Holliston, MA Real Estate Search

Holliston, MA 3 Bedroom Homes for Sale

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Newest Holliston, MA 3 Bedroom Homes for Sale

741 Winter St., Holliston
$650,000
3 Beds ⋅ 2 Baths ⋅ 73594125 MLS
Unlock the potential of this hidden gem in Holliston! Tucked away and privately set back from the road, this home offers a rare opportunity to create your dream sanctuary on a spectacular 2.73-acre lot. Nature lovers will appreciate the tranquility of this location, which borders expansive conservation land, providing ultimate privacy and a peaceful backdrop. The property features a large, flat yard perfect for outdoor activities, gardens, or recreation. Inside, the home provides a versatile floor plan with 3 bedrooms and 2 full bathrooms. The first floor layout includes 2 bedrooms, a full bath and a large fireplaced living room. The second floor features the primary bedroom, a second full bath and a spacious second living room that offers excellent flexibility for a home office, media room, or guest retreat. A new septic system is being installed, the roof, heating system and hot water heater have all been updated in recent years and the large full basement provides ample storage and is already partially finished. This home is ready for a modern transformation and your personal touch, the expansive lot, and the coveted, secluded location make this a truly unique find. Bring your vision to reimagine this property and make it your own.

741 Winter St., Holliston

Listing courtesy of Listing Agent: Jamie Keefe from Listing Office: Coldwell Banker Realty - Framingham.
105 Dodd Drive, Holliston
$695,000
3 Beds ⋅ 3 Baths ⋅ 73593545 MLS
Tucked away in a much-desired Holliston neighborhood, while offering convenient access to local amenities, you’ll find an impressive split-level home w an abundance of space. Beginning in the living room on the main level where a large picture window fills the space w natural light, you’ll find beautiful hardwood floors that go throughout most of the main level. The living room & dining room are open concept just off the kitchen. Past the kitchen, prepare to be wowed by the expansive great room, complete w beamed vaulted ceilings, skylights, a pellet stove, & sliding-doors to an oversized deck, perfect for outdoor entertaining. Also on the main level you’ll find 3BRs w 2 full BAs which includes the primary suite, w a walk-in closet & private BA. The lower level delivers even more flexibility w a home office, large recreation room featuring a fireplace & built in, as well as an additional space that would make a great meditation room, playroom or craft room. An additional half bathroom & laundry area round out the lower level. This home’s flexible and versatile floor plan make this a wonderful home for extended guest visits w excellent space for entertaining, work, or everyday living. Outside, the fenced yard provides a private setting playing fetch with the dog or just relaxing. Notable improvements include mini-splits installed in 2021, as well as double-pane windows & new skylights installed in 2022. This spacious & versatile Holliston home is one you won’t want to miss!

105 Dodd Drive, Holliston

Listing courtesy of Listing Agent: Colleen Crowley from Listing Office: Lamacchia Realty, Inc..
36 Regal Street, Holliston
$549,900
3 Beds ⋅ 1 Baths ⋅ 73593307 MLS
ATTENTION INVESTORS, FIRST TIME BUYERS & THOSE LOOKING TO DOWNSIZE!! This charming ranch is move-in ready, while offering an excellent opportunity to add your own personal touches and cosmetic updates to make it truly your own. 36 Regal 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. 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 Street, Holliston

Listing courtesy of Listing Agent: Angela Zullo from Listing Office: Lamacchia Realty, Inc..
72 Alden Road, Holliston
$649,900
3 Beds ⋅ 3 Baths ⋅ 73588024 MLS
Welcome to 72 Alden Rd, a classic split level on a stunning half-acre lot located in a quiet, closed-loop neighborhood. In Law Potential! 3 bedrooms, 2 1/2 baths, & a flowing floor plan that makes everyday living effortless. Generous, light-filled rooms move naturally from one to the next, with three spacious bedrooms on the main level & a flexible living area on the lower level with it's own full bath and entry point- perfect for an in-law suite. Hardwood floors & a wood-burning fireplace bring warmth to every gathering. The dining room opens directly to the brand new wood deck & fenced-in backyard for seamless indoor-outdoor flow. The refreshed basement adds versatile bonus space - perfect as a playroom, home office, or full in law suite. Outside, the brand new deck anchors a stunning fenced-in backyard with a full in ground pool -made for outdoor living at its best. This backyard oasis invites you to linger long after the sun goes down. Easy access to Rt 16 or Rt 27, parks & trails completes this special home.

