Cheap Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA from $1,700 (150 Rentals)

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

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160 Strathmore Rd
$1,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900
1 Bedroom Apartment Available Now

160 Strathmore Rd

160 Strathmore RdBoston, MA 02135
Affordability
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22 Chiswick Rd, Unit 5
$1,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900

Total Monthly Price
$1,900
Studio Apartment Available Now

22 Chiswick Rd, Unit 5

22 Chiswick RdBoston, MA 02135
Cost Per Sq.Ft.
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258 Chestnut Hill Ave, Unit 1
$1,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950
Studio Apartment Available Oct 1

258 Chestnut Hill Ave, Unit 1

258 Chestnut Hill AveBoston, MA 02135
Affordability

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1959 Commonwealth Ave, Unit 7
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
Studio Apartment Available Now

1959 Commonwealth Ave, Unit 7

1959 Commonwealth AveBoston, MA 02135
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24 Sidlaw Rd, Unit 28-6
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
1 Bedroom Apartment Available Oct 1

24 Sidlaw Rd, Unit 28-6

24 Sidlaw RdBoston, MA 02135
Affordability
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89 Englewood Ave, Unit #1
$2,050
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,050

Total Monthly Price
$2,050
1 Bedroom Apartment Available Now

89 Englewood Ave, Unit #1

89 Englewood AveBoston, MA 02135
Affordability

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22 Chiswick Rd, Unit 15
$2,145
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,145

Total Monthly Price
$2,145
1 Bedroom Apartment Available Now

22 Chiswick Rd, Unit 15

22 Chiswick RdBoston, MA 02135
Affordability
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21 Sutherland Rd
$2,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150
1 Bedroom Apartment Available Now

21 Sutherland Rd

21 Sutherland RdBoston, MA 02135
Affordability
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145 Englewood Ave, Unit #27
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200
Studio Apartment Available Now

145 Englewood Ave, Unit #27

145 Englewood AveBoston, MA 02135
Affordability
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124 Sutherland Rd, Unit 1
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200
Studio Apartment Available Now

124 Sutherland Rd, Unit 1

124 Sutherland RdBoston, MA 02135
Affordability

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24 Orkney Rd, Unit C
$2,275
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,275

Total Monthly Price
$2,275
1 Bedroom Apartment Available Now

24 Orkney Rd, Unit C

24 Orkney RdBoston, MA 02135
Cost Per Sq.Ft.
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39 South St, Unit 24
$2,295
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295
1 Bedroom Apartment Available Now

39 South St, Unit 24

39 South StBoston, MA 02135
Cost Per Sq.Ft.
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Chestnut Hill, Boston, MA Local Guide

Cheapest Available Chestnut Hill Apartments for Rent

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

Best Value Apartments for Rent in Chestnut Hill, MA

As of September 07, 2025 the best value apartment in the Chestnut Hill area is the $0.18 price per square foot 48 Strathmore Rd Model at 48 Strathmore Rd, Unit #23 in the in the Chestnut Hill neighborhood starting from $1,775. The second greatest value Chestnut Hill apartment is the 22 Chiswick Rd Model at 22 Chiswick Rd, Unit 5 starting at $1,900 with a $0.19 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.
48 Strathmore Rd, Unit #2348 Strathmore RdStudio ,1BA$0.18
22 Chiswick Rd, Unit 522 Chiswick RdStudio ,1BA$0.19
2016 Commonwealth Ave, Unit 22016 Commonwealth AveStudio ,1BA$0.20
22 Chiswick Rd, Unit 1122 Chiswick RdStudio ,1BA$0.20
141 Englewood Ave, Unit 2141 Englewood AveStudio ,1BA$0.20
193 Strathmore Rd193 Strathmore Rd1BR,1BA$0.20
126 Englewood Ave, Unit 12B126 Englewood AveStudio ,1BA$0.20
258 Chestnut Hill Ave, Unit 1258 Chestnut Hill AveStudio ,1BA$0.20
1959 Commonwealth Ave, Unit 71959 Commonwealth AveStudio ,1BA$0.20
61 Strathmore Rd61 Strathmore Rd1BR,1BA$0.21

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Pet Friendly Lifestyle
Chestnut Hill, Boston, MA

Ranked #75

Among cities in Massachusetts 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 35 Orkney Rd listed at $1,850.

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

The lowest price for a Cheap One Bedroom Chestnut Hill Apartment is $2,075 at 35 Orkney Rd.

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 $2,400 at 35 Orkney Rd.

What is the most affordable Chestnut Hill Three Bedroom Apartment?

The best deal on a cheap Chestnut Hill Three Bedroom Apartment rental is at 35 Orkney Rd and starts from $2,700.

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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