Luxury Homes for Rent in Chestnut Hill Middlesex Neighborhood of Chestnut Hill, MA (503 Rentals) Page 4 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 39 Foster St

39 Foster St, Unit 1a

39 Foster St
BostonMA02135
property at 39 Foster St

39 Foster St, Unit 1

39 Foster St
BostonMA02135
property at 11 Hammond Pond Pky

11 Hammond Pond Pky, Unit 203

11 Hammond Pond Pky
Chestnut HillMA02467
property at 7 Lothian Rd

7 Lothian Rd, Unit 11

7 Lothian Rd
BostonMA02135
property at 71 Foster St

71 Foster St, Unit 1

71 Foster St
BostonMA02135
property at 7 North Crescent Circuit
property at 505 Washington St

505 Washington St, Unit 1

505 Washington St
BostonMA02135
property at 16 Dighton St

16 Dighton St, Unit 1

16 Dighton St
BostonMA02135
property at 203 Lake Shore Rd

203 Lake Shore Rd, Unit 4

203 Lake Shore Rd
BostonMA02135
property at 152 Lake St

152 Lake St, Unit 1

152 Lake St
BostonMA02135
property at 6 South St

6 South St, Unit uni3 2-bed 1-bath

6 South St
BostonMA02135
property at 41 North Crescent Circuit

41 North Crescent Circuit, Unit 2

41 North Crescent Circuit
BostonMA02135
property at 22 Eastburn St

22 Eastburn St

BostonMA02135
property at 22 Eastburn St

22 Eastburn St

BostonMA02135
property at 27 South Crescent Circuit

27 South Crescent Circuit, Unit A

27 South Crescent Circuit
BostonMA02135
property at 27 S Crescent Circuit

27 S Crescent Circuit, Unit B

27 S Crescent Circuit
BostonMA02135
property at 133 Chiswick Rd

133 Chiswick Rd, Unit B

133 Chiswick Rd
BostonMA02135
property at 133 Chiswick Rd

133 Chiswick Rd, Unit B

133 Chiswick Rd
BostonMA02135
property at 153 Foster St

153 Foster St, Unit 3

153 Foster St
BostonMA02135
property at 517 Washington St

517 Washington St, Unit 2

517 Washington St
BostonMA02135
property at 416 Market St

416 Market St, Unit 204

416 Market St
BostonMA02135
property at 418 Market St

418 Market St, Unit 306

418 Market St
BostonMA02135
property at 425 Market St

425 Market St, Unit 2F-1

425 Market St
BostonMA02135
property at 29 Leicester St

29 Leicester St, Unit 1

29 Leicester St
BostonMA02135
property at 215 Lake Shore Rd

215 Lake Shore Rd, Unit 2

215 Lake Shore Rd
BostonMA02135
property at 20 Anselm Ter

20 Anselm Ter, Unit 1

20 Anselm Ter
BostonMA02135
property at 410 Market St

410 Market St, Unit 201

410 Market St
BostonMA02135
property at 27 South Crescent Circuit

27 South Crescent Circuit, Unit A

27 South Crescent Circuit
BostonMA02135
property at 410 Market St

410 Market St, Unit 5F-4

410 Market St
BostonMA02135
property at 386 Market St

386 Market St, Unit 2

386 Market St
BostonMA02135
property at 136 Middlesex Rd

136 Middlesex Rd, Unit 2

136 Middlesex Rd
Chestnut HillMA02467
property at 201 Langley Rd

201 Langley Rd, Unit 201

201 Langley Rd
NewtonMA02459
property at 45 Brayton Rd

45 Brayton Rd, Unit 1

45 Brayton Rd
BostonMA02135
property at 27 Willoughby St

27 Willoughby St, Unit 1

27 Willoughby St
BostonMA02135
property at 45 North Crescent Circuit

45 North Crescent Circuit, Unit 1

45 North Crescent Circuit
BostonMA02135
property at 133 Chiswick Rd

133 Chiswick Rd, Unit B

133 Chiswick Rd
BostonMA02135
property at 161 Brayton Rd

161 Brayton Rd, Unit 1

161 Brayton Rd
BostonMA02135
property at 33 Brayton Rd

33 Brayton Rd, Unit 1

33 Brayton Rd
BostonMA02135
property at 135 Chiswick Rd

135 Chiswick Rd, Unit B

135 Chiswick Rd
BostonMA02135
property at 133 Chiswick Rd

133 Chiswick Rd

BostonMA02135
property at 104 Strathmore Rd

104 Strathmore Rd, Unit 1

104 Strathmore Rd
BostonMA02135
property at 5 Glenley Terrace

5 Glenley Terrace, Unit 1

5 Glenley Terrace
BostonMA02135
property at 43 South St

43 South St

BostonMA02135
property at 2 Chestnut Pl

2 Chestnut Pl, Unit 1

2 Chestnut Pl
BostonMA02135
property at 8 Nonantum St

8 Nonantum St, Unit 1

8 Nonantum St
BostonMA02135
property at 51 Algonquin Rd

51 Algonquin Rd

Chestnut HillMA02467
property at 58 Winship St

58 Winship St

BostonMA02135
property at 163 Chestnut Hill Ave
property at 148 Strathmore Rd

148 Strathmore Rd, Unit 2

148 Strathmore Rd
BostonMA02135
property at 515 Heath St

515 Heath St

BrooklineMA02467

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.