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Amazing custom-built 6-bedroom / 5+ bathroom house on a quiet neighborhood in Winchester. This beautiful home welcomes you with a magnificent 18″ foyer and features an amazing family room with 18” high coffered ceilings and 3 sides tall and bright windows and a large gourmet kitchen with a big island and double ovens. Traditional living and dining room maintain its good sense of typical New England Colonial style. Curved front stair case add one more layer of beauty. Second floor and third floor offer total 6 bedrooms, suites and walk-in closets. Master bedroom is with cathedral ceilings, a sprawling master closet and an office/sitting area. Smooth flow of the spacious and walk out lower level enables rich life style with billiard room, media room, art room and exercise room — all designed for a modern lifestyle, with an open layout that is perfect for entertaining. State of the art systems with total 6 heating and cooling zones and central vacuum system.
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:
$2,850,000
MLS #:
73434748
Status:
Active
Beds:
6
Baths:
6
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Sep 24, 2025
Finished Sq Ft:
6,968
Total Sq Ft:
6,968
Lot Size:
18,637 sqft / 0.43 acres (approx)
Year Built:
2002
Vinson-owenMccallWhs

Schools

Elementary School:
Vinson-Owen
Middle School:
Mccall
High School:
Whs

Interior

Appliances
Water Heater, Range, Oven, Dishwasher, Disposal, Microwave, Refrigerator, Wine Refrigerator, Range Hood
Bathrooms
5 Full Bathrooms, 2 Half Bathrooms
Cooling
Central Air
Fireplaces Total
3
Flooring
Wood, Tile, Flooring – Hardwood
Heating
Forced Air, Oil, Fireplace
Laundry Features
Flooring – Stone/Ceramic Tile, First Floor, Electric Dryer Hookup

Exterior

Architectural Style
Colonial
Community Features
Shopping, Park, Walk/Jog Trails, Medical Facility, Conservation Area, House of Worship, Private School, Public School, University
Construction Materials
Frame
Exterior Features
Deck, Patio, Rain Gutters, Professional Landscaping, Sprinkler System, Fenced Yard
Other Structures
Workshop
Parking Features
Attached, Garage Door Opener, Storage, Paved Drive, Off Street
Parking Spots
6
Roof
Shingle
Security Features
Security System

Financial

Tax Year
2025
Taxes
$23,278

Map

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Community

Property Summary

    14 Nassau Drive Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $2,850,000 and features 6 beds, 6 baths, and has approximately 6,968 square feet of living space, and was originally constructed in 2002. The current price per square foot is $409. 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#73434748 at 14 Nassau Drive 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
14 Nassau Drive
Winchester, MA