1 Bedroom Apartments for Rent in Winchester, MA (159 Rentals)

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The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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Smart Renter's Guide: Calculating Affordable Rent & Housing Costs

Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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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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Showing Results 1-50, Page 1 of 4

Winchester, MA Local Guide

Largest Available Winchester 1 Bedroom Apartments

Apartment ListingModel NameSquare FootagePriced From
Hanover StonehamG900 Sq Ft$2,960
Washington Crossing ApartmentsCharles 1B1B859 Sq Ft$2,550

Cheapest Available Winchester 1 Bedroom Apartments

As of July 30, 2025 the lowest priced 1 Bedroom apartment unit in Winchester, MA is the 1 Bedroom, 1 Bath Model starting from $1,950 at Mill Street Gardens in the Nobility Hill neighborhood. The second most affordable Winchester 1 Bedroom is the The Cedar Model at Tudor Glen Village starting at $1,995 in the Turning Mill neighborhood. The average price for all 1 Bedroom apartments in Winchester is currently $2,706. Here is today’s list of the cheapest available 1 Bedroom options in Winchester:

Apartment ListingModel NamePriced From
Mill Street Gardens1 Bedroom, 1 Bath$1,950
Tudor Glen VillageThe Cedar$1,995
Brattle Drive ApartmentsOne Bedroom$2,100
Dudley Street Apartments1 bed 1 bath$2,150

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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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Winchester, MA Rentals by Map

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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 1 Bedroom Winchester Apartments

What is the Cheapest apartment in Winchester with 1 Bedroom?

Currently the most affordable 1 Bedroom in Winchester is at Mill Street Gardens listed at $1,950.

How much is the average rent for a 1 Bedroom Winchester Apartment?

The average rent for a 1 Bedroom Apartment in Winchester is $2,706.

What is the largest available 1 Bedroom Winchester Apartment for rent?

Today's apartment with the most square footage in Winchester is a 900 square feet unit starting from $2,960 at Hanover Stoneham.

What is the average size for Winchester 1 Bedroom Apartments for rent?

The average size for a 1 Bedroom rental in Winchester is currently 2,800 sq ft.

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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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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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting

Written by: Christine Leonard, Esq.

Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

Written by: Cheryl Bowman

A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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The Art of the Rental Viewing: What to look for during a property tour

Written by: Marie Brown

You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.