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.

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5 Bradford Street Boston MA 02118

Price$3,375,000

Est. Mortgage: $/month

Open House

MLS Number 72486598

  • Single Family
  • Next Open House: Wed 24th 4:00 pm - 6:00 pm
  • Garage 1
  • Parking Spaces 1
  • Year Built 1890

Hip meets historic in this architectural masterpiece meticulously designed to exacting standards. No expense spared in this cooler than cool tasteful contemporary. Steel, glass, brick, concrete, metal, wood, marble, garage parking, radiant floor heat & Lutron lighting automation are a few of the many treats in this family home or entertainers dream. Completely renovated in 2016, this 3 bed plus office home is better than new and sits in the highly sought after Eight Streets pocket neighborhood of Boston's South End. Flooded with light thru large windows & doors, this home is graciously scaled. Entry parlor level offers custom kitchen with all Gageneau appliances & counter seating offers dining/living area w/deck perfect for relaxing/grilling. This floor flows perfectly to a spacious lower level family room with powder room & feeds thru a 12FT wide floor to ceiling glass patio door onto a large brick patio with gas fire pit. Master suite with 3 skylights, wall of windows & sitting area.

Listed by The Biega + Kilgore Team, Alexandra Conigliaro Biega and Rob Kilgore of Compass

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Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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126 Border Street Cohasset MA 02025

Price$2,995,000

Est. Mortgage: $/month

MLS Number 72486714

  • Single Family
  • Garage 3
  • Parking Spaces 8
  • Year Built 1780
  • Full Bath 4

Spectacular classic waterfront colonial which sits majestically on 2.8 acres of waterfront property with direct access to Cohasset Harbor and the ocean beyond. Renovated in the year 2006 this one of a kind home has all the charm of a 1780's colonial with every amenity: a top of the line cook's kitchen,wine closet, wonderful master suite, expansive Family Room, Sun Room, Library and formal Living/Dining Rooms. A covered porch,screened porch, deck, three car garage with an Office/Media/Game Room above. Located a short walk to Cohasset Village. Property has water frontage for a dock. A must see!

Listed by Frank Neer of Coldwell Banker Residential Brokerage - Cohasset

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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150 Mount Vernon Street Boston MA 02108
Open House

MLS Number 72486512

  • Single Family
  • Next Open House: Thu 25th 12:00 pm - 1:00 pm
  • Year Built 1890
  • Full Bath 2
  • Bathroom 3

Quaint single family on Flat of the Hill. This Single Family encompasses all the charm of Beacon Hill. Easy access right off David G Mugar way and just steps from the shops and restaurants of Charles St. Kitchen level with dinning area and French doors that open up to a nestled private brick patio/garden and poweder room, laundry roo extra storage and systems. Parlor Living room with formal dinning space , wet bar, fireplace and large windows is great for entertaining. Master bedroom level currently has an extra bedroom/office and renovated bathroom. Top level has two beds that share a comfortable Family/Great Room with fireplace and full bathroom. There is lots of natural light, storage and character in this home!

Listed by Beth Dickerson of Gibson Sotheby's International Realty

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 Cohasset MA 02025

Price$4,999,990

Est. Mortgage: $/month

MLS Number 72485395

  • Single Family
  • Garage 3
  • Parking Spaces 10
  • Year Built 1890
  • Full Bath 5

Welcome to Kingsview! Elegant landmark estate on two acres of rolling lawn with breathtaking ocean and Little Harbor views! HGTV Winner and former Kennedy estate,this stunning home features turn of the century details that blend seamlessly with high end renovations.Recently updated kitchen,island seating,and breakfast nook. Glass conservatory/radiant heat, five gas fireplaces throughout the house for cozy New England nights.Imagine yourself entertaining and hosting parties in the exquisite dining room, family room and living room! Luxurious Master Suite/ balcony overlooking the Atlantic.Sweeping wraparound porches / water views that provide a backdrop for easy living.Stroll through the gardens which are featured in The American Home Gardens Program at the Smithsonian! Fabulous pool house with kitchen and dining area! Relax poolside and grill on the outdoor barbecue. Swim, fish, and kayak on “the run” connecting Little Harbor to the Atlantic Ocean! Resort style in a dream location!

