Middletown, NY Homes

• 

  $355,000 Sold Aug 08, 2025

  • 1,608 Sq Ft
  • $221/SF
  • 54 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  5 Fitzherbert Mews, Middletown, NY 10940

  Newly updated 3 bedroom, 2.1 bath Contemporary style located in Canterbury Knolls is waiting for you to call it home. It features a great open floor plan/ primary bedroom ensuite, all bedrooms are nicely sized. gas fireplace in the living room, air, dining room, laundry room. Close to major highways, shopping and amenities. 1 Car attached garage and driveway parking.

  Rita White Keller Williams Realty Partner

  5 Fitzherbert Mews, Middletown, NY 10940
• 

  Est $317,772 Not Listed For Sale

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

  32 Sandburg Ct, Middletown, NY 10941

  32 Sandburg Ct, Middletown, NY 10941
• 

  

  

  /48

  $399,999 Pending

  • 3 Beds
  • 3 Baths
  • 2,236 Sq Ft

  19-21 Wilson St, Middletown, NY 10940

  Check out this spacious 3 bedroom, 3 full bathroom Ranch-style home nestled in the heart of the City of Middletown within the Middletown School District. Designed with comfort and functionality in mind, this home offers plenty of room for everyday living, entertaining, and multi-generational needs. Step inside to a warm and inviting layout featuring a large eat-in kitchen with abundant oak

  JOHN SCARANO Keller Williams Realty

  19-21 Wilson St, Middletown, NY 10940
• 

  $276,000 Sold Aug 08, 2025

  • 969 Sq Ft
  • $285/SF
  • 185 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1970

  288 Mullock Rd, Middletown, NY 10940

  This charming ranch, nestled in the Minisink Valley School District, boasts a well-maintained two-bedroom layout with a full bathroom, all set on a level acre of land. The expansive living room offers ample space for entertaining. In the back, a private deck awaits for outdoor meals and barbecues. Perfectly situated for commuters, it's within driving distance to New York City. The home is move-in

  Annie Hansen Howard Hanna Rand Realty

  288 Mullock Rd, Middletown, NY 10940
• 

  Est $307,708 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  24 Sandburg Ct, Middletown, NY 10941

  24 Sandburg Ct, Middletown, NY 10941
• 

  

  /49

  $599,999 Pending

  • 5 Beds
  • 3.5 Baths
  • 2,504 Sq Ft

  166 Brown Rd, Middletown, NY 10941

  Charming 5-Bedroom, 3.5-Bathroom Home with In-ground Pool, Modern Updates & Historic Appeal Step into this modernized historic home, where timeless charm meets contemporary luxury. This 5-bedroom, 3.5-bathroom beauty features two primary suites, including a first-floor primary with an ensuite bathroom, offering flexibility and privacy. The updated kitchen includes quartz countertops, stainless

  Harmoni VanEtten eXp Realty

  166 Brown Rd, Middletown, NY 10941
• 

  $560,000 Sold Aug 08, 2025

  • 2,059 Sq Ft
  • $272/SF
  • 56 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1970

  11 Kennedy Terrace, Middletown, NY 10940

  Now available, a rare and immaculate colonial in Middletown’s highly sought after Presidential Heights neighborhood! This freshly updated house is loaded with amenities and features, including fully paid for 8+kW solar panel system and EV fast-charge battery 50amp outlet. It is situated on a quiet, peaceful street on top of a small hill with open views for miles. Featuring four large bedrooms

  Leeshai Lemish Panorama Realty

  11 Kennedy Terrace, Middletown, NY 10940
• 

  Est $284,109 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  20 Sheffield Dr, Middletown, NY 10940

  20 Sheffield Dr, Middletown, NY 10940
• 

  

  /27

  $425,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,780 Sq Ft

  29 Cornfield Rd, Middletown, NY 10940

  Welcome to your new home in the highly sought-after Minisink Valley School District! This beautiful raised ranch offers the perfect combination of comfort, style, and convenience, all set within a peaceful low traffic neighborhood.Step inside to find hardwood floors flowing seamlessly through the main living areas. The spacious, sun-drenched family room creates a warm and inviting atmosphere,

  Frank Muccari Cronin & Company Real Estate

  29 Cornfield Rd, Middletown, NY 10940
• 

  $315,000 Sold Aug 08, 2025

  • 1,650 Sq Ft
  • $191/SF
  • 14 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1870

  57 Prince St, Middletown, NY 10940

  Beautiful oversized single-family with a three season porch. Three bed two bath with plenty of room. Close to schools, shopping and pharmacy within walking distance, large over sized back patio porch. Hardwood floors and high ceilings. Won’t last long. A/O !!!no more showings

