368 listings available right now — swipe to find your perfect match.
Updated daily ·
368
Active Listings
$2,218,142
Avg. Price
$365,000
Starting From
$16,980,000
Up To
The median home price in Brookline is $1,546,500, with listings ranging from $365,000 to $16,980,000. Buyers can expect to pay around $893/sqft on average. Homes typically spend 50 days on market.
Price Distribution
30 Brookline homes dropped price in the last 30 days · average drop -5.4%.
142 Crafts Rd
$7,895,000 → $6,750,000 · 2026-05-11
17 Fairgreen Pl Unit 17
$1,475,000 → $1,300,000 · 2026-05-11
63 Goddard Ave
$18,000,000 → $16,000,000 · 2026-05-03
2 Mason Ter
$3,495,000 → $3,150,000 · 2026-05-06
325 Tappan St Apt 6
$1,099,000 → $999,000 · 2026-05-16
140 Dudley St
$2,940,000 → $2,698,000 · 2026-05-02
And 24 more — sorted by largest drop first.
$1,375,00011 Kent Sq
Brookline, MA
$998,00020 Chapel St Apt B309
Brookline, MA
$544,00033 Pond Ave Apt 1106
Brookline, MA
$2,245,0003 Glenoe Rd
Brookline, MA
$2,399,00021 Crowninshield Rd Unit 21
Brookline, MA
$2,759,00080 Vernon St Unit 1A
Brookline, MA
$3,995,00055 Penniman Rd
Brookline, MA
$895,00058 Kent St Apt 304
Brookline, MA
$1,199,00056 Marshal St Apt 1
Brookline, MA
$2,688,00011 Goodwin Pl Unit 11-1
Brookline, MA
$1,898,000184 Rawson Rd
Brookline, MA
$5,485,000178 Ivy St
Brookline, MA
$1,150,000441 Washington St Unit 5
Brookline, MA
$2,300,000160 Reservoir Rd
Brookline, MA
$1,270,00058 Kent St Apt 302
Brookline, MA
$4,995,00040 Heath Hill St
Brookline, MA
$3,450,000370 Washington St
Brookline, MA
$1,699,90058 Kent St Apt 404
Brookline, MA
$1,199,00045 Bartlett Cres Unit 203
Brookline, MA
$2,798,00084 Winthrop Rd Unit 1
Brookline, MA
$3,388,000197 Winchester St Unit 1
Brookline, MA
$2,665,000324 Tappan St Unit 2
Brookline, MA
$1,350,000428 Boylston St
Brookline, MA
Brookline homes priced below $893 per square foot — the city average. Sorted by lowest $/sqft.
$2,245,00048% below avg3 Glenoe Rd
Brookline, MA
$462/sqft
$544,00030% below avg33 Pond Ave Apt 1106
Brookline, MA
$625/sqft
$2,798,00020% below avg84 Winthrop Rd Unit 1
Brookline, MA
$718/sqft
$1,150,00016% below avg441 Washington St Unit 5
Brookline, MA
$746/sqft
Browse all 368 Brookline homes on the map
Open map →Schools serving multiple Brookline listings, rated 7+ on a 10-point scale.
Lawrence School
William H Lincoln School
Michael Driscoll School
Pierce School
Brookline High School
John D Runkle School
Florida Ruffin Ridley School
Roland Hayes School
Brookline is a town in Norfolk County, Massachusetts, United States, and part of the Boston metropolitan area. An exclave of Norfolk County, Brookline borders six of the City of Boston's neighborhoods: Brighton, Allston, Fenway–Kenmore, Mission Hill, Jamaica Plain, and West Roxbury. The city of Newton borders Brookline to the west. It is known for being the birthplace of U.S. President John F. Kennedy. (Wikipedia)
Climate: Average year-round temperature is 52°F with 203 dry days per year and 46.9 inches of annual rainfall.
Brookline listings average 3.2 bedrooms, 2.9 bathrooms, and 2,719 square feet. The average year built is 1930. Condo homes are the most common property type, making up 70% of available inventory.
HomeSwipr uses AI to learn what you love. Swipe right on homes you like and we'll surface better matches every time.
Start Swiping in BrooklineBrookline, part of the Boston area, has 368 active listings. The median home is priced at $1,546,500, averaging $893 per square foot, with the full range running from $365,000 to $16,980,000. Most listings (70%) are condo homes. Single Family (26%) and Multi-Family (4%) round out the mix.
The average home here has 3.2 bedrooms, 2.9 bathrooms, 2,719 square feet. Average year built: 1930. Homes typically go under contract after 50 days on market.
Brookline Village, Washington Square, South Brookline, Coolidge Corner are among the most-listed neighborhoods in Brookline. Each has its own character and price point — worth exploring whether you're optimizing for walkability, schools, views, or square footage.
Swipe through Brookline listings on HomeSwipr the way you'd swipe through photos — left to pass, right to save. Our model picks up on your taste and starts showing more of what you're drawn to.
There are 368 homes for sale in Brookline, MA right now, with prices ranging from $365,000 to $16,980,000. Inventory is refreshed daily from live listing feeds.
The median home price in Brookline is $1,546,500, with an average of $2,218,142. Prices span $365,000 to $16,980,000 across 368 current listings.
The average price per square foot in Brookline is $893 based on current listings. Per-sqft varies meaningfully by neighborhood and property type within the city.
Condo homes dominate Brookline inventory at 70% of listings. Single Family (26%) and Multi-Family (4%) round out the mix.
A typical Brookline listing offers 3.2 bedrooms, 2.9 bathrooms, and 2,719 square feet, with an average year built of 1930.
Active inventory in Brookline is concentrated in Brookline Village, Washington Square, South Brookline, Coolidge Corner. Each neighborhood differs on price and property type, so comparing across them usually surfaces more range than a single one.
Brookline homes have been on the market an average of 50 days. Newer listings (under 7 days) typically indicate fresh inventory worth early attention.
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