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South Shore MA Luxury Homes

Luxury HomeView current real estate listings for luxury homes on Massachusetts' South Shore below. You'll find a variety of beautiful homes in Milton, Quincy, Dorchester, South Boston, Weymouth, and beyond.

South Shore Luxury Homes for Sale

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8 Mt Vernon Place Boston MA 02108

MLS Number 72561451

  • Single Family Attached
  • Bathroom 9
  • Rooms 15
  • Bedrooms 5
  • Acreage 0.08

Historic details and modern luxury and style blend seamlessly in this 9000+ square foot magnificent single family residence on the South Slope of Beacon Hill. Complete with 5+ bedrooms and 7 full baths/2 half baths and 4 Parking (one valet garage space and 3 directly outside on Mt Vernon Place), this property is in a class of its own; with its gracefully proportioned rooms and fabulous open layout. One of the most captivating features of this townhouse, is its corner placement, with 3 sides of dramatic oversized windows allowing for fantastic natural light to permeate the living spaces from the South, East and North. The enormous bulthaup designed kitchen and family room spaces open directly onto the landscaped private garden space, allowing for easy “indoor/outdoor” living. The unique characteristics of this corner building, coupled with the high level of sophisticated craftsmanship and intricate details throughout the home, make this townhouse a rare find.

Listed by Maggie Gold Seelig and Michael Harper of MGS Group Real Estate LTD

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$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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227 Bridge Street Barnstable MA 02655

MLS Number 72527195

  • Single Family Detached
  • Bathroom 7
  • Rooms 10
  • Bedrooms 9
  • Acreage 3.73

Four distinctive dwellings set on 2 separate lots (198-1.28 ac & 227-2.45 ac) have provided the platform for many get togethers, both formal & informal, but more often than not have been the backdrop to the quiet serenity & immeasurable beauty this unique waterfront oasis has to offer. Imagine the splendor of a life lived as a steward of the harbor. This timeless family estate on Little Island in Osterville is set on nearly 4 acres & includes 2 deep water docks, a granite deep water ramp, 2 deep large boat slips, 2 sandy beaches, 6 bedroom main house, 2 bedroom guest house, studio apartment & fully applianced refurbished oyster shanty with loft.From the properties vantage point, at the head of the inlet, watch as boats of varying shapes & sizes parade in & out of West Bay. The current stewards of this estate have welcomed many seafarers to their docks to tie up and share refreshments in the shanty or on the beach with them while they awaited the rise of the drawbridge into North Bay.

Listed by Liz Bone Team, Elizabeth Bone and Kristin J. Coppola of South Shore Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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30 Chestnut Street Boston MA 02108

MLS Number 72749253

  • Single Family Attached
  • Bathroom 8
  • Rooms 12
  • Bedrooms 6
  • Square Feet 8,131

Rare opportunity on Beacon Hill's southside to work with seasoned developer to customize your own private single family residence. Floor plans, specifications, details, etc. available upon request. Garage parking, courtyard, deck, media room with roof deck, Charles River and Back Bay skyline views and more.

Listed by Glenn Forger of Olde Forge Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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20 Louisburg Square Boston MA 02108

MLS Number 72771116

  • Single Family Attached
  • Bathroom 8
  • Rooms 15
  • Bedrooms 6
  • Acreage 0.05

Exclusive townhouse located on Beacon Hill's famed Louisburg Square, an area coveted by many but realized by few. This magnificent showpiece home with over 7,600 square feet of living space and direct elevator access to every floor has been completely updated, brilliantly combining elegant mid-19th century detail with every modern convenience sought after by today's discernible buyer. Stunning and classically scaled living and entertaining rooms, fireplaced library, six bedrooms, and nine fireplaces. This residence also possesses one of the most coveted and picturesque “hidden gardens” of Beacon Hill and a private deck overlooking the city with spectacular views of the Charles River. Additional features include fitness room, wine cellar, and au pair suite. This home presents an opportunity to live in an unparalleled historic residence with the ultra-modern convenience of private parking at the front door.

