Holliston, MA Homes

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  /42

  $1,049,900 Sold Sep 05, 2025

  • 2,578 Sq Ft
  • $407/SF
  • 6 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 1994

  35 Morgans Way, Holliston, MA 01746

  Discover this inviting colonial nestled on just under 1 acre in one of Holliston's most sought-after neighborhoods. Built in 1994, this well-maintained home features a newer roof, furnace, and hot water tank, all updated within the last 8 years. Offering four spacious bedrooms, including a primary suite that boasts an expansive bathroom with a soaking tub and a generous walk-in closet, this

  Leanne McCormick Milestone Realty, Inc.

  35 Morgans Way, Holliston, MA 01746
• 

  

  

  /11

  Est $274,000 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 693 Sq Ft

  147 Turner Rd Unit 89, Holliston, MA 01746

  147 Turner Rd Unit 89, Holliston, MA 01746
• 

  

  

  /39

  $579,900

  • 3 Beds
  • 1 Bath
  • 1,012 Sq Ft

  263 Chamberlain St, Holliston, MA 01746

  Welcome to this lovely 3-bedroom ranch, nestled in Holliston's sought-after Brentwood neighborhood! With a beautiful open floor plan connecting the kitchen, dining and living areas, it creates the perfect spot for entertaining family and friends! This well-maintained home features hardwood floors throughout, updated white kitchen w/natural stone countertops & stainless appliances, a new roof

  Diane Regan Berkshire Hathaway HomeServices Robert Paul Properties

  263 Chamberlain St, Holliston, MA 01746
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  /42

  $940,000 Sold Sep 04, 2025

  • 2,124 Sq Ft
  • $443/SF
  • 4 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1978

  535 Prentice St, Holliston, MA 01746

  Discover this rare contemporary retreat set on 14 private acres along scenic Prentice Street. Architecturally unique with soaring cathedral ceilings, this home offers a remodeled kitchen and baths, cozy living spaces, and a dedicated office. Perfect for entertaining and peaceful living, the expansive wrap-around deck with pergola overlooks a 20x40 Lazy L-shaped pool, fire pit area, greenhouse,

  Maria Babakhanova Redfin Corp.

  535 Prentice St, Holliston, MA 01746
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  /32

  Est $603,653 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft

  151 Cedar St, Holliston, MA 01746

  151 Cedar St, Holliston, MA 01746
• 

  /2

  $350,000

  • Land
  • 9.81 Acres
  • $35,678 per Acre

  0 Hill St, Holliston, MA 01746

  9+ Acre Parcel in Holliston, MA – Endless Possibilities.Discover the perfect opportunity to own over 9 acres of beautiful, versatile land in the highly sought-after town of Holliston. Nestled in a quiet, scenic setting with mature trees and natural landscapes, this expansive parcel offers the ideal canvas for your vision—whether it's a private estate, equestrian retreat, or potential development

  Fahd Khan Keller Williams Realty Boston South West

  0 Hill St, Holliston, MA 01746
• 

  

  /15

  $855,000 Sold Sep 02, 2025

  • 2,948 Sq Ft
  • $290/SF
  • 16 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1976

  539 Fiske St, Holliston, MA 01746

  Welcome to 539 Fiske Street—this picture-perfect Center Entrance Colonial sits on over an acre of beautifully maintained, fully fenced land. With 4 bedrooms, 2.5 baths, and flexible living spaces, this home offers the perfect balance of charm, function, and comfort. The updated eat-in kitchen features granite countertops, new stainless appliances, and sliders to a new composite deck and patio. A

  Jamie Grossman MGS Group Real Estate LTD - Wellesley

  539 Fiske St, Holliston, MA 01746
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  /9

  Est $229,573 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 667 Sq Ft

  147 Turner Rd Unit 79, Holliston, MA 01746

  147 Turner Rd Unit 79, Holliston, MA 01746
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  /38

  $729,900

  • 2 Beds
  • 2 Baths
  • 2,431 Sq Ft

  95 Brooksmont Dr Unit 26, Holliston, MA 01746

  Beautiful Trentino One Story Design at Brooksmont of Holliston, a 55+ active Adult Community. This condo has everything you are looking for with convenient one level living. Open Floor Plan with Kitchen, Dining Area and Living Room great for gatherings! The Kitchen features huge center island with built-ins, custom soft close cabinets, granite countertops, tiled backsplash, upgraded stainless

  Karen Piedra Realty Executives Boston West

  95 Brooksmont Dr Unit 26, Holliston, MA 01746
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  /36

  $920,000 Sold Aug 29, 2025

  • 3,364 Sq Ft
  • $273/SF
  • 6 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1986

