
Cheap Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA from $1,000 (110 Rentals)
Search the lowest-cost Apartments available for rent right now in the Chestnut Hill area of Boston.


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141 Englewood Ave

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1880 Commonwealth Ave, Unit #1, Unit #1

35 Orkney Rd

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193 Strathmore Rd

26 Chiswick Rd, Unit 12

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22 Chiswick Rd, Unit 11, Unit 11

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28 Sidlaw Rd, Unit 28, Unit 28

70 Strathmore Rd, Unit 11A

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2018 Commonwealth Ave
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193 Strathmore Rd, Unit 10, Unit 10

2018 Commonwealth Ave, Unit 3

2018 Commonwealth Ave, Unit 3

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1844 Commonwealth Ave

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27 Orkney Rd, Unit 5, Unit 5

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2018 Commonwealth Avenue

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77 Chiswick Rd, Unit 2, Unit 2

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42 Strathmore Rd, Unit 1, Unit 1

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163 Strathmore Rd

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1997 Commonwealth Ave, Unit 1998, Unit 1998
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52 Strathmore Rd

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21 Sutherland Rd

10 Lothian Rd, Unit 14

14 Orkney Rd, Unit 1

22 Chiswick Rd, Unit 15

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7 Lothian Rd, Unit 3, Unit 3

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258 Chestnut Hill Ave, Unit 1, Unit 1

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126 Englewood Ave

1945 Commonwealth Ave

66 Chiswick Rd, Unit 6
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10 Lothian Rd, Unit 12

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24 Orkney Rd

10 Lothian Rd, Unit 5

10 Lothian Rd, Unit 10

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90 Kilsyth Rd

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28 Sidlaw Rd

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5 Braemore Rd, Unit 2, Unit 2

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61 Selkirk Rd, Unit 10, Unit 10

1810 Commonwealth Ave, Unit 30

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39 South St, Unit 62, Unit 62
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1945 Commonwealth Ave, Unit 62, Unit 62

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90 Kilsyth Rd

10 Lothian Rd, Unit 2

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6 Orkney Rd

132 Chiswick Rd, Unit B

1810 Commonwealth Ave

14 Orkney Rd, Unit 44

1782 Commonwealth Ave

1800 Commonwealth Ave

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1800 Commonwealth Ave
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Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,434 | $1,850 | $4,950 |
| Chestnut Hill 1 Bedroom Apartments | $2,686 | $1,900 | $5,299 |
| Chestnut Hill 2 Bedroom Apartments | $3,459 | $2,350 | $5,520 |
| Chestnut Hill 3 Bedroom Apartments | $4,345 | $2,900 | $7,830 |
| Chestnut Hill 4 Bedroom Apartments | $5,246 | $1,050 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $6,631 | $5,300 | $8,500 |
Browse Apartments in this Neighborhood
There are currently 110 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Cheapest Available Chestnut Hill Apartments for Rent
 | Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 286 & 288 Chestnut Hill Avenue | Studio | Studio,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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 24 Orkney Rd | 24 Orkney Rd | 1BR,1BA | $0.27 |
| 629 Chestnut Hill Ave, Unit 1 | 629 Chestnut Hill Ave | 2BR,1BA | $0.24 |
| 131 Sutherland Rd, Unit H | 131 Sutherland Rd | 2BR,1BA | $0.26 |
| 21 Kinross Rd, Unit 4 | 21 Kinross Rd | 1BR,1BA | $0.25 |
| 77 Chiswick Rd, Unit 2 | 77 Chiswick Rd | 1BR,1BA | $0.21 |
| 115 Sutherland Rd, Unit A | 115 Sutherland Rd | 1BR,1BA | $0.26 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.24 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 27 Orkney Rd, Unit 5 | 27 Orkney Rd | Studio ,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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