$2,400,000
21 Willowdale Road
Winchester, MA, 01890
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
Property Details
Price:
$2,400,000
MLS #:
73534988
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jun 11, 2026
Finished Sq Ft:
4,591
Total Sq Ft:
4,591
Lot Size:
10,001 sqft / 0.23 acres (approx)
Year Built:
1960
Schools
Elementary School:
Lincoln
Middle School:
Mccall
High School:
Whs
Interior
Above Grade Finished Area
3776
Appliances
Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Range Hood
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
815
Cooling
Central Air
Fireplaces Total
2
Flooring
Hardwood, Flooring – Hardwood, Flooring – Stone/Ceramic Tile
Heating
Baseboard, Oil, Fireplace
Interior Features
Closet/Cabinets – Custom Built, Decorative Molding, Window Seat, Lighting – Overhead, Bathroom – Full, Bathroom – Tiled With Tub & Shower, Recessed Lighting, Sitting Room, Mud Room, Bathroom, Media Room
Laundry Features
Second Floor
Exterior
Architectural Style
Colonial
Attached Garage YN
1
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
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio
Garage Spaces
2
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Under, Paved Drive
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Roof
Shingle
Window Features
Insulated Windows
Financial
Tax Year
2025
Taxes
$20,409
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
More About MarieMortgage Calculator
Map
Current real estate data for Single Family in Winchester as of Jun 13, 2026
70
Single Family Listed
53
Avg DOM
547
Avg $ / SqFt
$2,230,783
Avg List Price
Community
- Address21 Willowdale Road Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 21 Willowdale Road Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,400,000 and features 5 beds, 4 baths, and has approximately 4,591 square feet of living space, and was originally constructed in 1960. The current price per square foot is $523. The average price per square foot for Single Family listings in Winchester is $547. The average listing price for Single Family in Winchester is $2,230,783. To schedule a showing of MLS#73534988 at 21 Willowdale Road in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
Courtesy of Compass. 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.
21 Willowdale Road
Winchester, MA