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$565,000
2 Beds 1 Baths ACTIVE Status 73520783 MLS 669 SqFt.
Welcome to Avalon Terrace! Amazing opportunity to be in a wonderful neighborhood. Stop by and check out this large 669 square foot condo with two large bedrooms, one large living/kitchen area and tiled bathroom condo that awaits you. Entering, you look into an open layout large living area/combination kitchen - no wasted space in this open floor plan. Hardwood floors throughout, lots of closet space and the laundry facility in this professionally managed building! Heat and hot water included in the condo fee. Fantastic location...enjoy the Brookline school system. short walking distance to the MBTA line, restaurants and shopping. Convenient to Boston University and Boston College, all approximately 1/2 mile from Coolidge Corner. On-street parking and overnight town parking lots available nearby for rent. Current tentant are renting for $2,600 a month until August 31, 2026.

514 Harvard Street Unit 2D, Brookline

$4,998,500
4 Beds 5 Baths ACTIVE Status 73520842 MLS 6,790 SqFt.
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

9 Singletree Rd, Brookline

$550,000
2 Beds 1 Baths ACTIVE Status 73519930 MLS 1,042 SqFt.
Ideally located in a beautiful brownstone in Brookline's sought-after Washington Square neighborhood, this spacious turn-key two bedroom garden-level unit features its own private entryway and 1,043 sq ft of living space. Freshly painted, the property offers a versatile layout with an inviting living space and an open plan dining / eat-in-kitchen area. There is also a separate home office space. Both bedrooms are expansive in size, with good natural light and abundant closet space. Elegant exposed brick walls provide the perfect balance of light and privacy. In-unit laundry adds to the convenience. Custom window shades. Additional extra storage. Ask broker re: rental parking options. Established self-managed building. Premier location near the C and D Green Lines, Coolidge Corner shopping, Waldstein Park. BU and BC & Longwood Medical area. Condo fee includes heat. Enjoy all that Washington Sq has to offer in an architecturally charming, well-maintained building in a coveted location.

1895A Beacon Unit 1895A, Brookline

$2,700,000
5 Beds 4 Baths ACTIVE Status 73519268 MLS 3,498 SqFt.
Luxury upper-level duplex residence on a quiet one-way street in the heart of Washington Square, offering approximately 3,500 sq. ft. of thoughtfully designed living space. This elegant home features 5 bedrooms, 4 full bathrooms, and an open floor plan ideal for both everyday living and entertaining. The sun-filled living and dining area showcases a marble fireplace and opens to a spacious private deck with sweeping Boston skyline views. The chef's kitchen is equipped with premium appliances, including a Wolf range, a breakfast bar, and abundant workspace. The spacious primary suite features a private balcony, marble bath with an oversized Jacuzzi tub, radiant heated floors, and custom closets. A second ensuite bedroom also offers a private balcony, while additional bedrooms provide flexibility for guests, a home office, or family living. Additional highlights include four private outdoor decks and balconies, hardwood floors, central air, laundry on the 2nd floor, custom built-ins and closets, a built-in surround sound system, Nest thermostats, abundant natural light, and two outdoor parking spaces. An elevator provides convenient access from the parking area to the main entrance. Ideally located just moments from Washington Square's restaurants, cafés, shops, the MBTA Green Line (C Branch), and the Driscoll School, this exceptional residence offers a rare combination of luxury, space, and convenience in one of Brookline's most desirable neighborhoods.

91 University Rd Unit 2, Brookline

$2,349,000
2 Beds 3 Baths ACTIVE Status 73519027 MLS 1,572 SqFt.
New construction residence in the heart of Coolidge Corner. 92 Sewall Ave Unit 2C is a 2 bed 2.5 bath duplex. The first level includes the living room, kitchen and dining area, the primary suite, and a half bath. The living room is open and bright with large bow windows and custom moulding. The chef's kitchen spans the entire length of the unit and features wood planked ceiling, a La Cornue stove and full Breccia Violetta backsplash. Adjacent to this is the dining area which leads out to a private deck (approximately 400 SQFT) via French doors. The primary suite, on the other side of this floor, features a walk-in closet and a large bathroom with double vanities and dual rainfall showerheads. The lower level houses a bedroom suite, the laundry room, and a mudroom.

