close
View Me
Rent Specials
$2,575 - $4,500
Plus Fees
1 to 2 Bedroom Apartments Available NowReservoir Towers
1931 Commonwealth AveBrighton, MA 02135
Luxury Apartments for Rent in the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (352 Rentals)
The most luxurious Apartments in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.
close
View Me
Rent Specials
$3,495 - $3,595
Plus Fees12 Month Lease Term
2 Bedroom Apartments Available NowLangley Terrace
392 Langley RdNewton, MA 02459
close
View Me
Rent Specials
$3,195 - $5,955
Total Monthly Price
Studio to 3 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$3,130 - $5,890
Required Monthly Fees
$65
Total Monthly Price
$3,195 - $5,955
Avalon at Chestnut Hill
160 Boylston StChestnut Hill, MA 02467
close
View Me
$2,200 - $2,850
Plus Fees12 Month Lease Term
Studio to 2 Bedroom Apartments Available NowChiswick Building
125 Chiswick RdBrighton, MA 02135
close
View Me
Rent Specials
$4,100 - $4,900
Plus Fees12 Month Lease Term
2 to 3 Bedroom Apartments Available Now81 Chestnut Hill Ave
81 Chestnut Hill AveBoston, MA 02135
close
View Me
Rent Specials
$2,250 - $3,100
Total Monthly Price
Studio to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$2,250 - $3,100
Total Monthly Price
$2,250 - $3,100
286 & 288 Chestnut Hill Avenue
286-288 Chestnut Hill AveBrighton, MA 02135
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Dec 1Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
36 Dighton St, Unit 15
36 Dighton StBoston, MA 02135
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
27 South Crescent Circuit, Unit A
27 South Crescent CircuitBoston, MA 02135
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
1933 Commonwealth Ave
1933 Commonwealth AveBrighton, MA 02135
close
View Me
$3,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$3,600
Total Monthly Price
$3,600
96 Brayton Rd, Unit 1
96 Brayton RdBoston, MA 02135
close
View Me
$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
27 Crosby Rd, Unit 2
27 Crosby RdChestnut Hill, MA 02467
close
View Me
$6,000
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$6,000
Total Monthly Price
$6,000
209 Chestnut Hill Ave, Unit 2
209 Chestnut Hill AveBoston, MA 02135
close
View Me
$7,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,600
Total Monthly Price
$7,600
235 Chestnut Hill Ave, Unit 1
235 Chestnut Hill AveBoston, MA 02135
close
View Me
$3,100
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
2001 Commonwealth Ave, Unit 16
2001 Commonwealth AveBrighton, MA 02135
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
29 Wiltshire Rd, Unit 1
29 Wiltshire RdBoston, MA 02135
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
33 Wiltshire Rd, Unit 1
33 Wiltshire RdBoston, MA 02135
close
View Me
$3,950
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,950
Total Monthly Price
$3,950
4 Langley Rd, Unit 2
4 Langley RdBoston, MA 02135
close
View Me
$9,500
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 25, 2026Total Monthly Price
Base Rent
$9,500
Total Monthly Price
$9,500
15 Radnor Rd, Unit 2
15 Radnor RdBoston, MA 02135
close
View Me
$5,200
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,200
Total Monthly Price
$5,200
52 Bostonia Ave, Unit 3
52 Bostonia AveBrighton, MA 02135
close
View Me
$9,300
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,300
Total Monthly Price
$9,300
35 Radnor Rd, Unit 1
35 Radnor RdBoston, MA 02135
close
View Me
$2,795
Total Monthly Price3 Month Lease Term
Studio Apartment Available Dec 15Total Monthly Price
Base Rent
$2,795
Total Monthly Price
$2,795
171 Foster St, Unit B
171 Foster StBoston, MA 02135
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
461 Washington St, Unit 305
461 Washington StBoston, MA 02135
close
View Me
$2,600
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$2,600
Total Monthly Price
$2,600
1863 Commonwealth Ave, Unit 51
1863 Commonwealth AveBoston, MA 02135
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
58 Winship St, Unit 1
58 Winship StBoston, MA 02135
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
163 Chestnut Hill Ave, Unit 202
163 Chestnut Hill AveBoston, MA 02135
close
View Me
$3,250
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,250
Total Monthly Price
$3,250
19 Bostonia Ave, Unit 4
19 Bostonia AveBrighton, MA 02135
close
View Me
$5,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
16 Gerald Rd, Unit 1
16 Gerald RdBoston, MA 02135
close
View Me
$9,600
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Aug 31, 2026Total Monthly Price
Base Rent
$9,600
Total Monthly Price
$9,600
44 Kirkwood Rd, Unit 1
44 Kirkwood RdBoston, MA 02135
close
View Me
$3,800
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available Nov 1Total Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
56 Winship St, Unit 102R
56 Winship StBoston, MA 02135
close
View Me
$9,800
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available Aug 23, 2026Total Monthly Price
Base Rent
$9,800
Total Monthly Price
$9,800
45 Radnor Rd, Unit 1
45 Radnor RdBoston, MA 02135
close
View Me
$2,700
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,700
Total Monthly Price
$2,700
20 Shanley St, Unit 1
20 Shanley StBoston, MA 02135
close
View Me
$3,500
Total Monthly Price11 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
22 Eastburn St
22 Eastburn StBoston, MA 02135
close
View Me
$7,500
Total Monthly Price12 Month Lease Term
5 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
200 Commonwealth Ave, Unit 1
200 Commonwealth AveChestnut Hill, MA 02467
close
View Me
$5,600
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$5,600
Total Monthly Price
$5,600
16 Gerald Rd, Unit 1
16 Gerald RdBoston, MA 02135
close
View Me
$2,500
