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91 N Street, Boston
$2,299,000
3 Beds ⋅ 4 Baths ⋅ 73587979 MLS
Lot 4 at 91 N Street, identified here for the first time as one of four Second Empire homes constructed by master carpenter Samuel HL Pierce at Independence Square in 1872. A glorious family home consisting of nine rooms, three bedrooms and an office, two full baths, and two half baths. Stately and magnificent, this house features original restored plaster moldings on the main floor living area, a grand custom bookcase by Michael Jones of Milton, two zone high velocity central air, a Vermont Green slate mansard roof, main bath finished in marble with Restoration Hardware appointments, vestibule with two sets of double doors, finished lower level with media room, bluestone patio, and one car garage parking. Park life at City Point, children are playing, church bells are ringing, buses to take you anywhere in the City, friendly neighbors, and young professionals with a swagger. Rare listing that rivals or surpasses anything in Charlestown, Beacon Hill, or the South End in its class.

91 N Street, Boston

Listing courtesy of Listing Agent: Perry DiNatale from Listing Office: Perry DiNatale Realty.
14 Beckler Ave, Boston
$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.
555 E Broadway, Boston
$2,699,000
3 Beds ⋅ 4 Baths ⋅ 73582898 MLS
MASTERFULLY REIMAGINED HISTORIC BROWNSTONE OFFERING PRIVATE GARAGE FOR TWO CARS WITH DIRECT ACCESS TO HOME! THIS UNMATCHED NEW CONSTRUCTION HOME SPANS OVER 3100 SQUARE FEET DELIVERING CUSTOM COMMISSIONED FINISHES THROUGHOUT. SEAMLESS OPEN LIVING CONCEPT OFFERS TIMELESS FEATURES INCLUDING SUB ZERO KITCHEN EQUIPPED WITH TWO LARGE ISLANDS, MATTE CABINETRY, STONE COUNTER TOPS AND POLISHED FITTINGS. DESIGNATED FULL DINING AND LARGE LIVING ROOM WITH WALL OF GLASS EXTENDS TO PRIVATE DECK. UPPER LEVELS ARE DEDICATED TO PRIVACY DELIVERING 3 KING SIZE EN-SUITES. MASSIVE PRIMARY WITH TWO BOUTIQUE WALK-IN CLOSETS AND OVERSIZED BATH WITH SOAKING TUB, STEAM SHOWER, HEATED FLOORS AND TOWEL WARMER! ADDITIONAL FEATURES INCLUDE MUD ROOM, LAUNDRY ROOM, WIDE PLANK HARDWOOD FLOORS, CENTRAL AIR, IMPECCABLE MILLWORK, AUDIO PACKAGE AND A FULLY CRESTRON-INTEGRATED SMART HOME SYSTEM AND BESPOKE LIGHTING THROUGHOUT INCLUDING REFINED SQUARE RECESSED LIGHTING! ADDITIONAL PARKING AVAILABLE FOR PURCHASE.

555 E Broadway, Boston

Listing courtesy of Listing Agent: Joyce Lebedew from Listing Office: Joyce Lebedew Real Estate.
255 W Third, Boston
$2,375,000
4 Beds ⋅ 4 Baths ⋅ 73581366 MLS
One year young and in a class of its own, this stunning South Boston townhome greets you with designer finishes at every turn. Marble foyer entry with coat & shoe closet leads you to the entertaining level; chef’s kitchen with superior inset custom cabinetry featuring the interior organization you dream of; Subzero and Wolf integrated appliances, Statuario Vagli marble countertops and backsplash & island with seating for four. Adjacent pantry and bar nook with Subzero wine fridge. Space for full formal dining and living room with fireplace and gorgeous built-in. Exquisite powder room with Calacatta Viola sink. All this and herringbone hardwood floors and custom railings with matching baby/pet gate. Second level features a primary suite with enviable walk-in closet and spa-like primary bath with Carrara marble, Robern medicine cabinets and soaking tub - front facing 2nd bedroom perfect for office or nursery. Upper level features two additional bedrooms, both with ensuite baths. Glorious private roof deck with panoramic cityscape views. Restoration Hardware lighting and custom window treatments throughout. Private, deeded dog run and direct access to private garage parking and parking for an additional TWO cars. All in the center of South Boston, minutes to South Boston’s best dining, Seaport, MBTA and freeways.

