$2,225,595Average Value$778Average Price per Sq Ft31Homes For Sale
South Brookline’s quality amenities and prime location
Situated under 10 miles outside of Boston, South Brookline serves as a luxurious commuter haven with highly rated schools, golfing communities and striking estates. The neighborhood also fosters a multicultural environment. Stacey Steck, Vice President of Residential Sales at Advisors Living and Brookline resident for almost three decades, says, “The town is very diverse. I once attended a potluck dinner where I was informed there were 20+ languages spoken in the room.” Connected to the city by the Green Line nearby, locals can easily access urban attractions and then return to a peaceful, quieter home base. Amenities are available in the neighborhood, too, so residents can shop, dine and find entertainment without having to venture into the hubbub of the city. The Public Schools of Brookline system receives recognition on a national scale and is named on Niche’s list of top 100 districts in America.
Just a few miles from Boston, the streets of South Brookline hide under a sea of green.
Visit The Shops at Putterham in South Brookline to grab a coffee and have a look around.
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Quality public and private education in South Brookline
Baker School, which earns an A grade on Niche, was completely renovated in 2000 and enrolls students from kindergarten through Grade 8. Brookline High School has an A-plus and earns the No. 5 spot for best public high schools in the state on Niche. Brookline High offers numerous alternative programs, including Career and Technical Education, as well as travel opportunities to destinations from Mexico to Cambodia. “The community’s attitude is one of making a positive difference in the world. For example, my daughter attended Brookline High School, where the students brought forth an initiative that ended up being implemented to have CVS pharmacy ban the sale of cigarettes nationwide,” Steck says. Dexter Southfield, for prekindergarten through Grade 12, is a private option that scores an A-plus. Students from over 78 communities throughout Greater Boston commute to Dexter Southfield, which sits in the heart of the South Brookline neighborhood. It also has a successful sports program, with 30% of its students advancing to college-level athletics.
Brookline High School in Brookline received an overall score of A+ on niche.
Baker School in Brookline has a large international population of students.
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Reservoirs, hiking and golfing in South Brookline
Larz Anderson Park, the largest park in Brookline and home to the auto museum, allows for impressive views of Boston from its highest point. This space features athletic fields, ponds, pathways and an outdoor skating rink. Brookline Reservoir Park is a 32-acre area in the northern tip of the community. A walking trail surrounds a man-made body of water, which is popular for fishing. Nearby Skyline Park, the newest park in Brookline, has a playground, picnic area and synthetic turf field. Dane Park attracts geology enthusiasts, as numerous volcanic formations sit among the wildlife in these woods and along the trails. Golf enthusiasts flock to the South Brookline area for its many historic courses. The club was one of the five founding groups of the United States Golf Association (USGA) and has hosted the second most national championship matches on its greens. Previous events in both tennis and golf include the US Open, the Ryder Cup and the US Women’s Amateur. The club also features tennis, swimming and ice-skating facilities. The public Robert T. Lynch Municipal Golf Course is a small, challenging course with a driving range, clubhouse and grill.
Go for a jog around the pond at Brookline Reservoir Park in South Brookline.
Little League teams can practice on the fields of Larz Anderson Park in South Brookline.
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South Brookline shopping centers and eateries
For a night out, Beacon Street, about 3-to-4 miles away, has plenty of dining and bar options. Some include Washington Square Tavern or Taberna de Haro, which features classic European sidewalk seating. Locals can head to Harvard Street for Club Dante, where Italian fare meets a unique cocktail menu. South Brookline residents can find numerous shopping centers and strip malls within a few miles of home. The Shops at Putterham include several locally owned conveniences, including a gift store and florist, a Starbucks, Putterham Market and other restaurants. Residents can meet friends for dinner at Putterham Grille or pick up a pastry from Cheryl Ann’s Bakery. Right next door, The Shops at Chestnut Hill provide clothing stores, including J. Crew and Madewell, and Wegmans is right across the street. Star Market is also available at The Street shopping mall, along with a Showcase SuperLux Cinema. Residents can access plenty of nearby Target locations, the closest being about 3 miles away.
The Streets offers great shopping and spaces to relax near South Brookline.
Chat with friendly staff while you pick out pastries at Cheryl Ann's Bakery in South Brookline.
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Brookline events and annual activities
Many events take place within a few miles of South Brookline, including the Coolidge Corner Art Festival and Brookline Day, which features live music, vendors, games and food in a celebration of the community. Locals can also visit the Coolidge Corner Theatre, which is a nonprofit cinema and cultural center. Fenway Park sits about 4 miles from the neighborhood for those wanting to catch a Red Sox game. For activities within South Brookline, Larz Anderson Park has weekly Lawn Event car shows from May to October.
Snag a hot plate of tasty food at the Annunciation Cathedral Greek Festival.
