Cheap Homes for Rent in Chestnut Hill, MA from $1,200 (816 Rentals)

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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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Chestnut Hill, MA Local Guide

Cheapest Available Chestnut Hill Apartments for Rent

 

The cheapest available apartment rental in Chestnut Hill, MA is a Studio unit found at 1459-1461 VFW Pky in the East Dedham neighborhood priced from $1,725. CHR Brookline - Coolidge Corner Communities in the Kendall Square neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,750. Here is today’s list of the most affordable Chestnut Hill apartments for rent:

Apartment ListingModel NameBed/BathPriced From
1459-1461 VFW PkyStudioStudio,1BA$1,725
CHR Brookline - Coolidge Corner CommunitiesHampton Court - Studio/1 BathStudio,1BA$1,750
Stony Brook VillageOne Bedroom1BR,1BA$1,752

Best Value Apartments for Rent in Chestnut Hill, MA

As of April 10, 2025 the best value apartment in the Chestnut Hill area is the $0.18 price per square foot 22 Shepard St Model at 22 Shepard St, Unit B in the in the St. Elizabeth's neighborhood starting from $1,800. The second greatest value Chestnut Hill apartment is the 175 N Beacon St Model at 175 N Beacon St, Unit 1 starting at $1,750 with a $0.18 price per square foot in the St. Elizabeth's neighborhood. Here is today’s list of the best values for Chestnut Hill apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
22 Shepard St, Unit B22 Shepard St1BR,1BA$0.18
175 N Beacon St, Unit 1175 N Beacon StStudio ,1BA$0.18
48 Strathmore Rd, Unit #2348 Strathmore RdStudio ,1BA$0.18
63 Brighton Ave, Unit C63 Brighton Ave1BR,1BA$0.19
319 Allston St, Unit 3319 Allston StStudio ,1BA$0.19
151 Murdock St, Unit 1151 Murdock St3BR,2BA$0.20
1933 Commonwealth Ave, Unit 171933 Commonwealth AveStudio ,1BA$0.20
151 Murdock St, Unit 1151 Murdock St3BR,2BA$0.20
317 Allston St, Unit 15317 Allston StStudio ,1BA$0.20
153 Murdock St, Unit 2153 Murdock St3BR,2BA$0.18

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 8901 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $775 to $25,543. There are also 6399 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $1,250 to $22,000.

What is the current price range for Rental Homes in Chestnut Hill?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill ranges from $1,250 to $22,000 with an average monthly rent of $5,911.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill range from $1,000 to $15,616, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,469 to $10,000. Four Bedroom Single-Family rentals are also available starting from $1,400 and Four Bedroom Apartments start at $775.

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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Understanding Amenity Fees: Know Where You Might Be Able to Save Money

Written by: Amber Kanuckel

With the rising costs of housing, a lot of renters are asking this question: Is it possible to opt out of various amenities that your rental property offers so that you can avoid paying the fees.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.

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Battling the Butts: Your Guide to the Reality of Smoke-Free Renting

Written by: Andrea Lee Negroni, JD

While many apartment buildings are “no smoking” properties, it’s hard to know exactly how many. In 2017, the National Apartment Association reported more than half of rental properties had smoke free policies.