268

Middletown, NY Homes for Rent

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  • /3

    $3,500 Per Month

    • 4 Beds
    • 2 Baths
    • 1,486 Sq Ft
    • House for Rent

    184 Highland Ave, Middletown, NY 10940

    Welcome to this beautiful Victorian-style rental, centrally located in the heart of Middletown, NY. From the moment you arrive, the charming wrap-around porch sets a warm and inviting tone, perfectly complementing the home’s classic character. Inside, you’ll find an updated interior featuring a modern kitchen, a brand-new central air system, new windows, and new doors, providing both comfort and

    Agent Photo

    Chativa Bowen

    Keller Williams Realty

    (329) 219-0850

    184 Highland Ave, Middletown, NY 10940
  • /18

    Starting at $2,900 Per Month

    • 2 Beds

    20 Uhlig Rd, Middletown, NY 10940

    The brand new residences at Southgate Middletown offer a community feel in the center of rapidly growing Middletown, N.Y. Here, an amenity-rich lifestyle awaits, with beautiful homes that feature only the finest in custom appointments and design. See for yourself how easy it would be to call Southgate home. The style of Southgate living features soaring 9-foot ceilings, exquisite luxury flooring,

    Southgate Middletown

    (845) 479-6353

    20 Uhlig Rd, Middletown, NY 10940
  • /22

    $2,200 Per Month

    • 2 Beds
    • 1 Bath
    • 984 Sq Ft
    • Condo for Rent

    1 Ruth Ct, Middletown, NY 10940

    Welcome to this beautifully updated and spacious first floor corner condo in Middletown, NY. This well-maintained home offers comfortable one level living with a large living room, two generously sized bedrooms, and one full bath. The modern walk-through kitchen features new stainless steel appliances and an adjacent dining area. Wall A/C units in the living room and both bedrooms provide

    Agent Photo

    Kathy White

    Exit Realty Connections

    (329) 209-8678

    1 Ruth Ct, Middletown, NY 10940
  • /25

    Starting at $1,870 Per Month

    • Studio - 2 Beds

    225 Berkman Dr, Middletown, NY 10941

    Welcome Home to Imperial Gardens Apartments in Middletown, NY! Located in a country setting, our fabulous location is about an hour from New York City. Just minutes from the Metro North, and major highways: RT 17, I-84, and I-87 (NYS Thruway), we are a commuter's dream! We are located just minutes from RT 211 where there is an abundance of shopping, dining, and entertainment such as Galleria at

    Imperial Gardens Apartment Homes

    (845) 479-6102

    225 Berkman Dr, Middletown, NY 10941
  • /28

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    3 Giada Ln Unit 2, Middletown, NY 10940

    Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 210-5679

    3 Giada Ln Unit 2, Middletown, NY 10940
  • /55

    Starting at $1,900

    Total Monthly Price

    • 1 - 2 Beds

    644 Silver Lake Scotchtown Rd, Middletown, NY 10941

    Welcome to Stevens Manor Apartments in Middletown, NY! Our pet-friendly community is set among expansive grassy areas, creating a peaceful and open environment.Choose from studios, one-, or two-bedroom apartments, each thoughtfully designed with updated kitchens, premium bathrooms, dishwashers, and air-conditioning.Your rent includes heat, hot water, gas, and trash removal. We

    Stevens Manor Apartments

    (845) 524-9637

    644 Silver Lake Scotchtown Rd, Middletown, NY 10941
  • /25

    $2,650 Per Month

    • 3 Beds
    • 2.5 Baths
    • 1,418 Sq Ft
    • Condo for Rent

    100 Hillside Dr Unit G8, Middletown, NY 10941

    FULLY RENOVATED DPLX CONDO FULL 3BR/2.5BTH AT THE PRESTIGE SECURITY GATED HILLSIDE VILLAGE CONDOMINIUMS IN GOSHEN SCHOOLS. YOU WILL HAVE TWO PARKING SPOTS INCLUDING IN RENT AND THERE'S WASHER AND DRYER IN THE UNIT. GREAT LOCATION, NEAR EVERYTHING LESS THAN 5 MINUTES TO MIDDLETOWN TRAIN TO PENN STATION AT NYCITY, GALIARIA MALL PLUS ALL MEGA STORES OF WALLMART, HOME DEPOT, SAM'S CLUB, LOWIS AND

