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$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

Listing courtesy of Listing Agent: Ricardo Rodriguez & Associates Group from Listing Office: Coldwell Banker Realty - Boston.

$1,195,000
6 Beds 3 Baths 73573859 MLS NEW Status
Romantic, beautiful, and done. This designer-owned 1905 Gambrel Shingle-Style home on historic Meeting House Hill is a rare piece of Boston architectural history - meticulously restored by an award-winning design firm, with every detail already resolved, so you can simply move in and live. A picturesque wraparound porch with white columns and ceiling fans welcomes you home, setting the tone before you even reach the door. Inside, a grand foyer leads to formal living and dining rooms anchored by a wood-burning fireplace with original Chelsea tile - original character, fully brought back to life. Six bedrooms, two and a half baths and private parking are wrapped in finishes rarely found in a typical renovation, including a custom kitchen that earned Architectural Digest recognition: Thermador appliances, tiled walls, quartzite counters and a walk-in butler's pantry ready for effortless hosting from day one.The layout is finished top to bottom for how you actually live: four bedrooms and a spa-like bath on the second floor, and a third-floor retreat with peek-a-boo city views, two more bedrooms (one currently a studio), and a skylit bath. Central air conditioning and a tankless water heater keep the comfort as modern as the finishes throughout. Perched high on the hill, the home is fully set up to enjoy its elevation, with skyline views rarely found in a single-family Dorchester home. Outside, a manageable sunny backyard, garage-top patio and that wraparound porch are ready-made for slow mornings and al fresco dinners - no projects, no punch list just enjoy it.This is Dorchester living at its best - a tree-lined street once known as "Doctor's Row", moments from Ronan Park, neighborhood playgrounds, local shops and Comfort Kitchen, in one of Boston's most vibrant, fast-evolving communities. Two Red Line T stops keep you connected to everywhere else. A home this rare, this restored and this connected doesn't come along twice - schedule your private showing today.

26 Potosi Street, Boston

Listing courtesy of Listing Agent: Leslie MacKinnon from Listing Office: Compass.

$5,950,000
6 Beds 7 Baths 73573491 MLS ACTIVE Status
Tucked away on a private cul-de-sac in Beacon Hill, this magnificent corner residence at West Hill Place offers a rare combination of privacy, scale, and convenience, complete with a direct parking space at your front door. Spanning over 6,100 square feet, this exceptional home features 5 bedrooms, 5 full baths, and 2 half baths, blending historic character with thoughtful modern living.Bathed in natural light from exposures on three sides, the home is designed for both grand entertaining and comfortable everyday living. A dramatic two-story great room with soaring beamed ceilings serves as the centerpiece of the home, while a formal dining room overlooks the space from above. The spacious eat-in kitchen is appointed with premium appliances, custom cabinetry, abundant storage, and generous counter space. A handsome library with a wet bar provides an inviting retreat, and six fireplaces throughout add warmth and timeless charm.The expansive primary suite features South & West exposures, a walk-in closet, and a beautifully appointed en-suite bath. Five additional generously sized bedrooms, including including a private lower-level au pair suite complete with a kitchenette and full bath, offer exceptional flexibility for family, guests, or home office needs. Crowning the residence is a spectacular private roof deck showcasing sweeping views of the Charles River, Cambridge, and the Boston skyline, creating an extraordinary setting for outdoor entertaining and relaxation. Ideally located just moments from the Public Garden and the renowned shops, cafés, and restaurants of Charles Street, this rare offering presents an unparalleled opportunity to experience Beacon Hill living at its finest.

1 West Hill Place, Boston

Listing courtesy of Listing Agent: Paul Whaley/Charlie Ring Team from Listing Office: Coldwell Banker Realty - Boston.

