South End Real Estate

Welcome to the South End, one of Boston’s most vibrant and culturally rich neighborhoods! Nestled just south of the city’s bustling downtown, this historic area is renowned for its charming brownstones, tree-lined streets, and a vibrant arts scene that captures the essence of urban living.

The South End is a mosaic of diverse communities, offering an eclectic mix of trendy boutiques, art galleries, and some of the best dining options in the city. From cozy cafes to upscale restaurants, food lovers will revel in the culinary delights that range from classic New England fare to international cuisine. The neighborhood hosts a variety of food festivals and farmers’ markets, showcasing local produce and artisanal goods.

For those who appreciate the arts, the South End is home to the renowned SoWa Art + Design District. Here, you can explore a dynamic community of artists, galleries, and studios, as well as the popular SoWa Vintage Market, where you can find unique treasures and handcrafted items.

Outdoor enthusiasts will enjoy the picturesque parks and green spaces, perfect for leisurely strolls, picnics, or simply soaking in the sun. The South End is also conveniently located near public transportation, making it easy to explore all that Boston has to offer.

With its rich history, vibrant culture, and welcoming community, the South End is not just a place to live; it’s a lifestyle. Whether you’re looking to buy, rent, or invest, this neighborhood offers a unique blend of urban convenience and residential charm, making it one of Boston’s most desirable places to call home. Discover the South End today and experience the magic for yourself!

Newest Listings in South End

$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.

$157,500

73577287 MLS

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 the option to install an electric car charger at your spot (owners’ cost). Buyer must be a South End resident.

25 Savoy St Unit #PS 230/231, Boston

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

$875,000

1 Beds ⋅ 1 Baths ⋅ 73577259 MLS

32 Milford 4 is a bright and spacious on bedroom penthouse located in the desirable Eight Streets neighborhood in the South End. Framed by vaulted ceilings at almost 10 feet and three front-facing windows, and skylights the home is filled with natural light and offers a refined open-concept living, anchored by an elegant decorative fireplace. The generously proportioned bedroom provides abundant closet space while in-unit laundry and updated bathroom make this a turn-key residence. An expansive private roof deck presents sweeping views across the South End and Back Bay—an exceptional setting for entertaining or outdoor retreat. Only 2 flights up to the home and ideally located moments from Restaurant Row, Ringgold Park, and Peter’s Park, this pristine condo offers a quintessential South End lifestyle in one of Boston’s most sought-after neighborhoods.

32 Milford Unit 4, Boston

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

$625,000

1 Beds ⋅ 1 Baths ⋅ 73577240 MLS

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 antique textured-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.

473 Massachusetts Ave. Unit 2, Boston

Listing courtesy of Listing Agent: The Denman Group from Listing Office: eXp Realty LLC.

$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.

$899,000

2 Beds ⋅ 1 Baths ⋅ 73577000 MLS

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®.

$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.

$719,999

3 Beds ⋅ 1 Baths ⋅ 73576761 MLS

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.

$449,000

1 Beds ⋅ 1 Baths ⋅ 73576616 MLS

ESTATE SALE! Location! Location! Priced $100K under the assessed value. Your opportunity to create value in one of Boston's most charming and coveted neighborhoods, Bay Village. This historic area is located just moments from the Boston Public Garden and with easy access to all the best restaurants and shopping of Back Bay and The South End. Take a morning stroll to Mike and Patti's for coffee! Easy commute with access to the T and major highways. Charming features include original wide pine floors, and two decorative brick fireplaces. This sunny home is highlighted by the enormous walkout, private deck, nestled in an enclave of backyard gardens, with peace & quiet and chirping birds right in the heart of the city. In unit washer/dryer. This Home is sold as part of an estate sale and the condominium is in need of complete renovation. Bring your ideas and create sweat equity in a location that holds its value and provides opportunity for a first time homebuyer or Investor alike. Close access to many universities makes this a great option for your student. Association is Pet friendly.

1 Melrose Street Unit 4, Boston

Listing courtesy of Listing Agent: Betsy Herald from Listing Office: The Charles Realty.

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