
Apartments for Rent in Winchester, MA (542 Rentals) Page 7 of 11


19-21-21 Orient Ave

14 Wildwood Ave

969 Massachusetts Ave

19-19 Forest St

146 W Adams St

455 Massachusetts Ave

41 Monument St

6 Prentiss Rd

314 Massachusetts Ave

72-74 Harlow St

75 Orchard St

3 Forest St

17 Ashland St

44 Ashland St

157 Winthrop St

18 Mystic St

7 Gorham Rd

269 Alewife Brook Pkwy

89 Burget Ave

31 Lyman Ave

437 High St

117 Auburn St

30 South St

87 Forest St

67 Greenleaf Ave

44 Orchard St

1304 Broadway

9 Hardan Rd

111 Hillsdale Rd

28 Sunset Rd

3 Burlington St

119 Pleasant St

292 Boston Ave

Hillcrest Arm

474-482 Main St

24 Oak Knls

475 Massachusetts Ave

Capitol Square

The Brentwood Apartments

The Summit House

Old Medford Condominiums

Montvale Condominiums

Reading Woods

Brightly Renovated 4-Bed / 2-Bath • 1,800 sq

The Willows at Winchester

The Village

Parkview Condominiums

40 Elmwood Ave

10 Winchester Plz
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 |
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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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