Listed by Tracy Campion of Campion & Company Fine Homes Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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47 Sea View Avenue Barnstable MA 02655

MLS Number 72689464

  • Single Family Detached
  • Bathroom 8
  • Rooms 14
  • Bedrooms 7
  • Acreage 0.82

Architecturally stunning and masterfully restored, this multigenerational waterfront residence known as “Sea Goddess” overlooks the beautiful waters of Nantucket Sound with a private sandy beach. Circa 1900, this historically significant home, with incomparable oceans views, was refurbished in 2018 to the highest standards to create a peaceful and private luxury estate. Through the collaborative efforts of owner, architect and builder, the three-level home with over 5,500 square feet of living space and seven bedrooms, was a 2020 Bullfinch Award winner by the Institute of Classical Architecture and Art. The formal living and dining areas along with a stunning chef's kitchen, family room, Sun room and enclosed porch combine to offer the perfect setting for family, friends and large social gatherings. Appointments include significant millwork, four fireplaces, custom built-ins, coffered ceilings, Lutron Lighting system, multiple outdoor seating areas, pool, hot tub, and cabana.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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14 Walnut Street Boston MA 02108

Boston, MA14 Walnut Street, Beacon Hill

Price$12,690,000

Est. Mortgage: $/month

MLS Number 72757820

  • Single Family Attached
  • Village Beacon Hill
  • Bathroom 9
  • Rooms 18
  • Bedrooms 6

One of the most iconic homes on all of Beacon Hill, and with the only garden of its size in Boston, 14 Walnut Street is extraordinary. This home offers luxury on the grandest scale, yet allows for ease of living w/ recent renovations, updated modern conveniences and an elevator. Perfectly positioned at the corner of picturesque Mount Vernon & Walnut Streets w/ 3 exposures & 60+ windows, this is an incredible 6 bedroom, 7 full, 2 half bathroom home. SieMatic kitchen w/ informal dining area adjacent to family room w/ fireplace, radiant heat flooring. Dramatic parlor level w/ gracious formal living and dining rooms, an inviting study, handsome bar & caterer's kitchen - 2 gas fireplaces. Four French doors open to a Juliet balcony and brick terrace-all overlook the beautifully landscaped, fenced in private stone garden/yard. Sumptuous master suite w/ luxurious bath, 2 walk-in closets, gas fireplace. 4 addt'l bdrms w/ en suite baths. 2 laundry areas, 19x30 storage, cedar closet, home office.

Listed by Rebecca Davis Tulman of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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 Chestnut Street Boston MA 02108

MLS Number 72773955

  • Single Family Attached
  • Bathroom 6
  • Rooms 13
  • Bedrooms 5
  • Acreage 0.06

Beautiful and classic, exactly what Beacon Hill embodies. This 19th Century, 5 story, extra wide, single family in the heart of Boston marries style and elegance perfectly. Enter from your 2 car garage up a small flight of stairs directly into your Bright and cheery eat-in kitchen fully applianced with huge mud room/Laundry. Adjacent is a gorgeous family room with fireplace and formal dining room. Entry Parlor level to your formal living room with extra high ceilings, Magnificent music room or sitting room, and enter into a fabulous large library with original detailing and massive skylight. The 3rd contains the home office and master retreat suite with a custom built walk-in closet, and fireplace. The top 2 floors share 4 bedrooms, gym and children's study/living area with plenty of space.3 additional Baths, Steps from Charles St with boutiques, restaurants and the Esplanade and a quick jaunt to Boston Common/Gardens and the ability to enjoy all Beacon Hill has to offer!

Listed by Beth Dickerson of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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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160 Peppercorn Lane Barnstable MA 02635

MLS Number 72784318

  • Single Family Detached
  • Bathroom 8
  • Rooms 16
  • Bedrooms 5
  • Acreage 2.82

Experience the ultimate lifestyle in this custom designed waterfront home with expansive views of Popponesset Bay. Nearing completion, this stunning residence, sited on 2.82 acres, incorporates elegant and functional architecture and offers 7,500 sq ft of uniquely designed living space. Interior spaces, rich with modern comforts and extraordinary views, feature dramatic vaulted ceilings, custom fireplaces, exceptional millwork, expansive windows and an elevator. A stunning chef's kitchen with granite center island, handsome home library and a fabulous entertainment/great room create an ideal setting for family and friends. Five en suite bedrooms include the stunning master suite with magnificent water views, private balcony, custom fireplace and his and hers bathrooms with adjoining dressing rooms. A fabulous wrap-around porch offers multiple areas to relax and enjoy the sweeping views and this special property is further highlighted by a tennis court, in-ground pool and private dock.