92 Sewall Ave Unit 2C, Brookline

$499,900
1 Beds 1 Baths ACTIVE Status 73518942 MLS 597 SqFt.
Perfectly situated near Coolidge Corner, this attractive 1-bedroom condo offers an ideal blend of character, updates, and convenience. The unit is in excellent condition and features beautifully refinished hardwood floors, an updated kitchen with popular white shaker cabinetry, granite countertops, and tile backsplash, along with an updated bath featuring a custom tiled tub/shower surround. Additional highlights include a parking space, private storage, and a functional layout filled with natural light. Enjoy convenient access to shops, restaurants, cafes, public transportation, and all that Brookline has to offer. This move-in ready condo presents an excellent opportunity in a prime Brookline location.

19 Alton Court Unit 2, Brookline

$1,299,000
7 Beds 2 Baths ACTIVE Status 73518618 MLS 2,237 SqFt.
Recently renovated! Come and check it out! Incredible Brookline Village location, convenient to the Longwood Medical Area and the street with the historic Dutch House. This stunning brick row house duplex offers the flexibility to be utilized as an investment or as one single unit! First floor features 3 bedrooms,1-bathroom, gorgeous high ceilings, ample natural light, lovely original hardwood floors throughout, exposed brick, and a thoughtful layout. The condo has so much character with built-in bookshelves in the hallways, French doors leading to the formal dining room, an updated kitchen, and a bathroom. Off the kitchen is a back staircase leading to the finished in-law suite, which has 4 bedrooms, an office, a full kitchen, a living room, and a full 2nd bathroom. The property also has a private patio with a private yard and a large private deck perfect for entertaining. Property is conveniently located near Greenline trains, Brookline Ave buses, and bike paths, with an easy walk to the Longwood Medical Area/Emerald Necklace

23 Netherlands Rd Unit 1, Brookline

$3,948,000
4 Beds 4 Baths ACTIVE Status 73518363 MLS 2,924 SqFt.
Stunning, four-bedroom, 3.5-bath townhouse delivering three levels of luxury living, plus an additional unfinished lower level, and the ease of a private elevator serving all four floors. The open-concept main level features a showpiece chef’s kitchen with Taj Mahal Quartzite countertops, custom cabinetry, and state-of-the-art appliances, flowing seamlessly into the living and dining spaces, perfect for entertaining. Upstairs, the primary suite is a true retreat with a spa-like bath, custom walk-in closet, and private balcony. Generous additional bedrooms offer flexible space for family and guests, while the third floor is ideal for an au pair suite, multiple home offices, or a cozy lounge. Enjoy private outdoor patio space and private balcony. A rare ground-up new construction in Brookline, finished with high-end millwork and truly custom design, built to be enjoyed for decades.

40 Stedman Street, Brookline

$725,000
2 Beds 2 Baths ACTIVE Status 73517804 MLS 949 SqFt.
The light arrives first... It comes through oversized architectural windows, pooling across hardwood floors, settling into the corners of a home that was built to feel like one. This is Olmsted Park - 65 Glen Road, Unit H1 - where the Emerald Necklace wraps around you and Leverett Pond sits just outside the door. Inside, everything is in its right place. High ceilings that breathe. An open living room anchored by a built-in that makes the space feel both grand and personal. A primary suite with a beautifully refreshed en-suite bath and a walk-in closet that holds the full weight of your life. Two bedrooms, two full baths, two deeded parking spaces. In-unit laundry. A building that takes care of itself so you don't have to. The kind of home that makes you exhale the moment you walk in. Brookline Village and the Green Line are minutes away. But this is the part of Brookline you stay for.

