Room in Shared 5 bed/1.5 bath home
490 Washington St
BostonMA02135
Cheap Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $900 (60 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 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 4 bed/1.5 bath home
490 Washington St
BostonMA02135
129 Chiswick Rd
BostonMA02135
Room in Shared 5 bed/2 bath home
81 Brayton Rd
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.
Room in Shared 4 bed/2 bath home
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home
132 Chiswick Rd
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
129 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/2 bath home
132 Chiswick Rd
BostonMA02135
Room in Shared 6 bed/4 bath home
104 Academy Hill Rd
BostonMA02135
86 Algonquin Rd
NewtonMA02467
149 Lake Shore Rd, Unit 2
149 Lake Shore 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.
141 Englewood Ave, Unit 1
141 Englewood Ave
BostonMA02135
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$1,850
Plus Fees
Studio Apartments Available Now2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
1999 Commonwealth Ave, Unit 01-2
1999 Commonwealth Ave
BostonMA02135
4 Chiswick Rd, Unit 24
4 Chiswick Rd
BostonMA02135
19 Chestnut Hill Ave, Unit 3
19 Chestnut Hill Ave
BostonMA02135
1872 Commonwealth Ave, Unit 6
1872 Commonwealth Ave
BostonMA02135
15 Beechcroft St
BostonMA02135
1844 Commonwealth Ave
BostonMA02135
1844 Commonwealth Ave
BostonMA02135
1844 Commonwealth 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.
160 Strathmore Rd, Unit 5
160 Strathmore Rd
BostonMA02135
155 Strathmore Rd, Unit 1
155 Strathmore Rd
BostonMA02135
1872 Commonwealth Ave
BostonMA02135
173 Chiswick Rd, Unit 29
173 Chiswick Rd
BostonMA02135
124 Academy Hill Rd, Unit B
124 Academy Hill Rd
BostonMA02135
5 Braemore Rd, Unit 23
5 Braemore Rd
BostonMA02135
2039 Commonwealth Ave
BostonMA02135
15 Beechcroft St, Unit 2
15 Beechcroft St
BostonMA02135
4 Chiswick Rd
BostonMA02135
135 Chiswick Rd, Unit 34
135 Chiswick 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.
10 Lothian Rd, Unit 7
10 Lothian Rd
BostonMA02135
4 Chiswick Rd, Unit 5
4 Chiswick Rd
BostonMA02135
160 Strathmore Rd, Unit 9
160 Strathmore Rd
BostonMA02135
140 Kenrick St, Unit 25
140 Kenrick St
BostonMA02135
3 Lothian Rd
BostonMA02135
140 Kenrick St
BostonMA02135
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$2,250
Plus Fees
1 Bedroom Apartments Available Now163 Strathmore Rd
163 Strathmore RdBoston, MA 02135
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$2,250
Plus Fees
1 Bedroom Apartments Available Sep 1144 Kenrick St
144 Kenrick StBoston, MA 02135
2031 Commonwealth Ave
BostonMA02135
2021 Commonwealth Ave, Unit 2001-2
2021 Commonwealth Ave
BostonMA02135
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 | $3,191 | $1,400 | $4,850 |
| Chestnut Hill Middlesex 3 Bedroom Homes for Rent | $3,976 | $2,800 | $6,500 |
| Chestnut Hill Middlesex 4 Bedroom Homes for Rent | $5,368 | $1,030 | $10,000+ |
| Chestnut Hill Middlesex 5 Bedroom Homes for Rent | $6,455 | $950 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Homes for Rent | $7,700 | $1,000 | $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 60 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
- Nearby Chestnut Hill neighborhoods
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Best Value Apartments for Rent in Chestnut Hill Middlesex, MA
As of January 24, 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 20 Brock St, Unit 2 | 20 Brock St | 1BR,1BA | $0.22 |
| 39 South St, Unit 24 | 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 |
| 18 Beechcroft St, Unit 4 | 18 Beechcroft St | 1BR,1BA | $0.20 |
| 160 Strathmore Rd, Unit 9 | 160 Strathmore Rd | 1BR,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.
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 550 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $17,000. There are also 447 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $950 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 $950 to $17,500 with an average monthly rent of $5,815.
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 $2,500 to $6,495, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,500. 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
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.
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.