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Homes for Sale in 01746

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  • /42

    $2,500,000

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

    14 Fiske Pond Rd, Holliston, MA 01746

    Construction just completed. 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 "Smart Home" has two master suites -

    Agent Photo

    Bela Kasas

    Choice Realty RES

    (508) 980-2978

    14 Fiske Pond Rd, 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

    Agent Photo

    Bela Kasas

    Choice Realty RES

    (508) 593-1468

    15 Fiske Pond Rd, Holliston, MA 01746
  • /35

    $1,325,000

    • 4 Beds
    • 2.5 Baths
    • 4,700 Sq Ft

    199 Mohawk Path, Holliston, MA 01746

    Nestled on a quiet cul-de-sac, this stunning home welcomes you with a dramatic two-story foyer and elegant staircase. The bright living and dining rooms flow seamlessly for entertaining, while the chef’s kitchen boasts stainless steel appliances, granite countertops, rich cabinetry, and an oversized island. A soaring two-story family room with floor-to-ceiling windows overlooks the large FLAT

    Dennis McClosky Redfin Corp.

    199 Mohawk Path, Holliston, MA 01746
  • /42

    $1,800,000

    • 4 Beds
    • 5 Baths
    • 6,498 Sq Ft

    15 Whispering Ln, Holliston, MA 01746

    Meticulous craftsmanship defines this exceptional home in the coveted Deer Creek community. Built as the builder’s own residence, every detail reflects superior design and quality. A dramatic entry sets the tone with elegant millwork, gleaming hardwood floors, and abundant natural light. The main level offers a dining room, private office, family & living room, both w/ fireplace & custom built-in

    Kathleen McBride RE/MAX Executive Realty

    15 Whispering Ln, Holliston, MA 01746
  • /39

    $1,295,000

    • 4 Beds
    • 2.5 Baths
    • 3,926 Sq Ft

    169 Pinecrest Rd, Holliston, MA 01746

    Elegant brick-front Colonial in one of Holliston’s premier Toll Brothers neighborhoods—originally the model home with every upgrade. Set on a cul-de-sac across from hiking trails and walkable to Pinecrest Golf Club. Over 3,900sqft includes a vaulted family room with fireplace, formal living and dining rooms, and a granite kitchen with hardwoods and built-ins. The expansive primary suite offers a

    Joshua Shalin ERA Key Realty Services-Bay State Group

    169 Pinecrest Rd, Holliston, MA 01746
  • /42

    $1,625,000

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

    Craig Morrison Realty Executives Boston West

    3 Danforth Dr, Holliston, MA 01746
  • /41

    $1,274,900

    • 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
  • /32

    $680,000

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft

    485 Central St, Holliston, MA 01746

    Welcome to this charming Cape-style 4-bedroom/2 bath home with a one car garage. This property, with over a half-acre of amazing outdoor space including newly planted gardens, features a first floor living room & fireplace that flows perfectly into the eat in kitchen with stainless steel appliances. The first floor is rounded out with a full bathroom and two bedrooms. Off the kitchen area, step

    Amy Uliss MDM Realty, Inc

    485 Central St, Holliston, MA 01746
  • /40

    $639,000

    • 2 Beds
    • 2.5 Baths
    • 2,352 Sq Ft

    65 Garett Way Unit 65, Holliston, MA 01746

    This sun splashed, high ceilinged townhome at The Orchards has all the amenities- in a lovely setting- open floor plan, hardwoods through the 1st floor, granite/stainless kitchen with peninsula seating, dining room opens with sliders onto a private deck, cathedral ceilinged living room with gas fireplace, picture window, ceiling fan, breakfast room with bay window, powder room, side entry to the

    Connie Kickham Coldwell Banker Realty - Newton

    65 Garett Way Unit 65, Holliston, MA 01746
  • /34

    $529,000

    • 3 Beds
    • 1 Bath
    • 1,180 Sq Ft

    75 Ridge Rd, Holliston, MA 01746

    Opportunity knocks in one of Holliston’s most sought-after neighborhoods! This classic ranch offers single-level living with solid bones and many important updates already done, including vinyl siding, a newer hot water heater, central A/C, a newer generator, and more. Bring your vision and creativity—cosmetic updates throughout will make this home shine! Set on a generous lot, this property

    Team Rice RE/MAX Executive Realty

    75 Ridge Rd, Holliston, MA 01746
  • /22

    $589,900

    • 3 Beds
    • 1.5 Baths
    • 1,424 Sq Ft

    6 Westfield Dr, Holliston, MA 01746

    Life feels easy in this 3-bedroom, 1.5-bath ranch tucked in one of Holliston’s popular neighborhoods. Mornings begin in the updated kitchen, where the island seating invites quick breakfasts or lingering conversations. The open flow to the dining and family rooms makes hosting holidays or movie nights simple, while the bonus room is ready for a quiet office, playroom, or den. Retreat to the

    Ritucci & Swift - Your Home Team Realty Executives Boston West

    6 Westfield Dr, Holliston, MA 01746
  • /9

    $225,000

    • 1 Bed
    • 1 Bath
    • 693 Sq Ft

    152 Turner Rd Unit 14, Holliston, MA 01746

    Located at 152 Turner Road U:14, Holliston, MA, this condominium offers an opportunity to embrace comfortable living within a well-established community. This property presents a canvas for personalization and enjoyment. The living area, encompassing 693 square feet, provides a flexible space to create an environment tailored to your individual lifestyle and preferences. Imagine arranging your

