Boston's Best South End homes

Renovated Venetian Gothic beauty located on a much sought after South End Square – Rutland Square designed in the 19-Century around an English-style central garden park. This beautiful low stoop single family developed with a 4-story glass extension is comprised of 5 bedrooms (4 on the top two levels – a rare find), 4 bathrooms and 2 powder rooms, open concept kitchen flows naturally to the living/dining room, expansive family room, sitting room and separate library & office. Distinguishing features include 3 gas fireplaces, custom cabinetry & millwork, wired for home audio/surround sound, custom closets (tremendous amount of storage), designer/custom window treatments & rugs, 2 wet bars, high ceilings, 2 laundry locations, deck off the kitchen, roof deck, patio and direct access parking for 2 cars.

21 Rutland Sq, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.

$7,750,000

6 Beds ⋅ 7 Baths ⋅ 73574746 MLS

An entire South End brownstone. One remarkable home. A truly distinctive opportunity in a market defined largely by condominium living, this offering presents the chance to own an entire classic bow-front brownstone on one of the South End’s most beautiful & coveted tree-lined streets. Currently configured as two meticulously renovated residences, a penthouse triplex & garden duplex, the property has been transformed to near-new construction standards, bringing together timeless architecture, tailored interiors & exceptional flexibility under one roof. For those seeking the scale, privacy & permanence of a true townhome, the property offers the opportunity to combine both residences into one substantial single-family home, with conversion plans available for review. The existing configuration also provides immediate flexibility for multigenerational living, extended family, guests, an au pair or the ability to occupy one residence while generating income from the other. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths across three beautifully considered levels. Soaring ceilings, abundant natural light, custom millwork, gas fireplaces & refined finishes define the interiors, while a designer kitchen with custom cabinetry & high-end appliances anchors the main entertaining level. A private balcony extends from the kitchen, while an expansive private roof deck offers Boston skyline views, a built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two generous levels, with beautifully proportioned living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & curated finishes throughout. The living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences provide approximately 4,320 SF of finished interior space, private outdoor living at both the garden & rooftop levels & 2 direct-access parking spaces. Moments from acclaimed dining, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to move beyond the traditional condo & own an entire South End brownstone, ready to live beautifully today or become one extraordinary home for the future.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$4,750,000

3 Beds ⋅ 4 Baths ⋅ 73574711 MLS

A highly tailored penthouse, intentionally designed on one of the South End’s most beautiful & coveted tree-lined streets. Occupying the upper three levels of a classic South End bow-front brownstone, this exceptional home spans approximately 2,518 SF with 3+ bedrooms & 3.5 bathrooms, bringing together remarkable scale, architectural character & a distinctly modern point of view. Created in collaboration with Markel Interiors, the residence is thoughtfully curated with custom millwork, refined materials, sophisticated lighting & elevated finishes throughout. The main entertaining level is defined by soaring ceilings, abundant natural light & beautifully proportioned living & dining spaces. A gas fireplace anchors the living room, while custom millwork adds warmth & character. At the heart of the home, the integrated kitchen combines custom cabinetry, high-end appliances & carefully selected finishes with a layout equally suited to everyday living & entertaining. A generous private balcony directly off the kitchen, equipped with gas, water & electrical connections, extends the living experience outdoors. The primary suite occupies its own private level, creating a serene retreat with an intimate sitting area & built-ins, two custom walk-in closets & a spacious four-piece bath. Just off the suite, an additional flexible room provides valuable space for a private office, den or nursery. Two additional bedrooms, each with an en-suite bath, provide private accommodations for family or guests, while a separate family room with gas fireplace creates another inviting place to gather. Crowning the residence is an expansive private roof deck overlooking the Boston skyline & historic South End streetscape. Complete with a built-in grill, integrated sound system & fire pit, it offers an exceptional setting for outdoor dining, entertaining or quiet evenings above the neighborhood. One parking space completes this distinctive home, moments from acclaimed restaurants, cafés, parks, boutiques, SoWa & premier private schools.

189 W Brookline St Unit PH, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$2,750,000

2 Beds ⋅ 3 Baths ⋅ 73574705 MLS

A garden residence of remarkable scale, where tailored design meets effortless South End living. Spanning approximately 1,802 square feet across two beautifully considered levels, this sophisticated 2-bedroom, 2.5-bath garden duplex pairs the timeless character of a classic South End brownstone with the finish, comfort and ease of near-new construction. Thoughtfully designed with an emphasis on both form and function, the home is distinguished by custom millwork, integrated storage, curated lighting, hardwood floors, a gas fireplace and elevated finishes throughout. Generous living and dining spaces create an inviting setting for everyday living and entertaining, flowing naturally into a beautifully appointed kitchen with custom cabinetry, high-end appliances and carefully selected materials. The interiors feel warm and tailored, with thoughtful architectural details and built-ins adding character while maximizing functionality. The living areas extend directly to a substantial private patio, creating a seamless connection between indoors and out with ample room for dining, entertaining, gardening or simply relaxing in a private setting. The bedroom level offers a quieter, more intimate retreat. The serene primary suite features generous storage, a beautifully finished bath and an adjoining sitting area that adds valuable flexibility to the space. A well-proportioned second bedroom with its own en-suite full bath provides comfortable and private accommodations for family or guests. A powder room, additional storage and thoughtful details throughout further enhance the home’s effortless day-to-day livability. Complete with one direct-access parking space, this distinctive residence offers an increasingly rare combination of sophisticated design, substantial private outdoor space, generous proportions and everyday convenience. Ideally positioned on one of the South End’s most coveted tree-lined streets, the home is moments from acclaimed restaurants, cafés, neighborhood parks, boutiques, SoWa and some of Boston’s premier private schools.

