2 Bedroom Apartments for Rent in Jamaica Plain, MA Under $3,100 (520 Rentals) Page 2 of 11

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145 Hillside St, Unit 2
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
2 Bedroom Apartment Available Jan 1, 2026

145 Hillside St, Unit 2

145 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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37 Dwight St, Unit 2B
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

37 Dwight St, Unit 2B

37 Dwight StBrookline, MA 02446
Affordability
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53 Manchester Rd, Unit 5
$3,075
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,075

Total Monthly Price
$3,075
2 Bedroom Apartment Available Now

53 Manchester Rd, Unit 5

53 Manchester RdBrookline, MA 02446
Affordability
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2 Shepherd Ave, Unit 3
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Sep 1, 2026

2 Shepherd Ave, Unit 3

2 Shepherd AveBoston, MA 02115
Cost Per Sq.Ft.

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.

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145 Hillside St, Unit 2
$2,500
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,500

Total Monthly Price
$2,500
2 Bedroom Apartment Available Jan 1, 2026

145 Hillside St, Unit 2

145 Hillside StBoston, MA 02120
Cost Per Sq.Ft.
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245 Kelton St, Unit 24
$2,720
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,720

Total Monthly Price
$2,720
2 Bedroom Apartment Available Jan 1, 2026

245 Kelton St, Unit 24

245 Kelton StBoston, MA 02134
Cost Per Sq.Ft.

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Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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14 Smythe St, Unit 3
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

14 Smythe St, Unit 3

14 Smythe StBrookline, MA 02445
Affordability
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898 Huntington Ave, Unit 8
$3,095
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095
2 Bedroom Apartment Available Sep 1, 2026

898 Huntington Ave, Unit 8

898 Huntington AveBoston, MA 02115
Affordability
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15 Parkton Rd, Unit 3
$3,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,000

Total Monthly Price
$3,000
2 Bedroom Apartment Available Now

15 Parkton Rd, Unit 3

15 Parkton RdBoston, MA 02130
Affordability
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25 Oakwood St, Unit A
$2,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,400

Total Monthly Price
$2,400
2 Bedroom Apartment Available Now

25 Oakwood St, Unit A

25 Oakwood StBoston, MA 02124
Affordability
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2 Shepherd Ave, Unit 3
$2,725
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,725

Total Monthly Price
$2,725
2 Bedroom Apartment Available Sep 1, 2026

2 Shepherd Ave, Unit 3

2 Shepherd AveBoston, MA 02115
Cost Per Sq.Ft.
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274 Seaver St, Unit 274
$2,425
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,425

Total Monthly Price
$2,425
2 Bedroom Apartment Available Now

274 Seaver St, Unit 274

274 Seaver StBoston, MA 02121
Affordability
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2 Shepherd Ave, Unit 3
$2,725
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,725

Total Monthly Price
$2,725
2 Bedroom Apartment Available Sep 1, 2026

2 Shepherd Ave, Unit 3

2 Shepherd AveBoston, MA 02115
Cost Per Sq.Ft.
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2 Shepherd Ave, Unit 3A
$2,725
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,725

Total Monthly Price
$2,725
2 Bedroom Apartment Available Sep 1, 2026

2 Shepherd Ave, Unit 3A

2 Shepherd AveBoston, MA 02115
Cost Per Sq.Ft.
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2 Smith St, Unit BB
$3,095
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095
2 Bedroom Apartment Available Now

2 Smith St, Unit BB

2 Smith StBoston, MA 02120
Cost Per Sq.Ft.
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2 Smith St, Unit B
$3,095
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,095

Total Monthly Price
$3,095
2 Bedroom Apartment Available Now

2 Smith St, Unit B

2 Smith StBoston, MA 02120
Cost Per Sq.Ft.
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33 Dwight St, Unit 2
$2,700
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

33 Dwight St, Unit 2

33 Dwight StBrookline, MA 02446
Affordability
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222 Parker Hill Ave, Unit T
$2,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,800

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

222 Parker Hill Ave, Unit T

222 Parker Hill AveBoston, MA 02120
Cost Per Sq.Ft.
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138 Ipswich St, Unit 21
$2,495
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,495

Total Monthly Price
$2,495
2 Bedroom Apartment Available Now

138 Ipswich St, Unit 21

138 Ipswich StBoston, MA 02215
Cost Per Sq.Ft.
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1895 Beacon St, Unit 4
$2,700
Total Monthly Price10 Month Lease Term

Total Monthly Price

Base Rent
$2,700

Total Monthly Price
$2,700
2 Bedroom Apartment Available Now

1895 Beacon St, Unit 4

1895 Beacon StBrookline, MA 02445
Affordability
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123 Babcock St, Unit 110-37
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Now

123 Babcock St, Unit 110-37

123 Babcock StBrookline, MA 02446
Cost Per Sq.Ft.
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1574 Beacon St, Unit 4
$3,100
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,100

Total Monthly Price
$3,100
2 Bedroom Apartment Available Now

1574 Beacon St, Unit 4

1574 Beacon StBrookline, MA 02446
Cost Per Sq.Ft.
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245 Kelton St, Unit 3
$2,595
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,595

Total Monthly Price
$2,595
2 Bedroom Apartment Available Jan 1, 2026

245 Kelton St, Unit 3

245 Kelton StBoston, MA 02134
Affordability

Frequently Asked Questions about 2 Bedroom Jamaica Plain Apartments

What is the Cheapest apartment in Jamaica Plain with 2 Bedroom?

Currently the most affordable 2 Bedroom in Jamaica Plain is at Jackson Commons II listed at $1,301.

How much is the average rent for a 2 Bedroom Jamaica Plain Apartment?

The average rent for a 2 Bedroom Apartment in Jamaica Plain is $3,702.

What is the largest available 2 Bedroom Jamaica Plain Apartment for rent?

Today's apartment with the most square footage in Jamaica Plain is a square feet unit at .

What is the average size for Jamaica Plain 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Jamaica Plain is currently 3,198 sq ft.

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.

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Apartment Common Area Rules: What Renters Need to Know

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How to Negotiate Your Apartment Lease and Save Money

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