Refine Search
Map
Sort by
$1,575,000
4 Beds ⋅ 5 Baths ⋅ 73575584 MLS
Wow! Spectacular sweeping East-facing views and exceptional craftsmanship define this one-of-a-kind custom home in the coveted Highlands at Holliston. Beautifully sited on over an acre above Old Cart Path, this stunning residence offers three levels of luxurious living and extraordinary spaces for both everyday living and entertaining. A welcoming farmer’s porch opens to a grand two-story foyer with brilliant hardwood floors and custom millwork. The expansive main level features a dramatic two-story family room with coffered ceiling, an enormous gourmet kitchen with custom cabinetry, center island and walk-in pantry, plus an exceptional media room with movie screen and projector. A gracious living room, formal dining room, oversized home office, and full bath complete the level. Upstairs, you'll find an expanded balcony, luxurious primary suite with grand bath, two walk-in closets, and sitting area, complemented by a princess suite, two additional bedrooms, full bath, and laundry. The finished lower level is an entertainer’s dream with full bar, game and bonus rooms, and full bath. Outside, enjoy manicured grounds, an expansive composite deck and oversized patio while taking in the amazing views. Ideally located in one of Holliston’s most desirable neighborhoods with access to the Charles River Rail Trail. A truly extraordinary offering where breathtaking views, exceptional finishes, remarkable scale, and sophisticated amenities create an exceptional luxury lifestyle. Seller Owned Solar transfers to Buyers!

97 Old Cart Path, Holliston

Listing courtesy of Listing Agent: Tara D'Amato from Listing Office: Engel & Volkers Wellesley.
$680,000
3 Beds ⋅ 2 Baths ⋅ 73575571 MLS
Welcome to this charming split-level/ranch-style home set on a spacious, beautifully landscaped lot surrounded by mature trees. A gently sloping front lawn, generous paved driveway, and attached garage create an inviting first impression. Inside, the bright main level features gleaming hardwood floors, large windows, and a warm fireplaced living room. The spacious dining area flows naturally into the kitchen, which offers white cabinetry, ample storage, generous workspace, and stainless appliances, with large windows overlooking the surrounding greenery. Hardwood flooring continues through much of the main living area and bedrooms, including a bright primary bedroom with generous closet space and peaceful yard views. Flexible additional bedroom/office space offers versatility for today's needs. The finished lower level provides excellent additional living space for a family room, playroom, home office, or recreation area, along with laundry, utility, storage, and workspace. A basement entrance/exit provides convenient access to the yard. Major systems have been updated, including a newer roof, heating system, and windows, offering added peace of mind. Step outside to enjoy the screened porch overlooking the private, fenced backyard, ideal for relaxing, dining, or entertaining. The expansive yard offers room for recreation and gardening, with a dedicated basketball area adding to the outdoor appeal. A peaceful setting, flexible living spaces, updated major systems, and inviting indoor-outdoor spaces make this a wonderful place to call home.

35 Donna Rd, Holliston

Listing courtesy of Listing Agent: Mark McGowan from Listing Office: Redfin Corp..
$625,000
3 Beds ⋅ 2 Baths ⋅ 73575265 MLS
Charming antique Colonial in Holliston’s desirable Mudville neighborhood, filled with warmth, character, and classic New England appeal. Wide-plank pine floors run throughout the home, adding to its timeless charm. The bright and spacious eat-in kitchen features abundant natural light, cherry cabinetry, granite countertops, stainless steel appliances, and recessed lighting, with convenient access to the rear deck, perfect for relaxing or outdoor dining. The first floor also offers a comfortable living room, bedroom, and full bath, providing flexible living options. Upstairs are two additional bedrooms and a second full bath. Outside, enjoy a long, level yard with plenty of room for gardening, play, or entertaining. Enjoy the neighborhood lifestyle with a rail trail walking path just nearby, along with residential access to Lake Winthrop, where the beach, boat access, and playground offer another great spot to enjoy the outdoors. Ideally situated close to downtown Holliston’s shops, restaurants, and local amenities, this character-filled home offers a wonderful combination of antique charm, outdoor space, and a convenient location.

