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$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.
$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.
$785,000
2 Beds ⋅ 3 Baths ⋅ 73566269 MLS ⋅ ['Brooksmont Condominium'] BLDG.
This condominium, constructed in 2018, presents an immaculate property with two bedroom suites, one on the main level and a second in the upper level. A perfect condition home, offering a total of 2360 square feet of sophisticated living space. On the upper level over one thousand square feet make up a suite of 3 rooms, on the first floor there are nearly fourteen hundred square feet dedicated to a convenient easy place to create your home. This residence is thoughtfully designed for discerning individuals seeking a refined single level lifestyle within a private setting. The kitchen serves as the heart of this home, featuring an open-plan design that seamlessly integrates with the dining and living room. It is equipped with stainless steel appliances and a central island, complete with a sink and dishwasher, providing both functional workspace and a focal point for social gatherings. The living room, adjacent to the kitchen/dining, is enhanced by a fireplace, offering an inviting atmosphere for relaxation and entertaining. An additional feature that enhances practical daily living, is the main level laundry room. Expanded living is available through the living room sliding door leading out to the deck with wooded views. The main bathroom is appointed with a double vanity and a walk-in shower, designed for both convenience and a touch of luxury. Additional amenities include a full basement, providing ample storage or potential for further customization. The property also benefits from an attached garage with space for two vehicles. Discover the exceptional living experience offered by this distinguished Holliston condominium. Quick closing possible.

65 Brooksmont Dr Unit 15, Holliston

Listing courtesy of Listing Agent: John Vaillancourt from Listing Office: MA Homes, LLC.
$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.
$1,100,000
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.
$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..
$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..
$725,000
3 Beds ⋅ 3 Baths ⋅ 73510333 MLS ⋅ ['228-230 Norfolk Street Holliston Condo'] BLDG.
Effortless living in this like-new 3BR 2.5BA townhouse-style condo 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 and a prime location near downtown Holliston and Stoddard Park, blending luxury, comfort and convenience. Do not miss this great condo!

228 Norfolk St Unit 228, Holliston

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..

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