
Luxury Apartments for Rent in Chestnut Hill, MA with Swimming Pool (68 Rentals) Page 2 of 2
The most luxurious Apartments in Chestnut Hill with high-end amenities, features, and finishes.


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356 Chestnut Hill Ave

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1423 Commonwealth Ave, Unit 103, Unit 103

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66 Brooks St, Unit 3, Unit 3

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85 Brainerd Rd, Unit 1, Unit 1

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85 Brainerd Rd, Unit 303, Unit 303
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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84 Gordon St, Unit 2, Unit 2

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374 Chestnut Hill Ave, Unit 4, Unit 4

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7 Justin Rd, Unit 1, Unit 1

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148 N Beacon St, Unit A2, Unit A2

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35 Glencoe St, Unit 20, Unit 20

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50 Broadlawn Park, Unit 410, Unit 410
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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140 Kenrick St, Unit 27, Unit 27

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6 Sutherland Rd, Unit 21, Unit 21

280 Corey Rd

34 Bryon Rd

119 Westbourne Ter

166 Lake Shore Rd
Boston's Best Affordable Neighborhoods
Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead
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 | $2,332 | $1,550 | $6,552 |
| Chestnut Hill 1 Bedroom Apartments | $2,780 | $1,000 | $10,000+ |
| Chestnut Hill 2 Bedroom Apartments | $3,495 | $2,000 | $10,000+ |
| Chestnut Hill 3 Bedroom Apartments | $4,049 | $1,295 | $10,000+ |
| Chestnut Hill 4 Bedroom Apartments | $4,909 | $1,295 | $10,000+ |
| Chestnut Hill 5 Bedroom Apartments | $6,002 | $3,600 | $10,000+ |
| Chestnut Hill 6 Bedroom Apartments | $8,326 | $4,000 | $10,000+ |
Explore Chestnut Hill
Frequently Asked Questions about Chestnut Hill Apartments with Swimming Pool
What is the Cheapest Swimming Pool apartment in Chestnut Hill?
Currently the most affordable Apartment in Chestnut Hill with Swimming Pool is at 1411 Commonwealth Ave, Unit 504 listed at $1,950.
How much is the average rent for Chestnut Hill Apartments with Swimming Pool?
The average rent for a Apartment in Chestnut Hill with Swimming Pool is $3,817.
What is the largest Chestnut Hill Apartment for rent with Swimming Pool?
Today's Apartment with Swimming Pool and the most square footage in Chestnut Hill is a 9,999 square feet unit starting from $2,825 at 144 North Beacon St, Unit A1d.
What is the average size for Chestnut Hill Apartments for rent with Swimming Pool?
The average size for a rental with Swimming Pool in Chestnut Hill is currently at 2,144 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

The 10 Best Affordable Neighborhoods in Boston, MA
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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
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Explore Like a Local: The Insider's Guide to Boston
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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.

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Articles, How-To's, and Tips

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
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This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

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A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
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Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.