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Holliston, MA Houses for Sale

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  • /42

    $1,565,000

    • 4 Beds
    • 3.5 Baths
    • 4,643 Sq Ft

    151 Mohawk Path, Holliston, MA 01746

    Let your new story begin in The Highlands at Holliston! A sense of arrival is instant as you enter this impeccably maintained home, where timeless elegance meets luxurious comfort. A grand dual staircase with iron balusters makes a striking first impression. Enjoy mornings in a sunlit solarium overlooking an expansive yard with raised garden beds, evening conversations beneath coffered ceilings &

    Agent Photo

    Robert Smith

    Mathieu Newton Sotheby's International Realty

    (508) 233-7670

    151 Mohawk Path, Holliston, MA 01746
  • /31

    $1,599,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,469 Sq Ft

    110 Bonney Dr, Holliston, MA 01746

    Welcome to The Homes on Bonney Drive – a private three-home cul-de-sac in Holliston! 110 Bonney Drive offers ~3,500 sq. ft. of beautifully designed living space on over an acre. This 4-bedroom, 3.5-bath home blends modern luxury with energy-efficient living: all-electric, solar-ready, and roughed for EV charging. Open-concept layout features a gourmet kitchen, spacious family room, home office,

    Stephen O'leary O'Leary Homes

    110 Bonney Dr, Holliston, MA 01746
  • /34

    $724,900

    • 3 Beds
    • 1.5 Baths
    • 1,748 Sq Ft

    131 Jennings Rd, Holliston, MA 01746

    Suburban Lifestyle:Nestled in a peaceful wooded setting, this 3-bedroom, 1.5-bath Saltbox Colonial combines classic charm with thoughtful updates. Built in 1989 with durable post & beam oak timber construction, the home features wide 12-inch pine floors and a warm, open layout. The updated kitchen offers quartz slab countertops, high-quality Shaker cabinets, and an under-counter microwave. The

    Karen McDermott Realty ONE Group Suburban Lifestyle

    131 Jennings Rd, Holliston, MA 01746
  • /42

    $1,199,900

    • 4 Beds
    • 3 Baths
    • 4,130 Sq Ft

    140 Goulding St, Holliston, MA 01746

    Truly an oasis, offering elegance and comfort in a lovely private setting, tucked into a quiet neighborhood. This sun filled home features a fabulous floor plan with 4/5 bedrooms (including one on the main level); 3 full baths; dramatic skylit family room with gas fireplace; gorgeous kitchen with gas cooking and custom cabinetry; open living and dining rooms; dreamy screened porch transitions to

    Kathy Chisholm Realty Executives Boston West

    140 Goulding St, Holliston, MA 01746
  • /35

    $675,000 Open Sun 11AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft

    625 Norfolk St, Holliston, MA 01746

    Love to host the holidays? This multi-level home offers an inviting living space designed for hosting friends & family. The oversized kitchen with cathedral ceilings & large island with ample seating & dining area is the perfect place to gather & entertain. The kitchen opens up to the beautiful sunroom that overlooks your private 2.68-acre lot. As the weather cools down, spend your evenings

    Team Rice RE/MAX Executive Realty

    625 Norfolk St, Holliston, MA 01746
  • /42

    $749,900

    • 3 Beds
    • 2 Baths
    • 1,894 Sq Ft

    160 Winter St, Holliston, MA 01746

    Escape the ordinary & step into something truly special! This expanded log home is a rare Holliston find—warm, inviting, & privately tucked away on a serene retreat lot while still being moments from everything. Just a short walk or bike ride brings you to downtown cafés, shops, & the Upper Charles Rail Trail. The open floor plan offers a front-to-back living room with a cozy fireplace, while the

    Margo Otey RE/MAX Executive Realty

    160 Winter St, Holliston, MA 01746
  • /33

    $1,150,000

    • 4 Beds
    • 2.5 Baths
    • 2,739 Sq Ft

    2 Towne Lyne Rd, Sherborn, MA 01770

    Spacious and bright Cape style home on one of the prettiest cul-de-sac streets in town. Sunny eat-in kitchen with plenty of storage, stainless appliances, step down to fireplaced family room, hardwood floors, 2-story living room with open staircase, first floor bedroom/office and huge deck with slider access from both kitchen and family room. This home has been nicely maintained with numerous

    Agent Photo

    Maryann Clancy

    Berkshire Hathaway HomeServices Commonwealth Real Estate

    (508) 503-6186

    2 Towne Lyne Rd, Sherborn, MA 01770
  • /38

    $774,900

    • 4 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    8 Raymond Way, Ashland, MA 01721

    Discover elegance and comfort at 8 Raymond Way, Ashland, MA — a beautifully maintained 4-bedroom, 3-bathroom home that blends style, space, and functionality in one of Ashland’s most coveted neighborhoods. With light-filled, inviting living areas, an open layout ideal for entertaining, and quality finishes throughout, this property offers both immediate move-in appeal and long-term value. The

    John Grande Media Realty Group Inc.

    8 Raymond Way, Ashland, MA 01721

Why Live in Holliston

Holliston, MA, is a small Boston suburb located 23 miles southwest of Downtown Boston, known for its highly rated school system and diverse housing options. The town features classic New England architecture, including antique colonials, Cape Cods, ranch styles, and new constructions, often situated on spacious lots. Holliston Public Schools, including Fred Miller Elementary, Robert Adams Middle, and Holliston High School, are well-regarded, offering a variety of extracurricular activities and a Montessori program. The downtown area along Central and Washington Streets is home to popular local businesses like Casey’s Pub, Coffee Haven, and Holliston Superette, fostering a strong sense of community. Residents enjoy numerous things to do, such as events organized by the Holliston Newcomers & Neighbors Club, steam engine train rides with the Waushakum Live Steamers, and seasonal farmers markets at Blair Square. Outdoor enthusiasts can explore Lake Winthrop, the Upper Charles Rail Trail, and Brentwood Conservation Land. Holliston has a lower crime risk compared to the national average. For transportation, the closest commuter rail is 6 miles north in Ashland, and Boston Logan International Airport is about 32 miles away. The town's proximity to Interstate 495 and Interstate 90 provides convenient access to Boston and other areas.

Home Trends in Holliston, MA

Housing Trends

Median Sale Price
$728,000
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$690,000
Median 2 Bedroom Sale Price
$640,000
Median 1 Bedroom Sale Price
$235,000
Average Price Per Sq Ft
$359
Number of Homes for Sale
7
Last 12 months Home Sales
166
Months of Supply
0.50
Median List Price
$729,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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