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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. 

45 Westwood Drive Whitman MA 02382

Whitman, MA45 Westwood Drive

Price$659,900

Est. Mortgage: $/month

Open House

MLS Number 73561582

  • Residential
  • Next Open House: Sat 08/15 12:00 pm. to 2:00 pm.
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,431

Welcome home! This warm, inviting, and spacious home offers 5 bedrooms and 2.5 bathrooms, providing plenty of room for everyone. Located in a very sought-after neighborhood, this home features 3 bedrooms and 1.5 bathrooms on the main level, along with comfortable living spaces perfect for everyday living. The lower level offers even more flexibility with a large living room, full bathroom, and 2 additional bedrooms-ideal for guests, extended family, a home office, or additional living space. The kitchen features beautiful granite countertops and new appliances, adding both style and functionality. A 2-car garage provides excellent parking and storage, while the private backyard is the perfect setting for entertaining, relaxing, and enjoying time with family and friends. With its spacious and versatile layout, updated features, private outdoor space, and desirable location, this home truly has so much to offer!

Listed by Luis Martins Realty Team and Kristy Sullivan of RE/MAX Synergy

$
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%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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78 Old Cart Path Lane Pembroke MA 02359

MLS Number 73561515

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,803
  • High School Pembroke

Introducing a beautiful 5BR colonial tucked within a private 4-lot cul-de-sac surrounded by mature woods. The subdivision abuts public hiking trails, schools, sports fields & is close to Rte 3 & Comm Rail. An inviting wrap-around farmers porch leads into a warm & open first floor layout. The primary suite is conveniently located on the main level & features a tiled walk-in shower, soaking tub, & double vanity. The spacious 24x15 FR flows seamlessly into a custom kitchen w/ lg center island, granite countertops, & a sunlit breakfast area overlooking the back deck & rear yard. A formal DR & office provide flexible spaces for hosting & work-from-home needs. HW flooring enhances the first floor. Upstairs, 4 generously sized BRs offer comfort & versatility. Add'l highlights incl a mudroom entry, 2-car garage & a full basement offering excellent finishing potential. This home combines space, setting, & thoughtful design in an ideal location. 1 of 3 avail home designs ranging from 2800-4000sf - OR - Bring your own design and we can price it for you.

Listed by Michael B. Guimares Jr. of Conway - Hanover

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$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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77 Old Cart Path Lane Pembroke MA 02359

MLS Number 73561514

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,650
  • High School Pembroke

Deceivingly large 5 bedroom to-be-built colonial set in a private 4-home cul-de-sac surrounded by mature woodlands. Enjoy the perfect balance of seclusion & convenience w/ nearby trails, schools, recreation fields, Rte. 3 & the Commuter Rail. A welcoming wrap-around farmers porch brings you into the open 1st floor highlighted by a main-level primary suite w/ walk-in closet & spa-inspired bath feat a tiled walk-in shower/soaking tub wet room & dual vanity. The central 20x15 FR flows easily into a separate living room or the custom kitchen w/ a large center island, granite countertops, & private prep kitchen. A dedicated office provides work-from-home comfort, while HW floors cover the main level. Hidden stairs take you to 4 add'l BRs & an Open loft area. Don't miss the 3-season porch overlooking the rear yard. A mudroom entry, private laundry, 3-car garage w/ access to the full Bsmnt w/ finishing potential complete this distinguished home.1 of 3 avail home designs ranging up to 4k SF - OR - Bring your own design and we can price it for you.

Listed by Michael B. Guimares Jr. of Conway - Hanover

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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35 Peirce Street Middleboro MA 02346

MLS Number 73561338

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,338
  • High School M.H.S.

