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Holliston, MA Homes for Sale

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  • 99 Goulding St, Holliston, MA 01746
    99 Goulding St, Holliston, MA 01746
    99 Goulding St, Holliston, MA 01746
    /34

    $650,000

    • 3 Beds
    • 2.5 Baths
    • 1,624 Sq Ft

    99 Goulding St, Holliston, MA 01746

    Welcome home to this beautifully maintained split-level residence set on a lush, landscaped half-acre! Inside discover a bright and airy living room featuring a charming bay window, gleaming hardwood floors & an effortless flow into the dining area, where sliders open to a spacious composite deck overlooking a fully fenced backyard—perfect for relaxing entertaining. The updated kitchen impresses

    Agent Photo

    Kip LeBaron

    Lamacchia Realty, Inc.

    (508) 306-8326

    99 Goulding 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
  • 147 N Mill St, Holliston, MA 01746
    147 N Mill St, Holliston, MA 01746
    147 N Mill St, Holliston, MA 01746
    /24

    $875,000

    • Land
    • 1 Acre
    • $875,000 per Acre

    147 N Mill St, Holliston, MA 01746

    A rare opportunity to build your dream home on a picturesque one-acre lot, already featuring a recently constructed 1,675 sq. ft. two-car garage with a spacious loft and a heated half bath. Enjoy serene views of a neighboring pond and a beautiful pastoral landscape, offering both privacy and charm. This scenic setting is perfectly balanced with convenience, located close to town and near the

    Emerald Jalinous RE/MAX Liberty

    147 N Mill St, Holliston, MA 01746
  • LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    LOT 8 Pond View, Holliston, MA 01746
    /20

    $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 ** FINAL SELECTIONS AVAILABLE ** 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 ~ This Estate is a True Gem ... Custom White Cabinetry ~ En Suite 1st Floor Bedroom w/ Full

    Francis Vazza Four Season Homes, Llc

    LOT 8 Pond View, Holliston, MA 01746
  • 14 Fiske Pond Rd, Holliston, MA 01746
    14 Fiske Pond Rd, Holliston, MA 01746
    14 Fiske Pond Rd, Holliston, MA 01746
    /37

    $2,450,000

    • 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
  • 59 Brooksmont Dr Unit 59, Holliston, MA 01746
    59 Brooksmont Dr Unit 59, Holliston, MA 01746
    59 Brooksmont Dr Unit 59, Holliston, MA 01746
    /41

    $724,900

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

    59 Brooksmont Dr Unit 59, Holliston, MA 01746

    Exceptional two-story end unit in Brooksmont of Holliston, a premier 55+ Active Adult Community. This well-maintained Sorrento model offers an open floor plan with hardwood floors, soaring ceilings, and a marble-surround gas fireplace. A slider opens to a private composite deck with tranquil wooded views. The kitchen features custom cabinetry with under-cabinet lighting, granite countertops,

    Natalia Marchenkov Homes-R-Us Realty of MA, Inc.

    59 Brooksmont Dr Unit 59, Holliston, MA 01746
  • 429 South St, Holliston, MA 01746
    429 South St, Holliston, MA 01746
    429 South St, Holliston, MA 01746
    /39

    $599,900

    • 3 Beds
    • 1 Bath
    • 1,374 Sq Ft

    429 South St, Holliston, MA 01746

    Charming Holliston Colonial offering classic New England character with surprising space and modern updates. Deceptively spacious, this home blends character and functionality in all the right ways. Wide pine floors, custom built-ins, period-appropriate updated lighting, and fresh interior paint create a warm, timeless feel throughout. With 3 bedrooms, 1 bathroom, dining room, dedicated home

    Tina Haynes Simplify Home Realty, LLC

    429 South St, Holliston, MA 01746
  • 20 Glacier Way Unit 20, Holliston, MA 01746
    20 Glacier Way Unit 20, Holliston, MA 01746
    20 Glacier Way Unit 20, Holliston, MA 01746
    /36

