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South Boston Real Estate

View the latest real estate listings in South Boston MA below. The highly desirable residential neighborhood provides convenience and an abundance of amenities. South Boston’s beaches attract all ages and the town holds one of the largest St. Patrick’s Day parades in the country.

South Boston Real Estate for Sale

If you have any questions about a listing or if you'd like to tour some properties in person, contact Keating Brokerage.

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Luxury HomesSingle Family Homes | Multi Family Homes | Condos | Land

44 O Street Boston MA 02127

Boston, MA44 O Street, South Boston

Price$3,850,000

Est. Mortgage: $/month

MLS Number 72755909

  • Multi-Family 4 Family - 4 Units Up/Down
  • Bathroom 10
  • MLS Status Active
  • Year Built 1900
  • Full Bath 8

The numbers work. Exceptional South Boston investment opportunity to purchase turn-key, fully stabilized 4 family building in highly desirable east side location. Condo quality, recently gut renovated inside and out by reputable local builder, this offering is currently priced with an above average ROI for the South Boston market and has an impeccable rental history. Four massive, finely appointed bi-level units with gas fireplaces, premium outdoor space and multiple private roof decks. Excellent 1031 property. Virtual building tour available.

Listed by Ryan Hunt of Boston Residential

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$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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1690 Columbia Road Boston MA 02127

MLS Number 72726247

  • Multi-Family 2 Family
  • Total Parking Spaces 6
  • Bathroom 2
  • MLS Status Active
  • Year Built 1935

Welcome to 1690 Columbia Rd in South Boston. This very rare, immaculately well-maintained, huge, long-time family-owned Multi-Family is located on arguably South Boston's most sought after street. Wake up with the sunrise reflecting off the beach every day. Walk around castle island when the sun is setting. Located between L and M street. The first unit features 3 bedrooms, dining and living room, and porch. The basement has high ceilings and can easily be converted into liveable space. The 2nd unit has 4 bedrooms, walk-up attic, balcony, and ocean views. The lot is 8786 sq. ft and has a 2 car garage. This kind of property does not come on the market that often. Don't miss this major investment opportunity in an unmatched location!

Listed by Paul Whaley/Charlie Ring Team, Lilly Frohlinger, Brian Gagnon and Iliyan Padinkov of Coldwell Banker Realty - Back Bay

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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945 E Broadway Boston MA 02127

MLS Number 72618796

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,045
  • Neighborhood South Boston

Stunning City Point penthouse triplex on the most prestigious block of East Broadway! Direct elevator access, two garage parking-spaces, and an oversized roof deck with water views. The living/dining/kitchen features dramatic cathedral ceilings, bespoke woodwork, barn doors, and a gas fireplace. With three walls coated in oversized windows, this home is cascaded with natural light and unobstructed views. The custom kitchen is a chef's dream with Ceasarstone counter-tops, Thermador appliances, double wall ovens, an externally vented hood, and a gas range. The main-level is complete with a guest bedroom, 1.5 bathrooms, a private office and a mudroom. Just below on the lower level, sits two queen bedrooms, a full bathroom, and a king-sized master-suite with abundant closet space and a double vanity en suite. To top it off, the third-floor offers an additional family room and direct access to the private roof deck. This home truly lives like a Single-family in the heart of the city!

Listed by Kevin Caulfield and Caroline O'Shea of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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505-505 A E 8th Boston MA 02127

MLS Number 72546923

  • Multi-Family 5-9 Family
  • Bathroom 6
  • MLS Status Active
  • Year Built 1900
  • Full Bath 6

PRIME SOUTHIE LOCATION !!! ONLY $395 per square foot. Existing structure, a mixed use property, consists of 4 residential units that were totally renovated in 2007 on the second and third floors, with The Shamrock Pub occupying the first floor. This would make a great condo conversion project, and the building can be sold empty. Only steps from the ocean with some water views from third floor and roof. Walkout Basement has 9' ceilings which can be easily converted into living space. The first floor addition faces the water and two floors can be easily added without expanding the footprint for great water views. Note This does not include liquor license.

