6,115

Holliston, MA Homes

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  • /41

    $1,900,000 Open Fri 4PM - 6PM

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

    36 Connelly Hill Rd, Hopkinton, MA 01748

    Set in Hopkinton’s coveted Connelly Hill Estates this pristine home checks every box, inside and out. The floor plan is open and bright with front-to-back living / dining room, a private office, built-ins, mudroom, and a gorgeous kitchen with Sub-Zero and Wolf appliances. Upstairs, the spacious primary suite is a true retreat, and there’s a bonus room perfect as a fifth bedroom or second office.

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 786-8623

    36 Connelly Hill Rd, Hopkinton, MA 01748
  • /10

    $2,250 per month

    • 2 Beds
    • 1 Bath
    • 750 Sq Ft
    • Apartment for Rent

    72 Jennings Rd Unit 1, Holliston, MA 01746

    Well maintained two bedroom apartment in desirable Holliston. Updated kitchen, new heating system, and new septic system make this apartment stand out from the rest. Located on a quiet street near nature trails and the center of town.

    James Bruce RE/MAX Executive Realty

    72 Jennings Rd Unit 1, 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
    • /39

      Est $626,697 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,846 Sq Ft

      66 Wedgewood Dr, Holliston, MA 01746

      66 Wedgewood Dr, Holliston, MA 01746
  • /42

    $1,549,900 Pending

    • 5 Beds
    • 4.5 Baths
    • 4,382 Sq Ft

    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,

    Agent Photo

    Craig Morrison

    Realty Executives Boston West

    (508) 433-3273

    5 Danforth Dr, Holliston, MA 01746
  • /5

    $1,600 per month

    • 1 Bed
    • 1 Bath
    • 99,999 Sq Ft
    • Apartment for Rent

    49 Central St Unit B, Holliston, MA 01746

    If you're looking for a peaceful place, this charming one-bedroom apartment might be just the spot. It's tucked away in a lush, green setting with bamboo, trees, and plants all around. Inside, there's a nice, natural flow from the bedroom to the living room and kitchen, making it feel open and easy to move around. A large window floods the interior with natural light, and the outdoor deck is

    49 Central St Unit B, 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
    • /39

      Est $871,008 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,206 Sq Ft

      90 Willow Gate Rise, Holliston, MA 01746

      90 Willow Gate Rise, Holliston, MA 01746
  • /38

    $869,900 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 3,436 Sq Ft

    328 Washington St, Holliston, MA 01746

    A true gem! This custom-built colonial offers an unparalleled blend of luxury and comfort with 3,400 sq. ft nestled on a generous lot! The expansive main bedroom features a private balcony with serene backyard views, double closets,and a spa-like bath with jacuzzi tub and separate shower. The heart of the home is a chef-inspired gourmet kitchen boasting double-ovens, an island perfect for

    Jerry Mazzola Congress REALTORS®

    328 Washington St, Holliston, MA 01746
  • /13

    $1,500 per month

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

    20 Hargrave Ave Unit 4, Holliston, MA 01746

    Available for 7/1/25! Recently renovated one bedroom unit in 4 unit multi-family sited on newly landscaped 2/3 acre lot in top Holliston location. common laundry room. 2018 renovation includes new kitchen cabinets, counters, flooring, bathrooms, carpeting, plumbing, electrical, doors, lighting & many new appliances. Nice light, sun, & space! Good closets, and a huge back yard! Two parking spaces

    Stewart Silvestri Gibson Sotheby's International Realty

    20 Hargrave Ave Unit 4, 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
    • /30

      Est $1,421,838 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,766 Sq Ft

      195 Mohawk Path, Holliston, MA 01746

      195 Mohawk Path, Holliston, MA 01746
  • /42

    $875,000 Open Sun 11AM - 1PM

    • 3 Beds
    • 3.5 Baths
    • 3,277 Sq Ft

    166 Willowgate Rise, Holliston, MA 01746

    Fantastic opportunity to own a wonderful, contemporary home in the coveted Willow Gate Rise neighborhood. Lovely eat-in kitchen (2004) w/granite counters, ss appliances, oversized island w/range, abundant cabinets. Open to phenomenal cathedral ceiling great room (added 2004) w/gas fireplace, built ins & slider to wonderful screened porch. Gleaming hdwd flrs thru much of home. Vaulted living rm

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    166 Willowgate Rise, Holliston, MA 01746
  • /10

    $1,700 per month

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

    905 Washington St Unit 2R, Holliston, MA 01746

    Quaint, cozy, and quiet 1 bedroom 1 full bath apartment in an owner occupied 3 family in downtown Holliston perfect for the single professional. Private entrance, Off street deeded parking for 2 cars, property is well maintained by owner, apartment is on second floor right side of home. Private 1st level porch/entrance, common yard professionally landscaped with mature plantings. Close to rail

