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luxury real estate for sale Brookline, United States

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Contract pending
35

Apartment Brookline (United States)

19 Linden offers a unique opportunity for investors, developers, and owner-occupants looking to build or invest in their dream home in Brookline. Ideally located in Brookline Village—one of the town’s most sought-after neighborhoods—this property sits on a 17,689 square feet level lot on a quiet one-way street and is zoned M10. Buyers should perform their own due diligence to understand potential development or renovation options under local zoning codes. The property features a large 1840s Greek Revival home with stunning original period details, along with a small attached two-bedroom apartment. Its location is a commuter’s dream, offering convenient access to the Green Line T, Longwood Medical Area, downtown Boston, and all that Brookline has to offer. With vision and patience, this property can become a standout investment, condo conversion, or dream home. A must-see! Seller is open to offers with buyer concessions.

… 
$5,950,000
6bedrooms
3bathrooms
land 1,659

By Gibson Sotheby's International Realty

16

House with pool Brookline (United States)

A rare opportunity to reimagine and create a $20+M compound in Brookline, set on two private acres in the coveted estate area. Conceived by an award-winning architect, the proposed design masterfully blends timeless elegance and exceptional craftsmanship with the features most desired for modern living soaring ceilings, abundant natural light, clean architectural lines, and a thoughtfully designed floor plan ideal for both grand entertaining and everyday comfort. The proposed plans showcase an expansive open-concept kitchen and family room with a dramatic cathedral ceiling, elegant formal living and dining rooms, spacious library, a screened porch, a gracious 1st floor bedroom, and an exceptional 2nd floor primary suite. Additional customization options include an elevator servicing all levels, a golf simulator, and a swimming pool. Offering rare privacy with exceptional convenience, this distinguished property is located less than five miles from Back Bay

… 
$11,750,000
929
6bedrooms
6bathrooms

By Annonceur International

25

Property with garden Brookline (United States)

Rarely does a pristinely renovated single family home in A+ Coolidge Corner location offer a combination of space, flexibility and functionality for long term needs, peaceful outdoor living space, abundant parking, and unlimited potential. This classic colonial has curb appeal, six bedrooms, four and a half baths and 3755 Square feet finished space. 7016 square foot lot in T5 zone. four levels of comfortable living with room for extended family. 90 foot driveway with wide turn around. four car garage plus parking for three additional NON tandem spaces - major bonus in Brookline. Landscape graced with mature cherry tree. Fenced in yard offering tranquility, unusual plantings, trees, plus fire pit for gatherings. 900 square feet by right ADU potential development in carriage house. Also, a private entry in law/office suite or rental unit for generating income. Kitchen boasts white quartz with wonderful breakfast area, lots of storage and state of art new appliances. New tiled bathrooms. All new Lennox HVAC systems, hot water tank, and rubber roof. Multiple heating zones. Refurbished slate roof, newly painted interior, mudroom, recessed lighting, refinished hardwood flooring, updated electric, and gas fireplace. Custom sauna for well being. Two sets of washer dryers. Every daily convenience outside your door. Close to Longwood medical, Cambridge pharma and biotech. Excellent public and private schools nearby. 3000 square feet expansion potential. Wired ring security system. Explore diverse ethnic restaurants nearby surrounded by arts and entertainment. Easy living. Endless possibilities for this unique offering, an expansive and multigenerational home for future years of enjoyment.

… 
$3,900,000
6bedrooms
5bathrooms
land 647

By Gibson Sotheby's International Realty

Contract pending
18

Apartment Brookline (United States)