255 W Third, Boston

Listing courtesy of Listing Agent: Kyle Kaagan Team from Listing Office: Gibson Sotheby's International Realty.
61 Baxter St. Unit 61, Boston
$929,000
3 Beds ⋅ 3 Baths ⋅ 73579496 MLS
Spacious tri-level 2-3 bedroom, 2.5 bathroom townhouse featuring a modern, open-concept layout ideal for entertaining. The main level offers a generous living, dining, and kitchen area with hardwood floors, cathedral-style ceilings, skylights, and abundant natural light. The oversized kitchen includes a stove, refrigerator, microwave, dishwasher, and casual breakfast bar. Upstairs, you'll find spacious bedrooms with ample closet space. Lower level can be used as a 3rd bedroom, family room or an in-law apartment with separate entrance. Enjoy excellent outdoor living with a large back deck and private patio. Additional features include: In-unit laundry, Gas fireplace, Central air conditioning, Ceiling fans, Hardwood floors, Skylights throughout and Generous storage. New hot water tank, new AC compressor 2022, freshly painted throughout. Conveniently located to public transport, T accessible within minutes. Easy access to a wide variety of trendy restaurants and boutiques. Castle Island and beach access all within walking distance. An absolute GEM

61 Baxter St. Unit 61, Boston

Listing courtesy of Listing Agent: Lynn Hollenbeck from Listing Office: Seaport Realty Group.
209 Tudor Street, Boston
$1,799,000
4 Beds ⋅ 4 Baths ⋅ 73579167 MLS
Spanning over 2800 sf this newly constructed residence offers exceptional space, luxury finishes and a versatile floor plan. Featuring 2 garage parking spaces, the home includes 3 bedrooms plus 2 separate living areas, with the flexibility to create a 4th bedroom if desired. The chef’s kitchen is the centerpiece of the home, showcasing imported Italian Scavolini cabinetry, quartz countertops, a full-height quartz backsplash and a pantry. The open-concept main level is designed for entertaining, offering expansive living and dining spaces along with a stylish powder room. The second level features a spacious bedroom, full bath, and additional family room, while the top floor offers a luxurious primary suite and a second en-suite bedroom. Custom closets and hardwood flooring enhance both style and functionality. An oversized private roof deck with full stair access, gas line and treetop views creates the perfect outdoor retreat. A rare new construction opportunity in South Boston!

209 Tudor Street, Boston

Listing courtesy of Listing Agent: The Quirk Group from Listing Office: Coldwell Banker Realty - Boston.
372 Silver St, Boston
$1,199,000
3 Beds ⋅ 2 Baths ⋅ 73575515 MLS
** ASK ABOUT BUYER INCENTIVES!!! ** Highly desirable renovated attached single w/authentic on quiet street in the heart of Southie. ** NO CONDO FEE & LOW TAXES!! ** This 3-bed, 2-bath home delivers timeless character—soaring ceilings, new & refinished hardwoods, & a striking exposed brick wall framing the foyer & stairway - alongside polished modern updates. The kitchen features gas cooking & stainless steel appliances; renovated bathrooms are crisp & contemporary. 2nd-floor skylights flood the hallway w/ natural light, & the spacious primary bedroom features a walk-in closet. Stay comfortable year-round w/high-efficiency hydro-air heat & central A/C. Lower level - ideal for a gym, studio, or hobby space. Private enclosed patio perfect for quiet mornings or alfresco evenings. Parking is 3rd party rental spot. Easy parking. Move-in ready & refreshingly one-of-a-kind, this Southie gem is close to the beach, local restaurants, & neighborhood shops! *** Open House Sunday 11-1pm ***

