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21 Kent Square Unit 1, Brookline
$2,449,999
3 Beds ⋅ 4 Baths ⋅ 73510087 MLS
Ideally located between Brookline Village and Coolidge Corner, this three-bedroom residence is part of a two-unit condo association, offering an exceptional opportunity in a prime Brookline neighborhood. Built in 1885 and thoughtfully renovated in 2026 by a Premier Brookline Developer, the residence artfully blends timeless architectural character with modern luxury. High end finishes, beautiful hardwood floors, and abundant natural light enhance the living experience throughout. 10" Ceilings. The main level features an open living and dining area with seamless access to the kitchen and private deck, along with Primary bedroom and bathroom, and powder room. The lower level offers two additional bedrooms, two bathrooms, a family room, and laundry. Outdoor amenities include a deck, as well as a patio and yard. A fantastic offering in a superb Brookline location.

21 Kent Square Unit 1, Brookline

Listing courtesy of Listing Agent: Mona And Shari Wiener from Listing Office: Hammond Residential Real Estate.

188 Brookline Ave Unit 19D, Boston
$1,250,000
1 Beds ⋅ 1 Baths ⋅ 73508275 MLS ⋅ ['Pierce Boston Private Residences'] BLDG.
Luxury living in the heart of Fenway at The Pierce, a full-service condominium just steps from Fenway Park, the MBTA Green Line, and Boston’s premier dining, culture, and entertainment. This beautifully appointed 1 bedroom, 1 bath residence is located on the 19th floor and features floor to ceiling windows that flood the home with natural light and offer elevated city views. The thoughtfully designed layout includes an open living area, modern kitchen with quality finishes, and a spacious bedroom retreat. Residents enjoy 24/7 concierge service and an exceptional suite of amenities, including a rooftop pool, landscaped grilling areas, cocktail lounge, fitness center, and multiple resident lounges. Unbeatable location near Longwood Medical Area, universities, Back Bay, and public transit, making this home ideal for owner occupants and investors alike. Parking Garage available for rent in the building.

188 Brookline Ave Unit 19D, Boston

Listing courtesy of Listing Agent: Irene Novia Loka from Listing Office: Matahari Real Estate LLC.

448 Park Drive Unit 1, Boston
$1,249,000
4 Beds ⋅ 2 Baths ⋅ 73504327 MLS ⋅ ['Fontainebleau Condo Association'] BLDG.
448 Park Drive is a 4-bedroom, 2-bathroom duplex in Fenway. This beautiful apartment has two new bathrooms and new kitchen with granite countertops. The apartment is a duplex unit, about 1,600sf in size and has a washer and dryers inside the apartment. This cash cow condo is rented for $7,600 a month through 8/2027. This is an ideal starter investment property located close to countless Universities including Northeastern, Wentworth, Simmons, Mass Art, Mass College of Pharmacy, BU, Berklee, Suffolk, Emerson. The building is located a stone’s throw distance from the Fenway stop on the Green D line and very close to the B, C and E lines as well.

448 Park Drive Unit 1, Boston

Listing courtesy of Listing Agent: Thomas Magloczki from Listing Office: Perpetual.

63 Beech Glen St, Boston
$875,000
6 Beds ⋅ 1 Baths ⋅ 73503059 MLS
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.

33 Pond Ave. Unit 915, Brookline
$545,000
1 Beds ⋅ 1 Baths ⋅ 73502517 MLS ⋅ ['Brook House Condominium'] BLDG.
Rarely available! Luxury Brook House,1 bed/1 bath condo with bonus enclosed balcony that can be used as an office or den, gorgeous pond views from every window to watch the sunrise & sunset, Modern renovation throughout, Spacious, open floor plan, Large bedroom with double closets, 1 car garage parking #252, 24/7 security/concierge, 24 hr. maintenance, On-site management, Package delivery room, Enjoy a great lifestyle with top notch amenities that include a fully equipped fitness center with weight/cardio/exercise rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, table tennis, herb garden, resident lounge with WIFI & barbecue areas, Across the street from D & E train lines and bus lines, Convenient to Longwood Medical area and downtown Boston, Walk to Brookline Village & Coolidge corner with an amazing array of shops restaurants & movie theater, Enjoy gorgeous Leverett Pond of the Emerald Necklace across the street with walking/jogging/bike paths

33 Pond Ave. Unit 915, Brookline

Listing courtesy of Listing Agent: Sada Hanna from Listing Office: William Raveis R. E. & Home Services.

