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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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341 Highland Street Milton MA 02186

Milton, MA341 Highland Street

Price$3,500,000

Est. Mortgage: $/month

MLS Number 73488165

  • Residential
  • Bedrooms 6
  • Bathroom 4
  • Square Feet 7,169

Set behind a long approach offering the ultimate in wooded privacy and open lawn, 341 Highland is a classic Milton estate defined by land, light, and enduring craftsmanship. Substantial oak doors, rich paneling, French pocket doors between the living and dining rooms, and multiple fireplaces reflect the home's timeless character. The main living spaces balance scale with everyday comfort. A dedicated first floor office with private entrance off the circular drive and a playroom complement rooms suited for both formal entertaining and relaxed living. The primary suite anchors a generous private wing, while two staircases one with its own private entrance offer flexible circulation throughout. The finished third floor provides au pair quarters alongside space for hobbies, music and creative pursuits. Stone walls, patio areas, and an enclosed porch extend living into the landscape perfect for quiet mornings and memorable sunset views near the Blue Hills. Shown by private appointment only.

Listed by Cahill+Co. Team, Carolyn Cahill and Mary Beth Grant of William Raveis R.E. & Home Services

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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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153 Washington Street Duxbury MA 02332

Duxbury, MA153 Washington Street

Price$3,400,000

Est. Mortgage: $/month

Open House

MLS Number 73488107

  • Residential
  • Next Open House: Sat 06/6 11:00 am. to 1:00 pm.
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 5,633

Breathtaking views of Duxbury Bay are the focal point of this stunning coastal residence set upon nearly 2 acres of private, manicured grounds.Sophisticated yet comfortable casual living affords the ultimate in seaside lifestyle.Nantucket inspiration is woven through the home appointed with extraordinary craftsmanship and fine details at every turn.Southern exposure and the sparkling ocean fill this home with natural light and capture exquisite views from almost every room.The state of the art kitchen is fully appointed including a walk-in pantry, 6 burner gas range, New Sub-Zero, built-in banquette and center island.The grand primary suite parallels the shoreline and is complete with a Juliet balcony, gas fp, dual walk-in closets and a soaking tub overlooking the water. Overlook Duxbury Bay from the perfectly placed heated gunite pool allowing for the ultimate in outdoor entertaining surrounded by Hydrangea Gardens. 1st and 2nd floor primary suites offer flexibility!

Listed by Christine Daley of William Raveis R.E. & Home Services

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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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34 Briarwood Plymouth MA 02360

Plymouth, MA34 Briarwood, Pinehills

Price$1,195,000

Est. Mortgage: $/month

Open House

MLS Number 73487112

  • Residential
  • Next Open House: Sat 06/6 11:00 am. to 1:00 pm.
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 3,001

Overlooking the 18th hole of the Jones Golf Course, this elegant 3-bedroom, 3-bath home sits in the highly sought-after Pinehills community. Built by Toll Brothers, a premier luxury homebuilder, the residence features soaring ceilings and expansive windows that flood the open floor plan with natural light and frame beautiful golf-course views. The chef's kitchen flows seamlessly into the living and dining areas, highlighted by a gas fireplace and a formal dining space ideal for entertaining. The first-floor primary suite offers a spa-like bath and generous closet space. Upstairs, a spacious loft provides flexible living options, complemented by ample storage throughout the home. A full basement offers exceptional expansion potential. Located just a short stroll from the Village Green, Mirbeau Inn & Spa, and the Village Sports Club, this home combines luxury with convenience. The property is in excellent condition and may be sold fully furnished. Stonebridge Club membership included.

Listed by William Salas of Berkshire Hathaway HomeServices Robert Paul Properties

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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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10 Crisileo Way Canton MA 02021

Canton, MA10 Crisileo Way

Price$2,150,000

Est. Mortgage: $/month

MLS Number 73486273

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 5,444

Set on a beautifully landscaped ¾-acre lot, this impressive executive Colonial offers 4 BRs, 3 baths & an exceptional 5-car garage configuration, incl a 4-car garage plus a detached 1-car work garage-perfect for hobbyists, contractors, or add'l workspace. A dramatic winged staircase welcomes you into a thoughtfully designed interior featuring a spacious chef's kitchen w/ high-end appliances, custom cabinetry, expanded island & eat-in space. The Family Room has custom built-ins & fireplace. The primary suite provides a private retreat w/ double walk-in/pass-through closets & a spa-like bathroom designed for relaxation. Gleaming HW floors throughout. Step outside to enjoy your own backyard oasis w/ an inground saltwater pool, offering the perfect setting for summer gatherings or quiet evenings at home. Walk-up attic to expand. Ideally located close to commuter options & several local golf courses, this home blends space, lifestyle, & convenience in an exceptional Canton location.

