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$2,250,000
3 Beds 3 Baths 73578428 MLS
Set on the parlor and garden levels of an unusually wide South End/Back Bay building, this 2019 gut-renovated three-bedroom plus office duplex lives like a single family. The generous parlor has a bay of oversized windows that flood the main living space with light all day long. The huge chef's kitchen has a rare adjacent pantry which houses a floor to ceiling Sub-Zero wine fridge, extra beverage drawers and suburban like storage for dry goods. The living room boasts a warm gas fireplace and is an entertainer's dream with enough space for all of your friends and neighbors. The kitchen anchors it all: Sub-Zero and Wolf gas appliances, stone counters, custom cabinetry and a convenient island for morning coffee - the kind of setup that makes hosting effortless, whether it's a dinner party for twelve or a quiet Sunday morning. Hardwood floors run throughout, tying the whole home together. The bedroom level has three true bedrooms, a dedicated office/gym space, a full laundry room and extra storage. Location-wise, you get the best of both worlds. You're close enough to the Pru, Newbury Street, and Copley Square to walk to the Back Bay, but step outside and you're immediately in South End — brownstone-lined streets, a slower pace, neighbors who actually know each other. The restaurants, galleries, and sidewalk energy that make the South End special are just steps from your door. A short hop to Titus Sparrow park for green space, playgrounds and outdoor bands in the summer make this the ideal local spot to enjoy all that the South End has to offer.

131 St Botolph St Unit 1, Boston

Listing courtesy of Listing Agent: Kopman Adler Team from Listing Office: Compass.

$2,895,000
2 Beds 3 Baths 73578411 MLS ['The Marais'] BLDG.
The Marais is an 8-unit boutique luxury building on a quiet tree-lined South End side street. Originally part of the historic St. James Hotel (1868), this sun-filled three exposure residence offers contemporary finishes in an elegant building with single-level living. A private elevator stop opens into the large foyer of this two bedroom, plus study, 2 and 1/2 bath home that has floor-to-ceiling windows and high ceilings throughout. The huge corner living room with an original marble gas fireplace opens to a large study/library with an adjacent powder room. The open plan kitchen/dining room has top of the line appliances with a vented gas Wolf range, a large island with seating for stools, and a pantry with a wine refrigerator. The spacious (29' 9"' x 8' 7") walk-out deck has great views and two gas grill hook-ups. The primary bedroom has another original fireplace mantle, built-in bookcases, and a walk-in closet while the primary bath has Carrara marble finishes, a double vanity, soaking tub and shower with a bench. The second bedroom has an en-suite bath with shower, and there is in-unit laundry and central A/C. The Marais is a professionally managed. building with bike storage, and a pet spa. Deeded parking space No. 2 (carport), a garage spot (No. 204) across the street at The Penmark and deeded storage are included.

19 Father Francis Gilday Street Unit 201, Boston

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

$3,200,000
3 Beds 4 Baths 73577810 MLS
NEW CONSTRUCTION. A sophisticated 3-bedroom plus study, 3.5-bath home offers a remarkable connection between beautifully designed interiors and extraordinary private outdoor spaces. The main living level is designed for everyday living and entertaining, with a marble-surround gas fireplace and a beautifully appointed kitchen featuring an AGA range, custom cabinetry, SubZero refrigeration + beverage center. A wall of windows extend the kitchen and living space directly onto a private deck, creating a seamless transition outdoors that overlooks the tiered garden with brick and stone hardscape, and a generous lawn area. Outdoor spaces are plumbed for natural gas grilling. The serene primary suite includes a Juliette balcony overlooking the garden, a walk-in closet, and a luxe bathroom w dual vanities, Ann Sacks tile and Arabescato marble. Two additional bedrooms and a separate study provide exceptional flexibility, along with a wet bar in the family room. Three and a half luxurious Waterworks-appointed baths showcase sophisticated materials and detailing throughout. Ideally situated in the coveted Eight Streets neighborhood, moments from the restaurants and shops of Tremont Street, Ringgold Park and Peter’s Park. A rare opportunity to enjoy the scale and character of a South End townhouse, the refinement of new construction, and an extraordinary indoor/outdoor lifestyle in the heart of the city. Brought to you by Highstreet Development and design by Embarc.

