6,118

Holliston, MA Homes

Section Image
  • /37

    $1,199,900

    • 4 Beds
    • 2.5 Baths
    • 3,764 Sq Ft

    156 Mitchell Rd, Holliston, MA 01746

    Set at the end of winding Mitchell Road, with views behind of vast farmland, this grand three-story home has had vast improvements added both inside and out since its original construction. An oversized family room with vaulted ceiling, stone chimney and fireplace, and large picture windows overlooking the back yard is the centerpiece of the first floor's open-concept design. The grand kitchen is

    Richard Wilcox Distinctly New England

    156 Mitchell Rd, Holliston, MA 01746
  • /41

    $800,000 Sold Apr 07, 2025

    • 2,106 Sq Ft
    • $380/SF
    • 27 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1971

    58 Ruth Ellen Rd, Holliston, MA 01746

    Completely remodeled builders home. Everything is new. Nothing to do but move in. As you enter the from the 2 car garage you're immediately drawn to the chef's kitchen with a gas stove, huge granite island, stainless appliances and plenty of cabinet space. The kitchen overlooks the picturesque back yard with a custom 18x50 stone patio with a beautiful half moon seating area around a firepit.

    Matthew Sousa Bullseye Realty Group

    58 Ruth Ellen Rd, Holliston, MA 01746
    • /40

      Est $1,040,245 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,036 Sq Ft

      11 Old Cart Path, Holliston, MA 01746

      11 Old Cart Path, Holliston, MA 01746
  • /42

    $975,000 Pending

    • 4 Beds
    • 3 Baths
    • 3,412 Sq Ft

    234 Courtland St, Holliston, MA 01746

    The perfect blend of old and new, this gracious waterfront home offers a wonderful floor plan with refined finishes and architectural detailing. The custom kitchen boasts a vaulted ceiling, dining area with slider to deck, commercial grade gas range, stainless appliances, large island, gardener's window and beverage fridge; inviting family room with box window and built-ins; lovely

    Kathy Chisholm Realty Executives Boston West

    234 Courtland St, Holliston, MA 01746
  • /41

    $715,000 Sold Apr 07, 2025

    • 2,289 Sq Ft
    • $312/SF
    • 33 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1739

    42 Hollis St, Holliston, MA 01746

    Wonderful opportunity to restore a special piece of New England's history in this stately Circa 1739 farmhouse, located on a large lot close to quintessential downtown Holliston, schools, playground, cafes, library and the Upper Charles Rail Trail. Sunny kitchen with wide pine floors (some original) features gas cooking, beehive oven, stainless appliances and a dutch door leading to the

    Kathy Chisholm Realty Executives Boston West

    42 Hollis St, Holliston, MA 01746
    • /34

      Est $1,269,130 Not Listed For Sale

      • 4 Beds
      • 5 Baths
      • 4,844 Sq Ft

      27 Old Cart Path, Holliston, MA 01746

      27 Old Cart Path, Holliston, MA 01746
  • /36

    $829,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 2,617 Sq Ft

    365 Highland St, Holliston, MA 01746

    Welcome to this beautifully maintained 4-bedroom, 2.5-bath home, close to top-rated schools and town amenities, this property offers the perfect blend of comfort and convenience for modern living. Step inside to discover three levels of sun-filled living space. The open-concept kitchen flows effortlessly into a cozy living room with a wood-burning fireplace—perfect for everyday living and

    Brian O'keefe Redfin Corp.

    365 Highland St, Holliston, MA 01746
  • /9

    $460,000 Sold Apr 01, 2025

    • 1,932 Sq Ft
    • $238/SF
    • 8 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1967

    54 Westfield Dr, Holliston, MA 01746

    Attention contractors, rehabbers and investors. Great location in a popular neighborhood, close to everything Holliston has to offer. Come Quick!

