Condos for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (420 Rentals)

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property at 295 Commonwealth Ave

$2,550 - $3,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,550 - $3,000

Total Monthly Price
$2,550 - $3,000

Studio, 1 Bath Condo for Rent

Available Now

295 Commonwealth Ave

Chestnut HillMA02467
property at 11 Hammond Pond Pky

$2,600 - $3,450

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,600 - $3,450

Total Monthly Price
$2,600 - $3,450

Studio To 2 Bedroom Condos for Rent

Available Now

11 Hammond Pond Pky

Chestnut HillMA02467
property at 320 Hammond Pond Pky

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 Hammond Pond Pky

Chestnut HillMA02467
property at 25 Crosby Rd

$3,500 - $6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,500 - $6,000

Total Monthly Price
$3,500 - $6,000

2 To 4 Bedroom Condos for Rent

Available Now

25 Crosby Rd

Chestnut HillMA02467
property at 136 Middlesex Rd

$3,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600

3 Bedroom, 2 Bath Condo for Rent

Available Now

136 Middlesex Rd, Unit 2, Unit 2

136 Middlesex Rd
Chestnut HillMA02467
property at 27 Crosby Rd

$3,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900

2 Bedroom, 2 Bath Condo for Rent

Available Sep 1

27 Crosby Rd, Unit 3, Unit 3

27 Crosby Rd
Chestnut HillMA02467
property at 508 Heath St

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

3 Bedroom, 2 Bath Condo for Rent

Available Now

508 Heath St, Unit 1, Unit 1

508 Heath St
Chestnut HillMA02467
property at 250 Hammond Pond Pky

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

250 Hammond Pond Pky, Unit 1203N, Unit 1203N

250 Hammond Pond Pky
Chestnut HillMA02467

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.

property at 47 Algonquin Rd

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

47 Algonquin Rd, Unit 2, Unit 2

47 Algonquin Rd
Chestnut HillMA02467
property at 28 Manet Rd

$4,800 - $5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800 - $5,800

Total Monthly Price
$4,800 - $5,800

4 To 5 Bedroom Condos for Rent

Available Now

28 Manet Rd

Chestnut HillMA02467
property at 28 Manet Rd

$5,400 - $6,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,400 - $6,500

Total Monthly Price
$5,400 - $6,500

4 To 5 Bedroom Condos for Rent

Available Sep 1

28 Manet Rd

Chestnut HillMA02467
property at 47 Algonquin Rd

$5,700 - $5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,700 - $5,800

Total Monthly Price
$5,700 - $5,800

4 Bedroom, 1.5 Bath Condo for Rent

Available Now

47 Algonquin Rd

Chestnut HillMA02467
property at 28 Manet Rd

$5,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800

5 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

28 Manet Rd, Unit 1, Unit 1

28 Manet Rd
Chestnut HillMA02467
property at 199 Boylston St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

4 Bedroom, 3.5 Bath Condo for Rent

Available Now

199 Boylston St, Unit 1, Unit 1

199 Boylston St
Chestnut HillMA02467
property at 28 Manet Rd

$6,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,300

Total Monthly Price
$6,300

5 Bedroom, 1.5 Bath Condo for Rent

Available Sep 1

28 Manet Rd, Unit 1, Unit 1

28 Manet Rd
Chestnut HillMA02467
property at 68 Manet Rd

$7,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,000

Total Monthly Price
$7,000

4 Bedroom, 3 Bath Condo for Rent

Available Sep 1

68 Manet Rd, Unit 1, Unit 1

68 Manet Rd
Chestnut HillMA02467
property at 27 Bostonia Ave

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

6 Bedroom, 2.5 Bath Condo for Rent

Available Sep 1

27 Bostonia Ave

BrightonMA02135

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.

