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Newest Homes for Sale in Holliston, MA

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  • 140 Goulding St, Holliston, MA 01746
    140 Goulding St, Holliston, MA 01746
    140 Goulding St, Holliston, MA 01746
    /41

    $1,199,900 Open Sun 12PM - 1:30PM

    • 4 Beds
    • 3 Baths
    • 4,130 Sq Ft

    140 Goulding St, Holliston, MA 01746

    Truly an oasis, offering elegance and comfort in a lovely private setting, tucked into a quiet neighborhood. This sun filled home features a fabulous floor plan with 4/5 bedrooms (including one on the main level); 3 full baths; dramatic skylit family room with gas fireplace; gorgeous kitchen with gas cooking and custom cabinetry; open living and dining rooms; dreamy screened porch transitions to

    Kathy Chisholm Realty Executives Boston West

    140 Goulding St, Holliston, MA 01746
  • 150 Westfield Dr, Holliston, MA 01746
    150 Westfield Dr, Holliston, MA 01746
    150 Westfield Dr, Holliston, MA 01746
    /37

    $675,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 2 Baths
    • 2,194 Sq Ft

    150 Westfield Dr, Holliston, MA 01746

    Welcome to this charming 4-bedroom, 2-bath NY Colonial in a popular East Holliston neighborhood. Ideally located near shopping, commuting routes and commuter rail, this MOVE-IN READY home is filled with natural light. A bright foyer opens to a dining room or home office. The lovely sunlit living room features built-in bookcases, and the eat-in kitchen offers a bay window, stainless steel

    Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

    150 Westfield Dr, Holliston, MA 01746
  • 97 Meeting House Path Unit 97, Ashland, MA 01721
    97 Meeting House Path Unit 97, Ashland, MA 01721
    97 Meeting House Path Unit 97, Ashland, MA 01721
    /37

    $459,900 Open Sat 12PM - 1:30PM

    • 3 Beds
    • 2.5 Baths
    • 1,456 Sq Ft

    97 Meeting House Path Unit 97, Ashland, MA 01721

    Showings begin with OH Thursday 11/20 5-6:30pm. Discover the perfect blend of comfort, convenience, and location in this beautifully maintained 3-bedroom, 2.5-bath condo. Featuring a desirable first-floor bedroom and full bath, this home offers flexibility for guests or single-level living. The main level showcases gleaming hardwood floors, an open living and dining area, and direct access to a

    Pamela Bathen Oak Realty

    97 Meeting House Path Unit 97, Ashland, MA 01721
  • 59 Turner Rd, Holliston, MA 01746
    59 Turner Rd, Holliston, MA 01746
    59 Turner Rd, Holliston, MA 01746
    /33

    $744,900 Open Sat 11:30AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,960 Sq Ft

    59 Turner Rd, Holliston, MA 01746

    Discover this classic Ranch-style home, nestled on a spacious 0.51-acre lot in Holliston. This charming property offers approximately 1,536 square feet of comfortable single-level living, featuring three bedrooms and two full bathrooms. The bright and updated interior is the result of a comprehensive, full gut-renovation completed in 2017. This renovation included the addition/enlargement of the

    Scott Driscoll Redfin Corp.

    59 Turner Rd, Holliston, MA 01746
  • 152 Turner Rd Unit 43, Holliston, MA 01746
    152 Turner Rd Unit 43, Holliston, MA 01746
    152 Turner Rd Unit 43, Holliston, MA 01746
    /24

    $227,000 Open Sat 12PM - 2PM

    • 1 Bed
    • 1.5 Baths
    • 716 Sq Ft

    152 Turner Rd Unit 43, Holliston, MA 01746

    Welcome to this updated open concept condo in the desirable Crestview Condos complex located in the sought after town of Holliston, known for great schools and its quaint downtown. Nothing to do but move your things in. This unit boasts of recent updates to the kitchen including brand new quartz counters, an oversized counter 8' x 3' to dine at., plus freshly painted walls, trim and ceiling, also

    Cyndi Boucher-Lahhoud CBL Realty

    152 Turner Rd Unit 43, Holliston, MA 01746
  • 151 Mohawk Path, Holliston, MA 01746
    151 Mohawk Path, Holliston, MA 01746
    151 Mohawk Path, Holliston, MA 01746
    /42

