2 Bedroom Apartments for Rent near Philipstown, NY (74 Rentals)

How Many Bedrooms?Done
Select your price rangeDone
to
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Lifestyle Matching SearchDone
Learn more about Lifestyle Search
By AmenitiesDone
By Community TypeDone
Features and AvailabilityDone
Done

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Looking for the perfect new rental? Learn great ways to spot the perfect apartment for you, identify common red flags, and avoid rental issues and scams with these expert provided actionable tips.

Read Article
close
View Me
95 Main St
$2,700
Total Monthly Price

Total Monthly Price

Base Rent
$2,700
Total Monthly Price
$2,700
2 Bedroom Apartments Available Now

95 Main St

95 Main StCold Spring, NY 10516
Senior Living
  • Verified
  • Utilities Included
  • Smoke Free

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

Read Article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Read Article

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.

Read Article

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.

Read Article
Showing Results 1-50, Page 1 of 2

Philipstown, NY Local Guide

Largest Available Philipstown and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Philipstown, NY is found at Meadowbrook Commons in the Hollow Brook Mews neighborhood and is 1,700 square feet priced from $4,000. East Point on Hudson in the Downtown Peekskill neighborhood has the second largest 2 Bedroom, which is sized at 1,477 square feet and currently listed start at $5,300. Here is today’s list of the largest available 2 Bedroom units in Philipstown:

Apartment ListingModel NameSquare FootagePriced From
Meadowbrook CommonsPondview1,700 Sq Ft$4,000
East Point on HudsonB31,477 Sq Ft$5,300
Hampton Oaks Apartments$1.80/sq.ft. - Two Bedroom1,400 Sq Ft$2,525
Hudson Commons2 Bedroom Lg1,320 Sq Ft$2,900
Chelsea RidgeThe Dutchess1,240 Sq Ft$2,375
95 Main St2BDR 2BA Unit1,200 Sq Ft$2,700
Sylvan Woods WestchesterB71,190 Sq Ft$4,710
Summit Terrace Luxury ApartmentsWestchester1,179 Sq Ft$2,500
The Arno2 BD 2BA1,120 Sq Ft$3,900
Mountainview VillageB3999 Sq Ft$2,250

Cheapest Available Philipstown and Nearby 2 Bedroom Apartments

As of August 26, 2026 the lowest priced 2 Bedroom apartment unit in Philipstown, NY is the Renovated 2br Model starting from $1,975 at High Pointe Senior Apartments 55+ in the Newburgh neighborhood. The second most affordable Philipstown 2 Bedroom is the 002 Model at 9 Catherine St starting at $2,000 in the Westchester County North neighborhood. The average price for all 2 Bedroom apartments in Philipstown is currently $3,492. Here is today’s list of the cheapest available 2 Bedroom options in Philipstown:

Apartment ListingModel NamePriced From
High Pointe Senior Apartments 55+Renovated 2br$1,975
9 Catherine St002$2,000
Sycamore Gardens2 Beds, 1 bath$2,045
Knox Village2 Bedroom$2,100
Summit Terrace Luxury ApartmentsDutchess$2,200
Mountainview VillageB3$2,250
Chelsea RidgeThe Middlebush$2,375
Hampton Oaks Apartments$1.80/sq.ft. - Two Bedroom$2,525
HudsonView Living2 Bed 1 Bath$2,540
Orchard Hills LandingsTwo Bedroom Townhome With Basement & Garage$2,640

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.

Read Article
Decorative image

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.

decorative image of people with a giant lease agreement

Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Philipstown, NY Rentals by Map

Decorative image of map

See the most popular apartments and homes in Philipstown, NY

View Map
Philipstown, NY Apartments Map
View Map
Philipstown, NY Rental Homes Map

Frequently Asked Questions about 2 Bedroom Philipstown Apartments

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

The average rent for a 2 Bedroom Apartment in Philipstown is $3,492.

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

Today's apartment with the most square footage in Philipstown is a 1,700 square feet unit starting from $4,000 at Meadowbrook Commons.

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

The average size for a 2 Bedroom rental in Philipstown is currently 1,316 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

decorative image for Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags article

Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

decorative image for First Apartment Regrets: Real Renters Share What They'd Do Differently article

First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

decorative image for Renters Insurance 101: What It Is, What It Covers, and Why You Need It article

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

Written by: Robin Stewart

Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

decorative image for Apartment Occupancy Rates: Renter Attraction vs Renter Retention article

Apartment Occupancy Rates: Renter Attraction vs Renter Retention

Written by: Robin Stewart

There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.