Unique opportunity to have your dream home built in the heart of Fisher Hill! 11,338 sf level lot with foundation and plans for a 4 bedroom, 3.5 bath classic brick colonial home with 4,825 square feet of space (on 3 levels) and a 2 car detached garage with shed. Gourmet kitchen opens to the den, dining and living room. First floor covered porch and terrace, perfect for al fresco dining. Exceptional location, close to Fisher Hill Park, Runkle School, public transportation, shopping, dining, an easy commute to Boston, Longwood medical area and Cambridge. Modifications to the plans subject to review and approval. Buyer to verify all information. Photos are renderings.Also available as a lot with foundation for $2,950,000.
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.
Set on nearly an acre of landscaped grounds in one of Brookline’s most prestigious neighborhoods, this stately 1929 residence by Philip Stearns Avery offers over 7,300 square feet and 7 bedrooms. Mature landscaping provides privacy and tranquility, enhancing the home’s timeless elegance and scale. A gracious foyer opens to a three-season porch and terrace with sweeping views of the grounds. The living room features a grand fireplace, the dining room is ideal for entertaining, and the richly paneled library offers an intimate retreat. The kitchen includes two pantries and views of the property. Upstairs, the corner primary suite has a fireplace and walk-in closet, along with five additional bedrooms and three baths, including an optional guest suite. The 3rd floor adds wonderful space with a bedroom, family room, kitchen, and full bath, while the lower level includes a family room, gym, and two-car garage. Rich in architectural character and heritage, this is a rare Brookline offering.
Set on .92AC in Brookline’s Estate area, this 5BD, 3BA home was ahead of its time. Built in 1850 as the carriage barn of the Old Greenhill Estate, it was converted to a single-family and extensively reimagined with open living spaces, expansive glass, and a strong connection to the landscape. 2,834SF home enjoys southwest light throughout, with long sight lines to the outdoors & rooms that feel distinct yet flow naturally together. Oversized windows & glass doors open to backyard. Kitchen connects to the dining area w/ fireplace, while a family room with built-ins & a vaulted living room with 2nd fireplace offer flexible gathering spaces. 2 main-level bedrooms and a full bath add versatility. 2nd floor offers primary suite w/ treetop views and en-suite bath. 2 add’l bedrooms, full bath, and laundry complete 2nd floor. LL w/ mudroom, storage, & access to 2-car garage. Outside, mature trees, open lawns, seasonal gardens, and privacy create a rare setting just minutes from Boston.
Privately set off Warren St, this exceptional Brookline estate spans over 3.6 acres of beautifully landscaped grounds and over 9,000 SF across four levels, with 6 bedrooms, 6 full and 2 half baths. A striking entry with a sweeping staircase leads to expansive, light-filled living and entertaining spaces rich with charm and detailed moldings. The main level features a mix of formal and informal spaces, multiple offices, and a beautifully designed kitchen with high-end appliances, custom cabinetry, and an eat-in dining area overlooking the grounds. Upstairs, the primary suite includes a luxurious bath and generous dressing rooms, along with five additional bedrooms, family room, and laundry. The serene third floor offers flexible space for a gym, studio, or additional living. Outside, the grounds are unmatched - a pond, patios, firepit, and hot tub perfect for entertaining and everyday living. A one-of-a-kind offering in one of Brookline's most sought-after neighborhoods.
Direct and unbeatable water views of the 32-acre Brookline Reservoir Park. This one-of-a-kind sun-drenched contemporary home features spectacular scenic water and park views, decent upscale neighborhood and yet super convenience to city life. It is with a slate roof has a regal and elegant presence with a mahogany double-door main entrance. The light-color maple flooring throughout gives this home a soothing and pleasant ambiance. There are 3 master suites all with custom walk-in California closets, academic study areas and beautifully renovated and appointed bathrooms. The custom Poggenpohl kitchen is sleek and features all the bells & whistles to meet today's high end chef's standards. The floor plan is flexible allowing for easy living and entertaining. Special features also include a security system & a hydro-air Buderus boiler. Upon entering this house, you feel transported to a Zen peaceful sanctuary. Fabulous location, easy access to all that Brookline and Boston has to offer.
