Located in a cozy cul-de-sac with a nice yard and gorgeous views of the woods with walking trails! This home has 4610 sqft of living space NOT including a walk-up 3rd level ready to be finished. The 1st floor has 9' ceilings and a wide open floor plan with lots of natural light. Family room with fireplace, large dining room, separate office or reading room, mudroom, and your dream kitchen with huge center island, quartz counters, quality cabinets, vent hood, and walk-in butler's pantry with sink! The main suite has cathedral ceilings, walk-in closet, balcony, and stunning bathroom! 2nd bedroom also has a walk-in closet and full bath. 2nd floor laundry room, 2 more bedrooms, full bath, and an office round out the 2nd floor. Finished walkout basement is like an apartment with a bedroom, living room, full bath, wet bar or kitchenette, and laundry hookups! Wood floors throughout, Farmer's porch, 3 car garage, deck, patio, sprinkler system, and much more!
Offer deadline: Sunday 8pm (12/14/25) Nestled at the end of a cul-de-sac, this spacious 4-bedroom, 2.5-bath colonial blends comfort and style. The open-plan kitchen flows into the dining area, creating an inviting space for gatherings. A fireplaced family room with customized shelving is ideal for cozy evenings, while the formal living room adds extra entertaining space. A half bath with laundry completes the main floor. Upstairs are four generously sized bedrooms, including a large primary suite with a walk-in closet and private bath with shower, plus a full guest bath with a soaking tub. The basement offers bonus living space, perfect for a playroom, home office, or media room. Enjoy the serene backyard featuring a 3-season porch, wood deck, playground, gunite pool, and hot tub. Additional highlights include a 2-car garage, storage shed, and fully fenced yard for privacy. This home offers the perfect combination of space, convenience, tranquility & Holliston Schools—don’t miss it!
Escape the ordinary & step into something truly special! This expanded log home is a rare Holliston find—warm, inviting, & privately tucked away on a serene retreat lot while still being moments from everything. Just a short walk or bike ride brings you to downtown cafés, shops, & the Upper Charles Rail Trail. The open floor plan offers a front-to-back living room with a cozy fireplace, while the kitchen & dining area flow seamlessly into a spacious family room with gleaming hardwood floors. A full bath completes the 1st floor. Upstairs, the primary bedroom boasts two generous closets, and the beautifully renovated hall bath showcases a rustic-modern design. But the magic happens outdoors: your own private wilderness retreat. Enjoy a fenced backyard filled with birdsong—from bright cardinals to visiting orioles—while lounging by the gorgeous propane-heated Gunite pool. Unwind around the circular firepit as the sun sets & nature fills the air. A home that feels like you are on vacation
Truly an oasis, offering elegance and comfort in a lovely private setting, tucked into a quiet neighborhood. This sun filled home features a fabulous floor plan with 4/5 bedrooms (including one on the main level); 3 full baths; dramatic skylit family room with gas fireplace; gorgeous kitchen with gas cooking and custom cabinetry; open living and dining rooms; dreamy screened porch transitions to the beautiful backyard and magazine worthy inground pool. Upstairs are four very generously sized bedrooms, showcased by the primary bedroom with its tray ceiling, stunning bathroom and walk-in closet; 2nd floor laundry; updated hallway bath with double vanity. Lower level adds a game/recreation room, craft room/office and spacious exercise or play area. Numerous updates (see attachment) include roof, Pella windows, HVAC systems, carpeting & more. Beautiful grounds include a bluestone patio with stone fireplace, koi pond with waterfall, privacy fencing and even a putting green! A true gem!
Let your new story begin in The Highlands at Holliston! A sense of arrival is instant as you enter this impeccably maintained home, where timeless elegance meets luxurious comfort. A grand dual staircase with iron balusters makes a striking first impression. Enjoy mornings in a sunlit solarium overlooking an expansive yard with raised garden beds, evening conversations beneath coffered ceilings & oversized windows in the great room, or cooking in the gourmet kitchen. A serene sitting room with tray ceiling & French doors offers a quiet retreat; a first-floor office to work from home. Herringbone hardwoods & curated décor flow throughout. Upstairs are 4 spacious bedrooms, inc. a master suite w3 closets & an alcove for nursery, yoga, meditation, or reading. Two bedrooms share a Jack-and-Jill bath while another is en suite. This house is just brimming with upgrades! The walkout basement leads to a custom patio & offers future expansion options. Top schools & popular town!
Love to host the holidays? This multi-level home offers an inviting living space designed for hosting friends & family. The oversized kitchen with cathedral ceilings & large island with ample seating & dining area is the perfect place to gather & entertain. The kitchen opens up to the beautiful sunroom that overlooks your private 2.68-acre lot. As the weather cools down, spend your evenings cozied up with a book by the pellet stove in the living room. The lower-level spacious family room features a built-in wet bar, ideal for game nights or game days. With multiple levels of living, generous room sizes, & a great flow for entertaining, this home combines comfort, function, & style in a convenient setting. Less than a half mile from Lake Winthrop, allowing you to easily enjoy that lake life. Automatic house generator, Roof (2017), Work shed with electricity & two additional sheds. Amazing town with award winning schools & charming downtown. **BRAND NEW SEPTIC being installed*
Spacious 1-bedroom condo on the first floor of the desirable Crestview Condominiums in Holliston. This bright unit features an open-concept kitchen and living area with white cabinets, matching appliances, and plenty of counter space. The generously sized bedroom offers a large walk-in closet for excellent storage. A full bath completes the layout. Laundry is conveniently located just down the hall. The professionally managed complex provides beautifully maintained grounds, ample on-site parking, and access to a refreshing in-ground pool for summer enjoyment. Rent includes heat, hot water, trash, recycling, and snow removal. Additional parking is available through the association for a fee. One small pet (cat or dog) is allowed. Conveniently located near Ashland and Framingham commuter rail, Route 16, shopping, and the Upper Charles River Trail. Available now, this well-kept condo offers comfort and convenience in a sought-after community.
Welcome to The Homes on Bonney Drive – a private three-home cul-de-sac in Holliston! 110 Bonney Drive offers ~3,500 sq. ft. of beautifully designed living space on over an acre. This 4-bedroom, 3.5-bath home blends modern luxury with energy-efficient living: all-electric, solar-ready, and roughed for EV charging. Open-concept layout features a gourmet kitchen, spacious family room, home office, and a luxurious primary suite. Built by a trusted local builder, with select finishes still available to personalize your home. Enjoy top-rated schools, parks, and convenient access to major routes. Expected completion Winter 2026
Holliston is located in Massachusetts. Holliston, Massachusetts has a population of 14,891. Holliston is more family-centric than the surrounding county with 38.06% of the households containing married families with children. The county average for households married with children is 35.9%.
The median household income in Holliston, Massachusetts is $142,348. The median household income for the surrounding county is $111,790 compared to the national median of $69,021. The median age of people living in Holliston is 44.2 years.
The average high temperature in July is 83 degrees, with an average low temperature in January of 16.2 degrees. The average rainfall is approximately 49.8 inches per year, with 43.6 inches of snow per year.