Listed by One Smart Seller Group, Michael Krasco and Joan Skomurski of Cameron Real Estate Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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645 East 2nd Street Boston MA 02127

MLS Number 72741381

  • Multi-Family 4 Family
  • Total Parking Spaces 2
  • Bathroom 7
  • MLS Status Active
  • Year Built 1900

East Side Mixed Use 4 unit multi-family. Owner occupied for the last 40 years this property is a RARE FIND. Once operated as a local tavern the commercial space encompasses approx. 1700-1800 SF with additional storage located in basement. 3 RENOVATED residences are located on the second and third floors. Unit 1 is a bi level apt. 2BR's approx. 1100 SF. Units 2&3 are 2 BRs approx. 600 SF. All units are heated with 20,000BTU gas fireplaces and have their own mini split air conditioning/heat systems. All units are separately metered, have HW floors, updated kitchens with granite counters and stainless steel appliances, in unit washer/dryers, modern baths and private outdoor decks. Commercial unit spans over entire first floor and basement. Finished basement area offers versatile "extra" living space and commercial storage. PARKING for 2 cars is available in the rear of the building but is currently used as a "patio" for previous tavern. Buyers to perform all due diligence.

Listed by Lynn Hollenbeck of Seaport Realty Group

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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124-124A Dorchester Street Boston MA 02127

MLS Number 72728435

  • Multi-Family 3 Family - 3 Units Up/Down
  • Bathroom 6
  • MLS Status Active
  • Year Built 1899
  • Full Bath 5

Mixed Use Retail w Two Residential Units above in prime location. 1st floor Commercial available for owner operator & consists of approx 1750 sqft. Mostly open layout w/ 1 private office, 2 bathrooms, an additional room plumbed w/ utility sink as well as a small kitchen. 2nd private office easily done & would include 1 of the baths & kitchen. Most recent rent was $3500/mo plus reimbursement for commercially assessed taxes & insurance (approx $1000/mo) Submeter in place for water reimbursement. Brand new HVAC. Includes semi finished bsmt for storage which is an additional 600 sqft (approx) 2nd & 3rd floors are residential apartments, both have identical layouts. Both are 4BR/2BA floor through units w generous room sizes modern kitchens & baths & wd. Both are rented for $5000/mo from 9/1/20 - 8/31/21 with separate utilities. 1 new heating system/1 older Newer Rubber roof with spectacular views of downtown and seaport begs for a roof deck.

Listed by Matthew O Hara of Blair Capital, LLC

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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14 West Broadway Boston MA 02127

MLS Number 72658238

  • Condo or Co-op
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 2,471
  • Neighborhood South Boston

4+ BED / 3 BATH / NEW CONSTRUCTION! Available for immediate occupancy. 14 West Broadway brings luxurious living to one of Boston's hottest neighborhoods. The residences at 14 West feature a grand porte cochere entryway staffed by professional valet, a state-of-the-art fitness center featuring Peloton bikes, and on-site security/concierge. Residents are welcome to enjoy in-home dining from the on-site restaurant or for those who prefer al fresco options, the oversized roof deck with its striking city views is the perfect spot for dinner, drinks, and relaxation. Additional amenities include central heating/cooling, dry cleaning pick-up and delivery, dog walking, and easy access to I-93, I-90 and the red line. Located across from the Broadway T and steps to the South End and Seaport. This building is a must-see!

Listed by Kevin Caulfield and Adam Smith of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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

377 W First Boston MA 02127

MLS Number 72678824

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,534
  • Neighborhood South Boston

New construction with 2 garage parking spots & deeded roof deck! South boston's most coveted developer offering 9 unit complex for the discerning buyer. Open floor plans with "sub zero" "wolf" kitchens offering massive islands and well appointed cabinetry including beverage center with "wolf" coffee maker and "sub zero" wine cooler. King size master suites with walk-in closets, steam showers, "grohe" fittings and free standing soaking tubs. King size guest bedrooms, central air, laundry, hardwood floors, storage and impeccable millwork including coffered ceilings. Outstanding outdoor space including private deck, roof deck and expansive common roof deck with fully applianced cabana. This pet friendly complex offers elevator and impeccable common areas.

