
Luxury Homes for Rent in Winchester, MA (230 Rentals) Page 4 of 5
The most luxurious Homes in Winchester with high-end amenities, features, and finishes.


582 Massachusetts Ave

167-169 Summer St #1, Unit #1

72 Cambridge Rd

24 Oxford St, Unit 1

1 College Ave

62 Woods Ave, Unit 2##

20 Fieldstone Dr

61 Taft Ave

5 Stoneham St

421 High St

36 Whittier Rd

14 Kings Ct

14 Kings Ct

20 Hillsdale Rd, Unit 1

167 Summer St, Unit 1

9 Peacock Farm Rd

116 Grove St

89 Burget Ave, Unit 2

89 Burget Ave, Unit 2

34 Salem St, Unit 201

34 Salem St

3 Capen St, Unit 3

8 Brown Rd

100 W Quincy St

36 Sunset Rd, Unit 2

33 Raymond Ave, Unit 2

559 Winthrop St

15 Curtis Ave, Unit 1

11 Raymond Ave

33 Raymond Ave, Unit 2

8 Baker Ave

65 Conwell Ave, Unit #1

93 Winthrop St

14 Sturtevant Ter, Unit 1

14 Sturtevant Terrace, Unit 1

24 Chetwynd Rd, Unit 1

22 Curtis Ave, Unit 2

132 George St, Unit 2

18 Winchester Dr

119 North St, Unit 2

11 Garrison Rd

38 Courtyard Pl

3 Day Cir

27 Emery St, Unit 1

15 Bartlett Ave, Unit TH

120 Jerome St, Unit 1

3 Day Cir

322 Lowell St

73 Hillsdale Rd, Unit 2
Winchester, MA Local Guide

How much does it cost to rent a home in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester 2 Bedroom Homes for Rent | $2,996 | $1,000 | $4,750 |
| Winchester 3 Bedroom Homes for Rent | $3,912 | $2,800 | $6,500 |
| Winchester 4 Bedroom Homes for Rent | $5,150 | $3,450 | $8,750 |
| Winchester 5 Bedroom Homes for Rent | $8,353 | $4,750 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,609 | $6,495 | $10,000+ |
Browse Top Homes for Rent in Winchester
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Frequently Asked Questions about Winchester
What type of rentals are currently available in Winchester?
There are currently 445 Apartments for Rent in Winchester, MA with pricing that ranges from $825 to $18,885. There are also 283 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $800 to $18,000.
What is the current price range for Rental Homes in Winchester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Winchester ranges from $800 to $18,000 with an average monthly rent of $4,028.
How much are larger Three and Four Bedroom Rentals in Winchester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Winchester range from $2,500 to $6,718, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $6,500. Four Bedroom Single-Family rentals are also available starting from $3,450 and Four Bedroom Apartments start at $2,900.
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.
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