    Michael Ford Coldwell Banker Realty - Framingham

    905 Washington St Unit 2R, 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

    355 Adams St, Holliston, MA 01746
    • /34

      Est $1,384,334 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,096 Sq Ft

      607 Prentice St, Holliston, MA 01746

      607 Prentice St, Holliston, MA 01746
  • /42

    $849,900 Open Sat 4PM - 5:30PM

    • 3 Beds
    • 3.5 Baths
    • 2,034 Sq Ft

    1014 Highland St, Holliston, MA 01746

    Modern Comfort Meets Classic Charm! Welcome to this beautifully crafted 3-bedroom, 3.5-bath single-family home, where space, style, and smart design come together effortlessly.Enjoy a bright, open-concept kitchen with sleek finishes and seamless flow into the living and dining areas—perfect for entertaining. Each bedroom offers generous space and privacy, including two en-suites for elevated

    Cristiano Jarbas Cristiano Jarbas, Inc.

    1014 Highland St, Holliston, MA 01746
  • /14

    $3,800 per month

    • 4 Beds
    • 1.5 Baths
    • 1,734 Sq Ft
    • Apartment for Rent

    49 Church St Unit 1, Holliston, MA 01746

    Just steps away from Holliston's beautiful downtown, rail trail and top rated schools, step into history with modern comfort. This spacious 4 bedrooms and 1.5 bath has been updated and move in ready. The home features, brand new carpets, new kitchen, new flooring and has been freshly painted throughout. Additionally, it includes a bonus office space, perfect for working from home. Relax in a

    Entela Tase Coldwell Banker Realty - Westwood

    49 Church St Unit 1, 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
    • /38

      Est $1,334,869 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,096 Sq Ft

      589 Prentice St, Holliston, MA 01746

      589 Prentice St, Holliston, MA 01746
  • /37

    $1,150,000 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 3 Baths
    • 3,518 Sq Ft

    81 Linden St, Holliston, MA 01746

    This meticulously maintained Mid Century Modern home is flooded with natural light d/t open floor plan & enlarged Pella windows. Completely remodeled in 2010 the homeowners thought of everything you need so you can move right in. Gorgeous hardwood floors flow throughout the main level. The kitchen's custom cabinets, quartz countertops & large island are ideal for gatherings. The living room

    Melissa Kaspern RE/MAX Executive Realty

    81 Linden St, Holliston, MA 01746
  • /7

    $2,000 per month

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

    12 Cedar St Unit 4, Holliston, MA 01746

    Beautifully maintained 1 bedroom, 1 bath apartment in a 6 unit apartment building. It has been recently painted and recarpeted.Gas stove, electric heat. There are newer windows and good natural light. Take advantage of everything Holliston has to offer with parks, hiking trails, shopping and proximity to Boston. There are 2 parking spaces included, a window air conditioning unit and access to a

    Michelle O'mara MAssachusetts Real Estate Group

    12 Cedar St Unit 4, 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

    280 Washington St, Holliston, MA 01746
    • /39

      Est $708,664 Not Listed For Sale

      • 2 Beds
      • 2.5 Baths
      • 2,028 Sq Ft

      21 Garett Way Unit 21, Holliston, MA 01746

      21 Garett Way Unit 21, Holliston, MA 01746
  • /39

    $1,149,000

    • 3 Beds
    • 2 Baths
    • 2,297 Sq Ft

    279 Norfolk St, Holliston, MA 01746

    Welcome to this beautifully maintained Royal Barry Wills Cape! This stunning property offers a spacious layout perfect for families or those seeking extra space. As you step inside, you'll be greeted by a bright and airy LR adorned with large windows, ample natural light and a gas lit fireplace. The recently added 32x18 addition to the home features a stunning Chefs kitchen offering Modern

    Meeghan Ford Berkshire Hathaway HomeServices Commonwealth Real Estate

    279 Norfolk 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

    4 Sawyer Cir, Holliston, MA 01746
    • /42

      Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,435 Sq Ft

      49 Brooksmont Dr Unit 10, Holliston, MA 01746

      49 Brooksmont Dr Unit 10, Holliston, MA 01746
  • /32

    $849,000

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

    1282 Highland St, Holliston, MA 01746

    Stunning 2020 townhome with a single family feel! This home features an open floor plan with a show-stopping 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 vanity sinks, a jacuzzi tub, and separate

    The Movement Group Compass

    1282 Highland St, 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
    • /42

      Est $669,290 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,320 Sq Ft

      15 Hill St, Medway, MA 02053

      15 Hill St, Medway, MA 02053
  • /38

    $899,000 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,860 Sq Ft

    539 Fiske St, Holliston, MA 01746

    Move right into this beautiful Center Entrance Colonial nestled in the woods of East Holliston. Set on 1.17 acres of peaceful, fully fenced land, this inviting home has over 2800 sf of living space, with 4 bdrms, 2.5 baths, & eat-in kitchen w/sliders to a new deck and patio. Cook with new stainless appliances, granite countertops and tiled backsplash. Entertain in your dining room, with custom

    deb@jamaicahill. Gallaga Jamaica Hill Realty, Inc.

