South Boston Homes under $2 million

Welcome to South Boston, a vibrant and dynamic neighborhood nestled in the heart of Boston, Massachusetts. Known affectionately as "Southie," this area boasts a rich history and a unique blend of urban charm and coastal beauty. With its picturesque waterfront, historic brownstones, and modern developments, South Boston is a desirable destination for homebuyers seeking a lively community with plenty of character.

One of the most appealing aspects of South Boston is its diverse real estate market, particularly for those looking for homes under $2 million. Here, you can find a variety of options ranging from contemporary condos with stunning views of the Boston skyline to charming single-family homes that reflect the neighborhood's storied past. Many properties feature modern amenities while still maintaining the architectural charm that Southie is known for.

Residents of South Boston enjoy an array of local attractions, including beautiful parks, trendy restaurants, and vibrant nightlife. The nearby waterfront offers scenic walking paths and recreational opportunities, making it an ideal spot for outdoor enthusiasts. With easy access to public transportation and major highways, commuting to downtown Boston or beyond is a breeze.

In South Boston, you’ll find a close-knit community that prides itself on its rich heritage and welcoming atmosphere. Whether you’re a first-time homebuyer or looking to invest in a second property, South Boston offers a unique opportunity to be part of a neighborhood that beautifully balances the hustle and bustle of city life with the tranquility of coastal living. Explore your options today and discover the perfect home in this enchanting part of Boston!

Newest South Boston Homes under $2 million

$899,900

2 Beds ⋅ 2 Baths ⋅ 73586266 MLS

Welcome to 655 East Second Street, Unit 205—an exceptional 2-bedroom, 2-bath condominium offering approximately 1,066 square feet of spacious living in one of South Boston’s most desirable locations. This beautifully appointed home features an open and inviting layout with high ceilings, brazillian cherry floors and abundant natural light. The well-designed kitchen offers granite countertops, stainless steel appliances and ample cabinetry, opening seamlessly to the living and dining areas—perfect for everyday living and entertaining. The generous primary suite features a private bath with a spa-inspired walk-in shower, while the second full bath offers a relaxing tub. Additional highlights include central A/C, in-unit washer and dryer, deeded storage and covered heated garage parking. Ideally situated on South Boston’s East Side with convenient access to w. Broadway, Castle Island, the Seaport, public transportation and the neighborhood’s outstanding restaurants, shops and amenities. City living at its best with the space, comfort and parking you’ve been looking for.

653-659 E 2nd St Unit 205, Boston

Listing courtesy of Listing Agent: Lawrence Pennucci from Listing Office: Turn Key Realty.

$825,000

2 Beds ⋅ 3 Baths ⋅ 73586189 MLS

South Boston with DEEDED Off-Street PARKING....YES, PARKING! This Duplex Layout is a FIRST & SECOND Floor Layout with a Private Entry, just like a Single-Family. New Construction in 2008, 1100-Square-Foot Condo offers 2 Spacious Bedrooms & 2.5 Bathrooms. The Chef's Kitchen is the Heart of the Layout with New Quartz Countertops, Stainless-Steel Appliances, Gas Cooking with Venting. Chic White Cabinets & Large Breakfast Bar, opens into a Bright Open Layout — PERFECT for Entertaining! Wide-plank Hardwood Floors and a half bath. Head upstairs to both Bedrooms, each with a full bathroom. The Primary Suite is a true retreat, complete with a modern vanity and a spa-like shower. Central A/C keeps things comfortable through Boston summers & In-Unit Washer/Dryer. The BONUS Oversized basement that keeps storage organized. Short distance from the Andrew Square Red Line for an easy commute downtown, minutes from Carson Beach and the Harbor Walk, Park City, Cannonball Cafe, New Gyms & New Restaurants. Easy access to I-90/I-93, downtown Boston & South Bay shopping center.

550 Dorchester Ave Unit 550, Boston

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

$1,699,000

6 Beds ⋅ 4 Baths ⋅ 73586069 MLS

Highly sought after East Broadway location. Great multi family development opportunity, sold as is.

570 E Broadway, Boston

Listing courtesy of Listing Agent: Lanie Donlan from Listing Office: Real Mont RE.

$775,000

2 Beds ⋅ 2 Baths ⋅ 73586062 MLS

Desirable Thomas Park location! 2 bed, 1.5 bath town home within walking distance to the beach. Sun drenched unit with hardwood flooring thru out, back deck and electric fireplace. Attached private garage with access into the unit, along with additional washer/dryer room and storage. Easy to show.

50 Gates St Unit 1, Boston

Listing courtesy of Listing Agent: Lanie Donlan from Listing Office: Real Mont RE.

