Cheap 1 Bedroom Apartments for Rent in Winchester, MA from $1,500 (62 Rentals)

253 Swanton St, Unit #428

157 Franklin St, Unit #B2
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.

47 Broadway

47 Broadway

Brattle Drive Apartments

Leisure Lane Apartments

8 Menotomy Rd, Unit 4
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.

12 Brattle Dr

12 Totman Dr

11 Brattle Dr

1296 Massachusetts Ave

3 Brattle Dr

42 Cambridge Rd, Unit #117

50 Cambridge Rd
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.

898 Massachusetts Ave

12 Brattle Dr

1 Brattle Dr

1 Wyman St

1 Brattle Dr

12 Brattle Dr

36 Cambridge Rd, Unit #521
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

94 Harlow St

1 Brattle Dr

12 Brattle Dr

35 Cambridge Rd, Unit #402

123 Hibbert St, Unit 3
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Winchester Studio Apartments | $2,196 | $1,600 | $2,945 |
Winchester 1 Bedroom Apartments | $2,669 | $1,500 | $7,280 |
Winchester 2 Bedroom Apartments | $3,309 | $1,750 | $9,482 |
Winchester 3 Bedroom Apartments | $3,770 | $2,850 | $8,000 |
Winchester 4 Bedroom Apartments | $4,527 | $3,400 | $5,750 |
Winchester 5 Bedroom Apartments | $5,476 | $4,000 | $7,800 |
Winchester 6 Bedroom Apartments | $6,950 | $5,990 | $9,900 |
Explore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
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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.
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.
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.

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.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.