Sold Jul 13, 2026$2,600,000
Browse photos
Active
18 Middlesex St
Winchester, MA 01890
Offered at$2,695,000
Residential · Active · MLS #73518621
Listing Courtesy of Luxury Living Real Estate | Tina Natale
4Bedrooms
5Bathrooms
5,233Square feet
2004Year built
Bean Group guidance
Useful next steps
Request property information
Select a document or report and Bean Group will help track it down.
Availability varies by property and source. Documents are requested from the appropriate source and may not be immediately available.
Considering this property?
Decide whether it deserves a closer look.
A local Bean Group agent can help you compare nearby inventory, understand the listing details, and identify the questions worth answering before you visit.
MLS PIN data
About this home
Your Dream Home, now at a price you'll love. 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. Steps away from town, commuter rail, school and walking trails.
Property information
Details at a glance
Interior
- Rooms
- 10
- Heating
- Forced Air, Radiant, Natural Gas
- Cooling
- Central Air
- Flooring
- Wood, Marble, Stone / Slate
- Fireplaces
- 2
Building
- Style
- Single Family Residence
- Year built
- 2004
- Parking
- 2
- Foundation
- Concrete Perimeter
Land & utilities
- Lot size
- 0.25 acres
- Water
- Public
- Sewer
- Public Sewer
- Zoning
- RG
Financial
- Annual taxes
- $23,792
- Assessment year
- 2025
Listing history
Price and status timeline
- Ter
$2,795,000 · Oct 10, 2025
- Ter
$2,695,000 · Mar 19, 2025
- Ter
$2,695,000 · Sep 18, 2024
Property value estimate
An informed starting point
Automated estimates are not appraisals or guarantees of market value.
Comparable sales
Recent properties for context
Photo insights
Condition signals
Overall presentationabove average
Generated from listing photography; not a substitute for an inspection.
Local market context
How this home compares in Winchester
MetricThis propertyWinchester
List price$2,695,000$1,549,00074% above local
Price / sq ft$515$5659% below local
Days on market11351122% above local
Active city listing statistics from MLS PIN as of September 6, 2026. Asking prices are not completed-sale values.
Keep exploring
Similar homes nearby
Common questions
About 18 Middlesex St
Can I schedule a private showing?
Yes. Request a tour of 18 Middlesex St and a Bean Group agent will help coordinate an available time with the listing side.
Can you help me evaluate this property?
Yes. We can discuss condition, comparable sales, offer strategy and the questions worth asking before you decide whether to proceed.
Are property documents available?
Availability varies by property and source. Request the documents you need and we will help obtain what is available.