What is the price per square foot in Chestnut Hill, Brookline?

Single-family: $673 (most sold between $562 and $782); Condos: $731 (most sold between $655 and $786); Multi-family: $885 (most sold between $885 and $885). Past 12 months, verified market data.

How fast do homes sell in Chestnut Hill?

Single-family: a median 26 days to an accepted offer (37 sales); Condos: a median 23 days to an accepted offer (7 sales); Multi-family: a median 20 days to an accepted offer (1 sales).

How much is rent in Chestnut Hill?

1 bedroom: $3,360 a month; 2 bedrooms: $4,915 a month; 3+ bedrooms: $6,500 a month (leases signed in the past 12 months).

Brookline · neighborhood report

Chestnut Hill

37 single-family homes sold here in the past 12 months for a typical $2,103,000, or $673 a square foot.

By the Observer Neighborhoods Desk · Verified market data, updated November 10, 2026

$2.1M: typical single-family home sale price, past 12 months
$673: per square foot
26 days: typical time to an accepted offer

Key factsAs of November 10, 2026

As of November 10, 2026, 37 single-family homes sold in Chestnut Hill, Brookline in the past 12 months, for a typical $2,103,000 ($673 per square foot).
That is 13% less per square foot than single-family homes across Brookline ($769).
Single-family homes in Chestnut Hill took a typical 26 days to get an accepted offer (Brookline overall: 21), and 30% sold at or above the first asking price.
47% of the 17 homes for sale in Chestnut Hill have cut their asking price.
Typical rent in Chestnut Hill, Brookline (leases in the past 12 months): 1 bedroom $3,360, 2 bedrooms $4,915, 3+ bedrooms $6,500 a month.

Cite as: “Chestnut Hill, Brookline neighborhood report,” Boston Real Estate Observer, https://bostonrealestateobserver.com/towns/brookline/chestnut-hill/ (verified market data as of November 10, 2026).

Observer Condo Index, October 2026: 101.5. Greater Boston condos sold for a typical $601 a square foot over the last three months.

By type of homePast 12 months

Type	Sales	Typical price	Per sq ft	Middle half, per sq ft	Days to offer	At or above asking
Single-family	37	$2.1M	$673	$562–$782	26	30%
Condos	7	$1.41M	$731	$655–$786	23	14%
Multi-family	1	$1.7M	$885	$885–$885	20	0%

What single-family homes in Chestnut Hill sell for, per square foot

Typical sale price per square foot, single-family homes, by quarter (quarters with 8 or more sales).

$800$400

$582

2025 Q42026 Q3

Source: Verified market data; analysis by the Observer Markets Desk.

Show the numbers

Quarter	Per sq ft	Sales
2025 Q4	$679	9
2026 Q1	$680	8
2026 Q2	$673	12
2026 Q3	$582	8

RentLeases signed in the past 12 months

1 bedroom: $3,360 a month (35 leases)
2 bedrooms: $4,915 a month (44 leases)
3+ bedrooms: $6,500 a month (28 leases)

Questions people ask

What is the price per square foot in Chestnut Hill, Brookline?: Single-family: $673 (most sold between $562 and $782); Condos: $731 (most sold between $655 and $786); Multi-family: $885 (most sold between $885 and $885). Past 12 months, verified market data.
How fast do homes sell in Chestnut Hill?: Single-family: a median 26 days to an accepted offer (37 sales); Condos: a median 23 days to an accepted offer (7 sales); Multi-family: a median 20 days to an accepted offer (1 sales).
How much is rent in Chestnut Hill?: 1 bedroom: $3,360 a month; 2 bedrooms: $4,915 a month; 3+ bedrooms: $6,500 a month (leases signed in the past 12 months).

Other neighborhoods in Brookline

Brookline overall · Coolidge Corner · Brookline Village

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Figures refresh every morning. This page was last updated November 10, 2026.