$2,650,000

18 Middlesex St, Winchester, MA 01890

4 beds |
5 baths |
5,233 sqft

Single-Family Home
Built in 2004
0.25acre lot
—— car garage
$506/sqft
Listed 4 days ago

Property 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.

Listing Status:: Active
Date Added:: October 22, 2026
Data Last Updated:: October 26, 2026 at 9:06PM
Listing Office:: Coldwell Banker Realty - Boston : 617-266-4430
Listing Agent:: Jennifer Taves : 617-877-9520
MLS ID:: 73593868

Appliances: Gas Water HeaterRangeDishwasherDisposalMicrowaveRefrigeratorFreezerWasherDryerWine Refrigerator
Laundry: Gas Dryer Hookup
Basement: FullFinishedInterior EntrySump Pump
Flooring: MarbleStone / Slate
A/C: Central Air
Heating: Forced AirRadiantNatural Gas
Fireplace: FireplaceFireplaces: 2
Disability Feature: None
Eco/Green Feature: Thermostat

General: PatioCovered Patio/DeckPool - Inground HeatedRain GuttersStorageProfessional LandscapingSprinkler SystemDecorative LightingFenced YardGardenStone Wall
Style: ContemporaryVilla
Pool: Pool - Inground Heated
Parking: Paved DriveOff StreetPavedParking spaces: 2

Windows: Insulated Windows
General: StoneConcrete Perimeter

Road/Access: Public
Originating MLS: MLS Property Information Network
County: Middlesex

Zoning: RGM:0015 B:0016 L:0000898747
Fencing: Fenced/EnclosedFenced

Utilities: for Gas Rangefor Gas Dryer
Water: Public
Sewer: Public Sewer

Source: MLS Property Information Network

This listing courtesy of Jennifer Taves , Coldwell Banker Realty - Boston

Monthly Payment

$Est. Payment

Principal & Interest $
Property Taxes $
Home Insurance $
VA Funding Fee $

Ready to Start a VA Loan?

Get Started

NMLS #1907 ^†

Get Prequalified »

Interest rates used in the VA mortgage calculator are shown for illustrative purposes only. Your rate may differ based on a variety of factors, including your credit score and the current market conditions. To get your personalized interest rate, start your quote online.