$1,198,900

3 Beds ⋅ 2 Baths ⋅ 73585827 MLS ⋅ ['17 Vinton Street Condominium'] BLDG.

This exceptional top-floor, floor-through penthouse offers just under 1,900 square feet of beautifully designed living space, an exceptional floor plan, four exposures, and breathtaking water views. The thoughtfully designed layout offers a wonderful balance of private bedroom spaces and expansive areas for everyday living and entertaining, with abundant natural light throughout. The spacious primary suite provides a peaceful retreat, with oversized windows, a generous walk-in closet, and a luxurious marble-finished bathroom featuring a double vanity, dual shower heads, and body sprays. Two additional well-appointed bedrooms are located across the hall, along with a full guest bathroom complete with a tub and linen closet. At the heart of the home, the open-concept living, dining, and kitchen area creates an inviting space for both relaxed everyday living and entertaining. The chef’s kitchen is equipped with professional-grade appliances, gas cooking, quartz countertops, shaker-style cabinetry, and a vented hood. A dedicated dining area comfortably accommodates a full-size table, while a convenient dry bar with beverage center adds an extra touch of functionality for entertaining. Thoughtful storage is a standout feature throughout the home, including a large utility closet and a walk-in pantry, providing ample space to keep everything organized and out of sight. A full-size washer and dryer add to the home’s everyday convenience. Filled with natural light from four exposures, the expansive living room is centered around a gas fireplace and opens directly to an impressive 375-square-foot private roof deck. With spectacular water views and generous outdoor space, the roof deck provides an exceptional extension of the living area and an ideal setting for relaxing, dining, or entertaining. A deeded space in the heated garage completes this exceptional offering.

17 Vinton Street Unit 5, Boston

Listing courtesy of Listing Agent: James Brasco from Listing Office: William Raveis R.E. & Home Services.

$1,800,000

14 Beds ⋅ 5 Baths ⋅ 73585554 MLS

80 Dorchester Street contains fourteen (14) SRO units with five (5) bathrooms with 2,690 square feet of gross living area in 3,458 square feet of gross area on a 0.03-acre parcel. 80 DOT, which is currently being operated as a boutique hotel, comes with a lodging house license and will be delivered vacant on acquisition. The incoming buyer will have the strategic opportunity to operate the asset to their discretion, either continue the operations as a boutique hotel or a lodging house. The Property is turn-key and has been well-maintained. 80 DOT has received comprehensive renovations under current ownership, which includes new windows, siding, boiler as well as a new kitchen with granite countertops, common areas and bathrooms. Additionally, the Property features an on-site laundry facility for tenants. The Landlord is responsible for paying all utilities at the Property, including gas powered heat & hot water, centrally metered electric, and city water & sewer. 80 DOT is exceptionally well-positioned just off the intersection of Dorchester Street, East Broadway and West Broadway. This location offers strong access to the neighborhood’s numerous dining, retail, and small business locations in a highly walkable area.

80 Dorchester St, Boston

Listing courtesy of Listing Agent: Kelleher - Pentore Team from Listing Office: Horvath & Tremblay.

$769,000

2 Beds ⋅ 2 Baths ⋅ 73585257 MLS

East Side living at its best. Ideally situated a block from East Broadway, this beautifully renovated two-bedroom penthouse duplex combines an airy, open layout with the rare bonus of a private roof deck. Step inside to a spacious, front-facing living room where soaring ceilings, beautiful hardwood floors, and oversized windows fill the space with natural light. The open kitchen is designed for both everyday living and entertaining, featuring a large center island with breakfast bar seating, gas cooking, and abundant counter and cabinet space. A conveniently placed half bath completes the main level. Upstairs, two generously sized bedrooms offer excellent closet space, along with a stylish full bath featuring a large tiled shower. Central air conditioning and in-unit laundry provide all the modern comforts you’re looking for. Renovated in 2017 and part of an intimate two-unit association, this home is tucked away on a quiet street while keeping everything that makes South Boston so desirable within easy reach. Spend summer days at the beach, grab coffee or dinner along East Broadway, head into the Seaport, or take advantage of nearby public transportation. And when you’re ready to unwind, escape to your own private roof deck and enjoy the best of city living from home.

466 E 3rd St Unit 2, Boston

Listing courtesy of Listing Agent: Arianna Brown from Listing Office: Compass.

$1,325,000

3 Beds ⋅ 3 Baths ⋅ 73585044 MLS

Own your own brownstone on a dead-end street right off of K St close to everything South Boston Has to offer! This home is in wonderful condition and is ready for its next owner in turnkey condition. The open concept layout invites entertaining with a completely open living/ding/kitchen on the main level opening out to a surprisingly private back deck/patio. This home is tastefully finished from top to bottom with a modern yet classic chef's kitchen, stylish moldings and hardware, warm hardwood floors and Bathrooms that impress while keeping with the home's historic past. The finished basement affords a second living room as well as a flex space for storage, a work-out zone or a second office. The top floor primary suite has another flex space for another office as well. This one will not last at this very competitive price in one of Southie's most coveted locations. Perfect location between the shops of E. Broadway and the beach offers peace when you want it and action when you do too! Come take a look first open house Sunday 11:30-1:30.

14 Beckler Ave, Boston

Listing courtesy of Listing Agent: Dom Lange from Listing Office: Gibson Sotheby's International Realty.

