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South Shore 5-Bed Homes

View 5 bedroom homes for sale on the South Shore of Massachusetts. Contact Lindo Realty Group for more information about a specific property, or if you'd like to schedule a private showing. Create an account to save your favorite listings and we'll send you an email when similar properties become available.

5 Bedroom Homes South Shore MA

Homes with 5 bedrooms on the South Shore cater to those seeking expansive living arrangements, combining comfort, style, and functionality. Whether it's a historic estate brimming with character or a sleek, modern colonial, these properties meet a wide array of lifestyle needs, including ample room for large households, guest accommodations, and dedicated home offices. Nestled in sought-after neighborhoods, these homes not only offer spacious interiors but also boast features such as finished basements, in-law suites, and large yards, perfect for outdoor activities and entertaining. 

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5 Sapphire Circle Canton MA 02021

MLS Number 73530656

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,634
  • High School Canton High

Exceptional New Construction set on a new private cul-de-sac. First of four homes, this 5 bedroom, 4 full bath Craftsman residence showcases sophisticated design and elevated finishes. Chef's kitchen features Thermador appliances w/48" gas range, island, farmers sink, quartz countertops. Large custom pantry. Kitchen flows into a dramatic cathedral family room anchored by a stunning floor-to-ceiling stone fireplace. 1st floor bedroom or office with 3/4 bath. The expansive primary suite offers dual walk-in closets and a spa-inspired bath with a spectacular porcelain glass shower and 5'5" soaking tub. Illumination package,Jack and Jill, town water and sewer, lawn irrigation. Pella windows, board & batten Hardee siding, 3 HVAC zones, EV charging station, 3 car garage and so much more! Walk to Canton's downtown,shops,restaurants, and commuter rail T-station. Fantastic local builder

Listed by Darla M. Prentice of Prentice Realty Group

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Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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36 Spruce Middleboro MA 02344

Middleboro, MA36 Spruce

Price$699,900

Est. Mortgage: $/month

MLS Number 73530129

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,382

Beautifully remodeled home in Middleboro retains its old charm with modern updates .This 2 level main residence with attached 2 bedroom Accessory dwelling Unit is perfect for an In-Law set up or to bring in extra rental income. Both units showcase all newly remodeled kitchen with new stainless steel appliances and new hardwood floors as well as newly remodeled tiled bathrooms. Large barn on property can be used as storage or a bonus workshop area on a beautiful spacious lot with parking for 8 cars. Conveniently located near shopping, dining, schools and highway access. located 8 miles from Middleboro center.

Listed by Tracy Rappa of KAM Realty

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Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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52 Ridgewood Road Milton MA 02186

Milton, MA52 Ridgewood Road

Price$1,650,000

Est. Mortgage: $/month

MLS Number 73529479

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 5,077

One of Milton's most desirable neighborhoods. Extensively updated in 2023, this property underwent a comprehensive gut renovation, including all-new plumbing, electrical systems, heating system, roof and numerous high-quality improvements throughout, offering the perfect blend of modern efficiency and timeless charm.The spacious kitchen and living areas provide excellent functionality for both everyday living and entertaining. The walk-out basement, offering tremendous potential for a future Accessory Dwelling Unit (ADU), in-law suite, guest quarters, home office, or additional income-producing space, subject to local approvals. The direct exterior access creates endless possibilities for multi-generational living or investment opportunities. Located near top-rated schools, parks, shopping, restaurants, and major commuter routes.

Listed by Rebecca Huang of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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158 Cadish Avenue Hull MA 02045

Hull, MA158 Cadish Avenue

Price$1,380,000

Est. Mortgage: $/month

MLS Number 73528823

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,526

Walk into this home offering timeless bayside living in one of Hull's most coveted areas. Watch incredible sunsets & boat activity.. Oversized windows will captivate; capturing the Boston City skyline with views sweeping around all the way to Blue Hills. Sunset is a daily event as families meet and children skip stones across the Water. This home is exceptionally special as it also boasts a large, beautiful backyard with mature gardens. The possibilities for Outdoor Living are endless. Ideal for an ADU. Current owner has Mooring in front or install your own dock. This home is move-in ready or, could be updated and customized to the new owner's vision.

Listed by Karen Peters of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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365 Elm Street Bridgewater MA 02324

Bridgewater, MA365 Elm Street

Price$1,500,000

Est. Mortgage: $/month

MLS Number 73526500

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,808
  • High School Bridgewater/Raynham

Opportunity to run your business right from your home! Existing business has provided heavy-duty truck repair services since 2002 (tenant willing to stay), and the seller also operates a licensed car sales dealership (Class II License) from the property for over 2 years, included with sale. One of the only mixed-use residential and commercial zoned properties in Bridgewater. This well-cared-for 5-bedroom, 3 full bath Cape offers the privacy a family would need, including a spacious finished basement. Recent updates include newer roof and windows, along with beautiful hardwood flooring throughout. Bring your business with you and pull right up to the impressive 37' x 75' industrial garage featuring a 16' x 14' electric door. Oil/water separator already installed, making this an incredible opportunity for any mechanic, engineer, landscaper, tradesman, contractor, or vehicle restoration enthusiast. Conveniently located near both Route 24 and Route 495.

