5 Bedroom Apartments for Rent in the Highland Park Neighborhood of Roxbury, MA (109 Rentals) Page 2 of 3

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129 Cedar St, Unit 3
$5,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,300
Total Monthly Price
$5,300
5 Bedroom Apartment Available Now

129 Cedar St, Unit 3

129 Cedar StBoston, MA 02119
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23 Highland Park Ave, Unit 2
$5,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,900
Total Monthly Price
$5,900
5 Bedroom Apartment Available Now

23 Highland Park Ave, Unit 2

23 Highland Park AveBoston, MA 02119
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37 Juniper St, Unit 4
$5,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250
Total Monthly Price
$5,250
5 Bedroom Apartment Available Now

37 Juniper St, Unit 4

37 Juniper StBoston, MA 02119
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9 Carmel St, Unit 4
$7,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,650
Total Monthly Price
$7,650
5 Bedroom Apartment Available Now

9 Carmel St, Unit 4

9 Carmel StBoston, MA 02120
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1526 Tremont St, Unit 4
$7,870
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,870
Total Monthly Price
$7,870
5 Bedroom Apartment Available Now

1526 Tremont St, Unit 4

1526 Tremont StBoston, MA 02120
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47 Hillside St, Unit 2
$8,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500
Total Monthly Price
$8,500
5 Bedroom Apartment Available Now

47 Hillside St, Unit 2

47 Hillside StBoston, MA 02120
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12 Wensley St, Unit 1
$8,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500
Total Monthly Price
$8,500
5 Bedroom Apartment Available Now

12 Wensley St, Unit 1

12 Wensley StBoston, MA 02120
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733 Parker St, Unit 3
$4,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,500
Total Monthly Price
$4,500
5 Bedroom Apartment Available Jan 1, 2026

733 Parker St, Unit 3

733 Parker StBoston, MA 02120
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126 Calumet St, Unit 1
$7,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750
Total Monthly Price
$7,750
5 Bedroom Apartment Available Now

126 Calumet St, Unit 1

126 Calumet StBoston, MA 02120
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37 Juniper St, Unit 31-1
$5,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,150
Total Monthly Price
$5,150
5 Bedroom Apartment Available Now

37 Juniper St, Unit 31-1

37 Juniper StBoston, MA 02119
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733 Parker St, Unit 1
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000
Total Monthly Price
$6,000
5 Bedroom Apartment Available Now

733 Parker St, Unit 1

733 Parker StBoston, MA 02120
Cost Per Sq.Ft.
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126 Calumet St, Unit 1
$7,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750
Total Monthly Price
$7,750
5 Bedroom Apartment Available Now

126 Calumet St, Unit 1

126 Calumet StBoston, MA 02120
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36 Cherokee St, Unit 3
$8,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,500
Total Monthly Price
$8,500
5 Bedroom Apartment Available Sep 1, 2026

36 Cherokee St, Unit 3

36 Cherokee StBoston, MA 02120
Cost Per Sq.Ft.
Showing Results 51-100, Page 2 of 3

Getting Around the Highland Park Neighborhood in Roxbury, MA

Walk Score®

77 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

64 / 100

Bikeable

Some bike infrastructure

Transit Score®

87 / 100

Excellent Transit

Transit is convenient for most trips

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Highland Park

How much are Studio apartments in Highland Park?

There are currently 68 Studio Apartments in Highland Park with rent ranges from $2,100 to $3,660 with an average price of $2,887.

What is the current price range for One Bedroom Highland Park Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Highland Park ranges from $1,093 to $4,919 with an average monthly rent of $3,028.

What does renting a Two Bedroom Apartment in Highland Park cost?

The monthly rent prices of Two Bedroom Apartments currently available in Highland Park range from $1,301 to $6,799. Today's average rental price for Two Bedrooms here is $3,619.

How expensive are Highland Park Three Bedroom Apartments?

There are currently 191 Three Bedroom Apartments listings available in Highland Park on ApartmentHomeLiving.com. The pricing ranges from $1,300 to $6,013 - averaging $4,486 for the location.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.