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Best Homes in Boston Before Zillow Boston Updates!

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$1,600,000
4 Beds 2 Baths 73574516 MLS
Rarely available, and well loved through generations, this handsome, 4+BR/2BA, brick two-family home on coveted Auburn Street offers nearly 2,600 square feet of living space and an additional 917sf of unfinished basement space, providing an extraordinary opportunity for an investor, contractor, or end-user to build equity or seamlessly convert to a single-family residence. Set on a picturesque, tree-lined street, the building features a grand entry foyer, tall ceiling height throughout, large windows that flood the rooms with natural light, and a blend of rich original oak and pine floors. The oversized first-floor, 1BR/1BA apartment offers a spacious 900+sf layout, featuring formal living and dining room parlors with pine floors, a full bath with tub, and an inviting kitchen that opens onto a private deck, which leads to a large, fenced in yard waiting to be brought back to a lush sanctuary. The “owner’s” unit is an impressive 3+BR/1BA, 1,600sf upper duplex with a spectacular front living room parlor with white marble mantel, ornate ceiling medallion and crown molding. A formal dining room parlor flows to the updated kitchen featuring stainless appliances and quartz countertops. A full bath with tub and a separate laundry room/pantry complete this level. The upper level offers 3 bedrooms, plus study, bathed in light from front and back windows and a skylight. This home is close to all Charlestown has to offer with great parks, local dining, shopping, and transport to downtown Boston.

24 Auburn Street, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

$1,450,000
1 Beds 2 Baths 73574511 MLS
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.

$1,975,000
3 Beds 3 Baths 73574483 MLS
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.

$1,600,000
4 Beds 2 Baths 73574480 MLS
Rarely available, and well loved through generations, this handsome, 4+BR/2BA, brick two-family home on coveted Auburn Street offers nearly 2,600 square feet of living space and an additional 917sf of unfinished basement space, providing an extraordinary opportunity for an investor, contractor, or end-user to build equity or seamlessly convert to a single-family residence. Set on a picturesque, tree-lined street, the building features a grand entry foyer, tall ceiling height throughout, large windows that flood the rooms with natural light, and a blend of rich original oak and pine floors. The oversized first-floor, 1BR/1BA apartment offers a spacious 900+sf layout, featuring formal living and dining room parlors with pine floors, a full bath with tub, and an inviting kitchen that opens onto a private deck, which leads to a large, fenced in yard waiting to be brought back to a lush sanctuary. The “owner’s” unit is an impressive 3+BR/1BA, 1,600sf upper duplex with a spectacular front living room parlor with white marble mantel, ornate ceiling medallion and crown molding. A formal dining room parlor flows to the updated kitchen featuring stainless appliances and quartz countertops. A full bath with tub and a separate laundry room/pantry complete this level. The upper level offers 3 bedrooms, plus study, bathed in light from front and back windows and a skylight. This home is close to all Charlestown has to offer with great parks, local dining, shopping, and transport to downtown Boston.

24 Auburn Street, Boston

Listing courtesy of Listing Agent: Nancy Roth from Listing Office: Gibson Sotheby's International Realty.

$1,450,000
1 Beds 1 Baths 73574440 MLS ['The Vendome'] BLDG.
COVETED FRONT-FACING RESIDENCE AT THE VENDOME. Beautifully renovated and ideally positioned overlooking the iconic Commonwealth Avenue Mall, this exceptional oversized one-bedroom residence offers an elegant combination of classic Back Bay architecture and sophisticated modern living. Soaring ceilings and gracious bay windows frame picturesque views of the Mall. The expansive living and dining areas offer impressive scale and tremendous flexibility for both everyday living and entertaining. A beautifully renovated kitchen and bath are appointed with refined finishes and fixtures, thoughtfully selected to complement the home’s timeless character. Exceptional storage is seamlessly incorporated throughout, including an ingeniously designed oversized closet with the versatility to accommodate a guest bed—creating a discreet and unexpected space for overnight guests. Set within one of Back Bay’s most iconic historic buildings, The Vendome welcomes residents through its grand, elegantly appointed lobby and offers 24/7 concierge service and professional on-site management. Perfectly situated on Commonwealth Avenue, steps from Newbury Street, Copley Square, and the Charles River Esplanade, this distinctive residence presents a rare opportunity for sophisticated, turnkey living in the heart of Back Bay.

160 Commonwealth Avenue Unit 414, Boston

Listing courtesy of Listing Agent: Jeannemarie Conley from Listing Office: Compass.

