2 Bedroom Apartments for Rent in Upton, NY (52 Rentals)

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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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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 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 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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Showing Results 1-50, Page 1 of 2

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 $3,460. 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 $2,955. 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$3,460
Fairfield Knolls EastThe Kahuna1,963 Sq Ft$2,955
The Brio at The BoulevardA5-021,455 Sq Ft$3,745
Fairfield Charles Pond at CoramB2L Hemingway, 2BR/2BTH PLUS LOFT1,399 Sq Ft$3,375
The Reserve at the BoulevardG1,386 Sq Ft$3,163
Fairfield Townhouses At CoramThe Hampton1,350 Sq Ft$3,360
The Point at Pine Ridge2 Bed/1.5 Bath-The Mickelson TH1,330 Sq Ft$3,282
Heritage Pine Hills Country ClubB1F1,300 Sq Ft$3,895
Fairfield Townhouses At RidgeThe Cherry1,288 Sq Ft$3,545
Medford PondThe Birch1,248 Sq Ft$3,289

Cheapest Available Upton and Nearby 2 Bedroom Apartments

As of September 19, 2025 the lowest priced 2 Bedroom apartment unit in Upton, NY is the 2 Bedroom Model starting from $2,445 at Oakview Apartments in the Gordon Heights neighborhood. The second most affordable Upton 2 Bedroom is the The Regency Model at Fairfield Lakeside At Moriches starting at $2,515 in the Poospatuck Reservation neighborhood. The average price for all 2 Bedroom apartments in Upton is currently $3,207. Here is today’s list of the cheapest available 2 Bedroom options in Upton:

Apartment ListingModel NamePriced From
Oakview Apartments2 Bedroom$2,445
Fairfield Lakeside At MorichesThe Regency$2,515
Fairfield Village At Middle IslandThe Bentley II UI$2,595
Fairfield Courtyard At CoramMarigold$2,655
Fairfield Hillside At CoramThe Skyline Upper$2,695
Fairfield Villas At MedfordThe Bayberry II$2,695
Brookwood at RidgeTwo Bedroom (Upstairs)$2,710
Renaissance Bay Villas 55+Cannes at the Villas 55+$2,725
Fairfield Knolls EastThe Dune$2,730
Rosemont BrookhavenBirch$2,750

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Remember the 3 Rules of Real Estate:
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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 $2,445.

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

The average rent for a 2 Bedroom Apartment in Upton is $3,207.

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 $3,460 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 1,171 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.

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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! 

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The Rental Move-In Inspection Checklist: A Guide for Renters

Written by: Trey Huguley

The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between

Written by: Christine Leonard, Esq.

For many people, obstacles can arise during the rental application process for a variety of issues.

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The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro

Written by: Christine Leonard, Esq.

Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.