44 Exchange St, Holliston

Listing courtesy of Listing Agent: Catherine Carrara from Listing Office: Realty ONE Group Suburban Lifestyle.
$689,000
3 Beds ⋅ 3 Baths ⋅ 73575142 MLS
Unique residence offering space, character, and tremendous potential! Set on 5 acres with a large, private back yard surrounded by mature woods. This 3-bedroom, 2.5-bath home offers approximately 2,192 sqft of living space along with a 40x40 barn, 2-car garage, and a brand-new 3-bedroom septic system being installed prior to closing. The main level offers an open dining and kitchen area with island, range, black appliances, Woodmode dark walnut cabinetry, and imported Italian tile flooring. A spacious living room with laminate flooring, full bath, and screened porch with wood flooring. The primary bedroom includes a built-in AC unit and private half bath, with two additional bedrooms offering comfortable living space. The walk-out lower level adds 696 sqft including recessed lighting, laminate flooring, and a carpeted room that could serve as an office or studio. A full bath with tile flooring and tile shower completes the level. Oil-fired heat, 200-amp electrical service, and a 2017 water heater round out the mechanicals. The 40x40 barn is a standout feature, offering excellent potential for storage, workshop, hobbies, agricultural use, or other possibilities, subject to zoning and approvals. Part of the barn roof has been replaced. This home offers an excellent opportunity for buyers seeking fantastic land, substantial space, and the potential to make it their own — set in desirable Holliston, with a welcoming community, excellent schools, scenic conservation areas, and convenient access to major routes. A must see!

801 Winter St, Holliston

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..
$975,000
4 Beds ⋅ 3 Baths ⋅ 73574969 MLS
Imagine coming home to a backyard that feels more like Vermont than MetroWest. Set on nearly four acres and abutting conservation land, 330 Marshall Street offers a wonderful connection to nature, yet remains close to everything that makes Holliston so desirable. This beautifully cared-for Colonial has a timeless quality, with warm wood floors, detailed trim and an inviting floor plan that works equally well for everyday life or a house full of family and friends. The kitchen, with granite counters and new tile floors, opens easily to the surrounding rooms, while French doors add character and allow spaces to be connected or separate when desired. Spend winter evenings by the fireplace and warmer days on the screened porch or deck, overlooking a yard that truly feels like a retreat. Beyond the lawn, the woods invite morning walks, hikes or snowshoeing after a fresh snowfall. Toward the back of the property, a small pond offers the possibility of ice skating when winter conditions allow—followed by hot chocolate and s’mores around the outdoor fire pit. Upstairs are four nicely sized bedrooms, including a generous primary suite with vaulted ceiling, walk-in closet and beautifully updated shower. It's a perfect place for quiet and a good book at the end of a long day. The walkout lower level offers finished living area along with plenty of additional room for a gym, media room, workshop or future expansion. An attached 2-car garage with new doors, excellent storage, central air and leased solar panels add to the home’s appeal. It’s a setting that feels wonderfully removed from it all, yet everyday conveniences are surprisingly close. Holliston High School—ranked #30 on Boston Magazine’s 2026 list of Greater Boston’s Top Public High Schools—Out Post Farm and Pinecrest Golf Club are all just minutes away, while I-495 and Milford’s wide selection of shopping and restaurants are within easy reach. For those who value a little more land, a little more nature and a little more room to breathe, this is a special place to call home.

330 Marshall Street, Holliston

Listing courtesy of Listing Agent: Katie McBride from Listing Office: REMAX Executive Realty.
$799,900
3 Beds ⋅ 2 Baths ⋅ 73574220 MLS
Welcome to 47 Jarr Brook Rd, a beautifully remodeled cape style home offering timeless character, modern updates, and exceptional indoor-outdoor living in desirable Holliston. The heart of the home is the fully remodeled kitchen, completed in 2020, featuring an open-concept design that seamlessly connects to the living room and eat in breakfast nook. Thoughtfully appointed with stainless steel appliances, quartz counter tops, built-in microwave, center island, and wine cooler, this inviting space is perfectly suited for both everyday living and entertaining. The living room offers a warm and welcoming atmosphere centered around a classic fireplace and custom built ins. The home features three well-appointed bedrooms and two updated full bathrooms, providing comfortable and versatile living space. Step outside and discover a truly special private retreat. The professionally landscaped grounds feature beautiful patio hardscaping, creating an ideal setting for outdoor dining, entertaining, and relaxing. A new deck and screened-in porch provide additional spaces to enjoy the outdoors throughout the seasons, while the private pool area offers the perfect escape for summer days. A dedicated fire pit adds another gathering space for those cool summar and fall evenings. An attached one-car garage adds convenience and additional storage. Ideally located on a quiet cul-de-sac, this home is a must see. Showings start Friday.

