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Multi-Generational Homes with In-Law Suites on the South Shore

Explore South Shore homes designed for multi-generational living, complete with in-law suites and private living areas. These homes often include separate kitchens, bathrooms, and entrances, offering flexibility for long-term guests, live-in support, or private workspaces. View available properties and contact Lindo Realty Group to schedule a private tour or get more information.

South Shore MA Homes with Private Living Quarters

Homes with in-law setups on the South Shore come in a range of layouts—from finished basements with full amenities to separate guesthouse-style additions. These spaces are ideal for flexible living arrangements and long-term comfort. Towns like Braintree, Milton, and Scituate offer a variety of options with features like full kitchens, independent entrances, and dedicated utilities. Want to stay updated on new listings? Sign up for alerts or reach out to a Lindo Realty Group expert.

37 Old Coach Road Braintree MA 02184

Braintree, MA37 Old Coach Road

Price$919,000

Est. Mortgage: $/month

Open House

MLS Number 73528453

  • Residential
  • Next Open House: Thu 06/4 5:00 pm. to 7:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,247

Welcome home to the Braintree Highlands! Tucked away in a coveted neighborhood on nearly half an acre of level land, this sprawling split-level ranch is the perfect backdrop for your next chapter. The massive, fenced-in backyard is a true showstopper with endless room for a pool, gardens, or summer BBQs. Inside, the spacious layout flows beautifully. You'll love the sun-drenched sunroom, the chef's kitchen with maple cabinetry and granite counters, and the cozy primary suite. Two fireplaces keep things inviting during New England winters, while the finished lower level offers potential for an office, playroom, or in-law setup, or extra bedroom. Complete with an oversized two-car garage and a massive driveway, the logistics of life are easy here. Walk to Liberty Elementary and South Junior High, or hop on Route 3 for a quick commute to Boston or the Cape. It's more than a house-it's a lifestyle of ease and community.

Listed by Hillary Birch of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Satucket Road Rockland MA 02370

Rockland, MA5 Satucket Road

Price$899,900

Est. Mortgage: $/month

MLS Number 73527735

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,016

Welcome to 5 Satucket Road, an exceptional Colonial offering over 4,016 square feet of beautifully designed living space in one of Rockland's desirable neighborhoods.This impressive 5-bedroom,3.5-bath residence showcases a perfect blend of elegance and comfort complete with a versatile in-law suite ideal for extended family or guests.This stunning open-concept layout highlighted by soaring cathedral ceilings,exposed accent beams,dramatic floor-to-ceiling stone gas fireplace that anchors the spectacular living room.The kitchen features white cabinetry,stainless steel appliances,quartz countertop center island that seamless flows into the dining and family room spaces.The luxurious oversized primary suite offering an abundance of space and sitting area with a spa-inspired en-suite bath,with Jacuzzi tub,dual vanities,glass-enclosed shower.Enjoy the beautifully landscaped backyard oasis featuring a covered patio,fire place,hot tub,fire pit,gazebo lounge,great for relaxing or entertaining.

Listed by Skambas Realty Group of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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2 Seabiscuit Drive Plymouth MA 02360

Plymouth, MA2 Seabiscuit Drive, South Plymouth

Price$1,149,000

Est. Mortgage: $/month

Open House

MLS Number 73526741

  • Residential
  • Next Open House: Sat 06/6 10:00 am. to 12:00 pm.
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,688

Welcome to South Plymouth! Built just two years ago, this custom Cape is in excellent, move-in-ready condition and features a sought-after first-floor primary suite. Located on a private cul-de-sac acre lot, the property offers a fenced backyard, full irrigation system, professional landscaping, and a wide driveway. Inside, you'll find custom tile work, detailed woodwork, and a flexible floor plan with an in-law-ready area on the second floor. Two laundry locations, one on each floor, add everyday convenience. With modern construction, quality finishes, and a private setting, this home offers a great combination of comfort, functionality, and style.

Listed by Stephen Webby of Vaux Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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7 Phyllis Lane Milton MA 02186

Milton, MA7 Phyllis Lane

Price$2,575,000

Est. Mortgage: $/month

MLS Number 73525582

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,217

You've been looking for a while. You can stop now. 7 Phyllis Lane was custom-built by a trusted local builder as a forever home. And it shows. Ten-foot ceilings, custom millwork, built-ins. Hardieplank siding, Harvey windows, hydro air heating...infrastructure chosen for longevity and efficiency, not just aesthetics. The kitchen just works: massive island, Thermador appliances, Cambria quartz, sliders to the patio and fire pit. A main-level bedroom flexes as office or guest room. Upstairs, the primary suite delivers: soaking tub, steam shower, custom walk-in closet. Two bedrooms share a jack-and-jill; a fourth has its own bath. A spacious den and sitting room mean everyone has somewhere to land. The lower level flexes for whatever comes next...teen suite, au pair, in-laws. Premium white oak floors, high-end fixtures & finishes, Graff plumbing in plated gold. Carefully chosen details. Cunningham Park locale, top-tier schools, local dining, easy Boston access. You know this is the one.

