6,117

Holliston, MA Homes

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  • /42

    $1,250,000 Sold May 12, 2025

    • 3,563 Sq Ft
    • $351/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    235 Underwood St, Holliston, MA 01746

    Nestled on a beautiful private drive abutting conservation land, this meticulously maintained custom-built colonial on over 4.5 acres, offers true elegance w/exceptional craftsmanship throughout. A circular drive boasts gorgeous stone walls that frame the stunning front entrance. The 2 story foyer is flanked by a lovely living room/dining room w/columns, bay window, gas fireplace, & a tranquil

    Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

    235 Underwood St, Holliston, MA 01746
    • /36

      Est $535,163 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,152 Sq Ft

      368 Ashland St, Holliston, MA 01746

      368 Ashland St, Holliston, MA 01746
  • /42

    $749,500

    • 4 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    1112 Highland St, Holliston, MA 01746

    Welcome home to this beautifully maintained & updated, Garrison Colonial set on nearly an acre of lush, manicured perfection. Step into the bright, updated kitchen featuring white cabinetry, granite countertops, & all new stainless appliances. Enjoy an abundance of natural sunlight from every room! The warm & inviting living room showcases charming bay windows & a cozy fireplace. The formal

    Richard Ryan Berkshire Hathaway HomeServices Commonwealth Real Estate

    1112 Highland St, Holliston, MA 01746
  • /15

    $200,000 Sold May 09, 2025

    • 686 Sq Ft
    • $292/SF
    • 3 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1967

    152 Turner Rd Unit 2, Holliston, MA 01746

    Perfect for First-Time Buyers, Investors, or Downsizers! Welcome to Crestview Condos, ideally located in a peaceful residential neighborhood. This fantastic unit offers an updated kitchen with a breakfast bar and included appliances, concrete and tile flooring, and a spacious walk-in closet in the primary bedroom. Enjoy year-round comfort with mini-split systems in both the primary bedroom and

    Team Rice RE/MAX Executive Realty

    152 Turner Rd Unit 2, Holliston, MA 01746
    • /18

      Est $800,555 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,400 Sq Ft

      8 Meadowbrook Ln, Holliston, MA 01746

      8 Meadowbrook Ln, Holliston, MA 01746
  • /38

    $625,000

    • 3 Beds
    • 1 Bath
    • 2,200 Sq Ft

    13 Karen Cir, Holliston, MA 01746

    Welcome to this beautifully renovated raised ranch in the heart of Holliston, MA! This charming single-family home offers over 1,500 square feet of comfortable living space, featuring 3 spacious bedrooms and 1 full bathroom. The newly updated interior includes a bright and airy layout with large windows that flood the home with natural light. The modern kitchen boasts sleek stainless steel

    Kyle Seyboth Century 21 The Seyboth Team

    13 Karen Cir, Holliston, MA 01746
  • /2

    $2,500,000 Sold May 05, 2025

    • 3,491 Sq Ft
    • $716/SF
    • 1 Day On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2025

    16 Massachusetts 16, Lexington, MA 02421

    Welcome to the exciting new community of Fairland Commons (GPS 15 Fairland St) in Lexington where creative design and nature come together to offer a sophisticated, tranquil lifestyle.16 Common Court, a brand-new, upscale home, has been impeccably crafted with high-end finishes, timeless designs, and an all-electric, energy efficient environment. The home’s open concept family room with a

    Danielle Fleming MA Properties

    16 Massachusetts 16, Lexington, MA 02421
    • /34

      Est $714,774 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,852 Sq Ft

      103 Stagecoach Rd, Holliston, MA 01746

      103 Stagecoach Rd, Holliston, MA 01746
  • /42

    $2,195,000

    • 5 Beds
    • 4.5 Baths
    • 5,737 Sq Ft

    45 Wendy Ln, Holliston, MA 01746

    JUST LISTED! Nestled amidst 32 breathtaking acres of serene beauty, this exquisite custom shingle home built in 2006, epitomizes luxury living! Spanning over 5700 SF of living space, every element of this 5 bedrm | 4.5 bath masterpiece is designed w/the utmost attention to detail & quality craftsmanship. The first floor offers a luxurious primary suite w/an en-suite bathroom featuring a walk-in

    Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

    45 Wendy Ln, Holliston, MA 01746
  • /42

    $1,600,000 Sold May 02, 2025

    • 4,382 Sq Ft
    • $365/SF
    • 33 Days On Market
    • 5 Beds
    • 4.5 Baths
    • Built 2025