189 W Brookline St Unit 1, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,975,000

3 Beds ⋅ 3 Baths ⋅ 73574483 MLS

Higher floor. More sky. The same South End, from a different point of view. A three-bedroom city home that still gives you room to breathe, with direct elevator access, private outdoor space and Back Bay skyline views. Residence 502 is a newly completed, southwest facing fifth floor home offering 1,468 square feet with two full bathrooms and a powder room. The elevator opens directly into the residence, creating exclusivity and convenience rarely offered. Designed by award winning Planeta Design, the home brings together warm natural materials, clean architectural lines and a layout shaped around light and city views. The kitchen, dining area and living room connect in an open plan framed by southwest exposure and oversized windows. A wall of bi folding glass doors opens the dining area to a private balcony overlooking a densely tree lined street. When opened, the doors draw fresh air and the surrounding view into the home, softening the boundary between inside and out and giving the entire living space a greater sense of openness. The kitchen pairs custom cabinetry imported from Italy in three complementary tones with high end integrated appliances, Calacatta stone surfaces and a substantial island with seating. Wide plank hardwood floors and recessed lighting create a calm backdrop throughout. The primary suite is positioned separately from the two guest bedrooms, offering privacy and a welcome sense of retreat. Its tailored four-piece bathroom features a custom double vanity, freestanding soaking tub and glass enclosed shower. Two additional bedrooms accommodate family, guests or an office. A second full bathroom and separate powder room complete the layout. One deeded garage parking space provides direct access into the building, along with use of shared EV charging. Residents also enjoy a secured lobby, package storage and a furnished common roof deck with a grill, fire pit, lounge seating, WiFi, speakers and an outdoor entertainment center, all set against sweeping Back Bay views. Positioned where SoWa’s Art and Design District meets the emerging South End Exchange district, 595 Albany keeps galleries, studios, design showrooms, independent shops, acclaimed restaurants and celebrated markets close at hand. The South End’s brownstone streets and neighborhood parks are moments away, while Back Bay, Downtown, the Seaport, major highways and Logan Airport are all readily accessible.

595 Albany Street Unit 502, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$2,875,000

3 Beds ⋅ 3 Baths ⋅ 73573728 MLS

Impeccably renovated penthouse duplex in an A+ location in the South End neighborhood. 50 Dwight Street blends classic Victorian row house architecture with sophisticated, modern finishes across two beautifully appointed levels. One flight above the parlor entry, the expansive 20-foot-wide entertaining level is flooded with light and defined by striking bow windows, soaring 10.5-foot ceilings, and an inviting open kitchen and living area anchored by a gas fireplace. A private balcony off the kitchen, complete with gas and electric connections, extends the living space outdoors and makes entertaining effortless year-round. The chef’s kitchen features Thermador appliances, custom cabinetry, and upgraded lighting, creating an elevated yet exceptionally livable environment. A stylish powder room with grasscloth walls and a floating vanity adds another layer of thoughtful design. An elegant, curved staircase leads to the upper level, where two generously proportioned bedrooms each feature luxurious en suite baths. The primary suite is complemented by a spa-like bath with double vanity, glass-enclosed shower, and heated flooring. A versatile bonus room provides ideal space for a home office, gym, or nursery. A full staircase leads directly to the spectacular roof deck, offering an extraordinary outdoor retreat in one of Boston’s most desirable neighborhoods. A rare combination of scale, style, outdoor space, and location. Parking for rent one block away.

50 Dwight Unit 2, Boston

Listing courtesy of Listing Agent: Penney Gould Team from Listing Office: Compass.

$5,990,000

4 Beds ⋅ 4 Baths ⋅ 73574016 MLS

Tucked within the South End’s historic neighborhood, this 1865 bow-front Victorian single family spans over 4,000 total square feet across multiple levels. The home was thoughtfully renovated for modern living while retaining many of the details of its 19th-century origins. Custom bow-front windows reflect the original design, and marble mantels, ornamental ceilings, medallions, and other period architecture remains intact throughout. The parlor level offers generous proportions and a series of connected living and entertaining spaces. Bow-front windows bring in natural light and frame views of the square, complemented by original fireplaces and beautifully preserved architectural details. The home includes four bedrooms, two full bathrooms, and two half baths, with a layout suited to both everyday living and entertaining.Modern updates have been incorporated throughout, including a well-appointed chef’s kitchen leading to a private patio and direct access to two parking spaces. This extraordinary home offers a distinctive example of historic South End living with the conveniences of today.

41 Concord Sq, Boston

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.

$1,799,900

3 Beds ⋅ 3 Baths ⋅ 73574070 MLS

Situated in desirable Chester Square of the South End, this urban gem is a magnificent Penthouse Duplex that seamlessly merges traditional elegance with contemporary amenities. The home features a thoughtfully designed layout with three spacious bedrooms, two and a half bathrooms, and a dedicated home office. Inside, you'll be greeted by wide-plank European Oak hardwood floors, bespoke built-ins, and chic designer tiles. The penthouse level captivates with its expansive open-concept living area and remarkable seventeen-foot cathedral ceilings. An additional loft offers stunning, unobstructed city views, providing a serene escape from the urban hustle. Crafted with both style and practicality in mind, this residence provides generous space for both comfortable living and entertaining. Immerse yourself in the vibrant South End lifestyle, with all of its amenities just moments away from this beautifully renovated urban sanctuary.

577 Mass Ave Unit 4, Boston

Listing courtesy of Listing Agent: Eric Tam from Listing Office: Compass.

$2,299,000

3 Beds ⋅ 3 Baths ⋅ 73573512 MLS ⋅ ['5 On The Square'] BLDG.

Welcome to Unit #A at 5 On The Square, a massive park-facing two-level condo in the heart of the South End. Enter this home through your private entrance just past your very own array of meticulously landscaped flowers and greenery and step right into the top floor of the home. Completely renovated a few short years ago, this duplex sparkles with a large primary bedroom at the front of the condo with spa-like en-suite bath and plenty of closet space. Across the hall, you'll find two spacious guest rooms, the unit's laundry and another full bathroom. Down the wide staircase is the expansive entertaining space with a completely open concept living room, dining room, and kitchen with white cabinetry and an oversized island. From here, step right out through the glass slider to your private patio and direct-access parking space. Finishing out this level is the elegant powder room. This listing checks all the boxes for your city escape: private outdoor space, parking, 3 bedrooms, and updated finishes throughout. All set in a picturesque brownstone in the heart of Boston on Worcester Square, you'll enjoy views of the park out your front windows, easy access to the train, shops and restaurants, and the highway.

