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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. 

240 Plymouth Street Abington MA 02351

Abington, MA240 Plymouth Street

Price$1,325,000

Est. Mortgage: $/month

MLS Number 73550948

  • Residential
  • Bedrooms 8
  • Bathroom 7
  • Square Feet 5,112

Rare opportunity to own a single-family home offering exceptional space, flexibility with three distinct living areas on a beautifully maintained 3/4-acre lot. The main residence features 4 bedrooms, 2 and 1/2 baths, an expansive great room creates a perfect gathering space for family entertaining. living area includes kitchen, private front & rear entrances, and a dedicated laundry area. Additionally, is an attached townhouse style living space, built in 2001 offers 3 bedrooms,3 full baths, kitchen, separate front & rear egresses, providing privacy and comfort. The 3rd living area is a 4-room in-law apartment built in 2020, featuring 1-bedroom, full bath, kitchen with private entrance, creating incredible versatility for muti generational living, extended family, guests or work from home. Opportunity for accessory dwelling unit with town approval. Outdoor living is just as impressive with 3-year-old 16x32 kayak pool, full deck, fire pit. A truly unique property

Listed by Cahill+Co. Team and Irene Devlin of William Raveis R.E. & Home Services

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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 Sapphire Circle Canton MA 02021

MLS Number 73551294

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 3,476
  • High School Canton High

Exceptional New Construction set on a new, private 4 home cul-de-sac. Late summer delivery! This 5 bedroom, 4 full bath Craftsman residence showcases sophisticated design and elevated finishes. 9 1/2 foot ceilings first floor. Family room and 1st floor office 14 ft high ceilings! Chef's kitchen features Thermador appliances w/48" gas range, island, farmers sink, quartz countertops. Large custom pantry. Kitchen flows into a dramatic cathedral family room anchored by a stunning floor-to-ceiling stone fireplace. 1st floor bedroom with 3/4 bath. The expansive primary suite offers dual walk-in closets and a spa-inspired bath with a spectacular porcelain glass shower, a 5'5" soaking tub, and heated floors. Illumination package, Jack and Jill, town water and sewer, lawn irrigation. Pella windows, board & batten Hardee siding, 3 HVAC zones, EV charging, 3 car garage and so much more! Walk to Canton's downtown,shops,restaurants, and commuter rail. Fantastic local builder.

Listed by Darla M. Prentice of Prentice Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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 Great Acres Drive Hanover MA 02339

Hanover, MA3 Great Acres Drive

Price$1,499,500

Est. Mortgage: $/month

MLS Number 73551196

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 5,603

Beautiful custom-built home offering exceptional space and versatility with 5 bedrooms, 5 bathrooms, including a luxurious primary suite, plus 3 additional flex rooms. The thoughtfully designed floor plan features an open-concept chef's kitchen with pantry, spacious living room with gas fireplace, formal dining room, formal sitting room, and a generous first-floor study. The second level showcases a stunning primary suite with marble flooring, jetted tub, and tiled shower. The third floor offers two bonus rooms and a full bath, ideal for guests, home offices, or recreation. The walk-out lower level includes a private one-bedroom in-law suite complete with its own kitchen, living/dining area, full bath, laundry, and separate exterior entrance. Four cooling zones provide efficient comfort throughout. Car enthusiasts will love the attached four-car garage plus a detached garage with attic storage. Situated on a private 39,662 sq. ft. cul-de-sac lot. Expansive backyard, deck, and patio.

Listed by The Vici Group, Hamza Abbas and Lynda Le of Shore Real Estate LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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1632 Canton Avenue Milton MA 02186

Milton, MA1632 Canton Avenue

Price$4,995,000

Est. Mortgage: $/month

MLS Number 73551180

  • Residential
  • Bedrooms 5
  • Bathroom 5
  • Square Feet 4,310
  • High School Milton Hs

Set off a lovely cul-de-sac, this restored Greek Revival sits on 4+ acres of open field, rare this close to Boston, stretching out rather than closing in. The expansive field: open, level, and bordering the 7,000 acre Blue Hills Reservation, accessible and yours to explore. A buildable lot: room to expand, a family compound, simply hold as open space, you decide. Fine millwork and French doors speak to fine craftsmanship. The kitchen is anchored by top appliances and built for serious cooking. A well-appointed mudroom keeps the everyday beautifully managed. A glass-walled garden room with fireplace, woodland views and stillness. Modern systems (geothermal heating/cooling, solar array, EV charger) reflect a commitment to sustainability. Privacy and peace without sacrificing reach: commuter rail, Rts 128/95, and Logan Airport all close. Access to Milton's public and the area's prestigious independent schools. This is where sophistication, sanctuary, and the wide-open sky meet.

