Holliston MA Real Estate & Homes for Sale

You must see this gorgeously updated raised-ranch in the coveted Brentwood neighborhood. Lovely brand new kitchen - cabinets, ss appliances, quartz counters & oversized island open to fireplace living rm & dining rm. Sparkling refinished hdwd floors throughout the main level. Three of the four bedrms & fabulous main bathroom w/ tile shower/bath, tile flr & solid surface vanity. Phenomenal added space in the lower level - family rm, 4th bedrm or home office, modern full bath w/ double wide tile shower & tile flr as well as convenient separate laundry rm. Added mudrm for great storage & beautiful screened porch - amazing to enjoy a quiet summer evening. Brand new septic, new heating/cooling w/ efficient heat pump, new roof, new windows & siding, new electrical & plumbing, H2O 2020, one car garage & level back yard. Nothing to do but put your bags down & enjoy! Easy to 495, shops, restaurants, Upper Charles Rail Trail & more. Grab this opportunity to enjoy Holliston and all it offers!

Spacious center-entry colonial in sought-after double cul-de-sac location with 4-bdrm, 2.5-bth offers over 3,000 sq. ft. of comfortable & versatile living. The beautifully updated kitchen boasts modern cabinetry, stainless-steel appliances & is perfect for entertaining with a spacious dining area on one side and a fireplaced family room on the other. From the family room, step into incredible screened-in porch, which opens directly onto a new deck, all overlooking a private backyard with storage shed. Back inside the 1st floor is rounded out by a large living room, a dedicated home office & laundry room.Upstairs, the primary suite features an en-suite bath + an attached room perfect as sitting rm, dressing rm, or second office. Three additional bedrooms & another full bath complete the second floor. Over garage, an expansive rec room offers endless possibilities:media room, playroom, home gym. Additional highlights include central a/c, 2 car garage & ample storage! OH Sat. 11:30-1pm.

Move-in ready ranch-style home that blends the comfort of single floor living with modern style, and convenience. With tasteful Pottery Barn-inspired touches throughout, this home offers a fresh and inviting interior. Enjoy peace of mind with major updates already completed, including new: roof, gas furnace, gas hot water heater, central AC, and maintenance-free composite decking and vinyl siding. The updated kitchen and bathroom add a modern flair while maintaining the home's cozy charm. The walk-out lower level offers additional living space -ideal for a family room, home office, gym, and storage. A large, fenced-in backyard offers the perfect setting for kids, pets, entertaining, or simply unwinding in your own private retreat. Perfectly situated close to major commuting routes, Holliston's quaint town center, Lake Winthrop, and scenic walking and biking trails, this home offers the best of small-town living with easy access to everything you need. Don't miss this turnkey gem!

Welcome to unit 100 in the sought-after Crestview Condominiums of East Holliston! This well maintained and affordable 1-bedroom, 1-bath condo is conveniently located near Route 16, major highways, shopping, commuter rail and scenic outdoor spots such as Upper Charles Trail and Lake Winthrop. Ideal opportunity for first-time buyers, downsizers, or investors! Move-in ready unit is located on the second floor and features an open layout with new carpeting, large picture windows, and sliders leading to the balcony - a perfect place for relaxing. Efficient kitchen layout highlighted by track lights and tile floor is open to the dining area and living room. Oversized bedroom offers a large walk-in closet. Spacious full bathroom features a tub/shower combo, large vanity and linen closet. Find year-round comfort with two heating/AC units. Convenient on-site laundry on every floor and private off street parking. Amenities feature in-ground pool and adjacent picnic area for your total enjoyment!

Great opportunity to live in this magnificent house in a peaceful and lovely neighborhood dead end with cul-de-sac close to downtown and Excellent Schools. This beautiful home offers and abundance of natural lights, 5 generously sized bedrooms, 5 full bathroom, living room, dining room with fire place, kitchen, family room, storage room, music studio, home gym space, a large walk-out basement with a lot of windows and a full bathroom. Great potential to convert it into In-Law Suite and a beautiful back yard and landscape along with much more...

Located in a cozy cul-de-sac with an awesome 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 electric 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! Only 2 homes left!

This lovely 55+ townhouse in Balancing Rock Village is ready for a new owner. Welcoming eat-in kitchen with new granite counters 2025, ss appliances, pantry and breakfast bar open to vaulted ceiling living room with gas fireplace and slider out to fantastic wood deck. Separate formal dining room at front of the unit and hardwood floors through much of main level. First floor primary en suite with cathedral ceiling and large walk in closet. Primary bath includes double vanity with Corian counter, tile floor, double wide shower and linen closet. Convenient first floor laundry and powder room. Upstairs offers second bedroom with cozy carpet, closet and storage space as well as bonus loft space. Upstairs full bathroom with tile floor, Corian counter vanity and shower/bath. Great opportunity for expansion and/or storage in the lower level as well as two car garage. Water heater 2023 and new interior paint through much of unit 2025. Convenient to shopping, restaurants and 495!

