6,117

Holliston, MA Homes

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  • /42

    $899,000 Pending

    • 5 Beds
    • 2.5 Baths
    • 2,739 Sq Ft

    634 Washington St, Holliston, MA 01746

    Better than new construction! This stunning home has been completely rebuilt from the studs in—blending timeless charm with modern elegance in one of Holliston’s most beloved locations. Soaring 10-foot ceilings, gleaming hardwood floors, and a light-filled kitchen with quartz counters set the tone for stylish living. Enjoy serene views of Linden Pond from the kitchen and family room, and seamless

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 419-9119

    634 Washington St, Holliston, MA 01746
  • /15

    $2,000 per month

    • 1 Bed
    • 1 Bath
    • 710 Sq Ft
    • Condo for Rent

    147 Turner Rd Unit 92, Holliston, MA 01746

    Enjoy safe, quiet living in this spacious 1 bedroom, 1 bathroom second floor unit in Holliston. Featuring an inviting open-floor plan with large windows and gleaming laminate flooring throughout. Prepare your food in a remodeled kitchen with modern stainless-steel appliances. Serve your meals and entertain at your generously sized kitchen island. The remodeled bathroom features a full-sized

    Faina Snitkovsky Core Real Estate

    147 Turner Rd Unit 92, Holliston, MA 01746
  • /41

    $703,000 Sold Jun 25, 2025

    • 2,256 Sq Ft
    • $312/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1872

    29 Austin Ln, Holliston, MA 01746

    Nestled on over a half acre in the heart of downtown Holliston, this enchanting home exudes peace and tranquility. The fenced-in side yard offers privacy, while the expansive back & side yards are perfect for summer cookouts. Step through the front door into a sun-drenched Sitting Room & Living Room, where warmth and coziness welcome you home. The first floor also features a beautiful Dining Room

    Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

    29 Austin Ln, Holliston, MA 01746
    • /30

      Est $1,460,544 Not Listed For Sale

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

      195 Mohawk Path, Holliston, MA 01746

      195 Mohawk Path, Holliston, MA 01746
  • /41

    $1,900,000 Pending

    • 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
  • /27

    $630,000 Sold Jun 24, 2025

    • 1,352 Sq Ft
    • $466/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    650 Marshall St, Holliston, MA 01746

    Already special — and ready to become extraordinary. This unique 3-level split is full of character and bursting with potential. Set on over 6 acres in sought-after Holliston, it offers a rare blend of privacy and convenience. With solid bones and functional systems, this property is the perfect canvas for contractors, investors, or creative homeowners ready to make their mark. Whether you're

    Joselle Turner ERA Key Realty Services

    650 Marshall St, Holliston, MA 01746
    • /34

      Est $1,394,803 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

    $1,350,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 5,356 Sq Ft

    138 Fairview St, Holliston, MA 01746

    Welcome to this grand brick-front Colonial, ideally situated in one of the most desirable neighborhoods near Pinecrest Golf Club. A striking two-story foyer greets you with a dramatic staircase that leads up to the open second floor and overlooks the elegant living room. The thoughtfully designed floor plan is perfect for entertaining, multi-use living, and multi-generational lifestyles. It

    Agent Photo

    Trina Macchi

    William Raveis R.E. & Home Services

    (508) 625-7756

    138 Fairview St, Holliston, MA 01746
  • /39

    $1,250,000 Sold Jun 23, 2025

    • 4,529 Sq Ft
    • $276/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    72 Kim Place, Holliston, MA 01746

    Discover this exquisite Colonial nestled in sought-after White Pines Estates neighborhood. An open, airy layout with sun-drenched spaces overlooks the professionally landscaped yard. The first floor centers around a remodeled kitchen with gleaming granite countertops, newer S/S appliances, a dining area and a pantry. This flows seamlessly to a fireplaced family room and a screened porch, and deck

    Alyssa Spear O'Grady Lamacchia Realty, Inc.

    72 Kim Place, Holliston, MA 01746
    • /38

      Est $1,349,307 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
  • /18

    $279,000 Pending

    • 2 Beds
    • 1 Bath
    • 851 Sq Ft

    49 Windsor Dr Unit 105, Holliston, MA 01746

    This clean and well-maintained 2-bedroom home presents an excellent opportunity for both homeowners and investors. Situated at the quiet end of a wooded cul-de-sac, residents enjoy a peaceful tranquil setting. The property offers the convenience of on-site laundry facilities and secure storage allocated to each unit, along with one assigned parking space and generous visitor parking. This makes

    Scott Driscoll Redfin Corp.

