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Newest Homes for Sale in Holliston, MA

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  • /29

    $599,900

    Open Sun 12PM - 2PM
    • 3 Beds
    • 1 Bath
    • 1,616 Sq Ft

    210 Chamberlain St, Holliston, MA 01746

    CHERISHED FAMILY HOME IN BRENTWOOD! Lovingly held by the same family since 1965, this classic Holliston property on Chamberlain Street offers a rare combination of long-held heritage, privacy and an extraordinary list of major brand-new improvements. Set on a near half-acre lot in one of the town's most established neighborhoods, this home is completely turn-key and ready for its next chapter to

    Erika Steele REMAX Executive Realty

    210 Chamberlain St, Holliston, MA 01746
  • /33

    $674,900

    Open Sat 12PM - 1:30PM
    • 4 Beds
    • 3 Baths
    • 2,182 Sq Ft

    68 Gregory Rd, Holliston, MA 01746

    Nestled in a desirable Holliston neighborhood, this spacious raised ranch is set on a private lot abutting conservation land. The bright and welcoming main level features cathedral ceilings, abundant natural light, hardwood floors, and a wood-burning fireplace. The sunny, white-cabinet kitchen offers direct access to a large deck overlooking the private backyard, built-in pool, and beautiful

    Faina Shapiro Berkshire Hathaway Home Services Commonwealth Real Estate

    68 Gregory Rd, Holliston, MA 01746
  • /34

    $715,000

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

    64 Marshall St, Holliston, MA 01746

    A touch of modern city but in the quiet suburbs. This 3-bedroom, 2 bath raised ranch offers both. Property is over 2 acres of privacy and quiet, with modern updates in the kitchen and baths. Upper level offers an open living room with fireplace, that leads into the dining area and kitchen. Take a moment sitting in the sun either on your deck off the kitchen or sunroom with skylights off the

    John Mansfield Berkshire Hathaway HomeServices Commonwealth Real Estate

    64 Marshall St, Holliston, MA 01746
  • /22

    $524,900

    • 3 Beds
    • 1 Bath
    • 864 Sq Ft

    131 Goulding St, Holliston, MA 01746

    Welcome to 131 Goulding Street, a three-bedroom ranch offering the ease and convenience of one-level living on a level .48-acre lot. The home features a spacious living area, three bedrooms, and a full bath, along with a kitchen offering granite countertops and a gas stove. Additional features include replacement windows, vinyl siding, town water, and a one-car garage. The level lot provides

    Hillary Corner Berkshire Hathaway HomeServices Commonwealth Real Estate

    131 Goulding St, Holliston, MA 01746
  • /40

    $785,000

    • 2 Beds
    • 2.5 Baths
    • 2,360 Sq Ft

    65 Brooksmont Dr Unit 15, Holliston, MA 01746

    This condominium, constructed in 2018, presents an attractive property with two bedroom suites, one on the main level and a second in the upper level. A great condition home, offering a total of 2360 square feet of sophisticated living space. On the upper level over one thousand square feet make up a suite of 3 rooms, on the first floor there are nearly fourteen hundred square feet dedicated to a

    John Vaillancourt MA Homes, LLC

    65 Brooksmont Dr Unit 15, Holliston, MA 01746
  • /28

    $599,900

    • 3 Beds
    • 1 Bath
    • 1,128 Sq Ft

    36 Regal St, Holliston, MA 01746

    Welcome to 36 Regal Street! This charming ranch offers comfortable single-level living in a desirable Holliston neighborhood, just moments from the Rail Trail. The bright and inviting living room features beautiful hardwood floors and a large bay window. The spacious kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a versatile bonus space perfect for a home

    Angela Zullo Lamacchia Realty, Inc.

