Luxury Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (419 Rentals)

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The most luxurious Apartments in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.

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Avalon at Chestnut Hill
Rent Specials
$2,945 - $6,550
Total Monthly Price

Total Monthly Price

Base Rent
$2,880 - $6,485
Required Monthly Fees
$65
Total Monthly Price
$2,945 - $6,550
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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31-35 South Street
$2,195 - $4,850
Total Monthly Price

Total Monthly Price

Base Rent
$2,195 - $4,850
Total Monthly Price
$2,195 - $4,850
1 to 3 Bedroom Apartments Available Now

31-35 South Street

31 South StBrighton, MA 02135
Student Housing
  • Verified
  • Utilities Included

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

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16 Gerald Rd, Unit 1, Unit 1
$6,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200
Total Monthly Price
$6,200
3 Bedroom Apartment Available Sep 1

16 Gerald Rd, Unit 1, Unit 1

16 Gerald RdBoston, MA 02135
  • Smoke Free
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27 Greycliff Rd, Unit 2, Unit 2
$11,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,150
Total Monthly Price
$11,150
6 Bedroom Apartment Available Aug 26, 2027

27 Greycliff Rd, Unit 2, Unit 2

27 Greycliff RdBoston, MA 02135
Cost Per Sq.Ft.
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2 Braemore Rd, Unit 1, Unit 1
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
1 Bedroom Apartment Available Now

2 Braemore Rd, Unit 1, Unit 1

2 Braemore RdBoston, MA 02135
Affordability
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2 Braemore Rd, Unit 1, Unit 1
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
1 Bedroom Apartment Available May 31

2 Braemore Rd, Unit 1, Unit 1

2 Braemore RdBoston, 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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14 Breck Ave, Unit 2, Unit 2
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500
Total Monthly Price
$4,500
4 Bedroom Apartment Available Sep 1

14 Breck Ave, Unit 2, Unit 2

14 Breck AveBoston, MA 02135
Affordability
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14 Breck Ave, Unit 2, Unit 2
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500
Total Monthly Price
$4,500
4 Bedroom Apartment Available Sep 1

14 Breck Ave, Unit 2, Unit 2

14 Breck AveBoston, MA 02135
Affordability
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22 Lyne Rd, Unit 2, Unit 2
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400
Total Monthly Price
$3,400
3 Bedroom Apartment Available Sep 1

22 Lyne Rd, Unit 2, Unit 2

22 Lyne RdBoston, MA 02135
Cost Per Sq.Ft.

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.

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16 Dighton St, Unit 2, Unit 2
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400
Total Monthly Price
$3,400
4 Bedroom Apartment Available Jun 1

16 Dighton St, Unit 2, Unit 2

16 Dighton StBoston, MA 02135
Affordability
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111 Kenrick St, Unit 1, Unit 1
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500
Total Monthly Price
$3,500
3 Bedroom Apartment Available Sep 1

111 Kenrick St, Unit 1, Unit 1

111 Kenrick StBoston, MA 02135
Cost Per Sq.Ft.
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33 Winship St, Unit 1, Unit 1
$3,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800
Total Monthly Price
$3,800
4 Bedroom Apartment Available Jul 1

33 Winship St, Unit 1, Unit 1

33 Winship StBoston, MA 02135
Cost Per Sq.Ft.
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3 Glenley Ter, Unit 1, Unit 1
$3,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900
Total Monthly Price
$3,900
3 Bedroom Apartment Available Sep 1

3 Glenley Ter, Unit 1, Unit 1

3 Glenley TerBoston, MA 02135
Cost Per Sq.Ft.
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1875 Commonwealth Ave
$2,295 - $2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,295 - $2,900
Total Monthly Price
$2,295 - $2,900
Studio to 1 Bedroom Apartment Available Now

1875 Commonwealth Ave

1875 Commonwealth AveBoston, MA 02135
Affordability
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41 South St, Unit 2, Unit 2
$4,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,650
Total Monthly Price
$4,650
3 Bedroom Apartment Available Now

41 South St, Unit 2, Unit 2

41 South StBoston, MA 02135
Affordability
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16 Dighton St, Unit 2, Unit 2
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400
Total Monthly Price
$3,400
4 Bedroom Apartment Available Jun 1

16 Dighton St, Unit 2, Unit 2

16 Dighton StBoston, MA 02135
Affordability
Showing Results 1-50, Page 1 of 9

Chestnut Hill Middlesex, Boston College, MA Local Guide

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

How much are Studio apartments in Chestnut Hill Middlesex?

There are currently 60 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,900 to $7,250 with an average price of $2,493.

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 $1,050 to $4,815 with an average monthly rent of $2,573.

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 $5,400. Today's average rental price for Two Bedrooms here is $3,404.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 140 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,400 to $9,104 - averaging $3,877 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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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Maximizing Your Refund: Essential Tax Tips for Renters

Written by: Christine Leonard, Esq.

Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.