5 Bedroom Homes for Rent in Highland Park Neighborhood of Roxbury, MA (76 Rentals)

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property at 127 Cedar St

$5,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500 - $5,100

Total Monthly Price
$4,500 - $5,100

5 Bedroom Condos for Rent

Available Now

127 Cedar St

BostonMA02119
property at 739 Parker St

$4,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500

Total Monthly Price
$4,500

5 Bedroom, 2 Bath Condo for Rent

Available Now

739 Parker St, Unit 3

739 Parker St
BostonMA02120
property at 23 Highland Park Ave

$5,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100

Total Monthly Price
$5,100

5 Bedroom, 2 Bath Condo for Rent

Available Now

23 Highland Park Ave, Unit 2

23 Highland Park Ave
BostonMA02119
property at 127 Cedar St

$5,100

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100

Total Monthly Price
$5,100

5 Bedroom, 2 Bath Condo for Rent

Available Now

127 Cedar St, Unit 3

127 Cedar St
BostonMA02119
property at 23 Marcella St

$5,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

23 Marcella St, Unit 2

23 Marcella St
BostonMA02119
property at 4 Guild St

$5,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,750

Total Monthly Price
$5,750

5 Bedroom, 2.5 Bath Townhome for Rent

Available Sep 1

4 Guild St

BostonMA02119
property at 23 Highland Park Ave

$5,900

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900

5 Bedroom, 2 Bath Condo for Rent

Available Now

23 Highland Park Ave, Unit 2

23 Highland Park Ave
BostonMA02119
property at 2601 Washington St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 3.5 Bath Townhome for Rent

