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Holliston, MA Homes for Sale with Acreage

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  • 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 Open Sun 1PM - 3PM

    • 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
  • 625 Norfolk St, Holliston, MA 01746
    625 Norfolk St, Holliston, MA 01746
    625 Norfolk St, Holliston, MA 01746
    /35

    $699,000

    • 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
  • 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
  • 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
  • 30 Powderhorn Ln, Holliston, MA 01746
    30 Powderhorn Ln, Holliston, MA 01746
    30 Powderhorn Ln, Holliston, MA 01746
    /38

    $800,000 Open Sun 2PM - 3PM

    • 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
  • 45 Wendy Ln, Holliston, MA 01746
    45 Wendy Ln, Holliston, MA 01746
    45 Wendy Ln, 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
  • 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
  • LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    /6

    $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 &

    Francis Vazza Four Season Homes, Llc

    LOT 8 Pond View, Holliston, MA 01746
Massachusetts Middlesex County Holliston

Homes for Sale with Acreage in Holliston, MA

Home Trends in Holliston, MA

On average, homes in Holliston, MA sell after 21 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 $729,000, up 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$729,000
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
$357
Number of Homes for Sale
20
Last 12 months Home Sales
163
Months of Supply
1.50
Median List Price
$729,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
How to Buy a Home How to Finance a Home How to Sell a Home

In Holliston, there are currently 8 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Holliston, MA offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Holliston and discover the potential and freedom that comes with owning your own piece of property.

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