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South Brookline, Chestnut Hill, MA - homes for sale
29 of 29 results displayed
- New
$5,195,000Active7 beds 8 baths6,560 sq. ft.40 Heath Hill St, Brookline, MA 02445
MLS# 73440264Listed by: Gibson Sotheby's International Realty 
$1,924,900Active3 beds 3 baths3,072 sq. ft.1069 W Roxbury Pkwy, Brookline, MA 02467
MLS# 73435260Listed by: Berkshire Hathaway HomeServices Commonwealth Real Estate
$2,850,000Active6 beds 5 baths3,740 sq. ft.208 South St, Brookline, MA 02467
MLS# 73434857Listed by: Redfin Corp.
$1,750,000Active3 beds 4 baths2,426 sq. ft.83 Payson Rd, Brookline, MA 02467
MLS# 73431151Listed by: Douglas Elliman Real Estate - The Sarkis Team
$12,500,000Active6 beds 6 baths7,502 sq. ft.71 Sears Rd, Brookline, MA 02445
MLS# 73430923Listed by: Coldwell Banker Realty - Brookline
$1,198,000Active2 beds 2 baths1,240 sq. ft.18 Chestnut Pl #18, Brookline, MA 02445
MLS# 73430819Listed by: Coldwell Banker Realty - Newton
$4,995,000Active7 beds 6 baths6,193 sq. ft.371 Walnut Street, Brookline, MA 02445
MLS# 73427913Listed by: Compass
$2,395,000Active5 beds 5 baths4,418 sq. ft.16 Alberta Rd, Brookline, MA 02467
MLS# 73427423Listed by: Hammond Residential Real Estate
$9,495,000Active5 beds 6 baths7,096 sq. ft.138 Woodland Road, Brookline, MA 02467
MLS# 73424067Listed by: Douglas Elliman Real Estate - The Sarkis Team
$2,898,000Active4 beds 6 baths4,585 sq. ft.171 Shaw Rd, Brookline, MA 02467
MLS# 73423130Listed by: Commonwealth Standard Realty Advisors
$3,198,000Active5 beds 4 baths3,648 sq. ft.140 Dudley St, Brookline, MA 02445
MLS# 73410677Listed by: Compass
$1,500,000Active4 beds 3 baths4,084 sq. ft.65 Lagrange Street, Brookline, MA 02467
MLS# 73402366Listed by: Hammond Residential Real Estate
$2,349,000Active4 beds 5 baths2,715 sq. ft.72 Wallis Rd, Brookline, MA 02467
MLS# 73399383Listed by: Panorama Realty, Inc.
$2,895,000Active5 beds 4 baths5,076 sq. ft.34 Lagrange St, Brookline, MA 02467
MLS# 73398985Listed by: eXp Realty
$8,000,000Active1.87 Acres39 Clyde Street, Brookline, MA 02467
MLS# 73397677Listed by: Coldwell Banker Realty - Wellesley
$2,495,000Active4 beds 3 baths2,841 sq. ft.173 South Street, Brookline, MA 02467
MLS# 73396512Listed by: Keating Brokerage
$4,499,000Active4 beds 5 baths8,020 sq. ft.69 Princeton Rd, Brookline, MA 02467
MLS# 73391909Listed by: Advisors Living - Boston
$6,050,000Active5 beds 6 baths6,841 sq. ft.382 Lee St, Brookline, MA 02445
MLS# 73387945Listed by: Compass
$18,000,000Active6 beds 8 baths9,411 sq. ft.63 Goddard Avenue, Brookline, MA 02445
MLS# 73384516Listed by: Hammond Residential Real Estate
$8,000,000Active5 beds 7 baths5,772 sq. ft.21 Sargent Crossway, Brookline, MA 02445
MLS# 73373649Listed by: Coldwell Banker Realty - Boston
$2,399,000Active4 beds 4 baths3,444 sq. ft.50 Bellingham Rd, Brookline, MA 02467
MLS# 73365491Listed by: William Raveis R. E. & Home Services
$7,500,000Active6 beds 8 baths6,620 sq. ft.1 Chestnut Place, Brookline, MA 02445
MLS# 73429741Listed by: Hammond Residential Real Estate
$1,499,000Active4 beds 4 baths2,660 sq. ft.646 Newton St #2, Brookline, MA 02467
MLS# 73354708Listed by: Knight Realty
$5,950,000Active9 beds 8 baths8,619 sq. ft.372 Warren Street, Brookline, MA 02445
MLS# 73352790Listed by: Coldwell Banker Realty - Brookline
$6,995,000Active6 beds 8 baths9,380 sq. ft.100 Cottage Street, Brookline, MA 02445
MLS# 73338915Listed by: Douglas Elliman Real Estate - The Sarkis Team
$9,995,000Active7 beds 10 baths7,240 sq. ft.80 Dudley Street, Brookline, MA 02445
MLS# 73325952Listed by: MGS Group Real Estate LTD
$16,000,000Active6 beds 8 baths9,480 sq. ft.280A Warren St, Brookline, MA 02445
MLS# 73322547Listed by: Hammond Residential Real Estate
$24,500,000Active11 beds 11 baths20,074 sq. ft.333 Lee St, Brookline, MA 02445
MLS# 73341354Listed by: Douglas Elliman Real Estate - The Sarkis Team
$6,499,000Active7 beds 9 baths6,000 sq. ft.75 Goddard Avenue, Brookline, MA 02445
MLS# 73201445Listed by: New Brook Realty Group, LLC
Local realty services provided by:Better Homes and Gardens Real Estate The Masiello Group
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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 with an American Home Shield© home warranty. Learn more© 2025 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.