Cheap Apartments for Rent in Chestnut Hill, MA from $300 (242 Rentals)
Search the lowest-cost Apartments available for rent right now in Chestnut Hill.

106 Addington Rd

1729 Commonwealth Ave
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

2 Winship Pl, Unit 2 Winship Pl

148 Washington St, Unit #1
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

222 Winchester St, Unit 1
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

0 Marvin Ln

Commonwealth Gardens

28 Austin St

1459-1461 VFW Pky

Stony Brook Commons

CHR Brookline - Coolidge Corner Communities

176 Naples Rd
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
Chestnut Hill, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Cheap Chestnut Hill Studio Apartments | $2,433 | $1,050 | $9,506 |
Cheap Chestnut Hill 1 Bedroom Apartments | $2,865 | $950 | $10,000+ |
Cheap Chestnut Hill 2 Bedroom Apartments | $3,439 | $375 | $10,000+ |
Cheap Chestnut Hill 3 Bedroom Apartments | $3,922 | $1,100 | $10,000+ |
Cheap Chestnut Hill 4 Bedroom Apartments | $4,767 | $1,150 | $10,000+ |
Chestnut Hill 5 Bedroom Apartments | $5,668 | $1,020 | $10,000+ |
Chestnut Hill 6 Bedroom Apartments | $7,451 | $1,050 | $10,000+ |
Browse Top Apartments in Chestnut Hill
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Chestnut Hill, MA Local Guide
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Cheapest Available Chestnut Hill Apartments for Rent
 The cheapest available apartment rental in Chestnut Hill, MA is a Studio unit found at 1459-1461 VFW Pky in the East Dedham neighborhood priced from $1,650. CHR Brookline - Coolidge Corner Communities in the Kendall Square neighborhood has the second lowest priced unit, which is a Studio apartment currently listed from $1,750. Here is today’s list of the most affordable Chestnut Hill apartments for rent:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
1459-1461 VFW Pky | Studio | Studio,1BA | $1,650 |
CHR Brookline - Coolidge Corner Communities | Hampton Court - Studio/1 Bath | Studio,1BA | $1,750 |
Stony Brook Village | One Bedroom | 1BR,1BA | $1,752 |
176 Naples Rd | Studio | Studio,1BA | $1,775 |
Best Value Apartments for Rent in Chestnut Hill, MA
As of July 25, 2025 the best value apartment in the Chestnut Hill area is the $0.21 price per square foot 11 Snow St Model at 11 Snow St, Unit 2 in the in the St. Elizabeth's neighborhood starting from $2,100. The second greatest value Chestnut Hill apartment is the 1381 Commonwealth Ave Model at 1381 Commonwealth Ave, Unit B starting at $2,095 with a $0.21 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. |
---|---|---|---|
11 Snow St, Unit 2 | 11 Snow St | 1BR,1BA | $0.21 |
1381 Commonwealth Ave, Unit B | 1381 Commonwealth Ave | 1BR,1BA | $0.21 |
180 North Beacon St, Unit 3 | 180 North Beacon St | 1BR,1BA | $0.21 |
84 Gordon St, Unit 101 | 84 Gordon St | Studio ,1BA | $0.19 |
1669 Commonwealth Ave, Unit 22 | 1669 Commonwealth Ave | Studio ,1BA | $0.20 |
30 Bentley St, Unit 3 | 30 Bentley St | Studio ,1BA | $0.19 |
317 Allston St, Unit 15 | 317 Allston St | Studio ,1BA | $0.20 |
10 Chester St, Unit 4 | 10 Chester St | Studio ,1BA | $0.21 |
592 Cambridge St, Unit 11 | 592 Cambridge St | Studio ,1BA | $0.19 |
22 Shepard St, Unit B | 22 Shepard St | 1BR,1BA | $0.18 |
Quick Rent Budget Calculator
How much rent can you afford?
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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 $1,752 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.