2 Bedroom Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (136 Rentals)

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Avalon at Chestnut Hill
Rent Specials
$4,400 - $5,995
Total Monthly Price

Total Monthly Price

Base Rent
$2,950 - $6,855
Required Monthly Fees
$65

Total Monthly Price
$3,015 - $6,920
2 Bedroom Apartments Available Now

Avalon at Chestnut Hill

160 Boylston StChestnut Hill, MA 02467
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27 Portina Rd, Unit 1
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Sep 1

27 Portina Rd, Unit 1

27 Portina RdBoston, MA 02135
Affordability

Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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136 Chiswick Rd, Unit 1
$2,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350
2 Bedroom Apartment Available Now

136 Chiswick Rd, Unit 1

136 Chiswick RdBoston, MA 02135
Affordability
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517 Washington St, Unit A
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
2 Bedroom Apartment Available Now

517 Washington St, Unit A

517 Washington StBoston, MA 02135
Cost Per Sq.Ft.
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70 Foster St, Unit 2
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400
2 Bedroom Apartment Available Sep 1

70 Foster St, Unit 2

70 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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8 Chiswick Rd
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500 - $2,900

Total Monthly Price
$2,500 - $2,900
2 Bedroom Apartment Available Sep 1

8 Chiswick Rd

8 Chiswick RdBoston, MA 02135
Affordability
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114 Foster Ter, Unit 1
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
2 Bedroom Apartment Available Sep 1

114 Foster Ter, Unit 1

114 Foster TerBoston, MA 02135
Affordability
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144 Lake Shore Rd
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650
2 Bedroom Apartment Available Now

144 Lake Shore Rd

144 Lake Shore RdBoston, MA 02135
Affordability
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249 Chestnut Hill Ave
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

249 Chestnut Hill Ave

249 Chestnut Hill AveBoston, MA 02135
Affordability

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.

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9 Montfern Ave, Unit 9A
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
2 Bedroom Apartment Available Now

9 Montfern Ave, Unit 9A

9 Montfern AveBoston, MA 02135
Affordability
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2025 Commonwealth Ave, Unit 7
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400
2 Bedroom Apartment Available Now

2025 Commonwealth Ave, Unit 7

2025 Commonwealth AveBoston, MA 02135
Affordability
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435 Market St, Unit 301
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
2 Bedroom Apartment Available Now

435 Market St, Unit 301

435 Market StBoston, MA 02135
Affordability
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19 Chestnut Hill Ave, Unit 1
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900
2 Bedroom Apartment Available Sep 1

19 Chestnut Hill Ave, Unit 1

19 Chestnut Hill AveBoston, MA 02135
Affordability
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16 South St, Unit 12
$3,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700
2 Bedroom Apartment Available Now

16 South St, Unit 12

16 South StBoston, MA 02135
Affordability

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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99 Chestnut Hill Ave, Unit 313
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
2 Bedroom Apartment Available Now

99 Chestnut Hill Ave, Unit 313

99 Chestnut Hill AveBoston, MA 02135
Affordability
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2009 Commonwealth Ave
$4,675
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,675

Total Monthly Price
$4,675
2 Bedroom Apartment Available Sep 1

2009 Commonwealth Ave

2009 Commonwealth AveBoston, MA 02135
Affordability
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1999 Commonwealth Ave
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450 - $4,650

Total Monthly Price
$2,450 - $4,650
2 Bedroom Apartment Available Sep 1

1999 Commonwealth Ave

1999 Commonwealth AveBoston, MA 02135
Affordability

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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.

Chestnut Hill Middlesex, Boston College, MA Local Guide

Largest Available Chestnut Hill Middlesex 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in the Chestnut Hill Middlesex area of Boston College, MA is found at Avalon at Chestnut Hill and is listed at 1,264 square feet priced from $5,585. Here is today’s list of the largest available 2 Bedroom units in the area:

Apartment ListingModel NameSquare FootagePriced From
Avalon at Chestnut HillB2L1,264 Sq Ft$5,585
Langley Terrace2 bed 2bath1,100 Sq Ft$3,795
286 & 288 Chestnut Hill AvenueTwo Bedroom780 Sq Ft$2,900

Real 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.

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Pet Friendly Lifestyle
Chestnut Hill Middlesex, Chestnut Hill, MA

Ranked #1

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about 2 Bedroom Chestnut Hill Middlesex Apartments

What is the Cheapest apartment in Chestnut Hill Middlesex with 2 Bedroom?

Currently the most affordable 2 Bedroom in Chestnut Hill Middlesex is at listed at .

How much is the average rent for a 2 Bedroom Chestnut Hill Middlesex Apartment?

The average rent for a 2 Bedroom Apartment in Chestnut Hill Middlesex is $3,361.

What is the largest available 2 Bedroom Chestnut Hill Middlesex Apartment for rent?

Today's apartment with the most square footage in Chestnut Hill Middlesex is a 1,264 square feet unit starting from $5,585 at Avalon at Chestnut Hill.

What is the average size for Chestnut Hill Middlesex 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Chestnut Hill Middlesex is currently 2,177 sq ft.

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.

Articles, How-To's, and Tips

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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.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.