18 Middlesex StreetWinchester, MA 01890MLS Number 73518621

  • Price: $2,795,000
  • Est. Mortgage of $/month
  • 47 Days on Market
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18 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 0189018 Middlesex Street Winchester MA 01890
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  • 4Bedrooms
  • 0.25Acreage
  • 5Bathrooms
  • 2004Year Built

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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.
Listed by Tina Natale of Luxury Living Real Estate

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More Info

Basic Information

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

Basic Information

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

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

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

Tax Information

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

Parking

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

Location

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

Property

  • Acreage0.25

Interior

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

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

Legal

  • ZoningRG

Other

  • Date Listed05/14/2026
  • Farm Land Area Units Square Feet
  • View Count6

School Information

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

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

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

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

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Real Brokerage

617-293-8070
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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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.

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