OFF MARKET

Off Market May 2024 for $1.4M

$1,491,450

•

2,132

sq ft

29 Kenwin Rd, Winchester, MA 01890

About this home

Charming 1930's Cape with arched doorways, built-ins, period details and several recent updates. Located in the desirable "Highlands" section of Winchester and within walking distance of the Muraco Elementary School, Leonard Field, the Fells Reservation and Winchester Hospital . Enjoy spacious rooms with several improvements including a striking remodeled eat in kitchen with white cabinets, granite countertops, and stainless steel appliances. Featuring gleaming hardwood floors and a three season porch on the first floor as well as a formal dining room, renovated bath, and 2 bedrooms. Flexible 2nd floor offers 2 large bedrooms and a remodeled bath. Enjoy outdoor fun in the private backyard with a newer patio, privacy fence, and room for future expansion. All of this and more in a convenient commuter location. It's time to make this welcoming home your own!

Single-familyProperty Type

1930Year Built

0.36 acresLot Size

$700Est. Price/Sq.Ft.

1 garage spacesParking

Listed by Judith Moore • Barrett Sotheby's International Realty

Bought with Brad Hartz • Compass

Redfin checked: a minute ago

•Source:MLS PIN #73228043

Redfin Estimate

$1,491,450

$41K since sold in May 2024$1,000 since July

Recently sold homes
Estimate history
Homes for sale

This home's estimate is 15.8% higher than the average sale price ($1.29M) of 6 comparable homes.

SOLD MAY 29, 2026
$1,250,000
A
4 beds2 baths2,046 sq ft
87 Wendell St, 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 DEC 1, 2025
$1,425,000
C
4 beds2 baths1,755 sq ft
102 Hillcrest Pkwy, Winchester, MA 01890
SOLD JUN 1, 2026
$825,000
D
4 beds2 baths2,052 sq ft
3 Golden Ter, Woburn, MA 01801
SOLD MAY 28, 2026
$1,330,000
E
3 beds1.5 baths2,222 sq ft
1 Orient St, Winchester, MA 01890
SOLD JUL 16, 2026
$1,280,000
F
3 beds2 baths2,192 sq ft
2 Eaton Ct, Winchester, MA 01890

Claim this home to receive a free report every month with insights on the changing estimate.

Earn from this home

Sell

$302,534

Est. take-home

List your home with Redfin and save $7,457

Rent

$4,585/mo

Redfin rental estimate

List your home for rent

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 THU, 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

Sale history for 29 Kenwin Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,990 (+7.5%)

$849,500 + $412,000

$1,261,500

2024

$13,013 (+4.4%)

$738,700 + $409,800

$1,148,500

2023

$12,461 (−0.5%)

$738,700 + $409,800

$1,148,500

2022

$12,518 (+3.2%)

$609,400 + $391,200

$1,000,600

2021

$12,127 (+3.6%)

$554,000 + $391,200

$945,200

2020

$11,711 (+12.7%)

$554,000 + $391,200

$945,200

2019

$10,395 (+3.4%)

$467,200 + $391,200

$858,400

2018

$10,051 (+7.6%)

$445,000 + $379,500

$824,500

2017

$9,338 (+9.6%)

$404,400 + $356,000

$760,400

2016

$8,518 (+3.2%)

$385,000 + $344,300

$729,300

2015

$8,256 (+2.0%)

$349,900 + $330,200

$680,100

2014

$8,094 (+4.4%)

$318,500 + $320,800

$639,300

2013

$7,751 (+1.7%)

$304,700 + $302,300

$607,000

2012

$7,618 (+12.5%)

$304,700 + $302,300

$607,000

2011

$6,770 (+2.3%)

$304,700 + $254,800

$559,500

2010

$6,615 (+2.1%)

$315,800 + $258,900

$574,700

2009

$6,477

$315,800 + $258,900

$574,700

Tax history for 29 Kenwin Rd

Year

Property tax

Land + Additions

Assessment*

2025

$13,990 (+7.5%)

$849,500 + $412,000

$1,261,500

2024

$13,013 (+4.4%)

$738,700 + $409,800

$1,148,500

2023

$12,461 (−0.5%)

$738,700 + $409,800

$1,148,500

2022

$12,518 (+3.2%)

$609,400 + $391,200

$1,000,600

2021

$12,127 (+3.6%)

$554,000 + $391,200

$945,200

2020

$11,711 (+12.7%)

$554,000 + $391,200

$945,200

2019

$10,395 (+3.4%)

$467,200 + $391,200

$858,400

2018

$10,051 (+7.6%)

