6,136

Holliston, MA Homes

Section Image
  • 128 Goulding St, Holliston, MA 01746
    128 Goulding St, Holliston, MA 01746
    128 Goulding St, Holliston, MA 01746
    /42

    $1,051,000

    Sold Jul 09, 2026

    128 Goulding St, Holliston, MA 01746

    • 4 Beds
    • 4 Baths
    • 3,889 Sq Ft
    • Built 1994

    Last Sold Summary

    • 7% Above List Price
    • $270/SF
    • 3 Days On Market

    Current Estimated Value $987,689

    Last Listing Agent Kathy Chisholm Realty Executives Boston West

    128 Goulding St, Holliston, MA 01746
    • 110 Richard Rd, Holliston, MA 01746
      110 Richard Rd, Holliston, MA 01746
      110 Richard Rd, Holliston, MA 01746
      /41

      Est $820,387

      Not Listed For Sale

      110 Richard Rd, Holliston, MA 01746

      • 4 Beds
      • 2 Baths
      • 2,015 Sq Ft
      • Built 1969
      110 Richard Rd, Holliston, MA 01746

      Last Sold Summary

      • 1 Day On Market

  • Lot 2 Hanlon Rd, Holliston, MA 01746
    Lot 2 Hanlon Rd, Holliston, MA 01746
    Lot 2 Hanlon Rd, Holliston, MA 01746
    /4

    $400,000

    $50K PRICE DROP
    • 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
  • 81 N Mill St, Holliston, MA 01746
    81 N Mill St, Holliston, MA 01746
    81 N Mill St, Holliston, MA 01746
    /38

    $950,000

    Sold Aug 29, 2025

    81 N Mill St, Holliston, MA 01746

    • 3 Beds
    • 2.5 Baths
    • 2,305 Sq Ft
    • Built 1850

    Last Sold Summary

    • 9% Above List Price
    • $412/SF
    • 2 Days On Market

    Current Estimated Value $942,096

    Last Listing Agent Jennifer French REMAX Executive Realty

    81 N Mill St, Holliston, MA 01746
    • 164 Westfield Dr, Holliston, MA 01746
      164 Westfield Dr, Holliston, MA 01746
      164 Westfield Dr, Holliston, MA 01746
      /24

      Est $562,199

      Not Listed For Sale

      164 Westfield Dr, Holliston, MA 01746

      • 4 Beds
      • 1.5 Baths
      • 1,711 Sq Ft
      • Built 1965
      164 Westfield Dr, Holliston, MA 01746

      Last Sold Summary

      • 0 Days On Market

  • 3 Danforth Dr, Holliston, MA 01746
    3 Danforth Dr, Holliston, MA 01746
    3 Danforth Dr, Holliston, MA 01746
    /42

    $1,625,000

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

    3 Danforth Dr, Holliston, MA 01746

    Located in a cozy cul-de-sac with an awesome 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

    Craig Morrison Realty Executives Boston West

    3 Danforth Dr, Holliston, MA 01746
  • 148 Union St, Holliston, MA 01746
    148 Union St, Holliston, MA 01746
    148 Union St, Holliston, MA 01746
    /3

    $1,150,000

    Sold Nov 25, 2025

    148 Union St, Holliston, MA 01746

    • 3 Beds
    • 2.5 Baths
    • 2,700 Sq Ft
    • Built 2025

    Last Sold Summary

    • 5% Above List Price
    • $426/SF
    • 0 Days On Market

    Last Listing Agent Stephen O'leary O'Leary Homes

    148 Union St, Holliston, MA 01746
    • 58 Ruth Ellen Rd, Holliston, MA 01746
      58 Ruth Ellen Rd, Holliston, MA 01746
      58 Ruth Ellen Rd, Holliston, MA 01746
      /41

      Est $792,109

      Not Listed For Sale

      58 Ruth Ellen Rd, Holliston, MA 01746

      • 4 Beds
      • 1.5 Baths
      • 2,106 Sq Ft
      • Built 1971
      58 Ruth Ellen Rd, Holliston, MA 01746

      Last Sold Summary

      • 27 Days On Market

  • 42 Cottage Dr, Holliston, MA 01746
    42 Cottage Dr, Holliston, MA 01746
    42 Cottage Dr, Holliston, MA 01746
    /32