Coolidge Corner living at its finest! Spectacularly renovated in 2023, this stunning south-facing, floor-through penthouse offers nine rooms, four bedrooms and two beautifully appointed baths, blending classic architectural detail with sophisticated modern updates. An expansive living room showcases tall ceilings, exquisite moldings, custom built-ins flanking the fireplace, three oversized windows, recessed lighting, tall ceilings and gleaming hardwood floors. The showstopping kitchen is truly a masterpiece—beautifully designed with exceptional finishes and an ideal layout for both everyday living and entertaining. The spacious primary bedroom is a private retreat featuring a separate dressing room and luxurious spa-like bath. Three additional bedrooms offer wonderful flexibility for family, guests, home office or den. Additional highlights include in-unit side-by-side washer and dryer, one-car parking, and replaced plumbing and electrical. An exceptional location just blocks from the Longwood Medical Area, Green Line C and D trains, Trader Joe’s, and the incredible shops, restaurants, cafés and neighborhood favorites along Harvard Street, including the iconic Coolidge Corner. Theatre. A beautifully renovated penthouse in the heart of one of Brookline’s most sought-after neighborhoods—this is a property not to be missed! Deadline for offers is Tuesday August 18th at 12:00pm. Please allow 48 hours for a response.

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$1,695,000
4bedrooms
2bathrooms

By Gibson Sotheby's International Realty

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Contract pending
36

Property Brookline (United States)

Nestled on one of Fisher Hill's most coveted tree-lined streets, this distinguished Colonial seamlessly blends the warmth and craftsmanship of the early 1900s with thoughtfully designed modern updates. Beautifully maintained and set on a professionally landscaped level lot, the home offers 4,726 square feet across four finished levels with thirteen rooms, seven bedrooms, four and half baths, a garage, and ample additional parking. Designed for both everyday living and exceptional entertaining, a stunning kitchen and family room addition serves as the heart of the home. The chef's kitchen features custom cabinetry, three sinks, two dishwashers, double ovens, a gas cooktop with grill, three skylights and a sun-filled office nook with vaulted ceilings. The adjoining family spaces flow effortlessly outdoors, while the elegant front-to-back living room opens to a spacious south facing side deck with views of the backyard. There are four bedrooms, two baths and laundry on the 2nd floor, which includes the primary bedroom with a beautiful fireplace and spa-like bath. 3rd floor offers two bedrooms and a full bath. The walkout lower level expands the home's versatility featuring a family room, kitchen, bedroom, full bath with W/D and radiant heat, adjoining to the sitting room with a dining area. There is direct access to the backyard offering excellent flexibility for guests, extended family, or potential ADU use (subject to applicable approvals). Seven bedrooms provide exceptional flexibility for today's lifestyle, including home offices, guest accommodations, or multigenerational living. Ideally situated near Runkle School, Brookline High School, the MBTA Green Line (D Branch), and the Longwood Medical Area, this is a rare opportunity to own a home that masterfully combines historic elegance, modern comfort, and an exceptional Fisher Hill location.

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$3,650,000
7bedrooms
5bathrooms
land 931

By Gibson Sotheby's International Realty

Contract pending
38

House Brookline (United States)

PHOTOS & VIDEO COMING SOON - Discover timeless elegance and exceptional versatility in this beautifully updated 1938 Cape, thoughtfully designed for today's discerning family. Offering 6 bedrooms and 3.5 baths, the home features two primary bedrooms with private ensuite baths, including a sought-after first-floor retreat ideal for multigenerational living, guests, or an au pair. The chef's kitchen is appointed with stainless steel appliances, a gas range, wall oven, stone countertops, and a center island with seating for three. A welcoming den, formal dining room, and sun-filled breakfast area provide inviting settings for both everyday life and elegant entertaining. The finished lower level offers a versatile recreation room with a dedicated laundry area. Completing the home are an attached two-car garage and two additional off-street parking spaces, blending classic New England charm with modern comfort and convenience.

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$2,850,000
6bedrooms
4bathrooms
land 1,335

By Gibson Sotheby's International Realty

26

House Brookline (United States)

292 Clinton Road is a timeless Victorian residence, built in 1892 and prominently situated in Brookline's Fisher Hill neighborhood. Rich in architectural detail, this meticulous home has been thoughtfully updated while preserving elegance and craftsmanship. A welcoming front porch leads to a gracious foyer with soaring ceilings, abundant natural light and original woodwork. Designed for grand entertaining and comfortable everyday living, the first floor features a fireplaced living room, dining room, family room with a bay window, a renovated Chef's kitchen, pantry, mudroom and half bath. A stunning staircase leads to the second level, with a charming sun-drenched landing and a wall of glass. The primary suite offers a custom walk-in closet, and renovated en-suite bath, accompanied by two additional good-sized bedrooms with en-suite baths and a second-floor laundry room. The third floor offers flexibility with three additional bedrooms, a full bath, and a spacious room ideal for a home office.

