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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
4,319
Sq Ft
$647
Price/Sq Ft
0.25
Acres
2004
Year Built
4 hours 2 minutes
Time on Market
Active Open House Listed May 14, 2026 • MLS# 73518621 Copied!

About this home

This extraordinary European-inspired villa delivers the ambiance of a Tuscan retreat just 8 miles from Boston. Masterfully crafted with a blend of timeless elegance and modern design. A magnificent curved staircase welcomes you into the foyer, leading to sophisticated yet inviting spaces designed for everyday comfort and entertaining. At the heart of the home is a designer chef’s kitchen featuring high-end appliances and finishes, bespoke cabinetry, a fireplace, and an adjoining mudroom. French doors open to an outdoor oasis with saltwater pool, lush landscaping and granite stone loggia. This home features a primary suite with a spa-like bath and walk-in closet and three en-suite secondary bedrooms. The finished lower level w/ au pair suite and other flex space. Additional conveniences: first floor radiant floors, heated driveway/walkway for year-round ease. With its premier location, this one of a kind home offers a lifestyle of luxury and convenience unlike anything on the market.

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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
4,319 sq ft
Total Rooms
10

Open House Schedule

16
May
Saturday, May 16
11:30 AM - 1:00 PM EDT

Facts & Features

Central AC

Home Facts

Type Residential
Style Single Family Residence
Year Built 2004
Living Area 4,319 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 3

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: 3
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
$0
Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
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Over life of loan
Total Cost
$0
Including down payment
%
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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$0/mo
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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

Market Insights

47.6%
Price Range
1
Previous Sales

Property Timeline

🏠
Listed for Sale
May 14, 2026
$2,795,000
Original listing
Agent: Tina Natale Office: Luxury Living Real Estate
Previous Transaction - MLS #72044797
Full transaction history available when tracking began
🏷️
Previously Sold
Oct 28, 2016
$1,465,000
MLS #72044797

Price & Status History

Date Event Price Change
May 14, 2026 New Listing Added $2,795,000
Oct 28, 2016 Sold $1,465,000

Market Statistics

Time on Market
4 hours 2 minutes
Price per Sq Ft
$647

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 May 13, 2026 10:16 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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