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511 Massachusetts Avenue Unit 3, Boston
$1,199,000
2 Beds ⋅ 2 Baths ⋅ 73577542 MLS ⋅ ACTIVE Status
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.
68 W Rutland Sq., Boston
$6,795,000
5 Beds ⋅ 6 Baths ⋅ 73577426 MLS ⋅ ACTIVE Status
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.
13 Wellington St, Boston
$3,099,000
4 Beds ⋅ 3 Baths ⋅ 73577380 MLS ⋅ ACTIVE Status
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.
25 Savoy Street Unit #PS 230/231, Boston
$143,000
73577287 MLS ⋅ ACTIVE Status
Direct elevator access, full-sized tandem heated garage parking space #PS230/231 for 2 cars. 25 Savoy Street (Rollins Square) is a secure, well-lit garage with easy entrance and exit. The garage offers 24-hour video security and is in the process of installing 65 Level 2 charging stations throughout the garage,. Buyer must be a South End resident.

25 Savoy Street Unit #PS 230/231, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
92 W Springfield Street Unit 2, Boston
$710,000
1 Beds ⋅ 1 Baths ⋅ 73577269 MLS ⋅ ACTIVE Status
Refined South End living at 92 W Springfield Street. This impeccably renovated parlor-level residence features a sophisticated open floor plan, where soaring ceilings create an exceptional sense of scale and light. A dramatic glass partition elegantly defines the bedroom while preserving the home’s airy, modern aesthetic. Thoughtful finishes, clean architectural lines, and ample custom storage seamlessly blend style and functionality. A private patio provides a serene outdoor retreat, all within a classic brownstone on one of the South End’s most coveted streets. Beautifully executed and completely turnkey.

92 W Springfield Street Unit 2, Boston

Listing courtesy of Listing Agent: AJ Arstamyan from Listing Office: Coldwell Banker Realty - Boston.
473 Massachusetts Ave. Unit 2, Boston
$625,000
1 Beds ⋅ 1 Baths ⋅ 73577240 MLS ⋅ ACTIVE Status
South End living at its best! Set on the parlor level of a beautiful Boston brownstone, this charming home is filled with the character and details that make city living so special, while offering the modern comforts you want today. Soaring ceilings, oversized windows, dentil moldings, hardwood floors, and a beautiful marble fireplace create a warm, light-filled living space that feels both elegant and inviting. The well-appointed kitchen features granite countertops, island seating, rich cabinetry, and stainless-steel appliances, perfect for everyday living or entertaining friends. Beautiful textured antique glass pocket doors open to a spacious bedroom with a lovely bay-window nook, a walk-in closet, and flexible space for a home office. Brand new 2025 mini-splits provide both A/C and supplemental heat, adding comfort in every season, while in-unit laundry makes everyday living easy. An ideal city home or sophisticated pied-à-terre, this residence also benefits from significant building improvements completed by the HOA in 2024/2025, including a new roof, completely new electrical service and panel, extensive exterior restoration, brick and stone repointing, wood repairs and repainting, and refreshed common areas. And then there’s the location, just moments from the South End and Back Bay’s wonderful restaurants, shops, parks, and public transportation. Classic Boston character, modern comfort, and a location you’ll love. SELLER FINANCING AVAILABLE - ask me, to find out more!

473 Massachusetts Ave. Unit 2, Boston

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.
21 Father Francis Gilday St Unit 109, Boston
$1,195,000
2 Beds ⋅ 2 Baths ⋅ 73577159 MLS ⋅ ACTIVE Status
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.
6 E Springfield St Unit 3, Boston
$899,000
2 Beds ⋅ 1 Baths ⋅ 73577000 MLS ⋅ ACTIVE Status
Stunning New Construction 2 bed in charming South enclave bursting with historic charm. One of the first & oldest buildings in the South end, this historic treasure has been carefully rebuilt with a purposeful interior gut renovation, while the the stunning exterior restoration will bring it back to it's historic prominence, offering a rare street presence. The meticulously designed layout is excellent for entertaining with a wide open dining kitchen living arrangement & an amazing detail/ finish carpentry package. The dazzling kitchen boasts custom cabinetry, breakfast bar, Cafe Stainless Steel appliances with gas range. The Spacious Primary bedroom has breathtaking historic windows. Well sized 2nd bedroom. Situated in the heart of The South end, one if Boston's most vibrant neighborhoods, just steps to countless South end restaurant's, cafes, & Shops. Central air, w/d in Unit, nest, Marvin windows, white oak hardwood floors. Under Construction, Expected Completion Mid Winter. Rare Opportunity for some finish customizations !

