Brookline Real Estate Market Update: 5/27/2026-6/3/2026

It was a remarkably active week across Brookline’s sales market, with 123 new listings hitting the MLS — including a wave of high-end single families that pushed the luxury segment front and center. On the closing side, the condo market was the real story: multiple units sold well above asking, with 25 Marion St #46 closing at 111% of list price and 39 Kent St #4 at 109% — a clear signal that competitively priced condos are still generating strong buyer competition. Meanwhile, 47 properties were taken off the market, suggesting that overpriced or lingering listings are meeting resistance.

New on the Market

This was a standout week for high-end inventory. Four single families priced above $5 million came to market, headlined by 145 Woodland Road, a 6-bed, 6.5-bath estate listed at $9,989,000 with nearly 7,700 square feet. Close behind is 40 Singletree Rd at $8,200,000 — an enormous 9,301 sq ft home with 6 beds and 7.5 baths. On Pill Hill, 18 Naples Rd entered at $5,250,000 with 5 beds across 5,198 sq ft. For buyers exploring Pill Hill homes for sale, this is a notable addition to a neighborhood that rarely sees multiple premium listings surface simultaneously.

At the more accessible end of the new listing spectrum, the condo segment added solid mid-range inventory. 116 Thorndike St #1A offers 4 beds and 3.5 baths at 2,663 sq ft for $2,295,000 — an unusually spacious condo for the price. Down the ladder, 152 Harvard St. #2 lists at $1,099,000 for 3 beds, and 19 Alton Court #1 enters at $585,000 for a 1-bed, 588 sq ft unit — one of the more affordable entry points of the week among anyone currently browsing homes for sale in Brookline MA.

New Rentals

Just one new rental came to market this week: 3 Cleveland Road, a substantial 6-bed, 6.5-bath home at 4,300 sq ft listed at $20,000/month. That’s a luxury-tier rental that will appeal to a narrow pool of tenants, but with summer approaching it’s well-timed.

Under Agreement

Fourteen sales properties went under agreement this week — a healthy clip. The top contract was 12 Parkman St, a 13-bedroom multi-family listed at $3,395,000 that found a buyer in 22 days. On the condo side, the week’s biggest story may be 77 Pond Avenue #401, which finally went under contract after 120 days at $1,125,000 — patience ultimately paid off there. Conversely, 1514 Beacon Street #24 moved quickly in just 13 days at $1,450,000. There were also 16 rental agreements signed this week, with prices ranging from $3,300/month up to $5,200/month for two-bedroom units across various neighborhoods. The rental market continues to show tight absorption, particularly for well-priced 2-bedrooms.

Sold This Week

Twenty-three sales properties closed this week, and the pricing picture is nuanced. On the single-family side, results leaned slightly below asking: 34 Hyslop Road closed at $4,125,000 (97.1% of list) after just 7 days, while 17 Glenland saw the steepest discount of the week, settling at $3,170,000 — 90.7% of its $3,495,000 ask after 22 days. 55 Bellingham Rd was the exception, closing exactly at its $1,689,900 list price after 56 days on market.

Condos told a decidedly more competitive story. 25 Marion St #46 led the pack with a remarkable 111.1% sale-to-list ratio, closing at $1,500,000 against a $1,350,000 ask in just 13 days. 39 Kent St #4 closed at $1,200,000 — 109.2% of its $1,099,000 list price. 1514 Beacon Street #46 also saw strong bidding, finishing at $1,280,000 (107.7% of list) in only 6 days. The pattern is clear: well-priced condos in the $700K–$1.3M range are still generating multiple offers, while larger and higher-priced single families are more likely to negotiate. Anyone tracking Brookline real estate news will notice this bifurcation has been a consistent theme this spring.

Taken Off the Market

Forty-seven properties were taken off the market this week — a notably high number that spans sales, rentals, and land. Among the more noteworthy was 476a Heath Street, a 9-bedroom, 5.5-bath single family that had been listed at $3,490,000 for 96 days without finding a buyer. Two land parcels at 150+152 Jordan Road were also taken off — one at $3,250,000 after 105 days and another at $2,999,000 after 85 days — suggesting this assemblage has not resonated with buyers at current pricing. On the condo side, 58 Kent #301 came off after 60 days at $1,820,000, while 77 Pond Ave #1009 had lingered 91 days at $546,000. The volume of off-market activity this week is worth watching — it often signals sellers reassessing strategy heading into the summer months.

Market Snapshot

Brookline’s total active inventory sits at 535 listings across all categories. Condos and single families dominate the for-sale side, while rentals account for the majority of overall activity. The 535 active Brookline MA homes for sale reflect a market that is well-stocked at the high end but increasingly competitive in the mid-range condo segment. For those considering a move, it’s worth noting that single family average prices remain near $4 million — a figure pulled upward by the significant luxury inventory that entered the market this week.

Source: MLS PIN / PINERGY, updated on June 3, 2026 at 7:00 PM EST