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Holliston, MA Homes 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
  • /19

    $429,900

    • Land
    • 5.76 Acres
    • $74,635 per Acre

    1366 Washington St, Holliston, MA 01746

    Beautiful 5.76-acre parcel located in a scenic setting directly adjacent to the Holliston Rail Trail and Wenakeening Woods comprising 40 acres of conservation land with trails and a lake. A building permit is in hand for a 3,000+/- sq ft home with 5 bedrooms, plus an approved septic plan. Significant site improvements include clearing and rough grading for the house location area, plus access to

    The Kattman Team ERA Key Realty Services-Bay State Group

    1366 Washington St, 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

    • 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 REMAX Executive Realty

    625 Norfolk St, Holliston, MA 01746
  • /42

    $757,000

    • 4 Beds
    • 2.5 Baths
    • 2,468 Sq Ft

    134 Bogastow Brook Rd, Holliston, MA 01746

    Offer deadline: Sunday 8pm (12/14/25) Nestled at the end of a cul-de-sac, this spacious 4-bedroom, 2.5-bath colonial blends comfort and style. The open-plan kitchen flows into the dining area, creating an inviting space for gatherings. A fireplaced family room with customized shelving is ideal for cozy evenings, while the formal living room adds extra entertaining space. A half bath with laundry

    Sug Jandu Coldwell Banker Realty - Framingham

    134 Bogastow Brook Rd, Holliston, MA 01746
  • /42

    $1,625,000

    • 5 Beds
    • 4.5 Baths
    • 4,610 Sq Ft

    1 Danforth Dr, Holliston, MA 01746

    Located in a cozy cul-de-sac with a nice yard and gorgeous views of the woods with walking trails! This home has 4610 sqft of living space NOT including a walk-up 3rd level ready to be finished. The 1st floor has 9' ceilings and a wide open floor plan with lots of natural light. Family room with fireplace, large dining room, separate office or reading room, mudroom, and your dream kitchen with

    Craig Morrison Realty Executives Boston West

    1 Danforth Dr, 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 REMAX Executive Realty

    160 Winter St, Holliston, MA 01746
  • /4

    $450,000

    • Land
    • 0 Acre

    Lot 2 Hanlon Rd, Holliston, MA 01746

    This four acre parcel on a beautiful country road could be your next address. Approved and stamped mylar ANR plan in hand. See attached conceptual drawing with a five bedroom house, a swimming pool and a one bedroom auxiliary dwelling. Use this idea or bring your own. Current plan has a short cul-de-sac, but owner will go for a variance to change to driveway, which the town has sounded open to.

    Kathleen McBride REMAX Executive Realty

    Lot 2 Hanlon Rd, Holliston, MA 01746
  • /22

    $219,900

    • 1 Bed
    • 1 Bath
    • 705 Sq Ft

    147 Turner Rd Unit 80, Holliston, MA 01746

    Spacious 1-bedroom condo on the first floor of the desirable Crestview Condominiums in Holliston. This bright unit features an open-concept kitchen and living area with white cabinets, matching appliances, and plenty of counter space. The generously sized bedroom offers a large walk-in closet for excellent storage. A full bath completes the layout. Laundry is conveniently located just down the

    Joe Norton Realty Executives Boston West

    147 Turner Rd Unit 80, Holliston, MA 01746
  • /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
  • /41

    $498,000

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    74 Meeting House Path, Ashland, MA 01721

    Move in Ready 3 Bed , 2 bath townhome in the Ledgemere Country Condominium of Ashland. Building within the community is at a nice locaation. Grand 2 story foyer and staircase leading to the second floor. Generous living space and ample kitchen cabinetry with eat in space. Open Layout. Sun drenched dining & Living space with a slider that leads to a private yard. First floor bed and full bathroom

    Kiran Kumar Gundavarapu Key Prime Realty LLC

    74 Meeting House Path, Ashland, MA 01721
  • /19

    $456,000

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    306 Trailside Way, Ashland, MA 01721

    Welcome to this beautifully maintained 2-bedroom, 2-bath condo located in desirable Spyglass Hill. This inviting home offers a range of recent upgrades, including newer carpet, water heater, washer and dryer, refrigerator, updated kitchen countertops, and refreshed bathroom fixtures, providing a move-in ready opportunity for its next owner. The condo includes two garage spaces in a convenient

    Boaz McMahon Blue Fin Realty

    306 Trailside 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.

Frequently Asked Questions

What is the average home price in Holliston, MA?
Homes for sale in Holliston, MA have an average home price of $807,543.
How many homes have sold over the last 12 months in Holliston, MA?
166 homes have sold in Holliston, MA over the last 12 months.
What are the most popular zip codes in Holliston, MA?
The most popular zip codes in Holliston, MA include 01746, 02053, 02054, 01721 and 01770.
How much do you need to make to afford a house in Holliston?
The median home price in Holliston is $729,000. If you put a 20% down payment of $145,800 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $3,580 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $153K a year to afford the median home price in Holliston. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Holliston, MA?
Holliston, MA has highly rated public and private schools. Some of the best schools in Holliston based on Niche Grades are Dover-Sherborn Regional High School, Elmwood Elementary School and Hopkinton High School. Browse all the schools in Holliston, MA to learn more.

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
$227,450
Average Price Per Sq Ft
$357
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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