Holliston MA 4 Bedroom Real Estate, Homes, Condos for Sale

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.

97 Old Cart Path, Holliston

$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

$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

$1,350,000

4 Beds ⋅ 5 Baths ⋅ 73563504 MLS

Grand, elegant, and exceptionally well-sited at the end of a quiet cul-de-sac in one of Holliston’s most coveted neighborhoods, this beautifully appointed home offers a brilliant blend of luxury, space, privacy, and New England charm with over $170,000 in upgrades since 2023. A gracious two-story foyer welcomes you with a dramatic double bridal staircase with wrought-iron railings, upgraded hardwood floors, custom columns, millwork, and an elegant stone façade. The impressive gourmet kitchen features custom cherry cabinetry, NEW stainless steel appliances, a generous granite island and dining area, with French doors opening to a private deck overlooking the wooded backyard. A spacious mudroom off the three-car garage is perfectly suited for New England living. The first floor offers a formal dining room, living room, family room, private office, and powder room. Upstairs, four spacious bedrooms each feature their own en-suite full bathroom and walk-in closets, complemented by an oversized laundry room. Set on a private lot, the home also offers a private path to the popular Holliston Rail Trail for walking, running, and biking. A rare opportunity to own a substantial, beautifully upgraded home in one of Holliston’s most desirable neighborhoods—offering the space, finishes, privacy, and lifestyle of a luxury property at an exceptional value.

208 Mohawk Path, Holliston

$1,174,900

4 Beds ⋅ 4 Baths ⋅ 73559699 MLS

Open House: Saturday & Sunday from 11 to 12:30 - Tucked at the end of a peaceful cul-de-sac on nearly an acre of beautifully wooded, professionally landscaped grounds, this immaculate Colonial Garrison is the definition of move-in-ready perfection. From the moment you arrive via the paver lined driveway, it's clear this home has been meticulously maintained and thoughtfully updated with a high level of quality craftsmanship throughout. Step inside to find gleaming hardwood floors flowing seamlessly across nearly every room. The heart of the house is a chef's dream kitchen, featuring custom in-lay cabinetry, a large center island with honed marble counters, and a suite of high-end appliances including a Sub-Zero refrigerator, Viking gas cooktop, and Wolf double ovens. Also found in this expansive Kitchen is a wet bar, beadboard and a wine rack. A built-in wet bar makes entertaining effortless, and the open flow into the sun-drenched, cathedral-ceilinged family room — complete with fireplace and skylights — creates the perfect gathering space for family and friends. Also downstairs you will find a large Dining Room and a Study with built ins that are perfect for an upscale home office. Upstairs, the primary suite is a private retreat with a walk-in closet and a spa-worthy en-suite bath boasting a freestanding soaking tub, glass-enclosed tile shower, and double vanity. Three additional bedrooms and another stunningly renovated full bath complete the second floor. The finished lower level adds even more living space with a wine cellar, home gym, versatile bonus room and full bath. The options are endless with this expansive space. A perfect space for a home office, media room, additional bedroom and/or a home gym. Outside, the show-stopping deck overlooks a private, park-like backyard — the perfect setting for morning coffee, weekend barbecues, or simply soaking in the serenity of your professionally landscaped surroundings. A two-car garage, mudroom with custom built-ins, arched doorways, a custom wood finish package that includes wainscoating, shiplap, crown moldings make this is a rare opportunity to own a truly turnkey home in one of Holliston's most desirable neighborhoods.

21 Foxwood Cove, Holliston

$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

$785,000

4 Beds ⋅ 2 Baths ⋅ 73553937 MLS

Welcome to 47 Westfield Dr, a delightful single-family home that seamlessly blends comfort and functionality. Spanning 2,075 square feet, this residence offers 4 well-proportioned bedrooms, 2 bathrooms, and a versatile open floor plan designed to suit your lifestyle. Step inside to discover a bright and updated kitchen that boasts an eat-in kitchen with island perfect for cooking and entertaining opening to a family room. Adjacent, a formal dining room sets the stage for memorable gatherings. A large living room overlooks the front yard with an oversized window. The outdoor amenities invite you to relax and unwind. Enjoy grilling in the newly added covered barbecue area, hosting on the deck, or lounging on the patio. A fenced-in yard adds privacy and creates a welcoming atmosphere for outdoor activities. Recent updates include adding mini-splits, creating an open kitchen/dining flow, first floor bath including adding shower, adding an incredible pantry room as well as a multi-functional mudroom/laundry room and storage. Brand new paved driveway! See agent for additional updates and features. 47 Westfield Dr presents an outstanding opportunity to enjoy the best of both indoor and outdoor living in a beloved Holliston neighborhood!

47 Westfield Dr, Holliston

$839,900

4 Beds ⋅ 4 Baths ⋅ 73544214 MLS

Slow down, breathe deep, and come home to 3.5 private acres on a scenic country road where gardens bloom, trails invite exploration, and evenings end around the fire pit beneath the stars. This 4–5 bedroom Colonial offers the perfect balance of peaceful living and everyday convenience. Inside, a flexible layout includes two potential primary suites, including a first-floor retreat with cathedral ceilings, walk-in closet/office, and private bath. Hardwood floors, granite countertops, updated cabinetry, and a welcoming family room with a high-efficiency Lopi wood insert create warmth and comfort, while the deck extends your living space outdoors. Owned solar panels produce nearly all the home's electricity, including EV charging, and agricultural zoning offers endless possibilities for gardening, hobby farming, or simply enjoying wide-open space. Competitively priced, this home is ready for your personal style to make it uniquely yours.

15 Bullard St, Holliston

$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

$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

$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

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