Boston’s coveted South End is a quaint residential neighborhood tucked between the Back Bay, Chinatown and South Boston. The area closely trails Beacon Hill in prestige, history, impressive Victorian-style houses, rows of beautiful bow-front brownstones and an established community feel.
Tremont Street is the forefront of activity, boasting independently-owned restaurants ranging from eclectic Spanish tapas, like those found at the always lively Toro, New American, funky modern Asian, African, a New England oyster bar, and arguably Boston’s best jazz club – the bohemian-themed Beehive. Dog-friendly parks, a large community garden project and ball fields for kids complete this well-rounded neighborhood suited for young professionals, new families and downsizers alike. In the warmer months, browse Boston’s largest outdoor bazaar, the SOWA Market, featuring an impressive array of local farm produce, baked goods and small-batch gourmet foods in addition to art, antiques, clothing and other handmade goods.
The South End prides itself on being low key, tight-knit and all inclusive. Its residents have worked tirelessly to maintain a small-town feel amidst the hustle of the city and they have largely been successful. Threatening this success, however, are the recent sales of several longstanding wholesale businesses sitting on prime land, including the Boston Flower Exchange and Quinzani’s Bakery. These parcels are now entertaining proposals for large scale, mixed-use housing and commercial projects that make the neighborhood one to watch in the coming months.
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Price$21,000,000
MLS Number 73455980
ATTENTION DEVELOPERS - Prime Development Site in Boston: 50,000+ SF lot located .2 miles away from I-93 South available for sale. Seller will entertain offers subject to a zoning contingency. Buyer must do all of their own due diligence. Seller makes no warrants or representations.
Listed by Sean Rose of City Realty Group
Price$21,000,000
Est. Mortgage: $/month
MLS Number 73455983
ATTENTION DEVELOPERS - Prime Development Site in Boston: 50,000+ SF lot located .2 miles away from I-93 South available for sale. Seller will entertain offers subject to a zoning contingency. Buyer must do all of their own due diligence. Seller makes no warrants or representations.
Listed by Sean Rose of City Realty Group
Price$7,990,000
Est. Mortgage: $/month
MLS Number 73462503
Introducing an opportunity to own a custom-built penthouse set atop the historic 201 W Brookline Street. Spanning two levels and crowned by the building's dramatic cupola, this 3+ bedroom, 3.5-bath home was expertly built by Kistler & Knapp. Offering direct elevator access, and a private lift from the first to the second floor living spaces, this home opens into a proper foyer with abundant storage and then unveils a dramatic double-height living space. The secondary bedrooms, along with two full baths and a proper laundry room complete this level. Stairs lead to the upper level boasting 360-degree views, stunning architectural details and an open floor plan with defined living, dining and kitchen spaces. The primary bedroom suite features a stone-clad bath with walk-in shower and soaking tub, and a large walk-in closet. A separate office/guest room sits off the main living area. 2 full garage spaces complete this one-of-kind home in the heart of the South End.
Listed by Joshua A. Golden and Beth Mina George of Luxury Residential Group,LLC
Price$6,500,000
Est. Mortgage: $/month
MLS Number 73429403
Excellent investment opportunity! Located on the east side of West Springfield Street between Washington Street and Shawmut Avenue in Boston's highly-desirable South End, 99-101 West Springfield offers an unusual opportunity to acquire two side-by-side buildings in excellent condition. Each building is individually zoned for 4-6 units and offers hardwood floors, exposed brick, rear terraces, and common laundry. The multi-family property currently consists of 8 residential units (two 2-bedroom duplexes and six 1-bedroom floor-through units) all within approximately 7,250 gross square feet. 99-101 West Springfield is in excellent condition with many updates and is fully leased/tenanted, offering a turnkey income-producing asset. Units have rented very quickly and and the building provides an opportunity for value-add to increase operating income. Seller may consider splitting the buildings and selling individually.