    $1,565,000

    • 4 Beds
    • 3.5 Baths
    • 4,643 Sq Ft

    151 Mohawk Path, Holliston, MA 01746

    Let your new story begin in The Highlands at Holliston! A sense of arrival is instant as you enter this impeccably maintained home, where timeless elegance meets luxurious comfort. A grand dual staircase with iron balusters makes a striking first impression. Enjoy mornings in a sunlit solarium overlooking an expansive yard with raised garden beds, evening conversations beneath coffered ceilings &

    Agent Photo

    Robert Smith

    Mathieu Newton Sotheby's International Realty

    (508) 233-7670

    151 Mohawk Path, Holliston, MA 01746
  • 625 Norfolk St, Holliston, MA 01746
    625 Norfolk St, Holliston, MA 01746
    625 Norfolk St, Holliston, MA 01746
    /35

    $699,000 Open Sat 11AM - 12PM

    • 3 Beds
    • 2 Baths
    • 1,772 Sq Ft

    625 Norfolk St, Holliston, MA 01746

    Love to host the holidays? This multi-level home offers an inviting living space designed for hosting friends & family. The oversized kitchen with cathedral ceilings & large island with ample seating & dining area is the perfect place to gather & entertain. The kitchen opens up to the beautiful sunroom that overlooks your private 2.68-acre lot. As the weather cools down, spend your evenings

    Team Rice RE/MAX Executive Realty

    625 Norfolk St, Holliston, MA 01746
  • 54 Garett Way Unit 54, Holliston, MA 01746
    54 Garett Way Unit 54, Holliston, MA 01746
    54 Garett Way Unit 54, Holliston, MA 01746
    /6

    $609,000

    • 2 Beds
    • 2.5 Baths
    • 1,981 Sq Ft

    54 Garett Way Unit 54, Holliston, MA 01746

    Beautiful End-Unit Condo at The Orchards, Holliston, MA offering 1,998 square feet of elegant living space. This sun-filled home features a wrap-around patio, perfect for outdoor entertaining or quiet relaxation. Inside, you’ll find an inviting open-concept layout highlighted by hardwood floors throughout the 1st level and a cozy gas fireplace in the living room. The spacious kitchen flows

    Casey Corcoran Unique Realty , LLC

    54 Garett Way Unit 54, Holliston, MA 01746
  • 72 Meeting House Path, Ashland, MA 01721
    72 Meeting House Path, Ashland, MA 01721
    72 Meeting House Path, Ashland, MA 01721
    /42

    $449,800 Open Sat 11AM - 12:30PM

    • 3 Beds
    • 2 Baths
    • 1,454 Sq Ft

    72 Meeting House Path, Ashland, MA 01721

    SELLER TO PAY 2026 SPECIAL ASSESSMENT WITH ACCEPTED OFFER BY THANKSGIVING. This impeccably maintained 3-bedroom, 2-bath condominium combines quality updates w/ elegant design. The kitchen, refreshed in 2023, features new stainless appliances & stylish finishes that complement the open, light-filled living & dining areas adorned w/ gleaming hardwood floors. Upstairs, two spacious bedrooms share an

    Tiffany McDonald Lamacchia Realty, Inc.

    72 Meeting House Path, Ashland, MA 01721
  • 1366 Washington St, Holliston, MA 01746
    1366 Washington St, Holliston, MA 01746
    1366 Washington St, Holliston, MA 01746
    /19

    $429,900

    • Land
    • 5.76 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
  • 2 Towne Lyne Rd, Sherborn, MA 01770
    2 Towne Lyne Rd, Sherborn, MA 01770
    2 Towne Lyne Rd, Sherborn, MA 01770
    /33

    $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) 503-6186

    2 Towne Lyne Rd, Sherborn, MA 01770
  • 131 Jennings Rd, Holliston, MA 01746
    131 Jennings Rd, Holliston, MA 01746
    131 Jennings Rd, Holliston, MA 01746
    /34

    $734,900 Open Sun 11AM - 12:30PM

    • 3 Beds
    • 1.5 Baths
    • 1,748 Sq Ft

    131 Jennings Rd, Holliston, MA 01746

    Suburban Lifestyle:Nestled in a peaceful wooded setting, this 3-bedroom, 1.5-bath Saltbox Colonial combines classic charm with thoughtful updates. Built in 1989 with durable post & beam oak timber construction, the home features wide 12-inch pine floors and a warm, open layout. The updated kitchen offers quartz slab countertops, high-quality Shaker cabinets, and an under-counter microwave. The

    Karen McDermott Realty ONE Group Suburban Lifestyle

    131 Jennings Rd, Holliston, MA 01746
  • 56 Paul Rd, Holliston, MA 01746
    56 Paul Rd, Holliston, MA 01746
    56 Paul Rd, Holliston, MA 01746
    /33