Listed by Mary Ann Devine of William Raveis R.E. & Home Services

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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118 Appleton Boston MA 02116

Price$4,950,000

Est. Mortgage: $/month

Open House

MLS Number 72485600

  • Single Family
  • Next Open House: Sun 28th 12:00 pm - 1:00 pm
  • Year Built 1910
  • Full Bath 5
  • Bathroom 6

This beautifully updated multi-family boasts a prime location on Appleton Street in the South End. The property consists of two residences with separate entrances: an upper 3 bed/2.5 bath triplex with private roof deck and a 3 bed/3 full bath garden duplex with private patio. Both residences have undergone extensive renovations that preserved the home's classic charm while providing for updated living. The upper triplex features open-concept parlor level kitchen, dining and living areas connected to a private rear balcony. The upper levels include a full floor dedicated to the master complete with a private office, as well as two spacious bedrooms and full stair to the roof deck with panoramic views. The garden duplex offers two bedrooms on the first floor. The garden level, which includes the 3rd bedroom, features open kitchen/living that connects to the spacious and well-maintained private garden with direct access to Dartmouth Place.

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

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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93 Main Street Hingham MA 02043

Price$3,250,000

Est. Mortgage: $/month

MLS Number 72484612

  • Single Family
  • Garage 2
  • Parking Spaces 4
  • Village Lower Main
  • Year Built 1774

One of Hingham's MOST ADMIRED homes has been masterfully and exquisitely renovated by the current owner! This Landmark Federal colonial sits proudly at the corner of Main and Elm Street, just a stones throw to downtown. Magnificent period details not seen in houses of today. High ceilings, pocket doors, gorgeous, winding staircase to third floor and a fireplace in every room. The Kitchen is FABULOUS with beautiful custom white cabinetry, 12' island with Marble, high end appliances and abundant NATURAL LIGHT. There are 5-6 Bedrooms including a luxurious master suite with sitting room. Every bathroom has been gut renovated. Bonus room over garage with vaulted ceilings. Handsome wine seller with tasting room. The CARRIAGE HOUSE is beyond words....you will be amazed with the space the seller has created. Lovely outdoor space including patio and lawn with opportunity for a pool. Watch the 4th of July parade from your front porch!

Listed by Tara Coveney of Coldwell Banker Residential Brokerage - Hingham

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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562 Main Street Hingham MA 02043

Price$2,725,000

Est. Mortgage: $/month

Active With Contract

MLS Number 72484974

  • Single Family
  • Garage 2
  • Parking Spaces 6
  • Year Built 1820
  • Full Bath 4

One of Hingham's most revered, historic & elegant properties. Set back on top a rise sheltered by a grove of Hemlock & Pine. This 1.2 acre manicured estate, has been lovingly maintained & updated to reflect today's modern living, while preserving the timeless detail & charm of the original c.1820 home. 4,200 sq/ft 5 bed / 3 full & 2 half bath Main House. 1,000 sq/ft Carriage House complete w/ full kitchen, fireplaced great room w/ vaulted ceiling & custom detail; plus, a private guest suite. Grounds include lrg saltwater (Pebble Tec®) pool w/ limestone decking & extensive stonework & outdoor fireplace. Large manicured lawn accented by mature hydrangea, peony, wisteria and grasses, creating a beautiful setting for outdoor dining & entertaining. The main house is thoroughly updated throughout. Lrg chef's kitchen w/ Calcutta Marble countertops & backsplash, English farm sink, Wolf & Sub-Zero appliances, integrated fridge drawers & lrg island, as well as a banquette dining nook.