Listed by Julianne Bridgeman of Ceres Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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 Tiffany Drive Randolph MA 02368

Randolph, MA65 Tiffany Drive

Price$950,000

Est. Mortgage: $/month

MLS Number 73550982

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 3,177

First showings at the Open House Sun July 19th from 1 to 3PM. Gorgeous hardscape walkways lead you to this lovely Colonial ready for its next chapter. Enjoy over 3,100 square feet of classic charm blended with modern comfort, highlighted by an open layout kitchen with granite countertops, stainless steel appliances, and gleaming wood and tile floors throughout. The main level includes a sunlit dining room, a versatile bedroom/office space, and a sunken living room with a wood-burning fireplace. The second floor boasts a primary suite with two walk-in closets and a spa-like en-suite bathroom featuring a tiled walk-in shower (2025), in addition to two more bedrooms and a stylish full bathroom. Finished lower level offers updated tile flooring, kitchen, tiled full bath & laundry room, and two bedrooms with a separate entrance, making it ideal for extended family or potential rental income. Outside awaits a fenced in backyard oasis with generous space, ready to relax and unwind!

Listed by The Loonie Team, Carla Loonie and James Loonie of Loonie Team Realty

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$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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101 Kenberma Street Hull MA 02045

Hull, MA101 Kenberma Street

Price$799,900

Est. Mortgage: $/month

MLS Number 73550932

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,450

This beloved family home has been cherished for over 30 years. Nestled in the heart of Hull, it offers the perfect blend of convenience and coastal living-just a short walk to the town's stunning beach. Set on a rare, nearly 11,000 square foot lot, this one-of-a-kind property delivers exceptional space and privacy in a prime central location. Boasting two full floors of living space, the home features five bedrooms, two complete kitchens, and an oversized detached two-car garage. The garage is ideal for a large workshop, boat or vehicle storage, or even potential ADU space. With generous yard space perfect for outdoor enjoyment, gardening, or future expansion, the possibilities are endless. Come envision how to make this special property your own-there are so many ways to reimagine and utilize the home and its expansive lot.

Listed by Patrick Duff of William Raveis R.E. & Home Services

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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930 Union Street Duxbury MA 02332

Duxbury, MA930 Union Street

Price$998,000

Est. Mortgage: $/month

MLS Number 73550742

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,812

Set on nearly an acre, this well-maintained 5-bedroom Colonial offers over 2,500 sq. ft. of versatile living space with multiple gathering areas designed for today's lifestyle. The kitchen features granite countertops, an island, two ovens and opens to the dining area and sun-filled family room. A finished lower level provides flexible space for a home office, gym, media room or playroom. Upstairs, the spacious primary suite includes a walk-in closet and private bath, including laundry on the same floor as all bedrooms. Outside, enjoy a backyard designed for entertaining with an in-ground heated pool and waterfall hot-tub (2019), paver patio (2022) and expansive lawn. Major improvements include siding (2015) and roof (2020) and generator hook up. Rarely does a home offer this combination of space, flexibility and outdoor living in Duxbury at this price point. First Showings at Broker Open House, 7/17/26 11am-1230pm.

Listed by Corey Morris of Keller Williams Realty Signature Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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29 Carolina Trail Marshfield MA 02050

Marshfield, MA29 Carolina Trail

Price$779,000

Est. Mortgage: $/month

MLS Number 73550689

  • Residential
  • Bedrooms 5
  • Bathroom 2
  • Square Feet 2,088

Nestled in a quiet and sought after cul de sac neighborhood sits this five bedroom, one and a half bath Colonial. Foyer with turned stair case welcomes you into this open and inviting floor plan. Eat in kitchen with island, stainless appliances leads to cozy family room with fireplace. Formal Dining Room and fireplaced Living Room offers a spacious setting for entertaining. Den/5th bedroom completes the first floor. Head upstairs to to a generously sized primary and three additional bedrooms, all with hardwood flooring and a family bath. Centrally located to schools, shops, beaches, walking/bike trails and commuting. Set on an acre and abutting conservation, this home is full of possibility and ready for you to make it your own.

