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Holliston, MA Homes for Sale

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  • /41

    $919,900 Open Sat 12:30PM - 2PM

    • 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

    Agent Photo

    Craig Morrison

    Realty Executives Boston West

    (508) 715-9546

    54 Indian Ridge Rd S, Holliston, MA 01746
  • /31

    $1,675,000 Open Sat 11AM - 12:30PM

    • 5 Beds
    • 4.5 Baths
    • 4,610 Sq Ft

    Lot 2 Danforth Rd, 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

    Agent Photo

    Craig Morrison

    Realty Executives Boston West

    (508) 978-7164

    Lot 2 Danforth Rd, Holliston, MA 01746
  • /37

    $995,000 Open Fri 4PM - 5:30PM

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

    279 Norfolk St, Holliston, MA 01746

    Quintessential New England charm with this beautifully updated 3 bed, 2 full bath Cape nestled on a picturesque lot with custom stonewalls, granite walkways and steps! This home blends architectural character with high-end renovations and upgrades. The first floor offers a primary bedroom with newly updated full bath w/soaking tub and tiled shower, large sunlit living room w/gas fireplace,

    Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

    279 Norfolk St, 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
  • /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
  • /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 two en-suites — including a luxurious primary suite with a spa-like bath and

    Cristiano Jarbas Cristiano Jarbas, Inc.

    1014 Highland St, Holliston, MA 01746
  • /34

    $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
  • /39

    $899,000 Open Sat 11AM - 1PM

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

    539 Fiske St, Holliston, MA 01746

    OH SAT 11-1 Move right into this beautiful Center Entrance Colonial 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. New roof & solar panels.SELLERS WILL PAY OFF SOLAR PANELS FOR THE RIGHT PRICE. Cook with new stainless appliances,

    deb@jamaicahill. Gallaga Jamaica Hill Realty, Inc.

    539 Fiske 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
  • /40

    $965,000 Open Sat 12PM - 2PM

    • 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

    $970,000 Open Sun 2PM - 3:30PM

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

    585 Chestnut St, Ashland, MA 01721

    Welcome to this stunning 2018-built Colonial in Ashland, offering the perfect blend of style, comfort, and convenience. With 3 bedrooms, an office, and a newer finished basement, this home is designed for today’s modern lifestyle. The first floor is an entertainer’s dream, featuring an oversized living room with a vaulted ceiling, gas fireplace, and seamless flow into the elegant white kitchen

    The Madden Team Keller Williams Realty Boston Northwest

    585 Chestnut St, Ashland, MA 01721
  • /42

    $1,025,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,624 Sq Ft

    85 S Mill St, Hopkinton, MA 01748

    NEW PROFESSIONAL PHOTOS 6/12 FOR FRESHLY PAINTED KIT/FAM RM/2 BATHS/BDRM/BASEMENT! Colonial offers a fantastic location & a flexible floor plan w/ 2 car attach garage sited on expansive, private 1.07 acres! Primary Suite w/ exterior stairs offers potential for office/in-law/studio. Pretty Kitchen w/ granite, range, micro, dishwasher, refrigerator, tile floor & breakfast bar! Kitchen leads to

    Kathleen Williamson Berkshire Hathaway HomeServices Commonwealth Real Estate

    85 S Mill St, Hopkinton, MA 01748
  • /41

    $519,900 Open Fri 4:30PM - 6PM

    • 3 Beds
    • 1 Bath
    • 1,092 Sq Ft

    456 Prentice St, Holliston, MA 01746

    One level living made easy in this meticulously updated full basement ranch with AC, sited on over a half acre, flat lot. Beautiful kitchen with custom cherry cabinetry, stainless appliances, granite countertops and a spacious eating area overlooking the pretty backyard. Large living room with fireplace, hardwood flooring, oversized windows and arched doorways; nice dining room with hardwood

    Kathy Chisholm Realty Executives Boston West

    456 Prentice St, Holliston, MA 01746
  • /33

    $575,000 Open Sat 1PM - 2:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,340 Sq Ft

