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$1,0001 Bedroom Apartments Available Sep 1
14 Wallingford Rd, Unit 1
14 Wallingford RdBoston, MA 02135
Cheap Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $900 (54 Rentals)
Search the lowest-cost Apartments available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.
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$1,0001 Bedroom Apartments Available Aug 1
14 Wallingford Rd, Unit 2
14 Wallingford RdBoston, MA 02135
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$1,0001 Bedroom Apartments Available Sep 1
14 Wallingford Rd, Unit 2
14 Wallingford RdBoston, MA 02135
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$1,0001 Bedroom Apartments Available Sep 1
14 Wallingford Rd, Unit 1
14 Wallingford RdBoston, MA 02135
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$1,050
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 29Total Monthly Price
Base Rent
$1,050
Total Monthly Price
$1,050
15 Radnor Rd, Unit 1
15 Radnor RdBoston, MA 02135
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$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
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$1,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$1,350
Total Monthly Price
$1,350
3 Winship Pl, Unit 1
3 Winship PlBoston, MA 02135
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$1,350
Total Monthly Price2 Month Lease Term
5 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,350
Total Monthly Price
$1,350
129 Chiswick Rd, Unit Provate Room 6A
129 Chiswick RdBoston, MA 02135
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$1,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$1,400
Total Monthly Price
$1,400
26 Lake Shore Ter, Unit 2
26 Lake Shore TerBoston, MA 02135
35 Chestnut Hill Ave
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.
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$1,800
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
566 Washington St, Unit 14
566 Washington StBoston, MA 02135
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$1,850
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,850
Total Monthly Price
$1,850
141 Englewood Ave
141 Englewood AveBoston, MA 02135
392 Washington St
BostonMA02135
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$1,900
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$1,900
Total Monthly Price
$1,900
193 Strathmore Rd
193 Strathmore RdBoston, MA 02135
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$1,950
Total Monthly Price12 Month Lease Term
Studio Apartment Available Sep 1Total Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
28 Sidlaw Rd, Unit 28
28 Sidlaw RdBoston, MA 02135
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$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
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$1,950
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
32 Sidlaw Rd, Unit 3
32 Sidlaw RdBoston, MA 02135
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$1,9751 Bedroom Apartments Available Aug 1
6 Beechcroft St, Unit 4
6 Beechcroft StBoston, MA 02135
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$1,975
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,975
Total Monthly Price
$1,975
2 Lothian Rd
2 Lothian RdBoston, MA 02135
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$2,000 - $2,400
Total Monthly Price12 Month Lease Term
Studio to 1 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$2,000 - $2,400
Total Monthly Price
$2,000 - $2,400
1844 Commonwealth Ave
1844 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.
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$2,000 - $2,500
Total Monthly Price12 Month Lease Term
Studio to 1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,000 - $2,500
Total Monthly Price
$2,000 - $2,500
2018 Commonwealth Avenue
2018 Commonwealth AvenueBoston, MA 02135
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$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
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$2,000Studio Apartments Available Jul 1
2 Chestnut Hill Ave, Unit 4
2 Chestnut Hill AveBoston, MA 02135
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$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
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$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available Jun 30Total Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
2 Chestnut Hill Ave, Unit 4
2 Chestnut Hill AveBoston, MA 02135
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$2,100 - $3,125
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,100 - $3,125
Total Monthly Price
$2,100 - $3,125
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
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$2,100 - $4,000
Total Monthly Price12 Month Lease Term
1 to 3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,100 - $4,000
Total Monthly Price
$2,100 - $4,000
163 Strathmore Rd
163 Strathmore RdBoston, MA 02135
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$2,100
Total Monthly Price12 Month Lease Term
Studio Apartment Available Aug 1Total Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
1997 Commonwealth Ave, Unit 1998
1997 Commonwealth AveBoston, MA 02135
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$2,150
Total Monthly Price12 Month Lease Term
Studio Apartment Available Sep 1Total Monthly Price
Base Rent
$2,150
Total Monthly Price
$2,150
206 Chestnut Hill Ave
206 Chestnut Hill AveBoston, MA 02135
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$2,1501 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 14
10 Lothian RdBoston, MA 02135
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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$2,195 - $4,400
Total Monthly Price
1 to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,195 - $4,400
Total Monthly Price
$2,195 - $4,400
31-35 South Street
31 South StBrighton, MA 02135
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$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
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$2,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
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$2,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
258 Chestnut Hill Ave, Unit 1
258 Chestnut Hill AveBoston, MA 02135
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$2,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
21 Chestnut Hill Ave, Unit 3
21 Chestnut Hill AveBoston, MA 02135
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$2,200Studio Apartments Available Now
2018 Commonwealth Ave, Unit 23
2018 Commonwealth AveBoston, MA 02135
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$2,200
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,200
Total Monthly Price
$2,200
2018 Commonwealth Avenue, Unit 23
2018 Commonwealth AvenueBoston, MA 02135
1945 Commonwealth Ave
BostonMA02135
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$2,2501 Bedroom Apartments Available Now
10 Lothian Rd, Unit 12
10 Lothian RdBoston, MA 02135
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$2,250
Total Monthly Price12 Month Lease Term
Studio Apartment Available Sep 1Total Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
