Cheap Apartments for Rent in Chestnut Hill, MA from $300 (112 Rentals)
Search the lowest-cost Apartments available for rent right now in Chestnut Hill.

106 Addington Rd

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113 Lanark Rd, Unit 1

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19 Farrington Ave, Unit #24

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21 Linden St

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192 Washington St, Unit 1

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120 Holton St, Unit 120 Holton

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9 Anson St, Unit 2a

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46 Park Vale Ave, Unit 1

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16 Glenville Ave, Unit 2

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152 Winchester St, Unit 1

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112 Newtonville Ave

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12 Homer St, Unit 1

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675 Washington St, Unit 2C

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106 Hyde Park Ave, Unit #3

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32 Highgate St

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16 Highgate St, Unit 103

Furnished Bedroom in Jamaica Plain

1459-1461 VFW Pky

Vinal Street Apartments

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229 Fuller St, Unit B1

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38 Linden St
Chestnut Hill, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
Bedroom | Average Price | Cheapest Price | Highest Price |
---|---|---|---|
Cheap Chestnut Hill Studio Apartments | $2,440 | $900 | $9,739 |
Cheap Chestnut Hill 1 Bedroom Apartments | $2,808 | $850 | $10,000+ |
Cheap Chestnut Hill 2 Bedroom Apartments | $3,425 | $375 | $10,000+ |
Cheap Chestnut Hill 3 Bedroom Apartments | $3,999 | $999 | $10,000+ |
Cheap Chestnut Hill 4 Bedroom Apartments | $4,764 | $1,050 | $10,000+ |
Chestnut Hill 5 Bedroom Apartments | $5,764 | $1,020 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $7,582 | $1,200 | $10,000+ |
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Chestnut Hill, MA Local Guide
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Best Value Apartments for Rent in Chestnut Hill, MA
As of September 09, 2025 the best value apartment in the Chestnut Hill area is the $0.19 price per square foot 592 Cambridge St Model at 592 Cambridge St, Unit 11 in the in the St. Elizabeth's neighborhood starting from $1,895. The second greatest value Chestnut Hill apartment is the 64 Woodstock Ave Model at 64 Woodstock Ave, Unit 4 starting at $1,895 with a $0.19 price per square foot in the St. Elizabeth's 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. |
---|---|---|---|
592 Cambridge St, Unit 11 | 592 Cambridge St | Studio ,1BA | $0.19 |
64 Woodstock Ave, Unit 4 | 64 Woodstock Ave | Studio ,1BA | $0.19 |
9 Anson St, Unit 2a | 9 Anson St | 4BR,1BA | $0.11 |
1120 Commonwealth Ave, Unit A | 1120 Commonwealth Ave | Studio ,1BA | $0.19 |
7 Barrows St, Unit 7B | 7 Barrows St | Studio ,1BA | $0.19 |
166 Kelton St, Unit 36 | 166 Kelton St | Studio ,1BA | $0.19 |
99 Warren St, Unit 16 | 99 Warren St | Studio ,1BA | $0.17 |
15 Higgins St, Unit A | 15 Higgins St | 1BR,1BA | $0.18 |
32 Highgate St | 32 Highgate St | 1BR,1BA | $0.15 |
38 Linden St | 38 Linden St | Studio ,1BA | $0.17 |
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Getting Around Chestnut Hill, MA
Walk Score®
54 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
46 / 100
Some Transit
A few nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 1459-1461 VFW Pky listed at $1,650.
How much is rent for a Cheap One Bedroom Chestnut Hill Apartment?
The lowest price for a Cheap One Bedroom Chestnut Hill Apartment is $1,777 at Stony Brook Village.
What is the most affordable Chestnut Hill Three Bedroom Apartment?
The best deal on a cheap Chestnut Hill Three Bedroom Apartment rental is at 27 Saint Lukes Rd and starts from $2,500.
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.

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.

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.