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South Shore Luxury Homes For Sale

Discover luxury 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.

Luxury Real Estate South Shore MA

Luxury homes on the South Shore offer an exceptional standard of living, with properties that beautifully combine modern conveniences and timeless elegance. These homes are designed to maximize comfort and style, featuring state-of-the-art amenities, spacious layouts, and exquisite architectural details. From waterfront estates with breathtaking views to private retreats nestled in serene landscapes, the South Shore's luxury market caters to the most discerning buyers. You may also be interested in viewing new construction homes.

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443 Cushing Street Hingham MA 02043

Hingham, MA443 Cushing Street

Price$1,100,000

Est. Mortgage: $/month

MLS Number 73508677

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,312

Discover the charm of Hingham living at 443 Cushing St, a single-family residence built in 1982, offering 2312 square feet of thoughtfully designed living space. This property presents an exceptional opportunity to embrace a lifestyle of comfort and convenience. With three bedrooms, this home provides ample personal space for residents and guests alike. Two full bathrooms and one half-bathroom ensure practical accommodations for daily routines. Set on a generous 1.75 Acres lot with quiet, scenic view and stream, this property offers significant outdoor potential. Immerse yourself in the possibilities of this Hingham home. Seller already had the approved plan to build an additional garage that is leveled with the basement and 2 additional floors on top of it with 1 bedroom and 1 bathroom on each floor, and current main first floor to be wide open and connected to the proposed first floor on top of the garage. please ask for the plan documents. schedule your private viewing today.

Listed by Van Phan of LPT Realty,LLC

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%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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8 Duxbury Street Marshfield MA 02050

Marshfield, MA8 Duxbury Street

Price$1,040,000

Est. Mortgage: $/month

MLS Number 73508487

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,300

New construction! Custom single family home to be built. All engineering, testing, planning and permitting are complete. Road has been installed. Construction is ready to begin and building permit is in hand. Work with a reputable builder to select final finishes on this approx. 2300 sq ft, 3 bedroom, 2.5 bath home with an attached 2 car garage and farmers porch. This is the only buildable lot on the road in the desirable Telegraph Hill neighborhood.

Listed by Katie Gilbert of Conway - Marshfield

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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90 Countryside Lane Milton MA 02186

Milton, MA90 Countryside Lane

Price$3,895,000

Est. Mortgage: $/month

MLS Number 73508385

  • Residential
  • Bedrooms 5
  • Bathroom 7
  • Square Feet 9,435

This fully renovated Georgian Colonial offers exceptional living and entertaining in one of Milton's most desirable neighborhoods. Privately set at the end of a cul-de-sac in Indian Cliff Estates, the home sits on 1.88 acres with a three-car attached garage. The main level features an eat-in kitchen, formal dining room, and a gracious living room that flows into a sitting area. A dramatic family room with cathedral ceilings and a floor-to-ceiling stone fireplace anchors the home, complemented by a wet bar and direct access to the indoor heated pool and hot tub. An elegant foyer with a curved staircase leads to five well-appointed bedrooms. The expansive lower level offers multiple flex spaces, including a home gym, recreation rooms, and a private theater. Designed for both everyday living and memorable entertaining, this home delivers a rare blend of space, privacy, and resort-style amenities.

Listed by The Sarkis Team, George Sarkis and Michael Valovcin of Douglas Elliman Real Estate - The Sarkis Team

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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0 Saquish Beach Boulevard Plymouth MA 02360

MLS Number 73507909

  • Residential
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 1,860

These waterfront cottages are passed down through generations and rarely offered--here is your opportunity! A private, off-grid enclave accessible by 4WD or boat, Saquish offers unmatched seclusion. The open floor plan is ready for summer enjoyment, currently configured to sleep a large group. Updated roof, windows and siding. Tucked in the dunes, enjoy sweeping views, bay breezes, an oversized deck, and a second-floor balcony. This is a location defined by its rarity--where land narrows and the Atlantic surrounds you in a dynamic coastal landscape shaped by tides, light, and season. This location is where Plymouth, Cape Cod and Duxbury Bays all intersect. Wake to sunrise over the bay, spend your days with direct beach access, and end with unobstructed sunset skies. Whether a seasonal escape or legacy holding, this is a opportunity to own in one of the South Shore's most tightly held coastal settings. Short term rental potential. Ready to enjoy as is, but the possibilities are endless

Listed by Gilded Girls Group of Beach Homes Realty,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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28 Loons Call Plymouth MA 02360

MLS Number 73507831

  • Residential
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,323
  • High School Plymouth