Larz Anderson Lawn Events is often visited by families to teach the young ones about the past.
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Large estates of South Brookline
Housing options include both contemporary and classic colonials, with some Tudors, ranch styles and Cape Cods thrown into the mix. Three-to-five-bedroom homes typically fall in the $1 million to $2 million range. Houses that have six or more bedrooms often start above $3 million and can exceed $10 million. Sidewalks line some residential streets, convenient for those who enjoy walking the dog or going for a jog right out the front door. South Brookline radiates greenery, and most properties feature front lawns, lush bushes and towering trees.
South Brookline provides grand colonial estates.
Modern and Classical homes styles can be found tucked into the leafy streets of South Brookline.
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Transportation, health care and houses of worship in South Brookline
Massachusetts Bay Transportation Authority (MBTA) buses run through South Brookline as one option for public transportation. Transit stations for routes into Boston include Reservoir for the Green Line and Forest Hills for the Orange Line. These stations are within 4 miles of most residences and can be reached by bus. Major thoroughfares provide access to neighboring areas, as well, including Interstates 90, 95 and 93. For air travel, Boston Logan International Airport is about 10 miles away. Residents in South Brookline also have quick access to health care, with St. Elizabeth’s Medical Center, as well as Bringham and Women’s Faulkner Hospital, both under 5 miles away. Other facilities, such as countless temples and Christian churches, can be found throughout Brookline, mostly north of Boylston Street.
South Brookline residents can easily catch the T from Reservoir Station.
The Mass Turnpike is easily accessible to South Brookline residents.
GreatSchools:
The GreatSchools Rating helps parents compare schools within a state based on a variety of school quality indicators and provides a helpful picture of how effectively each school serves all of its students. Ratings are on a scale of 1 (below average) to 10 (above average) and can include test scores, college readiness, academic progress, advanced courses, equity, discipline and attendance data. We also advise parents to visit schools, consider other information on school performance and programs, and consider family needs as part of the school selection process.
View GreatSchools Rating Methodology
Are you familiar with the South Brookline neighborhood?
to let others know what life in this neighborhood is like.
Crime and Safety
1 - Low Crime, 10 - High Crime
South Brookline
US
Homicide
3
4
Sexual Assault
1
4
Assault with Weapon
2
4
Robbery
1
4
Burglary
3
4
Motor Vehicle Theft
2
4
Larceny
1
4
Crime Score
1
4
Source: WhatIsMyCrimeRisk.com
South Brookline Demographics and Home Trends
On average, homes in South Brookline, Brookline sell after 62 days on the market compared to the national average of 58 days. The median sale price for homes in South Brookline, Brookline over the last 12 months is $4,400,000, up 14% from the median home sale price over the previous 12 months.
Welcome Home to 87 Payson Rd. Located in the highly desirable South Brookline neighborhood, this beautifully updated 4 bedroom center-entrance Colonial offers peaceful, tree-lined surroundings with convenient access to downtown Boston, public transportation, shopping, and top schools. A generous foyer with 2 closets opens to a fireplaced living room with custom built-ins and a bright
PRICE IMPROVEMENT!!! Perched atop a gentle knoll on one of Brookline’s most picturesque tree-lined streets, this commanding English Manor in Chestnut Hill’s prestigious Baker School district seamlessly blends timeless elegance with sophisticated modern updates. The home makes a grand first impression with its welcoming foyer, featuring a stunning bridal staircase, soaring ceilings, and gleaming
Thoughtfully renovated & surprisingly expansive home in a picturesque Chestnut Hill neighborhood + Baker School District! Sunlight pours through the formal living room's beautiful picture window! The open layout flows to a well-appointed dining room w/ designer lighting to a cozy den. The kitchen is simply perfect. 100% renovated with two tone cabinetry, long stretches of quartz counters, soft
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
JUST LISTED. OPEN HOUSE Sunday 1pm - 2pm. Meticulously maintained and thoughtfully improved by the current owners, this 4-bedroom South Brookline home blends warmth, comfort, and functionality. Features include 3 full bathrooms, a sun-filled family room with elegant arched windows, skylights, and a beamed ceiling, a cherrywood/quartz kitchen with high-end appliances, a living room with gas
Exquisite in every detail, this magnificent brick Georgian boasts modern style design, suitable for grand scale entertaining & comfortable family living. A large, elegant foyer w/sweeping staircase & venetian plaster walls, opens to an elegant living room w/fireplace. A sunroom, just off the foyer, offers spectacular views of the level, acre+ lot w/ frontage on Cramond Street. There is a majestic
The Kennedy Lynch TeamHammond Residential Real Estate
Set on nearly an acre within Brookline’s coveted Estate Section, this extraordinary 2015-built residence offers a rare blend of privacy, scale, & exceptional construction rarely found in today’s market. Spanning nearly 8,000 sq ft including a finished lower level, the home features solid mahogany floors,marble baths, custom granite stonework, 7 bedrooms, 9 bathrooms, a steam room, and multiple