Listed by Joyce Lebedew of Joyce Lebedew Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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559 East 6th Street Boston MA 02127

MLS Number 72759906

  • Multi-Family 2 Family - 2 Units Up/Down
  • Bathroom 6
  • MLS Status Active
  • Year Built 2006
  • Full Bath 4

Stately East Side detached two family residence consisting of two 3 bedroom 2.5 bath duplex units. Gut renovation in 2006. Unit 1: 2050 sf, is currently rented for $4200. Parlor level with private entrance consists of 2 king sized bedrooms, a full bath and open kitchen/ dining/livingroom with large deck. Walk out lower level has master suite with large walk-in closet, half bath, laundry closet and additional family/media room that leads out to a large fenced in manicured yard. Unit 2: 1973 sf, is vacant. Private entry leads up to main level with open kitchen, living, dining area. 2 king sized bedrooms with Jack and Jill bath. Half bathroom and laundry are on main level with large deck off livingroom. Upstairs in unit 2 is the master suite with walk out roof deck. 4 closets and a custom marble tiled bath with cathedral ceilings, glass shower and jacuzzi tub.

Listed by Miller & Co. and Michael Verani of Compass

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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

556 E Broadway Boston MA 02127

MLS Number 72750382

  • Multi-Family 3 Family
  • Total Parking Spaces 2
  • Bathroom 3
  • MLS Status Active
  • Year Built 1899

Historic Brownstone on the "Top of the Hill" on East Broadway with tremendous natural light and magnificent views. 556 E. Broadway is just blocks from the beautiful beaches of Pleasure Bay and steps from the shops and restaurants along Broadway. The brownstone has 3 residential units and 1 unit with rear access that can be used as commercial space. Unit 1 is a 634 square foot studio with an eat-in kitchen, unit 2 is a 1004 square foot 2 bedroom/1 full bath, and unit 3 is a duplex 3 bedroom/1 full bath with 117 square feet of outdoor space.

Listed by Live in Luxury Real Estate Team and Stephen Kraunelis of Douglas Elliman Real Estate

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$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.

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428 E 5th Street Boston MA 02127
Active With Contract

MLS Number 72733619

  • Multi-Family 3 Family
  • Bathroom 3
  • MLS Status Contingent
  • Year Built 1910
  • Full Bath 3

Amazing opportunity for owner occupied investment or straight income property Great 1031 exchange opportunity! Large and beautiful brick three-family brownstone that has been family owned for generations. almost 4,200 total square footage in the three units. Two occupied units are leased out to 8/31/21. The third floor, which has Harbor views, is vacant and waiting for its next owner. With the proper permitting that would seal the deal on an amazing roof deck with sweeping views of the city and the water! Buyer and buyer's agent to do their own due diligence. Lower level with high ceilings also provides additional expansion area and plenty of storage. The backyard has a wonderful shared patio and upper two units have large decks for private dining or other outdoor entertaining. Please provide at least 24 hours notice for showings and all CDC guidelines will be followed. Please bring a mask and limit the number of people that attend showings.

Listed by Paul M. Colleary of Dream Realty

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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

527 East Broadway Boston MA 02127

MLS Number 72620512

  • Condo or Co-op
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,105
  • Neighborhood South Boston

Unoccupied new construction social distancing showings available.Truly spectacular 3 bedroom penthouse with a view of the Harbor islands. This amazing 3 bedroom 3 bath penthouse encompasses 2 floors of living. Gourmet kitchen with Sub- Zero & Wolf appliances,2.5 inch thick super white quartzite counters & large breakfast bar. The living room is open to the kitchen and dining room with an incredible view of the harbor islands. Generously sized master bedroom with private deck, Walk in Closet and en-suite bath. The en-suite bath features double sinks, large double sided glass shower & separate water closet. Second bedroom also with en-suite bath. Washer/ dryer in unit,extra storage in unit,third bedroom, third full bath, separate office area And a private deck also with harbor views. This unit has it all including garage parking.

Listed by Guy Assetta of Home Town Brokerage

$
$
%
$/month over payments
Federal 30-year interest rate: 2.72% last updated on Nov 25, 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.