close
View Me
Rent Specials
$3,975 - $4,175
Total Monthly Price
Base Rent$3,125 - $4,175
Total Monthly Price$3,125 - $4,175
Reservoir Towers
1931 Commonwealth AveBrighton, MA 02135
2 Bedroom Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (93 Rentals)
close
View Me
$3,795
Total Monthly Price
Base Rent$3,795
Total Monthly Price$3,795
Langley Terrace
392 Langley RdNewton, MA 02459
close
View Me
Rent Specials
$4,440 - $5,825
Total Monthly Price
Base Rent$2,840 - $5,915
Required Monthly Fees$65
Total Monthly Price$2,905 - $5,980
Avalon at Chestnut Hill
160 Boylston StChestnut Hill, MA 02467
close
View Me
Rent Specials
$3,300
Total Monthly Price
Base Rent$3,000 - $3,600
Total Monthly Price$3,000 - $3,600
31-35 South Street
31 South StBrighton, MA 02135
close
View Me
Rent Specials
$2,700
Total Monthly Price
Base Rent$2,250 - $3,100
Total Monthly Price$2,250 - $3,100
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
close
View Me
$4,250
Total Monthly Price
Base Rent$4,250
Total Monthly Price$4,250
2021 Commonwealth Ave, Unit 4
2021 Commonwealth AveBoston, MA 02135
close
View Me
$3,000
Total Monthly Price
Base Rent$3,000
Total Monthly Price$3,000
92 Brayton Rd, Unit 92 Brayton Rd Brighton
92 Brayton RdBoston, MA 02135
close
View Me
$2,875
Total Monthly Price
Base Rent$2,750 - $2,875
Total Monthly Price$2,750 - $2,875
258 Chestnut Hill Ave
258 Chestnut Hill AveBoston, MA 02135
close
View Me
$2,900
Total Monthly Price
Base Rent$2,900
Total Monthly Price$2,900
39 Larch St, Unit 39
39 Larch StBoston, MA 02135
close
View Me
$3,200
Total Monthly Price
Base Rent$3,200
Total Monthly Price$3,200
209-211 Langley Rd, Unit 209
209-211 Langley RdNewton, MA 02459
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.
close
View Me
$3,200
Total Monthly Price
Base Rent$3,200
Total Monthly Price$3,200
2 Priscilla Rd, Unit 1
2 Priscilla RdBoston, MA 02135
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
129 Chiswick Rd, Unit 212
129 Chiswick RdBoston, MA 02135
close
View Me
$2,500
Total Monthly Price
Base Rent$2,500
Total Monthly Price$2,500
152 Chestnut Hill Ave, Unit 1
152 Chestnut Hill AveBoston, MA 02135
close
View Me
$2,700
Total Monthly Price
Base Rent$2,700
Total Monthly Price$2,700
1933 Commonwealth Ave, Unit 409
1933 Commonwealth AveBoston, MA 02135
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
39 Commonwealth Avenue, Unit 12
39 Commonwealth AvenueNewton, MA 02467
close
View Me
$2,400
Total Monthly Price
Base Rent$2,400
Total Monthly Price$2,400
20 Shanley St, Unit 1R
20 Shanley StBoston, MA 02135
close
View Me
$3,200
Total Monthly Price
Base Rent$3,200
Total Monthly Price$3,200
9 Montfern Ave, Unit 9A
9 Montfern AveBoston, MA 02135
close
View Me
$3,400
Total Monthly Price
Base Rent$3,400
Total Monthly Price$3,400
2025 Commonwealth Ave, Unit 7
2025 Commonwealth AveBoston, MA 02135
close
View Me
$3,600
Total Monthly Price
Base Rent$3,600
Total Monthly Price$3,600
435 Market St, Unit 301
435 Market StBoston, MA 02135
close
View Me
$3,700
Total Monthly Price
Base Rent$3,700
Total Monthly Price$3,700
16 South St, Unit 12
16 South StBoston, MA 02135
Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.