    49 Windsor Dr Unit 105, Holliston, MA 01746
  • /29

    $726,000 Sold Jun 23, 2025

    • 1,659 Sq Ft
    • $438/SF
    • 5 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1870

    390 Central St, Holliston, MA 01746

    Enjoy all the charm of yesteryear in this lovingly maintained 4-bedroom farmhouse colonial, peacefully set on over 2 acres of land in a popular and convenient Holliston location. This inviting home welcomes you with a charming front porch and features a spacious kitchen with a generous dining area, updated appliances, and custom cabinetry. Relax in the wonderful sunroom or entertain guests in the

    Ned Mahoney eXp Realty

    390 Central St, Holliston, MA 01746
    • /42

      Est $797,470 Not Listed For Sale

      • 2 Beds
      • 3 Baths
      • 2,457 Sq Ft

      43 Brooksmont Dr Unit 8, Holliston, MA 01746

      43 Brooksmont Dr Unit 8, Holliston, MA 01746
  • /15

    $869,000 Open Sat 11AM - 12:30PM

    • 4 Beds
    • 2.5 Baths
    • 2,948 Sq Ft

    539 Fiske St, Holliston, MA 01746

    Welcome to 539 Fiske Street—this picture-perfect Center Entrance Colonial sits on over an acre of beautifully maintained, fully fenced land. With 4 bedrooms, 2.5 baths, and flexible living spaces, this home offers the perfect balance of charm, function, and comfort. The updated eat-in kitchen features granite countertops, new stainless appliances, and sliders to a new composite deck and patio. A

    Jamie Grossman MGS Group Real Estate LTD - Wellesley

    539 Fiske St, Holliston, MA 01746
  • /42

    $943,000 Sold Jun 20, 2025

    • 3,412 Sq Ft
    • $276/SF
    • 19 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1905

    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
    • /39

      Est $723,994 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
  • /42

    $1,277,000

    • 5 Beds
    • 5 Baths
    • 4,389 Sq Ft

    10 Jarr Brook Rd, Holliston, MA 01746

    Don't waste the opportunity to live in this magnificent house in a peaceful and lovely neighborhood. This neighborhood contains a dead end, and the schools in town prioritize kids education. This beautiful home offers and abundance of natural light In addition to that, it provides 5 large bedrooms, 5 full bathroom, living room, dining room, fire place, kitchen, family room, storage room, music

    Joana Almeida Pablo Maia Realty

    10 Jarr Brook Rd, Holliston, MA 01746
  • /42

    $1,800,000 Sold Jun 20, 2025

    • 4,914 Sq Ft
    • $366/SF
    • 15 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2017

    11 Summit Pointe Dr, Holliston, MA 01746

    Coveted residence at Summit Pointe exceeds expectations! The Home everyone wants to be invited to! Stunning Modern Farmhouse w/close to 5000SF on 2+ acres & gorgeous sunsets! The architectural details are breathtaking! Dreamy chef's kitchen inspires your inner gourmet w/custom shaker cabinetry, top of the line appliances, wine chiller, potfiller, fantasy grey granite & backsplash plus an

    Kate Lunny RE/MAX Executive Realty

    11 Summit Pointe Dr, 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
  • /40

    $1,199,900

    • 4 Beds
    • 3.5 Baths
    • 3,664 Sq Ft

    662 Concord St, Holliston, MA 01746

    Welcome to this stunning residence, where timeless charm meets modern comfort! Step inside and experience the warmth and spaciousness designed for today's lifestyle.The heart of the home, a gorgeous chef's kitchen, offers high-end finishes and ample space to create unforgettable meals. Entertain effortlessly in the expansive dining room, or by the cozy gas fireplace in the elegant living room on

    Sue Sindoni Keller Williams Elite

    662 Concord St, Holliston, MA 01746
  • /36

    $825,000 Sold Jun 16, 2025

    • 2,010 Sq Ft
    • $410/SF
    • 2 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1975

    69 Stonybrook Dr, Holliston, MA 01746

    Staycation Ready! This 4-bedroom Colonial Is your own private oasis. Offering the perfect blend of comfort, style, and private outdoor space. Enjoy beautiful hardwood floors, a spacious eat-in kitchen ideal for gatherings, a formal living room, and a cozy family room with a fireplace. Spend your summer in the sun-drenched vaulted-ceiling sunroom, with its walls of sliders. It opens directly to

    Megan Tolland Realty Executives Boston West

    69 Stonybrook Dr, Holliston, MA 01746
    • /42

      Est $655,300 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft

      519 Fiske St, Holliston, MA 01746

      519 Fiske St, Holliston, MA 01746
  • /38

    $869,900

    • 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
  • /24

    $610,000 Sold Jun 13, 2025

    • 1,280 Sq Ft
    • $477/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1951

    236 High St, Holliston, MA 01746

    Welcome to this thoughtfully upgraded ranch-style home, offering comfort, efficiency, and convenience all on a single level. With a well-designed living space, this home offers easy living with modern amenities. Step inside to discover a newly renovated kitchen, perfect for cooking and entertaining. The freshly updated half bath adds a modern touch, while the full bath remains practical and

    Itisha Venugopal Coldwell Banker Realty - Wellesley

    236 High St, Holliston, MA 01746
    • /42

      Est $656,859 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
  • /42

    $799,900

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

    1014 Highland St, Holliston, MA 01746

    Modern elegance and value meet at 1014 Highland St, now offered bellow market value! This brand-new 3 bed, 3.5 bath home sits on a private 1.3-acre lot in sought-after Holliston, just minutes from Pinecrest Golf Club. Enjoy a bright open-concept layout, designer kitchen with quartz counters, stainless appliances, and a spacious walk-in pantry—perfect for storing bulk purchases, freeing up

    Cristiano Jarbas Cristiano Jarbas, Inc.