Welcome to 539 Fiske Street - this picture-perfect Center Entrance Colonial sits on over an acre of beautifully maintained, fully fenced land. With 4 bedrooms, 2.5 baths, and flexible living spaces, this home offers the perfect balance of charm, function, and comfort. The updated eat-in kitchen features granite countertops, new stainless appliances, and sliders to a new composite deck and patio. A cozy fireplaced family room and custom wainscoting in the living room add timeless appeal, while a sunny flex space offers options for dining, work, or play. Upstairs, the spacious primary suite includes a renovated bath and walk-in closet. The finished lower level with a new wood stove is ideal for a gym or media room. The yard is a dream - level, private, poison ivy-free, and ready for fun, gardening, or even chickens. Tucked in a friendly neighborhood near Lake Winthrop and part of Holliston's top-rated school district with unique early education programs.

Incredible Opportunity on 6 Private Acres in Holliston!Builders and investors take note - this is a rare chance to own a stunning 6-acre wooded lot perched on Jasper Hill, offering sweeping views of Holliston's town center. The property features a single-family home in need of extensive renovation or tear-down, making it an ideal site for new construction.Imagine building a custom dream home or developing a one-of-a-kind estate nestled in nature, just minutes from downtown, top-rated schools, shopping, and major routes. The elevated location provides privacy and beautiful surroundings, with mature trees and potential for expansive outdoor living spaces.Properties like this don't come along often - bring your vision and make the most of this remarkable setting!Buyer to perform due diligence. Property sold as-is.

Welcome to this grand brick-front Colonial, ideally situated in one of the most desirable neighborhoods near Pinecrest Golf Club. A striking two-story foyer greets you with a dramatic staircase that leads up to the open second floor and overlooks the elegant living room. The thoughtfully designed floor plan is perfect for entertaining, multi-use living, and multi-generational lifestyles. It features an updated kitchen and four generously sized bedrooms, including a standout primary suite with two walk-in closets, a sitting area, and a spacious bonus room with French doors that can serve as a home office, nursery, or private retreat. The finished lower level, completed in 2023, includes a home theater, gym area, playroom, and ample storage. Additional highlights include a private backyard, three-car garage, roof (2018), furnace (2022), driveway seal-coated in 2023, and a whole-house water purification system (2023). This is a truly special home, move-in ready and waiting to be enjoyed!

Nestled amidst 32 breathtaking acres of serene beauty, this exquisite custom shingle home built in 2006, epitomizes luxury living! Spanning over 5700 SF of living space, every element of this 5 bedrm | 4.5 bath masterpiece is designed w/the utmost attention to detail & quality craftsmanship. The first floor offers a luxurious primary suite w/an en-suite bathroom featuring a walk-in steam shower, walk in closet, office & access to private azek deck, gorgeous chef's kitchen w/11.5 ft island for cooking & entertaining, formal dining room, living/music room, warm & inviting family room w/stunning stone fireplace w/French doors leading to patio, spacious sun room, office, craft/laundry room & addtl full & half bath. There are 4 generous bedrms & 2 full baths on 2nd floor. A 3 car garage w/stairs to storage & unfinished space above, along with an unfinished basement. The grounds offer a beautiful patio & stone walls off the kitchen, mature plantings, two 2 stall barns. Come see!

Welcome to this stunning residence, where timeless charm meets modern comfort! Step inside and experience the warmth and spaciousness designed for today's lifestyle.The heart of the home, a gorgeous chef's kitchen, offers high-end finishes and ample space to create unforgettable meals. Entertain effortlessly in the expansive dining room, or by the cozy gas fireplace in the elegant living room on chilly nights.The first floor also boosts a versatile family room w/French doors-perfect as a home office, or playroom-plus a convenient half bath. Upstairs, you'll find a luxurious primary suite w/an en-suite bath, three addt'l generously sized bedrooms, two more full baths, and easy-access laundry hookups for ultimate convenience. Downstairs, the fully finished lower level is a dream for entertainment and productivity w/a fantastic media room, a dedicated fitness area & office. Nestled in a prime location with top-rated schools and just minutes from the commuter rail, this home offers it all!

A true gem! This custom-built colonial offers an unparalleled blend of luxury and comfort with 3,400 sq. ft nestled on a generous lot! The expansive main bedroom features a private balcony with serene backyard views, double closets,and a spa-like bath with jacuzzi tub and separate shower. The heart of the home is a chef-inspired gourmet kitchen boasting double-ovens, an island perfect for entertaining and panoramic views from the expansive windows in the light-filled kitchen. A stunning front-to-back living room with an elegant fireplace that serves as a focal point. Outdoor living is easy with a large deck and screened porch. Three more bedrooms, family room plus a spacious bonus room offer flexibility for your needs. Walk-out basement with sliders offers endless possibilities.Stay cozy with five-zone heating. Designed for comfort and entertaining, this home is ready to welcome you ! Roof replaced last year. View detailed floor plan and 2 videos which are attached.