    Michelle Cruise Century 21 North East

    54 Westfield Dr, Holliston, MA 01746
    • /40

      Est $1,166,014 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 3,287 Sq Ft

      45 Old Cart Path, Holliston, MA 01746

      45 Old Cart Path, Holliston, MA 01746
  • /42

    $899,000 Pending

    • 4 Beds
    • 3 Baths
    • 2,675 Sq Ft

    735 Prentice St, Holliston, MA 01746

    Sunny & pristine 4 BR/3 full-bath home in pastoral setting on 3.55 FULLY FENCED ACRES! Impressive recent upgrades include: top-notch combi boiler, reverse osmosis water system, whole-house dechlorinater, & refinished hardwood flooring. Open concept kitchen/family room w/ stone fireplace, large mudroom, spacious living room w/custom glass-paneled barn doors, 1st floor laundry room w/ full bath,

    Susan Brunelli Coldwell Banker Realty - Westwood

    735 Prentice St, Holliston, MA 01746
  • /10

    $305,000 Sold Mar 31, 2025

    • 704 Sq Ft
    • $433/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1962

    20 Regency Dr, Holliston, MA 01746

    Rarely available, well-maintained 2 bedroom townhouse located minutes from everything Holliston has to offer. First floor open living room with beautiful hardwood floors, nice kitchen with dishwasher and built in microwave. Second floor offers 2 bedrooms and full bath room. Lower level offers a carpeted open space with washer/dryer for entertainment/exercise /work space. You'll be just minutes

    Mark Grupposo The Grupposo Group

    20 Regency Dr, Holliston, MA 01746
    • /39

      Est $1,116,596 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,863 Sq Ft

      26 Old Cart Path, Holliston, MA 01746

      26 Old Cart Path, Holliston, MA 01746
  • /3

    $1,099,900 Pending

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

    148 Union St, Holliston, MA 01746

    Coming Fall of 2025! This well-designed two-story home features an open-concept first floor with a spacious living room, dining area, modern kitchen, and a versatile front flex room, perfect for a home office or additional living space. Upstairs, the private master suite includes an en-suite bathroom and walk-in closet, complemented by two additional bedrooms.

    Stephen O'leary O'Leary Homes

    148 Union St, Holliston, MA 01746
  • /38

    $855,000 Sold Mar 28, 2025

    • 2,669 Sq Ft
    • $320/SF
    • 4 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1760

    192 Adams St, Holliston, MA 01746

    Step back in time with this Circa 1760 historic home brimming with character, situated on a stunning 2.43-acre lot. Featuring 4 spacious bedrooms and 2 bathrooms, this home offers the perfect blend of charm and modern convenience. With the possibility of a fifth bedroom or a sitting area, office, or playroom, the layout provides ample flexibility to suit your needs. The chef's kitchen seamlessly

    Ann Marie Silva Redfin Corp.

    192 Adams St, Holliston, MA 01746
    • /30

      Est $243,159 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 699 Sq Ft

      147 Turner Rd Unit 97, Holliston, MA 01746

      147 Turner Rd Unit 97, Holliston, MA 01746
  • /3

    $1,099,900 Pending

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

    154 Union St, Holliston, MA 01746

    Coming Fall of 2025! This well-designed two-story home features an open-concept first floor with a spacious living room, dining area, modern kitchen, and a versatile front flex room, perfect for a home office or additional living space. Upstairs, the private master suite includes an en-suite bathroom and walk-in closet, complemented by two additional bedrooms.

    Stephen O'leary O'Leary Homes

    154 Union St, Holliston, MA 01746
  • /34

    $510,000 Sold Mar 27, 2025

    • 1,552 Sq Ft
    • $329/SF
    • 4 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1927

    7 Cottage Dr, Holliston, MA 01746

    Nestled in the charming town of Holliston and only steps away from Lake Winthrop, this picturesque 2-bedroom, 2-bath cottage offers the perfect blend of peaceful living and modern comforts. The expansive great room blends both living and dining spaces seamlessly. The soaring cathedral ceilings create a feeling of openness and airiness while the natural light pouring in through the skylight & wall

    Lauren Davis Realty Executives Boston West

    7 Cottage Dr, Holliston, MA 01746
    • /14

      Est $234,880 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 718 Sq Ft

      147 Turner Rd Unit 96, Holliston, MA 01746

      147 Turner Rd Unit 96, Holliston, MA 01746
  • /30

    $699,000 Open Sat 12PM - 2PM

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    1874 Washington St, Holliston, MA 01746

