6,135

Holliston, MA Homes

Section Image
    • /23

      Est $563,667

      Not Listed For Sale

      41 Dorset Rd, Holliston, MA 01746

      • 3 Beds
      • 1 Bath
      • 1,474 Sq Ft
      • Built 1960
      41 Dorset Rd, Holliston, MA 01746

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Evan Foley REMAX Executive Realty

  • /42

    $899,900

    $50K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,466 Sq Ft

    865 Washington St, Holliston, MA 01746

    Gracious and stately, this sunny center entrance colonial offers a lovely updated main house plus two income generating apartments, making this a wonderful opportunity and investment. Located in the charming village of downtown Holliston, this home offers a coveted lifestyle of walking to schools, shops, cafes, playground, library, Upper Charles Rail Trail and Lake Winthrop. Updated kitchen

    Kathy Chisholm Realty Executives Boston West

    865 Washington St, Holliston, MA 01746
  • /31

    $229,900

    Sold Feb 26, 2026

    152 Turner Rd Unit 13, Holliston, MA 01746

    • 1 Bed
    • 1 Bath
    • 691 Sq Ft
    • Built 1967

    Last Sold Summary

    • $333/SF
    • 10 Days On Market

    Current Estimated Value $228,511

    Last Listing Agent The Popps Properties Group Keller Williams Boston MetroWest

    152 Turner Rd Unit 13, Holliston, MA 01746
    • /31

      Est $658,242

      Not Listed For Sale

      76 Brook St, Holliston, MA 01746

      • 2 Beds
      • 2 Baths
      • 1,672 Sq Ft
      • Built 1950
      76 Brook St, Holliston, MA 01746

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Melissa Kaspern REMAX Executive Realty

  • /32

    $674,900

    Pending
    • 4 Beds
    • 3 Baths
    • 2,182 Sq Ft

    68 Gregory Rd, Holliston, MA 01746

    Nestled in a desirable Holliston neighborhood, this spacious raised ranch is set on a private lot abutting conservation land. The bright and welcoming main level features cathedral ceilings, abundant natural light, hardwood floors, and a wood-burning fireplace. The sunny, white-cabinet kitchen offers direct access to a large deck overlooking the private backyard, built-in pool, and beautiful

    Faina Shapiro Berkshire Hathaway Home Services Commonwealth Real Estate

    68 Gregory Rd, Holliston, MA 01746
  • /13

    $235,000

    Sold Nov 06, 2025

    152 Turner Rd Unit 40, Holliston, MA 01746

    • 1 Bed
    • 1 Bath
    • 712 Sq Ft
    • Built 1967

    Last Sold Summary

    • 2% Above List Price
    • $330/SF
    • 3 Days On Market

    Current Estimated Value $236,567

    Last Listing Agent Candor Realty Group Four Points Real Estate, LLC

    152 Turner Rd Unit 40, Holliston, MA 01746
    • /41

      Est $705,521

      Not Listed For Sale

      77 Regal St, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 1,652 Sq Ft
      • Built 1957
      77 Regal St, Holliston, MA 01746

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kathy Chisholm Realty Executives Boston West

  • /31

    $599,900

    Open Sun 12PM - 1:30PM
    • 3 Beds
    • 1 Bath
    • 1,356 Sq Ft

    93 Jerrold St, Holliston, MA 01746

    Consider this your invitation to fall a little bit in love with Holliston! This beautifully maintained gem proves that 1,356 sq. ft. can live remarkably large. Step inside to a bright, inviting main level where gleaming hardwood floors create an effortless flow from the spacious living area into a cozy dining space. The charming kitchen brings plenty of personality with beautiful natural wood

    James Black Real Broker MA, LLC

    93 Jerrold St, Holliston, MA 01746
  • /30

    $728,000

    Sold Jul 01, 2026

    47 Brooksmont Dr Unit 47, Holliston, MA 01746

    • 2 Beds
    • 2.5 Baths
    • 2,360 Sq Ft
    • Built 2017

    Last Sold Summary

    • 3% Above List Price
    • $308/SF
    • 5 Days On Market

    Last Listing Agent The Allain Group Compass

    47 Brooksmont Dr Unit 47, Holliston, MA 01746
    • /21

      Est $547,953

      Not Listed For Sale

      12 Regal St, Holliston, MA 01746

      • 3 Beds
      • 1.5 Baths
      • 1,010 Sq Ft
      • Built 1956
      12 Regal St, Holliston, MA 01746

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Vesta Real Estate Group Vesta Real Estate Group, Inc.