Presenting an exceptional & extremely UNIQUE opportunity at "35 Peirce Street", Middleboro. This majestic & distinguished single-family residence encompassing over 3,000 square feet of living space; stands as an attractive property in great condition(with MANY updates)in an area of similar homes offering a unique blend of historical grandeur and contemporary comfort. Classic side entry(off wrap around porch-slate & wood Flooring)into a separate entry room and then into a stunning grand foyer w/wood flooring, rich crown molding & tucked away sunken 1/2 bath. The kitchen is thoughtfully appointed with stainless steel appliances and features practical counter space & charming butler's pantry designed for both culinary exploration and casual gatherings. The spacious living room provides a welcoming ambiance centered around a fireplace that offers a focal point for relaxation and social interaction complementing the interior's refined spaces. Two staircases(one leading into the kitchen). Potential 3rd floor in-law consisting of two rooms, a full bath & unfinished attic area. The property's exterior, characterized by its American Foursquare and traditional architectural style, includes a private(.67 acre)in-town yard, several patios(slate), screened outbuilding(cabana)and a porch extending the living experience outdoors. With five bedrooms, two full bathrooms, one half bathroom and a two-car detached garage this residence is meticulously prepared for sophisticated living. town water, town sewer, town gas & municipal electric(Middleboro Gas & Electric). Many recent updates: harvey replacement windows, vinyl siding, roof, gutters-downspouts, driveway, garage doors, bulkhead, 200 amp. electric(generator hook-up),(5) mini splits, backyard patio, sprinkler system, gas boiler, kitchen appliances, cabana & fencing. Super convenient commuting location-Close to highways(105, 44, 495 & 24), walking distance to library, bakery, post, coffee shops, playground(pool),other downtown amenities & UNDER 2 miles to the NEW Middleboro commuter rail! To truly appreciate the meticulous craftsmanship and lifestyle potential of this residence we encourage a private viewing-Showings Begin @ Sat Open House From 11am-1pm!

Listed by Kyle Belken of Realty One Group,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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15 Scotch Dam Road Easton MA 02375

Easton, MA15 Scotch Dam Road

Price$1,599,500

Est. Mortgage: $/month

MLS Number 73560896

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,497
  • High School Oliver Ames

A MASTERCLASS IN MODERN LUXURY, this EXTRAORDINARY SPRAWLING ranch showcases IMPECCABLE CRAFTSMANSHIP and SOPHISTICATED DESIGN throughout. DRAMATIC floor-to-ceiling black marble, whiskey barrel herringbone floors framed in champagne metal & STRIKING ARCHITECTURAL DETAILS create an unforgettable aesthetic. Expansive family and living rooms are anchored by a STUNNING double-sided fireplace, while the DESIGNER CHEF'S kitchen features an OVERSIZED stone island with seating for eight, CUSTOM cabinetry, and TOP-TIER appliances including subzero, wine storage, & VENTED HOOD. The SPECTACULAR 26x42 heated saltwater gunite indoor pool is surrounded by WALLS OF GLASS, SKYLIGHTS, and sliders to the patio, seamlessly blending indoor and outdoor living. LUXE ENSUITE bedrooms, including primary bath w/soaking tub, offer walk-in closets and BESPOKE FINISHES. No expense was spared in this one-of-a-kind entertainer's dream, delivering UNPARALLELED ELEGANCE, COMFORT, AND RESORT-STYLE LIVING.

Listed by Deborah Piazza of Coldwell Banker Realty - Sharon

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$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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31 Pond View Drive Kingston MA 02364

Kingston, MA31 Pond View Drive

Price$1,075,000

Est. Mortgage: $/month

MLS Number 73560421

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,838
  • High School Silver Lake Hs

**The seller intends to review offers on Monday (8/10) morning, please have any and all offers to the listing agent by Sunday 8/9 at 8 pm** Set in a premier Kingston Neighborhood, is a home whose current owner has thought of everything, and there is pride of ownership throughout! Take note of the list of important updates all in the last 5 years: Entire basement renovation ADU/IN-LAW, 2nd floor bathrooms completely renovated, in-ground fiberglass pool, hot tub, stamped concrete patio, custom butler's pantry, exterior paint, new vinyl windows, driveway new and extended in June 2026, HVAC replaced in 2025 and mini-splits added. The shed and roof were replaced in 2020. The moment you enter this expansive home, you will love how the layout offers both open space and classic areas reserved for intentional time spent together, such as the dining room and living room. Off the dining area in the kitchen is a relaxing deck, overlooking the pool and patio area as well as a large private backyard. Additionally, there is a thoughtfully designed mud room with amazing storage that can function as a butler's pantry or homework area, or an area for a hobbyist or home business to stay organized. Upstairs, there are 4 generously sized bedrooms and two full baths that have both been updated. On the lower level, which features a walk-out, is a recently renovated ADU / in-law set-up that includes a bathroom, kitchenette, bedroom with a walk-in closet, and living room. There is still plenty of space for storage in the utility area, attic, and garage! This is a home where no compromises will need to be made, or boxes left unchecked!

