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Cheap Apartments for Rent in Chestnut Hill, MA from $300 (159 Rentals)
Search the lowest-cost Apartments available for rent right now in Chestnut Hill.
106 Addington Rd
BrooklineMA02445
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$1,000
Plus Fees
1 Bedroom Apartments Available Jan 1, 202622 Highgate St
22 Highgate StBoston, MA 02134
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$1,000
Plus Fees
1 Bedroom Apartments Available Jan 1, 202620 Highgate St
20 Highgate StBoston, MA 02134
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$1,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,000
Total Monthly Price
$1,000
21 Granfield Ave, Unit 1
21 Granfield AveBoston, MA 02131
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
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28 Tip Top St
BostonMA02135
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$1,075
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$1,075
Total Monthly Price
$1,075
46 Park Vale Ave, Unit 1
46 Park Vale AveBoston, MA 02134
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$1,125
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$1,125
Total Monthly Price
$1,125
16 Glenville Ave, Unit 2
16 Glenville AveBoston, MA 02134
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$1,150
Total Monthly Price9 Month Lease Term
6 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$1,150
Total Monthly Price
$1,150
72 Leicester St
72 Leicester StBoston, MA 02135
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$1,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available Nov 1Total Monthly Price
Base Rent
$1,200
Total Monthly Price
$1,200
7 Harvard Ter, Unit 2
7 Harvard TerBoston, MA 02134
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$1,200
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$1,200
Total Monthly Price
$1,200
152 Winchester St, Unit 1
152 Winchester StBrookline, MA 02446
26 Tip Top St
BostonMA02135
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.
7 Harvard Ter
BostonMA02134
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$1,350
Plus Fees
1 Bedroom Apartments Available Dec 30Furnished Bedroom in Jamaica Plain
49 Walk Hill StBoston, MA 02130
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$1,395
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,395
Total Monthly Price
$1,395
12 Homer St, Unit 1
12 Homer StBrookline, MA 02445
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$1,395
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,395
Total Monthly Price
$1,395
24 Highgate St, Unit 203
24 Highgate StBoston, MA 02134
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$1,395
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,395
Total Monthly Price
$1,395
16 Highgate St, Unit 203
16 Highgate StBoston, MA 02134
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$1,400
Total Monthly Price12 Month Lease Term
Studio Apartment Available Nov 1Total Monthly Price
Base Rent
$1,400
Total Monthly Price
$1,400
24 Bentley St, Unit 1
24 Bentley StBoston, MA 02135
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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
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$1,465
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$1,465
Total Monthly Price
$1,465
104 Warren St, Unit 7
104 Warren StBoston, MA 02135
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$1,595
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,395
Required Monthly Fees
$200
Total Monthly Price
$1,595
RoostUp Furnished Private Bedroom in Jamai
80 Patten StBoston, MA 02130
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$1,595
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,395
Required Monthly Fees
$200
Total Monthly Price
$1,595
RoostUp Furnished Private Bedroom in Jamai
80 Patten StBoston, MA 02130
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$1,600
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$1,600
Total Monthly Price
$1,600
7 Denby Rd, Unit 1
7 Denby RdBoston, MA 02134
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$1,650
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,450
Required Monthly Fees
$200
Total Monthly Price
$1,650
RoostUp Furnished Private Bedroom in Jamai
80 Patten StBoston, MA 02130
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$1,650
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,450
Required Monthly Fees
$200
Total Monthly Price
$1,650
RoostUp Furnished Private Bedroom in Jamai
80 Patten StBoston, MA 02130
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$1,650
Total Monthly Price
1 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,450
Required Monthly Fees
$200
Total Monthly Price
$1,650
RoostUp Furnished Private Bedroom in Jamai
80 Patten StBoston, MA 02130
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$1,650
Plus Fees
1 Bedroom Apartments Available Jan 1, 2026Furnished Bedroom with Private Ensuite Bat
12 Nonantum StBoston, MA 02135
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$1,675
Total Monthly Price10 Month Lease Term
5 Bedroom Apartment Available Oct 29Total Monthly Price
Base Rent
$1,675
Total Monthly Price
$1,675
104 Warren St, Unit 7A
104 Warren StBoston, MA 02135
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.