    $799,900 Open Sat 11AM - 1PM

    • 3 Beds
    • 2 Baths
    • 1,798 Sq Ft

    56 Paul Rd, Holliston, MA 01746

    Move in ready w/ exceptional outdoor living on a quiet cul-de-sac, this beautifully updated 5bd, 4 bath offers plenty of living space on a generous lot that backs up to a babbling brook & conservation land, ensuring beautiful views & privacy for decades. Stunning gourmet kitchen w/ stone countertops, maple cabinets, stainless appliances, & solid oak floors—ideal for everyday living & effortless

    Agent Photo

    Michelle Sebio Savje

    Coldwell Banker Realty - Franklin

    (508) 715-3642

    56 Paul Rd, Holliston, MA 01746
  • 43 Bittersweet Cir Unit 43, Holliston, MA 01746
    43 Bittersweet Cir Unit 43, Holliston, MA 01746
    43 Bittersweet Cir Unit 43, Holliston, MA 01746
    /35

    $925,000

    • 2 Beds
    • 2.5 Baths
    • 2,384 Sq Ft

    43 Bittersweet Cir Unit 43, Holliston, MA 01746

    Nestled in a serene country setting, this impeccably maintained detached home is located in the highly sought-after 55+ community of Hollis Hills Preserve. Designed for comfort and easy living, the home features a spacious open-concept layout combining the kitchen, dining, and living areas—ideal for both everyday living and entertaining. You'll find two generously sized bedrooms, 2.5 bathrooms,

    Christine Norcross William Raveis R.E. & Home Services

    43 Bittersweet Cir Unit 43, Holliston, MA 01746
  • 74 Meeting House Path, Ashland, MA 01721
    74 Meeting House Path, Ashland, MA 01721
    74 Meeting House Path, Ashland, MA 01721
    /41

    $498,000

    • 3 Beds
    • 2 Baths
    • 1,674 Sq Ft

    74 Meeting House Path, Ashland, MA 01721

    Move in Ready 3 Bed , 2 bath townhome in the Ledgemere Country Condominium of Ashland. Building within the community is at a nice locaation. Grand 2 story foyer and staircase leading to the second floor. Generous living space and ample kitchen cabinetry with eat in space. Open Layout. Sun drenched dining & Living space with a slider that leads to a private yard. First floor bed and full bathroom

    Kiran Kumar Gundavarapu Key Prime Realty LLC

    74 Meeting House Path, Ashland, MA 01721
  • 1014 Highland St, Holliston, MA 01746
    1014 Highland St, Holliston, MA 01746
    1014 Highland St, Holliston, MA 01746
    /41

    $769,900

    • 3 Beds
    • 3.5 Baths
    • 2,034 Sq Ft

    1014 Highland St, Holliston, MA 01746

    This home blends modern comfort with future-ready features, making it a standout in Holliston’s competitive market. Modern elegance and value meet at 1014 Highland St. 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,

    Cristiano Jarbas Cristiano Jarbas, Inc.

    1014 Highland St, Holliston, MA 01746
  • 3 Danforth Dr, Holliston, MA 01746
    3 Danforth Dr, Holliston, MA 01746
    3 Danforth Dr, Holliston, MA 01746
    /42

    $1,625,000 Open Sat 11:30AM - 1PM

    • 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
  • 147 Turner Rd Unit 80, Holliston, MA 01746
    147 Turner Rd Unit 80, Holliston, MA 01746
    147 Turner Rd Unit 80, Holliston, MA 01746
    /22

    $219,900

    • 1 Bed
    • 1 Bath
    • 705 Sq Ft

    147 Turner Rd Unit 80, Holliston, MA 01746

    Spacious 1-bedroom condo on the first floor of the desirable Crestview Condominiums in Holliston. This bright unit features an open-concept kitchen and living area with white cabinets, matching appliances, and plenty of counter space. The generously sized bedroom offers a large walk-in closet for excellent storage. A full bath completes the layout. Laundry is conveniently located just down the

    Joe Norton Realty Executives Boston West

    147 Turner Rd Unit 80, Holliston, MA 01746
  • 8 Raymond Way, Ashland, MA 01721
    8 Raymond Way, Ashland, MA 01721
    8 Raymond Way, Ashland, MA 01721
    /38

    $774,900

    • 4 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    8 Raymond Way, Ashland, MA 01721

    Discover elegance and comfort at 8 Raymond Way, Ashland, MA — a beautifully maintained 4-bedroom, 3-bathroom home that blends style, space, and functionality in one of Ashland’s most coveted neighborhoods. With light-filled, inviting living areas, an open layout ideal for entertaining, and quality finishes throughout, this property offers both immediate move-in appeal and long-term value. The

    John Grande Media Realty Group Inc.

