Homes for Rent near Middletown High School

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  $4,000 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

  

  Chativa Bowen

  Keller Williams Realty

  (329) 219-0850

  184 Highland Ave, Middletown, NY 10940
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  Explore Middletown High School

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  $2,300 per month

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

  3 Giada Ln Unit 1, 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

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 219-0738

  3 Giada Ln Unit 1, Middletown, NY 10940
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  $2,100 per month

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

  56 Watkins Ave, Middletown, NY 10940

  Spacious 3BR/1BA Second-Floor Unit. Bright and nicely updated second-floor unit featuring 3 bedrooms and 1 bathroom. Enjoy a sunny eat-in kitchen, fresh paint throughout, and newer hardwood flooring. Additional attic space included, attic space is ONLY for storage use. Located in a quiet neighborhood just a short distance from parks, the YMCA, shops, commuter trains, and bus lines. Tenant pays

  

  Jennifer Loprieno

  Howard Hanna Rand Realty

  (329) 224-0247

  56 Watkins Ave, Middletown, NY 10940
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  /20

  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 1,056 Sq Ft
  • Apartment for Rent

  49 Lake Ave Unit 2, Middletown, NY 10940

  Beautifully renovated upstairs apartment featuring two bedrooms and one bathroom. An additional room offers the perfect space for a home office. This rental includes a cozy kitchen, a comfortable living room, and an oversized laundry room. Upstairs, you’ll find a storage area (not permitted for sleeping purposes). Two parking spaces are designated for tenant use, and a back patio provides a nice

  

  Hazel Cello

  Keller Williams Hudson Valley

  (329) 666-0584

  49 Lake Ave Unit 2, Middletown, NY 10940
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  $2,300 per month

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

  6 Giada Ln Unit 6, 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

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 216-1096

  6 Giada Ln Unit 6, Middletown, NY 10940
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  /20

  $2,250 per month

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft
  • Condo for Rent

  10 Kensington Way, Middletown, NY 10940

  Experience this beautifully renovated two-bedroom, one-and-a-half-bath townhouse in Water Edge, Middletown. Step inside to find brand-new kitchen appliances, stunning new hardwood floors, and fresh paint throughout. The updated bathrooms feature modern vanities that add a stylish, elegant touch. Enjoy the added convenience of an in-unit washer and dryer.Ideally located just across from serene

  

  Hazel Cello

  Keller Williams Hudson Valley

  (329) 217-0459

  10 Kensington Way, Middletown, NY 10940
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  /20

  $2,150 - $2,800 per month

  Southgate Middletown

  1 - 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,

  20 Uhlig Rd, Middletown, NY 10940
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  $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
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  $1,800 - $2,100 per month

  Slatewood Apartments

  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

  579 E Main St, Middletown, NY 10940
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  $1,500 per month

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

  58 Cottage St Unit 4, Middletown, NY 10940

  MIDDLETOWN RENTAL!! A centrally located 2 bedroom is now available for immediate move in. A ground level apartment freshly painted throughout offers an eat in kitchen, 2 spacious bedrooms with closet space and a full bath. Close to shops, restaurants, public transportation, and highway access. Off-street parking available. Book your showing today! (Please note that this unit does NOT have a

  Carol Cruz Keller Williams Hudson Valley

  58 Cottage St Unit 4, Middletown, NY 10940
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  /31

  $2,200 per month

  Country Manor Apartments

  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.

  700 Stratford Ln, Middletown, NY 10940
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  $2,200 per month

  • 1 Bed
  • 1.5 Baths
  • 1,031 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 613, Middletown, NY 10940

  This new 1 bedroom 1.5 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage.

  John Chirico Curasi Realty, Inc.

  206 Golf Links Rd Unit 613, Middletown, NY 10940
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  $3,118 - $3,579 per month

  Residences at West Hills Country Club

  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

  122 Golf Links Rd, Middletown, NY 10940
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  $2,800 per month

  • 4 Beds
  • 1.5 Baths
  • 1,696 Sq Ft
  • House for Rent

  7 Mulberry St, Middletown, NY 10940

  Welcome to this 4-bedroom, 2-bath brick Colonial that has been fully renovated on the inside, offering a comfortable blend of classic style and modern updates. The flexible layout is suitable for residential use or potential professional/office use (attorney, accountant, therapy office, etc. — tenant to verify zoning and permitted use with municipality). Step into a bright and spacious open

  Guy Cusumano Howard Hanna Rand Realty

  7 Mulberry St, Middletown, NY 10940
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  $1,720 - $2,680 per month

  Sutton Hill Apartments

  1 - 3 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,

  2 Underhill Rd, Middletown, NY 10940
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  $1,699 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
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  $2,250 - $2,500 per month

  The Regency Club

  1 - 2 Beds

  1200 Regency Ct, Middletown, NY 10940

  The Regency Club offers spacious living and dining areas, and modern kitchens in one bedroom with den and two bedroom floor plans. Apartments boast 9 ft. ceilings, ceramic tiles in the bathrooms and kitchens and a full appliance package. Residents enjoy the clubhouse, outdoor pool, state-of-the-art fitness center, and expansive club room as well as the outdoor tennis court and playground. The

