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$6,650
4 Beds 5 Baths 73358650 MLS
Beautifully Designed New Construction Custom Home For Rent In Holliston On a Quiet and Private Cul-De-Sac with over 5,800+ Sq. Ft. of Living Space! Featuring a Versatile Floor Plan with 4 Bedrooms & 4.5 Baths, Elegant Two-Story Foyer, Dual Level Masters or Potential Au-Pair Suite, First Floor Office, Second Floor Office, Custom Eat-In Kitchen, Hardwood Floors & Elegant Trim/Moldings Throughout – Plus A Huge 1,500 Sq. Ft. Third Floor Bonus Room - Perfect For Media/Game Room, Home Gym, or Entertaining. The Property Also Boasts a 3-Car Garage with Tesla Charging Station, Propane Heat, Central A/C & Full Walk-Out Finished Basement with Custom Mud Room. The Owners also Installed Custom Closets, Custom Blackout Shades for All Bedrooms and Cordless Honeycomb Shades for the Master Bathrooms, and a Custom Water Filtration System, Fencing For The Entire Property. The Protected Land Behind The House Offers Privacy and Amazing Hiking Trails.

15 Anna Pl, Holliston

Listing courtesy of Listing Agent: Jon Kumin from Listing Office: Coldwell Banker Realty - Boston.

$642,000
3 Beds 2 Baths 73357780 MLS
Beautifully maintained antique in convenient location near downtown, schools and Charles River Rail Trail. This home features charming details along with modern ammenities such as gas fireplace, low maintenance siding, vinyl windows and newer heating system. Country kitchen includes hardwood flooring, soapstone counters, s/s appliances, white cabinets and eat in area. Den with built in book shelves flows into family room addition with french doors to the exterior living space. Upstairs the large primary features four closets for all your storage needs. Large bath has dual vanities, soaker tub and skylight for natural lighting. Gorgeous oversized screen porch (2019) spans the front of the home and offers perfect place to enjoy your morning coffee or meals outside. Need more room to spread out? Check out the lower level rec room. Outside, follow the brick walkway past the custom raised beds, perfect for growing your own herb garden, vegetables & flowers, to the patio and back yard.

25 High St, Holliston

Listing courtesy of Listing Agent: Melissa Kaspern from Listing Office: RE/MAX Executive Realty.

$921,000
4 Beds 3 Baths 73357363 MLS
Sunny & pristine 4 BR/3 full-bath home in pastoral setting on 3.55 FULLY FENCED ACRES! Impressive recent upgrades include: top-notch combi boiler, reverse osmosis water system, whole-house dechlorinater, & refinished hardwood flooring. Open concept kitchen/family room w/ stone fireplace, large mudroom, spacious living room w/custom glass-paneled barn doors, 1st floor laundry room w/ full bath, primary BR w/ en-suite bath, & finished walk-out basement overlooking spectacular backyard entertainment oasis; brick patio w/ gorgeous stone fireplace, outdoor shower, large deck, fountain & more: a multi-function barn w/ power, year-round water, new floor, & paddock. Large chicken run & coop w/ adjoining shed. 2 additional storage sheds. Recently-installed 6’ fencing surrounds entire property for peace of mind & added predator protection. Front & back split by fencing w/ gates to connect/separate total acreage to your grazing/roaming/usage preferences. Close to Hopkinton Town Line, Train, 495!

735 Prentice, Holliston

Listing courtesy of Listing Agent: Susan Brunelli from Listing Office: Coldwell Banker Realty - Westwood.

$766,000
3 Beds 2 Baths 73348102 MLS
Located in the highly coveted Mudville neighborhood, this immaculate home was expanded upon in 2009 and completely updated in 2017. Covered porch invites you in to the fireplaced living room with its built-ins and hardwood floors; stunning kitchen features custom cabinetry, granite countertops, wood floors, stainless appliances and a large dining area with a wall of windows overlooking the gorgeous backyard. Primary bedroom also has a wall of windows, plus two closets, recessed lighting and an ensuite bath with *radiant heated floors* and a large tiled shower. The other bedrooms are generously sized, one of which easily fits a king sized bed. Spacious home office with wood flooring and recessed lighting. Walkout lower level offers a bonus/game/exercise room, plus a potting shed/storage area and a heated workshop w/electricity. Composite deck, patio and beautiful backyard; short stroll to Lake Winthrop, Upper Charles Rail Trail, schools, park, cafes and charming downtown Holliston.