    539 Fiske St, Holliston, MA 01746
  • /30

    $677,000 Sold Apr 14, 2025

    • 1,877 Sq Ft
    • $361/SF
    • 39 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1961

    246 Fiske St, Holliston, MA 01746

    Enjoy the best of both worlds—peaceful neighborhood living with convenient location, plus a private in-ground pool and finished basement for ultimate relaxation! This stunning 3-bedroom, 2-bathroom split-entry home in Holliston is the perfect blend of comfort and style. Offering plenty of living space, the home features a fully renovated kitchen and bathrooms with modern finishes. The spacious

    Murillo Abdalla Mega Realty Services

    246 Fiske St, Holliston, MA 01746
    • /35

      Est $1,416,173 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 5,207 Sq Ft

      28 Mohawk Path, Holliston, MA 01746

      28 Mohawk Path, Holliston, MA 01746
  • /41

    $975,000 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 2 Baths
    • 3,366 Sq Ft

    35 Church St, Holliston, MA 01746

    A true oasis, this stunning farmhouse is beautifully sited on its *double* lot in the heart of Holliston's downtown - close to schools, Rail Trail, shops, lake & cafes. Incredible, large flat backyard is ideal for a pool, pickleball court, soccer, play or potential ADU. New 4BR septic, updated plumbing & electrical. Updated and sun filled, magazine worthy kitchen features custom cabinetry,

    Kathy Chisholm Realty Executives Boston West

    35 Church St, Holliston, MA 01746
  • /40

    $1,215,000 Sold Apr 14, 2025

    • 4,914 Sq Ft
    • $247/SF
    • 22 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1992

    22 Winston Rd, Holliston, MA 01746

    Searching for a home that is not the cookie cutter colonial??* Unique home design sited on a beautiful private lot within a coveted, quiet cul de sac* Welcoming front entrance with turned staircase, formal front to back fireplaced LR/DR with exquisite moldings*Embrace recent true custom kitchen w/high end appliances, backsplash, countertops with terrific island and separate eating area that

    Marilyn Green RE/MAX Signature Properties

    22 Winston Rd, Holliston, MA 01746
    • /28

      Est $1,273,992 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 4,500 Sq Ft

      7 Tea Party Ln, Holliston, MA 01746

      7 Tea Party Ln, Holliston, MA 01746
  • /41

    $925,000 Open Sat 2PM - 3:30PM

    • 4 Beds
    • 3.5 Baths
    • 3,894 Sq Ft

    655 Central St, Holliston, MA 01746

    Step into a world of sleek sophistication and modern comfort in this stunning 4-bedroom, 3.5-bathroom contemporary home. Designed with an eye for clean lines and open spaces, this residence offers a unique blend of style and functionality, perfect for today's discerning homeowner. From the moment you enter, you'll be captivated by the airy ambiance and natural light that floods the spacious

    The Platinum Team Mathieu Newton Sotheby's International Realty

    655 Central St, Holliston, MA 01746
  • /34

    $790,000 Sold Apr 11, 2025

    • 2,000 Sq Ft
    • $395/SF
    • 72 Days On Market
    • 3 Beds
    • 3.5 Baths
    • Built 2024

    613 Norfolk St, Holliston, MA 01746

    New Construction! Single family attached, NO HOA! A beautiful front porch leads you to this luxury property that boasts space .Offering a bright, gorgeous open floor plan with gleaming hardwood floors, recessed lighting, quartz island, counter tops and back splash with stainless steel energy efficient appliances, a spacious pantry, guest closet and 1/2 bath. The sun lit sliders open to a

    Marianna Da Silva Media Realty Group Inc.

    613 Norfolk St, 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
  • /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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Holliston, MA

Home Trends

Median Price (12 Mo)
$715,000
Median Single Family Price
$750,000
Median Townhouse Price
$720,000
Median 2 Bedroom Price
$632,000
Median 1 Bedroom Price
$247,500
Average Price Per Sq Ft
$340
Number of Homes for Sale
17
Last 12 months Home Sales
165
Months of Supply
1.20
Median List Price
$729,000
Median Discount From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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