32 Hanson Unit 1, Boston

Listing courtesy of Listing Agent: Rene Rodriguez from Listing Office: Cabot & Company.

$1,395,000
2 Beds 3 Baths 73577788 MLS
With Ringgold Park just outside its front door, this sun-filled penthouse duplex enjoys one of the South End’s most appealing settings in the coveted Eight Streets neighborhood. This exceptionally well-maintained residence offers 2 bedrooms, 2.5 bathrooms, a gas fireplace, central air, in-unit laundry, and a newly constructed private deck - with heated garage parking available. Located just one flight above the building entrance, the residence’s main level is designed for comfortable living. The inviting living room features handsome custom built-ins, a gas fireplace, and windows framing views of Ringgold Park. A convenient powder room serves this level. The well-appointed kitchen features granite countertops, a gas range, stainless steel appliances and generous cabinetry. An adjacent dining area incorporates a custom banquette with additional storage. Directly off the kitchen, the private deck was rebuilt in August 2026 with durable Trex decking, creating an appealing extension of the living space. Upstairs, a skylight draws additional sunshine into the home, complementing the natural light received from multiple exposures. Two generously sized bedrooms each feature an ensuite bathroom, providing valuable privacy and flexibility for owners, guests, or a dedicated home office. The primary bedroom includes double closets and a beautifully renovated bathroom with updated tilework, a soaking tub, vanity, and built-in shelving. Additional updates include a new dishwasher in 2025, refrigerator/freezer in 2026, and hot water tank in 2023. The condominium association maintains ample reserves and offers additional basement storage. Unit 2 also holds deeded rights to construct a roof deck. Directly across the street, Ringgold Park welcomes visitors of all ages - this tree-lined green space feels like an extension of the home. Peters Park is around the corner, while familiar favorites like Formaggio Kitchen, Franklin Cafe, Coppa, Kava Neo-Taverna, South End Buttery, and the restaurants and shops of Tremont Street are all nearby. The location is further enhanced by convenient access to Back Bay, Back Bay Station, I-93, and I-90 for fast access to Logan Airport. Bright, thoughtfully updated, and exceptionally well positioned, the penthouse at 7 Ringgold Street presents a compelling opportunity to enjoy one of the South End’s most treasured residential settings.

7 Ringgold St Unit 2, Boston

Listing courtesy of Listing Agent: Donahue + Greene Group from Listing Office: Compass.

$1,925,000
2 Beds 2 Baths 73577757 MLS
Beautifully appointed 2 bedroom, 2 bathroom corner home with garage parking and sweeping City views at The Quinn - the South End's premier full-service residences. Enter to a spacious open concept living/dining area with floor to ceiling windows streaming natural light. Designer chef's kitchen features Bosch and Thermador appliances, wine cooler, abundant cabinetry & sleek countertops with island seating for 3. King size primary suite offers 3 closets & en-suite marble bath with double vanities. Second queen-size bedroom offers 2 closets & is adjacent to second full bath with shower stall. High ceilings, gleaming hardwood floors, central AC and in-unit laundry complete this spectacular offering. Amenities include state-of-the-art concierge services, indoor pool & sauna, 8,000 SF gym, squash court, billiards room, lounges & an expansive roof terrace w/ BBQ grills and lounge seating. Ideally situated within South End's vibrant Ink Block and SoWa district, moments from acclaimed restaurants, shops, Whole Foods, galleries, public transit, highway access & more.

380 Harrison Ave Unit 1013, Boston

Listing courtesy of Listing Agent: Kopman Adler Team from Listing Office: Compass.

