Middletown, NY Homes

• 

  

  

  /25

  $160,000

  $5K PRICE DROP Pending

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  226 Concord Ln, Middletown, NY 10940

  Renovated in 2021 is this first floor 1 bedroom condo in Buttonwood conveniently located close to Rte 17 and 84 for those of you commuting a distance to work. Just turn the key and move in, no work is needed. Kitchen has newer cabinets with crown molding and stainless LG appliances with a convection/air fry oven that can be controlled by your phone along with granite counters. Kitchen counter has

  

  Lynelle Alessi

  KW Hudson Valley United

  226 Concord Ln, Middletown, NY 10940
• Explore Middletown

• 

  

  

  /3

  $2,750 Per Month

  • 3 Beds
  • 1 Bath
  • 1,466 Sq Ft
  • Apartment for Rent

  153 Wisner Ave Unit 157, Middletown, NY 10940

  Beautifully updated 3-bedroom apartment located on the first floor of a well-maintained duplex. This bright and inviting home features hardwood floors throughout, an updated kitchen with modern appliances, and an abundance of windows that fill the space with natural light. The landlord pays for heat, while the tenant is responsible for electricity. Ample parking is available in the rear of the

  

  Dulce M Ferrera

  KW Hudson Valley United

  153 Wisner Ave Unit 157, Middletown, NY 10940
• 

  $395,000

  Sold Sep 08, 2026

  8 Walnut Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,792 Sq Ft
  • Built 1999

  Last Sold Summary

  • 1% Below List Price
  • $220/SF
  • 25 Days On Market

  Current Estimated Value $420,391

  Last Listing Agent Bonnie Natt Realty Promotions Inc

  8 Walnut Ln, Middletown, NY 10940
• 

  Est $818,655

  Not Listed For Sale

  147 Elise Dr, Middletown, NY 10941

  • 5 Beds
  • 3.5 Baths
  • 2,960 Sq Ft
  • Built 2024

  147 Elise Dr, Middletown, NY 10941

  Last Sold Summary

  • 24 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
• 

  

  

  /31

  $299,900

  • 3 Beds
  • 1 Bath
  • 860 Sq Ft

  256 Cottage St Unit 258, Middletown, NY 10940

  The first thing you will do here is walk out into that lawn and start deciding where everything goes, the garden along the sunny side, the fire pit set well back, the patch under the old shade tree that stays empty because that is the coolest spot on the property and you are going to want it for yourself. The lot is 0.28 acres, flat and open, and every bit of it comes with the keys. Not many city

  

  Brian Caplicki

  KW Hudson Valley United

  256 Cottage St Unit 258, Middletown, NY 10940
• 

  

  /20

  Starting at $1,850 Per Month

  • 1 Bed

  579 E Main St, Middletown, NY 10940

  *Now Accepting Applications! Immediate Move-In Available! *Welcome to Slatewood Apartments, conveniently located at 579 E Main Street in Middletown, NY. Slatewood offers comfortable one-, two-, and three-bedroom apartment homes in a peaceful setting while keeping you close to the shopping, dining, healthcare, transportation, and everyday conveniences Middletown has to offer.The

  Slatewood Apartments

  

  579 E Main St, Middletown, NY 10940
• 

  $482,500

  Sold Oct 06, 2025

  39 Brookline Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft
  • Built 2005

  Last Sold Summary

  • 2% Below List Price
  • $258/SF
  • 26 Days On Market

  Current Estimated Value $491,652

  Last Listing Agent Andrea Rose KW Hudson Valley United

  39 Brookline Ave, Middletown, NY 10940
• 

  Est $813,949

  Not Listed For Sale

  197 Elise Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 3,217 Sq Ft
  • Built 2024

  197 Elise Dr, Middletown, NY 10941

  Last Sold Summary

  • 61 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
• 

  

  /50

  $799,000

  $96K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,296 Sq Ft

  411 Mt Joy Rd, Middletown, NY 10941

  Space, privacy, and thoughtful design come together at this well-maintained 4-bedroom, 2.5-bath Colonial, built in 2005, offers 3,296 sq ft of living space on 11.7 private acres—giving you room to breathe while staying conveniently close to everything Middletown has to offer.Step inside and you'll immediately notice the 9-foot ceilings that elevate every room with an airy, open feel. The main

