Luxury Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (206 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 - $4,175

Total Monthly Price

Base Rent$3,125 - $4,175

Total Monthly Price$3,125 - $4,175
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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Avalon at Chestnut Hill
Rent Specials
$2,905 - $5,980

Total Monthly Price

Base Rent$2,840 - $5,915
Required Monthly Fees$65

Total Monthly Price$2,905 - $5,980
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
Rent Specials
$3,000 - $3,600

Total Monthly Price

Base Rent$3,000 - $3,600

Total Monthly Price$3,000 - $3,600
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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286 & 288 Chestnut Hill Avenue
Rent Specials
$2,250 - $3,100

Total Monthly Price

Base Rent$2,250 - $3,100

Total Monthly Price$2,250 - $3,100
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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42 Radnor Rd, Unit 1
$10,500

Total Monthly Price

Base Rent$10,500

Total Monthly Price$10,500
12 Month Lease Term
6 Bedroom Apartment Available Now

42 Radnor Rd, Unit 1

42 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.

Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

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104 Strathmore Rd
$4,300 - $4,500

Total Monthly Price

Base Rent$4,300 - $4,500

Total Monthly Price$4,300 - $4,500
12 Month Lease Term
4 to 5 Bedroom Apartment Available Now

104 Strathmore Rd

104 Strathmore RdBoston, MA 02135
Affordability
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11 Undine Rd, Unit 2
$6,500

Total Monthly Price

Base Rent$6,500

Total Monthly Price$6,500
12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2027

11 Undine Rd, Unit 2

11 Undine RdBoston, MA 02135

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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65 Strathmore Rd
$2,400 - $4,900

Total Monthly Price

Base Rent$2,400 - $4,900

Total Monthly Price$2,400 - $4,900
12 Month Lease Term
1 to 4 Bedroom Apartment Available Now

65 Strathmore Rd

65 Strathmore RdBoston, MA 02135
Affordability
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21 Portina Rd, Unit 2B
$6,900

Total Monthly Price

Base Rent$6,900

Total Monthly Price$6,900
12 Month Lease Term
6 Bedroom Apartment Available Now

21 Portina Rd, Unit 2B

21 Portina RdBoston, MA 02135
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61 Radnor Rd, Unit 1
$9,800

Total Monthly Price

Base Rent$9,800

Total Monthly Price$9,800
12 Month Lease Term
6 Bedroom Apartment Available Aug 22, 2027

61 Radnor Rd, Unit 1

61 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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2035 Commonwealth Ave, Unit 11
$2,600

Total Monthly Price

Base Rent$2,600

Total Monthly Price$2,600
12 Month Lease Term
1 Bedroom Apartment Available Jun 1, 2027

2035 Commonwealth Ave, Unit 11

2035 Commonwealth AveBoston, MA 02135
Cost Per Sq.Ft.
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141 Englewood Ave, Unit 38
$2,500

Total Monthly Price

Base Rent$2,500

Total Monthly Price$2,500
12 Month Lease Term
1 Bedroom Apartment Available Now

141 Englewood Ave, Unit 38

141 Englewood AveBoston, MA 02135
Cost Per Sq.Ft.
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45 Radnor Rd, Unit 1A
$9,800

Total Monthly Price

Base Rent$9,800

Total Monthly Price$9,800
12 Month Lease Term
6 Bedroom Apartment Available Aug 22, 2027

45 Radnor Rd, Unit 1A

45 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.
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45 Radnor Rd, Unit 1
$9,800

Total Monthly Price

Base Rent$9,800

Total Monthly Price$9,800
12 Month Lease Term
6 Bedroom Apartment Available Aug 22, 2027

45 Radnor Rd, Unit 1

45 Radnor RdBoston, MA 02135
Cost Per Sq.Ft.

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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315 Foster St, Unit 1
$6,700

Total Monthly Price

Base Rent$6,700

Total Monthly Price$6,700
12 Month Lease Term
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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106 Strathmore Rd, Unit 3T
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
12 Month Lease Term
5 Bedroom Apartment Available Now

106 Strathmore Rd, Unit 3T

106 Strathmore RdBoston, MA 02135
Affordability
  • Smoke Free
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28 Manet Rd
$4,900 - $5,700

Total Monthly Price

Base Rent$4,900 - $5,700

Total Monthly Price$4,900 - $5,700
12 Month Lease Term
4 to 5 Bedroom Apartment Available Sep 1, 2027

28 Manet Rd

28 Manet RdChestnut Hill, MA 02467
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54 Crosby Rd, Unit 2
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
12 Month Lease Term
3 Bedroom Apartment Available Now

54 Crosby Rd, Unit 2

54 Crosby RdChestnut Hill, MA 02467
Cost Per Sq.Ft.
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2021 Commonwealth Ave, Unit 4
$4,250

Total Monthly Price

Base Rent$4,250

Total Monthly Price$4,250
12 Month Lease Term
2 Bedroom Apartment Available Now

2021 Commonwealth Ave, Unit 4

2021 Commonwealth AveBoston, MA 02135
Affordability
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104 Strathmore Rd, Unit 3
$4,300

Total Monthly Price

Base Rent$4,300

Total Monthly Price$4,300
12 Month Lease Term
5 Bedroom Apartment Available Now

104 Strathmore Rd, Unit 3

104 Strathmore RdBoston, MA 02135
Affordability
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106 Strathmore Rd, Unit 3
$4,500

Total Monthly Price

Base Rent$4,500

Total Monthly Price$4,500
12 Month Lease Term
5 Bedroom Apartment Available Now

106 Strathmore Rd, Unit 3

106 Strathmore RdBoston, MA 02135
Affordability
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1860 Commonwealth Ave, Unit 1860
$9,000

Total Monthly Price

Base Rent$9,000

Total Monthly Price$9,000
12 Month Lease Term
6 Bedroom Apartment Available Jul 31, 2027

1860 Commonwealth Ave, Unit 1860

1860 Commonwealth AveBoston, MA 02135
Cost Per Sq.Ft.

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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315 Foster St
$6,700 - $10,100

Total Monthly Price

Base Rent$6,700 - $10,100

Total Monthly Price$6,700 - $10,100
12 Month Lease Term
4 to 6 Bedroom Apartment Available Jul 28, 2027

315 Foster St

315 Foster StBoston, MA 02135
Cost Per Sq.Ft.
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43 Glenmont Rd, Unit 2
$4,000

Total Monthly Price

Base Rent$4,000

Total Monthly Price$4,000
12 Month Lease Term
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, Unit 1
$6,700

Total Monthly Price

Base Rent$6,700

Total Monthly Price$6,700
12 Month Lease Term
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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6 Leicester St, Unit 1
$3,100

Total Monthly Price

Base Rent$3,100

Total Monthly Price$3,100
12 Month Lease Term
3 Bedroom Apartment Available Now

6 Leicester St, Unit 1

6 Leicester 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.

Chestnut Hill Middlesex, Boston College, MA Local Guide

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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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

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 47 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,700 to $4,379 with an average price of $2,447.

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 $1,800 to $5,115 with an average monthly rent of $2,638.

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 $2,300 to $6,740. Today's average rental price for Two Bedrooms here is $3,587.

How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?

There are currently 82 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $7,450 - averaging $3,739 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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How Commercial-to-Residential Property Conversions Help the Housing Crisis

Written by: Robin Stewart

Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

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Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.