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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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91 Winslow Street Marshfield MA 02050

MLS Number 73498924

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 3,660
  • High School Marshfield High

Beautiful Colonial in the highly desirable Rexhame village! A rare find in this sought-after community, just down the road to the gorgeous, sprawling Rexhame Beach! The first-floor features gleaming hardwood, a chef-inspired kitchen with granite counters, large island, custom cabinetry, and stainless steel appliances, a family room with gas fireplace, and a dining room. A first floor in-law/ au-pair includes a full bath, bedroom, and two sitting rooms - one with a gas fireplace! Need lots of space? Five bedrooms on the second floor, including a well-designed primary ensuite with bathroom, dressing room, walk-in closet, and a room for either home office or crafting. Another full bath, laundry room, an abundance of closet and a finished lower level offer plenty of options to accommodate today's busy lifestyles! Close to downtown, restaurants, shopping, marinas, schools, walking trails, and all Marshfield has to offer. A great value and a great opportunity for this highly desirable area!

Listed by Sherry Costello of Waterfront Realty Group

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Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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213 School Street Milton MA 02186

MLS Number 73497233

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,314
  • High School Milton Hs

There are homes that welcome you, and then there are homes that claim you. From the moment you step inside, this Milton Hill original announces itself-high ceilings, sweeping wall spaces, hefty moldings, an irresistible personality. Set on a lush acre, this residence has only grown more compelling with each refinement. Grand wall spaces beg for the art you've been waiting to hang, while a sense of graciousness moves through every room like a long exhale. A renovated eat-in kitchen is beautiful and deeply livable-mornings full of promise, evenings that stretch long. Every thoughtful update (windows, electrical, roof) honors what the house has always known about itself. Interior life unfolds over 4,300sf, 5+ bedrooms and 3.5 baths. And just beyond your door: Milton Academy, Glover School, Steel & Rye, the trolley. This is a home for someone who understands that where you live shapes how you live - a backdrop for the art, the dinners, the mornings in the garden, a life available here.

Listed by Julianne Bridgeman of Ceres Real Estate

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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187 Main Street Hingham MA 02043

Hingham, MA187 Main Street

Price$5,500,000

Est. Mortgage: $/month

MLS Number 73492795

  • Residential
  • Bedrooms 6
  • Bathroom 7
  • Square Feet 7,798

One of Hingham's most admired homes! Landmark colonial with a sweeping front lawn, set elegantly atop a knoll on a 2.2 ACRE lot on a quiet cul de sac, just a stone's throw to downtown Hingham. The current owner has beautifully updated this architecturally significant home to meet the needs of today, while maintaining its original elegance. Gracious 11' ceilings, floor to ceiling windows, front and back staircases and period details throughout. Fabulous recently renovated "wing" off the back of the house with a gorgeous custom kitchen flooded w/natural light OPEN to a large dining area and spacious family room. There are 5 Bedrooms and 3 baths on the second floor including a luxurious primary suite. Opportunity to craft the 3rd floor as you wish. The grounds are EXCEPTIONAL. Expansive lawn, gunite pool with pool/guest house and over an acre of manicured lawn. RARE opportunity for the discerning buyer to acquire this ICONIC home/estate.

Listed by Tara Coveney of Coldwell Banker Realty - Hingham

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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555 Webster Street Marshfield MA 02050

Marshfield, MA555 Webster Street

Price$1,150,000

Est. Mortgage: $/month

MLS Number 73492440

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,765

Welcome to 555 Webster Street in Marshfield! This renovated, expansive custom Cape offers approximately 4,765 square feet of living space with two separate wings, providing outstanding flexibility for short-term rental, owner-occupied income, extended family, or in-law living. The home features 7 bedrooms, 4 full bathrooms - blending antique character with modern updates throughout. Situated on a 0.8-acre lot, the property includes a wraparound deck, new stone patio and firepit, and a two-car garage. This property is ideal for the multi-generational living or a savvy investor seeking strong returns utilizing it for short or long-term rental in a prime coastal location. Close to Marshfield beaches, Green Harbor Golf across from property, Levitate Music Venue, dining, and local amenities - this is a rare opportunity to own a high-yield property in desirable Marshfield. Must see to fully appreciate the value and versatility.

Listed by Paul Preziosi of William Raveis R.E. & Home Services, Colin Garvey of William Raveis R.E. & Home Services

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Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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540 Harland Street Milton MA 02186

MLS Number 73492150

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 9,300

Majestic and truly one of a kind, this exceptionally private equestrian estate is nestled behind gates within the Blue Hills Reservation, offering direct riding access to over 7,000 acres of protected landscape and year-round outdoor pursuits. Set on more than eight tree-lined acres, the grand compound includes a masterfully constructed main residence, carriage house, expansive garage, and beautifully appointed stables. Designed for both refined living and effortless entertaining, the home features a stunning chef's kitchen, a soaring vaulted great room with an impressive fireplace and hearth, and seamless indoor-outdoor flow to a covered outdoor kitchen and generous fire pit terrace beneath the stars. Located moments from the prestigious Milton Academy and within easy reach of both Boston and Providence, this extraordinary offering delivers rare privacy, scale, and sophistication in a setting that is simply unparalleled.

