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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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104 Standish Street Duxbury MA 02332

MLS Number 73501656

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,100
  • High School Duxbury

Where antique charm meets modern living, 104 Standish Street is a timeless Duxbury treasure. Originally built with classic character and lovingly updated, this 5-bedroom, 3.5-bath home blends historic details with the conveniences of today. Sunlit rooms, warm wood floors, and period craftsmanship create a sense of history, while the addition in 2009 which included kitchen, baths, & systems deliver modern everyday ease. Filled with generous living space for gathering and private retreats for quiet moments, the home offers a rare balance of elegance and function. Just minutes to Duxbury's vibrant town center, top schools, and the Eagle's Nest Bay, it places you at the heart of everything the community has to offer-beaches, boating, shops, and more. A true coastal classic, ready for its next chapter.

Listed by Marni Migliaccio of The Firm - Duxbury

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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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1 Trouant's Island Marshfield MA 02050

Marshfield, MA1 Trouant's Island

Price$2,350,000

Est. Mortgage: $/month

MLS Number 73501157

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 3,824

Trouant's Island in Marshfield offers a unique opportunity to experience the pinnacle of coastal living. This exquisite waterfront estate stands as a testament to luxury and elegance, with panoramic views stretching across the North and South Rivers and beyond to the vast ocean. Custom-designed to cater to both relaxation and entertainment, this home is a sanctuary where every detail has been thoughtfully crafted. The lushly landscaped grounds feature a heated spa pool and a gazebo perfect for alfresco dining, allowing residents to savor the sea breeze, watch the boat parades, and enjoy breathtaking sunsets. Residents benefit from access to a private deep water dock, enhancing the allure of this prestigious location. Nestled within a private enclave where the North and South Rivers meet the sea, this setting offers a true escape. Accessible by a tidal causeway, the property ensures a rare sense of seclusion where the tides and horizon provide a peaceful, ever-changing backdrop.

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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392 S Main Street Cohasset MA 02025

Cohasset, MA392 S Main Street

Price$4,489,000

Est. Mortgage: $/month

MLS Number 73500198

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,763
  • High School Cohasset High

Absolute perfection at this stunning waterfront home with 1.55 acres of panoramic views, and direct water access on the Gulph River. The custom built home underwent a meticulous 2 year renovation, seamlessly merging original details with modern luxury. The main house offers 5,700SF of sophisticated living space. Walls of glass overlook the estuary, while sunny living spaces set the stage for entertaining. The heart of the home is a chef's kitchen featuring professional grade Viking appliances, leathered quartzite countertops/island, butler's pantry, fireplaced family room, & french doors opening to a waterside deck for indoor/outdoor living. Primary suite with walk-in closet, spa bath, and balcony to enjoy ever changing landscapes. Three additional ensuite bedrooms complete the second floor. Lower level houses a gym, office, rec room, bedroom, full bath, patio, and sweeping lawn offering endless possibilities for pool and dock. Minutes to Cohasset Village restaurants, galleries, train.

Listed by Rosemary Sullivan of Conway - 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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3 Stone Bridge Lane Milton MA 02186

Milton, MA3 Stone Bridge Lane

Price$5,995,000

Est. Mortgage: $/month

MLS Number 73499732

  • Residential
  • Bedrooms 6
  • Bathroom 6
  • Square Feet 10,524

Set on a private lane within a five-home enclave, this 10,000+ SF estate is bordered by 7,000 acres of protected land in the Blue Hills Reservation, offering a level of privacy rarely found this close to Boston. Accessed by a stone bridge, the home unfolds across 20 thoughtfully designed rooms with 6 bedrooms and 6 bathrooms. A grand foyer leads to vaulted ceilings, a paneled library with fireplace, multiple living and recreation spaces, a home gym, and a dedicated home theater. The kitchen, equipped with premium appliances, opens seamlessly to a large family room anchored by a floor-to-ceiling stone fireplace. The primary suite features a five-piece bath, steam shower, and multiple walk-in closets. Set on 4+ acres, the grounds include a stone terrace with outdoor kitchen, fireplace, jacuzzi, and mature landscaping. A heated four-car garage, dual driveways, and circular motor court complete the offering. Not just a Milton home; an estate with a Milton address.

