27 Everett Ave
Winchester, MA 01890
6 Beds
5.5 Baths
7,431 sqft (on 0.64 acres)
6 Beds
5.5 Baths
7,431 sqft
(on 0.64 acres)
Local Information
- Map ViewExplore the area around 27 Everett Ave.
- Schools1 Elementary School1 Middle School1 High School
- Shop & Eat
-- mins to
Description
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.
Home Highlights
Parking
Garage
Outdoor
Porch
A/C
Heating & Cooling
HOA
None
Price/Sqft
$443
Listed
161 days ago
Home Details for 27 Everett Ave
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Interior Details Basement: Full,FinishedNumber of Rooms: 14Types of Rooms: Master Bedroom, Bedroom 2, Bedroom 3, Bedroom 4, Bedroom 5, Master Bathroom, Bathroom 1, Bathroom 2, Bathroom 3, Dining Room, Family Room, Kitchen, Living Room, Office |
Beds & Baths Number of Bedrooms: 6Number of Bathrooms: 6Number of Bathrooms (full): 5Number of Bathrooms (half): 1 |
Dimensions and Layout Living Area: 7431 Square Feet |
Appliances & Utilities Appliances: Range, Dishwasher, Disposal, Microwave, Refrigerator, Freezer, Washer, Dryer, Wine RefrigeratorDishwasherDisposalDryerLaundry: Second FloorMicrowaveRefrigeratorWasher |
Heating & Cooling Heating: Forced Air,Hot Water,Steam,Fireplace(s)Has CoolingAir Conditioning: Central AirHas HeatingHeating Fuel: Forced Air |
Fireplace & Spa Number of Fireplaces: 6Fireplace: Dining Room, Family Room, Living RoomHas a FireplaceNo Spa |
Windows, Doors, Floors & Walls Flooring: Wood, Flooring - Hardwood, Flooring - Wall to Wall Carpet |
Levels, Entrance, & Accessibility Floors: Wood, Flooring Hardwood, Flooring Wall To Wall Carpet |
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Exterior Home Features Roof: ShinglePatio / Porch: PorchExterior: Porch, Rain Gutters, Professional Landscaping, Sprinkler System, Decorative Lighting, Stone WallFoundation: StoneSprinkler System |
Parking & Garage Number of Garage Spaces: 2Number of Covered Spaces: 2Open Parking Spaces: 6No CarportHas a GarageNo Attached GarageHas Open ParkingParking Spaces: 8Parking: Detached,Paved Drive,Off Street |
Frontage Road Frontage: PublicNot on Waterfront |
Water & Sewer Sewer: Public Sewer |
Finished Area Finished Area (above surface): 5670Finished Area (below surface): 1761 |
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Days on Market: 161 |
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Year Built Year Built: 1905 |
Property Type / Style Property Type: ResidentialProperty Subtype: Single Family ResidenceArchitecture: Colonial,Tudor |
Building Not Attached PropertyDoes Not Include Home Warranty |
Property Information Parcel Number: M:017 B:0084 L:0, 899241 |
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Price List Price: $3,290,000Price Per Sqft: $443 |
Status Change & Dates Off Market Date: Thu May 28 2026 |
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MLS Status: Under Agreement |
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Direction & Address City: Winchester |
School Information Elementary School: AmbroseJr High / Middle School: MccallHigh School: Whs |
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Listing Agent Listing ID: 73468691 |
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Building Area Building Area: 7431 Square Feet |
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Community Features: Public Transportation, Shopping, Tennis Court(s), Park, Walk/Jog Trails, Medical Facility, Bike Path, Conservation Area, House of Worship, Private School, Public SchoolNot Senior Community |
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No HOA |
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Lot Area: 0.64 acres |
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Contingencies: Pending P&S |
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BasementMls Number: 73468691Above Grade Unfinished Area: 5670 |
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Public TransportationShoppingTennis Court(s)ParkWalk/Jog TrailsMedical FacilityBike PathConservation AreaHouse of WorshipPrivate SchoolPublic School |
Last check for updates: about 2 hours ago
Listing courtesy of The Pallotta Group, (781) 258-0722
Gibson Sotheby's International Realty, (781) 648-3500
Nancy S. Pallotta, (781) 258-0722
Source: MLS PIN, MLS#73468691
Also Listed on MLS PIN.
