Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (495 Rentals) Page 5 of 10

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The most luxurious Homes in the Chestnut Hill Middlesex area of Chestnut Hill with high-end amenities, features, and finishes.

property at 204 Lake Shore Rd

204 Lake Shore Rd, Unit 1

204 Lake Shore Rd
BostonMA02135
property at 96 Brayton Rd

96 Brayton Rd, Unit 1

96 Brayton Rd
BostonMA02135
property at 100 Brayton Rd

100 Brayton Rd, Unit 2

100 Brayton Rd
BostonMA02135
property at 517 Washington St

517 Washington St, Unit 2

517 Washington St
BostonMA02135
property at 47 Algonquin Rd

47 Algonquin Rd, Unit 2

47 Algonquin Rd
Chestnut HillMA02467
property at 51 Algonquin Rd

51 Algonquin Rd

Chestnut HillMA02467
property at 26 Holly Ln

26 Holly Ln, Unit 2

26 Holly Ln
BrooklineMA02467
property at 1945 Commonwealth Ave

1945 Commonwealth Ave, Unit 13C

1945 Commonwealth Ave
BostonMA02135
property at 250 Hammond Pond Pky

250 Hammond Pond Pky, Unit 1203N

250 Hammond Pond Pky
Chestnut HillMA02467
property at 47 Algonquin Rd

47 Algonquin Rd, Unit 2

47 Algonquin Rd
Chestnut HillMA02467
property at 30 Bentley St

30 Bentley St, Unit 2

30 Bentley St
BostonMA02135
property at 21 Larch St

21 Larch St, Unit 4

21 Larch St
BostonMA02135
property at 137 Chiswick Terrace

137 Chiswick Terrace, Unit 5

137 Chiswick Terrace
BostonMA02135
property at 99 Chestnut Hill Ave

99 Chestnut Hill Ave, Unit 317

99 Chestnut Hill Ave
BostonMA02135
property at 84 Wallingford Rd

84 Wallingford Rd, Unit 1

84 Wallingford Rd
BostonMA02135
property at 9 Oak Square Ave

9 Oak Square Ave, Unit 2

9 Oak Square Ave
BostonMA02135
property at 27 Willoughby St

27 Willoughby St, Unit 2

27 Willoughby St
BostonMA02135
property at 321 Hammond Pond Pky

321 Hammond Pond Pky, Unit 301

321 Hammond Pond Pky
Chestnut HillMA02467
property at 321 Hammond Pond Pky

321 Hammond Pond Pky, Unit 301

321 Hammond Pond Pky
Chestnut HillMA02467
property at 370 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 21

370 Chestnut Hill Ave
BostonMA02135
property at 96 Chestnut Hill Ave

96 Chestnut Hill Ave, Unit 2

96 Chestnut Hill Ave
BostonMA02135
property at 10 Trapelo St

10 Trapelo St, Unit 4

10 Trapelo St
BostonMA02135
property at 1997 Commonwealth Ave

1997 Commonwealth Ave, Unit 7

1997 Commonwealth Ave
BostonMA02135
property at 1999 Commonwealth Ave

1999 Commonwealth Ave, Unit 7

1999 Commonwealth Ave
BostonMA02135
property at 44 Lane Park

44 Lane Park, Unit 4

44 Lane Park
BostonMA02135
property at 1870 Commonwealth Ave

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 16 Priscilla Rd

16 Priscilla Rd, Unit 2

16 Priscilla Rd
BostonMA02135
property at 72 Nonantum St

72 Nonantum St

BostonMA02135
property at 370 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 21

370 Chestnut Hill Ave
BostonMA02135
property at 289 Foster St

289 Foster St, Unit 1

289 Foster St
BostonMA02135
property at 289 Foster St

289 Foster St, Unit 1

289 Foster St
BostonMA02135
property at 99 Chestnut Hill Ave

99 Chestnut Hill Ave, Unit 318

99 Chestnut Hill Ave
BostonMA02135
property at 35 Henshaw St

35 Henshaw St, Unit 1ZB

35 Henshaw St
BostonMA02135
property at 89 Brayton Rd

89 Brayton Rd, Unit 2

89 Brayton Rd
BostonMA02135
property at 25 Embassy Rd

25 Embassy Rd

BostonMA02135
property at 328 Washington St

328 Washington St, Unit 1

328 Washington St
BostonMA02135
property at 171 Foster St

171 Foster St, Unit 4

171 Foster St
BostonMA02135
property at 83 Academy Hill Rd

83 Academy Hill Rd, Unit 1

83 Academy Hill Rd
BostonMA02135
property at 80 Wallingford Rd

80 Wallingford Rd, Unit 1

80 Wallingford Rd
BostonMA02135
property at 80 Wallingford Rd

80 Wallingford Rd, Unit 1

80 Wallingford Rd
BostonMA02135
property at 2017 Commonwealth Ave

2017 Commonwealth Ave, Unit #1

2017 Commonwealth Ave
BostonMA02135
property at 80 Wallingford Rd

80 Wallingford Rd, Unit 1

80 Wallingford Rd
BostonMA02135
property at 91 Wallingford Rd

91 Wallingford Rd

BostonMA02135
property at 16 Chestnut Hill Ave

16 Chestnut Hill Ave, Unit 3F-2

16 Chestnut Hill Ave
BostonMA02135
property at 73 Undine Rd

73 Undine Rd

BostonMA02135
property at 24 Priscilla Rd

24 Priscilla Rd, Unit 4

24 Priscilla Rd
BostonMA02135
property at 20 Priscilla Rd

20 Priscilla Rd, Unit 4

20 Priscilla Rd
BostonMA02135
property at 60 Wallingford Rd

60 Wallingford Rd, Unit 1

60 Wallingford Rd
BostonMA02135
property at 370 Chestnut Hill Ave

370 Chestnut Hill Ave, Unit 21

370 Chestnut Hill Ave
BostonMA02135

Frequently Asked Questions about Chestnut Hill Middlesex

What type of rentals are currently available in Chestnut Hill Middlesex?

There are currently 699 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,850 to $17,000. There are also 579 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestnut Hill Middlesex ranging from $950 to $40,000.

What is the current price range for Rental Homes in Chestnut Hill Middlesex?

Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestnut Hill Middlesex ranges from $950 to $40,000 with an average monthly rent of $5,829.

How much are larger Three and Four Bedroom Rentals in Chestnut Hill Middlesex?

For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestnut Hill Middlesex range from $2,550 to $6,260, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,550 to $6,900. Four Bedroom Single-Family rentals are also available starting from $1,025 and Four Bedroom Apartments start at $3,150.

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.

decorative image for The Rental Move-In Inspection Checklist: A Guide for Renters article

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.

decorative image for Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between article

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.

decorative image for The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro article

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

decorative image for Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting article

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.