    Linn Butler Afonso Real Estate

    152 Turner Rd Unit 14, Holliston, MA 01746
  • /39

    $659,900

    • 3 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    175 Westfield Dr, Holliston, MA 01746

    This charming 3-BR, 2.5-bath Cape-style home offers a perfect blend of comfort and space. Second-floor and back-of-house additions make this home much larger than it appears.The welcoming front LR features a large picture window filling the room w/natural light, and the DR is an ideal setting for special occasions while the eat-in kitchen is perfect for everyday meals. A cozy fireside FR

    Lynn Rossini RE/MAX Executive Realty

    175 Westfield Dr, Holliston, MA 01746
  • /39

    $875,000

    • 4 Beds
    • 2.5 Baths
    • 2,584 Sq Ft

    30 Arthur St, Holliston, MA 01746

    Set on over 3 acres at the end of a cul-de-sac, this beautiful 4-bedroom Garrison Colonial offers both privacy and charm in the desirable town of Holliston. Meticulously maintained, the home features many recent updates including a new high-efficiency heating system (2023), roof (2017), fresh interior paint (2025), and brand-new bedroom carpets (2025). A spacious family room addition creates an

    Campos Homes RE/MAX Real Estate Center

    30 Arthur St, Holliston, MA 01746
  • /35

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 2,118 Sq Ft

    9 Ruth Ellen Rd, Holliston, MA 01746

    Welcome to 9 Ruth Ellen Rd! This single-family residence in presents a remarkable opportunity to establish roots in a desirable neighborhood. This property offers a blend of classic charm and the potential for modern enhancements. The residence features four bedrooms and two full bathrooms, along with a conveniently located half bathroom, providing ample space for comfortable living. With 2118

    Gustavo Villatoro Coldwell Banker Realty - Framingham

    9 Ruth Ellen Rd, Holliston, MA 01746
  • /25

    $689,000

    • 2 Beds
    • 2 Baths
    • 1,516 Sq Ft

    104 Brooksmont Dr Unit 104, Holliston, MA 01746

    Brooksmont at Holliston – This Florence model is set in a Serene 55+ community surrounded by mature woods and friendly neighbors who look out for one another. With just over 65 beautifully crafted condos built by Plute in four styles, This pet-friendly neighborhood offers the perfect blend of privacy, safety, and connection. Enjoy the community garden, nearby Ashland State Park for outdoor

    Cindy Laughrea Engel & Völkers Wellesley

    104 Brooksmont Dr Unit 104, Holliston, MA 01746
  • /26

    $725,000

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

    880 Washington St, Holliston, MA 01746

    Discover this this beautifully maintained Italianate Colonial, ideally located in the heart of Holliston. This legal two-family home offers the best of both worlds—functioning seamlessly as a spacious single-family residence with the added bonus of a flexible lower-level apartment. Whether used for rental income, a guest suite, or private space for extended family, the options are endless. With

    Stephanie Sugden Compass

    880 Washington St, Holliston, MA 01746
  • /42

    $548,700

    • 3 Beds
    • 1 Bath
    • 1,399 Sq Ft

    464 Gorwin Dr, Holliston, MA 01746

    PRICE REDUCED! Don't delay on view this charming 3-bedroom, 1-bath ranch in the sought-after Brentwood neighborhood of Holliston, MA. This well-maintained home offers 1,399 sq ft of comfortable living on a generous 0.41-acre lot. Featuring beautiful hardwood floors, a tiled full bath, and efficient forced hot air gas heat! Enjoy the outdoors on the beautiful tiered composite deck (2019), perfect

    John Kokocinski The Neighborhood Realty Group

    464 Gorwin Dr, Holliston, MA 01746
  • /32

    $749,900

    • 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 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 space in the

    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

    • 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
  • /2

    $400,000

    • Land
    • 10 Acres
    • $40,775 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
  • /19

    $429,900

    • Land
    • 6 Acres
    • $74,635 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

    $875,000

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

    655 Central St, Holliston, MA 01746

    This modern and stunning home presents an attractive property in great condition, ready to welcome a new chapter. The living room is a bright and airy space, defined by its high, vaulted ceiling and warm fireplace, offering a comfortable setting for relaxation and gatherings, with natural light streaming through the skylight and highlighting the exquisite beamed ceiling. In the kitchen, you'll

    The Platinum Team Mathieu Newton Sotheby's International Realty

    655 Central St, Holliston, MA 01746
  • /31

    $1,599,900 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,469 Sq Ft

    110 Bonney Dr, Holliston, MA 01746

    Welcome to The Homes on Bonney Drive – a private three-home cul-de-sac in Holliston! 110 Bonney Drive offers ~3,500 sq. ft. of beautifully designed living space on over an acre. This 4-bedroom, 3.5-bath home blends modern luxury with energy-efficient living: all-electric, solar-ready, and roughed for EV charging. Open-concept layout features a gourmet kitchen, spacious family room, home office,

    Stephen O'leary O'Leary Homes

    110 Bonney Dr, Holliston, MA 01746
  • /4

    $2,250,000 New Construction

    • 5 Beds
    • 4.5 Baths
    • 4,959 Sq Ft

    LOT 8 Pond View, Holliston, MA 01746

    ** UNDER CONSTRUCTION ** TIME TO CUSTOMIZE YOUR PERSONAL TOUCH SO CALL OFFICE FOR INFO & WALK THROUGH ** 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 &

    Francis Vazza Four Season Homes, Llc

    LOT 8 Pond View, Holliston, MA 01746
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