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$1,0001 Bedroom Apartments Available Now
14 Wallingford Rd, Unit 2
14 Wallingford RdBoston, MA 02135
Cheap Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $900 (74 Rentals)
Search the lowest-cost Apartments available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.
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$1,350
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 Price12 Month Lease Term
3 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$1,350
Total Monthly Price
$1,350
26 Lake Shore Ter, Unit 2
26 Lake Shore TerBoston, MA 02135
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$1,475
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Sep 1Total Monthly Price
Base Rent
$1,475
Total Monthly Price
$1,475
541 Washington St, Unit Top Floor Apartment
541 Washington StBoston, MA 02135
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$1,800
Total Monthly Price12 Month Lease Term
Studio Apartment Available Sep 1Total Monthly Price
Base Rent
$1,800
Total Monthly Price
$1,800
141 Englewood Ave, Unit 2
141 Englewood AveBoston, MA 02135
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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
28 Academy Hill Rd
BostonMA02135
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$1,900
Total Monthly Price12 Month Lease Term
Studio Apartment Available Sep 1Total Monthly Price
Base Rent
$1,900
Total Monthly Price
$1,900
18 Malbert Rd, Unit 1
18 Malbert RdBoston, MA 02135
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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
2 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$1,950
Total Monthly Price
$1,950
32 Sidlaw Rd, Unit 3
32 Sidlaw RdBoston, MA 02135
Rent According to Income: A Look at Income-Restricted Rentals
Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.
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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
2018 Commonwealth Avenue, Unit 23
2018 Commonwealth AvenueBoston, MA 02135
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$1,950Studio Apartments Available Sep 1
2018 Commonwealth Ave, Unit 9
2018 Commonwealth AveBoston, 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 #14
28 Sidlaw RdBoston, MA 02135
23 Parsons St
BostonMA02135
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$1,975
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Jul 31Total Monthly Price
Base Rent
$1,975
Total Monthly Price
$1,975
2 Lothian Rd
2 Lothian RdBoston, MA 02135
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$1,995Studio Apartments Available Sep 1
365 Washington St, Unit 204A
365 Washington 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
2 Chestnut Hill Ave, Unit 4
2 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
193 Strathmore Rd, Unit 10
193 Strathmore RdBoston, MA 02135
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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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$2,0501 Bedroom Apartments Available Aug 1
199 Strathmore Rd, Unit 2
199 Strathmore RdBoston, MA 02135
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
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$2,0501 Bedroom Apartments Available Now
199 Strathmore Rd, Unit 9
199 Strathmore RdBoston, MA 02135
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$2,050
Total Monthly Price12 Month Lease Term
Studio Apartment Available NowTotal Monthly Price
Base Rent
$2,050
Total Monthly Price
$2,050
21 Chestnut Hill Ave, Unit 3
21 Chestnut Hill AveBoston, MA 02135
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$2,099Studio Apartments Available Now
2018 Commonwealth Ave, Unit 23
2018 Commonwealth AveBoston, MA 02135
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Rent Specials
$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
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Aug 1Total Monthly Price
Base Rent
$2,100
Total Monthly Price
$2,100
1997 Commonwealth Ave
1997 Commonwealth AveBoston, 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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$2,100Studio Apartments Available Sep 1
2018 Commonwealth Ave, Unit 7
2018 Commonwealth AveBoston, MA 02135
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$2,100Studio Apartments Available Now
2018 Commonwealth Ave, Unit 23
2018 Commonwealth AveBoston, MA 02135
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$2,1001 Bedroom Apartments Available Sep 1
199 Strathmore Rd, Unit 6
199 Strathmore RdBoston, MA 02135
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$2,1501 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 14
10 Lothian RdBoston, 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.
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$2,1751 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 16
10 Lothian RdBoston, MA 02135
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$2,1751 Bedroom Apartments Available Sep 1
11 Embassy Rd, Unit 6C
11 Embassy RdBoston, MA 02135
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$2,1951 Bedroom Apartments Available Sep 1
1820 Commonwealth Ave, Unit 22
1820 Commonwealth AveBoston, MA 02135
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$2,200Studio Apartments Available Sep 1
125 Chiswick Rd, Unit 303
125 Chiswick RdBoston, MA 02135
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$2,200Studio Apartments Available Sep 1
125 Chiswick Rd, Unit 307
125 Chiswick RdBoston, MA 02135
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$2,2001 Bedroom Apartments Available Sep 1
10 Lothian Rd, Unit 10
10 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
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
1945 Commonwealth 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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$2,2501 Bedroom Apartments Available Sep 1
1820 Commonwealth Ave, Unit 36
1820 Commonwealth AveBoston, MA 02135
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$2,250
Total Monthly Price12 Month Lease Term
Studio Apartment Available Aug 15Total Monthly Price
Base Rent
$2,250
Total Monthly Price
$2,250
165 Chiswick Rd, Unit B
165 Chiswick RdBoston, MA 02135
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$2,2501 Bedroom Apartments Available Now
10 Lothian Rd, Unit 12
10 Lothian RdBoston, MA 02135
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$2,2501 Bedroom Apartments Available Sep 1
3 Lothian Rd, Unit 21
3 Lothian RdBoston, MA 02135
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$2,2501 Bedroom Apartments Available Now
5 Lothian Rd, Unit 33
5 Lothian RdBoston, MA 02135
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$2,2501 Bedroom Apartments Available Sep 1
5 Lothian Rd, Unit 41
5 Lothian RdBoston, MA 02135
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$2,2501 Bedroom Apartments Available Sep 1
5 Lothian Rd, Unit 43
5 Lothian RdBoston, 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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$2,300Studio Apartment Available Sep 1
15 Chiswick Ter, Unit 1
15 Chiswick TerBoston, 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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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 | $2,343 | $1,800 | $4,230 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,635 | $960 | $7,399 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,386 | $1,350 | $5,434 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,785 | $1,350 | $7,999 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $4,755 | $2,400 | $7,000 |
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 74 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
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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 July 29, 2026 the best value apartment in the Chestnut Hill Middlesex area is the $0.30 price per square foot 31 N Crescent Circuit Model at 31 N Crescent Circuit, Unit 1z in the in the St. Elizabeth's neighborhood starting from $3,000. The second greatest value Chestnut Hill Middlesex apartment is the 31 Willoughby St Model at 31 Willoughby St, Unit 1 starting at $3,300 with a $0.33 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. |
|---|---|---|---|
| 31 N Crescent Circuit, Unit 1z | 31 N Crescent Circuit | 2BR,1BA | $0.30 |
| 31 Willoughby St, Unit 1 | 31 Willoughby St | 3BR,1BA | $0.33 |
| 58 Tremont St | 58 Tremont St | 3BR,1BA | $0.35 |
| 23 Willoughby St, Unit 2 | 23 Willoughby St | 3BR,1BA | $0.33 |
| 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 |
| 2 Chestnut Hill Ave, Unit 4 | 2 Chestnut Hill Ave | Studio ,1BA | $0.20 |
| 15 South St, Unit 6 | 15 South St | 2BR,1BA | $0.28 |
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 $2,250 at 286 & 288 Chestnut Hill Avenue.
What is the lowest price for a Cheap Two Bedroom Chestnut Hill Middlesex Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Chestnut Hill Middlesex is starting from $2,900 at 286 & 288 Chestnut Hill Avenue.
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
Rent According to Income: A Look at Income-Restricted Rentals
Written by: Robin Stewart
The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.
Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.
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.