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$680,000
3 Beds 2 Baths 73575571 MLS
Welcome to this charming split-level/ranch-style home set on a spacious, beautifully landscaped lot surrounded by mature trees. A gently sloping front lawn, generous paved driveway, and attached garage create an inviting first impression. Inside, the bright main level features gleaming hardwood floors, large windows, and a warm fireplaced living room. The spacious dining area flows naturally into the kitchen, which offers white cabinetry, ample storage, generous workspace, and stainless appliances, with large windows overlooking the surrounding greenery. Hardwood flooring continues through much of the main living area and bedrooms, including a bright primary bedroom with generous closet space and peaceful yard views. Flexible additional bedroom/office space offers versatility for today's needs. The finished lower level provides excellent additional living space for a family room, playroom, home office, or recreation area, along with laundry, utility, storage, and workspace. A basement entrance/exit provides convenient access to the yard. Major systems have been updated, including a newer roof, heating system, and windows, offering added peace of mind. Step outside to enjoy the screened porch overlooking the private, fenced backyard, ideal for relaxing, dining, or entertaining. The expansive yard offers room for recreation and gardening, with a dedicated basketball area adding to the outdoor appeal. A peaceful setting, flexible living spaces, updated major systems, and inviting indoor-outdoor spaces make this a wonderful place to call home.

35 Donna Rd, Holliston

$625,000
3 Beds 2 Baths 73575265 MLS
Charming antique Colonial in Holliston’s desirable Mudville neighborhood, filled with warmth, character, and classic New England appeal. Wide-plank pine floors run throughout the home, adding to its timeless charm. The bright and spacious eat-in kitchen features abundant natural light, cherry cabinetry, granite countertops, stainless steel appliances, and recessed lighting, with convenient access to the rear deck, perfect for relaxing or outdoor dining. The first floor also offers a comfortable living room, bedroom, and full bath, providing flexible living options. Upstairs are two additional bedrooms and a second full bath. Outside, enjoy a long, level yard with plenty of room for gardening, play, or entertaining. Enjoy the neighborhood lifestyle with a rail trail walking path just nearby, along with residential access to Lake Winthrop, where the beach, boat access, and playground offer another great spot to enjoy the outdoors. Ideally situated close to downtown Holliston’s shops, restaurants, and local amenities, this character-filled home offers a wonderful combination of antique charm, outdoor space, and a convenient location.

44 Exchange St, Holliston

$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

$799,900
3 Beds 2 Baths 73574220 MLS
Welcome to 47 Jarr Brook Rd, a beautifully remodeled cape style home offering timeless character, modern updates, and exceptional indoor-outdoor living in desirable Holliston. The heart of the home is the fully remodeled kitchen, completed in 2020, featuring an open-concept design that seamlessly connects to the living room and eat in breakfast nook. Thoughtfully appointed with stainless steel appliances, quartz counter tops, built-in microwave, center island, and wine cooler, this inviting space is perfectly suited for both everyday living and entertaining. The living room offers a warm and welcoming atmosphere centered around a classic fireplace and custom built ins. The home features three well-appointed bedrooms and two updated full bathrooms, providing comfortable and versatile living space. Step outside and discover a truly special private retreat. The professionally landscaped grounds feature beautiful patio hardscaping, creating an ideal setting for outdoor dining, entertaining, and relaxing. A new deck and screened-in porch provide additional spaces to enjoy the outdoors throughout the seasons, while the private pool area offers the perfect escape for summer days. A dedicated fire pit adds another gathering space for those cool summar and fall evenings. An attached one-car garage adds convenience and additional storage. Ideally located on a quiet cul-de-sac, this home is a must see. Showings start Friday.

