Holliston, MA Homes

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  /41

  $725,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,870 Sq Ft

  62 Carl Rd, Holliston, MA 01746

  Fabulous four bedroom colonial in one of Holliston's most sought after neighborhoods, close to shopping, commuter rail and major routes. Sited on a private corner lot, on a cul-de-sac, this home has been meticulously updated and maintained. Stunning kitchen with granite counters, custom cabinetry, built-in window seat, brand new double oven, Fisher Paykel dishwasher, walk-in pantry and crown

  Kathy Chisholm Realty Executives Boston West

  62 Carl Rd, Holliston, MA 01746
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  /40

  $893,500 Sold Jul 29, 2025

  • 2,297 Sq Ft
  • $389/SF
  • 27 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1941

  279 Norfolk St, Holliston, MA 01746

  Quintessential New England charm with this beautifully updated 3 bed, 2 full bath Cape nestled on a picturesque lot with custom stonewalls, granite walkways and steps! This home blends architectural character with high-end renovations and upgrades. The first floor offers a primary bedroom with newly updated full bath w/soaking tub and tiled shower, large sunlit living room w/gas fireplace,

  Kimberly Collins Berkshire Hathaway HomeServices Robert Paul Properties

  279 Norfolk St, Holliston, MA 01746
• 

  

  

  /23

  Est $682,428 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,711 Sq Ft

  45 Temi Rd, Holliston, MA 01746

  45 Temi Rd, Holliston, MA 01746
• 

  

  

  /40

  $549,000 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,901 Sq Ft

  56 Roy Ave, Holliston, MA 01746

  Attention Contractors! Charming Multi-Level Home in a Desirable Neighborhood – Great Potential!! Discover the possibilities with this spacious 4-bedroom, 1.5-bath home located in one of the area's most sought-after neighborhoods. With multiple levels of living space, this property offers both functionality and flexibility for a variety of lifestyles. Step outside and enjoy the large backyard

  Team Metrowest Berkshire Hathaway HomeServices Commonwealth Real Estate

  56 Roy Ave, Holliston, MA 01746
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  /42

  $460,000 Sold Jul 28, 2025

  • 1,722 Sq Ft
  • $267/SF
  • 6 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1924

  1210 Highland St, Holliston, MA 01746

  Bring your vision and a little TLC to this charming 3-bedroom, 1.5-bath colonial, beautifully set on over 2 acres of flat, usable land in a prime central Holliston location. This home offers a classic layout, ready for your personal touch to make it truly shine. Whether you're dreaming of updating for modern comfort or restoring its timeless character, the possibilities are endless. The spacious

  Kathy Foran Realty Executives Boston West

  1210 Highland St, Holliston, MA 01746
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  /31

  Est $741,989 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,356 Sq Ft

  21 Temi Rd, Holliston, MA 01746

  21 Temi Rd, Holliston, MA 01746
• 

  

  /39

  $639,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,336 Sq Ft

  175 Westfield Dr, Holliston, MA 01746

  This charming 3-BR, 2.5-bath Cape-style home offers a perfect blend of comfort and space. Second-floor and back-of-house additions make this home much larger than it appears.The welcoming front LR features a large picture window filling the room w/natural light, and the DR is an ideal setting for special occasions while the eat-in kitchen is perfect for everyday meals. A cozy fireside FR

  Lynn Rossini RE/MAX Executive Realty

  175 Westfield Dr, Holliston, MA 01746
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  /28

  $546,000 Sold Jul 25, 2025

  • 1,368 Sq Ft
  • $399/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1957

  416 Norfolk St, Holliston, MA 01746

  Located in the heart of Holliston, MA, 416 Norfolk St offers a unique opportunity for buyers seeking a home with lots of potential. This home presents a solid foundation for customization and modernization to suit personal tastes. The house features a traditional layout with spacious rooms, hardwood floors, oversize windows and ample natural light. The backyard provides a private outdoor space,

  Maria Koral Berkshire Hathaway HomeServices Commonwealth Real Estate

  416 Norfolk St, Holliston, MA 01746
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  /42

  Est $612,572 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,424 Sq Ft

  17 Temi Rd, Holliston, MA 01746

  17 Temi Rd, Holliston, MA 01746
• 

  

  /40

  $639,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 2,352 Sq Ft

  65 Garett Way Unit 65, Holliston, MA 01746

  This sun splashed, high ceilinged townhome at The Orchards has all the amenities- in a lovely setting- open floor plan, hardwoods through the 1st floor, granite/stainless kitchen with peninsula seating, dining room opens with sliders onto a private deck, cathedral ceilinged living room with gas fireplace, picture window, ceiling fan, breakfast room with bay window, powder room, side entry to the