109 Winthrop St., Holliston

Listing courtesy of Listing Agent: Kathy Chisholm from Listing Office: Realty Executives Boston West.

$300,000
2 Beds 1 Baths 73358130 MLS ['Regency Park'] BLDG.
Welcome to this beautiful unit at Regency Park Condominium. Very well-maintained two bedrooms townhouse, both on the second floor for your privacy. Hardwood flooring throughout the living room and bedrooms. Finished basement with extra room for work or entertainment and laundry hock up. Furnace and water tank both brand new. Great location unit! Minutes from the downtown where you will find coffee shops, pharmacy and stores. Lake Winthrop and the walk trail are right there for spring and summer days. Don't miss the opportunity to see this unit, it won't last. Schedule a visit now, easy to show! Open house Saturday April 12, 2025. from 11:30 am to 1:30pm. Deadline for offers Tuesday April 15th at 11am.

23 Regency Dr Unit 23, Holliston

Listing courtesy of Listing Agent: Soraia Aguiar Campos from Listing Office: Mega Realty Services.

$1,250,000
4 Beds 3 Baths 73354639 MLS
Nestled on a beautiful private drive abutting conservation land, this meticulously maintained custom-built colonial on over 4.5 acres, offers true elegance w/exceptional craftsmanship throughout. A circular drive boasts gorgeous stone walls that frame the stunning front entrance. The 2 story foyer is flanked by a lovely living room/dining room w/columns, bay window, gas fireplace, & a tranquil home office w/french doors for privacy! The spectacular gourmet kitchen, complete w/granite countertops, expansive center island w/Jennair Cooktop, Stainless Appliances, Double Oven, desk area & Radiant Heat Flooring, opens to the magnificent 2 story Great Room, w/skylights & 2nd staircase. The 2nd floor is home to the luxurious primary suite, w/sitting area, walk in closet and spa-like primary bath, along w/3 spacious sun filled bedrooms! The unfinished third floor walk-up is ideal for a 2nd home office or creative retreat, and the finished lower level provides the perfect spot for a game room!

235 Underwood Street, Holliston

Listing courtesy of Listing Agent: Diane Regan from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$200,000
1 Beds 1 Baths 73357171 MLS ['Crestview'] BLDG.
Perfect for First-Time Buyers, Investors, or Downsizers! Welcome to Crestview Condos, ideally located in a peaceful residential neighborhood. This fantastic unit offers an updated kitchen with a breakfast bar and included appliances, concrete and tile flooring, and a spacious walk-in closet in the primary bedroom. Enjoy year-round comfort with mini-split systems in both the primary bedroom and living room. The complex boasts impressive amenities—including an in-ground pool and renovated pool-house with bath—perfect for summer relaxation! Updated interior hallways and flooring add to the modern feel. Laundry and mail are both conveniently located just steps from your unit, and there’s ample closet space throughout. Explore the nearby Charles River Rail Trail, or enjoy easy access to the commuter rail, Route 495, local restaurants, and shopping. Move in just in time for summer—welcome home!

152 Turner Road Unit 2, Holliston

Listing courtesy of Listing Agent: Team Rice from Listing Office: RE/MAX Executive Realty.

$1,600,000
5 Beds 5 Baths 73326862 MLS
OPEN HOUSE CANCELED. OFFER ACCEPTED. This BRAND NEW HOME is all done and ready to move in! Located in a cozy cul-de-sac with an awesome yard and gorgeous views of the woods with walking trails! This home has 4,382 sqft of living space NOT including an unfinished basement! The 1st floor has 9' ceilings and a wide open floor plan that gets 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, walk-in pantry, vent hood, and pot filler above the cooktop! The main suite has cathedral ceilings, walk-in closet, 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. The finished 3rd floor has amazing views and a full bath! Wood floors throughout, Farmer's porch, patio, sprinkler system, and much more! Only 3 homes left!

5 Danforth Drive, Holliston

Listing courtesy of Listing Agent: Craig Morrison from Listing Office: Realty Executives Boston West.