One of few remaining homes at Owls Nest! The popular Chatham Modern Craftsman features main level living and private second floor space for guests. Still time to make designer selections to include appliances, tile, flooring, and countertops. This home includes a bright unfinished walkout lower level and more. The grand two story foyer leads to a spacious kitchen with island and casual dining, and is open to the great room with 12' ceilings, gas fireplace, and access to an included deck with treed views. A luxurious first floor primary bedroom suite includes a stunning bathroom with a large walk in shower, marble seat, dual sink vanity, and dual walk in closets. Also located on the main level, a secondary bedroom, flex room, and laundry room. The second floor features privacy for guests including a bedroom suite with walk in closet, full bathroom and finished loft space. Work with our team of professionals to select from today's popular finishes, home automation and outdoor living.

Listed by Christine Sweeney and Amy Heinrichs of Toll Brothers Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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1-R Baileys Island Road Scituate MA 02066

MLS Number 73507096

  • Residential
  • Bedrooms 5
  • Bathroom 6
  • Square Feet 6,243
  • High School Scituate

Set at the quiet edge of Cohasset Harbor, this shingle-style home offers rare privacy on elevated land surrounded by 20 acres of salt marsh & woodland with sweeping harbor views. Meandering boardwalks lead to small islands, including one with a tidal dock for direct water access. Designed by Sally Weston & fully renovated, the home blends timeless architecture with modern comfort. A dramatic 2 story foyer opens to formal living & dining rooms each with fireplaces. The kitchen features a large island, baking room & banquette seating, flowing into a family room & sunroom filled with natural light. First-floor spaces include a unique octagonal bedroom, mudroom & potting kitchen. Upstairs the primary suite offers a private sitting area & spa-like bath, alongside 3 bedrooms, a loft office & a deck overlooking the harbor. 3rd floor suite adds more living space. Amenities include tennis & bocce courts plus a barn perfect for boat storage, a car collection, indoor sports court & 1 bedroom apt.

Listed by Christine Powers of Coldwell Banker Realty - Cohasset

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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650 Canton Avenue Milton MA 02186

Milton, MA650 Canton Avenue

Price$4,495,000

Est. Mortgage: $/month

MLS Number 73506861

  • Residential
  • Bedrooms 6
  • Bathroom 8
  • Square Feet 8,764
  • High School Milton

Set down a meandering, tree-lined drive, this spectacular turn-of-the-century Manor estate in Milton is a truly rare offering. From the moment you step into the welcoming foyer, elegance abounds. Three gracious floors of seamless living provide an exceptional balance of grand scale and warmth, featuring multiple bedroom suites and generous gathering spaces designed to accommodate both everyday living and memorable entertaining. This is a home where families gather, laughter fills the rooms, and life's most cherished moments are made. A true architectural gem, the residence showcases exquisite period details including thick dentil moldings, rich hardwood floors, and finely preserved craftsmanship throughout. The home has undergone a thoughtful, major renovation that honors its historic character while seamlessly incorporating modern comforts and functionality. Privately sited on an impressive 7.32 acres, the grounds offer serenity, space, and a sense of timeless estate living.

Listed by Matthew Freeman of Coldwell Banker Realty - Milton

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$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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151 Wessagussett Road Weymouth MA 02191

Weymouth, MA151 Wessagussett Road

Price$1,250,000

Est. Mortgage: $/month

MLS Number 73506742

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 3,661

Blissful by the beach! Spacious coastal raised ranch with over 3,000 sq ft of living space & sweeping Quincy Bay water views, including views of the Boston skyline. This 9-room home features 4 bedrooms, 2 full bathrooms with Jacuzzi®-style tubs & a flexible secondary living space ideal for extended family or visitors. The updated kitchen with granite countertops opens to a bright, open floor plan filled with natural light. Expansive family room creates a bright, open space perfect for entertaining or unwinding. Enjoy year-round comfort with central air for summer & gas fireplaces for cozy winter nights. Situated on an oversized, level lot with outdoor living space, this coastal property offers ocean breezes, scenic waterfront views & a peaceful setting just minutes from local amenities. A rare opportunity for spacious seaside living with versatility & blissful charm. Join us at the open houses on 4/25 & 4/26 from 11:00 AM-1:00 PM...you just might fall in love!

