20

South Brookline Homes for Sale

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  • /42

    $6,450,000

    • 9 Beds
    • 8 Baths
    • 8,619 Sq Ft

    372 Warren St, Brookline, MA 02445

    Fabulous level lot, almost an acre of beautifully manicured grounds with fountain, Koi Pond, stone patios & porches. Stunning 2024 fireplace kitchen w/radiant heat flooring & new enclosed breezeway. Dining room w/double French doors leading to a Greenhouse/Conservatory w/SW exposure overlooking the gardens. Stunning, sophisticated & chic, a large & welcoming sunken living room with fireplace,

    Jill Streck Coldwell Banker Realty - Brookline

    372 Warren St, Brookline, MA 02445
  • /18

    $12,995,000

    • 6 Beds
    • 6 Baths
    • 7,502 Sq Ft

    71 Sears Rd, Brookline, MA 02445

    We are delighted to present one of Brookline's most exceptional properties to hit the market in over a decade. Located in the prestigious estate area, this stunning 1929 Colonial Revival home offers 14 rooms and is set on two lush acres. The property features an inviting in-ground pool, sweeping lawns, specimen trees, perennial gardens, and a serene, man-made freshwater creek. With approximately

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    71 Sears Rd, Brookline, MA 02445
  • /37

    $7,495,000

    • 6 Beds
    • 7.5 Baths
    • 9,380 Sq Ft

    100 Cottage St, Brookline, MA 02445

    Luxury and style await you at 100 Cottage Street — a modern masterpiece situated on a wooded 1.05-acre lot. Built in 2021, this 6 bedroom, 7 bath stunner offers the ultimate in privacy, with a fenced-in perimeter and wrought iron gate at the end of the driveway. As you enter through the custom glass doors, you’ll be greeted by a stunning two-story foyer and a grand staircase with custom glass

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    100 Cottage St, Brookline, MA 02445
  • /36

    $9,995,000

    • 7 Beds
    • 10 Baths
    • 7,240 Sq Ft

    80 Dudley St, Brookline, MA 02445

    Elegance and modernity define this sunlit Chestnut Hill residence on the Reservoir, offering spacious rooms, an open layout and luxurious finishes. Minutes from Boston and recently built by a local top builder for the current owners, every detail reflects meticulous craftsmanship, state-of-the-art systems and thoughtful design. A grand staircase separates entertaining areas from private spaces

    Maggie Gold Seelig MGS Group Real Estate LTD

    80 Dudley St, Brookline, MA 02445
  • /27

    $6,499,000

    • 7 Beds
    • 9 Baths
    • 6,000 Sq Ft

    75 Goddard Ave, Brookline, MA 02445

    Indulge in luxurious living with this exquisite home in Brookline estate section. Boasting 7 beds, 7 baths, and over 6000 sq ft on an acre, this residence is a sanctuary of sophistication. Experience unparalleled comfort with a geothermal system, 6-zone commercial setup fed by 3 x 600ft closed-loop wells. Radiant floor heat, multi-zone gas furnace, and dual mechanical closets ensure efficiency.

    Samantha Stumpo New Brook Realty Group, LLC

    75 Goddard Ave, Brookline, MA 02445
  • /32

    $2,650,000 Open Sat 11:30AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,444 Sq Ft

    50 Bellingham Rd, Chestnut Hill, MA 02467

    Impressive, custom built contemporary home on an expansive half acre+ wooded lot on tree lined street in Chestnut Hill. Designed by Harvard architect Mollie Moran includes sweeping 10 ft. cathedral ceilings & window walls overlooking lush park like multi level landscape. Elegant living room with marble wood burning fireplace accented with a wall of built-ins & a stunning entertainment sized

    Hickman - Coen Home Team William Raveis R. E. & Home Services

    50 Bellingham Rd, Chestnut Hill, MA 02467
  • /42

    $1,650,000

    • 4 Beds
    • 3.5 Baths
    • 2,660 Sq Ft

    646 Newton St Unit 2, Chestnut Hill, MA 02467

    Welcome to 646 Newton Street, a stunning residence that perfectly blends charm, elegance, and modern convenience. This beautifully designed and renovated head to toe 4-bedroom, 3.5-bathroom home offers a spacious layout with thoughtful details that make every space feel inviting.Step into a bright and airy living room, where high ceilings and large windows create an open and welcoming atmosphere.

