5 Bedroom Homes in Brookline, MA

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3 beds New construction With a pool

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12 Listings

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5 Bedroom Homes in Brookline, MA

12 Listings

New27

12 listings

5 Bedroom Homes in Brookline, MA

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12 Listings

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5 Bedroom Homes in Brookline, MA

12 Listings

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Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

New27

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Active

$3,095,000

5 bd · 3 ba · 2,834 sqft

185 Warren Street, Brookline, MA

41Active

$4,100,000

5 bd · 5 ba · 3,502 sqft

123 Fuller #B, Brookline, MA

Price Reduced28Active

$799,000

5 bd · 2 ba · 1,413 sqft

16 Garrison Road #7a, Brookline, MA

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

15Active

$4,495,000

5 bd · 5 ba · 6,848 sqft

108 Codman Rd, Brookline, MA

21Active

$2,500,000

5 bd · 4 ba · 3,219 sqft

128 Dudley St, Brookline, MA

Price Reduced39Active

$2,700,000

5 bd · 4 ba · 3,498 sqft

91 University Rd #2, Brookline, MA

Price Reduced29Active

$3,995,000

5 bd · 5 ba · 5,234 sqft

68 Dudley Street, Brookline, MA

Price Reduced32Active

$4,650,000

5 bd · 6 ba · 5,423 sqft

50 Sumner Road, Brookline, MA

Price Reduced36Active

$1,820,000

5 bd · 4 ba · 3,000 sqft

303 Russett Road, Brookline, MA

Price Reduced26Active

$2,698,000

5 bd · 4 ba · 3,738 sqft

140 Dudley St, Brookline, MA

Price Reduced22Active

$2,999,000

5 bd · 4 ba · 6,196 sqft

460 Heath Street, Brookline, MA

25Active

$9,985,000

5 bd · 8 ba · 7,300 sqft

68 Clyde Street, Brookline, MA

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-09-01 17:58:00 UTC

Explore Brookline homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Listing data & MLS disclosures

MLS Property Information Network (MLS PIN): The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information are for the personal, non commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.
Listing information ©2026 MLS Property Information Network, Inc®. All Rights Reserved. Last Updated: 2026-09-01 17:58:00 UTC

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Listing data & MLS disclosures

Explore Brookline homes

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Listing data & MLS disclosures