
Gated Luxury Apartments for Rent in Chestnut Hill, MA (128 Rentals)
The most luxurious Apartments in Chestnut Hill with high-end amenities, features, and finishes.


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Parkway 1208

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Residences at Brighton Marine

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44 Orkney Rd

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525 LINC

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286 & 288 Chestnut Hill Avenue

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24 Orkney Rd

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1412 Commonwealth Ave

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The Indie

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MetroMark
Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Moving to Boston? Discover how to handle unique rental rules, avoid common moving day pitfalls, and prepare for your first winter in the city

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Pelham Hall

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66 Brock St

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E3 Apartments

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Forbes Building

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NOVA Brighton

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2018 Commonwealth Avenue, Unit 47

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109 Langley Rd, Unit 0

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22 Chiswick Rd

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24 Kelley Ct, Unit 1

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41 Wallingford Rd, Unit 2
Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!
Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

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84 Brayton Rd, Unit 2

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88 Gordon St

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132 Kilsyth Rd, Unit 2

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18 Murdock St, Unit 5

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355 Market St

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Lantera at Boston Landing

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11 Schubert St

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The Maximilian at Watertown

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Velo Forest Hills Apartments

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Everett St. Apartments
What It Really Costs to Live in Boston: A Local Renter’s Guide
Thinking of moving to Boston? Discover the real cost of living in the city. Our local expert guide breaks down rent, hidden utility costs, transportation tips, and neighborhood tradeoffs to help you budget smarter.

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9 Greylock Rd, Unit 3

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59 Hobson St, Unit 0

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53 Chestnut Hill Ave, Unit 2

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140 Lake Shore Rd, Unit 1

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1933 Commonwealth Ave, Unit 409

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Blvd & Bond

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Avalon Brighton

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The Rozzie

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Barclay on Beacon

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16 Elko St, Unit #11
Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Find your perfect apartment outside Boston. We review Quincy, Braintree, Malden, Somerville, and Lynn, covering local hotspots, commute options, and available rental types.

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7 Linden St

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84 Gordon St, Unit 203

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1345 Commonwealth Ave, Unit 1

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Hew at 1515

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70 Litchfield St, Unit 1

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5 S Waverly St, Unit 1

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195 Winthrop Rd

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27 Upcrest Rd, Unit 2

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574 Washington St, Unit 3

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20 Rugg Rd
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.
Chestnut Hill, 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 | $2,434 | $1,400 | $9,516 |
| Chestnut Hill 1 Bedroom Apartments | $2,839 | $950 | $7,694 |
| Chestnut Hill 2 Bedroom Apartments | $3,569 | $1,350 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $3,957 | $1,000 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,657 | $1,300 | $9,900 |
| Chestnut Hill 5 Bedroom Apartments | $5,788 | $3,650 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $7,967 | $1,000 | $10,000+ |
Browse Top Apartments in Chestnut Hill
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Chestnut Hill, MA Local Guide
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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.
Read ArticleNavigating 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.
Read ArticleTop 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
Read ArticleReal Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chestnut Hill, MA Rentals by Map
See the most popular apartments and homes in Chestnut Hill, MA
Frequently Asked Questions about Gated Chestnut Hill Apartments
What is the Cheapest Gated apartment in Chestnut Hill?
Currently the most affordable Gated Apartment in Chestnut Hill is at 46 Park Vale Ave, Unit 1 listed at $950.
How much is the average rent for a Gated Chestnut Hill Apartment?
The average rent for a Gated Apartment in Chestnut Hill is $3,844.
What is the largest Gated Chestnut Hill Apartment for rent?
Today's Gated apartment with the most square footage in Chestnut Hill is a 9,999 square feet unit starting from $4,588 at 10-12 Greenway Ct.
What is the average size for Chestnut Hill Gated Apartments for rent?
The average size for a Gated rental in Chestnut Hill is currently at 1,603 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.
Helpful Local Expert Guides

Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

What It Really Costs to Live in Boston: A Local Renter's Guide
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities
Written by: Amelia Ramstead
Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!
Articles, How-To's, and Tips

How Commercial-to-Residential Property Conversions Help the Housing Crisis
Written by: Robin Stewart
Many housing markets throughout America share a common complaint: a lack of affordable rental properties.

Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!
Written by: Robin Stewart
Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags
Written by: Robin Stewart
Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.