    5 Danforth Dr, Holliston, MA 01746

    OPEN HOUSE CANCELED. OFFER ACCEPTED. This BRAND NEW HOME is all done and ready to move in! Located in a cozy cul-de-sac with an awesome yard and gorgeous views of the woods with walking trails! This home has 4,382 sqft of living space NOT including an unfinished basement! The 1st floor has 9' ceilings and a wide open floor plan that gets lots of natural light. Family room with electric fireplace,

    Craig Morrison Realty Executives Boston West

    5 Danforth Dr, Holliston, MA 01746
    • /32

      Est $663,499 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,344 Sq Ft

      99 Dorset Rd, Holliston, MA 01746

      99 Dorset Rd, Holliston, MA 01746
  • /17

    $999,000

    • Land
    • 1.00 Acre
    • $999,000 per Acre

    147 N Mill St, Holliston, MA 01746

    Imagine your new home, nestled in the heart of a serene, rolling pastoral landscape, This picturesque one-acre parcel or the 5+ acre lot at 177 N. Mill St. offers the perfect blend of tranquility and opportunity. Your home would be surrounded by undulating hills and wide open skies, with long, peaceful views of the land and the nearby pond.. A brand-new, beautifully constructed 1,675+ sq. ft.

    Stephen DeConto Cameron Real Estate Group

    147 N Mill St, Holliston, MA 01746
  • /42

    $725,000 Sold Apr 30, 2025

    • 1,470 Sq Ft
    • $493/SF
    • 3 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1970

    136 Dorset Rd, Holliston, MA 01746

    Pristine 3 bedroom 2 bath ranch includes a 3 season room with vaulted ceilings overlooking private park like grounds.. This home boasts gleaming hardwoods,many windows for natural light, built-ins, a fireplace living/dining area, 2 updated baths, central air conditioning as well as a brand-new septic system and many other upgrades in recent years. There is plenty of storage room in the basement

    Robert Sullivan Bay Market Real Estate

    136 Dorset Rd, Holliston, MA 01746
    • /31

      Est $661,409 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,672 Sq Ft

      76 Brook St, Holliston, MA 01746

      76 Brook St, Holliston, MA 01746
  • /10

    $999,000

    • Land
    • 5 Acres
    • $186,729 per Acre

    177 N Mill St, Holliston, MA 01746

    Welcome to a stunning 5-acre parcel-offering panoramic pastoral views and endless possibilities. This is the perfect canvas to build your dream home surrounded by nature's beauty and tranquility. The gently sloped terrain offers multiple ideal building sites, whether you're envisioning a luxurious main residence, a spacious garage for your car collection, a well-equipped workshop for your

    Stephen DeConto Cameron Real Estate Group

    177 N Mill St, Holliston, MA 01746
  • /25

    $715,000 Sold Apr 30, 2025

    • 2,116 Sq Ft
    • $338/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1984

    1796 Washington St, Holliston, MA 01746

    This beautiful 4-bedroom, 2.5-bath home sits on a spacious -acre lot, set back from the street for added privacy. Inside, you'll find hardwood floors, a modern kitchen featuring granite countertops and stainless steel appliances, and plenty of natural light. The backyard is perfect for entertaining, complete with an above-ground pool for summer fun. Conveniently located, Level back yard ,Finished

    Didier Lopez RE/MAX One Call Realty

    1796 Washington St, Holliston, MA 01746
    • /26

      Est $521,963 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 888 Sq Ft

      76 Regal St, Holliston, MA 01746

      76 Regal St, Holliston, MA 01746
  • /33

    $699,000

    • 4 Beds
    • 2.5 Baths
    • 1,860 Sq Ft

    14 Day Rd, Holliston, MA 01746

    Welcome to 14 Day Road — a stunning 4-bedroom, 2.5-bath home that seamlessly blends timeless charm with modern upgrades in one of Holliston’s most sought-after neighborhoods. Step inside to a stunning new kitchen featuring quartz countertops, LG stainless steel appliances, and custom cabinetry. The open layout flows seamlessly into bright living spaces, highlighted by new oak flooring and fresh

    Razmig Panossian Coldwell Banker Realty - Waltham

    14 Day Rd, Holliston, MA 01746
  • /42

    $620,000 Sold Apr 29, 2025

    • 1,400 Sq Ft
    • $443/SF
    • 6 Days On Market
    • 3 Beds
    • 1 Bath
    • Built 1966

    6 Karen Cir, Holliston, MA 01746

    Beautifully renovated and perfectly positioned, this single-level home offers modern comfort in a serene setting. Sited on a spacious corner lot along quiet cross streets, this gem boasts a brand-new kitchen, bathroom, living room, and mudroom, seamlessly blending style and function, not to mention, ALL NEW APPLIANCES! Gleaming dark stained hardwood floors run throughout the home, enhancing the