    36 Regal St, Holliston, MA 01746
  • /42

    $680,000

    • 3 Beds
    • 2 Baths
    • 2,143 Sq Ft

    203 Turner Rd, Holliston, MA 01746

    Welcome home to 203 Turner Road — a beautifully maintained split-level tucked on a quiet, tree-lined street in one of Holliston's most desirable neighborhoods, prized for top-rated schools, New England charm, and easy access to Rte 495 and the Mass Pike. Enjoy nearby Lake Winthrop for swimming, boating, and lakeside strolls, plus Ashland State Park just minutes away for hiking, trails, and

    Amanda Nurse Gibson Sotheby's International Realty

    203 Turner Rd, Holliston, MA 01746
  • /16

    $425,000

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

    66 Lakeshore Dr, Holliston, MA 01746

    This cottage-style home offers genuine potential in a desirable setting near Lake Winthrop, Stoddard Park Beach, Patoma Park and recreational amenities. The home features two bedrooms, one full bathroom and approximately 1,060 square feet of living area in a practical single-level layout. Bring your ideas and explore the opportunity to personalize and improve the property. This property has been

    Carlos Feliciano Vylla Home

    66 Lakeshore Dr, Holliston, MA 01746
  • /42

    $1,174,900

    • 4 Beds
    • 3.5 Baths
    • 3,729 Sq Ft

    21 Foxwood Cove, Holliston, MA 01746

    Open House: Saturday & Sunday from 11 to 12:30 - Tucked at the end of a peaceful cul-de-sac on nearly an acre of beautifully wooded, professionally landscaped grounds, this immaculate Colonial Garrison is the definition of move-in-ready perfection. From the moment you arrive via the paver lined driveway, it's clear this home has been meticulously maintained and thoughtfully updated with a high

    Jeffrey Chubb Real Broker MA, LLC

    21 Foxwood Cove, Holliston, MA 01746
  • /27

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,077 Sq Ft

    621 Marshall St, Holliston, MA 01746

    Estate Sale: Discover the single-family home at 621 Marshall Street, offering the perfect blend of comfort, space, and privacy. Built in 1965, this spacious 2,077-square-foot home sits on an expansive 80,150-square-foot lot, creating your own private retreat. Enjoy summer days by the inground pool, unwind in the hot tub, or relax in the peaceful outdoor setting. This home provides three bedrooms,

    Victoria Aucoin Elite Realty Experts, LLC

    621 Marshall St, Holliston, MA 01746
  • /42

    $1,899,000

    • 4 Beds
    • 4.5 Baths
    • 4,587 Sq Ft

    30 Mill St, Holliston, MA 01746

    NEW CONSTRUCTION. Comfortable sophistication best describes this newly constructed home, located on a country road and situated on almost an acre of land. The open-concept first floor is ideal for family gatherings and entertaining, featuring an impressive kitchen with a large center island, with a quartz waterfall countertop, a wine cooler, and stainless steel appliances. The kitchen and dining

    Cindy Donati Century 21 Custom Home Realty

    30 Mill St, Holliston, MA 01746
  • /42

    $1,300,000

    • 5 Beds
    • 3.5 Baths
    • 4,969 Sq Ft

    25 Erin Way, Holliston, MA 01746

    Grand and glorious, this stately home is located in a double cul-de-sac neighborhood of refined homes, in a prime location on the Hopkinton line, close to Pinecrest golf course, Holliston High School, the Waseeka Wildlife Sanctuary (Audubon) and the commuter rail. Beautiful private setting abuts protected open space, with a gorgeous heated inground saltwater pool, cabana, large composite deck and

    Kathy Chisholm Realty Executives Boston West

    25 Erin Way, Holliston, MA 01746
  • /42

    $899,900

    $50K PRICE DROP
    • 6 Beds
    • 3.5 Baths
    • 3,466 Sq Ft

    865 Washington St, Holliston, MA 01746

    Gracious and stately, this sunny center entrance colonial offers a lovely updated main house plus two income generating apartments, making this a wonderful opportunity and investment. Located in the charming village of downtown Holliston, this home offers a coveted lifestyle of walking to schools, shops, cafes, playground, library, Upper Charles Rail Trail and Lake Winthrop. Updated kitchen

    Kathy Chisholm Realty Executives Boston West

    865 Washington St, Holliston, MA 01746
  • /10

    $799,990

    • 3 Beds
    • 2.5 Baths
    • 2,480 Sq Ft

    660 Mayflower Landing, Holliston, MA 01746

    Welcome to 660 Mayflower Landing, a beautifully maintained 2017-built colonial offering privacy and modern comfort on a secluded 0.73-acre lot at the edge of Fafard's Constitution Village in desirable Holliston, MA. Tucked away yet conveniently located just minutes from Route 16, this home provides easy access to commuting routes, shopping, and local amenities while feeling worlds apart in its