  • /41

    $785,000

    Pending
    • 4 Beds
    • 2 Baths
    • 2,075 Sq Ft

    47 Westfield Dr, Holliston, MA 01746

    Welcome to 47 Westfield Dr, a delightful single-family home that seamlessly blends comfort and functionality. Spanning 2,075 square feet, this residence offers 4 well-proportioned bedrooms, 2 bathrooms, and a versatile open floor plan designed to suit your lifestyle. Step inside to discover a bright and updated kitchen that boasts an eat-in kitchen with island perfect for cooking and entertaining

    Martha Bohlin Compass

    47 Westfield Dr, Holliston, MA 01746
  • /42

    $930,000

    Sold Jul 27, 2026

    157 Rolling Meadow Dr, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 2,449 Sq Ft
    • Built 1985

    Last Sold Summary

    • 2% Below List Price
    • $380/SF
    • 12 Days On Market

    Current Estimated Value $951,014

    Last Listing Agent Janet Childs Century 21 Custom Home Realty

    157 Rolling Meadow Dr, Holliston, MA 01746
    • /41

      Est $693,711

      Not Listed For Sale

      29 Regal St, Holliston, MA 01746

      • 3 Beds
      • 1.5 Baths
      • 1,362 Sq Ft
      • Built 1950
      29 Regal St, Holliston, MA 01746

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

  • /29

    $839,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,704 Sq Ft

    15 Bullard St, Holliston, MA 01746

    Slow down, breathe deep, and come home to 3.5 private acres on a scenic country road where gardens bloom, trails invite exploration, and evenings end around the fire pit beneath the stars. This 4–5 bedroom Colonial offers the perfect balance of peaceful living and everyday convenience. Inside, a flexible layout includes two potential primary suites, including a first-floor retreat with cathedral

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    15 Bullard St, Holliston, MA 01746
  • /34

    $1,160,000

    Sold Apr 09, 2026

    50 Morgans Way, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 3,946 Sq Ft
    • Built 1994

    Last Sold Summary

    • 7% Below List Price
    • $294/SF
    • 7 Days On Market

    Current Estimated Value $1,174,920

    Last Listing Agent Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    50 Morgans Way, Holliston, MA 01746
    • /21

      Est $703,012

      Not Listed For Sale

      280 Washington St, Holliston, MA 01746

      • 3 Beds
      • 3 Baths
      • 2,010 Sq Ft
      • Built 1957
      280 Washington St, Holliston, MA 01746

      Last Sold Summary

      • 56 Days On Market

      Last Listing Agent Anthony Bolt NCO Realty Group Inc.

  • /10

    $799,990

    • 3 Beds
    • 2.5 Baths
    • 2,480 Sq Ft

    660 Mayflower Landing, Holliston, MA 01746

    Welcome to 660 Mayflower Landing, a beautifully maintained 2017-built colonial offering privacy and modern comfort on a secluded 0.73-acre lot at the edge of Fafard's Constitution Village in desirable Holliston, MA. Tucked away yet conveniently located just minutes from Route 16, this home provides easy access to commuting routes, shopping, and local amenities while feeling worlds apart in its

    Madlyn Fafard Fafard Real Estate

    660 Mayflower Landing, Holliston, MA 01746
  • 15 Whispering Ln, Holliston, MA 01746

    $1,690,000

    Sold May 28, 2026

    15 Whispering Ln, Holliston, MA 01746

    • 5 Beds
    • 5 Baths
    • 6,498 Sq Ft
    • Built 2005

    Last Sold Summary

    • 2% Above List Price
    • $260/SF
    • 5 Days On Market

    Current Estimated Value $1,682,072

    Last Listing Agent Katie McBride REMAX Executive Realty

    15 Whispering Ln, Holliston, MA 01746
    • /32

      Est $609,505

      Not Listed For Sale

      126 Woodland St, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft
      • Built 1958
      126 Woodland St, Holliston, MA 01746

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Diane B. Sullivan Coldwell Banker Realty - Framingham

  • /42

    $840,000

    $60K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    615 Norfolk St, Holliston, MA 01746