    Agent Photo

    Mohamed Elgoarany

    All American Realty Management

    (329) 219-0392

    100 Hillside Dr Unit G8, Middletown, NY 10941
  • /55

    Starting at $2,672 Per Month

    • 1 - 2 Beds

    122 Golf Links Rd, Middletown, NY 10940

    158 Unit Luxury Housing Community with 1,2 and 3 Bedroom Units. Situated on a Lush Championship 18 Hole Golf Course that offers a Private Country Club Experience 24 hours a day. Apartments feature Spacious Open Layouts, Beautiful Kitchens with Quartz Countertops and Stainless Steel Appliances, Front Loading Washers and Dryers, Balconies, Walk-In Closets, Beautiful Engineered Wide Plank

    Residences at West Hills Country Club

    (845) 412-8078

    122 Golf Links Rd, Middletown, NY 10940
  • /30

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    1 Giada Ln Unit 5, Middletown, NY 10940

    Experience Modern Living in a Brand-New 2-Bedroom Apartment. Take advantage of this rare opportunity to move into a newly constructed 2-bedroom apartment, thoughtfully designed with high-end finishes and modern conveniences. Enjoy a welcoming open floor plan that features a stunning kitchen complete with Quartz countertops and brand-new, energy-efficient stainless steel appliances. Oversized

    Agent Photo

    Dulce M Ferrera

    Keller Williams Hudson Valley

    (329) 212-1472

    1 Giada Ln Unit 5, Middletown, NY 10940
  • /30

    Starting at $2,100

    Total Monthly Price

    • 2 Beds

    700 Stratford Ln, Middletown, NY 10940

    Welcome to Country Manor Apartments in Middletown, NY! Our pet-friendly community is set among rustic, large, grassy areas, creating a peaceful and open environment. We offer one- and two-bedroom apartments featuring updated kitchens, premium bathrooms, and private decks. Your rent includes heat, hot water, sewer, and trash removal. We also offer 24/7 maintenance services.

    Country Manor Apartments

    (845) 412-9632

    700 Stratford Ln, Middletown, NY 10940
  • /46

    Starting at $1,720 Per Month

    • 1 - 2 Beds

    2 Underhill Rd, Middletown, NY 10940

    Living at Sutton Hill located in Middletown, NY, provides you with the peaceful, pastoral setting of the Catskill's and the Pocono's, and only an hour away from New York City.Convenient to the Metro North RR, near Orange Regional Medical center - schools, shopping and entertainment, all at your fingertips.Relax and enjoy our great amenities: Fitness Center, Pool, Playground,

    Sutton Hill Apartments

    (845) 415-7703

    2 Underhill Rd, Middletown, NY 10940
  • /35

    Starting at $2,119 Per Month

    • 1 - 3 Beds

    201 Genung St, Middletown, NY 10940

    Welcome home to Boulder Pointe Apartments! Our apartments in Middletown, NY allow you to reside in comfort and sophistication while exploring the unique and dynamic culture of Wallkill. Superior amenities, desirable services, and a well-connected address allow you to indulge in all the urban conveniences you want without giving up on the peaceand quiet you deserve. Offering a selection of one,

    Boulder Pointe Apartments

    (845) 572-1665

    201 Genung St, Middletown, NY 10940
  • /35

    Starting at $1,800 Per Month

    • 1 - 2 Beds

    507 Sherwood Dr N, Middletown, NY 10941

    Sherwood Forest Garden Apartments, located in Middletown, NY, consists of six garden apartment-style buildings spread over 18 lushly landscaped acres. Your rent includes Heat/AC, Hot Water, Cooking Gas, and Trash. In addition, there is an outdoor pool, with an adjacent fitness center, BBQ Grills and Unassigned Parking. ALL are available, without charge, to residents of the property. Ground level

