Cheap Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA from $1,200 (228 Rentals)

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

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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.

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property at 70 Strathmore Rd

70 Strathmore Rd

BostonMA02135

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.

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property at 6 Chiswick Rd

6 Chiswick Rd

BostonMA02135

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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South Brookline, Boston, MA Local Guide

Cheapest Available South Brookline Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
35 Orkney Rdstudios, 1 bathStudio,1BA$1,850

Best Value Apartments for Rent in South Brookline, MA

As of June 21, 2025 the best value apartment in the South Brookline area is the $0.26 price per square foot 35 Harvard St Model at 35 Harvard St, Unit 1 in the in the Kendall Square neighborhood starting from $2,575. The second greatest value South Brookline apartment is the 25 Gardner Rd Model at 25 Gardner Rd, Unit 6H starting at $2,400 with a $0.24 price per square foot in the Fisher 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.
35 Harvard St, Unit 135 Harvard St1BR,1BA$0.26
25 Gardner Rd, Unit 6H25 Gardner RdStudio ,1BA$0.24
51 Grove St, Unit A51 Grove St1BR,1BA$0.24
4 Chiswick Rd, Unit 354 Chiswick Rd1BR,1BA$0.24
1959 Commonwealth Ave, Unit 71959 Commonwealth AveStudio ,1BA$0.24
2018 Commonwealth Avenue, Unit 452018 Commonwealth Avenue1BR,1BA$0.25
24 Orkney Rd, Unit C24 Orkney Rd1BR,1BA$0.23
311 Hyde Park Ave, Unit #3311 Hyde Park Ave2BR,1BA$0.25
21 Orkney Rd, Unit 521 Orkney Rd1BR,1BA$0.23
2 Sutherland Rd, Unit 22 Sutherland Rd2BR,1BA$0.24

Quick Rent Budget Calculator

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Frequently Asked Questions about South Brookline

What type of rentals are currently available in South Brookline?

There are currently 1767 Apartments for Rent in South Brookline, MA with pricing that ranges from $1,050 to $14,000. There are also 1448 Single Family Homes for rent, Condos, and Townhome rentals currently available in South Brookline ranging from $1,200 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 $1,200 to $40,000 with an average monthly rent of $5,385.

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 $1,200 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $12,000. Four Bedroom Single-Family rentals are also available starting from $3,525 and Four Bedroom Apartments start at $1,170.

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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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

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Know Your Budget: Calculating What You Can Realistically Afford When Renting

Written by: Lauren Harrington

Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.