6 E Springfield St Unit 3, Boston

Listing courtesy of Listing Agent: Gregory McCarthy from Listing Office: Riverfront REALTORS®.
112 Appleton Street, Boston
$4,395,000
4 Beds ⋅ 3 Baths ⋅ 73576832 MLS ⋅ ACTIVE Status
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 Street, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
617 Massachusetts Ave Unit 1A, Boston
$719,999
3 Beds ⋅ 1 Baths ⋅ 73576761 MLS ⋅ ACTIVE Status
Rare opportunity to own a stunning South End condo that perfectly blends historic charm with modern convenience. This spacious home offers 2 bedrooms plus a versatile flex room approx. 82 sqft ideal for guest room, den, or office. The luxurious full bath features a relaxing Jacuzzi soaking tub, separate glass-enclosed shower and double vanity. Soaring ceilings, gleaming hardwood floors, crown molding, and a sun-drenched bay window create an inviting and elegant atmosphere throughout. The open-concept living, dining, and kitchen layout is perfect for everyday living and entertaining, centered around a beautiful decorative fireplace. Enjoy generous closets and a welcoming foyer entry. The tastefully updated kitchen boasts stainless steel appliances and breakfast bar seating. Complete with in-unit laundry and a private outdoor patio, this home checks every box. Unbeatable South End location near Boston Medical Center, Tufts Medical, Northeastern, acclaimed restaurants, Orange&Green line.

617 Massachusetts Ave Unit 1A, Boston

Listing courtesy of Listing Agent: Dot Collection from Listing Office: Access.
99 + 101 W. Springfield St, Boston
$5,950,000
10 Beds ⋅ 10 Baths ⋅ 73576603 MLS ⋅ ACTIVE Status
Excellent South End investment opportunity. 99–101 West Springfield Street offers the rare opportunity to acquire two side-by-side, well-maintained multifamily buildings in a prime location between Washington Street and Shawmut Avenue. The two properties total 7,250 square feet (per public record) and comprise eight residential units: two 2-bedroom duplexes and six 1-bedroom floor-through units. Each building is individually zoned for 4–6 units and features hardwood floors, exposed brick, rear terraces, and common laundry. Situated in one of Boston’s strongest rental markets and in close proximity to hospitals and colleges/universities, the property benefits from a deep and reliable tenant base and consistent rental demand. The buildings have undergone numerous updates and are currently fully leased, providing immediate income with a strong leasing history. With units that have consistently rented quickly, the offering presents a turnkey investment with additional value-add potential to increase operating income over time. Seller may consider selling the buildings individually.

99 + 101 W. Springfield St, Boston

Listing courtesy of Listing Agent: Hanneman + Gonzales from Listing Office: Compass.
55 E Springfield St Unit 2, Boston
$790,000
2 Beds ⋅ 1 Baths ⋅ 73576253 MLS ⋅ ACTIVE Status
The best of the South End with the benefits of a 5-unit Brownstone rebuilt with all new systems in 2019. This move-in-ready, full-floor Parlour-level 2-bedroom is set within a classic Victorian rowhouse that was extensively rebuilt from the studs in 2018/2019, including new infrastructure, electrical, plumbing, flooring, kitchens and baths—offering the character of a historic home with the confidence, efficiency and lower-maintenance ownership of newer construction. Inside, two remarkable 7' South End Landmark District-correct bay windows preserve the home’s architectural presence, while mini-split heating and cooling, in-unit laundry, hardwood floors and recessed lighting make everyday living effortless. The open kitchen and living space features tailored cabinetry, JennAir appliances and a waterfall granite counter. Just beyond, a rare 11' x 17' private roof deck sits directly off the living level and functions like an outdoor living room—an exceptional amenity in the South End! Two queen-size bedrooms feature Elfa closet systems. With major building work completed relatively recently, owners benefit from newer structure and systems and less exposure to the kinds of aging-infrastructure projects that can lead to costly repairs and special assessments in older buildings. Pet-friendly (2 pets allowed!) and ideally positioned on a tree-lined block, moments from the South End’s acclaimed restaurants, boutiques and galleries, with Back Bay, Symphony, cultural institutions, 12 minutes to Logan Airport, I-90 and I-93 all within easy reach. Historic South End beauty, thoughtfully rebuilt for modern ownership. This is the one you've been waiting for: Welcome home!

