Cheap Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA from $1,000 (97 Rentals)

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Search the lowest-cost Homes available for rent right now in the South Brookline area of Chestnut Hill.

property at 13 Spalding St

13 Spalding St, Unit 1

13 Spalding St
BostonMA02130
property at 163 Strathmore Rd

163 Strathmore Rd, Unit 1

163 Strathmore Rd
BostonMA02135

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property at 153 University Rd

153 University Rd, Unit 1

153 University Rd
BrooklineMA02445
property at 53 University Rd

53 University Rd

BrooklineMA02445
property at 22 Chestnut Pl

22 Chestnut Pl

BrooklineMA02445
property at 108 Perkins St

108 Perkins St, Unit 5

108 Perkins St
BostonMA02130
property at 11 Englewood Ave

11 Englewood Ave, Unit 5

11 Englewood Ave
BrooklineMA02445
property at 46 Chiswick Rd

46 Chiswick Rd, Unit 4

46 Chiswick Rd
BostonMA02135
property at 46 Chiswick Rd

46 Chiswick Rd, Unit 0

46 Chiswick Rd
BostonMA02135
property at 22 Chestnut Pl

22 Chestnut Pl, Unit 4M

22 Chestnut Pl
BrooklineMA02445
property at 22 Chiswick Rd

22 Chiswick Rd, Unit 5

22 Chiswick Rd
BostonMA02135

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

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property at 72 Strathmore Rd

72 Strathmore Rd

BostonMA02135
property at 70 Strathmore Rd

70 Strathmore Rd, Unit 11A

70 Strathmore Rd
BostonMA02135
property at 70 Strathmore Rd

70 Strathmore Rd, Unit 11A

70 Strathmore Rd
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 24

4 Chiswick Rd
BostonMA02135
property at 141 Englewood Ave

141 Englewood Ave, Unit 2

141 Englewood Ave
BostonMA02135
property at 21 Sutherland Rd

21 Sutherland Rd, Unit 17

21 Sutherland Rd
BostonMA02135
property at 8 Chiswick Rd

8 Chiswick Rd, Unit 29

8 Chiswick Rd
BostonMA02135

Explore Like a Local: The Insider's Guide to Boston

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property at 65 Chiswick Rd

65 Chiswick Rd, Unit F-2

65 Chiswick Rd
BostonMA02135
property at 46 Chiswick Rd

46 Chiswick Rd, Unit 1

46 Chiswick Rd
BostonMA02135
property at 33 Westgate Rd

33 Westgate Rd

Boston CollegeMA02467
property at 2016 Commonwealth Ave

2016 Commonwealth Ave, Unit 1B

2016 Commonwealth Ave
BostonMA02135
property at 145 Englewood Ave

145 Englewood Ave, Unit 2

145 Englewood Ave
BostonMA02135
property at 145 Englewood Ave

145 Englewood Ave, Unit 2

145 Englewood Ave
BostonMA02135

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

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property at 1880 Commonwealth Ave

1880 Commonwealth Ave, Unit 15

1880 Commonwealth Ave
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 27

4 Chiswick Rd
BostonMA02135
property at 33 Westgate Rd

33 Westgate Rd, Unit 1

33 Westgate Rd
Boston CollegeMA02467
property at 220 Washington St

220 Washington St, Unit 906

220 Washington St
BrooklineMA02445
property at 33 Westgate Rd

33 Westgate Rd, Unit 5

33 Westgate Rd
Boston CollegeMA02467
property at 33 Westgate Rd

33 Westgate Rd, Unit 5

33 Westgate Rd
Boston CollegeMA02467
property at 1559 Beacon St

1559 Beacon St, Unit 3FF

1559 Beacon St
BrooklineMA02446

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

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South Brookline, Boston, MA Local Guide

Cheapest Available South Brookline Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
Village At Brookline55+/Accessible - INCOME RESTRICTED - 99 Kent Stree2BR,1BA$1,793

Best Value Apartments for Rent in South Brookline, MA

As of September 14, 2025 the best value apartment in the South Brookline area is the $0.11 price per square foot 9 Anson St Model at 9 Anson St, Unit 2a in the in the Jamaica Central neighborhood starting from $1,050. The second greatest value South Brookline apartment is the 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 5 starting at $1,900 with a $0.19 price per square foot in the Chestnut Hill neighborhood. Here is today’s list of the best values for South Brookline apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
9 Anson St, Unit 2a9 Anson St4BR,1BA$0.11
22 Chiswick Rd, Unit 522 Chiswick RdStudio ,1BA$0.19
2016 Commonwealth Ave, Unit 22016 Commonwealth AveStudio ,1BA$0.20
22 Chiswick Rd, Unit 1122 Chiswick RdStudio ,1BA$0.20
141 Englewood Ave, Unit 2141 Englewood AveStudio ,1BA$0.20
126 Englewood Ave, Unit 12B126 Englewood AveStudio ,1BA$0.20
258 Chestnut Hill Ave, Unit 1258 Chestnut Hill AveStudio ,1BA$0.20
1959 Commonwealth Ave, Unit 71959 Commonwealth AveStudio ,1BA$0.20
497 Boylston St, Unit 003497 Boylston St1BR,1BA$0.21
61 Strathmore Rd61 Strathmore Rd1BR,1BA$0.22

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

decorative image of people with a giant lease agreement

Pet Friendly Lifestyle
South Brookline, Chestnut Hill, MA

Ranked #88

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 1386 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,000 to $14,000. There are also 1172 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,000 to $40,000.

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 $1,000 to $40,000 with an average monthly rent of $5,293.

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 $1,000 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,000 to $12,000. Four Bedroom Single-Family rentals are also available starting from $1,150 and Four Bedroom Apartments start at $1,050.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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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The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.