close
View Me
$1,050
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,050
Total Monthly Price
$1,050
7 Portina Rd, Unit 01
7 Portina RdBoston, MA 02135
Cheap Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $900 (75 Rentals)
Search the lowest-cost Apartments available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.
close
View Me
$1,150
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,150
Total Monthly Price
$1,150
2 Lothian Rd
2 Lothian RdBoston, MA 02135
12 Nonantum St
BostonMA02135
close
View Me
$1,895Studio Apartments Available Now
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
close
View Me
$1,900 - $2,500
Total Monthly Price12 Month Lease Term
Studio to 1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,900 - $2,500
Total Monthly Price
$1,900 - $2,500
2018 Commonwealth Avenue
2018 Commonwealth AvenueBoston, MA 02135
close
View Me
$1,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Apr 1Total Monthly Price
Base Rent
$1,900
Total Monthly Price
$1,900
193 Strathmore Rd
193 Strathmore RdBoston, MA 02135
close
View Me
$1,950 - $2,295
Total Monthly Price12 Month Lease Term
Studio to 1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,950 - $2,295
Total Monthly Price
$1,950 - $2,295
3 Lothian Rd
3 Lothian RdBoston, MA 02135
close
View Me
$1,950 - $2,200
Total Monthly Price12 Month Lease Term
Studio to 1 Bedroom Apartment Available Apr 1Total Monthly Price
Base Rent
$1,950 - $2,200
Total Monthly Price
$1,950 - $2,200
2016 Commonwealth Ave
2016 Commonwealth AveBoston, MA 02135
close
View Me
$1,950
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
14 Beechcroft St, Unit B1
14 Beechcroft StBoston, MA 02135
close
View Me
$1,995 - $2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,995 - $2,000
Total Monthly Price
$1,995 - $2,000
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
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.
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
2 Portina Rd, Unit 3
2 Portina RdBoston, MA 02135
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
258 Chestnut Hill Ave, Unit 1
258 Chestnut Hill AveBoston, MA 02135
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
152 Strathmore Rd, Unit 1
152 Strathmore RdBoston, MA 02135
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
12 Brock St, Unit 1
12 Brock StBoston, MA 02135
close
View Me
$2,000Studio Apartments Available Sep 1
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
15 Beechcroft St
BostonMA02135
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
141 Englewood Ave, Unit #2
141 Englewood AveBoston, MA 02135
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
28 Sidlaw Rd, Unit 6
28 Sidlaw RdBoston, MA 02135
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available May 31Total Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
7 North Crescent Circuit, Unit 1
7 North Crescent CircuitBoston, MA 02135
close
View Me
$2,000 - $2,450
Total Monthly Price12 Month Lease Term
Studio to 2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000 - $2,450
Total Monthly Price
$2,000 - $2,450
49 Winship St
49 Winship StBoston, MA 02135
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.
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
4 Chiswick Rd, Unit 24
4 Chiswick RdBoston, MA 02135
close
View Me
$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
193 Strathmore Rd, Unit 10
193 Strathmore RdBoston, MA 02135
close
View Me
$2,000Studio Apartments Available Sep 1
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
close
View Me
$2,050
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
12 Brock St, Unit #4
12 Brock StBoston, MA 02135
close
View Me
$2,100
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
110 Strathmore Rd
110 Strathmore RdBoston, MA 02135
close
View Me
Rent Specials
$2,100 - $3,325
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,100 - $3,325
Total Monthly Price
$2,100 - $3,325
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
close
View Me
$2,100Studio Apartments Available Sep 1
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
close
View Me
$2,100
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
2005 Commonwealth Ave, Unit 27
2005 Commonwealth AveBrighton, MA 02135
close
View Me
$2,1501 Bedroom Apartments Available Sep 1
10 Lothian Rd
10 Lothian RdBoston, MA 02135
close
View Me
Rent Specials
$2,195 - $4,900
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,195 - $4,900
Total Monthly Price
$2,195 - $4,900
31-35 South Street
31 South StBrighton, MA 02135
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.
