For Sale
Single family home for sale at 18 Middlesex St, Winchester, MA 01890 | MLS# 73593868 | Listing updated on 2026-10-29
Photo 1 of Single family home for sale at 18 Middlesex St, Winchester, MA 01890 | MLS# 73593868 | Listing updated on 2026-10-29
Photo 2 of Single family home for sale at 18 Middlesex St, Winchester, MA 01890 | MLS# 73593868 | Listing updated on 2026-10-29
Photo 3 of Single family home for sale at 18 Middlesex St, Winchester, MA 01890 | MLS# 73593868 | Listing updated on 2026-10-29
Photo 4 of Single family home for sale at 18 Middlesex St, Winchester, MA 01890 | MLS# 73593868 | Listing updated on 2026-10-29
28+
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Street View

$2,650,000

Monthly Est:$13,190

  • Beds Icon4 Beds
  • Beds Icon
    5 Baths
  • Beds Icon5,233sqft

18 Middlesex St, Winchester, MA 01890

$13,190/moEst:

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  • Single Family Residence

  • Built in 2004

  • $-- HOA

  • 0.25 acre lot

  • $506/sq.ft

Description

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.

  • Houzeo last checked: 13 minutes ago
  • Listing updated: October 29, 2026 at 1:10 pm
  • Listing Provided by: Jennifer Taves (617) 877-9520 | Coldwell Banker Realty - Boston (617) 266-4430
  • Source: MLS Property Information Network-MA | MLS#: 73593868 MLS Property Information Network-MA

Property Details

  • Status

    Active

  • Type

    Single Family Residence

  • No. of Stories

    -

  • County

    Middlesex County

  • City

    Winchester

  • Neighborhood

    --

  • Year Built

    2004

  • HOA Fees

    -

  • Finished Area

    5,233 sqft

  • Lot Size

    0.25 acre lot

  • Basement Area

    - sqft

  • MLS Name

    MLS Property Information Network

  • MLS Number

    73593868

  • MLS Status

    Active

  • Days on Market

    12

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Location

Facts & Features

Rooms

  • Bedrooms & bathrooms

    Bedrooms: 4

    Bathrooms: 5

Interior

  • Sewer

    Public Sewer

  • Heating

    Forced Air, Radiant, Natural Gas

  • Cooling

    Central Air

  • Exterior Features

    Patio, Covered Patio/deck, Pool Inground Heated, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden, Stone Wall

  • Appliances

    Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator

  • Window Features

    Insulated Windows

  • Flooring

    Marble, Stone / Slate

Construction

  • Year Built

    Year Built: 2004

  • Home type

    Single Family Residence

  • Roof

    Rubber

  • Foundation Details

    Concrete Perimeter

  • Construction Materials

    Stone

  • Architectural Style

    Contemporary, Villa

Utilities & Energy

  • Basement

    Full, Finished, Interior Entry, Sump Pump

  • Water Source

    Public

  • Parking Features

    Paved Drive, Off Street, Paved

  • Utilities

    For Gas Range

  • Pool Features

    Pool Inground Heated

Other Features

  • Subdivision Name

    Winchester Town Center

  • Patio And Porch Features

    Patio, Covered

  • Disclosures

    Some Photos Have Been Virtually Enhanced

  • Community Features

    Public Transportation, Shopping, Pool, Tennis Court(s), Park, Walk/jog Trails, Golf, Medical Facility, Bike Path, Conservation Area, Highway Access, House Of Worship, Private School, Public School, T Station, University

Price History

DateEventPrice

10/22/2026

Source: mls_logoMLS Property Information Network-MA #73593868

Listed for Sale

$2,650,000

$506/sqft

10/21/2026

Source: mls_logoMLS Property Information Network-MA #73518621

Listing Removed

$2,650,000

$506/sqft

10/14/2026

Source: mls_logoMLS Property Information Network-MA #73518621

Price Decreased

$2,650,000 -1.67%

$506/sqft

08/05/2026

Source: mls_logoMLS Property Information Network-MA #73518621

Price Decreased

$2,695,000 -3.58%

$515/sqft

05/14/2026

Source: mls_logoMLS Property Information Network-MA #73518621

Listed for Sale

$2,795,000

$534/sqft

Show more

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Based on information provided to and compiled by MLS Property Information Network, Inc. covering through Nov 04, 2026, 12:15AM. 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. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified. © 2026 MLS Property Information Network, Inc. All Rights Reserved.

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