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29 Garett Way Unit 29, Holliston
$729,900
2 Beds ⋅ 3 Baths ⋅ 73596436 MLS ⋅ ['The Orchards At Holliston Condominium'] BLDG.
Welcome to 29 Garett Way, a Parkland end-unit townhouse at The Orchards with two bedrooms, two and a half baths, and flexible living spaces across three levels. A backyard abutting conservation land provides privacy and a natural backdrop to the home. Enjoy morning coffee, outdoor dining, or time to unwind on the sun deck overlooking the adjoining conservation land. Inside, the living room opens beneath an 18-foot cathedral ceiling, with two skylights bringing in natural light and a gas fireplace creating a focal point. Sliding doors connect the living room to the deck, extending the gathering space outdoors. Hardwood floors connect the main living areas, while nine-foot ceilings add to the open feel. The kitchen combines granite countertops, stainless steel appliances, a center island, and a breakfast area. A separate dining room provides space for everyday meals and larger gatherings. The first-floor primary suite offers the convenience of main-level living, with a walk-in closet and a private bath with granite finishes. Upstairs, an additional bedroom, an open loft suited to office space, and a separate bonus room can serve as a third bedroom, hobby room, or workspace. Modular California Closets, along with eave storage, provide practical organization and storage options. The finished lower level offers generous room for entertaining, from movie nights to gatherings with friends. Alongside the family room, a separate enclosed room provides flexibility as an office, game room, gym, or media room, with potential for a guest bedroom. Separate spaces allow room for recreation and focused activities without taking over the main living areas. EV charger in the garage and new water heater being installed. From the open living room and first-floor primary suite to the versatile finished lower level, this home balances gathering spaces with places to retreat. The end-unit setting, private rear outdoor space, and adjoining conservation land complete the setting at The Orchards.

29 Garett Way Unit 29, Holliston
631 Central St, Holliston
$799,900
4 Beds ⋅ 3 Baths ⋅ 73593357 MLS
Room for everyone at 631 Central Street! Set on three-quarters of an acre, this home offers a true in-law setup with a heated in-ground pool, making it ideal for multi-generational living or anyone who wants space to spread out. The main house features hardwood floors, an open living and dining area with a brick fireplace and rustic wood mantel, and an updated kitchen with white cabinetry, granite counters, stainless appliances, and a planked wood ceiling. Three bedrooms and a full bath on the main level, plus a lower-level family room, additional bedroom, half bath, laundry room, and garage, give you plenty of flexibility. The in-law suite has its own private entrance and features a stunning vaulted kitchen with rich wood cabinetry, granite, a large center island, opening to a bright living and dining area. It also includes a bedroom, a full bath with a tiled walk-in shower, in-unit laundry, and a lower-level den with generous storage. Step outside to enjoy summers by the heated pool, surrounded by a paver patio, pool house, and vinyl privacy fencing with a peaceful wooded backdrop. Solar panels, two driveways, and ample parking add to the appeal. Conveniently located near downtown Holliston, the rail trail, shopping, restaurants, and Routes 16 and 495, this is a rare opportunity to own a versatile home with space, privacy, and room to grow. First Showing Open House Saturday October, from 11AM to 12:30PM

631 Central St, Holliston
16 Roy Ave, Holliston
$725,000
4 Beds ⋅ 2 Baths ⋅ 73590909 MLS
Welcome to 16 Roy Ave, a fully renovated 4-bedroom, 2-full-bath raised ranch on nearly half an acre with an in-ground pool located in a quaint setting. The bright, open main level features engineered hardwood floors, a sun-filled living room with a painted-brick fireplace flowing into the dining area, and a brand-new kitchen with a quartz waterfall island, two-tone cabinetry, tile backsplash and stainless steel appliances. The main level also offers a renovated full bath and three of the home's four bedrooms. The finished lower level adds a spacious bedroom with a slat accent wall and built-in brick shelving, a new tiled full bath and a two-car drive-under garage. Updates include a new roof, new septic system, new electric, new plumbing, a new gas boiler with hot water baseboard heat and a new water heater. The home also has central AC. Outside, enjoy a large yard with an in-ground pool, a storage shed and parking for eight. Close to Rt 126, downtown Holliston and the rail trail. Move right in!

