20

Holliston, MA Houses for Sale

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  • /39

    $1,075,000

    • 4 Beds
    • 2.5 Baths
    • 3,035 Sq Ft

    215 Rolling Meadow Dr, Holliston, MA 01746

    Beautiful 4-bedroom, 2.5-bath Colonial on a private half-acre lot in the highly sought-after Preserve neighborhood w/ walk-to-lake access! This move-in ready home features a stunning granite kitchen w/ oversized island seating for 8, opening to a vaulted family room w/ a dramatic floor-to-ceiling stone fireplace. Hardwood floors run throughout, complemented by updated granite baths, convenient

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    215 Rolling Meadow Dr, Holliston, MA 01746
  • /42

    $1,499,000

    • 4 Beds
    • 4 Baths
    • 3,852 Sq Ft

    85 Old Cart Path, Holliston, MA 01746

    Sophisticated luxury living in one of Holliston’s most desirable neighborhoods. This beautifully upgraded 2018 Colonial blends timeless design, flexible living, and modern efficiency. Features include hardwood flooring, crown molding, coffered ceilings, dual fireplaces, and a sun-filled open floor plan ideal for entertaining. The chef’s kitchen offers upgraded cabinetry, quartz countertops,

    Vijaya Yelchuru StartPoint Realty

    85 Old Cart Path, Holliston, MA 01746
  • /42

    $1,325,000

    • 4 Beds
    • 5 Baths
    • 4,613 Sq Ft

    10 Timber Ledge Dr, Holliston, MA 01746

    Sited at the end of a lovely cul-de-sac, enveloped by nature and conservation, offering complete privacy, this gracious home is tucked into a private neighborhood of exclusive homes. Sunny, two-story foyer with marble flooring; 10' ceilings on 1st floor; lovely living room with HW floors; dramatic two story family room with a floor to ceiling fireplace, custom built-ins and back staircase; skylit

    Kathy Chisholm Realty Executives Boston West

    10 Timber Ledge Dr, Holliston, MA 01746
  • /42

    $1,199,000

    • 5 Beds
    • 4 Baths
    • 3,686 Sq Ft

    243 Oak St, Holliston, MA 01746

    You won't see another home like it. Nestled on 13 private acres with frontage on two roads, this extraordinary 3,600 square foot geodesic dome offers a truly rare opportunity to own one of the area’s most distinctive homes. Surrounded by nature and set far back from the road, the property provides exceptional privacy and a peaceful setting while still offering convenient access to nearby

    David Pedro Century 21 Limitless

    243 Oak St, Holliston, MA 01746
  • /42

    $1,010,000

    $20K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,915 Sq Ft

    35 Peter St, Holliston, MA 01746

    Stately 4-bedroom, 2.5-bath Colonial set on nearly 3 acres in sought-after Holliston. A grand foyer welcomes you with a beautiful staircase and sets the tone for this impressive home. The stunning chef’s kitchen features an island, granite countertops, stainless steel appliances, pantry, and recessed lighting, with a slider leading to a covered screened porch overlooking the expansive grounds and

    Kimberly McLaine Lamacchia Realty, Inc.

    35 Peter St, Holliston, MA 01746
  • /26

    $1,479,000

    $20K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    9 Adams Ln Unit 9, Sherborn, MA 01770

    SPECIAL seller offering up to 1% of loan amount & 1 year HOA fee PAID. SOLAR JUST INSTALLED! Step inside and feel the difference. Everything here is fresh, new, and thoughtfully designed. This light and bright garden-style condo has been completely upgraded with no expense spared, creating a space that feels modern, inviting, & move-in ready. The brand-new kitchen sets the tone with its sleek

    Christine Norcross William Raveis R.E. & Home Services

    9 Adams Ln Unit 9, Sherborn, MA 01770
  • /5

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    1 Adams Ln Unit 1, Sherborn, MA 01770

    Ask about owner financing. New construction (photos illustrative; home to be built) Meadows Edge at Whitney Farm, a distinctive 30-acre community offering maintenance-free living surrounded by conservation land and scenic meadows. This luxurious free-standing home blends the privacy of a single-family residence with the ease of HOA living and the rare opportunity to select your own finishes.