5 Worcester Sq Unit A, Boston

Listing courtesy of Listing Agent: Justin Rollo from Listing Office: Signal Real Estate.

$3,695,000

3 Beds ⋅ 4 Baths ⋅ 73573078 MLS

Set quietly on a private way in the heart of the South End, 2 Pelham Terrace is a comprehensively restored and modernized single-family townhouse offering what so few city homes can: private outdoor space, off-street parking, and turnkey living without compromise. Thoughtfully renovated in 2020, the home pairs beautifully preserved historic architecture with extensive modern upgrades throughout. Four gracious levels unfold around a central staircase crowned by a skylight, drawing natural light through the heart of the home. The parlor level features elegant living and dining rooms, restored millwork, and two antique French marble fireplaces, one with a gas insert. On the garden level, a flexible den offers space for a home office, media room, or second sitting room. The beautifully appointed kitchen, with custom cabinetry and Sub-Zero and Wolf appliances, opens through LaCantina folding glass doors to a private fenced garden, creating a seamless connection between indoor and outdoor living. The second floor offers a guest bedroom, full bath, and library with custom built-ins and a restored original fireplace. The third floor is dedicated to the primary suite, featuring a full bath, walk-in dressing room, and in-suite laundry. With over 2,700 square feet of beautifully maintained living space, dedicated off-street parking for two vehicles, and a private-way setting, 2 Pelham Terrace feels remarkably removed from the city while remaining moments from the South End's acclaimed restaurants, galleries, and neighborhood parks.

2 Pelham Ter, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$2,650,000

3 Beds ⋅ 3 Baths ⋅ 73569237 MLS ⋅ ['19 Worcester Street Association'] BLDG.

Set on a picturesque, tree-lined South End street, this beautifully renovated residence offers a rare combination of classic brownstone charm, exceptional scale, and two-car secure parking. The expansive parlor level spans over 50 feet in length and 22 feet in width, with soaring 12-foot ceilings and an impressive open-concept living, dining, and kitchen layout—an uncommon offering in the South End. The home also features a versatile third bedroom, ideal as a home office, guest room, nursery, or flex space. The renovated kitchen opens directly to a private deck with rain catch, blinds, gas-line grill, and spiral staircase leading to two tandem parking spaces. Custom built-in cabinetry, crown molding, plantation shutters, and thoughtful finishes add character throughout. Additional features include a low HOA, double front-door access, and Comelit video entry. Extensive improvements include a new kitchen, bathrooms, cabinetry, flooring, lighting, paint, foyer, garage door, paving, and the addition of the third bedroom/study—an exceptional South End home offering space, flexibility, and convenience.

19 Worcester Street Unit 1, Boston

Listing courtesy of Listing Agent: Steph Crawford Group from Listing Office: Real Broker MA, LLC.

$2,799,000

3 Beds ⋅ 3 Baths ⋅ 73572904 MLS ⋅ ['The Quinn'] BLDG.

This distinguished residence offers impressive scale, refined luxury, and captivating views of Boston's skyline. As one of The Quinn's coveted Collection residences, 14G features the refined designer finishes and bespoke detailing found in the building's penthouse-level homes, embodying the craftsmanship and sophistication reserved for residences on floors 12 and above. Thoughtfully designed by acclaimed interior design firm Meyer Davis, with architecture by the legendary Robert A.M. Stern Architects, this expansive 1,711-square-foot, 3-bedroom, 2.5-bath home offers an exceptional blend of timeless design and contemporary luxury. Framed by floor-to-ceiling windows showcasing iconic city and sunset views, the seamless open-concept layout is ideal for both everyday living and entertaining. The elegant open concept living and dining spaces are anchored by a striking Calacatta marble fireplace, custom Italian cabinetry, and a sophisticated dry bar complete with beverage refrigerator. The gourmet chef's kitchen is appointed with top-tier Collection finishes and premium Sub-Zero and Wolf appliances. The indulgent primary suite offers a true private retreat, featuring a radiant-heated five-piece marble bath with spa-inspired finishes. Two additional bedrooms are thoughtfully connected by a beautifully appointed Jack-and-Jill bath. Residence 14G further enhances daily living with custom-designed closets throughout, integrated Lutron smart home lighting and custom window treatment system that provides effortless control and ambiance at the touch of a button and a upgraded full-size washer and dryer. Enjoy an exceptional collection of amenities rivaling Boston's finest luxury residences, including a beautifully landscaped outdoor terrace with grilling and entertaining spaces, and over 8,000 square feet of Equinox-designed fitness and wellness amenities featuring an indoor pool, sauna, basketball court, squash court, bouldering wall, yoga studio, and fitness classes. Complementing these offerings are 24-hour concierge services, dedicated maintenance and porter teams, and a Lifestyle Coordinator who thoughtfully curates exclusive resident events, programming, and experiences.

380 Harrison Ave Unit 14-G, Boston

Listing courtesy of Listing Agent: Erin DeGenova from Listing Office: TCC/ Lovejoy Wharf Condominums.

$2,799,000

3 Beds ⋅ 3 Baths ⋅ 73572839 MLS ⋅ ['The Quinn'] BLDG.

Step into an elevated South End retreat on the penthouse floor where light pours through floor to ceiling windows and the view is the Boston skyline. The open living area centers on a sleek gas fireplace set into a low-profile surround — perfect for cozy nights or polished entertaining. Hardwood floors connect the living room to a chef’s kitchen with plentiful cabinetry, high end appliances and an elegant design. The primary suite is a private corner sanctuary with high ceilings, generous closet space and an en-suite bath featuring a double vanity, a soaking tub and a walk-in shower. Two additional bedrooms are well-sized and a separate half bath for guests. Located in an amenity building in the desirable South End, residents enjoy many conveniences that include a fitness center, resident lounge, roof deck with seating and views and secure entry with concierge. The location places you minutes from cafés, high-end restaurants, Whole Foods, fitness studios and public transit!

