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18 Middlesex St, Winchester MA 01890

Winchester, MA 01890
$2,795,000
Est. $16,316/month
4
Beds
4.5
Baths
5,233
Sq Ft
$534
Price/Sq Ft
0.25
Acres
2004
Year Built
20
Days on Market
Active Listed May 14, 2026 • MLS# 73518621 Copied!

About this home

This European-inspired villa blends timeless elegance with modern design. A dramatic curved staircase and soaring architectural details introduce a home designed for both grand entertaining and everyday comfort. Sun-filled living spaces feature handcrafted finishes, antique beams, stone fireplaces, and expansive French doors that create a seamless connection to the outdoors. At the heart of the home is a designer chef’s kitchen w/ bespoke cabinetry, lux appliances, and an adjoining mudroom. Outside, the property transforms into a private resort-like retreat with granite-columned loggia, heated saltwater pool, landscaped grounds w/ irrigation, and multiple entertaining areas. The spa-like primary suite, ensuite guest bedrooms, finished lower level with flexible bonus spaces, and heated driveway/walkways complete this estate. A lifestyle of luxury/convenience steps away from town, commuter rail, school and walking trails.

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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
10

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 10

Interior

Heating Forced Air, Radiant, Natural Gas
Cooling Central Air
Flooring Wood, 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, Washer Hookup
Features Bathroom, Central Vacuum

Exterior

Construction None
Architecture Contemporary, Villa
Roof None
Features Patio, Covered Patio/deck, Pool - Inground, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall
Pool In Ground
Spa None
Fencing Fenced/enclosed, Fenced
Patio/Porch Patio, Covered

Parking

Features Paved Drive, Off Street, Paved
Total Spaces 2

Utilities

Electric Generator, 200+ Amp Service
Water Public
Sewer Public Sewer
Gas None
Other For Gas Range, For Gas Dryer, Washer Hookup

Financial

Annual Tax $23,792
Assessed Value $2,145,400

Interior Features

Flooring: Wood, Marble, Stone / Slate
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Interior Features: Bathroom, Central Vacuum
Windows: Insulated Windows
Basement: Full, Finished, Interior Entry, Sump Pump
Laundry: Gas Dryer Hookup, Washer Hookup
Security: Security System

Construction & Materials

Style: Contemporary, Villa
Year Built: 2004
Structure Type:
Exterior Materials:
Roof:
Foundation: Concrete Perimeter

Heating, Cooling & Utilities

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:

Exterior & Lot

Exterior Features: Patio, Covered Patio/Deck, Pool - Inground, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, 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: In Ground
Community Amenities: Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Public School, T-Station

Location

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Neighborhood

18 Middlesex St, Winchester MA 01890

Winchester, MA 01890

Walkability

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Nearby Schools

School information not available for this location.

Monthly Payment Calculator

Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
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Including down payment
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Down: $0
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Monthly Payment Breakdown

Principal & Interest $0
Property Tax $1,983
Homeowners Insurance $200
PMI (if <20% down) $0

Loan Summary

Total of 360 payments $0
Total principal paid $0
Total interest paid $0

Rate Impact

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Current Rate
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Payment Over Time

Interest
Principal
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.

Property History

Property Timeline

🏠
Listed for Sale
May 14, 2026
$2,795,000
Original listing
Agent: Tina Natale Office: Luxury Living Real Estate

Price & Status History

Date Event Price Change
May 14, 2026 New Listing Added $2,795,000

Market Statistics

Days on Market
20 days
Price per Sq Ft
$534

Tax History

Year Taxes Assessment
2025 $23,792 $2,145,400

Financial Details

Annual Property Tax
$23,792
Tax Year 2025
Assessed Value
$2,145,400

Listing Information

Listing Agent Tina Natale
Listing Office Luxury Living Real Estate
Agent MLS ID CN214185
Office MLS ID AN6147
Listing Data Updated Jun 2, 2026 7:35 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.

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BMN Boston Real Estate

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