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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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29 Pleasant Street Hingham MA 02043

MLS Number 73510741

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,364
  • High School Hingham

Beautifully updated Antique in coveted Hingham Center offering timeless character, modern comforts and an exceptional resort-like backyard. Lovingly renovated and expanded featuring a beautiful Chef's Kitchen w/center island and high end appliances open to a sunny family room. A gracious DR, spacious living room, 2 offices and Mudroom complete the 1st floor. Beautiful period details throughout, inc. paneled FP's, exposed beams & wide pine floors. Upstairs, there are 5 BR's and 3 renovated full baths, inc. a lovely primary suite w/marble bath and large walk-in closet. Outside, there's a spectacular backyard oasis complete w/Gunite pool, hot tub, expansive lawn and large patio w/fire-pit & dining area. If you want time out of the sun, cool off in the POOL HOUSE w/kitchenette and 1/2 bath-perfect for year round entertaining, guest quarters, or a teen space. Detached 2-car garage w/storage above. Wonderful “sidewalks to everywhere” location in one of Hingham's most beloved neighborhoods.

Listed by Tara Coveney of Coldwell Banker Realty - Hingham

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Federal 30-year interest rate: 6.36% last updated on May 14, 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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215 Sohier Street Cohasset MA 02025

Cohasset, MA215 Sohier Street

Price$1,699,900

Est. Mortgage: $/month

MLS Number 73510732

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,718

Just in time to enjoy the summer at Sandy Beach! This unique home combines old-world character with modern convenience in one of Cohasset's most convenient locations - and a FIVE BAY GARAGE! Situated on a generous lot directly across the street from the Cohasset elementary school campus (easy kid-friendly access!); and less than a mile from the best of Cohasset: the South Shore Music Circus, Paul Pratt Memorial Library, Cohasset Senior Center, Cohasset Village restaurants and shops and more. Inside, the home has a large family room with working fireplace and vaulted ceilings, country kitchen with second working fireplace, and a first floor primary suite. Skylights provide loads of natural light and this home has more than enough space (and parking!) to gather the whole family for holidays and special occasions. The accessory dwelling unit (ADU) is currently in progress to be completed before closing, and will make a great home office, in-law space, au pair suite, or private retreat.

Listed by Paul M. Colleary and Grace Colleary of Dream Realty

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$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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19 Pauline Road Marshfield MA 02050

Marshfield, MA19 Pauline Road

Price$3,650,000

Est. Mortgage: $/month

MLS Number 73510383

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,200

New construction! Nothing compares to this sprawling 5 bed, 5 1/2 bath,5200 SF coastal estate in Marshfield's coveted Ferry Hill, a true masterpiece offering unrivaled entertaining and spectacular river & ocean views. The heart of the home features a stunning kitchen w/butler pantry & oversized quartz island, cozy FP family room, a dedicated office, and a bonus room w/ built in bar perfect for large holiday gatherings. In addition to 2 ensuite bedrooms, a massive newly constructed wing provides a palatial suite w/ a luxury bath, laundry & French doors leading to a private kitchenette and living area. This suite opens to its own expansive deck to take in the breathtaking water vistas. Step outside to a resort-style oasis featuring a fenced in level yard, heated pool, outdoor shower, and an enclosed full bath/changing room. Complete with an oversized 4-car heated garage & a whole-house generator. This is a premier location walking distance to the shops, sand & dining of Humarock Village.

