Cheap Homes for Rent in South Brookline Neighborhood of Chestnut Hill, MA from $1,200 (233 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 27 Orkney Rd

27 Orkney Rd, Unit T

27 Orkney Rd
BostonMA02135

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.

Read Article

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

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Read Article
property at 70 Strathmore Rd

70 Strathmore Rd

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.

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property at 4 Chiswick Rd

4 Chiswick 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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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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Showing Results 1-50, Page 1 of 5

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 July 30, 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 51 Grove St Model at 51 Grove St, Unit A starting at $2,350 with a $0.24 price per square foot in the Woodland Heath 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
51 Grove St, Unit A51 Grove St1BR,1BA$0.24
1959 Commonwealth Ave, Unit 71959 Commonwealth AveStudio ,1BA$0.24
2018 Commonwealth Avenue, Unit 452018 Commonwealth Avenue1BR,1BA$0.25
1751 Beacon St, Unit 11751 Beacon St1BR,1BA$0.26
2000 Commonwealth Ave, Unit 12000 Commonwealth Ave1BR,1BA$0.21
1933 Commonwealth Ave, Unit 171933 Commonwealth Ave1BR,1BA$0.24
2000 Commonwealth Ave, Unit 2018-012000 Commonwealth Ave1BR,1BA$0.21
2000 Commonwealth Ave, Unit 2018-12000 Commonwealth Ave1BR,1BA$0.21
2016 Commonwealth Ave, Unit #1R2016 Commonwealth Ave1BR,1BA$0.22

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 1894 Apartments for Rent in South Brookline, MA with pricing that ranges from $375 to $14,000. There are also 1627 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 $5,431.

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 $1,100 to $12,500, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

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.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

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

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

decorative image for Roommate Matching: Finding the Right Fit and Avoiding Pitfalls article

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.

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

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.