6,136

Holliston, MA Homes

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  • /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
  • /10

    $1,925 Per Month

    • 1 Bed
    • 1 Bath
    • 705 Sq Ft
    • Apartment for Rent

    152 Turner Rd Unit 48, Holliston, MA 01746

    Spacious and very well maintained 1 bedroom unit located in the most desirable Crestview Condominium Complex. Open floor plan kitchen/dining/living room combination. Large bedroom with oversized custom walk-in closet. Fully air conditioned with 2 mini splits. Close and easy access to Ashland and Framingham train stations and many major highways. Available for occupancy on August 1st. DON'T MISS

    Sylwia Brucker Real Broker MA, LLC

    152 Turner Rd Unit 48, Holliston, MA 01746
  • /38

    $640,000

    Sold May 15, 2026

    31 Francine Dr, Holliston, MA 01746

    • 4 Beds
    • 1.5 Baths
    • 1,953 Sq Ft
    • Built 1969

    Last Sold Summary

    • 2% Below List Price
    • $328/SF
    • 10 Days On Market

    Current Estimated Value $646,080

    Last Listing Agent The Kattman Team ERA Key Realty Services-Bay State Group

    31 Francine Dr, Holliston, MA 01746
    • /36

      Est $793,026

      Not Listed For Sale

      180 Mellen St, Holliston, MA 01746

      • 3 Beds
      • 2.5 Baths
      • 2,108 Sq Ft
      • Built 1992
      180 Mellen St, Holliston, MA 01746

      Last Sold Summary

      • 6 Days On Market

  • /38

    $1,399,000

    Open Sun 12PM - 1:30PM $50K 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
  • /30

    $3,600 Per Month

    • 2 Beds
    • 3.5 Baths
    • 2,301 Sq Ft
    • Apartment for Rent

    41 Garett Way Unit 41, Holliston, MA 01746

    Discover modern living in this stylish townhome! Beautifully maintained 2-bed, 3.5-bath townhome in Holliston's desirable Orchards community. Hardwood floors throughout the main & 2nd level. Modern kitchen with granite counters, stainless steel appliances, & peninsula seating. Dining area with slider to private deck. Open-concept living room with cathedral ceilings & gas fireplace. Breakfast nook

    Sug Jandu Coldwell Banker Realty - Framingham

    41 Garett Way Unit 41, Holliston, MA 01746
  • /39

    $1,040,000

    Sold Jul 17, 2026

    215 Rolling Meadow Dr, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 3,035 Sq Ft
    • Built 1986

    Last Sold Summary

    • 3% Below List Price
    • $343/SF
    • 22 Days On Market

    Current Estimated Value $1,067,114

    Last Listing Agent Vesta Real Estate Group Vesta Real Estate Group, Inc.

    215 Rolling Meadow Dr, Holliston, MA 01746
    • /41

      Est $851,047

      Not Listed For Sale

      98 Appleyard Ln, Holliston, MA 01746

      • 4 Beds
      • 2 Baths
      • 2,674 Sq Ft
      • Built 1963
      98 Appleyard Ln, Holliston, MA 01746

      Last Sold Summary

      • 4 Days On Market

  • /4

    $249,900

    • Land
    • 8.11 Acres
    • $30,814 per Acre

    Parcel D Prentice St, Holliston, MA 01746

    Hard to find 8+Acre Lot with approved septic design and order of conditions.

    Agent Photo

    Jeffrey Germagian

    ERA Key Realty Services-Bay State Group

    Parcel D Prentice St, Holliston, MA 01746
  • /42

    $940,000

    Sold Sep 04, 2025

    535 Prentice St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 2,124 Sq Ft
    • Built 1978

    Last Sold Summary

    • $443/SF
    • 4 Days On Market

    Current Estimated Value $956,892

    Last Listing Agent Maria Babakhanova Redfin Corp.

