Middletown, NY Homes

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  /16

  $410,000

  • 3 Beds
  • 2 Baths

  39 Harrison St, Middletown, NY 10940

  Two family home in the City of Middletown close to all transportation, shopping and dining. Fully rented with longtime tenants and below market rents. 1st floor is a 1 bed/1 bath apt: very cute and cozy. 2nd floor is a 2 bed/1 bath.W/D hook-ups in basement/W/D not included.Detached garage with off street parking.Based on today's rents, this a money maker!

  David Russell David L Russell Realty

  39 Harrison St, Middletown, NY 10940
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  /18

  $2,400 per month

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft
  • Condo for Rent

  28 Kent Ct, Middletown, NY 10940

  Experience luxurious living in this stunning 2-bedroom, 2.5-bathroom condo available for rent. This exquisite home showcases modern finishes with a focus on comfort and elegance. Step inside to find soaring cathedral ceilings, an inviting open-concept kitchen, a distinguished formal dining room, and a spacious patio perfect for entertaining or relaxing. Nestled within the charming Water's Edge

  Jessica Evans Keller Williams Hudson Valley

  28 Kent Ct, Middletown, NY 10940
• 

  $210,000 Sold May 08, 2025

  • 893 Sq Ft
  • $235/SF
  • 128 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1990

  57 Jimal Dr, Middletown, NY 10940

  Lovely first-floor unit featuring one bedroom plus a den, perfect for a guest room or home office. The unit includes a full hall bath and a spacious master bedroom with a walk-in closet, offering ample storage and comfort.Nestled in the peaceful countryside, this property provides the best of both worlds: a quiet retreat and convenient proximity to Middletown's shopping centers, restaurants, and

  LIENA HAMDI eXp Realty

  57 Jimal Dr, Middletown, NY 10940
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft

  943 Tower Ridge Cir, Middletown, NY 10941

  943 Tower Ridge Cir, Middletown, NY 10941
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  /13

  $350,000 Open Sun 1PM - 2:30PM

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  3 Chappell Pkwy, Middletown, NY 10940

  A lovely single family Ranch home locates at a dead end street in a quiet neighborhood of Middletown. This single family home offers 2 bedrooms and a full bathroom, a large eat in kitchen, dining area and spacious living room and a big sun room. The backyard is fully fenced in with a shed. Plenty of storage space in the basement and an 1 car indoor garage. Great location, close to YMCA,

  Feng Chang Acer Realty Inc

  3 Chappell Pkwy, Middletown, NY 10940
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  /20

  $2,425 per month

  The Park At Main

  2 Beds

  430 E Main St, Middletown, NY 10940

  The Park at Main, located in the town of Wallkill, NY, is the 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 pool and lounge deck, a luxury clubhouse with a billiard room, and a fitness center — experience sophisticated living in this

  430 E Main St, Middletown, NY 10940
• 

  $445,000 Sold May 06, 2025

  • 2,640 Sq Ft
  • $169/SF
  • 53 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1928

  55 Liberty St, Middletown, NY 10940

  Come tour this LOVELY NEWLY REMODELED Middletown Colonial!! This 4 bedroom home is in turn-key condition with the upgrades that it offers. An enclosed front deck where you can enjoy morning coffee and reading leads you into a living room followed by a dining room with modern lighting and an open floor plan to a STUNNING eat-in kitchen with new vinyl floors throughout. Admire this spacious eat

  Sandra Arnez Keller Williams Hudson Valley

  55 Liberty St, Middletown, NY 10940
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft

  935 Tower Ridge Cir, Middletown, NY 10941

  935 Tower Ridge Cir, Middletown, NY 10941
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  /16

  $299,900

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  4 Red Barn Ln, Middletown, NY 10940

  ROLLING MEADOWS! Low HOA! 3 Bedrooms! 1 1/2 Bathrooms! Eat In Kitchen! Large Living Room! Master Bedroom with Walk In Closet! Sliders to Fenced in Yard! Perfect Commuter Location! Close to Major Highways, Trains, Buses and Shopping! Walk to Clubhouse, Community Pool, Playground, Tennis and Basket Ball!