Listed by Ricardo Rodriguez & Associates Group and Ricardo Rodriguez 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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318 Center Hill Road Plymouth MA 02360

MLS Number 73499532

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,291
  • High School South

Oceanview private estate perched above Cape Cod Bay, offering deeded sandy beach access-no stairs required. This Nantucket style masterpiece welcomes you with a grand two-story great room featuring a gas fireplace, custom built-ins, and expansive walls of glass capturing panoramic coastal views. French doors open to the spacious deck & hot tub, perfect for relaxation. The newly renovated chef's kitchen is adorned with granite, high end appliances, breakfast bars flows into a sunlit dining area w/ pantry Hardwood floors guide you to a first-floor guest bedroom w/ adjacent full bath. Sunlit office, Bonus room above 2 car garage has a wet bar. Upstairs, the opulent primary suite includes a private balcony, spa bath, and walk-in closets. Two additional bedrooms share a full bathroom and an open office/library/ exercise room boast ocean vistas. The 3rd level flex space is s perfect artist loft, music room or 5th bedroom The walkout lower level offers a half bath, laundry & storage.

Listed by Lynne Morey of Coldwell Banker Realty - Plymouth

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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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54 Lincoln Street Hingham MA 02043

Hingham, MA54 Lincoln Street

Price$4,750,000

Est. Mortgage: $/month

MLS Number 73499231

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,393
  • High School Hingham High School

This iconic Hingham gem sits on a gentle knoll overlooking Historic Lincoln Street on 1.83 acres of private,professionally landscaped grounds just steps from Hingham Square.Renovated in 2022,it blends historic character with refined luxury.Designer curated interiors feature high ceilings,wood floors,period moldings,built-ins,and three fireplaces,creating exceptional craftsmanship and open,light-filled living spaces.The flowing plan includes a sophisticated yet welcoming fireplaced living room,elegant dining room and sunfilled family room.Custom chef's kitchen opens to a casual dining area and solarium for seamless indoor-outdoor living.All bedrooms are ensuite, including a retreat-like primary suite with coffered ceiling,fireplace,2 walk-in closets,and a luxurious bath.LL offers finished space with bedroom,kitchenette, living room.Outdoors enjoy front porch,stone patios,saltwater pool & spa,vegetable beds and a fruit orchard.There's an on site Irrigation well for this year round oasis!

Listed by Anne Greene 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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213 School Street Milton MA 02186

MLS Number 73497233

  • Residential
  • Bedrooms 5
  • Bathroom 4
  • Square Feet 4,314
  • High School Milton Hs

There are homes that welcome you, and then there are homes that claim you. From the moment you step inside, this Milton Hill original announces itself-high ceilings, sweeping wall spaces, hefty moldings, an irresistible personality. Set on a lush acre, this residence has only grown more compelling with each refinement. Grand wall spaces beg for the art you've been waiting to hang, while a sense of graciousness moves through every room like a long exhale. A renovated eat-in kitchen is beautiful and deeply livable-mornings full of promise, evenings that stretch long. Every thoughtful update (windows, electrical, roof) honors what the house has always known about itself. Interior life unfolds over 4,300sf, 5+ bedrooms and 3.5 baths. And just beyond your door: Milton Academy, Glover School, Steel & Rye, the trolley. This is a home for someone who understands that where you live shapes how you live - a backdrop for the art, the dinners, the mornings in the garden, a life available here.

Listed by Julianne Bridgeman of Ceres 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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38 Druid Hill Avenue E Randolph MA 02368

Randolph, MA38 Druid Hill Avenue E

Price$1,200,000

Est. Mortgage: $/month

MLS Number 73496507

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,170

Incredible development opportunity! Approximately 3.50 acres of land available for sale as a package deal. This property includes one single family home and 5 lots (6 lots in total) One lot is in Holbrook. Electric has been brought to the street as well as one sewer line and 2 manholes, developer to bring in 3rd manhole. Single family home can be renovated and brought back to its charm easily but it has a new roof, new 5 zone mini splits for heat and cooling, and a brand new 200 amp service to the house! Reach out today for a private site walk and access to recorded plans. See MLS 73496438 for reference

Listed by Leanne McCormick of Milestone Realty,Inc.