    $685,000

    • 2 Beds
    • 2.5 Baths
    • 2,084 Sq Ft

    20 Glacier Way Unit 20, Holliston, MA 01746

    This lovely 55+ townhouse in Balancing Rock Village is ready for a new owner. Welcoming eat-in kitchen with granite counters, newer refrigerator and stove, pantry and breakfast bar open to vaulted ceiling living room with gas fireplace and slider out to fantastic wood deck. Separate formal dining room at front of the unit and hardwood floors through much of main level. First floor primary en

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    20 Glacier Way Unit 20, Holliston, MA 01746
  • 35 Peter St, Holliston, MA 01746
    35 Peter St, Holliston, MA 01746
    35 Peter St, Holliston, MA 01746
    /38

    $1,060,000

    • 4 Beds
    • 2.5 Baths
    • 3,224 Sq Ft

    35 Peter St, Holliston, MA 01746

    Welcome to 35 Peter St, a home that exudes warmth and elegance. The living room is graced with a cozy fireplace, perfect for chilly evenings. The kitchen is a chef's dream, boasting a functional island, an accent backsplash, and stainless steel appliances. The primary bedroom is a sanctuary with a spacious walk-in closet. The primary bathroom is a spa-like retreat featuring a separate tub and

    DANIEL BEIRNE OpenDoor Brokerage LLC

    35 Peter St, Holliston, MA 01746
  • 44 Baker St, Holliston, MA 01746
    44 Baker St, Holliston, MA 01746
    44 Baker St, Holliston, MA 01746
    /32

    $650,000

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft

    44 Baker St, Holliston, MA 01746

    You must see this amazingly charming Antique Cape in East Holliston! Gorgeous, eat-in kitchen with Corian counter, large breakfast bar, ss appliances, pantry w/ convenient washer/dryer, & cozy pellet stove open to dining table & family room. Beautifully refinished wood floors throughout much of the home. First floor living room, fantastic full bath with laminate floor & heated towel bar as well

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    44 Baker St, Holliston, MA 01746
  • 13 Karen Cir, Holliston, MA 01746
    13 Karen Cir, Holliston, MA 01746
    13 Karen Cir, Holliston, MA 01746
    /38

    $600,000

    • 3 Beds
    • 1 Bath
    • 2,200 Sq Ft

    13 Karen Cir, Holliston, MA 01746

    Welcome to this beautifully renovated raised ranch in the heart of Holliston, MA! This charming single-family home offers over 1,500 square feet of comfortable living space, featuring 3 spacious bedrooms and 1 full bathroom. The newly updated interior includes a bright and airy layout with large windows that flood the home with natural light. The modern kitchen boasts sleek stainless steel

    Kyle Seyboth

    13 Karen Cir, Holliston, MA 01746
  • Lot 2 Hanlon Rd, Holliston, MA 01746
    Lot 2 Hanlon Rd, Holliston, MA 01746
    Lot 2 Hanlon Rd, Holliston, MA 01746
    /4

    $400,000

    • Land
    • 4.08 Acres
    • $98,039 per 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 to.

    Katie McBride REMAX Executive Realty

    Lot 2 Hanlon Rd, Holliston, MA 01746
  • 26 Mechanic St, Holliston, MA 01746
    26 Mechanic St, Holliston, MA 01746
    26 Mechanic St, Holliston, MA 01746
    /28

    $525,000

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    26 Mechanic St, Holliston, MA 01746

    Attention contractors, cash buyers and end users with alternative loan programs - this is the house for you! Welcome to a wonderful antique located in the heart of downtown Holliston. Gorgeous hardwood floors throughout, wonderful antique style in the original part of the house and amazing two story addition from 2003 including an updated, open floor plan kitchen and dining room as well as