55 E Springfield St Unit 2, Boston

Listing courtesy of Listing Agent: Sarah Reddick Shimoff from Listing Office: Compass.
69 Rutland St Unit 3, Boston
$1,825,000
2 Beds ⋅ 3 Baths ⋅ 73575496 MLS ⋅ ACTIVE Status
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.
21 Rutland Square, Boston
$7,250,000
5 Beds ⋅ 6 Baths ⋅ 73575249 MLS ⋅ ACTIVE Status
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 Square, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
25 Dartmouth St Unit 1, Boston
$1,350,000
2 Beds ⋅ 3 Baths ⋅ 73575015 MLS ⋅ ACTIVE Status
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.
189 W Brookline St, Boston
$7,750,000
6 Beds ⋅ 7 Baths ⋅ 73574727 MLS ⋅ ACTIVE Status
An entire South End brownstone. Newly reimagined, move-in ready & yours to define. A truly distinctive opportunity to acquire an entire, newly renovated bow-front brownstone on one of the South End’s most coveted tree-lined streets. Thoughtfully transformed to near-new construction standards, the property brings together timeless architecture, elevated contemporary design & exceptional flexibility within one complete building. Comprised of two meticulously designed residences, a penthouse triplex & garden duplex, the offering can be enjoyed exactly as it is today or reimagined for years to come. Live in one residence while generating income from the other, create a private arrangement for extended family, guests, or an au pair, or combine both homes into a substantial single-family residence, with conversion plans available for review. Few South End properties offer this level of immediate livability alongside such compelling long-term flexibility. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths, soaring ceilings, abundant natural light, custom millwork, gas fireplaces, a beautifully integrated designer kitchen & generous spaces for living & entertaining. A private balcony extends from the kitchen, while the upper levels culminate in an expansive private roof deck with Boston skyline views, built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two thoughtfully designed levels. Generous living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & refined finishes create a warm, tailored interior, while the living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences offer approximately 4,320 SF of beautifully finished interior space, two distinct private outdoor spaces & 2 direct-access parking spaces. Moments from acclaimed restaurants, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to own an entire turnkey South End building, the income potential of a multi-family, the privacy of two distinct residences & the possibility of one remarkable single-family home.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.
189 W Brookline St, Boston
$7,750,000
6 Beds ⋅ 7 Baths ⋅ 73574746 MLS ⋅ ACTIVE Status
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.
189 W Brookline St Unit PH, Boston
$4,750,000
3 Beds ⋅ 4 Baths ⋅ 73574711 MLS ⋅ ACTIVE Status
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.
189 W Brookline St Unit 1, Boston
$2,750,000
2 Beds ⋅ 3 Baths ⋅ 73574705 MLS ⋅ ACTIVE Status
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.
1313 Washington St. Parking U-53, Boston
$135,000
73574700 MLS ⋅ ACTIVE Status
Prime location, single parking space for sale, garage entrance on Washington Street, in climate - controlled, 24 hours access and security monitored at Wilke Passage Condominium garage, includes an automatic garage door opener, professionally maintained. This parking space is conveniently located close to the elevator up to indoor lobby at Wilke Passage also close access to the stairs to the lobby exiting on Waltham Street. Single parking space U-53 parking monthly fee $120.66.

1313 Washington St. Parking U-53, Boston

Listing courtesy of Listing Agent: Monic D' Alcantara from Listing Office: Gibson Sotheby's International Realty.
1411 Washington St Unit 24, Boston
$725,000
1 Beds ⋅ 1 Baths ⋅ 73574684 MLS ⋅ ACTIVE Status
Sun-filled and south-facing, this exceptional penthouse studio at Arlington Court offers a rare combination of scale, character, outdoor space, and modern updates. The oversized and flexible floor plan creates an incredibly spacious living environment, complemented by a renovated kitchen with granite countertops and stainless steel appliances. Soaring ceilings, recessed lighting, exposed brick, in-unit laundry, and abundant storage add to the home’s unique appeal. Thoughtful upgrades include newer double-pane windows and mini-split heating and cooling, while building amenities such as an elevator and roof deck provide added convenience and lifestyle appeal. Professionally managed and pet-friendly, 1411 Washington Street is ideally situated in the heart of the South End, just moments from Whole Foods, neighborhood parks, public transportation, and some of Boston’s best restaurants, cafes, and shops. Legal one-bedroom, currently configured as studio.