  Amanda Dnistrian ARC Realty 1 in Sales

  4 Red Barn Ln, Middletown, NY 10940
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  /9

  $1,650 per month

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

  7 Sproat St, Middletown, NY 10940

  Stunning 1-Bedroom Rental in the Heart of Middletown, NY!!Welcome to your new home! Nestled in the vibrant heart of Middletown, NY, this charming 1-bedroom rental offers a perfect blend of comfort, convenience, and modern living.The spacious kitchen, the heart of this home, features ample cabinet space to ensure all your culinary essentials have a place. Equipped with essential appliances, the

  Maria Sairrino Cronin & Company Real Estate

  7 Sproat St, Middletown, NY 10940
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  $300,000 Sold May 05, 2025

  • 1,428 Sq Ft
  • $210/SF
  • 20 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1975

  26 Chaucer Ct, Middletown, NY 10941

  Townhouse located in the Pine Bush School District. 3 bedrooms 1.5 bathrooms, large living room with sliders leading you out to a private fenced-in backyard, eat-in-kitchen with nice sunlight. New flooring throughout first floor. Easy access to all the shopping in Middletown - so convenient. See your vision for your new home come to life in this nice size townhome.

  Susanne Dermigny Howard Hanna Rand Realty

  26 Chaucer Ct, Middletown, NY 10941
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  Est $479,911 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,491 Sq Ft

  5 Cornwall Ln, Middletown, NY 10940

  5 Cornwall Ln, Middletown, NY 10940
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  /27

  $390,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  53 Richmond Place, Middletown, NY 10940

  Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

  Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
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  /20

  $594 - $1,501 per month

  Middlecrest Crossing 55+ Senior Apartments

  1-2 Beds

  76 Uhlig Rd, Middletown, NY 10940

  It is with great excitement that we share with you Orange County's senior housing rental community at Middlecrest Crossing Phase 2. As a potential applicant, we are offering you an opportunity to preview Middlecrest Crossing's outstanding apartment community, amenities and generous building and apartment layouts. Middlecrest Crossing is located on 76 Uhlig Road off of Kirbytown Road in the city

  76 Uhlig Rd, Middletown, NY 10940
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  $575,000 Sold May 05, 2025

  • 2,470 Sq Ft
  • $233/SF
  • 202 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1992

  58 Burnt Corners Rd, Middletown, NY 10940

  Minisink Valley welcomes you to tour this spacious 3 bedroom, 2.5 bath that sits on 3.2 acres of pure privacy! This beautiful Cape is nestled in a quiet neighborhood with plenty of outdoor space. A front deck welcomes you into a foyer entrance with ceramic floors that leads you to a formal living room with vaulted ceilings on one side and a formal dining room with natural window light on the

  Sandra Arnez Keller Williams Hudson Valley

  58 Burnt Corners Rd, Middletown, NY 10940
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  Est $496,712 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft

  24 Woodside Knolls Dr, Middletown, NY 10940

  24 Woodside Knolls Dr, Middletown, NY 10940
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  /11

  $113,300

  • Land
  • 0.09 Acre
  • $1,258,889 per Acre

  92 Linden Ave, Middletown, NY 10940

  Discover a rare chance to transform your dream into reality on this prime 50 by 80 cleared, level parcel in the heart of Middletown. Located in a fully built out neighborhood with municipal water and sewer already in place, this site offers a blank canvas for a single family home. This is an outstanding opportunity for builders to leave their mark in a thriving community. Don’t let this

  Jason Madison eXp Realty

  92 Linden Ave, Middletown, NY 10940
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  /8

  $1,800 per month

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

  378 North St Unit 2, Middletown, NY 10940

  Second floor 3 bedroom apartment. Spacious primary room featuring a large closet. Unit was recently renovated! Off-street parking. Tenant is responsible for gas & electric. Please reach out for any questions.

  Angela Kadian Stonewall Realty Group LLC

  378 North St Unit 2, Middletown, NY 10940
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  $684,900 Sold May 05, 2025

  • 2,659 Sq Ft
  • $258/SF
  • 272 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2025

  56 Pine Grove Rd, Middletown, NY 10940

  Welcome to Pine Grove Estates a new development located in the quaint town of Mount Hope and in the highly sought-after Minisink Valley S/D. A mixture of open rolling pasture and lightly wooded lots, this enclave of new construction homes offers a variety of unique floorplans to choose from while being conveniently located close to major highways, shopping, parks and schools. The Fennel style

  Chris Ogden Realty Promotions Inc

  56 Pine Grove Rd, Middletown, NY 10940
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  Est $511,786 Not Listed For Sale

  • 3 Beds
  • 4 Baths
  • 1,956 Sq Ft

  2 Matthews Ct, Middletown, NY 10940

  2 Matthews Ct, Middletown, NY 10940
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  /15

  $169,900

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  340 Concord Ln, Middletown, NY 10940

