Homes with In-Law Suites for Sale on the South Shore

MLS Number 73568332

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,491
• High School Woburn Memorial High

Surprisingly spacious within-this 2400+ sq ft expanded Cape offers the warmth of home with room to truly spread out. Step through the mudroom into a bright kitchen that opens seamlessly to the dining room, creating an easy flow for everyday living and entertaining. A front-to-back living room provides plenty of gathering space, while the first-floor family room is destined to become a favorite spot-perfect for Sunday games, movie nights or simply relaxing with family. Overlooking an oversized deck and level backyard, this space brings the outdoors in and makes entertaining effortless. Upstairs, you'll find four true bedrooms, all with fresh carpeting, while three full baths-one on each level-add convenience and flexibility. And speaking of flexibility ....the walk-out lower level offers exciting potential for additional living space, a private guest area, in-law possibilities or potential ADU use. Tucked away in a beautiful neighborhood yet convenient to all local amenities including shopping, dining, commuter routes, Woburn Center and beautiful Horn Pond.

Listed by Team Sonia Rollins & Associates of EXIT Premier Real Estate

MLS Number 73567788

• Residential
• Bedrooms 6
• Bathroom 5
• Square Feet 5,031
• High School North Reading

RARE LUXURY HOME ON THE LYNNFIELD/NORTH READING LINE! Privately set on 2.76 wooded acres, this magnificent Colonial offers an open-concept main living area, dramatic dining area with buffet/bar, feature walls, huge family room and home office. The primary suite features a luxurious master bathroom and generous closets. A finished walk-out basement, currently used as a pool room, includes a wet bar, full bathroom and excellent in-law or multigenerational living potential. Resort-style outdoor living includes a 50,000-gallon saltwater pool and spa, sunken fire pit with seating, expansive patio, composite deck, fenced yard and 3-car garage all surrounded by mature landscaping creating an incredible backdrop. Other highlights include, built in Bose surround sound in multi rooms on the main living area. Steel and cement reinforced construction. 50 Vault exterior accent illumination, Lutron smart switches throughout. This is a true private and serene location not to be missed. Schedule for private showing.

Listed by Christopher Blasczak of Real Broker MA,LLC

MLS Number 73567679

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,332

Motivated seller! Welcome to a unique and versatile opportunity at 55 Friendship St, This move-in-ready property features a legal single-level one-bedroom in-law apartment (added in 2008) that offers immediate potential for added rental income or a comfortable, private space for extended family and guests. The apartment boasts an open-concept layout with a well-equipped kitchen, living area, modern bathroom, in-unit laundry, additional storage, and a private deck leading to a secluded backyard. The main residence spans two levels with 6 rooms, 3 spacious bedrooms, and 2 full bathrooms, highlighted by an impressive top-floor primary suite with a large closet and private en-suite bathroom. The main level offers a spacious living room, eat-in kitchen, home office, two additional bedrooms, a second full bathroom, a convenient laundry room, and a bright, sunny sunroom leading to a deck overlooking a low-maintenance yard. Complete with plenty of parking and a prime location close to shopping, dining, and major roadways, this versatile home represents an extraordinary income-generating or multi-generational opportunity for buyers and investors alike!

Listed by Thomas McDevitt of Chinatti Realty Group,Inc.

MLS Number 73567664

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,390

Don't Miss This Exceptional Secluded Property situated on over 2 acres directly abutting the massive Wrentham State Forest (a state -managed nature & recreation preserve of over 1000 acres) This great 4 bedroom 3 bathroom home has a BRAND NEW SEPTIC SYSTEM and in an ideal LOCATION within mins of 495/95/ Rte 1 & 1A. The home has a beautiful bright and sunny open floor plan with 4 skylights & many windows adjoining a lengthy outside deck. Beautiful fireplace centrally located for everyone's enjoyment. Property has an excellent potential for an in-law set up with Separate Entrance.. living rm, bed rm, bathrm and mini kitchen, Finished Basement with full bathroom, brick fireplace and wood stove for more family space & enjoyment. A 2 car under garage AND ALSO an enormous Work Shed/Hanger 35x30 for additional vehicles, boats, etc.

