6,130

Holliston, MA Homes

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  • /3

    $1,600,000

    • 4 Beds
    • 5 Baths
    • 4,600 Sq Ft

    615 Mayflower Landing, Holliston, MA 01746

    LUXE New Construction! Exceptional 4BR, 5BA custom home offering 4,600+ SF of STUNNING living space on a private wooded lot just under 2 acres. Gorgeously designed w/three finished levels, including a walk-up 3rd floor w/additional family room & flexible living space. Gather your family around the Incredible chef's kitchen with Custom Espresso Cabinetry & 8' Center Isle, gas cooktop, Wall oven &

    Kate Lunny REMAX Executive Realty

    615 Mayflower Landing, Holliston, MA 01746
  • /9

    $2,600 total monthly price

    • 2 Beds
    • 1 Bath
    • 900 Sq Ft
    • Condo for Rent

    35 Pleasant St Unit 3, Holliston, MA 01746

    Spacious 2 Bedroom – Unit 3 (3rd Floor) – 35 Pleasant St, Holliston – $2,600/monthWelcome home to this bright and inviting 2-bedroom, 1-bath apartment located on the 3rd floor (Unit 3) at 35 Pleasant Street in desirable Holliston. This well-maintained unit offers a comfortable layout with generously sized bedrooms, a full bathroom, and a sun-filled living area.Situated in a

    35 Pleasant St Unit 3, Holliston, MA 01746
  • /41

    $1,925,000 Sold Jul 07, 2025

    36 Connelly Hill Rd, Hopkinton, MA 01748

    • 4 Beds
    • 4.5 Baths
    • 4,995 Sq Ft
    • Built 2013

    Last Sold Summary

    • 1% Above List Price
    • $385/SF
    • 4 Days On Market

    Current Estimated Value $1,891,098

    Last Listing Agent Trina Macchi William Raveis R.E. & Home Services

    36 Connelly Hill Rd, Hopkinton, MA 01748
    • /30

      Est $1,463,317 Not Listed For Sale

      195 Mohawk Path, Holliston, MA 01746

      • 4 Beds
      • 3 Baths
      • 4,766 Sq Ft
      • Built 2015
      195 Mohawk Path, Holliston, MA 01746

      Last Sold Summary

      • 10% Above List Price
      • $280/SF
      • 4 Days On Market

      Last Sold Price $1,335,000

      Last Listing Agent Kalpana Shetty Keller Williams Realty

  • /37

    $950,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft

    261 Rolling Meadow Dr, Holliston, MA 01746

    Nicely updated and very well maintained 4 bedroom, 2.5-bath colonial nestled in a terrific neighborhood with access to Holliston Open Space (Wenakeening Woods) as well as shopping, restaurants and major routes. The home features a bright and spacious layout, including a remodeled kitchen that opens to an elegant dining room. A comfortable family room with vaulted ceiling and gas fireplace has

    Lisa Paulette Coldwell Banker Realty - Framingham

    261 Rolling Meadow Dr, Holliston, MA 01746
  • /18

    $1,800 total monthly price

    • 1 Bed
    • 1 Bath
    • 694 Sq Ft
    • Apartment for Rent

    147 Turner Rd Unit 114, Holliston, MA 01746

    COMPLITLY RENOVATED SPACIOUS THIRD FLOOR 1 BEDROOM APARTMENT WITH GORGEOUS VIEWS. New laminated floors, updated kitchen with new stove, dishwasher and refrigerator. Open Floor Plan with spacious Living Room, high ceilings, Balcony and Treetop Views. Large bedroom with walk in closet. Living area and bedroom have new heating/cooling electric units. Laundry with new washers and dryers, prepaid

    Margarita Muzykina LMC Property Group

    147 Turner Rd Unit 114, Holliston, MA 01746
  • /42

    $1,505,000 Sold Feb 20, 2026

    151 Mohawk Path, Holliston, MA 01746

    • 4 Beds
    • 3.5 Baths
    • 4,643 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Below List Price
    • $324/SF
    • 23 Days On Market

    Current Estimated Value $1,541,393

    Last Listing Agent Robert Smith Mathieu Newton Sotheby's International Realty

    151 Mohawk Path, Holliston, MA 01746
    • /42

      Est $784,828 Not Listed For Sale

      43 Brooksmont Dr Unit 8, Holliston, MA 01746

      • 2 Beds
      • 3 Baths
      • 2,457 Sq Ft
      • Built 2017
      43 Brooksmont Dr Unit 8, Holliston, MA 01746

      Last Sold Summary

      • 2% Above List Price
      • $312/SF
      • 15 Days On Market

      Last Sold Price $767,000

      Last Listing Agent Natalia Marchenkov Homes-R-Us Realty of MA, Inc.

