2 Bedroom Apartments for Rent in Upton, NY (38 Rentals)

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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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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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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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Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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Showing Results 1-38, Page 1 of 1

Upton, NY Local Guide

Largest Available Upton and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Upton, NY is found at Fairfield Knolls South in the Gordon Heights neighborhood and is 2,207 square feet priced from $3,530. Fairfield Knolls East in the Poospatuck Reservation neighborhood has the second largest 2 Bedroom, which is sized at 1,963 square feet and currently listed start at $3,015. Here is today’s list of the largest available 2 Bedroom units in Upton:

Apartment ListingModel NameSquare FootagePriced From
Fairfield Knolls SouthThe Cayman I2,207 Sq Ft$3,530
Fairfield Knolls EastThe Kahuna1,963 Sq Ft$3,015
Echo Pond Luxury ApartmentsThe Townhouse1,775 Sq Ft$4,177
The Point at Pine Ridge2 Bed/2 Bath-The Couples TH Garage1,495 Sq Ft$3,637
The Brio at The BoulevardA5-021,455 Sq Ft$4,392
Fairfield Charles Pond at CoramB2L Hemingway, 2BR/2BTH PLUS LOFT1,399 Sq Ft$3,375
Fairfield Townhouses At CoramThe Hampton1,350 Sq Ft$3,360
Heritage Pine Hills Country ClubB1F1,300 Sq Ft$3,650
Fairfield Townhouses At RidgeThe Cherry1,288 Sq Ft$3,580
Medford PondThe Birch with Garage1,248 Sq Ft$3,074

Cheapest Available Upton and Nearby 2 Bedroom Apartments

As of May 25, 2026 the lowest priced 2 Bedroom apartment unit in Upton, NY is the 2 Bedroom Model starting from $2,295 at Oakview Apartments in the Gordon Heights neighborhood. The second most affordable Upton 2 Bedroom is the Cannes at the Villas 55+ Model at Renaissance Villas 55+ starting at $2,384 in the Summerfield neighborhood. The average price for all 2 Bedroom apartments in Upton is currently $3,273. Here is today’s list of the cheapest available 2 Bedroom options in Upton:

Apartment ListingModel NamePriced From
Oakview Apartments2 Bedroom$2,295
Renaissance Villas 55+Cannes at the Villas 55+$2,384
Pinewood Estates A Vibrant 55 + Community2BR/2BA Sm 2nd Floor$2,495
Fairfield Lakeside At MorichesThe Regency$2,575
Fairfield Courtyard At CoramMarigold$2,655
Pine Hills SouthThe Andover$2,720
Fairfield Courtyard At Middle IslandThe Dusk$2,760
Fairfield Knolls EastThe Dune$2,790
Fairfield Villas At MedfordThe Bayberry II$2,795
Fairfield Hillside At CoramThe Skyline Upper$2,795

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about 2 Bedroom Upton Apartments

What is the Cheapest apartment in Upton with 2 Bedroom?

Currently the most affordable 2 Bedroom in Upton is at Oakview Apartments listed at $2,295.

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

The average rent for a 2 Bedroom Apartment in Upton is $3,273.

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

Today's apartment with the most square footage in Upton is a 2,207 square feet unit starting from $3,530 at Fairfield Knolls South.

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

The average size for a 2 Bedroom rental in Upton is currently 1,217 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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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.

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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.

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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.

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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.