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.
For sale
Price cut: $100K (8/5)
$2,695,000
18 Middlesex St, Winchester, MA 01890
4beds
5,233sqft
Single Family Residence
Built in 2004
10,812 Square Feet Lot
$2,584,100 Zestimate®
$515/sqft
$-- HOA
What's special
Handcrafted finishesAntique beamsPrivate resort-like retreatSoaring architectural detailsSun-filled living spacesAdjoining mudroomHeated saltwater pool
- 128 days
- 1,269
- 61
Zillow last checked:
Listing updated:
Listed by:
Tina Natale 617-794-8460,
Luxury Living Real Estate 617-227-7007
Source: MLS PIN,MLS#: 73518621
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 5
- Full bathrooms: 4
- 1/2 bathrooms: 1
Primary bedroom
- Level: First
- Area: 247
- Dimensions: 19 x 13
Bedroom 2
- Level: Second
- Area: 225
- Dimensions: 15 x 15
Bedroom 3
- Level: Second
- Area: 195
- Dimensions: 15 x 13
Bedroom 4
- Level: Basement
- Area: 195
- Dimensions: 15 x 13
Bathroom 1
- Level: First
- Area: 130
- Dimensions: 10 x 13
Bathroom 2
- Level: Second
- Area: 130
- Dimensions: 10 x 13
Bathroom 3
- Level: Second
- Area: 48
- Dimensions: 8 x 6
Dining room
- Level: First
- Area: 225
- Dimensions: 15 x 15
Family room
- Level: First
- Area: 198
- Dimensions: 18 x 11
Kitchen
- Level: First
- Area: 280
- Dimensions: 20 x 14
Living room
- Level: First
- Area: 494
- Dimensions: 26 x 19
Heating
- Forced Air, Radiant, Natural Gas
Cooling
- Central Air
Appliances
- Included: Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
- Laundry: Gas Dryer Hookup, Washer Hookup
Features
- Bathroom, Central Vacuum
- Flooring: Wood, Marble, Stone / Slate
- Doors: French Doors
- Windows: Insulated Windows
- Basement: Full,Finished,Interior Entry,Sump Pump
- Number of fireplaces: 2
Interior area
- Total structure area: 5,233
- Total interior livable area: 5,233 sqft
- Finished area above ground: 4,331
- Finished area below ground: 902
Property
Parking
- Total spaces: 2
- Parking features: Paved Drive, Off Street, Paved
- Uncovered spaces: 2
Features
- Patio & porch: Patio, Covered
- Exterior features: Patio, Covered Patio/Deck, Pool - Inground, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Fenced/Enclosed,Fenced
Lot
- Size: 10,812 Square Feet
Details
- Parcel number: M:015 B:0016 L:0,898747
- Zoning: RG
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Contemporary,Villa
- Property subtype: Single Family Residence
Materials
- Foundation: Concrete Perimeter
Condition
- Year built: 2004
Utilities & green energy
- Electric: Generator, 200+ Amp Service
- Sewer: Public Sewer
- Water: Public
- Utilities for property: for Gas Range, for Gas Dryer, Washer Hookup
Community & HOA
Community
- Features: Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Public School, T-Station
- Security: Security System
HOA
- Has HOA: No
Location
- Region: Winchester
Financial & listing details
- Price per square foot: $515/sqft
- Tax assessed value: $2,145,400
- Annual tax amount: $23,792
- Date on market: 6/2/2026
- Road surface type: Paved
Estimated market value
$2,584,100
$2.45M - $2.71M
$7,085/mo
Price history
| Date | Event | Price |
|---|---|---|
| 8/5/2026 | Price change | $2,695,000-3.6%$515/sqft |
Source: MLS PIN #73518621 Report a problem | ||
| 5/14/2026 | Listed for sale | $2,795,000$534/sqft |
Source: MLS PIN #73518621 Report a problem | ||
| 11/12/2025 | Listing removed | $2,795,000$534/sqft |
Source: MLS PIN #73442182 Report a problem | ||
