24

Homes for Sale near Holliston High School

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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
  • /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
  • /36

    $940,000

    • 4 Beds
    • 2.5 Baths
    • 3,364 Sq Ft

    233 Willowgate Rise, Holliston, MA 01746

    Spacious center-entry colonial in sought-after double cul-de-sac location with 4-bdrm, 2.5-bth offers over 3,000 sq. ft. of comfortable & versatile living. The beautifully updated kitchen boasts modern cabinetry, stainless-steel appliances & is perfect for entertaining with a spacious dining area on one side and a fireplaced family room on the other. From the family room, step into incredible

    Lauren Davis Realty Executives Boston West

    233 Willowgate Rise, Holliston, MA 01746
  • /42

    $1,095,000

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

    10 Jarr Brook Rd, Holliston, MA 01746

    Great opportunity to live in this magnificent house in a peaceful and lovely neighborhood dead end with cul-de-sac close to downtown and Excellent Schools. This beautiful home offers and abundance of natural lights, 5 generously sized bedrooms, 5 full bathroom, living room, dining room with fire place, kitchen, family room, storage room, music studio, home gym space, a large walk-out basement

    Joana Almeida Pablo Maia Realty

    10 Jarr Brook Rd, 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
  • /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
  • /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
  • /29

    $660,000

    • 2 Beds
    • 2.5 Baths
    • 1,974 Sq Ft

    39 Balancing Rock Dr, Holliston, MA 01746

    This lovely 55+ townhouse in Balancing Rock Village is ready for a new owner. Welcoming eat-in kitchen with new granite counters 2025, ss appliances, pantry and breakfast bar open to vaulted ceiling living room with gas fireplace and slider out to fantastic wood deck. Separate formal dining room at front of the unit and hardwood floors through much of main level. First floor primary en suite with

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    39 Balancing Rock Dr, Holliston, MA 01746
  • /15

    $869,000

    • 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
  • /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

    • 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

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
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