    535 Prentice St, Holliston, MA 01746
    • /42

      Est $895,963

      Not Listed For Sale

      634 Washington St, Holliston, MA 01746

      • 5 Beds
      • 2.5 Baths
      • 2,739 Sq Ft
      • Built 1821
      634 Washington St, Holliston, MA 01746

      Last Sold Summary

      • 29 Days On Market

  • /42

    $1,389,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 4,035 Sq Ft

    15 Saddle Ridge Rd, Holliston, MA 01746

    This exceptional brick-front colonial's true distinction begins with its perfect positioning on one of the finest lots in this premiere Holliston neighborhood. An immediate impression of quality and care is felt as you enter this meticulously maintained and thoughtfully updated home offering a seamless blend of refined finishes + inviting living spaces. The floor plan flows effortlessly to

    Ritucci & Swift - Your Home Team Realty Executives Boston West

    15 Saddle Ridge Rd, Holliston, MA 01746
  • /31

    $625,000

    Sold Dec 30, 2025

    195 High St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 1,686 Sq Ft
    • Built 1950

    Last Sold Summary

    • 4% Below List Price
    • $371/SF
    • 22 Days On Market

    Current Estimated Value $642,886

    Last Listing Agent Ritucci & Swift - Your Home Team Realty Executives Boston West

    195 High St, Holliston, MA 01746
    • /42

      Est $443,037

      Not Listed For Sale

      523 Norfolk St, Holliston, MA 01746

      • 1 Bed
      • 1 Bath
      • 908 Sq Ft
      • Built 1940
      523 Norfolk St, Holliston, MA 01746

      Last Sold Summary

      • 13 Days On Market

  • /38

    $1,185,000

    $65K PRICE DROP Pending
    • 4 Beds
    • 4 Baths
    • 3,648 Sq Ft

    10 Winston Rd, Holliston, MA 01746

    Enjoy country club living from the comfort of home in this stately 4-bedroom Colonial ideally situated on a quiet cul-de-sac. The beautifully landscaped grounds feature a level yard, resort-style pool area, spacious deck, and screened porch, creating the perfect setting for outdoor entertaining and relaxation. Inside, you'll find classic architecture. Highlights include: a spacious foyer, home

    Susan McPherson Berkshire Hathaway HomeServices Commonwealth Real Estate

    10 Winston Rd, Holliston, MA 01746
  • /38

    $650,000

    Sold Sep 24, 2025

    36 Appleyard Ln, Holliston, MA 01746

    • 3 Beds
    • 1.5 Baths
    • 1,391 Sq Ft
    • Built 1964

    Last Sold Summary

    • $467/SF
    • 2 Days On Market

    Current Estimated Value $657,456

    Last Listing Agent Vesta Real Estate Group Vesta Real Estate Group, Inc.

    36 Appleyard Ln, Holliston, MA 01746
    • /35

      Est $715,091

      Not Listed For Sale

      2313 Washington St, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 2,216 Sq Ft
      • Built 1966
      2313 Washington St, Holliston, MA 01746

      Last Sold Summary

      • 20 Days On Market

  • /42

    $1,795,000

    $100K PRICE DROP Pending
    • 5 Beds
    • 4.5 Baths
    • 4,760 Sq Ft

    39 Summit Pointe Dr, Holliston, MA 01746

    Set within one of Holliston’s most desirable neighborhoods, this exceptional custom Colonial offers 4,760 sq ft of upscale design & architectural detail throughout. Sun filled white kitchen w/ quartz countertops, oversized island, pantry & spacious dining area w/ sliders leading to deck overlooking the private backyard. Stunning LR w/ coffered ceiling, fireplace & dramatic wall of windows. Glass

    Marisol Franco Coldwell Banker Realty - Western MA

    39 Summit Pointe Dr, Holliston, MA 01746
  • /35

    $1,375,000

    Sold Oct 30, 2025

    199 Mohawk Path, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 4,700 Sq Ft
    • Built 2014

    Last Sold Summary

    • 4% Above List Price
    • $293/SF
    • 4 Days On Market

    Current Estimated Value $1,425,206

    Last Listing Agent Dennis McClosky Redfin Corp.

