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$1,000
Total Monthly Price
Base Rent$1,000
Total Monthly Price$1,000
539 Washington St, Unit 2
539 Washington StBoston, MA 02135
Cheap Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA from $976 (33 Rentals)
Search the lowest-cost Apartments available for rent right now in the Chestnut Hill Middlesex area of Chestnut Hill.
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$1,100
Total Monthly Price
Base Rent$1,100
Total Monthly Price$1,100
541 Washington St, Unit 3
541 Washington StBoston, MA 02135
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$1,350
Total 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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$1,475
Total Monthly Price
Base Rent$1,475
Total Monthly Price$1,475
541 Washington St, Unit Top Floor Three-Bedroom
541 Washington StBoston, MA 02135
28 Academy Hill Rd
BostonMA02135
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$1,800
Total 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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$1,800
Total Monthly Price
Base Rent$1,800
Total Monthly Price$1,800
141 Englewood, Unit 2
141 EnglewoodBoston, MA 02135
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$1,900
Total Monthly Price
Base Rent$1,900
Total Monthly Price$1,900
18 Malbert Rd, Unit 1
18 Malbert 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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$1,900
Total Monthly Price
Base Rent$1,900
Total Monthly Price$1,900
193 Strathmore Rd
193 Strathmore RdBoston, MA 02135
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$1,9501 Bedroom Apartments Available Now
199 Strathmore Rd, Unit 9
199 Strathmore RdBoston, MA 02135
23 Parsons St
BostonMA02135
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$1,9501 Bedroom Apartments Available Now
199 Strathmore Rd, Unit 6
199 Strathmore RdBoston, MA 02135
1949 Commonwealth Ave
BostonMA02135
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$1,975Studio Apartments Available Now
365 Washington St, Unit 204A
365 Washington StBoston, MA 02135
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$2,000
Total 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 Price
Base Rent$2,000
Total Monthly Price$2,000
193 Strathmore Rd, Unit 10
193 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.
1840 Commonwealth Ave
BostonMA02135
5 Braemore Rd
BostonMA02135
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$2,100
Total Monthly Price
Base Rent$2,100
Total Monthly Price$2,100
258 Chestnut Hill Ave, Unit 1
258 Chestnut Hill AveBoston, MA 02135
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Rent Specials
$2,100 - $3,100
Total 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
185 Chestnut Hill Ave
BostonMA02135
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$2,1951 Bedroom Apartments Available Now
1961 Commonwealth Ave, Unit B1
1961 Commonwealth AveBoston, MA 02135
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$2,2001 Bedroom Apartments Available Now
35 Brock St, Unit 2
35 Brock StBoston, MA 02135
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$2,200
Total Monthly Price
Base Rent$2,200
Total Monthly Price$2,200
11 Travis Dr, Unit Travis
11 Travis DrChestnut Hill, MA 02467
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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$2,200
Total 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 Price
Base Rent$2,200
Total Monthly Price$2,200
2018 Commonwealth Ave
2018 Commonwealth AveBoston, MA 02135
11 Travis Dr
NewtonMA02467
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$2,295
Total 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
Total Monthly Price
Base Rent$2,295
Total Monthly Price$2,295
7 Winship St, Unit 1
7 Winship StBoston, MA 02135
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$2,3001 Bedroom Apartments Available Now
142 Kenrick St, Unit 34
142 Kenrick StBoston, MA 02135
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Studio to 1 Bedroom Apartments
Weinberg House: 62+ Senior
132 Chestnut Hill AveBrighton, MA 02135
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Studio to 3 Bedroom Apartments
MBH Apartments
1078-1126 Boylston StChestnut Hill, MA 02467
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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Studio to 3 Bedroom Apartments
Teel Realty
1955 Commonwealth AveBrighton, MA 02135
Showing Results 1-33, Page 1 of 1
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 | $2,410 | $1,800 | $4,320 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,576 | $1,800 | $4,841 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,531 | $2,350 | $6,120 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,946 | $1,000 | $7,790 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,076 | $1,350 | $9,900 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $5,953 | $4,100 | $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 33 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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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 September 12, 2026 the best value apartment in the Chestnut Hill Middlesex area is the $0.18 price per square foot 141 Englewood Model at 141 Englewood, Unit 2 in the in the Chestnut Hill neighborhood starting from $1,800. The second greatest value Chestnut Hill Middlesex apartment is the 193 Strathmore Rd Model at 193 Strathmore Rd starting at $1,900 with a $0.19 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. |
|---|---|---|---|
| 141 Englewood, Unit 2 | 141 Englewood | Studio ,1BA | $0.18 |
| 193 Strathmore Rd | 193 Strathmore Rd | 1BR,1BA | $0.19 |
| 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 |
| 7 Lothian Rd, Unit 3 | 7 Lothian Rd | 1BR,1BA | $0.22 |
| 198 Strathmore Rd, Unit 3 | 198 Strathmore Rd | 1BR,1BA | $0.23 |
| 141 Englewood Ave, Unit 38 | 141 Englewood Ave | 1BR,1BA | $0.25 |
| 2 Oneil Pl, Unit 2 | 2 Oneil Pl | 2BR,1BA | $0.28 |
| 6 Gerald Rd, Unit A | 6 Gerald Rd | 2BR,1BA | $0.29 |
| 57 Breck Ave, Unit #2 | 57 Breck Ave | 3BR,1BA | $0.30 |
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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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.
Read ArticleReal 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.
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 $2,700 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.
Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.
First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.