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,500
Total Monthly Price
$2,500
461 Washington St, Unit 305
461 Washington StBoston, MA 02135
close
View Me
$2,750
Total Monthly Price12 Month Lease Term
1 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$2,750
Total Monthly Price
$2,750
1959 Commonwealth Ave, Unit 9
1959 Commonwealth AveBoston, MA 02135
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
27 South Crescent Circuit, Unit 1
27 South Crescent CircuitBoston, MA 02135
close
View Me
$3,500
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,500
Total Monthly Price
$3,500
22 Eastburn St, Unit 22
22 Eastburn StBoston, MA 02135
close
View Me
$7,500
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available Sep 1, 2026Total Monthly Price
Base Rent
$7,500
Total Monthly Price
$7,500
15 Radnor Rd, Unit 1
15 Radnor RdBoston, MA 02135
close
View Me
$3,100
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,100
Total Monthly Price
$3,100
467 Washington St, Unit 467
467 Washington StBoston, MA 02135
close
View Me
$3,150
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,150
Total Monthly Price
$3,150
84 Brayton Rd, Unit 2
84 Brayton RdBoston, MA 02135
close
View Me
$3,000
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,000
Total Monthly Price
$3,000
16 Nonantum St, Unit 2
16 Nonantum StBoston, MA 02135
close
View Me
$3,800
Total Monthly Price12 Month Lease Term
4 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,800
Total Monthly Price
$3,800
43 Glenmont Rd, Unit 2
43 Glenmont RdBoston, MA 02135
close
View Me
$12,800
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$12,800
Total Monthly Price
$12,800
64 Lane Park
64 Lane ParkBoston, MA 02135
close
View Me
$3,300
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,300
Total Monthly Price
$3,300
71 Foster St, Unit 2
71 Foster StBoston, MA 02135
close
View Me
$3,550
Total Monthly Price12 Month Lease Term
2 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,550
Total Monthly Price
$3,550
120 Foster Ter
120 Foster TerBoston, MA 02135
close
View Me
$9,300
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$9,300
Total Monthly Price
$9,300
52 Lane Park
52 Lane ParkBoston, MA 02135
close
View Me
$12,800
Total Monthly Price12 Month Lease Term
6 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$12,800
Total Monthly Price
$12,800
66 Lane Park
66 Lane ParkBoston, MA 02135
close
View Me
$3,200
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,200
Total Monthly Price
$3,200
62 Nonantum St, Unit 2
62 Nonantum StBoston, MA 02135
close
View Me
$3,400
Total Monthly Price12 Month Lease Term
3 Bedroom Apartment Available NowTotal Monthly Price
Base Rent
$3,400
Total Monthly Price
$3,400
54 Tremont St, Unit 3
54 Tremont StBoston, MA 02135
Chestnut Hill Middlesex, Boston College, MA Local Guide
How much does it cost to rent an apartment in Chestnut Hill Middlesex?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Chestnut Hill Middlesex Studio Apartments | $2,515 | $1,950 | $3,730 |
| Chestnut Hill Middlesex 1 Bedroom Apartments | $2,526 | $1,050 | $4,500 |
| Chestnut Hill Middlesex 2 Bedroom Apartments | $3,411 | $2,000 | $5,200 |
| Chestnut Hill Middlesex 3 Bedroom Apartments | $3,881 | $2,550 | $5,955 |
| Chestnut Hill Middlesex 4 Bedroom Apartments | $5,376 | $3,150 | $9,600 |
| Chestnut Hill Middlesex 5 Bedroom Apartments | $7,079 | $4,300 | $9,000 |
| Chestnut Hill Middlesex 6 Bedroom Apartments | $9,938 | $6,000 | $10,000+ |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Apartments in this Neighborhood
There are currently 352 rentals with your search options within a 2 mile radius of the Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA.
See all Apartments in Chestnut HillExplore Chestnut Hill
Chestnut Hill Middlesex, Boston College, MA Local Guide
- Nearby Chestnut Hill neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Quick 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.
Let everyone know!
Do you know the Chestnut Hill Middlesex area?
If you’re an expert on all things Chestnut Hill Middlesex, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleChestnut Hill Middlesex, Chestnut Hill, MA
Ranked #1
Among cities in Massachusetts for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Getting Around the Chestnut Hill Middlesex Neighborhood in Chestnut Hill, MA
Walk Score®
59 / 100
Somewhat Walkable
Some errands can be accomplished on foot
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
Transit Score®
53 / 100
Good Transit
Many nearby public transportation options
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Chestnut Hill Middlesex
How much are Studio apartments in Chestnut Hill Middlesex?
There are currently 50 Studio Apartments in Chestnut Hill Middlesex with rent ranges from $1,950 to $3,730 with an average price of $2,515.
What is the current price range for One Bedroom Chestnut Hill Middlesex Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestnut Hill Middlesex ranges from $1,050 to $4,500 with an average monthly rent of $2,526.
What does renting a Two Bedroom Apartment in Chestnut Hill Middlesex cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestnut Hill Middlesex range from $2,000 to $5,200. Today's average rental price for Two Bedrooms here is $3,411.
How expensive are Chestnut Hill Middlesex Three Bedroom Apartments?
There are currently 112 Three Bedroom Apartments listings available in Chestnut Hill Middlesex on ApartmentHomeLiving.com. The pricing ranges from $2,550 to $5,955 - averaging $3,881 for the location.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
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!
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.