Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (412 Rentals)

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Avalon at Chestnut Hill
Rent Specials
$2,905 - $6,500
Total Monthly Price

Total Monthly Price

Base Rent
$2,840 - $6,435
Required Monthly Fees
$65

Total Monthly Price
$2,905 - $6,500
Studio to 3 Bedroom Apartments Available Now

Avalon at Chestnut Hill

160 Boylston StChestnut Hill, MA 02467
Furnished
  • Verified
  • Utilities Included
  • Smoke Free
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286 & 288 Chestnut Hill Avenue
Rent Specials
$2,100 - $3,125
Total Monthly Price

Total Monthly Price

Base Rent
$2,100 - $3,125

Total Monthly Price
$2,100 - $3,125
Studio to 2 Bedroom Apartments Available Now

286 & 288 Chestnut Hill Avenue

286-288 Chestnut Hill AveBrighton, MA 02135
Student Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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71 Foster St, Unit 2
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300
3 Bedroom Apartment Available Aug 31

71 Foster St, Unit 2

71 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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44 Greycliff Rd, Unit 1
$11,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,000

Total Monthly Price
$11,000
6 Bedroom Apartment Available Aug 31

44 Greycliff Rd, Unit 1

44 Greycliff RdBoston, MA 02135
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25 Hatherly Rd, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
3 Bedroom Apartment Available Sep 1

25 Hatherly Rd, Unit 1

25 Hatherly RdBoston, MA 02135
Affordability

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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104 Strathmore Rd, Unit 2
$4,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300
4 Bedroom Apartment Available Sep 1

104 Strathmore Rd, Unit 2

104 Strathmore RdBoston, MA 02135
Cost Per Sq.Ft.
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47 Lake Shore Ct, Unit 47 LSC
$3,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300
3 Bedroom Apartment Available Sep 1

47 Lake Shore Ct, Unit 47 LSC

47 Lake Shore CtBoston, MA 02135
Affordability
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517 Washington St, Unit 1
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
3 Bedroom Apartment Available Sep 1

517 Washington St, Unit 1

517 Washington StBoston, MA 02135
Affordability
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96 Academy Hill Rd, Unit 2
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
3 Bedroom Apartment Available Sep 1

96 Academy Hill Rd, Unit 2

96 Academy Hill RdBoston, MA 02135
Affordability
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315 Foster St, Unit 2
$10,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,150

Total Monthly Price
$10,150
6 Bedroom Apartment Available Now

315 Foster St, Unit 2

315 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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249 Foster St, Unit 1
$10,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,600

Total Monthly Price
$10,600
6 Bedroom Apartment Available Aug 28, 2027

249 Foster St, Unit 1

249 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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1986 Commonwealth Ave, Unit 4
$2,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,650

Total Monthly Price
$2,650
1 Bedroom Apartment Available Now

1986 Commonwealth Ave, Unit 4

1986 Commonwealth AveBoston, MA 02135
Affordability

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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15 South St, Unit 6
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
2 Bedroom Apartment Available Now

15 South St, Unit 6

15 South StBoston, MA 02135
Cost Per Sq.Ft.
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1997 Commonwealth Ave
$2,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,100

Total Monthly Price
$2,100
1 Bedroom Apartment Available Aug 1

1997 Commonwealth Ave

1997 Commonwealth AveBoston, MA 02135
Affordability
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104 Strathmore Rd, Unit 2
$4,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,300

Total Monthly Price
$4,300
4 Bedroom Apartment Available Aug 31

104 Strathmore Rd, Unit 2

104 Strathmore RdBoston, MA 02135
Cost Per Sq.Ft.
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315 Foster St, Unit 1
$6,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,750

Total Monthly Price
$6,750
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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43 Glenmont Rd, Unit 2
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
3 Bedroom Apartment Available Now

43 Glenmont Rd, Unit 2

43 Glenmont RdBoston, MA 02135
Cost Per Sq.Ft.
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315 Foster St
$6,750 - $10,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,750 - $10,150

Total Monthly Price
$6,750 - $10,150
4 to 6 Bedroom Apartment Available Jul 28, 2027

315 Foster St

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

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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104 Strathmore Rd, Unit 3
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500
5 Bedroom Apartment Available Aug 31

104 Strathmore Rd, Unit 3

104 Strathmore RdBoston, MA 02135
Affordability
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87 Wallingford Rd, Unit 3
$2,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,450

Total Monthly Price
$2,450
1 Bedroom Apartment Available Sep 1

87 Wallingford Rd, Unit 3

87 Wallingford RdBoston, MA 02135
Cost Per Sq.Ft.
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2 Chestnut Hill Ave, Unit 4
$2,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000
Studio Apartment Available Now

2 Chestnut Hill Ave, Unit 4

2 Chestnut Hill AveBoston, MA 02135
Cost Per Sq.Ft.
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4 Wallingford Rd, Unit 2
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000
3 Bedroom Apartment Available Now

4 Wallingford Rd, Unit 2

4 Wallingford RdBoston, MA 02135
Affordability
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29 Fairbanks St, Unit 2
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
3 Bedroom Apartment Available Now

29 Fairbanks St, Unit 2

29 Fairbanks StBoston, MA 02135
Affordability

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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21 Chestnut Hill Ave, Unit 3
$2,050
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,050

Total Monthly Price
$2,050
Studio Apartment Available Now

21 Chestnut Hill Ave, Unit 3

21 Chestnut Hill AveBoston, MA 02135
Affordability
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111 Nonantum St, Unit A
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
3 Bedroom Apartment Available Now

111 Nonantum St, Unit A

111 Nonantum StBoston, MA 02135
Affordability
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6 Leicester St, Unit 1
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
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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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, July 29, 2026, there are currently 412 available Chestnut Hill Middlesex apartments priced from $960 to $14,300, with an average monthly rent of $3,402.

How much are Studio apartments in Chestnut Hill Middlesex?

There are currently 53 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,800 to $4,230 with an average price of $2,343.

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 $960 to $7,399 with an average monthly rent of $2,635.

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 $1,350 to $5,434. Today's average rental price for Two Bedrooms here is $3,386.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 104 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,350 to $7,999 - averaging $3,785 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

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

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.

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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.

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.