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Spectacular new renovation by noted builder. This multi-level contemporary home features vaulted ceilings and an open-concept main floor. The updated Viking kitchen with large breakfast island, flows into the living and dining rooms, offering floor-to-ceiling views of the pool, jacuzzi, and fenced yard. A large bonus room, currently a library/game room. The primary suite is open and airy, with a slider to a private deck and a spa-like marble bath with a separate soaking tub, large shower, and double vanity. This floor also includes an additional home office and guest bath. A second family room, three additional bedrooms, a full bath, laundry, and a glass-enclosed sun room complete this level. The walk-out lower level offers an in-law suite or recreation space with a large bedroom, full bath, living area and prep/wet bar built ins, with direct access to the in-ground Gunite pool and yard. Two car garage under.
Current real estate data for Single Family in Winchester as of Oct 07, 2025
62
Single Family Listed
64
Avg DOM
551
Avg $ / SqFt
$2,270,911
Avg List Price

Property Details

Price:
$2,795,000
MLS #:
73435281
Status:
Active
Beds:
6
Baths:
3.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 24, 2025
Finished Sq Ft:
5,034
Total Sq Ft:
5,034
Lot Size:
26,737 sqft / 0.61 acres (approx)
Year Built:
1983
Vinson OwenMccall MsWinchester Hs

Schools

Elementary School:
Vinson Owen
Middle School:
Mccall Ms
High School:
Winchester Hs

Interior

Appliances
Oven, Dishwasher, Disposal, Range, Refrigerator, Washer, Dryer
Bathrooms
3 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air, Ductless
Fireplaces Total
2
Flooring
Hardwood
Heating
Forced Air, Oil

Exterior

Architectural Style
Contemporary
Parking Features
Under, Paved Drive, Paved
Parking Spots
8
Security Features
Security System

Financial

Tax Year
2025
Taxes
$23,409

Map

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Community

Property Summary

    40 Amberwood Dr Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,795,000 and features 6 beds, 4 baths, and has approximately 5,034 square feet of living space, and was originally constructed in 1983. The current price per square foot is $555. The average price per square foot for Single Family listings in Winchester is $551. The average listing price for Single Family in Winchester is $2,270,911. To schedule a showing of MLS#73435281 at 40 Amberwood Dr in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.

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CRP: Certified Relocation Professional
CRS: Certified Residential Specialist
GRI: Graduate of Realtors Institute
CBR: Certified Buyers Representative
BSBA: Bachelor of Science in Business Administration. Babson College 1979
MBA: Master of Business Administration. Babson College 2002

James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…

More About James
40 Amberwood Dr
Winchester, MA