Apartments for Rent in Winchester, MA (549 Rentals) Page 9 of 11

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34 Forest St
Studio Apartments

34 Forest St

34 Forest StArlington, MA 02476
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106-108 Broadway
Studio to 1 Bedroom Apartments

106-108 Broadway

106-108 BroadwayArlington, MA 02474
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Emerson Gardens
Studio Apartments

Emerson Gardens

1260 Massachusetts AveArlington, MA 02476
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Highland Court
2 Bedroom Apartments

Highland Court

924-932 Massachusetts AveArlington, MA 02476
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12 Russell Terr.
2 Bedroom Apartments

12 Russell Terr.

12 Russell Terr.Arlington, MA 02474
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18 Belknap St
3 to 4 Bedroom Apartments

18 Belknap St

18 Belknap StArlington, MA 02474
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13 Winter St
1 to 2 Bedroom Apartments

13 Winter St

13 Winter StArlington, MA 02474
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4 Park St
1 Bedroom Apartments

4 Park St

4 Park StArlington, MA 02474
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1003 Walnut St
Studio Apartments

1003 Walnut St

1003 Walnut StArlington, MA 02474
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Downing Square
1 to 3 Bedroom Apartments

Downing Square

117 BraodwayArlington, MA 02474
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15-15A Jason St
1 Bedroom Apartments

15-15A Jason St

15-15A Jason StArlington, MA 02476
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4 Menotomy Rd
1 Bedroom Apartments

4 Menotomy Rd

4 Menotomy RdArlington, MA 02476
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35 Fremont St
Studio Apartments

35 Fremont St

35 Fremont StArlington, MA 02474
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11-13 Peirce St
1 Bedroom Apartments

11-13 Peirce St

11-13 Peirce StArlington, MA 02476
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256 Broadway
Studio Apartments

256 Broadway

256 BroadwayArlington, MA 02474
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Colonial Village
1 Bedroom Apartments

Colonial Village

10 Colonial Village DRArlington, MA 02474
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Glenbrook Estates
2 to 3 Bedroom Apartments

Glenbrook Estates

2 Glenbrook LNArlington, MA 02474
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12 Pond Ln
Studio Apartments

12 Pond Ln

12 Pond LnArlington, MA 02474
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The Walcourt
1 Bedroom Apartments

The Walcourt

230 Massachusetts AVEArlington, MA 02474
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Watermill Place
1 to 2 Bedroom Apartments

Watermill Place

1 Watermill PlArlington, MA 02476
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The Rembrandt
Studio Apartments

The Rembrandt

975 Massachusetts AveArlington, MA 02476
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Mystic Tower
Studio Apartments

Mystic Tower

47 Mystic StArlington, MA 02474
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80 Broadway
1 Bedroom Apartments

80 Broadway

80 BroadwayArlington, MA 02474
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The Kentwood
Studio Apartments

The Kentwood

990 Massachusetts AveArlington, MA 02476
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50 Water St
2 Bedroom Apartments

50 Water St

50 Water StMedford, MA 02155
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The Regency
Studio Apartments

The Regency

190 High StMedford, MA 02155
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100 High St
2 Bedroom Apartments

100 High St

100 High StMedford, MA 02155
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Monterosa East
Studio Apartments

Monterosa East

289 Elm StMedford, MA 02155
Showing Results 401-450, Page 9 of 11

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 549 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.

Helpful Local Expert Guides

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Moving to Boston Without Losing Your Mind: A Renter’s Guide to a Smooth Move

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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What It Really Costs to Live in Boston: A Local Renter's Guide

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Hello! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston.

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Close to Boston, Easier to Rent: Your Guide to 5 Key Neighboring Cities

Written by: Amelia Ramstead

Hello! I’m Amelia, your ApartmentHomeLiving.com expert for Boston!

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Top Short-Term Rental Neighborhoods in Boston: Tips from a Local Expert

Written by: Amelia Ramstead

Hi! I’m Amelia, your ApartmentHomeLiving.com expert for Boston, and I’m excited to help you find your next home!

Articles, How-To's, and Tips

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

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Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.