Listed by Moriah Wicker of Keller Williams Realty Colonial Partners

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$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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33 Harbor View Park Milton MA 02186

Milton, MA33 Harbor View Park

Price$2,995,000

Est. Mortgage: $/month

MLS Number 73560323

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 5,300

Welcome to your brand new construction home in the beautiful town of Milton. Thoughtfully designed with over 5,300 square feet of refined living space, this custom built residence offers 5 bedrooms, 4 full baths, 2 half baths & an attached 2 car garage w/ extra storage. Entering through the arched front doorway you are greeted by an extensive open layout w/ high ceilings, natural light, a spacious dining room, and an oversized chef's kitchen featuring: taj mahal quartz counters, Thermador panelized appliances, a custom built venetian plaster vent hood, Mouser custom cabinetry & a massive pantry w/ a custom built door for easy loading direct from the garage. The 1st floor continues w/ a large living room area including a venetian plaster electric fireplace, custom built-ins, an extra office space or 1st floor bedroom flex space. The second level features a stunning primary suite bedroom w/ a parquet ipe private deck & a spa-inspired en-suite bath w/ a large wet-room shower and tub. Three guest bedrooms all include walk in closets and hardwood flooring. A dedicated laundry room and two more full baths complete the 2nd floor. The finished lower level offers flexible space for a media room, playroom, home gym area, wellness center, and/or an extra bedroom w/ a full bath. The exterior includes a fully landscaped yard, composite privacy fence, a massive Ipe deck, and irrigation. A 1 year builder warranty is included as well. Come see this custom designed home built by one of the best custom home builders in the area!

Listed by The Quirk Group and Sean Dacey of Coldwell Banker Realty - Boston

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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34 Drinkwater Avenue Braintree MA 02184

Braintree, MA34 Drinkwater Avenue

Price$950,000

Est. Mortgage: $/month

MLS Number 73559521

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,506

Rare opportunity to own a truly unique single-family home with an exceptionally versatile floor plan! The beautifully renovated upper level features 3 bedrooms, 2 full ensuite bathrooms, soaring ceilings, an open-concept living area, quartz countertops, stainless steel appliances, and central A/C. The first level offers an additional 2 bedrooms and an office, 1 full bathroom, kitchen, and living area. Layout provides flexibility for a variety of living arrangements, ADU, rental income or other permitted res uses. Enjoy a large, level, fenced backyard, attached garage, and driveway parking for up to 4 vehicles. Legally a single-family home with one gas, electric, and water service. Conveniently located just minutes from the Braintree Split, the Red Line, shopping, restaurants, and all that Braintree has to offer, with easy access to Boston and the South Shore. 2026 Navien on demand water heater and 2026 HVAC. Property is turnkey and ready to sell!

Listed by Randall Horn of Entourage Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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214 Sandwich Street Plymouth MA 02360

Plymouth, MA214 Sandwich Street

Price$3,290,000

Est. Mortgage: $/month

MLS Number 73559499

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 6,900
  • High School Plymouth North

Waterfront Estate - 3 Acres, one mile from downtown Plymouth. This rare waterfront estate offers scale, privacy, and sweeping harbor views. The property features a 5,800 sq ft main home with a four-car garage, a 1,100 sq ft guest/pool house, a tennis court, and a swimming pool.The main residence has been stripped to the studs and reconfigured to maximize water views - offering a strong foundation for renovation or new construction. Recent lot line adjustments provide approximately 2 buildable acres. Additional features include gas heat, town water/sewer, and a fully permitted dock. With over 400 feet of waterfront between Boston and Cape Cod, this is a rare opportunity to create a premier South Shore estate.

Listed by Nick Rivers of Compass

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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14 Windward Lane Scituate MA 02066

Scituate, MA14 Windward Lane

Price$1,595,000

Est. Mortgage: $/month

MLS Number 73559496

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,957
  • High School Scituate High