Listed by Erin Feeney of Ceres Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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10 Cedarcrest Canton MA 02021

Canton, MA10 Cedarcrest

Price$865,000

Est. Mortgage: $/month

Open House

MLS Number 73525550

  • Residential
  • Next Open House: Sat 06/6 11:00 am. to 12:30 pm.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,304

Located in the highly desirable Spring Valley neighborhood, this meticulously maintained home is ready for its new owners. Conveniently located within walking distance to the Kennedy Elementary School and playground, and just a short distance to town, the train, and shopping.The home features a beautiful sun-filled kitchen with granite countertops, a spacious family room, versatile dining area, and four generously sized bedrooms. Need space for extended family or in-laws? You'll love the attached accessory unit offering flexibility and endless possibilities.Set in an incredible neighborhood, the property also boasts a large yard, deck, and patio perfect for entertaining or relaxing outdoors. Storage is never a concern with the impressive six-car garage addition. A wonderful opportunity to enjoy comfort, space, and outdoor living all in one exceptional home.

Listed by Britta Reissfelder Group and Britta S. Reissfelder of Coldwell Banker Realty - Canton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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15 D Street Hull MA 02045

Hull, MA15 D Street

Price$784,990

Est. Mortgage: $/month

MLS Number 73524260

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,236
  • High School Hull High School

NEW TO MARKET !!! Check out this 4 bedroom, 2 full bath expanded Ranch style home located in the Alphabet section of town and just steps to the Bay and a few minute walk to sandy Nantasket Beach. The interior of the home features beautiful hard wood flooring on main floor, wood burning fireplace in the large Living Room area with upgrades to the roof and a majority of the windows as well as care-free vinyl siding and new heating system in 2025. There is a 1-car BONUS garage area with extra storage. There is a huge walk out finished lower level PERFECT for in-law setup. There are multiple commuter options incl the Train service AND ferry service into the City of Boston. This home is right around the corner from Sunset Marina where you can park your Yacht, and very close to one of the best restaurants in town, Local 02045 for fine dining and gorgeous and stunning sunsets. Enjoy the private back yard patio for entertaining family and friends. This home has it all. Don't miss your chance!

Listed by Brian S. McCarthy of McCarthy & Gratta RE

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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11 Copper Beech West Bridgewater MA 02379

West Bridgewater, MA11 Copper Beech

Price$1,275,000

Est. Mortgage: $/month

MLS Number 73524128

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,793

Situated on a corner lot in a well established neighborhood, this home accomodates adult children home after graduation/downsizing parents/mutligenerational families with SEPARATE LIVING SPACE....this beauty has it all! Expansive colonial with separate side entrance to the in-law is waiting for you to move in and enjoy all the luxurious upgrades like the pool, rasied garden beds, 18x32 workshop, walkout basement with finished space and an updated in-law kitchen. Lovingly cared for, all the work has been done for you. Other key updates include fully fenced backyard (2023), whole house water filtration system & reverse osmosis system in the main house kitchen (2023), Cambridge paver walkway (2024), and roof (2025) just to name a few. Convienently located near highways and shopping you do not want to miss this expceptional home fit to fill your lifestyle and convenience. Private showings start today!

Listed by Karly Graham of eXp Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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99 North Street Randolph MA 02368

Randolph, MA99 North Street

Price$679,000

Est. Mortgage: $/month

Open House

MLS Number 73524015

  • Residential
  • Next Open House: Sat 06/6 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,910

Step into the timeless charm and character of this stunning 1880 New England Colonial~far from your typical cookie-cutter Cape or Colonial~Thoughtfully designed for both everyday living and entertaining, a light-filled open concept updated kitchen with breakfast nook that flows seamlessly into the oversized family room. Formal dining room provides the perfect setting for gatherings, while the formal living room offers flexible space ideal for a home office or additional sitting area. A sunny sitting room with access to the back deck beautifully connects the main living area to the desirable first-floor primary suite. The spacious primary retreat features a large ensuite bath, two closets, and separate exterior access, creating endless possibilities for guest accommodations, home business use, or private in-law potential. Upstairs, are two additional bedrooms sharing an oversized half bath. Enjoy outdoor living in the fenced private backyard complete with a large deck/garden area/shed.

