South Boston Luxury Homes

South Boston, Massachusetts, more commonly known as Southie, is full of history and character. South Boston was once mostly a working-class community, but today is one of the most desirable neighborhoods in Boston. In recent years South Boston has seen several revitalization projects, adding to the beauty of the neighborhood. From quaint shops, great food, and waterfront views you can't beat South Boston. You will find a mix of housing styles for sale in South Boston from historic homes to newly constructed condos. Learn more about South Boston. 

Browse Luxury Real Estate for Sale in South Boston

Scroll to view the most luxurious real estate and homes for sale in South Boston and surrounding Massachusets towns. Search through a variety of listings which offer all the exclusivity and luxury expected by the discerning buyer. If you're looking for a specific property type or town use the criteria on the right-hand side to narrow down the results.

Search Smarter - Create an account to keep track of favorite listings and be the first to know when new properties hit the market!

Contact me if you have questions or would like to schedule a showing.

9+0 Prospect Avenue Scituate MA 02066

MLS Number 72728794

  • Single Family Detached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4
  • Square Feet 3,792

Your Second Cliff opportunity awaits! One of the largest lots on the cliff - simply bring your bags and unpack in this surprisingly spacious and open young home or bring your designs to make this a family compound as you expand onto the second, buildable lot. Views at every turn - a spectacular and peaceful setting is surrounded by the panoramic scene of the harbor, 1st Cliff, and the ocean. Room for a pool off the walk-out lower level and privacy to enjoy your own space! The location can't be beat - walk to Scituate Harbor and enjoy dining, entertainment, and all shopping conveniences without having to get in the car. Looking for a marina? Your boat slip could be visible out your window! The quality of construction is evident throughout as you enjoy low maintenance decks off of multiple rooms, cast iron baseboard heat, high ceilings between open spaces, detailed moldings, and even a radiant heated garage for tinkering! It's time to live the dream - and your opportunity awaits here!

Listed by Michelle Larnard of Michelle Larnard Real Estate Group LLC

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

206 WOMPATUCK Road Hingham MA 02043

MLS Number 72722361

  • Single Family Detached
  • Village Crow Point
  • Bathroom 5
  • Rooms 9
  • Bedrooms 4

CROW POINT! THOUGHTFULLY built contemporary three years young with WATER VIEWS! Refreshing open concept first floor with an array of tasteful finishes. Oversized family room w/gas fireplace and wet bar with beverage fridge combined w/dining area perfect for entertaining family and friends complemented w/hardwood floors and coffered ceilings. An enviable kitchen provides Wolf and Subzero appliances, white custom cabinetry, quartzite countertops and walk-in pantry. Includes 1st fl bedroom w/ full bath. A slider leads to deck w/water views overlooking private yard and steps to Private Beach Association and Conservation trails across the street. Upstairs is home to three bedrooms including master suite w/luxurious bath and walk-in closet. Jack n Jill bath and laundry finish off the spacious second floor. Finished third floor w/water vistas and hdwd floors offers home office and family rm. Walkout lower level with playroom, half bath, and stone patio completes this exceptional property!

Listed by Alice Pierce of Coldwell Banker Realty - Hingham

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

21 Pinckney Street Boston MA 02114

MLS Number 72726912

  • Single Family Detached
  • Village Beacon Hill
  • Bathroom 3
  • Rooms 10
  • Bedrooms 3

This lovely yellow clapboard house stands out situated amongst the brick facades on a tree lined family street. Set back, the home, built c. 1804, has a unique off street orientation. A charming front garden leads to the front entrance with a center staircase. Windows on all four sides fill the house with sunlight highlighting beautiful architectural details. The current owners have recently renovated much of the home over the past few years. Enhancements include: a new kitchen, central a/c, a new alarm system, heat, electrical, bathroom, roof, and structural upgrades.

Listed by Sally T. Brewster of Brewster & Berkowitz R. E.

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

67 B Collier Road Scituate MA 02066

MLS Number 72726988

  • Single Family Detached
  • Village Rivermoor
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

ONCE IN A LIFETIME OPPORTUNITY TO BUILD A DIRECT WATERFRONT CUSTOM HOME with commanding OCEAN VIEWS and your own PRIVATE beach on coveted Third Cliff! You can own one of the most SPECTACULAR pieces of WATERFRONT property on the South Shore! This Nantucket Craftsman will include expansive decking, MBR suite with balcony, SPA-like bath & guest area. Expansive great room with beach stone fireplace, entertaining deck & outdoor kitchen! This is a builders package, plans shown are concepts only & actual designs may vary - so you can build exactly what you want! With 100 feet of frontage, private beach & unparalleled panoramic views of the Atlantic, the Spit & beyond - this is the BEST of the best! Enjoy the endless beauty of the everchanging tidal marshes & the breathtaking waves of the Atlantic - in your own backyard while just minutes to Scituate Harbor's shops & restaurants. Stroll to Scituate Country Club for a round of golf & enjoy easy access by commuter rail into Boston. This is it!

