6,117

Middlesex, MA Homes

Section Image
    • /26

      Est $522,360 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 888 Sq Ft

      76 Regal St, Holliston, MA 01746

      76 Regal St, Holliston, MA 01746
  • /3

    $2,150,000 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 SO CALL OFFICE FOR INFO & WALK THROUGH ** 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
  • /29

    $860,000 Sold Jul 01, 2025

    • 2,790 Sq Ft
    • $308/SF
    • 16 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1990

    20 Powderhorn Ln, Holliston, MA 01746

    Welcome to this beautifully maintained hip roof center-entrance Colonial, ideally situated on a quiet cul-de-sac. This home truly checks all the boxes and is move-in ready for its next owners. Step into a spacious foyer that flows seamlessly to the bright, updated eat in kitchen w/ custom navy blue and white cabinetry, quartz countertops, and large pantry. From the kitchen, step out onto the deck

    Melissa Kaspern RE/MAX Executive Realty

    20 Powderhorn Ln, Holliston, MA 01746
    • /41

      Est $700,340 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,652 Sq Ft

      77 Regal St, Holliston, MA 01746

      77 Regal St, Holliston, MA 01746
  • /42

    $599,999 Pending

    • 3 Beds
    • 2 Baths
    • 1,241 Sq Ft

    46 Regal St, Holliston, MA 01746

    Nestled on a quiet street in Holliston this inviting home is turn key and move in ready. Enter and take notice of the beautiful hardwood flooring throughtout the entire home. The heart of this home resides in its meticulously designed eat in kitchen, where stone countertops meet shaker cabinets adorned with crown molding, a complementary backsplash and stainless steel appliances. In the living

    Ritucci & Swift - Your Home Team Realty Executives Boston West

    46 Regal St, Holliston, MA 01746
  • /42

    $1,200,000 Sold Jul 01, 2025

    • 3,316 Sq Ft
    • $362/SF
    • 6 Days On Market
    • 4 Beds
    • 4 Baths
    • Built 2015

    91 Mohawk Path, Holliston, MA 01746

    Stunning 4 Bed, 4 Bath Colonial in the desirable Highlands of Holliston community! This 10-year-young home offers the perfect blend of modern energy-efficient solar panels and timeless charm. Designed with entertaining in mind, the spacious open floor plan features the main living room with a gas fireplace and built-ins, sitting area with a waterfall, a cozy breakfast nook with a second

    Kevin Eosco Today Real Estate, Inc.

    91 Mohawk Path, Holliston, MA 01746
    • /35

      Est $623,841 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,272 Sq Ft

      61 Norland St, Holliston, MA 01746

      61 Norland St, Holliston, MA 01746
  • /41

    $750,000 Pending

    • 4 Beds
    • 2 Baths
    • 1,911 Sq Ft

    86 Christopher Rd, Holliston, MA 01746

    Situated at the end of a quiet cul-de-sac with direct access to the Upper Charles Rail Trail and Hopping Brook, this recently expanded and renovated home is ready for its lucky new owners! Outdoor enthusiasts and nature lovers will enjoy a private sanctuary nestled in a neighborhood setting, with park-like grounds steps from the trail and water views. The home boasts a 36x16’ addition with garage

    Kathy Murray Coldwell Banker Realty - Westwood

    86 Christopher Rd, Holliston, MA 01746
  • /23

    $675,000 Sold Jul 01, 2025

    • 2,140 Sq Ft
    • $315/SF
    • 6 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1965

    138 Holly Ln, Holliston, MA 01746

    This approximately 1,500 square foot ranch-style home features four bedrooms and two and a half bathrooms. The main level showcases hardwood floors throughout, with a recently updated kitchen. The living area includes two fireplaces, providing a cozy ambiance. The finished lower level offers additional living space, perfect for a variety of uses. The exterior of the home boasts a deck and an

    Michael Ford Coldwell Banker Realty - Framingham

    138 Holly Ln, Holliston, MA 01746
    • /29

      Est $548,408 Not Listed For Sale

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

      36 Regal St, Holliston, MA 01746

      36 Regal St, Holliston, MA 01746
  • /36

    $529,900 Pending

    • 3 Beds
    • 2 Baths
    • 1,056 Sq Ft

    712 Norfolk St, Holliston, MA 01746

    Bring your ideas and get in before school starts! First floor offers HW floors, 3 Large bedrooms, Eat-in Kitchen, LR, DR and Renovated bathroom. Bathroom upgrades include granite top vanity, new step in shower with subway tile, Wainscotting, new fixtures and lighting. Slider off Kitchen leads you onto a deck overlooking the private back yard. An area of 3 garden beds and plenty of flat usable

