27 Everett Ave Winchester, MA ^$ 3,599,000

27 Everett Ave

^$ 3,599,000

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Open House 1/18 1pm - 2:30pm

27 Everett Ave

Winchester, MA, 01890

^$ 3,599,000

Bedrooms6 Baths5.1 Sq 7,431

Monthly Estimate*

^$ 22,160

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Single Family Home for sale in Winchester, MA

for $3,599,000 with 6 bedrooms and 5 full baths, 1 half bath. This 7,431 square foot home was built in 1905 on a lot size of 0.64.

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.

Open House

1/18/2026 1:00 PM - 2:30 PM

27 Everett Ave Winchester, MA

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Single Family Active

Price

^$ 3,599,000

Bedrooms

Full Bath

Half Bath

Property Type

Single Family

Taxes

^$ 33,091

Style

Colonial,Tudor

Lot Size

0.64

Year Built

1905

Town/City

Winchester

County/Region

Middlesex

MLS | Web ID

73468691

List By

The Pallotta Group

Listing Agent

Gibson Sotheby's International Realty

Broker

Affordability Calculator

$24,917

Per Month

Monthly Principal & Interest: $22,160
Monthly Property Taxes: $2,758
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends

Single family listings in Winchester, MA

Average List Price ^$2,044,059

Percent of Sale Price 43%

About Winchester, MA

22,228 Population

7% Since 2002

^$152,119 Median Income

45.68 Median Age

42% Households with Children

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Trends Information provided by ATTOM Data Solutions.

Neighborhood & Schools

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Pricing History

Date	Price	Price Change	Description
1/15/2026	$3,599,000		Listed Price

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27 Everett Ave, Winchester, MA, 01890 is a Single Family Home for sale at $3,599,000 with 7,431 sqft and a lot size of 0.64. 27 Everett Ave has 6 bedrooms, 5.1 baths, and was built in 1905. The property's zip code is 01890 which is in Winchester, MA

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

Data is updated as of 1/16/2026.

The real estate information and related content displayed on this site is provided for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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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27 Everett Ave

Single Family Home for sale in Winchester, MA

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