Listed by Kristin Dewey of Kornerstone Real Estate Brokerage

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$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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147 Canton Avenue Milton MA 02186

MLS Number 73509983

  • Residential
  • Bedrooms 8
  • Bathroom 5
  • Square Feet 4,500

Looking for a home with historical significance? A home with character, charm, and lots of space? 147 Canton Avenue has arrived. Guests are greeted by a large foyer, 10-foot ceilings, and a sense that lots of love has lived here. The first floor features a front-to-back living room with a fireplace, an office with built-ins, a large dining room, a kitchen with an adjoining family room, a laundry room, a 1/2 bathroom, and a walk-in foyer closet. The second floor has six bedrooms and two bathrooms. The third floor has two additional bedrooms and a bathroom. The basement is partially finished (not heated) and offers a bathroom, gym, and access to the two-car garage. The home is gas-heated and has a 200-amp electrical panel. Outside, there is a hot tub, a patio, and a sprawling 1/2-acre lot. The Milton Hill location is perfect, within walking distance of Milton Academy, Glover School, Turners Pond, the Central Square and Milton Village shopping areas, and the trolley. Come and fall in love

Listed by Kevin G. Keating of Keating Brokerage

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$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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106 Central Avenue Milton MA 02186

Milton, MA106 Central Avenue

Price$1,200,000

Est. Mortgage: $/month

Open House

MLS Number 73509733

  • Residential
  • Next Open House: Sat 05/23 11:30 am. to 1:00 pm.
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,365

First time offered in over 40 years, this exceptional Milton home presents a rare opportunity to own a spacious and versatile property in one of the area's most sought-after neighborhoods. This lovingly maintained home offers exceptional flexibility with a full in-law apartment and separately metered utilities. Ideal for extended family living, multigenerational households, or potential income opportunities, features include hardwood floors throughout, 2 updated kitchens, 2 full updated baths, oversized detached garage, and parking for 6+ cars on an expansive 11,465 sq ft lot. Walk to local favorites like Steel & Rye and El Barrio Mexican Grill. Outdoor enthusiasts will enjoy nearby green spaces including Neponset River Reservation and Turners Pond .Located close to Milton Village and Lower Mills it offers a major commuter advantage as the MBTA bus line is conveniently located right outside the home, providing easy access to nearby trolley service, Boston, and surrounding communities.

Listed by Charlene Folan of Conway - Dorchester

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$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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595 Washington Street Easton MA 02375

Easton, MA595 Washington Street

Price$749,900

Est. Mortgage: $/month

Open House

MLS Number 73509611

  • Residential
  • Next Open House: Thu 05/21 5:00 pm. to 7:00 pm.
  • Bedrooms 6
  • Bathroom 2
  • Square Feet 1,936

Fully renovated and move-in ready, this expanded 6-bedroom home offers exceptional flexibility for today's modern lifestyle. Conveniently located along highly accessible Route 138, the property combines commuter convenience, generous living space, and major system upgrades rarely found at this price point. Ideal for multi-generational living, home office needs, or buyers seeking turnkey condition without the cost, stress, and delays of major renovation. Features include a stunning modern kitchen with stone countertops, brand-new stainless steel appliances, recessed lighting, hardwood flooring, updated bathrooms, and a large center island with seating and abundant storage. Major upgrades include gas heat, central air, updated plumbing, 200-amp electrical service, and town sewer. Multiple living areas, spacious bedrooms, backyard space, and patio area offer flexibility for entertaining, guests, or extended living needs.

Listed by Thomas Perry of Lamacchia Realty,Inc.

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$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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25 Lakeview Avenue Holbrook MA 02343

Holbrook, MA25 Lakeview Avenue

Price$749,000

Est. Mortgage: $/month

Open House

MLS Number 73509277

  • Residential
  • Next Open House: Thu 05/21 5:30 pm. to 7:00 pm.
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,178

Step inside this thoughtfully updated home designed for comfortable everyday living. The renovated kitchen features shaker cabinetry, quartz counters, stainless appliances and oversized pantries flowing into open dining & living spaces. Andersen windows bring in natural light while a Harman pellet stove warms the family room. Enjoy year-round comfort with heated bathroom floors, a whole-house fan and water filtration system, remote skylights, and a heated/cooled garage-ideal for storage, projects, or a home office. A bright lower-level ADU/in-law suite offers two bedrooms and a private entrance, perfect for guests or rental income. Outside, enjoy a sun-filled backyard with an in-ground pool, gardening area and insulated workshop shed with electricity. Ideally located just a five-minute walk to the commuter rail, this move-in-ready home provides easy access to Quincy and Boston, offering the perfect balance of convenience and lifestyle-so you can spend your summers unwinding poolside.