  Connie Kickham Coldwell Banker Realty - Newton

  65 Garett Way Unit 65, Holliston, MA 01746
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  /29

  $690,000 Sold Jul 25, 2025

  • 2,213 Sq Ft
  • $312/SF
  • 5 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1967

  13 Dixon Cir, Holliston, MA 01746

  Welcome Home to 13 Dixon Circle located on a.53 Acre lot and nestled in a lovely tree lined cul-de-sac in one of Holliston's most popular family neighborhoods! Step inside to discover a bright and spacious floorplan perfect for gracious living & entertaining. Enter through the Inviting Entryway and step up into the formal Living room accented with Expansive Bay Window & Hardwood Flooring. Proceed

  Deborah Lahey-Daigle Foran Realty, Inc.

  13 Dixon Cir, Holliston, MA 01746
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  /42

  Est $816,740 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,118 Sq Ft

  97 Wingate Rd, Holliston, MA 01746

  97 Wingate Rd, Holliston, MA 01746
• 

  

  /42

  $548,700 Pending

  • 3 Beds
  • 1 Bath
  • 1,399 Sq Ft

  464 Gorwin Dr, Holliston, MA 01746

  PRICE REDUCED! Don't delay on view this charming 3-bedroom, 1-bath ranch in the sought-after Brentwood neighborhood of Holliston, MA. This well-maintained home offers 1,399 sq ft of comfortable living on a generous 0.41-acre lot. Featuring beautiful hardwood floors, a tiled full bath, and efficient forced hot air gas heat! Enjoy the outdoors on the beautiful tiered composite deck (2019), perfect

  John Kokocinski The Neighborhood Realty Group

  464 Gorwin Dr, Holliston, MA 01746
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  /42

  $920,000 Sold Jul 24, 2025

  • 3,045 Sq Ft
  • $302/SF
  • 12 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1993

  1585 Highland St, Holliston, MA 01746

  This stately home is perched upon its meticulously landscaped lot, offering an unparalleled private oasis, just steps from Wenakeening Woods and Holliston's Upper Charles Rail Trail. Refined interior spaces are brimming with natural light, an inviting open floor plan and thoughtful updates. The sunny kitchen features updated stainless appliances, granite countertops, hardwood flooring and

  Kathy Chisholm Realty Executives Boston West

  1585 Highland St, Holliston, MA 01746
• 

  

  /23

  Est $655,703 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,130 Sq Ft

  3 Wingate Rd, Holliston, MA 01746

  3 Wingate Rd, Holliston, MA 01746
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  /35

  $1,325,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 4,700 Sq Ft

  199 Mohawk Path, Holliston, MA 01746

  Nestled on a quiet cul-de-sac, this stunning home welcomes you with a dramatic two-story foyer and elegant staircase. The bright living and dining rooms flow seamlessly for entertaining, while the chef’s kitchen boasts stainless steel appliances, granite countertops, rich cabinetry, and an oversized island. A soaring two-story family room with floor-to-ceiling windows overlooks the large FLAT

  Dennis McClosky Redfin Corp.

  199 Mohawk Path, Holliston, MA 01746
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  /36

  $755,000 Sold Jul 22, 2025

  • 2,108 Sq Ft
  • $358/SF
  • 6 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  180 Mellen St, Holliston, MA 01746

  Open House Schedule Change*****Attention Nature Lovers. This 1.3 acre wooded lot may be just what you have been looking for. There is even town managed conservation land just across the street, complete with hiking trails. This home is 3 Bedrooms and 2.5 baths. The bathrooms and kitchen have been recently renovated. The freshly painted screen porch is perfect for that morning cup of coffee

  My House Partners Team RE/MAX Executive Realty

  180 Mellen St, Holliston, MA 01746
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  /41

  Est $878,209 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,015 Sq Ft

  110 Richard Rd, Holliston, MA 01746

  110 Richard Rd, Holliston, MA 01746
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  /22

  $589,900 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,424 Sq Ft

  6 Westfield Dr, Holliston, MA 01746

  Life feels easy in this 3-bedroom, 1.5-bath ranch tucked in one of Holliston’s popular neighborhoods. Mornings begin in the updated kitchen, where the island seating invites quick breakfasts or lingering conversations. The open flow to the dining and family rooms makes hosting holidays or movie nights simple, while the bonus room is ready for a quiet office, playroom, or den. Retreat to the