    Madlyn Fafard Fafard Real Estate

    660 Mayflower Landing, Holliston, MA 01746
  • /42

    $649,000

    • 3 Beds
    • 2 Baths
    • 2,089 Sq Ft

    58 Wedgewood Dr, Holliston, MA 01746

    Discover a refined lifestyle at 58 Wedgewood, a thoughtfully designed single-family residence in Holliston, MA.on a cul de sac and a great location to garden. This home offers a harmonious blend of classic charm and comfortable living, set within an expansive 19602 square foot lot. The three bedrooms provide versatile spaces for rest and personal retreat. The primary bedroom has an ensuite

    Agent Photo

    Pat Baker

    Realty Executives Boston West

    58 Wedgewood Dr, Holliston, MA 01746
  • /29

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 1,812 Sq Ft

    53 Louis St, Holliston, MA 01746

    New Construction! Perfectly sized single-family home completed in 2026, offering 1813 square feet of meticulously designed living space, gleaming hardwood floors throughout. Upon entrance you will be greeted with an open floor of spacious luxury living room, cozy electric fireplace that flows into an open quartz filled kitchen, waterfall island, convenient pantry, spacious dining area, half bath

    Marianna Da Silva Media Realty Group Inc.

    53 Louis St, Holliston, MA 01746
  • /27

    $1,075,000

    $24K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,568 Sq Ft

    14 Millstone Dr, Sherborn, MA 01770

    Move right into this freshly painted townhouse in Sherborn's desirable Meadows Edge at Whitney Farm. A sought-after first-floor primary suite, soaring ceilings, abundant natural light, and skylights throughout the home create an inviting atmosphere. The open-concept layout offers seamless flow between the kitchen, dining area, and fireplaced living room, ideal for everyday living and

    Team Coyle Compass

    14 Millstone Dr, Sherborn, MA 01770
  • /42

    $1,795,000

    $80K PRICE DROP
    • 5 Beds
    • 6 Baths
    • 7,165 Sq Ft

    16 Kingsbury Dr, Holliston, MA 01746

    Nestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates including exterior painting, composite deck, new carpeting on upper and lower levels, and five new A/C condensers, offering exceptional living indoors and out. A two-story foyer with mahogany inlaid flooring sets the tone as you enter. Main level features elegant living and dining rooms, a great room with

    Melissa Kaspern REMAX Executive Realty

    16 Kingsbury Dr, Holliston, MA 01746
  • /41

    $1,199,000

    $250K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 4,500 Sq Ft

    1172 Washington St, Holliston, MA 01746

    Come check out the price change. Elegance, sophistication and modernity have a specific address. This beautiful property is ready to move in. Open-concept main level offers abundant natural light. The kitchen features white cabinetry, double edge island, and quartz countertops, opening to spacious living and dining area. The slider door goes to a deck and a private patio for gathering and

    Soraia Aguiar Campos Mega Realty Services

    1172 Washington St, Holliston, MA 01746
  • /25

    $469,900

    $53K PRICE DROP Pre-Foreclosure
    • 2 Beds
    • 2 Baths
    • 1,224 Sq Ft

    251 Trailside Way, Ashland, MA 01721

    Welcome to Spyglass Hill! Discover the perfect blend of comfort and style in this charming townhouse condo. As you enter inside, you'll be greeted by the warm glow of hardwood floors that flow seamlessly throughout the home. The bright and sunny open-concept kitchen, living, and dining area boasts vaulted ceilings and recessed lighting. The kitchen features stainless steel appliances and a

    Darlene & Company Lamacchia Realty, Inc.

