Cheap Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $900 (77 Rentals)

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Search the lowest-cost Apartments available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.

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2 Lothian Rd
$1,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$1,150

Total Monthly Price
$1,150
1 Bedroom Apartment Available Now

2 Lothian Rd

2 Lothian RdBoston, MA 02135
Affordability
property at 19 Beechcroft St

$1,950

Total Monthly Price

Total Monthly Price

Base Rent
$1,950

Total Monthly Price
$1,950

1 Bedroom, 1 Bath Home for Rent

Available Now

19 Beechcroft St

BostonMA02135

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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160 Strathmore Rd, Unit 17
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
1 Bedroom Apartment Available Feb 1

160 Strathmore Rd, Unit 17

160 Strathmore RdBoston, MA 02135
Cost Per Sq.Ft.
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152 Strathmore Rd, Unit 1
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
1 Bedroom Apartment Available Feb 1

152 Strathmore Rd, Unit 1

152 Strathmore RdBoston, MA 02135
Cost Per Sq.Ft.

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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141 Englewood Ave, Unit #2
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
Studio Apartment Available Now

141 Englewood Ave, Unit #2

141 Englewood AveBoston, MA 02135
Affordability
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5 Braemore Rd, Unit 23
$2,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100
1 Bedroom Apartment Available Mar 1

5 Braemore Rd, Unit 23

5 Braemore RdBoston, MA 02135
Affordability
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129 Chiswick Rd, Unit 1
$2,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100
Studio Apartment Available Now

129 Chiswick Rd, Unit 1

129 Chiswick RdBoston, MA 02135
Affordability
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5 Braemore Rd, Unit 2
$2,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100
1 Bedroom Apartment Available Mar 1

5 Braemore Rd, Unit 2

5 Braemore RdBoston, MA 02135
Cost Per Sq.Ft.
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286 & 288 Chestnut Hill Avenue
Rent Specials
$2,100 - $3,100
Total Monthly Price

Total Monthly Price

Base Rent
$2,100 - $3,100

Total Monthly Price
$2,100 - $3,100
Studio to 2 Bedroom Apartments Available Now

286 & 288 Chestnut Hill Avenue

286-288 Chestnut Hill AveBrighton, MA 02135
Student Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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133 Chiswick Rd, Unit 34
$2,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,150

Total Monthly Price
$2,150
1 Bedroom Apartment Available Feb 1

133 Chiswick Rd, Unit 34

133 Chiswick RdBoston, MA 02135
Affordability
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31-35 South Street
Rent Specials
$2,195 - $4,300
Total Monthly Price

Total Monthly Price

Base Rent
$2,195 - $4,300

Total Monthly Price
$2,195 - $4,300
1 to 3 Bedroom Apartments Available Now

31-35 South Street

31 South StBrighton, MA 02135
Student Housing
  • Verified
  • Utilities Included

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.

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20 Brock St, Unit 2
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

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

20 Brock St, Unit 2

20 Brock StBoston, MA 02135
Cost Per Sq.Ft.
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160 Strathmore Rd, Unit 9
$2,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

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

160 Strathmore Rd, Unit 9

160 Strathmore RdBoston, MA 02135
Cost Per Sq.Ft.
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1959 Commonwealth Ave, Unit 2
$2,295
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295
2 Bedroom Apartment Available Now

1959 Commonwealth Ave, Unit 2

1959 Commonwealth AveBoston, MA 02135
Affordability
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39 South St, Unit 24
$2,295
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295

Total Monthly Price
$2,295
1 Bedroom Apartment Available Now

39 South St, Unit 24

39 South StBoston, MA 02135
Cost Per Sq.Ft.
  • Smoke Free
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391 Langley Rd, Unit 2
$2,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300
1 Bedroom Apartment Available Now

391 Langley Rd, Unit 2

391 Langley RdNewton, MA 02459
Affordability

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.

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28 Sidlaw Rd
$2,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300

Total Monthly Price
$2,300
Studio Apartment Available Now

28 Sidlaw Rd

28 Sidlaw RdBoston, MA 02135
Affordability
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258 Chestnut Hill Ave, Unit 2
$2,340
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,340

Total Monthly Price
$2,340
1 Bedroom Apartment Available Now

258 Chestnut Hill Ave, Unit 2

258 Chestnut Hill AveBoston, 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.

Chestnut Hill Middlesex, Boston College, MA Local Guide

Best Value Apartments for Rent in Chestnut Hill Middlesex, MA

As of January 25, 2026 the best value apartment in the Chestnut Hill Middlesex area is the $0.22 price per square foot 20 Brock St Model at 20 Brock St, Unit 2 in the in the St. Elizabeth's neighborhood starting from $2,200. The second greatest value Chestnut Hill Middlesex apartment is the 39 South St Model at 39 South St, Unit 24 starting at $2,295 with a $0.23 price per square foot in the Chestnut Hill neighborhood. Here is today’s list of the best values for Chestnut Hill Middlesex apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
20 Brock St, Unit 220 Brock St1BR,1BA$0.22
39 South St, Unit 2439 South St1BR,1BA$0.23
183 Strathmore Rd, Unit 2183 Strathmore Rd2BR,1BA$0.23
7 Lothian Rd, Unit 37 Lothian Rd1BR,1BA$0.22
198 Strathmore Rd, Unit 3198 Strathmore Rd1BR,1BA$0.22
258 Chestnut Hill Ave, Unit 1258 Chestnut Hill AveStudio ,1BA$0.20
28 Sidlaw Rd, Unit 628 Sidlaw Rd1BR,1BA$0.20
193 Strathmore Rd, Unit 10193 Strathmore Rd1BR,1BA$0.20
18 Beechcroft St, Unit 418 Beechcroft St1BR,1BA$0.20
160 Strathmore Rd, Unit 9160 Strathmore Rd1BR,1BA$0.22

Don'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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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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.

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Quick 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.

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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

4.0
Pet Friendly

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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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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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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.