Luxury Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (480 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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Reservoir Towers
Rent Specials
$3,125 - $4,500
Total Monthly Price

Total Monthly Price

Base Rent
$3,125 - $4,500

Total Monthly Price
$3,125 - $4,500
1 to 2 Bedroom Apartments Available Now

Reservoir Towers

1931 Commonwealth AveBrighton, MA 02135
Corporate Housing
  • Verified
  • Customer Reviewed
  • Utilities Included
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Langley Terrace
Rent Specials
$3,795
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,795

Total Monthly Price
$3,795
2 Bedroom Apartments Available Now

Langley Terrace

392 Langley RdNewton, MA 02459
Family Friendly
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  • 3D Tour
  • Smoke Free
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Avalon at Chestnut Hill
Rent Specials
$3,285 - $6,725
Total Monthly Price

Total Monthly Price

Base Rent
$3,220 - $6,660
Required Monthly Fees
$65

Total Monthly Price
$3,285 - $6,725
Studio to 3 Bedroom Apartments Available Now

Avalon at Chestnut Hill

160 Boylston StChestnut Hill, MA 02467
Furnished
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  • Utilities Included
  • Smoke Free
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62 Algonquin Rd
$1,250 - $6,500
Total Monthly Price

Total Monthly Price

Base Rent
$1,250 - $6,500

Total Monthly Price
$1,250 - $6,500
5 Bedroom Apartments Available Now

62 Algonquin Rd

62 Algonquin RdChestnut Hill, MA 02467
Student Housing
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  • Smoke Free
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286 & 288 Chestnut Hill Avenue
Rent Specials
$2,100 - $3,325
Total Monthly Price

Total Monthly Price

Base Rent
$2,100 - $3,325

Total Monthly Price
$2,100 - $3,325
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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31-35 South Street
Rent Specials
$2,195 - $4,900
Total Monthly Price

Total Monthly Price

Base Rent
$2,195 - $4,900

Total Monthly Price
$2,195 - $4,900
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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593 Heath St, Unit 1
$2,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,900

Total Monthly Price
$2,900
2 Bedroom Apartment Available Aug 1

593 Heath St, Unit 1

593 Heath StChestnut Hill, MA 02467
Affordability
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111 Kenrick St, 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

111 Kenrick StBoston, MA 02135
Cost Per Sq.Ft.
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33 Winship St, 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

33 Winship StBoston, MA 02135
Cost Per Sq.Ft.
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3 Glenley Ter, 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

3 Glenley TerBoston, 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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383 Langley Rd, Unit 3
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Jul 1

383 Langley Rd, Unit 3

383 Langley RdNewton, MA 02459
Affordability
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33 Winship St, 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 Jun 1

33 Winship St, Unit 1

33 Winship StBoston, MA 02135
Affordability
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9 Radnor Rd, Unit 2
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

Total Monthly Price
$6,500
4 Bedroom Apartment Available Aug 31

9 Radnor Rd, Unit 2

9 Radnor RdBoston, MA 02135

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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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
$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

41 South StBoston, MA 02135
Affordability
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20 Greymere Rd, Unit 2
$3,400
Total Monthly Price19 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400
3 Bedroom Apartment Available Now

20 Greymere Rd, Unit 2

20 Greymere RdBoston, MA 02135
Affordability
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78 Wallingford Rd, 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

78 Wallingford Rd, Unit 1

78 Wallingford RdBoston, MA 02135
Cost Per Sq.Ft.
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52 Lane Park, Unit 1
$10,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,100

Total Monthly Price
$10,100
5 Bedroom Apartment Available Aug 28, 2027

52 Lane Park, Unit 1

52 Lane ParkBoston, MA 02135
Cost Per Sq.Ft.

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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16 Dighton St, Unit #2
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
4 Bedroom Apartment Available Jun 1

16 Dighton St, Unit #2

16 Dighton StBoston, MA 02135
Affordability
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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
1 Bedroom Apartment Available Now

15 South St, Unit 6

15 South StBoston, MA 02135
Cost Per Sq.Ft.
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3 Glenley Ter, Unit 2
$3,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,700

Total Monthly Price
$3,700
3 Bedroom Apartment Available Sep 1

3 Glenley Ter, Unit 2

3 Glenley TerBoston, MA 02135
Cost Per Sq.Ft.
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1999 Commonwealth Ave, Unit 32
$4,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,450

Total Monthly Price
$4,450
3 Bedroom Apartment Available Sep 1

1999 Commonwealth Ave, Unit 32

1999 Commonwealth AveBoston, MA 02135
Affordability
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9 Glenley Ter, 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

9 Glenley TerBoston, MA 02135
Cost Per Sq.Ft.
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7 Glenley Ter, 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

7 Glenley Ter, Unit 1

7 Glenley TerBoston, MA 02135
Cost Per Sq.Ft.
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39 South St, Unit 4
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

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

39 South St, Unit 4

39 South StBoston, MA 02135
Affordability
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36 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

36 Tremont St, Unit 1

36 Tremont StBoston, MA 02135
Affordability
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183 Chestnut Hill Ave, Unit 5
$2,850
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,850

Total Monthly Price
$2,850
2 Bedroom Apartment Available Now

183 Chestnut Hill Ave, Unit 5

183 Chestnut Hill AveBoston, MA 02135
Affordability
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27 South Crescent Circuit, Unit 1
$3,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,450

Total Monthly Price
$3,450
3 Bedroom Apartment Available Sep 1

27 South Crescent Circuit, Unit 1

27 South Crescent CircuitBoston, MA 02135
Cost Per Sq.Ft.
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189 Chestnut Hill Ave, Unit 15
$2,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600

Total Monthly Price
$2,600
1 Bedroom Apartment Available Sep 1

189 Chestnut Hill Ave, Unit 15

189 Chestnut Hill AveBoston, MA 02135
Affordability
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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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28 Manet Rd
$5,200 - $6,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,200 - $6,300

Total Monthly Price
$5,200 - $6,300
4 to 5 Bedroom Apartment Available Sep 1

28 Manet Rd

28 Manet RdChestnut Hill, MA 02467
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15 Radnor Rd, Unit 1
$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 30

15 Radnor Rd, Unit 1

15 Radnor RdBoston, MA 02135

Chestnut Hill Middlesex, Boston College, MA Local Guide

10 Hidden Costs of Renting You Should Budget for Before Signing a Lease

Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.

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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.

Read Article
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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.

Read Article
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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.

Read Article
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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

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 57 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,895 to $4,250 with an average price of $2,369.

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 $4,941 with an average monthly rent of $2,520.

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 $5,535. Today's average rental price for Two Bedrooms here is $3,364.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 158 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $9,111 - averaging $3,948 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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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.

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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.

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

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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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.