    8 Raymond Way, Ashland, MA 01721
  • Lot 2 Hanlon Rd, Holliston, MA 01746
    Lot 2 Hanlon Rd, Holliston, MA 01746
    Lot 2 Hanlon Rd, Holliston, MA 01746
    /4

    $450,000

    • Land
    • 0 Acre

    Lot 2 Hanlon Rd, Holliston, MA 01746

    This four acre parcel on a beautiful country road could be your next address. Approved and stamped mylar ANR plan in hand. See attached conceptual drawing with a five bedroom house, a swimming pool and a one bedroom auxiliary dwelling. Use this idea or bring your own. Current plan has a short cul-de-sac, but owner will go for a variance to change to driveway, which the town has sounded open

    Kathleen McBride RE/MAX Executive Realty

    Lot 2 Hanlon Rd, Holliston, MA 01746
  • 30 Powderhorn Ln, Holliston, MA 01746
    30 Powderhorn Ln, Holliston, MA 01746
    30 Powderhorn Ln, Holliston, MA 01746
    /38

    $800,000

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

    30 Powderhorn Ln, Holliston, MA 01746

    Situated at the end of a quiet cul-de-sac, this lovingly maintained house boosts 4 bedrooms upstairs and a recently upgraded owner’s bathroom. Flooded with natural light, it also includes newly renovated flooring and a bright and airy family room as well as a heated sun room, central air and a 2 car garage. The versatile layout, with French doors, is the perfect mix of open and private spaces.

    Greg Richard Realty Executives Boston West

    30 Powderhorn Ln, Holliston, MA 01746
  • 110 Bonney Dr, Holliston, MA 01746
    110 Bonney Dr, Holliston, MA 01746
    110 Bonney Dr, 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
  • 152 Turner Rd Unit 14, Holliston, MA 01746
    152 Turner Rd Unit 14, Holliston, MA 01746
    152 Turner Rd Unit 14, Holliston, MA 01746
    /18

    $215,000

    • 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
  • 306 Trailside Way, Ashland, MA 01721
    306 Trailside Way, Ashland, MA 01721
    306 Trailside Way, Ashland, MA 01721
    /19

    $458,000

    • 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
  • 45 Wendy Ln, Holliston, MA 01746
    45 Wendy Ln, Holliston, MA 01746
    45 Wendy Ln, Holliston, MA 01746
    /42

    $2,075,000 Open Sun 11AM - 12:30PM

    • 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
  • LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    /10

    $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
Massachusetts Middlesex County Holliston

Newest Listings for Sale in Holliston, MA

Frequently Asked Questions

What is the average home price in Holliston, MA?
Homes for sale in Holliston, MA have an average home price of $815,676.
How many homes have sold over the last 12 months in Holliston, MA?
162 homes have sold in Holliston, MA over the last 12 months.
What are the most popular zip codes in Holliston, MA?
The most popular zip codes in Holliston, MA include 01746, 02053, 02054, 01770 and 01721.
How much do you need to make to afford a house in Holliston?
The median home price in Holliston is $732,000. If you put a 20% down payment of $146,400 and had a 30-year fixed mortgage with an interest rate of 6.24%, your estimated principal and interest payment would be $3,600 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $154K a year to afford the median home price in Holliston. Learn how much home you can afford with our Home Affordability Calculator.
How are the schools in Holliston, MA?
Holliston, MA has highly rated public and private schools. Some of the best schools in Holliston based on Niche Grades are Dover-Sherborn Regional High School, Hopkinton High School and Elmwood Elementary School. Browse all the schools in Holliston, MA to learn more.

Home Trends in Holliston, MA

On average, homes in Holliston, MA sell after 20 days on the market compared to the national average of 53 days. The median sale price for homes in Holliston, MA over the last 12 months is $730,500, up 5% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$730,500
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$670,000
Median 2 Bedroom Sale Price
$650,000
Median 1 Bedroom Sale Price
$223,450
Average Price Per Sq Ft
$359
Number of Homes for Sale
16
Last 12 months Home Sales
162
Months of Supply
1.20
Median List Price
$732,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
5%
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