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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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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

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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: 6.58% last updated on Jul 23, 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. Schedule your showing today...you just might fall in love!

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

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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

MLS Number 73506665

  • Residential
  • Bedrooms 3
  • Bathroom 5
  • Square Feet 3,900

Not all luxury homes are created equal. Designed for those who appreciate exceptional craftsmanship, timeless design, and complete privacy, this custom-built residence at 12 Talcott Pines is a rare offering in The Pinehills. A spectacular chef's kitchen with premium Thermador appliances anchors the home, flowing effortlessly into beautifully designed living spaces, a luxurious first-floor primary suite, inviting guest accommodations, dedicated office, bonus room, and a three-season porch with a fireplace for year-round enjoyment. Set on a private wooded homesite, you'll enjoy The Pinehills lifestyle with golf, walking trails, dining, and shopping, all just minutes from historic downtown Plymouth, beautiful beaches and ponds, and a short drive to Cape Cod.

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

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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$2,395,000

Est. Mortgage: $/month

MLS Number 73506587

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

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

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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$1,399,000

Est. Mortgage: $/month

MLS Number 73506479

  • Residential
  • 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

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$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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

MLS Number 73506378

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,180
  • High School Cohasset High School

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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23 Cornerstone Drive Easton MA 02356

MLS Number 73506066

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 3,636
  • High School Oliver Ames

Welcome to the prestigious Heritage Glen Estates in N. Easton. The home’s classic curb appeal makes a striking first impression. A timeless faadefeaturing a warm brick center, symmetrical windows, and graceful architectural lines. Step through the front entrance and into a dramatic two-story foyer, highlighting the home’s welcoming ambiance. A sweeping staircase with warm wood tones and detailed craftsmanship serves as a stunning focal point, setting the tone for the quality and care found throughout the home. The open yet defined layout allows for an effortless flow between spaces while still offering distinct areas for living and entertaining. Adjacent spaces offer flexibility for formal dining or additional sitting areas, ideal for hosting. The primary en-suite is a sanctuary retreat with a jacuzzi bath and wardrobe. With 3.5 bathrooms throughout, the home is thoughtfully designed to meet the needs of a modern household, balancing style & practicality. Get ready to be wow'd!

Listed by Mary Yazbeck of Yazbeck Realty Group LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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901 Randolph Avenue Milton MA 02186

Milton, MA901 Randolph Avenue

Price$2,150,000

Est. Mortgage: $/month

MLS Number 73500894

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 4,772
  • High School Milton High

Welcome to 901 Randolph Avenue, a beautifully renovated estate set on over an acre overlooking Wollaston Country Club. Offering nearly 5,000 square feet of thoughtfully designed living space, this 4-bedroom, 3-bath home blends luxury, comfort, and functionality. The chef's kitchen features premium Thermador appliances, custom cabinetry, quartz countertops, and a stunning 12-foot island. Multiple living areas, three fireplaces, a dedicated office, gym space, and flexible bonus rooms provide room for every lifestyle. Step outside to your private backyard retreat featuring a in-ground pool, expansive Trex deck, outdoor grilling area, fire pit, and professional hardscaping. Recent updates include new windows, doors, HVAC, roof, flooring, Hardie Board siding, and designer finishes throughout. A rare opportunity to enjoy luxury living in one of Milton's most desirable locations.

Listed by Kimberly Ruiz of eXp Realty LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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36 Ocean Street Marshfield MA 02050

MLS Number 73504772

  • Residential
  • Bedrooms 3
  • Bathroom 2
  • Square Feet 1,645
  • High School Marshfield Hs

MOTIVATED SELLER! ALL REASONABLE OFFERS CONSIDERED! Wake up to breathtaking ocean views in this beautifully maintained seaside Colonial. Ideally situated right on the water, this 3-bedroom, 2-bath home blends classic charm with modern comfort. Freshly painted throughout, the interior features hardwood floors and a bright, open-concept layout perfect for everyday living and entertaining. Enjoy the convenience of plenty of parking and the unbeatable lifestyle that comes with an amazing oceanfront location. Three generous bedrooms, 2 full bath, 50 year steel roof, public water/sewer and an amazing view! A rare opportunity to own a timeless coastal home where the sound of the waves is part of everyday life.

Listed by The Welch and LaBrecque Team, Catherine LaBrecque and Kristi Welch of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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26 Loons Call Plymouth MA 02360

MLS Number 73503974

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

One of a few remaining homesites at Owls Nest! The popular Chatham Modern Farmhouse features main level living and private second floor space for guests. This home includes designer appointed features including upgraded appliances, tile and hardwood flooring, 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. The 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 out team of professionals to choose today's popular finishes, technology and outdoor living.

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

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$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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965 Temple Street Duxbury MA 02332

MLS Number 73502198

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,984

Rare opportunity to develop beautiful lot almost 4 acres in desirable area of Duxbury! Endless options to new owners! Build two homes or enjoy a large lot as is!! Buyers responsible for due diligence on what can be done. Builders and developers take notice!

Listed by David O Leary of Coldwell Banker Realty - Hingham

$
$
%
$/month over payments
Federal 30-year interest rate: 6.58% last updated on Jul 23, 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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