Nestled in the sought-after community of Chestnut Hill, Brookline. Hammondswood is an upscale, professionally managed elevator building that offers concierge and fitness facilities. Pristine 2 Bed 2 Bath plus Den/Office, 2 Deeded Garage Parking with extra storage and in-unit laundry. Spacious, sun-filled unit with a 9" ceiling. Open layout with a large living room and dining room area that extends to a private balcony. Gorgeous hardwood floors throughout. The modern kitchen has stainless steel appliances, a gas range, granite countertops, a dishwasher/disposal, and generous cabinet space. Master bedroom and ensuite master bathroom with double sinks. There is plenty of closet space throughout the unit. Ideally situated near Chestnut Hill Ave.T" station and Chestnut Hill Square, which features shops, restaurants, food shopping, and public transportation. Easy access to Longwood Medical Center, Rt. 9 & 128. This home offers the perfect blend of elegance and convenience.
98 Carlton Street is an extraordinary 1935 English Revival residence in Brookline’s coveted Cottage Farm Historic District, blending architectural pedigree with an exceptional standard of restoration. Prominently sited on a corner lot in one of the single-family neighborhoods closest to Back Bay, the home offers rare convenience with a setting defined by history, scale, and character. A comprehensive 2022–2025 capital improvement program thoughtfully addressed major structural, exterior, and mechanical systems, including slate roof repairs, full chimney reconstruction, masonry and stone restoration, wooden gutter replacement, boiler and HVAC upgrades, irrigation improvements, and enhanced electrical and security systems. Inside, richly detailed entertaining spaces are complemented by a refined Waterworks bath, bespoke De Gournay dining room installation, restored stained glass, curated designer lighting, and premium Wolf, Sub-Zero, and Miele appliances.
Experience the pinnacle of city living in this sun-filled, beautifully renovated 7th-floor residence in the heart of Coolidge Corner. Bathed in natural light, this airy condo features an open-concept layout framed by floor-to-ceiling windows and sleek wood floors. The expansive living and dining area flows onto a private, full-length balcony overlooking Coolidge Corner, providing a perfect urban haven for relaxing or entertaining. The interior features a modern kitchen with a walk-in pantry and an elegant primary bedroom with ample closet space. This full-service concierge building offers an elevated lifestyle with an on-site superintendent, elevators, and laundry on every floor. Residents enjoy a renovated outdoor oasis featuring a heated swimming pool, a lounge deck, and a grilling area. Practical needs are met with a deeded garage space, guest parking, and storage. Seconds from the Green Line, Trader Joe’s, and the historic theater, this rare offering is a unique opportunity.
Beautifully restored 1900s French-style residence on an acre of land in Brookline’s coveted Fisher Hill. Over 6,000 sq ft of living space featuring 5 bedrooms and 4.5 bathrooms. Inviting foyer with fireplace & custom bookshelves, an impressive great room with 15’ ceilings & fireplace, an elegant living room with period details including a fireplace, and a dining room with French doors to a stone terrace. House features a chef’s kitchen with high-end appliances and two spacious first-floor primary suites offering serene terrace views. The second floor has two bedrooms and a full bathroom. There is also a fifth bedroom with a private entrance, perfect for au pair or in-law. Four fireplaces, stone terraces, sweeping lawns, and lush landscaping complete this exceptional property, close to Brookline Reservoir, Chestnut Hill shops, Green Line public transportation, major highways & Boston.
Ideally situated near The Country Club, this exceptional 10-room, 4-bedroom, 3.5-bath residence offers the warmth and character of a private Vermont retreat in one of Brookline’s most coveted neighborhoods. Set back from the road behind a circular driveway, the home is surrounded by mature landscaping, creating exceptional privacy and a true sense of escape. A welcoming slate foyer leads to gracious living spaces highlighted by two impressive wood-burning fireplaces. The renovated kitchen opens to a spacious family room, while the elegant front-to-back living room features a fireplace and built-in bar, ideal for entertaining. The thoughtfully converted two-car garage serves as a dedicated wellness retreat, perfect for a gym, studio, or private sanctuary, with a versatile great room above. Outdoor amenities include a pool, sport court, patio, and fire pit, offering year-round enjoyment. Conveniently located near Allandale Farm, Dexter Southfield, The Park School, and The British School
Elegant and sophisticated newer construction townhome in heart of vibrant Coolidge Corner at St. Aidan’s. Three spacious bedrooms + den, 3.5 bathrooms with ~2500 square feet. First floor: open floor plan, high ceilings, stunning gas fireplace, gleaming hardwood floors and intricate architectural details throughout. Chef’s kitchen with custom white cabinetry, large center island, quartz countertops, high-end stainless steel appliances and vented hood. 2nd floor: Impressive primary suite with luxurious spa like bathroom. Second bedroom with walk-in closet. Laundry conveniently located on same floor. 3rd floor: Third bedroom plus den/office and spacious top floor outdoor deck overlooking meticulously manicured gardens provide a tranquil outdoor retreat. Central air conditioning and in unit laundry. Two-car garage parking plus bike and additional storage. Pet friendly and professionally managed. A must see architectural gem!