$445,000 + $379,500

$824,500

2017

$9,338 (+9.6%)

$404,400 + $356,000

$760,400

2016

$8,518 (+3.2%)

$385,000 + $344,300

$729,300

2015

$8,256 (+2.0%)

$349,900 + $330,200

$680,100

2014

$8,094 (+4.4%)

$318,500 + $320,800

$639,300

2013

$7,751 (+1.7%)

$304,700 + $302,300

$607,000

2012

$7,618 (+12.5%)

$304,700 + $302,300

$607,000

2011

$6,770 (+2.3%)

$304,700 + $254,800

$559,500

2010

$6,615 (+2.1%)

$315,800 + $258,900

$574,700

2009

$6,477

$315,800 + $258,900

$574,700

*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

0.36 Acres

Year renovated

—

Sq. Ft.

2,132

Year built

1930

Style

Single Family Residential

County

Middlesex County

APN

3829770S

Parking Spaces

—

Basement

—

Accessible

—

HOA Dues

—

Garage

—

Features

—

Last updated by owner on Jul 29, 2026.

Property details

Parking

Parking Information
Has Garage
Has Open Parking
# of Garage Spaces: 1
# of Covered Spaces: 1
Parking Spaces: 3
Parking Features: Detached, Garage Door Opener, Paved Drive

Interior

Bedroom Information
Main Level Bedrooms: 2

Master Bedroom Information
Area: 208
Length: 16
Width: 13
Level: Main,First
Features: Closet,Flooring - Hardwood

Bedroom #2 Information
Area: 168
Length: 12
Width: 14
Level: Main,First
Features: Closet,Flooring - Hardwood

Bedroom #3 Information
Area: 272
Length: 16
Width: 17
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bedroom #4 Information
Area: 306
Length: 17
Width: 18
Level: Second
Features: Closet,Flooring - Wall to Wall Carpet

Bathroom Information
# of Bathrooms (Full): 2
Main Level Bathrooms: 1

Bathroom #1 Information
Area: 40
Length: 5
Width: 8
Level: Main,First
Features: Bathroom - Full,Bathroom - Tiled With Tub & Shower,Flooring - Stone/Ceramic Tile

Bathroom #2 Information
Area: 49
Length: 7
Width: 7
Level: Second
Features: Bathroom - Full,Bathroom - Tiled With Shower Stall,Closet,Flooring - Stone/Ceramic Tile,Countertops - Stone/Granite/Solid

Living Room Information
Area: 234
Length: 18
Width: 13
Level: Main,First
Features: Flooring - Hardwood,Open Floorplan

Dining Room Information
Area: 143
Length: 13
Width: 11
Level: Main,First
Features: Flooring - Hardwood

Kitchen Information
Area: 230
Length: 10
Width: 23
Level: Main,First
Features: Flooring - Hardwood,Dining Area,Countertops - Stone/Granite/Solid,Open Floorplan,Recessed Lighting,Remodeled,Stainless Steel Appliances

Basement Information
Basement: Interior Entry, Bulkhead, Sump Pump, Concrete, Unfinished

Laundry Information
Laundry Features: In Basement, Electric Dryer Hookup, Washer Hookup

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

Interior Features
# of Rooms (Total): 7
Door Features: Insulated Doors, Storm Door(s), French Doors
Window Features: Storm Window(s), Screens
Flooring: Tile, Carpet, Hardwood

Exterior

Building Information
Building Area (Total): 2,132
Foundation Details: Concrete Perimeter
Construction Materials: Frame
Year Built Source: Public Records
Year Built Details: Approximate
Color: White

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

Property Information
PropertySubType: Single Family Residence
Security Features: Security System

Lot Information
Lot Size (Acres): 0.36
Road Surface Type: Paved
Road Frontage Type: Public
Road Responsibility: Public Maintained Road

Financial

Tax Information
Tax Annual Amount: $13,013
Tax Year: 2024

Utilities

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

Heating & Cooling
Has Heating
Heating: Baseboard, Hot Water, Oil

Location

Location Information
Directions: Highland Ave or Washington St to Kenwin Road
UnparsedAddress: 29 Kenwin Road, Winchester MA 01890

Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public School

Public facts

Beds: 4
Baths: 2.0
Sq. Ft.: 2,132
Stories: 2.0
Lot Size: 0.36 acres
Style: Single Family Residential
Year Built: 1930
Year Renovated: —
County: Middlesex County
APN: 3829770S

Home facts updated by county records on Jul 29, 2026

Other

Miscellaneous Information
Heat Zones: 3

Listing Information
StandardStatus: Closed

Around this home

Schools
Places
Transit

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 • 0.8mi

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

54% 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

$1.42M – $1.72M

Reach more buyers when you sell with Redfin. Save up to $14,914 in fees. 3 minutes to get started.