    Meeghan Ford Berkshire Hathaway HomeServices Commonwealth Real Estate

    712 Norfolk St, Holliston, MA 01746
  • /42

    $814,000 Sold Jun 30, 2025

    • 2,465 Sq Ft
    • $330/SF
    • 1 Day On Market
    • 3 Beds
    • 2 Baths
    • Built 1920

    263 Ashland St, Holliston, MA 01746

    OPEN HOUSE CANCELLED offer accepted!!! Wow! Welcome to 263 Ashland Street, this remarkable stone villa-style ranch set on a beautifully private 2.4-acre corner lot in the sought-after town of Holliston. This amazing property blends distinctive architecture, character-rich details, and exceptional space, all in a tranquil, nature-filled setting. Step inside and be captivated by vaulted

    Walsh Fine Homes Team eXp Realty

    263 Ashland St, Holliston, MA 01746
    • /28

      Est $527,976 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 960 Sq Ft

      22 Regal St, Holliston, MA 01746

      22 Regal St, Holliston, MA 01746
  • /42

    $799,000 Pending

    • 4 Beds
    • 2 Baths
    • 2,938 Sq Ft

    50 Gretchen Ln, Holliston, MA 01746

    OPEN HOUSES CANCELED - SELLERS HAVE ACCEPTED AN OFFER. The first floor features gleaming HW floors, a well-appointed kitchen with dining area, and a spacious cathedral-ceiling family room with skylights, stunning fieldstone fireplace, and cozy wood stove. Enjoy additional living space with a formal living room featuring built-ins and a second fireplace, a dining room with bay window, a bright

    Jeanne Murphy Realty Executives Boston West

    50 Gretchen Ln, Holliston, MA 01746
  • /18

    $293,000 Sold Jun 30, 2025

    • 851 Sq Ft
    • $344/SF
    • 6 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1970

    49 Windsor Dr Unit 105, Holliston, MA 01746

    This clean and well-maintained 2-bedroom home presents an excellent opportunity for both homeowners and investors. Situated at the quiet end of a wooded cul-de-sac, residents enjoy a peaceful tranquil setting. The property offers the convenience of on-site laundry facilities and secure storage allocated to each unit, along with one assigned parking space and generous visitor parking. This makes

    Scott Driscoll Redfin Corp.

    49 Windsor Dr Unit 105, Holliston, MA 01746
    • /21

      Est $558,462 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,010 Sq Ft

      12 Regal St, Holliston, MA 01746

      12 Regal St, Holliston, MA 01746
  • /27

    $231,900 Pending

    • 1 Bed
    • 1 Bath
    • 702 Sq Ft

    152 Turner Rd Unit 33, Holliston, MA 01746

    Welcome to easy living in the charming town of Holliston! This delightful, UPDATED 1-bedroom, 1-bathroom condo is everything you're looking for. Enter inside and you're greeted with an open living space leading you to a sun-filled living room. Here, a slider provides access to your own private balcony, the ideal spot for a morning coffee or a quiet evening unwind. The kitchen is designed for

    Paul Cervone Lamacchia Realty, Inc.

    152 Turner Rd Unit 33, Holliston, MA 01746
  • /28

    $1,575,000 Sold Jun 30, 2025

    • 4,889 Sq Ft
    • $322/SF
    • 6 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2021

    115 Fairview St, Holliston, MA 01746

    Look no further! Situated in one of Holliston's coveted neighborhoods, this stunning, young (2022) "Smart Home" features a light and bright, open floorplan, gorgeous finishes, handsome expresso floors and high ceilings throughout. The chef's dream kitchen with Thermador appliances, 6-burner range,, two sinks and sunny breakfast area opens to both the spacious and inviting dining and living areas.

    The Walsh Team And Partners William Raveis R.E. & Home Services

    115 Fairview St, Holliston, MA 01746
    • /18

      Est $677,987 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,400 Sq Ft

      78 Woodland St, Holliston, MA 01746

      78 Woodland St, Holliston, MA 01746
  • /35

    $700,000 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,266 Sq Ft

    55 Westfield Dr, Holliston, MA 01746

    You will want to take a peak at this fantastic, updated colonial in a coveted East Holliston neighborhood. Wonderful eat-in kitchen w/ ss appliances 2022, backsplash, tile flr & pantry open to cozy family rm w/ lam flr & wood stove insert. Roomy living rm w/ hdwd flrs & picture window, oversized playrm w/ brand new LVT, formal dining rm, convenient 1st flr laundry & half bath. Head upstairs to 4

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    55 Westfield Dr, Holliston, MA 01746
  • /42

    $1,700,000 Sold Jun 30, 2025

    • 3,346 Sq Ft
    • $508/SF
    • 2 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 2004

