South End Homes for Sale

Conveniently located minutes from downtown, the South End is an architectural gem with its block upon block of stunning Victorian row rouses. As home to some of Boston’s finest restaurants, a thriving arts community and nearly 30 parks, it is no wonder that in recent years the South End has become one of Boston's most popular neighborhoods. The South End is trendy and an upscale, but also has a down to earth feel, as the restaurants and boutiques are often locally owned. This Boston Landmark District has attracted a diverse blend of young professionals, families, and a vibrant gay and lesbian population. The SoWa district (South of Washington Street) has become a hot bed of new housing development. SoWa has a cutting edge art scene, and features a large number of art galleries, the South End Open Studios, and the SoWa Open Market, which a vibrant outdoor cultural fair that happens every weekend from Spring to Fall.

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Newest South End Homes for Sale

$7,450,000

5 Beds ⋅ 6 Baths ⋅ 73575249 MLS ⋅ NEW 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 Sq, Boston

$7,750,000

6 Beds ⋅ 7 Baths ⋅ 73574746 MLS ⋅ NEW 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

$5,990,000

4 Beds ⋅ 4 Baths ⋅ 73574016 MLS ⋅ NEW 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

$3,695,000

3 Beds ⋅ 4 Baths ⋅ 73573078 MLS ⋅ NEW 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

$579,900

3 Beds ⋅ 3 Baths ⋅ 73560016 MLS ⋅ ACTIVE Status

This stunning raised coastal contemporary colonial offers an open, airy floor plan featuring three bedrooms, one full bath, and two half baths. The main level consists of a sun-filled living room that opens to the dining area and expansive kitchen. Step outside and relax on the sprawling 9’x24’ deck with your morning coffee or evening cocktails. Upstairs, the master suite has water views, and two additional bedrooms and a bright office/study provide flexibility for family, guests, or remote work. The full bath has a sitting tub and separate walk-in shower. Gleaming hardwood floors flow throughout the living areas, complemented by tiled kitchen and bath floors, granite/stone countertops, and modern stainless steel appliances. The lower level boasts a tandem 2-car garage, a laundry/utility room, and a convenient 1/2 bath. Built to waterfront area codes, this meticulously maintained home ensures both quality and peace of mind. Enjoy a low-maintenance yard, a private patio, and deeded beach access steps away. This coastal gem truly has all the bells and whistles!

53 Osborne Street, New Bedford

$3,495,000

4 Beds ⋅ 4 Baths ⋅ 73532800 MLS ⋅ ACTIVE Status

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

103 West Springfield Street, Boston

$349,900

2 Beds ⋅ 1 Baths ⋅ 73520506 MLS ⋅ ACTIVE Status

Charming and move-in ready 2-bedroom, 1-bath cottage-style home located in New Bedford’s desirable South End! Enjoy easy access to New Bedford’s “Blue Lane” waterfront trail network, featuring the CoveWalk, HarborWalk, beaches, Hazelwood Park, and scenic coastal views.This updated home offers warm wood floors, an inviting layout, and low-maintenance living with the perfect blend of comfort and coastal charm. The private backyard retreat creates an ideal setting for relaxing, entertaining, or enjoying summer evenings outdoors. Perfect for first-time buyers, downsizers, or anyone seeking a turnkey home near the water. Don’t miss this South End gem!Easy to show. Call or text for a private showing appointment.

1 Thatcher St, New Bedford

$3,975,000

4 Beds ⋅ 3 Baths ⋅ 73520095 MLS ⋅ ACTIVE Status

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

8 Ringgold St, Boston

$685,000

5 Beds ⋅ 2 Baths ⋅ 73513189 MLS ⋅ ACTIVE Status

Welcome to the South End, where every day feels like a vacation and the beach is just moments from your front door. Thoughtfully rebuilt and completely reimagined, this stunning coastal home offers the perfect balance of timeless style, modern functionality, and the laid-back lifestyle buyers dream about. Expanded with a full second level, the home features a bright, open-concept design that seamlessly blends spacious living, dining, and entertaining areas. A first-floor bedroom and full bath provide exceptional flexibility for guests, multi-generational living, or a private home office. Upstairs, escape to your luxurious primary suite, complemented by three additional generously sized bedrooms and a beautifully appointed full bath, creating plenty of room for family and friends. Whether you're starting your mornings with a walk on the beach, spending afternoons boating or soaking up the sun, or entertaining after a day on the water, this home offers the coastal lifestyle you've been waiting for. Beautifully renovated from top to bottom and completely move-in ready, this is more than a home—it's an opportunity to live where others vacation.

58 Willard Street, New Bedford

$8,995,000

5 Beds ⋅ 7 Baths ⋅ 73485860 MLS ⋅ ACTIVE Status

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

158 W Canton St, Boston

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