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Three Bedroom Apartments for Rent in Middletown, NY
34 Rentals
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3 BEDS$2,800Kensington Manor
1 Kensington Mnr, Middletown, NY 10941 -
Total Monthly Price Total Monthly Price New3 BEDS, 1 BATH$2,100Base Rent$2,100Required Monthly FeesNoneTotal Monthly Price$2,10056 Watkins Ave
56 Watkins Ave, Middletown, NY 10940 -
Total Monthly Price Total Monthly Price New3 BEDS, 2 BATHS$2,600Base Rent$2,600Required Monthly FeesNoneTotal Monthly Price$2,60010 Chaucer Ct
10 Chaucer Ct, Middletown, NY 10941 -
3 BEDS, 1 BATH$2,350
118 W Main St Unit 1
118 W Main St, Middletown, NY 10940 -
3 BEDS, 2 BATHS$2,600
70 Linden Ave
70 Linden Ave, Middletown, NY 10940 -
3 BEDS, 1 BATH$2,800
3-3 Chestnut St
3-3 Chestnut St, Middletown, NY 10940 -
3 BEDS, 1.5 BATHS$2,700
647 County Route 78
647 County Route 78, Middletown, NY 10940 -
3 BEDS, 1 BATH$2,150
34 Broad St
34 Broad St, Middletown, NY 10940 -
3 BEDS, 2 BATHS$2,150
23 Wawayanda Ave
23 Wawayanda Ave, Middletown, NY 10940 -
3 BEDS, 1 BATH$2,500
39 Crescent Pl
39 Crescent Pl, Middletown, NY 10940 -
3 BEDS, 1.5 BATHS$2,600
91 Sarah Ln
91 Sarah Ln, Middletown, NY 10941 -
3 BEDS, 1 BATH$2,600
56 Wisner Ave
56 Wisner Ave, Middletown, NY 10940 -
3 BEDS, 2 BATHS$2,600
26 Mill St Unit 2
26 Mill St, Middletown, NY 10940 -
3 BEDS, 3 BATHS$3,600
25 Clinton St
25 Clinton St, Middletown, NY 10940 -
3 BEDS, 2.5 BATHS$2,650
100 Hillside Dr Unit G8
100 Hillside Dr, Middletown, NY 10941 -
3 BEDS, 1.5 BATHS$2,500
26 Silo Ln
26 Silo Ln, Middletown, NY 10940 -
3 BEDS, 2.5 BATHS$2,800
72 Greenway Terrace
72 Greenway Terrace, Middletown, NY 10941 -
3 BEDS, 3 BATHS$5,000
224 Last Rd
224 Last Rd, Middletown, NY 10941 -
3 BEDS, 1 BATH$2,100
56 Watkins Ave
56 Watkins Ave, Middletown, NY 10940
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Clear All FiltersMiddletown at a Glance
Middletown, NY Apartments for Rent
Middletown is the largest city in Orange County, located in New York's Hudson Valley region near the Wallkill River and the foothills of the Shawangunk Mountains. Incorporated as a city in 1888, it developed as an important railroad hub in the 19th and early 20th centuries, attracting manufacturing businesses that helped shape its growth. Those searching for apartments for rent in Middletown will discover a mix of restored Victorian properties and newer residential developments, with one-bedroom options averaging around $1,936 per month.
Renting in Middletown offers convenient access to both nature and city conveniences. The downtown area features diverse dining options and the restored Paramount Theatre, which hosts films and live performances throughout the year. Highland Lakes State Park provides outdoor recreation nearby, while the Galleria at Crystal Run offers shopping just outside city limits. The presence of SUNY Orange's main campus adds educational opportunities to the area, and Middletown's location between Port Jervis and Newburgh provides straightforward access to major transportation routes for commuters heading to other parts of the Hudson Valley or the greater New York metropolitan area.
Renting in Middletown
Average Rental Rates and Apartment Sizes
- Apartment Type Average Sq Ft Average Rent
- Studio 400 Sq Ft $1,636 / mo
- 1 Bedroom 804 Sq Ft $1,936 / mo
- 2 Bedrooms 1,012 Sq Ft $2,331 / mo
- 3 Bedrooms 1,291 Sq Ft $2,538 / mo
- 4 Bedrooms 1,800 Sq Ft $3,799 / mo
Top Budget-Friendly Neighborhoods in Middletown
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Middletown/Goshen 765 Sq Ft $1,986/mo
- Winding Brooke Estates 806 Sq Ft $2,294/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
Apartments for Rent Near Middletown
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Middletown Apartments for Rent in Your Budget
- Apartments with Move-In Specials in Middletown, NY
- Middletown Apartments Under $900
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- Middletown Apartments Under $2,000
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Note: Based on community-supplied data and independent market research. Subject to change without notice.