 sq ftLot Size

$775Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Nancy O'Herron • Coldwell Banker Residential Brokerage - Winchester

Bought with Dorothea Feffer • Coldwell Banker Residential Brokerage - Winchester

Redfin checked: 3 minutes ago

•Source:MLS PIN #30784447

Redfin Estimate

$1,486,525

$873K since sold in December 2003$2,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 3.8% higher than the average sale price ($1.43M) of 6 comparable homes.

SOLD JUL 28, 2026
$1,738,000
A
3 beds2.5 baths2,992 sq ft
18 Grayson Rd, Winchester, MA 01890
SOLD JUL 6, 2026
$1,620,000
B
4 beds2.5 baths2,233 sq ft
10 Bonad Rd, Winchester, MA 01890
SOLD JUL 16, 2026
$1,280,000
C
3 beds2 baths2,192 sq ft
2 Eaton Ct, Winchester, MA 01890
SOLD MAY 20, 2026
$1,218,000
D
4 beds2 baths1,841 sq ft
40 Englewood Rd, Winchester, MA 01890
SOLD MAY 7, 2026
$1,425,000
E
4 beds3 baths1,903 sq ft
15 Englewood Rd, Winchester, MA 01890
SOLD JUN 30, 2026
$1,310,000
F
3 beds1.5 baths2,030 sq ft
12 Hancock St, Winchester, MA 01890

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Sell

$1,233,853

Est. take-home

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Est. cash available

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Rent

$4,399/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
OPEN SUN, 12PM TO 1:30PM
$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
See all

Provided by Redfin

Sale history for 29 Grayson Rd

Date

Event

Price

Public Records

Dec 30, 2003

Sold

$613,500

$320/sq ft

MLS PIN #30784447

Dec 30, 2003

Sold

$613,650

$320/sq ft

Nov 16, 2003

Listing Removed

—

Oct 28, 2003

Listed

$619,900

$323/sq ft

MLS PIN #30522398

Oct 31, 2001

Sold

$567,500

$296/sq ft

Oct 15, 2001

Listing Removed

—

Jul 10, 2001

Listed

$570,000

$297/sq ft

MLS PIN #30445886

Dec 8, 2000

Sold

$530,000

$276/sq ft

Nov 11, 2000

Listing Removed

—

Sep 14, 2000

Listed

$519,000

$270/sq ft

MLS PIN #30417304

Jun 30, 2000

Sold

$315,500

$164/sq ft

Jun 11, 2000

Listing Removed

—

Jun 4, 2000

Listed

$279,000

$145/sq ft

Year

Property tax

Land + Additions

Assessment*

2025

$14,732 (+12.3%)

$703,600 + $624,800

$1,328,400

2023

$13,122 (+1.1%)

$611,800 + $581,300

$1,193,100

2022

$12,983 (+2.0%)

$504,700 + $533,100

$1,037,800

2021

$12,726 (+3.5%)

$458,800 + $533,100

$991,900

2020

$12,290 (+10.3%)

$458,800 + $533,100

$991,900

2019

$11,142 (+3.0%)

$387,000 + $533,100

$920,100

2018

$10,820 (+9.0%)

$368,600 + $519,000

$887,600

2017

$9,930 (+9.2%)

$335,000 + $473,600

$808,600

2016

$9,096 (+2.2%)

$318,900 + $459,900

$778,800

2015

$8,903 (+1.5%)

$289,800 + $443,600

$733,400

2014

$8,771 (+2.5%)

$263,800 + $429,000

$692,800

2013

$8,561 (+3.3%)

$252,400 + $418,000

$670,400

2012

$8,286 (+3.7%)

$252,400 + $407,800

$660,200

2011

$7,988 (+7.4%)

$252,400 + $407,800

$660,200

2010

$7,438 (+2.1%)

$261,500 + $384,700

$646,200

2009

$7,283

$261,500 + $384,700

$646,200

Tax history for 29 Grayson Rd

Year

Property tax

Land + Additions

Assessment*

2025

$14,732 (+12.3%)

$703,600 + $624,800

$1,328,400

2023

$13,122 (+1.1%)

$611,800 + $581,300

$1,193,100

2022

$12,983 (+2.0%)

$504,700 + $533,100

$1,037,800

2021

$12,726 (+3.5%)

$458,800 + $533,100

$991,900

2020

$12,290 (+10.3%)