Price Improvement!!!! Prime Brookline location in a charming courtyard building. This spacious two-bedroom home is filled with natural light and features a renovated kitchen and bathroom. Highlights include beautiful hardwood floors, high ceilings, and the convenience of in-unit washer and dryer. Enjoy courtyard views, all while being ideally situated just moments from Washington Square, Coolidge Corner, and Brookline Village. 1 GARAGE RENTAL PARKING SPACE IS AVAILBLE TO BE PASSED ONTO THE BUYER UNTIL 6/30/27 PAID BY SELLER!
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
A magnificent home located in the highly coveted estate section of Brookline directly across from the famed Country Club. 198 Clyde Street is a wonderful cape style estate perfectly adapted to modern living. The property offers 6,521 square feet of living space located on just under 1 acre of impeccably landscaped grounds. Beautifully appointed interiors include grand formal living and dining rooms overlooking the outdoor space, a gourmet kitchen, and a spectacular family room with double-height ceilings. The luxurious primary suite is complete with separate dressing rooms and bathrooms and direct access to an outdoor sitting area. The exterior is as wonderful as the interior with multiple outdoor patios, a sprawling lawn and a pergola. Additional features include a 2-car garage, laundry room, home office, wine cellar, wood paneled den and a custom hockey training area. This outstanding home is minutes from Larz Anderson, Dexter/Southfield, Park School, and The Street at Chestnut Hill.
Beautifully updated penthouse studio condominium in the heart of Coolidge Corner, just steps to everything. Bright and spacious with an open layout, hardwood floors, high ceilings, and abundant natural light. Separate eat-in kitchen with wood cabinetry, granite countertops, tile backsplash, gas cooking, and modern fixtures. Oversized bath with tub/shower and built-in shelving. Exceptional storage with multiple large closets plus additional basement storage. Professionally managed brick building with strong owner occupancy and reserves. Condo fee includes heat and hot water. Ideal for owner-occupants, investors, or a Boston pied-à-terre with strong rental demand in a premier location. Prime location steps to the Green Line, Trader Joe’s, shopping, fine dining, parks, Longwood Medical Area, Cambridge, Downtown Boston, and major medical and academic institutions.
Ideally located in the heart of Washington Square, this stunning four-unit brownstone blends classic Back Bay architecture with a complete down-to-the-studs renovation designed for modern living. Thoughtfully crafted by an award-winning architect, the residence showcases dramatic open-concept living, elevated by exceptional finishes and meticulous attention to detail. The home offers three bedrooms, two-and-a-half designer baths, and a sleek, state-of-the-art kitchen with custom cabinetry and top-tier appliances.Rich hardwood floors run throughout, while one parking space adds rare convenience. Just moments from Washington Square and Cleveland Circle with seamless access Longwood Medical, Downtown Boston and so much more!
HUGE price cut! Welcome to this charming 3-bedroom + bonus room, 2-bath home ideally situated in the heart of Brookline. Featuring a fully renovated kitchen and bathrooms, beautiful hardwood floors throughout, and an updated heating system, this home seamlessly blends timeless character with modern convenience. A versatile bonus room offers the perfect space for a fourth bedroom or home office. Just a few blocks from the Brookline Hills Green Line T station, commuting into downtown Boston is effortless, while nearby shops, restaurants, hospitals, and parks provide an exceptional neighborhood lifestyle. One of the home’s most unique features is its direct abutment to the highly regarded Lincoln School, offering rare proximity to one of the area’s top educational institutions. Set on a generous lot, the property features a large yard and a finished patio area ideal for grilling and entertaining. A truly convenient location in one of Boston’s most desirable communities.