    1014 Highland St, Holliston, MA 01746
  • /15

    $1,475,000 Sold Jun 12, 2025

    • 3,658 Sq Ft
    • $403/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1986

    91 Gretchen Ln, Holliston, MA 01746

    Tucked at the end of a peaceful cul-de-sac, this exquisite Cape-style home sits on 7.8 acres of manicured grounds with a stunning heated saltwater pool—ideal for elegant entertaining or quiet relaxation. Renovated in 2010, the home blends timeless charm with modern sophistication. The chef’s kitchen features walnut and granite islands, high-end appliances, and a spacious butler’s pantry with

    Jamie Grossman MGS Group Real Estate LTD - Wellesley

    91 Gretchen Ln, Holliston, MA 01746
    • /35

      Est $1,452,503 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
  • /40

    $899,000 Open Sat 11AM - 12:30PM

    • 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
  • /30

    $710,000 Sold Jun 12, 2025

    • 2,100 Sq Ft
    • $338/SF
    • 5 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1985

    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
    • /28

      Est $1,360,419 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

    $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
  • /33

    $753,000 Sold Jun 10, 2025

    • 1,912 Sq Ft
    • $394/SF
    • 5 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1964

    145 Hemlock Dr, Holliston, MA 01746

    Serenity abounds in this classic Cape on cul-de-sac! Thoughtfully renovated, while retaining the original rustic charm. Open floor plan includes country kitchen with indoor grill & generous-sized dining area. Step-down great room has 9' ceiling, hardwood floors, and raised hearth fireplace. Main floor office has a sunroom feel, with loads of windows & tiled floor. Large 1st floor primary

    Margo Otey RE/MAX Executive Realty

    145 Hemlock Dr, Holliston, MA 01746
    • /40

      Est $1,056,486 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

    $1,195,000 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,977 Sq Ft

    257 Underwood St, Holliston, MA 01746

    Set on a bucolic 10-home private drive, bordered by peaceful conservation land, this one-of-a-kind Southern Cape-style home on 3.7 acres blends timeless charm with refined comfort. From the inviting front porch, step into the exquisite two-story foyer with its custom open staircase. A wall of French door sliders fills the open-concept kitchen and family room w/incredible sunlight, creating

    Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

    257 Underwood St, Holliston, MA 01746
  • /28

    $625,000 Sold Jun 10, 2025

    • 1,502 Sq Ft
    • $416/SF
    • 6 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1959

    48 Pinecrest Rd, Holliston, MA 01746

    Do not miss the opportunity to see this lovingly cared for property, owned for 50+ years by the sellers. Expanded kitchen in the 1980s to fantastic, cathedral ceiling w/ skylight, Corian island w/ seating & 2nd sink, wall oven, pantry, amazing cabinet space. SS appliances in last few years. Slider to terrific composite deck w/ auto retractable awning & steps down to stone patio. Sparkling hdwd

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    48 Pinecrest Rd, Holliston, MA 01746
    • /34

      Est $1,303,572 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
  • /41

    $919,900 Pending

    • 4 Beds
    • 2.5 Baths
    • 3,542 Sq Ft

    54 Indian Ridge Rd S, Holliston, MA 01746

    This 4 bedroom Colonial has absolutely stunning curb appeal! Set in a nice neighborhood on 1.2 acres with a huge level fenced-in backyard, above ground pool, and an awesome farmer's porch! Nice size kitchen with dining area, center island, stainless steel appliances and sliders that lead to a deck overlooking an amazing backyard! Large family room with a fireplace, formal dining room, 1st floor

    Craig Morrison Realty Executives Boston West

    54 Indian Ridge Rd S, Holliston, MA 01746
  • /42

    $850,000 Sold Jun 10, 2025

    • 2,623 Sq Ft
    • $324/SF
    • 3 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 1970

    70 Orchard Ln, Holliston, MA 01746

    Step right in to this stunning, updated and sun filled home located in one of Holliston's most popular neighborhoods - great commuting location close to shops, commuter rail and major routes. Jaw dropping kitchen features custom white cabinetry, granite counters, stainless appliances & beverage fridge, flowing seamlessly to the dining area and dreamy sunroom/family room with vaulted ceiling and

    Kathy Chisholm Realty Executives Boston West

    70 Orchard Ln, Holliston, MA 01746
    • /40

      Est $1,208,398 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

Showing Results 1 - 40, Page 1 of 18

Home Trends in Holliston, MA

Housing Trends

Median Sale Price
$720,000
Median Single Family Sale Price
$742,250
Median Townhouse Sale Price
$635,000
Median 2 Bedroom Sale Price
$635,000
Median 1 Bedroom Sale Price
$239,500
Average Price Per Sq Ft
$346
Number of Homes for Sale
21
Last 12 months Home Sales
165
Months of Supply
1.50
Median List Price
$710,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
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