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Our South Boston Listings

View South Boston real estate brokered by Joyce Lebedew Real Estate. Whether you're looking to buy a condo or rent an apartment, we can help you find just the right property. If you have any questions about a listing or would like to see any of these properties in person, contact us.

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1430 Columbia Road Boston MA 02127

South Boston, MA1430 Columbia Road, South Boston

Price$2,950,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73179166

  • MultiFamily
  • Bedrooms 8
  • Bathroom 7
  • Square Feet 3,168
  • Property SubType 4 Family

Rare offering of this quintessential waterfront 4-unit columbia road property directly across from the beach! Turn key investment completely renovated throughout in 2021. Each unit is condo quality and equipt with beautiful wide plank hardwood flooring, chef's kitchen's featuring quartz countertops/sub-zero refrigerators, large bay windows overlooking the harbor, queen sized bedrooms, central air/heating throughout, in-unit laundry, modern bathrooms and back decks. The penthouse unit has an additional exclusive roof deck with amazing water views! Fully tenanted through 8/31/24. P&l statement provided upon request.

Listed by Jack Staley, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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357 K Street Boston MA 02127

South Boston, MA357 K Street, South Boston

Price$2,499,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73166271

  • MultiFamily
  • Bedrooms 7
  • Bathroom 2
  • Square Feet 3,066
  • Property SubType Multi Family

Eastside two family with massive yard located on coveted tree lined k street. Unit 1 offers a sprawling two bedroom with two kingsized bedrooms, large eat in kitchen with granite countertops and stainless steel appliances, and a generous living room. Owner’s unit is a bi-level five bedroom with a renovated stainless/granite kitchen and substantial living room with a front facing enclosed porch. Both units offer in unit laundry, hardwood floors, and one bathroom. Additional features include period detail including original moldings and marble mantels. This property sits on a 5,500 sq ft fenced corner lot offering exceptional green space. This premier south boston location is just two blocks to the beach.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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558 Dorchester Avenue Boston MA 02127

South Boston, MA558 Dorchester Avenue, South Boston

Price$2,499,000

MLS Number 73183512

  • CommercialSale
  • Neighborhood South Boston
  • Square Feet 3,334
  • Acreage 0.04
  • Zoning C

Rare opportunity to purchase 2,000 sq ft real estate along with a fully transferable 2 am liquor license! This actively operating bar contains a 99 person capacity, and includes full kitchen and full basement which offers excellent expansion and development potential, just waiting for its new developer to help redefine this south boston neighborhood. All equipment to be included in sale including but not limited to full kitchen, taps, and furniture. Situated on a corner lot in a high traffic location, directly across from the red-line t station and just minutes to all major highways. Additional features include air conditioning and a new tankless water heater.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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19 O Street Boston MA 02127

South Boston, MA19 O Street, South Boston

Price$1,975,000

Est. Mortgage: $/month

MLS Number 73184883

  • MultiFamily
  • Bedrooms 8
  • Bathroom 6
  • Square Feet 2,658
  • Property SubType 3 Family

Turnkey east side 3-family - fully renovated and tenanted through 8/31/24. All units are updated with hardwood floors, granite/ss eat-in kitchens and have outdoor space. Great opportunity for investors and/or owner occupants. Generating $11,135/month in rental income. Premier city point location just blocks to public transportation, highway access, parks/beaches, castle island, seaport district and all of southie's hottest new shops, bars and restaurants. P&l statement available upon request.

Listed by Jack Staley, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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774 East 4th Boston MA 02127

South Boston, MA774 East 4th, Unit 1, South Boston

Price$1,599,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73060491

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,941
  • Neighborhood South Boston

Monumental east side new construction with garage parking! This 1900 square foot unit offers open living floor plan including "thermador" custom kitchen, designated dining and large living area including gas fireplace and coffered ceilings. Hardwood floors, central air, in unit laundry, surround sound and exceptional ceiling height. Additional features include secluded landscaped patio, family room, and king-sized bedrooms. Discerning developer with impressive portfolio offering collaboration with buyers to customize.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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558-560 Dorchester Avenue Boston MA 02127

South Boston, MA558-560 Dorchester Avenue, South Boston

Price$1,499,000

MLS Number 73183619

  • Business Opportunities
  • Zoning 999
  • Neighborhood South Boston

Rare opportunity to purchase 2,000 sq ft real estate. This actively operating bar contains a 99 person capacity, and includes full kitchen and full basement which offers excellent expansion and development potential, just waiting for its new developer to help redefine this south boston neighborhood. All equipment to be included in sale including but not limited to full kitchen, taps, and furniture. Situated on a corner lot in a high traffic location, directly across from the red-line t station and just minutes to all major highways. Additional features include air conditioning and a new tankless water heater.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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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352 E 8th Street Boston MA 02127

South Boston, MA352 E 8th Street, South Boston

Price$1,300,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73175335

  • MultiFamily
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 1,636
  • Property SubType 3 Family

Quintessential turnkey east side 3-unit multi-family home just blocks to the beach! Updated brick brownstone featuring 3 one-bedroom apartments all renovated throughout. Each unit offers hardwood floors, fully applianced eat-in kitchens with quartz countertops and stainless steel appliances, queen sized bedrooms, modern bathrooms, in-unit laundry and central air conditioning. Fully tenanted through 8/31/24 with a montly rent roll of $7750. P&l statement available/attached. Conveniently located right on the "11" bus route and just blocks to parks/beaches, public transportation, highway access, seaport district and all of southie's hottest new shops, bars and restaurants.

