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5 Bedroom Homes in Brookline, MA

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5 Bedroom Homes in Brookline, MA

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15 Listings

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15 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

41Active
$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 Reduced20Active
$3,495,000
5 bd · 5 ba · 3,533 sqft
90 Columbia, Brookline, MA
Sheila White · Compass
Price Reduced19Active
$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, 17:37 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.

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.

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #1000018

Call Thomas