131 Park Dr Unit 2, Boston
$475,000
1 Baths ⋅ 73501762 MLS ⋅ ['Fenway By The Park Condominium Trust'] BLDG.
NEW BUYER INCENTIVE! Seller is now offering a 2-1 interest rate buydown for qualified buyers with an acceptable offer. Take advantage of reduced monthly payments during the first two years of homeownership. Ask for details! Discover this beautifully updated studio in the vibrant Fenway neighborhood—ideal for both investors and owner-occupants seeking a modern city retreat. The smart layout includes a separate alcove for sleeping and a bright living area with oversized bay windows and new red oak floors. The kitchen and bath are fully updated with sleek finishes and porcelain tile. In a well-managed building with an elevator, on-site laundry, and bike storage, this unit offers low-maintenance urban living. Located near Boston Children’s Hospital, Brigham and Women’s, Dana-Farber, and top schools like Simmons, BU, Northeastern and Berklee College of Music, you’re immersed in one of Boston’s most connected and sought-after locations. Surrounded by the Emerald Necklace, this is a rare opportunity—don’t miss it!

131 Park Dr Unit 2, Boston

Listing courtesy of Listing Agent: Kianie Stewart from Listing Office: Compass.

188 Brookline Ave Unit 24I, Boston
$1,760,000
2 Beds ⋅ 2 Baths ⋅ 73500827 MLS ⋅ ['Pierce Boston Private Residences'] BLDG.
Welcoming owner occupants or investors alike. Grand, superbly functional 1 Bedroom + Windowed Study (that lives like a 2 BR - Study can accommodate up to a Queen Bed), 1.5 Bath with Rare DEEDED GARAGE PARKING INCLUDED at Pierce Boston Residences by globally renown Arquitectonica & the city's premier 5 Star Ultra Luxury Full Service Address. Experience unparalleled comfort, luxury, convenience and discover the very best of Boston at your doorstep. A layout that easily adapts to your lifestyle with a generous Living Area, King primary Bedroom, walk-in closet & ensuite Bath with dual vanity & shower. Windowed Study seamlessly accommodates a Queen Bed or Office. Adjacent oversized Half Bath + Linen Storage. Chef's Kitchen with integrated Wolf, Subzero appliances, waterfall peninsula & pantry. Wide-plank European Oak floors, Hunter Douglas motorized Shades, W/D, 9ft 6in ceilings complete the home. Curated art, spectacular views, and a service-rich lifestyle await with 20,000 square feet of amenities spread across 3 floors designed as an extension of home: 24/7 Concierge, Porter, On-Site Maintenance Services, the city’s Highest Heated Pool & Spa with expansive sun deck overlooking Fenway Park, Charles River & Entire City Skyline, a Landscaped Sky Garden with an Outdoor Kitchen with Grills and Gas Fireplace, Cocktail Lounge with Catering Kitchen, Private Dining Room, Library, Arcade Lounge, Co-working Spaces, 2,500SF Fitness, Yoga Studio, Pet Spa, and Residential Social Programming. On-site dining includes MIDA Italian Fine Dining, Nathálie Wine Bar, and The Wine Press. Ideally situated between Brookline and Back Bay, Pierce is surrounded by world-class cultural institutions with 100+ acclaimed dining destinations, miles of green space with the historic Emerald Necklace Park System, Museum of Fine Arts, Isabella Stewart Gardner Museum, Time Out Market- a curated dining and cultural destination with 14 innovative eateries and two bars hand-selected by editors, helmed by Boston's most celebrated chefs and restaurateurs, a 1.1 acre park, H Mart, Whole Foods, MGM Music Hall and Equinox Fitness Club featuring Reformer Pilates, Spa, Padel Courts & more -arriving in 2027 at its doorstep. World Class Educational Institutions just minutes away: MIT, Harvard University, Boston University and Northeastern University. Steps to the Prudential Center and Newbury Street, with convenient access to major highways, the T, and Commuter Rail.