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.
Excellent opportunity to purchase a spacious 2 bed 2 bath at 99 Pond Avenue at the Brook House for sale! Unit features large balcony, quiet serene views of courtyard. The unit comes Two car tandem garage parking # 316&A. The Brook House is a full service luxury building that has onsite management, 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, tennis and paddleball courts, 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.
Bonus deeded garage parking space #295 included making your investment more valuable, Luxury Brook House, Well maintained spacious, bright, modern studio, Large sliding glass door encompassing one wall of living area, City views, Juliet balcony off of living area, Updated modern kitchen, Abundant closet space includes a large walk-in closet, 24/7 security/concierge, On-site management, Package delivery room, Enjoy a great lifestyle with top notch amenities: full scale fitness center with cardio/weight/exercise rooms, steam/sauna, heated outdoor swimming pool, tennis/pickleball/basketball courts, table tennis, resident lounge with wifi, herb garden & barbecue areas, Across the street from D & E Green train lines and bus lines, Close proximity to Brookline Village and Coolidge Corner with an array of many shops, restaurants and a movie theater, Convenient to Longwood Medical area and downtown Boston, Perfect for investors or owner occupants. *living area virtually staged.
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 private enclosed balcony. 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.
Attention developers, builders, and end-users: Rare opportunity to create something truly special in one of Brookline’s most coveted Chestnut Hill neighborhoods. Sited on an expansive 18,000+ sq ft lot, this property offers exceptional potential for renovation, expansion, or new construction. The existing 3 bed, 2 bath ranch is sited on level land, with gentle slopes at the front and rear - ideal for a variety of design possibilities. Surrounded by mature oak-lined streets, 130 Fairway stands out with lush tree coverage along the side and rear, offering remarkable privacy. Located in the sought-after Heath School district, with convenient access to top public and private schools, Longwood Medical Area, Chestnut Hill shops and dining, the reservoir, parks, Green Line, and I-95 and the Mass Pike. Bring your vision and unlock the full potential of this exceptional property!
Price to SELL: Newly renovated 3,250+ SF residence delivers sweeping skyline views from Cambridge to Back Bay, four private outdoor spaces, and the scale of a single-family home. The expansive second floor main living level includes 3 bedrooms, 2.5 baths, a central kitchen perfect for entertaining, formal dining room, large living room, office, laundry, and two balconies. The private upper-level primary suite features a sitting room with wet bar and a spectacular roof deck with gas BBQ connections. Direct entry from two attached garage parking spaces (wired for EV) and accessed from a private mudroom. Outdoor space includes exclusive-use 470+/- SF yard. . Exceptional design, premium finishes, and modern convenience in one of Brookline’s most sought-after location. Plans and engineering to add elevator shaft and elevator addition available.
Fully gutted stunning single family for rent in Chestnut Hill. This rare find house features brand new open kitchen design,beautiful hardwood floors, quartz countertop, stainless steel appliances, stunning bathrooms. The whole first floor iscompletely opened, with one study room and an office. The lower level is fully finished with a wet bar, one full bathroom,with its own entrance in the back, which can be used as a perfect in-law suite. The second floor has three bedrooms and twofull bathrooms. Master bedroom has its own master bathroom with a shower room and a soaking tub. Walk to the thirdfloor, it serves as an additional living area with lots of storage rooms.The house system is brand-new installed in 2019,with central A/C and heating.This house is walking distance to Baker Elementary School, shops, the Library and localamenities. Photos shown was the staging last year.

Brookline is located in Massachusetts. Brookline, Massachusetts has a population of 62,620. Brookline is more family-centric than the surrounding county with 41.09% of the households containing married families with children. The county average for households married with children is 36.79%.
The median household income in Brookline, Massachusetts is $122,356. The median household income for the surrounding county is $112,089 compared to the national median of $69,021. The median age of people living in Brookline is 35.3 years.
The average high temperature in July is 82.7 degrees, with an average low temperature in January of 18.6 degrees. The average rainfall is approximately 47.2 inches per year, with 49.3 inches of snow per year.