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    26 Mechanic St, Holliston, MA 01746
  • 66 Lakeshore Dr, Holliston, MA 01746
    66 Lakeshore Dr, Holliston, MA 01746
    66 Lakeshore Dr, 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
  • 9 Adams Ln Unit 9, Sherborn, MA 01770
    9 Adams Ln Unit 9, Sherborn, MA 01770
    9 Adams Ln Unit 9, Sherborn, MA 01770
    /26

    $1,499,000

    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    9 Adams Ln Unit 9, Sherborn, MA 01770

    Stunning new construction offering exceptional style and functionality. The open-concept layout showcases a chef’s kitchen with high-end appliances, center island, and premium finishes. A mudroom with built-in bench adds everyday convenience. Soaring ceilings and abundant natural light enhance the spacious feel. The main level includes a luxurious primary suite with walk-in closet, private bath,

    Christine Norcross William Raveis R.E. & Home Services

    9 Adams Ln Unit 9, Sherborn, MA 01770
  • 1 Adams Ln Unit 1, Sherborn, MA 01770
    1 Adams Ln Unit 1, Sherborn, MA 01770
    1 Adams Ln Unit 1, Sherborn, MA 01770
    /5

    $1,450,000

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

    1 Adams Ln Unit 1, Sherborn, MA 01770

    New Construction to be built. (Photos are illustrative to be built) This luxurious free-standing home offers the rare opportunity to select your own finishes. Meadows Edge at Whitney Farm is a distinctive community comprising both free-standing and attached luxury homes, nestled on 30 acres of serene conservation and meadow lands. Each meticulously crafted home boasts open floor plans, hardwood

    Christine Norcross William Raveis R.E. & Home Services

    1 Adams Ln Unit 1, Sherborn, MA 01770
  • 86 Glen Ellen Blvd Unit 86, Millis, MA 02054
    86 Glen Ellen Blvd Unit 86, Millis, MA 02054
    86 Glen Ellen Blvd Unit 86, Millis, MA 02054
    /35

    $1,249,900

    • 3 Beds
    • 3 Baths
    • 3,060 Sq Ft

    86 Glen Ellen Blvd Unit 86, Millis, MA 02054

    Located in Regency at Glen Ellen, a 55+ active adult community, this detached luxury home boasts high end finishes throughout. Features 3 bedrooms and 3 full baths, open-concept living, and a chef’s kitchen with luxury appliances. Gorgeous first floor office, laundry room, upper-level loft, and bonus room. Large windows and ceilings fill the home with natural light. Central kitchen showcases a

    Christopher Gallo Flip and Hold Realty LLC

    86 Glen Ellen Blvd Unit 86, Millis, MA 02054
Massachusetts Middlesex County Holliston

Real Estate & Homes for Sale in Holliston, MA

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.

Learn more about living in Holliston

Frequently Asked Questions

What is the average home price in Holliston, MA?
Homes for sale in Holliston, MA have an average home price of $783,915.
Are home prices dropping in Holliston?
Yes, home prices in Holliston are down 1% in the last 12 months.
How many homes have sold over the last 12 months in Holliston, MA?
169 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, 01721 and 01770.
How much do you need to make to afford a house in Holliston?
The median home price in Holliston is $709,450. If you put a 20% down payment of $141,900 and had a 30-year fixed mortgage with an interest rate of 6.22%, your estimated principal and interest payment would be $3,480 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $149K 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 Sparhawk Academy. Browse all the schools in Holliston, MA to learn more.

Home Trends in Holliston, MA

On average, homes in Holliston, MA sell after 22 days on the market compared to the national average of 55 days. The median sale price for homes in Holliston, MA over the last 12 months is $725,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$725,000
Median Single Family Sale Price
$732,500
Median Townhouse Sale Price
$694,950
Median 2 Bedroom Sale Price
$675,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$359
Number of Homes for Sale
11
Last 12 months Home Sales
169
Months of Supply
0.80
Median List Price
$709,450
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home

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