Sold Aug 17, 2026
$2,700,000Upcoming open house
Sat, Oct 17 · 12:30 PM–1:30 PM
Arrive prepared. Get the October 2026 Winchester Bean Group Buyer’s Guide before you tour.
About this home
New Price! OH SAT & SUN 12:30-1:30. 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 all in walking distance to downtown, the new Lynch School, new commuter rail train station and many shops and restaurants.
Listing last checked: Listing updated:
Listed by Tina Natale · Luxury Living Real Estate · MLS #73518621
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Details at a glance
Interior6 property facts
- Rooms
- 10
- Heating
- Forced Air, Radiant, Natural Gas
- Cooling
- Central Air
- Flooring
- Wood, Marble, Stone / Slate
- Basement
- Yes · Full, Finished, Interior Entry, Sump Pump
- Fireplaces
- 2
Building4 property facts
- Style
- Single Family Residence
- Year built
- 2004
- Parking
- 2
- Foundation
- Concrete Perimeter
Land & utilities5 property facts
- Lot size
- 0.25 acres
- Water
- Public
- Sewer
- Public Sewer
- Pool
- Yes · In Ground, Private
- Zoning
- RG
Financial2 property facts
- Annual taxes
- $23,792
- Assessment year
- 2025
Location
Estimated monthly cost
Explore costs at the $2,650,000 asking price. Adjust the assumptions to your situation.
Known monthly costs$15,383 / monthAdjust
- Principal & interest
- $13,400
- Property tax
- $1,983
- Insurance
- Not entered
- HOA
- Not entered
Listing annual taxes: $23,792. Initial monthly tax is one twelfth of that amount. HOA amount was not supplied.
Partial estimate: add insurance, monthly HOA to include those costs. Blank amounts are unknown.
The initial 6.5% rate is illustrative, not a current rate or lender quote. Excludes utilities, maintenance, closing costs and mortgage insurance, which may apply with a down payment below 20%. Taxes and insurance can change.
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
More property insights
Automated value estimate $2,928,533
Estimated range $2,636,499–$3,220,567.
Automated estimates are not appraisals or guarantees of market value.
Request a professional market analysisComparable properties 1 supplied
Photo-based condition insights
Overall presentation: above average
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About 18 Middlesex St
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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.