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South Boston Real Estate

A stone’s throw from downtown sits South Boston, Boston’s famed “Irish Quarter.”  Known to locals as “Southie,” South Boston is perhaps best known to outsiders for its cameos in the popular films Good Will Hunting, The Departed and Black Mass as well as for its legendary Saint Patrick’s Day Parade.  South Boston is a peninsula, surrounded on three sides by water with Fort Independence on Castle Island, a military installation dating back to the Revolutionary War era, as the centerpiece overlooking the Boston Harbor.  Rapid development over the last 15-20 years has contributed to what is now a melting pot of old and new, where ornate single-family brownstones mix in with traditional three-family homes and shiny modern condos.

Among generations of Southie originals still residing in the neighborhood are young professionals and new families attracted to the neighborhood for its wealth of green space, convenience to downtown and a multitude of community services and recreational opportunities.  Residents in South Boston enjoy miles of waterfront walking and biking paths, open park space and family-friendly beaches.  South Boston’s Fort Point section remains a lively artist community within unique factory-turned artist loft spaces where “open studios” are frequently held allowing artists to showcase their craft.

An abundance of independent retail stores and restaurants dot the neighborhood including Lincoln, Amrheins and Local149, as Southie’s residents have worked tirelessly to preserve the small-town feel and support their neighbors’ livelihoods.  South Boston is truly a place for singles and families seeking city convenience with a suburban feel and a close-knit sense of community.

Be sure to Contact us at Mariano Smith & Co if you are considering a purchase in South Boston or would simply like more information on an investment in the area.

330-c Street Boston MA 02127

Boston, MA330-c Street, South Boston

Price$6,500,000

Est. Mortgage: $/month

MLS Number 73362711

  • Land
  • Acreage 0.19
  • Neighborhood South Boston

Introducing 330 C Street, the chance to make your mark on Boston's thriving hospitality market. This property has full approval to build a brand new six-story 72-room Boutique Hotel featuring a ground-floor restaurant. 330 C Street is located right across the street from the Boston Convention and Exhibition Center (BCEC), featuring over 500,000 SF of exhibit space which welcomes over 316,000 attendees per year. In addition to the lobby bar, this hotel also features a rooftop terrace, giving guests panoramic views of the neighborhood and the skyline. The site is located at the intersection of the burgeoning Seaport, Fort Point and South Boston neighborhoods, conveniently located for convention attendees, business travelers, tourists and staycationers alike.

Listed by Dave DiGregorio and Massis Khoumjian of Coldwell Banker Realty - Waltham

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Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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170 W Broadway Boston MA 02127

MLS Number 73315852

  • CommercialSale
  • Neighborhood South Boston

Single tenant net leased restaurant condominium occupied by Bar Volpe since 2021.

Listed by Whitney Gallivan of Boston Realty Advisors

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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 East Third Street Boston MA 02127

MLS Number 73343538

  • CommercialSale
  • Neighborhood South Boston
  • Acreage 0.06
  • Zoning AA

428 East Third Street presents a unique opportunity for investors seeking a high-demand rental property in one of Boston's most sought-after submarkets. The property is priced competitively with a strong potential for rental appreciation. Its excellent occupancy rate and market growth trends make it an attractive option for both short- and long-term investment strategies.

Listed by Michael Webster, Declan O'Toole, Port City Group and Owen Spence of SelectRE Boston

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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 A Street Boston MA 02127

MLS Number 73332170

  • CommercialSale
  • Neighborhood South Boston
  • Square Feet 4,545
  • Acreage 0.02
  • Zoning 999

Discover unparalleled business opportunities in this 4,500 square foot office space in a newly constructed building featuring unique and expansive open spaces with exceptional accessibility and deeded garage parking! This pristine commercial space includes polished concrete floors, gas fireplace and floor to ceiling windows. This property stands out not just for its sleek architecture but also for its prime location. Adjacent to the redline, and just a few blocks to the vibrant South End, Ink Block area as well as the Seaport. Centrally located to maximize your business's exposure.

Listed by Joyce Lebedew of Joyce Lebedew Real Estate

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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493-495 E 7th Street Boston MA 02127

MLS Number 73094948

  • MultiFamily
  • Bedrooms 9
  • Bathroom 8
  • Square Feet 5,668
  • Property SubType 5-9 Family

Rarely available, fully occupied, semi-attached, turnkey six-family with three sides of exposure! This spacious multi-family offers 4 one bedroom, one bathroom units occupying the second and third floors, as well as a first and garden level two bedroom, two bathroom duplex, and a three bedroom, two bathroom first and garden level duplex. Current rents are well below market value and easy to increase with little to no capital improvements, making $200,000+ gross rent per year achievable. Set in an ideal South Boston location - only two blocks to the beach, four blocks to bustling E. Broadway where there is something for everyone - restaurants, coffee shops, bars and grocery store. Close to major bus lines and public transit - this is an investor's dream, attracting a steady stream of quality tenants in a red hot rental market. Brand new back decks and 2nd means of egress!

Listed by Aranson Maguire Group and Matthew Aranson of Compass

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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933 E Broadway Boston MA 02127

Boston, MA933 E Broadway, South Boston

Price$2,995,000

Est. Mortgage: $/month

MLS Number 73350904

  • MultiFamily
  • Bedrooms 12
  • Bathroom 6
  • Square Feet 5,400
  • Property SubType 3 Family

The 3 Decker of ALL 3 Decker's. 933 E Broadway has a Rare Combination for a multi family and that is OCEAN & CITY VIEWS. This gem is located in Southies best address Upper Broadway by Farragut Road. The units are 4 bedrooms with 2 baths each. Adding to this incredible investment this property is now zoning approved for a 4th unit. This distinguished property towers above its counterparts in both size and character. It is one of South Boston's largest 3 Decker's. This is a generational opportunity for a Top 5 Triple Decker (now 4 units) in South Boston.