    Christine Norcross William Raveis R.E. & Home Services

    1 Adams Ln Unit 1, Sherborn, MA 01770
  • /39

    $1,289,900

    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft

    1 Sterling Dr, Hopkinton, MA 01748

    Situated in one of Hopkinton's most sought after neighborhoods this private lot is professionally landscaped with stone walls and beautifully wooded! Included on the first floor is a formal Dining Room, a large Living Room with bay window and french doors, FR, Kitchen and private Office. Hardwood floors are thru-out in LR, DR, foyer,stairs, Kitchen and FR. The expansive kitchen includes stunning

    Kathleen Dragin REMAX Executive Realty

    1 Sterling Dr, Hopkinton, MA 01748
  • /40

    $939,900

    $35K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,704 Sq Ft

    15 Bullard St, Holliston, MA 01746

    Set on 3.5 private acres on a scenic road, this beautiful 4–5 BR colonial offers privacy, flexibility & room to breathe, close enough for work and life, yet far enough to enjoy & slow down. Competitively priced with opportunity to bring your own style, vision, and design ideas to make it truly your own. Owned solar panels produce essentially 100% of electrical needs, including EV charging.

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    15 Bullard St, Holliston, MA 01746
  • /42

    $1,895,000

    • 5 Beds
    • 4.5 Baths
    • 4,760 Sq Ft

    39 Summit Pointe Dr, Holliston, MA 01746

    Set within one of Holliston’s most desirable neighborhoods, this exceptional custom Colonial offers 4,760 sq ft of upscale design & architectural detail throughout. Sun filled white kitchen w/ quartz countertops, oversized island, pantry & spacious dining area w/ sliders leading to deck overlooking the private backyard. Stunning LR w/ coffered ceiling, fireplace & dramatic wall of windows. Glass

    Marisol Franco Coldwell Banker Realty - Western MA

    39 Summit Pointe Dr, Holliston, MA 01746
  • /33

    $2,375,000

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

    LOT 8 Pond View, Holliston, MA 01746

    ** UNDER CONSTRUCTION ** NEARING COMPLETION ** Stunning Modern Farmhouse Colonial at Prestigious "The Homes at Pond View" 5 BEDROOMS ~ 4 1/2 BATHROOMS ~ 3 CARS GARAGES ~ PRIVATE 3.62 BREATHTAKING ACRES w/ NO CONSERVATION LAND ~ NATURAL GAS HEATING & COOKING ~ TOWN WATER ~ Custom White & Glass Cabinetry ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ Hardwoods Thru Out ~ Coffered & Tray &

    Francis Vazza Four Season Homes, Llc

    LOT 8 Pond View, Holliston, MA 01746
  • /30

    $2,350,000

    $100K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 5,740 Sq Ft

    14 Fiske Pond Rd, Holliston, MA 01746

    Welcome to 14 Fiske Pond Road! A dream home built w/the most unparalleled attention to detail, millwork & craftsmanship. The 5BR, 5BA house will appeal to today's modern families, multi-generational families, down sizers, & empty-nesters w/1st & 2nd floor primary options. The 1st floor open concept is the heart of the home w/soaring ceilings & natural light pouring in.The kitchen has SS high end

    The Lara & Chelsea Collaborative Coldwell Banker Realty - Wellesley

    14 Fiske Pond Rd, Holliston, MA 01746
  • /42

    $950,000

    • 4 Beds
    • 2.5 Baths
    • 2,449 Sq Ft

    157 Rolling Meadow Dr, Holliston, MA 01746

    This beautifully refreshed 4-bedroom, 2.5-bath Colonial blends timeless charm with tasteful modern updates throughout. Fresh interior paint enhances the bright and welcoming atmosphere, while the sun-filled first floor showcases gleaming hardwood flooring and durable tile in the kitchen for both style and easy maintenance. Spacious living and dining areas create an ideal flow for comfortable

    Janet Childs Century 21 Custom Home Realty

    157 Rolling Meadow Dr, Holliston, MA 01746
  • /28

    $725,000

    • 4 Beds
    • 2 Baths
    • 1,828 Sq Ft

    125 Hemlock Dr, Holliston, MA 01746

    Tucked on a quiet cul-de-sac, this beautifully updated 4-bed, 2-bath Cape blends timeless charm with refined comfort & a sun-filled interior. Hardwood floors span much of the main levels & the kitchen showcases LVT floor, granite countertops & newer appliances. Custom closet systems in the bedrooms provide elevated, organized storage. The finished basement offers exceptional additional living

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    125 Hemlock Dr, Holliston, MA 01746
  • /34

    $750,000

    Open Thu 5PM - 6:30PM
    • 3 Beds
    • 2.5 Baths
    • 1,936 Sq Ft

    228 Norfolk St Unit 228, Holliston, MA 01746

    Effortless living in this like-new 3BR 2.5BA, attached single family, set on a picturesque, level lot. Open-concept main level offers abundant natural light and a warm, inviting flow ideal for everyday living and entertaining. The kitchen features white cabinetry, center island, and granite countertops, opening to spacious living and dining areas. Upstairs includes three large bedrooms, two full