    Sherwood Forest Garden Apartments

    (845) 415-6404

    507 Sherwood Dr N, Middletown, NY 10941
  • /26

    Starting at $1,750 Per Month

    • 1 - 2 Beds

    51 Rockwood Cir, Middletown, NY 10941

    Rockwood sits high atop a hill with beautiful vistas, on park like grounds. Each apartment is meticulously maintained. We provide our residents with spacious rooms, fully equipped kitchens and tremendous closet space. Laundry facilities and additional private storage spaces are available in each building. An assigned parking space comes with each apartment complemented by ample extra parking for

    Rockwood Gardens Apartments

    (845) 415-6256

    51 Rockwood Cir, Middletown, NY 10941
  • /24

    Starting at $1,850 Per Month

    • 1 - 3 Beds

    579 E Main St, Middletown, NY 10940

    Slatewood Apartments offers a great mix of convenience and serenity, with its wooded setting providing a peaceful environment while still being close to essential amenities. The proximity to the new state-of-the-art Medical Center is a particularly nice touch for residents who might need easy access to healthcare services. With options for one-, two-, and three-bedroom apartments, it caters to a

    Slatewood Apartments

    (845) 479-5732

    579 E Main St, Middletown, NY 10940
  • /18

    Starting at $2,045 Per Month

    • 1 - 2 Beds

    23 James P Kelly Way, Middletown, NY 10940

    Sterling Parc at Middletown offers 1 and 2 bedroom apartments in Middletown, NY with spacious floor plans, modern finishes, and convenient access to major destinations. Located in the Hudson Valley near Route 17 and I-84, the community places residents close to shopping, dining, entertainment, and commuter routes. Apartment homes feature designer kitchens with shaker-style espresso cabinetry,

    Sterling Parc at Middletown

    (845) 412-9163

    23 James P Kelly Way, Middletown, NY 10940
  • /25

    Starting at $2,210 Per Month

    • 1 - 2 Beds

    300 Northwoods Rd, Middletown, NY 10940

    FREE 1st full month rent with 13 month lease - on select units.

    Northwoods Apartments

    (845) 415-7199

    300 Northwoods Rd, Middletown, NY 10940
  • /20

    Starting at $2,400 Per Month

    • 1 - 2 Beds

    430 E Main St, Middletown, NY 10940

    Welcome to The Park at Main.The Park at Main, located in the Town of Wallkill, NY, is the area’s latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a seasonal pool and lounge deck, a luxury clubhouse with a billiard room, a fitness

    The Park At Main

    (845) 415-1433

    430 E Main St, Middletown, NY 10940
  • /2

    Call for Price

    • 1 Bed

    28-38 Stoneridge Rd, Middletown, NY 10941

    Cambridge Manor

    (845) 415-1793

    28-38 Stoneridge Rd, Middletown, NY 10941
  • /9

    Starting at $2,000 Per Month

    • 2 Beds

    22-26 Stoneridge Rd, Middletown, NY 10941

    Stoneridge Manor Apartments - This is an elegant new construction 1,100 square foot two bedroom, two bathroom condo style apartment located in the Goshen Central School District. It is nestled quietly off Route 211 West yet conveniently situated next to the Galleria Mall as well as a Hannaford Supermarket and Shoprite. It is also close to the train station into NYC. It is a beautiful open floor

    Stoneridge Manor Apartments

    (845) 415-1778

    22-26 Stoneridge Rd, Middletown, NY 10941
  • /20

    Starting at $2,030 Per Month

    • 1 - 2 Beds

    2 Underhill Rd, Middletown, NY 10940

    The Point at Sutton Hill, located in Middletown, NY, provides you with the peaceful, pastoral setting of the Catskill's and the Pocono's, and only an hour away from New York City.Convenient to the Metro North RR, near Orange Regional Medical center - schools, shopping and entertainment, all at your fingertips.Relax and enjoy our great amenities: Fitness Center, Pool, Playground,

    The Point at Sutton Hill

    (845) 697-9188

    2 Underhill Rd, Middletown, NY 10940
  • /20

    $3,368

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466589P, Middletown, NY 10940

    The advertised rate of $3,369/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 18, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (845) 479-5931

    89 Cottage St Unit SI ID1466589P, Middletown, NY 10940
  • /20

    $2,888

    Total Monthly Price

    • Studio
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466588P, Middletown, NY 10940

    The advertised rate of $2,889/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    (845) 479-6461

