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South Brookline Homes for Sale

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  • 188 Heath St, Chestnut Hill, MA 02467
    188 Heath St, Chestnut Hill, MA 02467
    188 Heath St, Chestnut Hill, MA 02467
    /32

    $9,799,000

    • 6 Beds
    • 6.5 Baths
    • 7,232 Sq Ft

    188 Heath St, Chestnut Hill, MA 02467

    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 Team Hammond Residential Real Estate

    188 Heath St, Chestnut Hill, MA 02467
  • 40 Heath Hill, Brookline, MA 02445
    40 Heath Hill, Brookline, MA 02445
    40 Heath Hill, Brookline, MA 02445
    /35

    $4,995,000

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

    40 Heath Hill, Brookline, MA 02445

    Perched on a private cul-de-sac, this commanding 7BD, 5FB & 3HB 6,560SF property sits on .72AC of landscaped grounds, offering rare space & privacy minutes from the city. Built in 1901, this home was reimagined to respect the original architecture while introducing a modern sensibility, including geothermal heating. Intricate millwork, crown moldings, 6 fireplaces, & expansive windows fill the

    Hilary Maddox Team Compass

    40 Heath Hill, Brookline, MA 02445
  • 222 Warren St, Brookline, MA 02445
    222 Warren St, Brookline, MA 02445
    222 Warren St, Brookline, MA 02445
    /33

    $11,450,000 Open Wed 10:30AM - 12PM

    • 5 Beds
    • 8 Baths
    • 7,855 Sq Ft

    222 Warren St, Brookline, MA 02445

    Elegant living meets modern style in this stunning light-filled 5+ bedroom Chestnut Hill residence. This property is in a class of its own, with graciously proportioned rooms, open layout and luxurious fixtures/finishes. Minutes to all Boston and Brookline offer, this entire property has been built to the highest standards by an esteemed local builder. The 1st floor features a gracious

    Maggie Gold Seelig MGS Group Real Estate LTD

    222 Warren St, Brookline, MA 02445
  • 68 Clyde St, Brookline, MA 02467
    68 Clyde St, Brookline, MA 02467
    68 Clyde St, Brookline, MA 02467
    /25

    $9,985,000

    • 5 Beds
    • 8 Baths
    • 7,300 Sq Ft

    68 Clyde St, Brookline, MA 02467

    Set on .74 acres in one of Brookline’s most coveted neighborhoods, this newly constructed estate blends timeless architecture with exceptional modern design. With impeccably finished living spaces and full AV wiring, it offers 5 bedrooms, 6 full and 2 half baths, and a layout ideal for today’s lifestyle. The heart of the home is a showstopping chef’s kitchen with top-tier appliances, custom

    Maggie Gold Seelig MGS Group Real Estate LTD

    68 Clyde St, Brookline, MA 02467
  • 17 Fairgreen Place, Chestnut Hill, MA 02467
    17 Fairgreen Place, Chestnut Hill, MA 02467
    17 Fairgreen Place, Chestnut Hill, MA 02467
    /21

    $1,475,000

    • 2 Beds
    • 3 Baths
    • 2,219 Sq Ft

    17 Fairgreen Place, Chestnut Hill, MA 02467

    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

    Anne Jessup Coldwell Banker Realty - Westwood

    17 Fairgreen Place, Chestnut Hill, MA 02467
  • 63 Goddard Ave, Brookline, MA 02445
    63 Goddard Ave, Brookline, MA 02445
    63 Goddard Ave, Brookline, MA 02445
    /41

    $18,000,000

    • 6 Beds
    • 8 Baths
    • 9,411 Sq Ft

    63 Goddard Ave, Brookline, MA 02445

    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

    Debby Belt Hammond Residential Real Estate

    63 Goddard Ave, Brookline, MA 02445
  • 95 Beverly Rd, Chestnut Hill, MA 02467
    95 Beverly Rd, Chestnut Hill, MA 02467
    95 Beverly Rd, Chestnut Hill, MA 02467
    /17

    $1,599,000

    • 3 Beds
    • 2 Baths
    • 2,352 Sq Ft

    95 Beverly Rd, Chestnut Hill, MA 02467

    Well-maintained Mid-Century Modern single-level home on expansive lot on tree-line side street in Chestnut Hill. Featuring 3 spacious bedrooms, 2 full baths and over 2300 sf of living area. Layout provides open-plan living/ dining areas with hardwood floors though out. Large corner windows invite abundant natural light, creating a balance of natural illumination and simple design. 25-year old

