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563 Boylston Street Unit 563, Brookline
$1,950,000
2 Beds ⋅ 3 Baths ⋅ ACTIVE Status ⋅ 73573463 MLS ⋅ 2,177 SqFt.
Rarely available three-level townhouse in the historic 1881 Peabody & Stearns-designed Carriage House at Fisher Hill Estates, set on approximately 13 acres of beautifully landscaped grounds with a private heated pool and tennis courts. This distinctive Brookline residence combines architectural character, dramatic scale, thoughtful updates, and exceptional privacy in a highly desirable setting. The main level opens to an impressive living and dining area with exposed beams, abundant natural light, and a soaring 25-foot atrium ceiling, creating a striking sense of volume and openness. The renovated kitchen features quartz countertops, updated appliances, generous cabinetry and storage, a center island, and a comfortable breakfast area. A guest bathroom completes this level.Upstairs, the spacious primary suite includes an en-suite bathroom with double vanity and shower, a walk-in closet, and a separate dressing room. A second bedroom and full hall bathroom complete the second floor. The third floor offers flexible additional space ideal for a home office, den, guest room, or studio. The residence also includes two-car garage parking with direct interior access. Tucked away near the Buckminster Road entrance and set well back from Boylston Street, the home is across from Brookline Reservoir Park and offers convenient access to the Longwood Medical Area, Downtown Boston, the Brookline Hills Green Line D stop, Chestnut Hill, Brookline Village, and Washington Square. A compelling combination of historic pedigree, dramatic architecture, resort-style amenities, and outstanding Brookline convenience.

563 Boylston Street Unit 563, Brookline

60 E Glen Road Unit 303, Brookline
$745,000
2 Beds ⋅ 1 Baths ⋅ CONTINGENT Status ⋅ 73572944 MLS ⋅ 789 SqFt.
Adjacent to the winding trails, tranquil ponds, and lush landscapes of the Emerald Necklace, Olmsted Park Condominium is a distinctive historic residence designed by Shaw & Hunnewell and completed in 1895 as the Boston Free Hospital for Women. This immaculate two-bedroom condominium is defined by dramatic scale, abundant natural light, and a wonderful connection to the surrounding greenery. Soaring 16-foot vaulted ceiling and a striking wall of windows create an impressive sense of volume throughout the living and dining area. The beautifully updated kitchen features quartz countertops, stainless steel appliances, and sleek contemporary finishes, while bamboo flooring adds warmth and continuity throughout the home. The generous primary bedroom opens directly to a private deck—an inviting retreat for morning coffee or relaxing outdoors. A versatile second room, positioned just off the living area, offers flexibility as a guest bedroom, home office, or den. Additional highlights include an assigned parking space, elevator access, and private storage. Residents enjoy the convenience of a library, fitness room, and on-site laundry, all within a meticulously maintained historic building. A rare combination of architectural character, soaring proportions, modern updates, private outdoor space, and an exceptional natural setting, all just steps from the Emerald Necklace.

60 E Glen Road Unit 303, Brookline

62 Cypress Unit 1, Brookline
$850,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73570551 MLS ⋅ 1,135 SqFt.
PRICED TO SELL!! PRICE BELOW TOWN ASSESSED VALUE. RARE 2-UNITS-IN-1 CONFIGURATION | PRIME BROOKLINE VILLAGE LOCATION!! INVESTOR & MULTIGENERATIONAL OPPORTUNITY!Unlock the ultimate flexibility at 62 Cypress St #1, a uniquely structured property featuring two separate apartments contained under one deed: a charming 1-bedroom unit and a self-sufficient studio. Spanning 1,135 square feet of versatile living space, this property is perfect for investors looking to maximize rental income, buyers seeking a multigenerational living setup, or owner-occupants wanting to live in one side while renting out the other to pay down the mortgage. Alternatively, the layout offers the seamless potential to combine both spaces into a 2-bedroom, 2-bathroom residence. Steeped in classic 1895 Brookline charm, the property boasts stunning period details including soaring high ceilings, elegant moldings, tall wood pocket doors, oversized windows, and original hardwood flooring throughout. The primary apartment features a sun-drenched living room with a bay window, a fully renovated eat-in kitchen with granite countertops and stainless appliances, a comfortable spacious bedroom, and a convenient in-unit washer and dryer. The adjacent studio apartment functions perfectly as an independent guest house, passive income stream, or private home office, complete with its own large bay window, full bathroom, and a functional kitchenette. Condo includes 1 parking space and a pet-friendly association. Perfectly situated in the heart of Brookline, you are just steps away from Brookline Village, the Green Line T-station, Emerson Park, and Brookline High School. Enjoy an easy commute or quick access to the world-renowned Longwood Medical Area, local shopping, dining, and major employment centers. This is an incredibly rare opportunity to secure an asset with immediate equity growth and unparalleled lifestyle options in one of Greater Boston's most desirable communities!