Listed by Michele Vena and Andreanna Vena of Conway - Hanover

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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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341 High Street Whitman MA 02382

Whitman, MA341 High Street

Price$824,900

Est. Mortgage: $/month

Open House

MLS Number 73523899

  • Residential
  • Next Open House: Sat 06/6 11:00 am. to 1:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,486

Rarely does a home offer this level of space, design and versatility. A stunning stone driveway and a welcoming porch set the tone for this beautifully maintained 5-6 bedroom, 4bath home complete with a 2car garage and true in-law setup. Designed for both refined living and unforgettable entertaining, the open concept main level showcases a well-appointed kitchen that flows seamlessly into the dining and living areas. 3spacious bedrooms are located on the main level including one with a private ensuite. Just beyond the dining area, a deck overlooks the beautifully fenced backyard designed for entertaining with a custom outdoor kitchen, pergola and fireplace creating the perfect setting to gather, unwind and enjoy evenings under the stars. Upstairs, the private primary suite offers vaulted ceilings, walk-in closet and a stunning bath. The lower level in-law setup offers its own kitchen, living/dining area, bedroom with potential for another, full bath, laundry and garage access

Listed by Luis Martins Realty Team and Katie Scibetta of RE/MAX Synergy

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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6 Sunnyside Avenue Randolph MA 02368

Randolph, MA6 Sunnyside Avenue

Price$850,000

Est. Mortgage: $/month

MLS Number 73523454

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,775

Amazing Opportunity to own this one of a kind 4 BR 3 Bath Custom Log Cabin Ranch with Central Air located in Randolph. Best of all this Home also has a legal 1BR In-Law. This one is set on a beautiful, wooded lot. It's hard to believe you are just a short drive to Boston. Gleaming Hardwood floors throughout this open floor plan are accented w beautifully finished plank walls & exposed beams. Spacious Living Room features Cathedral Ceilings and a beautiful Stone Fireplace. This Home would be the perfect place to Host the Holidays or Entertain Family & Friends. A covered Farmer's porch stretches along the front of the Home and really offers a rustic outdoor living space perfect for grilling, relaxing after a long day, or just enjoying the serenity of the location. A perfect fit for buyers seeking expanded living space or independent living as the In-Law unit is connected to the main house. City Water & Sewer. Commuter's Delight just minutes to MBTA Stations & Southeast Expressway.

Listed by Jayson LaPlante and Julie Cambra of Milestone Realty,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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5 Morning Stroll Plymouth MA 02360

Plymouth, MA5 Morning Stroll, Pinehills

Price$1,595,000

Est. Mortgage: $/month

MLS Number 73523322

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,389

Rare opportunity for a brand new home w/garage space for 3 vehicles, steps to all amenities of the Village Green at The Pinehills! Built by Barefoot Cottage Company, this last "flex" open floor plan home in popular Summerhouse Cottages features first floor home office, primary suite w/luxurious bath, first floor laundry, half bath, luxury wide plank flooring & gas fireplace! Vaulted custom channel gap ceiling in gourmet kitchen w/quartz countertops & island perfect for entertaining! 2 additional bedrooms, full bath & loft on second floor w/ample custom closets. Covered porch off dining area & front covered porch, plus beautiful landscaped stairs to rear yard. Lower level walkout offers endless possibilities w/separate street entrance & third garage-can be finished as additional independent living space for in-law, boomerang kid, or more! Love where you live & walk to morning coffee, afternoon gelato or evening craft brew at the beer garden! Some photos virtua

Listed by Andrea Suba of Pinehills Brokerage Services LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

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23 Acorn Street Scituate MA 02066

Scituate, MA23 Acorn Street

Price$1,250,000

Est. Mortgage: $/month

Open House

MLS Number 73522156

  • Residential
  • Next Open House: Sat 06/6 10:00 am. to 12:00 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,543

Set in one of Scituate's most desirable, family-friendly neighborhoods, this colonial offers a rare investment opportunity, featuring an in-law suite with a second kitchen. Convenient to the harbor, beaches, train to Boston, shopping, restaurants, schools, and more, this home also offers a finished basement, sunroom, office with bright pine ceiling, skylights, as well as a fireplace, balcony, back deck, two sheds, and workshop space. Extensive updates have been made to modernize this home.

Listed by Eric Sax of Thread Real Estate,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 2026
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule TourAsk A QuestionMore Details

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