$3,290,000
OPEN SAT 1PM - 2:30PM $309K PRICE DROP

27 Everett Ave Winchester, MA 01890

The Flats Neighborhood

Estimated payment $19,759/month

Total Views 17,977
6 Beds
5.5 Baths
7,431 Sq Ft
$443 Price per Sq Ft

Highlights

  • Medical Services
  • Media Room
  • Colonial Architecture
  • Ambrose Elementary School Rated A
  • 0.64 Acre Lot
  • Landscaped Professionally

About This Home

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.

Listing Agent

Nancy Pallotta

Gibson Sotheby's International Realty Listed on: 01/15/2026

Open House Schedule

  • Saturday, March 07, 2026
    1:00 to 2:30 pm
    3/7/2026 1:00:00 PM +00:00
    3/7/2026 2:30:00 PM +00:00
    One of the most beautiful homes in Winchester, on prominent Everett Avenue. With ancient oaks and a park-like back yard, this legacy property awaits a new steward.
    Add to Calendar

Home Details

Home Type

  • Single Family

Est. Annual Taxes

  • $34,336

Year Built

  • Built in 1905

Lot Details

  • 0.64 Acre Lot
  • Stone Wall
  • Landscaped Professionally
  • Level Lot
  • Sprinkler System
  • Property is zoned RDB

Parking

  • 2 Car Detached Garage
  • Driveway
  • 6 Open Parking Spaces
  • Off-Street Parking

Home Design

  • Colonial Architecture
  • Tudor Architecture
  • Stone Foundation
  • Shingle Roof

Interior Spaces

  • Wet Bar
  • Crown Molding
  • Wainscoting
  • Decorative Lighting
  • Family Room with Fireplace
  • Living Room with Fireplace
  • Dining Room with Fireplace
  • 6 Fireplaces
  • Media Room
  • Home Office
  • Bonus Room
  • Game Room
  • Home Gym
  • Finished Basement
  • Basement Fills Entire Space Under The House

Kitchen

  • Butlers Pantry
  • Range
  • Microwave
  • Freezer
  • Dishwasher
  • Wine Refrigerator
  • Kitchen Island
  • Solid Surface Countertops
  • Disposal

Flooring

  • Wood
  • Wall to Wall Carpet

Bedrooms and Bathrooms

  • 6 Bedrooms
  • Primary bedroom located on second floor
  • Walk-In Closet
  • Double Vanity
  • Bathtub with Shower
  • Separate Shower

Laundry

  • Laundry on upper level
  • Dryer
  • Washer

Outdoor Features

  • Rain Gutters
  • Porch

Location

  • Property is near public transit and schools

Schools

  • Ambrose Elementary School
  • Mccall Middle School
  • WHS High School

Utilities

  • Forced Air Heating and Cooling System
  • 6 Cooling Zones
  • 4 Heating Zones
  • Hot Water Heating System
  • Heating System Uses Steam

Listing and Financial Details

  • Assessor Parcel Number M:017 B:0084 L:0,899241

Community Details

Overview

  • No Home Owners Association
  • Near Conservation Area

Amenities

  • Medical Services
  • Shops

Recreation

  • Tennis Courts
  • Park
  • Jogging Path
  • Bike Trail

Home Details

Home Type

Single Family

Est. Annual Taxes

$34,336

Year Built

Built in 1905

Lot Details

0.64 Acres

Parking

2

Listing Details

  • Property Type: Residential
  • Property Sub Type: Single Family Residence
  • Architectural Style: Colonial, Tudor
  • Year Built: 1905
  • Year Built Details: Actual
  • Year Round: Yes
  • Special Features: OpenHouse

Interior Features

  • Flooring: Wood, Flooring - Hardwood, Flooring - Wall to Wall Carpet
  • Interior Amenities: Wainscoting, Bathroom - Full, Bathroom - Tiled With Shower Stall, Home Office, Bonus Room, Media Room, Game Room, Exercise Room, Bathroom
  • Fireplace Features: Dining Room, Family Room, Living Room
  • Fireplace YN: Yes
  • Fireplaces: 6
  • Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine Refrigerator
  • Total Bedrooms: 6
  • Room Bedroom2 Level: Second
  • Room Bedroom2 Features: Bathroom - Full, Flooring - Hardwood
  • Room Bedroom3 Features: Flooring - Hardwood
  • Room Bedroom3 Level: Second
  • Room Bedroom4 Level: Second
  • Room Bedroom4 Features: Flooring - Hardwood
  • Room Bedroom5 Level: Third
  • Room Bedroom5 Features: Flooring - Hardwood
  • Basement YN: Yes
  • Full Bathrooms: 5
  • Half Bathrooms: 1
  • Total Bathrooms: 6
  • Room Master Bedroom Features: Bathroom - Full, Walk-In Closet(s), Flooring - Hardwood
  • Room Master Bedroom Level: Second
  • Master Bathroom Features: Yes
  • Bathroom 1 Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Shower Stall
  • Bathroom 1 Level: Second
  • Bathroom 2 Level: Second
  • Bathroom 2 Features: Bathroom - Full, Bathroom - Tiled With Shower Stall
  • Bathroom 3 Features: Bathroom - Full, Bathroom - Double Vanity/Sink, Bathroom - Tiled With Tub & Shower
  • Bathroom 3 Level: Second
  • Room Dining Room Features: Flooring - Hardwood, Wainscoting
  • Room Dining Room Level: First
  • Room Family Room Level: First
  • Room Family Room Features: Flooring - Hardwood
  • Room Kitchen Level: First
  • Room Kitchen Features: Flooring - Hardwood, Dining Area, Pantry, Countertops - Stone/Granite/Solid, Kitchen Island, Wet Bar
  • Laundry Features: Second Floor
  • Room Living Room Level: First
  • Room Living Room Features: Flooring - Hardwood
  • Room Office Level: First
  • Room Office Features: Fireplace, Flooring - Hardwood, Wainscoting
  • Basement: Full, Finished
  • Above Grade Finished Sq Ft: 5670
  • Below Grade Sq Ft: 1761
  • Living Area: 7431
  • Spa YN: No
  • MAIN LO: BB5918