62 Cypress Unit 1, Brookline

60 Marshal St Unit 4, Brookline
$580,000
1 Beds ⋅ 1 Baths ⋅ UNDER AGREEMENT Status ⋅ 73564879 MLS ⋅ 828 SqFt.
SUBSTANTIAL PRICE REDUCTION! Oversized 1 Bed condo (828 square feet) in one of Brookline's most desirable locations; situated between Coolidge Corner & Longwood. This unit boasts an expansive floor plan with a favorable layout and loads of great features. The vast layout boasts a large entryway, spacious living room with towering ceiling height and bay windows, separate dining space, PLUS a separate office nook perfect for a home office. The bedroom can comfortably fit a queen bed plus additional furniture and the separate kitchen offers comfortable space for cooking and food prep. This is a true floor-thru layout, with front to back (east to west) exposure allowing for great natural light. There is CENTRAL AIR, WASHER / DRYER in unit, dishwasher/disposal, multiple walls of exposed brick, lots of closet space, and an incredibly LOW CONDO FEE of only $223 includes heat and hot water. The building has recently replaced the roof (July 2025), upgraded the electrical service to 400AMP (August 2025), & re-pointed the exterior masonry (July 2025). No upcoming assessments or large projects planned. Built new in 1997, this unit has been incredibly well-maintained and is in excellent / turnkey condition. There is a private entrance with access to an exclusive patio and shared yard space. A+ Location! Located one block to the C Line, several blocks to the D Line, surrounded by parks, commerce, and endless dining & entertainment options. Coolidge Corner, Audubon Circle, Kenmore Square, Fenway, and Longwood all within close proximity. 88 Walk-Score. This unit will surprise you with how much natural light it receives and how open & airy it is. Do not skip this one - you will be pleasantly surprised when you see it in person.

60 Marshal St Unit 4, Brookline

811 Heath St Unit Rear, Brookline
$2,100,000
4 Beds ⋅ 5 Baths ⋅ ACTIVE Status ⋅ 73560438 MLS ⋅ 3,193 SqFt.
TWO CAR GARAGE: This exceptional contemporary townhome offers 3,193 square feet of sophisticated living space in the heart of Chestnut Hill. Located in the highly desirable Brookline school district, this four-bedroom, four-and-a-half-bath residence combines refined contemporary design, premium finishes, and the comfort of single-family living with the convenience of condominium ownership.Bathed in natural light from oversized black-framed windows, the open-concept main level features 8-inch white oak hardwood flooring, soaring ceilings, and a beautifully appointed chef's kitchen with custom cabinetry, quartz countertops, premium stainless steel appliances, a six-burner Bosch gas range, and an oversized center island overlooking the dining and living areas. Sliding glass doors open to a private patio and fenced yard, creating seamless indoor-outdoor living, while a stylish tiled powder room completes the main level.The second level features two spacious en-suite bedrooms, including a luxurious primary suite with a custom walk-in closet and spa-inspired bath featuring elegant tilework and a frameless glass shower. The top level offers two additional en-suite bedrooms, a striking glass-enclosed office, and a dedicated laundry room.Additional highlights include designer lighting, a tiled mudroom with custom built-ins, abundant storage, and two assigned heated garage parking spaces.Moments from The Street Chestnut Hill, Chestnut Hill Square, Hammond Pond Reservation, Skyline Park, Route 9, Longwood Medical Area, and downtown Boston. Never occupied, this extraordinary residence offers a rare opportunity to own a turnkey luxury home in one of Brookline's most sought-after neighborhoods.

