29 Kenwin Rd, Winchester, MA 01890
OFF MARKET

29 Kenwin Rd
Winchester, MA 01890

  • 4 Beds
  • 2 Baths
  • 2,132 sqft (on 0.36 acres)

$1,657,300

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $9,582/mo*
Refinance Your Home

$1,657,300

Trulia Estimate
as of May 31, 2026
Est. Refi. Payment $9,582/mo*
Refinance Your Home
4 Beds
2 Baths
2,132 sqft
(on 0.36 acres)

Local Information

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

Description

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!
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 May 31, 2024

Home Highlights

Parking
Garage
Outdoor
Patio
A/C
Heating only
HOA
None
Price/Sqft
No Info
Listed
132 days ago

Home Details for 29 Kenwin Rd

Interior Features

Interior Details
Basement: Interior Entry,Bulkhead,Sump Pump,Concrete,UnfinishedNumber of Rooms: 7Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bathroom 1, Bathroom 2, Dining Room, Kitchen, Living Room
Beds & Baths
Number of Bedrooms: 4Main Level Bedrooms: 2Number of Bathrooms: 2Number of Bathrooms (full): 2Number of Bathrooms (main level): 1
Dimensions and Layout
Living Area: 2132 Square Feet
Appliances & Utilities
Utilities: for Electric Range, for Electric Oven, for Electric Dryer, Washer HookupAppliances: Electric Water Heater, Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Washer, DryerDishwasherDisposalDryerLaundry: In Basement,Electric Dryer Hookup,Washer HookupMicrowaveRefrigeratorWasher
Heating & Cooling
Heating: Baseboard,Hot Water,OilNo CoolingAir Conditioning: NoneHas HeatingHeating Fuel: Baseboard
Fireplace & Spa
Number of Fireplaces: 1Fireplace: Living RoomHas a FireplaceNo Spa
Gas & Electric
Electric: Circuit Breakers
Windows, Doors, Floors & Walls
Window: Storm Window(s), ScreensDoor: Insulated Doors, Storm Door(s), French DoorsFlooring: Tile, Carpet, Hardwood
Levels, Entrance, & Accessibility
Floors: Tile, Carpet, Hardwood
Security
Security: Security System

Exterior Features

Exterior Home Features
Roof: ShinglePatio / Porch: Screened, PatioExterior: Porch - Screened, Patio, Rain Gutters, Sprinkler System, ScreensFoundation: Concrete PerimeterSprinkler System
Parking & Garage
Number of Garage Spaces: 1Number of Covered Spaces: 1Open Parking Spaces: 3No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 4Parking: Detached,Garage Door Opener,Paved Drive
Frontage
Road Frontage: PublicResponsible for Road Maintenance: Public Maintained RoadRoad Surface Type: PavedNot on Waterfront
Water & Sewer
Sewer: Public Sewer

Property Information

Year Built
Year Built: 1930
Property Type / Style
Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Cape
Building
Construction Materials: FrameNot Attached PropertyDoes Not Include Home Warranty
Property Information
Parcel Number: M:002 B:0061 L:0, 894609

Price & Status

Price
List Price: $1,150,000
Status Change & Dates
Off Market Date: Tue Apr 30 2024

Active Status

MLS Status: Sold

Media

Location

Direction & Address
City: WinchesterCommunity: Highlands
School Information
Elementary School: MuracoJr High / Middle School: MccallHigh School: Whs

Building

Building Area
Building Area: 2132 Square Feet

Community

Community Features: Public Transportation, Park, Walk/Jog Trails, Medical Facility, Highway Access, House of Worship, Public SchoolNot Senior Community

HOA

No HOA

Lot Information

Lot Area: 0.36 acres

Miscellaneous

BasementMls Number: 73228043

Additional Information

Public TransportationParkWalk/Jog TrailsMedical FacilityHighway AccessHouse of WorshipPublic School
Last check for updates: about 16 hours ago
Listed by Judith Moore, (781) 264-2661
Barrett Sotheby's International Realty, (781) 862-1700
Bought with: Brad Hartz, (617) 991-6052, Compass, (781) 365-9954
Source: MLS PIN, MLS#73228043

Price History for 29 Kenwin Rd

DatePriceEventSource
05/31/2024$1,450,000Sold
MLS PIN #73228043
04/24/2024$1,150,000Listed For SaleMLS PIN #73228043
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Property Tax and Assessment

Year2025
Tax$13,990
Assessment$1,261,500
Home facts updated by county records

Comparable Sales for 29 Kenwin Rd

Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
41 Englewood Rd, Winchester, MA
0.13
Single-Family Home
$1,038,500
12/01/25
3
1.5
1,683
40 Englewood Rd, Winchester, MA
0.10
Single-Family Home
$1,218,000
05/20/26
4
2
1,841
102 Hillcrest Pkwy, Winchester, MA
0.34
Single-Family Home
$1,425,000
12/01/25
4
2
1,755
1 Orient St, Winchester, MA
0.19
Single-Family Home
$1,330,000
05/28/26
3
1.5
2,222
162 Forest St, Winchester, MA
0.37
Single-Family Home
$1,280,000
10/03/25
4
1.5
1,900
147 Highland Ave, Winchester, MA
0.35
Single-Family Home
$1,200,000
09/25/25
3
2
1,884
15 Englewood Rd, Winchester, MA
0.16
Single-Family Home
$1,425,000
05/07/26
4
3
1,903
7 Appalachian Rd, Winchester, MA
0.11
Single-Family Home
$2,150,000
02/02/26
4
4.5
3,263
6 Highland Ave, Winchester, MA
0.33
Single-Family Home
$1,465,000
09/18/25
4
2.5
2,506
518 Washington St, Winchester, MA
0.18
Single-Family Home
$1,160,000
08/14/25
4
2.5
2,302

Nearby homes

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Assigned Schools

These are the assigned schools for 29 Kenwin 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
    Flag
  • 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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Homes for sale near 29 Kenwin Rd

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Off Market Homes Near 29 Kenwin Rd

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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 29 Kenwin Rd

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29 Kenwin Rd, Winchester, MA 01890 is a 4 bedroom, 2 bathroom, 2,132 sqft single-family home built in 1930. This property is not currently available for sale. 29 Kenwin Rd was last sold on May 31, 2024 for $1,450,000 (26% higher than the asking price of $1,150,000). The current Trulia Estimate for 29 Kenwin Rd is $1,657,300.