$1,225,000
2 Beds 2 Baths 73577542 MLS
511 Chester Square in the historic South End is 2018 new construction by noted builder Kennedy Design Build. An open-concept layout, high ceilings and dramatic and sunny west-facing floor-to-ceiling windows fill the home with natural light throughout the afternoon. Designer kitchen featuring sleek custom cabinetry, a refined monochromatic palette, brass accents, premium Wolf/Miele appliances and counter seating feeds to a generous private deck perfect for al fresco dining and grilling. Modern gas fireplace creates a lovely focal point for the living area. King-sized primary suite occupies the tall double windowed bow front of the home and features a custom walk-in closet as well as spa-inspired en-suite bath with double sink vanity & step-in shower. Bright 2nd bedroom also enjoys Back Bay views while a beautifully appointed guest bath offers a tub w/shower and clean contemporary finishes. Only one flight up once in the building, additional highlights include central AC & in-unit laundry. Just out the front door are boutiques, cafes & acclaimed restaurants including Mida & Toro. Garage parking space for rent only 500FT away!

511 Massachusetts Avenue Unit 3, Boston

Listing courtesy of Listing Agent: The Biega + Kilgore Team from Listing Office: Compass.

$1,899,000
2 Beds 2 Baths 73577461 MLS
Set within one of the South End’s coveted brownstone streets, this penthouse at 7 Upton Street offers a rare combination of space, scale, and effortless single-level living. This two bedroom plus a separate office condo is just one flight from the building entrance, creating an easy and private transition from street to home. You enter in to a welcoming drop station before ascending one flight to a thoughtfully designed floor plan where the living spaces and all bedrooms are conveniently located on one level, a truly unique feature in a historic South End brownstone. The expansive living room flows seamlessly into the dining area and spacious kitchen. The generous proportions throughout the home give it an exceptional sense of openness and flexibility. Both bedrooms are generously sized, offering comfortable accommodations and excellent separation from the main living spaces. Both bathrooms were beautifully renovated in 2026, including a spacious primary bath with a double vanity and walk-in shower. A versatile office/flex space adds another dimension to the home and provides the extra room today’s buyers are looking for. This room could easily be enclosed to offer a dedicated home office, den, nursery, guest space, this flexible area can easily adapt as your needs evolve. The home’s best feature is the expansive private roof deck, accessed directly by a full interior staircase. With ample room for lounging, dining, and entertaining it extends the living space well beyond the walls of the home!

7 Upton Street Unit 4, Boston

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

$6,795,000
5 Beds 6 Baths 73577426 MLS
Located on a serene, tree-lined cul-de-sac and overlooking picturesque Sparrow Park with sweeping views of the Back Bay skyline, 68 W Rutland Square offers an elegant and expansive single-family residence boasting over 5,000 square feet of beautifully designed living space.Renovated from top to bottom, the home retains its original architectural details, such as soaring ceilings, decorative moldings, and grand bay windows, while offering every amenity for today’s discerning buyer. The layout includes a full-floor primary suite, 4 additional bedrooms, 3 full baths, and 3 half baths, providing generous space for both family living and entertaining. Enjoy THREE private outdoor spaces, a state-of-the-art home gym, a climate-controlled wine cellar, and a heated garage and driveway, something few South End brownstone homes can match. With Sparrow Park just outside your door, this is a rare opportunity to enjoy gracious city living with the indoor-outdoor lifestyle every Bostonian dreams of.

68 W Rutland Sq., Boston

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

$3,299,000
4 Beds 3 Baths 73577380 MLS
Located on a tree-lined street in the South End, 13 Wellington Street is a single-family home offering 3,110 square feet across four floors, four bedrooms, and three baths, with exceptional ceiling height and dual east and west exposures that fill the home with light throughout the day. The first floor is anchored by a primary suite with a large walk-in closet and en-suite bath, along with a sitting room featuring built-in shelving and a bay window. The second floor adds two more bedrooms, a full bath, and a home office. The top floor opens entirely to living, with a kitchen, living room, dining area, and back deck with city views. The finished lower level offers flexible space well suited as a guest or in-law suite, complete with its own kitchenette and full bath. A wine cellar, laundry, and ample storage round out this level. A professionally landscaped patio, full-sized private parking, multi-zone air conditioning, and gas heat complete the home.