  • /29

    $1,149,900 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,798 Sq Ft

    154 Union St, Holliston, MA 01746

    JUST COMPLETED! DOWNTOWN LUXURY MEETS RAIL TRAIL LIVING. Move-in ready! This custom residence offers the ultimate Holliston lifestyle, abutting the Upper Charles Rail Trail, just a short walk to downtown coffee & dining. Sun-drenched interiors feature 9' ceilings, wide-plank White Oak floors, sleek electric fireplace and a private 1st-Floor Home Office perfect for remote work.The Chef’s Kitchen

    Stephen O'leary O'Leary Homes

    154 Union St, Holliston, MA 01746
  • /37

    $3,200 total monthly price

    • 3 Beds
    • 1.5 Baths
    • 1,786 Sq Ft
    • Apartment for Rent

    22 Exchange St, Holliston, MA 01746

    Spacious and well-maintained 3-bedroom, 1.5-bath rental offering a clean, comfortable layout. The home features a brand-new kitchen and updated bathroom, providing a fresh and modern feel. Generously sized rooms with great natural light throughout. Large office on first floor and bonus space with half bath on the second. Off street driveway parking for 2 cars. Conveniently located close to

    Erin Thomas Conway - Walpole

    22 Exchange St, Holliston, MA 01746
  • /42

    $940,000 Sold Sep 04, 2025

    535 Prentice St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 2,124 Sq Ft
    • Built 1978

    Last Sold Summary

    • $443/SF
    • 4 Days On Market

    Current Estimated Value $934,200

    Last Listing Agent Maria Babakhanova Redfin Corp.

    535 Prentice St, Holliston, MA 01746
    • /42

      Not Listed For Sale

      49 Brooksmont Dr Unit 10, Holliston, MA 01746

      • 2 Beds
      • 3 Baths
      • 2,435 Sq Ft
      • Built 2017
      49 Brooksmont Dr Unit 10, Holliston, MA 01746

      Last Sold Summary

      • $285/SF
      • 4 Days On Market

      Last Sold Price $695,000

      Last Listing Agent Benjamin Montenegro Andrew J. Abu Inc., REALTORS®

  • /42

    $1,149,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    731 Norfolk St, Holliston, MA 01746

    Almost-new construction set on 1.35 acres of flat, beautifully landscaped grounds, offering the outdoor space and privacy buyers seek. The vaulted living room features a striking marble fireplace and flows into a chef’s kitchen with quartz countertops, a large island, and custom backsplash. The dining area includes built-in wine cooler and bar, and sunlit sitting area ideal for entertaining.

    Graham Pettengill ERA Key Realty Services- Fram

    731 Norfolk St, Holliston, MA 01746
  • /2

    $2,400 total monthly price

    • 2 Beds
    • 1 Bath
    • 1,200 Sq Ft
    • Apartment for Rent

    755 Washington St Unit 2, Holliston, MA 01746

    lovely 1831 colonial in the heart of downtown. walk to stores, park, lake and rail trail. new kitchen with granite countertops and a large bathroom with washer and dryer. All hard wood floors. gas heat, gas range and Elec dryer. Dishwasher, and microwave.

    Richard Casavant Casavant Realty Inc

    755 Washington St Unit 2, Holliston, MA 01746
  • /21

    $750,000 Sold Apr 17, 2025

    280 Washington St, Holliston, MA 01746

    • 3 Beds
    • 3 Baths
    • 2,010 Sq Ft
    • Built 1957

    Last Sold Summary

    • 6% Below List Price
    • $373/SF
    • 56 Days On Market

    Current Estimated Value $698,585

    Last Listing Agent Anthony Bolt NCO Realty Group Inc.

    280 Washington St, Holliston, MA 01746
    • /42

      Est $677,209 Not Listed For Sale

      519 Fiske St, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft
      • Built 1975
      519 Fiske St, Holliston, MA 01746

      Last Sold Summary

      • 15% Above List Price
      • $342/SF
      • 22 Days On Market

      Last Sold Price $590,000

      Last Listing Agent Sylvia Makarios Coldwell Banker Realty - Westwood

  • /34

    $1,250,000 Open Sun 11AM - 2PM

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

    50 Morgans Way, Holliston, MA 01746

    Set on more than an acre in Holliston’s desirable Cedarbrook neighborhood, this classic four-bedroom Colonial offers nearly 4,000 sq. ft. of thoughtfully designed living space. A gracious two-story foyer introduces a floor plan that balances everyday comfort with entertaining, including formal living and dining rooms, a private home office, and a family room with cathedral ceilings and fireplace.

