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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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3 Stone Bridge Lane Milton MA 02186

Milton, MA3 Stone Bridge Lane

Price$5,995,000

Est. Mortgage: $/month

MLS Number 73499732

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 10,524

Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

Listed by Ricardo Rodriguez & Associates Group and Ricardo Rodriguez of Coldwell Banker Realty - Boston

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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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156 Crabtree Quincy MA 02171

Quincy, MA156 Crabtree

Price$5,650,000

Est. Mortgage: $/month

MLS Number 73493729

  • Residential
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 8,736

Stunning waterfront home in Squantum with sweeping ocean views from nearly every room. Defined by its nautical charm and breathtaking waterfront setting, this exceptional residence offers 7 bedrooms, 7 full baths, 2 half baths, a private office, media room, and a 3-car garage. Sun-filled living spaces, soaring ceilings, warm wood floors, and a custom kitchen with sleek cabinetry and high-end appliances create a perfect blend of comfort and luxury. Set directly on the water in Quincy's premier coastal neighborhood, just moments from marinas, beaches, waterfront walks, and with easy access to Boston.

Listed by Joe Karam and Andrew Haddad of Northeast Development & Investment,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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316 Summer Street Marshfield MA 02050

Marshfield, MA316 Summer Street

Price$1,275,000

Est. Mortgage: $/month

MLS Number 73491121

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 3,255
  • High School Marshfield Hs

Rare opportunity to own a quintessential N.England property where classic character meets generous living, complemented by ample outbuildings in a scenic setting. Featuring high ceilings, wide pine floors & most rooms adorned w/ fireplaces. Treasured marble fp's are believed to be a sea Captain's gift. Charming kitchen boasts exposed beams, SSL applian, farmhouse sink. 2 living rooms, one has built-ins, stovetop/microw/wet bar. Whether you envision an office, studio, or guest suite, the possibilities are endless. Versatile rooms--view the floor plans. Outside, the property continues to impress with its picturesque setting & classic outbuildings, adding functionality & character. The serene porch creates a welcoming first impression. 3 garage bays w/ loft, plus magazine worthy cathedral barn w/ stunning chandelier, heat & electricity. Ideal setting for celebrations-inquire about the wedding! Need ADU? Gas Boiler, 2013. 5 bedr septic, 2025. Outdoor Woodmaster furnace. One fam for 67 yrs.

Listed by Sheri Consalvi of Conway - Plymouth

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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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39 Bay Pond Road Duxbury MA 02332

Duxbury, MA39 Bay Pond Road

Price$4,350,000

Est. Mortgage: $/month

MLS Number 73488436

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 5,822
  • High School Duxbury

Welcome to Bay Pond Road, a private waterfront enclave in the heart of Powder Point. Make summer exceptional with views of boats sailing by, beautiful sunsets from a covered porch, and exclusive water access with a boat mooring. This gracious home is set on almost 1acre of beautifully landscaped level grounds offering ample opportunities for pool and guest house/ADU expansion. Extensively renovated in 2009 by a notable Boston architect, this 5 BR, 7 bath, 5800sf home combines understated elegance with refined modern living. An expansive first floor main suite offers 2 full baths, 2 walk-in closets and overlooks the English gardens. Generous light-filled rooms, marble kitchen and baths, 3 fireplaces, walls of French doors, and stone patios are all hallmarks of this property. Every element of this home, from the gas lanterns to the custom millwork was selected with intention. A rare opportunity for a new owner to create their own tradition of exceptional living in coveted Powder Point

Listed by Suzanne Stevens 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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2 Country Club Drive Halifax MA 02338

Halifax, MA2 Country Club Drive

Price$575,000

Est. Mortgage: $/month

MLS Number 73480733

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,344

This Halifax Cape is ready. Rich with authentic New England character, the home features wide plank floors, exposed hand-hewn beams, a rare beehive oven, and four fireplaces - including one in the first-floor primary room. The flexible great room, with its two exterior entrances and half bath, opens the door to a home office, studio, or in-law suite. A detached workshop and attached garden room round out a property that rewards vision. Updates needed offer a genuine opportunity to make a one-of-a-kind canvas entirely your own. The price reflects where the home is - not where it's going. Minutes to the Halifax MBTA Station, Route 3, shopping, and dining. Offered for the first time in over a decade - a true piece of Plymouth County history waiting for it's next chapter. Town has approved plans for a new 5 bed septic system - work to begin once the house is under agreement.

Listed by Cassandra Wadden 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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236 Powder Point Avenue Duxbury MA 02332

Duxbury, MA236 Powder Point Avenue

Price$5,975,000

Est. Mortgage: $/month

MLS Number 73356281

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 7,495
  • High School Duxbury

YOUR SUMMER PLAYGROUND. YOUR YEAR-ROUND ESCAPE. Perfectly positioned in coveted Powder Point, this extraordinary 6,895 sq. ft. waterfront residence, with an additional 660 sq. ft. of finished lower-level living, offers breathtaking views of Duxbury's Back River, Duxbury Beach and beyond. Enjoy an unmatched coastal lifestyle with a rare private boat house, dock and beach. Masterfully restored and expanded, the 5BR, 5.5BA home features rich hardwood floors, exquisite millwork, four fireplaces, and sun-filled rooms framing spectacular water views. A first-floor guest suite, finished walkout lower level with wine cellar and interior potting shed, manicured grounds, and 3-car garage complete this remarkable offering. An iconic legacy estate where timeless elegance meets the very best of Duxbury waterfront living.

Listed by Liz Bone Team and Kristin J. Coppola of South Shore Sotheby's International Realty

$
$
%
$/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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

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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