    Welcome to this beautifully cared-for home that offers direct access to the Upper Charles Rail Trail – perfect for outdoor enthusiasts and those who love a private oasis! Already upgraded and move-in ready with acacia solid hardwood flooring, an efficient gas furnace and hot water heater (both 2018), energy-efficient Pella windows (2014), a vinyl privacy fence, two fireplaces, central AC, an

    Matt Gorman EDGE Realty Advisors

    1874 Washington St, Holliston, MA 01746
  • /26

    $699,900 Sold Mar 26, 2025

    • 2,040 Sq Ft
    • $343/SF
    • 4 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 2012

    32 Garett Way Unit 32, Holliston, MA 01746

    Welcome to this stunning condo built in 2012, offering the perfect blend of modern amenities and thoughtful design. With an open & airy layout, this home features hardwood floors, 2 skylights that fill the space w/ natural light, a slider leading to a private deck with propane hook up & a cozy gas fireplace for year-round comfort. The eat-in granite kitchen is delightful complete w/ gas cooking,

    Diane B. Sullivan Coldwell Banker Realty - Framingham

    32 Garett Way Unit 32, Holliston, MA 01746
    • /23

      Est $227,866 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 706 Sq Ft

      147 Turner Rd Unit 93, Holliston, MA 01746

      147 Turner Rd Unit 93, Holliston, MA 01746
  • /41

    $600,000 Open Fri 5PM - 6:30PM

    • 4 Beds
    • 1.5 Baths
    • 1,906 Sq Ft

    108 Prentice St, Holliston, MA 01746

    Welcome to 108 Prentice Street Holliston! This well-loved home comes to market after 60+ years! The amount of space & flexible use of the rooms makes this house exciting & unique! 4-bedroom septic system was completed in May of 2024. Most windows were replaced in 2018. Glowing hardwoods throughout! The spacious eat in kitchen boasts Corian brand countertops & maple wood cabinets w/cherry

    Lydia Rajunas RE/MAX Executive Realty

    108 Prentice St, Holliston, MA 01746
  • /3

    $710,000 Sold Mar 24, 2025

    • 1,950 Sq Ft
    • $364/SF
    • 7 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2024

    16 Sawyer Cir, Holliston, MA 01746

    NEW CONSTRUCTION! To be built 3 Bathrooms, 3 Bedrooms, Stainless steel appliances and walk up attic.

    16 Sawyer Cir, Holliston, MA 01746
    • /11

      Est $228,025 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 693 Sq Ft

      147 Turner Rd Unit 89, Holliston, MA 01746

      147 Turner Rd Unit 89, 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 offers the perfect blend of tranquility and opportunity. Your home would be surrounded by soft, undulating hills and wide open skies, with long, peaceful views of the land stretching into the distance 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
  • /40

    $725,000 Sold Mar 21, 2025

    • 2,123 Sq Ft
    • $341/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    17 Smithhurst Dr, Holliston, MA 01746

    Fantastic location for this three bedroom, two bath Cape w finished basement & one car garage minutes to Holliston High School, the downtown area & the Holliston Rail Trail! Kitchen offers quartz counters and maple cabinetry, walk-in pantry, tumbled stone backsplash, stainless appliances and opens to family room with slider out to huge, flat, outdoor entertaining space with deck, fire pit area

    Lauren Davis Realty Executives Boston West

    17 Smithhurst Dr, Holliston, MA 01746
    • /17

      Est $236,164 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 702 Sq Ft

      152 Turner Rd Unit 33, Holliston, MA 01746

      152 Turner Rd Unit 33, 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
  • /42

    $1,525,000 Sold Mar 20, 2025

    • 4,577 Sq Ft
    • $333/SF
    • 4 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 2020

    3 Summit Pointe Dr, Holliston, MA 01746

    Simply stunning at every turn this young Porch Front Colonial offers a bright & airy open floor plan w/ 3 car Garage on 1.29 acres in sought after Summit Pointe! This home offers all the bells & whistles ideal for family times & entertaining! Gorgeous white Kitchen w/ large center island, Quartz counters, Dacor gas range, micro/wall oven, Thermador dishwasher, refrigerator & beverage! Large