    David Menapace Realty Executives Boston West

    6 Karen Cir, Holliston, MA 01746
    • /41

      Est $702,844 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,652 Sq Ft

      77 Regal St, Holliston, MA 01746

      77 Regal St, Holliston, MA 01746
  • /19

    $449,900

    • Land
    • 6 Acres
    • $78,108 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
  • /39

    $629,000 Sold Apr 29, 2025

    • 1,825 Sq Ft
    • $345/SF
    • 60 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1976

    154 Locust St, Holliston, MA 01746

    This refreshed Ranch is ready for its new owners! Boasting 3 bedrooms plus multiple bonus rooms, 2 full baths, and 1,825 square feet, this home offers comfortable living on two floors. The first floor was recently expanded and now features an open layout enhanced by gleaming hardwood floors, recessed lighting, and new interior paint throughout. The white shaker kitchen features stainless steel

    Ethan Forrest The Aland Realty Group LLC

    154 Locust St, Holliston, MA 01746
    • /35

      Est $625,263 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,272 Sq Ft

      61 Norland St, Holliston, MA 01746

      61 Norland St, Holliston, MA 01746
  • /8

    $649,990

    • Land
    • 0.92 Acre
    • $706,511 per Acre

    15 Fiske Pond Rd, Holliston, MA 01746

    Ready to build with approved plans; No Cash - No problem - Land purchase financing available - This is your last chance to be part of a unique and idyllic private enclave on the Holliston/Sherborn town line. Restrictive covenants ensure the character of this "Nantucket Style" village community will be preserved for the next generation. Enjoy the 25 acres of common areas - meadows, trails and a

    Bela Kasas Choice Realty RES

    15 Fiske Pond Rd, Holliston, MA 01746
  • /39

    $907,000 Sold Apr 28, 2025

    • 2,474 Sq Ft
    • $367/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1988

    355 Adams St, Holliston, MA 01746

    This New England colonial is the private retreat you’ve been looking for. Set on 1.84 acres on a designated scenic road, 355 Adams Street offers space, charm, and convenience. Hardwood floors, custom plastered ceilings, and a wood-burning fireplace bring warmth and character, while the kitchen and formal dining area leave plenty of room for entertaining. The primary suite features an updated bath

    Team Real Eskater Here Realty LLC

    355 Adams St, Holliston, MA 01746
    • /29

      Est $553,256 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,128 Sq Ft

      36 Regal St, Holliston, MA 01746

      36 Regal St, Holliston, MA 01746
  • /7

    $2,150,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,959 Sq Ft

    LOT 8 Pond View, Holliston, MA 01746

    * UNDER CONSTRUCTION * SHOWSTOPPER * MODERN FARMHOUSE COLONIAL @ STUNNING "The Homes at Pond View" 5 Bedrooms ~ 4 1/2 Bathrooms ~ 3 Cars Garages ~ Town Water ~ Natural Gas Heating & Cooking ~ GORGEOUS TALL PINES ESTATE HOMESITE w/ 3.62 ACRES w/ NO CONSERVATION WETLANDS ~ Family Neighborhood ~ Excellent Schools ~ SPORTS COURT & POOL CAPABILITY W/ HUGE PRIVATE BACKYARD ~ Location ... Location ...

    Francis Vazza Four Season Homes, Llc

    LOT 8 Pond View, Holliston, MA 01746
  • /40

    $1,599,900 Sold Apr 23, 2025

    • 3,841 Sq Ft
    • $417/SF
    • 0 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2024

    78 Chamberlain St, Holliston, MA 01746

    New Construction Colonial home built in 2024. Four large bedrooms with Master suite and Master bath. Beautiful custom kitchen and large living room with gas fireplace. (4) full baths and (1) 1/2 bath. Large 3 car garage. Large deck overlooking a very private back yard. Total living square footage is 3,841 which includes a very large basement with a full bath. This is a custom home builder with

    Michael Hughes Hughes Homes Real Estate Company, Inc.

    78 Chamberlain St, Holliston, MA 01746
    • /28

      Est $530,821 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      22 Regal St, Holliston, MA 01746

      22 Regal St, Holliston, MA 01746
  • /26

    $649,999 Pending

    • 3 Beds
    • 1.5 Baths
    • 1,278 Sq Ft

    2 Rich Rd, Holliston, MA 01746

    Welcome Home!! This spacious charming cute Cape offers 3 bedrooms with cozy living room with NEW ENGLAND fireplace. Newer Roof, sun filled Pella Windows, Pella remote skylights, knotty Pine porch. BRAND NEW SEPTIC prior to closing. Surrounded by private wooded cul-de-sac road near conservation land. Conveniently located near highway access and shops downtown. Make your appointment to see this

