2 Bedroom Apartments for Rent in Middletown, NY (63 Rentals)

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Exploring Rental Options: Apartments, Townhomes, and Lofts—Oh My!

Looking for the perfect rental? From apartments and condos to lofts and single family rentals, explore the unique pros and cons of each rental type to help you land in your perfect new place.

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property at 94 Woodlake Dr
$3,250

Total Monthly Price

Base Rent$3,250
Total Monthly Price$3,250
2 Bedroom, 4 Bath Home for Rent
Available Now
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94 Woodlake Dr

MiddletownNY10940

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.

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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.

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property at 7 Giada Ln
$2,300

Total Monthly Price

Base Rent$2,300
Total Monthly Price$2,300
2 Bedroom, 1 Bath Condo for Rent
Available Now

7 Giada Ln, Unit 1

7 Giada Ln
MiddletownNY10940
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33 Crescent Pl
2 Bedroom Apartments

33 Crescent Pl

33 Crescent PlMiddletown, NY 10940
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55 Seniors Way
2 Bedroom Apartments

55 Seniors Way

55 Seniors WayMiddletown, NY 10940
Senior Living
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59 Horton Ave
2 Bedroom Apartments

59 Horton Ave

59 Horton AveMiddletown, NY 10940
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10 King St
2 Bedroom Apartments

10 King St

10 King StMiddletown, NY 10940
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69 Cottage St
2 Bedroom Apartments

69 Cottage St

69 Cottage StMiddletown, NY 10940

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.

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32-40 Palmer Ave
2 Bedroom Apartments

32-40 Palmer Ave

32-40 Palmer AveMiddletown, NY 10940
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Oakridge Apartments
2 Bedroom Apartments

Oakridge Apartments

544 E Main StMiddletown, NY 10940
  • Utilities Included
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Sunrise Gardens
2 Bedroom Apartments

Sunrise Gardens

5 Fortune Rd WMiddletown, NY 10941
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Kensington Manor
2 Bedroom Apartments

Kensington Manor

1 Kensington MnrMiddletown, NY 10941
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Golf Links Apartments
2 Bedroom Apartments

Golf Links Apartments

206 Golf Links RdMiddletown, NY 10940
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140 Highland Ave
2 Bedroom Apartments

140 Highland Ave

140 Highland AveMiddletown, NY 10940

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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Middletown, NY Local Guide

Middletown 2 Bedroom Apartment Units with Current Availability by Neighborhood

Availability Confirmed As of: September 09, 2026

There are currently 39 available 2 Bedroom apartment units in Middletown, NY neighborhoods that range in price from $1,199 to $3,453. Heres is today's list of the top neighborhoods in Middletown with the most available 2 Bedroom apartments:

NeighborhoodAvailable UnitsMedian PriceMin Price
Middletown Goshen39$2,395$1,199

Largest Available Middletown 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Middletown, NY is found at Southgate Middletown in the Middletown Goshen neighborhood and is 1,254 square feet priced from $2,900. Sterling Parc at Middletown has the second largest 2 Bedroom, which is sized at 1,231 square feet and currently listed start at $2,696. Here is today’s list of the largest available 2 Bedroom units in Middletown:

Apartment ListingModel NameSquare FootagePriced From
Southgate MiddletownB-2B2 2nd Floor1,254 Sq Ft$2,900
Sterling Parc at MiddletownRidgebury1,231 Sq Ft$2,696
The Park At MainC1,076 Sq Ft$2,650
Sherwood Forest Garden Apartments2x11,010 Sq Ft$2,250
Imperial Gardens Apartment HomesTwo Bedroom 1.5 Bath-990 sqft990 Sq Ft$2,200
Boulder Pointe Apartments2 Bedrooms | 2 Bathrooms954 Sq Ft$2,471
Crestwood Apartments2-Bedroom950 Sq Ft$2,100
Rockwood Gardens Apartments2 Beds, 1 bath934 Sq Ft$2,200
The North Court Apartments.Two Bed 2 Bath924 Sq Ft$2,595
Sutton Hill ApartmentsSutton Hill Type 5815 Sq Ft$2,015

Cheapest Available Middletown 2 Bedroom Apartments

As of September 09, 2026 the lowest priced 2 Bedroom apartment unit in Middletown, NY is the 2 Beds, 2 baths Model starting from $2,000 at Stoneridge Manor Apartments in the Middletown Goshen neighborhood. The second most affordable Middletown 2 Bedroom is the Sutton Hill Type 5 Model at Sutton Hill Apartments starting at $2,015 . The average price for all 2 Bedroom apartments in Middletown is currently $2,409. Here is today’s list of the cheapest available 2 Bedroom options in Middletown:

Apartment ListingModel NamePriced From
Stoneridge Manor Apartments2 Beds, 2 baths$2,000
Sutton Hill ApartmentsSutton Hill Type 5$2,015
Crestwood Apartments2-Bedroom$2,100
Imperial Gardens Apartment HomesTwo Bedroom-916 sqft$2,160
Rockwood Gardens Apartments2 Beds, 1 bath$2,200
Sherwood Forest Garden Apartments2x1$2,250
Country Manor Apartments2BR/1.5BA$2,300
Sterling Parc at MiddletownMeadows$2,390
The North Court Apartments.Two Bedroom$2,395

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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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 Middletown Apartments

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

The average rent for a 2 Bedroom Apartment in Middletown is $2,409.

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

Today's apartment with the most square footage in Middletown is a 1,254 square feet unit starting from $2,900 at Southgate Middletown.

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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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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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.

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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.

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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.