Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (328 Rentals)

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Reservoir Towers
Rent Specials
$2,575 - $4,175

Total Monthly Price

Base Rent$2,575 - $4,175

Total Monthly Price$2,575 - $4,175
1 to 2 Bedroom Apartments Available Now

Reservoir Towers

1931 Commonwealth AveBrighton, MA 02135
Corporate Housing
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  • Customer Reviewed
  • Utilities Included
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Avalon at Chestnut Hill
Rent Specials
$3,105 - $6,410

Total Monthly Price

Base Rent$3,040 - $6,345
Required Monthly Fees$65

Total Monthly Price$3,105 - $6,410
Studio to 3 Bedroom Apartments Available Now

Avalon at Chestnut Hill

160 Boylston StChestnut Hill, MA 02467
Furnished
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  • Utilities Included
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31-35 South Street
Rent Specials
$3,000 - $3,650

Total Monthly Price

Base Rent$3,000 - $3,650

Total Monthly Price$3,000 - $3,650
1 to 3 Bedroom Apartments Available Now

31-35 South Street

31 South StBrighton, MA 02135
Student Housing
  • Verified
  • Utilities Included
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286 & 288 Chestnut Hill Avenue
Rent Specials
$2,100 - $3,100

Total Monthly Price

Base Rent$2,100 - $3,100

Total Monthly Price$2,100 - $3,100
Studio to 2 Bedroom Apartments Available Now

286 & 288 Chestnut Hill Avenue

286-288 Chestnut Hill AveBrighton, MA 02135
Student Housing
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  • Customer Reviewed
  • Utilities Included
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12 Gerald Rd, Unit 1
$10,500

Total Monthly Price

Base Rent$10,500

Total Monthly Price$10,500
12 Month Lease Term
5 Bedroom Apartment Available Aug 31, 2027

12 Gerald Rd, Unit 1

12 Gerald RdBoston, MA 02135
Cost Per Sq.Ft.

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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141 Englewood Ave, Unit 38
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
12 Month Lease Term
1 Bedroom Apartment Available Now

141 Englewood Ave, Unit 38

141 Englewood AveBoston, MA 02135
Cost Per Sq.Ft.
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8 Cenacle Rd, Unit 8 Cenacle
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
12 Month Lease Term
4 Bedroom Apartment Available Now

8 Cenacle Rd, Unit 8 Cenacle

8 Cenacle RdBoston, MA 02135
Furnished
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315 Foster St, Unit 1
$6,700

Total Monthly Price

Base Rent$6,700

Total Monthly Price$6,700
12 Month Lease Term
4 Bedroom Apartment Available Jul 28, 2027

315 Foster St, Unit 1

315 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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45 Radnor Rd, Unit 1
$9,800

Total Monthly Price

Base Rent$9,800

Total Monthly Price$9,800
12 Month Lease Term
6 Bedroom Apartment Available Aug 22, 2027

45 Radnor Rd, Unit 1

45 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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45 Radnor Rd, Unit 1A
$9,800

Total Monthly Price

Base Rent$9,800

Total Monthly Price$9,800
12 Month Lease Term
6 Bedroom Apartment Available Aug 22, 2027

45 Radnor Rd, Unit 1A

45 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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104 Strathmore Rd, Unit 2
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
12 Month Lease Term
4 Bedroom Apartment Available Now

104 Strathmore Rd, Unit 2

104 Strathmore RdBoston, MA 02135
Cost Per Sq.Ft.
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541 Washington St, Unit 3
$1,100

Total Monthly Price

Base Rent$1,100

Total Monthly Price$1,100
12 Month Lease Term
3 Bedroom Apartment Available Now

541 Washington St, Unit 3

541 Washington StBoston, MA 02135
Affordability
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16 Gerald Rd, Unit 1
$6,200

Total Monthly Price

Base Rent$6,200

Total Monthly Price$6,200
12 Month Lease Term
3 Bedroom Apartment Available Aug 30, 2027

16 Gerald Rd, Unit 1

16 Gerald 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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120 Kenrick St, Unit 5
$5,000

Total Monthly Price

Base Rent$5,000

Total Monthly Price$5,000
12 Month Lease Term
4 Bedroom Apartment Available Now

120 Kenrick St, Unit 5

120 Kenrick StBoston, MA 02135
Cost Per Sq.Ft.
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124 Kenrick St, Unit 5
$5,500

Total Monthly Price

Base Rent$5,500

Total Monthly Price$5,500
12 Month Lease Term
4 Bedroom Apartment Available Now

124 Kenrick St, Unit 5

124 Kenrick StBoston, MA 02135
Cost Per Sq.Ft.
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28 Manet Rd
$4,900 - $5,700

Total Monthly Price

Base Rent$4,900 - $5,700

Total Monthly Price$4,900 - $5,700
12 Month Lease Term
4 to 5 Bedroom Apartment Available Sep 1, 2027

28 Manet Rd

28 Manet RdChestnut Hill, MA 02467
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324 Chestnut Hill Ave, Unit 1
$2,650

Total Monthly Price

Base Rent$2,650

Total Monthly Price$2,650
12 Month Lease Term
1 Bedroom Apartment Available Now

324 Chestnut Hill Ave, Unit 1

324 Chestnut Hill AveBoston, MA 02135
Affordability
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54 Crosby Rd, Unit 2
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
12 Month Lease Term
3 Bedroom Apartment Available Now

