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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. 

540 Harland Street Milton MA 02186

Milton, MA540 Harland Street

Price$11,900,000

Est. Mortgage: $/month

MLS Number 73570207

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 10,000

Privately gated and exquisitely appointed, 540 Harland Street presents a rare opportunity to own an extraordinary equestrian estate set on approximately 8 acres within the Blue Hills Reservation. Surrounded by protected natural beauty and offering direct riding access to approximately 7,000 acres of preserved landscape, this exceptional property combines complete privacy, sophisticated living, and an unparalleled connection to the outdoors-yet remains conveniently close to Boston.The approximately 8,250-square-foot main residence is designed for grand-scale living and effortless entertaining, featuring five bedrooms, five full baths, and two half baths, complemented by soaring 10-foot ceilings throughout. The spectacular chef's kitchen is outfitted with premium Wolf appliances, while a dedicated home gym and state-of-the-art home theater elevate the everyday experience. An in-home elevator provides seamless access throughout the residence.Outdoor living is equally impressive, with a 350-square-foot patio and a fully equipped Wolf outdoor kitchen, creating an exceptional setting for entertaining, dining, and enjoying the surrounding landscape.The estate's remarkable carriage house adds an extraordinary layer of versatility, offering an 8-16+ car garage and approximately 1,750 square feet of guest living space above. Ideal for car enthusiasts, collectors, guests, or extended family, this separate structure provides an exceptional combination of utility and luxury.At the heart of the property's equestrian amenities is an approximately 2,000-square-foot state-of-the-art multi-stall equestrian center, thoughtfully complemented by an adjacent exercise pen. The direct access to miles of protected Blue Hills terrain allows riders to leave the property on horseback and immediately experience one of the region's most spectacular natural settings.This is far more than a luxury residence-it is a private equestrian compound and lifestyle estate, offering an extraordinary level of scale, privacy, amenities, and access to protected land rarely found in Greater Boston. A truly distinctive retreat where refined living and the freedom of the countryside exist in perfect harmony.

Listed by Signature Collective Team of Serhant

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Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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92 Narragansett Road Quincy MA 02169

Quincy, MA92 Narragansett Road

Price$1,399,999

Est. Mortgage: $/month

MLS Number 73570142

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,487

Welcome to 92 Narragansett Rd, a sprawling ranch with lots of character nestled in one of Quincy's most sought-after neighborhoods,Merrymount. Offering approximately 3,500 square feet of living space on a double lot, this impressive home combines generous proportions, thoughtful updates, and an unbeatable location. The main living area features soaring cathedral ceilings and a stunning double-sided fireplace that connects to the sunroom, creating a warm and inviting space for both everyday living and entertaining. With five spacious bedrooms and three newly renovated bathrooms, the home offers exceptional flexibility and room for everyone. The primary suite is set apart from the rest of the bedrooms offering privacy, a dressing area, and direct access to the yard. Outside, the expansive backyard provides an incredible private setting with plenty of space on the stone patio and lawn for entertaining, recreation, gardening, or simply enjoying the outdoors. The yard also features a hot tub and swim spa that can be used for relaxation, therapy and exercise year round. Systems updates in the past five years or less: roof, electrical, plumbing, heating/cooling including a Navian tankless heater. The property's generous lot and versatile layout make it a rare find in this highly desirable neighborhood. Located in beautiful Merrymount, 92 Narragansett Rd offers the opportunity to enjoy one of Quincy's finest residential areas while being conveniently located near the beaches, parks, restaurants, shopping, and public transportation. Don't miss your chance to own this exceptional home in one of Quincy's most coveted neighborhoods.

Listed by Dot Collection and Nicholas Cedrone of Access

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Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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21 Whitney Road Quincy MA 02169

Quincy, MA21 Whitney Road

Price$1,299,987

Est. Mortgage: $/month

MLS Number 73570115

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,190

LOCATION! LOCATION! LOCATION!Spacious Dutch Colonial home offering plenty of room for an extended family, with 5+ bedrooms, 3 full bathrooms, and 1 half bath across three levels of living space.This charming home features generously sized bedrooms, a convenient second-floor laundry room, and plenty of the old-world charm and character that make a home like this special.Enjoy outdoor living on the rear paver patio, along with off-street parking spots for 3-4 cars. Additional on-street parking is available with a City parking permit.And the location is hard to beat! You're approximately a 5-minute walk to Quincy Center, Quincy Center T Station, and Quincy High School, putting shopping, dining, public transportation, and schools right at your doorstep.Convenient, spacious, and full of character-this is a rare opportunity in a highly desirable location.Act fast-this one won't last!