Listed by Selling South of Boston Team, Kimberly Dawes and Renee Weston of Keller Williams Realty Colonial Partners

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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 Christmas Tree Way Duxbury MA 02332

Duxbury, MA7 Christmas Tree Way

Price$3,100,000

Est. Mortgage: $/month

MLS Number 73526433

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,700
  • High School Duxbury

BACK ON MARKET - come see our new updates! This turnkey estate sits on a private 1.25 acre cul-de-sac lot in Duxbury's highly sought after Village location, moments from Shipyard Beach and Snug Harbor. This spacious colonial blends timeless architecture with exceptional modern performance. Designed for effortless entertaining, the main level features a gut-renovated kitchen with custom Scavolini cabinetry, premium Miele appliances, and a 12-ft quartzite island. The kitchen flows seamlessly into two dining areas & a massive entertainment great room. The private primary wing serves as a personal sanctuary, featuring two walk-in closets, a custom bath w/large steam shower, and integrated study alcove. Radiant floor heat in 2 baths adds refined comfort. New roof, LG cold-climate heat pump system, Generac, & all newer architectural windows. This is a rare opportunity to own a thoughtfully updated Duxbury home with major investments already completed where they matter most.

Listed by Michael Caslin of South Shore Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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67 Newport Road Hull MA 02045

Hull, MA67 Newport Road

Price$1,199,000

Est. Mortgage: $/month

MLS Number 73522307

  • Residential
  • Bedrooms 6
  • Bathroom 3
  • Square Feet 2,784
  • High School Hull

Price Break for like new home located close to beach and center of town. Home has seasonal views of bay and sunsets. Enter thru a large foyer with breakfast nook that opens up to Kitchen and LR areas. Kitchen features large granite island, SS appliances, Spanish tile floor. The slider off the Kitchen leads to a 3 season sunroom, great for entertaining and family gatherings has custom tile floor, insulated windows, hurricane shutters and a deck for grilling. First floor includes two generous size BR, a full bathroom and laundry. Primary suite has beautiful sunset views includes large sitting area, full bath with soaking tub and walk-in closet. The second floor has 3 generous size BR with full bath. Home was elevated with insulated walls, floors and ceilings to cut heating costs and provide sound barriers throughout. Lower level has separate exterior entry, two car garage, storage room(s) and unfinished bonus room. Close to schools, commuter rail/boat, shops, restaurants, beach.

Listed by Heather Thompson of Charisma Realty,Inc.

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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55 Parkwood Drive Milton MA 02186

Milton, MA55 Parkwood Drive

Price$5,995,000

Est. Mortgage: $/month

MLS Number 73519804

  • Residential
  • Bedrooms 7
  • Bathroom 10
  • Square Feet 9,320

Experience the pinnacle of Milton living at this 1915 French Colonial masterpiece. Set on nearly three acres at the foot of the Blue Hills Reservation, this legacy estate offers a rare blend of privacy and prestige. The grounds are an entertainer's dream, featuring an in-ground pool, pool house, and a two-story, five-bay garage with an attached vintage greenhouse. Spanning 9,000+ sq. ft., the residence boasts seven bedrooms, ten bathrooms, and nine fireplaces. The main level offers grand formal spaces, including a mahogany-paneled library and a sophisticated office. The chef's culinary suite is a masterwork of marble and high-end gas ranges. Retreat to the palatial primary wing-a four-room haven with dual baths and expansive views. The finished lower level adds versatility with twin fitness studios and a private lounge and office. Located eight miles from Boston and Logan, enjoy a country-manor lifestyle near world-class Milton Academy. A rare architectural gem. Welcome home!

Listed by Kevin G. Keating of Keating Brokerage

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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133 River Street Norwell MA 02061

Norwell, MA133 River Street

Price$1,440,000

Est. Mortgage: $/month

MLS Number 73519604

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,612
  • High School Norwell

Incredible Norwell value! This beauty has all the smart improvements: roof, HVAC, electrical and plumbing + new kitchen & baths. Walk to Norwell Center or the North River from this turn-key property. The newly updated kitchen is sleek and efficient with dual appliances & so much storage. New bathrooms feature high-end finishes of marble, glass & tile. Large, beautifully proportioned spaces on the main level include a 36ft long Media Room in converted barn with wet bar, a dining room ringed by windows overlooking the rear yard, and an elegant fireplaced living room. Four sunny bedrooms (including a primary) and two full bathrooms make up the second floor reached by front or rear staircases. Who needs an in-law or multi-gen option? The converted barn has a kitchen space, dedicated entrance, + bedroom, sitting room, full bath and walk-in closet upstairs. Character and efficiency have been preserved with careful restoration of windows, floors and woodwork details. Walk out basement and deck lead to gardens and privacy. Convenient commute to Boston only 26 miles north by car, train or boat.