Listed by Kellyanne Swett and Colleen Walo of Allison James Estates & Homes of MA,LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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12 Talcott Pines Plymouth MA 02360
Open House

MLS Number 73506665

  • Residential
  • Next Open House: Sat 06/6 11:00 am. to 12:30 pm.
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 3,900

Luxury living redefined in this virtually new Whitman custom home in exclusive Talcott Pines at The Pinehills. This stunning 10-room residence offers 3 bedrooms, 4.5 baths, 2-car garage, and private office with built-ins. Chef's gourmet kitchen features coffee/wine bar, quartzite counters with oversized island, Thermador appl's, walk-in pantry, and dining area. Living room with coffered ceiling and gas fireplace. 1st-floor primary suite offers 2 custom closets, soaking tub, designer shower, private access to outdoor shower, dual vanities, and heated floor. 3-season porch with electric fireplace. 2nd floor features 2 ensuite bedrooms, loft, expansive bonus room with full bath, and storage. Owned solar and whole-house generator. Set on a beautiful near-acre lot with large patio and professional landscaping. Backyard accommodates a private pool. HOA includes outdoor pool, clay tennis courts, fitness center, function rooms, snow removal, and clubs.

Listed by Lynne Morey and Cheryl Phelan of Coldwell Banker Realty - Plymouth, Christopher Kerr of Coldwell Banker Realty - Boston

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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 Snowy Owl Circle Duxbury MA 02332

Duxbury, MA5 Snowy Owl Circle, Ashdod

Price$2,550,000

Est. Mortgage: $/month

Open House

MLS Number 73506587

  • Residential
  • Next Open House: Sat 06/6 10:30 am. to 12:30 pm.
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 5,000

Gorgeous home in Duxbury just being completed. Located off Keene Street across from Walter Kopke Park with recreation fields. This home features custom details throughout its open floor plan, beautiful millwork, and lovely fixtures. Chef's kitchen includes a large center island, professional appliances, and accent lighting in glass cabinets, toe kick, and great room crown molding. Mudroom off kitchen includes paneling, built-in bench, and storage. 1st floor office overlooks rear porch. Rear deck overlooks a level backyard for sun and fun. Deck is ideal for gatherings or watching sports on a large-screen TV; portion is covered. 2nd floor has a master suite with 2 large walk-in closets and spacious bath with soaking tub and oversized tiled shower. Three additional bedrooms and laundry. Basement includes bedroom/large home office with bathroom, another office, large closet, and oversized playroom with exercise area or office.

Listed by John Gallagher of John J. Gallagher

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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57 Oceanside Drive Scituate MA 02066

Scituate, MA57 Oceanside Drive

Price$1,425,000

Est. Mortgage: $/month

Open House

MLS Number 73506479

  • Residential
  • Next Open House: Sun 06/7 10:00 am. to 11:30 am.
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,202

Experience the ultimate Scituate lifestyle in this impeccably newly renovated Sand Hills gem. Blending 1920s charm with modern luxury, this 4-bedroom, 3-bath retreat offers a front-row seat to the Atlantic just steps from the sand. The open-concept interior features a designer kitchen with a center island and a sun-drenched four-season porch perfect for entertaining. Retreat to the primary suite, where you can fall asleep to the waves and enjoy a private balcony with panoramic ocean views. The rare, fully fenced grassy yard is an outdoor sanctuary, complete with a new composite deck, saltwater hot tub, and a refreshing outdoor shower. Modern essentials include a whole-house Kohler generator, California closets, and a white stone driveway for 6 cars. Walk to the lighthouse, marinas, and local dining from this pristine sanctuary where every detail has been curated for coastal perfection. This is a rare opportunity to own a turnkey legacy home in one of Scituate's most coveted locations.

Listed by Kristin Dewey of Kornerstone Real Estate Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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792-A Jerusalem Road Cohasset MA 02025
Open House

MLS Number 73506378

  • Residential
  • Next Open House: Sat 06/6 12:00 pm. to 1:30 pm.
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,180

Discover a coveted Jerusalem Road home often admired and perfectly positioned to capture breathtaking views of Straits Pond and the Atlantic Ocean beyond. This exceptional custom built 5 bedroom 3 full and 2 half bath Colonial meticulously designed by its original owner and built by renowned builder Chris McKenna offers remarkable craftsmanship and thoughtful design throughout. The sun filled main level features a stunning chef's kitchen ideal for both everyday living and entertaining. The finished lower level enhances the home's versatility with an entertainment kitchen and walkout access, creating the perfect space for gatherings or extended family. Set on beautifully landscaped grounds, the property includes a spacious 2 car garage and two private hot tubs for relaxing while enjoying ocean breezes. Located in a premier neighborhood close to beaches, tennis, golf, scenic trails, schools, and houses of worship, this turnkey move in ready home is ideal as a year round residence.

Listed by William Marsden of Coldwell Banker Realty - Hingham

$
$
%
$/month over payments
Federal 30-year interest rate: 6.53% last updated on May 28, 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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