380 Harrison Ave Unit PH1H, Boston

Listing courtesy of Listing Agent: The Mazer Group from Listing Office: Compass.

$5,888,000

3 Beds ⋅ 3 Baths ⋅ 73570602 MLS ⋅ ['Laconia Lofts'] BLDG.

Rising above the South End, this one-of-a-kind 3-bedroom plus den, 2.5-bath penthouse offers exceptional scale, privacy, and indoor-outdoor living. The residence spans 2,808 square feet inside and more than 2,400 square feet of exterior space, including a landscaped Brazilian Ipe terrace and a newly completed upper roof deck. Landmark-protected skyline views provide a remarkable backdrop for entertaining, relaxing, and enjoying the city from above. Inside, soaring 18+ foot ceilings, dramatic natural light, and a gas fireplace create a sense of volume rarely found in Boston. The bespoke renovation pairs beauty with functionality through Italian Pantano marble, Hestan and Miele appliances, Nanz hardware, hand-painted wallcoverings, and custom vintage teak built-ins. Thoughtfully integrated technology includes fully automated Lutron shades, discreet in-wall speakers throughout, radiant heated floors, and a dedicated theater with 5.1 surround sound. A sound-insulated primary suite provides exceptional privacy, while temperature-controlled wine storage, a home gym, a custom 500-pound Krieger entry door, and parking approved for EV-charger installation complete the offering. Far removed from conventional new construction, this is one of the South End’s most distinctive penthouses—a private urban retreat with more than 5,200 square feet of combined interior and exterior space.

1200 Washington Unit 500, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$2,000,000

3 Beds ⋅ 2 Baths ⋅ 73568580 MLS

UNIQUE, MODERN DUPLEX ON TREMONT with direct-access parking to BOTH levels of the home. This 3br 2ba bi-level condo is the ideal layout. Main level hosts the open living space and kitchen w/ outdoor drink bar extension on the deck, plus full bath & sun-filled office flexible as a 3rd br. Below, the primary suite opens to a private patio, mud room, W/D, & a custom walk-in closet. Primary bath is fitted w/ a walk-in shower dual vanity & separate wash closet. Blonde oak hdwd floors & exposed brick throughout. There is also a Queen-size guest br, & the space features mini splits throughout running totally independent of the Association. Moments to the BPL South End Brand, Rutland Sq, Peters Park & SoWa w/ Back Bay Station, the Mass Ave Orange Line & the Southwest Corridor offering effortless access to Copley, the Longwood Medical Area & downtown

680 Tremont St Unit 1, Boston

Listing courtesy of Listing Agent: Nicole Blanchard from Listing Office: Compass.

$1,650,000

2 Beds ⋅ 3 Baths ⋅ 73567901 MLS

Located on gorgeous Worcester Square -- this duplex lives like a house! You'll have a private entrance overlooking the Worcester Square Fountain. Just beside the garden, the front door leads you into a spacious foyer with two double closets, custom millworker and lovely staircase. The primary Suite is upstairs with a spa like Carerra marble tiled bathroom, featuring a large soaker tub, marble tub deck, spacious shower, storage cabinet and custom built 2-sink vanity complete the primary bath. The primary bedroom is spacious and its walk in closet/dressing room is very spacious. The second bedroom faces the front garden with views of the fountain beyond. It includes another walk in closet, ensuite marble bathroom with a large shower and plenty of storage in the linen closet. Downstairs the kitchen includes a Viking 6 burner range, sub-zero and expansive counter space. In the dining area and living room, you have gleaming hardwood floors, built in cabinetry, and French doors leading to your own private terrace. Storage is ample throughout! Custom moldings, a gas fireplace and built in bookcases allow for all your treasures to be displayed in style. The private garden off the kitchen is great for planting potted herbs, flowers and the like. Parking is closeby at the James and Harrison Court Garage. The garage space is included with the sale of the property and is temperature controlled. Listing agent is the owner of the property. Price reduced, and it will soon be gone!

9-11 Worcester Sq Unit 1, Boston

Listing courtesy of Listing Agent: Laura Paige from Listing Office: Gibson Sotheby's International Realty.

$2,450,000

4 Beds ⋅ 4 Baths ⋅ 73562132 MLS

New construction brownstone in prime location with two private patios! A perfect blend of quintessential South End historic charm & high end modern luxury & amenities, this massive 3 bed plus den 3.5 bathroom duplex features a sprawling open concept & 2 living rooms. The oversized luxury kitchen features thermador appliances, & calacatta quartz countertops. The open concept dining & living is area adorned w/ masterful finish carpentry/ millwork & stunning ornamental gas fireplace. The Spacious Primary bedroom features luxurious en suite bath w dbl vanity & large closet. Two well sized guest beds feature guest baths just off their entrance. Downstairs a large 2nd living room outfitted with wetbar & glass sliders walks out to your beautiful private walkout patio. Opposite the living room is a large flex space/ playroom & queen size interior den/4th bedroom/gym/ home office! 2nd living room has glass sliders to private patio! 1 Rental parking included, first year paid by seller. 1 Direct access deeded Parking spot available for purchase also.

667 Tremont Street Unit A, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.

$5,495,000

4 Beds ⋅ 5 Baths ⋅ 73555166 MLS

Residence PH1J sits atop The Quinn, one of the South End's most desirable full-service buildings, designed by Robert A.M. Stern. Back Bay skyline views greet you upon entry, carried through an open-concept kitchen and living area spanning 40' of western and northern exposures. Rift-sawn oak cabinetry, marble countertops and backsplash, and a Wolf and Sub-Zero appliance package define the kitchen. Each bedroom accommodates a king bed with walk-in closets and en-suite baths. The primary suite features two large walk-in closets, a marble double vanity, radiant-heated marble floors, a soaking tub, and a glass shower with a marble surround. A laundry room with custom built-ins offers storage and a second egress, perfect for Boston's inclement-weather days. A rooftop cabana with outdoor kitchen, two garage parking spaces with EV charging, and amenities including an indoor lap pool, infrared sauna, 8,000 SF fitness center, and multiple curated lounges complete this exceptional offering.