65 Glen Rd Unit H1, Brookline

$3,495,000
5 Beds 5 Baths ACTIVE Status 73517349 MLS 5,234 SqFt.
Handsomely poised overlooking the Brookline Reservoir and nestled back from the street, this distinguished period home offers four finished levels and seasonal 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.

68 Dudley Street, Brookline

$5,750,000
6 Beds 3 Baths UNDER AGREEMENT Status 73516805 MLS 4,253 SqFt.
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 sq ft 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.

19 Linden Street, Brookline

$3,395,000
3 Beds 3 Baths ACTIVE Status 73516709 MLS 2,225 SqFt.
Penthouse floor-through residence in desirable Coolidge Corner, this 3 bed, 3 bath home at 79 Park Street offers 2,225 sq ft of modern luxury with a private elevator providing direct access from the parking area to the penthouse residence and continuing to the private roof deck. Located on the top floor of a fully renovated brownstone, it seamlessly blends historic charm and original architecture with modern amenities, highlighted by a grand staircase with exposed brick and preserved period details.The open layout features a chef’s kitchen with Taj Mahal quartzite, Sub-Zero appliances, custom cabinetry, and a wet butler’s pantry, plus spacious living and dining areas with a gas fireplace. The primary suite includes a spa-like bath and custom walk-in closet.Additional highlights EV charging, in-unit laundry, abundant natural light, and ButterflyMX keyless entry. Rare newer construction in one of Brookline’s most sought-after locations.

79 Park St Unit 3, Brookline

$3,545,000
5 Beds 5 Baths ACTIVE Status 73516646 MLS 3,533 SqFt.
Spectacular single-family alternative. This side-by-side Contemporary Luxury townhouse, newly constructed in 2017, features all the luxury you would expect. Sprawling living room and dining. The eat-in kitchen has custom cabinetry, Thermador appliances, and marble countertops. The kitchen has direct access to the large private/exclusive backyard, which spans two levels. There is a large patio and garden. There are 5 bedrooms and 4.5 baths. Large Primary has cathedral ceilings and an ensuite, featuring a double shower, double vanity, soaking tub, and radiant floor heating. Adjoining the primary is a large family/sitting room with sliders to the patio overlooking the back garden. There is a finished lower level with a large family room and a large bedroom, both with glass sliders for direct outdoor access. There is a convenient kitchenette as well. Playground directly across. Minutes to school, shopping, restaurants, and T. Convenient to Longwood Medical and Boston. 92 Walk Score.

90 Columbia Unit U90, Brookline

$3,900,000
ACTIVE Status 73516391 MLS 9,650 SqFt.
Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for income NNN lease at $31/SF. The Condo offers added income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently generating $170,742.60/YR at $14,228.55/MO + NNN 10-year lease, 3% annual increases, with 3 options, to a National Credit Tenant..Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline

$3,900,000
ACTIVE Status 73516390 MLS 9,650 SqFt.
Attention Investors and Owner/Occupants !!! 75-81 Boylston St, Unit B is a rare opportunity to own a 9,650 SF Commercial Condo in Brookline Village, The Condo has two spaces including 3,650 SF Street Retail featuring an oversized glass storefront window, high ceilings, open floor plan with flexible layout options,kitchenette, handicap (ADA) accessible bathroom and entrance. The Street Retail space is available for owner/occupancy or for NNN lease at $31/SF. The Condo offers additioinal income with a secondary sub-level 6,000 SF commercial space (30 year occupancy to date) currently generating $170,742.60/YR at $14,228.55/MO+ NNN 10-yearlease, 3% annual increases, with 3 options, to a National Credit Tenant. Unit B, is positioned in a prime location. The high volume of traffic provides a steady flow of easy access and high visibility for existing and potential customers creating an excellent opportunity to lease out the available retail space or occupy it while taking advantage of the additional space income.