Listed by Hanneman + Gonzales, Chris Gonzales and Nick Hanneman of Compass
Price$5,999,000
Est. Mortgage: $/month
MLS Number 73454590
Seller offering 4% buyer agent commission on the next sale at The Quinn! Exceptional 4-Bedroom condo! Bask in the serenity of your brand new sun-filled corner penthouse and capture panoramic views of Back Bay and the Financial District. This gracious 4-bedroom, 4.5 bathroom layout welcomes you home through a grand entry foyer which opens to an exquisitely appointed kitchen. A floating marble stone island, Wolf double oven, 5 burner stove, and a Subzero full height wine cooler offer an epicurean's delight. Ideal for entertaining, the stunning living room features a gas fireplace with marble surround and custom built-in dry bar. This home embraces its place on the skyline offering a private rooftop cabana with outdoor kitchen, granite counters, and Subzero gas grill to enjoy life al fresco. A true sanctuary, the primary bath exudes sophistication with radiant heated floors, marble surround tub and shower.
Listed by Erin DeGenova of TCC/ Lovejoy Wharf Condominums
Price$4,950,000
Est. Mortgage: $/month
MLS Number 73446757
Opportunity! Customize your own Rutland Sq single fam or make 2-3 units for the entire family to enjoy. At 22FT wide, this end rowhouse on a Top 10 street is wider than most South End properties. Large enough for garage under or heated parking for 4 cars, it offers timeless brownstone elegance & architectural pedigree. Large enough for an elevator, scale offers grand front to back parlors w/soaring ceilings/bow windows/ornate plasterwork/original rear oriel/marble mantels/pocket doors/wainscoting. A historic residence, it showcases 19th-century craftsmanship rarely still found today. Oversized windows allow for sun to flood the home with light, accentuating the home's rich texture & depth. Generously scaled living/entertaining spaces flow seamlessly across multiple levels, offering endless potential to blend period charm w/modern design. Don't buy someone else's inferior finishes or floor plan, create a bespoke home on one of the most coveted tree-lined Victorian fountain squares.
Listed by The Biega + Kilgore Team, Alexandra Blizard, Alexandra Conigliaro Biega, Rob Kilgore and Casey Martin of Compass
Price$4,275,000
Est. Mortgage: $/month
MLS Number 73432871
Stop scrolling - this is one of only four homes in this prestigious building with direct outdoor space! Experience unparalleled luxury in this meticulously designed residence featuring floor-to-ceiling windows and breathtaking city views. The showpiece is a 700 sq. ft. private terrace with a custom outdoor kitchen - perfect for entertaining. Inside, a chef's kitchen showcases white oak cabinetry, Sub-Zero and Wolf appliances, Calacatta marble, a walk-in pantry, and a separate laundry room. The primary suite includes custom closets and a spa-inspired bath with a soaking tub and private water closet. A guest suite with en-suite bath and a flexible third bedroom (currently a study) complete the space. Two deeded parking spaces, a storage unit, and refined finishes elevate every detail. At The Quinn, enjoy five-star amenities - a 24/7 concierge, 8,000 sq. ft. fitness center, and indoor pool - all designed by the legendary Robert A.M. Stern and developed by Related Beal.
Listed by Alan Duggan of Compass
Price$4,195,000
Est. Mortgage: $/month
MLS Number 73448843
Beautifully renovated four bedroom single family townhouse located in the heart of the South End. Open floor plan kitchen, dining & living level with Divine Design custom kitchen. The living room has beautiful coffered ceilings, wainscotting & custom millwork throughout. The kitchen is a cook's dream with Sub-Zero, Wolf range, Silestone Quartz counters, large island with breakfast bar, custom cabinets & gas fireplace. Second floor primary suite with gas fireplace, walk-in custom closet & spa-like bath with deep soaking tub, glass enclosed shower and double vanity. Guest level third floor with two large bedrooms & bath. The top floor media room has Back Bay views, a wet-bar, full bath & additional bedroom/home office. Enjoy sweeping views from the roof deck with beautiful planters with irrigation, gas (for grilling) & electricity. The garden level has a large family room with wet bar, wine fridge & beverage center, full bath & direct garden access. Great storage, alarm & central a/c.
