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Street View
$2,049,000
Monthly Est:$10,199
5 Beds
- 4 Baths
3 full baths + 1 half bath
4,063sqft
21 Amberwood Dr, Winchester, MA 01890
$2,049,000
$10,199/moEst:
Get Pre-Approved
Single Family Residence
Built in 1973
$-- HOA
0.46 acre lot
$504/sq.ft
Description
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.
- Houzeo last checked: 40 minutes ago
- Listing updated: October 7, 2026 at 11:14 pm
- Listing Provided by: Gayle Winters & Co. Team (617) 699-0310 | Compass (781) 219-0313
- Source: MLS Property Information Network-MA | MLS#: 73588059

Property Details
Status
Active
Type
Single Family Residence
No. of Stories
-
County
City
Neighborhood
--
Year Built
1973
HOA Fees
-
Finished Area
4,063 sqft
Lot Size
0.46 acre lot
Basement Area
- sqft
MLS Name
MLS Property Information Network
MLS Number
73588059
MLS Status
New
Days on Market
1
Open House

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Location
Facts & Features
Rooms
Bedrooms & bathrooms
Bedrooms: 5
Bathrooms: 4
Interior
Flooring
Tile, Hardwood, Flooring Stone/ceramic Tile, Flooring Hardwood
Heating
Electric Baseboard, Electric
Appliances
Electric Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Washer, Dryer, Wine Refrigerator
Window Features
Skylight(s), Insulated Windows, Screens
Exterior Features
Patio, Rain Gutters, Sprinkler System, Decorative Lighting, Screens, Garden
Interior Features
Bathroom Full, Bathroom Tiled With Tub & Shower, Lighting Sconce, Lighting Overhead, Recessed Lighting, Lighting Pendant, Bathroom, Office, Mud Room, Entry Hall
Cooling
Central Air
Sewer
Public Sewer
Construction
Year Built
Year Built: 1973
Home type
Single Family Residence
Architectural Style
Colonial, Cape
Foundation Details
Concrete Perimeter, Slab
Roof
Shingle
Construction Materials
Frame
Utilities & Energy
Electric
200+ Amp Service
Basement
Partial, Finished, Interior Entry, Radon Remediation System, Slab
Water Source
Public
Laundry Features
Flooring Stone/ceramic Tile, Lighting Overhead, Second Floor, Electric Dryer Hookup, Washer Hookup
Utilities
For Electric Range, For Electric Oven, For Electric Dryer, Washer Hookup
Parking Features
Attached, Under, Garage Door Opener, Paved Drive, Off Street, Paved
Fireplace Features
Family Room
Other Features
Patio And Porch Features
Patio
Community Features
Public Transportation, Park, Walk/jog Trails, Medical Facility, Conservation Area, Highway Access, House Of Worship, Private School, Public School, T Station
Price History
| Date | Event | Price |
|---|---|---|
10/07/2026 Source: | Listed for Sale | $2,049,000 +83.11% $504/sqft |
06/11/2013 Source: | Price Increased | $1,119,000 +2.66% $275/sqft |
06/11/2013 Source: | Price Decreased | $1,090,000 -5.13% $268/sqft |
03/03/2008 Source: | Price Increased | $1,149,000 +5.49% $283/sqft |
03/03/2008 Source: | Price Increased | $1,089,200 +147.55% $268/sqft |
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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Oct 08, 2026, 07:30AM. The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.
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