75-81 Boylston St Unit B, Brookline

$568,000
2 Beds 1 Baths ACTIVE Status 73515715 MLS 820 SqFt.
Prime Location in the Heart of Washington Square! First-floor 2-bedroom unit featuring an updated eat-in kitchen with stainless steel appliances, granite countertops, and ample cabinet space. The home offers high ceilings, hardwood floors, and a private covered patio just off the kitchen. Additional highlights include a large storage area and a dedicated washer and dryer located in an extra storage room in the basement. Enjoy the ultimate convenience with a short walk to Coolidge Corner and just minutes to the Green Line (C & D trains), providing easy access to downtown Boston, Longwood Medical, and area universities. Step outside to discover award-winning restaurants, cafés, boutiques, and parks—all within walking distance. The #65 bus to Longwood Medical is also nearby. Living here means access to Brookline’s top-rated schools, vibrant community resources, and the many benefits of one of Greater Boston’s most desirable towns.

35 Westbourne Ter Unit 2, Brookline

$2,399,000
6 Beds 3 Baths ACTIVE Status 73515119 MLS 4,404 SqFt.
A turnkey investment or owner-occupant gem in Brookline’s highly sought after area.This mixed-use property features two spacious 3-bedroom residential units over a established commercial restaurant space with consistent income .Perfect for the savvy investor seeking stable yields or a homeowner looking to offset their mortgage with commercial and residential rent.This property combines classic Brookline charm with an unbeatable location and functional upgrades.Don't miss this high-performing asset.Two 1513 sq ft. residential units are fully furnished with hardwood floors, washer and dryer as well as an outdoor porch.The first floor is a family dining restaurant with a strong lease and great payment history.There is dedicated storage for all units in the basement.Plenty of recreational opportunities nearby including the newly remodeled Robinson Playground across the street.Very easy MBTA access and close proximity to the Boston medical area make this a prime location.Paved parking for 3The exterior has been newly painted and price dropped!

293 Cypress St, Brookline

$479,500
1 Beds 1 Baths UNDER AGREEMENT Status 73515053 MLS 564 SqFt.
Presenting an exceptional opportunity at 109 Winchester U:6, Brookline, MA, a meticulously maintained condominium constructed in 1920, offering 564 square feet of inviting, move-in ready living space. This residence provides a refined urban living experience. The integrated kitchen and living area are thoughtfully designed for contemporary living. The kitchen features sophisticated stone counters, seamlessly transitioning into the open-plan living room, fostering an ideal environment for both relaxation and entertaining. The bedroom is appointed with elegant hardwood flooring, contributing to a serene and comfortable private retreat. Further enhancing the property's appeal is the inclusion of a basement, providing additional functional space. Situated on the second floor, this single-story condominium offers a desirable elevated perspective. We invite you to discover the distinguished lifestyle offered by this Brookline condominium. Property is currently leased until end of August.

109 Winchester Unit 6, Brookline

$2,950,000
4 Beds 3 Baths ACTIVE Status 73514639 MLS 2,000 SqFt.
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!

7 Stetson Street, Brookline

$3,750,000
3 Beds 4 Baths ACTIVE Status 73514594 MLS 2,071 SqFt.
Experience the ultimate in convenience and craft with direct in-unit elevator access. Situated steps from Beacon Street and Coolidge Corner, this new construction, 100% electric six-unit collection showcases meticulous attention to detail and high-quality materials. Be one of the first to own and take advantage of special pre-finished pricing. Ranging from 1,350 to 2,071 SF, each residence features interiors by a professional design team, trimless lighting, and German-engineered windows.Culinary kitchens are anchored by Thermador appliances, while primary suites offer curbless steam showers and heated tile floors. Every home enjoys exclusive outdoor space, featuring either a private backyard patio or a penthouse rooftop deck with sweeping city views. Built for the future, this sustainable building offers professional-grade construction in a premier location. Discover refined urban luxury where every detail has been expertly considered.