  

  Donna Reese

  KW Hudson Valley United

  411 Mt Joy Rd, Middletown, NY 10941
• 

  

  /26

  $3,100 Per Month

  • 4 Beds
  • 3 Baths
  • 2,229 Sq Ft
  • Apartment for Rent

  41 Genung St Unit 41, Middletown, NY 10940

  Spacious and well-maintained 4-bedroom, 3-bathroom home offering over 2,000 square feet of living space in a convenient Middletown location. This home features generously sized rooms, ample storage, and a functional layout ideal for comfortable everyday living. Enjoy the convenience of a 1-car garage, a 2-car driveway, and easy access to shopping, restaurants, schools, major highways, and public

  

  Ammar Iqbal

  eXp Realty

  41 Genung St Unit 41, Middletown, NY 10940
• 

  $390,000

  Sold Sep 25, 2025

  112 Monhagen Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,680 Sq Ft
  • Built 1870

  Last Sold Summary

  • 5% Above List Price
  • $232/SF
  • 27 Days On Market

  Current Estimated Value $399,853

  Last Listing Agent Katheryn DeClerck Howard Hanna Rand Realty

  112 Monhagen Ave, Middletown, NY 10940
• 

  Est $559,064

  Not Listed For Sale

  16 4th St, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,260 Sq Ft
  • Built 2023

  16 4th St, Middletown, NY 10940

  Last Sold Summary

  • 13 Days On Market

  Last Listing Agent Michael Guattery Keller Williams Realty
• 

  

  /41

  $529,000

  • 3 Beds
  • 2 Baths
  • 1,753 Sq Ft

  95 Silver Lake Scotchtown Rd, Middletown, NY 10940

  Welcome to this beautifully renovated Cape Cod, where classic charm meets modern design. This turnkey home offers 3 bedrooms and 2 full bathroom, including a convenient first-floor bedroom perfect for guests, a home office, or easy one-level living. Thoughtfully redesigned from top to bottom, updates include brand-new flooring throughout, a sleek modern kitchen with quartz countertops and new

  

  Ammar Iqbal

  eXp Realty

  95 Silver Lake Scotchtown Rd, Middletown, NY 10940
• 

  

  /49

  Starting at $1,875

  Total Monthly Price

  • 1 - 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

  

  700 Stratford Ln, Middletown, NY 10940
• 

  $265,000

  Sold Oct 28, 2025

  242 1/2 W Main St, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,080 Sq Ft
  • Built 1950

  Last Sold Summary

  • 4% Below List Price
  • $245/SF
  • 20 Days On Market

  Current Estimated Value $286,196

  Last Listing Agent Sharon Reynolds KW Hudson Valley United

  242 1/2 W Main St, Middletown, NY 10940
• 

  Est $541,902

  Not Listed For Sale

  44 Highrose Ridge Way, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,996 Sq Ft
  • Built 2014

  44 Highrose Ridge Way, Middletown, NY 10940

  Last Sold Summary

  • 17 Days On Market

  Last Listing Agent Ermelinda Mclaughlin eXp Realty
• 

  

  /32

  $1,660,000

  $20K PRICE DROP

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Welcome to 3 Bristol Drive, a rare brick colonial estate set on 1.4 private acres, offering nearly 8,000 Sqft of living space plus a spectacular 3,200-square-foot indoor pool pavilion designed for year-round enjoyment. Built in 2002, this 6-bedroom suits, 8.55-bathroom residence features expansive, light-filled interiors and estate-scale proportions ideal for both entertaining and everyday

  

  Mohamed Elgoarany

  All American Realty Management

  3 Bristol Dr, Middletown, NY 10941
• 

  