47 Jarr Brook Rd, Holliston

$599,900
3 Beds 1 Baths 73572997 MLS
Consider this your invitation to fall a little bit in love with Holliston! This beautifully maintained gem proves that 1,356 sq. ft. can live remarkably large. Step inside to a bright, inviting main level where gleaming hardwood floors create an effortless flow from the spacious living area into a cozy dining space. The charming kitchen brings plenty of personality with beautiful natural wood cabinetry, granite countertops, and a skylight that pours in natural light. Three comfortable bedrooms and a full bath round out the main level, while the delightful sunroom is ready for everything from morning coffee to quiet afternoons. Head downstairs to discover a versatile family room offering even more room to spread out, work from home, host guests, or create your favorite hangout space. Outside, the charm continues with a lovely white garden arbor, storage shed, and inviting yard space to enjoy in the warmer months. Recent improvements offer wonderful peace of mind, including a 2024 roof and newer heating and water heater systems, while fresh 2025 paint and 2026 washer and dryer add to the move-in-ready appeal. Enjoy all that Holliston has to offer, with Holliston High School, local shops and restaurants, parks, walking trails, and easy access to commuter routes all close by. Warm, welcoming, and wonderfully cared for, this is a home that makes everyday living feel easy!

93 Jerrold St, Holliston

$739,000
3 Beds 1 Baths 73569184 MLS
Privacy, acreage, and an incredible workshop—all in desirable Holliston! Set on 4.4 acres abutting town and conservation land, this well-maintained home offers a private, estate-like setting with space inside and out. The home features a bright and comfortable layout, generous finished living space, a finished lower level, and covered decks perfect for enjoying the peaceful surroundings. The true showstopper is the massive multi-bay outbuilding with space for up to 6 vehicles—ideal for car enthusiasts, contractors, tradespeople, hobbyists, or anyone looking for a serious workshop right at home. With 4.4 acres, protected land along the property, abundant garage and workspace, and a convenient Holliston location, this is a unique property that’s increasingly difficult to find. Also conveniently located less than a half a mile from Holliston High school and Pinecrest Golf Club, and just 15 min to I-495.Newly installed septic, Title V Certificate of Compliance is just waiting on a well test, spoke with the town once they get the results they can issue certificate.

636 Highland St, Holliston

$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

$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

$599,900
3 Beds 1 Baths 73567586 MLS
CHERISHED FAMILY HOME IN BRENTWOOD! Lovingly held by the same family since 1965, this classic Holliston property on Chamberlain Street offers a rare combination of long-held heritage, privacy and an extraordinary list of major brand-new improvements. Set in one of the town's most established neighborhoods, this home is ready for its next chapter to be written. At its heart is a bright kitchen featuring a convenient breakfast bar, dedicated eat-in dining area and ample counter space. Updates include the skylights with remote-controlled blinds (2026), dishwasher and oven (2025). The formal dining room and sprawling living room offer the ideal footprint to host holiday celebrations with NEW carpet (2026) while the finished lower level provides excellent, flexible bonus space. Upstairs, beautiful hardwood floors carry through all three bedrooms. A full bathroom has built-in storage that showcases the home’s authentic character. True peace of mind comes from the extensive list of big-ticket capital improvements completed by the sellers. ***Recent upgrades include a NEW roof, NEW septic system, NEW driveway, NEW 200-amp electrical panel, NEW wall-to-wall carpeting, NEW skylights, and FRESH interior paint — all completed in 2026 – with a NEW hot water tank (2024) and REBUILT AC condenser and furnace (2025).*** Exterior painted in 2022. Outside enjoy half an acre of land with plenty of room for outdoor play, gardening, or weekend entertaining. Move right in, relax, and start making your own memories from day one!

210 Chamberlain St, Holliston

$715,000
3 Beds 2 Baths 73566661 MLS
A touch of modern city but in the quiet suburbs. This 3-bedroom, 2 bath raised ranch offers both. Property is over 2 acres of privacy and quiet, with modern updates in the kitchen and baths. Upper level offers an open living room with fireplace, that leads into the dining area and kitchen. Take a moment sitting in the sun either on your deck off the kitchen or sunroom with skylights off the dining area. Move down the hall and you will find closet space, three bedrooms, and a full jack-and-jill bath attached to the main bedroom. Proceed to the lower level and you will find a fire placed family room, bonus room, full bath, storage, and access to the 2-car garage. As a surprise there is a finished space as well as storage in the pull-down attic. Some other bonuses include a covered patio on the lower level in the back, newer oil tank, storage shed, and small little pond.