$949,900
6 Beds 3 Baths 73572217 MLS ACTIVE Status
Welcome to exceptional Ashmont Hill. This gorgeous Victorian is bathed in natural light from the moment you step into the gracious entry foyer. The freshly painted interior, in a thoughtfully selected white alabaster palette, beautifully reflects sunlight and highlights the home’s period details, built-in cabinetry, and substantial base moldings in the spacious living room. The dining room features a wood-burning fireplace with a decorative mantel, creating a warm and elegant setting for entertaining. The eat-in kitchen offers abundant cabinetry and new appliances, along with the convenience of a first-floor laundry room and half bath. The second floor includes four generously sized, sun-filled bedrooms and a full bath. On the third floor, you’ll find two additional bedrooms, another full bathroom, and walk-in attic space. Ideally located just two blocks from the Ashmont T station, the home is close to an array of coffee shops, restaurants, and neighborhood amenities. This is city living at its finest!

101 Ashmont St, Boston

Listing courtesy of Listing Agent: Julie Simmons from Listing Office: Conway - Dorchester.

$1,275,000
6 Beds 5 Baths 73568555 MLS ACTIVE Status
Welcome Home! This exceptional custom-built Colonial with a full in-law suite, is nestled in a quiet West Roxbury neighborhood, offering a wonderful blend of elegance, comfort, and versatility. 4 bedrooms and 2.5 baths in the main house, 2 additional bedrooms & 2 full baths in the in-law! From the moment you step inside, you are welcomed by a grand foyer that sets the tone for this beautifully designed home. The first floor features a spacious formal living room and an inviting dining room with beautiful molding. The large eat-in kitchen opens seamlessly to a comfortable family room with a wood burning fireplace—perfect for everyday living & entertaining. An office tucked off the back of the home provides the ideal space for working from home. Step outside onto the expansive deck overlooking a private, professionally landscaped yard, creating a peaceful retreat for relaxing or entertaining. The first-floor primary suite is a true sanctuary, complete with a full bath & walk-in closet. A convenient half bath completes the main level. Upstairs, you will find three generously sized bedrooms, each offering excellent closet space, along with a full bath. But wait until you see the lower level! A truly impressive in-law apartment offers incredible flexibility, featuring two bedrooms, two full baths, a fully applianced kitchen & a comfortable living room. French doors provide direct access, making this an ideal space for extended family, an au pair suite, guests, or a variety of other possibilities. A two-car garage completes this very special property. With its thoughtful floor plan, beautiful private setting, and exceptional lower-level living space, this home offers flexibility and opportunity rarely found in West Roxbury!

16 Bobolink Street, Boston

Listing courtesy of Listing Agent: Lisa Iantosca from Listing Office: Donahue Real Estate Co..

$44,500,000
6 Beds 10 Baths 73567770 MLS ACTIVE Status ['St. Regis'] BLDG.
Experience a new echelon of luxury living at The Grand Penthouse, the crown jewel of the St. Regis Residences. Encompassing over 10,000 sq ft across 2 dramatic levels, this one-of-a-kind home sits atop Boston’s iconic Seaport, offering panoramic views of Boston Harbor and the city skyline through soaring floor-to-ceiling windows. Designed with extraordinary attention to detail, the residence features a double-height great room, a sculptural curved floating staircase with glass railings, and a grand foyer with an Italian marble radial inlay floor. Every element is curated for refined living and entertaining at scale. The outdoor living experience is equally extraordinary, including a custom infinity-edge pool with a clear acrylic bottom, and a retractable Libart International glass roof, and sweeping water views from every angle. Blending the privacy of a custom home with the legendary service of the St. Regis brand, The Grand Penthouse is a truly rare offering Boston has never seen.

150 Seaport Blvd. Unit GPH, Boston

Listing courtesy of Listing Agent: The Sarkis Team from Listing Office: Douglas Elliman Real Estate - The Sarkis Team.

$929,000
7 Beds 2 Baths 73564382 MLS ACTIVE Status
Timeless elegance and classic Dorchester charm define this spacious 7-bedroom, 2 bath residence offering three full levels of thoughtfully designed living space. Rich in character, the home showcases stunning period details, gleaming hardwood floors, high ceilings, and the craftsmanship rarely found in today's construction.The welcoming front porch creates the perfect place to relax and enjoy the neighborhood, while the expansive interior provides exceptional flexibility for entertaining, working from home, or accommodating a growing family. Seven generously sized bedrooms ensure plenty of room for everyone, and off-street parking adds everyday convenience.Perfectly located in one of Dorchester's most desirable neighborhoods, you'll enjoy easy access to parks, restaurants, shopping, public transportation, and downtown Boston. This is a rare opportunity to own a home that beautifully blends historic character, generous living space, and modern convenience.