Listed by Darin Thompson of Stuart St James,Inc.

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Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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435 Highland Street East Bridgewater MA 02333
Open House

MLS Number 73570023

  • Residential
  • Next Open House: Thu 09/3 5:00 pm. to 6:30 pm.
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,688

Welcome to this beautifully maintained, single-owner Colonial, ideally situated in a lovely setting. The updated kitchen features stainless steel appliances, a pantry, and a spacious island offering both additional counter space and comfortable seating. The inviting family room boasts a cozy wood-burning fireplace, perfect for relaxing or entertaining. A handicap-accessible bathroom with a walk-in shower, along with a conveniently located laundry area, provides the flexibility to create a separate space for multigenerational living. Celebrate every holiday in the spacious living and dining rooms, designed for gatherings of family and friends. Upstairs, gleaming hardwood floors flow throughout all five bedrooms. The front-to-back primary suite features an en-suite bathroom and double closets. Four additional generously sized bedrooms and another full bathroom complete the second floor. Enjoy the year-round comfort of the heated and air-conditioned sunroom, which overlooks the beautiful backyard. The yard is equipped with an irrigation system, making it easy to maintain and enjoy. Additional features include a two-car garage under the home and ample off-street parking. Electric for portable generator, well for sprinkler system. Conveniently located near shopping, restaurants, and schools, this well-loved Colonial offers space, flexibility, and comfort for today's lifestyle. Updates; 2026 central air, 2024 5 bedroom septic, 2016 roof, 2012 siding and most windows, 2008 heating system

Listed by Annmarie Thurston Sullivan of AM Realty Group,LLC

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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1471 Washington Street Canton MA 02021

Canton, MA1471 Washington Street

Price$1,699,000

Est. Mortgage: $/month

MLS Number 73569993

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 4,952
  • High School Canton High School

Discover timeless New England elegance and exceptional craftsmanship in this extraordinary custom Colonial, thoughtfully designed with refined details and remarkable versatility throughout. The spectacular gourmet kitchen features a magnificent two-tier island, walk-in pantry, premium appliances, and a stunning handcrafted copper range hood. The impressive cathedral-ceiling family room is perfect for entertaining, highlighted by a wood stove and beautiful stone-built pizza oven. The exquisite primary suite offers a private retreat with a gas fireplace, spa-inspired marble bathroom, Jacuzzi tub, and generous walk-in closets. A beautifully finished lower level provides additional living and entertaining space, complete with a convenient half bathroom. One of the property's most exceptional features is the approximately 1,500-square-foot, two-story legal in-law apartment. Featuring its own private entrance, granite kitchen, primary suite, two full bathrooms, first-floor laundry, and private basement. This versatile space is ideal for extended family, guests, an au pair, or multigenerational living. Professionally landscaped grounds create a private outdoor retreat with stone walls, spacious patio, expansive deck, year-round swim spa, and fully fenced backyard. This distinctive Canton residence seamlessly blends elegance, character, exceptional craftsmanship, and extraordinary flexibility. A truly remarkable New England home offering an exceptional lifestyle and a rare opportunity for today's discerning buyer.

Listed by Deborah Mulroy of Donahue Real Estate Co.

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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62 Homeland Drive Whitman MA 02382

Whitman, MA62 Homeland Drive

Price$574,950

Est. Mortgage: $/month

Price Changed

MLS Number 73569398

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,033

Welcome to 62 Homeland Dr, Whitman - 5 BR/2 BA, One Level, Room to Spread OutFive bedrooms, all on one floor, on a quiet side street in Whitman. You don't find that combination at this price very often.The ranch layout gives you 2,033 square feet to work with - two full baths, a family room that's actually separate from the living room, and an eat-in kitchen big enough for the whole crew to sit down together. And because every bedroom's on the same level, there's no hauling laundry up and down stairs, no arguing over who gets stuck next to the one working bathroom.The yard is where this place really delivers. About a third of an acre, fenced in back, with a patio and a storage shed already there. Out front, a circular driveway holds 4-5 cars by itself. Bring the boat, the RV, extra vehicles - there's room for it. You're near public transportation, shopping, and schools, but the street itself stays quiet. Five bedrooms, two full baths at this price don't last long in Whitman. Book your showing before someone beats you to it.