47 Jarr Brook Rd, Holliston

Listing courtesy of Listing Agent: Ritucci & Swift - Your Home Team from Listing Office: Realty Executives Boston West.
$599,900
3 Beds ⋅ 1 Baths ⋅ 73572997 MLS
Consider this your invitation to fall a little bit in love with Holliston! This beautifully maintained gem proves that 1,356 sq. ft. can live remarkably large. Step inside to a bright, inviting main level where gleaming hardwood floors create an effortless flow from the spacious living area into a cozy dining space. The charming kitchen brings plenty of personality with beautiful natural wood cabinetry, granite countertops, and a skylight that pours in natural light. Three comfortable bedrooms and a full bath round out the main level, while the delightful sunroom is ready for everything from morning coffee to quiet afternoons. Head downstairs to discover a versatile family room offering even more room to spread out, work from home, host guests, or create your favorite hangout space. Outside, the charm continues with a lovely white garden arbor, storage shed, and inviting yard space to enjoy in the warmer months. Recent improvements offer wonderful peace of mind, including a 2024 roof and newer heating and water heater systems, while fresh 2025 paint and 2026 washer and dryer add to the move-in-ready appeal. Enjoy all that Holliston has to offer, with Holliston High School, local shops and restaurants, parks, walking trails, and easy access to commuter routes all close by. Warm, welcoming, and wonderfully cared for, this is a home that makes everyday living feel easy!

93 Jerrold St, Holliston

Listing courtesy of Listing Agent: Jim Black Group from Listing Office: Real Broker MA, LLC.
$2,300,000
5 Beds ⋅ 5 Baths ⋅ 73570164 MLS
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 appliances, walk-in custom pantry, 92 bottle wine chiller, 6 burner range, wall oven, center island & leads to LR w/gas FP, and DR. The primary BR is its own oasis w/luxurious spa BA & custom walk-in closet. 2nd BR/office & full BA also on 1st .The mudroom & laundry are have radiant floors & lead to 3 car garage. The 2nd floor is a surprise! 3 BR's (two ensuite), a 2nd FR w/gas FP, wet bar & vaulted ceilings + generous bonus room. 9ft ceilings. All BA's have radiant heat, speakers in most of house, fire pit. Conveniently located <10 miles many town centers: Sherborn, Dover, Natick, Wellesley.

14 Fiske Pond Road, Holliston

Listing courtesy of Listing Agent: The Lara & Chelsea Collaborative from Listing Office: Coldwell Banker Realty - Wellesley.
$739,000
3 Beds ⋅ 1 Baths ⋅ 73569184 MLS
Privacy, acreage, and an incredible workshop—all in desirable Holliston! Set on 4.4 acres abutting town and conservation land, this well-maintained home offers a private, estate-like setting with space inside and out. The home features a bright and comfortable layout, generous finished living space, a finished lower level, and covered decks perfect for enjoying the peaceful surroundings. The true showstopper is the massive multi-bay outbuilding with space for up to 6 vehicles—ideal for car enthusiasts, contractors, tradespeople, hobbyists, or anyone looking for a serious workshop right at home. With 4.4 acres, protected land along the property, abundant garage and workspace, and a convenient Holliston location, this is a unique property that’s increasingly difficult to find. Also conveniently located less than a half a mile from Holliston High school and Pinecrest Golf Club, and just 15 min to I-495.Newly installed septic, Title V Certificate of Compliance is just waiting on a well test, spoke with the town once they get the results they can issue certificate.