$620,000
3 Beds 1 Baths 73353374 MLS
Beautifully renovated and perfectly positioned, this single-level home offers modern comfort in a serene setting. Sited on a spacious corner lot along quiet cross streets, this gem boasts a brand-new kitchen, bathroom, living room, and mudroom, seamlessly blending style and function, not to mention, ALL NEW APPLIANCES! Gleaming dark stained hardwood floors run throughout the home, enhancing the home’s warm and inviting feel! Outdoor enthusiasts will love the direct access to Brentwood Conservation Land, where scenic trails, ponds, and abundant wildlife await. Located in the highly rated Holliston public school district, this home is also a commuter’s dream—just a short drive to I-495 and the Mass Pike. A rare opportunity to enjoy move-in-ready living in a prime location at an affordable price! Enjoy this move-in ready home today! Showings begin 4/3, OPEN HOUSE 4/5 and 4/6 from 11:00am-1:00pm.

6 Karen Circle, Holliston

Listing courtesy of Listing Agent: David Menapace from Listing Office: Realty Executives Boston West.

$629,000
3 Beds 2 Baths 73330719 MLS
This refreshed Ranch is ready for its new owners! Boasting 3 bedrooms plus multiple bonus rooms, 2 full baths, and 1,825 square feet, this home offers comfortable living on two floors. The first floor was recently expanded and now features an open layout enhanced by gleaming hardwood floors, recessed lighting, and new interior paint throughout. The white shaker kitchen features stainless steel appliances and easy access to the living room, basement, and outdoors. The first floor has three well-sized bedrooms and an updated bathroom. The finished basement provides even more living space with a new full bathroom, bonus room, office, playroom, and plenty of storage. Enjoy peace of mind with updates like a new roof, new central heating and cooling, and vinyl replacement windows. Outside, you'll find a repaved driveway, a new walkway, new front steps, a new deck, and a large backyard!

154 Locust St, Holliston

Listing courtesy of Listing Agent: Ethan Forrest from Listing Office: The Aland Realty Group LLC.

$907,000
4 Beds 3 Baths 73341940 MLS
This New England colonial is the private retreat you’ve been looking for. Set on 1.84 acres on a designated scenic road, 355 Adams Street offers space, charm, and convenience. Hardwood floors, custom plastered ceilings, and a wood-burning fireplace bring warmth and character, while the kitchen and formal dining area leave plenty of room for entertaining. The primary suite features an updated bath with a luxurious jetted tub, and each bedroom offers ample closet space for easy organization.Outside, this property is a nature lover’s dream, with lush gardens, apple and pear trees alongside blueberry and raspberry bushes for homegrown fruit. Despite its peaceful setting, it’s just five minutes from I-495 and within two miles of local shops, offering the perfect balance of seclusion and convenience. With a finished basement for additional living space, a walk-up attic ready for expansion, and an attached two-car garage. *Highest and Best Due Monday 3/10 by 5pm

355 Adams Street, Holliston

Listing courtesy of Listing Agent: Team Real Eskater from Listing Office: Here Realty LLC.

$1,599,900
4 Beds 5 Baths 73356883 MLS
New Construction Colonial home built in 2024. Four large bedrooms with Master suite and Master bath. Beautiful custom kitchen and large living room with gas fireplace. (4) full baths and (1) 1/2 bath. Large 3 car garage. Large deck overlooking a very private back yard. Total living square footage is 3,841 which includes a very large basement with a full bath. This is a custom home builder with 40+ years experience building the highest quality homes. You with appreciate the attention to the finest details in craftsmanship. Chef's kitchen with gas stove-top, double wall-ovens, built-in microwave, and wine fridge in the built-in custom bar. All appliances are stainless steel and are included as installed. This home offers a very scenic, very private oasis in a wonderful town with a quintessential New England vibe. If you want a home with lots of light and a ton of storage come take a look and appreciate all the details you won't get in others new contraction homes. Very easy to show!

78 Chamberlain St, Holliston

Listing courtesy of Listing Agent: Michael Hughes from Listing Office: Hughes Homes Real Estate Company, Inc..

