
Apartments for Rent in Chestnut Hill, MA Under $2,000 (144 Rentals)


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Washington Heights

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1166 Commonwealth Ave, Unit 3

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1161 Commonwealth Ave, Unit 3

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193 Strathmore Rd, Unit 10

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2 Chestnut Hill Ave, Unit 4

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5 Walbridge St, Unit 2

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99 Manthorne Rd, Unit 3

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108 Washington St, Unit 1

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107 Gordon St, Unit 12
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city

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22 Chiswick Rd

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1480 Commonwealth Ave

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26 Winchester St, Unit 808

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4095 Washington St, Unit 3

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5 High Street Pl

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35 Parsons St, Unit B

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27 Pratt St, Unit #1

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46 Gardner St

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39 Dartmouth St, Unit 1

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15 Pomeroy St, Unit 1
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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525 LINC

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25 Walbridge St, Unit 4

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232 Kelton St

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64 Woodstock Ave

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99 Gordon St

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161 Kelton St

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40 Ridgemont St

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76 Gordon St, Unit 1

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217 Kelton St

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68 Woodstock Ave
What It Really Costs to Live in Boston: A Local Renter’s Guide
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1152 Commonwealth Ave, Unit 10

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1269 Commonwealth Ave, Unit 4

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1292 Commonwealth Avenue, Unit 16

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25 Gardner St, Unit 3

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4 Woodstock Ave

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3 Woodbourne Rd, Unit 1

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199 Winthrop Rd

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1412 Commonwealth Ave

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60 Brighton Ave

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107 Gordon St, Unit 12
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

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1411 Commonwealth Ave, Unit 504

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182 Naples Rd, Unit 211

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186 Naples Rd, Unit 401

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5 Walbridge St, Unit 2

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8 Sawyer Ter, Unit 1

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15 Walbridge St, Unit 4

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1440 Commonwealth Ave, Unit 12

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Commonwealth Apartments

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Hamilton Union

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193 Strathmore Rd
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
Chestnut Hill, 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 Under $2000 | $2,424 | $1,400 | $9,517 |
| Chestnut Hill 1 Bedroom Apartments Under $2000 | $2,821 | $950 | $7,832 |
| Chestnut Hill 2 Bedroom Apartments Under $2000 | $3,579 | $1,350 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments Under $2000 | $3,988 | $1,000 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments Under $2000 | $4,576 | $1,300 | $9,900 |
| Chestnut Hill 5 Bedroom Apartments | $5,625 | $1,450 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,322 | $1,000 | $10,000+ |
Browse Top Apartments in Chestnut Hill
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Chestnut Hill, MA Local Guide
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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.
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
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
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
Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 426 Studio Apartments in Chestnut Hill with rent ranges from $1,400 to $9,517 with an average price of $2,424.
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 $950 to $7,832 with an average monthly rent of $2,821.
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 $1,350 to $11,004. Today's average rental price for Two Bedrooms here is $3,579.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 620 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $12,500 - averaging $3,988 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

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Articles, How-To's, and Tips

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.