Room in Shared 4 bed/1.5 bath home
490 Washington St
BostonMA02135
Cheap Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $800 (64 Rentals)
Search the lowest-cost Homes available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.
Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 6 bed/2 bath home
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home
132 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 4 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 6 bed/4 bath home
104 Academy Hill Rd
BostonMA02135
Room in Shared 6 bed/2 bath home
132 Chiswick Rd
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.
60 Undine Rd
BostonMA02135
Room in Shared 6 bed/4 bath home
104 Academy Hill Rd
BostonMA02135
Room in Shared 5 bed/2 bath home
129 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 6 bed/4 bath home
104 Academy Hill Rd
BostonMA02135
Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 5 bed/2 bath home
129 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Room in Shared 5 bed/2 bath home
81 Brayton Rd
BostonMA02135
Room in Shared 4 bed/2 bath home
132 Chiswick Rd
BostonMA02135
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.
Room in Shared 6 bed/2 bath home
132 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/2 bath home
129 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/2 bath home
81 Brayton Rd
BostonMA02135
Room in Shared 6 bed/4 bath home
104 Academy Hill Rd
BostonMA02135
Room in Shared 6 bed/2 bath home
132 Chiswick Rd
BostonMA02135
27 Commonwealth Ave
NewtonMA02467
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$1,895Studio Apartments Available Now
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
24 Sidlaw Rd
BostonMA02135
160 Strathmore Rd
BostonMA02135
4 Chiswick Rd, Unit 24
4 Chiswick 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.
19 Chestnut Hill Ave, Unit 3
19 Chestnut Hill Ave
BostonMA02135
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$2,000Studio Apartments Available Sep 1
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
2018 Commonwealth Ave
BostonMA02135
15 Beechcroft St
BostonMA02135
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$2,000Studio Apartments Available Sep 1
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
32 Sidlaw Rd
BostonMA02135
7 Lothian Rd
BostonMA02135
2039 Commonwealth Ave
BostonMA02135
1933 Commonwealth Ave, Unit 8
1933 Commonwealth Ave
BostonMA02135
1846 Commonwealth Ave
BostonMA02135
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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$2,100Studio Apartments Available Sep 1
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
2018 Commonwealth Ave
BostonMA02135
160 Strathmore Rd
BostonMA02135
32 Sidlaw Rd, Unit 18
32 Sidlaw Rd
BostonMA02135
15 Beechcroft St, Unit 2
15 Beechcroft St
BostonMA02135
206 Chestnut Hill Ave
BostonMA02135
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$2,1501 Bedroom Apartments Available Sep 1
10 Lothian Rd
10 Lothian RdBoston, MA 02135
1848 Commonwealth Ave
BostonMA02135
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$2,195Studio Apartments Available May 1
39 Shepard St
39 Shepard StBoston, MA 02135
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$2,200Studio Apartments Available May 1
125 Chiswick Rd
125 Chiswick RdBoston, MA 02135
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
How much does it cost to rent a home in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex 2 Bedroom Homes for Rent | $3,171 | $2,200 | $4,850 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,943 | $2,500 | $7,000 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,492 | $830 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $5,631 | $925 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $8,021 | $930 | $10,000+ |
| Chestnut Hill Middlesex 7 Bedroom Homes for Rent | $11,000 | $10,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Homes for Rent in this Neighborhood
There are currently 64 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
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Chestnut Hill Middlesex, Boston College, MA Local Guide
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Best Value Apartments for Rent in Chestnut Hill Middlesex, MA
As of March 15, 2026 the best value apartment in the Chestnut Hill Middlesex area is the $0.20 price per square foot 49 Winship St Model at 49 Winship St in the in the St. Elizabeth's neighborhood starting from $2,000. The second greatest value Chestnut Hill Middlesex apartment is the 39 South St Model at 39 South St 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 49 Winship St | 49 Winship St | Studio ,1BA | $0.20 |
| 39 South St | 39 South St | 1BR,1BA | $0.23 |
| 183 Strathmore Rd, Unit 2 | 183 Strathmore Rd | 2BR,1BA | $0.23 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.22 |
| 258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.20 |
| 28 Sidlaw Rd, Unit 6 | 28 Sidlaw Rd | 1BR,1BA | $0.20 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 152 Strathmore Rd, Unit 1 | 152 Strathmore Rd | 1BR,1BA | $0.20 |
| 12 Brock St, Unit #4 | 12 Brock St | 1BR,1BA | $0.21 |
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.
Read Article
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 ArticleCash 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.
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.
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Pet Friendly LifestyleChestnut Hill Middlesex, Chestnut Hill, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 539 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $14,300. There are also 532 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $830 to $17,500.
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 $830 to $17,500 with an average monthly rent of $6,936.
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 $11,475, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,500 to $7,000. Four Bedroom Single-Family rentals are also available starting from $830 and Four Bedroom Apartments start at $3,200.
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
Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.
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.
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.
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.