54 Tonawanda St, Boston

Listing courtesy of Listing Agent: Anne Galvin from Listing Office: Coldwell Banker Realty - Dorchester.

$749,000
6 Beds 2 Baths 73561323 MLS ACTIVE Status
Spacious and versatile bi-level condo offering 6 bedrooms and 2 full baths, with an impressive amount of living space that rivals many single-family homes! A welcoming large foyer with coat closet leads to a formal dining room and an oversized living room with an adjoining sunroom, providing plenty of room to spread out and entertain. The eat-in kitchen features a breakfast bar, with a convenient separate laundry room just off the kitchen. The kitchen and furnace were updated and the hardwood floors refinished in 2017. Enjoy additional outdoor living with a common deck and shared yard space. With two levels of living and generously sized rooms throughout, this unique condo offers exceptional space and flexibility in a hard-to-find layout.

16 Frost Ave Unit 2, Boston

Listing courtesy of Listing Agent: Anne Galvin from Listing Office: Coldwell Banker Realty - Dorchester.

$1,149,000
6 Beds 2 Baths 73561059 MLS PRICE CHANGED Status
NEW CONSTRUCTION, Second Floor Condo is Steps to BROOKLINE. Charming Tree-Lined Residential Feel, Orkney Road is located right in the Heart of Cleveland Circle. The Floor Plan is 6 BEDROOMS, each room is balanced in size. Two FULL BATHROOMS with Modern Fixtures & Clean Design. 1500 SF but feels LARGER! This a RARE chance to buy a in a New Development. New kitchen, Stainless Steel Appliances, Hardwood Floors, with a Spacious Deck. New Roof, New Systems, New HVAC, New Electrical & New Plumbing, Private Deeded Basement Storage. This Spectacular New Construction was recently Gutted & Transformed into a Modern Luxury Condo. Just steps away from Restaurants, Retail & The MBTA! Both (B) and (D) Green Lines that can take you directly to Boston College or Back Bay.

32 Orkney Road Unit 2, Boston

Listing courtesy of Listing Agent: Collin Bray from Listing Office: Century 21 Cityside.

$1,285,000
6 Beds 5 Baths 73557775 MLS ACTIVE Status
Set atop a hill in Boston's historic Tommy's Rock, this meticulously maintained Greek Revival dates to the mid-1800s and pairs architectural pedigree with modern comfort. Ten-foot ceilings, generous room proportions, and oversized windows fill the six-bedroom, five-bath home with light. Original pumpkin pine floors, curved staircases, inlaid shutters, and marble fireplaces sit alongside recent updates, including all-new bathrooms and a rebuilt rear deck. An attached in-law suite with its own private entrance adds flexibility for guests, extended family, or income potential. Outside, a multi-tiered, professionally landscaped yard and several decks open onto sweeping Boston skyline views. A two-car driveway and easy access to transit, universities, and a thriving restaurant scene round out the package — historic character, modern living, in one of the city's most sought-after up-and-coming neighborhoods.

27 Saint James St, Boston

Listing courtesy of Listing Agent: Miller & Co. from Listing Office: Compass.

$999,995
6 Beds 3 Baths 73556763 MLS ACTIVE Status
Simply stunning! Settled in historic Lower Mills section of Boston. This amazing one-of-a-kind gem promises to captivate you from the moment you step foot inside. Ornate decor abounds inside out. This grandiose abode features a large bedroom & bathroom count that is sure to satisfy your appetite for ample functional space! Upgraded amenities include recessed lighting, modern light features, and recently-installed hardwood floors. Nice wraparound yard, 2-car garage, and more. City-approved ADU unit in fully-finished basement allows for extra income!! ADU features a living area that includes 2 BRs, 1 full bath, and kitchen! Main house consists of living room, 4-5 bedrooms (if formal dining room is used), and 2 full bathrooms. Close proximity to iconic historical landmark Baker Chocolate Factory, hip eateries, local shops, and much more!!

