
Gated Apartments for Rent in Winchester, MA (29 Rentals)


Brigham Square Apartments
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.

Arlington 360

The Legacy at Arlington Center

Stonehill Towers

41 Belknap St, Unit 3

3 Hamilton Rd, Unit #2

220 Massachusetts Ave, Unit B
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.

1 Victoria St, Unit 2

3 Hamilton Rd, Unit 2

79 Conwell Ave, Unit 3

69 Raymond Ave, Unit 1R

43 Belknap St, Unit 1

42 Belknap St, Unit 2
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.
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
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 | $2,429 | $1,450 | $5,095 |
Winchester 1 Bedroom Apartments | $2,654 | $1,500 | $6,616 |
Winchester 2 Bedroom Apartments | $3,326 | $1,750 | $10,000+ |
Winchester 3 Bedroom Apartments | $3,758 | $2,500 | $9,708 |
Winchester 4 Bedroom Apartments | $4,382 | $3,000 | $5,750 |
Winchester 5 Bedroom Apartments | $5,416 | $4,000 | $7,800 |
Winchester 6 Bedroom Apartments | $6,941 | $4,500 | $9,900 |
Browse Top Apartments in Winchester
See all Apartments in WinchesterExplore Winchester
Winchester, MA Local Guide
- Winchester Neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
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.
Frequently Asked Questions about Gated Winchester Apartments
What is the Cheapest Gated apartment in Winchester?
Currently the most affordable Gated Apartment in Winchester is at 220 Massachusetts Ave, Unit B listed at $1,950.
How much is the average rent for a Gated Winchester Apartment?
The average rent for a Gated Apartment in Winchester is $3,976.
What is the largest Gated Winchester Apartment for rent?
Today's Gated apartment with the most square footage in Winchester is a 9,999 square feet unit starting from $3,500 at 258 Boston Ave, Unit 3.
What is the average size for Winchester Gated Apartments for rent?
The average size for a Gated rental in Winchester is currently at 2,418 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.

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.

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.

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.

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.