Listed by Brian Johnson and Kimberly Kaiser of Vylla Home

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Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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58 Clifton Avenue Hull MA 02045

Hull, MA58 Clifton Avenue

Price$2,599,900

Est. Mortgage: $/month

MLS Number 73569340

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,080

Waterfront living at its finest in coveted Sunset Point. This exceptional beachfront residence, custom designed and built in 2008, showcases sweeping ocean vistas extending to the Boston skyline, breathtaking sunsets, and direct private beach access. Thoughtfully crafted with timeless elegance and attention to detail, the home features hardwood floors, a stunning dual-sided stone fireplace, and a chef's kitchen appointed with top-tier appliances, a pot filler, wine cooler, and two walk-in pantries. A sprawling deck off the main living area provides the perfect setting for outdoor dining, entertaining, and enjoying the spectacular waterfront views.The desirable first-floor primary suite offers comfort and convenience, complemented by laundry rooms on both the first and second levels. Upstairs, generously sized bedrooms open to two expansive decks, while a 600+ square-foot unfinished bonus room provides endless possibilities. Additional highlights include hydro-air heating, central air conditioning, irrigation system, private well, house generator, and a heated two-car attached garage. 1400+ square feet of walk-out lower-level space, including dedicated boat storage, and 742 square feet of finished living area with radiant heat, a kitchenette and full bathroom. Designed for effortless coastal living and grand-scale entertaining, this remarkable waterfront retreat offers a rare opportunity to enjoy luxury, privacy, and spectacular seaside beauty.

Listed by Michelle Robichaud of Coldwell Banker Realty - Boston

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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51 Cervelli Farm Drive Hanover MA 02339

Hanover, MA51 Cervelli Farm Drive

Price$2,199,000

Est. Mortgage: $/month

MLS Number 73569319

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,000

Introducing a stunning new construction home set on a picturesque 1.25 acre lot in Hanover. Surrounded by privacy and natural beauty, this exceptional residence offers 5 bedrooms, 3.5 baths, and a 3-car garage. Thoughtfully designed with timeless architecture and elevated finishes, the home blends classic New England character with modern luxury. Enjoy spacious, beautifully designed living areas and the opportunity to make this exceptional property your own. A rare combination of new construction, privacy, and an idyllic setting in one of Hanover's most desirable locations.

Listed by Lesly Rozo Cortes of The Firm

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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73 Central Avenue Hull MA 02045

MLS Number 73569316

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,834

Welcome to 73 Central Avenue, a stunning Gambrel Dutch Colonial that embodies timeless elegance, rich heritage, and refined coastal living. Thoughtfully reimagined for today's lifestyle, this exceptional brick residence seamlessly blends historic character with modern comfort and convenience. Perfectly situated between picturesque Hull Bay and vibrant Nantasket Beach, the home offers the best of seaside living. You can walk to the beach in under 5 minutes or go enjoy the breathtakingview of the Hull bay in under 2 minutes. The inviting open-concept first floor is filled with natural light and flows effortlessly from the spacious living area to the gourmet kitchen and dining space-creating an ideal setting for both everyday living and entertaining. Upstairs, the luxurious primary suite showcases soaring cathedral ceilings that beautifully highlight the home's classic Dutch Gambrel architecture. A newly constructed en-suite bath, generous custom walk-in closet, and thoughtfully designed finishes create a private retreat of comfort and style. Step onto your private balcony and unwind as you take in breathtaking sunset views over Hull Bay, the perfect ending to any day.