188 Brookline Ave Unit 24I, Boston

Listing courtesy of Listing Agent: Jennie & Eddie Luxury Living Boston Team from Listing Office: Regatta Realty.

111 Jersey St Unit 12, Boston
$689,000
1 Beds ⋅ 1 Baths ⋅ 73497480 MLS
New to market in Fenway. This elegant one-bedroom residence in. classic prewar building blends timeless Boston charm with modern convenience. Hardwood floors, exposed brick, a clawfoot soaking tub, and detailed moldings highlight the home’s character, while a dishwasher, breakfast bar, open kitchen, and in-building laundry add everyday ease. Perched on the sun-filled third floor overlooking tree-lined Jersey Street, the home offers 684 sq. ft. with 9-ft ceilings, an oversized bedroom, and excellent storage – creating a layout that lives larger than expected. Ideally located moments from the Fenway station and everyday essentials like Target and Star Market, with easy access to Longwood Medical area, Newbury Street, Coolidge Corner, and the scenic Emerald Necklace. A rare opportunity to own a refined city residence in one of Boston’s most vibrant neighborhoods.

111 Jersey St Unit 12, Boston

Listing courtesy of Listing Agent: Ben Resnicow from Listing Office: Commonwealth Standard Realty Advisors.

39 Worthington Rd, Brookline
$8,995,000
7 Beds ⋅ 6 Baths ⋅ 73496969 MLS
Discover 39 Worthington Road in Brookline's coveted Cottage Farm neighborhood. This fully renovated masterpiece boasts 7 bedrooms and 5.5 bathrooms with impeccable craftsmanship and attention to detail. The interior, designed by a renowned interior designer has been featured in various publications. Wonderful spaces for entertaining and comfortable living include a large custom-designed chef's kitchen open to a gracious family room with custom millwork built-ins along with a large library with over 12' ceilings. There is a luxurious primary suite with a spa-like bath, walk-in closets, a sun-filled study, & access to a terrace. The lower level includes a gym, playroom, and more. Nestled on a double, extra-large expansive landscaped lot complete with a hockey rink (and equipment) and full outdoor kitchen, privacy and serenity, and indoor/outdoor living abound. The ideal setting and location that defines urban-suburban living close to all Boston/Cambridge/Brookline has to offer.

39 Worthington Rd, Brookline

Listing courtesy of Listing Agent: Rachel Goldman from Listing Office: MGS Group Real Estate LTD.

99 Pond Ave Unit 417, Brookline
$1,100,000
3 Beds ⋅ 2 Baths ⋅ 73495638 MLS ⋅ ['Brookhouse'] BLDG.
Exceptional opportunity to own a spacious true three-bedroom, two-bath residence at the Brook House, featuring serene views of Leverett Pond from every window and a green house enclosed balcony. Just freshly painted. The unit offers a desirable open floor plan, enhancing both comfort and functionality. A rare feature in a luxury building, the third bedroom adds significant value and flexibility—ideal for accommodating guests, caregivers, nanny or a home office without compromising living space. Each room has its own thermostat. The unit comes Two car tandem garage parking # 332&A. Brook House amenities include 24/7 security, heated swimming pool, fully equipped health club with steam/sauna featuring cardio workout area, weight rooms, residents lounge with WIFI, outdoor barbecue areas, basketball. Building is pet friendly. Walk/jog/bike/ paths at your door, steps to D and E “T” lines and many bus lines. Walk to Brookline Village, shopping, restaurants, Longwood medical community and many universities.