    4 Roberta Cir, Holliston, MA 01746

    Welcome to Roberta Circle—a charming and affordable home featuring 3 comfortable bedrooms and 1.5 baths. Enjoy cozy evenings in the fireside living room, perfect for relaxing or gathering with friends. The formal dining room adds a touch of elegance for special meals and celebrations.You'll love the warm hardwood flooring throughout, and the fully, cabinet-packed kitchen with stainless steel

    Lynn Rossini RE/MAX Executive Realty

    4 Roberta Cir, Holliston, MA 01746
  • /37

    $650,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 2 Baths
    • 1,392 Sq Ft

    205 Central St, Holliston, MA 01746

    You must see this wonderful dormered Cape in a premium downtown location w/in walking distance of Holliston's schools, Rail Trail, park, restaurants & Lake Winthrop. You will love the stunning open floor plan kitchen/dining room, remodeled 2020 - butcher block counters, apron sink, vent hood, new appliances & breakfast bar. Gleaming hdwd flrs thru much of main level. Living rm w/pellet stove &

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    205 Central St, Holliston, MA 01746
  • /26

    $259,000

    • 1 Bed
    • 1 Bath
    • 713 Sq Ft

    147 Turner Rd Unit 102, Holliston, MA 01746

    Welcome to this beautifully updated 1bedroom condo located in the sought-after Crestview Condominiums! This bright and spacious 3rd floor unit offers a functional layout with an open-concept living and dining area, large picture windows, and updated floors throughout.Lovely eat-in kitchen with added counter space/breakfast bar, wood style laminate flooring with open floor plan. One generously

    Nana Lo S.Y.K. Corporation

    147 Turner Rd Unit 102, Holliston, MA 01746
  • /28

    $498,000 Open Fri 4PM - 6PM

    • 4 Beds
    • 2 Baths
    • 1,368 Sq Ft

    416 Norfolk St, Holliston, MA 01746

    Located in the heart of Holliston, MA, 416 Norfolk St offers a unique opportunity for buyers seeking a home with lots of potential. This home presents a solid foundation for customization and modernization to suit personal tastes. The house features a traditional layout with spacious rooms, hardwood floors, oversize windows and ample natural light. The backyard provides a private outdoor space,

    Maria Koral Berkshire Hathaway HomeServices Commonwealth Real Estate

    416 Norfolk St, Holliston, MA 01746
  • /41

    $700,000 Open Sat 11:30AM - 1:30PM

    • 3 Beds
    • 2.5 Baths
    • 2,414 Sq Ft

    21 Mechanic St, Holliston, MA 01746

    You will not want to miss this pristine Mudville antique in the heart of downtown Holliston. Wonderful beamed ceiling, eat-in kitchen w/tile flr & maple cabinets. Sparkling hdwd flrs through much of the home. Formal dining rm includes lovely built-in hutch. Amazing addition 2007-08 of fantastic family rm w/ wood insert & ceiling fan as well as tiled mudroom & gorgeous deck. Convenient 1st flr

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    21 Mechanic St, Holliston, MA 01746
  • /42

    $749,500

    • 4 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    1112 Highland St, Holliston, MA 01746

    Welcome home to this beautifully maintained & updated, Garrison Colonial set on nearly an acre of lush, manicured perfection. Step into the bright, updated kitchen featuring white cabinetry, granite countertops, & all new stainless appliances. Enjoy an abundance of natural sunlight from every room! The warm & inviting living room showcases charming bay windows & a cozy fireplace. The formal

    Richard Ryan Berkshire Hathaway HomeServices Commonwealth Real Estate

    1112 Highland St, Holliston, MA 01746
  • /42

    $419,900 Open Sun 11AM - 1PM

    • 1 Bed
    • 1 Bath
    • 908 Sq Ft

    523 Norfolk St, Holliston, MA 01746

    Welcome to this impeccably maintained ranch-style home, offering a perfect condo alternative with all the benefits of one-level living. Step into a large mudroom featuring abundant closet space ideal for organized entry and storage. The beautifully updated kitchen is bathed in natural light and boasts crisp white cabinetry, SS appliances, and a stylish tile backsplash. A slider leads to a deck

