Cheap Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA from $1,100 (157 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Chestnut Hill area of Boston.

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, Boston, MA Local Guide

Best Value Apartments for Rent in Chestnut Hill, MA

As of March 10, 2025 the best value apartment in the Chestnut Hill area is the $0.24 price per square foot 21 Sutherland Rd Model at 21 Sutherland Rd, Unit 8 in the in the Chestnut Hill neighborhood starting from $2,350. The second greatest value Chestnut Hill apartment is the 90 Kilsyth Rd Model at 90 Kilsyth Rd, Unit 24 starting at $2,300 with a $0.23 price per square foot in the Chestnut Hill 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.
21 Sutherland Rd, Unit 821 Sutherland Rd2BR,1BA$0.24
90 Kilsyth Rd, Unit 2490 Kilsyth Rd1BR,1BA$0.23
77 Chiswick Rd, Unit 277 Chiswick Rd1BR,1BA$0.21
24 Orkney Rd, Unit C24 Orkney Rd1BR,1BA$0.23
90 Kilsyth Rd, Unit 2490 Kilsyth Rd1BR,1BA$0.23
1933 Commonwealth Ave, Unit 171933 Commonwealth AveStudio ,1BA$0.20
90 Kilsyth Rd, Unit 2490 Kilsyth Rd1BR,1BA$0.23
70 Strathmore Rd, Unit 11A70 Strathmore RdStudio ,1BA$0.20
27 Orkney Rd, Unit 527 Orkney RdStudio ,1BA$0.20
21 Orkney Rd, Unit 521 Orkney Rd1BR,1BA$0.23

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Pet Friendly Lifestyle
Chestnut Hill, Boston, MA

Ranked #70

Among neighborhoods in Boston, MA for Apartment listings with Pet Friendly Amenities

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Cheap Chestnut Hill Apartments

What is the Cheapest Studio apartment in Chestnut Hill?

Currently the most affordable Cheap Studio Apartment in Chestnut Hill is at listed at $1,800.

How much is rent for a Cheap One Bedroom Chestnut Hill Apartment?

The lowest price for a Cheap One Bedroom Chestnut Hill Apartment is $1,700 at .

What is the lowest price for a Cheap Two Bedroom Chestnut Hill Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Chestnut Hill is starting from $2,250 at .

What is the most affordable Chestnut Hill Three Bedroom Apartment?

The best deal on a cheap Chestnut Hill Three Bedroom Apartment rental is at and starts from $2,400.

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.

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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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What to Know About Fees and Fines When Renting

Written by: Trey Huguley

When it comes to renting a new apartment or home there can be a number of fees that you will want to keep in mind going into the process.

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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.