OFFER DEADLINE 8/10/26 5:00pm -Multiple offer notice -Tucked away at the end of a cul-de-sac in Scituate's highly sought-after Kimberly Estates, this exceptional 5-bedroom, 3-bath Colonial offers thoughtfully designed living space and has been meticulously maintained and updated by its original owners since it was built in 1997. A welcoming two-story foyer with a center staircase is flanked by formal living and dining room, creating an elegant first impression. The heart of the home is the beautifully updated chef's kitchen featuring white cabinetry, quartz countertops, stainless steel appliances, a pot filler, and a spacious dining area that flows seamlessly into the dramatic family room with a soaring vaulted ceiling and fireplace. Sliding doors open to a maintenance-free composite deck overlooking professionally landscaped grounds with stone patio an stone wall, providing an ideal setting for outdoor dining, entertaining, or simply relaxing. The first floor also offers a mudroom and full bath, adding flexibility for guests or everyday living. Upstairs, the spacious primary suite features a private bath, accompanied by four additional bedrooms, a third full bath and laundry. The finished walkout lower level includes two versatile rooms perfect for a home office, fitness space, media room, playroom, or guest retreat. A walk-up third-floor attic provides abundant storage and future expansion potential. Additional highlights include a two-car garage, town sewer, natural gas heat, central air conditioning, a whole-house Generac generator, and exceptional pride of ownership throughout. Ideally located just minutes from Egypt Beach, Scituate Harbor's boutiques, restaurants, marinas, three golf courses, and two MBTA commuter rail stations, this home offers the perfect balance of coastal living, convenience, and timeless New England style.

Listed by Kathleen Duffy of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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33 Bridge Street Norwell MA 02061

Norwell, MA33 Bridge Street

Price$1,095,000

Est. Mortgage: $/month

MLS Number 73558877

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 3,926
  • High School Norwell High School

Welcome to 33 Bridge Street, a classic expanded Cape set on a private retreat lot of more than two acres, set atop a picturesque knoll just moments from the North River. Offering 5 bedrooms, 3 full baths, and exceptional potential, this spacious home features a flexible floor plan designed for comfortable everyday living and entertaining. A light filled white kitchen with an inviting eat in area, center island, and direct access to the patio serves as the heart of the home. The formal dining room is perfect for holiday gatherings, while the gracious living room and private home office provide wonderful spaces for both relaxation and remote work. Hardwood flooring, generous room sizes, and timeless architectural details add warmth and character throughout. The dramatic family room, anchored by a soaring stone fireplace, creates an impressive gathering space for family and friends. The finished lower level offers endless possibilities for a media room, playroom, fitness area, or additional lounge space, along with abundant unfinished storage. Outside, enjoy a classic brick patio ideal for outdoor entertaining, a circular driveway, a two car garage, and peaceful grounds surrounded by mature landscaping and natural beauty. Offering outstanding space, enduring character, and the opportunity to personalize and update to your own style, this is a rare chance to create a home that truly reflects your vision. Ideally located just moments from the North River, Norwell's top rated schools, the charming town center, scenic conservation trails, and only a short drive to the beaches, restaurants, and boutiques of Scituate Harbor, this special property offers a rare combination of space, privacy and enduring appeal at a fabulous price point. SHOWINGS BEGIN THURSDAY 4:30-6 PM OH FRI & SAT 11-1

Listed by Poppy Troupe of Coldwell Banker Realty - Norwell - Hanover Regional Office

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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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37 Foley Beach Road Hingham MA 02043

MLS Number 73558715

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,277

Experience the pinnacle of coastal luxury in this exceptional new construction home, ideally situated in Crow Point, one of Hingham's most prestigious waterfront neighborhoods. Thoughtfully designed with over 4,200 square feet of refined living space, this custom residence offers 5 bedrooms and 3.5 baths. A sought-after first-floor primary suite provides effortless convenience, while the second level features three guest bedrooms, a dedicated laundry room and a stunning second primary suite with a spacious private deck and spa-inspired en-suite bath. The spectacular top-floor retreat is the ultimate entertaining space, where sweeping water views and unforgettable sunsets create a truly remarkable setting. The open-concept main level seamlessly blends timeless elegance with modern design, highlighted by a gas fireplace and a chef's kitchen featuring Thermador appliances, quartz countertops, and an oversized walk-in pantry. The finished lower level offers flexible space for a media room, playroom, or home gym, while the attached two-car garage adds everyday convenience. Just moments from beach access at the end of the street, this is a rare opportunity to own a beautifully crafted home in one of Hingham's most coveted seaside communities.

Listed by The Quirk Group, Jessica Quirk and Sean Quirk of Coldwell Banker Realty - Boston

$
$
%
$/month over payments
Federal 30-year interest rate: 6.69% last updated on Aug 6, 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.

Save FavoriteSchedule TourAsk A QuestionMore Details

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLSPIN and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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