Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (503 Rentals) Page 6 of 11

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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 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
property at 195 Lake St

195 Lake St, Unit 2

195 Lake St
BostonMA02135
property at 3 Glenley Ter

3 Glenley Ter

BostonMA02135
property at 1870 Commonwealth Ave

1870 Commonwealth Ave, Unit 12A

1870 Commonwealth Ave
BostonMA02135
property at 25 Greycliff Rd

25 Greycliff Rd, Unit 1

25 Greycliff Rd
BostonMA02135
property at 35 South St

35 South St, Unit 10

35 South St
BostonMA02135
property at 6 Nonantum St

6 Nonantum St, Unit 1

6 Nonantum St
NewtonMA02458
property at 2009 Commonwealth Ave

2009 Commonwealth Ave, Unit 1

2009 Commonwealth Ave
BostonMA02135
property at 35 Winship St

35 Winship St, Unit 2

35 Winship St
BostonMA02135
property at 258 Chestnut Hill Ave

258 Chestnut Hill Ave, Unit 9

258 Chestnut Hill Ave
BostonMA02135
property at 25 Greycliff Rd

25 Greycliff Rd, Unit 1

25 Greycliff Rd
BostonMA02135
property at 25 Greycliff Rd

25 Greycliff Rd, Unit 1

25 Greycliff Rd
BostonMA02135
property at 209 Chestnut Hill Ave

209 Chestnut Hill Ave, Unit 1

209 Chestnut Hill Ave
BostonMA02135
property at 29 Mount Vernon St

29 Mount Vernon St, Unit 2

29 Mount Vernon St
BostonMA02135
property at 81 Chestnut Hill Ave

81 Chestnut Hill Ave, Unit 1

81 Chestnut Hill Ave
BostonMA02135
property at 508 Heath St

508 Heath St, Unit 1

508 Heath St
BrooklineMA02467
property at 28 Priscilla Rd

28 Priscilla Rd, Unit 4

28 Priscilla Rd
BostonMA02135
property at 132 Chiswick Rd

132 Chiswick Rd, Unit 2

132 Chiswick Rd
BostonMA02135
property at 28 Manet Rd

28 Manet Rd, Unit 2

28 Manet Rd
Chestnut HillMA02467
property at 27 Eulita Ter

27 Eulita Ter, Unit 2

27 Eulita Ter
BostonMA02135
property at 209 Chestnut Hill Ave

209 Chestnut Hill Ave, Unit 2

209 Chestnut Hill Ave
BostonMA02135
property at 16 Priscilla Rd

16 Priscilla Rd, Unit 2

16 Priscilla Rd
BostonMA02135
property at 16 Leicester St

16 Leicester St, Unit 1

16 Leicester St
BostonMA02135
property at 91 Wallingford Rd

91 Wallingford Rd, Unit 4

91 Wallingford Rd
BostonMA02135
property at 29 Leicester St

29 Leicester St

BostonMA02135
property at 18 Malbert Rd

18 Malbert Rd, Unit 1

18 Malbert Rd
BostonMA02135
property at 124 Academy Hill Rd

124 Academy Hill Rd, Unit 3

124 Academy Hill Rd
BostonMA02135
property at 629 Hammond St

629 Hammond St, Unit WPH4

629 Hammond St
Chestnut HillMA02467
property at 36 Kenrick St

36 Kenrick St, Unit 1

36 Kenrick St
BostonMA02135
property at 49 Breck Ave

49 Breck Ave

BostonMA02135
property at 49 Breck Ave

49 Breck Ave

BostonMA02135
property at 5 Radnor Rd

5 Radnor Rd

BostonMA02135
property at 77 Wallingford Rd

77 Wallingford Rd, Unit 2

77 Wallingford Rd
BostonMA02135
property at 120 Kenrick St

120 Kenrick St, Unit 1

120 Kenrick St
BostonMA02135
property at 120 Kenrick St

120 Kenrick St, Unit 5

120 Kenrick St
BostonMA02135
property at 110 Kenrick St

110 Kenrick St

BostonMA02135
property at 16 Gerald Rd

16 Gerald Rd, Unit 1

16 Gerald Rd
BostonMA02135
property at 217 Chestnut Hill Ave

217 Chestnut Hill Ave, Unit 3

217 Chestnut Hill Ave
BostonMA02135
property at 16 Gerald Rd

16 Gerald Rd, Unit 1

16 Gerald Rd
BostonMA02135
property at 16 Foster St

16 Foster St

BostonMA02135
property at 47 Algonquin Rd

47 Algonquin Rd, Unit 2

47 Algonquin Rd
Chestnut HillMA02467
property at 16 Gerald Rd

16 Gerald Rd, Unit 1

16 Gerald Rd
BostonMA02135
property at 16 Gerald Rd

16 Gerald Rd, Unit 1

16 Gerald Rd
BostonMA02135
property at 70 Langley Rd

70 Langley Rd

BostonMA02135
property at 47 Algonquin Rd

47 Algonquin Rd, Unit 1

47 Algonquin Rd
Chestnut HillMA02467

Frequently Asked Questions about Chestnut Hill Middlesex

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

There are currently 716 Apartments for Rent in Chestnut Hill Middlesex, MA with pricing that ranges from $1,850 to $17,000. There are also 588 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.