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

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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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3 Evergreen Lane Hingham MA 02043

Hingham, MA3 Evergreen Lane

Price$3,495,000

Est. Mortgage: $/month

MLS Number 73485019

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

Timeless, storied, and utterly one-of-a-kind. This 1932 English Tudor Revival estate sits on 4 private acres in Hingham's coveted World's End enclave where architectural grandeur meets refined New England living. The stately stone faade, slate roof, and signature turret announce something special before you even step inside. 6 beds, 4.5 baths crafted for both everyday comfort and elegant entertaining. A gracious foyer with sweeping staircase, chef's kitchen with oversized island and fireplace, sun-filled garden room, formal dining room, and a dramatic living room with oak ceilings and statement fireplace. The turret- A stunning office or reading retreat unlike anything else. The primary suite is spacious and serene, a walk-up attic offers real expansion potential/storage, and an attached 3-car garage completes the picture. Outside, mature private grounds and a tennis/sport court -moments from the trails and coastal beauty of World's End. A rare chance to own a piece of Hingham history

Listed by Kate Johnson of Compass

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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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181 Atlantic Avenue Hull MA 02045

Hull, MA181 Atlantic Avenue, Gun Rock

Price$1,049,999

Est. Mortgage: $/month

MLS Number 73484281

  • Residential
  • Bedrooms 6
  • Bathroom 2
  • Square Feet 2,301
  • High School Hull

Discover coastal living just steps from the highly sought-after Gunrock Beach in this beautifully maintained, turnkey single-family home. This rare property offers space, comfort, and ocean views in a unique seaside setting. Currently configured with 6 bedrooms, it provides flexibility for everyday living, guests, or home office needs. Bright, open living areas and gleaming hardwood floors throughout create an inviting feel, while gas heat and central air ensure year-round comfort. Enjoy stunning sunsets and ocean breezes from the expansive deck, perfect for relaxing or entertaining, along with beautiful backyard outdoor space ideal for summer gatherings. Whether you're seeking a primary residence, dreamy coastal retreat, or vacation rental investment with strong short-term income potential, this move-in ready home offers the very best of life by the sea. Welcome Home!

Listed by Molly Hall and Maureen Doran of Coldwell Banker Realty - Hingham

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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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81 Kestrel Heights Plymouth MA 02360

MLS Number 73483483

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

Brand new construction! The two story three bedroom Winchester features three bedrooms, four bathrooms and a bright finished walkout basement. From the two story foyer to the large kitchen with quartz center island, upgraded appliances, open to the fireplaced great room which includes 18' ceilings, gas fireplace, hardwood flooring and expansive windows. Step through a glass door to the 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. Don't miss this opportunity to work with our team of professionals to choose from today's popular finishes, security, home automation 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: 6.53% 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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23 Lullaby Lane Easton MA 02356

MLS Number 73483131

  • Residential
  • Bedrooms 4
  • Bathroom 4
  • Square Feet 4,109
  • High School Oliver Ames

Buyer financing didn't work out so now it is your great opportunity... Set at the end of the cul-de-sac in sought after Tanglewood Estates with over 2 miles of sidewalks & surrounded by beautiful woods with a great back yard & 3-car garage! Plenty of space including an elevator for all 3 levels including the 2nd floor which has 2 wonderful primary suites with full bathrooms & walk-in closets. Expansive family room serves as a grand setting for relaxation & social gatherings featuring a stately stone fireplace for warmth & ambiance and open to the beautiful kitchen including natural gas cooking, large center island & pantry. Soaring ceilings enhance the sense of openness & architectural grandeur within this inviting space. Relax on the oversized deck overlooking the professionally landscaped grounds with irrigation system. Central air, lots of gleaming hardwood floors, recessed lights, efficient natural gas heat & hot water. Bonus:1 year home warranty included for buyer!

