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The Flats Homes for Sale

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  • /41

    $3,747,000

    • 7 Beds
    • 6 Baths
    • 7,043 Sq Ft

    2 Everett Ave, Winchester, MA 01890

    Welcome to one of Winchester’s most extraordinary residences. This one-of-a-kind Center Entrance Colonial Revival sits on a beautifully landscaped, private lot complete with in-ground swimming pool and ample outdoor space perfect for relaxation or entertaining. A grand foyer welcomes you in where you can entertain with ease throughout the expansive first floor. Here you will find a high-end

    Joan Francis Sullivan Better Homes and Gardens Real Estate - The Shanahan Group

    2 Everett Ave, Winchester, MA 01890
  • /39

    $3,290,000

    • 6 Beds
    • 5.5 Baths
    • 7,431 Sq Ft

    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

    Nancy Pallotta Gibson Sotheby's International Realty

    27 Everett Ave, Winchester, MA 01890
  • /42

    $3,650,000

    • 6 Beds
    • 4.5 Baths
    • 6,460 Sq Ft

    40 Foxcroft Rd, Winchester, MA 01890

    40 Foxcroft Road presents exceptional new construction in the highly desirable Flats of Winchester. This 6BR, 4.5BA residence spans 6,460 sqft and showcases thoughtfully curated design with an open concept floor plan ideal for modern living and entertaining. The sun-filled living room features soaring vaulted ceilings with exposed wood beams and a gas fireplace, framed by expansive Pella windows.

    The Boston ONE Team Serhant

    40 Foxcroft Rd, Winchester, MA 01890
  • /42

    $4,699,000

    • 5 Beds
    • 5.5 Baths
    • 6,526 Sq Ft

    4 Dartmouth St, Winchester, MA 01890

    Gracefully positioned along Winter Pond, this exceptional waterfront residence offers a rare opportunity to own one of the Flats most desirable addresses. A true legacy property, it has been beautifully maintained and updated, blending classic architecture with modern comfort. This 5 bedroom, 5.5 bath classic provides generous, well-proportioned rooms designed for both refined entertaining and

    Nancy Pallotta Gibson Sotheby's International Realty

    4 Dartmouth St, Winchester, MA 01890
  • /42

    $3,299,000

    • 5 Beds
    • 4 Baths
    • 4,028 Sq Ft

    10 Dartmouth St, Winchester, MA 01890

    Winchester's premiere location! This stunning waterfront gem is perfectly situated on Winter Pond, offering over 80 feet of direct water frontage with expansive yard and breathtaking views from nearly every room. Located in the exclusive Flats neighborhood, this property presents a rare opportunity to enjoy water activities such as kayaking, paddleboarding, fishing, ice skating and hockey all

    Kim Covino Compass

    10 Dartmouth St, Winchester, MA 01890

Why Live in The Flats

West of Winchester’s town center, the rolling hills of Massachusetts level out and fold into a residential neighborhood called The Flats. The hamlet offers a slice of luxurious suburban living less than 10 miles north of Boston. Its streets are ...

Frequently Asked Questions

Is The Flats a good place to live?
The Flats is a good place to live. The Flats is considered somewhat walkable and very bikeable with good transit options. The Flats is a neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. The Flats has 2 parks for recreational activities. It has a median age of 46. The average household income is $208,044 which is above the national average. College graduates make up 78.7% of residents. A majority of residents in The Flats are home owners, with 15.9% of residents renting and 84.1% of residents owning their home. A local real estate agent serving The Flats can help you decide if this neighborhood is the right one for you. Learn more on our The Flats neighborhood guide.
Is The Flats, MA a safe neighborhood?
The Flats, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in The Flats?
The median home price in The Flats is $2,499,000. If you put a 20% down payment of $499,800 and had a 30-year fixed mortgage with an interest rate of 6.46%, your estimated principal and interest payment would be $12,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $539K a year to afford the median home price in The Flats. Learn how much home you can afford with our Home Affordability Calculator. The average household income in The Flats is $208K.
What are the best public schools in The Flats?
The best public schools that serve The Flats are:
What are the best private schools in The Flats?
The best private schools that serve The Flats are:
  • Acera School has an A Niche grade, a student teacher ratio of 4:1 and an average review score of 4.1.
  • Saint Raphael School has a student teacher ratio of 13:1 and an average review score of 4.3.
  • St. Mary's School has a student teacher ratio of 19:1.
What are the most popular zip codes in The Flats, Winchester, MA?
The most popular zip codes in The Flats, Winchester, MA include 01890, 01801, 02474, 02155 and 02420.
What are the most popular neighborhoods near The Flats, Winchester, MA?
The most popular neighborhoods near The Flats, Winchester, MA are West Side, Downtown Woburn, Arlington Heights, West Medford and Countryside.

Home Trends in The Flats, MA

Housing Trends

Median Sale Price
$2,350,000
Median Single Family Sale Price
$2,615,000
Median Townhouse Sale Price
$1,367,500
Median 2 Bedroom Sale Price
$1,097,500
Average Price Per Sq Ft
$576
Number of Homes for Sale
5
Last 12 months Home Sales
37
Months of Supply
1.60
Median List Price
$2,499,000
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
11%
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