Brookline Open Houses This Weekend: Sep 4–Sep 7, 2026

Published on: September 4, 2026By: Elad BushariCategory: Market Updates

This weekend's Brookline open houses: 30 open houses across Friday, Saturday, Sunday, Monday. See the full schedule with times, prices, and details.

This Labor Day weekend brings a strong lineup of 30 open houses across 22 unique Brookline listings, running Friday through Monday, September 4–7, 2026. The mix spans everything from a compact 571-square-foot condo at 352 Tappan St #1 priced at $449,900 to a sweeping 5,487-square-foot six-bedroom single family at 17 Chesham Road asking $3,599,000. Sunday is the busiest day with 17 scheduled showings, so plan accordingly. If you want to browse beyond this weekend’s open houses, you can also search homes in Brookline to see the full active inventory.

Friday, September 4, 2026

Three evening open houses kick off the weekend, giving after-work buyers a rare chance to tour without sacrificing Saturday plans.

Time	Address	Type	Price	Beds	Baths	Sq Ft
4:00 PM – 7:00 PM	352 Tappan St #1	Condo	$449,900	1	1	571
4:30 PM – 5:30 PM	17 Chesham Road	Single Family	$3,599,000	6	5.5	5,487
5:30 PM – 7:00 PM	62 Cypress #1	Condo	$880,000	2	2	1,135

Saturday, September 5, 2026

Nine showings are spread across the late morning and afternoon, including several properties open simultaneously — worth mapping your route in advance.

Time	Address	Type	Price	Beds	Baths	Sq Ft
11:00 AM – 3:00 PM	352 Tappan St #1	Condo	$449,900	1	1	571
11:00 AM – 12:45 PM	22 Chestnut Pl #306	Condo	$565,000	1	1.5	827
11:30 AM – 12:30 PM	40 Winchester St #8	Condo	$439,000	1	1	447
11:30 AM – 1:00 PM	17 Chesham Road	Single Family	$3,599,000	6	5.5	5,487
12:00 PM – 1:30 PM	648 Washington St #5	Condo	$789,000	2	1	1,101
12:30 PM – 1:30 PM	62 Cypress #1	Condo	$880,000	2	2	1,135
1:00 PM – 2:30 PM	65 Glen Road #H4	Condo	$799,000	2	1.5	1,213
1:00 PM – 3:00 PM	30 Cameron Street ##7	Condo	$850,000	2	2	1,167
1:00 PM – 3:00 PM	115 Freeman St #1	Condo	$729,900	1	1	855

Sunday, September 6, 2026

Sunday is the headline day with 17 open houses, featuring notable offerings like the seven-bedroom multi-family at 71 Addington Rd at $2,895,000 and a pair of four-bedroom condos at 21 Crowninshield Rd priced at $2,349,000 each.

Time	Address	Type	Price	Beds	Baths	Sq Ft
11:00 AM – 12:30 PM	485 Washington St #3	Condo	$949,000	3	1	1,274
11:00 AM – 12:45 PM	22 Chestnut Pl #306	Condo	$565,000	1	1.5	827
11:30 AM – 12:30 PM	60 Longwood Ave #408	Condo	$585,000	1	1.5	969
11:30 AM – 1:00 PM	52 Clinton Road	Single Family	$2,999,000	4	3.5	3,265
11:30 AM – 1:00 PM	17 Chesham Road	Single Family	$3,599,000	6	5.5	5,487
12:00 PM – 1:00 PM	21 Crowninshield Rd #2-1	Condo	$2,349,000	4	3.5	1,897
12:00 PM – 1:00 PM	21 Crowninshield Rd #21	Single Family	$2,349,000	4	3.5	1,897
12:00 PM – 1:00 PM	630 Hammond St #104	Condo	$1,099,000	2	2	1,515
12:00 PM – 1:30 PM	310 Hammond Pond Pkwy #301	Condo	$1,150,000	2	2	1,706
12:00 PM – 2:00 PM	1584 Beacon St #A	Condo	$565,000	1	1	575
1:00 PM – 2:00 PM	99 Pond Ave #417	Condo	$1,100,000	3	2	1,590
1:00 PM – 2:00 PM	99 Pond Ave #520	Condo	$849,000	2	2	1,300
1:00 PM – 2:30 PM	65 Glen Road #H4	Condo	$799,000	2	1.5	1,213
1:00 PM – 2:30 PM	631 Chestnut Hill Ave #631	Condo	$775,000	3	1.5	1,303
1:00 PM – 2:30 PM	71 Addington Rd	Multi-Family	$2,895,000	7	3.5	4,805
1:00 PM – 2:30 PM	71 Addington Rd	Single Family	$2,895,000	7	3.5	4,805
1:00 PM – 3:00 PM	30 Cameron Street ##7	Condo	$850,000	2	2	1,167

Monday, September 7, 2026

Labor Day closes out the weekend with one final chance to see the three-bedroom condo at 631 Chestnut Hill Ave.

Time	Address	Type	Price	Beds	Baths	Sq Ft
1:00 PM – 2:30 PM	631 Chestnut Hill Ave #631	Condo	$775,000	3	1.5	1,303

With open houses spread across four days and prices ranging from the high $400,000s to nearly $3.6 million, this weekend has something for buyers at almost every budget. Confirm times directly with listing agents before heading out, as holiday weekend schedules can shift. For more on what’s happening in the market, visit the Brookline real estate news blog.

Open house times and availability are subject to change. Information deemed reliable but not guaranteed. Source: MLS PIN, updated on September 4, 2026 at 5:00 AM EST.

About Elad Bushari

Elad Bushari is a Brookline, Massachusetts real estate advisor, Executive Vice President at Compass, and founder of The Bushari Team. With more than 22 years of experience and over $1 billion in career sales, Elad specializes in Brookline real estate, luxury homes, condominiums, multi-family properties, development sales, and strategic representation. Based in Brookline, Elad advises buyers, sellers, landlords, tenants, and developers across Coolidge Corner, Washington Square, Chestnut Hill, Fisher Hill, Brookline Village, Longwood, and Greater Boston. His work combines hyperlocal market knowledge, data-driven pricing strategy, high-end marketing, negotiation experience, and deep familiarity with Brookline’s housing stock, condo buildings, schools, zoning, and neighborhood dynamics. Elad writes about Brookline real estate market trends, housing policy, condo due diligence, private listing strategy, older-home risk, luxury property marketing, and local buyer and seller strategy on Bushari.com.

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