    Lindsey Sarah Widak-Emanuel Lindsey Sarah Realty Group

    2 Rich Rd, Holliston, MA 01746
  • /42

    $975,000 Sold Apr 23, 2025

    • 2,712 Sq Ft
    • $360/SF
    • 6 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 1750

    391 Washington St, Holliston, MA 01746

    Nestled on over an acre of meticulously maintained grounds, this breathtaking antique blends timeless charm with many tasteful updates! Step inside to discover the gorgeous wood flooring throughout, showcasing the home's rich history. The beautifully updated eat-in kitchen is a true highlight, featuring stainless steel appliances, large pantry and central island for meal prep & casual dining,

    Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

    391 Washington St, Holliston, MA 01746
    • /21

      Est $555,909 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,010 Sq Ft

      12 Regal St, Holliston, MA 01746

      12 Regal St, Holliston, MA 01746
  • /36

    $650,000 Pending

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

    124 South St, Holliston, MA 01746

    You do not want to miss this stunning split-level with updates galore! Enter the gorgeous, eat-in kitchen w/ quartz counters, oversized island, ss appliances, induction cooktop floating shelves open to living rm w/brick fireplace w/wood insert & bay window. Sun drenched dining rm w/beamed ceiling & wonderful natural light. Gleaming hdwds thru much of the home. Upstairs you will enjoy three

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    124 South St, Holliston, MA 01746
  • /21

    $750,000 Sold Apr 17, 2025

    • 2,010 Sq Ft
    • $373/SF
    • 56 Days On Market
    • 3 Beds
    • 3 Baths
    • Built 1957

    280 Washington St, Holliston, MA 01746

    Step into your dream home, a meticulously renovated property that blends timeless charm with contemporary elegance. From the ground up, every detail has been thoughtfully upgraded, making this home a true talk of the town. Unwind in a serene master bedroom complete with a private en-suite bathroom, offering the ultimate comfort and style. Cook and entertain with ease in a designer kitchen

    Anthony Bolt NCO Realty Group Inc.

    280 Washington St, Holliston, MA 01746
    • /18

      Est $675,918 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      78 Woodland St, Holliston, MA 01746

      78 Woodland St, Holliston, MA 01746
  • /2

    $450,000 Pending

    • Land
    • 10 Acres
    • $45,872 per Acre

    0 Hill St, Holliston, MA 01746

    9+ Acre Parcel in Holliston, MA – Endless Possibilities.Discover the perfect opportunity to own over 9 acres of beautiful, versatile land in the highly sought-after town of Holliston. Nestled in a quiet, scenic setting with mature trees and natural landscapes, this expansive parcel offers the ideal canvas for your vision—whether it's a private estate, equestrian retreat, or potential development

    Fahd Khan Keller Williams Realty Boston South West

    0 Hill St, Holliston, MA 01746
  • /3

    $733,750 Sold Apr 15, 2025

    • 2,200 Sq Ft
    • $334/SF
    • 51 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    4 Sawyer Cir, Holliston, MA 01746

    NEW CONSTRUCTION! 3 beds, 3 Baths, Stainless Steel appliances, Garage, un finished Walk up 3rd floor and walk out basement.. Reserve your lot Today

    Steve Linnell Cali Realty Group, Inc.

    4 Sawyer Cir, Holliston, MA 01746
    • /12

      Est $609,937 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,272 Sq Ft

      60 Norland St, Holliston, MA 01746

      60 Norland St, Holliston, MA 01746
  • /42

    $1,599,900 Pending

    • 6 Beds
    • 4.5 Baths
    • 4,908 Sq Ft

    50 Amy Ln, Holliston, MA 01746

    Located in Holliston's premier Cedarbrook neighborhood, this grand and gracious home is like new and is beautifully sited on its lovely, acre-plus lot. Completely renovated and expanded upon in 2017, including a stunning in-law apartment with kitchen, living area and laundry. Bright and sunny magazine worthy kitchen features custom cabinetry, oversized windows, 8' island, five burner gas

    Kathy Chisholm Realty Executives Boston West

    50 Amy Ln, Holliston, MA 01746
  • /38

    $810,900 Sold Apr 14, 2025

    • 3,212 Sq Ft
    • $252/SF
    • 28 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1850

    343 Washington St, Holliston, MA 01746

    Timeless Antique Colonial - Step into the charm of yesteryear with this stunning antique colonial, built in 1850. Boasting over 3,200 sq. ft. of living space, this gracious home offers 10 rooms, including 4 spacious bedrooms, 3 baths, home office, and study. The parlor, complete with a cozy gas stove and built-in shelving, warmly welcomes guests. The expansive living room features a wood-burning

    Jerry Mazzola Congress REALTORS®

    343 Washington St, Holliston, MA 01746

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