13 Wellington St, Boston

Listing courtesy of Listing Agent: Miller & Co. from Listing Office: Compass.

$1,195,000
2 Beds 2 Baths 73577159 MLS
Distinctive parlor duplex at The Penmark, an architecturally significant South End residence thoughtfully converted from the historic Boston College High School. A semi-private entrance shared with just one other home gives this 2 bedroom, 2 bath condo an unusual sense of privacy from the moment of arrival. Inside, soaring 12-foot ceilings and dramatic arched windows define the main level, with leafy views and beautiful natural light adding to the remarkable volume of the space. Reclaimed wide-plank floors, crafted from old barn beams, add warmth and character throughout. The spacious living room flows naturally to a dining area with room for 6, and a recently renovated kitchen featuring quartz countertops, newer stainless appliances and gas cooking. Downstairs, both bedrooms are comfortably removed from the entertaining spaces, including an oversized primary suite with en-suite bath. A renovated second full bath, in-unit laundry, and ample storage complete the lower level. Set on a quiet South End street near neighborhood parks, The Penmark pairs historic architecture with a full-service lifestyle, including concierge services, elevator, fitness center, pet wash area, and elegantly renovated common areas. Garage parking for two cars (tandem) adds the ultimate convenience.

21 Father Francis Gilday St Unit 109, Boston

Listing courtesy of Listing Agent: Hanneman + Gonzales from Listing Office: Compass.

$4,395,000
4 Beds 3 Baths 73576832 MLS
Exceptional four bedroom single family located in the heart of the South End! Victorian double parlor level with pocket doors plaster moldings, wood casings, & marble mantels. A beautiful entertaining space & intimate den with home theater & wet-bar. The kitchen, dining & living level has an open floor plan with convenient half bath & wet-bar. The custom Venegas design kitchen is a cook's delight! Finished with an oversized island, quartzite counters, Sub-Zero, Wolf appliances & great storage. The primary suite is an oasis. The spacious bedroom connects seamlessly through the spa style bath with glass enclosed shower, double vanity to the dressing room with laundry & office. A full staircase continues to the amazing roof-deck with 360 degree city views! Lower entrance with easy access for bikes & strollers. Two additional spacious bedrooms & full bath with laundry. Garden level family room with kitchenette & office leads to a beautiful private patio. Control 4 A/V, central a/c & more.

112 Appleton St, Boston

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

$2,695,000
3 Beds 3 Baths 73576555 MLS
Rarely available penthouse triplex just steps to the best of the South End and the Back Bay. Three plus bedrooms with two and a half baths, private outdoor space and a great layout. The gracious entry vestibule creates the perfect landing space for bikes, stroller, coats and shoes. One flight up, the main living level opens to soaring 11+ foot ceilings, beautiful hardwood floors, and abundant natural light. The living and dining areas showcase historic crown molding and custom built-ins. The chef’s kitchen features a Viking gas range, stainless-steel appliances, stone countertops and excellent storage, with direct access to a private deck—ideal for morning coffee, al fresco dining and entertaining. A convenient half bath completes this level. The next floor is dedicated to the primary suite, featuring a spacious full bath with beautiful tile and a large glass-enclosed shower. An adjoining flexible space offers exceptional versatility as a dressing room, nursery, sitting area or home office. The bedroom area has beautiful original detail and bed alcove. The top floor front bedroom includes an adjoining room that could serve as a home office, nursery or potential additional bedroom. The second bedroom features a wall of windows and lovely South End views. Garage rental parking is conveniently available at The Atelier 505, just a few steps away. Central air conditioning, hardwood floors throughout and an abundance of architectural character complete this truly special home.

