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$309,000
2 Beds ⋅ 1 Baths ⋅ 73576026 MLS ⋅ ['Oakridge'] BLDG.
Welcome to Oakridge Condominiums! This spacious top-floor 2-bedroom unit offers an open floor plan in a peaceful setting at the end of a wooded cul-de-sac. Located in a garden-style building, this home offers comfortable, low-maintenance living with the opportunity to make it your own and add your personal style. The building features on-site laundry, secure storage assigned to each unit, one assigned parking space, and ample guest parking. Enjoy a prime location just minutes from the commuter rail, grocery stores, shopping, parks, and the Charles River Rail Trail. For those seeking convenient, low-maintenance living, this condo is a great choice. With limited options at this price point, it is an excellent opportunity for a homeowner or investor.

49 Windsor Dr Unit 301, Holliston

Listing courtesy of Listing Agent: Melissa Kaspern from Listing Office: REMAX Executive Realty.
$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

Listing courtesy of Listing Agent: Jim Black Group from Listing Office: Real Broker MA, LLC.
$2,000
1 Beds ⋅ 1 Baths ⋅ 73572629 MLS
REMODELED 1 bed 1 bath with LEAD CERTIFICATE! Private entrance, FREE laundry!, efficient and clean with vinyl floors, vinyl siding, vinyl windows! Electric baseboard heat with in-room separate thermostats. Assigned parking and free snow removal and landscaping. Common yard with garden area, picnic area and bbq.

48 N Mill Street Unit 4, Holliston

Listing courtesy of Listing Agent: Oren Mael from Listing Office: Sapphire Real Estate.
$1,900
1 Beds ⋅ 1 Baths ⋅ 73571739 MLS
Welcome to 49 Windsor Dr #108! This beautifully maintained 1 bedroom, 1-bathroom apartment offers a cozy retreat in a quiet community. Step inside to find a spacious living area filled with natural light, opens pace perfect for relaxing or entertaining. The modern kitchen features ample cabinet space , honed granite countertops and updated appliances, making meal prep a breeze. Additional extra storage space located on the 3rd floor. Take advantage of nearby parks, walking trails, and local shops, all within a short drive. Commuters will appreciate easy access to major routes.Additional amenities include off-street parking and access to a lovely courtyard. Don't miss out on this opportunity to make this inviting space your new home! Lease available 10/1.

49 Windsor Dr Unit 108, Holliston

Listing courtesy of Listing Agent: Nana Lo from Listing Office: S.Y.K. Corporation.
$2,000
1 Beds ⋅ 1 Baths ⋅ 73569194 MLS
Located at 147 Turner Rd U:103, Holliston, MA, this residential rental property presents an attractive opportunity to live in a great town with a desirable location. The open floor plan creates an inviting living space, perfect for relaxation and entertainment, enhanced by a balcony that extends your living area outdoors. The renovated kitchen is thoughtfully appointed with shaker cabinets, granite stone countertops, an elegant backsplash, and stainless steel apliances. The bedroom features a walk-in closet, providing ample storage and organization. The property offers access to a refreshing community pool, perfect for enjoying warm days and evenings. This property offers an exceptional opportunity to embrace comfortable living in a well-appointed home. The building was recently resided with brand new windows! Small pets are negotiable. Unit ready for rent immediately.

147 Turner Rd Unit 103, Holliston

Listing courtesy of Listing Agent: Ritucci & Swift - Your Home Team from Listing Office: Realty Executives Boston West.
$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

Listing courtesy of Listing Agent: Caden Lobo from Listing Office: LPT Realty - Home & Key Group.
$499,000
3 Beds ⋅ 1 Baths ⋅ 73566520 MLS
Welcome to 131 Goulding Street, a three-bedroom ranch offering the ease and convenience of one-level living on a level .48-acre lot. The home features a spacious living area, three bedrooms, and a full bath, along with a kitchen offering granite countertops and a gas stove. Additional features include replacement windows, vinyl siding, town water, and a one-car garage. The level lot provides plenty of outdoor space and offers the opportunity to create your own backyard setting. Conveniently located in Holliston, this property is a great opportunity for buyers looking for a ranch-style home with a practical layout and the potential to update and personalize the space to suit their needs.

131 Goulding Street, Holliston

Listing courtesy of Listing Agent: Hillary Swenson Corner from Listing Office: Berkshire Hathaway HomeServices Commonwealth Real Estate.
$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

Listing courtesy of Listing Agent: Angela Zullo from Listing Office: Lamacchia Realty, Inc..
$2,150
2 Beds ⋅ 1 Baths ⋅ 73564119 MLS
This 4 unit building is set on a large wooded lot that is a peaceful place for outdoor seasonal enjoyment. This lower level unit offers a spacious living space. All new flooring through out unit and walls freshly painted white. New overhead lighting and an updated bathroom finish off the new additions to this refreshed unit! Tenants shared Washer/Dryer is conveniently located on same level. Owner pays for water/Septic maintenance. Tenants pay for Gas/Electric utilities. Sorry, firm on no pets or smoking. Verifiable annual household income of $80,000 or higher and good credit are requited. First Month Rent and Security Deposit required at lease signing. Video Tour attached to listing.

128 Cheryl Lane Unit 1R, Holliston

Listing courtesy of Listing Agent: Lynn A. Schreiner from Listing Office: Realty Executives Boston West.
$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

Listing courtesy of Listing Agent: Carlos Feliciano from Listing Office: Vylla Home.
$2,625
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.
$1,925
1 Beds ⋅ 1 Baths ⋅ 73549496 MLS
Spacious and very well maintained 1 bedroom unit located in the most desirable Crestview Condominium Complex. Open floor plan kitchen/dining/living room combination. Large bedroom with oversized custom walk-in closet. Fully air conditioned with 2 mini splits. Close and easy access to Ashland and Framingham train stations and many major highways. Available for immediate occupancy. DON'T MISS OUT

152 Turner Rd Unit 48, Holliston

Listing courtesy of Listing Agent: Sylwia Brucker from Listing Office: Real Broker MA, LLC.

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