Listed by Stephen Kraunelis of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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 Kalmia Road Holbrook MA 02343

Holbrook, MA36 Kalmia Road

Price$599,000

Est. Mortgage: $/month

Open House

MLS Number 73491108

  • Residential
  • Next Open House: Thu 07/2 5:00 pm. to 6:00 pm.
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 1,920

**OPEN HOUSE 7/2 5pm-6pm** Charming and updated raised ranch with room to grow! This refurbished home offers 5 bedrooms and 2 full bathrooms, with a convenient full bath on each level. Enjoy a bright main living area. The kitchen has been refreshed with new appliances, including a range, dishwasher, and refrigerator, making it ready for everyday use. The lower level adds valuable extra living space, perfect for guests, extended family, a home office, or a recreation area. Outside, you'll find a good-sized backyard with a chicken coop, ideal for gardening, relaxing, or a touch of homesteading. Situated on a quiet dead end street. A roof less than one year old adds peace of mind, while the home's overall good condition and updates make it a great opportunity!!

Listed by Blake Starratt and Jordyn Maxim of RE/MAX Legacy

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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

Price Changed

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: 6.49% last updated on Jun 25, 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 Highland Street Milton MA 02186

Milton, MA341 Highland Street

Price$3,500,000

Est. Mortgage: $/month

MLS Number 73488165

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 7,169

Set behind a long approach offering the ultimate in wooded privacy and open lawn, 341 Highland is a classic Milton estate defined by land, light, and enduring craftsmanship. Substantial oak doors, rich paneling, French pocket doors between the living and dining rooms, and multiple fireplaces reflect the home's timeless character. The main living spaces balance scale with everyday comfort. A dedicated first floor office with private entrance off the circular drive and a playroom complement rooms suited for both formal entertaining and relaxed living. The primary suite anchors a generous private wing, while two staircases one with its own private entrance offer flexible circulation throughout. The finished third floor provides au pair quarters alongside space for hobbies, music and creative pursuits. Stone walls, patio areas, and an enclosed porch extend living into the landscape perfect for quiet mornings and memorable sunset views near the Blue Hills. Shown by private appointment only.

Listed by Cahill+Co. Team, Carolyn Cahill and Mary Beth Grant of William Raveis R.E. & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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630 North Street Weymouth MA 02189

Weymouth, MA630 North Street

Price$899,000

Est. Mortgage: $/month

MLS Number 73485565

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,123

Expansive Cape with a flexible in-law apartment & space for everyone. The main level features an open living & dining area with hardwood floors, abundant natural light, & charming wood beams. The large kitchen offers granite counters & stainless appliances, with 3 sets of sliders leading to a spacious patio. Just off the kitchen is a versatile bonus area with laundry & a 1/2 bath that connects to the private in-law suite, & could be used for either side of the home. The suite includes a generous living & dining space with its own front & back entrances, access to its own fenced yard, a spacious bedroom with an oversized closet, & a private bath with shower. Upstairs are 3 bedrooms plus a bonus room currently used as a fourth bedroom, along with a full bath featuring double vanities & a tub/shower. The lower level adds even more flexibility with a home office, full bath, additional laundry space, storage, & access to the 2-car garage. Ideally located in a sought-after North Weymouth.

Listed by Jessica Molisse of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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3 Evergreen Lane Hingham MA 02043

Hingham, MA3 Evergreen Lane

Price$3,495,000

Est. Mortgage: $/month

MLS Number 73485019

  • Residential
  • Bedrooms 6
  • Bathroom 5
  • Square Feet 6,000
  • High School Hingham

Timeless, storied, and utterly one-of-a-kind. This 1932 English Tudor Revival estate sits on 4 private acres in Hingham's coveted World's End enclave where architectural grandeur meets refined New England living. The stately stone faade, slate roof, and signature turret announce something special before you even step inside. 6 beds, 4.5 baths crafted for both everyday comfort and elegant entertaining. A gracious foyer with sweeping staircase, chef's kitchen with oversized island and fireplace, sun-filled garden room, formal dining room, and a dramatic living room with oak ceilings and statement fireplace. The turret- A stunning office or reading retreat unlike anything else. The primary suite is spacious and serene, a walk-up attic offers real expansion potential/storage, and an attached 3-car garage completes the picture. Outside, mature private grounds and a tennis/sport court -moments from the trails and coastal beauty of World's End. A rare chance to own a piece of Hingham history

Listed by Kate Johnson of Compass

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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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$654,900

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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$
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$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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372 Tremont Street Duxbury MA 02332

Duxbury, MA372 Tremont Street

Price$2,200,000

Est. Mortgage: $/month

Price Changed

MLS Number 73475083

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,474
  • High School Duxbury

Custom-built expansive 5 bedroom Cape offering nearly 5,000 square feet of refined yet comfortable living.The first floor spans over 3,300 square feet and is designed around walls of glass that flood the home with natural light and provide seamless access to a private, resort-like outdoor setting featuring a state-of-the-art gunite pool.Generous interior spaces are ideal for both everyday living and entertaining. The chef's kitchen showcases white cabinetry, a large center island, and opens to additional dining and gathering areas. A welcoming family room features a gas fireplace flanked by floor-to-ceiling built-in bookcases, while French doors lead to a formal dining room.The first-floor primary wing delivers a five-star experience with elegant primary; newly renovated spa-inspired bath, dual walk-in closets, and a private office. The second level offers two spacious bedrooms and a separate family/playroom, providing flexible living space. Located near beaches, schools & commuting.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.49% last updated on Jun 25, 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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