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15 listings

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5 Bedroom Homes in Brookline, MA

15 listings

5 Bedroom Homes in Brookline, MA

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15 Listings

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5 Bedroom Homes in Brookline, MA

15 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Active

$5,398,000

5 bd · 5 ba · 7,058 sqft

15 Catlin Road, Brookline, MA

The Jeff Groper Group · Coldwell Banker Realty - Newton

Open house Sat, Oct 24 · 12:00 PM41Active

$4,250,000

5 bd · 4 ba · 6,313 sqft

120 Rawson Rd, Brookline, MA

Elisabeth Preis · Compass

Price Reduced25Active

$1,700,000

5 bd · 4 ba · 2,460 sqft

184 Rawson Road, Brookline, MA

Azeddine Fadli · Property Navigator

41Active

$4,100,000

5 bd · 5 ba · 3,502 sqft

125 Fuller #125, Brookline, MA

The Matskevich Group · William Raveis R.E. & Home Services

40Active

$4,100,000

5 bd · 5 ba · 3,502 sqft

125 Fuller #125, Brookline, MA

The Matskevich Group · William Raveis R.E. & Home Services

Price ReducedOpen house Sat, Oct 24 · 11:30 AM38Active

$2,595,000

5 bd · 5 ba · 3,913 sqft

284 Woodland Road, Brookline, MA

The Denman Group · eXp Realty LLC

Open house Sat, Oct 24 · 12:00 PM30Active

$2,765,000

5 bd · 4 ba · 4,028 sqft

401 Heath Street, Brookline, MA

Hilary Maddox Team · Compass

32Active

$4,500,000

5 bd · 6 ba · 5,423 sqft

50 Sumner Road, Brookline, MA

Hilary Maddox Team · Compass

Open house Sun, Oct 25 · 2:00 PM27Active

$3,095,000

5 bd · 3 ba · 2,834 sqft

185 Warren Street, Brookline, MA

Hilary Maddox Team · Compass

35Active

$2,695,000

5 bd · 5 ba · 2,900 sqft

65 Francis #a, Brookline, MA

Rozita Tabatabaei · William Raveis R.E. & Home Services

Price Reduced28Active

$799,000

5 bd · 2 ba · 1,413 sqft

16 Garrison Road #7a, Brookline, MA

Irina Spiegel · Coldwell Banker Realty - Brookline

15Active

$4,495,000

5 bd · 5 ba · 6,848 sqft

108 Codman Rd, Brookline, MA

Jamie Genser · Coldwell Banker Realty - Brookline

Price ReducedOpen house Sun, Oct 25 · 12:00 PM20Active

$3,495,000

5 bd · 5 ba · 3,533 sqft

90 Columbia, Brookline, MA

Sheila White · Compass

Price ReducedOpen house Sun, Oct 25 · 12:00 PM19Active

$3,495,000

5 bd · 5 ba · 3,533 sqft

90 Columbia #U90, Brookline, MA

Sheila White · Compass

25Active

$9,985,000

5 bd · 8 ba · 7,300 sqft

68 Clyde Street, Brookline, MA

Maggie Gold Seelig · MGS Group Real Estate LTD

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: 2026-10-23 07:05:00 UTC

About 5 Bedroom Homes in Brookline, MA

5 Bedroom Homes in Brookline, MA: 15 active listings as of October 23, 2026, 19:35 UTC.

Brookline housing market

September 2026 · This period is still settling

Selling at 97.0% of asking price

Buyers here are paying below asking. MLS · 21 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,175,000
Homes for sale: 158
Median days on market: 41 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 52.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Median home size: 2,096 sq. ft.

Brookline, MA community profile

Area: 3.9 sq. mi.

Source: HJN community data

L. Custen Realty, Inc. d/b/a Realty.com/L. Custen Realty CT, LLC d/b/a Realty.com (Tom O’Leary-Broker)(CT properties only), 8323 Southwest Freeway, Suite 900, Houston, Texas 77074

The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

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: 2026-10-23 07:05:00 UTC

Brookline, MA community profile

Area: 3.9 sq. mi.

Source: HJN community data

Brookline housing market

September 2026 · This period is still settling

Selling at 97.0% of asking price

Buyers here are paying below asking. MLS · 21 sales · as of Sep 30, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $1,175,000
Homes for sale: 158
Median days on market: 41 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: 52.2%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 10, 2026

Median home size: 2,096 sq. ft.

5 Bedroom Homes in Brookline, MA