  /28

  $2,300 Per Month

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

  7 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

  KW Hudson Valley United

  7 Giada Ln Unit 1, Middletown, NY 10940
• 

  $420,000

  Sold Feb 19, 2026

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,858 Sq Ft
  • Built 2011

  Last Sold Summary

  • 7% Below List Price
  • $226/SF
  • 55 Days On Market

  Current Estimated Value $444,337

  Last Listing Agent Virginia Corbett eXp Realty

  5 Cobblestone Ln Unit 4301, Middletown, NY 10940
• 

  Not Listed For Sale

  2607 State Route 17k, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2009

  2607 State Route 17k, Middletown, NY 10941

  Last Sold Summary

  • 79 Days On Market

  Last Listing Agent Carol Cruz Curasi Realty, Inc.
• 

  

  /30

  $359,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,322 Sq Ft

  7 Rowan St, Middletown, NY 10940

  Here is the rare first home that costs almost nothing to worry about. It has been remodeled through and through, so the bills that scare new owners are already behind you. The kitchen is brand new. The bathroom is brand new. The roof is only 8 years young, the siding is new, the windows are new, and even the water service line has been replaced. Natural gas heat keeps the coldest stretch of

  

  Brian Caplicki

  KW Hudson Valley United

  7 Rowan St, Middletown, NY 10940
• 

  

  /14

  Starting at $2,475 Per Month

  • 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,

  Southgate Middletown

  

  20 Uhlig Rd, Middletown, NY 10940
• 

  $480,000

  Sold Nov 14, 2025

  93 Rolling Meadows Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,055 Sq Ft
  • Built 1979

  Last Sold Summary

  • $234/SF
  • 23 Days On Market

  Current Estimated Value $487,431

  Last Listing Agent Suzanne Bongiorno Century 21 E & M Williams Rlty

  93 Rolling Meadows Rd, Middletown, NY 10940
• 

  Est $449,286

  Not Listed For Sale

  366 North St, Middletown, NY 10940

  • 6 Beds
  • 3 Baths
  • 3,330 Sq Ft
  • Built 1880

  366 North St, Middletown, NY 10940

  Last Sold Summary

  • 52 Days On Market

  Last Listing Agent Anthony Gnagnarelli Keller Williams Valley Realty
• 

  

  /44

  $435,000

  $5K PRICE DROP Pending

  • 2 Beds
  • 2.5 Baths
  • 1,851 Sq Ft

  35 Pinto Rd E, Middletown, NY 10941

  Welcome to 35 Pinto Rd E! This is am immaculate townhouse in a prime, community location---Liberty Commons. This 2+Bedroom, 3 Bath is the perfect combination of contemporary luxury living with convenience. This end unit features , open concept first floor, natural light galore, custom blinds, plenty of storage, spacious bedrooms with large closets, and 2 car tandem garage. Need more.... There is

  

  Tiffany Megna

  Howard Hanna Rand Realty

  35 Pinto Rd E, Middletown, NY 10941
• 

  

  /24

  $3,800 Per Month

  • 4 Beds
  • 2.5 Baths
  • 2,620 Sq Ft
  • House for Rent

  748 Greenville Turnpike, Middletown, NY 10940

  This 4-bedroom, 3-bathroom home is located within Minisink Valley School District and has been newly renovated from top to bottom with a beautiful contemporary flair. Spanning three floors, the home features a private setting with a wrap-around porch and a large backyard. The interior includes a separate laundry room conveniently located on the second floor, a versatile bonus area perfect for an

  

  Sharon Reynolds

  KW Hudson Valley United

  748 Greenville Turnpike, Middletown, NY 10940
• 

  $372,000

  Sold Dec 19, 2025

  29 Euclid Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,512 Sq Ft
  • Built 1965

  Last Sold Summary

  • 6% Above List Price
  • $246/SF
  • 33 Days On Market

  Current Estimated Value $386,263

  Last Listing Agent John Olivero Keller Williams Realty

  29 Euclid Ave, Middletown, NY 10940
• 

  Est $540,890

  Not Listed For Sale

  9 Neptune Ln, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 1,993 Sq Ft
  • Built 2024

  9 Neptune Ln, Middletown, NY 10940

  Last Sold Summary

  • 20 Days On Market

  Last Listing Agent Melinda White Keller Williams Realty
• 

  