Modern elegance and value meet at 1014 Highland St, now offered bellow market value! This brand-new 3 bed, 3.5 bath home sits on a private 1.3-acre lot in sought-after Holliston, just minutes from Pinecrest Golf Club. Enjoy a bright open-concept layout, designer kitchen with quartz counters, stainless appliances, and a spacious walk-in pantry - perfect for storing bulk purchases, freeing up countertop space, and keeping everything well organized. Two en-suites - including a luxurious primary suite with a spa-like bath and heated floors. Features include hardwood flooring, EV charger prep, solar-ready setup, and a 1-car garage. With excellent schools, commuter access, and lifestyle amenities nearby, this home delivers comfort, style, and value. Schedule your showing today!

* UNDER CONSTRUCTION * SHOWSTOPPER * MODERN FARMHOUSE COLONIAL @ STUNNING "The Homes at Pond View" 5 Bedrooms ~ 4 1/2 Bathrooms ~ 3 Cars Garages ~ Town Water ~ Natural Gas Heating & Cooking ~ GORGEOUS TALL PINES ESTATE HOMESITE w/ 3.62 ACRES w/ NO CONSERVATION WETLANDS ~ Family Neighborhood ~ Excellent Schools ~ SPORTS COURT & POOL CAPABILITY W/ HUGE PRIVATE BACKYARD ~ Location ... Location ... to RTE: 16 & 495 ~ This Home Checks ALL THE BOXES ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ Coffered & Tray & Cathedral Ceilings ~ Butlers Bar w/ Walk - In Pantry ~ Hardwoods Throughout ~ Walk Up Attic ~ Custom White Cabinetry ~ Spray Foam Insulation ~ Thermador Appliances ~ Kohler Plumbing ~ Hardie Arctic White Siding ~ Board & Batten Facade ~ MATTE BLACK Metal Farmers Porch ~ Jack n Jill Bedrooms w/ Full Bathroom ~ His & Her Closets ~ Powder Room ~ Dual Staircases to 2nd Floor ~ HUGE 2nd Floor BONUS ROOM ~ TIME TO CUSTOMIZE YOUR PERSONAL TOUCH SO CALL OFFICE FOR INFO & WALK THROUGH!

Welcome to 14 Day Road a stunning 4-bedroom, 2.5-bath home that seamlessly blends timeless charm with modern upgrades in one of Holliston s most sought-after neighborhoods. Step inside to a stunning new kitchen featuring quartz countertops, LG stainless steel appliances, and custom cabinetry. The open layout flows seamlessly into bright living spaces, highlighted by new oak flooring and fresh paint throughout. Fully updated bathrooms showcase elegant tile work, sleek vanities, and contemporary finishes. Major systems have been thoughtfully upgraded for peace of mind, including new heating, central A/C, water heater, and solar panels on the newer roof for improved efficiency. Outside, enjoy a spacious backyard perfect for relaxing or entertaining. Nestled on a quiet, tree-lined street near top-rated schools, parks, and the rail trail, this turnkey home is ready for its next chapter. Don t miss your chance to own this move-in ready gem!

Step into a world of sleek sophistication and modern comfort in this stunning 4-bedroom, 3.5-bathroom contemporary home. Designed with an eye for clean lines and open spaces, this residence offers a unique blend of style and functionality, perfect for today's discerning homeowner. From the moment you enter, you'll be captivated by the airy ambiance and natural light that floods the spacious living areas with vaulted ceilings, plenty of skylights, and a large slider. The gourmet kitchen, a chef's delight, boasts a generous island containing the range and a sprawling bar counter, ideal for gathering with family and friends. The adjacent dining area flows seamlessly, creating an effortless space for entertaining. The finished lower level can be used for in laws, au-pair suite, or game room The patio outside allows you to be near the house and the saltwater pool while enjoying the privacy of the wooded backyard! Inquire with agent about the flexibility in the first floor layout.

Set at the end of winding Mitchell Road, with views behind of vast farmland, this grand three-story home has had vast improvements added both inside and out since its original construction. An oversized family room with vaulted ceiling, stone chimney and fireplace, and large picture windows overlooking the back yard is the centerpiece of the first floor's open-concept design. The grand kitchen is adorned with granite countertops and stainless appliances and has a giant island with seating for six and flat-top range. Both rooms connect to the formal dining room through french doors. A formal living room, large office, interior greenhouse, and half bath complete the first floor. A walk up the stairs reveals a central laundry closet, a main bedroom with en suite full tiled bath and walk-in closet, and three additional bedrooms and a common full bath. The attached two-car garage has a large unfinished space above and the mature yard is full of flowering bushes, fruit trees, and perennials.