Ideally situated near The Country Club, This home offers an exceptional blend of space, flexibility, and lifestyle. This 10- room, 4-bedroom, 3.5-bath residence features a renovated kitchen that opens to a spacious family room, perfect for modern living and entertaining. The elegant front-to-back living room, highlighted by a fireplace and built-in bar..The thoughtfully converted two-car garage
Eileen Strong O'BoyHammond Residential Real Estate
A rare opportunity at Fairgreen Place, this two-bedroom plus den home enjoys tranquil views across the fairways of The Country Club. Generous living spaces, large windows, and a flexible floor plan provide an excellent foundation for renovation and personalization. The den offers ideal work-from-home or guest flexibility, while the primary living areas take full advantage of the peaceful
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
This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been renovated and is surrounded by private, scenic landscapes. The interior, distinguished by its grandeur and elegance, is adorned with intricate period details, beautiful woodwork, and bright spacious rooms. The grand 13 rooms include a double living room with picturesque views of the gorgeous, expansive
Beautifully Renovated Mid-Century Modern Gem! Nestled on a sprawling 24,459 SF landscaped lot, this home blends timeless mid-century design with modern updates. The grand living room wows with soaring beam ceilings, a wall of windows, and views of the screened porch and serene backyard. The newly renovated kitchen features sleek cabinetry, countertops, appliances, and a peninsula with easy access
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
A rare opportunity to acquire 2.2+ acres in the heart of Brookline’s prestigious Estate Area. This exceptional offering includes the potential for Two buildable 1+ acre lots with access off Dudley Street. Creating a remarkable setting for a private estate or family compound. Surrounded by mature landscape and extraordinary privacy, the property is ideally located within walking distance to The
Michael & Conor ChamberlainColdwell Banker Realty - Brookline
1 Month Free Plus $1,000 in Moving Costs or Up to $10,000 in JORDAN'S FURNITURE! Only 1st Month's Rent Required to Move In. Contact us today to learn more! Experience the next generation of apartment living at Hancock Village and discover the ease and flexibility of a community where you can seamlessly combine home, work and leisure. Newly constructed with top-of-the-line finishes, exceptional
1 Month Free Plus $1,000 in Moving Costs or Up to $10,000 in JORDAN'S FURNITURE! Only 1st Month's Rent Required to Move In. Contact us today to learn more! The brand new single-level apartments and newly renovated townhome apartments feature the latest activity spaces, including a beautiful new 25,000 SF Community Center and pool. Close to restaurants, banks, dry cleaner, pharmacy and other
Luxurious townhome apartments. NO BROKER FEE. Multiple layouts: Open concept, standard/deluxe size units, Berkley & Arlington style layouts, inquire for more details!Perfect for young families and professionals.All townhomes are de-leaded!Proximity and attendance to top rated schools: -Public School: Edith C. Baker School is adjacent to community, minutes walk away.
1 Month Free Plus $1,000 in Moving Costs or Up to $10,000 in JORDAN'S FURNITURE! Only 1st Month's Rent Required to Move In. Contact us today to learn more! Brand new one, two, and three-bedroom apartment homes conveniently located near the Baker School. The spacious, open concept floor plans will feature high-quality interior finishes including hardwood flooring, quartz countertops, and stainless
Located in the upscale neighborhood of Chestnut Hill, this 5 story building is composed of one-bedroom, and two-bedroom apartments. The apartments feature hardwood floors, updated kitchens and baths and private balconies or patios. This property also features a fitness center and outdoor pool!FEATURES1 parking spot included; Additional private off-street parking for rentShared laundry
This nice 2 Bedrooms 1.5 Bath place in the Brookline - Chestnut Hill area is available for Now.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the
This nice 2 Bedrooms 1 Bath place in the Brookline - Chestnut Hill area is available for 09-05-2026.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the
This nice 1 Bedroom 1 Bath place in the Brookline - Chestnut Hill area is available for 07-05-2026. Included Features are: Patio.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect
This nice 2 Bedrooms 1 Bath place in the Brookline - Chestnut Hill area is available for Now.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the
This nice 2 Bedrooms 1 Bath place in the Brookline - Chestnut Hill area is available for Now. Included Features are: Gas Heat, Yard, and Laundry in Unit. 1.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information
This nice 2 Bedrooms 2.5 Bath place in the Brookline - Chestnut Hill area is available for 07-05-2026. Included Features are: Laundry in Unit.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the
Call, text, or email me to schedule a tour.Boston Pads is not responsible for any errors, omissions and change in price, prior sale, rent and withdrawal without notice. All information from sources reliable but not guaranteed. Photographs, videos, description and information about the properties reflect conditions at the time the information was obtained. We are pledged to this letter and
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