5 Bedroom Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (33 Rentals)

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15 South St, Unit 2

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20 South St, Unit 2

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16 South St, Unit 4

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129 Sutherland Rd, Unit 2

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129 Sutherland Rd

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2021 Commonwealth Avenue, Unit D

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34 Orkney Rd, Unit 2
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1782 Commonwealth Ave, Unit 1789-1

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1914 Beacon St

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27 Orkney Rd, Unit 2

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47 Orkney Rd, Unit 2

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1914 Beacon St, Unit 2

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47 Orkney Rd, Unit 2

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2021 Commonwealth Ave, Unit A

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16 South St, Unit 2
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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.

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47 Orkney Rd, Unit 3

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5 Ayr Rd, Unit 2

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9 Radnor Rd, Unit 1

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48 Englewood Ave, Unit 2

6 Lothian Rd

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200 Commonwealth Ave, Unit 1
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200 Commonwealth Ave, Unit 1

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200 Commonwealth Ave, Unit 1

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28 Manet Rd, Unit 1

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200 Commonwealth Ave, Unit 1

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28 Manet Rd

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28 Manet Rd, Unit 3

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200 Commonwealth Ave, Unit 1

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200 Commonwealth Ave, Unit 1
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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

City Realty Boston (Units Available Citywide)
Chestnut Hill, Boston, MA Local Guide

How much does it cost to rent an apartment in Chestnut Hill?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Studio Apartments | $2,211 | $1,850 | $3,830 |
| Chestnut Hill 1 Bedroom Apartments | $2,675 | $1,150 | $4,500 |
| Chestnut Hill 2 Bedroom Apartments | $3,223 | $2,295 | $5,200 |
| Chestnut Hill 3 Bedroom Apartments | $4,287 | $2,700 | $6,115 |
| Chestnut Hill 4 Bedroom Apartments | $5,381 | $3,500 | $9,600 |
Chestnut Hill 5 Bedroom Apartments | $6,426 | $5,000 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,870 | $6,500 | $10,000+ |
Browse Apartments in this Neighborhood
There are currently 33 rentals with your search options within a 1 mile radius of the Chestnut Hill Neighborhood of Boston, MA.
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Frequently Asked Questions about Chestnut Hill
How much are Studio apartments in Chestnut Hill?
There are currently 52 Studio Apartments in Chestnut Hill with rent ranges from $1,850 to $3,830 with an average price of $2,211.
What is the current price range for One Bedroom Chestnut Hill Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill ranges from $1,150 to $4,500 with an average monthly rent of $2,675.
What does renting a Two Bedroom Apartment in Chestnut Hill cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill range from $2,295 to $5,200. Today's average rental price for Two Bedrooms here is $3,223.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 101 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,700 to $6,115 - averaging $4,287 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.
Helpful Local Expert Guides

The 10 Best Affordable Neighborhoods in Boston, MA
Written by: Amelia Ramstead
Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

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.

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.

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.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!


