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21 Amberwood Dr, Winchester MA 01890

$1,999,000

Estimated $13,972/month Calculator

Single Family

5 Bedrooms

Baths

4063

Total Parking: 8 (2 Garage)

19,998 (0.46)

Built in 1973

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.

This home has been viewed 8 times

Last Checked: October 26th, 2026 at 7:28am (Source: MLS PIN #73588059)

Garage Parking

Air Conditioning

Waterview

Lead Paint Free

General Information for 21 Amberwood Dr, Winchester MA 01890

Listing ID73588059

Property TypeSingle Family / Detached

Price$1,999,000 ($492/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking2

ZoningRDA

Year Built1973

Year Built SourcePublic Records

Year Built DetailsActual

Interior Features for 21 Amberwood Dr, Winchester MA 01890

Approximate Living Area Total4063

Living Area Includes BasementYes

Rooms11

Bedrooms5

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric220 Volts

Exterior Features for 21 Amberwood Dr, Winchester MA 01890

Approximate Lot Size (Acres)0.46

Approximate Lot Size (Square Feet)19998

Total Parking8 (2 Garage)

Garage Parking2

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof MaterialAsphalt/fiberglass Shingles

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Pool Features

Horse Permitted0

Horse Amenities

Disclosures for 21 Amberwood Dr, Winchester MA 01890

Lead PaintNone

UFFI

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsBlack Light Fixture Above Storage Bench In Kitchen.

Compensation Based On

Financial Information for 21 Amberwood Dr, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax19853

Tax Year2026

Assessed Value$1,791,800

Location Information for 21 Amberwood Dr, Winchester MA 01890

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 21 Amberwood Dr, Winchester MA 01890

Agent

Name: Gayle Winters & Co. Team

Office

Name: Compass

Phone: 781-219-0313

Team Members

Payment Calculator

, Interest

Property Taxes 1654.42

Principal & Interest 12317.2

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Compass

Gayle Winters & Co. Team

Agent Phone

Office Phone

(781) 219-0313

Text Agent Call Agent Call Office

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EXIT

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