54 Crosby Rd, Unit 2

54 Crosby RdChestnut Hill, MA 02467
Cost Per Sq.Ft.
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106 Strathmore Rd, Unit 3T
$4,700

Total Monthly Price

Base Rent$4,700

Total Monthly Price$4,700
12 Month Lease Term
5 Bedroom Apartment Available Now

106 Strathmore Rd, Unit 3T

106 Strathmore RdBoston, MA 02135
Affordability
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106 Strathmore Rd, Unit 3
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
12 Month Lease Term
5 Bedroom Apartment Available Now

106 Strathmore Rd, Unit 3

106 Strathmore RdBoston, MA 02135
Affordability
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57 Breck Ave, Unit #2
$2,950

Total Monthly Price

Base Rent$2,950

Total Monthly Price$2,950
12 Month Lease Term
3 Bedroom Apartment Available Now

57 Breck Ave, Unit #2

57 Breck AveBoston, MA 02135
Cost Per Sq.Ft.
  • Smoke Free

Neighborhood & Market Insights: How to Choose the Right Area to Rent

Master your search for the perfect apartment. Location is everything. Discover how to leverage community insights, public data, and personal visits to make a fully informed decision about where to rent.

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15 Chiswick Ter, Unit 1
$2,300

Total Monthly Price

Base Rent$2,300

Total Monthly Price$2,300
12 Month Lease Term
Studio Apartment Available Now

15 Chiswick Ter, Unit 1

15 Chiswick TerBoston, MA 02135
Affordability
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104 Strathmore Rd, Unit 3
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
12 Month Lease Term
5 Bedroom Apartment Available Now

104 Strathmore Rd, Unit 3

104 Strathmore RdBoston, MA 02135
Affordability
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71 Foster St, Unit 2
$3,200

Total Monthly Price

Base Rent$3,200

Total Monthly Price$3,200
12 Month Lease Term
3 Bedroom Apartment Available Now

71 Foster St, Unit 2

71 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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1986 Commonwealth Ave, Unit 4
$2,650

Total Monthly Price

Base Rent$2,650

Total Monthly Price$2,650
12 Month Lease Term
1 Bedroom Apartment Available Now

1986 Commonwealth Ave, Unit 4

1986 Commonwealth AveBoston, MA 02135
Affordability
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315 Foster St, Unit 1
$6,700

Total Monthly Price

Base Rent$6,700

Total Monthly Price$6,700
12 Month Lease Term
4 Bedroom Apartment Available Jul 28, 2027

315 Foster St, Unit 1

315 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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315 Foster St, Unit 2
$10,100

Total Monthly Price

Base Rent$10,100

Total Monthly Price$10,100
12 Month Lease Term
6 Bedroom Apartment Available Now

315 Foster St, Unit 2

315 Foster StBoston, MA 02135
Cost Per Sq.Ft.

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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43 Glenmont Rd, Unit 2
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
12 Month Lease Term
3 Bedroom Apartment Available Now

43 Glenmont Rd, Unit 2

43 Glenmont RdBoston, MA 02135
Cost Per Sq.Ft.
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2 Chestnut Hill Ave, Unit 4
$2,000

Total Monthly Price

Base Rent$2,000

Total Monthly Price$2,000
12 Month Lease Term
Studio Apartment Available Now

2 Chestnut Hill Ave, Unit 4

2 Chestnut Hill AveBoston, MA 02135
Cost Per Sq.Ft.
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104 Strathmore Rd
$4,300 - $4,500

Total Monthly Price

Base Rent$4,300 - $4,500

Total Monthly Price$4,300 - $4,500
12 Month Lease Term
4 to 5 Bedroom Apartment Available Now

104 Strathmore Rd

104 Strathmore RdBoston, MA 02135
Affordability
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69 Breck Ave
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
12 Month Lease Term
5 Bedroom Apartment Available Now

69 Breck Ave

69 Breck AveBoston, MA 02135
Cost Per Sq.Ft.
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6 Leicester St, Unit 1
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
12 Month Lease Term
3 Bedroom Apartment Available Now

6 Leicester St, Unit 1

6 Leicester StBoston, MA 02135
Affordability

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

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Learn the property manager's true secrets to a zero-deduction move-out. Use this step-by-step guide on documentation, cleaning, and lease-reading to reclaim your security deposit.

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18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property

Tour smarter and choose with confidence. Get the essential 18 questions that reveal the truth about a rental property's maintenance, utilities, and safety.

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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.

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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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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.

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Pet Friendly Lifestyle
Chestnut Hill Middlesex, Chestnut Hill, MA

Ranked #1

Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

3.5
Pet Friendly

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Frequently Asked Questions about Chestnut Hill Middlesex

What is the current pricing and availability for apartments for rent in the Chestnut Hill Middlesex area of Chestnut Hill, MA?

As of today, September 12, 2026, there are currently 328 available Chestnut Hill Middlesex apartments priced from $1,000 to $13,500, with an average monthly rent of $3,865.

How much are Studio apartments in Chestnut Hill Middlesex?

There are currently 46 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,800 to $4,320 with an average price of $2,410.

What is the current price range for One Bedroom Chestnut Hill Middlesex Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Chestnut Hill Middlesex ranges from $1,800 to $4,841 with an average monthly rent of $2,576.

What does renting a Two Bedroom Apartment in Chestnut Hill Middlesex cost?

The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill Middlesex range from $2,350 to $6,120. Today's average rental price for Two Bedrooms here is $3,531.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 75 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $7,790 - averaging $3,946 for the location.

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

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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.

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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.

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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.

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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.