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Colonial Homes for Sale in Middleton, MA

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  • /41

    $2,375,000

    $25K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 6,910 Sq Ft

    12 Couture Way, Middleton, MA 01949

    Welcome to 12 Couture Way in the prestigious Northeast River Estates. This beautiful 4-bedroom, 4.5-bath home offers luxury living with thoughtful design throughout. A grand entryway welcomes you into sun-filled spaces highlighted by wide-plank white oak flooring. The dining room features a custom dry bar with a wine fridge, perfect for entertaining. The chef’s kitchen boasts a 9+ foot oversized

    Brian Reardon Five Mark Realty Group LLC

    12 Couture Way, Middleton, MA 01949
  • /29

    $1,775,000

    • 4 Beds
    • 4.5 Baths
    • 5,734 Sq Ft

    22 Sawyer Ln, Middleton, MA 01949

    Location - Privacy - 4 Levels of Living & 3 Car Garage. Set in one of Middleton’s most desirable neighborhoods, Ryebrook Estates, with top-rated Masconomet schools and easy access to Boston, this stunning home offers vaulted ceilings, an open floor plan, natural light, and hardwood floors. The updated 2026 chef's kitchen is designed for gathering, highlighted by a Thermador 5-burner cooktop and

    The Quail Group Gibson Sotheby's International Realty

    22 Sawyer Ln, Middleton, MA 01949
  • /36

    $1,849,999

    • 4 Beds
    • 3.5 Baths
    • 3,972 Sq Ft

    16 Couture Way, Middleton, MA 01949

    Welcome to 16 Couture Way in the highly desirable Northeast River Estates! This beautifully designed home offers an open floor plan perfect for everyday living and entertaining. The spacious kitchen features high-end appliances, a second prep sink, oversized walk-in pantry, and abundant cabinetry, flowing seamlessly into the great room with a gas fireplace. A separate bonus room off the main

    Brian Reardon Five Mark Realty Group LLC

    16 Couture Way, Middleton, MA 01949
  • /29

    $2,160,000

    • 4 Beds
    • 4.5 Baths
    • 4,961 Sq Ft

    4 Shipley Ct, Middleton, MA 01949

    Welcome to 4 Shipley Court, where nearly 5,000 sq ft of living space is paired with a backyard built for entertaining. The centerpiece of the property is a resort-like outdoor retreat featuring a Heated Saltwater Pool with custom water features, Jacuzzi, Outdoor Bar, Built-In Stone Fireplace, expansive stone patios, Bose Speaker System, and mature landscaping that creates exceptional privacy.

    Eric Cudmore Century 21 North East

    4 Shipley Ct, Middleton, MA 01949
  • /25

    $2,100,000

    • 4 Beds
    • 6 Baths
    • 6,321 Sq Ft

    10 Woodbury Ln, Middleton, MA 01949

    Experience tranquility paired with spectacular views. Wake up to the beauty of nature while enjoying the convenience of subdivision living. This exceptional home offers 6,300 square feet of finished space, featuring four spacious bedrooms—each with its own private en-suite bath. Thoughtfully designed with high-end finishes throughout, every detail reflects quality and sophistication. .The

    Eric Cudmore Century 21 North East

    10 Woodbury Ln, Middleton, MA 01949
  • /42

    $1,275,000

    • 4 Beds
    • 2.5 Baths
    • 2,774 Sq Ft

    17 James Ave, Middleton, MA 01949

    American Dream Home! 4BR/2.5BA home with 2 car garage in desirable Middleton. This home borders conservation land which offers the utmost of privacy! Some of the homes features include, open deck and 3 season porch, walk-out basement ripe to be finished, large Family Room with fireplace, newer kitchen with ss appliances and granite countertops and custom made cherry cabinets. First floor Laundry

    Kimberly O'Neil Mara Century 21 North East

    17 James Ave, Middleton, MA 01949
  • /29

    $729,900

    • 3 Beds
    • 1.5 Baths
    • 1,295 Sq Ft

    13 Highland Rd, Middleton, MA 01949

    Discover a perfect and classic New England charm. An exceptional value and opportunity, in the sought-after community of Middleton! First level offers a kitchen, one bathroom and an open space living with a combination of immense natural light and hardwood floors. Upstairs are three full sized bedrooms and one bathroom! The detached and heated 3-bay garage offers endless possibilities, ideal for

    Altin Shishko Coldwell Banker Realty - Westwood

    13 Highland Rd, Middleton, MA 01949
  • /41

    $1,475,000

    • 4 Beds
    • 3.5 Baths
    • 4,139 Sq Ft

    15 Erin Way, Middleton, MA 01949

    Tucked away at the end of a cul-de-sac in one of Middletons most desirable neighborhoods, and bordering over 750 acres of conservation land, this 4,139 sq. ft. home offers a rare combination of privacy, space, and neighborhood living. Featuring 4+ bedrooms and 3.5 baths, the home is designed for both everyday living and entertaining. The spacious kitchen with center island opens to a sun-filled

    Eric Cudmore Century 21 North East

    15 Erin Way, Middleton, MA 01949
  • /37

    $999,000

    • 5 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    65 Locust St, Middleton, MA 01949

    Welcome to 65 Locust Street in desirable Middleton! This beautifully maintained Colonial offers the perfect blend of comfort, space, and location. Featuring 5 spacious bedrooms and 2.5 baths, this home is set on nearly an acre in a sought-after neighborhood within the Masconomet school district. The sun-filled kitchen showcases granite countertops, ample cabinetry, a breakfast area, and opens

    Dimino Group Century 21 North East

    65 Locust St, Middleton, MA 01949

Home Price Trends

Median Sale Price
$834,999
Median Single Family Sale Price
$1,115,000
Median Townhouse Sale Price
$925,000
Median 2 Bedroom Sale Price
$639,900
Median 1 Bedroom Sale Price
$430,700
Average Price Per Sq Ft
$402
Number of Homes for Sale
27
Last 12 months Home Sales
100
Months of Supply
3.20
Median List Price
$889,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
7%
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