… 
$3,700,000
404
6bedrooms
4bathrooms

By Annonceur International

12

Apartment with terrace Brookline (United States)

Welcome to 80onVernon, a boutique collection of 8 new luxury condominiums in Brookline's Coolidge Corner. Each home offers 3 bedrooms, modern finishes, garage parking, and private outdoor spaces. This unit features 2 garage parking spaces, 2 balconies, a den, and a direct access elevator. The building's sleek exterior, oversized windows, and glass balconies maximize light and park views. Residents enjoy a stylish lobby with secure mail and package areas. Interiors feature 9-foot ceilings, floor-to-ceiling Drutex windows, open living spaces with fireplaces, and kitchens with waterfall-edge stone countertops, Dell Anno cabinetry, and Thermador appliances. Wood accents and designer lighting add warmth and sophistication. Located steps from Saint Mark's Park, the Coolidge Corner Theatre, Trader Joe's, and acclaimed restaurants, plus the MBTA Green Line for direct Boston access, 80onVernon blends modern design, everyday convenience, and community charm. Expected delivery late summer 2026.

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$3,549,000
197
3bedrooms
2bathrooms

By Annonceur International

18

House with pool Brookline (United States)

Nestled on a private 0.92-acre lot in the prestigious Chestnut Hill neighborhood, this exceptional custom-designed Mid-Century Modern ranch, inspired by the timeless architecture of Frank Lloyd Wright, offers a rare blend of sophistication, privacy, and seamless indoor-outdoor living. Thoughtfully designed with gracious proportions and walls of glass, the home is filled with natural light and overlooks beautifully landscaped grounds. A spectacular four-season breakfast room with four skylights complements the chef's kitchen featuring top-of-the-line appliances, three ovens, two dishwashers, and custom cabinetry. The luxurious primary suite serves as a private sanctuary with dual showers and vanities, smart toilets, separate dressing areas, a soaking tub, and an attached office/library. The versatile lower level offers excellent potential for an in-law suite. Sliding glass doors line the rear of the home, opening to a serene outdoor retreat with an elegant patio and heated pool. Superb

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$4,998,500
631
4bedrooms
4bathrooms

By Annonceur International

30

House with garden and terrace Brookline (United States)

One of Brookline's most distinctive residences, this rare 1880 Carriage House near Coolidge Corner seamlessly blends historic architecture with thoughtfully integrated modern updates. A 2022 landscape by Curbs Studio, inspired by Japanese zen gardens, features terraced granite, custom stonework, Ipê decking, integrated lighting, mature plantings, an outdoor kitchen, and fire-pit lounge. Inside, 10.5' ceilings, exposed beams, a wood-burning stove, and tall French doors create dramatic, light-filled living spaces. Four vaulted-ceiling bedrooms and 2.5 baths include two beautifully renovated bathrooms by Feinmann Inc. (2021). Recent improvements include HVAC (2024), windows, retaining wall, paint, and EV charging. A remarkable alternative to new construction, and condos, offering timeless craftsmanship and modern comfort moments from Longwood Medical Area, Fenway Park, restaurants, parks, the MBTA, the Museum of Fine Arts, Boston, the Isabella Stewart Gardner Museum, and all of Boston!

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$2,950,000
186
4bedrooms
3bathrooms
land 0.1ha

By Annonceur International

29

House with pool Brookline (United States)

Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and serene water views on nearly a half-acre with bluestone patio and pool. The gracious entry opens into a grand foyer flanked by sun-drenched rooms. Bay windows in the living room, dining room, family room, and primary suite frame reservoir and garden views. Four fireplaces, high ceilings, crown molding, and custom woodwork throughout. Well-equipped kitchen for serious cooks with breakfast area and counter seating. Private first-floor study. Enchanting screened porch access the dining and living rooms for al fresco dining. Second floor: three bedrooms, two baths, and a primary suite with large dressing room, ensuite bath, and private deck. Third floor: two additional bedrooms and full bath. Lower level: exercise room, sauna, wine cellar and lav. Two-car garage. Minutes from Chestnut Hill shopping, Longwood Medical Area, and universities.

