27 Everett Ave
Winchester, MA, 01890
$3,599,000
This exceptional Everett Avenue residence stands among the street’s most distinguished offerings, commanding a premier setting on over half an acre. Renovated in 2023-2025, timeless architecture is seamlessly married to today’s most coveted amenities. Hallmark architectural details abound. Balusters, soaring ceilings, coffered rooms, original crown moldings, mantels, and decorative trim are beautifully preserved, elevated by the warm glow of restored hardwood floors. Generous, light-filled rooms unfold with grace and scale throughout. A newly designed chef’s kitchen, new baths, walk-in pantry w/laundry and a classic butler’s pantry with wine refrigerator are some of the highlights. Anchoring the home is an expansive family room, framed by floor-to-ceiling windows overlooking a park-like lawn. A rare offering where architectural pedigree, thoughtful architecture and renovation, and exceptional land converge.
Current real estate data for Single Family in Winchester as of Jan 26, 2026
31
Single Family Listed
85
Avg DOM
563
Avg $ / SqFt
$1,921,674
Avg List Price
Property Details
Price:
$3,599,000
MLS #:
73468691
Status:
Active
Beds:
6
Baths:
5.5
Type:
Single Family
Subtype:
Single Family Residence
Listed Date:
Jan 15, 2026
Finished Sq Ft:
7,431
Total Sq Ft:
7,431
Lot Size:
28,027 sqft / 0.64 acres (approx)
Year Built:
1905
Schools
Elementary School:
Ambrose
Middle School:
Mccall
High School:
Whs
Interior
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Cooling
Central Air
Fireplaces Total
6
Flooring
Wood, Flooring – Hardwood, Flooring – Wall to Wall Carpet
Heating
Forced Air, Hot Water, Steam, Fireplace(s)
Laundry Features
Second Floor
Exterior
Architectural Style
Colonial, Tudor
Community Features
Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public School
Exterior Features
Porch, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall
Parking Features
Detached, Paved Drive, Off Street
Parking Spots
8
Roof
Shingle
Financial
Tax Year
2026
Taxes
$34,336
Map
Contact Us
Mortgage Calculator
Community
- Address27 Everett Ave Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Close to Wright Locke Farm
- Cox Road / High St Extension neighborhood
- East SIde near town forest!!
- Everett/ Stratford
- Flats location
- FLATS location Across from Wedgemere/Oxford
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Ledgewood Estates
- Middlesex
- Myopia Hill/ Winchester Country Club Area
- Near VO school
- old village/ West side
- The Flats
- Top neighborhood near town center
- West side
Property Summary
- 27 Everett Ave Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $3,599,000 and features 6 beds, 6 baths, and has approximately 7,431 square feet of living space, and was originally constructed in 1905. The current price per square foot is $484. The average price per square foot for Single Family listings in Winchester is $563. The average listing price for Single Family in Winchester is $1,921,674. To schedule a showing of MLS#73468691 at 27 Everett Ave in Winchester, MA, contact your Boardwalk Real Estate Corp. agent at 781-944-7820.
Similar Listings Nearby
CRP: Certified Relocation Professional CRS: Certified Residential Specialist GRI: Graduate of Realtors Institute CBR: Certified Buyers Representative BSBA: Bachelor of Science in Business Administration. Babson College 1979 MBA: Master of Business Administration. Babson College 2002 James M. Joly is President and Principal-Owner of Boardwalk Real Estate Corp.,…
More About JamesCourtesy of Leading Edge Real Estate. The property listing data and information 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 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 set forth herein.
27 Everett Ave
Winchester, MA









































