Dimensions15 x 15
LevelSecond
18 Middlesex St, Winchester MA 01890
Winchester, MA 01890
$2,795,000
$2,695,000
Est. $15,810/month
Estimate assumptions
20% down, a 30-year loan at 6.5%, and $200/month estimated insurance.
Includes the supplied property-tax and HOA inputs; missing inputs contribute $0. HOA fees with an unspecified frequency are treated as monthly. PMI and closing costs are excluded.
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About this home
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.
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Recently Sold Nearby
Property History
Market Insights
1
Price Changes
47.6%
Price Range
1
Previous Sales
Property Timeline
Price Reduced
Aug 5, 2026
$2,695,000
$100,000
(-3.58%)
From $2,795,000 to $2,695,000 (-3.6%)
Listed for Sale
May 14, 2026
$2,795,000
Original listing
Agent: Tina Natale
Office: Luxury Living Real Estate
Previous Transaction - MLS #72044797
Full transaction history available when tracking began
Previously Sold
Oct 28, 2016
$1,465,000
MLS #72044797
| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 08/05/2026 | ↓ Price Reduced | $2,695,000 | $100,000 | - | From $2,795,000 to $2,695,000 (-3.6%) |
| 05/14/2026 | 🏠 Listed for Sale | $2,795,000 | - | - | Original listing |
| 10/28/2016 | 🏷️ Previously Sold | $1,465,000 | - | - | MLS #72044797 |
Tax History
| Year | Taxes | Assessment |
|---|---|---|
| 2025 | $23,792 | $2,145,400 |
Financial Details
Annual Property Tax
$23,792
Tax Year 2025
Assessed Value
$2,145,400
Facts & Features
Central AC
Home Facts
Type
Residential
Style
Single Family Residence
Year Built
2004
Living Area
5,233 sq ft
Lot Size
0.25 acres
Bedrooms
4
Full Baths
4
Half Baths
1
Total Rooms
10
Interior
Heating
Forced Air, Radiant, Natural Gas
Cooling
Central Air
Flooring
Wood, Marble, Stone / Slate
Appliances
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Fireplace
None
Fireplaces
2
Basement
Full, Finished, Interior Entry, Sump Pump
Laundry
Gas Dryer Hookup, Washer Hookup
Features
Bathroom, Central Vacuum
Exterior
Construction
None
Architecture
Contemporary, Villa
Roof
None
Features
Patio, Covered Patio/deck, Pool - Inground, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall
Pool
In Ground
Spa
None
Fencing
Fenced/enclosed, Fenced
Patio/Porch
Patio, Covered
Parking
Features
Paved Drive, Off Street, Paved
Total Spaces
2
Utilities
Electric
Generator, 200+ Amp Service
Water
Public
Sewer
Public Sewer
Gas
None
Other
For Gas Range, For Gas Dryer, Washer Hookup
Financial
Annual Tax
$23,792
Assessed Value
$2,145,400
HOA & Community
Fee Includes
None
Amenities
None
Optional Fee Includes
None
MA Disclosures
Lead Paint
Unknown
Seller Disclosures
Room Dimensions Are Approximate And For Marketing Purposes Only.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, Closing Costs And Or Prepaid Expenses. Lender Credit Available Through The Kreycik Team Of Rate.com
Additional Details
Possession
None
Accepted Financing
None
Structure Type
[]
Sq Ft Source
Public Record
Documents
None
County
Middlesex
Total market time (incl. prior listings)
119 days
Property Overview
Property Type
Single Family Residence
Listing Type
For Sale
Year Built
2004
Bedrooms
4
Full Bathrooms
4
Half Bathrooms
1
Living Area
5,233 sq ft
Total Rooms
10
Floor Layout
Interactive room guide
Floor Layout
Finished Area
4,331 sq ft above grade
902 sq ft below grade
Dimensions15 x 13
LevelSecond
Dimensions10 x 13
LevelSecond
Dimensions8 x 6
LevelSecond
Dimensions20 x 14
LevelFirst
Dimensions10 x 13
LevelFirst
Dimensions15 x 15
LevelFirst
Dimensions18 x 11
LevelFirst
Dimensions26 x 19
LevelFirst
Dimensions19 x 13
LevelFirst
Dimensions15 x 13
LevelBasement
Display Options
Outdoor Areas
PoolIn Ground
Patio & porchPatio, Covered
Room Markers
OOffice (1)
KKitchen (1)
BRBedroom (5)
BABathroom (4)
DDining (1)
LLiving (2)
Conceptual diagram based on MLS room data. It is not to scale and is not a substitute for architectural plans or on-site measurements.
