Apartments for Rent in Winchester, MA (548 Rentals) Page 11 of 11

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150-156A North St
1 to 2 Bedroom Apartments

150-156A North St

150-156A North StSomerville, MA 02144
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71-73 Winn St
1 Bedroom Apartments

71-73 Winn St

71-73 Winn StWoburn, MA 01801
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Shaker Glen Village
1 to 2 Bedroom Apartments

Shaker Glen Village

241 Lexington StWoburn, MA 01801
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Brookside Apartments
1 to 2 Bedroom Apartments

Brookside Apartments

5-7-10-12 Totman DrWoburn, MA 01801
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12 Montvale Ave
2 Bedroom Apartments

12 Montvale Ave

12 Montvale AveWoburn, MA 01801
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47 Prospect St
2 Bedroom Apartments

47 Prospect St

47 Prospect StWoburn, MA 01801
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Woburn Housing
1 Bedroom Apartments

Woburn Housing

59 Campbell StWoburn, MA 01801
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109 Oxford St
Studio to 2 Bedroom Apartments

109 Oxford St

109 Oxford StArlington, MA 02474
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Mass Ave, 385
Studio to 2 Bedroom Apartments

Mass Ave, 385

385 Massachusetts AveArlington, MA 02474
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Mass Ave, 898
Studio to 1 Bedroom Apartments

Mass Ave, 898

898 Massachusetts AveArlington, MA 02476
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174 Summer St
2 Bedroom Apartments

174 Summer St

174 Summer StArlington, MA 02474
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49 Summer St
2 Bedroom Apartments

49 Summer St

49 Summer StArlington, MA 02474
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19 Walnut St
6 Bedroom Apartments

19 Walnut St

19 Walnut StArlington, MA 02476
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Capitol Square Apartments
Studio to 2 Bedroom Apartments

Capitol Square Apartments

258-260 Massachusetts AveArlington, MA 02474
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231-233 Massachusetts Ave
1 to 2 Bedroom Apartments

231-233 Massachusetts Ave

231-233 Massachusetts AveArlington, MA 02474
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269-271 Broadway
1 Bedroom Apartments

269-271 Broadway

269-271 BroadwayArlington, MA 02474
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Cedar Crest Apartments
2 Bedroom Apartments

Cedar Crest Apartments

382 Massachusetts AveArlington, MA 02474
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Millbrook Square
1 to 2 Bedroom Apartments

Millbrook Square

17 Mill StArlington, MA 02476
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17-21 Grove St
Studio to 1 Bedroom Apartments

17-21 Grove St

17-21 Grove StArlington, MA 02476
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Menotony Court
Studio Apartments

Menotony Court

1226-1230 Massachusetts AveArlington, MA 02476
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Winslow Towers
1 Bedroom Apartments

Winslow Towers

4 Winslow StArlington, MA 02474
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180-186 Gardner St
Studio to 1 Bedroom Apartments

180-186 Gardner St

180-186 Gardner StArlington, MA 02474
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15 Canal St
Studio Apartments

15 Canal St

15 Canal StMedford, MA 02155
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Crown Plaza
Studio to 2 Bedroom Apartments

Crown Plaza

148 High StMedford, MA 02155
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Walkling Court
1 Bedroom Apartments

Walkling Court

1 Walkling CtMedford, MA 02155
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411 Main St
1 to 2 Bedroom Apartments

411 Main St

411 Main StStoneham, MA 02180
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Stoneham House
Studio to 2 Bedroom Apartments

Stoneham House

180-222 Central StStoneham, MA 02180
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45 North Street
Studio to 2 Bedroom Apartments

45 North Street

45 North StStoneham, MA 02180
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Colonial Court
1 to 2 Bedroom Apartments

Colonial Court

132-136 Main StStoneham, MA 02180
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Clarendon Hill Towers
1 to 3 Bedroom Apartments

Clarendon Hill Towers

1374 BroadwaySomerville, MA 02144
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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 548 available Winchester apartments priced from $825 to $19,900, with an average monthly rent of $3,443.

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 5,830 listings, West End Boston with 5,199 listings, and North Station with 4,689 listings.

How much are Studio apartments in Winchester?

There are currently 104 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 $2,607.

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 $3,261.

How expensive are Winchester Three Bedroom Apartments?

There are currently 93 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,500 to $6,471 - averaging $3,768 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

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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

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

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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.