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$3,995,000
486
5bedrooms
4bathrooms

By Annonceur International

6

House Brookline (United States)

Classic brick-front, center-entrance Colonial in a well-established neighborhood. This 4 bed, 3.5 bath home is ready for a full renovation or potential gut, an ideal canvas to create your dream home. A gracious entry leads to a front-to-back living room with fireplace, formal dining room, and a family room with picture window overlooking a level backyard. Upstairs offers three spacious bedrooms and a primary suite with full bath, plus two additional full baths. Features include two staircases, a two-car garage (one bay currently used as a laundry room), and a partially finished basement. Many system updates already in place. Sold as is, endless upside in a prime location.

… 
$2,300,000
269
4bedrooms
3bathrooms

By Annonceur International

30

House with pool Brookline (United States)

This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive grounds. There are 6 bedrooms, one of which is the luxurious primary suite. The meticulously designed grounds feature several unique amenities, including a stunning terrace patio expanding the length of the home, an in-ground swimming pool with fountain and whirlpool artfully integrated with a stone cliff, fully equipped cabana, koi pond, private tennis court, putting green, and magnificent hardscaping. The property also has a three-bedroom cottage and a two-bedroom unit above the free-standing garage. Near fine shops, restaurants, and Downtown Boston.

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$16,000,000
874
6bedrooms
5bathrooms

By Annonceur International

17

Apartment with terrace Brookline (United States)

Location, Location, Location! Exceptional two-unit mixed-use building in the heart of Brookline, featuring a NNN-leased commercial space occupied by a premier national restaurant operator with a recent $2M+ buildout. The property includes a rare Brookline 1:00 AM full liquor license, elevator access for commercial deliveries, and expansive outdoor patio seating. The second floor offers a refined 3-bedroom, 1.5-bath residence with open living, dining area, in-unit laundry, and an extraordinary private roof terrace exceeding 1,000 SF. Unmatched setting just steps to the Green Line, Coolidge Corner, BU, Longwood Medical, H-Mart next door, and Boston's most vibrant destinations.

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$5,990,000
773
3bedrooms
4bathrooms

By Annonceur International

30

House Brookline (United States)

Sophisticated contemporary home totally transformed in 2022 by a prestigious luxury developer. Meticulously crafted for modern living with 5500+ sq ft including two additional suites with kitchenettes & private entrances designed as In-Law/Au-Pair apartment + home office. Spectacular living room with 6' linear gas fireplace complimented by a 8' wide granite wall. Extraordinary chef's kitchen with quartz countertops & massive 10 foot center island. Wolf/Subzero/Thermador appliances, 2 dishwashers, 2 sinks, professional hood, micro lift, dual wine fridge & breakfast sitting area. Dramatic primary bedroom suite with marble fireplace, walk-in closet, balcony & spa-like bath with glass enclosed shower & soaking tub. Top floor offers yoga/studio/office. Sprawling roof deck with breathtaking views of downtown Boston & Prudential. Exterior bluestone patio, gas fireplace perfect for entertaining. 6 parking (2 garage), smart home technology & surround sound complete this exceptional residence!

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$4,499,000
511
7bedrooms
5bathrooms

By Annonceur International

528 listings near Brookline

Nearby
Contract pending
32

Apartment Allston (United States)

From either private balcony of this penthouse duplex or from the roof deck, you can follow the Charles River basin across the horizon to the distant Beaver Brook Hills. The main level is open and connected: hardwood floors, a wood-burning fireplace anchoring the living area, a granite-counter kitchen with a pass-through peninsula, and a half bath. Upstairs, two generous bedrooms and two full baths. The 7th floor roof deck, exclusive to only a handful of penthouse-tier residents, extends the view further still. New roof and HVAC — covered in full by current ownership, completing mid/late June. Garage pkg with EV charger. Indoor pool, fitness center, racquetball, elevator. Incredibly convenient location on the Allston/Brookline line: Coolidge Corner under a mile, Carlo's and Naksan Korean BBQ around the corner, Longwood Medical approx. 1.7 miles, Fenway approx. 2.2. B line at Warren St directly across Comm Ave. Everything at your fingertips.