  1200 Regency Ct, Middletown, NY 10940
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  $2,100 per month

  • 3 Beds
  • 1 Bath
  • 1,231 Sq Ft
  • Apartment for Rent

  14 Liberty St Unit 2, Middletown, NY 10940

  Charming 3-bedroom, 1-bath upstairs apartment available for rent in the heart of Middletown. This inviting home features an open kitchen layout that flows comfortably into the living space, creating a warm and functional environment ready for you to move right in. The apartment offers three spacious bedrooms with ample room for rest, work, or additional storage.Conveniently located near local

  Maria Sairrino Cronin & Company Real Estate

  14 Liberty St Unit 2, Middletown, NY 10940
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  $2,195 per month

  Northwoods Apartments

  1 - 2 Beds

  300 Northwoods Rd, Middletown, NY 10940

  Nestled in the historic Hudson River Valley of Middletown, New York, Northwoods Apartments is a community of apartment homes boasting a country-like setting with panoramic mountain views. You will enjoy a well-rounded activity rich lifestyle complemented by state-of-the-art-on-site amenities including a fitness center, clubroom, half basketball court and playground.A

  300 Northwoods Rd, Middletown, NY 10940
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  $2,000 per month

  • 2 Beds
  • 1 Bath
  • 1,992 Sq Ft
  • Apartment for Rent

  16 Wallkill Ave, Middletown, NY 10940

  Rare opportunity to rent the 1st floor unit of this well-maintained home. This rental features 2 bedrooms, 1 bathroom. Enjoy the convenience of off street parking w/2 dedicated driveway parking spots. Centrally located near the YMCA, public transportation (Shortline bus), and local parks, providing easy access to all that the City of Middletown has to offer. No smoking. Pets considered on a

  Jackie Siracuse Absolute Real Estate of NY Inc

  16 Wallkill Ave, Middletown, NY 10940
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  $1,699 - $2,025 per month

  Crestwood Apartments

  1 - 2 Beds

  92 Fitzgerald Dr, Middletown, NY 10940

  Welcome to Crestwood!Discover tranquility and affordability at Crestwood Apartments in Middletown, NYNestled amidst the rolling hills of Middletown, NY, Crestwood Apartments offers a welcoming haven for those seeking comfortable living at an exceptional value. Whether you're a young professional, a family starting out, or a seasoned resident looking for a peaceful retreat, Crestwood

  92 Fitzgerald Dr, Middletown, NY 10940
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  $1,699 per month

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

  92 Fitzgerald Dr, 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

  92 Fitzgerald Dr, Middletown, NY 10940
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  /20

  $2,170 - $2,410 per month

  The Point at Sutton Hill

  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,

  2 Underhill Rd, Middletown, NY 10940
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  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 626, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  Victoria Fini Curasi Realty, Inc.

  206 Golf Links Rd Unit 626, Middletown, NY 10940
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  /20

  $2,375 - $2,650 per month

  The Park At Main

  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

  430 E Main St, Middletown, NY 10940
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  $2,600 per month

  • 3 Beds
  • 2 Baths
  • 1,300 Sq Ft
  • Apartment for Rent

  26 Mill St Unit 2, Middletown, NY 10940

  BEAUTIFUL MIDDLETOWN side by side Tri-level is now available to RENT! This RENOVATED rental offers ample indoor and outdor space. Enter into a renovated Living room with modern vinyl floors throughout with an open floor layout. A modern kitchen with granite counters and gorgeous island for everyday seating and newer stainless steel appliances. A beautiful full tiled bath with a tub, modern

  Sandra Arnez Keller Williams Hudson Valley

  26 Mill St Unit 2, Middletown, NY 10940
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  $2,710 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  89 Cottage St Unit ID1466617P, Middletown, NY 10940

  The advertised rate of $2,711/month is the lowest available price, based on a 30 day(s) stay with a move-in date of May 31, 2027.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 ID1466617P, Middletown, NY 10940
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  /7

  $2,400 per month

  • 2 Beds
  • 2 Baths
  • 1,142 Sq Ft
  • Apartment for Rent

  206 Golf Links Rd Unit 121, Middletown, NY 10940

  This new 2 bedroom 2 bath apartment features a modern and stylish design, with high-quality finishes and attention to detail throughout. The living room is adorned with a large window that allows plenty of natural light to illuminate the space, creating an inviting and airy atmosphere. The kitchen is equipped with stainless steel appliances, sleek quartz countertops, ample cabinet storage, and a

  John Chirico Curasi Realty, Inc.

