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South Brookline, Chestnut Hill, MA - homes for sale
28 of 28 results displayed
$1,175,000Active2 beds 2 baths1,240 sq. ft.18 Chestnut Pl #18, Brookline, MA 02445
MLS# 73579780Listed by: Hammond Residential Real Estate
$1,495,000Active3 beds 3 baths2,100 sq. ft.109 Wallis Road, Brookline, MA 02467
MLS# 73579467Listed by: Coldwell Banker Realty - Brookline
$23,000,000Active6 beds 12 baths16,856 sq. ft.381 Warren Street, Brookline, MA 02445
MLS# 73576839Listed by: Coldwell Banker Realty - Newton
$1,395,000Active3 beds 2 baths2,370 sq. ft.91 Grove, Brookline, MA 02467
MLS# 73575003Listed by: The Statesmen Group, LLC
$1,295,000Active3 beds 2 baths1,748 sq. ft.428 Boylston St, Brookline, MA 02445
MLS# 73574339Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate
$1,699,000Active3 beds 2 baths2,607 sq. ft.154 Bellingham Rd, Brookline, MA 02467
MLS# 73573430Listed by: Compass- Open Sat, 1:30 to 2:30pm
$1,749,000Active4 beds 3 baths2,500 sq. ft.133 Wolcott Road, Brookline, MA 02467
MLS# 73572511Listed by: Coldwell Banker Realty - Brookline 
$11,750,000Active6 beds 6 baths7,502 sq. ft.71 Sears Road, Brookline, MA 02445
MLS# 73570794Listed by: Coldwell Banker Realty - Brookline
$3,095,000Active5 beds 3 baths2,834 sq. ft.185 Warren Street, Brookline, MA 02445
MLS# 73570606Listed by: Compass
$2,395,000Active4 beds 5 baths4,067 sq. ft.72 Beverly Rd, Brookline, MA 02467
MLS# 73569446Listed by: Coldwell Banker Realty - Brookline
$5,900,000Active9 beds 9 baths8,619 sq. ft.372 Warren St, Brookline, MA 02445
MLS# 73564889Listed by: Coldwell Banker Realty - Boston
$4,495,000Active5 beds 5 baths6,848 sq. ft.108 Codman Rd, Brookline, MA 02445
MLS# 73550033Listed by: Coldwell Banker Realty - Brookline
$2,399,000Active4 beds 3 baths3,243 sq. ft.365 Newton St, Brookline, MA 02467
MLS# 73547641Listed by: Blue Ocean Realty, LLC
$11,000,000Active-- beds -- baths39 Cottage St, Brookline, MA 02445
MLS# 73543050Listed by: MGS Group Real Estate LTD
$4,650,000Active6 beds 7 baths6,359 sq. ft.129 Rangeley Rd, Brookline, MA 02467
MLS# 73532609Listed by: Keller Williams Realty
$565,000Active1 beds 2 baths827 sq. ft.22 Chestnut Pl #306, Brookline, MA 02445
MLS# 73524323Listed by: Tygr Realty LLC
$2,199,000Active4 beds 4 baths3,615 sq. ft.518 Newton St, Brookline, MA 02467
MLS# 73529380Listed by: Winterspring Real Estate, LLC
$3,495,000Active5 beds 5 baths5,234 sq. ft.68 Dudley Street, Brookline, MA 02445
MLS# 73517349Listed by: Hammond Residential Real Estate
$14,850,000Active6 beds 8 baths9,065 sq. ft.280 Warren St, Brookline, MA 02445
MLS# 73507123Listed by: MGS Group Real Estate LTD
$3,790,000Active4 beds 5 baths6,498 sq. ft.75 Lee Street, Brookline, MA 02445
MLS# 73505387Listed by: WINN Real Estate & Consulting
$6,400,000Active4 beds 5 baths6,521 sq. ft.198 Clyde Street, Brookline, MA 02467
MLS# 73500458Listed by: Campion & Company Fine Homes Real Estate
$2,598,000Active5 beds 4 baths3,738 sq. ft.140 Dudley St, Brookline, MA 02445
MLS# 73492578Listed by: Coldwell Banker Realty - Brookline
$6,695,000Active7 beds 9 baths6,000 sq. ft.75 Goddard Avenue, Brookline, MA 02445
MLS# 73486175Listed by: Serhant
$8,995,000Active6 beds 7 baths7,232 sq. ft.188 Heath St, Brookline, MA 02467
MLS# 73479457Listed by: Hammond Residential Real Estate
$9,985,000Active5 beds 8 baths7,300 sq. ft.68 Clyde Street, Brookline, MA 02467
MLS# 73478330Listed by: MGS Group Real Estate LTD
$2,750,000Active0.92 Acres79 Goddard Avenue, Brookline, MA 02445
MLS# 73443429Listed by: Deland Real Estate, LLC
$16,000,000Active6 beds 8 baths9,411 sq. ft.63 Goddard Avenue, Brookline, MA 02445
MLS# 73480812Listed by: Hammond Residential Real Estate
$7,500,000Active6 beds 8 baths7,780 sq. ft.1 Chestnut Place, Brookline, MA 02445
MLS# 73487838Listed by: MGS Group Real Estate LTD
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2026 Better Homes and Gardens Real Estate LLC. An Anywhere Real Estate company. All rights reserved. Better Homes and Gardens® Real Estate is a registered trademark owned by Meredith Operations Corporation, licensed to Better Homes and Gardens Real Estate LLC and used with permission. Better Homes and Gardens Real Estate LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. Listing information is deemed reliable but is not guaranteed accurate.
Each office is independently owned and operated.
Any services or products provided by third parties are not provided by, affiliated with or related to Better Homes and Gardens Real Estate LLC, or its affiliated companies.