    199 Mohawk Path, Holliston, MA 01746
    • /32

      Est $828,460

      Not Listed For Sale

      1282 Highland St, Holliston, MA 01746

      • 3 Beds
      • 2.5 Baths
      • 2,800 Sq Ft
      • Built 2019
      1282 Highland St, Holliston, MA 01746

      Last Sold Summary

      • 70 Days On Market

  • /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
  • /37

    $950,000

    Sold Apr 03, 2026

    261 Rolling Meadow Dr, Holliston, MA 01746

    • 4 Beds
    • 2.5 Baths
    • 2,484 Sq Ft
    • Built 1985

    Last Sold Summary

    • $382/SF
    • 14 Days On Market

    Current Estimated Value $944,052

    Last Listing Agent Lisa Paulette Coldwell Banker Realty - Framingham

    261 Rolling Meadow Dr, Holliston, MA 01746
    • /42

      Est $770,873

      Not Listed For Sale

      43 Brooksmont Dr Unit 8, Holliston, MA 01746

      • 2 Beds
      • 3 Baths
      • 2,457 Sq Ft
      • Built 2017
      43 Brooksmont Dr Unit 8, Holliston, MA 01746

      Last Sold Summary

      • 15 Days On Market

  • /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
  • /42

    $700,000

    Sold Nov 20, 2025

    26 Bayberry Ln, Holliston, MA 01746

    • 4 Beds
    • 1.5 Baths
    • 1,849 Sq Ft
    • Built 1964

    Last Sold Summary

    • 1% Above List Price
    • $379/SF
    • 5 Days On Market

    Current Estimated Value $715,751

    Last Listing Agent Melissa Kaspern REMAX Executive Realty

    26 Bayberry Ln, Holliston, MA 01746
    • /42

      Est $698,346

      Not Listed For Sale

      519 Fiske St, Holliston, MA 01746

      • 3 Beds
      • 2 Baths
      • 1,725 Sq Ft
      • Built 1975
      519 Fiske St, Holliston, MA 01746

      Last Sold Summary

      • 22 Days On Market

  • /42

    $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 ** 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 ~ Custom White & Glass Cabinetry ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ 10 Feet Iron Grey Island ~ 5 Inches Oak

    Francis Vazza Four Season Homes, Llc

    LOT 8 Pond View, Holliston, MA 01746
  • /29

    $1,200,000

    Sold Mar 25, 2026

    154 Union St, Holliston, MA 01746

    • 3 Beds
    • 2.5 Baths
    • 2,798 Sq Ft
    • Built 2026

    Last Sold Summary

    • 4% Above List Price
    • $429/SF
    • 5 Days On Market

    Last Listing Agent Stephen O'leary O'Leary Homes

    154 Union St, Holliston, MA 01746
    • /42

      Est $731,186

      Not Listed For Sale

      15 Hill St, Medway, MA 02053

      • 4 Beds
      • 2.5 Baths
      • 3,320 Sq Ft
      • Built 1996
      15 Hill St, Medway, MA 02053

      Last Sold Summary

      • 19 Days On Market

  • /30

    $2,350,000

    $100K 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
  • /38

    $608,000

    Sold Sep 19, 2025

    1884 Washington St, Holliston, MA 01746

    • 3 Beds
    • 2 Baths
    • 2,039 Sq Ft
    • Built 1983

    Last Sold Summary

    • 9% Below List Price
    • $298/SF
    • 40 Days On Market

    Current Estimated Value $642,586

    Last Listing Agent Kimberley Tufts eXp Realty LLC - Corporate Office

    1884 Washington St, Holliston, MA 01746
    • /28

      Est $1,427,219

      Not Listed For Sale

      7 Tea Party Ln, Holliston, MA 01746

      • 4 Beds
      • 3.5 Baths
      • 4,500 Sq Ft
      • Built 2002
      7 Tea Party Ln, Holliston, MA 01746