1103 Morton St, Boston

Listing courtesy of Listing Agent: Junior Pena from Listing Office: Landmark Unlimited Realty.

$950,000
7 Beds 4 Baths 73542053 MLS ACTIVE Status
Prime Dorchester Location....Beautifully colonial just steps from Shawmut subway. This home offers 6 spacious bedrooms, 3.5 baths, and office spaces ideal for additional living or work-from-home. Updates include new roof and siding (2019) and a renovated living area with finished basement (2015). Interior highlights feature a granite kitchen, hardwood floors, high ceilings, and a thoughtful layout with a full bath on each level. Enjoy outdoor living with a front enclosed porch, rear deck, driveway patio, backyard patio and detached two-car garage. The finished basement provides flexible space for a gym or extra living. Delivered vacant. A rare combination of size, and location.

19 Nixon St, Boston

Listing courtesy of Listing Agent: Emthanh Nguyen from Listing Office: REWAP BROKERAGE LLC.

$1,799,000
6 Beds 3 Baths 73539320 MLS ACTIVE Status
Offered for the first time in over 30 years, this grand 1885 residence presents a rare opportunity to own one of Dorchester Center’s most substantial and architecturally significant homes. Located in the historic Adams Village and Ashmont neighborhood and bordering Peabody Square near the Ashmont MBTA red line, the property offers 4,927 SF on an expansive sloping corner lot and allows easy access to downtown Boston. An impressive wraparound porch and sweeping curved entry lead to a grand foyer flanked by two living rooms (1 with a stunning wood paneled fireplace) flowing to a magnificent stairway w/paned windows. Features include, soaring ceilings, 4 porches w/spectacular views, 5 fireplaces, dining room seating for 12+, 6 bedrooms, 2.5 baths, new furnace (2025) & roof (2016). Finished third floor w/kitchen & full bath. Separate dwelling use subject to buyer verification & code compliance. This is a property of uncommon character & substance ready to be restored and elevated to its original historic grandeur.

15 Fairfax St, Boston

Listing courtesy of Listing Agent: Daniel Lewis from Listing Office: Herringbone Realty, LLC.

$1,799,000
8 Beds 5 Baths 73528710 MLS ACTIVE Status
Extensively renovated and expanded, this exceptional Dorchester residence offers over 4,600 SF of thoughtfully designed living space in a quiet neighborhood setting. Classic colonial details, elegant millwork, and a grand staircase blend seamlessly with modern updates throughout. The main level features sun-filled living spaces, an exquisite fireplace, and a stunning chef’s kitchen with an oversized island, custom cabinetry, professional appliances, and designer finishes. Upstairs, the expansive primary suite is complemented by additional bedrooms and a second-floor living area opening directly to the upper deck. Featuring 8 bedrooms, 5 bathrooms, and a completed ADU, the layout is ideal for tiered living, work-from-home needs, and evolving lifestyles. Outdoor spaces include a two-story deck, patio, yard, and paved driveway. A rare offering combining timeless character, modern luxury, and versatility with exciting potential for Airbnb, rental income, or investment opportunities.

61 Wayland Street, Boston

Listing courtesy of Listing Agent: Jason Lisherness from Listing Office: The Agency Boston.

$21,950,000
6 Beds 8 Baths 73527728 MLS ACTIVE Status
Exquisite, wide Back Bay townhouse on the sunny side of Commonwealth with large private roof deck, magnificent views, Juliet balcony, and 6 outdoor parking showcases exceptional bones and timeless character. Expansive windows provide outstanding natural light, highlighting the home's historic charm and original detail. The property offers a versatile floor plan for customization, with approximately 10,000+/-sf to create luxurious spaces and exceptional entertaining space. Currently exhibiting an open and airy kitchen, soaring ceilings, a stately dining room, beautiful paneled library, 5+ well-proportional bedrooms, abundant closets, and a separate au pair suite, it is one of only a few single family homes in this highly coveted neighborhood. Its distinguished façade, irreplaceable location, and palatial scale present an extraordinary canvas for a discerning buyer. Elevator to all floors, 8 fireplaces, and grandeur complete this home’s spectacular offering. Some photos virtually staged.

