Luxury Apartments for Rent in the Highland Park Neighborhood of Roxbury, MA (667 Rentals) Page 2 of 14

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The most luxurious Apartments in the Highland Park area of Roxbury with high-end amenities, features, and finishes.

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45 Cherokee St, Unit 3
$10,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500
6 Bedroom Apartment Available Sep 1, 2026

45 Cherokee St, Unit 3

45 Cherokee StBoston, MA 02120
Cost Per Sq.Ft.
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236 Parker Hill Ave, Unit #226 - 7
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

Total Monthly Price
$2,800
2 Bedroom Apartment Available Jan 1, 2026

236 Parker Hill Ave, Unit #226 - 7

236 Parker Hill AveBoston, MA 02120
Cost Per Sq.Ft.
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73 Delle Ave, Unit 1
$4,350
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,350

Total Monthly Price
$4,350
3 Bedroom Apartment Available Sep 1, 2026

73 Delle Ave, Unit 1

73 Delle AveBoston, MA 02120
Affordability
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71 Pontiac St, Unit 2
$4,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700
4 Bedroom Apartment Available Sep 1, 2026

71 Pontiac St, Unit 2

71 Pontiac StBoston, MA 02120
Cost Per Sq.Ft.
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71 Pontiac St, Unit 2
$4,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700
4 Bedroom Apartment Available Sep 1, 2026

71 Pontiac St, Unit 2

71 Pontiac StBoston, MA 02120
Cost Per Sq.Ft.
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1568 Tremont St, Unit 2
$5,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250
3 Bedroom Apartment Available Sep 1, 2026

1568 Tremont St, Unit 2

1568 Tremont StBoston, MA 02120
Affordability
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133 Saint Alphonsus St, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
4 Bedroom Apartment Available Sep 1, 2026

133 Saint Alphonsus St, Unit 2

133 Saint Alphonsus StBoston, MA 02120
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63 Hillside St, Unit 1
$6,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,100

Total Monthly Price
$6,100
4 Bedroom Apartment Available Sep 1, 2026

63 Hillside St, Unit 1

63 Hillside StBoston, MA 02120
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151 Highland St, Unit 2
$8,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,200

Total Monthly Price
$8,200
6 Bedroom Apartment Available Sep 1, 2026

151 Highland St, Unit 2

151 Highland StBoston, MA 02119
Cost Per Sq.Ft.
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717 Parker St, Unit 1
$8,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,200

Total Monthly Price
$8,200
5 Bedroom Apartment Available Sep 1, 2026

717 Parker St, Unit 1

717 Parker StBoston, MA 02120
Cost Per Sq.Ft.
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717 Parker St, Unit 1
$8,200
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,200

Total Monthly Price
$8,200
5 Bedroom Apartment Available Sep 1, 2026

717 Parker St, Unit 1

717 Parker StBoston, MA 02120
Cost Per Sq.Ft.
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47 Hillside St, Unit 2
$8,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,250

Total Monthly Price
$8,250
5 Bedroom Apartment Available Sep 1, 2026

47 Hillside St, Unit 2

47 Hillside StBoston, MA 02120
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731 Parker St, Unit 1
$9,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,900

Total Monthly Price
$9,900
6 Bedroom Apartment Available Aug 31, 2026

731 Parker St, Unit 1

731 Parker StBoston, MA 02120
Cost Per Sq.Ft.
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1 Torpie St, Unit 1
$2,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,950

Total Monthly Price
$2,950
1 Bedroom Apartment Available Aug 31, 2026

1 Torpie St, Unit 1

1 Torpie StBoston, MA 02120
Affordability
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71 Pontiac St, Unit 2
$4,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,700

Total Monthly Price
$4,700
4 Bedroom Apartment Available Sep 1, 2026

71 Pontiac St, Unit 2

71 Pontiac StBoston, MA 02120
Cost Per Sq.Ft.
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6 Bickford Ave, Unit 3
$4,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,750

Total Monthly Price
$4,750
3 Bedroom Apartment Available Sep 1, 2026

6 Bickford Ave, Unit 3

6 Bickford AveBoston, MA 02120
Cost Per Sq.Ft.
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803 Parker St, Unit 3
$5,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,900

Total Monthly Price
$5,900
4 Bedroom Apartment Available Sep 1, 2026

803 Parker St, Unit 3

803 Parker StBoston, MA 02120
Cost Per Sq.Ft.
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34 Cherokee St, Unit 1
$6,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,800

Total Monthly Price
$6,800
4 Bedroom Apartment Available Sep 1, 2026

34 Cherokee St, Unit 1

34 Cherokee StBoston, MA 02120
Cost Per Sq.Ft.
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45 Cherokee St, Unit 3
$10,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$10,500

Total Monthly Price
$10,500
6 Bedroom Apartment Available Aug 31, 2026

45 Cherokee St, Unit 3

45 Cherokee StBoston, MA 02120
Cost Per Sq.Ft.
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78 Hillside St, Unit 1
$4,950
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,950

