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Holliston Homes for Sale

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  • 169 Pinecrest Rd, Holliston, MA 01746
    169 Pinecrest Rd, Holliston, MA 01746
    169 Pinecrest Rd, Holliston, MA 01746
    /37

    $1,325,000

    • 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 corner lot 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

    Joshua Shalin ERA Key Realty Services-Bay State Group

    169 Pinecrest Rd, Holliston, MA 01746
  • 662 Concord St, Holliston, MA 01746
    662 Concord St, Holliston, MA 01746
    662 Concord 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
  • 156 Mitchell Rd, Holliston, MA 01746
    156 Mitchell Rd, Holliston, MA 01746
    156 Mitchell Rd, 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
  • 50 Gretchen Ln, Holliston, MA 01746
    50 Gretchen Ln, Holliston, MA 01746
    50 Gretchen Ln, Holliston, MA 01746
    /42

    $799,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 2,938 Sq Ft

    50 Gretchen Ln, Holliston, MA 01746

    Welcome to this charming Gambrel Cape located on a quiet cul-de-sac. The first floor features gleaming HW floors, a well-appointed kitchen with dining area, and a spacious cathedral-ceiling family room with skylights, stunning fieldstone fireplace, and cozy wood stove. Enjoy additional living space with a formal living room featuring built-ins and a second fireplace, a dining room with bay

    Jeanne Murphy Realty Executives Boston West

    50 Gretchen Ln, Holliston, MA 01746
  • 58 Front St, Holliston, MA 01746
    58 Front St, Holliston, MA 01746
    58 Front St, Holliston, MA 01746
    /38

    $525,000

    • 3 Beds
    • 1 Bath
    • 1,141 Sq Ft

    58 Front St, Holliston, MA 01746

    Charming antique Colonial on a sunny corner lot in Holliston’s beloved Mudville! This 3-bedroom home blends historic character with thoughtful updates—featuring wide-plank hardwood floors, a light-filled layout, and a versatile bonus room ideal for a home office, studio, or playroom. The warm, inviting kitchen flows into spacious dining and living areas. Upstairs, find three bedrooms with

    Janine Wuschke Keller Williams Realty

    58 Front St, Holliston, MA 01746
  • 86 Christopher Rd, Holliston, MA 01746
    86 Christopher Rd, Holliston, MA 01746
    86 Christopher Rd, Holliston, MA 01746
    /41

    $750,000 Open Sat 12PM - 1:30PM

    • 4 Beds
    • 2 Baths
    • 1,911 Sq Ft

    86 Christopher Rd, Holliston, MA 01746

    Situated at the end of a quiet cul-de-sac with direct access to the Upper Charles Rail Trail and Hopping Brook, this recently expanded and renovated home is ready for its lucky new owners! Outdoor enthusiasts and nature lovers will enjoy a private sanctuary nestled in a neighborhood setting, with park-like grounds steps from the trail and water views. The home boasts a 36x16’ addition with garage

    Kathy Murray Coldwell Banker Realty - Westwood

    86 Christopher Rd, Holliston, MA 01746
  • 464 Gorwin Dr, Holliston, MA 01746
    464 Gorwin Dr, Holliston, MA 01746
    464 Gorwin Dr, Holliston, MA 01746
    /42

    $584,900

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

    464 Gorwin Dr, Holliston, MA 01746

    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 for entertaining or relaxing while

    John Kokocinski The Neighborhood Realty Group

    464 Gorwin Dr, Holliston, MA 01746
  • 712 Norfolk St, Holliston, MA 01746
    712 Norfolk St, Holliston, MA 01746
    712 Norfolk St, Holliston, MA 01746
    /36

    $529,900 Open Sat 11AM - 12:30PM

    • 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
  • 1884 Washington St, Holliston, MA 01746
    1884 Washington St, Holliston, MA 01746
    1884 Washington St, Holliston, MA 01746
    /39

    $649,000 Open Sat 11AM - 12:30PM

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

    1884 Washington St, Holliston, MA 01746

    OPEN HOUSE SAT AUG 2 from 11am-12:30pm * 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