Listed by Marc Dumay of Coldwell Banker Realty - Westwood

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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 Crescent Street Bridgewater MA 02324

Bridgewater, MA55 Crescent Street

Price$829,000

Est. Mortgage: $/month

Price Changed

MLS Number 73569111

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 3,462

Welcome to 55 Crescent Street, where space is the luxury. This expansive 5 bedroom, 3 full and 2 half-bath home was made for living big, with oversized bedrooms, multiple gathering spaces, two suites and room for everyone to spread out. Here, no one gets the "small room". The primary suite feels like its own wing, with two walk-in closets, private laundry and plenty of room to create a sitting area or dream up a spa-like bath. A second suite offers flexibility for guests, extended family or an older child. And then there's the finished lower level: a kitchenette, bath, multiple living areas and two means of egress open the door to multigenerational living, recreation, work from home space, guest quarters or future ADU potential. Central air, multiple heating zones, built in Bluetooth audio and an oversized garage add even more function. Outside, enjoy ample parking, a private lot with a wooded backdrop and easy access to Bridgewater Center, parks, Bridgewater State University, shopping and everyday conveniences. Route 24 is just about 8 minutes away. The things that are hardest to change in a home are already here: space, scale and flexibility. Bring your vision and make it yours!

Listed by Shalaye Camillo of Vital Source Realty

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$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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247 Forest Avenue Cohasset MA 02025
Open House

MLS Number 73569071

  • Residential
  • Next Open House: Wed 09/2 12:00 pm. to 1:30 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,006

Open house is Saturday !Great opportunity! 5 bedroom 3.5 bath close to all beaches, short distance to the Cohasset Village with all the shops and restaurants, and the commuter boat & rail to Boston! THIS is a broker marketed sale by Trustee and authorized by the Bankruptcy Court. The Seller, the Bankruptcy Trustee, has never occupied the property and makes no warranties and/or representations as to its condition. The property is being sold AS IS, WHERE IS. The buyer to assume smoke and carbon monoxide inspection and installation, Title V Inspection. Will sell by Order and Trustee's deed, with Marketable Insurance and Free and Clear of Liens and Encumbrances. Please read attached documents prior to submitting offer. 1st showing 8/29 @11am

Listed by Timothy E. Driscoll of South Shore Sotheby's International Realty

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%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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351 Plymouth Street Middleboro MA 02346

Middleboro, MA351 Plymouth Street

Price$995,000

Est. Mortgage: $/month

MLS Number 73568734

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,800

Own a rare piece of local 19th Century history with this iconic historical home custom built for P.T. Barnum entertainer, General Tom Thumb. Sitting in front of 114 acres of conservation land, with its distinctive Mansard roof, this nearly 4761 square foot Victorian is full of architectural character throughout, where 10 foot ceilings, exquisite original plasterwork, oversized hardwood doors, ornate hand turned railings and balusters, built ins, crown moldings, ceiling medallions and custom wall alcoves showcase craftsmanship rarely found today. A striking main staircase anchors the home, while a separate original servant staircase connects its four finished levels and offers a fascinating glimpse into the home's history. Thoughtfully updated over the years, the home blends historic character with modern comfort. The renovated chef's kitchen features custom cabinetry, high end appliances including a Viking gas stove and oven, and dramatic brick archways opening to the family room. A working dumbwaiter connects to the dining room and butler's pantry, while the original lower height stove is another unique reminder of the home's past. With 5 bedrooms, 4.5 bedrooms including a spacious primary suite, multiple gathering spaces, gas heating and central air, this property is as functional as it is nostalgic. Outside, the nearly 1.5 acre property was designed for entertaining. The fenced grounds feature an oversized in-ground pool, expansive patio, and a pool house with kitchenette and bath offering exciting potential for future ADU use, subject to buyer due diligence and required approvals. A separate cabana with built-in grill and Italian brick oven creates another destination for outdoor gatherings, while an awesome garden shed adds charm and useful storage. A heated and insulated three car garage provides abundant parking and storage. Rich in history, architectural detail and scale, the Tom Thumb House offers the rare opportunity to own a home with a story unlike any other, while still enjoying the space, amenities and comfort today's lifestyle demands.

Listed by Ashley Trapp of The Simply Sold Realty Co.

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$
%
$/month over payments
Federal 30-year interest rate: 6.66% last updated on Aug 27, 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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