Listed by Amanda Kimball of Michelle Larnard Real Estate Group LLC

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$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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286 Mayflower Circle Hanover MA 02339

Hanover, MA286 Mayflower Circle

Price$1,750,000

Est. Mortgage: $/month

MLS Number 73507362

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,080
  • High School Hanover

Pulling up to 286 Mayflower Circle feels like arriving at your own French chteau… timeless, elegant, and quietly impressive. Tucked at the end of a cul-de-sac on just under 4 private acres, this custom-built brick home with its signature mansard roof sets the tone before you even step inside. Built in 1978 by its one and only owner, every inch has been meticulously cared for, with intention and pride woven into every detail. Inside, you’ll find 5 bedrooms, 6 bathrooms, a primary suite suited for a king, and over 2,000 square feet of finished basement spaceoffering room to live, entertain, and grow. From the scale of the home to the warmth you feel throughout, this is a property that truly tells a story. There’s history here, there’s heart here… and it shows. Bienvenue chez vous… welcome home. Roof 2020, Buderus Boiler 2019, Central Air 2021,2025.

Listed by Marni Migliaccio of The Firm

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$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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90 Countryside Lane Milton MA 02186

Milton, MA90 Countryside Lane

Price$3,895,000

Est. Mortgage: $/month

MLS Number 73508385

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 9,435

This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton's most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.

Listed by The Sarkis Team, George Sarkis and Michael Valovcin of Douglas Elliman Real Estate - The Sarkis Team

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$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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 Center Street Kingston MA 02364

Kingston, MA11 Center Street

Price$548,011

Est. Mortgage: $/month

MLS Number 73507279

  • Residential
  • Bedrooms 6
  • Bathroom 2
  • Square Feet 2,314

Step back in time and own a true piece of history. This charming Colonial, ideally located in the heart of downtown Kingston, is surrounded by some of the area's most iconic historic landmarks. Rich in character and architectural detail, this home presents a rare opportunity for those who appreciate the craftsmanship of a bygone era.Offering generous space and timeless appeal, the property is ready for a new vision. With thoughtful renovations, it can be restored to its former glory-seamlessly blending historic elegance with modern comfort.The attached barn features a small in-law unit with potential for conversion into an Accessory Dwelling Unit (ADU), creating possibilities for additional income or multigenerational living.Whether you're an investor, restoration enthusiast, or homeowner seeking to create a legacy property, this offering presents a unique opportunity to bring history back to life while maximizing its full potential.

Listed by Brian Martinez and Gustavo Veloz of COM-PRO Real Estate Services,Inc

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$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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1-R Baileys Island Road Scituate MA 02066

MLS Number 73507096

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,243
  • High School Scituate

Set at the quiet edge of Cohasset Harbor, this shingle-style home offers rare privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends timeless architecture with modern comfort. A dramatic 2 story foyer opens to formal living & dining rooms each with fireplaces. The kitchen features a large island, baking room & banquette seating, flowing into a family room & sunroom filled with natural light. First-floor spaces include a unique octagonal bedroom, mudroom & potting kitchen. Upstairs the primary suite offers a private sitting area & spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space. Amenities include tennis & bocce courts plus a barn perfect for boat storage, a car collection, indoor sports court & 1 bedroom apt.

Listed by Christine Powers of Coldwell Banker Realty - Cohasset

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$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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650 Canton Avenue Milton MA 02186

Milton, MA650 Canton Avenue

Price$4,495,000

Est. Mortgage: $/month

MLS Number 73506861

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 8,764
  • High School Milton

Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life's most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

$
$
%
$/month over payments
Federal 30-year interest rate: 6.36% last updated on May 14, 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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