81 Brayton Rd
BostonMA02135
Cheap Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $800 (47 Rentals)
Search the lowest-cost Homes available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.
60 Undine Rd
BostonMA02135
Room in Shared 5 bed/1.5 bath home, Unit C
490 Washington St
BostonMA02135
Room in Shared 4 bed/1.5 bath home, Unit B
490 Washington St
BostonMA02135
Room in Shared 5 bed/1.5 bath home, Unit D
490 Washington St
BostonMA02135
Room in Shared 5 bed/1.5 bath home, Unit C
490 Washington St
BostonMA02135
Room in Shared 5 bed/2 bath home, Unit B
129 Chiswick Rd
BostonMA02135
Room in Shared 4 bed/1.5 bath home, Unit A
490 Washington St
BostonMA02135
Room in Shared 6 bed/4 bath home, Unit B
104 Academy Hill Rd
BostonMA02135
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
Room in Shared 6 bed/4 bath home, Unit F
104 Academy Hill Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 3E
132 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/1.5 bath home, Unit A
490 Washington St
BostonMA02135
Room in Shared 4 bed/2 bath home, Unit 1C
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 2B
132 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/1.5 bath home, Unit B
490 Washington St
BostonMA02135
Room in Shared 6 bed/4 bath home, Unit A
104 Academy Hill Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 3F
132 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/2 bath home, Unit E
129 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.
Room in Shared 5 bed/1.5 bath home, Unit E
490 Washington St
BostonMA02135
Room in Shared 4 bed/1.5 bath home, Unit C
490 Washington St
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 2D
132 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/2 bath home, Unit A
129 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home, Unit 2C
132 Chiswick Rd
BostonMA02135
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$1,6751 Bedroom Apartments Available Jul 1
Furnished Bedroom with Private Ensuite Bath in Brighton!
12 Nonantum StBoston, MA 02135
86 Academy Hill Rd
BostonMA02135
32 Sidlaw Rd
BostonMA02135
24 Sidlaw 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.
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$1,950Studio Apartments Available Jul 1
2018 Commonwealth Ave, Unit 24
2018 Commonwealth AveBoston, MA 02135
15 Beechcroft St, Unit 2
15 Beechcroft St
BostonMA02135
4 Chiswick Rd, Unit 24, Unit 24
4 Chiswick Rd
BostonMA02135
19 Chestnut Hill Ave, Unit 3, Unit 3
19 Chestnut Hill Ave
BostonMA02135
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$2,000Studio Apartments Available Now
2018 Commonwealth Ave, Unit 3
2018 Commonwealth AveBoston, MA 02135
7 Lothian Rd
BostonMA02135
2018 Commonwealth Ave, Unit 31
2018 Commonwealth Ave
BostonMA02135
160 Strathmore Rd, Unit 21
160 Strathmore Rd
BostonMA02135
204 Chestnut Hill Ave
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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$2,1501 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 14
10 Lothian RdBoston, MA 02135
10 Lothian Rd, Unit 7, Unit 7
10 Lothian Rd
BostonMA02135
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$2,200Studio Apartments Available Jun 1
125 Chiswick Rd, Unit 310
125 Chiswick RdBoston, MA 02135
125 Chiswick Rd, Unit 309
125 Chiswick Rd
BostonMA02135
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$2,200Studio Apartments Available Jul 1
125 Chiswick Rd, Unit 312
125 Chiswick RdBoston, MA 02135
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$2,200Studio Apartments Available May 1
125 Chiswick Rd, Unit 309
125 Chiswick RdBoston, MA 02135
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$2,2001 Bedroom Apartments Available Aug 1
199 Strathmore Rd, Unit 4
199 Strathmore RdBoston, MA 02135
199 Strathmore Rd, Unit 9
199 Strathmore Rd
BostonMA02135
199 Strathmore Rd, Unit 5
199 Strathmore Rd
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.
555 Washington St, Unit 1
555 Washington St
BostonMA02135
199 Strathmore Rd, Unit 2
199 Strathmore Rd
BostonMA02135
Showing Results 1-47, Page 1 of 1
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 | $3,177 | $2,295 | $4,695 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,968 | $1,700 | $8,000 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,445 | $1,030 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $5,573 | $800 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $7,983 | $1,000 | $10,000+ |
| Chestnut Hill Middlesex 7 Bedroom Homes for Rent | $9,500 | $9,500 | $9,500 |
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 47 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
Explore Chestnut Hill
Chestnut Hill Middlesex, Boston College, MA Local Guide
- Nearby Chestnut Hill neighborhoods
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Cheapest Available Chestnut Hill Middlesex Apartments for Rent
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| 286 & 288 Chestnut Hill Avenue | Studio | Studio,1BA | $2,100 |
Best Value Apartments for Rent in Chestnut Hill Middlesex, MA
As of April 29, 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 28 Sidlaw Rd Model at 28 Sidlaw Rd, Unit 6 starting at $2,000 with a $0.20 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 |
| 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 |
| 5 Pama Gdns, Unit 4 | 5 Pama Gdns | 1BR,1BA | $0.22 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 12 Gerald Rd, Unit 24 | 12 Gerald Rd | 1BR,1BA | $0.24 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.24 |
| 249 Chestnut Hill Ave, Unit 32 | 249 Chestnut Hill Ave | 2BR,1BA | $0.24 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read Article
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 ArticleThe 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
3.5Pet Friendly
Frequently Asked Questions about Chestnut Hill Middlesex
What type of rentals are currently available in Chestnut Hill Middlesex?
There are currently 493 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $17,000. There are also 603 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $800 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 $800 to $17,500 with an average monthly rent of $6,124.
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 $8,997, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $8,000. Four Bedroom Single-Family rentals are also available starting from $1,030 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
Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.
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.