4 Bedroom Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (101 Rentals)

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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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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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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.

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.

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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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9 Glenley Ter, Unit 1, Unit 1
$4,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

9 Glenley Ter, Unit 1, Unit 1

9 Glenley TerBoston, MA 02135
Cost Per Sq.Ft.
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28 Tremont St, Unit 2, Unit 2
$5,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800
Total Monthly Price
$5,800
4 Bedroom Apartment Available Now

28 Tremont St, Unit 2, Unit 2

28 Tremont StBoston, MA 02135
Cost Per Sq.Ft.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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95 Undine Rd
$6,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,450
Total Monthly Price
$6,450
4 Bedroom Apartment Available Aug 29, 2027

95 Undine Rd

95 Undine RdBoston, MA 02135
Cost Per Sq.Ft.

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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93-95 Undine Rd
$5,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800
Total Monthly Price
$5,800
4 Bedroom Apartment Available Now

93-95 Undine Rd

93-95 Undine RdBoston, MA 02135
Cost Per Sq.Ft.
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64 Langley Rd
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000
4 Bedroom Apartment Available Now

64 Langley Rd

64 Langley RdBoston, MA 02135
Cost Per Sq.Ft.
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285 Foster St, Unit 1, Unit 1
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500
Total Monthly Price
$6,500
4 Bedroom Apartment Available Now

285 Foster St, Unit 1, Unit 1

285 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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27 Bostonia Ave, Unit 2, Unit 2
$3,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

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

27 Bostonia Ave, Unit 2, Unit 2

27 Bostonia AveBoston, MA 02135
Cost Per Sq.Ft.
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5 Egan Way
$4,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,200
Total Monthly Price
$4,200
4 Bedroom Apartment Available Now

5 Egan Way

5 Egan WayBoston, MA 02135
Affordability
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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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64 Langley Rd
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000
4 Bedroom Apartment Available Now

64 Langley Rd

64 Langley RdBoston, MA 02135
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209 Chestnut Hill Ave
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000
4 Bedroom Apartment Available Now

209 Chestnut Hill Ave

209 Chestnut Hill AveBoston, MA 02135
Affordability
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21 Radnor Rd
$6,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200
Total Monthly Price
$6,200
4 Bedroom Apartment Available Now

21 Radnor Rd

21 Radnor RdBoston, MA 02135
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21 Radnor Rd
$6,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,200
Total Monthly Price
$6,200
4 Bedroom Apartment Available Now

21 Radnor Rd

21 Radnor RdBoston, MA 02135
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209 Chestnut Hill Ave
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000
Total Monthly Price
$5,000
4 Bedroom Apartment Available Now

209 Chestnut Hill Ave

209 Chestnut Hill AveBoston, 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.

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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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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.