    89 Cottage St Unit SI ID1466588P, Middletown, NY 10940
  • /10

    $1,600

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft
    • Condo for Rent

    82 Silver Lake Scotchtown Rd Unit Downstairs, Middletown, NY 10940

    Newly Renovated: New Kitchen Appliances, Quartz Countertops, Renovated Full Bath, Washer and Dryer, Ample Closet Space and Storage, Gas and Electric Included, Heat and Hot Water Included, Trash and Lawn Service Included, Off Street Parking Walk to Shopping, Dead End Street. Corner of Red Maple Lane and Silver Lake Scotchtown Rd

    82 Silver Lake Scotchtown Rd Unit Downstairs, Middletown, NY 10940
  • /23

    $2,200 Per Month

    • 1 Bed
    • 1 Bath
    • 888 Sq Ft
    • Condo for Rent

    935 Tower Ridge Cir, Middletown, NY 10941

    Property HighlightsMove-In Ready: A meticulously maintained, "turn-key" 1-bedroom, 1-bathroom condo Modern Interior: Features an open-concept layout with premium finishes, including hardwood flooring, granite countertops, and stainless steel appliances. Functional Luxury: The primary suite is spacious, and the bathroom includes dual vanity sinks. The unit also features essential conveniences

    Zhiheng Tang Keller Williams Hudson Valley

    935 Tower Ridge Cir, Middletown, NY 10941
  • /10

    $2,888

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466615P, Middletown, NY 10940

    The advertised rate of $2,889/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 13, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    89 Cottage St Unit SI ID1466615P, Middletown, NY 10940
  • /11

    $2,300 Per Month

    • 2 Beds
    • 1 Bath
    • 1,041 Sq Ft
    • House for Rent

    157 White Bridge Rd, Middletown, NY 10940

    Updated ranch-style rental on approximately 12 private acres in the Minisink Valley School District. This single-family home offers 1 bedroom, 1 full bathroom, and approximately 1,041 sq ft of living space. Features include vaulted ceilings with exposed beams, skylight, updated bathroom, open kitchen, recessed lighting, sliding glass doors, and peaceful surroundings with privacy. Conveniently

    Yosseline Genao Keller Williams Hudson Valley

    157 White Bridge Rd, Middletown, NY 10940
  • /10

    $2,989

    Total Monthly Price

    • 1 Bed
    • 1 Bath
    • Condo for Rent

    89 Cottage St Unit SI ID1466620P, Middletown, NY 10940

    The advertised rate of $2,989/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 10, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    89 Cottage St Unit SI ID1466620P, Middletown, NY 10940
  • /13

    $2,025 Per Month

    • 2 Beds
    • 2 Baths
    • 900 Sq Ft
    • Condo for Rent

    260 Ruth Ct, Middletown, NY 10940

    Great CONDO with 2 BD + 2 full BA - - Recently added LVT Flooring NO PETS-- NO SMOKING. Owner Requires a MINIMUM CREDIT SCORE 690+ & MINIMUM VERIFIABLE INCOME OF $77,000, subject to full credit report & background check. Great CONDO with 2 Bedrooms + 2 full Baths. Brand new wood-like vinyl floors, just painted & cleaned throughout. Ready to move in!! CENTRAL AC! The galley kitchen has a

    Allan Leeds ON SITE Sales & Marketing, LLC

    260 Ruth Ct, Middletown, NY 10940
  • /18

    $1,400 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    54 Sprague Ave Unit 1, Middletown, NY 10940

    54 Sprague Ave Unit 1, Middletown, NY 10940
  • /23

    $2,000 Per Month

    • 2 Beds
    • 2 Baths
    • 880 Sq Ft
    • Townhouse for Rent

    139 Ruth Ct, Middletown, NY 10940

    Welcome to Eagle's Point Condominium. This beautiful and spacious two bedroom and two full bath condo is ready for you to call home. The master bedroom has a walk-in closet with it's own bath. Washer and dryer in the unit. Large living and dinning, and your own private patio area, which is perfect for summer Bar-B-Q. Close to schools, Hospitals, shopping, Collage, public transpiration, and