    251 Trailside Way, Ashland, MA 01721
  • /38

    $1,349,000

    $100K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 4,035 Sq Ft

    120 Mohawk Path, Holliston, MA 01746

    Step into 120 Mohawk Path in Holliston, a charming and versatile home in a peaceful, highly desirable neighborhood offering comfort, privacy, and convenience. This inviting residence features a bright, functional layout with spacious living areas designed for everyday living and entertaining. The kitchen offers ample cabinetry and workspace, opening to comfortable dining and living areas filled

    Agent Photo

    Sharada Kunam

    Foemmel Fine Homes

    120 Mohawk Path, Holliston, MA 01746
  • /41

    $1,189,900

    $100K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 3,330 Sq Ft

    1 Sterling Dr, Hopkinton, MA 01748

    Major Price reduction! 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

    Kathleen Dragin REMAX Executive Realty

    1 Sterling Dr, Hopkinton, MA 01748
  • /42

    $1,250,000

    $75K PRICE DROP
    • 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
  • /34

    $725,000

    $25K PRICE DROP
    • 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
  • /42

    $850,000

    $50K PRICE DROP
    • 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
  • /41

    $459,900

    $30K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,316 Sq Ft

    146 Mountain Gate Rd, Ashland, MA 01721

    Charming 2 bed, 1.5 bath townhouse in Ashland with attached garage. Beautifully renovated throughout, this home offers a functional layout with modern finishes and thoughtful upgrades. Updated kitchen features stainless steel appliances and a stylish backsplash, flowing into a dedicated dining area. Bathrooms have been tastefully redone with LED mirrors, a double vanity, and a glass-enclosed

    Raquel Franco Capital Real Estate Group LLC

    146 Mountain Gate Rd, Ashland, MA 01721
  • /2

    $1,450,000

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

    7 Adams Ln Unit 7, Sherborn, MA 01770

    Luxury Living! Welcome to Meadow's Edge at Whitney Farms in Sherborn where new build dreams come true. Enjoy 4 beds, 3.5 baths and 2,900 sq feet of pure perfection. Enter to an open floor plan featuring a state of the art chef's kitchen, a first floor (or second floor you choose!) primary suite, and a great room with dramatic ceilings. Including a 2 car garage, a front porch, and a spacious back

    Bell Property Partners Compass

    7 Adams Ln Unit 7, Sherborn, MA 01770
  • /35

    $1,399,000

    $100K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    9 Adams Ln Unit 9, Sherborn, MA 01770

    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 cabinetry, striking tile backsplash, smart faucet, and all-new appliances. The kind of space

    Christine Norcross William Raveis R.E. & Home Services

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

    $1,399,000

    $51K PRICE DROP
    • 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
  • /42

    $2,375,000

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

    LOT 8 Pond View, Holliston, MA 01746

    ** MOVE - IN READY ** NEW CONSTRUCTION ** Stunning Modern Farmhouse Colonial @ Prestigious "The Homes at Pond View" Holliston, Massachusetts with 11 ROOMS ~ 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 ~ 10 Feet Iron

    Francis Vazza Four Season Homes, Llc

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

    $2,300,000

    $150K 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
  • /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
  • /5

    $1,399,000

    $51K PRICE DROP
    • 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

Frequently Asked Questions

What is the average home price in Holliston, MA?
Homes for sale in Holliston, MA have an average home price of $845,734.
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 is the average household income in Holliston, MA?
The average household income in Holliston, MA is $175K.
What are the most popular zip codes in Holliston, MA?
The most popular zip codes in Holliston, MA include 01746, 01748, 01770, 02054 and 02053.
How much do you need to make to afford a house in Holliston?
The median home price in Holliston is $732,450. If you put a 20% down payment of $146,500 and had a 30-year fixed mortgage with an interest rate of 6.65%, your estimated principal and interest payment would be $3,760 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $161K a year to afford the median home price in Holliston. Learn how much home you can afford with our Home Affordability Calculator. The average household income in Holliston is $175K.
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 Sparhawk Academy. Browse all the schools in Holliston, MA to learn more.

Home Price Trends

Median Sale Price
$730,000
Median Single Family Sale Price
$745,000
Median Townhouse Sale Price
$712,500
Median 2 Bedroom Sale Price
$673,750
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$364
Number of Homes for Sale
23
Last 12 months Home Sales
162
Months of Supply
1.70
Median List Price
$732,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
1%
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