    Kimberley Tufts eXp Realty

    1884 Washington St, Holliston, MA 01746
  • 14 Fiske Pond Rd, Holliston, MA 01746
    14 Fiske Pond Rd, Holliston, MA 01746
    14 Fiske Pond Rd, Holliston, MA 01746
    /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 -

    Bela Kasas Choice Realty RES

    14 Fiske Pond Rd, Holliston, MA 01746
  • 329 Gorwin Dr, Holliston, MA 01746
    329 Gorwin Dr, Holliston, MA 01746
    329 Gorwin Dr, Holliston, MA 01746
    /32

    $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
  • 3 Danforth Dr, Holliston, MA 01746
    3 Danforth Dr, Holliston, MA 01746
    3 Danforth Dr, 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 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
  • 52 Jasper Hill Rd, Holliston, MA 01746
    52 Jasper Hill Rd, Holliston, MA 01746
    52 Jasper Hill Rd, 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
  • 45 Wendy Ln, Holliston, MA 01746
    45 Wendy Ln, Holliston, MA 01746
    45 Wendy Ln, 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
  • 328 Washington St, Holliston, MA 01746
    328 Washington St, Holliston, MA 01746
    328 Washington 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
  • 14 Day Rd, Holliston, MA 01746
    14 Day Rd, Holliston, MA 01746
    14 Day Rd, 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
  • 1366 Washington St, Holliston, MA 01746
    1366 Washington St, Holliston, MA 01746
    1366 Washington 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
  • 15 Fiske Pond Rd, Holliston, MA 01746
    15 Fiske Pond Rd, Holliston, MA 01746
    15 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

    Bela Kasas Choice Realty RES

    15 Fiske Pond Rd, Holliston, MA 01746
  • LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    /3

    $2,150,000 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
Massachusetts Middlesex County Holliston Holliston

Real Estate & Homes for Sale in Holliston, Holliston

Why Live in Holliston
Holliston is a small Boston suburb with a highly rated school system, beloved local businesses and a diverse housing stock. “It really has a Norman Rockwellian feel,” says Executive Partner, Lauren Davis with Realty Executives Boston West, who has ...
Learn more about living in Holliston

Frequently Asked Questions

Is Holliston a good place to live?
Holliston is a good place to live. Holliston is considered car-dependent and somewhat bikeable. Holliston is a suburban neighborhood with a crime score of 1, making it safer than the average neighborhood in the U.S. Holliston has 7 parks for recreational activities. It has a median age of 45. The average household income is $175,111 which is above the national average. College graduates make up 66.6% of residents. A majority of residents in Holliston are home owners, with 12.7% of residents renting and 87.3% of residents owning their home. A local real estate agent serving Holliston can help you decide if this neighborhood is the right one for you. Learn more on our Holliston neighborhood guide.
Is Holliston, MA a safe neighborhood?
Holliston, MA is safer than the average neighborhood in the United States. It received a crime score of 1 out of 10.
How much do you need to make to afford a house in Holliston?
The median home price in Holliston is $415,000. If you put a 20% down payment of $83,000 and had a 30-year fixed mortgage with an interest rate of 6.74%, your estimated principal and interest payment would be $2,150 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $92K a year to afford the median home price in Holliston. The average household income in Holliston is $175K.
What are the best public schools in Holliston?
The best public schools that serve Holliston are:
What are the best private schools in Holliston?
The best private schools that serve Holliston are:
What are the most popular zip codes in Holliston, Holliston, MA?
The most popular zip codes in Holliston, Holliston, MA include 01746, 02053, 01748, 02054 and 01770.
What are the most popular neighborhoods near Holliston, Holliston, MA?
The most popular neighborhoods near Holliston, Holliston, MA are Coburnville, Salem End Road, West Framingham and Framingham Centre.
Are home prices dropping in Holliston?
Yes, home prices in Holliston are down 37% in the last 12 months.

Home Trends in Holliston, MA

On average, homes in Holliston, MA sell after 15 days on the market compared to the national average of 70 days. The median sale price for homes in Holliston, MA over the last 12 months is $400,000, down 37% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$400,000
Average Price Per Sq Ft
$236
Number of Homes for Sale
0
Last 12 months Home Sales
5
Months of Supply
0.00
Median List Price
$415,000
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
-37%
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