Luxury Homes for Rent in the South Brookline Neighborhood of Chestnut Hill, MA (610 Rentals) Page 3 of 13

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The most luxurious Homes in the South Brookline area of Chestnut Hill with high-end amenities, features, and finishes.

property at 20 South St
$5,200

Total Monthly Price

Base Rent$5,200

Total Monthly Price$5,200
3 Bedroom, 1 Bath Rentals
Available Aug 20, 2027
Affordability

20 South St, Unit 2

20 South St
BostonMA02135

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

property at 1914 Beacon St
$5,600

Total Monthly Price

Base Rent$5,600

Total Monthly Price$5,600
5 Bedroom, 2 Bath Rentals
Available Now

1914 Beacon St, Unit 2

1914 Beacon St
BostonMA02135
property at 1914 Beacon St
$6,000

Total Monthly Price

Base Rent$6,000

Total Monthly Price$6,000
5 Bedroom, 2 Bath Rentals
Available Now

1914 Beacon St, Unit 1

1914 Beacon St
BostonMA02135
property at 26 Chiswick Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
3 Bedroom, 1 Bath Rentals
Available Now
Affordability

26 Chiswick Rd, Unit 8

26 Chiswick Rd
BostonMA02135
property at 59 Selkirk Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

59 Selkirk Rd

BostonMA02135
property at 2020 Commonwealth Ave
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 20 Sidlaw Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

20 Sidlaw Rd

BostonMA02135
property at 2 Ayr Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

2 Ayr Rd

BostonMA02135
property at 2016 Commonwealth Ave
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 Bedroom, 1 Bath Condo for Rent
Available Sep 10
Affordability
property at 41 Westgate Rd
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

41 Westgate Rd

BostonMA02467
property at 44 Broadlawn Park
$2,500 - $2,850

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 To 2 Bedroom Rentals
Available Now
Affordability

44 Broadlawn Park

BostonMA02132
property at 4164 Washington St
$2,500 - $3,800

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
1 To 3 Bedroom Rentals
Available Oct 1
Affordability

4164 Washington St

BostonMA02131
property at 288 Chestnut Hill Ave
$2,600 - $3,125

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
Studio To 2 Bedroom Rentals
Available Now
Affordability
property at 145 Englewood Ave
$2,600 - $4,000

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
1 To 2 Bedroom Rentals
Available Now
Affordability

145 Englewood Ave

BostonMA02135
property at 1990 Commonwealth Ave
$2,650

Total Monthly Price

Base Rent$2,650

Total Monthly Price$2,650
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability
property at 118 Strathmore Rd
$2,700

Total Monthly Price

Base Rent$2,700

Total Monthly Price$2,700
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

118 Strathmore Rd

BostonMA02135
property at 416 Belgrade Ave
$2,700

Total Monthly Price

Base Rent$2,700

Total Monthly Price$2,700
2 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

416 Belgrade Ave

BostonMA02132
property at 18 Pond St
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
2 Bedroom, 1 Bath Townhome for Rent
Available Now
Affordability

18 Pond St

BostonMA02130
property at 37 Chiswick Rd
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
3 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

37 Chiswick Rd

BostonMA02135
property at 379 Chestnut Hill Ave
$2,800

Total Monthly Price

Base Rent$2,800

Total Monthly Price$2,800
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 679 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,200 to $12,532. There are also 691 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,050 to $12,600.

What is the current price range for Rental Homes in South Brookline?

Today's rental pricing for Homes for Rent, Condos and Townhomes in South Brookline ranges from $1,050 to $12,600 with an average monthly rent of $3,968.

How much are larger Three and Four Bedroom Rentals in South Brookline?

For those who are looking for larger living arrangements, Three Bedroom Apartments in South Brookline range from $1,495 to $12,532, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $12,600. Four Bedroom Single-Family rentals are also available starting from $1,280 and Four Bedroom Apartments start at $1,400.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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