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This European-inspired villa blends timeless elegance with modern design. A dramatic curved staircase and soaring architectural details introduce a home designed for both grand entertaining and everyday comfort. Sun-filled living spaces feature handcrafted finishes, antique beams, stone fireplaces, and expansive French doors that create a seamless connection to the outdoors. At the heart of the home is a designer chef's kitchen w/ bespoke cabinetry, lux appliances, and an adjoining mudroom. Outside, the property transforms into a private resort-like retreat with granite-columned loggia, heated saltwater pool, landscaped grounds w/ irrigation, and multiple entertaining areas. The spa-like primary suite, ensuite guest bedrooms, finished lower level with flexible bonus spaces, and heated driveway/walkways complete this estate. A lifestyle of luxury/convenience steps away from town, commuter rail, school and walking trails.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusActive
  • Bathroom5
  • Parcel Number M:015 B:0016 L:0,898747
  • Road Frontage DescriptionPaved

Tax Information

  • Tax Assessed Value $2,145,400
  • Tax Year 2025
  • Taxes$23,792

School Information

  • High School Winchester
  • Elementary SchoolLynch
  • High SchoolWinchester
  • Junior HighMccall

Parking

  • Parking Spaces2
  • Open Parking YN Yes
  • Parking Features Paved Drive, Off Street, Paved

Rooms

  • Bathroom 1 First,10 x 13
  • Bathroom 2 Second,10 x 13
  • Bathroom 3 Second,8 x 6
  • Bathrooms Total Decimal 4.5
  • Bedroom 2 Second,15 x 15
  • Bedroom 3 Second,15 x 13
  • Bedroom 4 Basement,15 x 13
  • Dining Room First,15 x 15
  • Family Room First,18 x 11
  • Full Bath4
  • Half Baths1
  • Kitchen First,20 x 14
  • Living Room First,26 x 19
  • Master Bedroom First,19

Basic Information

  • List Price$2,795,000
  • MLS Number73518621
  • Modification Date06/03/2026
  • Property SubTypeSingle Family Residence

Location

  • Address18 Middlesex Street
  • Building Number18
  • CountyMiddlesex
  • StateMA
  • StreetMiddlesex Street
  • TownWinchester
  • Zip01890

Building

  • BasementFull, Finished, Interior Entry, Sump Pump
  • Building Area Units Square Feet
  • Door Features French Doors
  • FireplaceYes
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • Patio And Porch Features Patio, Covered
  • Property StyleContemporary, Villa
  • Rooms10
  • Utilities For Gas Range, For Gas Dryer, Washer Hookup
  • Window Features Insulated Windows
  • Year Built2004
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.25

Interior

  • Flooring Wood, Marble, Stone / Slate
  • Interior Features Bathroom, Central Vacuum

Exterior

  • Exterior Features
    • Covered Patio/Deck
    • Decorative Lighting
    • Fenced Yard
    • Patio
    • Pool - Inground
    • Professional Landscaping
    • Rain Gutters
    • Sprinkler System
    • Stone Wall
    • Storage
  • Fencing Fenced/Enclosed, Fenced

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Electric Generator,200+ Amp Service
  • Heat SystemYes
  • Heating Forced Air, Radiant, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Property Information

  • Square Feet5,233
  • Building Area Source Public Records
  • Living Area 5,233
  • Lot Size Square Feet 10,812
  • Lot Size Units Acres
  • Road Responsibility Public Maintained Road

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Medical Facility
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedGas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • Pool Features In Ground
  • Pool Private YN Yes
  • Security Features Security System

Other

  • Date Listed05/14/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Tina Natale of Luxury Living Real Estate

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