For Sale

18 Middlesex St, Winchester, MA

Winchester · MA 01890

$2,650,000
Price
4
Beds
4.5
Baths
5233
Sq. ft.

Overview

Property type: Single Family
Year built: Built in 2004
Lot size: 0.25 Acre Lot
Price per square foot: $506 / Sq.Ft
Parking: 3 Off Street Spaces
Heating & cooling: Heat, Oil, AC

About this home

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.

Neighborhood & Transit

Winchester town center

18 Middlesex St, Winchester · MA 01890

Nearby transit

Within 0.5 mile, measured straight-line to the nearest station entrance.

  • Winchester Center Commuter Rail 1 route 0.49 mi
    • Lowell Line

Price Insight

Days on Market:
13 days
Listing Price:
$2,650,000
Price per Sq.Ft:
$506
Tax Assessment:
$2,242,700 in 2026
Taxes:
$2,071 / Monthly

Home Facts

Interior Features

Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
5,233 Sq.Ft (Includes Basement)
Broker Disclosure about Living Area
Room dimensions are approximate and for marketing purposes only
Kitchen
Main Floor, Dishwasher, Wine Chiller, Cooktop, Range, Garbage Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer
Primary Bedroom
Main Floor, En-suite bathroom
Laundry
Unknown
Living levels
Unknown
Rooms
8
Above grade area
902
Flooring
Marble, Stone / Slate
Lead paint
None

Utilities

Heating Type
Forced Air, Oil, Unit Control
Heating Zone
4
Cooling
Central Air
Cooling Zones
4
Water
City/Town Water
Sewer
City/Town Sewer
Electric Features
Unknown

Exterior Features

Lot Size
10,812 Sq.Ft
Lot Description
Paved Drive, Fenced/Enclosed
Exterior Features
Pool - Inground Heated, Garden Area, Stone Wall, Patio, Covered Patio/Deck, Gutters, Storage Shed, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard

Parking

Garage Parking
0 Parking Spaces
Off Street Parking
3 Parking Spaces, Off-Street, Paved Driveway

Construction Details

Construction Type
Stone/Concrete
Siding
Stucco
Roof
Rubber

Green Features

Electric Vehicle Charger
Unknown
Solar Panels
Unknown
Green Certified
Unknown
Insulation Features
Unknown
Energy Features
Unknown

Room details

Living room level
First Floor
Living room dimensions
26X19
Dining room level
First Floor
Dining room dimensions
15X15
Family room level
First Floor
Family room dimensions
18X11
Kitchen dimensions
20X14
Primary bedroom dimensions
19X13
Bedroom 2 level
Second Floor
Bedroom 2 dimensions
15X15
Bedroom 3 level
Second Floor
Bedroom 3 dimensions
15X13
Bedroom 4 level
Basement
Bedroom 4 dimensions
15X13
Bathroom 1 level
Second Floor
Bathroom 1 dimensions
10X13
Bathroom 2 level
First Floor
Bathroom 2 dimensions
8X6
Bathroom 3 level
Basement
Bathroom 3 dimensions
8X6

Listing information

Listing agent
Jennifer Taves
Listing office
Coldwell Banker Realty - Boston
MLS PIN #
73593868
Disclosure
Some photos have been virtually enhanced
Disclosure
Room dimensions are approximate and for marketing purposes only