$1,200,000
4 Beds 3 Baths 73574368 MLS
**Ashmont Hill** Welcome to this stately, Queen Anne Victorian home perfectly positioned in Dorchester's highly coveted Ashmont Hill neighborhood. Offering a rare combination of structural integrity and modern functional updates, this grand residence provides an incredible, worry-free opportunity to live in one of Boston’s premier historic enclaves. From the street, the home immediately impresses with excellent curb appeal, highlighted by a classic wrap-around porch for outdoor dining or simply relaxing. Step inside to find a spacious, highly functional layout optimized for modern living. The expansive main floor features a welcoming foyer and living space complete with a cozy fireplace, seamlessly flowing into a large dining area. The stainless & granite kitchen features abundant cabinetry, a breakfast island for casual meals or conversation, and a generous walk-in pantry. The 2nd floor offers 3 large bedrooms, including one with an adjoining study with built-in bookshelves—ideal for a home office, reading room, or creative space. A full bath with a jetted tub completes this level. The home’s layout is uniquely crowned by a dramatic third-floor primary suite. This private retreat boasts impressive zen-like architectural lines, abundant closet space & built-ins, and an en-suite bath with tile shower & jetted tub—a perfect place to unwind, recharge, or simply enjoy a peaceful night’s sleep. Buyers will enjoy absolute peace of mind with a new 2025 roof, comprehensive historic siding, a newly upgraded electrical panel, energy-efficient windows, laundry, and full central air conditioning. The exterior amenities are equally impressive, featuring a rare and highly coveted 2-car garage & driveway alongside a lovely yard space. Located just moments from the Ashmont MBTA Red Line station, destination neighborhood dining, and local parks, this home delivers the space and comfort of the suburbs with the energy and convenience of the city. A true Dorchester gem!

36 Walton St, Boston

Listing courtesy of Listing Agent: Thomas Liberty from Listing Office: Conway - Dorchester.

$849,000
2 Beds 3 Baths 73574361 MLS
This truly unique, oversized 2 bed, 2.5 bath home offers exceptional scale, flexibility, natural light, and amenities rarely found in a South Boston two-bedroom. Perfectly positioned to enjoy the best of both the east and west sides, the home offers an abundance of space and thoughtful design throughout. Expansive bay windows flood the home with natural light, while soaring ceilings, hardwood floors, central A/C, and a gas fireplace create an inviting living space. The updated modern kitchen features sleek finishes and counter seating for four. The primary bedroom offers an impressive amount of space, a large walk-in closet, and a luxurious ensuite bath with double vanity, spa-inspired shower, and separate soaking tub. The secondary bedroom is perfectly suited for guests, a home office, or nursery, with its own full bath conveniently located just next door. In-unit laundry adds everyday convenience to the main level. Approximately 700 square feet of additional bonus space below provides an incredible extension of the home, featuring an additional half bath, space for a gym, office nook, media room, and giant storage room—the ultimate setup for entertaining, working from home, or relaxing. Ideally located in the heart of South Boston with easy access to the neighborhood’s best restaurants, shops, and amenities, plus convenient proximity to the Red Line, MBTA bus routes, Thomas Park, and everything both the east and west sides have to offer.

178 Dorchester Street Unit 1, Boston

Listing courtesy of Listing Agent: The Biega + Kilgore Team from Listing Office: Compass.

$5,200,000
16 Beds 11 Baths 73574354 MLS
A premier mixed-use investment opportunity at the corner of Centre Street and Sheridan Street in the heart of Jamaica Plain’s Hyde Square, 374 Centre Street offers 9,153 square feet of rentable area, strong income, and compelling long-term upside in one of Boston’s established rental markets. The fully renovated property consists of two street-level commercial spaces, one office, and four expansive 4-bedroom, 2-bath residential apartments. All residential units have been gut renovated and are fully leased through September 1, 2027, while all three commercial spaces are currently leased. Total gross monthly rental income is $33,000, supporting an attractive 6.6% cap rate and providing immediate cash flow with additional opportunity for future income growth. The prominent corner location offers excellent visibility and exposure for commercial tenants while placing residents in the heart of Hyde Square. The property offers convenient access to the Longwood Medical Area and the numerous universities, hospitals, and institutions throughout the surrounding area. Multiple public transportation options connect the property to destinations across Boston, including the Route 39 bus along Centre Street, the Orange Line at Jackson Square, and Green Line service near Heath St. Jamaica Pond, Whole Foods Market, the Arnold Arboretum, and Franklin Park are all nearby, while Centre Street’s restaurants, shops, and neighborhood amenities create an exceptionally walkable setting for residents and businesses alike. 374 Centre Street may be acquired independently or together with neighboring 370 Centre Street, a separately offered mixed-use property consisting of two commercial spaces and four fully renovated residential apartments. Combined, the properties comprise five commercial spaces and eight residential apartments, creating a rare opportunity to acquire significant scale in a single location along one of Jamaica Plain’s most prominent commercial corridors. With strong existing income, renovated residential units, a high-visibility corner location, future upside, and the flexibility to acquire individually or as a package, 374 Centre Street offers a compelling combination of cash flow, scale, and long-term value. Pro forma and additional information available upon request.

374-374A Centre St, Boston

Listing courtesy of Listing Agent: Mission Realty Advisors from Listing Office: Compass.

