18 Middlesex St, Winchester MA 01890

Winchester, MA 01890 • Winchester town center

$2,650,000

Est. $15,671/month

Estimate assumptions

20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.

Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.

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4

Beds

4.5

Baths

5,233

Sq Ft

$506

Price/Sq Ft

0.25

Acres

2004

Year Built

2

Parking

Single Family Residence

Type

New today

Time on Market

For Sale Open House Listed Oct 22, 2026 • MLS# 73593868 Copied! • Updated Oct 22, 2026

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Open House Schedule

24

Oct

Saturday, October 24

11:30 AM - 1:00 PM EDT

25

Oct

Sunday, October 25

11:30 AM - 1:00 PM EDT

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.

Public Records & Permits

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Recently Sold Nearby

Price & Status History

Market Insights

83%

Price Range

2

Previous Sales

Property Timeline

🏠

Listed for Sale

Oct 22, 2026

$2,650,000

Original listing

Agent: Jennifer Taves Office: Coldwell Banker Realty - Boston

Previous Transaction - MLS #72044797

Full transaction history available when tracking began

🏷️

Previously Sold

Oct 28, 2016

$1,465,000

MLS #72044797

View Listing →

Previous Transaction - MLS #30484412

Full transaction history available when tracking began

🏷️

Previously Sold

Jun 7, 2002

$450,000

MLS #30484412

View Listing →

Date	Event	Price	Change	$/sqft	Details
10/22/2026	🏠 Listed for Sale	$2,650,000	-	-	Original listing
10/28/2016	🏷️ Previously Sold	$1,465,000	-	-	MLS #72044797
06/07/2002	🏷️ Previously Sold	$450,000	-	-	MLS #30484412

Tax History

Year	Taxes	Assessment
2026	$24,849	$2,242,700

Financial Details

Annual Property Tax

$24,849

Tax Year 2026

Assessed Value

$2,242,700

Facts & Features

Central AC

Home Facts

Type Residential

Style Single Family Residence

Year Built 2004

Living Area 5,233 sq ft

Lot Size 0.25 acres

Bedrooms 4

Full Baths 4

Half Baths 1

Total Rooms 8

Interior

Heating Forced Air, Radiant, Natural Gas

Cooling Central Air

Flooring Marble, Stone / Slate

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

Fireplace None

Fireplaces 2

Basement Full, Finished, Interior Entry, Sump Pump

Laundry Gas Dryer Hookup

Features None

Exterior

Construction Stone

Architecture Contemporary, Villa

Roof None

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

Pool Pool - Inground Heated

Spa None

Fencing Fenced/enclosed, Fenced

Patio/Porch Patio, Covered

Parking

Features Paved Drive, Off Street, Paved

Total Spaces 2

Utilities

Electric None

Water Public

Sewer Public Sewer

Gas None

Other For Gas Range, For Gas Dryer

Financial

Annual Tax $24,849

Assessed Value $2,242,700

HOA & Community

Fee Includes None

Amenities None

Optional Fee Includes None

MA Disclosures

Lead Paint None

Seller Disclosures Some Photos Have Been Virtually Enhanced

Additional Details

Possession None

Accepted Financing Contract

Structure Type []

House Color natural

Sq Ft Source Public Record

Sq Ft Disclosures Room dimensions are approximate and for marketing purposes only

Documents None

County Middlesex

Property Overview

Property Type

Single Family Residence

Listing Type

For Sale

Year Built

2004

Bedrooms

4

Full Bathrooms

4

Half Bathrooms

1

Living Area

5,233 sq ft

Total Rooms

8

Floor Layout

Interior Features

Flooring: Marble, Stone / Slate

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

Interior Features:

Windows: Insulated Windows

Basement: Full, Finished, Interior Entry, Sump Pump

Laundry: Gas Dryer Hookup

Security:

Construction & Materials

Style: Contemporary, Villa

Year Built: 2004

Structure Type:

Exterior Materials: Stone

Roof:

Foundation: Concrete Perimeter

Utilities & Systems

Heating: Forced Air, Radiant, Natural Gas

Heating Zones: 4

Cooling: Central Air

Cooling Zones: 4

Hot Water:

Water Source: Public

Sewer: Public Sewer

Energy Features: Thermostat

Exterior & Lot

Exterior Features: Patio, Covered Patio/Deck, Pool - Inground Heated, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Garden, Stone Wall

Patio & Porch: Patio, Covered

Fencing: Fenced/Enclosed, Fenced

Other Structures:

Lot Features:

Road Surface: Paved

Parking & Garage

Total Parking Spaces: 2

Parking Features: Paved Drive, Off Street, Paved

Special Features

Fireplaces: 2

Fireplace Type:

Pool: Private Pool

Pool Features: Pool - Inground Heated

Community Amenities: 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

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Property Tax $2,071

Homeowners Insurance $200

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Location

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Neighborhood

Winchester town center

18 Middlesex St, Winchester MA 01890

Winchester, MA 01890

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18 Middlesex St, Winchester MA 01890

Open House Schedule

About this home

Public Records & Permits

BMN Estimate

Recently Sold Nearby

Price & Status History

Market Insights

Property Timeline

Listed for Sale

Previous Transaction - MLS #72044797

Previously Sold

Previous Transaction - MLS #30484412

Previously Sold

Detailed History Table ▼

Tax History

Financial Details

Facts & Features

Home Facts

Interior

Exterior

Parking

Utilities

Financial

HOA & Community

MA Disclosures

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Property Overview

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Interior Features

Construction & Materials

Utilities & Systems

Exterior & Lot

Parking & Garage

Special Features

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