  233 Willowgate Rise, Holliston, MA 01746

  Spacious center-entry colonial in sought-after double cul-de-sac location with 4-bdrm, 2.5-bth offers over 3,000 sq. ft. of comfortable & versatile living. The beautifully updated kitchen boasts modern cabinetry, stainless-steel appliances & is perfect for entertaining with a spacious dining area on one side and a fireplaced family room on the other. From the family room, step into incredible

  Lauren Davis Realty Executives Boston West

  233 Willowgate Rise, Holliston, MA 01746
• 

  

  /13

  Est $275,792 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 684 Sq Ft

  147 Turner Rd Unit 71, Holliston, MA 01746

  147 Turner Rd Unit 71, Holliston, MA 01746
• 

  

  /42

  $1,625,000

  • 5 Beds
  • 4.5 Baths
  • 4,610 Sq Ft

  3 Danforth Dr, Holliston, MA 01746

  Located in a cozy cul-de-sac with an awesome yard and gorgeous views of the woods with walking trails! This home has 4610 sqft of living space NOT including a walk-up 3rd level ready to be finished. The 1st floor has 9' ceilings and a wide open floor plan with lots of natural light. Family room with fireplace, large dining room, separate office or reading room, mudroom, and your dream kitchen

  Craig Morrison Realty Executives Boston West

  3 Danforth Dr, Holliston, MA 01746
• 

  

  /38

  $950,000 Sold Aug 29, 2025

  • 2,305 Sq Ft
  • $412/SF
  • 2 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1850

  81 N Mill St, Holliston, MA 01746

  Discover the charm and elegance of this beautifully restored Antique Colonial, perfectly nestled on a private and serene 2-acre lot. This 3-bedroom, 2.5-bath home features rich hardwood floors, tile and marble, a bright and inviting kitchen with stainless steel appliances, sun-filled sitting room, dining room and an oversized living room with a wood-burning stove. A large bonus room offers

  Jennifer French RE/MAX Executive Realty

  81 N Mill St, Holliston, MA 01746
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  /20

  Est $238,698 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 706 Sq Ft

  147 Turner Rd Unit 62, Holliston, MA 01746

  147 Turner Rd Unit 62, Holliston, MA 01746
• 

  

  /22

  $224,900

  • 1 Bed
  • 1.5 Baths
  • 705 Sq Ft

  147 Turner Rd Unit 80, Holliston, MA 01746

  Spacious 1-bedroom condo on the first floor of the desirable Crestview Condominiums in Holliston. This bright unit features an open-concept kitchen and living area with white cabinets, matching appliances, and plenty of counter space. The generously sized bedroom offers a large walk-in closet for excellent storage. A full bath completes the layout. Laundry is conveniently located just down the

  Joe Norton Realty Executives Boston West

  147 Turner Rd Unit 80, Holliston, MA 01746
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  /42

  $1,300,000 Sold Aug 28, 2025

  • 5,356 Sq Ft
  • $243/SF
  • 40 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1999

  138 Fairview St, Holliston, MA 01746

  Welcome to this grand brick-front Colonial, ideally situated in one of the most desirable neighborhoods near Pinecrest Golf Club. A striking two-story foyer greets you with a dramatic staircase that leads up to the open second floor and overlooks the elegant living room. The thoughtfully designed floor plan is perfect for entertaining, multi-use living, and multi-generational lifestyles. It

  Trina Macchi William Raveis R.E. & Home Services

  138 Fairview St, Holliston, MA 01746
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  /7

  Est $243,626 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 697 Sq Ft

  152 Turner Rd Unit 15, Holliston, MA 01746

  152 Turner Rd Unit 15, Holliston, MA 01746
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  /4

  $450,000

  • Land
  • 0 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

  Kathleen McBride RE/MAX Executive Realty

  Lot 2 Hanlon Rd, Holliston, MA 01746
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  /36

  $1,551,000 Sold Aug 25, 2025

  • 4,817 Sq Ft
  • $322/SF
  • 7 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2020

  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
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  /42

  Est $1,049,920 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,947 Sq Ft

  6 Indian Ridge Rd, Holliston, MA 01746

  6 Indian Ridge Rd, Holliston, MA 01746
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  /32

  $650,000

  • 4 Beds
  • 2 Baths
  • 1,512 Sq Ft

  485 Central St, Holliston, MA 01746

  Welcome to this charming Cape-style 4-bedroom/2 bath home with a 1-car garage. This property, w/over a half-acre of amazing outdoor space including newly planted gardens, features a 1st floor living room & fireplace that flows perfectly into the eat in kitchen with stainless steel appliances. The 1st floor is rounded out with a full bathroom & 2 bedrooms. Off the kitchen area, step into to the

