Apartments for Rent in Chestnut Hill, MA Under $2,000 (178 Rentals) Page 2 of 4

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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.

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1700 Beacon St
$1,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,900
Total Monthly Price
$1,900
Studio Apartment Available Now

1700 Beacon St

1700 Beacon StBrookline, MA 02445
Affordability
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1880 Commonwealth Ave, Unit #1
$1,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850
1 Bedroom Apartment Available Now

1880 Commonwealth Ave, Unit #1

1880 Commonwealth AveBoston, MA 02135
Affordability
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75 Euston Rd, Unit 4
$1,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850
Studio Apartment Available Feb 1, 2026

75 Euston Rd, Unit 4

75 Euston RdBoston, MA 02135
Affordability

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

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217 Fuller St, Unit 3
$1,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,800
Total Monthly Price
$1,800
Studio Apartment Available Now

217 Fuller St, Unit 3

217 Fuller StBrookline, MA 02446
Affordability
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20 Chester St, Unit #1A
$1,700
Total Monthly Price9 Month Lease Term

Total Monthly Price

Base Rent
$1,700
Total Monthly Price
$1,700
Studio Apartment Available Now

20 Chester St, Unit #1A

20 Chester StBoston, MA 02134
Cost Per Sq.Ft.
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252 Cypress St
$1,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600
1 Bedroom Apartment Available Now

252 Cypress St

252 Cypress StBrookline, MA 02445
Affordability
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7 Denby Rd, Unit G
$1,600
Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600
1 Bedroom Apartment Available Jan 1, 2026

7 Denby Rd, Unit G

7 Denby RdBoston, MA 02134
Affordability
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525 LINC
Rent Specials
$1,550 - $2,536
Plus Fees12 Month Lease Term
Studio to 4 Bedroom Apartments Available Now

525 LINC

525 Lincoln StAllston, MA 02134
Student Housing
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  • Customer Reviewed
  • Utilities Included
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16 Highgate St, Unit 203
$1,495
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,495
Total Monthly Price
$1,495
5 Bedroom Apartment Available Now

16 Highgate St, Unit 203

16 Highgate StBoston, MA 02134
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166 Allston St, Unit 4
$1,225
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,225
Total Monthly Price
$1,225
4 Bedroom Apartment Available Now

166 Allston St, Unit 4

166 Allston StBoston, MA 02134
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19 Archdale Rd, Unit B
$1,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,200
Total Monthly Price
$1,200
1 Bedroom Apartment Available Now

19 Archdale Rd, Unit B

19 Archdale RdBoston, MA 02131
Affordability
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Showing Results 51-100, Page 2 of 4

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 Chestnut Hill

How much are Studio apartments in Chestnut Hill?

There are currently 491 Studio Apartments in Chestnut Hill with rent ranges from $1,100 to $5,650 with an average price of $2,461.

What is the current price range for One Bedroom Chestnut Hill Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $945 to $6,573 with an average monthly rent of $2,771.

What does renting a Two Bedroom Apartment in Chestnut Hill cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $375 to $21,050. Today's average rental price for Two Bedrooms here is $3,459.

How expensive are Chestnut Hill Three Bedroom Apartments?

There are currently 1,028 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $950 to $12,500 - averaging $4,053 for the location.

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.

Helpful Local Expert Guides

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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.

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A Local Experts Guide to the Top Boston Neighborhoods for College Renters

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

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Explore Like a Local: The Insider's Guide to Boston

Written by: Amelia Ramstead

Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

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Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.

Articles, How-To's, and Tips

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.