Available Sep 1

2601 Washington St

BostonMA02119
property at 172 Saint Alphonsus St

$6,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000

5 Bedroom, 1 Bath Condo for Rent

Available Sep 1

property at 38 Cherokee St

$6,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

38 Cherokee St, Unit 3C

38 Cherokee St
BostonMA02120

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 36 Cherokee St

$6,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,250

Total Monthly Price
$6,250

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

36 Cherokee St, Unit 3

36 Cherokee St
BostonMA02120
property at 36 Cherokee St

$7,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,400 - $7,500

Total Monthly Price
$6,400 - $7,500

5 Bedroom Condos for Rent

Available Now

36 Cherokee St

BostonMA02120
property at 6 Carmel St

$6,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,590 - $6,700

Total Monthly Price
$6,590 - $6,700

5 Bedroom Condos for Rent

Available Now

6 Carmel St

BostonMA02120
property at 156 Calumet St

$6,600

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

156 Calumet St, Unit 1

156 Calumet St
BostonMA02120
property at 44 Hillside St

$8,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,700 - $8,250

Total Monthly Price
$6,700 - $8,250

5 Bedroom Condos for Rent

Available Now

44 Hillside St

BostonMA02120
property at 226 Calumet St

$7,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800 - $7,750

Total Monthly Price
$6,800 - $7,750

5 Bedroom Condos for Rent

Available Sep 1

226 Calumet St

BostonMA02120
property at 44 Hillside St

$8,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800 - $8,500

Total Monthly Price
$6,800 - $8,500

5 Bedroom Condos for Rent

Available Sep 1

44 Hillside St

BostonMA02120
property at 44 Hillside St

$8,625

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800 - $8,625

Total Monthly Price
$6,800 - $8,625

5 Bedroom Condos for Rent

Available Sep 1

44 Hillside St

BostonMA02120
property at 34 Cherokee St

$6,800

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800

Total Monthly Price
$6,800

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

34 Cherokee St, Unit 3

34 Cherokee St
BostonMA02120
property at 737 Parker St

$6,995

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,995

Total Monthly Price
$6,995

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

737 Parker St, Unit 1

737 Parker St
BostonMA02120

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 12 Wensley St

$7,250

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,250

Total Monthly Price
$7,250

5 Bedroom, 2 Bath Condo for Rent

Available Now

12 Wensley St, Unit 1

12 Wensley St
BostonMA02120
property at 12 Wensley St

$7,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100 - $7,500

Total Monthly Price
$5,100 - $7,500

5 Bedroom Condos for Rent

Available Now

12 Wensley St

BostonMA02120
property at 44 Hillside St

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,600 - $9,500

Total Monthly Price
$7,600 - $9,500

5 Bedroom Condos for Rent

Available Now

44 Hillside St

BostonMA02120
property at 839 Parker St

$7,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250 - $7,700

Total Monthly Price
$5,250 - $7,700

5 Bedroom Condos for Rent

Available Sep 1

839 Parker St

BostonMA02120
property at 839 Parker St

$7,700

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,700

Total Monthly Price
$7,700

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

839 Parker St, Unit 1

839 Parker St
BostonMA02120
property at 14 Wensley St

$7,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750

Total Monthly Price
$7,750

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

14 Wensley St

BostonMA02120
property at 9 Carmel St

$7,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750

Total Monthly Price
$7,750

5 Bedroom, 2 Bath Condo for Rent

Available Now

9 Carmel St, Unit 3

9 Carmel St
BostonMA02120
property at 224 Calumet St

$7,750

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750

Total Monthly Price
$7,750

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

224 Calumet St, Unit 1

224 Calumet St
BostonMA02120
property at 11 Alleghany St

$7,950

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100 - $7,950

Total Monthly Price
$5,100 - $7,950

5 Bedroom Condos for Rent

Available Sep 1

11 Alleghany St

BostonMA02120
property at 176 Saint Alphonsus St

$8,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

176 Saint Alphonsus St, Unit 88

176 Saint Alphonsus St
BostonMA02120

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 839 Parker St

$8,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250 - $8,000

Total Monthly Price
$5,250 - $8,000

5 Bedroom Condos for Rent

Available Now

839 Parker St

BostonMA02120
property at 9 Carmel St

$8,095

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,095

Total Monthly Price
$8,095

5 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

9 Carmel St

BostonMA02120
property at 10 Carmel St

$8,395

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,395

Total Monthly Price
$8,395

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

10 Carmel St, Unit 3

10 Carmel St
BostonMA02120
property at 47 Hillside St

$8,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500

Total Monthly Price
$8,500

5 Bedroom, 2 Bath Condo for Rent

Available Now

47 Hillside St, Unit 1

47 Hillside St
BostonMA02120
property at 36 Cherokee St

$8,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500

Total Monthly Price
$8,500

5 Bedroom, 2 Bath Townhome for Rent

Available Sep 1

36 Cherokee St, Unit 2

36 Cherokee St
BostonMA02120
property at 841 Parker St

$8,850

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,850

Total Monthly Price
$8,850

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

841 Parker St, Unit 1

841 Parker St
BostonMA02120
property at 8 Sewall St

$9,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

5 Bedroom, 2.5 Bath Condo for Rent

Available Now

8 Sewall St, Unit 8

8 Sewall St
Roxbury CrossingMA02120
property at 8 Sewall St

$9,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000

5 Bedroom, 2.5 Bath Condo for Rent

Available Now

8 Sewall St, Unit 1

8 Sewall St
Roxbury CrossingMA02120
property at 839 Parker St

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

5 Bedroom, 2 Bath Townhome for Rent

Available Aug 31

839 Parker St

BostonMA02120
property at 839 Parker St

$9,500

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,500

Total Monthly Price
$9,500

5 Bedroom, 2 Bath Condo for Rent

Available Sep 1

839 Parker St, Unit 2

839 Parker St
BostonMA02120
property at 23 Marcella St

$5,000

Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,000

Total Monthly Price
$5,000

5 Bedroom, 2 Bath Rentals

Available Sep 1

23 Marcella St

BostonMA02119

Frequently Asked Questions about Highland Park

What type of rentals are currently available in Highland Park?

There are currently 746 Apartments for Rent in Highland Park, MA with pricing that ranges from $1,093 to $15,200. There are also 398 Single Family Homes for rent, Condos, and Townhome rentals currently available in Highland Park ranging from $1,025 to $12,800.

What is the current price range for Rental Homes in Highland Park?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Highland Park ranges from $1,025 to $12,800 with an average monthly rent of $5,152.

How much are larger Three and Four Bedroom Rentals in Highland Park?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Highland Park range from $1,495 to $6,800, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,260 to $6,195. Four Bedroom Single-Family rentals are also available starting from $1,025 and Four Bedroom Apartments start at $3,150.

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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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.