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$800,000
2bedrooms
3bathrooms
land 121

By Gibson Sotheby's International Realty

Nearby
20

Apartment with terrace and pool Boston (United States)

Welcome to Longfellow Manor, a beautifully maintained one-bedroom condo offering the perfect blend of comfort, convenience, and investment potential. This turn-key residence features newly refinished hardwood floors, fresh paint throughout, a covered private balcony, and an exclusive deeded off-street parking space. The unit is ideally located on the top floor with no one above. Residents enjoy an in-ground swimming pool, on-site coin laundry, heat and hot water included in the condo fee, professional landscaping, and strong association reserve funds. A recent building assessment paid in full by the current owner, providing added peace of mind for future ownership. An on-site resident superintendent manages and maintains the property. Move-in-ready home or a strong rental investment opportunity, this condo checks every box in one of Brighton’s most convenient locations. The property is moments from the MBTA Green Line B at Warren Street and Washington Street stations.

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$449,000
1bedroom
1bathroom
land 81

By Gibson Sotheby's International Realty

Nearby
10

Apartment Boston (United States)

Fabulous penthouse one bedroom with spectacular views of Park Drive and the Back Bay. This home features updated kitchen with gas cooking, hardwood floors and great natural light. Located in one of the best professionally managed buildings in the Fenway with an elevator and laundry. It also has private storage for the unit. Fantastic location close to Fenway Park, Northeastern, Berklee College of Music, Boston University, Longwood Medical area and Back Bay. Easy access to neighborhood cafes, restaurants, shopping and Newbury Street. A great blend of comfort, convenience and vibrant city living.

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$515,000
1bedroom
1bathroom

By Gibson Sotheby's International Realty

Nearby
12

Apartment Kingston (Jamaica)

A visual masterpiece that exudes refined luxury, this exceptional 3-bedroom, 4-bathroom penthouse in Kingston 6 offers a truly elevated living experience. Thoughtfully designed with multiple layers of living spaces, the apartment unfolds seamlessly, revealing expansive open-concept areas complemented by stellar, high-end finishes throughout. Each level is curated to maximize comfort, flow, and natural light. The property ascends from the lower level to a breathtaking rooftop terrace, boasting magnificent views and creating the perfect setting for entertaining or relaxing in style. Located in a highly sought-after, central neighbourhood, this residence is part of a secure, gated complex with 24-hour security, offering both privacy and peace of mind. A rare opportunity to own a sophisticated penthouse that blends modern elegance with functional design.

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$500,000
3bedrooms
4bathrooms

By Jamaica Sotheby's International Realty

Nearby
44

House with pool Kingston (Jamaica)

Step into elevated living with this exquisitely designed fully furnished 5-bedroom, 5.5-bathroom townhouse, offering approximately 5,000 sq. ft. of refined living space. Thoughtfully crafted with an open-concept layout, elegant lighting, and premium finishes, every detail of this home exudes sophistication. Designed for both comfort and entertaining, the home features a private gym, home theater, helper's quarters and double garage. The expansive primary suite boasts two walk-in closets, while a stunning blend of wood, porcelain, and travertine flooring adds warmth and timeless elegance throughout. Residents also enjoy access to a communal swimming pool, jacuzzi, and 24-hour security, offering an exceptional lifestyle in an exclusive setting. Luxury, space, and impeccable design, all in one extraordinary home. Contact us today to schedule your private viewing.

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$1,290,000
5bedrooms
6bathrooms

By Jamaica Sotheby's International Realty

Nearby
16

Apartment Cambridge (United States)

A unicorn in Cambridgeport: a three-bedroom, two-bathroom condo with deeded off-street parking for under $1M! Amazing utility marries city living conveniences with this peaceful retreat close to both Central and Harvard Squares (Red Line T), MIT, award-winning restaurants, shops, many grocery stores, and the Charles River. This updated residence in a renowned David Aposhian condo building is flanked by oversized windows that flood the space with sunlight while offering private leafy views. The open plan offers fluid yet defined spaces for living, dining and cooking. The home features three well-appointed bedrooms, including a primary with an en-suite bathroom. An additional full bathroom and laundry complete the interior. The deeded parking means no permits, no circling, no winter shoveling. Easy access to Memorial Drive, Storrow Drive, and the Mass Pike. Professionally managed, the building handles snow and trash removal and grounds upkeep.