    Warren Shelley Reliable Realty Group

    139 Ruth Ct, Middletown, NY 10940
  • /18

    $2,100 Per Month

    • 3 Beds
    • 1 Bath
    • 1,127 Sq Ft
    • Apartment for Rent

    1 Dewitt St, Middletown, NY 10940

    MIDDLETOWN RENTAL!! Enter into a living room with plenty of window light, followed by an updated eat-in kitchen with newer counters, newer cabinets and a spacious pantry. 3 bedrooms with hardwood floors throughout and a full bath all located in one level living. Storage space available in the basemant. Plenty of parking space in rear. Minutes from schools, stores & restaurants. Commuter friendly

    Sandra Arnez Keller Williams Hudson Valley

    1 Dewitt St, Middletown, NY 10940
  • /7

    $1,500 Per Month

    • 1 Bed
    • 1 Bath
    • 600 Sq Ft
    • Apartment for Rent

    30 E Main St Unit 4, Middletown, NY 10940

    Move-In Ready One-Bedroom Apartment in the Heart of Middletown. This one-bedroom apartment is ready for you to move in and make it your own. Located in the heart of Middletown, it offers convenience and comfort just moments from Garnet Health Medical Center, Touro Medical College, OCCC, major highways, public transportation, restaurants, and shopping. Street parking is available, making it easy

    Courtney Tablante Keller Williams Realty

    30 E Main St Unit 4, Middletown, NY 10940
  • /28

    $2,350 Per Month

    • 2 Beds
    • 1.5 Baths
    • 1,340 Sq Ft
    • Condo for Rent

    10 Sycamore Dr, Middletown, NY 10940

    Effortless living meets everyday comfort at 10 Sycamore Drive, a thoughtfully designed residence nestled within the sought-after Clemson Park community. Offering a balance of privacy, functionality, and access to lifestyle amenities, this inviting condo is perfectly suited for those who value both space and convenience.The main level welcomes you with a bright, open-concept layout where

    Frank Muccari Cronin & Company Real Estate

    10 Sycamore Dr, Middletown, NY 10940
  • /26

    $2,600 Per Month

    • 2 Beds
    • 1 Bath
    • 950 Sq Ft
    • Apartment for Rent

    38 Richmond Place Unit 1B, Middletown, NY 10940

    ****Almost free electric included with this rental**** That's right, because the owner took on the expense of installing solar panels your monthly electric bill could be only that small connection fee charged by O&R. So Step out of your car, down your steps and into your private patio retreat with direct access into an amazing two bedroom rental. Unit features 2 large bedrooms of good size with

    Thomas Grazier I Realty LLC

    38 Richmond Place Unit 1B, Middletown, NY 10940
  • /16

    $2,350 Per Month

    • 3 Beds
    • 1 Bath
    • 1,158 Sq Ft
    • Apartment for Rent

    118 W Main St Unit 1, Middletown, NY 10940

    Gorgeous renovated first floor unit with 3 bedrooms and 1 bathroom in the heart of Middletown! Enjoy hardwood floors, washer and dryer in unit, dishwasher, and a private back porch. This bright and spacious apartment is move in ready and has everything you need! Tons of counter space and storage in the kitchen, newer appliances, and a newly redone bathroom. Close to public transportation, food,

    Victoria Wander Divine Realty NY, LLC

    118 W Main St Unit 1, Middletown, NY 10940
  • /10

    $3,000 Per Month

    • 3 Beds
    • 2.5 Baths
    • 2,340 Sq Ft
    • House for Rent

    52 Horton Ave, Middletown, NY 10940

    This home is ideal for large or growing families seeking space, comfort, and convenience. The inviting layout features three generously sized bedrooms and two full bathrooms, along with a bright and open living area that creates a warm and comfortable atmosphere for everyday living. Designed with both functionality and flexibility in mind, the home easily accommodates a variety of family needs.