811 Heath St Unit Rear, Brookline

58 Kent Unit U304, Brookline
$845,000
1 Baths ⋅ EXTENDED Status ⋅ 73560136 MLS ⋅ 717 SqFt.
This corner studio redefines what urban living can feel like. Natural light pours through a wraparound window line, 9 foot ceilings soar overhead, and rich hardwood floors give the space an airy, expansive quality. The open layout is remarkably flexible, easily configured for a defined sleeping area, a home office setup, or an entertaining focused arrangement, giving new owners the freedom to design a space that fits their life rather than the other way around. The kitchen features marble countertops and a full Thermador appliance package, while the bathroom delivers a spa like finish with designer selected tilework and a dual vanity. A generous closet with custom build out potential completes a layout designed with intention at every turn.Outside, a lush landscaped backyard offers a rare pocket of green space to relax and unwind. Automated valet parking adds a level of ease and sophistication to daily life, handling the car so residents don't have to.Then there's the neighborhood. Brookline Village is consistently ranked among the best places to live in the United States, a vibrant community where exceptional dining, local boutiques, and the energy of one of Boston's most beloved neighborhoods surround you at every turn. The location also puts residents close to the Longwood Medical Area, one of the world's leading hubs for healthcare, research, and academic medicine, making this an exceptional option for anyone who values proximity to that community. The Green Line offers easy access into the rest of Boston and Cambridge.At 58 Kent Street, the lifestyle comes standard.

58 Kent Unit U304, Brookline

60 Babcock St Unit 53, Brookline
$699,000
1 Beds ⋅ 1 Baths ⋅ ACTIVE Status ⋅ 73553757 MLS ⋅ 768 SqFt.
Beautifully renovated 5th-floor condo in the heart of Coolidge Corner with spectacular, unobstructed views of the Boston skyline and gorgeous sunrises. This spacious, sun-filled 1-bedroom home features floor-to-ceiling windows, a large private balcony, and desirable southeast exposure that fills the space with natural light. The thoughtfully updated interior includes a contemporary kitchen with stainless steel appliances and breakfast bar, an inviting dining room area, a large bedroom with walk-in closet, a newly renovated bath with glass shower enclosure, new Bosch washer/dryer, air conditioning (mini-splits) in living room and bedroom, recessed lighting, beautiful engineered hardwood floors, and motorized window shades. The private balcony is perfect for morning coffee, al fresco dining, and herb/flower gardening. Professionally managed building with recently upgraded heating system, renovated common areas, modernized elevators, secure lobby with electronic entry, package room, additional storage, and bicycle racks in the garage. Garage parking, plus guest parking. Landscaped grounds with mature plantings and benches tucked amongst the gardens. Ideally located near shops, restaurants and cafés, Trader Joe's, several parks, schools, universities, Green Line (B & C), and the Longwood Medical Area. This elegant move-in ready home offers an outstanding opportunity to own in one of Brookline's most sought-after neighborhoods.

60 Babcock St Unit 53, Brookline

50 Green Street Unit 401, Brookline
$949,000
2 Beds ⋅ 2 Baths ⋅ ACTIVE Status ⋅ 73553528 MLS ⋅ 1,086 SqFt.
Turnkey Treasure in the Heart of Coolidge Corner. Welcome to this beautifully maintained top-floor corner residence, ideally situated on a picturesque one-way, tree-lined street with a dedicated bike lane and a charming neighborhood park just outside your door. Located in the heart of highly sought-after Coolidge Corner, this exceptional home offers the perfect blend of convenience, comfort, and timeless appeal. Bathed in natural light from its desirable southern exposure, the residence enjoys breathtaking sunrise and sunset views with unobstructed vistas throughout the day. The thoughtfully updated kitchen features new stainless steel appliances, granite countertops, and abundant cabinetry, while gleaming hardwood floors—professionally Bona® refinished—add warmth and elegance throughout. Meticulously cared for by the same owner-occupant since 1978, this move-in-ready home is in outstanding condition. Additional highlights include premium custom window treatments, generous closet space, and one deeded parking space (currently assigned as #60). Residents enjoy an elegant lobby, a beautifully maintained community, and access to an Olympic-sized outdoor swimming pool. This is a rare opportunity to own a turnkey home in one of Brookline’s most desirable neighborhoods, just moments from renowned restaurants, cafés, boutique shopping, public transportation, and everything Coolidge Corner has to offer.

50 Green Street Unit 401, Brookline

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