Cheap Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $900 (57 Rentals)

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

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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property at 101 Adeline Rd

101 Adeline Rd, Unit ROOM

101 Adeline Rd
NewtonMA02459

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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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.

Read Article
property at 187 Strathmore Rd

187 Strathmore Rd, Unit 4

187 Strathmore Rd
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 24

4 Chiswick Rd
BostonMA02135
property at 19 Chestnut Hill Ave

19 Chestnut Hill Ave, Unit 3

19 Chestnut Hill Ave
BostonMA02135
property at 19 Chestnut Hill Ave

19 Chestnut Hill Ave, Unit 1

19 Chestnut Hill Ave
BostonMA02135
property at 141 Englewood Ave

141 Englewood Ave, Unit 2

141 Englewood Ave
BostonMA02135
property at 8 Chiswick Rd

8 Chiswick Rd, Unit 29

8 Chiswick Rd
BostonMA02135
property at 173 Chiswick Rd

173 Chiswick Rd, Unit 29

173 Chiswick Rd
BostonMA02135

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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property at 2016 Commonwealth Ave

2016 Commonwealth Ave, Unit 3C

2016 Commonwealth Ave
BostonMA02135
property at 145 Englewood Ave

145 Englewood Ave, Unit 31

145 Englewood Ave
BostonMA02135
property at 145 Englewood Ave

145 Englewood Ave, Unit 2

145 Englewood Ave
BostonMA02135
property at 4 Chiswick Rd

4 Chiswick Rd, Unit 27

4 Chiswick Rd
BostonMA02135
property at 49 Breck Ave

49 Breck Ave, Unit B

49 Breck Ave
BostonMA02135
property at 1880 Commonwealth Ave

1880 Commonwealth Ave, Unit 15

1880 Commonwealth Ave
BostonMA02135
property at 124 Academy Hill Rd

124 Academy Hill Rd, Unit B

124 Academy Hill Rd
BostonMA02135

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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Showing Results 1-50, Page 1 of 2

Chestnut Hill Middlesex, Boston College, MA Local Guide

Best Value Apartments for Rent in Chestnut Hill Middlesex, MA

As of September 09, 2025 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 549 Washington St Model at 549 Washington St, Unit 1 starting at $2,200 with a $0.22 price per square foot in the St. Elizabeth's 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
549 Washington St, Unit 1549 Washington St1BR,1BA$0.22
141 Englewood Ave, Unit 2141 Englewood AveStudio ,1BA$0.20
193 Strathmore Rd, Unit 10193 Strathmore Rd1BR,1BA$0.22
193 Strathmore Rd193 Strathmore Rd1BR,1BA$0.20
2016 Commonwealth Ave, Unit 22016 Commonwealth AveStudio ,1BA$0.20
19 Beechcroft St, Unit 419 Beechcroft St1BR,1BA$0.21
497 Boylston St, Unit 003497 Boylston St1BR,1BA$0.21
258 Chestnut Hill Ave, Unit 1258 Chestnut Hill AveStudio ,1BA$0.20
1959 Commonwealth Ave, Unit 71959 Commonwealth AveStudio ,1BA$0.20

Quick Rent Budget Calculator

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Pet Friendly Lifestyle
Chestnut Hill Middlesex, Chestnut Hill, MA

Ranked #2

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

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 714 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,900 to $17,000. There are also 596 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $950 to $40,000.

What is the current price range for Rental Homes in Chestnut Hill Middlesex?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $950 to $40,000 with an average monthly rent of $5,845.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $2,550 to $6,335, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,550 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,050 and Four Bedroom Apartments start at $3,150.

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.

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

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

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.