Exterior Features

  • Exterior Features: Porch, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone Wall
  • Foundation Details: Stone
  • Home Warranty YN: No
  • Patio And Porch Features: Porch
  • Road Frontage Type: Public
  • Roof: Shingle
  • Waterfront YN: No
  • Waterview Flag: No

Garage/Parking

  • Garage Spaces: 2
  • Attached Garage YN: No
  • Carport Y N: No
  • Covered Parking Spaces: 2
  • Garage YN: Yes
  • Open Parking Spaces: 6
  • Open Parking YN: Yes
  • Parking Features: Detached, Paved Drive, Off Street
  • Total Parking Spaces: 8

Utilities

  • Sewer: Public Sewer
  • Cooling: Central Air
  • Heating: Forced Air, Hot Water, Steam, Fireplace(s)
  • Cooling Y N: Yes
  • Heating YN: Yes
  • Water Source: Public
  • HEAT ZONES: 4
  • COOLING ZONES: 6

Condo/Co-op/Association

  • Association YN: No
  • 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
  • Senior Community YN: No

Lot Info

  • Parcel Number: M:017 B:0084 L:0,899241
  • Zoning: RDB
  • Farm Land Area Units: Square Feet
  • Lot Features: Level
  • Lot Size Acres: 0.64
  • Lot Size Sq Ft: 28027
  • Lot Size Units: Acres
  • Property Attached YN: No

Tax Info

  • Tax Year: 2026
  • Tax Annual Amount: 34335.81

Multi Family

  • Basement Included Sq Ft: Yes

MLS Schools

  • High School: Whs
  • Elementary School: Ambrose
  • Middle Or Junior School: Mccall

Map

Range of Values:

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Value Increase
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Percent Increase
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Adjusted for Inflation
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Home Values in the Area

Source: Public Records

Average Home Value in this Area

Source: Public Records

Tax History

Year Tax Paid Tax Assessment Tax Assessment Total Assessment is a certain percentage of the fair market value that is determined by local assessors to be the total taxable value of land and additions on the property. Land Improvement
2025 $331 $2,983,900 $1,325,100 $1,658,800
2024 $33,774 $2,980,900 $1,325,100 $1,655,800
2023 $30,492 $2,584,100 $1,245,100 $1,339,000
2022 $29,805 $2,382,500 $1,124,600 $1,257,900
2021 $18,279 $2,242,500 $984,600 $1,257,900
2020 $27,785 $2,242,500 $984,600 $1,257,900
2019 $26,067 $2,152,500 $894,600 $1,257,900
2018 $25,796 $2,116,200 $878,600 $1,237,600
2017 $25,502 $2,076,700 $878,600 $1,198,100
2016 $23,797 $2,037,400 $878,600 $1,158,800
2015 $22,810 $1,878,900 $798,600 $1,080,300
2014 $22,874 $1,806,800 $726,600 $1,080,200
Source: Public Records

Property History

Date Event Price List to Sale Price per Sq Ft
03/03/2026 03/03/26 Price Changed $3,290,000 -8.6% $443 / Sq Ft
01/15/2026 01/15/26 For Sale $3,599,000 -- $484 / Sq Ft
Source: MLS Property Information Network (MLS PIN)

Purchase History

Date Type Sale Price Title Company
Deed $1,050,000 --
Deed $775,000 --
Source: Public Records

Mortgage History

Date Status Loan Amount Loan Type
Open $560,000 Purchase Money Mortgage
Previous Owner $476,000 No Value Available
Previous Owner $500,000 Purchase Money Mortgage
Source: Public Records

Source: MLS Property Information Network (MLS PIN)

MLS Number: 73468691

MLS Property Information Network (MLS PIN)

APN: WINC-000017-000084

Massachusetts Middlesex County Winchester 01890 The Flats

27 Everett Ave, Winchester, MA

For Sale

Detached

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MLS Property Information Network (MLS PIN) The property listing data and information, or the Images, 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, and the Images, 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, or as to the accuracy of any of the Images, set forth herein.

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Nancy Pallotta
Listing Agent
Nancy Pallotta
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Gibson Sotheby's International Realty
(781) 512-6952
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