18 Middlesex St, Winchester, MA 01890
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$2,795,000
4 Beds
5 Baths
4319 SQFT
0.25 Acre
HOA: N/A

Property Description

This extraordinary European-inspired villa delivers the ambiance of a Tuscan retreat just 8 miles from Boston. Masterfully crafted with a blend of timeless elegance and modern design. A magnificent curved staircase welcomes you into the foyer, leading to sophisticated yet inviting spaces designed for everyday comfort and entertaining. At the heart of the home is a designer chef’s kitchen featuring high-end appliances and finishes, bespoke cabinetry, a fireplace, and an adjoining mudroom. French doors open to an outdoor oasis with saltwater pool, lush landscaping and granite stone loggia. This home features a primary suite with a spa-like bath and walk-in closet and three en-suite secondary bedrooms. The finished lower level w/ au pair suite and other flex space. Additional conveniences: first floor radiant floors, heated driveway/walkway for year-round ease. With its premier location, this one of a kind home offers a lifestyle of luxury and convenience unlike anything on the market.

Property Details tap to expand

Amenities

  • Bike Path
  • Conservation Area
  • Medical Facility
  • Public School
  • Public Transportation
  • Shopping
  • T-Station
  • Tennis Court
  • Walk/Jog Trails

Kitchen, Dining, and Appliances

  • Kitchen Dimensions: 20X14
  • Kitchen Level: First Floor
  • Dishwasher, Disposal, Dryer, Freezer, Microwave, Range, Refrigerator, Refrigerator - Wine Storage, Washer
  • Dining Room Dimensions: 15X15
  • Dining Room Level: First Floor

Bathrooms

  • Full Baths: 4
  • Half Baths 1
  • Bathroom 1 Dimensions: 10X13
  • Bathroom 1 Level: First Floor
  • Bathroom 2 Dimensions: 10X13
  • Bathroom 2 Level: Second Floor
  • Bathroom 3 Dimensions: 8X6
  • Bathroom 3 Level: Second Floor

Bedrooms

  • Bedrooms: 4
  • Master Bedroom Dimensions: 19X13
  • Master Bedroom Level: First Floor
  • Bedroom 2 Dimensions: 15X15
  • Bedroom 2 Level: Second Floor
  • Bedroom 3 Dimensions: 15X13
  • Bedroom 3 Level: Second Floor

Other Rooms

  • Total Rooms: 10
  • Living Room Dimensions: 26X19
  • Living Room Level: First Floor
  • Family Room Dimensions: 18X11
  • Family Room Level: First Floor
  • Laundry Room Features: Finished, Full, Interior Access, Sump Pump

Utilities

  • Heating: Forced Air, Gas, Radiant
  • Heat Zones: 4
  • Hot Water: Natural Gas
  • Cooling: Central Air
  • Cooling Zones: 4
  • Electric Info: 200 Amps
  • Energy Features: Backup Generator, Insulated Windows
  • Utility Connections: Washer Hookup, for Gas Dryer, for Gas Range
  • Water: City/Town Water
  • Sewer: City/Town Sewer

Garage & Parking

  • Parking Features: Off-Street, Paved Driveway
  • Parking Spaces: 3

Interior Features

  • Square Feet: 4319
  • Fireplaces: 2
  • Interior Features: Central Vacuum, French Doors, Security System
  • Accessability Features: Unknown

Construction

  • Year Built: 2004
  • Type: Detached
  • Style: Contemporary, Villa
  • Foundation Info: Poured Concrete
  • Flooring Type: Marble, Stone / Slate, Wood
  • Lead Paint: Unknown
  • Warranty: No

Exterior & Lot

  • Lot Description: Fenced/Enclosed
  • Exterior Features: Covered Patio/Deck, Decorative Lighting, Fenced Yard, Gutters, Patio, Pool - Inground, Professional Landscaping, Sprinkler System, Stone Wall, Storage Shed
  • Road Type: Paved, Public, Publicly Maint.

Other Information

  • MLS ID# 73518621
  • Last Updated: 05/13/26
  • HOA: No
  • Reqd Own Association: Unknown

Property History tap to expand

Date Event Price Price/Sq Ft Source
05/13/2026New$2,795,000$647MLSPIN
11/12/2025Canceled$2,795,000$534MLSPIN
10/14/2025Active$2,795,000$534MLSPIN
10/10/2025New$2,795,000$534MLSPIN
05/29/2025Canceled$2,695,000$515MLSPIN
05/16/2025Temporarily Withdrawn$2,695,000$515MLSPIN
03/23/2025Active$2,695,000$515MLSPIN
03/19/2025New$2,695,000$515MLSPIN
11/21/2024Canceled$2,695,000$515MLSPIN
11/18/2024Active$2,695,000$515MLSPIN
11/14/2024Extended$2,695,000$515MLSPIN
09/22/2024Active$2,695,000$515MLSPIN
09/18/2024New$2,695,000$515MLSPIN
11/01/2023Expired$2,550,000$487MLSPIN
10/17/2023Active$2,550,000$487MLSPIN
10/13/2023Price Change$2,550,000$487MLSPIN
10/09/2023Active$2,599,000$497MLSPIN
10/05/2023Extended$2,599,000$497MLSPIN
10/04/2023Active$2,599,000$497MLSPIN
09/30/2023Extended$2,599,000$497MLSPIN
09/28/2023Price Change$2,599,000$497MLSPIN
08/14/2023Active$2,650,000$506MLSPIN
08/10/2023New$2,650,000$506MLSPIN
07/01/2023Expired$2,695,000$620MLSPIN
05/07/2023Active$2,695,000$620MLSPIN
05/04/2023New$2,695,000$620MLSPIN
10/16/2022Active$2,695,000$599MLSPIN
10/13/2022New$2,695,000$599MLSPIN

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Seller's Representative: Tina Natale, Luxury Living Real Estate
Sub Agent Compensation: n/a
Buyer Agent Compensation: n/a
Facilitator Compensation: n/a
Compensation Based On: n/a
Sub-Agency Relationship Offered: No

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MLS PIN data last updated at 2026-05-13 22:16:00

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