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.
Property Details
Price:
$3,599,000
MLS #:
73468691
Status:
Active
Beds:
6
Baths:
5.5
Address:
27 Everett Ave
Type:
Single Family
Subtype:
Single Family Residence
City:
Winchester
Listed Date:
Jan 15, 2026
State:
MA
Finished Sq Ft:
7,431
Total Sq Ft:
7,431
ZIP:
01890
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
Similar Listings Nearby
- 30 Whipple Road
Lexington, MA$4,195,000
1.89 miles away
- 20 Amberwood Dr
Winchester, MA$3,600,000
1.38 miles away
- 37 Mayflower Road
Winchester, MA$3,537,000
1.22 miles away
- 54 Johnson Rd
Winchester, MA$3,499,000
1.16 miles away
- 15 Mayflower Rd
Winchester, MA$3,425,000
1.05 miles away
- 25 Myopia Road
Winchester, MA$3,390,000
0.35 miles away
- 19 Town Way
Winchester, MA$2,899,000
1.03 miles away
- 10 Viking Rd
Winchester, MA$2,595,000
1.19 miles away
Courtesy 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
LIGHTBOX-IMAGES
























































































































































































































































































































