380 Harrison Ave Unit PH1J, Boston

Listing courtesy of Listing Agent: John Petrizzo from Listing Office: Corcoran Property Advisors.

$1,699,000

2 Beds ⋅ 2 Baths ⋅ 73547411 MLS ⋅ ['The Savoy'] BLDG.

Welcome to The Savoy, a boutique 13-residence elevator building ideally located in the heart of the South End. Just moments from acclaimed restaurants, Whole Foods, and directly across from Peter's Park, this exceptional location offers the very best of neighborhood living. This spacious 1,459-square-foot, two-bedroom, two-bath residence features an open-concept layout with an expansive living and dining area designed for both everyday living and entertaining. The generous primary suite offers a large bath with double vanity and custom California Closets, while additional highlights include hardwood floors, central air, gas cooking, in-unit laundry, and one direct-access garage parking space. Residents also enjoy access to a common storage area with bicycle racks. Combining generous proportions, thoughtful amenities, and an unbeatable South End location, this home presents an exceptional opportunity.

1280 Washington Street Unit 202, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$3,150,000

4 Beds ⋅ 3 Baths ⋅ 73546242 MLS ⋅ ['The Residences At 144'] BLDG.

For those seeking more room without sacrificing the lifestyle and location they love, this new construction South End residence offers the space and comfort of a single-family home with the ease of condo living. Spanning over 2,300 square feet across two beautifully designed levels, this four-bedroom, three-bath duplex is set on tree-lined Worcester Street, abutting the Worcester St. Community Garden. The home features an open living area with a gas fireplace and direct access to outdoor space, a generous dining area, and a stunning kitchen with a large island, Taj Mahal quartzite countertops, premium appliances, and Brizo fixtures. The primary suite offers a walk-in closet, seating area, private terrace, and spa-inspired bath with a luxurious wet room and double vanity. Three additional bedrooms provide flexibility for guests, family, or a home office. Wide-plank white oak floors, refined architectural details, and one deeded parking space complete this exceptional residence. Additional parking available to rent. Moments from the South End’s renowned restaurants, cafés, boutiques, parks, and Back Bay.

144 Worcester Street Unit II, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$2,300,000

3 Beds ⋅ 3 Baths ⋅ 73545691 MLS

New Construction brownstone Living in highly coveted South End Location steps to Southwest Corridor park! This stunning penthouse 3 bed 2.5 bath duplex features a meticulously designed layout, with a sprawling floor through Living dining kitchen area which flows seamlessly to the back deck. The enormous luxury kitchen features thermador appliances, custom cabinetry w/ 10 ft island & quartz countertops. The living area boasts masterful finish carpentry/millwork & beautiful built ins surrounding the gas FP. The Spacious Primary bedroom features luxurious en suite bath, large walk in closet & Balcony. Two well sized guest bedroom have bathroom conveniently located just off the entrances. The enormous private roofdeck is amazing for entertaining/ dining with gas line & beautiful south end & city skyline views. Premier location in one of the neighborhoods most coveted enclaves & boasting all the quintessential South end charm you could home for! 1 rental parking included, first year paid by seller. Large Parking Spot Available for Purchase on Site

667 Tremont Unit PH, Boston

Listing courtesy of Listing Agent: Lucas Santos from Listing Office: Riverfront REALTORS®.

$1,850,000

2 Beds ⋅ 2 Baths ⋅ 73542395 MLS

Penthouse living at it's best in a true South End boutique building! Enjoy direct elevator entry to your single level two bedroom, two bathroom home with an incredible walk-out private deck. The open concept living & dining room is wrapped with windows on three sides, providing amazing sunlight and has direct patio access. The layout is ideal for entertaining. The custom built-in bookcases and displays complete the space. The kitchen is a cook's delight with all stainless appliances, Sub-Zero refrigerator, gas cooking, granite countertops and custom cabinetry providing great storage. The primary suite easily accommodates a king size bed, has a large walk-in and all tile en-suite bathroom. The second bedroom is ideal for guest, a home office or media room. Garage parking completes this home with direct elevator access with an additional outdoor parking space and deeded storage. Hardwood floors throughout, central a/c and more.

57 E Concord St Unit 9, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.

$2,299,000

2 Beds ⋅ 3 Baths ⋅ 73541144 MLS ⋅ ['754 Tremont St Condominum'] BLDG.

An exceptional penthouse duplex offering 1,776 sq. ft. of elevated living in an exclusive four-residence townhouse in Boston's coveted South End. Bathed in natural light, this impeccably curated residence seamlessly blends historic character with sophisticated contemporary design. The expansive main level showcases soaring ceilings, exposed brick, rich hardwood floors, and a wood-burning fireplace, creating an elegant setting for everyday living and entertaining.The professionally designed chef's kitchen is both striking and highly functional, featuring custom white Shaker cabinetry, quartz countertops, a dramatic center island, professional-grade gas range, premium stainless steel appliances, and a thoughtfully designed multi-use pantry and prep station complete with a wine cooler and abundant storage. Under-cabinet lighting and direct access to a private 150 sq. ft. deck create a seamless indoor-outdoor entertaining experience.The upper level is dedicated to two luxurious ensuite retreats, each offering spa-inspired baths, including a steam shower and deep soaking tub, while skylights bathe the space in natural light. Above, an exclusive 22' x 22' Trex rooftop terrace captures sweeping skyline views, providing an exceptional outdoor living experience.Additional highlights include updated HVAC (2020), a new roof (2020), generous storage, deeded off-street parking, and an enviable location moments from the Orange Line, Back Bay, and the South End's renowned restaurants, boutiques, and galleries.

754 Tremont St Unit 4, Boston

Listing courtesy of Listing Agent: Domingo Medina from Listing Office: Coldwell Banker Realty - Lexington.