  206 Golf Links Rd Unit 121, Middletown, NY 10940
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  $2,091 per month

  • 1 Bed
  • 1 Bath
  • Condo for Rent

  89 Cottage St Unit SI ID1466616P, Middletown, NY 10940

  The advertised rate of $2,092/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 24, 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 ID1466616P, Middletown, NY 10940
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  $2,600 per month

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • House for Rent

  56 Wisner Ave, Middletown, NY 10940

  This inviting two-story home offers 1,152 sq. ft. of comfortable living space. Featuring three bedrooms, one full bathroom, a bright living room, dining room, and a functional kitchen, this home combines practicality with classic charm. Enjoy the warmth and character of hardwood floors throughout and a closed-in front porch perfect for relaxing or enjoying your morning coffee.Ideal if you seeking

  Jean DiMatteo DiMatteo Realty LLC

  56 Wisner Ave, Middletown, NY 10940
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  /12

  $2,450 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  412 North St Unit 2, Middletown, NY 10940

  Property Id: 1050442This bi-level property is located at the boundary of Middletown and Wallkill town. The apartment has three bedrooms, two bathrooms, one living room and one eat-in kitchen. It also contains a bonus room next to the master bedroom, ideal to use as an office/study or activity room. Off street parking (up to two cars). Utilities not included. One year or longer term lease

  412 North St Unit 2, Middletown, NY 10940
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  $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
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  /10

  $1,970 per month

  • Studio
  • 1 Bath
  • Condo for Rent

  11 Prince St Unit SI ID1056810P, Middletown, NY 10940

  The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 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

  11 Prince St Unit SI ID1056810P, Middletown, NY 10940
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  /19

  $2,000 per month

  • 2 Beds
  • 2 Baths
  • 960 Sq Ft
  • Property for Rent

  985 Route 17m, Middletown, NY 10940

  Welcome to your brand-new home! This beautiful 2024-built 2-bedroom, 2-bathroom mobile home offers 960 square feet of thoughtfully designed living space — perfectly blending comfort, style, and affordability. Features Include: Open-Concept Living Area: Spacious layout filled with natural light, featuring stylish wood-look flooring throughout.Modern Kitchen: Equipped with brand-new stainless

  Steven Brown Hudson Valley Realty & Busines

  985 Route 17m, Middletown, NY 10940
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  /31

  $2,285 per month

  • 4 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Condo for Rent

  366 North St Unit 2, Middletown, NY 10940

  Available March 1 - perhaps sooner! Magnificent, newly renovated 4 bedroom unit. Modern interior finish complete with refinished kitchen countertops, new appliances, stunning light fixtures and spacious closets. The units also feature outdoor space!The property is ideally located just a short walk from downtown Middletown. A commuter's dream with easy access to New York City.

  366 North St Unit 2, Middletown, NY 10940
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  $2,275 per month

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft
  • Apartment for Rent

  2 Mountain Ave, Middletown, NY 10940

  Nestled on a peaceful residential street, this inviting ground-floor apartment offers the perfect blend of comfort and convenience. Featuring 2 spacious bedrooms plus a versatile den/office, this home provides flexible living space ideal for remote work, guests, or a cozy retreat. Enjoy the ease of nearby schools, parks, shopping, and everyday amenities—all just minutes away—while coming home to

  Bernadette Giordano Howard Hanna Rand Realty

  2 Mountain Ave, Middletown, NY 10940
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  /20

  $1,950 per month

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

  19 Bloomingburg Rd, Middletown, NY 10940

  Great Property for outdoor enjoyment. Freshly painted with new carpet. Private entrance on front of the building. Stairs to 2nd level, Spacious Kitchen & Living Room, Full bath with tub & shower, 1 Spacious & 1 Small Bedroom + stairs to storage above. Tenant pays electric, propane for heat and stove, and garbage removal. Additional Information: Amenities: Storage. Lease Term: Over 12 Months, 12

  Margaret Williams Century 21 E & M Williams Rlty

  19 Bloomingburg Rd, Middletown, NY 10940
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  $1,900 per month

  • 2 Beds
  • 2 Baths
  • 770 Sq Ft
  • Apartment for Rent

  91 North St Unit 201, Middletown, NY 10940

  Welcome to this spacious and inviting 2-bedroom, 2-bathroom apartment located on the second floor of a well-maintained property in Middletown, NY. This home is near shops, restaurants, and a park, putting everything you need just minutes away.

  Marlenie Mendez Luna Keller Williams Hudson Valley

  91 North St Unit 201, Middletown, NY 10940
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  /13

  $1,500 per month

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

  44 John St Unit 3, Middletown, NY 10940

  MIDDLETOWN RENTAL!! A 2nd floor, 1 bedroom/1bath apartment is now available for immediate occupancy. This unit offers a oversized living room with plenty of window light followed by a kitchen with cabinet space. A medium size bedroom and a full bathroom with tiled floors and newer vanity completes this apartment. Limited shared driveway access for parking and street parking. Short distance to

  Sandra Arnez Keller Williams Hudson Valley

  44 John St Unit 3, Middletown, NY 10940
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  /15

  $2,500 per month

  • 3 Beds
  • 1 Bath
  • 1,278 Sq Ft
  • House for Rent

  39 Crescent Place, Middletown, NY 10940

  Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020Basement for personal use

  Zhiheng Tang Keller Williams Hudson Valley

  39 Crescent Place, Middletown, NY 10940

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