  Ritucci & Swift - Your Home Team Realty Executives Boston West

  6 Westfield Dr, Holliston, MA 01746
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  /42

  $422,500 Sold Jul 21, 2025

  • 908 Sq Ft
  • $465/SF
  • 13 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1940

  523 Norfolk St, Holliston, MA 01746

  Welcome to this impeccably maintained ranch-style home, offering a perfect condo alternative with all the benefits of one-level living. Step into a large mudroom featuring abundant closet space ideal for organized entry and storage. The beautifully updated kitchen is bathed in natural light and boasts crisp white cabinetry, SS appliances, and a stylish tile backsplash. A slider leads to a deck

  Jeanne Murphy Realty Executives Boston West

  523 Norfolk St, Holliston, MA 01746
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  /24

  Est $520,088 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,711 Sq Ft

  164 Westfield Dr, Holliston, MA 01746

  164 Westfield Dr, Holliston, MA 01746
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  /26

  $560,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,432 Sq Ft

  38 Turner Rd, Holliston, MA 01746

  Swing by this lovingly cared for East Holliston ranch under the same ownership for more than 60 years. You will fall in love the minute you pull onto the cobblestone driveway & walkway. Wonderful eat-in kitchen w/ bay window, abundant cabinet space & tile floor. Beautiful cathedral ceiling living room w/ ceiling fan, LVT flooring & slider out to durable composite deck. Newly refinished, gleaming

  Vesta Real Estate Group Vesta Real Estate Group, Inc.

  38 Turner Rd, Holliston, MA 01746
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  /42

  $880,000 Sold Jul 18, 2025

  • 2,739 Sq Ft
  • $321/SF
  • 29 Days On Market

  • 5 Beds
  • 2.5 Baths
  • Built 1821

  634 Washington St, Holliston, MA 01746

  Better than new construction! This stunning home has been completely rebuilt from the studs in—blending timeless charm with modern elegance in one of Holliston’s most beloved locations. Soaring 10-foot ceilings, gleaming hardwood floors, and a light-filled kitchen with quartz counters set the tone for stylish living. Enjoy serene views of Linden Pond from the kitchen and family room, and seamless

  Trina Macchi William Raveis R.E. & Home Services

  634 Washington St, Holliston, MA 01746
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  /31

  Est $776,099 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,953 Sq Ft

  39 Ruth Ellen Rd, Holliston, MA 01746

  39 Ruth Ellen Rd, Holliston, MA 01746
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  /3

  $1,099,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,700 Sq Ft

  154 Union St, Holliston, MA 01746

  Coming Fall of 2025! This well-designed two-story home features an open-concept first floor with a spacious living room, dining area, modern kitchen, and a versatile front flex room, perfect for a home office or additional living space. Upstairs, the private master suite includes an en-suite bathroom and walk-in closet, complemented by two additional bedrooms.

  Stephen O'leary O'Leary Homes

  154 Union St, Holliston, MA 01746
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  /35

  $710,000 Sold Jul 17, 2025

  • 2,216 Sq Ft
  • $320/SF
  • 20 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1966

  2313 Washington St, Holliston, MA 01746

  Discover the perfect blend of charm and modern living in this beautifully updated ranch-style single-family home. Thoughtfully expanded, the home now features two levels of comfortable living spaces. The newly finished lower level includes a spacious living room, a versatile flex area, and a custom en-suite bathroom ideal for guests, a home office, or a private retreat. Outdoors, enjoy two fully

  Daniel Wang Engel & Volkers Boston

  2313 Washington St, Holliston, MA 01746
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  /42

  Est $939,937 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,934 Sq Ft

  9 Day Rd, Holliston, MA 01746

  9 Day Rd, Holliston, MA 01746
• 

  $729,000 Pending

  • 32 Beds
  • 2.5 Baths
  • 1,700 Sq Ft

  14 Sawyer Cir, Holliston, MA 01746

  Steve Linnell Cali Realty Group, Inc.