  Welcome to your new home! This bright and inviting 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, style, and convenience. Located in a well-maintained community, this unit features a sun-drenched private balcony—ideal for morning coffee, container gardening, or enjoying a cocktail after a long day.Some Key Features: A generously sized bedroom with ample closet space, New furnace

  Chris Cardinal Keller Williams Realty

  340 Concord Ln, Middletown, NY 10940
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  /20

  $2,400 per month

  • 3 Beds
  • 1 Bath
  • 1,080 Sq Ft
  • House for Rent

  19 Bonnell Place, Middletown, NY 10940

  Property Id: 1952884The property is surrounded by friendly and quiet neighbors. They are very nice and sometimes willing to help with little tasks. The house is furnished with 3 bedrooms, 2 full bathrooms, 1 living room, 1 dining room, basement, parking, balcony, backyard, and storage room. Is a decent size for 1 happy family. The house is cozy and warm. The location is very good. It is

  19 Bonnell Place, Middletown, NY 10940
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  /12

  $72,000 Sold May 02, 2025

  • Land
  • 2.74 Acres
  • $26,277 per Acre

  • 144 Days On Market

  Tbd Dimmick Mountain Rd, Middletown, NY 12430

  Incredible property surrounded by over 75 acres of NY City land, creating a very private oasis. Seasonal views of Belleayre Mountain. Located minutes to ski resorts, Fleischmanns, Margaretville, and whatever the beautiful countryside offers. In 1988 there was a livable structure on the land with septic, a well & electric. It is now vacant land.

  Sara Gorman Maliha Coldwell Banker Village GreenK

  Tbd Dimmick Mountain Rd, Middletown, NY 12430
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  Est $441,739 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  74 Upper Rd, Middletown, NY 10940

  74 Upper Rd, Middletown, NY 10940
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  /15

  $159,900

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  268 Concord Ln, Middletown, NY 10940

  Welcome to your new home! This bright and inviting 1-bedroom, 1-bathroom condo offers the perfect blend of comfort, style, and convenience. Located in a well-maintained community, this unit features a sun-drenched private balcony—ideal for morning coffee, container gardening, or enjoying a cocktail after a long day.Some Key Features: A generously sized bedroom with ample closet space, New Kitchen

  Chris Cardinal Keller Williams Realty

  268 Concord Ln, Middletown, NY 10940
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  /37

  $3,000 per month

  • 4 Beds
  • 2 Baths
  • 2,020 Sq Ft
  • House for Rent

  18 Maples Ln, Middletown, NY 10940

  Welcome to 18 Maples Ln, where comfort, space, and convenience come together in the heart of the desirable Middletown School District. This beautifully maintained 4-bedroom, 2-bathroom home offers 2,020 square feet of living space in a peaceful country setting, just minutes from schools, shopping centers, and public transportation. From the moment you arrive, you’ll be drawn in by the home’s

  Mallory Matuseski Keller Williams Hudson Valley

  18 Maples Ln, Middletown, NY 10940
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  $360,000 Sold May 01, 2025

  • 2,151 Sq Ft
  • $167/SF
  • 140 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1928

  142 South St, Middletown, NY 10940

  Large Center Hall Colonial ready for a Handy Buyer or Contractor to Restore! Perfectly Set on a Level .24 acre Corner Lot. This spacious 2,151 sq ft home offers a great 1st Floor Layout with Large Entry Foyer, Oversized Living Room and Dining Room, Huge Eat-In Kitchen, 1/2 Bath and Rear Mudroom Entry. The second level offer 4 Bedrooms and Hall Bath w/ a unique layout! Detached 2 Car Garage and

  Sharon Sheil Coldwell Banker Realty

  142 South St, Middletown, NY 10940
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  Est $476,138 Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 2,052 Sq Ft

  72 Hill Rd, Middletown, NY 10940

  72 Hill Rd, Middletown, NY 10940
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  /36

  $629,900

  • 4 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  708 Kirbytown Rd, Middletown, NY 10940

  Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

  Debbie Walsh SHAHAR Management LLC

  708 Kirbytown Rd, Middletown, NY 10940
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  /30

  $2,650 per month

  • 3 Beds
  • 1.5 Baths
  • 1,650 Sq Ft
  • House for Rent

  10 Buckingham Mews, Middletown, NY 10940

  Very well maintained 3 bedroom, 1.5 bathroom detached townhouse in the desirable Canterbury Knolls. Huge bedroom with hardwood floors throughout. Granite Countertops & Stainless steel appliances, Washer and Dryer, A/C, Large Patio with 2 access points(livingroom and diningroom) 1 car garage, plenty of closets and storage. Tennis & Community playground. Conveniently located close to I86 and I84,

