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18 Middlesex St, Winchester MA 01890

$2,650,000

Estimated $18,399/month Calculator

Single Family

4 Bedrooms

Baths

5233

Total Parking: 2

10,812 (0.25)

Built in 2004

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.

This home has been viewed 2 times

Last Checked: October 22nd, 2026 at 7:53pm (Source: MLS PIN #73593868)

Green Features

Air Conditioning

Waterview

Lead Paint Free

General Information for 18 Middlesex St, Winchester MA 01890

Listing ID73593868

Property TypeSingle Family / Detached

Price$2,650,000 ($506.4/SqFt)

StyleColonial

CityWinchester

CountyMiddlesex

Neighborhood(s)

Garage Parking0

ZoningRG

Year Built2004

Year Built SourcePublic Records

Year Built DetailsActual

Handicap Access / Features0

Interior Features for 18 Middlesex St, Winchester MA 01890

Approximate Living Area Total5233

Living Area Includes BasementYes

Rooms8

Bedrooms4

Primary En Suite BathroomYes

BasementFull

Cooling1, Split

Fireplaces

AppliancesRange

FlooringTile

Electric

Exterior Features for 18 Middlesex St, Winchester MA 01890

Approximate Lot Size (Acres)0.25

Approximate Lot Size (Square Feet)10812

Total Parking2

Garage Parking0

WaterPublic

SewerPublic Sewer

Lot Features

Parking Features1

Exterior FeaturesPorch

Foundation Materials

Construction MaterialsFrame

Road Frontage Type

Patio & PorchCovered

Roof Material

Utility Connections110 Volts

Water ViewsNo

Water Views Features

Waterfront0

Waterfront Features

Pool FeaturesAssociation

Horse Permitted0

Horse Amenities

Disclosures for 18 Middlesex St, Winchester MA 01890

Lead PaintNone

UFFINo

Living Area Includes BasementYes

Living Area Disclosure

Building Area SourcePublic Records

Special Listing Conditions

ExclusionsSurveillance Devices

Compensation Based On

Financial Information for 18 Middlesex St, Winchester MA 01890

Association Fee

Association Fee Frequency

Association Fee Includes

Real Estate Tax24849

Tax Year2026

Assessed Value$2,242,700

Location Information for 18 Middlesex St, Winchester MA 01890

Elementary SchoolLynch

Middle SchoolMccall

High SchoolWinchester

Neighborhood(s)

Area AmenitiesWalk/jog Trails

Contact Information for 18 Middlesex St, Winchester MA 01890

Agent

Name: Jennifer Taves

Office

Name: Coldwell Banker Realty - Boston

Phone: 617-266-4430

Payment Calculator

, Interest

Property Taxes 2070.75

Principal & Interest 16328.46

HOA Dues

Term

Interest

Home Price

Down Payment

Exclusive Listing Agent

Coldwell Banker Realty - Boston

Jennifer Taves

Agent Phone

Office Phone

(617) 266-4430

Text Agent Call Agent Call Office

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EXIT

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