Top Rated Apartments for Rent in Winchester, MA (48 Rentals)

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Apartments in Winchester with the best features, newest construction, and richest amenities.

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40 Elmwood Ave
2 Bedroom Apartments

40 Elmwood Ave

40 Elmwood AveWinchester, MA 01890
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171 Swanton St
2 to 3 Bedroom Apartments

171 Swanton St

171 Swanton StWinchester, MA 01890
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Fifteen Dix Street
Studio Apartments

Fifteen Dix Street

15 Dix StWinchester, MA 01890
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10 Winchester Plz
2 Bedroom Apartments

10 Winchester Plz

10 Winchester PlzWinchester, MA 01890
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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Read our practical guide to landlord and tenant rights. Understand protected classes, reasonable accommodations, and legal exceptions to prevent housing discrimination.

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475 Massachusetts Ave
3 Bedroom Apartments

475 Massachusetts Ave

475 Massachusetts AveArlington, MA 02474
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927 Massachusetts Ave
3 Bedroom Apartments

927 Massachusetts Ave

927 Massachusetts AveArlington, MA 02476
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Boston's Best Affordable Neighborhoods

Learn about Boston and the best places to live around the area with original content written by our Boston, MA Local Expert Amelia Ramstead

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4 Montvale Ave
Studio Apartments

4 Montvale Ave

4 Montvale AveWoburn, MA 01801
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50 Cambridge Rd
Studio to 1 Bedroom Apartments

50 Cambridge Rd

50 Cambridge RdWoburn, MA 01801
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995 Massachusetts Ave
1 to 2 Bedroom Apartments

995 Massachusetts Ave

995 Massachusetts AveArlington, MA 02476
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The Woburn Armory
Studio Apartments

The Woburn Armory

320 Main StWoburn, MA 01801
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Capitol Square
Studio to 2 Bedroom Apartments

Capitol Square

252 Massachusetts AveArlington, MA 02474
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Colonial Village
1 Bedroom Apartments

Colonial Village

10 Colonial Village DRArlington, MA 02474
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Trouvaille
2 Bedroom Apartments

Trouvaille

299 Lexington StWoburn, MA 01801
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17 Arizona TER
1 Bedroom Apartments

17 Arizona TER

17 Arizona TERArlington, MA 02474
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975 Massachusetts Ave
Studio Apartments

975 Massachusetts Ave

975 Massachusetts AveArlington, MA 02476
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1 Watermill Pl
1 to 2 Bedroom Apartments

1 Watermill Pl

1 Watermill PlArlington, MA 02476
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Spy Pond Condominiums
1 to 2 Bedroom Apartments

Spy Pond Condominiums

18-34 Hamilton RdArlington, MA 02474
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Glenbrook Estates
2 to 3 Bedroom Apartments

Glenbrook Estates

2 Glenbrook LNArlington, MA 02474
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14 Walnut St
Studio Apartments

14 Walnut St

14 Walnut StWoburn, MA 01801
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882 Massachusetts Ave
1 Bedroom Apartments

882 Massachusetts Ave

882 Massachusetts AveArlington, MA 02476
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Montvale Condominiums
1 to 3 Bedroom Apartments

Montvale Condominiums

100-200 Ledgewood DrStoneham, MA 02180
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100 High St
2 Bedroom Apartments

100 High St

100 High StMedford, MA 02155
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50 Water St
2 Bedroom Apartments

50 Water St

50 Water StMedford, MA 02155
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3 Warren St
Studio Apartments

3 Warren St

3 Warren StStoneham, MA 02180
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42 Pleasant St
Studio Apartments

42 Pleasant St

42 Pleasant StStoneham, MA 02180
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Bigelow Building
Studio Apartments

Bigelow Building

2 Salem StMedford, MA 02155
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96 North St
2 Bedroom Apartments

96 North St

96 North StSomerville, MA 02144
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Clarendon Hill Towers
1 to 3 Bedroom Apartments

Clarendon Hill Towers

1374 BroadwaySomerville, MA 02144
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Reading Woods
Studio Apartments

Reading Woods

55 Jacob WayReading, MA 01867
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Winchester, MA Local Guide

Quick Rent Budget Calculator

How much rent can you afford?

The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.

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Getting Around Winchester, MA

Walk Score®

71 / 100

Very Walkable

Most errands can be accomplished on foot

Bike Score®

67 / 100

Bikeable

Some bike infrastructure

Transit Score®

1 / 100

Minimal Transit

It may be possible to get on a bus

Frequently Asked Questions about Winchester

How much are Studio apartments in Winchester?

There are currently 36 Studio Apartments in Winchester with rent ranges from $1,795 to $3,435 with an average price of $5,266.

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 $1,400 to $6,972 with an average monthly rent of $2,696.

What does renting a Two Bedroom Apartment in Winchester cost?

The monthly rent prices of Two Bedroom Apartments currently available in Winchester range from $1,750 to $9,149. Today's average rental price for Two Bedrooms here is $3,337.

How expensive are Winchester Three Bedroom Apartments?

There are currently 179 Three Bedroom Apartments listings available in Winchester on ApartmentHomeLiving.com. The pricing ranges from $2,800 to $10,840 - averaging $3,877 for the location.

Expert Rental Resources

Helpful Apartment Articles, How-To's and Tips

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.

decorative image for The 10 Best Affordable Neighborhoods in Boston, MA article

The 10 Best Affordable Neighborhoods in Boston, MA

Written by: Amelia Ramstead

Boston is known for its exciting combination of early American history and modern high-tech universities and employers.

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Rise of Digital Nomads: Remote Work Tips for Apartment Renters

Written by: Brandie Parton

As a digital nomad, you no longer call a set address or office building your home for eight hours of the day or more.

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Know Your Rights - How Discrimination Laws Impact Landlords and Tenants

Written by: Christine Leonard, Esq.

Everyone needs a place to live and to call home. For decades, the federal government has established protections to ensure that individuals and families can find housing free from discriminatory barriers.

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Renting Smart: Lease Basics Every Renter Needs

Written by: Christine Leonard, Esq.

Often, in the excitement of finding a new place to live, there’s a rush to make it happen, and - too often - a new tenant signs a lease without reading it carefully.