20

Holliston, MA Homes for Sale with Garage

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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
  • /34

    $1,150,000

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

    2 Towne Lyne Rd, Sherborn, MA 01770

    Spacious and bright Cape style home on one of the prettiest cul-de-sac streets in town. Sunny eat-in kitchen with plenty of storage, stainless appliances, step down to fireplaced family room, hardwood floors, 2-story living room with open staircase, first floor bedroom/office and huge deck with slider access from both kitchen and family room. This home has been nicely maintained with numerous

    Agent Photo

    Maryann Clancy

    Berkshire Hathaway HomeServices Commonwealth Real Estate

    (508) 691-7865

    2 Towne Lyne Rd, Sherborn, MA 01770
  • /41

    $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
  • /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
  • /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
  • /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
  • /41

    $909,000

    • 4 Beds
    • 2.5 Baths
    • 2,772 Sq Ft

    62 Ashland St, Holliston, MA 01746

    Put a sparkle in your eye! This house is circa 1994, fully rebuilt CUSTOMIZED & expanded in ALL the right ways to support ease of family life, entertaining, storage, versatility & low maintenance. If you are looking for cookie cutter keep shopping. This chefs kitchen with pantry and open dining is truly the heart of this home, 2 generous sliders invite outside in, and support a sunny happy vibe.

    Susan Mogren Realty Executives Boston West

    62 Ashland St, Holliston, MA 01746
  • /42

    $985,806 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 4 Baths
    • 3,775 Sq Ft

    121 Bullard St, Holliston, MA 01746

    Exceptional two-level home with two remarkable expansions, designed for entertaining and everyday living. The main level, the social hub, features formal dining and living rooms with fireplace, flowing into a carefully crafted eat-in kitchen with granite, abundant storage, and breakfast bar. The cathedral family room stuns with soaring wood-planked vaulted ceilings, dramatic floor-to-ceiling

    Ann Atamian Gibson Sotheby's International Realty

    121 Bullard St, Holliston, MA 01746
  • /39

    $850,000 Open Sun 11AM - 12PM

    • 4 Beds
    • 2.5 Baths
    • 2,416 Sq Ft

    30 Powderhorn Ln, Holliston, MA 01746

    Attractive, well maintained 4 bedroom, 2 1⁄2 bath home located in a private setting at the end of a small cul-de-sac. Large living and dining rooms offer multiple configurations for entertainment and family gatherings. Wired ethernet installed for fast home networking. Heated sunroom overlooks a fenced in backyard great for kids and pets. Upstairs includes 4 bedrooms and a recently upgraded

    Greg Richard Realty Executives Boston West

    30 Powderhorn Ln, Holliston, MA 01746
  • /32

    $669,900

    • 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 1-car garage. This property, w/over a half-acre of amazing outdoor space including newly planted gardens, features a 1st floor living room & fireplace that flows perfectly into the eat in kitchen with stainless steel appliances. The 1st floor is rounded out with a full bathroom & 2 bedrooms. Off the kitchen area, step into to the

    Amy Uliss MDM Realty, Inc

    485 Central St, Holliston, MA 01746
  • /39

    $855,000

    • 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
  • /30

    $739,900

    • 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
  • /42

    $2,075,000

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

    45 Wendy Ln, Holliston, MA 01746

    NEW PRICE!!! 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
  • /3

    $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 ~ CALL OFFICE FOR INFO & WALK THRU ** 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

    Francis Vazza Four Season Homes, Llc

    LOT 8 Pond View, Holliston, MA 01746
  • /42

    $489,900

    • 2 Beds
    • 1.5 Baths
    • 1,316 Sq Ft

    84 Meeting House Path Unit 84, Ashland, MA 01721

    WELCOME TO THIS DESIRABLE UNIT IN A QUIET NEIGHBORHOOD. WELL-MAINTAINED UNIT, WITH TWO BEDROOMS AND ONE AND A HALF BATHROOMS. MAIN LEVEL OFFERS LIVING ROOM WITH HARDWOOD FLOORS, FIREPLACE, ONE HALF BATHROOM AND SLIDER DOOR TO DECK. UPDATED KITCHEN WITH GRANITE COUNTERTOPS, STAINLESS STEEL APPLIANCES, DINING ROOM AREA AND EXTERIOR ACCESS. ON THE SECOND FLOOR ARE TWO GOOD SIZED BEDROOMS WITH

    Eusa Pessote RE/MAX One Call Realty

    84 Meeting House Path Unit 84, Ashland, MA 01721
  • /19

    $499,999

    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    306 Trailside Way, Ashland, MA 01721

    Welcome to this beautifully maintained 2-bedroom, 2-bath condo located in desirable Spyglass Hill. This inviting home offers a range of recent upgrades, including newer carpet, water heater, washer and dryer, refrigerator, updated kitchen countertops, and refreshed bathroom fixtures, providing a move-in ready opportunity for its next owner. The condo includes two garage spaces in a convenient

    Boaz McMahon Blue Fin Realty

    306 Trailside Way, Ashland, MA 01721
  • /38

    $988,900

    • 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

Home Trends in Holliston, MA

Housing Trends

Median Sale Price
$725,000
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$694,950
Median 2 Bedroom Sale Price
$650,000
Median 1 Bedroom Sale Price
$224,900
Average Price Per Sq Ft
$355
Number of Homes for Sale
25
Last 12 months Home Sales
165
Months of Supply
1.80
Median List Price
$724,950
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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