    646 Newton St Unit 2, Chestnut Hill, MA 02467
  • /18

    $2,770,000

    • 3 Beds
    • 3.5 Baths
    • 3,209 Sq Ft

    291 Goddard Ave, Brookline, MA 02445

    Beautifully renovated 3BD plus office, 3.5BA townhouse offers over 3,600 sqft of thoughtfully designed space. Expansive windows on 3 sides fill the home with natural light, enhancing its soaring ceilings, bespoke cabinetry, and elegant finishes. Bright entry leads to a spacious LR with 9.5-ft ceilings and sliding doors to deck and garden. Elegant DR features custom built-ins and sliding doors.

    Hilary Maddox Team Compass

    291 Goddard Ave, Brookline, MA 02445
  • /29

    $2,399,000

    • 4 Beds
    • 4.5 Baths
    • 3,193 Sq Ft

    809-811 Heath St Unit 811, Brookline, MA 02467

    Gorgeous new construction completed in October 2024, located in the heart of Chestnut Hill, less than a mile from Chestnut Hill Mall, Chestnut Hill Square, and The Street. Close to Skyline Park and Hammond Pond for trails and outdoor space. This 4 bed, 4.5 bath home offers over 3,000 sq ft of living space, tucked off the main road with easy access to Route 9. Features include a garage with two

    Yasmeen Moukaddem McCorry Real Estate, LLC

    809-811 Heath St Unit 811, Brookline, MA 02467
  • /8

    $2,350,000

    • 4 Beds
    • 5 Baths
    • 3,990 Sq Ft

    110 Wallis Rd, Chestnut Hill, MA 02467

    Nestled in the heart of South Brookline's Chestnut Hill neighborhood is this lovely brick French Tudor - with views in all directions, rolling hills, a lovely New England tree-scape, a recreational field, , tennis courts and sanctuary as well as Baker School directly across the street. This lovely home is the ultimate endgame of luxury living. Sit stoic in the living room by a roaring fire,

    Chris Nasif Christopher Nasif

    110 Wallis Rd, Chestnut Hill, MA 02467
  • /24

    $2,499,000

    • 4 Beds
    • 3 Baths
    • 3,084 Sq Ft

    367 Newton St, Chestnut Hill, MA 02467

    Welcome to this charming ranch-style home in the heart of Brookline, MA, where modern flair meets classic comfort. Nestled on a spacious wooded lot of 24,459 square feet, this inviting residence features four generous bedrooms and three full bathrooms spread across two floors, providing ample space for family living.The main level showcases an open concept layout, seamlessly connecting the

    Samantha Stumpo New Brook Realty Group, LLC

    367 Newton St, Chestnut Hill, MA 02467
  • /29

    $4,999,000

    • 5 Beds
    • 9 Baths
    • 8,400 Sq Ft

    164 Newton St, Brookline, MA 02445

    This elegantly renovated home near Dexter Southfield, the Country Club golf course, and Allandale Farms is a dream come true. It features a spacious floor plan that blends large entertaining spaces with cozy living areas. The first floor boasts stunning hardwood floors, intricate moldings, and luxury-grade hardware, showcasing exceptional craftsmanship. It includes two chef’s kitchens with

    Samantha Stumpo New Brook Realty Group, LLC

    164 Newton St, Brookline, MA 02445
  • /37

    $24,500,000

    • 11 Beds
    • 11 Baths
    • 20,074 Sq Ft

    333 Lee St, Brookline, MA 02445

    This stately Georgian Revival residence, designed by the esteemed American architect and artist William Truman Aldrich, presents a once-in-a-lifetime opportunity to own one of the most prestigious and treasured estates in all of greater Boston. 333 Lee Street is perfectly situated on three acres of meticulously landscaped grounds. The interior boasts eleven bedrooms, eleven bathrooms, and ten

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    333 Lee St, Brookline, MA 02445
  • /42