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$998,000
3bedrooms
2bathrooms

By Gibson Sotheby's International Realty

Nearby
15

House Kingston (Jamaica)

In a world seeking stability, the discerning are choosing Jamaica — and Landscreek is where that choice becomes home. Set within an exclusive gated enclave of lush green spaces and mountain vistas, this distinguished three-bedroom, five-bathroom townhouse is designed for those who refuse to compromise. A fully finished basement with a bespoke bar and private outdoor walkout anchors the lower level, while a generous main-level balcony frames sweeping mountain views. Round-the-clock security and a dedicated generator ensure comfort is never contingent on circumstance. Available with an existing tenant for immediate returns, or vacant for those ready to arrive. The world is shifting. The wise are already here.

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$501,900
3bedrooms
4bathrooms

By Jamaica Sotheby's International Realty

Nearby
18

House Boston (United States)

Price Drop, Updated YTD Financials upon request! Generational Boston Multi-Family Asset in the growing Allston/Brighton suburbs of Boston. Welcome to Selkirk Place Apartments is located at 56-58 Selkirk Road in the Cleveland Circle. Bold, timeless, and built to performthis impeccably maintained 30-unit, three-story red brick multifamily is the kind of Boston asset investors chase. Featuring an ideal unit mix of 17 one-bedrooms and 13 two-bedrooms, the property spans approximately 25,960 square feet on a 13,275-square-foot lot and includes six surface tandem parking spaces. Selkirk Place Apartments delivers what renters want most: open-concept layouts flooded with natural light, hardwood floors, soaring ceilings, eat-in kitchens, oversized bedrooms, and private outdoor space. Thoughtful amenities like on-site laundry and bicycle storage round out this value-add opportunity that blends classic Boston character with modern livabilitypositioned for both long-term stability and upside. GPS

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$12,500,000
2,412
43bedrooms
30bathrooms

By Annonceur International

Nearby
Contract pending
34

Apartment Boston (United States)

Experience elegant single-level living in the prestigious, gated 23-acre Cabot Estate community, ideally situated across from Jamaica Pond. This spacious 1,776 sq.ft. residence offers five rooms, two bedrooms, and two full baths on the 4th floor in the C building. A generous living and dining room features French doors opening to an expansive 27-foot balcony, perfect for relaxing or entertaining. Separate office or breakfast room off the spacious kitchen. Luxurious primary bedroom with en-suite bath and walk-in closet. Generous sized 2nd bedroom with a wall of closets. Enjoy attached garage parking and exceptional amenities including a swimming pool, tennis courts, exercise facilities, and the historic Castle, available to residents for private parties and gatherings overlooking beautifully landscaped grounds. Close to the Longwood Medical Area and just minutes from downtown Boston, this exceptional home combines luxury, privacy, and an unparalleled lifestyle.

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$1,275,000
2bedrooms
2bathrooms

By Gibson Sotheby's International Realty

Nearby
Contract pending
13

Apartment with terrace Boston (United States)

Views and Location, this condo at the historic Charlesgate has it all. Formerly a luxury hotel built in the 19th century. Enjoy beautiful sunsets and watch sailboats along the Charles River from the living room, dining area and bedroom. This spacious light-filled home has high ceilings, hardwood floors, an open kitchen and large bay windows. Other features include central AC, In-unit W/D, and private storage. Spectacular common roof deck with amazing Charles River and City views, a large landscaped common courtyard and a beautifully restored elegant lobby. Professionally managed with a full-time day porter, cleaner, two elevators, and a handicapped lift. Pet friendly. Close to Newbury Street, the Esplanade, Kenmore Square, and so much more. TRULY A GEM! Wonderful location in the Back Bay. Some photos virtually staged.

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$775,000
1bedroom
1bathroom

By Gibson Sotheby's International Realty

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