2 Bedroom Apartments for Rent by Owner in Jamaica Plain, MA (22 Rentals)

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10 Aberdeen St, Unit 2
$3,650
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,650

Total Monthly Price
$3,650
2 Bedroom Apartment Available Sep 1, 2026

10 Aberdeen St, Unit 2

10 Aberdeen StBoston, MA 02215
Affordability
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157-111 Hemenway St, Unit 4
$3,400
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,400

Total Monthly Price
$3,400
2 Bedroom Apartment Available Now

157-111 Hemenway St, Unit 4

157-111 Hemenway StBoston, MA 02115
Affordability
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45 Hemenway St, Unit 2
$4,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,800

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

45 Hemenway St, Unit 2

45 Hemenway StBoston, MA 02115
Affordability
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137 Peterborough Street, Unit 27
$3,200
Total Monthly Price7 Month Lease Term

Total Monthly Price

Base Rent
$3,200

Total Monthly Price
$3,200
2 Bedroom Apartment Available Jan 1, 2026

137 Peterborough Street, Unit 27

137 Peterborough StreetBoston, MA 02215
Affordability

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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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21 Haverford Street, Unit #1
$3,000
Total Monthly Price13 Month Lease Term

Total Monthly Price

Base Rent
$3,000

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

21 Haverford Street, Unit #1

21 Haverford StreetBoston, MA 02130
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88 Hammond St
$4,000
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$4,000

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

88 Hammond St

88 Hammond StBoston, MA 02120
Affordability
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1492 Beacon St
$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

1492 Beacon St

1492 Beacon StBrookline, MA 02446
Affordability

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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313 Summit Ave
$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

313 Summit Ave

313 Summit AveBoston, MA 02135
Affordability
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196 Allston St
$3,600
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,600

Total Monthly Price
$3,600
2 Bedroom Apartment Available Now

196 Allston St

196 Allston StBoston, MA 02134
Affordability
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369 Tappan St
$3,800
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$3,800

Total Monthly Price
$3,800
2 Bedroom Apartment Available Now

369 Tappan St

369 Tappan StBrookline, MA 02445
Affordability
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16 Dresden St, Unit 16
$2,975
Total Monthly Price12 Month Lease Term

Total Monthly Price

Base Rent
$2,975

Total Monthly Price
$2,975
2 Bedroom Apartment Available Now

16 Dresden St, Unit 16

16 Dresden StBoston, MA 02130
Affordability
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Explore Like a Local: The Insider's Guide to Boston

Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

Jamaica Plain, MA Local Guide

Boston Neighborhood Guide: Living Near UMass, MGH, and State Street

Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

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Don't Settle: How to Negotiate Your Apartment Lease and Save Money

Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

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Top Neighborhoods Near Boston Colleges and Universities

Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

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Getting Around Jamaica Plain, MA

Walk Score®

86 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

86 / 100

Very Bikeable

Biking is convenient for most trips

Transit Score®

73 / 100

Excellent Transit

Transit is convenient for most trips

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 $3,688.

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 3,121 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.

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.