$3,400,000

3 Beds ⋅ 3 Baths ⋅ 73538863 MLS

Welcome to 43 Union Park, Penthouse — a phenomenal three-bedroom home with two private outdoor spaces in the heart of the South End. This one-of-a-kind residence features a rare front-facing balcony overlooking picturesque Union Park & a private roof deck, creating an exceptional indoor-outdoor lifestyle. The expansive entertaining level showcases a custom kitchen with rift-sawn white oak cabinetry, built-in dining with storage, custom desk, elegant wine bar, gas fireplace & chic powder room. The lower level offers three well-proportioned bedrooms, including a serene primary suite with wall of windows, custom built-ins, walk-in closet & luxurious ensuite with double vanities, plus two additional bedrooms & a beautifully appointed full bath. With sweeping park views, three spacious bedrooms, two private outdoor spaces & a show-stopping entertaining floor—all just steps from the South End’s most iconic restaurants, shops & cafés—this is urban living at its finest.

43 Union Park Unit PH, Boston

Listing courtesy of Listing Agent: Fiona Romeri from Listing Office: Campion & Company Fine Homes Real Estate.

$3,495,000

4 Beds ⋅ 4 Baths ⋅ 73532800 MLS

There is room for the whole family in this remarkably renovated home, a beautiful blend of modernism and original detail that is timeless. Built in 1856 for clipper ship sea captain Jeremiah White, there are 4 bedrooms, 3 and a half baths, original fireplaces, moldings and hardwood floors throughout. The eat-in kitchen with vented gas cooking is open to the dining/sitting area with direct access to the large patio for easy entertaining and grilling. The floor above has a sunny and spacious living room with a bay window and adjacent library with a built-in bar. The full-floor primary suite has a walk-in closet and gorgeous bath with twin vanities, WC, heated floors and large shower with a bench. The top floor has 2 bedrooms sharing a Jack & Jill bath with a tub and a laundry room. The garden level has a guest suite with a private entrance, a utility room and additional laundry room. There is a central heat pump HVAC system with 5 zones and 2 rental garage spaces just around the corner!

103 West Springfield Street, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.

$2,150,000

2 Beds ⋅ 2 Baths ⋅ 73529192 MLS ⋅ ['D4'] BLDG.

Rare opportunity in Boston's coveted Golden Triangle! This stunning duplex-style home offers the best of city living with the space and privacy you've been searching for. Spread across two beautifully appointed levels, this 2-bedroom, 2-bathroom residence boasts an open and airy layout filled with natural light. The thoughtfully designed living spaces flow seamlessly — perfect for everyday living and entertaining alike. Custom blinds throughout. Two dedicated garage parking spots, an exceptional find in this neighborhood, add incredible convenience and value. Nestled in one of Boston's most sought-after locations, you're steps from world-class dining, boutique shopping, and easy access to public transit. Whether you're a first-time buyer or a savvy investor, this one checks every box. Don't miss your chance to own in the Golden Triangle!

7 Warren Unit 6, Boston

Listing courtesy of Listing Agent: Steph Crawford Group from Listing Office: Real Broker MA, LLC.

$2,399,000

3 Beds ⋅ 3 Baths ⋅ 73528991 MLS ⋅ ['The Quinn'] BLDG.

THIS IS YOUR OPPORTUNITY TO LIVE AT THE QUINN - 100 SOLD-1 AVAILABLE! FINAL DEVELOPER CORNER RESIDENCE. This beautiful 3-bedroom, 2.5-bathroom home blends modern elegance and comfort. Designed by Robert A.M. Stern Architects. White-oak floors flow seamlessly throughout, and the gas-burning fireplace with a Calacatta stone surround adds a touch of luxury. The open-concept kitchen features a built-in Thermador refrigerator, wine cooler, and custom millwork, with a large island boasting Caesarstone quartz countertops. The primary suite is a true sanctuary, with a spacious five-piece bathroom and a custom Italian vanity. The two secondary bedrooms are connected by a stylish shared bathroom, thoughtfully designed for convenience and privacy. The powder room impresses with custom gunmetal finishes and a full-height tile accent wall. Set on a corner with stunning views of the South End and South Boston, this home is filled with natural light through floor-to-ceiling windows.

380 Harrison Ave Unit 1008, Boston

Listing courtesy of Listing Agent: Erin DeGenova from Listing Office: TCC/ Lovejoy Wharf Condominums.

$2,850,000

3 Beds ⋅ 3 Baths ⋅ 73525123 MLS ⋅ ['The Quinn'] BLDG.

Capture sweeping Back Bay skyline views from this penthouse 3-bedroom, 2.5-bath residence at The Quinn. Thoughtfully designed to elevate everyday living, Penthouse 2H blends warm contemporary finishes with expansive light-filled spaces high above the South End. Includes Garage parking with immediate access to elevator. Wide-plank oak floors and a gas fireplace anchor the open living and dining areas, while floor-to-ceiling windows frame dramatic city vistas throughout. The beautifully appointed kitchen is outfitted with premium Sub-Zero and Wolf appliances, including double wall ovens and a full-height wine refrigerator. The serene primary suite features a luxurious five-piece bath with radiant heated floors. Residents enjoy an exceptional amenity collection rarely found in the South End, including an 8,000-square-foot wellness center with fitness facilities, bouldering wall, squash court, pool, sauna, and spa-inspired spaces designed to enhance daily life.

380 Harrison Ave Unit PH2H, Boston

Listing courtesy of Listing Agent: Jeffrey Hamilton from Listing Office: Columbus and Over Group, LLC.