  14 Sawyer Cir, Holliston, MA 01746
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  /32

  $830,000 Sold Jul 17, 2025

  • 2,800 Sq Ft
  • $296/SF
  • 70 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2019

  1282 Highland St, Holliston, MA 01746

  This modern retreat, built in 2020, offers 2800 SF of sophisticated, move-in ready living space. This home features an open floor plan with a stunning kitchen, complete with a massive center island, luxury finishes, and a gas cooktop, making it a dream for any culinary enthusiast. The first-floor primary suite is a true sanctuary, boasting a walk-in California Closet, a luxurious bath with double

  The Movement Group Compass

  1282 Highland St, Holliston, MA 01746
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  /28

  Est $692,587 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,860 Sq Ft

  14 Day Rd, Holliston, MA 01746

  14 Day Rd, Holliston, MA 01746
• 

  

  /24

  $379,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,104 Sq Ft

  123 Goulding St, Holliston, MA 01746

  Step back in time with this hip roof, mid-century modern ranch! 123 Goulding St. is in original condition and ready for your renovations and updates, or you can use the over 17,000 square foot lot for your new construction dreams. Featuring a large living, dining, and kitchen area as well as 3 bedrooms including a primary suite with bathroom, the efficient floor plan gives you everything you

  Kristin Weekley Leading Edge Real Estate

  123 Goulding St, Holliston, MA 01746
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  /41

  $820,000 Sold Jul 16, 2025

  • 2,674 Sq Ft
  • $307/SF
  • 4 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1963

  98 Appleyard Ln, Holliston, MA 01746

  Welcome to 98 Appleyard-a rare expanded 4-bedroom, 2-bath oversized split level home in one of Holliston's most desirable neighborhoods. Thoughtfully designed with flexibility and flow, the spacious main level features a sun-filled living room, an updated kitchen with generous cabinetry, and a beautifully expanded dining room ideal for hosting or working from home. Step outside to your private

  Jennifer DeLuca Berkshire Hathaway HomeServices Page Realty

  98 Appleyard Ln, Holliston, MA 01746
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  /24

  Est $760,422 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,932 Sq Ft

  62 Wingate Rd, Holliston, MA 01746

  62 Wingate Rd, Holliston, MA 01746
• 

  

  /42

  $855,000 Sold Jul 11, 2025

  • 3,277 Sq Ft
  • $261/SF
  • 23 Days On Market

  • 3 Beds
  • 3.5 Baths
  • Built 1982

  166 Willowgate Rise, Holliston, MA 01746

  Fantastic opportunity to own a wonderful, contemporary home in the coveted Willow Gate Rise neighborhood. Lovely eat-in kitchen (2004) w/granite counters, ss appliances, oversized island w/range, abundant cabinets. Open to phenomenal cathedral ceiling great room (added 2004) w/gas fireplace, built ins & slider to wonderful screened porch. Gleaming hdwd flrs thru much of home. Vaulted living rm

  Vesta Real Estate Group Vesta Real Estate Group, Inc.

  166 Willowgate Rise, Holliston, MA 01746
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  /40

  Est $638,833 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,664 Sq Ft

  74 Westfield Dr, Holliston, MA 01746

  74 Westfield Dr, Holliston, MA 01746
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  /38

  $715,000 Sold Jul 08, 2025

  • 1,728 Sq Ft
  • $414/SF
  • 6 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1954

  339 South St, Holliston, MA 01746

  Surprising 4-bedroom, 2-full-bath expansive home (1,768 sq ft) on 2.6 acres! Perfect for first-time buyers, or downsizers who want one level living options. Bright kitchen with white cabinetry. Inviting living room boasts a cozy brick fireplace and hardwood floors (refinished 2025). Spacious 1st floor, primary bedroom with large windows and updated primary bath with walk-in shower, handicapped

  Stephen Coukos Berkshire Hathaway HomeServices Page Realty

  339 South St, Holliston, MA 01746
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  /33

  Est $793,616 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,118 Sq Ft

  38 Westfield Dr, Holliston, MA 01746

  38 Westfield Dr, Holliston, MA 01746
• 

  

  /41

  $1,925,000 Sold Jul 07, 2025

  • 4,995 Sq Ft
  • $385/SF
  • 4 Days On Market

  • 4 Beds
  • 4.5 Baths
  • Built 2013

  36 Connelly Hill Rd, Hopkinton, MA 01748

  Set in Hopkinton’s coveted Connelly Hill Estates this pristine home checks every box, inside and out. The floor plan is open and bright with front-to-back living / dining room, a private office, built-ins, mudroom, and a gorgeous kitchen with Sub-Zero and Wolf appliances. Upstairs, the spacious primary suite is a true retreat, and there’s a bonus room perfect as a fifth bedroom or second office.

  Trina Macchi William Raveis R.E. & Home Services

  36 Connelly Hill Rd, Hopkinton, MA 01748
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  /41

  Est $824,990 Not Listed For Sale

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

  2 Westfield Dr, Holliston, MA 01746

  2 Westfield Dr, Holliston, MA 01746
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  /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

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