43 Warren Ave Unit 2, Boston

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

$1,000,000
1 Beds 1 Baths 73576022 MLS ['The Marlowe'] BLDG.
The Marlowe introduces 44 new residences in Boston’s South End. This 1-bedroom plus a glass enclosed office/den space, 1-bathroom home offers approximately 945 SF of open living space. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham Street Unit 508, Boston

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

$1,500,000
2 Beds 2 Baths 73576021 MLS ['The Marlowe'] BLDG.
The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom plus a glass enclosed den/office, 2-bathroom, penthouse offers approximately 1,035 SF of open living space and a large private terrace. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 605, Boston

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

$1,550,000
2 Beds 2 Baths 73576019 MLS ['The Marlowe'] BLDG.
The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom, 2-bathroom, corner penthouse with downtown city views, offers approximately 1,160 SF of open living space with a large private terrace. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 601, Boston

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

$1,400,000
2 Beds 2 Baths 73575699 MLS ['The Marlowe'] BLDG.
The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom plus a glass enclosed den/office, 2-bathroom home offers approximately 1,305 SF of open living space. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 206, Boston

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

$1,295,000
2 Beds 2 Baths 73575698 MLS ['The Marlowe'] BLDG.
The Marlowe introduces 44 new residences in Boston’s South End. This 2-bedroom, 2-bathroom, corner home offers approximately 1,148 SF of open living space. Originally built more than a century ago, the building has been thoughtfully transformed with a restored masonry facade, contemporary upper addition, and new rear expansion. Residences feature typical ceilings rising above 10 feet throughout most of the building, expansive windows, wide-plank European white-oak flooring, and a warm palette of natural wood and stone. The kitchen features custom cabinetry, a statement island, stone countertops, integrated paneled appliances and ample lighting. The bathroom includes a custom vanity, stone surfaces, textured tilework, frameless glass shower, and polished fixtures. The lobby features rich materials, sculptural lighting and a site-specific mural commissioned from Boston artist Cyrille Conan. An elevator serves every level, including the expansive common roof deck with views across the South End, Downtown Boston, and Back Bay. The roof deck also includes a grilling area, kitchenette, and dedicated powder room. Located in SoWa, near the emerging South End Exchange District, The Marlowe is close to galleries, studios, design showrooms, shops, restaurants, and markets, with convenient access to Back Bay, Downtown Boston, the Seaport, major highways, and Logan Airport. Developed by New Boston Ventures, with architecture and design by RODE Architects and construction by Holland Construction.

127 E Dedham St Unit 102, Boston

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

$1,825,000
2 Beds 3 Baths 73575496 MLS
Architectural purists will delight in this gracious and spacious 2 bedroom, 2 and a half bath penthouse duplex on tree lined Rutland Street. Beautifully styled original wood railings line the period marble stairway that leads to a wide open living level. Fully equipped center island kitchen with beautiful cherry cabinets and breakfast bar, perfect for entertaining. The intricate marble mantel frames one of two wood burning fireplaces that will warm you when the temperature drops. A dedicated area for desk or additional seating and conveniently tucked half bath complete this level. Upstairs are two well proportioned bedrooms, both with ensuite baths. Central A/C, W/D, ample closet space, common storage and hardwood floors throughout. Ideal access through full head house to oversized private NEWLY INSTALLED ROOF DECK OVER BRAND NEW ROOF, including beautiful outdoor kitchen from which panoramic views can be enjoyed. Tandem parking for two cars!. Walking distance to public trans and all of the restaurants and shops the South End has to offer.

69 Rutland St Unit 3, Boston

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

$1,250,000
2 Beds 2 Baths 73575383 MLS ['West Canton Place Condominium'] BLDG.
SHOWINGS BY APPOINTMENT ONLY. Located on a picturesque tree-lined street in the South End of Boston, this pretty light-filled 2-bedroom condominium has been extensively renovated and blends the charm of the original brownstone features with contemporary upgrades. Soaring ceilings, refinished floors, and recessed lighting create a bright and inviting atmosphere. The living room features a fireplace and charming bow window, opening to a stylish chef’s kitchen with a quartz peninsula, contemporary cabinetry, and stainless-steel appliances including a gas range. The primary bedroom offers a walk-in closet, a beautifully appointed quartz and tile bathroom and direct access to a private deck. The second bedroom also opens to the deck. Modern upgrades include a new HVAC system with 3 mini-splits, in-unit washer/dryer, updated lighting and electrical. This 5-unit, pet friendly association offers low condo fees. Ideally located near the SW Corridor Park, Back Bay, Copley and the South End's renowned restaurants and cafes.

