22

Holliston, MA Houses for Sale

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  • /42

    $1,350,000

    • 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
  • /42

    $795,000 Open Sat 10:30AM - 12PM

    • 4 Beds
    • 4 Baths
    • 3,978 Sq Ft

    1 Dogwood Ln, Milford, MA 01757

    Stunning Colonial w/approx. 4,000sf of living space on a 1.06-acre lot in a desirable tree-lined cul-de-sac on Holliston line. Features 4+ bedrooms & 4 full baths, offering exceptional flexibility for multigenerational living. A dramatic 2-story foyer w/Palladian window sets the tone, flowing into formal spaces & an open-concept layout. 1st floor includes a cathedral-ceiling great room

    Agent Photo

    Barrie Naji

    Coldwell Banker Realty - Canton

    (508) 794-8260

    1 Dogwood Ln, Milford, MA 01757
  • /36

    $1,575,000

    • 4 Beds
    • 6 Baths
    • 4,817 Sq Ft

    7 Liberty Ln, Holliston, MA 01746

    Nearly new luxury Contemporary Farmhouse in one of the area’s most desirable towns. Just under 5000 square feet with 4 bedrooms, 4 full and 2 half baths, this home blends modern sophistication with timeless elegance. The Dacor chef’s kitchen features top of the line appliances, abundant cabinetry, quartz countertops, and a generous island perfect for gatherings. A refined open concept layout

    Konstantinos Grapsas Engel & Volkers Boston

    7 Liberty Ln, Holliston, MA 01746
  • /42

    $1,049,900 Open Thu 4:30PM - 6PM

    • 4 Beds
    • 4 Baths
    • 2,578 Sq Ft

    35 Morgans Way, Holliston, MA 01746

    Discover this inviting colonial nestled on just under 1 acre in one of Holliston's most sought-after neighborhoods. Built in 1994, this well-maintained home features a newer roof, furnace, and hot water tank, all updated within the last 8 years. Offering four spacious bedrooms, including a primary suite that boasts an expansive bathroom with a soaking tub and a generous walk-in closet, this

    Leanne McCormick Milestone Realty, Inc.

    35 Morgans Way, Holliston, MA 01746
  • /42

    $1,675,000

    • 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 electric fireplace, large dining room, separate office or reading room, mudroom, and your dream

    Craig Morrison Realty Executives Boston West

    3 Danforth Dr, 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
  • /40

    $899,000

    • 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
  • /41

    $1,174,900

    • 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

    $945,000

    • 4 Beds
    • 2.5 Baths
    • 2,842 Sq Ft

    37 Annetta Rd, Ashland, MA 01721

    Beautifully maintained Colonial in Hillside Farms, one of Ashland’s most sought-after neighborhoods. Set on a private corner lot with a yard on three sides. Enjoy the convenience of paved sidewalks and school bus pickup right at your door—just minutes from local stores, schools, childcare, restaurants, and more. The home features a brand-new roof (50-year transferable warranty), updated front

    Lynn Schreiner Realty Executives Boston West

    37 Annetta Rd, Ashland, MA 01721
  • /37

    $948,500

    • 3 Beds
    • 3.5 Baths
    • 3,088 Sq Ft

    585 Chestnut St, Ashland, MA 01721

    Welcome to this stunning 2018-built Colonial in Ashland, blending style, comfort, and an unbeatable location. Featuring 3 bedrooms, an office, and a newly finished basement, this home perfectly suits today’s modern lifestyle. The first floor is an entertainer’s dream with an oversized living room boasting a vaulted ceiling and gas fireplace, flowing seamlessly into the elegant white kitchen with

    The Madden Team Keller Williams Realty Boston Northwest

    585 Chestnut St, Ashland, MA 01721
  • /35

    $700,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 1.5 Baths
    • 2,266 Sq Ft

    55 Westfield Dr, Holliston, MA 01746

    You will want to take a peak at this fantastic, updated colonial in a coveted East Holliston neighborhood. Wonderful eat-in kitchen w/ ss appliances 2022, backsplash, tile flr & pantry open to cozy family rm w/ lam flr & wood stove insert. Roomy living rm w/ hdwd flrs & picture window, oversized playrm w/ brand new LVT, formal dining rm, convenient 1st flr laundry & half bath. Head upstairs to 4

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    55 Westfield Dr, Holliston, MA 01746
  • /36

    $529,900 Open Thu 4:30PM - 6PM

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    712 Norfolk St, Holliston, MA 01746

    Bring your ideas and get in before school starts! First floor offers HW floors, 3 Large bedrooms, Eat-in Kitchen, LR, DR and Renovated bathroom. Bathroom upgrades include granite top vanity, new step in shower with subway tile, Wainscotting, new fixtures and lighting. Slider off Kitchen leads you onto a deck overlooking the private back yard. An area of 3 garden beds and plenty of flat usable

    Meeghan Ford Berkshire Hathaway HomeServices Commonwealth Real Estate

    712 Norfolk St, Holliston, MA 01746
  • /37

    $665,000 Open Thu 5PM - 6:30PM

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

    1884 Washington St, Holliston, MA 01746

    Welcome to 1884 Washington Street — a highly sought-after ranch offering privacy, space, and convenience. Set back from the road, this 3-bedroom, 2-bath home features an open-concept layout with a spacious front-to-back living room, an eat-in kitchen, and a dedicated dining area. The primary bedroom includes a private 3⁄4 bath, while two additional bedrooms share a full bath, all on the main