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$1,700
Plus Fees
Studio Apartments Available Nov 11110 Commonwealth Ave
1110 Commonwealth AveBoston, MA 02215
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$1,725
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,725
Total Monthly Price
$1,725
6 St Mark St, Unit A
6 St Mark StBoston, MA 02130
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$1,725
Total Monthly Price12 Month Lease Term
Studio Apartment Available Nov 1Total Monthly Price
Base Rent
$1,725
Total Monthly Price
$1,725
99 Warren St, Unit 16
99 Warren StBoston, MA 02135
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$1,725 - $2,350
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available Now1459-1461 VFW Pky
1459-1461 VFW PkyWest Roxbury, MA 02132
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Rent Specials
$1,750 - $2,800
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowCommonwealth Apartments
1144-1160 Commonwealth AveAllston, MA 02134
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Rent Specials
$1,750 - $4,605
Plus Fees12 Month Lease Term
Studio to 3 Bedroom Apartments Available NowCHR Brookline - Coolidge Corner Communities
1223 Beacon StBrookline, MA 02446
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$1,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,750
Total Monthly Price
$1,750
15 Higgins St, Unit A
15 Higgins StBoston, MA 02134
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$1,750
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,750
Total Monthly Price
$1,750
129 Grasmere St, Unit 2R
129 Grasmere StNewton, MA 02458
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$1,750
Plus Fees
Studio Apartments Available Feb 2, 20261160 Commonwealth Ave
1160 Commonwealth AveBoston, MA 02134
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
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 | $2,489 | $1,200 | $7,609 |
| Cheap Chestnut Hill 1 Bedroom Apartments | $2,802 | $950 | $7,574 |
| Cheap Chestnut Hill 2 Bedroom Apartments | $3,438 | $375 | $10,000+ |
| Cheap Chestnut Hill 3 Bedroom Apartments | $4,042 | $1,000 | $10,000+ |
| Cheap Chestnut Hill 4 Bedroom Apartments | $4,805 | $1,550 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $5,955 | $1,465 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,895 | $1,150 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chestnut Hill
See all Apartments in Chestnut HillExplore Chestnut Hill
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 $1,725. Commonwealth Apartments in the Harvard 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 | $1,725 |
| Commonwealth Apartments | Studio | Studio,1BA | $1,750 |
| CHR Brookline - Coolidge Corner Communities | Hampton Court - Studio/1 Bath | Studio,1BA | $1,750 |
| Stony Brook Village | One Bedroom | 1BR,1BA | $1,777 |
Best Value Apartments for Rent in Chestnut Hill, MA
As of October 27, 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 $1,975 with a $0.20 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 | $0.20 |
| 22 Chiswick Rd, Unit 11 | 22 Chiswick Rd | Studio ,1BA | $0.20 |
| 5 Walbridge St, Unit 4 | 5 Walbridge St | Studio ,1BA | $0.20 |
| 1114 Commonwealth Ave, Unit 208 | 1114 Commonwealth Ave | Studio ,1BA | $0.19 |
| 15 Higgins St, Unit A | 15 Higgins St | 1BR,1BA | $0.18 |
| 1161 Commonwealth Ave, Unit 3 | 1161 Commonwealth Ave | Studio ,1BA | $0.20 |
| 1166 Commonwealth Ave, Unit 3 | 1166 Commonwealth Ave | Studio ,1BA | $0.20 |
| 108 Washington St, Unit 1 | 108 Washington St | Studio ,1BA | $0.20 |
| 19 Woodstock Ave, Unit 4 | 19 Woodstock Ave | Studio ,1BA | $0.20 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
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Boston Neighborhood Guide: Living Near UMass, MGH, and State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
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Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
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 $1,725.
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 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 $2,120 at Stony Brook Village.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
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.