Listed by Jim Fitzgerald of RE/MAX Realty Plus

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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397-403 Dorchester Street Boston MA 02127

MLS Number 73354548

  • MultiFamily
  • Bedrooms 10
  • Bathroom 8
  • Square Feet 6,375
  • Property SubType 5-9 Family

Spectacular mixed-use building in the very heart of South Boston's Andrew Square. This turnkey property contains four residential apartments and two separate ground-level commercial spaces. The apartments consist of two three-bedroom units and two two-bedroom units, all of which are currently leased. The two commercial spaces are also leased to longtime tenants. Nearly every inch of this building, both inside and out, has been updated over the past five to ten years. Directly across the street from the Andrew Sq Station, this property provides opportunities for both current income and future possibilities.

Listed by Benjamin Virga and Sheila Traphagen of Bridgestone Properties,LLC

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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397-403 Dorchester Street Boston MA 02127

MLS Number 73354551

  • CommercialSale
  • Acreage 0.06
  • Zoning mixed use

Spectacular mixed-use building in the very heart of South Boston's Andrew Square. This turnkey property contains four residential apartments and two separate ground-level commercial spaces. The apartments consist of two three-bedroom units and two two-bedroom units, all of which are currently leased. The two commercial spaces are also leased to longtime tenants. Nearly every inch of this building, both inside and out, has been updated over the past five to ten years. Directly across the street from the Andrew Sq Station, this property provides opportunities for both current income and future possibilities.

Listed by Benjamin Virga and Sheila Traphagen of Bridgestone Properties,LLC

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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832 E Third Boston MA 02127

MLS Number 73336621

  • Condo
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 3,025
  • Neighborhood South Boston

Experience refined living in this expertly crafted 4-bedroom, 4.5-bathroom home where every detail exudes luxury. Designed by a master finish carpenter, this home features exquisite custom millwork that elevates each room. The expansive layout includes a family room, gym, and office, all impeccably finished with the highest level of craftsmanship. The gourmet kitchen boasts Thermador appliances, a wine fridge, and lush, custom cabinetry that blends elegance with functionality. Relax by the stately fireplace or step out to your private backyard oasis, complete with a deck and patio, perfect for alfresco dining or quiet retreats. Every corner of this home speaks to the highest quality finishes, from gleaming hardwood floors to the intricate details in the millwork. With a garage and additional parking space, you'll have both convenience and beauty. Located moments from Castle Island, Pleasure Bay, and Seaport, this is your sanctuary in the city. Schedule your private tour today!

Listed by The Dylan Costello Team, Dylan Costello and Farah Fakih of Coldwell Banker Realty - Boston

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$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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37 Farragut Road Boston MA 02127
Price Changed

MLS Number 73341303

  • Condo
  • Bedrooms 3
  • Bathroom 3
  • Square Feet 2,400
  • Neighborhood South Boston

Introducing a rare and extraordinary offering at 37 Farragut Rd - an exclusive penthouse unit across from Pleasure Bay, anchored by two garage parking spaces and over 1000 sq. ft. of outdoor terrace. This expansive outdoor space seamlessly merges with the custom-crafted interior living space, offering stunning views that will inspire you. With direct elevator access, this stunning floor-through home was designed for sophistication and comfort. Exquisite details include European oak flooring, fully custom inset cabinetry, integrated appliances, a commanding three-sided gas fireplace, stunning bathrooms with radiant heat, and two unparalleled outdoor terraces adjoining the living room and primary suite. Other details & amenities include in-unit laundry, in-unit storage, and roof rights to add another deck to the upper roof with a walk-up access. Folks, it doesn't get better than this!

Listed by Jackie Rooney Team, Jack Rooney and Jackie Rooney of Rooney Real Estate,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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17 O Street Boston MA 02127

Boston, MA17 O Street, South Boston

Price$2,390,000

Est. Mortgage: $/month

MLS Number 73364538

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

Exceptional investment opportunity in the heart of South Boston! This newly updated 3-family property generates $10,900 in monthly rental income across three spacious units. Each unit features a modern layout with beautiful hardwood flooring, sunlit living rooms with bay windows and ceiling fans, kitchens with granite tops, custom cabinetry and stainless steel appliances, large bedrooms, and full bathrooms with decorative tile finishes. In-building laundry adds convenience and an additional revenue source. Prime location offers easy access to the Red Line, grocery stores, restaurants, bars, the beach, parks, and the thriving Seaport District. A strong income-producing asset in a high-demand rental market-don't miss this rare find!

Listed by Rose Hall, Key Kuen Ho and Zhiying Zhu of Blue Ocean Realty,LLC

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$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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520 E Broadway Boston MA 02127

MLS Number 73238097

  • Condo
  • Bedrooms 4
  • Bathroom 5
  • Square Feet 2,958
  • Neighborhood South Boston

Custom commissioned property presents an open floor plan with commanding city views through floor to ceiling glass windows. Prestigious top floor 3,000 square foot east side condo with three deeded parking spots and two deeded decks. Tastefully designed kitchen perfect for the cooking enthusiast, includes "thermador" appliances, 10 foot island, quartz counters, and designated dining area. Additional features include unrivaled square footage, king sized bedrooms, pristine baths with polished fixtures and glass enclosed shower and soaking tub, hardwood floors, central air, in unit laundry, impeccable millwork, oversized windows and exceptional ceiling height.

Listed by Joyce Lebedew of Joyce Lebedew Real Estate

$
$
%
$/month over payments
Federal 30-year interest rate: 6.81% last updated on Apr 24, 2025
* 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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