
Apartments for Rent in Winchester, MA (542 Rentals) Page 4 of 11


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36 Sunset Rd, Unit 1

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119 North St, Unit 2

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42 Sunset Rd, Unit 2

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17 Tesla Ave, Unit 1

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79 Conwell Ave, Unit 1

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2 High St, Unit 1

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37 Winthrop St, Unit 2

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333 Alewife Brook Pky, Unit 3

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2 High St, Unit 1

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4 High St, Unit 2

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29 Capen St

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146 W Adams St

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56 Sunset Rd, Unit 1

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43 Teele Ave

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23 Edison Ave, Unit 1

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15 Curtis Ave

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36 Century St, Unit 1

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56 Gordon St, Unit 1

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75 Lyman Ave, Unit 1

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86 Conwell Ave, Unit 2

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36 Sunset Rd

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136 Burget Ave

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187 Powder House Blvd, Unit 2

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187 Powder House Blvd, Unit 2

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41 Monument St, Unit 1

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90 North St

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14 Brogan Rd, Unit 2

14 Sturtevant Terrace, Unit 1

76 Conwell Ave, Unit #3

144 W Adams St

276 Massachusetts Ave, Unit #304

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64 Newcomb Rd, Unit SI FL4-ID1586668P

12 Totman Dr, Unit 9

167-169 Summer St #2, Unit #2

30 Hume Ave, Unit #2

3 Chapel Way

30 Mill St, Unit Cambridge layout

125 Allston St

7 Totman Dr, Unit 4

4 Brattle Dr, Unit 23

11 Brattle Dr, Unit A

2500 Mystic Valley Pkwy, Unit #805

333 Massachusetts Ave, Unit 11

54 Mill St, Unit 7

1 Brattle Dr, Unit 12

53 Oakland St, Unit #2

78 Mill St, Unit 10

167 Summer St, Unit 1

80 Mill St, Unit 8
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Studio Apartments | $2,381 | $1,725 | $3,350 |
| Winchester 1 Bedroom Apartments | $2,611 | $825 | $4,070 |
| Winchester 2 Bedroom Apartments | $3,265 | $1,100 | $5,441 |
| Winchester 3 Bedroom Apartments | $3,776 | $2,500 | $6,471 |
| Winchester 4 Bedroom Apartments | $4,651 | $3,200 | $6,750 |
| Winchester 5 Bedroom Apartments | $6,853 | $4,350 | $10,000+ |
| Winchester 6 Bedroom Apartments | $7,195 | $1,000 | $9,600 |
Browse Top Apartments in Winchester
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Frequently Asked Questions about Winchester
What is the current pricing and availability for apartments for rent in Winchester, MA?
As of today, August 29, 2026, there are currently 542 available Winchester apartments priced from $825 to $19,900, with an average monthly rent of $3,446.
What Winchester neighborhoods have the most available apartments?
There are 3 neighborhoods in the Winchester area with available listings as of today. The three neighborhoods with the most options are Kendall Square with 5,841 listings, West End Boston with 5,203 listings, and North Station with 4,692 listings.
How much are Studio apartments in Winchester?
There are currently 103 Studio Apartments in Winchester with rent ranges from $1,725 to $3,350 with an average price of $2,381.
What is the current price range for One Bedroom Winchester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Winchester ranges from $825 to $4,070 with an average monthly rent of $2,611.
What does renting a Two Bedroom Apartment in Winchester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,100 to $5,441. Today's average rental price for Two Bedrooms here is $3,265.
How expensive are Winchester Three Bedroom Apartments?
There are currently 95 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,471 - averaging $3,776 for the location.
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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