$1,275,000

5 Beds ⋅ 3 Baths ⋅ 73584840 MLS

Rarely available two-family on South Boston's East Side, steps from East Broadway and M Street Beach. Unit 1 is a 1-bed, 1-bath with a finished lower level that offers real potential for the next owner, including a full walkout to the street, a rear patio, and full-size laundry. Two heat sources: gas hot-water baseboard and ductless mini-splits. Currently under-rented at $2,450 to a long-term tenant-at-will. Unit 2 is a 4-bed, 1.5-bath duplex, updated throughout with a modern kitchen, in-unit laundry, a heated floor in the main bath, and a private rear deck. Same two heat sources, plus Andersen windows and doors. Leased to three tenants through August 31, 2027 at $4,475. Value-add potential to grow the rent roll as-is or with minor renovations.

119 M Street, Boston

Listing courtesy of Listing Agent: GPG Team from Listing Office: Grove Property Group.

$699,000

2 Beds ⋅ 1 Baths ⋅ 73584359 MLS ⋅ ['134-136 W 9th Street Condo Association'] BLDG.

This top floor 2 bed / 1 bath West Side condo checks all the boxes. The open kitchen and living area has a functional layout with room to entertain. The kitchen features white cabinetry, granite countertops, a gas range, and a large center island, with the refrigerator, oven, and garbage disposal all replaced within the last three years. Both well appointed bedrooms can easily fit queen size beds, making the second bedroom just as practical for guests, a roommate, or a home office. Hardwood floors run throughout, and the unit also has in-unit laundry plus a new central A/C system installed in 2025. Outside, you get two private spaces to enjoy, a private deck and a private roof deck giving you great options for relaxing or entertaining in the warmer months. A deeded private garage parking space and as a deeded storage unit add even more convenience. The condo is located close to multiple bus lines, the red line, neighborhood restaurants, shops, and everything South Boston has to offer. With continued investment and redevelopment along the Old Colony Avenue corridor, there is also a lot of momentum in the surrounding area and fantastic potential for growth.

134-136 W 9th St Unit 7, Boston

Listing courtesy of Listing Agent: Carlisle Group from Listing Office: Compass.

$1,799,000

4 Beds ⋅ 4 Baths ⋅ 73584170 MLS

Experience elevated new construction living in this expansive 2,800 sq ft townhome, thoughtfully designed with exceptional space, style, and flexibility. This impressive residence features 2 garage parking spaces and a flexible floor plan with 3 bedrooms, 2 separate living areas, and the option to easily create a spacious 4th bedroom. At the heart of the home, the show-stopping chef’s kitchen showcases imported Italian Scavolini cabinetry, quartz countertops, a dramatic full-height quartz backsplash, and a walk-in pantry. The main level is designed for effortless entertaining with expansive open-concept living and dining spaces plus a stylish powder room. Upstairs, a generous queen-sized bedroom, full bath, and additional family room—or 4th bedroom—provide incredible flexibility. The top floor features a beautiful primary suite plus an additional en-suite bedroom. Custom closets and hardwood flooring throughout add warmth and sophistication. An oversized roof deck with full stair access, a gas line for grilling, and treetop views completes this exceptional home. A rare opportunity for luxury new construction living!

209 Tudor Street Unit 3, Boston

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.

$1,075,000

2 Beds ⋅ 2 Baths ⋅ 73583999 MLS ⋅ ['The Trolley House'] BLDG.

Perched atop the boutique, 24-unit Trolley House, Penthouse 17 offers a rare blend of architectural character and expansive volume. Spanning 1,471 square feet, this residence has been thoughtfully reimagined from its original two-bedroom layout into a sophisticated, loft-like sanctuary. The space is defined by an effortless, airy flow and soaring walls of windows that bathe every corner in natural light. While currently curated for open-concept living, the floor plan remains flexible and can easily be transitioned back to a two-bedroom configuration to suit your needs. The heart of the home is anchored by a striking wood-clad feature wall, which houses a cozy fireplace and serves as a stylish partition between the sleek kitchen and the living area. A dedicated dining area provides a proper setting for hosting, while the oversized foyer and generous coat closet offer the kind of storage and furniture space rarely found in urban dwellings. The primary suite is a true retreat, featuring an integrated office annex for seamless remote work and a private ensuite bathroom. A second full bathroom serves the main living area, ensuring convenience for guests and residents alike.Modern comfort is a priority here, with the addition of central AC providing effortless climate control throughout the seasons. Beyond the interior, this penthouse includes coveted roof rights, offering the potential to create a private outdoor oasis. The property also boasts an exceptional parking arrangement with three garage spaces. Two of these spaces are fully enclosed, providing a versatile footprint for a private gym, a creative studio, or workshop.Conveniently located, the Trolley House offers effortless access to the best of the city. The vibrant dining scenes of the South End and Seaport, local entertainment, the beach, and major highway routes are all nearby. This is a singular opportunity to own a home that balances a chic aesthetics with unparalleled utility and a premier location.

337 W 2nd St Unit 17, Boston

Listing courtesy of Listing Agent: Dana Schaefer from Listing Office: Compass.

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