Listed by Jeff Alexander of Coldwell Banker Residential Brokerage - Hingham

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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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33 Stanton Road Cohasset MA 02025

Price$2,250,000

Est. Mortgage: $/month

Open House

MLS Number 72484226

  • Single Family
  • Next Open House: Sun 28th 1:00 pm - 2:30 pm
  • Garage 2
  • Parking Spaces 4
  • Year Built 1951

Spectacular Water Views throughout this fabulous home on the Gulf River. A rare offering of a shingled charmer on the water that nestles beautifully on a private cul de sac near Town and features master suites on two levels, three family bedrooms and three and a half baths. The wide open floor plan captures water views in all directions as well as straight across to Lion's Head. The open heart-of-the-house kitchen is lovely and it too overlooks the living spaces in all directions and has a tucked away convenient pantry. Fireplaces in the living room, family room and lower level master suite. Walls of floor to ceiling glass capture the endless meandering river views, as does the fantastic sunroom, which leads out to an entertaining deck and large sweep of lawn and garden and outdoor shower. The lower level also enjoys its own outdoor access and water views as well. First floor laundry, attached two-car garage and an upstairs hideaway studio with inspiring views. Exceptional !!!

Listed by Bill Good, Bill Good, Jr. and Lynn Murphy of Dean & Hamilton REALTORS®

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$
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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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383 Main Street Hingham MA 02043

Price$2,725,000

Est. Mortgage: $/month

MLS Number 72484352

  • Single Family
  • Garage 2
  • Parking Spaces 5
  • Year Built 1855
  • Full Bath 6

Much admired Hingham Centre Italianate! The George Bailey House c1855 has been magnificently restored, renovated & expanded with all of today's modern amenities. The exceptional location, quality & design cannot be overstated when describing this custom home -it is elegant as it is comfortable. Stunning gourmet kitchen w/vaulted ceiling, Sub-Zero full size wine fridge, Butler's pantry & French doors lead to substantial bluestone patio for entertaining. Fabulous family room w/coffered ceiling, fireplace & surround sound. Striking paneled library w/custom bookshelves. Two beautiful staircases & 5" American cherry floors. Second floor feat. 5 bedrooms & 4 full baths. Luxurious master suite w/a balcony & steam shower. Lower level incl. 3 large rms, full bath & gas fireplace. A bedroom & living area w/a kitchenette & full bath over the two-car heated garage is perfect for guests/in-laws. Enjoy the July 4th road race from the front yard. A short stroll to shops,playground,ball fields & more!

Listed by Michelle Robichaud of Coldwell Banker Residential Brokerage - Hingham

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$
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$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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 W Cedar Street Boston MA 02108

MLS Number 72483477

  • Single Family
  • Parking Spaces 1
  • Year Built 1830
  • Full Bath 4
  • Bathroom 5

Themed with Beacon Hill's ageless grace, this refined brick townhouse has been deftly renovated for modern living by a noted Boston architect and interior designer, bringing fresh appeal to traditional style. On tree-lined West Cedar Street, between Louisburg Square and Charles Street, this stately residence overlooks the picturesque rooftops and enjoys its own outdoor oasis in a tranquil Japanese-inspired garden with fountain and pergola. The main level's comfortably elegant living and dining rooms feature two of the six fireplaces and are accompanied by the skylit chef's kitchen with butler's pantry. Having the space and privacy of the entire second floor, the beautiful master suite offers a fireside sitting area, closet-lined dressing room and luxurious marble bath. One of the third-floor bedrooms doubles as a den/office with built-in cabinetry. The garden level hosts an office/study and an expansive family/game room perfect for casual entertaining with a professional-style pub bar.

Listed by Allison Mazer of Gibson Sotheby's International Realty

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$
%
$/month over payments
Federal 30-year interest rate: 4.17% last updated on Apr 18, 2019
* 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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