    1 Norfolk Ln, Holliston, MA 01746

    Truly in a class all its own, this exceptional waterfront property with 400' of frontage offers a coveted and unsurpassed lifestyle that is a Metrowest Boston treasure. This custom crafted home is enveloped by water, wrapped in nature, featuring seamless integration between its interior and exterior spaces, with commanding views from every window. Open floor plan offers a brand new kitchen with

    Kathy Chisholm Realty Executives Boston West

    1 Norfolk Ln, Holliston, MA 01746
    • /32

      Est $552,371 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,800 Sq Ft

      126 Woodland St, Holliston, MA 01746

      126 Woodland St, Holliston, MA 01746
  • /29

    $660,000 Pending

    • 2 Beds
    • 2.5 Baths
    • 1,974 Sq Ft

    39 Balancing Rock Dr, Holliston, MA 01746

    This lovely 55+ townhouse in Balancing Rock Village is ready for a new owner. Welcoming eat-in kitchen with new granite counters 2025, ss appliances, 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 suite with

    Vesta Real Estate Group Vesta Real Estate Group, Inc.

    39 Balancing Rock Dr, Holliston, MA 01746
  • /41

    $950,000 Sold Jun 30, 2025

    • 3,366 Sq Ft
    • $282/SF
    • 61 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1840

    35 Church St, Holliston, MA 01746

    A true oasis, this stunning farmhouse is beautifully sited on its *double* lot in the heart of Holliston's downtown - close to schools, Rail Trail, shops, lake & cafes. Incredible, large flat backyard is ideal for a pool, pickleball court, soccer, play or potential ADU. New 4BR septic, updated plumbing & electrical. Updated and sun filled, magazine worthy kitchen features custom cabinetry,

    Kathy Chisholm Realty Executives Boston West

    35 Church St, Holliston, MA 01746
    • /12

      Est $615,759 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,272 Sq Ft

      60 Norland St, Holliston, MA 01746

      60 Norland St, Holliston, MA 01746
  • /36

    $1,575,000 Pending

    • 4 Beds
    • 6 Baths
    • 4,817 Sq Ft

    7 Liberty Ln, Holliston, MA 01746

    Nearly new luxury Contemporary Farmhouse in one of the area’s most desirable towns. Just under 5000 square feet with 4 bedrooms, 4 full and 2 half baths, this home blends modern sophistication with timeless elegance. The Dacor chef’s kitchen features top of the line appliances, abundant cabinetry, quartz countertops, and a generous island perfect for gatherings. A refined open concept layout

    Konstantinos Grapsas Engel & Volkers Boston

    7 Liberty Ln, Holliston, MA 01746
  • /7

    $347,500 Sold Jun 30, 2025

    • 764 Sq Ft
    • $455/SF
    • 4 Days On Market
    • 1 Bed
    • 1 Bath
    • Built 1930

    57 Lakeshore Dr, Holliston, MA 01746

    Exceptional waterfront property on Lake Winthrop. Nice deck overlooking the lake makes for great entertaining or relaxation. Original 764 sf. bungalow currently sits on this site. Find out requirements to build new, expand or renovate. A property like this does not come around often. Come relax and enjoy the peaceful setting.

    Jeffrey Fontaine Fontaine Real Estate, Inc.

    57 Lakeshore Dr, Holliston, MA 01746
    • /42

      Est $900,044 Not Listed For Sale

      • 5 Beds
      • 4 Baths
      • 3,108 Sq Ft

      29 Concord St, Holliston, MA 01746

      29 Concord St, Holliston, MA 01746
  • /32

    $594,000 Pending

    • 3 Beds
    • 1 Bath
    • 1,755 Sq Ft

    143 Oak St, Holliston, MA 01746

    Move-in ready ranch-style home that blends the comfort of single floor living with modern style, and convenience. With tasteful Pottery Barn-inspired touches throughout, this home offers a fresh and inviting interior. Enjoy peace of mind with major updates already completed, including new: roof, gas furnace, gas hot water heater, central AC, and maintenance-free composite decking and vinyl

    Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

    143 Oak St, Holliston, MA 01746
  • /41

    $703,000 Sold Jun 25, 2025

    • 2,256 Sq Ft
    • $312/SF
    • 3 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1872

    29 Austin Ln, Holliston, MA 01746

    Nestled on over a half acre in the heart of downtown Holliston, this enchanting home exudes peace and tranquility. The fenced-in side yard offers privacy, while the expansive back & side yards are perfect for summer cookouts. Step through the front door into a sun-drenched Sitting Room & Living Room, where warmth and coziness welcome you home. The first floor also features a beautiful Dining Room

    Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

    29 Austin Ln, Holliston, MA 01746
    • /20

      Est $600,323 Not Listed For Sale

      • 2 Beds
      • 1.5 Baths
      • 1,630 Sq Ft

      71 Winter St, Holliston, MA 01746

      71 Winter St, Holliston, MA 01746
  • /26

    $219,000 Pending

    • 1 Bed
    • 1 Bath
    • 784 Sq Ft

    147 Turner Rd Unit 100, Holliston, MA 01746

    Welcome to unit 100 in the sought-after Crestview Condominiums of East Holliston! This well maintained and affordable 1-bedroom, 1-bath condo is conveniently located near Route 16, major highways, shopping, commuter rail and scenic outdoor spots such as Upper Charles Trail and Lake Winthrop. Ideal opportunity for first-time buyers, downsizers, or investors! Move-in ready unit is located on the

    The Jowdy Group RE/MAX Distinct Advantage

    147 Turner Rd Unit 100, Holliston, MA 01746
  • /27

    $630,000 Sold Jun 24, 2025

    • 1,352 Sq Ft
    • $466/SF
    • 6 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1962

    650 Marshall St, Holliston, MA 01746

    Already special — and ready to become extraordinary. This unique 3-level split is full of character and bursting with potential. Set on over 6 acres in sought-after Holliston, it offers a rare blend of privacy and convenience. With solid bones and functional systems, this property is the perfect canvas for contractors, investors, or creative homeowners ready to make their mark. Whether you're

    Joselle Turner ERA Key Realty Services

    650 Marshall St, Holliston, MA 01746
    • /40

      Est $616,427 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,700 Sq Ft

      4 Taylor Rd, Holliston, MA 01746

      4 Taylor Rd, Holliston, MA 01746
  • /42

    $749,500 Pending

    • 4 Beds
    • 1.5 Baths
    • 2,160 Sq Ft

    1112 Highland St, Holliston, MA 01746

    Welcome home to this beautifully maintained & updated, Garrison Colonial set on nearly an acre of lush, manicured perfection. Step into the bright, updated kitchen featuring white cabinetry, granite countertops, & all new stainless appliances. Enjoy an abundance of natural sunlight from every room! The warm & inviting living room showcases charming bay windows & a cozy fireplace. The formal

    Richard Ryan Berkshire Hathaway HomeServices Commonwealth Real Estate

    1112 Highland St, Holliston, MA 01746
  • /39

    $1,250,000 Sold Jun 23, 2025

    • 4,529 Sq Ft
    • $276/SF
    • 5 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 2002

    72 Kim Place, Holliston, MA 01746

    Discover this exquisite Colonial nestled in sought-after White Pines Estates neighborhood. An open, airy layout with sun-drenched spaces overlooks the professionally landscaped yard. The first floor centers around a remodeled kitchen with gleaming granite countertops, newer S/S appliances, a dining area and a pantry. This flows seamlessly to a fireplaced family room and a screened porch, and deck

    Alyssa Spear O'Grady Lamacchia Realty, Inc.

    72 Kim Place, Holliston, MA 01746
    • /41

      Est $617,313 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,690 Sq Ft

      100 Concord St, Holliston, MA 01746

      100 Concord St, Holliston, MA 01746
  • /42

    $700,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 1,878 Sq Ft

    75 Union St, Holliston, MA 01746

    Respectfully and impeccably cared for by only its second family, this sun drenched home in the heart of Holliston's beloved Mudville is a true delight. The perfect fusion of old and new, offering the charm & grace of an older home, with the updates & improvements for today's lifestyle. The original front door welcomes you in to the lovely entry with its stunning staircase; living room w/built-ins

    Kathy Chisholm Realty Executives Boston West

    75 Union St, Holliston, MA 01746
  • /29

    $726,000 Sold Jun 23, 2025

    • 1,659 Sq Ft
    • $438/SF
    • 5 Days On Market
    • 4 Beds
    • 1.5 Baths
    • Built 1870

    390 Central St, Holliston, MA 01746

    Enjoy all the charm of yesteryear in this lovingly maintained 4-bedroom farmhouse colonial, peacefully set on over 2 acres of land in a popular and convenient Holliston location. This inviting home welcomes you with a charming front porch and features a spacious kitchen with a generous dining area, updated appliances, and custom cabinetry. Relax in the wonderful sunroom or entertain guests in the

    Ned Mahoney eXp Realty

    390 Central St, Holliston, MA 01746
    • /33

      Est $1,085,410 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,911 Sq Ft

      55 Woods Crossing, Holliston, MA 01746

      55 Woods Crossing, Holliston, MA 01746

Showing Results 81 - 120, Page 3 of 18

How to Buy a Home How to Finance a Home How to Sell a Home