Cheap Homes for Rent in Chestnut Hill, MA from $850 (198 Rentals)

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Search the lowest-cost Homes available for rent right now in Chestnut Hill.

property at 30 Glenville Ave
$850

Total Monthly Price

Base Rent$850

Total Monthly Price$850
12 Month Lease Term
4 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

30 Glenville Ave, Unit 3

30 Glenville Ave
BostonMA02134
  • Smoke Free
property at 30 Glenville Ave
$850

Total Monthly Price

Base Rent$850

Total Monthly Price$850
1 To 4 Bedroom Rentals
Available Now
Affordability

30 Glenville Ave

BostonMA02134
  • Smoke Free
property at 59 Brighton Ave
$950

Total Monthly Price

Base Rent$950

Total Monthly Price$950
12 Month Lease Term
1 Bedroom, 1 Bath Condo for Rent
Available Oct 1
Affordability

59 Brighton Ave, Unit 1

59 Brighton Ave
BostonMA02134
  • Smoke Free
property at 59 Brighton Ave
$950 - $4,425

Total Monthly Price

Base Rent$950

Total Monthly Price$950
1 To 2 Bedroom Rentals
Available Now
Affordability

59 Brighton Ave

BostonMA02134
property at 60 Undine Rd
$1,000

Total Monthly Price

Base Rent$1,000

Total Monthly Price$1,000
12 Month Lease Term
6 Bedroom, 2 Bath Home for Rent
Available Nov 1
Affordability

60 Undine Rd

BostonMA02135
  • Smoke Free
property at 36 Linden St
$1,000

Total Monthly Price

Base Rent$1,000

Total Monthly Price$1,000
1 Bedroom, 2 Bath Condo for Rent
Available Sep 15
Affordability

36 Linden St

BostonMA02134

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property at 7 Timon Ave
$1,050

Total Monthly Price

Base Rent$1,050

Total Monthly Price$1,050
12 Month Lease Term
6 Bedroom, 2 Bath Condo for Rent
Available Now
Affordability

7 Timon Ave, Unit 3

7 Timon Ave
Chestnut HillMA02467
  • Smoke Free

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property at 6 Glenville Ave
$1,100 - $5,200

Total Monthly Price

Base Rent$1,100

Total Monthly Price$1,100
1 To 5 Bedroom Rentals
Available Now
Affordability

6 Glenville Ave

BostonMA02134
property at 303 Tappan St
$1,100 - $5,600

Total Monthly Price

Base Rent$1,100

Total Monthly Price$1,100
1 To 4 Bedroom Rentals
Available Now
Affordability

303 Tappan St

BrooklineMA02445

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property at 8 St Lukes Rd
$1,200 - $6,250

Total Monthly Price

Base Rent$1,200

Total Monthly Price$1,200
1 To 5 Bedroom Rentals
Available Now
Affordability

8 St Lukes Rd

BostonMA02134

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Chestnut Hill, MA Local Guide

Best Value Apartments for Rent in Chestnut Hill, MA

As of September 12, 2026 the best value apartment in the Chestnut Hill area is the $0.18 price per square foot 141 Englewood Model at 141 Englewood, Unit 2 in the in the Chestnut Hill neighborhood starting from $1,800. The second greatest value Chestnut Hill apartment is the 8 Sawyer Ter Model at 8 Sawyer Ter, Unit 1 starting at $1,900 with a $0.19 price per square foot in the Harvard Square 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.
141 Englewood, Unit 2141 EnglewoodStudio ,1BA$0.18
8 Sawyer Ter, Unit 18 Sawyer TerStudio ,1BA$0.19
5 Walbridge St, Unit 25 Walbridge StStudio ,1BA$0.19
472 Western Ave, Unit 1472 Western AveStudio ,1BA$0.19
15 Walbridge St, Unit 415 Walbridge St1BR,1BA$0.19
193 Strathmore Rd193 Strathmore Rd1BR,1BA$0.19
1440 Commonwealth Ave, Unit 121440 Commonwealth AveStudio ,1BA$0.19
108 Washington St, Unit 1108 Washington StStudio ,1BA$0.20
1161 Commonwealth Ave, Unit 31161 Commonwealth AveStudio ,1BA$0.20
1166 Commonwealth Ave, Unit 31166 Commonwealth AveStudio ,1BA$0.20

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

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Top Neighborhoods Near Boston Colleges and Universities

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chestnut Hill, MA Rentals by Map

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Frequently Asked Questions about Chestnut Hill

What type of rentals are currently available in Chestnut Hill?

There are currently 2284 Apartments for Rent in Chestnut Hill, MA with pricing that ranges from $950 to $13,500. There are also 3159 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill ranging from $850 to $16,000.

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 $850 to $16,000 with an average monthly rent of $3,640.

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 $12,532, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,100 to $12,600. Four Bedroom Single-Family rentals are also available starting from $850 and Four Bedroom Apartments start at $1,300.

Expert Rental Resources

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.

Helpful Local Expert Guides

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Written by: Amelia Ramstead

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Articles, How-To's, and Tips

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The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

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Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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