16 Roy Ave, Holliston
85 Alden Rd, Holliston
$775,000
4 Beds ⋅ 3 Baths ⋅ 73588728 MLS
Welcome to 85 Alden Road, where modern updates, thoughtful design, and comfortable living come together. Beautifully renovated throughout, this 4-bedroom, 2.5-bath home offers an inviting open-concept layout that seamlessly connects the kitchen, dining, and living areas, creating the perfect setting for both everyday living and entertaining. The beautifully redesigned kitchen is the heart of the home, featuring quartz countertops, stylish new cabinetry, and a generous center island ideal for gathering with family and friends. New hardwood floors bring warmth and character to the main level, while new windows throughout fill the home with natural light. The finished lower level offers even more flexibility, featuring a fourth bedroom, half bath, and additional living space that can easily adapt to your needs. Step outside to enjoy the renovated deck and backyard, perfect for relaxing, entertaining, or simply enjoying the outdoors. Beyond the beautiful finishes, major improvements include a new roof, new septic system, and new furnace with central air conditioning, offering comfort and peace of mind for years to come. Enjoy convenient access to the Upper Charles Rail Trail, Lake Winthrop, and major commuter routes. With so many updates already completed, all that’s left to do is move in and make it your own!

85 Alden Rd, Holliston
33 Cheryl Ln, Holliston
$799,900
3 Beds ⋅ 2 Baths ⋅ 73580836 MLS
INTEREST RATE BUY DOWNS AVAILABLE! Welcome home to this exceptional fully renovated residence, ideally situated in one of Holliston's most desirable neighborhoods. Every inch of this home has been thoughtfully transformed from top to bottom, offering the rare combination of a turn-key home within a warm, established community.This gut renovation leaves nothing to chance — a new roof, new windows, all-new mechanical systems, and a new septic system provide complete peace of mind for years to come. No detail was overlooked, ensuring worry-free ownership from day one.Step inside to discover a bright, sun-filled interior with a spacious, open feel throughout. The brand-new kitchen is a true showstopper, featuring gorgeous solid quartz countertops, high-end fixtures, and premium finishes that blend timeless style with everyday function — perfect for cooking, entertaining, and gathering.The beautifully renovated bathrooms continue the home's elevated aesthetic, showcasing elegant tile showers and designer fixtures that create a spa-like retreat right at home.With its generous layout, abundant natural light, and meticulous attention to detail, this home offers move-in-ready luxury in a location that's second to none. Enjoy the charm and convenience of one of Holliston's premier neighborhoods, close to top-rated schools, scenic parks, and easy commuter access.This is a rare opportunity to own a completely renovated home where every system, surface, and finish is brand new — combining modern luxury with an unbeatable location. Don't miss your chance to make this exceptional property your own!

33 Cheryl Ln, Holliston
426 Chamberlain St., Holliston
$799,900
4 Beds ⋅ 2 Baths ⋅ 73578467 MLS
Step right into this spacious, bright and airy home, located on the upper end of Chamberlain Street in the ever popular Brentwood neighborhood, and be prepared to be wowed! Completely updated and designed for easy modern living, this home is showcased by its jaw dropping kitchen featuring hardwood flooring, custom cabinetry, quartz countertops, stainless appliances, gas cooking, large L-shaped island, dining/eating area and vaulted ceiling. The kitchen flows seamlessly into the living room, highlighted by the beautiful fireplace with its granite surround. Fabulous sunroom with walls of windows and access to the new composite deck and inviting backyard, which invites a pool or sport court. Three generously sized bedrooms on the main level, all with hardwood floors and good closets. The main level bath is a stunner, with custom tiled tub/shower, double vanity with marble countertops, and tiled flooring. Second full bath with gorgeous tiled shower, heated floors and granite countertop. Lower level offers full sized windows, a very large family/game room, an additional bedroom, laundry area with a laundry sink, and lots of storage. Fantastic, 2 story two car garage ideal for New England life and chilly winters. Practical updates include a brand new 4 bedroom septic system; sunroom (2026); mini splits (2025); kitchen and living room renovation (2020); roof (2019). Additional features include dimmable anti-fog mirrors in both bathrooms; smart lighting; smart thermostat; front door access with either thumbprint or key; 200 amp electrical service; Pex plumbing pipes (more resistant to freezing). Easy access close by to acres of trails (located at the end of Chamberlain and Gorwin). The choice is an easy one ~ move right in and you can make this your home for the holidays!