372 Silver St, Boston

Listing courtesy of Listing Agent: Michael P. Hughes from Listing Office: eXp Realty LLC.
2 Leeds Street, Boston
$1,899,000
3 Beds ⋅ 4 Baths ⋅ 73576220 MLS
Welcome to 2 Leeds - A fully reimagined detached single-family in the heart of South Boston. Renovated down to the studs in 2025 and curated with an uncompromising eye for detail, this 3 bedroom, 4 bath home offers 2,100+ square feet of meticulously designed living space across four levels, complete with a private fenced backyard and two adjacent parking spaces with EV charging.The open-concept main floor welcomes you with natural light pouring through black-framed windows onto rich blonde hardwood floors. The gourmet kitchen impresses with two-toned cabinetry, quartz beveled-edge counters, a farmhouse sink, gas cooking, GE Café appliance suite, and a generous coffee bar with accent lighting and extra storage. A mudroom off the kitchen leads directly to the backyard and a half bath rounds out this floor. The entire second level is devoted to a primary suite sanctuary, featuring vaulted ceilings, a bright walk-in closet with custom built-ins, vanity nook, laundry, and spa-like bath with dual sinks, an oversized glass shower, towel warmer, and gold accents throughout. Two additional bedrooms on the third floor showcase vaulted ceilings and wood beam accents, serviced by a second full bath with skylights and ample storage. The finished lower level offers flexible space plus a second half bath — ideal for a home gym, office, or media room — plus multiple closets, wet bar area and second laundry hookup. Outside, the fenced backyard is a private retreat, thoughtfully landscaped with turf and pavers, lighting, and anchored by a spacious brick patio with a fire pit, perfect for entertaining or dining al fresco. A large storage shed adds flexibility for a workshop, bike storage, and more, while two tandem off-street parking spaces with personal EV charging complete the package. Set in one of Southie's hottest neighborhoods, this home is moments from PickleBos, Park City Southie, and the Red Line for an effortless commute. Seaport is 9 minutes away and nearby, Joe Moakley Park delivers baseball, softball, and little league fields, soccer, basketball, tennis, and pickleball courts, a track, and playgrounds. Moments to Carson Beach and M Street Beach with wide sidewalks leading to Castle Island. 2 Leeds is an address built around how you live — active days, easy commutes, and the best of Boston, all within reach.

2 Leeds Street, Boston

Listing courtesy of Listing Agent: The Collective from Listing Office: Compass.
519 E 5th Street, Boston
$1,225,000
4 Beds ⋅ 3 Baths ⋅ 73574229 MLS
Welcome to this beautifully updated single-family home in the heart of South Boston, offering the space, flexibility, and location buyers are looking for. With 4 bedrooms, 2.5 bathrooms, and a walk-out basement ready to be finished, this townhouse-style home offers plenty of room to live, work, relax, and entertain. The main level features soaring ceilings, a spacious living room, and a bright, updated eat-in kitchen with a center island and stainless steel appliances. Just off the kitchen, the rear deck provides the perfect spot for morning coffee, summer dinners, or gathering with friends. Upstairs, the second floor offers two generously sized bedrooms, an updated full bathroom, and a dedicated laundry area for added convenience. The third floor includes two additional bedrooms, a fully updated full bathroom, and a separate half bath. Beautiful hardwood floors run throughout the home, adding warmth and character to the space. The walk-out basement offers an exciting opportunity to create even more living space, a home office, gym, playroom, or whatever best fits your needs. Newer furnace Enjoy all that South Boston has to offer, with the beach, public parks, Castle Island, and public transportation just blocks away. The Seaport, Logan Airport, and major highways including I-90 and I-93 are also easily accessible. A wonderful opportunity to own a spacious, updated single-family home in one of Boston’s most vibrant and sought-after neighborhoods.