  10 Buckingham Mews, Middletown, NY 10940
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  $643,500 Sold May 01, 2025

  • 1,882 Sq Ft
  • $342/SF
  • 30 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1983

  6 M and M Rd, Middletown, NY 10940

  NEWLY RENOVATED!!! Discover this beautifully updated 3-bedroom, 2-bathroom ranch-style home in the heart of the Town of Wallkill within the sought-after Pine Bush School District. Perfectly situated just 15 minutes from Middletown's Business District, you'll enjoy easy access to a variety of local restaurants, shopping centers, the Galleria Mall, and entertainment options like the Orange County

  Richard Baxter Keller Williams Realty

  6 M and M Rd, Middletown, NY 10940
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  Est $490,266 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,700 Sq Ft

  980 Scotchtown Collabar Rd, Middletown, NY 10941

  980 Scotchtown Collabar Rd, Middletown, NY 10941
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  /48

  $975,000

  • 2 Baths
  • 4,800 Sq Ft

  30 Royce Ave, Middletown, NY 10940

  Calling all Investors, Business Owners & Contractors!!! Unique —"Side by Side" — 2 Family home with upstairs & downstairs for both units & private decks! Located in central Middletown, this home offers (2) 3 bedroom units, bathroom, living room, dining room, eat-in-kitchen with —pellet stove—, mud room & exit to backyard, exceptional vehicle capacity—fits 28+ vehicles (for possible rental income)

  Gary Myers eXp Realty

  30 Royce Ave, Middletown, NY 10940
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  /17

  $2,300 per month

  • 3 Beds
  • 2 Baths
  • 1,000 Sq Ft
  • Apartment for Rent

  21 Center St Unit 1, Middletown, NY 10940

  Beautifully Renovated Apartment downtown Middletown. Close to Bus to the city. Great Eateries. Nearby Police Station and Motor Vehicles. Stainless steel Appliances with Granite counter Tops. Master Bedroom with bath room

  Zhiheng Tang Keller Williams Hudson Valley

  21 Center St Unit 1, Middletown, NY 10940
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  $531,500 Sold May 01, 2025

  • 1,868 Sq Ft
  • $285/SF
  • 50 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2016

  25 Cyprus Dr, Middletown, NY 10940

  Welcome to this stunning single-family home, built in 2016 and located in the highly desirable Wildflowers active adult community. This beautifully maintained property is ready for its next owner and offers the best in main-floor living. From the inviting front porch to the peaceful back deck, every detail of this home has been thoughtfully designed for comfort and convenience.Step inside to a

  Mary Rice Israelski Howard Hanna Rand Realty

  25 Cyprus Dr, Middletown, NY 10940
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  Est $460,506 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  26 Maple Dr, Middletown, NY 10940

  26 Maple Dr, Middletown, NY 10940
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  /16

  $355,000

  • 4 Beds
  • 2 Baths
  • 1,486 Sq Ft

  184 Highland Ave, Middletown, NY 10940

  Here you have a beautiful Victorian style home, centrally located in Middletown NY. This home features a beautiful wrap around porch that presents a charming appeal to all visitors of the property. The property has been upgraded by the current owner, they have put in $55k of upgrades which include an updated kitchen, new central air system, new doors, and new windows! The home encompasses 4

  JORGE LUGO BHHS Hudson Valley Properties

  184 Highland Ave, Middletown, NY 10940
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  /29

  $2,300 per month

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

  1 Spring St Unit 3, 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

  Ginna Claros Keller Williams Hudson Valley

  1 Spring St Unit 3, Middletown, NY 10940
• 

  $400,000 Sold May 01, 2025

  • 2,634 Sq Ft
  • $152/SF
  • 355 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1900

  39 Hanford St, Middletown, NY 10940

  Newly renovated 1 Family Home with 5 Bedrooms, and 2,634 SQ.FT, on a quiet and peaceful street in the heart of MIDDLETOWN. This ONE FAMILY home is located in a R2 Zone, and can be either used as a ONE or TWO Family home, as it has separate meters. With SPACIOUS Bedrooms that feature large closets, and a huge semi-finished attic with 709 SQ FT, you'll never run out of storage space. This home is

  Mark Karten Karten Real Estate Svcs LLC

  39 Hanford St, Middletown, NY 10940
• 

  Est $492,453 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,911 Sq Ft

  20 Dogwood Dr, Middletown, NY 10940

  20 Dogwood Dr, Middletown, NY 10940

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