1411 Washington St Unit 24, Boston

Listing courtesy of Listing Agent: Daniel Distefano from Listing Office: Engel & Volkers Boston.
9 Holyoke Street Unit 4, Boston
$1,450,000
1 Beds ⋅ 2 Baths ⋅ 73574511 MLS ⋅ ACTIVE Status
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.
595 Albany Street Unit 502, Boston
$1,975,000
3 Beds ⋅ 3 Baths ⋅ 73574483 MLS ⋅ ACTIVE Status
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.
98 W Springfield Street Unit 1, Boston
$1,295,000
2 Beds ⋅ 1 Baths ⋅ 73573744 MLS ⋅ ACTIVE Status
Generous living space, classic brownstone character, and substantial private outdoor space distinguish this 1,388-square-foot South End parlor-and-garden duplex. The expansive double parlor offers soaring ceilings, oversized windows, intricate crown molding, and decorative marble mantels, with room to comfortably entertain, dine, and unwind. An updated kitchen features Thermador appliances, a gas range, custom cabinetry, quartz countertops, and direct access to a private deck. On the garden level, two generously sized bedrooms share a full bathroom, alongside in-unit laundry and ample storage. Direct access to the oversized private deck extends the living space outdoors, with room for dining and lounging. Recent improvements include LG mini-splits installed in 2023 and a Navien tankless hot water heater and boiler installed in 2025. Set within a three-unit brownstone between Shawmut Avenue and Washington Street, with Toro, Flour Bakery, and SRV nearby. Low condo fee includes gas. Boutique, professionally managed building. Ample street resident parking and garage rental options nearby. Pets allowed.

98 W Springfield Street Unit 1, Boston

Listing courtesy of Listing Agent: Donahue + Greene Group from Listing Office: Compass.
50 Dwight Unit 2, Boston
$2,695,000
3 Beds ⋅ 3 Baths ⋅ 73573728 MLS ⋅ ACTIVE Status
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.
41 Concord Sq, Boston
$5,990,000
4 Beds ⋅ 4 Baths ⋅ 73574016 MLS ⋅ ACTIVE Status
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.
577 Mass Ave Unit 4, Boston
$1,799,900
3 Beds ⋅ 3 Baths ⋅ 73574070 MLS ⋅ ACTIVE Status
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.
505 Tremont St Unit 613, Boston
$1,399,000
1 Beds ⋅ 2 Baths ⋅ 73574090 MLS ⋅ ACTIVE Status ⋅ ['Atelier 505'] BLDG.
Welcome to The Atelier 505 in Boston's South End! This ideal one-bedroom with Back Bay views is your chance to get into one of the city's most sought-after 24-hour concierge buildings with garage parking! Atelier 505 is coveted for its high level of service, attention to detail, top-notch residential experience, and LOCATION, LOCATION, LOCATION! There is an on-site, fully equipped fitness center and a common function room with a terrace that can be reserved for private functions. This one-bedroom home boasts an oversized living room, ideal for entertaining and hosting. Take in the Back Bay skyline and beautiful sunsets from the floor-to-ceiling windows. The kitchen is well-appointed with high-end appliances, stone countertops, beautiful cabinetry, and a highly efficient flow. The primary bedroom features a spacious en-suite bathroom, generous storage, and Back Bay views. Powder room located in the entry foyer. Unreserved garage parking for one vehicle is included in the sale.

505 Tremont St Unit 613, Boston

Listing courtesy of Listing Agent: Brett DeRocker from Listing Office: First Boston Realty International.
90 Worcester Street Unit 1, Boston
$725,000
1 Beds ⋅ 1 Baths ⋅ 73573481 MLS ⋅ ACTIVE Status
This newly renovated oversized 1 bedroom home offers a turnkey opportunity perfectly blending historic South End style and updated sophistication in one of Boston’s most coveted neighborhoods. Unit One is thoughtfully laid out across 950+ square feet radiating warmth, anchored by wood flooring and custom built-ins. The large primary bedroom features a generous walk-in closet. In-unit laundry, direct access to an outdoor patio, and a new mini-split system complete this home.? Located just moments from the South End’s renowned dining scene, boutique shopping, and lush green parks, this home places the very best of the city right at your doorstep.

90 Worcester Street Unit 1, Boston

Listing courtesy of Listing Agent: Penney Gould Team from Listing Office: Compass.
2 Pelham Ter, Boston
$3,395,000
3 Beds ⋅ 4 Baths ⋅ 73573078 MLS ⋅ ACTIVE Status
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.

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