    Robert Kinlin Berkshire Hathaway HomeServices Robert Paul Properties

    50 Morgans Way, Holliston, MA 01746
  • /31

    $625,000 Sold Dec 30, 2025

    195 High St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Below List Price
    • $371/SF
    • 22 Days On Market

    Current Estimated Value $622,878

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

    195 High St, Holliston, MA 01746
    • /42

      Est $697,756 Not Listed For Sale

      15 Hill St, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 3,320 Sq Ft
      • Built 1996
      15 Hill St, Medway, MA 02053

      Last Sold Summary

      • 16% Below List Price
      • $250/SF
      • 19 Days On Market

      Last Sold Price $830,000

      Last Listing Agent Marilyn Freedman Coldwell Banker Realty - Westwood

  • /37

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    62 Ashland St, Holliston, MA 01746

    Put a sparkle in your eye with abundant natural light. This home presents an exceptional opportunity to embrace spacious comfortable living, in a meticulously maintained environment PLUS bounteous sunshine with two 8 ft sliders, facing south. The outdoor area of this property presents as an extension of the living space, the 2024 southern exposure cable rail deck is multi tiered for relaxation

    Susan Mogren Realty Executives Boston West

    62 Ashland St, Holliston, MA 01746
  • /3

    $710,000 Sold Mar 24, 2025

    16 Sawyer Cir, Holliston, MA 01746

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 2024

    Last Sold Summary

    • $364/SF
    • 7 Days On Market

    Last Listing Agent Steve Linnell Cali Realty Group, Inc.

    16 Sawyer Cir, Holliston, MA 01746
    • /28

      Est $1,383,710 Not Listed For Sale

      7 Tea Party Ln, Holliston, MA 01746

      • 4 Beds
      • 3.5 Baths
      • 4,500 Sq Ft
      • Built 2002
      7 Tea Party Ln, Holliston, MA 01746

      Last Sold Summary

      • 7% Above List Price
      • $286/SF
      • 2 Days On Market

      Last Sold Price $1,288,000

      Last Listing Agent Tara D'Amato Engel & Völkers Wellesley

  • /38

    $1,060,000

    • 4 Beds
    • 2.5 Baths
    • 3,224 Sq Ft

    35 Peter St, Holliston, MA 01746

    Welcome to 35 Peter St, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for chilly evenings. The kitchen is a chef's dream, boasting a functional island, an accent backsplash, and stainless steel appliances. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a spa-like retreat featuring a separate tub and

    DANIEL BEIRNE OpenDoor Brokerage LLC

    35 Peter St, Holliston, MA 01746
  • /38

    $650,000 Sold Sep 24, 2025

    36 Appleyard Ln, Holliston, MA 01746

    • 3 Beds
    • 1.5 Baths
    • 1,391 Sq Ft
    • Built 1964

    Last Sold Summary

    • $467/SF
    • 2 Days On Market

    Current Estimated Value $640,575

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

    36 Appleyard Ln, Holliston, MA 01746
    • /30

      Est $230,226 Not Listed For Sale

      147 Turner Rd Unit 97, Holliston, MA 01746

      • 1 Bed
      • 1 Bath
      • 699 Sq Ft
      • Built 1963
      147 Turner Rd Unit 97, Holliston, MA 01746

      Last Sold Summary

      • 2% Above List Price
      • $323/SF
      • 2 Days On Market

      Last Sold Price $226,000

      Last Listing Agent Christine Lawrence ERA Key Realty Services- Milf

  • /42

    $1,625,000 Pending

    • 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
  • /35

    $1,375,000 Sold Oct 30, 2025

    199 Mohawk Path, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 4,700 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Above List Price
    • $293/SF
    • 4 Days On Market

    Current Estimated Value $1,365,446

    Last Listing Agent Dennis McClosky Redfin Corp.