    Ezra Stillman Hammond Residential Real Estate

    95 Beverly Rd, Chestnut Hill, MA 02467
  • 39 Clyde St, Chestnut Hill, MA 02467
    39 Clyde St, Chestnut Hill, MA 02467
    /2

    $8,000,000

    • Land
    • 1.87 Acres
    • $4,278,075 per Acre

    39 Clyde St, Chestnut Hill, MA 02467

    Set atop a gently elevated 1.86-acre lot, this exceptional property offers the perfect canvas to build a custom estate. The current European-style home is ready for demolition, making way for new construction in a private, hilltop setting. Surrounded by mature trees and located near top schools, shops, and cultural attractions, this rare offering combines location, scale, and potential in one of

    Melissa Dailey Coldwell Banker Realty - Wellesley

    39 Clyde St, Chestnut Hill, MA 02467
  • 227 Bonad Rd, Chestnut Hill, MA 02467
    227 Bonad Rd, Chestnut Hill, MA 02467
    227 Bonad Rd, Chestnut Hill, MA 02467
    /25

    $1,749,900

    • 4 Beds
    • 3.5 Baths
    • 2,371 Sq Ft

    227 Bonad Rd, Chestnut Hill, MA 02467

    Sunny and beautifully maintained English Tudor on a picturesque tree-lined Brookline street. Thoughtfully updated and move-in ready, this home blends classic charm with modern improvements. The sun-filled eat-in kitchen features newer appliances (2025–2026) and opens to an enhanced backyard with updated hardscaping, fencing, and hot tub. The main level offers a formal dining room, spacious living

    Shahani Real Estate Team Compass

    227 Bonad Rd, Chestnut Hill, MA 02467
  • 134 Rangeley Rd, Chestnut Hill, MA 02467
    134 Rangeley Rd, Chestnut Hill, MA 02467
    134 Rangeley Rd, Chestnut Hill, MA 02467
    /27

    $2,200,000

    • 4 Beds
    • 2.5 Baths
    • 2,704 Sq Ft

    134 Rangeley Rd, Chestnut Hill, MA 02467

    A dramatic wall of windows captures sweeping treetop views from this remarkable Contemporary-style Deck House. Perfectly sited on a gentle hillside along one of Chestnut Hill’s most picturesque streets, this four-bedroom, two-and-a-half-bath residence masterfully blends architectural character with thoughtful modern updates.The open-concept design showcases light-filled spaces, beamed vaulted

    DiDuca Properties Commonwealth Standard Realty Advisors

    134 Rangeley Rd, Chestnut Hill, MA 02467
  • 55 Bellingham Rd, Chestnut Hill, MA 02467
    55 Bellingham Rd, Chestnut Hill, MA 02467
    55 Bellingham Rd, Chestnut Hill, MA 02467
    /36

    $1,689,900

    • 4 Beds
    • 2.5 Baths
    • 2,511 Sq Ft

    55 Bellingham Rd, Chestnut Hill, MA 02467

    Perfectly located in Chestnut Hill’s coveted Putterham neighborhood, this classic hip-roof Colonial combines timeless architecture, beautiful natural light and exceptional convenience. Just moments to shops and restaurants. Inside oversized windows and high ceilings fill the home with natural light. Four well-proportioned bedrooms and hardwood floors throughout. Primary bedroom with an en-suite

    Christine Norcross William Raveis R.E. & Home Services

    55 Bellingham Rd, Chestnut Hill, MA 02467
  • 811 Heath St, Chestnut Hill, MA 02467
    811 Heath St, Chestnut Hill, MA 02467
    811 Heath St, Chestnut Hill, MA 02467
    /25

    $2,299,000

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

    811 Heath St, Chestnut Hill, MA 02467

    Open House Friday March 6, 1-3pm. New construction townhouse-style condo with three levels & over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen and all bathrooms.

    Yasmeen Moukaddem McCorry Real Estate, LLC

    811 Heath St, Chestnut Hill, MA 02467
  • 811 Heath St Unit 811, Chestnut Hill, MA 02467
    811 Heath St Unit 811, Chestnut Hill, MA 02467
    811 Heath St Unit 811, Chestnut Hill, MA 02467
    /25

    $2,299,000

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

    811 Heath St Unit 811, Chestnut Hill, MA 02467

    Open House Friday March 6, 1-3pm. New construction townhouse-style condo with three levels & over 3,000 SqFt. Single-family space with condo convenience. Brookline schools. 8-inch white oak hardwood throughout. Natural light from every angle. Four bedrooms, each with a custom walk-in closet and en-suite full bath featuring built-in Bluetooth speakers. Quartz counters in kitchen and all bathrooms.

