18 Middlesex St Winchester, MA 01890
North Main NeighborhoodEstimated payment $16,824/month
Highlights
- Medical Services
- Landscaped Professionally
- Property is near public transit and schools
- In Ground Pool
- Contemporary Architecture
- Marble Flooring
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.
Listing Agent
Tina Natale
Luxury Living Real Estate Listed on: 05/13/2026
Open House Schedule
-
Saturday, August 8, 202611:30 am to 1:00 pm8/8/2026 11:30:00 AM +00:008/8/2026 1:00:00 PM +00:00Add to Calendar
Home Details
Home Type
- Single Family
Est. Annual Taxes
- $23,792
Year Built
- Built in 2004
Lot Details
- 10,812 Sq Ft Lot
- Fenced Yard
- Landscaped Professionally
- Sprinkler System
- Property is zoned RG
Home Design
- Contemporary Architecture
- Villa
- Concrete Perimeter Foundation
Interior Spaces
- Central Vacuum
- Decorative Lighting
- 2 Fireplaces
- Insulated Windows
- French Doors
- Mud Room
- Home Security System
Kitchen
- Range
- Microwave
- Freezer
- Dishwasher
- Wine Refrigerator
- Disposal
Flooring
- Wood
- Stone
- Marble
Bedrooms and Bathrooms
- 4 Bedrooms
- Primary Bedroom on Main
Laundry
- Dryer
- Washer
Finished Basement
- Basement Fills Entire Space Under The House
- Interior Basement Entry
- Sump Pump
Parking
- 2 Car Parking Spaces
- Driveway
- Paved Parking
- 2 Open Parking Spaces
- Off-Street Parking
Outdoor Features
- In Ground Pool
- Covered Deck
- Covered Patio or Porch
- Outdoor Storage
- Rain Gutters
Location
- Property is near public transit and schools
Schools
- Lynch Elementary School
- Mccall Middle School
- Winchester High School
Utilities
- Forced Air Heating and Cooling System
- 4 Cooling Zones
- 4 Heating Zones
- Heating System Uses Natural Gas
- Radiant Heating System
- 200+ Amp Service
- Power Generator
- Gas Water Heater
Listing and Financial Details
- Assessor Parcel Number M:015 B:0016 L:0,898747
Community Details
Overview
- No Home Owners Association
- Near Conservation Area
Amenities
- Medical Services
- Shops
Recreation
- Tennis Courts
- Jogging Path
- Bike Trail
Map
Home Values in the Area
Average Home Value in this Area
Tax History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Year | Tax Paid | Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. | Land | Improvement |
|---|---|---|---|---|
| 2025 | $238 | $2,145,400 | $637,800 | $1,507,600 |
| 2024 | $22,783 | $2,010,900 | $604,200 | $1,406,700 |
| 2023 | $18,386 | $1,558,100 | $553,900 | $1,004,200 |
| 2022 | $18,614 | $1,487,900 | $503,500 | $984,400 |
| 2021 | $18,121 | $1,412,400 | $428,000 | $984,400 |
| 2020 | $17,500 | $1,412,400 | $428,000 | $984,400 |
| 2019 | $16,088 | $1,328,500 | $344,100 | $984,400 |
| 2018 | $15,536 | $1,274,500 | $327,300 | $947,200 |
| 2017 | $13,701 | $1,115,700 | $310,500 | $805,200 |
| 2016 | $12,744 | $1,091,100 | $310,500 | $780,600 |
| 2015 | $11,875 | $978,200 | $281,100 | $697,100 |
| 2014 | $11,859 | $936,700 | $243,400 | $693,300 |
Property History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Event | Price | List to Sale | Price per Sq Ft | Prior Sale |
|---|---|---|---|---|---|
| 08/05/2026 08/05/26 | Price Changed | $2,695,000 | -3.6% | $515 / Sq Ft | |
| 05/13/2026 05/13/26 | For Sale | $2,795,000 | +90.8% | $534 / Sq Ft | |
| 10/28/2016 10/28/16 | Sold | $1,465,000 | -2.3% | $325 / Sq Ft | View Prior Sale |
| 08/17/2016 08/17/16 | Pending | -- | -- | -- | |
| 07/28/2016 07/28/16 | For Sale | $1,499,000 | -- | $332 / Sq Ft |
Purchase History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Type | Sale Price | Title Company |
|---|---|---|---|
| Deed | -- | -- | |
| Quit Claim Deed | $1,465,000 | -- | |
| Deed | -- | -- | |
| Deed | $450,000 | -- | |
| Deed | $25,000 | -- |
Mortgage History
We collect this data history from publicly available records. To have your information removed, we recommend requesting removal directly through your county’s website.
| Date | Status | Loan Amount | Loan Type |
|---|---|---|---|
| Previous Owner | $749,000 | No Value Available | |
| Previous Owner | $5,310,000 | No Value Available | |
| Previous Owner | $760,000 | No Value Available |
Source: MLS Property Information Network (MLS PIN)
MLS Number: 73518621
APN: WINC-000015-000016
Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.
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