Listed by Robert Kinlin of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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

1424 Main Street Barnstable MA 02635

Barnstable, MA1424 Main Street, Cotuit

Price$9,895,000

Est. Mortgage: $/month

MLS Number 72724179

  • Single Family Detached
  • Bathroom 9
  • Rooms 18
  • Bedrooms 7
  • Acreage 1.42

Magnificent waterfront estate privately set on 1.4 pristine acres overlooking Nantucket Sound. Meticulously crafted from the finest materials, this stunning seven-bedroom residence showcases glistening ocean views from nearly every masterfully designed room. Embracing remarkable artistry, the home boasts an inviting floor plan, fabulous gourmet kitchen with butler's pantry, elegant seaside living and dining rooms with fireplaces, rich wood paneled library, luxurious master suite, and six nicely appointed guest bedrooms with en suite baths. Other highlights include a glorious sun porch, expansive waterside decks, lush grounds, and rolling lawns that lead to a private sandy beach. Create enduring memories for the generations on this extraordinary heirloom estate.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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

352 Marlborough Street Boston MA 02115

MLS Number 72725281

  • Single Family Attached
  • Bathroom 7
  • Rooms 11
  • Bedrooms 4
  • Square Feet 4,754

Exquisite new construction Marlborough St single family! This 24' wide brick townhouse has been gut renovated and expertly designed by Boston's famed CBT Architects and constructed with the finest craftsmanship and materials by Pegasus Luxury Homes. Recently completed, this 4+ bedroom home offers 4 full baths, 3 half baths, 2 wet bars, elevator access to every floor, enormous private patio plus top floor family room with deck. Chic parlor level kitchen with top-of-the-line paneled appliances, abundant storage and southern exposure! Chevron flooring, walnut built-ins, large formal dining room and a generous living room with custom mantle. Second level master suite has a private office, front facing views and offers a massive dressing room with custom milled built-ins with lighting, storage island, and access to an ultra chic marble clad bathroom with oversized wet room/steam shower. Brand new furnishings & art available for purchase. Complete with 3 full heated parking spaces!

Listed by Michael Harper of MGS Group Real Estate LTD

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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.

Virtual TourSave FavoriteSchedule TourAsk A QuestionMore Details

135 Putnam Avenue Barnstable MA 02635

Barnstable, MA135 Putnam Avenue

Price$8,500,000

Est. Mortgage: $/month

MLS Number 72753481

  • Single Family Detached
  • Bathroom 2
  • Rooms 6
  • Bedrooms 4
  • Acreage 11.78

Extraordinary 11.78 +/- acre waterfront parcel with stunning panoramic views of Cotuit Bay, Oyster Harbors, and beyond to Nantucket Sound. Privately set in the heart of Cotuit, the property's winding treelined drive leads to a peaceful oasis of sprawling woodlands, rolling topography, and meandering paths that lead to a beautiful, protected bluff, with new stairs down to 200+ feet of sandy beach. This exceptional offering presents a rare opportunity to create an unparalleled waterfront family estate with incredible privacy, magnificent views, and rights to a private dock.

Listed by Paul E. Grover of Berkshire Hathaway HomeServices Robert Paul Properties

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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

4 Otis Place Boston MA 02108

Boston, MA4 Otis Place, Beacon Hill

Price$8,500,000

Est. Mortgage: $/month

MLS Number 72790375

  • Single Family Attached
  • Bathroom 6
  • Rooms 10
  • Bedrooms 4
  • Square Feet 4,500

Stunning complete restoration of Beacon Hill townhouse located on the coveted "Flat of the Hill" on a private street with parking at your front door. This four bedroom four bathroom two half bath single family home with elevator has undergone a total renovation. There is a double door entry into the first floor where you are greeted by a grand parlor living room with gas fireplace, high ceilings, crown moldings and detail. The front of the first floor has a large mud room with ample storage and in the rear a large home office with built-ins and gas fireplace. The second floor has an open lay-out living kitchen dining room with breakfast bar and custom wet bar. The master bedroom with private laundry encompasses the entire third floor. The fourth floor has a secondary laundry, two guest bedrooms and two full bathrooms. The sun filled fifth floor media room with custom wet bar and gas fireplace leads out to a roof deck. Lower level home gym, laundry, TV/playroom "au paire suite".

Listed by Glenn Forger of Olde Forge Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.97% last updated on Feb 25, 2021
* 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. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. 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. MLS Property Information Network, Inc. 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.