Listed by The Laurie Detwiler Team and Laurie A. Detwiler of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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535 Washington Street Duxbury MA 02332

Duxbury, MA535 Washington Street

Price$2,795,000

Est. Mortgage: $/month

MLS Number 73518408

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 8,560
  • High School Duxbury High

A Coastal Legacy, Reimagined. Set along one of Duxbury's most storied corridors, 535 Washington Street is a grand Federal-style residence built in the early 19th century that once served as the meeting hall of the Independent Order of Odd Fellows - a fraternal society devoted to fellowship, charity, and community for over a century. That legacy of gathering and grandeur lives on today in a home built for living large, with rare bay-view scale you simply won't find in a typical build. Soaring 17' ceilings and walls of windows frame sweeping views toward Duxbury Bay, while original architectural character - wide-plank hardwood floors, intricately carved woodwork and multiple fireplaces - has been carefully preserved throughout. The first-floor Great Room (40x60) is a true showstopper for entertaining, anchored by a caterer's kitchen, with flexible space nearby suited to a home gym, studio or au pair/guest suite complete with 1.5 baths. Upstairs, an expansive living area with original curved tin ceilings and a fireplace - a nod to the building's days as a hall for grand social gatherings - opens to a second kitchen with sweeping bay views, ideal for multi-generational living or simply spreading out. The primary suite offers a private deck and two walk-in closets. An elevator and a rare 5-car garage add everyday convenience across 8,560± square feet of living space. Set between Snug Harbor and the Bluefish River, the home sits minutes from six-mile Duxbury Beach via the iconic Powder Point Bridge, access to the bustling harbor front and dining at the iconic Winsor House and Raw Bar at Island Creek Oyster Farm. The Maritime School and Duxbury's top-rated public schools are all close by, with Kingston Station offering MBTA commuter rail access to Boston, roughly 35 miles north. This is a rare opportunity to own a piece of Duxbury's architectural and civic history, reimagined for modern coastal living - a home where fellowship, philanthropy and timeless New England elegance still echo through every room. For the buyer who craves a truly unique home, this one won't come again. Private showings by request.

Listed by Leslie MacKinnon and MacKinnon & Co of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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16 Ellisville Road Plymouth MA 02360

MLS Number 73515895

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,329

Exceptional 5-bedroom, 3.5-bath Colonial nestled on a private 0.86-acre lot, offering the perfect blend of space, comfort, and style. A 2-car attached garage, oversized driveway, and abundant parking provide everyday convenience. Inside, you'll find an inviting open layout with hardwood floors, a beautifully appointed kitchen featuring granite countertops, island, and stainless steel appliances, a formal living room with fireplace, a tucked-away family room with wet bar, home office, and first-floor half bath. The second level offers four spacious bedrooms, including a serene primary suite with a custom tile shower and private bath. The expansive entire third-floor bedroom suite with its own full bath is ideal for guests, multigenerational living, or a private getaway. Relax in the fenced backyard with an oversized composite deck, all just minutes from beaches, Ellisville Harbor State Park, shopping, dining, and major highways. Welcome Home!

Listed by Jeffrey Monast of Conway - Wareham

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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44 Greenleaf Street Quincy MA 02169

MLS Number 73516371

  • Residential
  • Bedrooms 10
  • Bathroom 4
  • Square Feet 4,338
  • High School Quincy

44 Greenleaf Street presents a rare opportunity in the heart of Quincy-ideal for buyers looking to create something truly special. This single-family Colonial offers timeless character, high ceilings, and an abundance of natural light that pours through the home, highlighting its spacious layout and original charm. Perfect for a thoughtful renovation, the property is well-suited for a variety of uses. Whether you envision restoring it into a beautiful residence or adapting the space for a mixed-use setup, the flexibility here is compelling. With its layout and welcoming feel, it could be an excellent fit for a work-from-home professional-such as a therapist, consultant, or creative-seeking a comfortable and functional environment. Set in a convenient location close to local amenities, transit, and Quincy's vibrant downtown, 44 Greenleaf is a unique opportunity to invest, customize, and bring new life to a property with strong potential.

Listed by Scott Farrell & Partners and Scott Farrell of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.95% last updated on Sep 17, 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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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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