    Kathleen Williamson Berkshire Hathaway HomeServices Commonwealth Real Estate

    3 Summit Pointe Dr, Holliston, MA 01746
    • /11

      Est $223,076 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 705 Sq Ft

      152 Turner Rd Unit 57, Holliston, MA 01746

      152 Turner Rd Unit 57, Holliston, MA 01746
  • /33

    $755,000 Open Sat 11AM - 12:30PM

    • 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
  • /7

    $174,900 Sold Mar 18, 2025

    • Land
    • 108 Days On Market

    178-R Louis St, Holliston, MA 01746

    New Land Opportunity in Holliston! Residential .54-acre lot in desirable neighborhood near schools, shopping and Pinecrest Country Club. This lot has been grandfathered to support a single-family build with 3-bedroom minimum, unlimited bathrooms, maximum 1850 sq. ft. heated living area. Septic system is required, and a perc test has passed with documents attached. Lot has some ledge present. Lot

    Jodi Kairit Berkshire Hathaway HomeServices Page Realty

    178-R Louis St, Holliston, MA 01746
    • /37

      Est $638,080 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,898 Sq Ft

      195 Turner Rd, Holliston, MA 01746

      195 Turner Rd, Holliston, MA 01746
  • /30

    $849,000

    • 3 Beds
    • 2.5 Baths
    • 2,800 Sq Ft

    1282 Highland St, Holliston, MA 01746

    This modern retreat, built in 2020, offers 2800 SF of sophisticated, move-in ready living space. This home features an open floor plan with a stunning kitchen, complete with a massive center island, luxury finishes, and a gas cooktop, making it a dream for any culinary enthusiast. The first-floor primary suite is a true sanctuary, boasting a walk-in California Closet, a luxurious bath with double

    The Movement Group Compass

    1282 Highland St, Holliston, MA 01746
  • /34

    $957,000 Sold Mar 12, 2025

    • 3,025 Sq Ft
    • $316/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    8 Lone Oak Cir, Holliston, MA 01746

    A Dream Home! This stunning colonial is everything you've been waiting for! Nestled on a beautiful cul-de-sac! Over 3000sf boasting an open floor plan w/a breathtaking cathedral ceiling family rm & cozy fireplace perfect for entertaining. The gourmet kitchen is a showstopper, w/updated white cabinetry, a quartz-topped center isle, & a tile backsplash. Hosting holiday gatherings will be a delight

    8 Lone Oak Cir, Holliston, MA 01746
    • /9

      Est $216,467 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 667 Sq Ft

      147 Turner Rd Unit 79, Holliston, MA 01746

      147 Turner Rd Unit 79, Holliston, MA 01746
  • /41

    $1,399,000 Open Sat 2:30PM - 4PM

    • 4 Beds
    • 3.5 Baths
    • 5,364 Sq Ft

    138 Fairview St, Holliston, MA 01746

    This elegant home, nestled in a premier neighborhood, offers refined living. A grand driveway leads to a brick facade and meticulously landscaped grounds. Inside, soaring ceilings and intricate crown molding frame bright, spacious living areas. The gourmet kitchen, a chef's dream, features top-tier appliances and a central island. A recently finished basement (2023) adds significant value with a

    Marina Korenblyum Redfin Corp.

    138 Fairview St, Holliston, MA 01746
  • /35

    $1,012,000 Sold Mar 11, 2025

    • 4,084 Sq Ft
    • $248/SF
    • 3 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1985

    150 Rolling Meadow Dr, Holliston, MA 01746

    Spacious home in unbeatable location! The Preserve neighborhood offers private access to Lake Winthrop with proximity to the downtown and rail trail. This classic, center entry colonial boasts three finished levels, front & back staircases & central air. The kitchen has white cabinets, granite counters, ss appliances, breakfast bar that fits six and has storage. A slider leads out to a lovely

    Lauren Davis Realty Executives Boston West

    150 Rolling Meadow Dr, Holliston, MA 01746
    • /13

      Est $230,542 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 684 Sq Ft

      147 Turner Rd Unit 71, Holliston, MA 01746

      147 Turner Rd Unit 71, 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

Showing Results 41 - 80, Page 2 of 18

How to Buy a Home How to Finance a Home How to Sell a Home