Total Monthly Price
$4,950
3 Bedroom Apartment Available Aug 31, 2026

78 Hillside St, Unit 1

78 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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684 Parker St, Unit 2
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
4 Bedroom Apartment Available Now

684 Parker St, Unit 2

684 Parker StRoxbury Crossing, MA 02120
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1570 Tremont St, Unit 1t
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400
2 Bedroom Apartment Available Sep 1, 2026

1570 Tremont St, Unit 1t

1570 Tremont StBoston, MA 02120
Cost Per Sq.Ft.
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1580 Tremont St, Unit 1
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400
2 Bedroom Apartment Available Sep 1, 2026

1580 Tremont St, Unit 1

1580 Tremont StBoston, MA 02120
Cost Per Sq.Ft.
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1576 Tremont St, Unit 2
$5,050
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,050

Total Monthly Price
$5,050
3 Bedroom Apartment Available Sep 1, 2026

1576 Tremont St, Unit 2

1576 Tremont StBoston, MA 02120
Cost Per Sq.Ft.
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1576 Tremont St, Unit 2
$5,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100

Total Monthly Price
$5,100
3 Bedroom Apartment Available Sep 1, 2026

1576 Tremont St, Unit 2

1576 Tremont StBoston, MA 02120
Cost Per Sq.Ft.
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53 Delle Ave, Unit 1T
$5,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,100

Total Monthly Price
$5,100
3 Bedroom Apartment Available Sep 1, 2026

53 Delle Ave, Unit 1T

53 Delle AveBoston, MA 02120
Cost Per Sq.Ft.
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1578 Tremont St, Unit 3T
$5,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,150

Total Monthly Price
$5,150
3 Bedroom Apartment Available Sep 1, 2026

1578 Tremont St, Unit 3T

1578 Tremont StBoston, MA 02120
Cost Per Sq.Ft.
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37 Hillside St, Unit 1
$5,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,250

Total Monthly Price
$5,250
3 Bedroom Apartment Available Sep 1, 2026

37 Hillside St, Unit 1

37 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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2 Folsom Ave, Unit 3
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

Total Monthly Price
$6,000
4 Bedroom Apartment Available Sep 1, 2026

2 Folsom Ave, Unit 3

2 Folsom AveBoston, MA 02120
Cost Per Sq.Ft.
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16 Fisher Ave
$6,596
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,596

Total Monthly Price
$6,596
4 Bedroom Apartment Available Sep 1, 2026

16 Fisher Ave

16 Fisher AveBoston, MA 02120
Cost Per Sq.Ft.
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51 Delle Ave, Unit 2
$6,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600
4 Bedroom Apartment Available Sep 1, 2026

51 Delle Ave, Unit 2

51 Delle AveBoston, MA 02120
Cost Per Sq.Ft.
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52 Delle Ave, Unit 3T
$6,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,600

Total Monthly Price
$6,600
4 Bedroom Apartment Available Sep 1, 2026

52 Delle Ave, Unit 3T

52 Delle AveBoston, MA 02120
Cost Per Sq.Ft.
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50 Fisher Ave
$7,495
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,495

Total Monthly Price
$7,495
5 Bedroom Apartment Available Sep 1, 2026

50 Fisher Ave

50 Fisher AveBoston, MA 02120
Cost Per Sq.Ft.
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12 Worthington St
$8,095
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,095

Total Monthly Price
$8,095
5 Bedroom Apartment Available Sep 1, 2026

12 Worthington St

12 Worthington StBoston, MA 02120
Cost Per Sq.Ft.
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8 Worthington St
$8,095
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,095

Total Monthly Price
$8,095
5 Bedroom Apartment Available Sep 1, 2026

8 Worthington St

8 Worthington StBoston, MA 02120
Cost Per Sq.Ft.
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60 Hillside St, Unit 3
$8,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,750

Total Monthly Price
$8,750
5 Bedroom Apartment Available Sep 1, 2026

60 Hillside St, Unit 3

60 Hillside StBoston, MA 02120
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15 Sewall St, Unit 1
$3,900
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,900

Total Monthly Price
$3,900
2 Bedroom Apartment Available Sep 1, 2026

15 Sewall St, Unit 1

15 Sewall StBoston, MA 02120
Cost Per Sq.Ft.
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59 Hillside St, Unit 2
$5,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,150

Total Monthly Price
$5,150
3 Bedroom Apartment Available Sep 1, 2026

59 Hillside St, Unit 2

59 Hillside StBoston, MA 02120
Affordability

Frequently Asked Questions about Highland Park

How much are Studio apartments in Highland Park?

There are currently 66 Studio Apartments in Highland Park with rent ranges from $2,100 to $3,660 with an average price of $2,891.

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 $4,944 with an average monthly rent of $3,127.

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 248 Three Bedroom Apartments listings available in Highland Park on ApartmentHomeLiving.com. The pricing ranges from $1,300 to $6,013 - averaging $4,664 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

decorative image for How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips article

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

decorative image for Renting with Roommates: Realistic Expectations for Shared Lease article

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.

decorative image for Apartment Common Area Rules: What Renters Need to Know article

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.

decorative image for How to Negotiate Your Apartment Lease and Save Money article

How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!