Interior Features
Flooring:
Wood, Marble, Stone / Slate
Appliances:
Gas Water Heater, Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Interior Features:
Bathroom, Central Vacuum
Windows:
Insulated Windows
Basement:
Full, Finished, Interior Entry, Sump Pump
Laundry:
Gas Dryer Hookup, Washer Hookup
Security:
Security System
Construction & Materials
Style:
Contemporary, Villa
Year Built:
2004
Structure Type:
Exterior Materials:
Roof:
Foundation:
Concrete Perimeter
Heating, Cooling & Utilities
Heating:
Forced Air, Radiant, Natural Gas
Heating Zones:
4
Cooling:
Central Air
Cooling Zones:
4
Hot Water:
Water Source:
Public
Sewer:
Public Sewer
Energy Features:
Exterior & Lot
Exterior Features:
Patio, Covered Patio/Deck, Pool - Inground, Rain Gutters, Storage, Professional Landscaping, Sprinkler System, Decorative Lighting, Fenced Yard, Stone Wall
Patio & Porch:
Patio, Covered
Fencing:
Fenced/Enclosed, Fenced
Other Structures:
Lot Features:
Road Surface:
Paved
Parking & Garage
Total Parking Spaces:
2
Parking Features:
Paved Drive, Off Street, Paved
Special Features
Fireplaces:
2
Fireplace Type:
Pool:
Private Pool
Pool Features:
In Ground
Community Amenities:
Public Transportation, Shopping, Tennis Court(s), Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, Public School, T-Station
Nearby Schools
School District
Winchester School District local
A+
School Safety
2024-25
0.1%
Very Low (Safest)
0.1%
Suspensions
0.1%
In-School
5.4% below state avg
Elementary Schools
3 schools
A+
Lynch Elementary School
0.5 mi
|
#87 of 825
|
Score: 59.9
Dropped 5 spots from last year
+1.7 above state avg
472 students
Diverse
Diverse Student Body
Strong Attendance
Grades PK-05
Creative Corner School Inc
0.6 mi
Grades PK-K
St. Mary Elementary School
0.6 mi
Grades PK-05
Middle Schools
3 schools
A+
McCall Middle School
0.7 mi
|
#15 of 352
|
Score: 62.8
Dropped 2 spots from last year
+4.6 above state avg
1,053 students
Diverse
Strong Attendance
Grades 06-08
C+
Daniel L Joyce Middle School
2.2 mi
|
#218 of 352
|
Score: 39.3
Dropped 15 spots from last year
-18.9 below state avg
434 students
Diverse
Strong Attendance
Grades 06-08
B
John F Kennedy Middle School
2.4 mi
|
#168 of 352
|
Score: 42.9
Improved 50 spots from last year
-15.3 below state avg
498 students
Diverse
Rising School
Diverse Student Body
Strong Attendance
Grades 06-08
High Schools
3 schools
A+
Winchester High School
0.5 mi
|
#16 of 346
|
Score: 74.0
Improved 19 spots from last year
+15.8 above state avg
1,418 students
Diverse
20 sports
• 2,818 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
B
Woburn High School
1.8 mi
|
#147 of 346
|
Score: 56.6
Dropped 25 spots from last year
-1.6 below state avg
1,203 students
Diverse
18 sports
• 2,056 athletes
Strong AP Program
High Graduation Rate
College Ready Curriculum
Strong Athletics
Grades 09-12
A-
Medford High School
2.1 mi
|
#93 of 346
|
Score: 61.4
Improved 25 spots from last year
+3.2 above state avg
1,210 students
Diverse
19 sports
• 1,212 athletes
Strong AP Program
High Graduation Rate
Rising School
Career Tech Programs
Grades PK-12
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Monthly Payment Calculator
Monthly Payment
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Principal, interest, taxes & insurance
Loan Amount
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After down payment
Total Interest
$0
Over life of loan
Total Cost
$0
Including down payment
%
Down: $0
%
Monthly Payment Breakdown
Principal & Interest
$0
Property Tax
$1,983
Homeowners Insurance
$200
PMI (if <20% down)
$0
Loan Summary
Total of 360 payments
$0
Total principal paid
$0
Total interest paid
$0
Rate Impact
-0.5% Rate
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Current Rate
$0/mo
+0.5% Rate
$0/mo
Cost $0/mo
Payment Over Time
Year 1
95% Interest
Year 15
50/50
Year 30
95% Principal
* Estimates only. Actual payments may vary. Consult with a lender for accurate figures.
Location
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Neighborhood
18 Middlesex St, Winchester MA 01890
Winchester, MA 01890
Listing Information
Listing Agent
Tina Natale
Listing Office
Luxury Living Real Estate
Office Phone
617-227-7007
Agent MLS ID
CN214185
Office MLS ID
AN6147
Listing Data Updated
Sep 9, 2026 1:59 PM EDT
Listing information is deemed reliable but not guaranteed. Data provided by MLS Property Information Network, Inc. All information should be independently verified.
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