99 Pond Ave Unit 417, Brookline

Listing courtesy of Listing Agent: Sheryl Lezberg from Listing Office: Captivating Realty.

137 Peterborough St Unit 21, Boston
$799,000
1 Beds ⋅ 1 Baths ⋅ 73488818 MLS
Turn-Key oversized 1 bedroom with PARKING! Nestled in the heart of Boston’s vibrant and historic Fenway neighborhood, this beautifully updated fourth-floor condo is the perfect blend of classic Boston charm and modern convenience. With a generous one-bedroom layout, contemporary kitchen and bath renovations, and the rare inclusion of deeded parking, this home offers an exceptional opportunity for homeowners and investors alike. Located on a sunny upper floor of a well-maintained and professionally managed building, this condo is filled with natural light throughout the day. Oversized windows in every room provide a warm, inviting atmosphere while offering picturesque views of the tree-lined streets and skyline. The floor plan is ideal for modern urban living—open, flexible, and thoughtfully designed to maximize space and comfort.

137 Peterborough St Unit 21, Boston

Listing courtesy of Listing Agent: Ben Resnicow from Listing Office: Commonwealth Standard Realty Advisors.

1 Chestnut Place, Brookline
$7,500,000
6 Beds ⋅ 8 Baths ⋅ 73487838 MLS
A rare find in Brookline, this property offers privacy and tranquility on a secluded lot adjacent to Sargent Estates. Spanning three finished levels plus a lower level, the home features 6 bedrooms and 6 full and 2 half baths, with meticulous craftsmanship and striking architectural details throughout. A grand rotunda entry leads to a chef’s kitchen, expansive living and dining rooms, family room, and mudroom. The second floor includes three bedroom suites, each with its own bath, plus two office spaces. The third floor offers two additional bedroom suites, while the lower level includes a sixth suite, gym, large family room, and laundry. Surrounded by mature landscaping and set well back from the street, the property boasts a pool, hot tub, sauna, outdoor fireplace, pizza oven, and full outdoor kitchen—an exceptional setting for both relaxation and entertaining. Not to be missed!

1 Chestnut Place, Brookline

Listing courtesy of Listing Agent: Maggie Gold Seelig from Listing Office: MGS Group Real Estate LTD.

251 Heath St Unit 407, Boston
$549,900
1 Beds ⋅ 1 Baths ⋅ 73479556 MLS ⋅ ['American Brewery Lofts'] BLDG.
Welcome home to the Brewery Lofts! This stunning south-facing studio features soaring 14-foot ceilings and oversized commercial windows that bathe the space in natural light. The interior showcases a perfect blend of industrial character and modern living, with striking exposed brick walls and polished concrete floors. A flexible open layout offers a modern kitchen with built-in shelving and butcherblock counters, flowing seamlessly into the expansive living area. This unit includes a separate bedroom alcove, an office area, and the everyday convenience of in-unit washer/dryer and central A/C. Building amenities include an elevator, exercise room, and extra storage in the basement. This pet-friendly association also features a beautiful interior courtyard with BBQ grills for outdoor enjoyment. With garage parking included and easy access to public transportation, local hospitals, and major routes, this home is everything you are looking for. Schedule your private viewing today!

251 Heath St Unit 407, Boston

Listing courtesy of Listing Agent: Paul Shao from Listing Office: REMAX Executive Realty.

1002 Beacon St, Brookline
$5,990,000
3 Beds ⋅ 5 Baths ⋅ 73475133 MLS
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 $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.

1002 Beacon St, Brookline

Listing courtesy of Listing Agent: Michelle Chen from Listing Office: Coldwell Banker Realty - Cambridge.

The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors, landlords and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non commercial use of consumers having a good faith interest in purchasing, leasing or renting listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing, leasing or renting. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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