$975,000
4 Beds 4 Baths 73348182 MLS
Nestled on over an acre of meticulously maintained grounds, this breathtaking antique blends timeless charm with many tasteful updates! Step inside to discover the gorgeous wood flooring throughout, showcasing the home's rich history. The beautifully updated eat-in kitchen is a true highlight, featuring stainless steel appliances, large pantry and central island for meal prep & casual dining, which flows seamlessly into the cozy family room, where the hearth of the home w/wood stove provides a perfect place to gather. The gorgeous period dining & living rooms will truly transcend you in time. The 2nd floor offers a tranquil primary bedroom w/en-suite bath & custom walk-in closet, 3 additional spacious bedrooms, a full bath & half bath w/laundry. This property features a grand 2 story barn, showcasing craftsmanship from the time, with covered parking below. Don’t miss this unique opportunity to own an exquisite piece of history w/close proximity to the Rail Trail, Schools and downtown!

391 Washington Street, Holliston

Listing courtesy of Listing Agent: Diane Regan from Listing Office: Berkshire Hathaway HomeServices Robert Paul Properties.

$1,900
2 Beds 1 Baths 73355107 MLS
Recently renovated and move-in ready 2-bedroom, 1-bath with immediate occupancy available now! Features include fresh paint and NEW carpeting throughout. The updated kitchen features NEW granite countertops, white shaker cabinets and a built-in microwave, opening to a bright living room with wall AC and thermal-efficient windows for year-round comfort. Shared laundry is conveniently located just one floor down. Enjoy shared outdoor space – warmer weather is coming! Included in rent is a storage locker and one assigned parking space plus ample guest parking. Rent also includes water, sewer, snow removal and landscaping. Tenant responsible for heat and electricity. No pets, except service animals with proper documentation. $25 credit check per applicant over 18. Proof of income and references required. Due at lease signing: 1st and last month’s rent plus ½ month rent for listing broker fee. **Email for fastest response**

49 Windsor Drive Unit 201, Holliston

Listing courtesy of Listing Agent: Erika Steele from Listing Office: RE/MAX Executive Realty.

$750,000
3 Beds 3 Baths 73328664 MLS
Step into your dream home, a meticulously renovated property that blends timeless charm with contemporary elegance. From the ground up, every detail has been thoughtfully upgraded, making this home a true talk of the town. Unwind in a serene master bedroom complete with a private en-suite bathroom, offering the ultimate comfort and style. Cook and entertain with ease in a designer kitchen featuring leather-backed countertops and premium finishes that combine function and sophistication. A brand-new deck opens up to a manicured lawn, perfect for summer barbecues, morning coffees, or simply relaxing outdoors. Host memorable dinner parties in a formal dining room that radiates charm and refinement. Bonus space in lower level perfect for exercise room or home office. All-new mechanical, plumbing, and electrical systems for worry-free living. A brand-new septic system and pristine landscaping to enjoy your outdoor space with peace of mind. Don't miss out!

280 Washington St, Holliston

Listing courtesy of Listing Agent: Anthony Bolt from Listing Office: NCO Realty Group Inc..

$810,900
4 Beds 3 Baths 73330838 MLS
Timeless Antique Colonial - Step into the charm of yesteryear with this stunning antique colonial, built in 1850. Boasting over 3,200 sq. ft. of living space, this gracious home offers 10 rooms, including 4 spacious bedrooms, 3 baths, home office, and study. The parlor, complete with a cozy gas stove and built-in shelving, warmly welcomes guests. The expansive living room features a wood-burning stove, perfect for relaxing on chilly evenings. Entertain in style in the formal dining room, showcasing wide pine flooring, a built-in china cabinet, and two skylights that flood the space with natural light.The main bedroom, with a walk-in closet, is a retreat unto itself, featuring a charming sitting area with a stove that warms and serene views of the private, 38,000 sq. ft. lot. Outside, enjoy the lush grounds and a large barn, perfect for storage or creative endeavors. Don't miss your opportunity to own a piece of history. Schedule a tour today and experience the timeless charm firsthand!

343 Washington Street, Holliston

Listing courtesy of Listing Agent: Nancy & Jerry from Listing Office: Congress REALTORS®.

$677,000
3 Beds 2 Baths 73330537 MLS
Enjoy the best of both worlds—peaceful neighborhood living with convenient location, plus a private in-ground pool and finished basement for ultimate relaxation! This stunning 3-bedroom, 2-bathroom split-entry home in Holliston is the perfect blend of comfort and style. Offering plenty of living space, the home features a fully renovated kitchen and bathrooms with modern finishes. The spacious finished basement provides extra room for any lifestyle needs, ideal home office space, storage, game room or kids' playroom. Step outside and enjoy the in-ground pool, large patio, and fenced-in backyard on a corner lot! Perfect for family and friend gatherings! With a paver driveway, gas heating, central AC, and solar panels, this home is both efficient and inviting. Located in a quiet neighborhood, with easy access to major routes, shopping, and schools, this home is a must-see!