close
View Me
$3,200
Total Monthly Price
Base Rent$3,200
Total Monthly Price$3,200
99 Chestnut Hill Ave, Unit 313
99 Chestnut Hill AveBoston, MA 02135
close
View Me
$3,895
Total Monthly Price
Base Rent$3,895
Total Monthly Price$3,895
2009 Commonwealth Ave
2009 Commonwealth AveBoston, MA 02135
close
View Me
$3,100
Total Monthly Price
Base Rent$2,450 - $4,650
Total Monthly Price$2,450 - $4,650
1999 Commonwealth Ave
1999 Commonwealth AveBoston, MA 02135
close
View Me
$4,000
Total Monthly Price
Base Rent$4,000
Total Monthly Price$4,000
181 Washington St, Unit 710
181 Washington StBoston, MA 02135
close
View Me
$3,100
Total Monthly Price
Base Rent$3,100
Total Monthly Price$3,100
149 Chiswick Rd, Unit 212
149 Chiswick RdBoston, MA 02135
close
View Me
$2,600
Total Monthly Price
Base Rent$2,600
Total Monthly Price$2,600
142 Kenrick St, Unit 3
142 Kenrick StBoston, MA 02135
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
39 Foster St, Unit 1
39 Foster StBoston, MA 02135
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
20 Shanley St, Unit 1
20 Shanley StBoston, MA 02135
close
View Me
$2,900
Total Monthly Price
Base Rent$2,900
Total Monthly Price$2,900
153 Foster St, Unit 3D
153 Foster StBoston, MA 02135
close
View Me
$2,900
Total Monthly Price
Base Rent$2,900
Total Monthly Price$2,900
6 Gerald Rd, Unit A
6 Gerald 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.
close
View Me
$2,800
Total Monthly Price
Base Rent$2,800
Total Monthly Price$2,800
18 Malbert Rd, Unit 1
18 Malbert RdBoston, MA 02135
close
View Me
$3,000
Total Monthly Price
Base Rent$3,000
Total Monthly Price$3,000
153 Foster St, Unit 3
153 Foster StBoston, MA 02135
close
View Me
$3,100
Total Monthly Price
Base Rent$3,100
Total Monthly Price$3,100
153 Foster St, Unit 3
153 Foster StBoston, MA 02135
close
View Me
$2,750
Total Monthly Price
Base Rent$2,750
Total Monthly Price$2,750
2 Oneil Pl, Unit 2
2 Oneil PlBoston, MA 02135
close
View Me
$2,650
Total Monthly Price
Base Rent$2,325 - $2,650
Total Monthly Price$2,325 - $2,650
45 Chestnut Hill Ave
45 Chestnut Hill AveBoston, MA 02135
close
View Me
$3,500
Total Monthly Price
Base Rent$3,500
Total Monthly Price$3,500
148 Beacon St, Unit 1
148 Beacon StBoston, MA 02467
close
View Me
$2,300
Total Monthly Price
Base Rent$2,300
Total Monthly Price$2,300
83 Foster St, Unit 2
83 Foster StBoston, MA 02135
close
View Me
$2,750
Total Monthly Price
Base Rent$2,395 - $2,750
Total Monthly Price$2,395 - $2,750
1800 Commonwealth Ave
1800 Commonwealth AveBoston, MA 02135
close
View Me
$6,580
Total Monthly Price
Base Rent$6,140
Required Monthly Fees$440
Total Monthly Price$6,580
160 Boylston St, Unit SI FL3-ID2366A
160 Boylston StNewton, MA 02467
close
View Me
$2,4002 Bedroom Apartments Available Now
1846 Commonwealth Ave, Unit 4
1846 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.