519 E 5th Street, Boston

Listing courtesy of Listing Agent: Mary Kelly from Listing Office: Century 21 Property Central Inc..
401 W 4th St, Boston
$1,149,000
5 Beds ⋅ 5 Baths ⋅ 73563435 MLS
Amazing opportunity to develop a single family to a 4 floor two family with approved plans included in the sale. The building currently features 3 floors of living space, 4 bedrooms, and a partially finished walk out basement delivered vacant. The plans have both units being coveted duplexes with generous square footage and the ability to extend the living area even further by maximizing the by right FAR of 2.0. Buyer has the ability to flip as condos or hold for great rental returns.

401 W 4th St, Boston

Listing courtesy of Listing Agent: Calder Billings from Listing Office: Keller Williams Realty.
30 Jenkins St, Boston
$1,049,900
4 Beds ⋅ 2 Baths ⋅ 73561847 MLS
Great Opportunity for Investor/Developer ! Turnkey 4 bedroom, 2 full bath Single Family offering glistening hardwood floors, high ceilings, large rooms, 3 floors of living, massive deck with private fenced in yard. Tenants pay $6300 per month until August 31, 2027, potential development site with parking.

30 Jenkins St, Boston

Listing courtesy of Listing Agent: MT Fox from Listing Office: MT Fox Real Estate, Inc..
1 Bay View Place, Boston
$949,000
4 Beds ⋅ 2 Baths ⋅ 73560917 MLS
Welcome to 1 Bay View Place! A charming Single Family home tucked away on a quiet private way steps to the beach. This classic residence consists 1400+ SF with 4BR's, 2 Full BAs and available parking. Located steps to the beach, parks and neighborhood restaurants this home offers the best of city living while maintaining the charm of a peaceful residential enclave. Generous living and dining rooms offer an abundance of natural light and gleaming HW floors. Full eat in kitchen walks out onto your private yard and garden area. Upper level consists of 4 BR's and a 2nd full BA. Rarely does a Single family home become available in this location. Whether you are looking to preserve its timeless charm or renovate to suit your style this property presents EXTREME potential. Buyers to perform all due diligence, home sale "AS IS"

1 Bay View Place, Boston

Listing courtesy of Listing Agent: Lynn Hollenbeck from Listing Office: Seaport Realty Group.
1674 Columbia, Boston
$3,097,000
5 Beds ⋅ 4 Baths ⋅ 73538258 MLS
This is a rare South Boston home offering single-family scale, private garage parking for three cars, Best in Class outdoor space with ocean views and premium yard space on a premier Columbia Road address. The top-floor living and entertainment room is the showpiece of the home, with expansive, unobstructed ocean views and a bar counter with seating for eight. On this level, you will be able to host unforgettable sporting, political, children or fundraising events. Your events will be the talk of the town. With nearly 3,000 square feet of thoughtfully designed living space, this home lives large and offers exceptional flexibility for today’s lifestyle. The layout can easily function as a true five-bedroom, four-bath residence, with room for family, guests, home office space, entertaining, and future growth.

1674 Columbia, Boston

Listing courtesy of Listing Agent: Jim Fitzgerald from Listing Office: RE/MAX Realty Plus.
559 East Broadway, Boston
$3,049,000
3 Beds ⋅ 4 Baths ⋅ 73514849 MLS
Proudly offering the pinnacle of luxury living in this extraordinary, one-of-a-kind brownstone on the highly sought after East Side of South Boston. Spanning three impeccably designed floors, this ARCHITECTURAL GEM seamlessly fuses timeless historic character with cutting-edge modern sophistication. No detail has been overlooked—from the exquisite CUSTOM MILLWORK to the flawless DESIGNER FINISHES throughout. With a show-stopping, STATE-OF-THE ART kitchen equipped with dual oversized islands, ideal for grand entertaining and the entire second floor dedicated to a lavish primary suite, this brownstone offers unmatched privacy, comfort, and sophistication. The convenience of a private, two-car HEATED garage and a fully Crestron-integrated smart home system further elevates this home's prestige. With the potential to transform the rooftop into a breathtaking urban oasis, this residence offers a once-in-a-lifetime opportunity to own an ICONIC piece of Boston real estate.

559 East Broadway, Boston

Listing courtesy of Listing Agent: Andrea Arcari from Listing Office: Monarc Properties.

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