18 Middlesex St, Winchester, MA 01890

Winchester
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
18 Middlesex St,Winchester, MA 01890
$2,695,000
  • 4 Beds
  • 5 Baths
  • 5,233 sq. ft.
  • Single family
  • Active
Listed by: tina natale
Office: luxury living real estate
MLS#:73518621
Source:MLSPIN

Price summary

  • Price:$2,695,000
  • Price per sq. ft.:$515

About this home

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.

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Home facts

  • Year built:2004
  • Listing ID #:73518621
  • Updated:August 14, 2026 at 11:20 AM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:5
  • Full bathrooms:4
  • Half bathrooms:1
  • Rooms Total:10
  • Flooring:Marble, Stone / Slate, Wood
  • Bathrooms Description:Bathroom
  • Kitchen Description:Dishwasher, Disposal, Freezer, Microwave, Range, Refrigerator, Wine Refrigerator
  • Basement Description:Finished, Full, Interior Entry, Sump Pump
  • Living area:5,233 sq. ft.

Heating and cooling

  • Cooling:4 Cooling Zones, Central Air
  • Heating:Forced Air, Natural Gas, Radiant
  • Central air:Yes

Structure and exterior

  • Year built:2004
  • Building area:5,233 sq. ft.
  • Lot area:0.25 Acres
  • Architectural Style:Contemporary, Villa
  • Exterior Features:Covered, Decorative Lighting, Patio, Professional Landscaping, Rain Gutters, Sprinkler System, Stone Wall, Storage
  • Foundation Description:Concrete Perimeter

Schools

  • High school:Winchester
  • Middle school:Mccall
  • Elementary school:Lynch

Utilities

  • Water:Public
  • Sewer:Public Sewer

Finances and disclosures

  • Price:$2,695,000
  • Price per sq. ft.:$515
  • Tax amount:$23,792 (2025)

Features and amenities

  • Appliances:Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Washer, Wine Refrigerator
  • Laundry features:Dryer, Gas Dryer Hookup, Washer, Washer Hookup
  • Amenities:Central Vacuum, Gas Water Heater
  • Pool features:In Ground, Private Pool

Parking

  • Total parking spaces:2
  • Parking description:Off Street, Paved, Paved Drive
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. MLS Property Information Network, Inc. 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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