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.
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
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.
An artful balance of historic character & modern design, this 5,423SF 5BD, 5.5BA 1891 Colonial Revival was meticulously renovated in 2017 and is set on .41AC of landscaped grounds. Oversized windows, tall ceilings, bespoke millwork, detailed crown moldings, & 4 fireplaces highlight the home’s craftsmanship. Welcoming entry w/ FP connects main floor. Bright living room w/ FP and dining room w/ French doors that lead to wraparound deck. Renovated open kitchen w/ island, pantry, and eat-in. Adjoining family room w/ gas FP & built-ins. 1/2BA & mudroom complete level. Upstairs is the primary suite w/ FP, spa-like bath, & walk-in closet, en-suite bedroom, add’l bedroom, full bath, & laundry. Flexible 3rd floor flex w/ 3 add’l rooms & bathroom - ideal as bedrooms, offices, or play space. Walkout lower level w/ private entrance, en-suite bedroom, 2nd kitchen, family room, & storage. Private setting w/ tiered grounds, bluestone patio, & extensive lawn framed by mature trees & seasonal plantings
Two buildable 1+ acre lots with access off Dudley Street, creating a remarkable setting for a private estate or family compound in the heart of Brookline's prestigious Estate Area. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The Country Club and just minutes from downtown Boston, offering the perfect balance of tranquility and convenience. There is currently a charming 1928 French Country-style residence featuring 10 rooms and 4 bedrooms, beautifully maintained and offering the potential for expansion. A truly rare and compelling opportunity to create a legacy property in one of Brookline's most sought-after neighborhoods.
Situated between Coolidge Corner and Washington Square, this exquisite 2,928 sq. ft. residence in a boutique, elevator building seamlessly blends luxury and convenience in the heart of Brookline. Spanning two thoughtfully designed levels, the 3-4 bedroom, 4-bathroom home features rich hardwood floors, recessed lighting, crown molding, and exposed brick throughout an open floor plan. The European-style kitchen, complete with stainless steel appliances, premium countertops, and custom cabinetry, overlooks spacious living and dining areas, perfect for both everyday life and entertaining. Two primary suites with custom closets and spa-like bathrooms, a sunlit family room, a private patio overlooking serene Griggs Park, in-unit laundry, two-zone heating and cooling, and a covered deck add to the home’s appeal. All this, just steps from Brookline’s finest dining, shops, vibrant community scene, and Green Line transit—this is more than a home; it’s a lifestyle.
Value-add opportunity in a desirable, established location. This spacious 3-bedroom, 2-bath condominium offers 1,732 square feet of living space, deeded garage parking, generous room sizes, and a functional layout ready for renovation. The property requires significant repairs and updating, but the scale, layout, and location create strong potential for investors, contractors, renovators, or end users with vision. A rare chance to improve, customize, and build equity in a property with substantial upside. Sold as is.
Attention investors! Rare Brookline opportunity in sought-after Washington Square. Spacious 5-bed, 2-bath condo with 1,413 sq ft in a professionally managed 8-unit building. Leased through August at $5,275/month—strong, turnkey income. Features include a renovated kitchen with granite countertops, stainless steel appliances, and ample cabinetry, plus two full baths (one with walk-in shower). Hardwood floors, in-unit laundry, and bike storage add convenience. Ideally located on a quiet side street just steps to restaurants, cafés, shops, and Star Market. Under 0.25 mile to the Green Line and bus routes with easy access to Longwood Medical Area and downtown Boston. Association updates include 2020 roof and 2016 boiler. Near parks and top-rated Brookline schools—perfect blend of city living and neighborhood charm for investors or owner-occupants.
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.
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.
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.
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
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
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.
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.
This classic brick Colonial, set on one of Brookline’s most coveted streets near the Brookline Reservoir, offers stunning views and exceptional spaces for both family living and entertaining. This 5-bedroom, 3.5-bath home features a front-to-back living room with a gas fireplace, a gracious dining room with its own fireplace, and an eat-in kitchen that opens to a covered deck and patio—perfect for entertaining. The main level also includes a private home office, a powder room, and a sun-filled, oversized family room with direct access to a second patio. Upstairs on the 2nd and 3rd levels are five bedrooms and an additional home office, including a spacious primary suite with an ensuite bath, walk-in closet, and private deck. The lower level offers a dedicated exercise area, laundry room, abundant storage, and an attached two-car garage. Ideally located near The Street, Wegmans, Longwood Medical Area, public transportation, and Boston.
Spacious and modern 2-bed, 2-bath condo with breathtaking views of Leverett Pond and Olmsted Park. This well-designed home features an open-concept layout with an enclosed balcony, perfect for additional living, dining, or office space. Both bedrooms are generously sized, including a primary suite with a private bath and dressing area. Additional highlights include central A/C, 24-hour security, on-site management, and a prime garage parking space. Residents enjoy top-tier amenities including a fully equipped fitness center, heated outdoor pool, tennis and basketball courts, sauna and steam rooms, putting green, BBQ areas, and a resident lounge with WiFi.Ideally located near the Green Line (D & E), Longwood Medical Area, shops, restaurants, Downtown Boston, and Cambridge, with direct access to scenic walking, running, and biking paths. Renovated in 2018.
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!
Brookline is located in Massachusetts. Brookline, Massachusetts 02445has a population of 62,620. Brookline 02445 is more family-centric than the surrounding county with 40.64% 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 02445 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 02445 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.