Need the cash from your home fast? Sell to .

Nearby similar homes

$950,000

3 beds1.5 baths1,356 sq ft

47 Water St, Winchester, MA 01890

$2,100,000

6 beds4 baths3,403 sq ft

6 Ivy Cir, Winchester, MA 01890

OPEN SAT, 11AM TO 1PM3D & VIDEO TOUR

$744,900

3 beds1.5 baths1,496 sq ft

566 Main St, Stoneham, MA 02180

$949,999

4 beds2 baths2,326 sq ft

96 Loring Ave, Winchester, MA 01890

$2,999,000

4 beds3.5 baths4,500 sq ft

5 Forest Cir, Winchester, MA 01890

VIDEO TOUR

$1,549,000

3 beds2.5 baths2,640 sq ft

50 Holland St, Winchester, MA 01890

New listings for sale in 01890

OPEN THU, 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

Home values near 29 Kenwin Rd

Data from public records.

Address	Redfin Estimate
39 Kenwin Rd, Winchester, MA 4 Beds \| 2.5 Baths \| 2252 Sq. Ft.	$1,425,401
33 Kenwin Rd, Winchester, MA 3 Beds \| 2 Baths \| 1864 Sq. Ft.	$1,412,683

Address	Redfin Estimate
37 Kenwin Rd, Winchester, MA 3 Beds \| 3 Baths \| 1779 Sq. Ft.	$1,464,597
27 Kenwin Rd, Winchester, MA 3 Beds \| 1.5 Baths \| 1399 Sq. Ft.	$1,379,313

Address	Redfin Estimate
35 Kenwin Rd, Winchester, MA 3 Beds \| 1.5 Baths \| 1922 Sq. Ft.	$1,293,010
23 Kenwin Rd, Winchester, MA 4 Beds \| 1.5 Baths \| 2166 Sq. Ft.	$1,562,943

Property information provided by MLS PIN when last listed in 2024. This data may not match . Learn more.

More real estate resources

Minor Civil Divisions
Cities
Neighborhoods
Zip Codes
Popular Searches

Pelham homes for sale

Download the Redfin App on the Apple App Store

Download the Redfin App from the Google Play Store

Join us

Become an Agent

Get referrals

Careers

Find homes faster

About us

Find us

Subsidiaries

Affiliated Business

Countries

United States

Canada

Updated September 2025: By searching, you agree to the Terms of Use, and Privacy Policy.

Do not sell or share my personal information.

REDFIN and all REDFIN variants, WALK SCORE, and the R logos, are trademarks of Redfin Corporation, registered or pending in the USPTO.

California DRE #01521930

Redfin is licensed to do business in New York as Redfin Real Estate. NY Standard Operating Procedures

New Mexico Real Estate Licenses

TREC: Info About Brokerage Services, Consumer Protection Notice

All mortgage lending products and information are provided by Rocket Mortgage, LLC | NMLS #3030; www.NMLSConsumerAccess.org. Licensed in 50 states. This site is not authorized by the New York State Department of Financial Services for mortgage solicitation or loan applications activities related to properties located in the State of New York.

Redfin Corporation is an affiliated business of Rocket Limited Partnership. Each company, and their subsidiaries, are separate legal entities operated and managed through its own management and governance structures.

If you are using a screen reader, or having trouble reading this website, please call Redfin Customer Support for help at 1-844-759-7732.

REDFIN IS COMMITTED TO AND ABIDES BY THE FAIR HOUSING ACT AND EQUAL OPPORTUNITY ACT. READ REDFIN'S FAIR HOUSING POLICY AND THE NEW YORK STATE FAIR HOUSING NOTICE.

GreatSchools Ratings provided by GreatSchools.org.

02155 homes for sale
02474 homes for sale
01890 homes for sale
01801 homes for sale
02180 homes for sale

Houses for rent in Winchester	Agents near me	Quincy, MA homes for sale	Winchester Housing Market
Houses for sale near me	Boston, MA homes for sale	Brookline, MA homes for sale
Land for sale near me	Newton, MA homes for sale	Arlington, MA homes for sale
Open Houses near me	Cambridge, MA homes for sale	Winchester Property Records
Condos for sale near me	Lexington, MA homes for sale	MA New Listings

Cambridge homes for sale
Boston homes for sale
Newton homes for sale