636 Highland St, Holliston

Listing courtesy of Listing Agent: Caden Lobo from Listing Office: LPT Realty - Home & Key Group.
$795,000
3 Beds ⋅ 3 Baths ⋅ 73568274 MLS
From the moment you arrive, it is clear that this custom 3-bedroom, 3-full-bath Cape has been lovingly and meticulously maintained, inside and out. Thoughtfully designed for both everyday living and entertaining, this home offers inviting spaces, wonderful flexibility, and a backyard connection to nature that is truly special.Step inside through the convenient mudroom entrance, where there is room to leave the day behind before entering the bright dining area. French doors draw you outside to the deck, creating an easy flow for summer dinners, morning coffee, or simply relaxing while overlooking the private backyard. At the heart of the home, the spacious kitchen offers plenty of room to gather, while the center fireplace living room provides a warm and welcoming place to unwind. A large family room complete with custom built-ins gives everyone space to spread out, and a first-floor office offers the flexibility so many buyers are looking for today.Upstairs, the oversized primary suite feels like a private retreat, complete with a spa-like full bath and two walk-in closets. Two additional bedrooms and a third full bath provide comfortable accommodations for family and guests.The finished lower level extends the living space even further, with a large great room or flexible space ready for movie nights, games, exercise, hobbies, or whatever suits your lifestyle. A spacious workshop is an added bonus for projects, storage, or creating a space of your own.Outside is where this property becomes even more special. Enjoy the privacy of the backyard, shoot hoops on your own basketball court, or follow the path that leads directly to the Upper Charles Rail Trail. Imagine stepping out your back door for a walk or bike ride, or enjoying cross-country skiing and snowshoeing when winter arrives. This wonderful trail connection brings year-round recreation right to your doorstep. Beautifully cared for and thoughtfully designed, this is more than a house—it is a home that offers space to gather, room to grow, and a lifestyle to enjoy in every season.

1804 Washington St, Holliston

Listing courtesy of Listing Agent: Ritucci & Swift - Your Home Team from Listing Office: Realty Executives Boston West.
$799,000
3 Beds ⋅ 3 Baths ⋅ 73568151 MLS
Far from your typical ranch! Gutted to the studs and completely reimagined in 2023, this home offers the look and feel of new construction with thoughtful design and high-end finishes throughout. The show stopping kitchen features vaulted ceilings, an oversized island, custom cabinetry, and quartzite countertops, opening seamlessly to the dining and living areas with custom built-ins. The primary bedroom offers a spacious walk-in closet, while the heated sunroom adds year-round living space. Extensive updates include a new roof, windows, whole-house spray foam insulation, prefinished hardwood floors, all-new electrical and panel, new plumbing throughout the home, HVAC, and water heater. A new driveway and back patio complete the improvements. Located in a desirable neighborhood close to shopping, parks, and trails, this move-in-ready home combines style, comfort, and the ease of single-level living.

74 Westfield Dr, Holliston

Listing courtesy of Listing Agent: Francielle Caldeira from Listing Office: REMAX Executive Realty.
$674,900
4 Beds ⋅ 3 Baths ⋅ 73567627 MLS
Nestled in a desirable Holliston neighborhood, this spacious raised ranch is set on a private lot abutting conservation land. The bright and welcoming main level features cathedral ceilings, abundant natural light, hardwood floors, and a wood-burning fireplace. The sunny, white-cabinet kitchen offers direct access to a large deck overlooking the private backyard, built-in pool, and beautiful patio—ideal for relaxing and entertaining. The main level also includes a tiled full bath, a primary bedroom with a private half bath, and two additional generously sized bedrooms. The finished lower level offers an open-concept family room with a second wood-burning fireplace, a versatile bonus room suitable for use as a fourth bedroom or home office, a well-appointed laundry room, and an additional half bath. Warm and inviting, this home offers abundant living space, privacy, numerous updates, and a newer septic system.

68 Gregory Rd, Holliston

Listing courtesy of Listing Agent: Faina Shapiro from Listing Office: Berkshire Hathaway Home Services Commonwealth Real Estate.
$699,000
3 Beds ⋅ 2 Baths ⋅ 73566661 MLS
A touch of modern city but in the quiet suburbs. This 3-bedroom, 2 bath raised ranch offers both. Property is over 2 acres of privacy and quiet, with modern updates in the kitchen and baths. Upper level offers an open living room with fireplace, that leads into the dining area and kitchen. Take a moment sitting in the sun either on your deck off the kitchen or sunroom with skylights off the dining area. Move down the hall and you will find closet space, three bedrooms, and a full jack-and-jill bath attached to the main bedroom. Proceed to the lower level and you will find a fire placed family room, bonus room, full bath, storage, and access to the 2-car garage. As a surprise there is a finished space as well as storage in the pull-down attic. Some other bonuses include a covered patio on the lower level in the back, newer oil tank, storage shed, and small little pond.

64 Marshall St, Holliston

Listing courtesy of Listing Agent: John J. Mansfield from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$499,000
3 Beds ⋅ 1 Baths ⋅ 73566520 MLS
Welcome to 131 Goulding Street, a three-bedroom ranch offering the ease and convenience of one-level living on a level .48-acre lot. The home features a spacious living area, three bedrooms, and a full bath, along with a kitchen offering granite countertops and a gas stove. Additional features include replacement windows, vinyl siding, town water, and a one-car garage. The level lot provides plenty of outdoor space and offers the opportunity to create your own backyard setting. Conveniently located in Holliston, this property is a great opportunity for buyers looking for a ranch-style home with a practical layout and the potential to update and personalize the space to suit their needs.

