Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings

Save search

Map layers

Safety

Safety & registry resources

Review official public-safety information for any area from these government sources:

  • U.S. Dept. of Justice National Sex Offender Public Website (NSOPW)
  • FBI: state sex-offender registry directory
Single-Family Homes in Holliston, MA
Realty.com
Buy

Start here

  • Homes for sale by state
  • Home buying tips
  • Before you start looking
  • The buying timeline

Afford it

  • Today's mortgage rates
  • Mortgage calculator
  • How much can I afford?
  • Get pre-approved

Make the deal

  • Writing a winning offer
  • Inspections & appraisals
  • Closing costs, itemized
  • Find a buyer's agent
Save searchAdvertiseSign In
Saved homesSaved searchesYour toursYour inquiriesRecently viewedAccount settings
  • Rentals
  • Commercial

28 listings
Sell

Selling Options

  • What's my home worth?
  • Compare selling options
  • Get an instant cash offer
  • Buy before you sell

Resources

  • How selling works
  • When should I sell?
  • Home selling tips
  • Pricing your home
  • What's worth fixing first
  • Find a seller's agent
Home Loans
Find an Agent
Save search

Single-Family Homes in Holliston, MA

Single-Family Homes in Holliston, MA

Hide Map
24 of 28 Listings
Map

Single-Family Homes in Holliston, MA

24 of 28 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas
  1. 72 Alden Road — photoNewOpen house Sat, Oct 10 · 12:30 PM35Active

    $699,000

    3 bd · 3 ba · 2,211 sqft

    72 Alden Road, Holliston, MA

    Mark Lesses Group · Coldwell Banker Realty - Lexington

  2. 423 South St — photoNew42Active

    $685,000

    3 bd · 2 ba · 1,896 sqft

    423 South St, Holliston, MA

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

  3. 272 Mill St — photoOpen house Fri, Oct 9 · 5:00 PM41Active

    $970,272

    4 bd · 4 ba · 3,565 sqft

    272 Mill St, Holliston, MA

    Jennifer DeLuca · Berkshire Hathaway Home Services Commonwealth Real Estate

  4. 1093 Washington St #1093 — photo41Active

    $699,900

    2 bd · 3 ba · 2,636 sqft

    1093 Washington St #1093, Holliston, MA

    Amy Sault · Century 21 Custom Home Realty

  5. 2 Ashland Street — photoPrice Reduced34Active

    $529,000

    3 bd · 2 ba · 1,080 sqft

    2 Ashland Street, Holliston, MA

    James Pham · RE/MAX Partners

  6. 33 Cheryl Ln — photoPrice Reduced32Active

    $834,900

    3 bd · 2 ba · 2,282 sqft

    33 Cheryl Ln, Holliston, MA

    Jonathan Carlson · Carlson & Company, LLC

  7. 57 Carl Road — photo42Active

    $1,250,000

    4 bd · 5 ba · 3,509 sqft

    57 Carl Road, Holliston, MA

    Susan McPherson · Berkshire Hathaway HomeServices Commonwealth Real Estate

  8. 35 Jerrold Street — photoPrice Reduced25Active

    $639,000

    3 bd · 2 ba · 1,933 sqft

    35 Jerrold Street, Holliston, MA

    Nancy Flynn · Realty ONE Group Suburban Lifestyle

  9. 543 Central Street — photo35Active

    $899,995

    4 bd · 4 ba · 2,640 sqft

    543 Central Street, Holliston, MA

    The Powissett Group · Compass

  10. 243 Oak St — photo38Active

    $924,999

    5 bd · 4 ba · 3,686 sqft

    243 Oak St, Holliston, MA

  11. 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

  12. 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.

  13. 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

  14. 636 Highland St — photoPrice Reduced42Active

    $709,900

    3 bd · 1 ba · 2,016 sqft

    636 Highland St, Holliston, MA

    Caden Lobo · LPT Realty - Home & Key Group

  15. 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

  16. 36 Regal St — photoPrice Reduced28Active

    $574,900

    3 bd · 1 ba · 1,128 sqft

    36 Regal St, Holliston, MA

    Angela Zullo · Lamacchia Realty, Inc.

  17. 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

  18. 30 Mill St — photo39Active

    $1,899,000

    4 bd · 5 ba · 4,587 sqft

    30 Mill St, Holliston, MA

    Cindy Donati · Century 21 Custom Home Realty

  19. 25 Erin Way — photoPrice Reduced42Active

    $1,249,000

    5 bd · 4 ba · 4,969 sqft

    25 Erin Way, Holliston, MA

    Kathy Chisholm · Realty Executives Boston West

  20. 85 Fisher Street — photoPrice ReducedOpen house Sat, Oct 10 · 11:00 AM41Active

    $999,000

    3 bd · 3 ba · 2,266 sqft

    85 Fisher Street, Holliston, MA

    Meeghan Ford · Berkshire Hathaway HomeServices Commonwealth Real Estate

  21. 865 Washington St. — photoPrice Reduced42Active

    $899,900

    6 bd · 4 ba · 3,466 sqft

    865 Washington St., Holliston, MA

    Kathy Chisholm · Realty Executives Boston West

  22. 660 Mayflower Landing — photoPrice Reduced10Active

    $749,990

    3 bd · 4 ba · 2,480 sqft

    660 Mayflower Landing, Holliston, MA

  23. 58 Wedgewood Dr — photoPrice Reduced42Active

    $634,000

    3 bd · 2 ba · 2,089 sqft

    58 Wedgewood Dr, Holliston, MA

    Patricia Baker · Realty Executives Boston West

  24. 53 Louis St — photoPrice ReducedOpen house Sun, Oct 11 · 11:00 AM29Active

    $899,000

    3 bd · 3 ba · 1,812 sqft

    53 Louis St, Holliston, MA

    Marianna Da Silva · Media Realty Group Inc.

12

About Single-Family Homes in Holliston, MA

Single-Family Homes in Holliston, MA: 28 active listings as of October 8, 2026, 10:03 UTC.

Realty.com

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

Equal Housing OpportunityEqual Housing Lender

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

© 2026 Realty.com. All rights reserved.·Privacy·Terms·California Privacy Rights·Accessibility·Licensing

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN)
The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-10-08 07:30:00 UTC
  • 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.