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South Brookline Homes for Sale

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  • 1125 W Roxbury Pkwy, Chestnut Hill, MA 02467
    1125 W Roxbury Pkwy, Chestnut Hill, MA 02467
    1125 W Roxbury Pkwy, Chestnut Hill, MA 02467
    /42

    $2,799,000

    • 4 Beds
    • 4 Baths
    • 3,859 Sq Ft

    1125 W Roxbury Pkwy, Chestnut Hill, MA 02467

    A once-in-a-lifetime opportunity to own a revived Tudor masterpiece, where historic grandeur meets modern sanctuary. Nestled gracefully on a hill amongst trees & over looking the Robert T. Lynch Golf Course, this residence exudes light, warmth, and timeless sophistication. The heart of the home is a sun-filled kitchen with dual marble islands, Sub-Zero and Thermador appliances, and a dining area

    Esin Susol Team William Raveis R. E. & Home Services

    1125 W Roxbury Pkwy, 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
  • 138 Woodland Rd, Chestnut Hill, MA 02467
    138 Woodland Rd, Chestnut Hill, MA 02467
    138 Woodland Rd, Chestnut Hill, MA 02467
    /38

    $9,495,000

    • 5 Beds
    • 5.5 Baths
    • 7,096 Sq Ft

    138 Woodland Rd, Chestnut Hill, MA 02467

    Built in 2022 by one of Boston’s premier luxury builders, this masterfully crafted residence redefines modern elegance and sophistication. From the moment you enter the dramatic two-story foyer, the home sets the stage for grand entertaining and refined living. The expansive first floor showcases palatial rooms, a formal sitting room, a library, and an expansive guest suite. At the heart of the

    George Sarkis Douglas Elliman Real Estate - The Sarkis Team

    138 Woodland Rd, Chestnut Hill, MA 02467
  • 72 Wallis Rd, Chestnut Hill, MA 02467
    72 Wallis Rd, Chestnut Hill, MA 02467
    72 Wallis Rd, Chestnut Hill, MA 02467
    /42

    $2,349,000 Open Sun 12PM - 1PM

    • 4 Beds
    • 4.5 Baths
    • 2,715 Sq Ft

    72 Wallis Rd, Chestnut Hill, MA 02467

    Welcome to a meticulously rebuilt modern gem in Brookline! Completely reimagined from the studs, this open-concept home features 4 bedrooms, 4 full baths, and a convenient first-floor powder room. The main level flows effortlessly, with a spacious family/living room, dining area, and a chef's kitchen equipped with Thermador appliances, sleek handle-less cabinetry, quartz countertops, and an

    Svetlana Gorokhovsky Panorama Realty, Inc.

    72 Wallis 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
  • 21 Sargent Crossway, Brookline, MA 02445
    21 Sargent Crossway, Brookline, MA 02445
    21 Sargent Crossway, Brookline, MA 02445
    /36

    $8,000,000

    • 5 Beds
    • 6.5 Baths
    • 5,772 Sq Ft

    21 Sargent Crossway, Brookline, MA 02445

    Set in Brookline’s prestigious Sargent Estates, this renovated stately Georgian Colonial offers timeless architecture, peaceful surroundings, and prime access to Boston. Located near top schools, shopping, dining, cultural institutions, the Financial District, Longwood Medical Area, and Logan Airport, it’s ideal for those seeking both elegance and convenience. The exterior features clapboard

    Jonathan Radford Coldwell Banker Realty - Boston

    21 Sargent Crossway, Brookline, MA 02445
  • 809-811 Heath St Unit 811, Brookline, MA 02467
    809-811 Heath St Unit 811, Brookline, MA 02467
    809-811 Heath St Unit 811, Brookline, MA 02467
    /29

    $2,299,000

    • 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
  • 80 Dudley St, Brookline, MA 02445
    80 Dudley St, Brookline, MA 02445
    80 Dudley St, Brookline, MA 02445
    /41

    $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
  • 811 Heath St, Chestnut Hill, MA 02467
    811 Heath St, Chestnut Hill, MA 02467
    811 Heath St, Chestnut Hill, MA 02467
    /29

    $2,299,000

    • 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
Massachusetts Norfolk County Brookline South Brookline

Real Estate & Homes for Sale in South Brookline, Brookline

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 $1,972,500. If you put a 20% down payment of $394,500 and had a 30-year fixed mortgage with an interest rate of 6.21%, your estimated principal and interest payment would be $9,680 a month plus property taxes, HOA fees, home insurance, PMI, and utilities. Using the 28% rule, you would need to make at least $415K 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, 02130 and 02459.
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, Jamaica Plain and Brookline Village.

Home Trends in South Brookline, MA

On average, homes in South Brookline, Brookline sell after 51 days on the market compared to the national average of 53 days. The median sale price for homes in South Brookline, Brookline over the last 12 months is $1,840,000, down 4% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$1,840,000
Median Single Family Sale Price
$1,975,000
Median Townhouse Sale Price
$3,550,000
Median 2 Bedroom Sale Price
$1,350,000
Average Price Per Sq Ft
$715
Number of Homes for Sale
7
Last 12 months Home Sales
53
Months of Supply
1.60
Median List Price
$1,972,500
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-4%
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