Cheap Apartments for Rent in Winchester, MA from $1,000 (39 Rentals)

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Search the lowest-cost Apartments available for rent right now in Winchester.

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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50 Cambridge Rd
$1,8951 Bedroom, 1 Bath RentalsAvailable Now

50 Cambridge Rd

Woburn, MA 01801
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667 Main St
1 Bedroom Apartments

667 Main St

667 Main StWoburn, MA 01801
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Stoneham House
1 to 2 Bedroom Apartments

Stoneham House

180-222 Central StStoneham, MA 02180
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411 Main St
1 to 2 Bedroom Apartments

411 Main St

411 Main StStoneham, MA 02180
Showing Results 1-39, Page 1 of 1

Winchester, MA Local Guide

Cheapest Available Winchester Apartments for Rent

 
Apartment ListingModel NameBed/BathPriced From
Elmwood ApartmentsStudio 250 sf1BR,1BA$1,500

Best Value Apartments for Rent in Winchester, MA

As of February 13, 2025 the best value apartment in the Winchester area is the $0.23 price per square foot 78 Decatur St Model at 78 Decatur St, Unit 3 in the in the East Arlington neighborhood starting from $2,300. The second greatest value Winchester apartment is the 1011 Massachusetts Ave Model at 1011 Massachusetts Ave, Unit 2 starting at $2,295 with a $0.23 price per square foot in the Rock Meadow neighborhood. Here is today’s list of the best values for Winchester apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
78 Decatur St, Unit 378 Decatur St1BR,1BA$0.23
1011 Massachusetts Ave, Unit 21011 Massachusetts Ave1BR,1BA$0.23
54 West St, Unit #1954 West St1BR,1BA$0.18
101 Boston Ave, Unit 1101 Boston Ave2BR,1BA$0.26
101 Boston Ave, Unit 1101 Boston Ave2BR,1BA$0.26
95 W Adams St, Unit 195 W Adams St2BR,1BA$0.25
78 Decatur St, Unit 378 Decatur St2BR,1BA$0.23
94 North St, Unit 294 North St1BR,1BA$0.25
5 Forest St, Unit #4015 Forest St2BR,1BA$0.27
7 Arizona Ter, Unit 2T7 Arizona Ter1BR,1BA$0.24

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Location, Location, Location!

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See the most popular apartments and homes in Winchester, MA

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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

What Are Walk Score®, Transit Score®, and Bike Score® Ratings?

  • Walk Score® measures the walkability of any address.
  • Transit Score® measures access to public transit.
  • Bike Score® measures the bikeability of any address.

Frequently Asked Questions about Cheap Winchester Apartments

What is the Cheapest Studio apartment in Winchester?

Currently the most affordable Cheap Studio Apartment in Winchester is at Hanover Stoneham listed at $2,431.

How much is rent for a Cheap One Bedroom Winchester Apartment?

The lowest price for a Cheap One Bedroom Winchester Apartment is $1,500 at Elmwood Apartments.

What is the lowest price for a Cheap Two Bedroom Winchester Apartment for rent?

Today's best deal for a Cheap Two Bedroom Apartment in Winchester is starting from $2,195 at Leisure Lane Apartments.

What is the most affordable Winchester Three Bedroom Apartment?

The best deal on a cheap Winchester Three Bedroom Apartment rental is at and starts from $2,700.

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.

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