Listed by Denise K. Deziel of Denise Deziel Realty

MLS Number 73567584

• Residential
• Bedrooms 3
• Bathroom 2
• Square Feet 1,844

Welcome to 115 Center Street, a charming single-family home in the vibrant community of Randolph. This inviting property offers comfortable living spaces to suit a variety of needs, along with a finished basement that provides excellent potential for extended family or an in-law arrangement. Step outside to enjoy a private backyard featuring mature trees, a personal garden, and a cozy setting perfect for enjoying your morning coffee. The property also includes an existing in-ground pool structure that has not been used by the current owners, offering the opportunity to restore the pool or transform the space into additional outdoor living space. Conveniently located near shopping, local amenities, and major commuter routes, this home offers a great opportunity to customize and update the property to make it your own.

Listed by Teddy Balcha and Samson Assefa of Red Spade Realty LLC

MLS Number 73566953

• Residential
• Bedrooms 7
• Bathroom 5
• Square Feet 4,012

Exceptional opportunity to own this expansive/never ending home with over 4000 sf on a dead-end street. Featuring 7 bedrooms, 5 full baths, and a legal in-law apartment. Spacious living and dining areas offer room to entertain. The main level provides an open floor plan, seamlessly integrating the living, dining, and kitchen areas. The kitchen is equipped with stainless steel appliances and ample counter space, ideal for meal preparation. The spacious primary bedroom features ample natural light, en suite bath and generous closet space. All the bathrooms are well-appointed, with modern fixtures and finishes. The property offers multiple living and entertaining spaces, providing flexibility to suit diverse preferences. Residents can enjoy the outdoors through the expansive windows and multiple access points to the yard. There is nothing to do but move In! Ideally located near the MBTA and all the major routes.

Listed by Elvis Doda of Coldwell Banker Realty - Milton

MLS Number 73566950

• Residential
• Bedrooms 4
• Bathroom 4
• Square Feet 3,408

Welcome to this exceptional Colonial, privately situated on 35.1 picturesque acres and surrounded by beautiful farmland, offering the perfect blend of privacy, comfort, and space. This expansive home features 4 bedrooms, 3.5 bathrooms, and a fully equipped one-bedroom in-law suite on the lower level-ideal for extended family or guests. The heart of the home is the beautifully appointed eat-in kitchen with custom cabinetry, quartz countertops, a spacious center island, and stainless steel appliances. The main level also offers a sunroom overlooking the above ground pool, a formal dining room, living room, family room, and playroom. Upstairs, the primary ensuite features a full bath with a Jacuzzi tub, two generously sized bedrooms, and an office. Above the garage is a spacious room that could easily serve as a media room, gym, or additional living space. Outside, enjoy the peaceful setting, expansive grounds, and an oversized garage providing ample storage for vehicles, equipment, or hobbies. This rare property offers the tranquility of country living while still providing the space and amenities today's buyers are looking for. BY APPOINTMENT ONLY. PLEASE DO NOT WALK THE PROPERTY.

Listed by Kathryn Salmon and James Sabra of Equity Real Estate

MLS Number 73566623

• Residential
• Bedrooms 4
• Bathroom 3
• Square Feet 2,418
• High School Dighton Rehoboth

Tranquility and privacy await on nearly 4 acres of woodlands with walking paths and access to the Taunton River, nestled among mature trees, this truly special custom-built home showcases beautiful craftmanship, wide plank yellow pine floors, newer windows and new roof. The cook`s kitchen opens to a charming breakfast nook and an impressive 27x20 deck overlooking the peaceful backyard and perfect for outdoor dining and entertaining. The warm and inviting family room features a brick fireplace with woodstove. The sun filled den offers the perfect spot for a home office or quiet reading retreat. A flexible dining room could easily serve as a first floor bedroom, conveniently located near a half bath. Upstairs the spacious primary bedroom features double closets, complemented by a second bedroom and updated full bath. A large unfinished attic offers excellent potential for future expansion of a primary bath. The finished lower level offers wonderful in-law or guest potential with private ground entry-level entrance. A rare opportunity to enjoy privacy, nature! Subject to sellers finding suitable housing.

