
Luxury Apartments for Rent in the Chestnut Hill Neighborhood of Boston, MA (377 Rentals)
The most luxurious Apartments in the Chestnut Hill area of Boston with high-end amenities, features, and finishes.


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12 Kilsyth Ter, Unit 24

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70 Strathmore Rd, Unit 2B

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8 Chiswick Rd

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2 Braemore Rd, Unit 1

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104 Strathmore Rd, Unit 104-2

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1914 Beacon St, Unit 1

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19 Lanark Rd

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36 Cummings Rd, Unit 9

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1778 Commonwealth Ave
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22 Chiswick Rd

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2009 Commonwealth Ave, Unit 1

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124 Sutherland Rd

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26 Chiswick Rd, Unit 18

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47 Orkney Rd, Unit 2

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78 Kilsyth Rd, Unit 8

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1950 Beacon St, Unit 1

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41 Orkney Rd, Unit 41-3

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24 Lanark Rd, Unit 2

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1914 Beacon St, Unit NA
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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10 Selkirk Rd

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6 Colliston Rd

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53 Strathmore Rd, Unit 3

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69 Strathmore Rd

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1914 Beacon St

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249 Chestnut Hill Ave

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276 Chestnut Hill Ave, Unit 3

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2 Sutherland Rd

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43 Orkney Rd

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90 Kilsyth Rd
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45 Orkney Rd

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5 Braemore Rd

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104 Strathmore Rd, Unit 1

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6 Sutherland Rd

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42 Englewood Ave, Unit 6

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116 Englewood Ave

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2009 Commonwealth Ave, Unit 3

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148 Strathmore Rd, Unit 1

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21 Radnor Rd

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231 Chestnut Hill Ave
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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5 Colliston Rd, Unit B

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1982 Commonwealth Ave, Unit A

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210 Chestnut Hill Ave, Unit 6

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41 Orkney Rd, Unit 41 Orkney Road

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29 Sutherland Rd, Unit #A

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39 Englewood Ave, Unit 2

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2009 Commonwealth Ave, Unit 32

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1914 Beacon St, Unit 1

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2 Braemore Rd, Unit 1

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63 Selkirk Rd
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.
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 | $2,379 | $1,850 | $4,950 |
| Chestnut Hill 1 Bedroom Apartments | $2,623 | $1,200 | $5,293 |
| Chestnut Hill 2 Bedroom Apartments | $3,332 | $1,950 | $6,205 |
| Chestnut Hill 3 Bedroom Apartments | $4,242 | $2,500 | $8,030 |
| Chestnut Hill 4 Bedroom Apartments | $5,223 | $1,050 | $9,600 |
| Chestnut Hill 5 Bedroom Apartments | $5,992 | $3,195 | $7,950 |
Browse Apartments in this Neighborhood
There are currently 377 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 56 Studio Apartments in Chestnut Hill with rent ranges from $1,850 to $4,950 with an average price of $2,379.
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 $1,200 to $5,293 with an average monthly rent of $2,623.
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 $1,950 to $6,205. Today's average rental price for Two Bedrooms here is $3,332.
How expensive are Chestnut Hill Three Bedroom Apartments?
There are currently 85 Three Bedroom Apartments listings available in Chestnut Hill on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $8,030 - averaging $4,242 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

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.