    Jin Pang Panorama Realty

    52 Horton Ave, Middletown, NY 10940
  • /4

    $1,795 Per Month

    • 1 Bed
    • 1 Bath
    • 736 Sq Ft
    • Apartment for Rent

    97-127 High Barney Rd Unit 97, Middletown, NY 10940

    Beautifully Renovated Apartment in the Heart of Middletown – Move-In Ready!Discover modern comfort in this freshly renovated apartment located in desirable Middletown, NY 10940. Featuring a stunning brand-new kitchen equipped with sleek stainless steel appliances, contemporary cabinetry, and ample counter space—perfect for home cooks and entertaining. The updated bathroom offers a fresh,

    Samuel Pollak North Point Management Corp

    97-127 High Barney Rd Unit 97, Middletown, NY 10940
  • /28

    $1,900 Per Month

    • 1 Bed
    • 1 Bath
    • 770 Sq Ft
    • Apartment for Rent

    23 W Main St Unit 1, Middletown, NY 10940

    Beautifully renovated one bedroom unit in historic building in downtown City of Middletown. Extra high ceilings and large windows make this spacious unit feel even larger. Trendy loft feel with some original elements are a total vibe. The open floor plan is welcoming and will be an oasis at the end of a long day. Not sure if your furniture will fit? Check out the included floor plan! Municipal

    Hilary Ryan Goldman Howard Hanna Rand Realty

    23 W Main St Unit 1, Middletown, NY 10940
  • /15

    $2,200 Per Month

    • 3 Beds
    • 1 Bath
    • 700 Sq Ft
    • Apartment for Rent

    126 W Main St Unit 2, Middletown, NY 10940

    MIDDLETOWN now offers this BEAUTIFUL 3 bedroom/1 bath apartment to rent! This newly remodeled unit is completely updated and ready to be called home. Enter into a living room followed by an eat-in kitchen with brand new stainless steel appliances, granite counters, & backsplash. 3 bedrooms and a gorgeous new tiled full bath with a tub, new lighting and accessories. For your convenience, laundry

    Sandra Arnez Keller Williams Hudson Valley

    126 W Main St Unit 2, Middletown, NY 10940

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Why Live in Middletown

Middletown, located in New York’s Hudson Valley, is a revitalized city about 60 miles from Upper Manhattan, with a population of around 30,000. This historic city, dating back to 1848, features a mix of Colonial Revival, Cape Cod, and split-level homes, alongside newer traditional and contemporary styles. Middletown's downtown area, transformed by a $10 million Downtown Revitalization Initiative grant, is a bustling hub for shopping, dining, and entertainment. Popular eateries include Oak & Reed and Piccolo Cucina e Vino, and the area is dotted with microbreweries, cafes, and specialty shops. The Galleria at Crystal Run mall offers additional amenities such as a bowling alley, movie theater, and adventure park. For outdoor activities, Middletown has 14 parks, including the Middletown Reservoir Trails and Highland Lakes State Park, providing ample hiking and fishing opportunities. The historic Paramount Theatre and Quinnz Pinz bowling alley are key entertainment venues, while community events like the Orange County Fair and the Summer Concert Series foster a vibrant local culture. Middletown High School offers specialized academy programs in STEM and other fields, contributing to the city's educational landscape. Overall crime rates in Middletown are comparable to state and national averages. Middletown is well-connected via U.S. Route 211, Interstate 84, and NY State Route 17, with bus routes to Manhattan and proximity to New York Stewart International Airport, located 20 miles east.

Frequently Asked Questions

How much does it cost to rent a home in Middletown, NY?
The median rent for a home in Middletown, NY is $2,350 per month, though prices vary by neighborhood, size, and property type. As of May 2026, condos tend to be the most affordable option while townhouses and single-family homes are currently more expensive.
How much do you need to make to afford rent in Middletown, NY?
To comfortably afford the median rent in Middletown, NY, a household needs to earn roughly $94,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,350 per month in Middletown, NY, renters typically need to show $7,050 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Middletown, NY?
In Middletown, NY, the price-to-rent ratio is 14.3, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.
What neighborhoods in Middletown, NY are best for renting a home?
The best neighborhood for renting in Middletown, NY depends on your priorities: commute, walkability, budget, and lifestyle all play a role. Popular areas for renting a home include Mount Hope and Greenville Town, each with its own character and price range.

Rental Home Trends in Middletown, NY

Rental Home Trends

Number of Homes for Rent
71
Median Rent
$2,350
Median Single Family Home Rent
$2,575
Median Townhouse Rent
$2,400
Median Condo Rent
$2,200
How to Rent a Home