2 Bedroom Apartments for Rent in Windsor, NY (49 Rentals)

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442 Old Route 17
2 Bedroom Apartments

442 Old Route 17

442 Old Route 17Windsor, NY 13865
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116 Main St
2 Bedroom Apartments

116 Main St

116 Main StWindsor, NY 13865
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123 Main St
2 Bedroom Apartments

123 Main St

123 Main StWindsor, NY 13865

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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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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The Lofts At Brickhaven
2 Bedroom Apartments

The Lofts At Brickhaven

633 Main StDickson City, PA 18519
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Graydon Apartments
2 Bedroom Apartments

Graydon Apartments

307 E Main StEndicott, NY 13760
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Oakdale Arms
2 Bedroom Apartments

Oakdale Arms

801 Reynolds RdJohnson City, NY 13790
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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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The Printing House
2 Bedroom Apartments

The Printing House

19 Chenango StBinghamton, NY 13901
Student Housing
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205 Rano Blvd
2 Bedroom Apartments

205 Rano Blvd

205 Rano BlvdVestal, NY 13850
Corporate Housing
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Dietz Street Lofts
2 Bedroom Apartments

Dietz Street Lofts

34 Dietz StOneonta, NY 13820
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The Club on Washington
2 Bedroom Apartments

The Club on Washington

257 Washington StBinghamton, NY 13901
Corporate Housing
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Laurelwood
2 Bedroom Apartments

Laurelwood

1096 Green Holly RdClarks Summit, PA 18411
Corporate Housing
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6 Market St
2 Bedroom Apartments

6 Market St

6 Market StOneonta, NY 13820
Student Housing
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Meadow Park Apartments
2 Bedroom Apartments

Meadow Park Apartments

85 Fair StDeposit, NY 13754
Corporate Housing
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Showing Results 1-49, Page 1 of 1

Windsor, NY Local Guide

Largest Available Windsor and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Windsor, NY is found at Jailhouse & Sheriff's Apartments 176 Main St. and is 1,235 square feet priced from $1,395. Applewood Acres has the second largest 2 Bedroom, which is sized at 1,160 square feet and currently listed start at $1,850. Here is today’s list of the largest available 2 Bedroom units in Windsor:

Apartment ListingModel NameSquare FootagePriced From
Jailhouse & Sheriff's Apartments 176 Main St.Two Bedroom 1.5 Bath1,235 Sq Ft$1,395
Applewood AcresTwo Bedroom Deluxe1,160 Sq Ft$1,850
75 River St2 Bedroom1,100 Sq Ft$1,200
Indian Ridge Luxury ApartmentsTwo Bedroom Furnished - Phase II1,030 Sq Ft$1,645
Mountain Shadow ApartmentsTwo Bedroom with Balcony Second Fl1,000 Sq Ft$1,025
Summit Pointe Apartment HomesTwo Bedroom 1.5 Bath - 987 sqft987 Sq Ft$1,440
Homestead on Grand2 Bedroom 1 Bath968 Sq Ft$531
Squire Colony2 Bedroom950 Sq Ft$1,245
Morgan Manor2 Bedroom950 Sq Ft$1,434
Timberfalls ApartmentsUpgraded 2 bed950 Sq Ft$1,649

Cheapest Available Windsor and Nearby 2 Bedroom Apartments

As of December 28, 2025 the lowest priced 2 Bedroom apartment unit in Windsor, NY is the 2 Bedroom 1 Bath Model starting from $531 at Homestead on Grand in the North Johnson City neighborhood. The second most affordable Windsor 2 Bedroom is the 2 Bedroom 1 Bath Model at Creamery Hills starting at $871 . The average price for all 2 Bedroom apartments in Windsor is currently $1,569. Here is today’s list of the cheapest available 2 Bedroom options in Windsor:

Apartment ListingModel NamePriced From
Homestead on Grand2 Bedroom 1 Bath$531
Creamery Hills2 Bedroom 1 Bath$871
Mountain Shadow ApartmentsTwo Bedroom with Balcony Second Fl$1,025
75 River St2 Bedroom$1,200
Squire Colony2 Bedroom$1,245
Jailhouse & Sheriff's Apartments 176 Main St.Two Bedroom 1.5 Bath$1,395
Chenango Courtyard2 Bedroom$1,395
Morgan Manor2 Bedroom$1,434
Summit Pointe Apartment HomesTwo Bedroom 1.5 Bath - 987 sqft$1,440
Indian Ridge Luxury ApartmentsTwo Bedroom - Phase I$1,495

Don'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.

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The 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.

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Cash 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.

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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 Windsor, NY Rentals by Map

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See the most popular apartments and homes in Windsor, NY

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Frequently Asked Questions about 2 Bedroom Windsor Apartments

How much is the average rent for a 2 Bedroom Windsor Apartment?

The average rent for a 2 Bedroom Apartment in Windsor is $1,569.

What is the largest available 2 Bedroom Windsor Apartment for rent?

Today's apartment with the most square footage in Windsor is a 1,235 square feet unit starting from $1,395 at Jailhouse & Sheriff's Apartments 176 Main St..

What is the average size for Windsor 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Windsor is currently 1,375 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.

Articles, How-To's, and Tips

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Renting with Roommates: Realistic Expectations for Shared Lease

Written by: Christine Leonard, Esq.

Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!