129 Commonwealth Avenue, Boston

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

$9,900,000
7 Beds 7 Baths 73521104 MLS ACTIVE Status
319 Beacon Street is a stunning single-family residence offering impressive scale, refined finishes, and an outstanding layout for both grand entertaining and everyday living. Flooded with natural light from oversized windows, the residence features beautifully proportioned rooms with high ceilings, all connected by an elevator servicing every level. Elegant formal living and dining spaces provide a sophisticated setting for entertaining while maintaining a warm and inviting feel. A suburban-sized eat-in kitchen is outfitted with top-of-the-line appliances, custom cabinetry, and extensive storage. The expansive family room with a full bar opens to a spectacular oversized deck, creating an ideal indoor-outdoor setting for entertaining. Additional highlights include a home office and a private guest suite on the lower level. Atop it all is an incredible roof deck with sweeping city views. Complete with 2 garage and 1 outdoor parking space, all in a premier Back Bay location.

319 Beacon Street, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$6,500,000
6 Beds 4 Baths 73506820 MLS ACTIVE Status
An extraordinary and never before offered Back Bay opportunity, ideally positioned across from the Mandarin Oriental and Prudential Center own two top-floor condominiums plus a private 6 car garage. Potential to combine units and create a custom penthouse residence, with possible rooftop terrace. These sun-filled homes feature expansive windows, skylights, and a flexible two-level layout with loft space ideal for office, guest, or nursery. Updated kitchens include granite, stainless steel appliances, double ovens, and islands for prep. Additional highlights: hardwood floors, central A/C, in-unit W/D, and elevator access. Unmatched location near Copley Sq, Newbury St, top restaurants, shopping, and transit. A truly unique Back Bay opportunity.

811 Boylston St Unit PH, Boston

Listing courtesy of Listing Agent: Melissa Karger from Listing Office: Seaport Realty Group.

$9,899,000
6 Beds 7 Baths 73503507 MLS ACTIVE Status
Crowning one of Back Bay’s most coveted addresses, this one-of-a-kind 6,000 SF penthouse duplex offers a rare combination of grand entertaining spaces and comfortable family living. From its dramatic floor-to-ceiling windows, the residence showcases sweeping, front-row views of the Charles River, Cambridge skyline and City beyond. The elevator opens directly into a gracious foyer, introducing an impressive living room with soaring ceilings and refined moldings, all oriented to capture the River and skyline views. Adjacent, a richly paneled study with fireplace and wet bar creates a warm retreat for work or relaxation. The formal dining room flows seamlessly into a spacious eat-in kitchen, ideal for both casual meals and large-scale entertaining. The upper-level features 6+ generously sized beds and 6 full baths, including a tranquil primary suite. Separate 1 bed/1 bath condo at 270 Beacon Street included. Co-op fee includes real estate taxes and management fee.1 garage & 2 outdoor spot

274 Beacon Street Unit PH, Boston

Listing courtesy of Listing Agent: Tracy Campion from Listing Office: Campion & Company Fine Homes Real Estate.

$875,000
6 Beds 1 Baths 73503059 MLS ACTIVE Status
Location, location, location! A rare and wonderful opportunity in the beautiful Fort Hill neighborhood. This single-family house sits across Highland (Fort Hill) Park on the one side, with panoramic sunset and city views on the other. The property is zoned 3F- 4000 on a 4493 Square foot lot. There is an existing approved and active permit for a full gut renovation and addition. The plan was put together by a team of local, award-winning architects. The current permit allows for a 3623 square foot 5 bedroom 3.5 bath single family but can easily be converted into 2 units once construction has been completed. It is a short walk to the T, Horatio Park, Fort Hill, Nubian Square, minutes to Longwood Medical Area, restaurants, shops, JP & South End. Being sold 'AS IS' - owner makes no warranties of any kind, expressed or implied. Buyer due diligence required. Property is currently rented until July 31, 2026.

63 Beech Glen St, Boston

Listing courtesy of Listing Agent: Sara Segal from Listing Office: Helix Real Estate.

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