| 10/10/2025 | Listed for sale | $2,795,000+3.7%$534/sqft |
Source: MLS PIN #73442182 Report a problem | ||
| 5/16/2025 | Listing removed | $2,695,000$515/sqft |
Source: MLS PIN #73347754 Report a problem | ||
| 3/19/2025 | Listed for sale | $2,695,000$515/sqft |
Source: MLS PIN #73347754 Report a problem | ||
| 11/21/2024 | Listing removed | $2,695,000$515/sqft |
Source: MLS PIN #73292156 Report a problem | ||
| 9/19/2024 | Listed for sale | $2,695,000+5.7%$515/sqft |
Source: MLS PIN #73292156 Report a problem | ||
| 11/1/2023 | Listing removed | $2,550,000$487/sqft |
Source: MLS PIN #73147332 Report a problem | ||
| 10/13/2023 | Price change | $2,550,000-1.9%$487/sqft |
Source: MLS PIN #73147332 Report a problem | ||
| 9/28/2023 | Price change | $2,599,000-1.9%$497/sqft |
Source: MLS PIN #73147332 Report a problem | ||
| 8/11/2023 | Listed for sale | $2,650,000-1.7%$506/sqft |
Source: MLS PIN #73147332 Report a problem | ||
| 7/1/2023 | Listing removed | $2,695,000$515/sqft |
Source: MLS PIN #73107084 Report a problem | ||
| 5/4/2023 | Listed for sale | $2,695,000+3.9%$515/sqft |
Source: MLS PIN #73107084 Report a problem | ||
| 12/13/2022 | Listing removed | $2,595,000$496/sqft |
Source: MLS PIN #73047571 Report a problem | ||
| 11/3/2022 | Price change | $2,595,000-3.7%$496/sqft |
Source: MLS PIN #73047571 Report a problem | ||
| 10/13/2022 | Listed for sale | $2,695,000+84%$515/sqft |
Source: MLS PIN #73047571 Report a problem | ||
| 10/28/2016 | Sold | $1,465,000-2.3%$280/sqft |
Source: Public Record Report a problem | ||
| 8/17/2016 | Pending sale | $1,499,000$286/sqft |
Source: Waterfield Sotheby's International Realty #72044797 Report a problem | ||
| 7/28/2016 | Listed for sale | $1,499,000+233.1%$286/sqft |
Source: Waterfield Sotheby's International Realty #72044797 Report a problem | ||
| 6/7/2002 | Sold | $450,000+1700%$86/sqft |
Source: Public Record Report a problem | ||
| 5/1/2002 | Sold | $25,000$5/sqft |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2025 | $23,792 +4.4% | $2,145,400 +6.7% |
| 2024 | $22,783 +23.9% | $2,010,900 +29.1% |
| 2023 | $18,386 -1.2% | $1,558,100 +4.7% |
| 2022 | $18,614 +2.7% | $1,487,900 +5.3% |
| 2021 | $18,121 +3.5% | $1,412,400 |
| 2020 | $17,500 +8.8% | $1,412,400 +6.3% |
| 2019 | $16,088 +3.6% | $1,328,500 +4.2% |
| 2018 | $15,536 +13.4% | $1,274,500 +14.2% |
| 2017 | $13,701 +7.5% | $1,115,700 +2.3% |
| 2016 | $12,744 +7.3% | $1,091,100 +11.5% |
| 2015 | $11,875 +0.1% | $978,200 +4.4% |
| 2014 | $11,859 +1% | $936,700 +1.8% |
| 2013 | $11,747 +3.6% | $919,900 +1.8% |
| 2012 | $11,344 +3.7% | $903,900 |
| 2011 | $10,937 +3.2% | $903,900 -1.8% |
| 2010 | $10,594 +2.1% | $920,400 |
| 2009 | $10,373 +5.3% | $920,400 -1.2% |
| 2008 | $9,847 +3.4% | $931,600 +1.1% |
| 2007 | $9,521 +0.8% | $921,700 +1.2% |
| 2006 | $9,446 +1.9% | $910,900 +2.4% |
| 2005 | $9,272 +411.1% | $889,800 +458.2% |
| 2004 | $1,814 -57.2% | $159,400 -57.2% |
| 2003 | $4,242 +11.6% | $372,800 +8.5% |
| 2002 | $3,801 +21.4% | $343,700 +41.8% |
| 2000 | $3,132 -5.6% | $242,300 +6.9% |
| 1999 | $3,317 | $226,600 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: 01890
Nearby schools
Schools provided by the listing agent
- Elementary: Lynch
- Middle: Mccall
- High: Winchester
Source: MLS PIN. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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