close
View Me
$3,3002 Bedroom Apartments Available Now
35 South St, Unit 8
35 South StBoston, MA 02135
close
View Me
$6,560
Total Monthly Price
Base Rent$6,120
Required Monthly Fees$440
Total Monthly Price$6,560
160 Boylston St, Unit SI FL2-ID1892A
160 Boylston StNewton, MA 02467
close
View Me
$3,6002 Bedroom Apartments Available Now
207 Lake Shore Rd, Unit 2
207 Lake Shore RdBoston, MA 02135
close
View Me
$2,7002 Bedroom Apartments Available Now
365 Washington St, Unit 303A
365 Washington StBoston, MA 02135
close
View Me
$3,2002 Bedroom Apartments Available Now
2 O’Neil Place, Unit 2
2 O'Neil PlBoston, MA 02135
close
View Me
$2,6002 Bedroom Apartments Available Now
19 South St, Unit 1
19 South StBoston, MA 02135
close
View Me
$2,9502 Bedroom Apartments Available Now
142 Kenrick St, Unit 2
142 Kenrick StBoston, MA 02135
close
View Me
$2,7002 Bedroom Apartments Available Now
286 Chestnut Hill Ave, Unit 5
286 Chestnut Hill AveBoston, MA 02135
close
View Me
$2,4002 Bedroom Apartments Available Now
36 Dighton St, Unit 12
36 Dighton StBoston, MA 02135
close
View Me
$3,5952 Bedroom Apartments Available Now
2017 Commonwealth Ave, Unit 6
2017 Commonwealth AveBoston, MA 02135
Renting with Roommates: Realistic Expectations for Shared Lease
Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.
Showing Results 1-50, Page 1 of 2
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 | $2,447 | $1,700 | $4,379 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,638 | $1,800 | $5,115 |
Chestnut Hill Middlesex 2 Bedroom Apartments | $3,587 | $2,300 | $6,740 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,739 | $1,000 | $7,450 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,761 | $2,400 | $9,900 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $5,985 | $4,300 | $9,540 |
| Chestnut Hill Middlesex 6 Bedroom Apartments | $8,967 | $5,500 | $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 93 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
Largest Available Chestnut Hill Middlesex 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in the Chestnut Hill Middlesex area of Boston College, MA is found at Avalon at Chestnut Hill and is listed at 1,365 square feet priced from $5,000. Here is today’s list of the largest available 2 Bedroom units in the area:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Avalon at Chestnut Hill | B5 | 1,365 Sq Ft | $5,000 |
| Langley Terrace | 2 bed 2bath | 1,100 Sq Ft | $3,795 |
| Reservoir Towers | 2 Bed 1 Bath | 860 Sq Ft | $3,975 |
| 286 & 288 Chestnut Hill Avenue | Two Bedroom | 780 Sq Ft | $2,700 |
| 31-35 South Street | Two Bedroom One Bathroom | 752 Sq Ft | $3,000 |
Cheapest Available Chestnut Hill Middlesex 2 Bedroom Apartments
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| 286 & 288 Chestnut Hill Avenue | Two Bedroom | $2,700 |
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.
Read Article
Quick 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 2 Bedroom Chestnut Hill Middlesex Apartments
What is the Cheapest apartment in Chestnut Hill Middlesex with 2 Bedroom?
Currently the most affordable 2 Bedroom in Chestnut Hill Middlesex is at 286 & 288 Chestnut Hill Avenue listed at $2,700.
How much is the average rent for a 2 Bedroom Chestnut Hill Middlesex Apartment?
The average rent for a 2 Bedroom Apartment in Chestnut Hill Middlesex is $3,587.
What is the largest available 2 Bedroom Chestnut Hill Middlesex Apartment for rent?
Today's apartment with the most square footage in Chestnut Hill Middlesex is a 1,365 square feet unit starting from $5,000 at Avalon at Chestnut Hill.
What is the average size for Chestnut Hill Middlesex 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chestnut Hill Middlesex is currently 1,232 sq ft.
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
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.
How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.
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.