$3,975,000

4 Beds ⋅ 3 Baths ⋅ 73520095 MLS

Once in a lifetime opportunity to make the most magical house in the Eight Streets neighborhood your next home! Sited directly on Ringgold Park, this 4+ bedroom storybook corner exposure property features enchanting garden and park views from every room! Enter to stately LR with gas FP. A wide original arch frames the large dining room w/French doors that lead to a lovely deck. The gorgeously landscaped garden w/mature plantings that you overlook has an address; 9 Ringgold St. is a buildable lot that enables parking offering expansion possibilities. A beautiful eat-in kitchen has bucolic garden and streetscape views of its own. The 2nd floor consists of 2 wonderful BRs plus office and marble bath. Expansive vaulted ceilings and skylights enhance the top floor primary w/ ensuite bath that has walk-in shower. Garden level lays out like a separate apartment, perfect for in-law or au pair. W/D, Central AC and numerous other upgrades. Full basement for storage is beneath. Nothing like it!

8 Ringgold St, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$1,575,000

2 Beds ⋅ 2 Baths ⋅ 73513025 MLS ⋅ ['Laconia Lofts'] BLDG.

Back on market due to Buyers financing! Spectacular, design-forward 1,643 SF condo at Laconia Lofts with 2 bed/2 bath plus two offices and gym. Fully reimagined with high-end finishes, the open living space is anchored by a sleek custom kitchen with leathered stone and premium appliances, including a Wolf induction range & vent, GE Monogram wall oven, and integrated beverage fridge. Smart home features include Lutron Ketra lighting, Lutron HomeWorks, Josh.ai, Sonos audio, and Ecobee climate control. The primary suite offers a spa-like bath with heated floors, double vanity, and House of Rohl fixtures, plus a custom walk-through closet and office/den. Second bedroom with built-ins, guest bath with Kohler air tub. Additional highlights include in-unit laundry, a walk-in pantry, private outdoor space, Lutron shades, and custom drapery by Makkas Workroom.Enjoy breathtaking city views from the common roof deck with grilling area. Close to Peters Park and everything the South End has to offer. A one-of-a-kind!

1180-1200 Washington St Unit 117,119, Boston

Listing courtesy of Listing Agent: Alexandra Haueisen from Listing Office: Coldwell Banker Realty - Boston.

$1,995,000

2 Beds ⋅ 2 Baths ⋅ 73511482 MLS

This exquisitely renovated penthouse duplex in Boston's vibrant South End is sited in the absolute best location at the edge of Union Park. This two bedroom, two bathroom home lives like a light filled treehouse, a true oasis in the city. Modern elegance is shown throughout starting in the living room with a wall of glass doors opening to a Juliet balcony, soaring ceilings, & gas fireplace. A perfectly executed chef's kitchen boasts Italian cabinetry, Thermador refrigerator, Gaggenau cook-top, speed oven, & wall oven. An architecturally significant glass enclosed staircase leads to the second-floor. Stunning primary suite with private deck is unmatched, featuring sweeping, unobstructed views of the city. Large second bedroom has double closets as well as gorgeous views. CAC, washer/dryer, custom lighting, Sonos sound system, California Closets, electric blinds in primary bedroom, & smoked privacy glass via switch in primary bath. Restaurants, specialty shops, parks in close proximity.

320 Shawmut Ave Unit 4, Boston

Listing courtesy of Listing Agent: Nicole Blanchard from Listing Office: Compass.

$4,875,000

4 Beds ⋅ 3 Baths ⋅ 73499831 MLS

Panoramic skyline views from every corner of this dramatic Gateway Terrace penthouse! Offering 4 BRs and 3 baths, you'll enjoy the finest city lifestyle in this 3800+ sq ft home. Enter to great room with stunning center-island kitchen featuring top-of-the-line stainless steel appliances, ebony cabinets and granite counters. Oversized windows and doors leading to a massive landscaped terrace with hot tub, gas grill and stairs up to private roof top deck. Separate living room with wet bar plus fourth bedroom or media room/golf sim and full bath complete this level. Gorgeous park and city views across the entire front. Downstairs you'll find the primary suite with adjacent office, huge walk-in closet, sparkling en suite bath with double vanity and walk-in shower. Two additional BRs, full bath and laundry room. 3 garage spaces and storage included. Glamorous living in a landmark elevator building steps to Whole Foods and all the shopping and fine restaurants the South End has to offer.

1166 Washington St Unit 704-6, Boston

Listing courtesy of Listing Agent: Steven Cohen Team from Listing Office: Keller Williams Realty Boston-Metro | Back Bay.

$1,795,000

3 Beds ⋅ 3 Baths ⋅ 73489124 MLS ⋅ ['Wilkes Passage'] BLDG.

NEW SELLER CONCESSION. Seller offering a closing credit equivalent to 12 months of condo fees—an elevated incentive for buyers seeking premium concierge living. Nearly 2,000 SF of Full-Service Concierge Living in the Heart of the South End. Located in the coveted 8 Streets neighborhood, this corner-exposure penthouse duplex offers 1,918 square feet of contemporary concierge living with 18 oversized windows framing Peters Park & picturesque Bradford St. Tall ceilings, modern finishes and a smart layout enhance light, flow & comfort. Features include primary bedroom with large WIC & bath, guest bedroom, den/home office, 2.5 baths and garage parking with EV charging available. Lives like a tri-plex with a semi-private entry and large first-floor foyer ideal for storage, bikes or stroller parking. Enjoy a true lock-and-go lifestyle with amenities - 24/7 concierge, on-site management, secure package reception, a garden terrace, dramatic roof deck with panoramic views and clubroom. Steps to top South End restaurants, cafés, boutiques, fitness studios, transit and parks. A rare blend of space, service & convenience in one of Boston’s most desirable enclaves.

23 Bradford St Unit 201, Boston

Listing courtesy of Listing Agent: Marc Croteau from Listing Office: Coldwell Banker Realty - Boston.