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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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4 Fieldstone Farm Way Duxbury MA 02332

Duxbury, MA4 Fieldstone Farm Way

Price$1,399,000

Est. Mortgage: $/month

MLS Number 73495676

  • Residential
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 2,630

Welcome to 4 Fieldstone Farm Way in Duxbury, located in the desirable 55+ Fieldstone Farm community. A beautiful covered porch entry with a rich mahogany door sets the tone for this exceptional 2,630 sq ft residence, thoughtfully designed for elegant first-floor living. The main level features a luxurious primary suite with cathedral ceilings accented by wood plank detail, a custom walk-in closet, and a spa-like bath with double vanity and tiled walk-in shower. The open-concept living space showcases a designer kitchen with Thermador appliances, an oversized island, and custom cabinetry by Faneuil Kitchen Cabinet, seamlessly flowing into the dining area, living room, and sunroom overlooking a private patio-ideal for relaxing or entertaining. The second floor offers a spacious loft and private guest suite. Additional highlights include a two-car garage and full basement. Enjoy elevated, low-maintenance living in one of Duxbury's premier neighborhoods. Set up your showing today!

Listed by Jacob Bristol and Janet B. Bristol of Weathervane Realty

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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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236 Elm Street East Bridgewater MA 02333

East Bridgewater, MA236 Elm Street

Price$1,199,000

Est. Mortgage: $/month

MLS Number 73494618

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,552

This stunning, newly constructed Colonial home offers modern elegance with timeless charm.This Four bedroom three and a half baths new construction boasts gleaming hardwood floors throughout, and open-concept floor plan perfect for entertaining, and abundant natural light. The spacious kitchen will boast granite countertops and stainless steel appliances, seamlessly flowing into the inviting family room with a cozy custom built in fireplace. Upstairs, you'll find generously sized bedrooms, including a luxurious primary suite with master bathroom and walk-in closet. Home is sitting on nearly 2 acre lot making for endless entertainment. Schedule your private showing today and don't miss opportunity to own this new construction.

Listed by Brendan Monteiro and Jeffrey Jacques of CM Realty Associates

$
$
%
$/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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73 Kestrel Heights Plymouth MA 02360

MLS Number 73493897

  • Residential
  • Bedrooms 3
  • Bathroom 4
  • Square Feet 2,442
  • High School Plymouth

Move in Fall 2026. This brand new two story Winchester style home features three bedrooms, four bathrooms and a bright finished walkout basement and bathroom. From the two story foyer to the large kitchen with quartz center island, open to the fireplaced great room which includes 18' ceilings, gas fireplace, hardwood flooring and expansive windows. Step through a glass door to the included deck with stairs to the rear yard. The luxurious first floor primary bedroom suite includes a light filled bathroom with a large walk in shower, marble seat, dual sink vanity, linen and walk in closets. Also located on the main level, a secondary bedroom, private office, and laundry. The second floor features privacy for guests with an additional bedroom, bathroom, and loft. Work with our team of professionals to choose from today's popular finishes, security, home automation and outdoor living design

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

$
$
%
$/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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156 Crabtree Quincy MA 02171

Quincy, MA156 Crabtree

Price$5,999,000

Est. Mortgage: $/month

MLS Number 73493729

  • Residential
  • Bedrooms 7
  • Bathroom 9
  • Square Feet 8,736

Stunning waterfront home in Squantum with sweeping ocean views from nearly every room. Defined by its nautical charm and breathtaking waterfront setting, this exceptional residence offers 7 bedrooms, 7 full baths, 2 half baths, a private office, media room, and a 3-car garage. Sun-filled living spaces, soaring ceilings, warm wood floors, and a custom kitchen with sleek cabinetry and high-end appliances create a perfect blend of comfort and luxury. Set directly on the water in Quincy's premier coastal neighborhood, just moments from marinas, beaches, waterfront walks, and with easy access to Boston.

Listed by Joe Karam and Andrew Haddad of Northeast Development & Investment,Inc.

$
$
%
$/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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