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Holliston, MA Homes for Sale | Realty.com
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33 listings
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Homes for Sale in Holliston, MA

Homes for Sale in Holliston, MA

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24 of 33 Listings
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Homes for Sale in Holliston, MA

24 of 33 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 30 Mill St — photoNew40Active

    $1,799,000

    4 bd · 5 ba · 5,100 sqft

    30 Mill St, Holliston, MA

    Fabilene Neves · Century 21 North East

  2. 16 Roy Ave — photoNew31Active

    $725,000

    4 bd · 2 ba · 1,600 sqft

    16 Roy Ave, Holliston, MA

    Lohith Chundi · Real Broker MA, LLC - Team Chundi

  3. 43 Regency Dr #43 — photoNewOpen house Sat, Oct 17 · 11:30 AM25Active

    $314,900

    2 bd · 1 ba · 1,075 sqft

    43 Regency Dr #43, Holliston, MA

    Soraia Aguiar Campos · Mega Realty Services

  4. 457 Hanlon Rd — photoNew42Active

    $1,500,000

    4 bd · 4 ba · 4,834 sqft

    457 Hanlon Rd, Holliston, MA

    Roberta Waters · Realty Executives Boston West

  5. 85 Alden Rd — photo29Active

    $829,000

    4 bd · 3 ba · 2,163 sqft

    85 Alden Rd, Holliston, MA

    Francielle Caldeira · REMAX Executive Realty

  6. 72 Alden Road — photoOpen house Sat, Oct 17 · 12:30 PM35Active

    $699,000

    3 bd · 3 ba · 2,211 sqft

    72 Alden Road, Holliston, MA

    Mark Lesses Group · Coldwell Banker Realty - Lexington

  7. 423 South St — photo42Active

    $685,000

    3 bd · 2 ba · 1,896 sqft

    423 South St, Holliston, MA

    Ritucci & Swift - Your Home Team · Realty Executives Boston West

  8. 272 Mill St — photo41Active

    $970,272

    4 bd · 4 ba · 3,565 sqft

    272 Mill St, Holliston, MA

    Jennifer DeLuca · Berkshire Hathaway Home Services Commonwealth Real Estate

  9. 1093 Washington St #1093 — photoOpen house Sat, Oct 17 · 11:00 AM41Active

    $699,900

    2 bd · 3 ba · 2,636 sqft

    1093 Washington St #1093, Holliston, MA

    Amy Sault · Century 21 Custom Home Realty

  10. 1093 Washington St #1093 — photoOpen house Sat, Oct 17 · 11:30 AM39Active

    $699,900

    2 bd · 3 ba · 2,636 sqft

    1093 Washington St #1093, Holliston, MA

    Amy Sault · Century 21 Custom Home Realty

  11. 2 Ashland Street — photoPrice Reduced34Active

    $529,000

    3 bd · 2 ba · 1,080 sqft

    2 Ashland Street, Holliston, MA

    James Pham · RE/MAX Partners

  12. 33 Cheryl Ln — photoPrice ReducedOpen house Sat, Oct 17 · 12:00 PM32Active

    $824,900

    3 bd · 2 ba · 2,282 sqft

    33 Cheryl Ln, Holliston, MA

    Jonathan Carlson · Carlson & Company, LLC

  13. 35 Jerrold Street — photoPrice Reduced25Active

    $625,000

    3 bd · 2 ba · 1,933 sqft

    35 Jerrold Street, Holliston, MA

    Nancy Flynn · Realty ONE Group Suburban Lifestyle

  14. 543 Central Street — photo35Active

    $899,995

    4 bd · 4 ba · 2,640 sqft

    543 Central Street, Holliston, MA

    The Powissett Group · Compass

  15. 152 Turner Rd #57 — photo12Active

    $219,900

    1 bd · 1 ba · 705 sqft

    152 Turner Rd #57, Holliston, MA

    Michael Manganaro · Partners Realty Group

  16. 243 Oak St — photo38Active

    $924,999

    5 bd · 4 ba · 3,686 sqft

    243 Oak St, Holliston, MA

    Frederick Dodd · Cameron Real Estate Group

  17. 49 Windsor Dr #301 — photoPrice Reduced21Active

    $299,000

    2 bd · 1 ba · 883 sqft

    49 Windsor Dr #301, Holliston, MA

    Melissa Kaspern · REMAX Executive Realty

  18. 97 Old Cart Path — photo40Active

    $1,575,000

    4 bd · 5 ba · 5,997 sqft

    97 Old Cart Path, Holliston, MA

    Tara D'Amato · Engel & Volkers Wellesley

  19. 801 Winter St — photo34Active

    $689,000

    3 bd · 3 ba · 2,192 sqft

    801 Winter St, Holliston, MA

    Vesta Group · Vesta Real Estate Group, Inc.

  20. 14 Fiske Pond Road — photoPrice Reduced30Active

    $2,250,000

    5 bd · 5 ba · 5,740 sqft

    14 Fiske Pond Road, Holliston, MA

    The Lara & Chelsea Collaborative · Coldwell Banker Realty - Wellesley

  21. 636 Highland St — photoPrice ReducedOpen house Sat, Oct 17 · 1:00 PM42Active

    $669,900

    3 bd · 1 ba · 2,016 sqft

    636 Highland St, Holliston, MA

    Caden Lobo · LPT Realty - Home & Key Group

  22. 64 Marshall St — photoPrice Reduced34Active

    $685,000

    3 bd · 2 ba · 1,316 sqft

    64 Marshall St, Holliston, MA

    John J. Mansfield · Berkshire Hathaway HomeServices Commonwealth Real Estate

  23. 36 Regal St — photoPrice Reduced28Active

    $574,900

    3 bd · 1 ba · 1,128 sqft

    36 Regal St, Holliston, MA

    Angela Zullo · Lamacchia Realty, Inc.

  24. 621 Marshall St — photoPrice Reduced27Active

    $799,900

    3 bd · 3 ba · 2,077 sqft

    621 Marshall St, Holliston, MA

    Victoria Aucoin · Elite Realty Experts, LLC

12
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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #1000018

    Call Thomas

    Holliston, MA community profile

    Area
    19.1 sq. mi.

    Source: HJN community data

    Holliston housing market

    September 2026 · This period is still settling

    Homes on the market · MLS, as of Sep 27, 2026

    Median list price
    $812,450
    Homes for sale
    30

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

    Median home size
    1,960 sq. ft.