      Last Sold Summary

      • 2 Days On Market

  • /42

    $950,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,449 Sq Ft

    157 Rolling Meadow Dr, Holliston, MA 01746

    This beautifully refreshed 4-bedroom, 2.5-bath Colonial blends timeless charm with tasteful modern updates throughout. Fresh interior paint enhances the bright and welcoming atmosphere, while the sun-filled first floor showcases gleaming hardwood flooring and durable tile in the kitchen for both style and easy maintenance. Spacious living and dining areas create an ideal flow for comfortable

    Janet Childs Century 21 Custom Home Realty

    157 Rolling Meadow Dr, Holliston, MA 01746
  • /35

    $825,000

    Sold Dec 24, 2025

    43 Bittersweet Cir Unit 43, Holliston, MA 01746

    • 2 Beds
    • 2.5 Baths
    • 2,384 Sq Ft
    • Built 2021

    Last Sold Summary

    • 11% Below List Price
    • $346/SF
    • 56 Days On Market

    Last Listing Agent Christine Norcross William Raveis R.E. & Home Services

    43 Bittersweet Cir Unit 43, Holliston, MA 01746
    • /30

      Est $225,543

      Not Listed For Sale

      147 Turner Rd Unit 97, Holliston, MA 01746

      • 1 Bed
      • 1 Bath
      • 699 Sq Ft
      • Built 1963
      147 Turner Rd Unit 97, Holliston, MA 01746

      Last Sold Summary

      • 2 Days On Market

  • /34

    $660,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,428 Sq Ft

    73 Water St, Holliston, MA 01746

    Welcome to this charming 3-bedroom, 2-bath Cape nestled on a beautiful 0.74-acre lot bordering the Rail Trail and just minutes from town. Filled with warmth and character, this inviting home features an eat-in kitchen that flows seamlessly into a cozy living room with fireplace, plus a dining room perfect for entertaining. A first-floor bedroom with custom built-ins and a full bath provides

    Donna Vona Berkshire Hathaway HomeServices Commonwealth Real Estate

    73 Water St, Holliston, MA 01746
  • /42

    $1,350,000

    Sold Jun 26, 2026

    457 Hanlon Rd, Holliston, MA 01746

    • 4 Beds
    • 4 Baths
    • 5,860 Sq Ft
    • Built 1975

    Last Sold Summary

    • $230/SF
    • 28 Days On Market

    Current Estimated Value $1,363,948

    Last Listing Agent Kathy Chisholm Realty Executives Boston West

    457 Hanlon Rd, Holliston, MA 01746
    • /32

      Est $570,102

      Not Listed For Sale

      151 Cedar St, Holliston, MA 01746

      • 3 Beds
      • 1 Bath
      • 1,236 Sq Ft
      • Built 1961
      151 Cedar St, Holliston, MA 01746

      Last Sold Summary

      • 4 Days On Market

  • /41

    $699,900

    Pending
    • 3 Beds
    • 3 Baths
    • 2,060 Sq Ft

    129 Marked Tree Rd, Holliston, MA 01746

    Open houses CANCELLED!! Renovated in 2021, this stunning 3-bedroom, 3-bath home is the perfect combination of timeless charm and modern convenience, ideally situated on a picturesque tree-lined street in one of Holliston's most sought-after neighborhoods. Designed with today's lifestyle in mind, this move-in-ready home features a beautifully updated kitchen with granite countertops, SS

    Ann DiMascio Lamacchia Realty, Inc.

    129 Marked Tree Rd, Holliston, MA 01746
  • /42

    $1,240,000

    Sold Jul 15, 2026

    110 Goulding St, Holliston, MA 01746

    • 4 Beds
    • 3 Baths
    • 3,727 Sq Ft
    • Built 1994

    Last Sold Summary

    • 6% Above List Price
    • $333/SF
    • 6 Days On Market

    Current Estimated Value $1,167,900

    Last Listing Agent Kathy Chisholm Realty Executives Boston West

    110 Goulding St, Holliston, MA 01746

Showing Results 1 - 40, Page 1 of 18

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
$660,000
Median 1 Bedroom Sale Price
$225,000
Average Price Per Sq Ft
$361
Number of Homes for Sale
19
Last 12 months Home Sales
169
Months of Supply
1.30
Median List Price
$729,900
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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