Listed by Jessica Manning of South Shore Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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44 Quarry Lane Milton MA 02186

Milton, MA44 Quarry Lane

Price$1,249,000

Est. Mortgage: $/month

MLS Number 73550347

  • Residential
  • Bedrooms 5
  • Bathroom 3
  • Square Feet 2,369

Peacefully tucked away at the end of a quiet dead end street in East Milton, this 5 bedroom home offers a rare combination of privacy and space. With both a living room and a family room on the first floor, there is plenty of space for everyday living or room to entertain. The eat in kitchen overlooks the backyard and flows seamlessly to the dining room. Upstairs, the expansive primary suite is a true retreat, featuring a gas fireplace, cozy sitting area, his and her closets and a private ensuite bath. Step out to the attached deck - an ideal spot to enjoy the tranquill surroundings. Four additional bedrooms provide ample space for family and guests. Each bedroom has generous sized closets and can easily fit queen size beds. The spacious heated basement presents an excellent opportunity for future finishing, perhaps a rec room or home gym! The attached 2 car garage is large enough to accommodate 2 SUV's + storage. Walking trail at the end of street leads to golf course.

Listed by Kathy McDevitt of Kelley & Rege Properties,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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5 Cape Cod Lane Canton MA 02021

Canton, MA5 Cape Cod Lane

Price$829,000

Est. Mortgage: $/month

MLS Number 73550327

  • Residential
  • Bedrooms 8
  • Bathroom 4
  • Square Feet 3,360
  • High School Canton Hs

To Settle Estate. Investors - Contractors - People in need of a Large Home - This 3,360 (+/-) sq. ft. house features 15 rooms, 4 Full Baths, 3 Separate Heating Systems, Hardwood Floors with unique floor plan is only limited to your imagination. Great Location! Easy access to Town, Train, Highways, and Shopping. Being sold in "as is" condition. Subject to license to sell. First Showings at Open Houses Saturday 7/18/2026 from 12:00-2:00 and Sunday 7/19/2026 from 12:00-2:00. All offers (highest / best and best terms), if any, are due by Tuesday 7/21/2026 by 2:00 p.m.

Listed by Anthony Camarra of Camber Real Estate,Inc.

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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88 Early Red Circle Plymouth MA 02360

Plymouth, MA88 Early Red Circle

Price$879,000

Est. Mortgage: $/month

MLS Number 73549622

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 2,867
  • High School Plymouth South

Set back from the road for exceptional privacy, this lovingly maintained Colonial welcomes you with a charming farmer's porch, mature landscaping, perennial gardens, and a peaceful tree-lined setting. The versatile floor plan features five bedrooms and 3.5 baths, including four bedrooms on the second floor and one on the main level, along with first- and second-floor primary suite options, home office space, and generously sized rooms throughout. Highlights include a welcoming living room with a wood-burning fireplace and hardwood floors, a formal dining room, and a spacious kitchen with a bump-out dining area ideal for everyday meals and entertaining. Step outside to enjoy the private backyard oasis, complete with an updated composite deck overlooking the landscaped yard, where a serene koi pond enhances the zen-like atmosphere. Located in a desirable neighborhood with nearby walking trails and access to Morey's Pond for fishing and kayaking, plus convenient access to Route 3A.

Listed by Shana Lundell of Coldwell Banker Realty - Plymouth

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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155 Ousamequin Pines East Bridgewater MA 02333

MLS Number 73548208

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 5,000
  • High School Eb High School

Tucked away at the end of a quiet dead-end street, this exceptional waterfront home on Robbins Pond offers over 5,000 square feet of beautifully designed living space with breathtaking pond views. Built in 2007, this 6-bedroom, 3.5-bath residence blends everyday comfort with the perfect setting for entertaining. Hardwood floors span the main level, excluding the tiled foyer, bathrooms, and laundry room. While expansive living areas provide room for every occasion. The finished walkout lower level features a bedroom, full bath, two flexible office/bonus rooms, and direct access to a screened patio overlooking the water. Upstairs and out, enjoy peaceful mornings and unforgettable sunsets from the spacious deck, with your own access to Robins Pond just beyond the backyard. Complete with a 3-car garage and set on just under an acre, this is a rare opportunity to enjoy waterfront living with the space, privacy, and versatility today's buyers are searching for

Listed by Timothy Fabroski of Fabroski Realty Group

$
$
%
$/month over payments
Federal 30-year interest rate: 6.55% last updated on Jul 16, 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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