  Amy Uliss MDM Realty, Inc

  485 Central St, Holliston, MA 01746
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  /42

  $1,095,000 Sold Aug 25, 2025

  • 4,389 Sq Ft
  • $249/SF
  • 6 Days On Market

  • 5 Beds
  • 5 Baths
  • Built 2017

  10 Jarr Brook Rd, Holliston, MA 01746

  Great opportunity to live in this magnificent house in a peaceful and lovely neighborhood dead end with cul-de-sac close to downtown and Excellent Schools. This beautiful home offers and abundance of natural lights, 5 generously sized bedrooms, 5 full bathroom, living room, dining room with fire place, kitchen, family room, storage room, music studio, home gym space, a large walk-out basement

  Joana Almeida Pablo Maia Realty

  10 Jarr Brook Rd, Holliston, MA 01746
• 

  

  /39

  Est $595,644 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,408 Sq Ft

  62 Cedar St, Holliston, MA 01746

  62 Cedar St, Holliston, MA 01746
• 

  

  /34

  $529,000

  • 3 Beds
  • 1 Bath
  • 1,180 Sq Ft

  75 Ridge Rd, Holliston, MA 01746

  Opportunity knocks in one of Holliston’s most sought-after neighborhoods! This classic ranch offers single-level living with solid bones and many important updates already done, including vinyl siding, a newer hot water heater, central A/C, a newer generator, and more. Bring your vision and creativity—cosmetic updates throughout will make this home shine! Set on a generous lot, this property

  Team Rice RE/MAX Executive Realty

  75 Ridge Rd, Holliston, MA 01746
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  /35

  $695,000 Sold Aug 22, 2025

  • 2,266 Sq Ft
  • $307/SF
  • 9 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1968

  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
• 

  

  /36

  Est $550,459 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  368 Ashland St, Holliston, MA 01746

  368 Ashland St, Holliston, MA 01746
• 

  

  /18

  $220,000

  • 1 Bed
  • 1 Bath
  • 693 Sq Ft

  152 Turner Rd Unit 14, Holliston, MA 01746

  Located at 152 Turner Road U:14, Holliston, MA, this condominium offers an opportunity to embrace comfortable living within a well-established community. This property presents a canvas for personalization and enjoyment. The living area, encompassing 693 square feet, provides a flexible space to create an environment tailored to your individual lifestyle and preferences. Imagine arranging your

  Linn Butler Afonso Real Estate

  152 Turner Rd Unit 14, Holliston, MA 01746
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  /26

  $240,000 Sold Aug 22, 2025

  • 784 Sq Ft
  • $306/SF
  • 2 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1967

  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
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  /34

  Est $732,441 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,852 Sq Ft

  103 Stagecoach Rd, Holliston, MA 01746

  103 Stagecoach Rd, Holliston, MA 01746
• 

  

  /26

  $639,000

  • 2 Beds
  • 2 Baths
  • 1,516 Sq Ft

  104 Brooksmont Dr Unit 104, Holliston, MA 01746

  Brooksmont at Holliston – This Florence model is set in a Serene 55+ community surrounded by mature woods and friendly neighbors who look out for one another. With just over 65 beautifully crafted condos built by Plute in four styles, This pet-friendly neighborhood offers the perfect blend of privacy, safety, and connection. Enjoy the community garden, nearby Ashland State Park for outdoor

  Cindy Laughrea Engel & Völkers Wellesley

  104 Brooksmont Dr Unit 104, Holliston, MA 01746
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  /42

  $750,000 Sold Aug 22, 2025

  • 2,160 Sq Ft
  • $347/SF
  • 34 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1956

  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
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  /32

  Est $670,923 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  99 Dorset Rd, Holliston, MA 01746

  99 Dorset Rd, 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
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  /29

  $650,000 Sold Aug 21, 2025

  • 1,974 Sq Ft
  • $329/SF
  • 29 Days On Market

  • 2 Beds
  • 2.5 Baths
  • Built 2006

  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
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  /31

  Est $700,070 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,672 Sq Ft

  76 Brook St, Holliston, MA 01746

  76 Brook 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
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  /32

  $650,000 Sold Aug 18, 2025

  • 1,755 Sq Ft
  • $370/SF
  • 3 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  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
• 

  

  /26

  Est $541,963 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 888 Sq Ft

  76 Regal St, Holliston, MA 01746

  76 Regal St, Holliston, MA 01746
• 

  

  /41

  $1,274,900

  • 4 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  156 Mitchell Rd, Holliston, MA 01746

  Set at the end of winding Mitchell Road, with views behind of vast farmland, this grand three-story home has had vast improvements added both inside and out since its original construction. An oversized family room with vaulted ceiling, stone chimney and fireplace, and large picture windows overlooking the back yard is the centerpiece of the first floor's open-concept design. The grand kitchen is

  Richard Wilcox Distinctly New England

  156 Mitchell Rd, Holliston, MA 01746
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  /42

  $725,000 Sold Aug 15, 2025

  • 1,878 Sq Ft
  • $386/SF
  • 13 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1871

  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

Showing Results 41 - 80, Page 2 of 18