    Welcome to your completely furnished brand new home, just one short year from new and endless upgrades make this a home not to be missed with no condo fees or HOAs !! The moment you walk into the open living room and dining area with a truly gourmet kitchen and upgraded stainless steel appliances you will realize you are home. The second floor features three bedrooms each with a private or

    Graham Pettengill ERA Key Realty Services- Fram

    615 Norfolk St, Holliston, MA 01746
  • /28

    $425,000

    Sold Dec 01, 2025

    85 Water St, Holliston, MA 01746

    • 2 Beds
    • 1 Bath
    • 1,428 Sq Ft
    • Built 1871

    Last Sold Summary

    • 5% Below List Price
    • $298/SF
    • 16 Days On Market

    Current Estimated Value $452,368

    Last Listing Agent Street Property Team Keller Williams Realty Boston Northwest

    85 Water St, Holliston, MA 01746
    • /12

      Est $607,261

      Not Listed For Sale

      60 Norland St, Holliston, MA 01746

      • 3 Beds
      • 1 Bath
      • 1,272 Sq Ft
      • Built 1956
      60 Norland St, Holliston, MA 01746

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Vesta Real Estate Group Vesta Real Estate Group, Inc.

  • /42

    $1,795,000

    $80K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 7,165 Sq Ft

    16 Kingsbury Dr, Holliston, MA 01746

    Nestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates including exterior painting, composite deck, new carpeting on upper and lower levels, and five new A/C condensers, offering exceptional living indoors and out. A two-story foyer with mahogany inlaid flooring sets the tone as you enter. Main level features elegant living and dining rooms, a great room with

    Melissa Kaspern REMAX Executive Realty

    16 Kingsbury Dr, Holliston, MA 01746
  • /42

    $820,000

    Sold Jul 02, 2026

    37 Temi Rd, Holliston, MA 01746

    • 4 Beds
    • 2 Baths
    • 2,241 Sq Ft
    • Built 1967

    Last Sold Summary

    • 1% Below List Price
    • $366/SF
    • 16 Days On Market

    Current Estimated Value $820,455

    Last Listing Agent Marcello Trolio Custom Realty Solutions

    37 Temi Rd, Holliston, MA 01746
    • /37

      Est $636,248

      Not Listed For Sale

      25 High St, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 1,584 Sq Ft
      • Built 1900
      25 High St, Holliston, MA 01746

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Melissa Kaspern REMAX Executive Realty

  • /39

    $849,900

    $15K PRICE DROP Pending
    • 3 Beds
    • 2 Baths
    • 2,228 Sq Ft

    65 Briarcliff Ln, Holliston, MA 01746

    This stunning contemporary home at 65 Briarcliff Lane offers the perfect blend of style, comfort, and flow. Featuring 3 spacious bedrooms and 2 renovated full bathrooms, this beautifully maintained property showcases gleaming hardwood floors throughout and an inviting open concept designed for modern living. The updated kitchen is a true centerpiece, offering beautiful finishes, custom cabinetry,

    Peter Edwards Hayden Rowe Properties

    65 Briarcliff Ln, Holliston, MA 01746
  • /34

    $680,000

    Sold Aug 07, 2026

    73 Water St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft
    • Built 1987

    Last Sold Summary

    • 3% Above List Price
    • $476/SF
    • 6 Days On Market

    Current Estimated Value $707,294

    Last Listing Agent Donna Vona Berkshire Hathaway HomeServices Commonwealth Real Estate

    73 Water St, Holliston, MA 01746
    • /42

      Est $959,908

      Not Listed For Sale

      391 Washington St, Holliston, MA 01746

      • 4 Beds
      • 4 Baths
      • 2,712 Sq Ft
      • Built 1750
      391 Washington St, Holliston, MA 01746

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

  • /4

    $400,000

    $50K PRICE DROP Pending
    • Land
    • 4.08 Acres
    • $98,039 per 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.