    $275,000

    Pending
    • 2 Beds
    • 1 Bath
    • 1,156 Sq Ft

    42 Cottage Dr, Holliston, MA 01746

    Attention CASH BUYERS, CONTRACTORS, INVESTORS, BUILDERS, FLIPPERS, or ambitious owner-occupants looking for their next opportunity! This property needs work but offers incredible potential in an outstanding Holliston location. Situated just off Lake Winthrop and around the corner from Stoddard Park and the public beach, the setting is hard to beat. Property includes MULTIPLE LOTS with

    Michael Yerardi Oakridge Realty, LLC

    42 Cottage Dr, Holliston, MA 01746
  • 358 Underwood St, Holliston, MA 01746
    358 Underwood St, Holliston, MA 01746
    358 Underwood St, Holliston, MA 01746
    /42

    $575,000

    Sold Mar 04, 2026

    358 Underwood St, Holliston, MA 01746

    • 3 Beds
    • 1.5 Baths
    • 1,284 Sq Ft
    • Built 1961

    Last Sold Summary

    • $448/SF
    • 6 Days On Market

    Current Estimated Value $587,131

    Last Listing Agent Didier Lopez RE/MAX One Call Realty

    358 Underwood St, Holliston, MA 01746
    • 39 Ruth Ellen Rd, Holliston, MA 01746
      39 Ruth Ellen Rd, Holliston, MA 01746
      39 Ruth Ellen Rd, Holliston, MA 01746
      /31

      Est $760,975

      Not Listed For Sale

      39 Ruth Ellen Rd, Holliston, MA 01746

      • 4 Beds
      • 2 Baths
      • 1,953 Sq Ft
      • Built 1970
      39 Ruth Ellen Rd, Holliston, MA 01746

      Last Sold Summary

      • 4 Days On Market

  • 66 Lakeshore Dr, Holliston, MA 01746
    66 Lakeshore Dr, Holliston, MA 01746
    66 Lakeshore Dr, Holliston, MA 01746
    /3

    $420,000

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft

    66 Lakeshore Dr, Holliston, MA 01746

    Property is available for online auction only. See Realty Bid for property, auction, showing & bidding information.

    Brian Brockman Bang Realty

    66 Lakeshore Dr, Holliston, MA 01746
  • 95 Brooksmont Dr Unit 26, Holliston, MA 01746
    95 Brooksmont Dr Unit 26, Holliston, MA 01746
    95 Brooksmont Dr Unit 26, Holliston, MA 01746
    /38

    $700,000

    Sold Dec 19, 2025

    95 Brooksmont Dr Unit 26, Holliston, MA 01746

    • 2 Beds
    • 2 Baths
    • 2,431 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $288/SF
    • 22 Days On Market

    Last Listing Agent Karen Piedra Realty Executives Boston West

    95 Brooksmont Dr Unit 26, Holliston, MA 01746
    • 14 Day Rd, Holliston, MA 01746
      14 Day Rd, Holliston, MA 01746
      14 Day Rd, Holliston, MA 01746
      /28

      Est $661,789

      Not Listed For Sale

      14 Day Rd, Holliston, MA 01746

      • 3 Beds
      • 1.5 Baths
      • 1,860 Sq Ft
      • Built 1967
      14 Day Rd, Holliston, MA 01746

      Last Sold Summary

      • 24 Days On Market

  • 57 Wingate Rd, Holliston, MA 01746
    57 Wingate Rd, Holliston, MA 01746
    57 Wingate Rd, Holliston, MA 01746
    /40

    $729,900

    Pending
    • 4 Beds
    • 1.5 Baths
    • 1,953 Sq Ft

    57 Wingate Rd, Holliston, MA 01746

    Welcome to this well-maintained and updated Colonial in one of Holliston’s most popular neighborhoods. The main level offers a gracious foyer with an imported sandstone floor and contemporary European-style propane fireplace for a warm welcome. The spacious formal dining room serves the new kitchen featuring radiant heat flooring, beautiful cabinetry, stainless appliances, granite countertops and

    Pamela Bathen Oak Realty

    57 Wingate Rd, Holliston, MA 01746
  • 169 Pinecrest Rd, Holliston, MA 01746
    169 Pinecrest Rd, Holliston, MA 01746
    169 Pinecrest Rd, Holliston, MA 01746
    /39

    $1,250,000

    Sold Nov 21, 2025

    169 Pinecrest Rd, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 3,926 Sq Ft
    • Built 1997

    Last Sold Summary

    • 6% Below List Price
    • $318/SF
    • 64 Days On Market

    Current Estimated Value $1,286,909

    Last Listing Agent Joshua Shalin ERA Key Realty Services-Bay State Group

    169 Pinecrest Rd, Holliston, MA 01746
    • 623 Winter St, Holliston, MA 01746
      623 Winter St, Holliston, MA 01746
      623 Winter St, Holliston, MA 01746
      /42

