$3,290,000
27 Everett Ave
Winchester, MA, 01890
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:
$3,290,000
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
Above Grade Finished Area
5670
Appliances
Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
Bathrooms
5 Full Bathrooms, 1 Half Bathroom
Below Grade Finished Area
1761
Cooling
Central Air
Fireplaces Total
6
Flooring
Wood, Flooring – Hardwood, Flooring – Wall to Wall Carpet
Heating
Forced Air, Hot Water, Steam, Fireplace(s)
Interior Features
Wainscoting, Bathroom – Full, Bathroom – Tiled With Shower Stall, Home Office, Bonus Room, Media Room, Game Room, Exercise Room, Bathroom
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
Covered Spaces
2
Exterior Features
Porch, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall
Garage Spaces
2
Lot Features
Level
Open Parking Spaces
6
Open Parking YN
1
Parking Features
Detached, Paved Drive, Off Street
Parking Spots
8
Parking Total
8
Patio And Porch Features
Porch
Roof
Shingle
Financial
Tax Year
2026
Taxes
$34,336
Marie Andrews is an award-winning, licensed real estate broker with licenses in Massachusetts and Florida. She has been selling real estate in the greater Boston area for over 20 years. Over the past two decades, Marie has worked for Century 21 Advanced Realty, building a reputation as a multi-million dollar producer. She has developed an extensive network of investors, lenders, and attorneys. Marie has a wide knowledge base on property management, Massachusetts real estate law, and building…
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Map
Current real estate data for Single Family in Winchester as of May 04, 2026
71
Single Family Listed
48
Avg DOM
548
Avg $ / SqFt
$2,185,977
Avg List Price
Community
- Address27 Everett Ave Winchester MA
- CityWinchester
- CountyMiddlesex
- Zip Code01890
Subdivisions in Winchester
- Brooks / Parkhurst / Town Forest
- Cox Road / High St Extension neighborhood
- Flats
- Flats neighborhood
- Lakeview/Wedgemere~ Near downtown & Wedgemere train station
- Macdonald field neighborhood
- Middlesex / downtown
- Near town/ Pine St neighborhood
- Old Village/ West Side
- Rangeley Historical Estate
- The Flats
- Vinson-Owen School District.
- West Side
- Winning Farm
Similar Listings Nearby
Property Summary
- 27 Everett Ave Winchester MA is a Single Family for sale in Winchester, MA, 01890. It is listed for $3,290,000 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 $443. The average price per square foot for Single Family listings in Winchester is $548. The average listing price for Single Family in Winchester is $2,185,977. To schedule a showing of MLS#73468691 at 27 Everett Ave in Winchester, MA, contact your Pegasus Realty LLC agent at 781-858-3505.
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