    $5,395,000

    • 7 Beds
    • 8 Baths
    • 6,560 Sq Ft

    40 Heath Hill St, Brookline, MA 02445

    An exquisite stucco residence nestled in the coveted Chestnut Hill neighborhood of Brookline. Its hilltop location with stunning terraced grounds provides seasonal views of the reservoir and iconic Boston skyline. This property boasts a clay tennis court and completely renovated interior with a geothermal HVAC system and heated 3-car garage. The cook's kitchen with breakfast area and French doors

    Mizner+ Montero Gibson Sotheby's International Realty

    40 Heath Hill St, Brookline, MA 02445
  • /19

    $4,250,000

    • 7 Beds
    • 5 Baths
    • 6,307 Sq Ft

    469 Walnut St, Brookline, MA 02445

    Nestled beside the tranquil Brookline Reservoir, this charming home combines turn-of-the-century craftsmanship with modern comfort. Sunlight pours into spacious rooms, highlighting eight elegant fireplaces and timeless details throughout. Gracious family spaces invite effortless entertaining, from the formal dining room to the expansive living room with cozy warmth and a beautiful library with

    Michael & Conor Chamberlain Coldwell Banker Realty - Brookline

    469 Walnut St, Brookline, MA 02445
  • /36

    $20,000,000

    • 6 Beds
    • 8 Baths
    • 7,550 Sq Ft

    63 Goddard Ave, Brookline, MA 02445

    This spectacular residence, set on 4.5 acres in the prestigious Brookline Estate area, has been gut-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,

    Debby Belt Hammond Residential Real Estate

    63 Goddard Ave, Brookline, MA 02445
  • /28

    $16,000,000

    • 6 Beds
    • 8 Baths
    • 9,480 Sq Ft

    280 Warren St, Brookline, MA 02445

    Presenting a unique opportunity to own one of Brookline’s premier estate properties. Set on over 3 1/2 acres, this meticulously renovated residence has 19 rooms, including 6 beds, 6 full and 2 half baths, It has 6 fireplaces, and a fabulous kitchen with top appliances and a large eat-in area with French doors leading to the back patio. There are grand proportioned rooms with high ceilings and

    The Whitney Group Hammond Residential Real Estate

    280 Warren St, Brookline, MA 02445
  • /28

    $4,750,000

    • 5 Beds
    • 5 Baths
    • 7,399 Sq Ft

    69 Princeton Rd, Chestnut Hill, MA 02467

    Welcome to this stunning newly renovated home in the heart of Brookline, MA. This exquisite residence offers five spacious bedrooms, three full bathrooms, and two half bathrooms, all designed for modern living. With approximately 7,000 square feet of open space, the layout is perfect for entertaining. The gourmet kitchen features top-of-the-line appliances and a large island, while the luxurious

    Samantha Stumpo New Brook Realty Group, LLC

    69 Princeton Rd, Chestnut Hill, MA 02467
  • /22

    $22,000,000

    • Land
    • 6 Acres
    • $3,873,239 per Acre

    280 Warren St, Brookline, MA 02445

    One of Brookline’s premier estate properties. Purchased with 280A Warren, this additional lot creates an estate set on over 5 1/2 acres. 280 may be purchased with 3.68 acre lot for $16,000,000 or with the additional 2 acre lot for $22,000,000.This presents an opportunity to own a significant 19-room house on an extraordinarily large piece of land. This is a top location on a private road at

    The Whitney Group Hammond Residential Real Estate

    280 Warren St, Brookline, MA 02445
  • /29

    $2,399,000

    • 4 Beds
    • 4.5 Baths
    • 3,193 Sq Ft

    811 Heath St, Chestnut Hill, MA 02467

    New construction townhouse-style condo completed in October 2024, offering 4 beds, 4.5 baths, and over 3,000 sq ft in the heart of Chestnut Hill. Open-concept main level with kitchen, living area, half bath, and walkout to a private deck and fenced garden. Four bedrooms each feature walk-in closets and en-suite baths. Includes a dedicated laundry room, bonus office, and tiled mudroom entry from

