
Apartments for Rent with Specials in Winchester, MA (9 Rentals)
Apartments in Winchester with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


Sanctuary Winchester North

Total Monthly Price
The Devon at Weiss Farm

Total Monthly Price
The Artemis at Arlington Heights
Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Get the local scoop! ApartmentHomeLiving's Boston Expert reveals the best neighborhoods to rent for employees of UMass Boston, Mass General Hospital, State Street, and more.

Total Monthly Price
Hanover Stoneham

Mill Street Gardens

Brattle Drive Apartments

14 Belknap St
Explore Like a Local: The Insider's Guide to Boston
Explore Boston like a local with our guide to neighborhoods, history, and hidden gems. Discover the city's best apartments, from historic brownstones to modern high-rises, and find your perfect Boston home.

Total Monthly Price
275 Boston Ave, Unit 275 Boston Ave, Unit 275 Boston Ave
Winchester, MA Local Guide

How much does it cost to rent an apartment in Winchester?
| Bedroom | Average Price | Cheapest Price | Highest Price |
|---|---|---|---|
| Winchester Studio Apartments with Rent Specials | $2,220 | $1,695 | $3,105 |
| Winchester 1 Bedroom Apartments with Rent Specials | $2,724 | $1,700 | $4,250 |
| Winchester 2 Bedroom Apartments with Rent Specials | $3,316 | $2,200 | $5,440 |
| Winchester 3 Bedroom Apartments with Rent Specials | $3,876 | $2,700 | $5,950 |
| Winchester 4 Bedroom Apartments with Rent Specials | $4,339 | $3,100 | $5,500 |
| Winchester 5 Bedroom Apartments | $5,693 | $1,110 | $7,595 |
| Winchester 6 Bedroom Apartments | $6,890 | $4,450 | $8,400 |
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
Top Apartments in Winchester, MA with Move-In Specials Ending Soon
Specials updated: 04-30-2026Take advantage of these move-in and rent specials that are ending soon for top Winchester, MA apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Sanctuary Winchester North
Receive ONE MONTH FREE when you move in by 5/1/2026. Restrictions apply, contact us for details.Expires 05-01-2026
Sanctuary Winchester West
Receive ONE MONTH FREE when you move in by 5/1/2026. Restrictions apply, contact us for details.Expires 05-01-2026
Newly Listed Move-In Specials offers for Apartments in Winchester, MA
Specials updated: 04-30-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Winchester, MA. Be sure to take advantage of some of the area’s top offers.
Sanctuary Winchester North
Receive ONE MONTH FREE when you move in by 5/1/2026. Restrictions apply, contact us for details.Expires 05-01-2026
Sanctuary Winchester West
Receive ONE MONTH FREE when you move in by 5/1/2026. Restrictions apply, contact us for details.Expires 05-01-2026
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.
Read ArticleTop Neighborhoods Near Boston Colleges and Universities
Learn About the Best Neighborhoods to Rent Near College Campuses in Boston, MA | Find Boston Off-Campus Student Housing at ApartmentHomeLiving.com
Read ArticleQuick 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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Winchester, MA Rentals by Map
See the most popular apartments and homes in Winchester, MA
Frequently Asked Questions about Rent Specials Winchester Apartments
What is the Cheapest Rent Specials apartment in Winchester?
Currently the most affordable Rent Specials Apartment in Winchester is at Brattle Drive Apartments listed at $1,900.
How much is the average rent for a Rent Specials Winchester Apartment?
The average rent for a Rent Specials Apartment in Winchester is $4,339.
What is the largest Rent Specials Winchester Apartment for rent?
Today's Rent Specials apartment with the most square footage in Winchester is a 1,619 square feet unit starting from $3,098 at Sanctuary Winchester North.
What is the average size for Winchester Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Winchester is currently at 865 sq ft.
Expert Rental Resources
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.
Helpful Local Expert Guides

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.

A Local Experts Guide to the Top Boston Neighborhoods for College Renters
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts! We’re excited to help you find your new home, and getting to know the neighborhood is an important part of that process!

Explore Like a Local: The Insider's Guide to Boston
Written by: Amelia Ramstead
Hello from Boston, Massachusetts! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, and I’m here to give you the inside scoop on this unique city.

Boston Major Employer Neighborhood Guide: Living Near UMass, MGH, & State Street
Written by: Amelia Ramstead
Hi! I’m Amelia, your ApartmentHomeLiving.com Local Expert for Boston, Massachusetts. Getting to know your new neighborhood is one of the best parts of moving, and we’re excited to help you get started.
Articles, How-To's, and Tips

A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back
Written by: Lauren Harrington
I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.