18 Middlesex StreetWinchester, MA 01890MLS Number 73593868

  • Price: $2,650,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 7.32% last updated on Oct 22, 2026
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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 0189018 Middlesex Street Winchester MA 01890
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  • 4Bedrooms
  • 0.25Acreage
  • 5Bathrooms
  • 2004Year Built

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Inspired by the timeless villas of Europe, this exceptional residence blends classic elegance with modern design. A dramatic curved staircase and soaring architectural details introduce inviting living spaces featuring handcrafted finishes, antique beams, stone fireplaces, and expansive French doors that connect seamlessly to the outdoors. At the heart of the home, a chef’s kitchen showcases custom cabinetry, luxury appliances, and an adjoining mudroom. The outdoor setting offers a private retreat with a granite-columned loggia, heated saltwater pool, landscaped grounds with irrigation, and multiple areas for entertaining.The spa-inspired primary suite, ensuite guest bedrooms, and finished lower level with flexible bonus spaces provide comfort and versatility. Heated driveways and walkways add year-round convenience. Ideally located within walking distance of downtown, the new Lynch School, the new commuter rail station, and an array of shops and restaurants, this home offers a thoughtful balance of timeless style, modern amenities, and everyday comfort.

Open Houses

October 24th
Starts: 11:30am
Ends: 1:00pm
October 25th
Starts: 11:30am
Ends: 1:00pm
Listed by Jennifer Taves of Coldwell Banker Realty - Boston

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More Info

Basic Information

  • Bedrooms4
  • Mls StatusNew
  • Bathroom5
  • Listing Terms Contract
  • Parcel Number M:0015 B:0016 L:0000,898747
  • Road Frontage DescriptionPaved

Basic Information

  • List Price$2,650,000
  • MLS Number73593868
  • Modification Date10/22/2026
  • Property SubTypeSingle Family Residence

Building

  • BasementFull, Finished, Interior Entry, Sump Pump
  • Building Area Units Square Feet
  • Construction Materials Stone
  • FireplaceYes
  • Fireplaces Total 2
  • FoundationConcrete Perimeter
  • Patio And Porch Features Patio, Covered
  • Property StyleContemporary, Villa
  • Rooms8
  • Utilities For Gas Range, For Gas Dryer
  • Window Features Insulated Windows
  • Year Built2004
  • Year Built Details Actual
  • Year Built Source Public Records

Legal

  • ZoningRG

Other

  • Date Listed10/22/2026
  • Farm Land Area Units Square Feet

Tax Information

  • Tax Assessed Value $2,242,700
  • Tax Year 2026
  • Taxes$24,849

Parking

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

Location

  • SubdivisionWinchester Town Center
  • Address18 Middlesex Street
  • Building Number18
  • CountyMiddlesex
  • StateMA
  • StreetMiddlesex Street
  • TownWinchester
  • Zip01890

Property

  • Acreage0.25

Interior

  • Flooring Marble, Stone / Slate

Exterior

  • Exterior Features
    • Covered Patio/Deck
    • Decorative Lighting
    • Fenced Yard
    • Garden
    • Patio
    • Pool - Inground Heated
    • 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

School Information

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

Rooms

  • Bathroom 1 Second,10 x 13
  • Bathroom 2 First,8 x 6
  • Bathroom 3 Basement,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
  • Bedroom 5 First,10 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

Utilities

  • Cooling Central Air
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Forced Air, Radiant, Natural Gas
  • Sewer Public Sewer
  • Water Source Public

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • House of Worship
    • Medical Facility
    • Park
    • Pool
    • Private School
    • Public School
    • Public Transportation
    • Shopping
    • T-Station
    • Tennis Court(s)
    • University
    • Walk/Jog Trails
  • Appliances IncludedGas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • Green Energy Efficient Thermostat
  • Pool Features Pool - Inground Heated
  • Pool Private YN Yes

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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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