    199 Mohawk Path, Holliston, MA 01746
    • /11

      Est $213,500 Not Listed For Sale

      147 Turner Rd Unit 89, Holliston, MA 01746

      • 1 Bed
      • 1 Bath
      • 693 Sq Ft
      • Built 1967
      147 Turner Rd Unit 89, Holliston, MA 01746

      Last Sold Summary

      • 22% Above List Price
      • $253/SF
      • 3 Days On Market

      Last Sold Price $175,000

      Last Listing Agent keith shapiro Realty Executives

  • /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
  • /42

    $700,000 Sold Nov 20, 2025

    26 Bayberry Ln, Holliston, MA 01746

    • 4 Beds
    • 1.5 Baths
    • 1,849 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Above List Price
    • $379/SF
    • 5 Days On Market

    Current Estimated Value $694,114

    Last Listing Agent Melissa Kaspern REMAX Executive Realty

    26 Bayberry Ln, Holliston, MA 01746
    • /32

      Est $579,348 Not Listed For Sale

      151 Cedar St, Holliston, MA 01746

      • 3 Beds
      • 1 Bath
      • 1,236 Sq Ft
      • Built 1961
      151 Cedar St, Holliston, MA 01746

      Last Sold Summary

      • 1% Above List Price
      • $465/SF
      • 4 Days On Market

      Last Sold Price $575,000

      Last Listing Agent Katie McBride RE/MAX

  • /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
  • /40

    $725,000 Sold Mar 21, 2025

    17 Smithhurst Dr, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 2,123 Sq Ft
    • Built 1962

    Last Sold Summary

    • 7% Above List Price
    • $341/SF
    • 5 Days On Market

    Current Estimated Value $722,697

    Last Listing Agent Lauren Davis Realty Executives Boston West

    17 Smithhurst Dr, Holliston, MA 01746
    • /9

      Est $210,732 Not Listed For Sale

      147 Turner Rd Unit 79, Holliston, MA 01746

      • 1 Bed
      • 1 Bath
      • 667 Sq Ft
      • Built 1967
      147 Turner Rd Unit 79, Holliston, MA 01746

      Last Sold Summary

      • 20% Above List Price
      • $262/SF
      • 7 Days On Market

      Last Sold Price $175,000

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

  • /24

    $875,000

    • Land
    • 1 Acre
    • $875,000 per Acre

    147 N Mill St, Holliston, MA 01746

    A rare opportunity to build your dream home on a picturesque one-acre lot, already featuring a recently constructed 1,675 sq. ft. two-car garage with a spacious loft and a heated half bath. Enjoy serene views of a neighboring pond and a beautiful pastoral landscape, offering both privacy and charm. This scenic setting is perfectly balanced with convenience, located close to town and near the

    Emerald Jalinous RE/MAX Liberty

    147 N Mill St, Holliston, MA 01746
  • /38

    $608,000 Sold Sep 19, 2025

    1884 Washington St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 2,039 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $298/SF
    • 40 Days On Market

    Current Estimated Value $618,456

    Last Listing Agent Kimberley Tufts eXp Realty

    1884 Washington St, Holliston, MA 01746
    • /13

      Est $232,778 Not Listed For Sale

      147 Turner Rd Unit 71, Holliston, MA 01746

      • 1 Bed
      • 1 Bath
      • 684 Sq Ft
      • Built 1967
      147 Turner Rd Unit 71, Holliston, MA 01746

      Last Sold Summary

      • 11% Above List Price
      • $307/SF
      • 4 Days On Market

      Last Sold Price $210,000

      Last Listing Agent Mary Kapitan Conway - Mansfield

  • /36

    $2,450,000 Open Sat 10AM - 11:30AM

    • 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
  • /35

    $690,000 Sold May 28, 2025

    20 Prospect St, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 2,438 Sq Ft
    • Built 1900

    Last Sold Summary

    • 1% Below List Price
    • $283/SF
    • 15 Days On Market

    Current Estimated Value $663,340

    Last Listing Agent Lauren Davis Realty Executives Boston West

    20 Prospect St, Holliston, MA 01746
    • /20

      Est $227,470 Not Listed For Sale

      147 Turner Rd Unit 62, Holliston, MA 01746

      • 1 Bed
      • 1 Bath
      • 706 Sq Ft
      • Built 1967
      147 Turner Rd Unit 62, Holliston, MA 01746

      Last Sold Summary

      • 11% Above List Price
      • $290/SF
      • 4 Days On Market

      Last Sold Price $205,000

      Last Listing Agent joanne fatahi Universal Realty

Showing Results 1 - 40, Page 1 of 18

Home Trends in Holliston, MA

Housing Trends

Median Sale Price
$725,500
Median Single Family Sale Price
$747,500
Median Townhouse Sale Price
$694,950
Median 2 Bedroom Sale Price
$665,000
Median 1 Bedroom Sale Price
$227,450
Average Price Per Sq Ft
$357
Number of Homes for Sale
13
Last 12 months Home Sales
172
Months of Supply
0.90
Median List Price
$729,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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