    Katie McBride REMAX Executive Realty

    Lot 2 Hanlon Rd, Holliston, MA 01746
  • /34

    $720,000

    Sold Jan 01, 2026

    131 Jennings Rd, Holliston, MA 01746

    • 3 Beds
    • 1.5 Baths
    • 1,748 Sq Ft
    • Built 1989

    Last Sold Summary

    • 3% Below List Price
    • $412/SF
    • 50 Days On Market

    Current Estimated Value $742,771

    Last Listing Agent Karen McDermott Realty ONE Group Suburban Lifestyle

    131 Jennings Rd, Holliston, MA 01746
    • /38

      Est $890,741

      Not Listed For Sale

      343 Washington St, Holliston, MA 01746

      • 4 Beds
      • 3 Baths
      • 3,212 Sq Ft
      • Built 1850
      343 Washington St, Holliston, MA 01746

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Jerry Mazzola Congress REALTORS®

  • /28

    $599,900

    Open Sat 1PM - 3PM
    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    36 Regal St, Holliston, MA 01746

    Welcome to 36 Regal Street! This charming ranch offers comfortable single-level living in a desirable Holliston neighborhood, just moments from the Rail Trail. The bright and inviting living room features beautiful hardwood floors and a large bay window. The spacious kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a versatile bonus space perfect for a home

    Angela Zullo Lamacchia Realty, Inc.

    36 Regal St, Holliston, MA 01746
  • /32

    $495,000

    Sold Jun 18, 2026

    11 Regal St, Holliston, MA 01746

    • 3 Beds
    • 1 Bath
    • 1,176 Sq Ft
    • Built 1958

    Last Sold Summary

    • $421/SF
    • 5 Days On Market

    Current Estimated Value $500,707

    Last Listing Agent Lynn Rossini REMAX Executive Realty

    11 Regal St, Holliston, MA 01746
    • /20

      Est $574,729

      Not Listed For Sale

      71 Winter St, Holliston, MA 01746

      • 2 Beds
      • 1.5 Baths
      • 1,630 Sq Ft
      • Built 1958
      71 Winter St, Holliston, MA 01746

      Last Sold Summary

      • 16 Days On Market

      Last Listing Agent Amy Wright Shea eXp Realty LLC

  • /42

    $1,174,900

    Pending
    • 4 Beds
    • 3.5 Baths
    • 3,729 Sq Ft

    21 Foxwood Cove, Holliston, MA 01746

    Open House: Saturday & Sunday from 11 to 12:30 - Tucked at the end of a peaceful cul-de-sac on nearly an acre of beautifully wooded, professionally landscaped grounds, this immaculate Colonial Garrison is the definition of move-in-ready perfection. From the moment you arrive via the paver lined driveway, it's clear this home has been meticulously maintained and thoughtfully updated with a high

    Jeffrey Chubb Real Broker MA, LLC

    21 Foxwood Cove, Holliston, MA 01746
  • /41

    $730,000

    Sold Aug 14, 2026

    129 Marked Tree Rd, Holliston, MA 01746

    • 3 Beds
    • 3 Baths
    • 2,060 Sq Ft
    • Built 1962

    Last Sold Summary

    • 4% Above List Price
    • $354/SF
    • 2 Days On Market

    Current Estimated Value $777,647

    Last Listing Agent Ann DiMascio Lamacchia Realty, Inc.

    129 Marked Tree Rd, Holliston, MA 01746
    • /41

      Est $624,394

      Not Listed For Sale

      100 Concord St, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 1,690 Sq Ft
      • Built 1957
      100 Concord St, Holliston, MA 01746

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Kate Lunny REMAX Executive Realty

  • /30

    $2,300,000

    • 5 Beds
    • 5 Baths
    • 5,740 Sq Ft

    14 Fiske Pond Rd, Holliston, MA 01746

    Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    14 Fiske Pond Rd, Holliston, MA 01746
  • /38

    $765,000

    Sold Dec 30, 2025

    30 Powderhorn Ln, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 2,416 Sq Ft
    • Built 1992

    Last Sold Summary

    • 13% Below List Price
    • $317/SF
    • 80 Days On Market

    Current Estimated Value $811,759

    Last Listing Agent Greg Richard Realty Executives Boston West

    30 Powderhorn Ln, Holliston, MA 01746
    • /33

      Est $1,051,350

      Not Listed For Sale

      55 Woods Crossing, Holliston, MA 01746

      • 3 Beds
      • 2.5 Baths
      • 2,911 Sq Ft
      • Built 1996
      55 Woods Crossing, Holliston, MA 01746

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Brian O'keefe Redfin Corp.

Showing Results 81 - 120, Page 3 of 18

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