  /44

  $599,000

  $70K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 3,225 Sq Ft

  23 Orange Terrace, Middletown, NY 10940

  Experience a one-of-a-kind custom-built A-Frame that blends rustic charm with modern luxury. Nestled on a quiet street in the city, this stunning home commands attention with its reflective tinted windows, dramatic architecture, and incredible curb appeal.Designed for both entertaining and everyday living, the expansive wraparound deck features a built-in wired speaker system, creative

  

  Joao Rodrigues

  Preferred Properties Real Esta

  23 Orange Terrace, Middletown, NY 10940
• 

  

  /55

  Starting at $1,925

  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

  

  644 Silver Lake Scotchtown Rd, Middletown, NY 10941
• 

  $440,000

  Sold Nov 21, 2025

  6 Randall Terrace, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1957

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 20 Days On Market

  Current Estimated Value $437,701

  Last Listing Agent Rachel Hunt Realty Promotions Inc

  6 Randall Terrace, Middletown, NY 10940
• 

  Est $500,828

  Not Listed For Sale

  38 Anthony St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft
  • Built 2024

  38 Anthony St, Middletown, NY 10940

  Last Sold Summary

  • 238 Days On Market

  Last Listing Agent JoAnn Maxwell Howard Hanna Rand Realty
• 

  

  /30

  $329,900

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,008 Sq Ft

  89 Prince St, Middletown, NY 10940

  There is a particular kind of quiet that arrives when a place becomes yours. The last box is finally down, the door clicks shut behind you, and it lands softly that this is the address you give people now. This is the home where that feeling begins, and where it stays.It is ready for you from the first day. Everything lives on one easy level, open and unhurried, morning light moving

  

  Brian Caplicki

  KW Hudson Valley United

  89 Prince St, Middletown, NY 10940
• 

  

  /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

  

  122 Golf Links Rd, Middletown, NY 10940
• 

  $455,500

  Sold Dec 23, 2025

  30 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2010

  Last Sold Summary

  • 3% Below List Price
  • $177/SF
  • 38 Days On Market

  Current Estimated Value $472,070

  Last Listing Agent Cindy-Lee Dorcely KW Hudson Valley United

  30 Avoncroft Ln, Middletown, NY 10940
• 

  /2

  Est $621,043

  Not Listed For Sale

  328 Stony Ford Rd, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 1,664 Sq Ft
  • Built 2024

  328 Stony Ford Rd, Middletown, NY 10941
• 

  

  /21

  $119,000

  • Land
  • 4.27 Acres
  • $27,869 per Acre

  0 Hog Mountain Cir, Middletown, NY 12430

  This is the property with a view you have been looking for. 4.27 acres of cleared, ready to build land in the Catskill Mountains just two hours from the George Washington Bridge. Whether it is a weekend retreat you have in mind or a forever home, the view is unmatched and will bring you the peace and serenity the Catskills have to offer. This property is only 10 minutes from Belleayre Ski

  

  Terence Lynch

  Century 21 New West Properties

  0 Hog Mountain Cir, Middletown, NY 12430
• 

  

  /46

  Starting at $1,770 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

  

  2 Underhill Rd, Middletown, NY 10940
• 

  $435,000

  Sold Jun 05, 2026

  20 Dubois St Unit 18 1/2, Middletown, NY 10940

  • 4 Beds
  • 1.5 Baths
  • 1,417 Sq Ft
  • Built 1963

  Last Sold Summary

  • 10% Above List Price
  • $307/SF
  • 31 Days On Market

  Last Listing Agent Isaiah Lopez KW Hudson Valley United

  20 Dubois St Unit 18 1/2, Middletown, NY 10940
• 

  Est $717,738

  Not Listed For Sale

  20 Nicaj Ct, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 2,440 Sq Ft
  • Built 2024

  20 Nicaj Ct, Middletown, NY 10941

  Last Sold Summary

  • 40 Days On Market

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

Showing Results 1 - 40, Page 1 of 18