    Kimberley Tufts eXp Realty

    1884 Washington St, Holliston, MA 01746
  • /36

    $2,500,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 5 Baths
    • 5,740 Sq Ft

    14 Fiske Pond Rd, Holliston, MA 01746

    Construction just completed. More photos and virtual tour coming. This is your chance to be part of a unique and idyllic private enclave on the Holliston/Sherborn town line. Enjoy 25 acres of common areas - meadows, trails and a pond. Designed for todays modern life style, no detail was overlooked and no expense was spared to make this gorgeous 5 BR; 5 bath contemporary colonial masterpiece. This

    Bela Kasas Choice Realty RES

    14 Fiske Pond Rd, Holliston, MA 01746
  • /33

    $759,900

    • 4 Beds
    • 2 Baths
    • 1,969 Sq Ft

    329 Gorwin Dr, Holliston, MA 01746

    You must see this gorgeously updated raised-ranch in the coveted Brentwood neighborhood. Lovely brand new kitchen - cabinets, ss appliances, quartz counters & oversized island open to fireplace living rm & dining rm. Sparkling refinished hdwd floors throughout the main level. Three of the four bedrms & fabulous main bathroom w/ tile shower/bath, tile flr & solid surface vanity. Phenomenal added

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    329 Gorwin Dr, Holliston, MA 01746
  • /5

    $599,000

    • 5 Beds
    • 2.5 Baths
    • 3,130 Sq Ft

    52 Jasper Hill Rd, Holliston, MA 01746

    Incredible Opportunity on 6 Private Acres in Holliston!Builders and investors take note — this is a rare chance to own a stunning 6-acre wooded lot perched on Jasper Hill, offering sweeping views of Holliston’s town center. The property features a single-family home in need of extensive renovation or tear-down, making it an ideal site for new construction.Imagine building a custom dream home or

    Enis Shehu Cameron Real Estate Group - Framingham

    52 Jasper Hill Rd, Holliston, MA 01746
  • /42

    $2,195,000 Open Sun 1PM - 3PM

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

    45 Wendy Ln, Holliston, MA 01746

    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 steam shower,

    Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

    45 Wendy Ln, Holliston, MA 01746
  • /38

    $869,900 Open Sun 11AM - 12:30PM

    • 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
  • /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
  • /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
  • /24

    $379,900

    • 3 Beds
    • 2 Baths
    • 1,104 Sq Ft

    123 Goulding St, Holliston, MA 01746

    Step back in time with this hip roof, mid-century modern ranch! 123 Goulding St. is in original condition and ready for your renovations and updates, or you can use the over 17,000 square foot lot for your new construction dreams. Featuring a large living, dining, and kitchen area as well as 3 bedrooms including a primary suite with bathroom, the efficient floor plan gives you everything you

    Kristin Weekley Leading Edge Real Estate

    123 Goulding St, Holliston, MA 01746
  • /23

    $429,900

    • 3 Beds
    • 1.5 Baths
    • 1,440 Sq Ft

    38 Clark St, Medway, MA 02053

    Attention Builders, Investors, and Visionaries! Incredible opportunity to own over 7 acres of land with fantastic potential. Restore the existing 3-bedroom, 1.5-bath home to its former charm, or start fresh and build new. An oversized detached 2-car garage with office space adds even more value and versatility to this property. It is priced below assessed value due to the home's need for

    Team Rice RE/MAX Executive Realty

    38 Clark St, Medway, MA 02053

Why Live in Holliston

Holliston, MA, is a small Boston suburb located 23 miles southwest of Downtown Boston, known for its highly rated school system and diverse housing options. The town features classic New England architecture, including antique colonials, Cape Cods, ranch styles, and new constructions, often situated on spacious lots. Holliston Public Schools, including Fred Miller Elementary, Robert Adams Middle, and Holliston High School, are well-regarded, offering a variety of extracurricular activities and a Montessori program. The downtown area along Central and Washington Streets is home to popular local businesses like Casey’s Pub, Coffee Haven, and Holliston Superette, fostering a strong sense of community. Residents enjoy numerous things to do, such as events organized by the Holliston Newcomers & Neighbors Club, steam engine train rides with the Waushakum Live Steamers, and seasonal farmers markets at Blair Square. Outdoor enthusiasts can explore Lake Winthrop, the Upper Charles Rail Trail, and Brentwood Conservation Land. Holliston has a lower crime risk compared to the national average. For transportation, the closest commuter rail is 6 miles north in Ashland, and Boston Logan International Airport is about 32 miles away. The town's proximity to Interstate 495 and Interstate 90 provides convenient access to Boston and other areas.

Home Trends in Holliston, MA

Housing Trends

Median Sale Price
$725,500
Median Single Family Sale Price
$755,000
Median Townhouse Sale Price
$635,000
Median 2 Bedroom Sale Price
$633,500
Median 1 Bedroom Sale Price
$220,000
Average Price Per Sq Ft
$347
Number of Homes for Sale
21
Last 12 months Home Sales
170
Months of Supply
1.50
Median List Price
$739,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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