131 Goulding Street, Holliston

Listing courtesy of Listing Agent: Hillary Swenson Corner from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$599,900
3 Beds ⋅ 1 Baths ⋅ 73564423 MLS
Welcome to 36 Regal Street! This charming ranch offers comfortable single-level living in a desirable Holliston neighborhood, just moments from the Rail Trail. The bright and inviting living room features beautiful hardwood floors and a large bay window. The spacious kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a versatile bonus space perfect for a home office, dining area, playroom, or flex space.Three bedrooms and a full bath complete the main level. But the real showstopper may be outside! Set on a large, level lot, the private backyard is made for summer entertaining, complete with a spacious deck and above-ground pool, your own backyard escape just in time to enjoy the last moments of summer! A storage shed provides additional space for gardening equipment and outdoor essentials. Central air, natural gas heating, and a fantastic location close to schools, shopping, the Rail Trail, Route 16, Route 109, and major commuter routes add to the appeal. Homes like this don't come around often, move-in ready and perfectly positioned for enjoying everything this wonderful community has to offer, this is one you won't want to miss!

36 Regal St, Holliston

Listing courtesy of Listing Agent: Angela Zullo from Listing Office: Lamacchia Realty, Inc..
$403,800
3 Beds ⋅ 1 Baths ⋅ 73562233 MLS
This cottage-style home offers genuine potential in a desirable setting near Lake Winthrop, Stoddard Park Beach, Patoma Park and recreational amenities. The home features two bedrooms, one full bathroom and approximately 1,060 square feet of living area in a practical single-level layout. Bring your ideas and explore the opportunity to personalize and improve the property. This property has been placed in an upcoming event. All bids should be submitted at Xome.com void where prohibited. Please submit any pre-auction offer received through the property details page on Xome.com. Any post-auction offers will need to be submitted directly to the listing agent. Response within 3 business days. All properties are subject to a 5% buyer's premium pursuant to the Auction Participation Agreement and Terms & Conditions minimums will apply.

66 Lakeshore Dr, Holliston

Listing courtesy of Listing Agent: Carlos Feliciano from Listing Office: Vylla Home.
$860,000
3 Beds ⋅ 3 Baths ⋅ 73558504 MLS
Discover the single-family home at 621 Marshall Street, offering the perfect blend of comfort, space, and privacy. Built in 1965, this spacious 2,077-square-foot home sits on an expansive 80,150-square-foot lot, creating your own private retreat. Enjoy summer days by the inground pool, unwind in the hot tub, or relax in the peaceful outdoor setting. This home provides three bedrooms, two full bathrooms and an additional half bathroom, a beautifully updated kitchen, and more. Additional highlights include a three-car garage, providing abundant space for vehicles, storage, or hobbies. Conveniently located in desirable Holliston, this exceptional property offers the tranquility of a large lot while remaining close to shopping, dining, schools, and commuter routes. Don't miss the opportunity to add your personal touches and make this remarkable home your own! Home being sold as is.

621 Marshall St, Holliston

Listing courtesy of Listing Agent: Victoria Aucoin from Listing Office: Elite Realty Experts, LLC.
$1,899,000
4 Beds ⋅ 5 Baths ⋅ 73557149 MLS
NEW CONSTRUCTION. Comfortable sophistication best describes this newly constructed home, located on a country road and situated on almost an acre of land. The open-concept first floor is ideal for family gatherings and entertaining, featuring an impressive kitchen with a large center island,  with a quartz waterfall countertop, a wine cooler, and stainless steel appliances. The kitchen and dining area flow seamlessly into the living room, which is accented by a gas fireplace. Additionally, a dedicated library/office provides a wonderful space for working from home or quiet reading. Upstairs, a central sitting area with a second fireplace connects four bedrooms, each featuring hardwood floors, ribbon lighting, and its own private bath. The primary suite is a retreat in its self, offering a third fireplace that provides the sleeping area with a warm glow. The primary bath includes a soaking tub, an oversize tile shower, and a double vanity, while the dressing room provides ample space for clothing and accessories; it's nothing less than a dream. A convenient second-floor laundry room is also located just off the sitting area. If the above-ground living space is not enough, the full, finished basement is the perfect spot for play or hosting a game-viewing party. The living space continues outside to a stone patio complete with an outdoor kitchen. Three car garage with high ceilings provides space for larger vehicles or multilevel storage . Plus, the property is close enough to the golf course that you can drive your cart home to drop off your clubs. Don't miss the opportunity to see this stunning home. ANY OFFERS PRESENTED BETWEEN 8/28-9/5 - PLEASE ALLOW 48 HOUR RESPONSE TIME

