South End Homes for Sale

South End Homes for Sale

Welcome to South End, a vibrant and culturally rich neighborhood nestled in the heart of Boston, Massachusetts. Known for its stunning brownstones, art galleries, and lively dining scene, South End offers a unique blend of historic charm and modern urban living. The streets are lined with beautiful tree-canopied sidewalks, making it a delightful area for leisurely strolls or enjoying a cup of coffee at one of the many local cafes.

South End is not just a feast for the eyes; it is also a hub of community activity. The neighborhood boasts a diverse population and hosts numerous events throughout the year, including the popular South End Open Market, where local artisans and farmers come together to showcase their crafts and fresh produce. With parks like the Boston Center for the Arts and the picturesque Ringgold Park, residents have plenty of green spaces to unwind and connect with their neighbors.

If you’re considering making South End your home, you’re in luck! The real estate market here offers a variety of homes for sale, from chic condominiums with modern amenities to classic Victorian townhouses brimming with character. Whether you’re a first-time buyer or looking to invest in a property with historical significance, South End has something for everyone.

With its unbeatable location, rich cultural tapestry, and an array of housing options, South End is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover the perfect space to call your own in this enchanting neighborhood!

Newest South End Homes for Sale

$3,050,000
3 Beds ⋅ 3 Baths ⋅ 73581710 MLS
29 Lawrence Street | South End. Set on one of the South End’s most picturesque streets, 29 Lawrence Street is a beautifully updated single-family home offering approximately 2,272 square feet of living space, three bedrooms, two and a half baths, and exceptional private outdoor space. Behind its classic brick façade, the home pairs timeless architectural character with thoughtful modern updates across multiple levels. The gracious living and dining level is filled with natural light and accented by hardwood floors, crown molding, wainscoting, and an elegant marble fireplace, creating a warm and sophisticated setting for both everyday living and entertaining. The well-appointed kitchen features custom cabinetry, stone countertops, a generous center island, and premium appliances including a Wolf range and Sub-Zero refrigeration. One of the home’s most special features is its connection to the outdoors. A charming private patio offers a leafy urban retreat for dining, entertaining, or quiet mornings, while the roof deck provides an entirely different experience above the city, with impressive views of the Back Bay skyline. Three bedrooms provide flexibility for family, guests, or a home office, complemented by two full baths and a powder room. Central air, abundant storage, hardwood flooring, and carefully considered updates add comfort and ease while preserving the character that makes a South End townhouse so distinctive. Located in the coveted Golden Triangle, 29 Lawrence offers the rare combination of a true single-family residence, substantial private outdoor space, and a premier South End address. Just moments from the neighborhood’s celebrated restaurants, cafés, boutiques, parks, and the conveniences of Back Bay, this is quintessential Boston city living—historic, sophisticated, and remarkably livable.

29 Lawrence, Boston

Listing courtesy of Listing Agent: Regina Joseph Winslow from Listing Office: William Raveis R.E. & Home Services.
$3,200,000
4 Beds ⋅ 3 Baths ⋅ 73578648 MLS
Rare South End Single-Family Offering. This home sits in a Prime South End location with private outdoor space and two direct-access parking spots. Great opportunity for developers, investors, or an end-user seeking a truly distinctive asset in one of Boston’s most coveted neighborhoods. This one won't last!

162 W Newton Street, Boston

Listing courtesy of Listing Agent: Adam Smith from Listing Office: Coldwell Banker Realty - Boston.
$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.
$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 Street, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
$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 Square, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
$7,750,000
6 Beds ⋅ 7 Baths ⋅ 73574746 MLS
An entire South End brownstone. One remarkable home. A truly distinctive opportunity in a market defined largely by condominium living, this offering presents the chance to own an entire classic bow-front brownstone on one of the South End’s most beautiful & coveted tree-lined streets. Currently configured as two meticulously renovated residences, a penthouse triplex & garden duplex, the property has been transformed to near-new construction standards, bringing together timeless architecture, tailored interiors & exceptional flexibility under one roof. For those seeking the scale, privacy & permanence of a true townhome, the property offers the opportunity to combine both residences into one substantial single-family home, with conversion plans available for review. The existing configuration also provides immediate flexibility for multigenerational living, extended family, guests, an au pair or the ability to occupy one residence while generating income from the other. The approximately 2,518 SF penthouse triplex offers 3+ beds & 3.5 baths across three beautifully considered levels. Soaring ceilings, abundant natural light, custom millwork, gas fireplaces & refined finishes define the interiors, while a designer kitchen with custom cabinetry & high-end appliances anchors the main entertaining level. A private balcony extends from the kitchen, while an expansive private roof deck offers Boston skyline views, a built-in grill, integrated sound & fire pit. The approximately 1,802 SF garden duplex offers 2 beds & 2.5 baths across two generous levels, with beautifully proportioned living & dining spaces, a gas fireplace, custom cabinetry, integrated storage & curated finishes throughout. The living space opens directly to a substantial private patio for seamless indoor-outdoor living. Together, the residences provide approximately 4,320 SF of finished interior space, private outdoor living at both the garden & rooftop levels & 2 direct-access parking spaces. Moments from acclaimed dining, cafés, parks, SoWa, boutiques, galleries & premier private schools, this is a rare opportunity to move beyond the traditional condo & own an entire South End brownstone, ready to live beautifully today or become one extraordinary home for the future.