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    228 Norfolk St Unit 228, Holliston, MA 01746
  • /39

    $619,900

    • 3 Beds
    • 1.5 Baths
    • 1,102 Sq Ft

    1 Fisher St, Holliston, MA 01746

    Stunning Georgian split entry home. Inside you're greeted with bright HW floors and an open concept LR/DR to Kitchen. Kitchen has been tastefully remodeled w/white cabinetry,tiled floor,sink,New appliances and corian countertops. Off the kitchen is the Oversized deck, great for weekend get togethers or evening dinners. Back in and down the hall there is a coat closet/utility storage and 3

    Meeghan Ford Berkshire Hathaway HomeServices Commonwealth Real Estate

    1 Fisher St, Holliston, MA 01746
  • /42

    $900,000

    • 3 Beds
    • 3.5 Baths
    • 2,600 Sq Ft

    615 Norfolk St, Holliston, MA 01746

    Welcome to your completely furnished brand new home, just one short year from new and endless upgrades make this a home not to be missed with no condo fees or HOAs !! The moment you walk into the open living room and dining area with a truly gourmet kitchen and upgraded stainless steel appliances you will realize you are home. The second floor features three bedrooms each with a private or

    Graham Pettengill ERA Key Realty Services- Fram

    615 Norfolk St, Holliston, MA 01746
  • /39

    $865,000

    • 3 Beds
    • 2 Baths
    • 2,228 Sq Ft

    65 Briarcliff Ln, Holliston, MA 01746

    This stunning contemporary home at 65 Briarcliff Lane offers the perfect blend of style, comfort, and flow. Featuring 3 spacious bedrooms and 2 renovated full bathrooms, this beautifully maintained property showcases gleaming hardwood floors throughout and an inviting open concept designed for modern living. The updated kitchen is a true centerpiece, offering beautiful finishes, custom cabinetry,

    Peter Edwards Hayden Rowe Properties

    65 Briarcliff Ln, Holliston, MA 01746
  • /3

    $420,000

    • 2 Beds
    • 1 Bath
    • 1,060 Sq Ft

    66 Lakeshore Dr, Holliston, MA 01746

    Property is available for online auction only. See Realty Bid for property, auction, showing & bidding information.

    Brian Brockman Bang Realty

    66 Lakeshore Dr, Holliston, MA 01746
  • /33

    $599,900

    • 3 Beds
    • 1 Bath
    • 1,403 Sq Ft

    232 Prospect St, Ashland, MA 01721

    Welcome Home to this Warm and Charming 3 Bedroom Cape! You will Love the Open Floor Plan on the First Floor! Hardwood Floors, C/T Bath, First Floor Bedroom, Amazing Kitchen with Kitchen Island, Eating Area, Plethora of Cabinets, Gas Cooking, Fireplaced Den, Living Room for Entertaining, Two Screened Porches to enjoy the Warm Weather! Second Floor with Two Bedrooms, and Full Basement. Many Newer

    Nancy Flynn Realty ONE Group Suburban Lifestyle

    232 Prospect St, Ashland, MA 01721

Why Live in Holliston

Holliston, MA, is a small Boston suburb located 23 miles southwest of Downtown Boston, known for its highly rated school system and diverse housing options. The town features classic New England architecture, including antique colonials, Cape Cods, ranch styles, and new constructions, often situated on spacious lots. Holliston Public Schools, including Fred Miller Elementary, Robert Adams Middle, and Holliston High School, are well-regarded, offering a variety of extracurricular activities and a Montessori program. The downtown area along Central and Washington Streets is home to popular local businesses like Casey’s Pub, Coffee Haven, and Holliston Superette, fostering a strong sense of community. Residents enjoy numerous things to do, such as events organized by the Holliston Newcomers & Neighbors Club, steam engine train rides with the Waushakum Live Steamers, and seasonal farmers markets at Blair Square. Outdoor enthusiasts can explore Lake Winthrop, the Upper Charles Rail Trail, and Brentwood Conservation Land. Holliston has a lower crime risk compared to the national average. For transportation, the closest commuter rail is 6 miles north in Ashland, and Boston Logan International Airport is about 32 miles away. The town's proximity to Interstate 495 and Interstate 90 provides convenient access to Boston and other areas.

Home Trends in Holliston, MA

Housing Trends

Median Sale Price
$728,000
Median Single Family Sale Price
$750,000
Median Townhouse Sale Price
$715,000
Median 2 Bedroom Sale Price
$660,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$363
Number of Homes for Sale
19
Last 12 months Home Sales
164
Months of Supply
1.40
Median List Price
$732,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
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