property at 44 Bostonia Ave

$10,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

6 Bedroom, 2.5 Bath Condo for Rent

Available Aug 31

44 Bostonia Ave, Unit 1, Unit 1

44 Bostonia Ave
BrightonMA02135
property at 44 Greycliff Rd

$10,500 - $12,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500 - $12,000

Total Monthly Price
$10,500 - $12,000

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31

44 Greycliff Rd

BrightonMA02135
property at 52 Bostonia Ave

$10,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31

52 Bostonia Ave, Unit 1, Unit 1

52 Bostonia Ave
BrightonMA02135
property at 46 Bostonia Ave

$11,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$11,200

Total Monthly Price
$11,200

6 Bedroom, 3 Bath Condo for Rent

Available Aug 31

46 Bostonia Ave, Unit 1, Unit 1

46 Bostonia Ave
BrightonMA02135
property at 26 Holly Ln

$4,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

Total Monthly Price
$4,000

2 Bedroom, 2 Bath Condo for Rent

Available Now

26 Holly Ln, Unit 2, Unit 2

26 Holly Ln
BrooklineMA02467
property at 508 Heath St

$4,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

Total Monthly Price
$4,800

3 Bedroom, 2 Bath Condo for Rent

Available Now

508 Heath St, Unit 1, Unit 1

508 Heath St
BrooklineMA02467
property at 384 Langley Rd

$3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,300

Total Monthly Price
$3,300

2 Bedroom, 1 Bath Condo for Rent

Available Now

384 Langley Rd, Unit 384, Unit 384

384 Langley Rd
NewtonMA02459
property at 320 Hammond Pond Pkwy

$3,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400

2 Bedroom, 2 Bath Condo for Rent

Available Now

320 Hammond Pond Pkwy, Unit 104, Unit 104

320 Hammond Pond Pkwy
NewtonMA02467
property at 7 Lothian Rd

$2,000 - $2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000 - $2,800

Total Monthly Price
$2,000 - $2,800

Studio To 3 Bedroom Condos for Rent

Available Now

7 Lothian Rd

BostonMA02135

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.

property at 19 Chestnut Hill Ave

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

Studio, 1 Bath Condo for Rent

Available Now

19 Chestnut Hill Ave, Unit 3, Unit 3

19 Chestnut Hill Ave
BostonMA02135
property at 4 Chiswick Rd

$2,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,000

Total Monthly Price
$2,000

Studio, 1 Bath Condo for Rent

Available Now

4 Chiswick Rd, Unit 24, Unit 24

4 Chiswick Rd
BostonMA02135
property at 10 Lothian Rd

$2,200

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,200

Total Monthly Price
$2,200

1 Bedroom, 1 Bath Condo for Rent

Available Now

10 Lothian Rd, Unit 7, Unit 7

10 Lothian Rd
BostonMA02135
property at 99 Chestnut Hill Ave

$2,245 - $3,325

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,245 - $3,325

Total Monthly Price
$2,245 - $3,325

Studio To 2 Bedroom Condos for Rent

Available May 1

property at 16 Chestnut Hill Ave

$2,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,250

Total Monthly Price
$2,250

Studio, 0.5 Bath Condo for Rent

Available May 1

16 Chestnut Hill Ave, Unit 3, Unit 3

16 Chestnut Hill Ave
BostonMA02135
property at 247 Chestnut Hill Ave

$2,300 - $2,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $2,850

Total Monthly Price
$2,300 - $2,850

Studio To 1 Bedroom Condos for Rent

Available Jun 1

property at 1982 Commonwealth Ave

$2,300 - $3,300

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,300 - $3,300

Total Monthly Price
$2,300 - $3,300

1 To 3 Bedroom Condos for Rent

Available Sep 1

property at 145 Englewood Ave

$2,350

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350

Total Monthly Price
$2,350

1 Bedroom, 1 Bath Condo for Rent

Available Now

145 Englewood Ave, Unit 37, Unit 37

145 Englewood Ave
BostonMA02135
property at 1872 Commonwealth Ave

$2,350 - $2,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350 - $2,950

Total Monthly Price
$2,350 - $2,950

1 To 2 Bedroom Condos for Rent

Available Sep 1

property at 7 Lothian Rd

$2,350 - $2,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,350 - $2,800

Total Monthly Price
$2,350 - $2,800

Studio To 2 Bedroom Condos for Rent

Available Jun 1

7 Lothian Rd

BostonMA02135
property at 4 Chiswick Rd

$2,400 - $2,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400 - $2,500

Total Monthly Price
$2,400 - $2,500

Studio To 1 Bedroom Condos for Rent

Available Aug 1

4 Chiswick Rd

BostonMA02135
property at 114 Strathmore Rd

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

114 Strathmore Rd, Unit 406, Unit 406

114 Strathmore Rd
BostonMA02135
property at 1999 Commonwealth Ave

$2,400

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400

1 Bedroom, 1 Bath Condo for Rent

Available Now

1999 Commonwealth Ave, Unit 24, Unit 24

1999 Commonwealth Ave
BostonMA02135
property at 2009 Commonwealth Ave

$2,425

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,425

Total Monthly Price
$2,425

1 Bedroom, 1 Bath Condo for Rent

Available Now

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.

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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

3.5
Pet Friendly

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Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 493 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,050 to $17,000. There are also 603 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $800 to $17,500.

What is the current price range for Rental Homes in Chestnut Hill Middlesex?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $800 to $17,500 with an average monthly rent of $6,124.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $2,550 to $8,997, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,700 to $8,000. Four Bedroom Single-Family rentals are also available starting from $1,030 and Four Bedroom Apartments start at $3,200.

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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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.

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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.