Listed by Michelle Ferrara-Hardman of Residential Properties Ltd. - Barrington

MLS Number 73566576

• Residential
• Bedrooms 5
• Bathroom 5
• Square Feet 5,656
• High School Dover-Sherborn

Exceptional historic estate in the heart of Sherborn Center, the iconic Calvin Sanger House (c.1819) is a gracious Federal-style Colonial, thoughtfully renovated for modern living while preserving the character and craftsmanship that make this home so distinctive. Set on just over two beautifully landscaped acres, this landmark residence offers a rare combination of history, elegance and modern luxury. Period details include soaring ceilings, beautiful hardwood floors, refined millwork and multiple fireplaces.Gracious formal living room with window seat with original pocket doors to dining room with French doors to bluestone patio. This all complemented by a stunning renovated chef's kitchen with stainless steel appliances, custom cabinetry and generous workspace. A flexible first-floor office or bedroom with bay windows and adjacent full bath is ideal for guests or working from home and could be utilized as a two room in-law suite. The spacious family room features a fireplace, wet bar and French doors to an upper deck. A walk-out lower level with recreation space and full bath offers additional flexibility for guests, fitness or entertaining.Upstairs are four generous bedrooms and beautifully updated baths throughout. The renovated primary suite is a serene retreat with a luxurious bath and dressing area. Two additional bedrooms share an updated connecting bath, while the fourth bedroom has a dedicated full bath just across the hall. Upstairs laundry adds another modern convenience. Outside, mature landscaping, classic New England stonewalls to an in-ground pool create a private retreat in the heart of the village. An exceptional location, just steps from Sherborn's newly expanded Library and soon-to-open History Center, with brand-new tennis and pickleball courts just down the street. Enjoy easy access to Sherborn's renowned trail system, Farm Pond, consistently top-ranked Dover-Sherborn school system, restaurants, Town Hall, houses of worship and village amenities. A rare opportunity to own one of Sherborn's most distinguished historic residences, where more than two centuries of New England character and beautifully renovated modern living come together.

Listed by Nora Lynch of Gibson Sotheby's International Realty

MLS Number 73566418

• Residential
• Bedrooms 4
• Bathroom 2
• Square Feet 1,992
• High School Malden High School

Rare Flexibility in Maplewood! Discover a truly unique single-family home offering two beautifully appointed, independent living spaces-an exceptional opportunity for multi-generational living, extended family, an in-law arrangement, or adult children seeking privacy while remaining close by.Thoughtfully remodeled in 2014 with updated wiring, plumbing, electrical, walls, kitchens, and baths, this distinctive home blends modern comfort with remarkable versatility. The first-level living space features a generous kitchen with granite countertops, designer cabinetry, and included appliances, along with a sun-filled living room offering built-in A/C and direct deck access. A dedicated office/den with high-efficiency mini-split A/C provides the perfect work-from-home retreat. The spacious primary bedroom enjoys direct access to a full bath with a custom walk-in shower.The second-level living space offers an equally impressive gourmet kitchen with granite countertops, breakfast bar, and stainless-steel appliances. The expansive living/dining area features a built-in workstation, while beautiful French doors open to a brand-new composite deck-ideal for morning coffee, outdoor dining, or relaxing at the end of the day. A spacious primary bedroom with large closet, full bath with walk-in shower, and convenient laundry complete this level.The third floor adds even more flexibility, with two generously sized bedrooms currently open to one another-perfect as a private retreat, children's space, home office, or easily converted into two separate rooms with the addition of a partition wall and door.Outside, the fully fenced private backyard is designed for both entertaining and everyday enjoyment. Relax on the deck, gather on the lawn, or host unforgettable summer evenings in the remarkable, fully furnished three-season cabana, complete with cabinetry and a plumbed sink. A whole-house generator provides invaluable peace of mind through New England's toughest weather.Situated on nearly twice the size of a typical lot in Malden and set in highly desirable Maplewood neighborhood, you're close to Maplewood Square's restaurants, shops, cafes, Trafton Park, and the Northern Strand Bike Trail, with convenient public transportation connections to the MBTA Orange Line and easy access to Boston and major routes. A rare combination of space, flexibility, outdoor living, and location-this is a home that truly adapts to the way you live!

Listed by Nikolas Amicone and Michael Stuart of Amicone & Associates