30 Mill St, Holliston

Listing courtesy of Listing Agent: Cindy Donati from Listing Office: Century 21 Custom Home Realty.
$1,249,000
5 Beds ⋅ 4 Baths ⋅ 73554074 MLS
Grand and glorious, this stately home is located in a double cul-de-sac neighborhood of refined homes, in a prime location on the Hopkinton line, close to Pinecrest golf course, Holliston High School, the Waseeka Wildlife Sanctuary (Audubon) and the commuter rail. Beautiful private setting abuts protected open space, with a gorgeous heated inground saltwater pool, cabana, large composite deck and spacious, flat backyard lawn area. Wonderful interior floor plan with front and back staircases is ideal for multi-generational living - finished 3rd floor with living area, bedroom and full bath. Main level features a large home office w/French doors and built-ins; sunny kitchen with white cabinetry and brand new stainless appliances; dramatic vaulted ceiling family room with floor-to-ceiling gas stone fireplace; fireplaced game/living room with custom molding and access to dreamy screened porch; dining room with crown molding; powder room with laundry and large mudroom. Second level features four bedrooms, showcased by the lovely, fireplaced primary with its spa bathroom and walk-in closet; oversized bedrooms offer lots of closet space. The walkup third level provides a multitude of possibilities for in-law living, work from home or teen hangout space; walkout lower level with home gym/exercise room. This home has plenty of room for all, while offering warm, cozy and inviting spaces, both inside and out. Be part of the lovely community of Holliston, which offers both Montessori and French Immersion programs as part of their exceptional school system.

25 Erin Way, Holliston

Listing courtesy of Listing Agent: Kathy Chisholm from Listing Office: Realty Executives Boston West.
$1,100,000
3 Beds ⋅ 3 Baths ⋅ 73552868 MLS
Where timeless country living meets endless possibility- Once known as Kampersal Dairy Farm, this exceptional farm and home offer the space, charm and freedom you've been waiting for! The main house recently underwent a 1,000+ sq. ft. addition featuring an oversized 2 car garage w/ hydraulic lift. Kitchen, Bathrooms, Main Floor Primary Bedroom, Office, and Breezeways are all new. Renovations also include a full-length rear deck with sliders off the Kitchen and Primary BR. The wood stove efficiently heats the entire home, while portions of the original house have been preserved.Oversized three-story Barn recently received a board-and-batten facelift and offers abundant storage below. Set on just under 5 acres, Continue operating as a farm, Raise or board horses, Explore subdivision potential, or enjoy Country Living. Conveniently located near the Upper Charles Rail Trail, perfect for horse back riding and most outdoor activity, with easy access to Rts. 495, 109 &16

85 Fisher Street, Holliston

Listing courtesy of Listing Agent: Meeghan Ford from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$899,900
6 Beds ⋅ 4 Baths ⋅ 73549299 MLS
Gracious and stately, this sunny center entrance colonial offers a lovely updated main house plus two income generating apartments, making this a wonderful opportunity and investment. Located in the charming village of downtown Holliston, this home offers a coveted lifestyle of walking to schools, shops, cafes, playground, library, Upper Charles Rail Trail and Lake Winthrop. Updated kitchen features white cabinetry, wood flooring, granite counters, stainless appliances and an exposed beam; living room with pine flooring, built-ins and working fireplace; family room with lots of windows, built-ins, working fireplace and pine flooring; spacious dining room with beautiful original mantle and detailing, plus built-ins. The new screened porch & half bath complete the main level. Upstairs bedrooms are spacious and inviting, including the primary bedroom which offers the potential of being two rooms. Walk up 3rd floor provides either another bedroom or a fabulous home office space. A gem!