246 Fiske St, Holliston

Listing courtesy of Listing Agent: Murillo Abdalla from Listing Office: Mega Realty Services.

$1,215,000
4 Beds 5 Baths 73305946 MLS
Searching for a home that is not the cookie cutter colonial??* Unique home design sited on a beautiful private lot within a coveted, quiet cul de sac* Welcoming front entrance with turned staircase, formal front to back fireplaced LR/DR with exquisite moldings*Embrace recent true custom kitchen w/high end appliances, backsplash, countertops with terrific island and separate eating area that transitions to family room with fireplace * FR rear staircase leads you to bonus room with full bath…perfect 2nd BR suite/home office?*1st floor office and 1/2 bath complete the 1st floor* 2nd floor offers lovely primary suite for relaxation plus 3 additional guest rooms*Lower level is a sweet surprise with fabulous home theatre potential ,home gym plus rec room*Lots of updates throughout in prime location*

22 Winston Road, Holliston

Listing courtesy of Listing Agent: Marilyn Green from Listing Office: RE/MAX Signature Properties.

$790,000
3 Beds 4 Baths 73303852 MLS
New Construction! Single family attached, NO HOA! A beautiful front porch leads you to this luxury property that boasts space .Offering a bright, gorgeous open floor plan with gleaming hardwood floors, recessed lighting, quartz island, counter tops and back splash with stainless steel energy efficient appliances, a spacious pantry, guest closet and 1/2 bath. The sun lit sliders open to a beautiful composite wood deck overlooking 7+ acres of tranquil land perfect for entertaining. Large private master suite has a stunning full bathroom and custom walk in closet, the guest suite also generous in size with a full bathroom and custom walk in closet, 3rd bedroom with wide closet and easy access to main bath and laundry. 2000 sqft of detailed quality finishes are sure to impress.Full basement with interior and exterior access.

613 Norfolk St, Holliston

Listing courtesy of Listing Agent: Marianna Da Silva from Listing Office: Media Realty Group Inc..

$800,000
4 Beds 2 Baths 73332025 MLS
Completely remodeled builders home. Everything is new. Nothing to do but move in. As you enter the from the 2 car garage you're immediately drawn to the chef's kitchen with a gas stove, huge granite island, stainless appliances and plenty of cabinet space. The kitchen overlooks the picturesque back yard with a custom 18x50 stone patio with a beautiful half moon seating area around a firepit. Its truly spectacular. Off the kitchen is a formal dining room. Go up 3 steps on the other side of the house and you're in the great room that also overlooks the back yard. Upstairs has 4 good size bedrooms and a large bathroom with double vanity and custom shower with a glass door and bench. Home also has a hardwood floors throughout, a two car garage, irrigation system and a custom oversized shed with electricity. Nothing to do but move in and enjoy.

58 Ruth Ellen Rd, Holliston

Listing courtesy of Listing Agent: Matthew S. Sousa from Listing Office: Bullseye Realty Group.

$715,000
4 Beds 3 Baths 73330502 MLS
Wonderful opportunity to restore a special piece of New England's history in this stately Circa 1739 farmhouse, located on a large lot close to quintessential downtown Holliston, schools, playground, cafes, library and the Upper Charles Rail Trail. Sunny kitchen with wide pine floors (some original) features gas cooking, beehive oven, stainless appliances and a dutch door leading to the composite deck and patio w/fire pit; grand dining room with lovely molding and mantle; spacious living/family room with French door to the sunroom; inviting home office with built-ins. Large mudroom with lots of closets, full bath plus a powder room w/laundry complete the main level. Upstairs are all four bedrooms, including the front to back primary bedroom with its 3 closets plus a wonderful office/sunroom/dressing room; full bathroom on 2nd level; front and back staircases; walk-up attic; two car garage *plus* a 2 story barn w/electricity. Bring your renovation ideas - this is truly a gem.

42 Hollis St., Holliston

Listing courtesy of Listing Agent: Kathy Chisholm from Listing Office: Realty Executives Boston West.

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