New construction 2019, this impressive 4-5-bedroom, 4.5-bath custom built East side colonial offers exceptional space and a highly sought-after floor plan. The chef's eat-in kitchen features a large center island, abundant cabinetry & sunny dining area that seamlessly blends w/ the spacious family room w built ins & fireplace. Sun-filled living and dining rooms are connected by a double-sided fireplace, creating ideal gathering spaces. The stunning oversized primary includes a beautiful bath w/ shower & soaking tub & large walk-in closet. 3 additional generously sized bedrooms and full bath complete the upper level. The finished lower level offers a media room with a 4th fireplace, a BR/Office, full bath & mudroom area. w/direct access to the garage.Enjoy the large yard and patio, perfect for outdoor entertaining. Conveniently located near Winchester center, parks, & commuter routes, this turn-key home combines modern construction, generous living space, and quality finishes throughout
Est. $5,445 per month, based on comparable rentals
Sale and tax history for 21 Willowdale Rd
Sale History
Tax History
Date
Event
Price
MLS PIN #73534988
Jul 31, 2026
Sold
$2,170,000
$473/sq ft
Jul 7, 2026
Pending
—
Jul 3, 2026
Contingent
—
Jun 26, 2026
Price Changed
$2,295,000
$500/sq ft
Jun 11, 2026
Listed
$2,400,000
$523/sq ft
MLS PIN #70011113
Jul 16, 2004
Sold
$585,000
$127/sq ft
Jun 3, 2004
Listing Removed
—
Mar 25, 2004
Listed
$599,900
$131/sq ft
Exceptional oversized two bedroom ranch in absolutely mint condition! Newer kitchen and full bath. Large finished room in lower level. Great expansion potential. Sought after East Hill neighborhood. Seeing is believing!
UnparsedAddress: 21 Willowdale Road, Winchester MA 01890
Community Information
Senior CommunityYN: No
Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Golf, Medical Facility, Laundromat, Bike Path, Conservation Area, Highway Access, House of Worship
Public facts
Beds: 4
Baths: 2.5
Sq. Ft.: 3,835
Stories: 2.0
Lot Size: 10,019 square feet
Style: Single Family Residential
Year Built: 1960
Year Renovated: 2018
County: Middlesex County
APN: 3811495S
Home facts updated by county records on Sep 16, 2026
Other
Miscellaneous Information
Heat Zones: 3
Listing Information
StandardStatus: Closed
Around this home
Schools
Lincoln Elementary School
Public K-5 • Assigned • 0.8mi
9/10
McCall Middle School
Public 6-8 • Assigned • 0.8mi
9/10
Winchester High School
Public 9-12 • Assigned • 1.2mi
10/10
Provided by GreatSchools
Climate risks
1/10 Flood Factor
Minimal risk of a flood reaching the building in the next 30 years
2/10 Fire Factor
0.15% 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)
34
20
36
21
51
32
60
40
69
51
80
61
84
66
80
60
75
57
64
46
53
36
39
24
Jan
Feb
Mar
Apr
May
Jun
Jul
Aug
Sep
Oct
Nov
Dec
Sun exposure
82/ 100
Very good sunlight
Sunscore
There appears to be minimal shading by surrounding buildings, terrain, and vegetation.
8.6 hrs
5.1 hrs
JuneDecember
Provided by Shadowmap
Estimated sale price
$2.26M – $2.73M
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