Listed by Sprogis Neale Doherty Team, Mark Doherty, John Neale and Bradford A. Sprogis of Sprogis & Neale Real Estate
Price$3,995,000
Est. Mortgage: $/month
MLS Number 73343591
Amazing development opportunity to create the home of your dreams in the heart of the city. Currently a 4,642 sq ft (see plans in public doc's.) 3-family corner row house with 3 exposures abuts the SW Corridor at the South End/ Back Bay border, on a quiet, tree-lined, dead-end street. Permits in place to add an additional 880 sq ft (total of 5,522 sq ft) this home can be transformed into the home of your dreams with 5 bdrms, 5.5 baths, an office, movie theater, roof rights, a 1,436 sq ft terrace, and 2 covered parking spaces. Close proximity to cafes, restaurants, theaters, shopping, playgrounds, dog parks, supermarkets, Rt 90W and all the South End & Back Bay have to offer. Endless possibilities. Seller welcomes offers with requests for compensation.
Listed by Brian Perry and Melissa Chernesky of Gibson Sotheby's International Realty
Price$3,995,000
Est. Mortgage: $/month
MLS Number 73442155
An extraordinary expression of urban luxury, this penthouse redefines refined city living. Approx. 2,515sf on one level w/ three sunny exposures, this residence offers 4 beds, 4 baths, & direct elevator access to both the home & a private head house w/ custom dry bar & private roof deck. Partnering with award-winning Planetta Design Group & TSP Smart Spaces, the bespoke three-tone kitchen boasts high-end appliances, Carrara-veined stone, & walk-in pantry while the open-concept living area centers on a two-sided fireplace, formal dining for twelve, & a custom wet bar. The corner primary suite evokes luxurious comfort & features a walk-in closet, southwest exposure w/ terrace access through bi-folding glass doors & Back Bay skyline views, while the spa-inspired bath includes a European-style shower, soaking tub, heated floors & custom lighting. 2 direct-access garage parking spaces w/ EV access in an amenity building. Craftsmanship. Architectural precision. Timeless sophistication.
Listed by Ricardo Rodriguez & Associates Group and Ricardo Rodriguez of Coldwell Banker Realty - Boston
Price$3,690,000
Est. Mortgage: $/month
MLS Number 73451404
This stunning penthouse triplex at 128 Pembroke Street boasts 2,469sf, four bedrooms, three full and one half bathroom highlighted by a private roof deck, and off street deeded parking. This well appointed Brownstone offers a state of the art kitchen outfitted with Bosch and Sub-Zero appliances, a spacious primary suite with ample closet space and en-suite bath, a spectacularly appointed parlor, numerous gas fireplaces and gleaming hardwood floors throughout. The home is topped off by an approximately 500+/- sqft. private roof lounge, which features spectacular, unobstructed 360-degree views of the city. The home has been meticulously maintained and was just outfitted with a new roof and completely new HVAC system. This is a rare offering on one of the most coveted streets in the South End.
Listed by Ryan Clunan and Eric Dellovo of Campion & Company Fine Homes Real Estate
Price$3,650,000
Est. Mortgage: $/month
MLS Number 73470154
Experience penthouse living at its finest in this stunning South End home, where floor-to-ceiling windows capture breathtaking Boston skyline views from every room. Built in 2021 by renowned developer RELATED Beal with design by Robert A.M. Stern, this one-of-a-kind 3-bed, 2.5-bath residence is entirely front-facing and combines striking architecture with refined finishes, including marble countertops, Wolf and Sub-Zero appliances, gas fireplace, soaring ceilings, and custom designer upgrades. The primary suite features an en-suite bath with dual vanities, a soaking tub, and glass shower. This full-service building offers premier amenities: 24-hour concierge, fitness center, pool, club room, and more. This home includes two garage spaces, deeded storage, and a private rooftop cabana with kitchen - perfect for entertaining with the city skyline as your backdrop. Blending luxury, convenience, and design excellence, this penthouse defines sophisticated urban living in Boston's South End.
Listed by Lauren Holleran Team, Michael George and Lauren Holleran of Gibson Sotheby's International Realty
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