72 Alden Road, Holliston

Listing courtesy of Listing Agent: Mark Lesses Group from Listing Office: Coldwell Banker Realty - Lexington.
423 South St, Holliston
$685,000
3 Beds ⋅ 2 Baths ⋅ 73587965 MLS
This distinguished home offers a unique blend of historical charm and contemporary appointments, setting the stage for refined living. The kitchen is thoughtfully designed for both culinary pursuits and social gatherings, featuring stainless steel appliances, stone counters, an island, and a peninsula, providing an ideal space for meal preparation and informal dining. The living room serves as a central gathering point, enhanced by a fireplace that offers warmth and ambiance, complemented by elegant wide pine flooring that extends throughout the first floor. The large primary bedroom with its oversized walk in closet, offers a balcony overlooking your expansive backyards adds seamless connection to the outdoors, while another bedroom is distinguished by built-in shelves, adding both character and practical storage solutions. The property further benefits from a private yard, offering a tranquil retreat, and a brick patio, perfect for outdoor entertaining or quiet relaxation. A large carriage house provides additional storage and the potential for expanding with either a home office/craft room/or ADU on the second floor. We invite you to discover the distinctive appeal of this exceptional Holliston residence. Brand New Septic system just installed! Other updates are attached to the listing. Showings start Friday morning.

423 South St, Holliston

Listing courtesy of Listing Agent: Ritucci & Swift - Your Home Team from Listing Office: Realty Executives Boston West.
2 Ashland Street, Holliston
$495,000
3 Beds ⋅ 2 Baths ⋅ 73582102 MLS
This bright & sunny home is situated on a 1/2 acre lot located in a popular Holliston neighborhood, close to shops, commuter rail and major routes. You will find and appreciate that this home was designed for easy and comfortable living. Featuring 3 bedrooms and 2 full baths, fireplace & slider to deck with wonderful elevated views of the back yard, one car garage and a circular driveway for easy entry and exit. You will love time spending in the kitchen with its many features including a skylight, granite countertop, recessed lighting, and stainless appliances. Much of the home offers gleaming hardwood floors. Top ranked schools. Only a few miles to Ashland or Framingham Train Stations.

2 Ashland Street, Holliston

Listing courtesy of Listing Agent: James Pham from Listing Office: RE/MAX Partners.
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

Listing courtesy of Listing Agent: Jonathan Carlson from Listing Office: Carlson & Company, LLC.
35 Jerrold Street, Holliston
$625,000
3 Beds ⋅ 2 Baths ⋅ 73579102 MLS
NEW PRICE! HOLLISTON's Favorite BRENTWOOD NEIGHBORHOOD! Lovingly maintained Raised Ranch built in 1964 with 1933 SF of living space. Foyer recently painted also has a Ceiling Fan, Sunny Formal Dining Room with Hardwood Floors, leads to an amazing Kitchen with wood floors, Maple Cabinets, Dual Fuel Double Oven, Ceramic Tile Back Splash, Skylight, 5 Burner Cook Top, Quartize Countertops which were done in 2024, Kitchen Appliances will stay new in 2020, Wall to Wall Carpet in Spacious Family Room, Three Bedrooms all with Hardwood Floors, One Car Garage, Screened Porch, Shed, Back Yard Play Area (w Rubber Mulch) 2021, plus many Recent Updates including Interior Painting 2025, 2026, C/A added 2022, Leaf Filter Gutters 2023, 2 furnaces, one new in 2024 and located in the garage, new Harvey Windows 2013, Exterior painted 2025, deck painted 2026, 200 AMP Board 2022, Water heater approx. 2 years old, Septic System 2023, Pentair Whole House Water Filter System 2023, Primary Bathroom Hardware (Sinks, Showers & Tub) 2024 This home is ready for immediate occupancy. WELCOME HOME!!