    Jeanne Murphy Realty Executives Boston West

    523 Norfolk St, Holliston, MA 01746
  • /38

    $650,000 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 1 Bath
    • 2,200 Sq Ft

    13 Karen Cir, Holliston, MA 01746

    Welcome to this beautifully renovated raised ranch in the heart of Holliston, MA! This charming single-family home offers over 1,500 square feet of comfortable living space, featuring 3 spacious bedrooms and 1 full bathroom. The newly updated interior includes a bright and airy layout with large windows that flood the home with natural light. The modern kitchen boasts sleek stainless steel

    Kyle Seyboth Century 21 The Seyboth Team

    13 Karen Cir, Holliston, MA 01746
  • /42

    $2,195,000 Open Sun 11AM - 1PM

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

    45 Wendy Ln, Holliston, MA 01746

    JUST LISTED! 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

    Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

    45 Wendy Ln, Holliston, MA 01746
  • /35

    $699,000

    • 3 Beds
    • 2 Baths
    • 2,216 Sq Ft

    2313 Washington St, Holliston, MA 01746

    Discover the perfect blend of charm and modern living in this beautifully updated ranch-style single-family home. Thoughtfully expanded, the home now features two levels of comfortable living spaces. The newly finished lower level includes a spacious living room, a versatile flex area, and a custom en-suite bathroom ideal for guests, a home office, or a private retreat. Outdoors, enjoy two fully

    Daniel Wang Engel & Volkers Boston

    2313 Washington St, Holliston, MA 01746
  • /42

    $1,599,900

    • 6 Beds
    • 4.5 Baths
    • 4,908 Sq Ft

    50 Amy Ln, Holliston, MA 01746

    Located in Holliston's premier Cedarbrook neighborhood, this grand and gracious home is like new and is beautifully sited on its lovely, acre-plus lot. Completely renovated and expanded upon in 2017, including a stunning in-law apartment with kitchen, living area and laundry. Bright and sunny magazine worthy kitchen features custom cabinetry, oversized windows, 8' island, five burner gas

    Kathy Chisholm Realty Executives Boston West

    50 Amy Ln, 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
  • /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
  • /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
  • /2

    $450,000

    • Land
    • 10 Acres
    • $45,872 per Acre

    0 Hill St, Holliston, MA 01746

    9+ Acre Parcel in Holliston, MA – Endless Possibilities.Discover the perfect opportunity to own over 9 acres of beautiful, versatile land in the highly sought-after town of Holliston. Nestled in a quiet, scenic setting with mature trees and natural landscapes, this expansive parcel offers the ideal canvas for your vision—whether it's a private estate, equestrian retreat, or potential development

    Fahd Khan Keller Williams Realty Boston South West

    0 Hill St, Holliston, MA 01746
  • /32

    $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
  • /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
  • /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
  • /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
  • /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
  • /38

    $998,900 Open House 6/21

    • 2 Beds
    • 2.5 Baths
    • 2,485 Sq Ft

    27 Richardson Dr Unit 27, Millis, MA 02054

    This highly sought-after unit is in immaculate condition and offers all the essentials for enjoying adult community living at its best. If your home search emphasizes brightness and spaciousness, this expansive open floor plan unit, complete with exquisite features, is sure to captivate you. It boasts large windows that allow for ample natural light, soaring ceilings, and a stunning, centrally

    Shelly Armstrong Redfin Corp.

    27 Richardson Dr Unit 27, Millis, MA 02054
  • /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
  • /32

    $499,900

    • 2 Beds
    • 2 Baths
    • 1,260 Sq Ft

    243 Trailside Way, Ashland, MA 01721

    Immaculate 2-bedroom, 2-bath condo in highly desirable Ashland! This beautiful unit offers all the modern amenities today’s buyers are looking for. A private ground-floor entrance opens into a foyer with stairs leading up to a bright and spacious second-floor living area. The open-concept kitchen and living room feature cathedral ceilings and sliding doors that lead to an oversized deck—perfect

    Lin Shi Phoenix Real Estate

    243 Trailside Way, Ashland, MA 01721
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