    Yasmeen Moukaddem McCorry Real Estate, LLC

    811 Heath St Unit 811, Chestnut Hill, MA 02467
  • 79 Goddard Ave, Brookline, MA 02445
    79 Goddard Ave, Brookline, MA 02445
    79 Goddard Ave, Brookline, MA 02445
    /25

    $3,150,000

    • Land
    • 0.92 Acre
    • $3,423,913 per Acre

    79 Goddard Ave, Brookline, MA 02445

    Vacant, build-able, legally conforming lot in the heart of Brookline, directly next to The Park School on Goddard Avenue, perfect for a single family home. Call list agent for directions on how to view the property. Appraisal and site plan in hand.

    Melissa Deland Deland Real Estate, LLC

    79 Goddard Ave, Brookline, MA 02445
  • 33 Meadowbrook Rd, Chestnut Hill, MA 02467
    33 Meadowbrook Rd, Chestnut Hill, MA 02467
    33 Meadowbrook Rd, Chestnut Hill, MA 02467
    /3

    $1,600,000 New Construction

    • 6 Beds
    • 6.5 Baths
    • 4,564 Sq Ft

    33 Meadowbrook Rd, Chestnut Hill, MA 02467

    ATTENTION DEVELOPERS AND END-USERS: 33 Meadowbrook presents a compelling opportunity to construct a single-family home in a prime Brookline location. The plans call for roughly 4,900 sq ft home (including garage) to incorporate 6 bed/6.5 bath, a home gym, a two-car garage sited on a flat/accessible lot. The project will bdelivered along with a demo permit, cut and caps for utilities as well as an

    Michael Sellers Odessit Capital

    33 Meadowbrook Rd, Chestnut Hill, MA 02467
  • 771 Heath St Unit A, Chestnut Hill, MA 02467
    771 Heath St Unit A, Chestnut Hill, MA 02467
    771 Heath St Unit A, Chestnut Hill, MA 02467
    /31

    $1,649,000

    • 2 Beds
    • 3.5 Baths
    • 3,070 Sq Ft

    771 Heath St Unit A, Chestnut Hill, MA 02467

    Welcome to this exceptional 2+bedroom, 3.5-bathroom townhome in the heart of Brookline’s coveted Chestnut Hill neighborhood. Spanning three floors of thoughtfully designed living space, this home features a private elevator, central air, & in-unit laundry. Enjoy seamless entry with direct access from the garage for 2 parkings spaces, and relax outdoors on multiple balconies offering natural light

    Joan Solomont Coldwell Banker Realty - Brookline

    771 Heath St Unit A, Chestnut Hill, MA 02467
Massachusetts Norfolk County Brookline South Brookline

Real Estate & Homes for Sale in South Brookline, Brookline

Why Live in 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.
Learn more about living in South Brookline

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 1, 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 3.8 people per acre and a median age of 41. The average household income is $204,301 which is above the national average. College graduates make up 85.6% of residents. A majority of residents in South Brookline are home owners, with 35.6% of residents renting and 64.4% 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 1 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 $1,887,450. If you put a 20% down payment of $377,500 and had a 30-year fixed mortgage with an interest rate of 6%, your estimated principal and interest payment would be $9,050 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $388K a year to afford the median home price in South Brookline. Learn how much home you can afford with our Home Affordability Calculator. The average household income in South Brookline is $204K.
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.
  • Baker School has an A+ Niche grade, a student teacher ratio of 12:1 and an average review score of 3.8.
  • Heath Elementary School has an A+ Niche grade, a student teacher ratio of 13:1 and an average review score of 2.5.
What are the best private schools in South Brookline?
The best private schools that serve South Brookline are:
What are the most popular zip codes in South Brookline, Brookline, MA?
The most popular zip codes in South Brookline, Brookline, MA include 02467, 02445, 02132, 02459 and 02130.
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, Oak Hill, Thompsonville and Brookline Village.

Home Trends in South Brookline, MA

On average, homes in South Brookline, Brookline sell after 53 days on the market compared to the national average of 54 days. The median sale price for homes in South Brookline, Brookline over the last 12 months is $1,875,000, up 1% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,875,000
Median Single Family Sale Price
$1,975,000
Median Townhouse Sale Price
$5,700,000
Median 2 Bedroom Sale Price
$1,475,000
Average Price Per Sq Ft
$728
Number of Homes for Sale
14
Last 12 months Home Sales
52
Months of Supply
3.20
Median List Price
$1,887,450
Median Change From 1st List Price
4%
Median Home Sale Price YoY Change
1%
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