35 Jerrold Street, Holliston

Listing courtesy of Listing Agent: Nancy Flynn from Listing Office: Realty ONE Group Suburban Lifestyle.
801 Winter St, Holliston
$665,000
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

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..
414 Central Street, Holliston
$3,600
3 Beds ⋅ 2 Baths ⋅ 73569921 MLS
Electric Included! Expansive antique colonial home in the amazing community of Holliston. Three bedrooms and 2 full bathrooms. Garage has tons of extra storage as well. Warm family room with gas stove directly off the bright kitchen. Dining room and Living Room has beautiful wide pine floors. Small deck to enjoy the quiet yard. The Landlord cares for lawns/gardens, as well as snow removal. Tenant takes care of water usage. No pets or smoking will be approved. Bonus room over garage with cathedral ceilings is not for use during winter, there is no heat. Laundry is located in the basement.

414 Central Street, Holliston

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..
636 Highland St, Holliston
$669,900
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. Private 800+ foot driveway to the property. 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

636 Highland St, Holliston

Listing courtesy of Listing Agent: Caden Lobo from Listing Office: LPT Realty - Home & Key Group.
64 Marshall St, Holliston
$685,000
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

Listing courtesy of Listing Agent: John J. Mansfield from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
49 Central Unit 1, Holliston
$2,300
3 Beds ⋅ 1 Baths ⋅ 73561159 MLS
Welcome home! This cozy apartment provides tranquility after a long day at work. The apartment provides lodging for up to six people and can be rented as an apartment or as single-room occupancy. There are 2 bunk beds in one room, providing four beds, and two additional bedrooms. There is a quaint common area, updated kitchen and bathroom, and a washer and dryer included to complete the apartment. Step outside of your door onto a patio awaiting your design or onto the back deck that overlooks the garden area and tree deck. The apartment is in the town center, and you will have access to everything that Holliston has to offer, including parks, golf courses, biking/walking trails, farms, art galleries, restaurants, cafes, pubs, and so much more!

49 Central Unit 1, Holliston

Listing courtesy of Listing Agent: Suzanne Hickey from Listing Office: Best Deal Realty, LLC.
85 Fisher Street, Holliston
$950,000
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

Listing courtesy of Listing Agent: Meeghan Ford from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
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

Listing courtesy of Listing Agent: Madlyn Fafard from Listing Office: Fafard Real Estate.
58 Wedgewood Dr, Holliston
$634,000
3 Beds ⋅ 2 Baths ⋅ 73541116 MLS
Welcome to 58 Wedgewood Drive, a beautifully maintained Holliston home offering over 2000 square feet of comfortable, versatile living and direct access to the Upper Charles Rail Trail. The well-appointed kitchen features stone countertop, stainless steel appliances, a center island, and plenty of space for everyday meals and entertaining. Rich hardwood flooring adds warmth and character to the inviting living room while comfortable bedrooms and 2 full baths complete the main living areas. Downstairs the spacious lower level offers even more room to gather and unwind. With an open layout and a dry bar, it's fantastic space for entertaining, movie nights, game days or simply relaxing with family and friends. Outside, the private backyard provides a peaceful setting for outdoor dining, gardening, or enjoying warm summer evenings,, And with direct access to the Upper Charles Rail Trail, miles of scenic walking and biking trails are almost right outside you door. Move-in ready and wonderfully located, this is a home designed t be enjoyed both inside and out.

58 Wedgewood Dr, Holliston

Listing courtesy of Listing Agent: Patricia Baker from Listing Office: Realty Executives Boston West.
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

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..
615 Norfolk St, Holliston
$825,000
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

Listing courtesy of Listing Agent: Graham Pettengill from Listing Office: ERA Key Realty Services- Fram.
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

Listing courtesy of Listing Agent: Vesta Group from Listing Office: Vesta Real Estate Group, Inc..
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