
Condos for Rent in Winchester, MA (182 Rentals) Page 3 of 4


62 Woods Ave

14 Barton St, Unit 2

2 Osgood St, Unit 1

19 Sunset Rd

46 Sunset Rd, Unit 1

301 Alewife Brook Pky

301 Alewife Brook Pky, Unit 301

64 Chetwynd Rd, Unit 1

70 Curtis St

42 Sunset Rd, Unit #2

76 Curtis St, Unit 1

6 High St, Unit #2

35 Raymond Ave, Unit X

3 Hamilton Rd, Unit 2

76 Curtis St

26 Chetwynd Rd, Unit #2

24 Chetwynd Rd, Unit 2

80 Curtis St

16 Chetwynd Rd

16 Chetwynd Rd

4 High St, Unit 1

80 Curtis St

5 Hamilton Rd, Unit 2

3 Hamilton Rd, Unit 2

80 Curtis St

385 Massachusetts Ave

35 Montvale Ave

4 Brattle Dr

46-48-48 Moulton Rd

11 Pinkham Rd

96 Conwell Ave

96 Conwell Ave

96 Conwell Ave

9 Ryder St

14 Church Ave

6 Harris Cir

5 Viking Ct

60 Pleasant St

69 Grove St

995 Massachusetts Ave

25 Arlington Rd

993 Massachusetts Ave

67 Grove St

11 Heath Rd

9 Heath Rd

114 Pleasant St

4 Colonial Village Dr

29 Hammond Pl

48 Moulton Rd
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 | $2,898 | $2,175 | $5,700 |
| Winchester 3 Bedroom Homes for Rent | $3,671 | $2,800 | $5,500 |
| Winchester 4 Bedroom Homes for Rent | $5,068 | $3,300 | $8,000 |
| Winchester 5 Bedroom Homes for Rent | $6,423 | $2,800 | $10,000+ |
| Winchester 6 Bedroom Homes for Rent | $9,124 | $6,200 | $10,000+ |
| Winchester 7 Bedroom Homes for Rent | $7,700 | $7,700 | $7,700 |
Browse Top Condos 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 493 Apartments for Rent in Winchester, MA with pricing that ranges from $1,000 to $9,300. There are also 315 Single Family Homes for rent, Condos, and Townhome rentals currently available in Winchester ranging from $1,500 to $40,000.
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 $1,500 to $40,000 with an average monthly rent of $4,868.
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 $6,900, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,800 to $5,500. Four Bedroom Single-Family rentals are also available starting from $3,300 and Four Bedroom Apartments start at $1,000.
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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Articles, How-To's, and Tips

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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.