2 Bedroom Apartments for Rent in Philipstown, NY (50 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

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
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

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

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.

Read Article

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

Read Article
close
View Me
86 Lander St
2 Bedroom Apartments

86 Lander St

86 Lander StNewburgh, NY 12550
  • Utilities Included
close
View Me
Knox Village
2 Bedroom Apartments

Knox Village

835 Blooming Grove TpkeNew Windsor, NY 12553
close
View Me
798 Wolcott Ave
2 Bedroom Apartments

798 Wolcott Ave

796-798 Wolcott AveBeacon, NY 12508
  • Utilities Included

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
Showing Results 1-50, Page 1 of 1

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 East Point on Hudson in the Downtown Peekskill neighborhood and is 1,477 square feet priced from $5,300. Chelsea Ridge in the Old Hopewell Estates neighborhood has the second largest 2 Bedroom, which is sized at 1,240 square feet and currently listed start at $2,375. Here is today’s list of the largest available 2 Bedroom units in Philipstown:

Apartment ListingModel NameSquare FootagePriced From
East Point on HudsonB31,477 Sq Ft$5,300
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
Orchard Hills LandingsTwo Bedroom Townhome With Basement & Garage1,121 Sq Ft$2,640
The Arno2 BD 2BA1,120 Sq Ft$3,900
Eagle Rock Apartments at FishkillB31,097 Sq Ft$3,010
Fort Hill PeekskillC21,085 Sq Ft$3,350
Mountainview VillageB3999 Sq Ft$2,250
645 Main St2 Bed/1 Bath - 80%931 Sq Ft$3,060

Cheapest Available Philipstown and Nearby 2 Bedroom Apartments

As of June 13, 2026 the lowest priced 2 Bedroom apartment unit in Philipstown, NY is the 2 Bedroom Model starting from $1,810 at Knox Village . The second most affordable Philipstown 2 Bedroom is the Renovated 2br Model at High Pointe Senior Apartments 55+ starting at $1,975 in the Grove at New Windsor neighborhood. The average price for all 2 Bedroom apartments in Philipstown is currently $3,381. Here is today’s list of the cheapest available 2 Bedroom options in Philipstown:

Apartment ListingModel NamePriced From
Knox Village2 Bedroom$1,810
High Pointe Senior Apartments 55+Renovated 2br$1,975
9 Catherine St002$2,000
Sycamore Gardens2 Beds, 1 bath$2,045
Mountainview VillageB1$2,195
Chelsea RidgeThe Middlebush$2,375
Mountainview Garden ApartmentsBeautiful Large Two Bedroom Apartments$2,420
HudsonView Living2 Bed 1.5 Bath Townhome$2,580
Orchard Hills LandingsTwo Bedroom Townhome With Basement & Garage$2,640
Eagle Rock Apartments at FishkillB1$2,670

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

What is the Cheapest apartment in Philipstown with 2 Bedroom?

Currently the most affordable 2 Bedroom in Philipstown is at Knox Village listed at $1,810.

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

The average rent for a 2 Bedroom Apartment in Philipstown is $3,381.

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

Today's apartment with the most square footage in Philipstown is a 1,477 square feet unit starting from $5,300 at East Point on Hudson.

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

The average size for a 2 Bedroom rental in Philipstown is currently 1,496 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 How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

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

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

decorative image for Pet-Friendly Renting: Everything You Need to Know Before You Move article

Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

decorative image for Creative Ways Developers Reimagine Retail Spaces as Residential Units article

Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.