Market trends in Winchester
Last updated May 2026
Avg. sale price
—
Sale-to-List Price
—
Price per sq ft
—
Available listings
75
7MoM
Price History for 27 Everett Ave
| Date | Price | Event | Source |
|---|---|---|---|
| 05/28/2026 | $3,290,000 | Pending | MLS PIN #73468691 |
| 05/19/2026 | $3,290,000 | Contingent | MLS PIN #73468691 |
| 03/03/2026 | $3,290,000 | PriceChange | MLS PIN #73468691 |
| 01/15/2026 | $3,599,000 | Listed For Sale | MLS PIN #73468691 |
| 06/14/2025 | $3,599,000 | ListingRemoved | MLS PIN #73356139 |
| 04/08/2025 | $3,599,000 | Listed For Sale | MLS PIN #73356139 |
| 04/06/2025 | $3,699,000 | ListingRemoved | MLS PIN #73324581 |
| 03/24/2025 | $3,699,000 | PriceChange | MLS PIN #73324581 |
| 02/06/2025 | $3,799,000 | PriceChange | MLS PIN #73324581 |
| 01/09/2025 | $3,899,000 | Listed For Sale | MLS PIN #73324581 |
| 12/07/2024 | $3,899,000 | ListingRemoved | MLS PIN #73304799 |
| 10/22/2024 | $3,899,000 | Listed For Sale | MLS PIN #73304799 |
| 10/21/2024 | $3,899,999 | ListingRemoved | MLS PIN #73287578 |
| 09/25/2024 | $3,899,999 | PriceChange | MLS PIN #73287578 |
| 09/10/2024 | $3,999,000 | Listed For Sale | MLS PIN #73287578 |
| 07/01/2024 | $3,999,000 | ListingRemoved | MLS PIN #73208958 |
| 06/06/2024 | $3,999,000 | PriceChange | MLS PIN #73208958 |
| 04/23/2024 | $4,199,000 | PriceChange | MLS PIN #73208958 |
| 03/06/2024 | $4,399,000 | Listed For Sale | MLS PIN #73208958 |
| 02/05/1997 | $1,050,000 | Sold | N/A |
| 03/01/1988 | $775,000 | Sold | N/A |
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Property Tax and Assessment
| Year | 2025 |
|---|---|
| Tax | $33,091 |
| Assessment | $2,983,900 |
Home facts updated by county records
Comparable Sales for 27 Everett Ave
Address | Distance | Property Type | Sold Price | Sold Date | Bed | Bath | Sqft |
|---|---|---|---|---|---|---|---|
0.22 | Single-Family Home | $2,350,000 | 08/29/25 | 6 | 4.5 | 5,824 | |
0.04 | Single-Family Home | $3,470,000 | 03/18/26 | 5 | 5 | 6,127 | |
0.35 | Single-Family Home | $2,900,000 | 12/01/25 | 6 | 6.5 | 8,463 | |
0.18 | Single-Family Home | $2,630,000 | 12/08/25 | 7 | 5.5 | 5,864 | |
0.22 | Single-Family Home | $3,599,000 | 11/20/25 | 6 | 4.5 | 5,876 | |
0.35 | Single-Family Home | $2,030,000 | 12/01/25 | 6 | 5.5 | 5,791 | |
0.15 | Single-Family Home | $2,575,000 | 06/16/26 | 4 | 4.5 | 3,945 | |
0.42 | Single-Family Home | $4,450,000 | 10/24/25 | 5 | 5.5 | 7,679 | |
0.41 | Single-Family Home | $2,750,000 | 10/29/25 | 5 | 5.5 | 4,627 | |
0.41 | Single-Family Home | $3,100,000 | 06/01/26 | 6 | 4.5 | 5,107 |
Nearby homes
Get a sense of prices in the area by checking nearby homes.
SOLDMAR 18, 2026Jay Noble, Lamacchia Realty, Inc.
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OFF MARKETPaula R. Sughrue, Better Homes and Gardens Real Estate - The Shanahan Group- OFF MARKETThe McLaren Team, Compass
OFF MARKETVita Realty Group, Compass
OFF MARKETAndersen Group Realty, Keller Williams Realty Boston Northwest
OFF MARKETKim Covino & Co. Team, Compass
OFF MARKETMark Donnellan, Better Homes and Gardens Real Estate - The Shanahan Group
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SOLDFEB 26, 2026Andersen Group Realty, Keller Williams Realty Boston Northwest
OFF MARKETEllen Koswick, REMAX Executive Realty
SOLDJUN 16, 2026The Pallotta Group, Gibson Sotheby's International Realty
Assigned Schools
These are the assigned schools for 27 Everett Ave.
- Ambrose Elementary School
- K-5
- Public
- 377 Students
9/10GreatSchools RatingParent Rating AverageThis has been a great experience for us. We moved our daughter from private to public school a few years ago and I cannot say enough good things about the move. While the curriculum is more "prescriptive" than it was in private school the teachers do an amazing job of creating extensions and projects that engage the children. The specialists all really know the kids and do their best to reach them and make them love music, art, pe and library. In addition, the principal knows every student (and siblings that don't even attend Ambrose!) by name and personality. It is a great community.Other Review11y ago - McCall Middle School
- 6-8
- Public
- 1053 Students
8/10GreatSchools RatingParent Rating AverageThe school should be rated infinity out of infinity stars. :)Student Review7y ago - Winchester High School
- 9-12
- Public
- 1418 Students
10/10GreatSchools RatingParent Rating AverageAs others have stated, most teachers do not seem to care about the students themselves but rather outcomes. Again, if your child is at the top then no worries, forget about it if they need any sort of 504, or god forbid IEP, the school will actively negate you and become oppositional. They are letting my child down daily and nobody—teachers nor admin and especially superintendent office seems to care.Parent Review1y ago 
Check out schools near 27 Everett Ave.
What Locals Say about Winchester
At least 93 Trulia users voted on each feature.
92 % Say it's dog friendly
88 % Say yards are well-kept
87 % Say people would walk alone at night
85 % Say parking is easy
79 % Say there are sidewalks
79 % Say car is needed
77 % Say it's walkable to restaurants
77 % Say kids play outside
75 % Say streets are well-lit
74 % Say there's holiday spirit
67 % Say they plan to stay for at least 5 years
67 % Say there's wildlife
66 % Say neighbors are friendly
65 % Say it's walkable to grocery stores
64 % Say it's quiet
54 % Say there are community events
Sourced by Trulia users. Learn more about our methodology.
LGBTQ Local Legal Protections
LGBTQ Local Legal Protections
The Pallotta Group, Gibson Sotheby's International Realty, (781) 648-3500
Agent Phone: (781) 258-0722
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.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
The MLS listing information displayed is deemed reliable, but is not guaranteed accurate by the MLS.
27 Everett Ave, Winchester, MA 01890 is a 6 bedroom, 6 bathroom, 7,431 sqft single-family home built in 1905. This property is currently available for sale and was listed by MLS PIN on Jan 15, 2026. The MLS # for this home is MLS# 73468691.