135 Saint Paul Unit 5, Brookline

$979,000
2 Beds 2 Baths ACTIVE Status 73512522 MLS 1,350 SqFt.
1,350 SF single-level condo in a 2012 low-rise building (27 units total) in Chestnut Hill, Brookline. Features an open-concept living/dining footprint with hardwood floors, new recessed lighting, and private balcony. Gourmet kitchen features granite countertops, breakfast bar, pantry, and stainless steel appliances. The primary suite includes box-bay windows, a walk-in closet, and an attached double-vanity tiled bath. A generous second bedroom sits adjacent to the second full tiled tub bath. Features individual central air, forced hot air gas heating. Includes 1 assigned garage parking space. Building amenities: elevator, and fitness center. Fixed $616/mo HOA covers water, sewer, master insurance, snow removal, and grounds maintenance. Premier location paces from shopping and dining at The Street & Chestnut Hill Mall, local conservation trails, and T-Station commuting.

321 Hammond Pond Pkwy Unit 103, Brookline

$2,799,999
4 Beds 4 Baths ACTIVE Status 73510090 MLS 2,763 SqFt.
Superbly positioned between Brookline Village and Coolidge Corner, this elegant 4 bedroom residence occupies one of two units within a multi-family property, offering refined living in a top notch Brookline setting. Originally built in 1885, meticulously renovated in 2026 by a Premier Brookline Developer, the home balances historic architectural character with modern sophistication. Throughout the residence, high end finishes, beautiful hardwood floors, and abundant natural light create a warm yet polished atmosphere. 10" Foot ceilings. Spanning the second and third floors, the two level layout features gracious living and dining rooms, along with a well-appointed kitchen featuring a breakfast area and direct access to a private deck. A guest bedroom completes the main level. The upper floor is dedicated to private living, offering a primary bedroom with walk-in closet and bathroom, two additional bedrooms each with their own bathrooms, and laundry. An exceptional property and location

21 Kent Square Unit 2, Brookline

$2,549,999
3 Beds 4 Baths ACTIVE Status 73510087 MLS 2,618 SqFt.
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

$4,250,000
3 Beds 4 Baths ACTIVE Status 73509999 MLS 3,467 SqFt.
Few homes capture both worlds - the scale and soul of a grand single-family estate paired with the ease of a low-maintenance lifestyle. Step inside this landmark stone French Chateau: three sun-filled floors, 3 beds, 3.5 baths, private elevator, and a low condo fee. Two deeded parking spaces convey a garage and an outdoor space. Walk to Star Market, Runkle PK–8, and Brookline High; C and D Green Lines are minutes away. Enter beneath a dramatic Romanesque stone arch into a home where Gilded Age soul endures: masonry walls, conical turrets, corbelled stonework, original oak door, millwork, crown moldings, oval window, grand staircase, and three gas fireplaces. Modern hydro heating/cooling, Anderson window. Chef's kitchen with Wolf range, Sub-Zero, quartz island, and marble backsplash. Primary suite with fireplace and marble bath with radiant-heated floor. Two wet bars, exposed brick, and a top-floor piano/media room with spiral stair to a pergola-covered rooftop deck.

322 Tappan St Unit 2, Brookline

$1,650,000
3 Beds 2 Baths UNDER AGREEMENT Status 73508894 MLS 1,877 SqFt.
Experience elevated city living in this exceptional penthouse at The Empire, a boutique 1910s row house reimagined in 2014. Ideally located between Coolidge Corner and Washington Square, enjoy easy access to shops, dining, and daily essentials. This sun-filled, floor-through home offers single-level living with soaring ceilings, oversized and bow windows, in-unit laundry, elevator access, and private storage. The open living and dining area features a custom-built entertainment center with integrated shelving, while a European-style chef’s kitchen anchors the space with high-end appliances, sleek cabinetry, and premium countertops—perfect for entertaining. The primary suite offers custom closets and a spa-like bath, while two additional bedrooms provide flexibility for guests or a home office. A rare opportunity to own a refined, well-appointed home that seamlessly blends luxury, character, and convenience.

1471 Beacon St Unit 10(PH), Brookline

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