$8,995,000

5 Beds ⋅ 7 Baths ⋅ 73485860 MLS

Exquisite fully renovated 5+ bedroom townhouse! An ideal South End location on West Canton St between Warren Ave & Tremont St, this special home has been totally customized by the Lagasse Group and has been finished with the highest level of craftsmanship. A parlor level kitchen offers an oversized island, abundant storage, a beverage center, gas cooking and is open to a large dining space and a bow front living area with views east down Montgomery St. A double entry, half bath, private deck with floor to ceiling wall of glass, and tall ceilings complete the parlor level. A 2nd level primary suite is complete with 5 piece bath with ample storage, 2 walk in dressing rooms and a large bedroom. A 3rd floor is complete with 3 bedrooms, 2 full baths, auxiliary laundry & storage. Under the stoop entrance boats a large mudroom AND a walk in coat closet, the bedroom/home gym with en suite bath and a kids play room. Garden level media room with wine storage, private garden, laundry room.

158 W Canton St, Boston

Listing courtesy of Listing Agent: Michael Harper from Listing Office: Coldwell Banker Realty - Boston.

$1,875,000

2 Beds ⋅ 3 Baths ⋅ 73483194 MLS ⋅ ['Siena'] BLDG.

Discover the value and convenience of Ink Block in this spacious 2-bed plus den with two garage parking spaces at SIENA. Unit 710 offers one of the most desirable exposures in the building with expansive floor-to-ceiling windows and two private balconies. The living and dining area flow seamlessly into a chef-inspired kitchen, equipped with quartz countertops, stainless steel appliances, and large island, ideal for both cooking and entertaining. The spacious primary bedroom boasts custom smart shades, walk-in closet, and spa-like en-suite bathroom. The second bedroom, also featuring an en-suite bath, is ideally located on the opposite side of the unit. Amenities include a 24-hour concierge, state-of-the-art fitness center, rooftop sky lounge, bike storage, and a resident clubroom. Enjoy easy highway access and walk to Whole Foods, Bar Mezzana, Tatte, Sweetgreen, and so much more!

40 Traveler St Unit 710, Boston

Listing courtesy of Listing Agent: Eric Dellovo from Listing Office: Campion & Company Fine Homes Real Estate.

$1,795,000

3 Beds ⋅ 3 Baths ⋅ 73472516 MLS

What if moving to the South End did not mean giving anything up. A three-bedroom city home that still gives you room to breathe, with direct elevator access, private outdoor space and Back Bay skyline views. Residence 302 is a newly completed, southwest facing third floor home offering 1,468 square feet with two full bathrooms and a powder room. The elevator opens directly into the residence, creating exclusivity and convenience rarely offered. Designed by award winning Planeta Design, the home brings together warm natural materials, clean architectural lines and a layout shaped around light and city views. The kitchen, dining area and living room connect in an open plan framed by southwest exposure and oversized windows. A wall of bi folding glass doors opens the dining area to a private balcony overlooking a densely tree lined street. When opened, the doors draw fresh air and the surrounding view into the home, softening the boundary between inside and out and giving the entire living space a greater sense of openness. The kitchen pairs custom cabinetry imported from Italy in three complementary tones with high end integrated appliances, Calacatta stone surfaces and a substantial island with seating. Wide plank hardwood floors and recessed lighting create a calm backdrop throughout. The primary suite is positioned separately from the two guest bedrooms, offering privacy and a welcome sense of retreat. Its tailored four-piece bathroom features a custom double vanity, freestanding soaking tub and glass enclosed shower. The two additional bedrooms are comfortably proportioned for family or guests, with one also well suited for use as a dedicated office. A second full bathroom and separate powder room complete the layout. One deeded garage parking space provides direct access into the building, along with use of shared EV charging. Residents also enjoy a secured lobby, package storage and a furnished common roof deck with a grill, fire pit, lounge seating, WiFi, speakers and an outdoor entertainment center, all set against sweeping Back Bay views. Positioned where SoWa’s Art and Design District meets the emerging South End Exchange district, 595 Albany keeps galleries, studios, design showrooms, independent shops, acclaimed restaurants and celebrated markets close at hand. The South End’s brownstone streets and neighborhood parks are moments away, while Back Bay, Downtown, the Seaport, major highways and Logan Airport are all readily accessible.

595 Albany Street Unit 302, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$3,275,000

4 Beds ⋅ 4 Baths ⋅ 73442155 MLS

The city outside. A complete home within. A penthouse in the truest sense, occupying the entire top residential floor with direct elevator access, a private wraparound terrace and roof deck with its own head house. The Penthouse at 595 Albany offers approximately 2,517 square feet with four bedrooms, three full bathrooms and a powder room. The elevator opens directly into the residence and continues to the head house above, creating exclusivity and convenience rarely found in the city. Designed by award winning Planeta Design, the interiors balance architectural clarity with warm, layered materials. Three sunny exposures and oversized windows, prewired for automated blinds, fill the home with light. Linear ceiling lighting turns the hallway into a gallery for art. The expansive living and dining area centers on a dramatic two-sided fireplace, formal dining for twelve and a custom wet bar. Large panel bi folding glass doors open the living room to the wraparound terrace, bringing in fresh air and abundant natural light. The generously scaled kitchen pairs custom cabinetry imported from Italy with high end integrated appliances, Carrara veined stone surfaces and a large walk-in pantry. An oversized statement island anchors the room and provides space for gathering, dining and preparation. The corner primary suite is set apart from the other bedrooms, with southwest exposure and beautiful Back Bay views, a walk-in closet and its own bi folding glass doors to the terrace. The tailored four-piece primary bathroom features a large double vanity, European style shower with a backlit linear niche, freestanding soaking tub, heated mosaic tile floors and custom lighting. Three additional bedrooms and two full bathrooms offer space for family, guests or an office. The private head house includes a custom bar, built-in Sub-Zero refrigerator and custom storage cabinetry, and opens to the roof deck with Back Bay views and gas, water and electrical hookups. Two deeded, heated garage spaces provide direct building access and shared EV charging. A secured lobby and package storage add ease. Positioned where SoWa’s Art and Design District meets the emerging South End Exchange district, 595 Albany keeps galleries, studios, design showrooms, independent shops, acclaimed restaurants and celebrated markets close at hand. The South End’s brownstone streets and parks are moments away, with easy access to Back Bay, Downtown, the Seaport, major highways and Logan Airport.

595 Albany Street Unit PH, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

Boston Best South End Homes