21 Amberwood Dr Winchester MA 01890 | MLS #73588059

21 Amberwood Dr
Winchester, MA, 01890
$2,049,000
5 Beds
3.5 Baths
4,063 SqFt
0.46 Acres
$2,049,000
21 Amberwood Dr
Winchester, MA, 01890
MLS #73588059 image #0
Open House Oct 17, 2026
11:00 – 12:30
Open House Oct 18, 2026
01:00 – 02:30
Welcome to this beautifully appointed and exceptionally spacious home, ideally situated in a quiet, desirable West Side Winchester neighborhood within the sought-after Vinson-Owen School district. Offering an impressive combination of elegant living spaces, flexible accommodations, and thoughtful upgrades, this home provides room for everyone while easily adapting to a variety of lifestyles. At the heart of the home is the expansive granite kitchen, designed for both everyday living and entertaining. Custom cabinetry, Thermador double ovens, a Dacor warming drawer, Sub-Zero refrigerator, wine refrigerator, recessed lighting, and an impressive 50-square-foot center island create a wonderful gathering space with plenty of room for cooking, dining, and entertaining. The kitchen flows into a comfortable family room featuring a custom-built entertainment center and electric fireplace. A gracious formal dining room showcases handcrafted molding and classic wainscoting, while additional first-floor living spaces provide tremendous flexibility for a formal living room, playroom, home office, den, or whatever best suits your needs.One of the home’s most appealing features is the first-floor bedroom suite with a full bath, offering exceptional versatility for extended family, guests, an au pair, or anyone seeking the convenience of first-floor living. A dedicated laundry room on this level adds even more functionality. With multiple living areas and flexible rooms throughout the first floor, there are countless ways to create private spaces for additional family members while still enjoying plenty of room to gather together.Upstairs, the generously sized primary suite provides a relaxing retreat with vaulted ceilings, recessed lighting, double closets, and a beautifully tiled private bath with double sinks. Three additional spacious bedrooms, another full bath, and additional office space provide abundant room for family, guests, work-from-home needs, hobbies, or study areas.With its generous proportions, flexible floor plan, multiple bedroom and living configurations, and outstanding West Side location, this is a home designed to grow and change with its owners. Enjoy the peace and privacy of a quiet neighborhood while being part of the wonderful Winchester community. This is more than simply a beautiful house—it is a home offering the space, versatility, and comfort today’s buyers are looking for.

Property Details

Price:
$2,049,000
MLS #:
73588059
Status:
Active
Beds:
5
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Oct 7, 2026
Finished Sq Ft:
4,063
Total Sq Ft:
4,063
Lot Size:
19,998 sqft / 0.46 acres (approx)
Year Built:
1973

Schools

Interior

Above Grade Finished Area
3535
Appliances
Electric Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
528
Cooling
Central Air
Fireplaces Total
1
Flooring
Tile, Hardwood, Flooring – Stone/Ceramic Tile, Flooring – Hardwood
Heating
Electric Baseboard, Electric
Interior Features
Bathroom – Full, Bathroom – Tiled With Tub & Shower, Lighting – Sconce, Lighting – Overhead, Recessed Lighting, Lighting – Pendant, Bathroom, Office, Mud Room, Entry Hall
Laundry Features
Flooring – Stone/Ceramic Tile, Lighting – Overhead, Second Floor, Electric Dryer Hookup, Washer Hookup
Main Level Bathrooms
1
Main Level Bedrooms
1

Exterior

Architectural Style
Colonial, Cape
Attached Garage YN
1
Community Features
Public Transportation, Park, Walk/Jog Trails, Medical Facility, Conservation Area, Highway Access, House of Worship, Private School, Public School, T-Station
Construction Materials
Frame
Covered Spaces
2
Exterior Features
Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Screens, Garden
Garage Spaces
2
Open Parking Spaces
4
Open Parking YN
1
Parking Features
Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Parking Spots
6
Parking Total
6
Patio And Porch Features
Patio
Roof
Shingle
Window Features
Skylight(s), Insulated Windows, Screens

Financial

Tax Year
2026
Taxes
$19,853
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Marie Andrews

Marie Andrews

Realtor®, Broker/Owner, GBREB, Notary Public

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…

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Current real estate data for Single Family in Winchester as of Oct 17, 2026
65
Single Family Listed
61
Avg DOM
564
Avg $ / SqFt
$2,108,182
Avg List Price

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Property Summary

    21 Amberwood Dr Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,049,000 and features 5 beds, 4 baths, and has approximately 4,063 square feet of living space, and was originally constructed in 1973. The current price per square foot is $504. The average price per square foot for Single Family listings in Winchester is $564. The average listing price for Single Family in Winchester is $2,108,182. To schedule a showing of MLS#73588059 at 21 Amberwood Dr in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
21 Amberwood Dr
Winchester, MA