865 Washington St., Holliston

Listing courtesy of Listing Agent: Kathy Chisholm from Listing Office: Realty Executives Boston West.
$749,990
3 Beds ⋅ 4 Baths ⋅ 73545542 MLS
Welcome to 660 Mayflower Landing — drastic price reduction for a quick closing. This beautifully maintained 2017-built colonial offers privacy and modern comfort on a secluded 0.73-acre lot at the edge of Fafard’s Constitution Village in desirable Holliston, MA, with large front and side yards and preserved woodlands wrapping the side and back yards. Tucked away yet conveniently located just minutes from Route 16, this home provides easy access to commuting routes, shopping, and local amenities while feeling worlds apart in its peaceful, wooded setting surrounded by conservation and open space land. Boasting 2,480 square feet of finished living space, this 3-bedroom, 2 full + 2 half bath home features an open and flexible floor plan perfect for today’s lifestyles. The main level offers a bright, sunny living room with fireplace, open kitchen/dinette area, and slider access to a spacious rear composite deck—ideal for outdoor entertaining and enjoying the private backyard. Hardwood floors flow throughout the primary living areas, while the carpeted bedrooms provide comfort and warmth. The finished basement adds significant additional living space and includes a half bath.

660 Mayflower Landing, Holliston

Listing courtesy of Listing Agent: Madlyn Fafard from Listing Office: Fafard Real Estate.
$644,000
3 Beds ⋅ 2 Baths ⋅ 73541116 MLS
Price recently reduced Move-in ready ranch that encompasses 2089 square feet of well-maintained living space. This property offers a refined living experience, thoughtfully designed for both comfort and sophisticated entertaining. The kitchen is appointed with stainless steel appliances, new stove and dishwasher Dec of 25 and features a central island, providing an efficient and stylish space for culinary endeavors. The living room offers a welcoming atmosphere, ideal for relaxation and social gatherings and three bedrooms, This residence provides ample accommodation designed for privacy and convenience. Great open space to entertain in the lower level with a dry bar. The expansive 19602 square foot lot includes a private yard, offering a secluded outdoor environment for leisure and recreation.

58 Wedgewood Dr, Holliston

Listing courtesy of Listing Agent: Patricia Baker from Listing Office: Realty Executives Boston West.
$950,000
3 Beds ⋅ 3 Baths ⋅ 73540173 MLS
Amazing opportunity to own New Construction in desirable Holliston, with contractor incentives like paying your closing costs for this perfectly sized single-family home completed in 2026, offering 1813 square feet of meticulously designed living space, gleaming hardwood floors throughout. Upon entrance you will be greeted with an open floor of spacious luxury living room, cozy electric fireplace that flows into an open quartz filled kitchen, waterfall island, convenient pantry, spacious dining area, half bath and an easily accessible laundry room.Through the sliders onto the beautifully paved outdoor patio,its private, peaceful and great for entertaining.The residence features three thoughtfully appointed bedrooms, providing private retreats for all occupants, the primary suite offers a large custom closet, fireplace and modern full bath. Complementing other bedrooms an additional full bath. This exceptional property is poised to provide a refined living experience. We invite you to schedule a private showing to fully appreciate its distinctive qualities of this beautiful home.

53 Louis St, Holliston

Listing courtesy of Listing Agent: Marianna Da Silva from Listing Office: Media Realty Group Inc..
$1,795,000
5 Beds ⋅ 6 Baths ⋅ 73538100 MLS
Nestled in sought-after Cedarbrook, this exceptional 5-bed Colonial offers many updates including exterior painting, composite deck, new carpeting on upper and lower levels, and five new A/C condensers, offering exceptional living indoors and out. A two-story foyer with mahogany inlaid flooring sets the tone as you enter. Main level features elegant living and dining rooms, a great room with stone fireplace and custom built-ins, plus private home office with gas fireplace. Chef’s kitchen features Wolf gas range, double ovens, warming drawer, beverage fridge and butler’s pantry with sink and second dishwasher. Second floor offers five bedrooms including primary suite w/ a sitting room, three full baths, and convenient second-floor laundry. The finished walkout lower level with 8’ ceilings and full bath adds flexible living space. Outdoor living includes new deck overlooking saltwater pool, large front yard and farmer's porch. A truly remarkable home for everyday living and entertaining!