209 W Canton St Unit 3, Boston

Listing courtesy of Listing Agent: Susan Evans from Listing Office: Hammond Residential Real Estate.

$1,995,000
2 Beds 3 Baths 73575322 MLS
Rarely available, fully renovated parlor and second-floor duplex offering a thoughtfully designed layout and beautiful architectural detail throughout. The east-facing living room features soaring ceilings, detailed moldings, a handsome fireplace, and hardwood floors. An adjacent dining area provides direct access to a private deck, while the renovated kitchen is appointed with stainless steel appliances and gas cooking. A guest bath completes the main level. Upstairs are two generously sized bedrooms, including a spacious primary suite with an en suite bath. Additional features include in-unit laundry, central air conditioning, and one tandem parking space. Set within an intimate, three-unit, self-managed association.

44 Rutland Sq Unit 2, Boston

Listing courtesy of Listing Agent: Kevin Caulfield from Listing Office: Compass.

$7,450,000
5 Beds 6 Baths 73575249 MLS
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.

$1,250,000
2 Beds 1 Baths 73575089 MLS
A renovated South End penthouse with something few homes of its size can offer: an expansive private roof deck with 360-degree views of the city. Located at 331 Shawmut Avenue in a prime South End location, this two-bedroom, one-bathroom corner home benefits from three exposures, filling the interiors with natural light. An open, well-proportioned layout provides generous space for both living and dining, while thoughtful renovations throughout balance classic South End character with a fresh, considered approach to design. The newly expanded kitchen features custom cabinetry, open shelving, abundant storage, stone countertops, warm wood accents, brass details and counter seating, creating a natural gathering point for everyday living and entertaining. Refinished hardwood floors carry throughout the home, complemented by updated electrical and thoughtfully selected lighting. Rich materials give the newly renovated bathroom a distinctive feel, with deep green tile, marble accents, warm brass fixtures, a teak wood vanity, deep soaking tub and radiant heated floors. Both bedrooms are well proportioned, including a primary with a custom built-out walk-in closet offering exceptional storage. A second bedroom provides flexibility for guests, a home office or both, while in-unit laundry adds everyday convenience. Above it all, the expansive private roof deck is directly accessible from the residence and offers extraordinary 360-degree views over the South End and across the Boston skyline, complete with water and electrical hookups. Generous proportions allow for distinct areas for outdoor dining, lounging and entertaining, creating a true extension of the home and a rare amount of private outdoor space in the heart of the city. Set along one of the South End’s most recognizable residential corridors, the location puts some of the neighborhood’s best restaurants, cafés, shops and parks within easy reach. Restaurant Row, SoWa’s galleries, markets and design destinations, and the neighborhood’s historic streets and squares are all close by, with Back Bay and downtown Boston easily accessible. It is a location that offers the residential character of the South End while keeping the best of the city remarkably close.

331 Shawmut Ave Unit 4, Boston

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

$1,350,000
2 Beds 3 Baths 73575015 MLS
Fully renovated garden duplex complete with private patio and 1 full direct access parking space! Located on Dartmouth St at Montgomery St, moments to Back Bay station and Copley Square, this centrally located property is also adjacent to Tremont St and Restaurant row offering easy walking access to many of Boston's most desirable restaurants, shops, galleries & historical sites. A private entrance from Dartmouth St leads into a double entry and the bedroom level of the home. A large front facing bedroom is complete with ample storage, a decorative fireplace and access to a full bath. An en suite bedroom on the back of the building overlooks the homes private garden. The lower level is has a large kitchen with stone island, stainless steel appliances and island with breakfast bar! The large well designed kitchen is open to the living area with windows overlooking the garden areas and offering access to the private patio and to 1 full direct access parking space. This floor also offers a small alcove at the bottom of the stairs that can be used as a separate dining area or interior study. Laundry, abundant storage, wine cellar, half bath, central air, in-unit laundry, newly renovated, electric car charger, pet friendly, and ready for immediate occupancy!