Listed by Jack Staley, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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

435 E 3rd Street Boston MA 02127

South Boston, MA435 E 3rd Street, Unit 2, South Boston

Price$1,199,000

Est. Mortgage: $/month

MLS Number 73178199

  • Condo
  • Bedrooms 2
  • Bathroom 3
  • Square Feet 1,425
  • Neighborhood South Boston

Well appointed eastside 2 bedroom 2.5 bath with two deeded parking spaces! This classically renovated home offers open living concept including stainless/granite kitchen with 6 burner stove and large floating island, designated dining, and large living area with gas fireplace and custom built-ins. Kingsized primary with large walk in closet and marble bath including double vanity, glass enclosed shower and soaking tub. The king sized guest suite is perfectly situated off the foyer, offering seclusion and privacy and complete with stone and polished fittings. Additional features include central air, in unit laundry, gorgeous walnut hardwood floors, audio package, oversized windows with custom window treatments, and excellent storage. This unique upper duplex offers private entrance, deeded patio, a pet friendly policy and professional management.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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

44 Dorset Street Boston MA 02125

Dorchester, MA44 Dorset Street, Unit 2, Dorchester

Price$1,099,000

Est. Mortgage: $/month

MLS Number 73182834

  • Condo
  • Bedrooms 4
  • Bathroom 3
  • Square Feet 1,877
  • Neighborhood Dorchester

Introducing this 4 bedroom 3 bath townhome with parking in the heart of the polish triangle!Open living concept offers stainless steel/quartz kitchen including oversized island and breakfast bar. Large living room with gas fireplace and designated dining. King sized en suite with walk in closet and marble bath, offering double vanity and glass enclosed shower. Three king sized guest bedrooms and two guest stone/marble baths. Additional features include wide plank oak hardwood floors throughout, central air and in unit laundry. Additionally, this new condo conversion offers exceptional ceiling height, five exposures, skylights, excellent storage and two outdoor spaces including large deck adjacent to the living room and landscaped yard. * seller credit to buy this home at a 6.75% interest rate fixed for 30 years! Property must close bt 12/31. *

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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

2 Leeds Street Boston MA 02127

South Boston, MA2 Leeds Street, South Boston

Price$999,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73140020

  • Residential
  • Bedrooms 4
  • Bathroom 2
  • Square Feet 2,170

Rarely available free standing 4 bed single family home with large fenced in yard! This three story home offers 4 king sized bedrooms and two full bathrooms. Galley kitchen opens to full dining room and large living room. Additional features include hardwood floors throughout, full basement with excellent expansion potential, and laundry. Located on a quiet one way street just steps to public transportation.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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

42 Dorset Street Boston MA 02125

Dorchester, MA42 Dorset Street, Unit 1, Dorchester

Price$899,000

Est. Mortgage: $/month

MLS Number 73182846

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,005
  • Neighborhood Dorchester

Introducing this 3 bedroom 3 bath with parking in the heart of the polish triangle! Open living concept offers stainless steel/quartz kitchen including breakfast bar. Large living room with gas fireplace and designated dining. King sized en suite with walk in closet and marble bath, offering double vanity and glass enclosed shower. Two king sized guest bedrooms and two guest stone/marble baths. Additional features include a private entrance, second family room, wide plank oak hardwood floors throughout, central air and in unit laundry. Additionally, this new condo conversion offers exceptional ceiling height, three exposures, excellent storage, patio and landscaped yard. Seller credit to buy this home at a 6.75% interest rate fixed for 30 years! Property must close by 12/31.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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

289 W 2nd Street Boston MA 02127

South Boston, MA289 W 2nd Street, Unit 3, South Boston

Price$749,000

Est. Mortgage: $/month

Under Agreement

MLS Number 73168212

  • Condo
  • Bedrooms 2
  • Bathroom 1
  • Square Feet 730
  • Neighborhood South Boston

Offers due by tuesday 10/17 at 6 pm. West side 2 bedroom penthouse with deeded roofdeck and deeded parking for 2 large suvs! Open living concept offers transitional floor plan including stainless granite kitchen, living room with gas fireplace and designated dining. King-sized primary bedroom with walk in closet and guest bedroom offering city views. Additional features include stone bath with granite topped vanity, hardwood floors, central air and in unit laundry. Two outdoor spaces offer secluded deck and deeded roofdeck. This pet friendly unit offers storage, classic millwork and exposed brick throughout. Located on tree lined street with close proximity to all major highways, t-stop, the seaport district and all of the shops and restaurants of west broadway.

Listed by Joyce Lebedew, Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 7.03% last updated on Dec 7, 2023
* 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. (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.