      Est $1,125,911

      Not Listed For Sale

      623 Winter St, Holliston, MA 01746

      • 4 Beds
      • 4 Baths
      • 3,993 Sq Ft
      • Built 2024
      623 Winter St, Holliston, MA 01746

      Last Sold Summary

      • 27 Days On Market

  • 152 Turner Rd Unit 38, Holliston, MA 01746
    152 Turner Rd Unit 38, Holliston, MA 01746
    152 Turner Rd Unit 38, Holliston, MA 01746
    /23

    $219,900

    Pending
    • 1 Bed
    • 1 Bath
    • 698 Sq Ft

    152 Turner Rd Unit 38, Holliston, MA 01746

    Don't miss this opportunity to own this move-in ready condo in desirable Crestview Condominiums. Offering an open floor plan with a renovated kitchen, vinyl flooring throughout the main living area, newer windows, and updated appliances all less than five years old, this home has been thoughtfully maintained and improved. A recently installed heat pump system in the bedroom provides efficient

    Lioce Properties Group Lamacchia Realty, Inc.

    152 Turner Rd Unit 38, Holliston, MA 01746
  • 5 Jarbrook Rd, Holliston, MA 01746
    5 Jarbrook Rd, Holliston, MA 01746
    5 Jarbrook Rd, Holliston, MA 01746
    /42

    $780,000

    Sold Jul 14, 2026

    5 Jarbrook Rd, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 2,603 Sq Ft
    • Built 2004

    Last Sold Summary

    • 3% Above List Price
    • $300/SF
    • 4 Days On Market

    Current Estimated Value $752,740

    Last Listing Agent Ritucci & Swift - Your Home Team Realty Executives Boston West

    5 Jarbrook Rd, Holliston, MA 01746
    • 62 Wingate Rd, Holliston, MA 01746
      62 Wingate Rd, Holliston, MA 01746
      62 Wingate Rd, Holliston, MA 01746
      /24

      Est $757,895

      Not Listed For Sale

      62 Wingate Rd, Holliston, MA 01746

      • 4 Beds
      • 1.5 Baths
      • 1,932 Sq Ft
      • Built 1969
      62 Wingate Rd, Holliston, MA 01746

      Last Sold Summary

      • 20 Days On Market

  • 423 South St, Holliston, MA 01746
    423 South St, Holliston, MA 01746
    423 South St, Holliston, MA 01746
    /33

    $725,000

    $50K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,896 Sq Ft

    423 South St, Holliston, MA 01746

    Welcome to this charming Conventional-style home, where timeless character meets modern convenience. Nestled on a picturesque lot in desirable Holliston, this well-maintained 3-bed, 1.5-bath home offers warmth, charm, and plenty of space to enjoy both inside and out. The updated kitchen features new appliances and is complemented by beautiful hardwood floors that flow throughout. Sun-filled

    Tina Haynes Simplify Home Realty, LLC

    423 South St, Holliston, MA 01746
  • 712 Norfolk St, Holliston, MA 01746
    712 Norfolk St, Holliston, MA 01746
    712 Norfolk St, Holliston, MA 01746
    /36

    $515,000

    Sold Sep 05, 2025

    712 Norfolk St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft
    • Built 1962

    Last Sold Summary

    • 3% Below List Price
    • $488/SF
    • 18 Days On Market

    Current Estimated Value $527,724

    Last Listing Agent Meeghan Ford Berkshire Hathaway HomeServices Commonwealth Real Estate

    712 Norfolk St, Holliston, MA 01746
    • 42 Westfield Dr, Holliston, MA 01746
      42 Westfield Dr, Holliston, MA 01746
      42 Westfield Dr, Holliston, MA 01746
      /17

      Est $662,092

      Not Listed For Sale

      42 Westfield Dr, Holliston, MA 01746

      • 4 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1967
      42 Westfield Dr, Holliston, MA 01746

      Last Sold Summary

      • 179 Days On Market

  • 125 Hemlock Dr, Holliston, MA 01746
    125 Hemlock Dr, Holliston, MA 01746
    125 Hemlock Dr, Holliston, MA 01746
    /28

