Deals & Discount Filters
Apartments under $2,000 for Rent in Middletown, NY
86 Rentals
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Good Value1 BED$1,720+2 BEDS$1,995+Sutton Hill Apartments
2 Underhill Rd, Middletown, NY 10940 -
1 BED$842+2 BEDS$1,266+3 BEDS$1,453+Deerfield Commons
2 Edward Diana Way, Middletown, NY 10941 -
Exceptional Value1 BED$1,775+2 BEDS$2,000+Sherwood Forest Garden Apartments
507 Sherwood Dr, Middletown, NY 10941 -
Good Value
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1 BED$1,850+2 BEDS$1,950+
Slatewood Apartments
579 E Main St, Middletown, NY 10940 -
Exceptional Value2 BEDS$2,000Stoneridge Manor Apartments
22-26 Stoneridge Rd, Middletown, NY 10941 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,650Base Rent$1,650 - $1,835Required Monthly FeesNoneTotal Monthly Price$1,650 - $1,83560 Linden Ave
60 Linden Ave, Middletown, NY 10940 -
Total Monthly Price Total Monthly Price New1 BED, 1 BATH$1,750Base Rent$1,750Required Monthly FeesNoneTotal Monthly Price$1,750
62 Linden Ave Unit 4
62 Linden Ave, Middletown, NY 10940 -
1 BED, 1 BATH$2,00022 Cottage St Unit 3B
22 Cottage St, Middletown, NY 10940 -
1 BED, 1 BATH$1,50030 E Main St Unit 8
30 E Main St, Middletown, NY 10940 -
2 BEDS, 1 BATH$2,000
8 Roberts St Unit 2-A
8 Roberts St, Middletown, NY 10940 -
1 BED, 1 BATH$1,600
2 E Main St Unit 4
2 E Main St, Middletown, NY 10940 -
1 BED, 1 BATH$1,500
44 John St Unit 3
44 John St, Middletown, NY 10940 -
2 BEDS, 1 BATH$1,750
19 Bloomingburg Rd
19 Bloomingburg Rd, Middletown, NY 10940 -
1 BED, 1 BATH$1,500
30 E Main St Unit 4
30 E Main St, Middletown, NY 10940 -
2 BEDS, 1 BATH$1,700
203 W Main St Unit 2
203 W Main St, Middletown, NY 10940 -
1 BED, 1 BATH$1,900
23 W Main St Unit 1
23 W Main St, Middletown, NY 10940 -
1 BED, 1 BATH$1,900
63 Poplar Ln
63 Poplar Ln, Middletown, NY 10941 -
1 BED, 1 BATH$1,675
77 Linden Ave
77 Linden Ave, Middletown, NY 10940 -
2 BEDS, 1 BATH$2,000
31 Liberty St
31 Liberty St, Middletown, NY 10940 -
2 BEDS, 1 BATH$1,850
17 Academy Ave Unit 2
17 Academy Ave, Middletown, NY 10940 -
2 BEDS, 2 BATHS$2,000
139 Ruth Ct
139 Ruth Ct, Middletown, NY 10940 -
2 BEDS, 1 BATH$1,800
30 Knapp Ave
30 Knapp Ave, Middletown, NY 10940 -
2 BEDS, 1 BATH$2,000
32 Palmer Ave
32 Palmer Ave, Middletown, NY 10940 -
2 BEDS, 2 BATHS$2,000
28 North St Unit 1
28 North St, Middletown, NY 10940 -
1 BED, 1 BATH$1,950
19 Bloomingburg Rd
19 Bloomingburg Rd, Middletown, NY 10940 -
Good Value1 BED$1,750Crestwood Apartments
92 Fitzgerald Dr, Middletown, NY 10940 -
Good Value1 BED$1,995+2 BEDS$1,950+Kensington Manor
1 Kensington Mnr, Middletown, NY 10941
Can't find what you are looking for?
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 $1,617 / mo
- 1 Bedroom 802 Sq Ft $1,940 / mo
- 2 Bedrooms 1,013 Sq Ft $2,364 / mo
- 3 Bedrooms 1,291 Sq Ft $2,562 / mo
- 4 Bedrooms 1,800 Sq Ft $3,970 / mo
Top Budget-Friendly Neighborhoods in Middletown
(For 1 bedroom apartments)- Neighborhoods Average Sq Ft Average Rent
- Middletown/Goshen 795 Sq Ft $2,014/mo
Education
Data provided by GreatSchools.org 2025 © 2025. All rights reserved.
Apartments for Rent Near Middletown
Middletown Apartments for Rent in Your Budget
- Apartments with Move-In Specials in Middletown, NY
- Middletown Apartments Under $900
- Middletown Apartments Under $1,000
- Middletown Apartments Under $1,100
- Middletown Apartments Under $1,200
- Middletown Apartments Under $1,300
- Middletown Apartments Under $1,400
- Middletown Apartments Under $1,500
- Middletown Apartments Under $1,600
- Middletown Apartments Under $1,700
- Middletown Apartments Under $1,800
- Middletown Apartments Under $1,900
- Middletown Apartments Under $2,000
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Apartment communities change their rental rates often - sometimes multiple times a day. We track the changes and keep you up to date when a rental rate decreases.
Best Value
"Best value" units are located in buildings rated three stars or higher. We label apartment rentals that are priced significantly less than similar high-quality units nearby.
Rent Specials
Apartment communities regularly advertise deals for new residents. Whether it's a move-in special or a free tv, we locate the rentals that offer a little something extra when you sign your lease.
Note: Based on community-supplied data and independent market research. Subject to change without notice.