Apartments for Rent in Winchester, MA (548 Rentals) Page 10 of 11

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118 Summer St
1 to 5 Bedroom Apartments

118 Summer St

118 Summer StMedford, MA 02155
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1 Irving St
Studio Apartments

1 Irving St

1 Irving StMedford, MA 02155
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Monterosa East
Studio Apartments

Monterosa East

289 Elm StMedford, MA 02155
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The Regal
1 Bedroom Apartments

The Regal

235 Winthrop StMedford, MA 02155
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154 High St
2 Bedroom Apartments

154 High St

154 High StMedford, MA 02155
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422 High St
Studio Apartments

422 High St

422 High StMedford, MA 02155
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24-28 High St
Studio Apartments

24-28 High St

24-28 High StMedford, MA 02155
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94 Boston Ave
Studio Apartments

94 Boston Ave

94 Boston AveMedford, MA 02155
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60 South St
2 Bedroom Apartments

60 South St

60 South StMedford, MA 02155
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160-162 Main St
Studio to 2 Bedroom Apartments

160-162 Main St

160-162 Main StMedford, MA 02155
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11 Oakland St
Studio Apartments

11 Oakland St

11 Oakland StMedford, MA 02155
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35 Forest St
Studio Apartments

35 Forest St

35 Forest StMedford, MA 02155
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43 Water St
1 Bedroom Apartments

43 Water St

43 Water StMedford, MA 02155
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Pomeworth Corner
Studio to 2 Bedroom Apartments

Pomeworth Corner

22 Pomeworth StStoneham, MA 02180
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395 Main St
2 Bedroom Apartments

395 Main St

395 Main StStoneham, MA 02180
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13 Pomeworth St
1 to 2 Bedroom Apartments

13 Pomeworth St

13 Pomeworth StStoneham, MA 02180
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27 North St
Studio Apartments

27 North St

27 North StStoneham, MA 01880
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507-509 Main St
1 Bedroom Apartments

507-509 Main St

507-509 Main StStoneham, MA 02180
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588 Main St
1 to 2 Bedroom Apartments

588 Main St

588 Main StStoneham, MA 02180
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39 Chestnut St
1 to 3 Bedroom Apartments

39 Chestnut St

39 Chestnut StStoneham, MA 02180
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426 Main St
1 Bedroom Apartments

426 Main St

426 Main StStoneham, MA 02180
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Hillside Gardens
1 to 2 Bedroom Apartments

Hillside Gardens

101-116 Hill StStoneham, MA 02180
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The Terraces
1 to 2 Bedroom Apartments

The Terraces

12 Hillside RdStoneham, MA 02180
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42 Pleasant St
Studio Apartments

42 Pleasant St

42 Pleasant StStoneham, MA 02180
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Foxcroft
Studio Apartments

Foxcroft

71 Montvale AveStoneham, MA 02180
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177 Franklin St
2 Bedroom Apartments

177 Franklin St

177 Franklin StStoneham, MA 02180
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57 Main St
1 Bedroom Apartments

57 Main St

57 Main StStoneham, MA 02180
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Franklin Condo
2 Bedroom Apartments

Franklin Condo

179 Franklin StStoneham, MA 02180
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122 Main St
1 to 2 Bedroom Apartments

122 Main St

122 Main StStoneham, MA 02180
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50 Franklin St
Studio Apartments

50 Franklin St

50 Franklin StStoneham, MA 02180
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3 Warren St
Studio Apartments

3 Warren St

3 Warren StStoneham, MA 02180
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114 Central St
1 Bedroom Apartments

114 Central St

114 Central StStoneham, MA 02180
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72 Wright St
1 Bedroom Apartments

72 Wright St

72 Wright StStoneham, MA 02180
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96 North St
2 Bedroom Apartments

96 North St

96 North StSomerville, MA 02144
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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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24 Belknap St
1 Bedroom Apartments

24 Belknap St

24 Belknap StSomerville, MA 02144

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 $3,446.

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 5,830 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 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

Written by: Amelia Ramstead

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.