$2,275,000
2 Beds 2 Baths 73574338 MLS
Welcome to Commercial Wharf, a truly exceptional waterfront residence offering an unparalleled Boston lifestyle. This unique home combines two condominiums into an expansive 1,935-square-foot residence with 2 bedrooms, 2 full bathrooms, flexible office/dining space, and a private balcony overlooking Boston Harbor. The open-concept floor plan is ideal for both everyday living and entertaining, with a generously sized kitchen at the heart of the home. The kitchen features stainless steel appliances, a Viking 6-burner gas range, abundant cabinetry, and a large island with ample storage and seating. Hardwood floors run throughout, complemented by exposed brick walls and beams that add warmth, character, and architectural appeal. Three exposures fill the home with natural light and showcase panoramic views of Boston Harbor, Downtown Boston, and Christopher Columbus Park. Step outside onto your private balcony to take in the ever-changing waterfront scenery, or enjoy the lush green space of Christopher Columbus Park just beyond your front door. Storage is abundant with numerous large closets and two separate private storage units. Exclusive use of two parking spaces provide a rare and valuable convenience in this coveted waterfront location. Additional features include a workshop attached to the laundry room and flexible living space that can easily serve as a dining room, home office, or additional entertaining area. Ideally situated along Boston's historic waterfront, this residence is just moments from the North End and downtown, with acclaimed restaurants, cafes, parks, water taxis, and ferries all nearby. Enjoy morning walks along the harbor, easy access to the city's best dining and entertainment, and the convenience of having Boston's vibrant waterfront right outside your door. A rare opportunity to own an expansive, distinctive waterfront home with spectacular views, generous living space, exclusive use parking, and an unbeatable location.

33 Commercial Wharf Unit 41-42, Boston

Listing courtesy of Listing Agent: Valerie Filiberto from Listing Office: A & S Realty Co., Inc..

$1,450,000
2 Beds 1 Baths 73574327 MLS
A rare opportunity to create an exceptional penthouse residence in one of Back Bay’s most coveted locations. Perched atop a grand Beacon Street building, this distinctive two-bedroom home offers beautiful Charles River views, charming period detail, exclusive roof rights, and extraordinary expansion potential.The residence currently offers approximately 1,278 square feet of comfortable living space with two bedrooms, one full bath, in-unit laundry, hardwood floors, stainless steel appliances, granite countertops, ornate moldings, stained glass, and architectural details that reflect the character of its historic Back Bay setting.Enjoy the home in its current configuration or transform it into a truly remarkable residence. The substantial loft space above offers the potential to nearly double the home’s size to approximately 2,612 square feet of total living area following expansion, subject to applicable approvals. Exclusive roof rights provide an additional opportunity to create a spectacular private roof deck overlooking the city and Charles River.Set within a professionally managed building, the home is ideally positioned moments from the Esplanade, Public Garden, Newbury Street, and Back Bay’s renowned shopping, dining, and cultural destinations. A rare combination of historic character, views, immediate livability, and exceptional long-term potential.

105 Beacon St., Unit 10, Boston

Listing courtesy of Listing Agent: Shahab Madadi from Listing Office: Compass.

$1,295,000
4 Beds 5 Baths 73574277 MLS
Welcome to this exceptional, builder-owned residence—thoughtfully designed by a prominent local architect and crafted with the quality and attention to detail of a true custom home. Like-new construction, this extraordinary property offers luxurious fixtures and finishes, soaring ceilings, custom millwork, and a floor plan designed for both grand entertaining and comfortable everyday living. A gracious entry foyer with an elegant staircase opens to the fireplaced living room, featuring paneled wainscoting, custom built-ins, and a beautiful bay window. The oversized dining room flows seamlessly into the stunning custom kitchen, appointed with professional-grade appliances, an impressive 8-foot center island, quartz countertops, and a charming window seat. A private powder room completes the first floor. The second level offers three bedrooms and two full baths, including a spectacular owner's suite with a spa-inspired bath featuring a steam shower, body sprays, and rain showerhead. A dedicated full laundry room adds convenience. The third floor provides an expansive bedroom suite with a full bath and exceptional closet space.The finished lower level is an entertainer's dream, highlighted by a custom-built English pub with a fireplace, full bar, and granite-topped center island. This level also includes a private home office, half bath, and full walk-out access. Additional highlights include electric gates opening to an oversized two-car loft garage with half bath, wood stove, and full walk-up loft—ideal for a gym, studio, workshop, or additional living space. The expansive 7,000+ SF lot features two patios, deck, irrigation system, and plumbing in place for a future outdoor kitchen. State-of-the-art systems include five-zone HVAC. Ideally located near the Parkway with convenient access to Millennium Park, Harvey Beach, shopping, and major highways. A truly exceptional home where architectural design, craftsmanship, and modern luxury come together.

131 Gardner Street, Boston

Listing courtesy of Listing Agent: Michael McGuire from Listing Office: Insight Realty Group, Inc..

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