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$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
$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
$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
$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
$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
$209,900
1 Beds ⋅ 1 Baths ⋅ 73539584 MLS ⋅ ['Crestview Condominiums'] BLDG.
Don't miss this opportunity to own this move-in ready condo in desirable Crestview Condominiums. Offering an open floor plan with a renovated kitchen, vinyl flooring throughout the main living area, newer windows, and updated appliances all less than five years old, this home has been thoughtfully maintained and improved. A recently installed heat pump system in the bedroom provides efficient year-round comfort. Step outside through the living room slider to enjoy your private balcony, the perfect spot to relax or enjoy your morning coffee. Residents enjoy access to the community swimming pool and a location that offers the perfect balance of convenience and recreation, with nearby walking and biking trails, local ponds, and Lake Winthrop. Ideally situated with easy access to major highways and commuter routes, this home also includes one off-street parking space and offers low-maintenance living in a convenient Holliston location. Schedule your showing today!

152 Turner Road Unit 38, Holliston
$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
$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
$2,850,000
4 Baths ⋅ 73521140 MLS
Amazing opportunity to purchase a premier business including real estate! Custom built pet resort designed by veterinary architects featuring boarding for 120 dogs, 2 cat rooms, training, grooming, and possible space for veterinary services in the future. Design built, this property was constructed in 2006 with the greatest attention to detail including premium soundproofing, ventilation, and kennel runs by Mason Company. Plug and play operations for the investor or entrepreneur, providing all necessary spaces to for a thriving pet resort for consumers. In addition, the property offers a studio and a one-bedroom apartment for employee housing.

140 Summer Street, 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
$849,900
3 Beds ⋅ 2 Baths ⋅ 73518536 MLS
This stunning contemporary home at 65 Briarcliff Lane offers the perfect blend of style, comfort, and flow. Featuring 3 spacious bedrooms and 2 renovated full bathrooms, this beautifully maintained property showcases gleaming hardwood floors throughout and an inviting open concept designed for modern living. The updated kitchen is a true centerpiece, offering beautiful finishes, custom cabinetry, and great functionality for both everyday living and entertaining. The sun-filled living areas flow seamlessly, creating a warm and welcoming space. Downstairs, the finished basement includes a dedicated office space perfect for remote work, a home gym, or additional living area. Set on a picturesque lot in a wonderful neighborhood this home combines contemporary charm with everyday convenience. **NEW ROOF July 2026** Don't miss this turnkey opportunity!

65 Briarcliff Ln, Holliston
$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
$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
$899,900
6 Beds ⋅ 4 Baths ⋅ 73514969 MLS
Gracious and stately, this sunny center entrance colonial offers a lovely updated main house plus 2 income generating apartments (with 2 driveways); a wonderful opportunity & 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 great home office space. A gem!

865 Washington Street, Holliston
$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
$2,375,000
5 Beds ⋅ 5 Baths ⋅ 73484458 MLS
** MOVE - IN READY ** NEW CONSTRUCTION ** Stunning Modern Farmhouse Colonial @ Prestigious "The Homes at Pond View" Holliston, Massachusetts with 11 ROOMS ~ 5 BEDROOMS ~ 4 1/2 BATHROOMS ~ 3 CARS GARAGES ~ PRIVATE 3.62 BREATHTAKING ACRES w/ NO CONSERVATION LAND ~ NATURAL GAS HEATING & COOKING ~ TOWN WATER ~ Custom White & Glass Cabinetry ~ En Suite 1st Floor Bedroom w/ Full Bathroom ~ 10 Feet Iron Grey Island ~ 5 Inches Oak Hardwoods ~ Coffered & Tray & Cathedral Ceilings ~ Walk - Up Attic ~ Dual Staircases ~ Quartz Countertops ~ Custom Stamped Concrete Patio & Walkway ~ Mudroom ~ Thermador Appliances ~ 2nd Floor Bonus Room ~ Jack n Jill Bedrooms w/ Full Bathroom ~ Butler's Walk - In Pantry ~ Polished Marble Bathrooms ~ Powder Room ~ Matte Black Metal Wraparound Porch ~ Kohler Plumbing ~ Custom Built - Ins ~ Spray Foam Insulation ~ Pool & Sports Court Capability ~ Family Neighborhood ~ Board & Batten Facade ~ Access to RTE: 16 & 495 ~ Hardie Arctic White Siding ~ His & Her Closets ~ 2nd Floor Laundry Room ~ Excellent Schools ~ CALL OFFICE FOR ALL PRIVATE SHOWINGS

