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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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21 Woodvale Avenue Plymouth MA 02360

MLS Number 73573671

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,861

Welcome to this exceptional 5-bedroom, 2.5-bath home ideally situated in the highly desirable Chiltonville neighborhood of Plymouth. Perched atop a gentle hill, this meticulously maintained property offers an ideal combination of space, privacy, and seamless indoor-outdoor living. Inside, the spacious floor plan features a generous living room with a double-sided fireplace, a large, fully appointed eat-in kitchen, and a separate dining area, all enhanced by high beamed and vaulted ceilings, abundant storage, and thoughtful details throughout. The main level offers a spacious primary suite with en-suite bath, three additional bedrooms, and a second full bathroom. The lower level provides exceptional flexibility with an additional bedroom, living area, fireplace and bathroom-ideal for guests, or multi-generational living. A two-car garage provides added convenience and storage. Outside, the expansive, level backyard is a private oasis, complete with an inviting pool, oversized deck, storage shed, and direct abutment to conservation land. This peaceful setting is perfect for entertaining, relaxing, and enjoying the best of outdoor living. Ideally located with easy access to major highways, Beth Israel Deaconess Hospital-Plymouth, shopping, restaurants, and historic Downtown Plymouth, this special property offers the perfect blend of tranquility and convenience. A rare opportunity to enjoy the space, privacy, and sought-after setting of Chiltonville.

Listed by Kelly Roche and Matthew Freeman of Atlantic Homes

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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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40 Eutaw Avenue Braintree MA 02184

Braintree, MA40 Eutaw Avenue

Price$2,699,000

Est. Mortgage: $/month

MLS Number 73573206

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 6,575

Presenting 40 Eutuaw Avenue, an exceptional architect-designed estate situated on nearly two acres of professionally landscaped grounds w/ potential to subdivide. This stately custom Colonial features a refined stucco exterior, 14 rooms, 6 generously sized bedrooms, four full bathrooms, and four fireplaces. Auto enthusiasts or those requiring extensive storage will appreciate the heated four-car garage providing secure and ample parking and space, while the fully appointed in-law suite above includes a kitchen, living room, two bedrooms, and a full bathroom. Throughout the home, exceptional craftsmanship is showcased through mahogany, hardwood, and marble flooring; detailed crown molding; coffered ceilings; granite countertops; and numerous custom finishes. The open first floor layout is ideal for both everyday living and entertaining. The welcoming marble foyer features a striking winding staircase and leads to the elegant dining room and den/sitting area with gas fireplace along with double sliding doors leading to the exterior deck. The living room offers a wood-burning fireplace with French doors for privacy. The spacious kitchen, accentuated with marble flooring & radiant heat, is equipped with high-end appliances, a large center island with sliding doors leading to a beautiful, window-lined three-season porch. A step-down family room features soaring ceilings and a floor-to-ceiling stone gas fireplace. The first floor also includes a welcoming side entry with double closet, mudroom, full bathroom with stone shower, separate laundry room equipped with dual sink and plenty of cabinets. Upstairs, the primary suite offers a gas fireplace, a cherry-wood walk-in closet/dressing area with French doors, a spa-like bathroom and a private balcony overlooking the backyard oasis. Three additional bedrooms and another full bathroom complete the second level. The resort-style, fenced backyard is an exceptional private retreat, featuring lush landscaping with irrigation, a large deck, stone patio, heated Gunite pool & spa, outdoor shower and storage shed. A partially finished basement offers additional living space and endless possibilities, with abundance of storage throughout the home. Only 14 miles from Boston, close to highway, public transportation, schools, shopping, restaurants & so much more. This pristine home offers luxurious living in a serene, private setting conveniently located to all the necessities. Schedule your private showing today!

Listed by Lori Wirtz of The Firm

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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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105 Green Street Canton MA 02021

Canton, MA105 Green Street

Price$1,749,000

Est. Mortgage: $/month

MLS Number 73573145

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 4,850
  • High School Canton High

Some homes are built for a moment. This one is built for a lifetime. Step inside and find room to spread out, room to gather, and room to grow into. Two fireplaced living rooms set the tone for cozy nights in, while a dedicated den offers a quiet spot to unwind or work from home. The kitchen anchors the main living space, with a shared dining room bringing everyone together at the end of the day. Upstairs, four bedrooms include a true en suite retreat, and two and a half baths keep mornings easy no matter how full the house gets. Downstairs, a bonus rec room adds even more flexibility, whether that's a home gym, a movie room, or a space to make entirely your own.A separate suite with its own kitchen, living room, sun porch, den, two bedrooms and a full bath adds rare versatility. Use it for multigenerational living, a home office, or long term guests. However life changes, this home adapts with you.Then step outside. The property abuts the Blue Hills Reservation, 7,000 acres of protected conservation land with more than 125 miles of trails, ponds, and the highest ground in Greater Boston. Hike Great Blue Hill in the fall, ski it in the winter, spend summer weekends on the water. Most buyers pay for a view of open space. Here it starts at the property line, and it will never be built on.Best of both worlds: wake up in the woods, and be in downtown Boston in 13 miles. Built to last. Built for the long haul.

Listed by Bridget Conroy of Coldwell Banker Realty - Milton

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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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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: 6.95% 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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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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$/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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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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$/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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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: 6.95% 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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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: 6.95% 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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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: 6.95% 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 Crescent Street Bridgewater MA 02324

Bridgewater, MA55 Crescent Street

Price$829,000

Est. Mortgage: $/month

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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$
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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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247 Forest Avenue Cohasset MA 02025

MLS Number 73569071

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,006
  • High School Cohasset

Open house is cancelled-Wednesday !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.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.95% 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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65 Fox Hill Drive Bridgewater MA 02324

Bridgewater, MA65 Fox Hill Drive

Price$1,099,000

Est. Mortgage: $/month

Price Changed

MLS Number 73568492

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,432

This is the home where everyone gathers at! For the holidays with its chefs kitchen, Omega cabinets, Honed Granite counters and induction stove, 9' island and additional room for seating you will be more than happy filling up your formal dining area with family & friends. Summertime is easy with your in-ground Heldor pool that offers deckside seating, shade only seating or gather around the firepit area. Take advantage of the screened in porch off the kitchen or curl up with a book in front of the fireplace in the den. The living room will be spectacular to host a Superbowl party. As you wander through this home you will find fabulous period pieces have been incorporated through out ~ like the double swinging door on the laundry room. All this is just the first floor! Upstairs there are 5 bedrooms, 2 ensuite. all updated bathrooms. Located in one of Bridgewater's most desirable neighborhood and surrounded by perennial gardens, you will instantly feel centered here. Open house Friday Aug 28 from 4:30 to 6 and Saturday Aug 29th from 1-2:30

Listed by Doyle & Waldron Team of Coldwell Banker Realty - Easton, Nancy Doyle of Coldwell Banker Realty - Marion

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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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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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