close
View Me
$2,195Studio Apartments Available May 1
39 Shepard St
39 Shepard StBoston, MA 02135
close
View Me
$2,200Studio Apartments Available May 1
125 Chiswick Rd
125 Chiswick RdBoston, MA 02135
close
View Me
$2,200 - $2,500
Total Monthly Price12 Month Lease Term
1 to 2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200 - $2,500
Total Monthly Price
$2,200 - $2,500
38 Kirkwood Rd
38 Kirkwood RdBoston, MA 02135
close
View Me
$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
1997 Commonwealth Ave, Unit 27
1997 Commonwealth AveBrighton, MA 02135
close
View Me
$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
198 Strathmore Rd, Unit 3
198 Strathmore RdBoston, MA 02135
close
View Me
$2,200 - $2,750
Total Monthly Price12 Month Lease Term
1 to 3 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$2,200 - $2,750
Total Monthly Price
$2,200 - $2,750
42 Kirkwood Rd
42 Kirkwood RdBoston, MA 02135
close
View Me
$2,200
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
7 Lothian Rd, Unit 3
7 Lothian RdBoston, MA 02135
close
View Me
$2,200 - $2,500
Total Monthly Price12 Month Lease Term
Studio to 1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,200 - $2,500
Total Monthly Price
$2,200 - $2,500
2021 Commonwealth Ave
2021 Commonwealth AveBoston, MA 02135
close
View Me
$2,2501 Bedroom Apartments Available Sep 1
10 Lothian Rd
10 Lothian RdBoston, MA 02135
close
View Me
$2,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
11 Beechcroft St, Unit 4
11 Beechcroft StBoston, MA 02135
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.
close
View Me
$2,2501 Bedroom Apartments Available Sep 1
10 Lothian Rd
10 Lothian RdBoston, MA 02135
close
View Me
$2,2501 Bedroom Apartments Available Now
163 Strathmore Rd
163 Strathmore RdBoston, MA 02135
close
View Me
$2,2751 Bedroom Apartments Available Sep 1
10 Lothian Rd
10 Lothian RdBoston, MA 02135
close
View Me
$2,295
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jun 1Total Monthly Price
Base Rent
$2,295
Total Monthly Price
$2,295
9 Chiswick Ter, Unit 15
9 Chiswick TerBoston, MA 02135
close
View Me
$2,295 - $2,900
Total Monthly Price12 Month Lease Term
Studio to 1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,295 - $2,900
Total Monthly Price
$2,295 - $2,900
1875 Commonwealth Ave
1875 Commonwealth AveBoston, MA 02135
close
View Me
$2,295
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,295
Total Monthly Price
$2,295
39 South St
39 South StBoston, MA 02135
close
View Me
$2,295
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,295
Total Monthly Price
$2,295
1959 Commonwealth Ave, Unit 2
1959 Commonwealth AveBoston, MA 02135
close
View Me
$2,3001 Bedroom Apartments Available Sep 1
10 Lothian Rd
10 Lothian RdBoston, MA 02135
close
View Me
$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
461 Washington St
461 Washington StBoston, MA 02135
close
View Me
$2,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
18 Malbert Rd, Unit 1
18 Malbert 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 an apartment in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex Studio Apartments | $2,390 | $1,895 | $4,180 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,576 | $1,050 | $4,995 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,353 | $2,000 | $5,595 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $4,018 | $2,550 | $10,000+ |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,284 | $3,200 | $9,900 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $6,661 | $3,700 | $10,000+ |
| Chestnut Hill Middlesex 6 Bedroom Apartments | $10,441 | $5,800 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 75 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
See all Apartments in Chestnut HillExplore Chestnut Hill
Chestnut Hill Middlesex, Boston College, MA Local Guide
- Nearby Chestnut Hill neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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.
Let everyone know!
Do you know the Chestnut Hill Middlesex area?
If you’re an expert on all things Chestnut Hill Middlesex, tell us what you love (and don't) by rating it and writing a review.
Write a Review
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 Cheap Chestnut Hill Middlesex Apartments
What is the Cheapest Studio apartment in Chestnut Hill Middlesex?
Currently the most affordable Cheap Studio Apartment in Chestnut Hill Middlesex is at 286 & 288 Chestnut Hill Avenue listed at $2,100.
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.