5 Bedroom Apartments for Rent in Jamaica Plain, MA (384 Rentals) Page 2 of 8

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8 Sewall St, Unit 1
$9,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,000

Total Monthly Price
$9,000
5 Bedroom Apartment Available Now

8 Sewall St, Unit 1

8 Sewall StRoxbury Crossing, MA 02120
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6 Oswald St
$6,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,000

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

6 Oswald St

6 Oswald StBoston, MA 02120
Cost Per Sq.Ft.
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113 Hillside 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 Aug 31, 2026

113 Hillside St, Unit 1

113 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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61 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 Aug 31, 2026

61 Hillside St, Unit 3

61 Hillside StBoston, MA 02120
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8 Carmel St, Unit 2
$8,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000
5 Bedroom Apartment Available Sep 1, 2026

8 Carmel St, Unit 2

8 Carmel StRoxbury Crossing, MA 02120
Cost Per Sq.Ft.
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61 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

61 Hillside St, Unit #3

61 Hillside StBoston, MA 02120
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15 Sunset St, Unit 1
$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

15 Sunset St, Unit 1

15 Sunset StBoston, MA 02120

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15 Sunset St, Unit T
$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

15 Sunset St, Unit T

15 Sunset StBoston, MA 02120
Cost Per Sq.Ft.
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8 Saint Lukes Rd, Unit 3
$6,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,600

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

8 Saint Lukes Rd, Unit 3

8 Saint Lukes RdBoston, MA 02134
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15 Sunset St, Unit 1
$8,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,750

Total Monthly Price
$8,750
5 Bedroom Apartment Available Oct 31, 2026

15 Sunset St, Unit 1

15 Sunset StBoston, MA 02120
Cost Per Sq.Ft.
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37 Juniper St
$5,150
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,150

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

37 Juniper St

37 Juniper StBoston, MA 02119
Affordability
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226 Calumet St, Unit 1T
$7,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750

Total Monthly Price
$7,750
5 Bedroom Apartment Available Sep 1, 2026

226 Calumet St, Unit 1T

226 Calumet StBoston, MA 02120
Cost Per Sq.Ft.
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12 Chester St, Unit 2B
$5,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$5,800

Total Monthly Price
$5,800
5 Bedroom Apartment Available Sep 1, 2026

12 Chester St, Unit 2B

12 Chester StBoston, MA 02134
Cost Per Sq.Ft.
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139 Hillside St, Unit A
$9,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,300

Total Monthly Price
$9,300
5 Bedroom Apartment Available Sep 1, 2026

139 Hillside St, Unit A

139 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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65 Beech Glen St, Unit 2
$7,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,250

Total Monthly Price
$7,250
5 Bedroom Apartment Available Sep 1, 2026

65 Beech Glen St, Unit 2

65 Beech Glen StBoston, MA 02119
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83 Windsor St, Unit 1
$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

83 Windsor St, Unit 1

83 Windsor StBoston, MA 02120
Cost Per Sq.Ft.
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139 Hillside St, Unit A
$9,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,300

Total Monthly Price
$9,300
5 Bedroom Apartment Available Sep 1, 2026

139 Hillside St, Unit A

139 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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452 Centre St, 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

452 Centre St, Unit 2

452 Centre StBoston, MA 02130
Cost Per Sq.Ft.
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721 Parker St, Unit 1
$7,250
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,250

Total Monthly Price
$7,250
5 Bedroom Apartment Available Sep 1, 2026

721 Parker St, Unit 1

721 Parker StBoston, MA 02120
Cost Per Sq.Ft.
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146 Hillside St, Unit 2
$7,590
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,590

Total Monthly Price
$7,590
5 Bedroom Apartment Available Sep 1, 2026

146 Hillside St, Unit 2

146 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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139 Hillside St, Unit AA
$9,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,300

Total Monthly Price
$9,300
5 Bedroom Apartment Available Sep 1, 2026

139 Hillside St, Unit AA

139 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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139 Hillside St, Unit A
$9,300
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$9,300

Total Monthly Price
$9,300
5 Bedroom Apartment Available Sep 1, 2026

139 Hillside St, Unit A

139 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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100 Mount Pleasant Ave, Unit #3
$6,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$6,500

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

100 Mount Pleasant Ave, Unit #3

100 Mount Pleasant AveBoston, MA 02119
Cost Per Sq.Ft.
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83 Windsor St, Unit 1
$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

83 Windsor St, Unit 1

83 Windsor StBoston, MA 02120
Cost Per Sq.Ft.
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83 Windsor St, Unit 1
$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

83 Windsor St, Unit 1

83 Windsor StBoston, MA 02120
Cost Per Sq.Ft.
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43 Hillside St, Unit 2F
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
5 Bedroom Apartment Available Sep 1, 2026

43 Hillside St, Unit 2F

43 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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43 Hillside St, Unit 2
$7,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,500

Total Monthly Price
$7,500
5 Bedroom Apartment Available Sep 1, 2026

43 Hillside St, Unit 2

43 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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107 Fisher Ave, Unit 1
$7,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,700

Total Monthly Price
$7,700
5 Bedroom Apartment Available Sep 1, 2026

107 Fisher Ave, Unit 1

107 Fisher AveBoston, MA 02120
Cost Per Sq.Ft.
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107 Fisher Ave, Unit 1
$8,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000
5 Bedroom Apartment Available Sep 1, 2026

107 Fisher Ave, Unit 1

107 Fisher AveBoston, 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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8 Sewall 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 Sep 1, 2026

8 Sewall St, Unit 1

8 Sewall StBoston, MA 02120
Cost Per Sq.Ft.
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146 Hillside St, Unit 2
$7,450
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,450

Total Monthly Price
$7,450
5 Bedroom Apartment Available Sep 1, 2026

146 Hillside St, Unit 2

146 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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107 Fisher Ave, Unit 3
$7,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750

Total Monthly Price
$7,750
5 Bedroom Apartment Available Sep 1, 2026

107 Fisher Ave, Unit 3

107 Fisher AveBoston, MA 02120
Cost Per Sq.Ft.
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111 Fisher Ave, Unit 3
$7,750
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$7,750

Total Monthly Price
$7,750
5 Bedroom Apartment Available Sep 1, 2026

111 Fisher Ave, Unit 3

111 Fisher AveBoston, MA 02120
Cost Per Sq.Ft.
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8 Carmel St, Unit 3F
$8,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$8,000

Total Monthly Price
$8,000
5 Bedroom Apartment Available Sep 1, 2026

8 Carmel St, Unit 3F

8 Carmel StBoston, MA 02120
Cost Per Sq.Ft.

Frequently Asked Questions about Jamaica Plain

How much are Studio apartments in Jamaica Plain?

There are currently 1,178 Studio Apartments in Jamaica Plain with rent ranges from $1,100 to $9,800 with an average price of $2,576.

What is the current price range for One Bedroom Jamaica Plain Apartments for rent?

Today's rental pricing for One Bedroom Apartments in Jamaica Plain ranges from $925 to $6,312 with an average monthly rent of $3,007.

What does renting a Two Bedroom Apartment in Jamaica Plain cost?

The monthly rent prices of Two Bedroom Apartments currently available in Jamaica Plain range from $375 to $21,050. Today's average rental price for Two Bedrooms here is $3,688.

How expensive are Jamaica Plain Three Bedroom Apartments?

There are currently 1,660 Three Bedroom Apartments listings available in Jamaica Plain on ApartmentHomeLiving.com. The pricing ranges from $1,000 to $14,500 - averaging $4,505 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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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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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.