    $720,000

    Sold Jul 21, 2026

    125 Hemlock Dr, Holliston, MA 01746

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft
    • Built 1966

    Last Sold Summary

    • 1% Below List Price
    • $394/SF
    • 45 Days On Market

    Current Estimated Value $717,284

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

    125 Hemlock Dr, Holliston, MA 01746
    • 38 Westfield Dr, Holliston, MA 01746
      38 Westfield Dr, Holliston, MA 01746
      38 Westfield Dr, Holliston, MA 01746
      /33

      Est $770,518

      Not Listed For Sale

      38 Westfield Dr, Holliston, MA 01746

      • 4 Beds
      • 2.5 Baths
      • 2,118 Sq Ft
      • Built 1968
      38 Westfield Dr, Holliston, MA 01746

      Last Sold Summary

      • 27 Days On Market

  • 6 Finn Way, Holliston, MA 01746
    6 Finn Way, Holliston, MA 01746
    6 Finn Way, Holliston, MA 01746
    /3

    $729,000

    Sold Sep 26, 2025

    6 Finn Way, Holliston, MA 01746

    • 3 Beds
    • 2.5 Baths
    • 1,780 Sq Ft
    • Built 2024

    Last Sold Summary

    • $410/SF
    • 11 Days On Market

    Last Listing Agent Steve Linnell Cali Realty Group, Inc.

    6 Finn Way, Holliston, MA 01746
    • 63 Westfield Dr, Holliston, MA 01746
      63 Westfield Dr, Holliston, MA 01746
      63 Westfield Dr, Holliston, MA 01746
      /41

      Est $708,329

      Not Listed For Sale

      63 Westfield Dr, Holliston, MA 01746

      • 4 Beds
      • 1.5 Baths
      • 1,901 Sq Ft
      • Built 1968
      63 Westfield Dr, Holliston, MA 01746

      Last Sold Summary

      • 8 Days On Market

  • 99 Goulding St, Holliston, MA 01746
    99 Goulding St, Holliston, MA 01746
    99 Goulding St, Holliston, MA 01746
    /34

    $673,550

    Sold Apr 24, 2026

    99 Goulding St, Holliston, MA 01746

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft
    • Built 1969

    Last Sold Summary

    • 4% Above List Price
    • $415/SF
    • 6 Days On Market

    Current Estimated Value $662,395

    Last Listing Agent Kip LeBaron Lamacchia Realty, Inc.

    99 Goulding St, Holliston, MA 01746
    • 11 Dixon Cir, Holliston, MA 01746
      11 Dixon Cir, Holliston, MA 01746
      11 Dixon Cir, Holliston, MA 01746
      /23

      Est $654,433

      Not Listed For Sale

      11 Dixon Cir, Holliston, MA 01746

      • 4 Beds
      • 2 Baths
      • 1,706 Sq Ft
      • Built 1967
      11 Dixon Cir, Holliston, MA 01746

      Last Sold Summary

      • 30 Days On Market

  • 1037 Washington St, Holliston, MA 01746
    1037 Washington St, Holliston, MA 01746
    1037 Washington St, Holliston, MA 01746
    /42

    $975,000

    Sold Jan 29, 2026

    1037 Washington St, Holliston, MA 01746

    • 4 Beds
    • 3 Baths
    • 4,003 Sq Ft
    • Built 1802

    Last Sold Summary

    • 2% Below List Price
    • $244/SF
    • 20 Days On Market

    Current Estimated Value $996,918

    Last Listing Agent Matt Czepiel Lamacchia Realty, Inc.

    1037 Washington St, Holliston, MA 01746
    • 17 Westfield Dr, Holliston, MA 01746
      17 Westfield Dr, Holliston, MA 01746
      17 Westfield Dr, Holliston, MA 01746
      /34

      Est $719,150

      Not Listed For Sale

      17 Westfield Dr, Holliston, MA 01746

      • 4 Beds
      • 2 Baths
      • 1,932 Sq Ft
      • Built 1968
      17 Westfield Dr, Holliston, MA 01746

      Last Sold Summary

      • 83 Days On Market

  • 6 Westfield Dr, Holliston, MA 01746
    6 Westfield Dr, Holliston, MA 01746
    6 Westfield Dr, Holliston, MA 01746
    /22

    $620,000

    Sold Nov 13, 2025

    6 Westfield Dr, Holliston, MA 01746

    • 3 Beds
    • 1.5 Baths
    • 1,424 Sq Ft
    • Built 1968

    Last Sold Summary

    • 5% Above List Price
    • $435/SF
    • 5 Days On Market

    Current Estimated Value $633,936

    Last Listing Agent Ritucci & Swift - Your Home Team Realty Executives Boston West

