7

The Flats Houses for Sale

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  • /39

    $3,599,000

    • 6 Beds
    • 4.5 Baths
    • 5,876 Sq Ft

    5 Stratford Rd, Winchester, MA 01890

    This extraordinary, fully renovated home blends rich architectural detail w/ modern luxury in one of Winchester’s most sought-after neighborhoods. Designed by a shipbuilder, this home offers 5,876 sq ft of elegant living space filled w/ natural light, coffered ceilings, crown moldings, restored hardwood floors & more. The breathtaking chef’s kitchen includes a quartzite island, 8-burner Wolf

    Kim Covino Compass

    5 Stratford Rd, Winchester, MA 01890
  • /39

    $2,750,000

    • 5 Beds
    • 3.5 Baths
    • 4,779 Sq Ft

    48 Salisbury St, Winchester, MA 01890

    Thoughtfully renovated & meticulously maintained, this classic colonial home in the Flats invites with timeless charm & modern conveniences. Through the center entrance be welcomed into the fireplaced living room & dining room- both refreshed in 2025 with new lighting, paint & wallpaper. The open-plan custom kitchen with marble counters, stainless appliances, and a butler’s pantry with sink,

    Katie Tully Better Homes and Gardens Real Estate - The Shanahan Group

    48 Salisbury St, Winchester, MA 01890
  • /42

    $2,099,000

    • 6 Beds
    • 3.5 Baths
    • 3,521 Sq Ft

    19 Glengarry Rd, Winchester, MA 01890

    A truly special opportunity to own a home in one of Winchester’s most desirable neighborhoods, just outside the vibrant town center! Welcome to 19 Glengarry Road~ this character-filled residence offers the perfect blend of charm, warmth & potential, making it ideal for buyers looking to personalize & create their dream home. Nestled in a top neighborhood near wedge pond, the home boasts classic

    Kim Covino Compass

    19 Glengarry Rd, Winchester, MA 01890
  • /40

    $2,195,000 Open Sun 12PM - 1:30PM

    • 6 Beds
    • 5.5 Baths
    • 5,791 Sq Ft

    58 Bacon St, Winchester, MA 01890

    Timeless elegance spans four meticulously finished levels with 15 rooms, 6 bedrooms and 5+ bathrooms(2 en-suite). Living room flows seamlessly into a sunroom for a perfect retreat. The dining room opens to a covered porch with a gas line for the grill. New, top shelf, chef’s kitchen with all the bells & whistles and open to the family room. Thoughtfully designed for convenience, an elevator from

    Real Estate Advisors Group Coldwell Banker Realty - Belmont

    58 Bacon St, Winchester, MA 01890
  • /39

    $3,249,000 Open Sat 2PM - 3PM

    • 6 Beds
    • 6.5 Baths
    • 6,028 Sq Ft

    44 Cabot St, Winchester, MA 01890

    Welcome to 44 Cabot Street, a newly built home in one of Winchester’s most desirable neighborhoods. Offering over 6,000 square feet of beautifully crafted space, this residence features 6 bedrooms, 6.5 bathrooms, and a layout designed for modern living. Thoughtfully selected finishes, high ceilings, and an abundance of natural light create a warm and inviting atmosphere throughout. The

    Andersen Group Realty Keller Williams Realty Boston Northwest

    44 Cabot St, Winchester, MA 01890
  • /38

    $2,399,000 Open Sun 11AM - 12PM

    • 7 Beds
    • 5.5 Baths
    • 4,829 Sq Ft

    89 Wildwood St, Winchester, MA 01890

    Brand-New Luxury Construction! This exquisite 7-bedroom, 5.5-bath home blends sophisticated design with functional elegance. Crafted w/ top-tier finishes throughout, the open-concept layout is ideal for modern living & effortless entertaining. The chef’s kitchen showcases an oversized quartz island, premium appliances, & a sunny breakfast nook w/ sliders opening to a private backyard oasis. A

    Monte Marrocco Coldwell Banker Realty - Lexington

    89 Wildwood St, Winchester, MA 01890
  • /41

    $3,999,000 Open Sat 12PM - 1PM

    • 6 Beds
    • 4.5 Baths
    • 6,367 Sq Ft

    40 Foxcroft Rd, Winchester, MA 01890

    An extremely rare new construction in the Flats, this stunning 6BD/4.5BA home is a ground-up rebuild blending modern luxury with timeless warmth in one of Winchester’s most coveted neighborhoods. Designed for elevated living, it features a chef’s kitchen with quartz counters, custom cabinetry, a large island, and built-in bar, opening to a sunlit dining area ideal for both casual meals and

    Monte Marrocco Coldwell Banker Realty - Lexington

    40 Foxcroft Rd, 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 ...

Home Trends in The Flats, MA

Housing Trends

Median Sale Price
$2,350,000
Median Single Family Sale Price
$2,500,000
Median Townhouse Sale Price
$1,542,500
Median 2 Bedroom Sale Price
$1,195,000
Median 1 Bedroom Sale Price
$995,000
Average Price Per Sq Ft
$591
Number of Homes for Sale
9
Last 12 months Home Sales
38
Months of Supply
2.80
Median List Price
$2,299,000
Median Change From 1st List Price
2%
Median Home Sale Price YoY Change
42%
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