Cheap Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA from $1,000 (110 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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15 Radnor Rd
$1,050 - $4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,050 - $4,000

Total Monthly Price
$1,050 - $4,000
4 Bedroom Apartment Available Aug 29

15 Radnor Rd

15 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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163 Strathmore Rd
$2,100 - $4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100 - $4,000

Total Monthly Price
$2,100 - $4,000
1 to 3 Bedroom Apartment Available Now

163 Strathmore Rd

163 Strathmore RdBoston, MA 02135
Affordability
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52 Strathmore Rd
$2,150 - $2,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,150 - $2,350

Total Monthly Price
$2,150 - $2,350
Studio to 1 Bedroom Apartment Available Sep 1

52 Strathmore Rd

52 Strathmore 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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126 Englewood Ave
$2,200 - $2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200 - $2,500

Total Monthly Price
$2,200 - $2,500
Studio to 1 Bedroom Apartment Available Jun 1

126 Englewood Ave

126 Englewood AveBoston, MA 02135
Affordability
property at 1945 Commonwealth Ave

$2,200 - $4,000

Total Monthly Price

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

Studio To 3 Bedroom Rentals

Available Now

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24 Orkney Rd
$2,275 - $2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,275 - $2,650

Total Monthly Price
$2,275 - $2,650
1 Bedroom Apartment Available Now

24 Orkney Rd

24 Orkney RdBoston, MA 02135
Cost Per Sq.Ft.
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90 Kilsyth Rd
$2,300 - $4,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $4,400

Total Monthly Price
$2,300 - $4,400
1 Bedroom Apartment Available Now

90 Kilsyth Rd

90 Kilsyth RdBoston, MA 02135
Affordability
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5 Braemore Rd, Unit 2, Unit 2
$2,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300
1 Bedroom Apartment Available Sep 1

5 Braemore Rd, Unit 2, Unit 2

5 Braemore RdBoston, MA 02135
Cost Per Sq.Ft.
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39 South St, Unit 62, Unit 62
$2,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350
1 Bedroom Apartment Available Sep 1

39 South St, Unit 62, Unit 62

39 South StBoston, MA 02135
Affordability
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6 Orkney Rd
$2,350 - $2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350 - $2,450

Total Monthly Price
$2,350 - $2,450
1 Bedroom Apartment Available Now

6 Orkney Rd

6 Orkney RdBoston, MA 02135
Affordability
property at 1810 Commonwealth Ave

$2,350

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Home for Rent

Available Now

property at 1782 Commonwealth Ave

$2,350 - $13,600

Total Monthly Price

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 To 9 Bedroom Rentals

Available Now

property at 1800 Commonwealth Ave

$2,335 - $2,365

Total Monthly Price

Total Monthly Price

Base Rent
$2,365

Total Monthly Price
$2,365

1 Bedroom Rentals

Available Now

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Cheapest Available Chestnut Hill Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
286 & 288 Chestnut Hill AvenueStudioStudio,1BA$2,100

Best Value Apartments for Rent in Chestnut Hill, MA

As of May 19, 2026 the best value apartment in the Chestnut Hill area is the $0.27 price per square foot 24 Orkney Rd Model at 24 Orkney Rd in the in the Chestnut Hill neighborhood starting from $2,650. The second greatest value Chestnut Hill apartment is the 629 Chestnut Hill Ave Model at 629 Chestnut Hill Ave, Unit 1 starting at $2,350 with a $0.24 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.
24 Orkney Rd24 Orkney Rd1BR,1BA$0.27
629 Chestnut Hill Ave, Unit 1629 Chestnut Hill Ave2BR,1BA$0.24
131 Sutherland Rd, Unit H131 Sutherland Rd2BR,1BA$0.26
21 Kinross Rd, Unit 421 Kinross Rd1BR,1BA$0.25
77 Chiswick Rd, Unit 277 Chiswick Rd1BR,1BA$0.21
115 Sutherland Rd, Unit A115 Sutherland Rd1BR,1BA$0.26
7 Lothian Rd, Unit 37 Lothian Rd1BR,1BA$0.22
198 Strathmore Rd, Unit 3198 Strathmore Rd1BR,1BA$0.24
193 Strathmore Rd, Unit 10193 Strathmore Rd1BR,1BA$0.20
27 Orkney Rd, Unit 527 Orkney RdStudio ,1BA$0.20

Frequently Asked Questions about Cheap Chestnut Hill Apartments

What is a cheap apartment in Chestnut Hill?

A cheap apartment is any apartment up to the 30% percentile of cost for the area, which in Chestnut Hill is under $2,100.

What types of apartments are the cheapest in Chestnut Hill?

Student, low-income, and by-the-bed apartments are typically the cheapest rentals in most cities, though they require qualifying criteria to rent. There are 6 regular apartments in Chestnut Hill that we think qualify as ‘cheap apartments’ that do not have special requirements to apply to rent.

How do the prices of cheap apartments compare to the average apartment in Chestnut Hill?

Cheap apartments in Chestnut Hill have an average cost of $232 which is $10,268 cheaper than the average rent for all rentals in Chestnut Hill.

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.

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