Check Availability
$2,695,000
↓ $100K (3.6%)
● House - For Sale

18 Middlesex St

Winchester, MA 01890
bedrooms
4 Beds
bathrooms
4 Baths, 1 Half Bath
square feet
5,233 Ft²
$15,216
Est. Monthly

About This Property

Seller to offer a buyer credit paying up to 2% of loan size for buyer at closing that can go to a permanent or temporary rate buydown. 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.
Unit Size
5,233 Ft²
Days on Market
-
Land Size
0.25 acres
Price per sqft
$515
Property Type
House
Property Taxes
$1,983
HOA Dues
-
Year Built
2004

Listed By

Tina Natale
Luxury Living Real Estate

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Last updated: 3 days ago (MLSPIN #73518621)

Price History

Date / Event Date Event Price
Aug 5, 2026 Price Decreased $2,695,000
↓ $100K (3.6%)
Price Decreased
May 13, 2026 Listed by Luxury Living Real Estate $2,795,000
Listed by Luxury Living Real Estate
Nov 12, 2025 Temporarily off market -
Temporarily off market
Oct 10, 2025 Listed by Luxury Living Real Estate $2,795,000
Listed by Luxury Living Real Estate
A masterpiece of design and craftsmanship. Every detail has been meticulously curated, blending timeless elegance with state-of-the-art amenities.Step into a grand foyer, where a striking curved staircase sets the stage for the home’s sophisticated ambiance. Expansive living and entertaining spaces flow seamlessly, featuring soaring ceilings, custom millwork, and exquisite finishes. The Bespoke chef’s kitchen, outfitted with professional-grade appliances, a fireplace, and an adjoining mudroom, is both a culinary dream and a warm gathering place.The opulent primary suite is a private retreat, reminiscent of the world’s finest resorts, boasting a spa-inspired bath and serene views. Three additional en-suite bedrooms provide refined comfort for family or guests. Designed for effortless indoor-outdoor living, eight sets of French doors opening to a breathtaking loggia with marble columns and sparkling heated saltwater pool. Heated driveway and front walk.
May 29, 2025 Temporarily off market -
Temporarily off market
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Property Highlights

Parking Available
Air Conditioning
Fireplace
Parking Details
Has Open Parking
Parking Features: Paved, Off Street, Paved
Open Parking Spaces: 2
Interior Details
Half Bathrooms: 1
Full Bathrooms: 4
Interior Features: Central Vacuum, Bathroom
Appliances: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Flooring Type: Wood, Marble, Stone / Slate
Door Features: French Doors
Laundry Features: Gas Dryer Hookup, Washer Hookup
Rooms: 10
Has Fireplace
Fireplaces: 2
Basement: Full, Finished, Interior Entry, Sump Pump
Exterior Details
Square Footage: 5233
Security Features: Security System
Architectural Style: Contemporary, Villa
Year Built Source: Public Records
Year Built: 2004
Building Area Total: 5233
Building Area Units: Square Feet
Window Features: Insulated Windows
Patio and Porch Features: Patio, Covered
Pool Features: In Ground
Pool is Private
Lot Size Area: 0.25
Lot Size Units: Acres
Lot Size Acres: 0.25
Lot Size Square Feet: 10812
Water Source: Public
Financial Details
Tax Assessed Value: $2,145,400
Tax Annual Amount: $23,792
Utilities Details
Cooling Type: Central Air
Heating Type: Forced Air, Radiant, Natural Gas
Sewer : Public Sewer

Building Info

Overview

    General

  • Year Built: 2004
  • Effective Year Built: 2004
  • Building Count: 1
  • Total Rooms: 8
  • Bedroom Count: 3
  • Bathroom Count: 4
  • Full Bathrooms: 3
  • Partial Bathrooms: 4
  • Building Condition: 6
  • Building Quality: 0
  • Construction Type: 6
  • Building Style: 5
  • Exterior Walls Type: 12
  • Interior Walls Type: 0
  • Roof Shape Type: 8
  • Roof Cover Type: 6
  • Floor Count: 200
  • Living Units: 1
  • Floor Cover: 0
  • Basement Type: 7
  • Basement Area: 1,128
  • Garage Type: 0
  • Parking Space Count: 0
  • Patio Type: 0
  • Porch Type: 0
  • Pool Type: 0

    Dimensions

  • Lot Size Square Feet: 10,812
  • Total Building Area: 4,319
  • Gross Building Area: 5,233
  • Building Area: 4,319
  • Building Area Measurement: L

    Heating and Cooling

  • Fireplace Count: 1
  • Air Conditioning: 13
  • Heating: 4
  • Heated Square Feet: 4,319
  • Heating Fuel Type: 3

    Utilities

  • Sewer System: 0
  • Water Service: 0

Building

  • Building Type: 0
  • Property Class: R
  • Land Acres: 0000000248
  • Standard Land Use Code: 1001
  • County Land Use Code: 101

Neighborhood

  • School District Name: Winchester School District
  • School Tax School District: WINCHESTER SD
  • Census Tract: 338300

Zoning

  • Zoning: RG

Geography

  • Parcel: WINC M:015 B:0016 L:0
  • Block: 16
  • Municipality: WINCHESTER
  • Latitude: 42.4572
  • Longitude: -71.1429

    Address

  • Full Address: 18 Middlesex St
  • Address - House Number: 18
  • Address - Street Name: Middlesex
  • Address - Suffix Type: St
  • State: MA
  • City Name: Winchester
  • Carrier Code: C037
  • 4-Digit Zip Code: 1829
  • Zip Code: 01890

Valuation

    Tax

  • Tax Year: 2024
  • Tax Amount: $2,278,300

    Appraisal Valuation

  • Standard Deviation: 0.0774
  • Valuation Date: Jan 17, 2024
  • Confidence Score: 94
  • Final Value: 2,689,274
  • High Value: 2,897,654
  • Low Value: 2,480,894

    Assessments Valuation

  • Assessed Year: 2024
  • Assessed Total Value: $2,010,900
  • Assessed Land Value: $604,200
  • Assessed Improvements Value: $1,406,700

    Sales

  • Current Sale Recording Date: Sep 19, 2018
  • Current Sale Document Type: 27
  • Current Sale Input Document Number: 144697
  • Previous Sale Recording Date: Oct 28, 2016
  • Previous Sale Amount: $1,465,000
  • Previous Sale Document Type: O
Data used for valuation calculations is provided by RealtyHop, and other third party sources

Comparables

Unit
Status
Type
Beds
Baths
ft²
Price/ft²
Asking Price
Listed On
Closing Price
Sold On
HOA + Taxes

About Winchester Town Center


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Frequently Asked Questions

When was property at 18 Middlesex Street built and last sold?
The property at 18 Middlesex Street was built in 2004 and last sold on Jan 1, 1970 for $0.
How much is this home worth?
The estimated value of the home located at 18 Middlesex Street is $2,700,232.
What are some comparable homes to 18 Middlesex Street?
There are currently no comparable homes to 18 Middlesex Street.