    6 Westfield Dr, Holliston, MA 01746
    • 6 Francine Dr, Holliston, MA 01746
      6 Francine Dr, Holliston, MA 01746
      6 Francine Dr, Holliston, MA 01746
      /27

      Est $676,857

      Not Listed For Sale

      6 Francine Dr, Holliston, MA 01746

      • 3 Beds
      • 1.5 Baths
      • 2,024 Sq Ft
      • Built 1969
      6 Francine Dr, Holliston, MA 01746

      Last Sold Summary

      • 14 Days On Market

  • 150 Westfield Dr, Holliston, MA 01746
    150 Westfield Dr, Holliston, MA 01746
    150 Westfield Dr, Holliston, MA 01746
    /37

    $687,000

    Sold Jan 14, 2026

    150 Westfield Dr, Holliston, MA 01746

    • 4 Beds
    • 2 Baths
    • 2,194 Sq Ft
    • Built 1966

    Last Sold Summary

    • 2% Above List Price
    • $313/SF
    • 4 Days On Market

    Current Estimated Value $723,386

    Last Listing Agent Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

    150 Westfield Dr, Holliston, MA 01746
    • 8 Travis Rd, Holliston, MA 01746
      8 Travis Rd, Holliston, MA 01746
      8 Travis Rd, Holliston, MA 01746
      /35

      Est $736,706

      Not Listed For Sale

      8 Travis Rd, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 1,879 Sq Ft
      • Built 1955
      8 Travis Rd, Holliston, MA 01746

      Last Sold Summary

      • 32 Days On Market

  • 124 South St, Holliston, MA 01746
    124 South St, Holliston, MA 01746
    124 South St, Holliston, MA 01746
    /36

    $700,000

    Sold Aug 07, 2025

    124 South St, Holliston, MA 01746

    • 3 Beds
    • 1.5 Baths
    • 1,698 Sq Ft
    • Built 1963

    Last Sold Summary

    • 8% Above List Price
    • $412/SF
    • 5 Days On Market

    Current Estimated Value $706,794

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

    124 South St, Holliston, MA 01746
    • 48 Roy Ave, Holliston, MA 01746
      48 Roy Ave, Holliston, MA 01746
      48 Roy Ave, Holliston, MA 01746
      /24

      Est $532,785

      Not Listed For Sale

      48 Roy Ave, Holliston, MA 01746

      • 3 Beds
      • 1 Bath
      • 1,074 Sq Ft
      • Built 1961
      48 Roy Ave, Holliston, MA 01746

      Last Sold Summary

      • 7 Days On Market

  • 9 Madison Dr Unit 9, Holliston, MA 01746
    9 Madison Dr Unit 9, Holliston, MA 01746
    9 Madison Dr Unit 9, Holliston, MA 01746
    /27

    $750,000

    Sold Jul 01, 2026

    9 Madison Dr Unit 9, Holliston, MA 01746

    • 2 Beds
    • 2.5 Baths
    • 2,321 Sq Ft
    • Built 2018

    Last Sold Summary

    • 3% Above List Price
    • $323/SF
    • 7 Days On Market

    Last Listing Agent Lynne Eliopoulos ERA Key Realty Services- Fram

    9 Madison Dr Unit 9, Holliston, MA 01746
    • 34 Maple St, Holliston, MA 01746
      34 Maple St, Holliston, MA 01746
      34 Maple St, Holliston, MA 01746
      /31

      Est $870,633

      Not Listed For Sale

      34 Maple St, Holliston, MA 01746

      • 4 Beds
      • 2.5 Baths
      • 3,392 Sq Ft
      • Built 2024
      34 Maple St, Holliston, MA 01746

      Last Sold Summary

      • 70 Days On Market

  • 30 Whispering Ln, Holliston, MA 01746
    30 Whispering Ln, Holliston, MA 01746
    30 Whispering Ln, Holliston, MA 01746
    /42

    $1,155,000

    Sold Jun 10, 2026

    30 Whispering Ln, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 3,933 Sq Ft
    • Built 2000

    Last Sold Summary

    • 2% Below List Price
    • $294/SF
    • 9 Days On Market

    Current Estimated Value $1,166,144

    Last Listing Agent Kathy Chisholm Realty Executives Boston West

    30 Whispering Ln, Holliston, MA 01746

Showing Results 121 - 160, Page 4 of 18

Massachusetts Middlesex County

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