Listed by Poppy Troupe of Coldwell Banker Realty - Norwell

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

67 A Collier Road Scituate MA 02066

MLS Number 72727249

  • Single Family Detached
  • Village Rivermoor
  • Bathroom 4
  • Rooms 10
  • Bedrooms 4

ONCE IN A LIFETIME OPPORTUNITY TO BUILD A DIRECT WATERFRONT CUSTOM HOME with commanding OCEAN VIEWS and your own PRIVATE beach on coveted Third Cliff! You can own one of the most SPECTACULAR pieces of WATERFRONT property on the South Shore! This Nantucket Craftsman will include expansive decking, MBR suite with balcony, SPA-like bath & guest area. Expansive great room with beach stone fireplace, entertaining deck & outdoor kitchen! This is a builders package, plans shown are concepts only & actual designs may vary - so you can build exactly what you want! With 100 feet of frontage, private beach & unparalleled panoramic views of the Atlantic, the Spit & beyond - this is the BEST of the best! Enjoy the endless beauty of the everchanging tidal marshes & the breathtaking waves of the Atlantic - in your own backyard while just minutes to Scituate Harbor's shops & restaurants. Stroll to Scituate Country Club for a round of golf & enjoy easy access by commuter rail into Boston. This is it!

Listed by Poppy Troupe of Coldwell Banker Realty - Norwell

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

140 W Newton Street Boston MA 02118

MLS Number 72727412

  • Single Family Attached
  • Bathroom 3
  • Rooms 12
  • Bedrooms 4
  • Square Feet 3,387

South End townhouse with street level one bedroom apartment. Owner's upper triplex with grand parlor level kitchen, dining & living level with original Victorian detail throughout; ornate plaster moldings, marble mantels and wood door & window casings. Beautiful formal dining room leads to custom kitchen with all stainless appliances & great storage. The living room is open & bright leading directly onto a large deck that enjoys Western exposure sunlight & has direct access to the garden & parking. The second floor bedroom level has two generous bedrooms with great closet space. The full bathroom is all tile with a deep soaking tub. The third floor opens to an inviting family room with a wall of windows & large skylight. The top floor bedroom is a private oasis with adjacent full bath with beautiful custom tile work & glass enclosed shower. The apartment has a private entrance & is ideal for home office, au pair or income. There is a full basement leading to the deep garden & parking.

Listed by John Neale & Bradford Sprogis of Sprogis & Neale Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

10 Cedar Street Boston MA 02129

Boston, MA10 Cedar Street, Charlestown

Price$2,175,000

Est. Mortgage: $/month

MLS Number 72726210

  • Single Family Attached
  • Bathroom 3
  • Rooms 9
  • Bedrooms 4
  • Square Feet 2,900

Rarely available, gracious 4+ bedroom single family home ideally located on a one way gas-lit street just steps from the Bunker Hill Monument. The perfect combination of original detail and updated finishes, this grand single offers well-proportioned rooms and high ceilings on every level. Whether you walk through the elegant front entrance or through the back patio, the main level offers a living/dining area with a working gas fireplace in addition to a spacious eat-in kitchen with an abundance of storage. The lower level lends itself well to a home office, gym, or guest/au pair suite complete with a full bath and private entrance. Follow the elegant staircase to each bedroom, in addition to the top floor plus space flooded with natural light & featuring a desirable walk-out roof deck with views of the monument. Additional features include 2 working gas fireplaces, full head house, built-in surround sound, laundry room, additional storage below the front stairs, & turfed back yard.

Listed by Curran Robinette of Gibson Sotheby's International Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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: 2.87% last updated on Sep 17, 2020
* 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

100 Black Rock Drive Hingham MA 02043

Hingham, MA100 Black Rock Drive

Price$4,500,000

Est. Mortgage: $/month

MLS Number 72724183

  • Single Family Detached
  • Bathroom 6
  • Rooms 12
  • Bedrooms 4
  • Square Feet 6,820

This magnificent Sally Weston designed home sits on a premier lot offering privacy, professionally designed outdoor space and golf course views.This custom classic home showcases stunning millwork,14' ceilings in the living room with gas fireplace and built in cabinetry leading to a sun filled four season room with radiant heat, custom atrium window, fireplace and french doors. The sophisticated kitchen has marble countertops, state of the art appliances, 2 walk in pantry's and butlers pantry with a wine refrigerator. The dining area with coffered ceiling leads to a fireplace family room with custom cabinetry and views of the private yard and course.The heated 3 car garage leads to a slate mudroom, half bath and laundry room. The elegant master bed has built in cabinetry, oversized windows, stunning bath with steam shower and double vanities.The second floor offers 2 additional beds en suite finished lower level walkout with fitness, game room, office and full bath. Truly spectacular!

Listed by Midge Durgin of Coldwell Banker Realty - Hingham

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

111 Saint Botolph Street Boston MA 02115

MLS Number 72724413

  • Single Family Attached
  • Bathroom 4
  • Rooms 7
  • Bedrooms 4
  • Square Feet 3,667

Rare opportunity to own an elegant townhouse with an extraordinary 600 sqft' private deck plus four deeded parking spaces and potential rental income! Perfectly situated between the South End & Back Bay in the Saint Botolph neighborhood. This classically renovated 22' wide home combines old-world charm with today's most sought-after modern amenities. Featuring hardwood floors throughout, custom millwork, abundant built-ins, ornate mantles, large windows, and excellent ceiling height. Gourmet kitchen with custom cabinetry, stainless appliances, granite countertops, and luxurious bathrooms with custom cabinetry. The garden level, perfect for the growing family, is interchangeable as an additional family room, au-pair suite, children's playroom, remote classroom, home gym, in-law apt, or a legal rental unit with a full kit & bath. Zoned as a two-family yet comfortably lives like a single...enjoy the benefits of both, including 2 garage spaces, 2 outside, and annual rental income of $25k.

Listed by Rich Haen of RichHaen.com Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.87% last updated on Sep 17, 2020
* 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

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.