189 W Brookline St, Boston

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.
$5,990,000
4 Beds ⋅ 4 Baths ⋅ 73574016 MLS
Tucked within the South End’s historic neighborhood, this 1865 bow-front Victorian single family spans over 4,000 total square feet across multiple levels. The home was thoughtfully renovated for modern living while retaining many of the details of its 19th-century origins. Custom bow-front windows reflect the original design, and marble mantels, ornamental ceilings, medallions, and other period architecture remains intact throughout. The parlor level offers generous proportions and a series of connected living and entertaining spaces. Bow-front windows bring in natural light and frame views of the square, complemented by original fireplaces and beautifully preserved architectural details. The home includes four bedrooms, two full bathrooms, and two half baths, with a layout suited to both everyday living and entertaining.Modern updates have been incorporated throughout, including a well-appointed chef’s kitchen leading to a private patio and direct access to two parking spaces. This extraordinary home offers a distinctive example of historic South End living with the conveniences of today.

41 Concord Sq, Boston

Listing courtesy of Listing Agent: Michael Carucci from Listing Office: Serhant.
$3,695,000
3 Beds ⋅ 4 Baths ⋅ 73573078 MLS
Set quietly on a private way in the heart of the South End, 2 Pelham Terrace is a comprehensively restored and modernized single-family townhouse offering what so few city homes can: private outdoor space, off-street parking, and turnkey living without compromise. Thoughtfully renovated in 2020, the home pairs beautifully preserved historic architecture with extensive modern upgrades throughout. Four gracious levels unfold around a central staircase crowned by a skylight, drawing natural light through the heart of the home. The parlor level features elegant living and dining rooms, restored millwork, and two antique French marble fireplaces, one with a gas insert. On the garden level, a flexible den offers space for a home office, media room, or second sitting room. The beautifully appointed kitchen, with custom cabinetry and Sub-Zero and Wolf appliances, opens through LaCantina folding glass doors to a private fenced garden, creating a seamless connection between indoor and outdoor living. The second floor offers a guest bedroom, full bath, and library with custom built-ins and a restored original fireplace. The third floor is dedicated to the primary suite, featuring a full bath, walk-in dressing room, and in-suite laundry. With over 2,700 square feet of beautifully maintained living space, dedicated off-street parking for two vehicles, and a private-way setting, 2 Pelham Terrace feels remarkably removed from the city while remaining moments from the South End's acclaimed restaurants, galleries, and neighborhood parks.

2 Pelham Ter, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.
$579,900
3 Beds ⋅ 3 Baths ⋅ 73560016 MLS
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

Listing courtesy of Listing Agent: Christine Medeiros from Listing Office: Kokopelli Realty, LLC.
$3,495,000
4 Beds ⋅ 4 Baths ⋅ 73532800 MLS
There is room for the whole family in this remarkably renovated home, a beautiful blend of modernism and original detail that is timeless. Built in 1856 for clipper ship sea captain Jeremiah White, there are 4 bedrooms, 3 and a half baths, original fireplaces, moldings and hardwood floors throughout. The eat-in kitchen with vented gas cooking is open to the dining/sitting area with direct access to the large patio for easy entertaining and grilling. The floor above has a sunny and spacious living room with a bay window and adjacent library with a built-in bar. The full-floor primary suite has a walk-in closet and gorgeous bath with twin vanities, WC, heated floors and large shower with a bench. The top floor has 2 bedrooms sharing a Jack & Jill bath with a tub and a laundry room. The garden level has a guest suite with a private entrance, a utility room and additional laundry room. There is a central heat pump HVAC system with 5 zones and 2 rental garage spaces just around the corner!

103 West Springfield Street, Boston

Listing courtesy of Listing Agent: Sprogis Neale Doherty Team from Listing Office: Sprogis & Neale Real Estate.
$349,900
2 Beds ⋅ 1 Baths ⋅ 73520506 MLS
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

Listing courtesy of Listing Agent: Michelle Gerez from Listing Office: RE/MAX Impact.
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