Lot 8 Pond View, Holliston
$999,000
2 Baths ⋅ 73479044 MLS
Former bank. Two story 3,345 SF building with drive through located on Route 16 in Holliston.

818 Washington St, Holliston
$4,950,000
73462683 MLS
Free standing industrial building for sale!

47 October Hill Rd, Holliston
$429,900
73450133 MLS
Beautiful 5.76-acre parcel located in a scenic setting directly adjacent to the Holliston Rail Trail and Wenakeening Woods comprising 40 acres of conservation land with trails and a lake. A building permit is in hand for a 3,000+/- sq ft home with 5 bedrooms, plus an approved septic plan. Significant site improvements include clearing and rough grading for the house location area, plus access to the lot from the street. The land being conveyed consists of two parcels described as Parcel 1 (Lot 1A) which contains 3.76 +/- acres and Parcel 2 containing 2 +/- acres. Enjoy a convenient location near shopping, major routes and Holliston's picturesque town center. This is a great opportunity for anyone looking to build their dream home on a beautiful private lot.

1366 Washington Street, Holliston
$350,000
73444417 MLS
9+ Acre Parcel in Holliston, MA – Endless Possibilities.Discover the perfect opportunity to own over 9 acres of beautiful, versatile land in the highly sought-after town of Holliston. Nestled in a quiet, scenic setting with mature trees and natural landscapes, this expansive parcel offers the ideal canvas for your vision—whether it's a private estate, equestrian retreat, or potential development (buyer to perform due diligence). This rare offering combines privacy and convenience, located just minutes from top-rated schools, charming downtown shops, dining, and major commuting routes. Enjoy the peace of the countryside with easy access to everything Holliston and the greater MetroWest area have to offer. Zoned for residential use with ample frontage and flexible site options, this property presents a unique investment in both lifestyle and value. Don’t miss your chance to create something truly special in one of Massachusetts’ most desirable communities.

Hill St, Holliston
$400,000
73431673 MLS
This four acre parcel on a beautiful country road could be your next address. Approved and stamped mylar ANR plan in hand. See attached conceptual drawing with a five bedroom house, a swimming pool and a one bedroom auxiliary dwelling. Use this idea or bring your own. Current plan has a short cul-de-sac, but owner will go for a variance to change to driveway, which the town has sounded open to. Cost is buyers, but homeowner is willing to be involved with the town. Beautiful parcel. Sliver of land owned by another goes along Alpine Road, so no access/driveway there without purchasing from them Unknown as to price for said piece, nor willingness to sell. As it stands now, it is one legal lot. Paperwork with attorney who is registering land at the registry, but it's not yet done. We expect the lot to be flagged in September. Please do not walk without permission as their are dogs on adjacent property who also walk on this land.

Lot 2 Hanlon Road, Holliston
$649,000
3 Beds ⋅ 2 Baths ⋅ 73328308 MLS
Escape to this beautifully maintained, sun-drenched 3-bed, 2-bath Raised Ranch on scenic 1/2-acre lot! The open-concept main level features gleaming hardwood floors, fireplaced living room, and a seamless flow to the dining area. Gourmet kitchen boasting granite countertops, tiled backsplash, stainless steel appliances with center island / breakfast bar. French doors off the kitchen lead to a screened-in porch overlooking the private, lush backyard. The lower level offers a spacious family room with fireplace, recessed lighting, full bath with laundry, and direct access to the attached garage. Recent updates include roof, windows, vinyl siding, electrical, heating, central A/C, kitchen, baths, septic system and more. Conveniently located near all that Holliston has to offer, this turn-key home is ready for you to move right in!

186 Locust St, Holliston