64 Marshall St, Holliston

$599,900
3 Beds 1 Baths 73564423 MLS
Welcome to 36 Regal Street! This charming ranch offers comfortable single-level living in a desirable Holliston neighborhood, just moments from the Rail Trail. The bright and inviting living room features beautiful hardwood floors and a large bay window. The spacious kitchen offers ample cabinetry, counter space, and stainless steel appliances, with a versatile bonus space perfect for a home office, dining area, playroom, or flex space.Three bedrooms and a full bath complete the main level. But the real showstopper may be outside! Set on a large, level lot, the private backyard is made for summer entertaining, complete with a spacious deck and above-ground pool, your own backyard escape just in time to enjoy the last moments of summer! A storage shed provides additional space for gardening equipment and outdoor essentials. Central air, natural gas heating, and a fantastic location close to schools, shopping, the Rail Trail, Route 16, Route 109, and major commuter routes add to the appeal. Homes like this don't come around often, move-in ready and perfectly positioned for enjoying everything this wonderful community has to offer, this is one you won't want to miss!

36 Regal St, Holliston

$680,000
3 Beds 2 Baths 73562307 MLS
Welcome home to 203 Turner Road — a beautifully maintained split-level tucked on a quiet, tree-lined street in one of Holliston's most desirable neighborhoods, prized for top-rated schools, New England charm, and easy access to Rte 495 and the Mass Pike. Enjoy nearby Lake Winthrop for swimming, boating, and lakeside strolls, plus Ashland State Park just minutes away for hiking, trails, and outdoor recreation. All 3 bedrooms are situated on the main level, along with a full bath and a vaulted, beamed-ceiling living room centered on a brick fireplace and sunny bay window. Downstairs, the finished lower level adds incredible bonus space including a den or guest room, home office, separate workshop, second full bath, and laundry & pantry, perfect for remote work, hobbies, or guests. Step outside to a fully fenced, private 0.74-acre yard framed by mature trees, plus an incredible wraparound deck built for entertaining. An EV charging station is already installed, and with over $120,000 in work by the current owners: roof, furnace, septic, rebuilt chimney and more, this move-in-ready gem is not to be missed!

203 Turner Road, Holliston

$403,800
3 Beds 1 Baths 73562233 MLS
This cottage-style home offers genuine potential in a desirable setting near Lake Winthrop, Stoddard Park Beach, Patoma Park and recreational amenities. The home features two bedrooms, one full bathroom and approximately 1,060 square feet of living area in a practical single-level layout. Bring your ideas and explore the opportunity to personalize and improve the property. This property has been placed in an upcoming event. All bids should be submitted at Xome.com void where prohibited. Please submit any pre-auction offer received through the property details page on Xome.com. Any post-auction offers will need to be submitted directly to the listing agent. Response within 3 business days. All properties are subject to a 5% buyer's premium pursuant to the Auction Participation Agreement and Terms & Conditions minimums will apply.

66 Lakeshore Dr, Holliston

$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

$674,900
3 Beds 2 Baths 73556002 MLS
Welcome to this beautifully updated 3-bedroom, 2-bath Raised Ranch nestled in one of Holliston's most desirable neighborhoods! Thoughtfully renovated from top to bottom, this move-in-ready home perfectly blends classic New England charm with modern finishes. Step inside to a bright and inviting layout where the spacious living room flows seamlessly into the beautifully updated kitchen, complete with upgraded cabinetry, sleek quartz countertops, stainless steel appliances, and all-new luxury vinyl flooring throughout. Fresh interior paint, recessed lighting, updated bathrooms, and a brand-new septic system provide both style and peace of mind. Outside, enjoy a spacious deck overlooking the yard ~ perfect for entertaining, relaxing, or enjoying warm summer evenings. The finished lower level offers excellent storage and endless potential to enjoy additional finished living space to suit your needs. Conveniently located near shopping, dining, parks, and major commuter routes, this exceptional home is ready for its next owner. Don't miss this fantastic opportunity!

33 Copper Ln, Holliston

$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

$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

$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

$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

$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

$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