16 Kingsbury Dr, Holliston

Listing courtesy of Listing Agent: Melissa Kaspern from Listing Office: REMAX Executive Realty.
$1,199,000
4 Beds ⋅ 5 Baths ⋅ 73537793 MLS
Come check out the price change. Elegance, sophistication and modernity have a specific address. This beautiful property is ready to move in. Open-concept main level offers abundant natural light. The kitchen features white cabinetry, double edge island, and quartz countertops, opening to spacious living and dining area. The slider door goes to a deck and a private patio for gathering and barbecue. Second level has a large master bedroom with a walk-in closet, beautiful bath with a bathtub and balcony overlooking the calm backyard and where you can enjoy the sunset. Two great sizes bedrooms with Jack and Jill bath. Convenient laundry room with sink and cabinets. House offers two fireplaces. There is one bedroom with a full bath on the first floor to serve as a home office or guest space. A 2-car attached garage with EV charging. Finished basement with a full bathroom offers a great potential for a games room, TV and entertainment. Come to check it out. Open House Saturday August a5th from 10:30am to 12pm.

1172 Washington St, Holliston

Listing courtesy of Listing Agent: Soraia Aguiar Campos from Listing Office: Mega Realty Services.
$1,299,900
4 Beds ⋅ 4 Baths ⋅ 73532141 MLS
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 with natural light. The fully finished basement is a standout feature, adding exceptional living space with a family room, home gym, bar area, and a dedicated project/work space—perfect for entertaining, hobbies, or relaxing. Bedrooms are well-sized with generous closets, and bathrooms are thoughtfully designed for everyday ease. Outside, enjoy a private setting with space for outdoor enjoyment, gardening, or future enhancements. Conveniently located near top-rated schools, shopping, dining, parks, and commuter routes, this home offers the perfect blend of small-town charm and modern convenience

120 Mohawk Path, Holliston

Listing courtesy of Listing Agent: Sharada Kunam from Listing Office: Foemmel Fine Homes.
$1,250,000
4 Beds ⋅ 5 Baths ⋅ 73519732 MLS
Sited at the end of a lovely cul-de-sac, enveloped by nature and conservation, offering complete privacy, this gracious home is tucked into a private neighborhood of exclusive homes. Sunny, two-story foyer with marble flooring; 10' ceilings on 1st floor; lovely living room with HW floors; dramatic two story family room with a floor to ceiling fireplace, custom built-ins and back staircase; skylit kitchen w/Thermador double oven, gas cooktop, granite counters and sunny eating area; butler's pantry w/custom cabinetry plus a 2nd pantry; spacious home office with French doors and custom cabinetry; stunning dining room w/tray ceiling, crown molding and beautiful windows; mudroom and two powder rooms complete the main level. Second level features a lovely primary suite with a vaulted ceiling, two walk-in closets, spa bathroom w/double vanity, jacuzzi & large shower; three additional bedrooms (one ensuite) are spacious and offer generous closet space. Walkout basement ideal for finishing.

10 Timber Ledge Drive, Holliston

Listing courtesy of Listing Agent: Kathy Chisholm from Listing Office: Realty Executives Boston West.
$725,000
3 Beds ⋅ 3 Baths ⋅ 73517320 MLS
Effortless living in this like-new 3BR 2.5BA, attached single family, set on a picturesque, level lot. Open-concept main level offers abundant natural light and a warm, inviting flow ideal for everyday living and entertaining. The kitchen features white cabinetry, center island, and granite countertops, opening to spacious living and dining areas. Upstairs includes three large bedrooms, two full baths, and a convenient laundry room. The primary suite offers a walk-in closet and bath with double vanity and tiled shower. Flexible layout allows one bedroom to serve as a home office or guest space. Additional highlights include a 2-car attached garage with EV charging, energy-efficient Pella windows, and an air purification system. Full basement provides excellent expansion potential and is already roughed for a bathroom. Enjoy no condo fees, but very young home! Prime location near downtown Holliston & Stoddard Park, blending luxury, comfort & convenience. Do not miss this great home!

228 Norfolk St Unit 228, Holliston

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..
$840,000
3 Beds ⋅ 4 Baths ⋅ 73517201 MLS
Welcome to your completely furnished brand new home, just one short year from new and endless upgrades make this a home not to be missed with no condo fees or HOAs !! The moment you walk into the open living room and dining area with a truly gourmet kitchen and upgraded stainless steel appliances you will realize you are home. The second floor features three bedrooms each with a private or adjoining bath, A spacious primary suite awaits with a large walk in closet ,spacious bath room with double sinks, tiled shower and soaking tub . Basement is fully finished for playroom , gym or additional office. Private backyard and deck add exterior value to this timeless home. Recent build to the latest energy code offers you energy efficiencies not found in todays market.

615 Norfolk St, Holliston

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.