426 Chamberlain St., Holliston
185 Marked Tree Rd, Holliston
$769,900
4 Beds ⋅ 2 Baths ⋅ 73576934 MLS
Welcome home to this charming 4-bedroom Cape, nestled in one of Holliston’s most desirable neighborhoods with a fabulous walk-to-town location. Enjoy easy access to the Charles River Rail Trail, local eateries, in-town brewery, library, Goodwill Park and all that this vibrant community has to offer.At the heart of the home is the gorgeous 2019 renovated kitchen featuring beautiful stone countertops, stainless steel appliances and gas cooking. The sun-drenched cathedral family room is a favorite gathering space with beautiful hardwood floors and a cozy wood-burning stove, opening directly to an entertainment-sized crushed stone patio with a handsome cobblestone border. Imagine summer barbecues, fall evenings around the fire pit and nights spent under the stars!The inviting living room offers warm hardwood flooring, a bay window and fireplace—perfect for making memories around the holidays—while the breezeway adds a charming nook for morning coffee. Four bedrooms feature pretty hardwood flooring, including a conveniently located first-floor bedroom adjacent to a full bath, offering wonderful flexibility for guests or first-floor living. Two full tile baths include recent updates and a new vanity in the main bath.The finished lower level provides even more living space with room for a family room, home office, exercise area or playroom. Outside, the fabulous backyard offers plenty of space for four-legged friends, family gatherings and summer entertaining.Thoughtful improvements include a brand-new 4-bedroom septic system (2026), 3-year-old 4-zone forced hot water heating system with domestic hot water, replacement windows from 2019 through 2026, hardwood floors and a whole-house fan. Washer, dryer, refrigerator and basement refrigerator are included.A wonderful opportunity to enjoy timeless Cape character, thoughtful updates and a true neighborhood lifestyle in the heart of Holliston.

185 Marked Tree Rd, Holliston
74 Westfield Dr, 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
65 Brooksmont Dr Unit 15, Holliston
$755,000
2 Beds ⋅ 3 Baths ⋅ 73566269 MLS ⋅ ['Brooksmont Condominium'] BLDG.
A bright, showroom condition home in a community that is 8 years young and has matured into a beautiful location. In the immediate vicinity are two grocery stores, pharmacies, full service banks and a quintessential New England village downtown. The association has turned over to owner control meaning the priorities of the community are set by the residents while being young enough to be assessment free! This condominium, constructed in 2018, presents an immaculate property with two bedroom suites, one on the main level and a second in the upper level. A perfect condition home, offering a total of 2360 square feet of sophisticated living space. On the upper level one thousand square feet make up a suite of 3 areas and a full bath. A bedroom with walk-in closet, bonus room and loft connecting the two. The first floor consists of nearly fourteen hundred square feet is dedicated to a convenient easy floor plan to lead a single level lifestyle. This residence is thoughtfully designed for discerning individuals seeking a refined lifestyle within a private setting. The kitchen serves as the heart of this home, featuring an open-plan design that seamlessly integrates with the dining and living room. It is equipped with stainless steel appliances and a central island, with sink and dishwasher, providing both functional workspace and a focal point for social gatherings. The living room, adjacent to the kitchen/dining, is enhanced by a fireplace, offering an inviting atmosphere for relaxation and entertaining. An additional feature that enhances practical daily living, is the main level laundry room. Expanded living is available through the living room sliding door leading out to the deck with woodland views. The main bathroom is appointed with a double vanity and a walk-in shower, designed for both convenience and a touch of luxury. Additional amenities include a full basement, providing ample storage or potential for further customization. The property also benefits from an attached garage with space for two vehicles. Discover the exceptional living experience offered by this distinguished Holliston condominium. Quick closing possible.

65 Brooksmont Dr Unit 15, Holliston
621 Marshall St, Holliston
$799,900
3 Beds ⋅ 3 Baths ⋅ 73558504 MLS
Discover the single-family home at 621 Marshall Street, offering the perfect blend of comfort, space, and privacy. 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
660 Mayflower Landing, 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
228 Norfolk St Unit 228, Holliston
$700,000
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
228 Norfolk St Unit 228, Holliston
$700,000
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
818 Washington St, Holliston
$749,000
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

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