25 Dartmouth St Unit 1, Boston

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

$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.

$1,450,000
1 Beds 2 Baths 73574511 MLS
Welcome to this beautifully renovated penthouse residence on one of the South End’s most desirable streets, offering the ideal blend of sophisticated city living, abundant natural light, and exceptional private outdoor space. Defined by a dramatic floor-to-ceiling wall of glass and multiple skylights, the home is flooded with natural light throughout the day. Rear-facing doors open to two private outdoor retreats, including a balcony and an expansive private roof deck with potential for future expansion – perfect for entertaining or relaxing with great views of the city. Fully gut renovated in 2019, the open-concept living and dining area features top-of-the-line Wolf stainless steel appliances, custom cabinetry, a large center island ideal for cooking and gathering, a gas fireplace, and newly finished stained hardwood floors throughout. Originally configured as a two-bedroom residence, the home has been thoughtfully redesigned into an expansive one-bedroom layout with a full wall of custom closets and enhanced living space. The residence also features one and a half bathrooms finished with elegant white marble tile and countertops, with every detail carefully crafted to maximize functionality and style. Additional highlights include in-unit laundry, private parking, a well-run HOA, and access to a neighborhood association that routinely arranges neighborhood block parties. Ideally located just steps from the South End’s renowned restaurants, cafés, boutiques, parks, and public transportation, this is a rare opportunity to own a turnkey penthouse in one of Boston’s most sought-after neighborhoods.

9 Holyoke Street Unit 4, Boston

Listing courtesy of Listing Agent: Joseph Murray from Listing Office: JMM Residential LLC.

$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.

$1,350,000
2 Beds 1 Baths 73573744 MLS
98 West Springfield Street, Unit 1 is an architecturally distinctive parlor and garden duplex offering nearly 1,400 square feet of living space in Boston’s South End. Set within a three-unit brownstone, the two-bedroom residence retains an exceptional collection of period detail while incorporating thoughtful updates for modern living.The parlor level immediately establishes the character of the home, with soaring ceilings, oversized windows, intricate grape leaf-motif crown molding, and two decorative marble mantels. A gracious double parlor spans much of the floor, creating distinct but connected living and dining spaces and an impressive sense of scale. Toward the rear, the updated kitchen is appointed with Thermador appliances, including a gas range, custom white cabinetry, and veined quartz countertops. An eat-in counter provides casual seating, while an adjacent dining area with custom-fit California Closets shelving offers additional space for dining, storage, and display. A door from the kitchen opens directly to a deck overlooking the private outdoor space below. The garden level is dedicated to the home’s private quarters, with two spacious bedrooms, a full bathroom, in-unit laundry, and generous storage. The primary bedroom continues the architectural character found upstairs with a third decorative marble mantel and new Pella windows. Pocket doors add another period-inspired detail to the level, while the bathroom is finished with a marble basket-weave floor. One of the home’s most notable features is its substantial private outdoor space. The garden level opens directly to an oversized private deck with ample room for outdoor dining, lounging, and entertaining. Together with the smaller deck off the kitchen above, the outdoor space can be accessed from both levels of the home, creating an easy connection between the interior and exterior living areas. Recent improvements include three LG mini-splits installed in 2023, providing zoned heating and cooling to the parlor level and both bedrooms, as well as a Navien high-efficiency tankless hot water heater and boiler installed in 2025. 98 West Springfield Street combines the architectural character of a classic South End brownstone with the functionality and comfort of a thoughtfully updated home perfectly positioned between Shawmut Avenue and Washington Street in the vibrant South End mere minutes from Toro, Flour Bakery, SRV, and more.

98 W Springfield Street Unit 1, Boston

Listing courtesy of Listing Agent: Donahue + Greene Group from Listing Office: Compass.

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