Listed by John Allaire of Easton Real Estate,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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430 Hatherly Road Scituate MA 02066

MLS Number 73482113

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,400

New Construction, to be built. Exhibit “B”. Raised 1st and 2nd floors, with two car garage under to take advantage of the ocean views. Be the author of your own vision and work with one of Scituate's prominent builders and custom build your dream home on this nice sized lot with stunning water views. On town sewer. Come live year round where many vacation year after year. Scituate has been named by many publications as the number one seaside town over and over again. Please do not walk the property without making an appointment first, cameras on property.

Listed by Ita Lynch of ELITE Realty Advisors

$
$
%
$/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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22 Flyaway Pond Drive Easton MA 02356

MLS Number 73480528

  • Residential
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 3,826
  • High School Oliver Ames

THURSDAY 6/4 LUXURY BROKER TOUR. Set on approximately two private acres in desirable North Easton's Flyaway Pond Estates, this distinctive (Campbell Smith) architectural home captures classic New England charm with timeless character and thoughtful design. A striking two-story turret creates a memorable silhouette, while a heated three-car garage and welcoming two-story foyer set the tone for comfortable elegance. Entertain with ease in the formal dining room with butler's pantry, and enjoy a sun-filled kitchen enhanced by expansive windows and skylights. The vaulted family room with fireplace offers a warm gathering space year-round, complemented by an oversized second floor bonus family room. The serene primary suite features a spa-like bath and private dressing room, while the private yard invites peaceful outdoor living through every New England season.

Listed by Weinstein Keach Group and Meredith Keach of Coldwell Banker Realty - Easton

$
$
%
$/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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45 Hemlock Way Cohasset MA 02025

Cohasset, MA45 Hemlock Way

Price$1,995,000

Est. Mortgage: $/month

MLS Number 73480370

  • Residential
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 4,879
  • High School Cohasset High School

Set at the end of a cul-de-sac in one of Cohasset's most desirable neighborhoods, this 4-bed, 4.5 bath meticulously maintained Colonial offers space, privacy, and meaningful recent updates. A 2-story foyer creates a striking first impression, showcasing natural light and hardwood flooring that carries throughout the main level. All 4 generously sized bedrooms include walk-in closets and ensuite bathrooms. The primary suite stands out with a spa-like bath and an expansive walk-in closet that is truly one of a kind. The finished lower level adds exceptional versatility, complete with a full bathroom, dedicated home gym, workshop area, and a spacious playroom with French doors leading directly to the fenced-in backyard. The home has been freshly painted inside & features numerous upgrades, including a full-house generator, elevator, water filtration system & an expanded composite deck. Located just 1.5 miles to the Village, Harbor, & commuter rail, an effortless move-in experience awaits.

Listed by Heather Reardon and The Heather Reardon Group of Gibson Sotheby's International Realty

$
$
%
$/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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185 Black Cat Road Plymouth MA 02360

Plymouth, MA185 Black Cat Road

Price$1,400,000

Est. Mortgage: $/month

MLS Number 73479437

  • Residential
  • Bedrooms 2
  • Bathroom 2
  • Square Feet 1,323

This one of a kind contemporary cabin is perched high on a hilltop, offering five acres & spectacular water views of Briggs Reservoir. Tucked away in complete privacy & located across from Billington Sea & just minutes to shopping, & the Historic Plymouth Waterfront/Downtown, this property offers the perfect blend of seclusion & convenience. The main home is a stunning rustic Post & Beam with an open concept layout, living room, dining area, new kitchen, full bath, & laundry. A spiral staircase leads upstairs to a full bath, two spacious bedrooms, one that has a private outdoor deck, perfect spot to take in peaceful surroundings. The detached wooden barn offers a workshop below & a studio living space above, ideal for guests, creative space, or an office. The metal barn includes a rear paddock, side access for farm equipment, car enthusiasts, contractors. Surrounded by conservation land with walking trails, gated driveway, you have endless possibilities!

Listed by Courtney Gomes of Amaral & Associates RE

$
$
%
$/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.

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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