    Yasmeen Moukaddem McCorry Real Estate, LLC

    811 Heath St, Chestnut Hill, MA 02467

About South Brookline

South Brookline, located under 10 miles from Boston, offers a luxurious suburban lifestyle with highly rated schools, golfing communities, and diverse cultural experiences. The neighborhood is well-connected to urban attractions via the nearby Green Line, allowing residents to enjoy city amenities while returning to a quieter home environment. Local highlights include Larz Anderson Park, which features athletic fields, ponds, pathways, and an outdoor skating rink, as well as the Brookline Reservoir Park, popular for its walking trail and fishing spots. Skyline Park and Dane Park provide additional recreational options, with playgrounds, picnic areas, and unique geological formations. Golf enthusiasts can enjoy historic courses, including the public Robert T. Lynch Municipal Golf Course. South Brookline's schools are highly regarded, with Baker School, Brookline High School, and Dexter Southfield all earning high ratings. Brookline High School offers various alternative programs and travel opportunities, while Dexter Southfield boasts a successful sports program. Shopping and dining options are plentiful, with The Shops at Putterham and The Shops at Chestnut Hill offering a range of stores and eateries. For nightlife, Beacon Street and Harvard Street provide numerous dining and bar options. Housing in South Brookline includes contemporary and classic colonials, Tudors, ranch styles, and Cape Cods, with properties often featuring lush greenery and front lawns. Public transportation options include MBTA buses and nearby Green and Orange Line stations, while major highways and Boston Logan International Airport are easily accessible. The neighborhood also benefits from proximity to healthcare facilities like St. Elizabeth’s Medical Center and Bringham and Women’s Faulkner Hospital.

Frequently Asked Questions

Is South Brookline a good place to live?
South Brookline is a good place to live. South Brookline is considered very car-dependent and somewhat bikeable with minimal transit options. South Brookline is a suburban neighborhood with a crime score of 2, making it safer than the average neighborhood in the U.S. South Brookline has 6 parks for recreational activities. It is fairly sparse in population with 3.6 people per acre and a median age of 41. The average household income is $196,747 which is above the national average. College graduates make up 85.7% of residents. A majority of residents in South Brookline are home owners, with 34.9% of residents renting and 65.1% of residents owning their home. A local real estate agent serving South Brookline can help you decide if this neighborhood is the right one for you. Learn more on our South Brookline neighborhood guide.
Is South Brookline, MA a safe neighborhood?
South Brookline, MA is safer than the average neighborhood in the United States. It received a crime score of 2 out of 10.
How much do you need to make to afford a house in South Brookline?
The median home price in South Brookline is $2,124,500. If you put a 20% down payment of $424,900 and had a 30-year fixed mortgage with an interest rate of 6.81%, your estimated principal and interest payment would be $11,090 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $475K a year to afford the median home price in South Brookline. The average household income in South Brookline is $197K.
What are the best public schools in South Brookline?
The best public schools that serve South Brookline are:
  • Brookline High School has an A+ Niche grade, a student teacher ratio of 11:1 and an average review score of 4.0.
  • Heath Elementary School has an A+ Niche grade, a student teacher ratio of 13:1 and an average review score of 2.5.
  • Baker School has an A Niche grade, a student teacher ratio of 12:1 and an average review score of 3.8.
What are the best private schools in South Brookline?
The best private schools that serve South Brookline are:
  • Wellan Montessori School has an A+ Niche grade, a student teacher ratio of 5:1 and an average review score of 4.7.
  • Meridian Academy has an A+ Niche grade, a student teacher ratio of 6:1 and an average review score of 4.7.
  • The Park School has an A+ Niche grade, a student teacher ratio of 7:1 and an average review score of 4.5.
What are the most popular zip codes in South Brookline, Brookline, MA?
The most popular zip codes in South Brookline, Brookline, MA include 02127, 02128, 02116, 02118 and 02135.
What are the most popular neighborhoods near South Brookline, Brookline, MA?
The most popular neighborhoods near South Brookline, Brookline, MA are Chestnut Hill, West Roxbury, Jamaica Plain, Oak Hill and Thompsonville.

Home Trends in South Brookline, MA

Home Trends

Median Price (12 Mo)
$1,845,000
Median Single Family Price
$2,400,000
Median Townhouse Price
$3,925,000
Median 2 Bedroom Price
$1,150,000
Average Price Per Sq Ft
$761
Number of Homes for Sale
16
Last 12 months Home Sales
56
Months of Supply
3.40
Median List Price
$2,124,500
Median Discount From 1st List Price
3%
Median Home Sale Price YoY Change
5%
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