4 Bedroom Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (120 Rentals)

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27 South Crescent Circuit, Unit A
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
4 Bedroom Apartment Available Now

27 South Crescent Circuit, Unit A

27 South Crescent CircuitBoston, MA 02135
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71 Chestnut Hill Ave, Unit 73
$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

71 Chestnut Hill Ave, Unit 73

71 Chestnut Hill AveBoston, MA 02135
Affordability
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28 Tremont St, Unit 2
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
4 Bedroom Apartment Available Jun 1

28 Tremont St, Unit 2

28 Tremont StBoston, MA 02135
Cost Per Sq.Ft.
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217 Chestnut Hill Ave, Unit 1
$5,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600
4 Bedroom Apartment Available Sep 1

217 Chestnut Hill Ave, Unit 1

217 Chestnut Hill AveBoston, MA 02135
Cost Per Sq.Ft.
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209 Chestnut Hill Ave, Unit 1
$5,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,600

Total Monthly Price
$5,600
4 Bedroom Apartment Available Sep 1

209 Chestnut Hill Ave, Unit 1

209 Chestnut Hill AveBoston, MA 02135
Cost Per Sq.Ft.
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16 Caltha Rd, Unit 16
$4,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,600

Total Monthly Price
$4,600
4 Bedroom Apartment Available Aug 22

16 Caltha Rd, Unit 16

16 Caltha RdBoston, MA 02135
Affordability

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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24 Tremont St, Unit 1
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
4 Bedroom Apartment Available Jun 1

24 Tremont St, Unit 1

24 Tremont StBoston, MA 02135
Cost Per Sq.Ft.
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28 Tremont St, Unit 1
$5,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000
4 Bedroom Apartment Available Jun 1

28 Tremont St, Unit 1

28 Tremont StBoston, MA 02135
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4 Langley Rd, Unit 2
$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

4 Langley Rd, Unit 2

4 Langley RdBoston, MA 02135
Cost Per Sq.Ft.
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4 Langley Rd, Unit 2
$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

4 Langley Rd, Unit 2

4 Langley RdBoston, MA 02135
Cost Per Sq.Ft.
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47 Dighton St, Unit 1
$4,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,900

Total Monthly Price
$4,900
4 Bedroom Apartment Available Now

47 Dighton St, Unit 1

47 Dighton StBoston, MA 02135
Cost Per Sq.Ft.
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44 Kirkwood Rd, Unit 1
$9,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,900

Total Monthly Price
$9,900
4 Bedroom Apartment Available Aug 30, 2027

44 Kirkwood Rd, Unit 1

44 Kirkwood RdBoston, MA 02135

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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229 Chestnut Hill Ave, Unit 1
$6,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,400

Total Monthly Price
$6,400
4 Bedroom Apartment Available Sep 1

229 Chestnut Hill Ave, Unit 1

229 Chestnut Hill AveBoston, MA 02135
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14 Breck Ave, Unit 2
$4,000
Total Monthly Price8 Month Lease Term

Total Monthly Price

Base Rent
$4,000

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

14 Breck Ave, Unit 2

14 Breck AveBoston, MA 02135
Affordability
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209 Chestnut Hill Ave, Unit 1
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
4 Bedroom Apartment Available Sep 1

209 Chestnut Hill Ave, Unit 1

209 Chestnut Hill AveBoston, MA 02135
Affordability
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20 South St, Unit 1
$3,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500

Total Monthly Price
$3,500
4 Bedroom Apartment Available Now

20 South St, Unit 1

20 South StBoston, MA 02135
Cost Per Sq.Ft.
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15 Radnor Rd, Unit 1
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
4 Bedroom Apartment Available Aug 31

15 Radnor Rd, Unit 1

15 Radnor 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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289 Foster St, Unit #1
$6,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600
4 Bedroom Apartment Available Now

289 Foster St, Unit #1

289 Foster StBoston, MA 02135
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27 South Crescent Circuit, Unit A
$3,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
4 Bedroom Apartment Available Now

27 South Crescent Circuit, Unit A

27 South Crescent CircuitBoston, MA 02135
Cost Per Sq.Ft.
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44 Kirkwood Rd, Unit 1
$9,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,900

Total Monthly Price
$9,900
4 Bedroom Apartment Available Aug 30, 2027

44 Kirkwood Rd, Unit 1

44 Kirkwood RdBoston, MA 02135
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3 Glenley Ter
$4,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,350

Total Monthly Price
$4,350
4 Bedroom Apartment Available Now

3 Glenley Ter

3 Glenley TerBoston, MA 02135
Affordability
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93-95 Undine Rd, Unit #95
$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, Unit #95

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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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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5 Egan Way, Unit 2
$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, Unit 2

5 Egan WayBoston, MA 02135
Affordability
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61 Radnor Rd, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
4 Bedroom Apartment Available Aug 23

61 Radnor Rd, Unit 2

61 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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49 Radnor Rd, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
4 Bedroom Apartment Available Aug 23

49 Radnor Rd, Unit 2

49 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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10 Radnor Rd
$5,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200

Total Monthly Price
$5,200
4 Bedroom Apartment Available Now

10 Radnor Rd

10 Radnor RdBoston, MA 02135
Affordability
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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

Chestnut Hill Middlesex, Boston College, MA Local Guide

Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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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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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

4.0
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 52 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,850 to $3,360 with an average price of $2,314.

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 $4,500 with an average monthly rent of $2,555.

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 $2,000 to $5,200. Today's average rental price for Two Bedrooms here is $3,349.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 156 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,495 - averaging $3,864 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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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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

Written by: Lauren Harrington

Renting your next home can feel thrilling and overwhelming at the same time.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment

Written by: Bob Mallory

Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.