$458,800 + $533,100

$991,900

2019

$11,142 (+3.0%)

$387,000 + $533,100

$920,100

2018

$10,820 (+9.0%)

$368,600 + $519,000

$887,600

2017

$9,930 (+9.2%)

$335,000 + $473,600

$808,600

2016

$9,096 (+2.2%)

$318,900 + $459,900

$778,800

2015

$8,903 (+1.5%)

$289,800 + $443,600

$733,400

2014

$8,771 (+2.5%)

$263,800 + $429,000

$692,800

2013

$8,561 (+3.3%)

$252,400 + $418,000

$670,400

2012

$8,286 (+3.7%)

$252,400 + $407,800

$660,200

2011

$7,988 (+7.4%)

$252,400 + $407,800

$660,200

2010

$7,438 (+2.1%)

$261,500 + $384,700

$646,200

2009

$7,283

$261,500 + $384,700

$646,200

*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

2.5

Stories

Lot width

—

Lot depth

—

Lot size

6,534 Sq. Ft.

Year renovated

—

Sq. Ft.

2,081

Year built

1929

Style

Single Family Residential

County

Middlesex County

APN

3328663S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 30, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 4
AttachedGarageYN: Yes
Parking Features: Under, Paved Drive, Off Street

Interior

Master Bedroom Information
Area: 204
Length: 17
Width: 12
Level: Second

Bedroom #2 Information
Area: 140
Length: 14
Width: 10
Level: Second

Bedroom #3 Information
Area: 126
Length: 14
Width: 9
Level: Second

Bathroom Information
# of Bathrooms (Full): 2
# of Bathrooms (Half): 1
Master Bathroom Features: Yes

Living Room Information
Area: 266
Length: 19
Width: 14
Level: First

Family Room Information
Area: 520
Length: 26
Width: 20
Level: Basement

Dining Room Information
Area: 130
Length: 13
Width: 10
Level: First

Kitchen Information
Area: 180
Length: 15
Width: 12
Level: First

Basement Information
Basement: Full, Finished

Laundry Information
Laundry Features: Gas Dryer Hookup, Washer Hookup

Fireplace Information
Has Fireplace
# of Fireplaces (Total): 1

Interior Features
# of Rooms (Total): 8
Window Features: Insulated Windows
Flooring: Wood, Tile
Interior Features: Den

Exterior

Building Information
Building Area (Total): 1,919
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Owner
Year Built Details: Approximate
Color: CREAM

Exterior Features
Fencing: Fenced
Roof: Shingle
Patio And Porch Features: Deck
Exterior Features: Deck, Rain Gutters, Fenced Yard

Property Information
PropertySubType: Single Family Residence

Lot Information
Lot Size (Acres): 0.15
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $5,259
Tax Year: 2003

Utilities

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

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

Location

Location Information
UnparsedAddress: 29 Grayson Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Sidewalks

Public facts

Beds: 3
Baths: 2.5
Sq. Ft.: 2,081
Stories: 2.0
Lot Size: 6,534 square feet
Style: Single Family Residential
Year Built: 1929
Year Renovated: —
County: Middlesex County
APN: 3328663S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 2

Listing Information
Exclusions: Dr Chandelier/Washer/Dryer/Refrigerator
StandardStatus: Closed

Around this home

Schools

Muraco Elementary School

Public K-5 • Assigned • 0.4mi

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

58% 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

$1.41M – $1.71M

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Home values near 29 Grayson Rd

Data from public records.

Address	Redfin Estimate
19 Grayson Road, Winchester, MA 3 Beds \| 2.5 Baths \| 2401 Sq. Ft.	$1,609,988
25 Grayson Road, Winchester, MA 3 Beds \| 1 Baths \| 1268 Sq. Ft.	$1,101,732

Address	Redfin Estimate
21 Grayson Road, Winchester, MA 4 Beds \| 3.5 Baths \| 3007 Sq. Ft.	$1,705,310
27 Grayson Road, Winchester, MA 3 Beds \| 1.5 Baths \| 2089 Sq. Ft.	$1,204,682

Address	Redfin Estimate
23 Grayson Road, Winchester, MA 3 Beds \| 3 Baths \| 2000 Sq. Ft.	$1,379,012
33 Grayson Road, Winchester, MA 3 Beds \| 1.5 Baths \| 1639 Sq. Ft.	$1,224,154

Property information provided by MLS PIN when last listed in 2003. This data may not match . Learn more.

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