19 Chestnut Hill Ave, Unit 3
19 Chestnut Hill AveBoston, 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.
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$2,2501 Bedroom Apartments Available Sep 1
1820 Commonwealth Ave, Unit 9
1820 Commonwealth AveBoston, MA 02135
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$2,2751 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 5
10 Lothian RdBoston, MA 02135
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$2,295
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,295
Total Monthly Price
$2,295
198 Strathmore Rd, Unit 3
198 Strathmore RdBoston, MA 02135
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$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
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$2,295Studio Apartments Available Sep 1
2045 Commonwealth Ave, Unit 1
2045 Commonwealth AveBoston, MA 02135
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$2,295
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,295
Total Monthly Price
$2,295
153 Foster St, Unit 1
153 Foster StBoston, MA 02135
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$2,299
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,299
Total Monthly Price
$2,299
302 Washington St, Unit #57
302 Washington StBoston, MA 02135
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$2,300
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
28 Sidlaw Rd
28 Sidlaw RdBoston, MA 02135
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$2,3001 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 10
10 Lothian RdBoston, MA 02135
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$2,300Studio Apartments Available Sep 1
2018 Commonwealth Ave, Unit 31
2018 Commonwealth AveBoston, MA 02135
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.
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 | $2,354 | $1,700 | $4,230 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,496 | $1,000 | $5,679 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,491 | $1,350 | $6,287 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,874 | $1,400 | $8,350 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,037 | $1,050 | $9,600 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $5,959 | $1,350 | $9,000 |
| Chestnut Hill Middlesex 6 Bedroom Apartments | $9,466 | $4,900 | $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 54 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
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Best Value Apartments for Rent in Chestnut Hill Middlesex, MA
As of June 14, 2026 the best value apartment in the Chestnut Hill Middlesex area is the $0.22 price per square foot 2018 Commonwealth Avenue Model at 2018 Commonwealth Avenue, Unit 23 in the in the Chestnut Hill neighborhood starting from $2,200. The second greatest value Chestnut Hill Middlesex apartment is the 153 Foster St Model at 153 Foster St, Unit 1 starting at $2,295 with a $0.23 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 Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| 2018 Commonwealth Avenue, Unit 23 | 2018 Commonwealth Avenue | Studio ,1BA | $0.22 |
| 153 Foster St, Unit 1 | 153 Foster St | 1BR,1BA | $0.23 |
| 22 Fairbanks St, Unit #6 | 22 Fairbanks St | 1BR,1BA | $0.27 |
| 48 Langley Rd, Unit 1 | 48 Langley Rd | 3BR,1BA | $0.26 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.23 |
| 258 Chestnut Hill Ave, Unit 1 | 258 Chestnut Hill Ave | Studio ,1BA | $0.22 |
| 193 Strathmore Rd, Unit 10 | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 46 Bostonia Ave, Unit 1 | 46 Bostonia Ave | 2BR,1BA | $0.29 |
| 49 Winship St | 49 Winship St | 2BR,1BA | $0.25 |
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.
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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 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.
How much is rent for a Cheap One Bedroom Chestnut Hill Middlesex Apartment?
The lowest price for a Cheap One Bedroom Chestnut Hill Middlesex Apartment is $2,195 at 31-35 South Street.
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
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.
Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.