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$945
Plus Fees
1 Bedroom Apartments Available Jan 1, 202614 Wallingford Rd
14 Wallingford RdBrighton, MA 02135
Cheap Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $900 (59 Rentals)
Search the lowest-cost Apartments available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.
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$1,050
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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$1,150
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
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$1,650
Plus Fees
1 Bedroom Apartments Available NowFurnished Bedroom with Private Ensuite Bat
12 Nonantum StBoston, MA 02135
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$1,850
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,850
Total Monthly Price
$1,850
1880 Commonwealth Ave, Unit #1
1880 Commonwealth AveBoston, 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
19 Beechcroft St
BostonMA02135
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$1,950
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
2018 Commonwealth Avenue, Unit 33
2018 Commonwealth AvenueBoston, MA 02135
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$1,950
Plus Fees
Studio Apartments Available Now2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
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$1,950
Total Monthly Price12 Month Lease Term
Studio Apartment Available Jan 1, 2026Total Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
3 Lothian Rd, Unit 24
3 Lothian RdBoston, 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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$1,950
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
2016 Commonwealth Ave, Unit 2
2016 Commonwealth AveBoston, MA 02135
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$1,950
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
11 Beechcroft St, Unit 4
11 Beechcroft StBoston, MA 02135
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$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
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$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
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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
28 Sidlaw Rd, Unit 6
28 Sidlaw RdBoston, MA 02135
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$2,000
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,000
Total Monthly Price
$2,000
2018 Commonwealth Ave, Unit 42
2018 Commonwealth AveBoston, 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
193 Strathmore RdBoston, MA 02135
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$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
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$2,000
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jan 1, 2026Total 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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Rent Specials
$2,100 - $3,100
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,100 - $3,100
Total Monthly Price
$2,100 - $3,100
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, 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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$2,100
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
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$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
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$2,195
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,195
Total Monthly Price
$2,195
45 Chestnut Hill Ave, Unit 1
45 Chestnut Hill AveBoston, 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 Trapelo St
7 Trapelo StBoston, 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
10 Trapelo St, Unit 2
10 Trapelo StBoston, 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
198 Strathmore Rd, Unit 3
198 Strathmore RdBoston, 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
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
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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
20 Brock St, Unit 2
20 Brock StBoston, MA 02135
7 Mt Vernon St
BostonMA02135
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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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$2,268
Plus Fees
1 Bedroom Apartments Available Sep 1, 2026144 Kenrick St
144 Kenrick StBoston, 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
39 South St, Unit 24
39 South StBoston, MA 02135
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$2,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
2003 Commonwealth Avenue, Unit 29
2003 Commonwealth AvenueBoston, MA 02135
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
183 Strathmore Rd, Unit 2
183 Strathmore RdBoston, MA 02135
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$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
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$2,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
391 Langley Rd, Unit 2
391 Langley RdNewton, MA 02459
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$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
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$2,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
1999 Commonwealth Ave, Unit 2018-48
1999 Commonwealth AveBoston, 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
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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$2,300
Plus Fees
1 Bedroom Apartments Available Now1933 Commonwealth Ave
1933 Commonwealth AveBoston, MA 02135
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$2,300
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
16 Chestnut Hill Ave, Unit #1
16 Chestnut Hill AveBoston, MA 02135
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$2,300
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,300
Total Monthly Price
$2,300
391 Langley Rd, Unit 2
391 Langley RdNewton, MA 02459
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$2,325
Plus Fees
1 Bedroom Apartments Available Now2045 Commonwealth Ave
2045 Commonwealth AveBoston, MA 02135
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$2,340
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,340
Total Monthly Price
$2,340
258 Chestnut Hill Ave, Unit 2
258 Chestnut Hill AveBoston, MA 02135
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$2,350
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,350
Total Monthly Price
$2,350
1959 Commonwealth Ave, Unit 2
1959 Commonwealth AveBoston, MA 02135
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$2,385
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,385
Total Monthly Price
$2,385
260 Chestnut Hill Ave, Unit 1
260 Chestnut Hill AveBoston, MA 02135
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$2,400
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
189 Chestnut Hill Ave, Unit 12
189 Chestnut Hill AveBoston, MA 02135
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$2,400
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
258 Chestnut Hill Ave, Unit 4
258 Chestnut Hill AveBoston, MA 02135
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$2,400
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,400
Total Monthly Price
$2,400
249 Chestnut Hill Ave, Unit 32
249 Chestnut Hill AveBoston, 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.
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 | $2,378 | $1,850 | $3,450 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,515 | $945 | $4,500 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,361 | $2,000 | $5,200 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,935 | $2,550 | $6,220 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,403 | $3,200 | $9,600 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $6,888 | $4,300 | $9,000 |
| Chestnut Hill Middlesex 6 Bedroom Apartments | $10,196 | $6,500 | $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 59 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 December 09, 2025 the best value apartment in the Chestnut Hill Middlesex area is the $0.20 price per square foot 2018 Commonwealth Avenue Model at 2018 Commonwealth Avenue, Unit 33 in the in the Chestnut Hill neighborhood starting from $1,950. The second greatest value Chestnut Hill Middlesex apartment is the 2016 Commonwealth Ave Model at 2016 Commonwealth Ave, Unit 2 starting at $1,950 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. |
|---|---|---|---|
| 2018 Commonwealth Avenue, Unit 33 | 2018 Commonwealth Avenue | Studio ,1BA | $0.20 |
| 2016 Commonwealth Ave, Unit 2 | 2016 Commonwealth Ave | Studio ,1BA | $0.20 |
| 193 Strathmore Rd | 193 Strathmore Rd | 1BR,1BA | $0.20 |
| 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 |
| 20 Brock St, Unit 2 | 20 Brock St | 1BR,1BA | $0.22 |
| 10 Trapelo St, Unit 2 | 10 Trapelo St | 1BR,1BA | $0.22 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.22 |
| 7 Trapelo St | 7 Trapelo St | 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.
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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
Getting Around the Chestnut Hill Middlesex Neighborhood in Chestnut Hill, MA
Walk Score®
59 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
53 / 100
Good Transit
Many nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
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 Avalon at Chestnut Hill listed at $2,970.
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
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.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.