  David Ferstand Daf Realty

  57 Prince St, Middletown, NY 10940
• 

  Est $266,491 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,280 Sq Ft

  42 Sheffield Dr, Middletown, NY 10940

  42 Sheffield Dr, Middletown, NY 10940
• 

  

  /38

  $325,500 Pending

  • 4 Beds
  • 1.5 Baths
  • 1,496 Sq Ft

  8 Park Row, Middletown, NY 10941

  Welcome to this beautifully renovated, well-maintained, and completely move-in ready 4-bedroom, 1.5-bath townhouse in Middletown, NY. Offering a bright and inviting layout, this home features modern updates throughout and plenty of space for comfortable living. The main level features a spacious eat-in kitchen with a generous pantry and a thoughtfully designed and efficient kitchen complete with

  Vanessa Wight BHG Real Estate Green Team

  8 Park Row, Middletown, NY 10941
• 

  $430,000 Sold Aug 07, 2025

  • 1,338 Sq Ft
  • $321/SF
  • 37 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2002

  11 Dogwood Dr, Middletown, NY 10940

  Well maintained 3 bedroom, 2 bath Bilevel in an established residential neighborhood. This attractive home features Stainless Steel appliances, a Master Bedroom suite and a 1 car garage. Sq. Footage does not include an additional 774 sq. Ft. unfinished lower level, which could be a Family Room, Bedroom, .5 bath, or use your imagination. All window treatments will stay. Conveniently located

  Gloria Allan John J Lease REALTORS Inc

  11 Dogwood Dr, Middletown, NY 10940
• 

  Est $463,420 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,138 Sq Ft

  8 Ross Ln, Middletown, NY 10941

  8 Ross Ln, Middletown, NY 10941
• 

  

  /24

  $349,999 Pending

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  53 Richmond Place, Middletown, NY 10940

  Beautifully renovated two-story home in Orange County! Featuring a brand-new kitchen with granite countertops and modern appliances, stunning flooring throughout, a first-floor laundry area, and a cozy covered wrap-around porch! Upstairs, you'll find three bedrooms, a full bath, and a walk-up attic for convenient storage. The yard is mostly fenced, offering safety for kids and pets, with an

  Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
• 

  $430,000 Sold Aug 04, 2025

  • 1,316 Sq Ft
  • $327/SF
  • 18 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1981

  22 Witte Dr, Middletown, NY 10940

  Welcome to 22 Witte Drive—a well-maintained 3-bedroom, 1-bath home located in a peaceful, sought-after neighborhood within the Minisink Valley School District. This charming property features a beautifully renovated kitchen (2020) with quartz countertops and GE appliances, pristine Andersen windows that fill the home with natural light, and hardwood floors beneath the carpet. Step outside to

  Nina Piacente Julia B Fee Sothebys Int. Rlty

  22 Witte Dr, Middletown, NY 10940
• 

  Est $455,888 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,004 Sq Ft

  38 Amy Ln, Middletown, NY 10941

  38 Amy Ln, Middletown, NY 10941
• 

  

  /41

  $649,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,430 Sq Ft

  30 Eagles Way, Middletown, NY 10940

  Welcome to 30 Eagles Way — A Rare Detached Townhome in The Fairways at Wallkill. Tucked at the end of a quiet cul-de-sac within the prestigious gated community of The Fairways, this meticulously maintained 3-bedroom, 2.5-bathroom single-family detached townhouse offers over 2,430 sqft of refined living space in the heart of the Hudson Valley.Main Level Living with Modern Elegance: Step inside

  Amanda Brehm Keller Williams Hudson Valley

  30 Eagles Way, Middletown, NY 10940
• 

  $372,690 Sold Aug 04, 2025

  • 1,560 Sq Ft
  • $239/SF
  • 45 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1875

  13 Wallkill Ave, Middletown, NY 10940

  Nestled in the heart of Middletown, New York, 13 Wallkill Avenue is a charming single-family home offering a blend of historic character and modern convenience. Built in 1875, this residence boasts 1,560 square feet of living space, featuring 3 bedrooms and 1.5 bathrooms. The property is situated on a 0.14-acre lot, providing a cozy outdoor space for relaxation and activities. Its prime location

  Elizabeth Muniz Howard Hanna Rand Realty

  13 Wallkill Ave, Middletown, NY 10940
• 

  Est $485,835 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 2,204 Sq Ft

  41 Amy Ln, Middletown, NY 10941

  41 Amy Ln, Middletown, NY 10941
• 

  

  /46

  $449,000 Pending

  • 4 Beds
  • 3 Baths
  • 1,732 Sq Ft

  9 Birchwood Ln, Middletown, NY 10940

  Welcome to Robin Meadows, located in the highly sought-after Minisink Valley School District! This beautifully maintained raised ranch is truly turn-key and ready for its new owners. Featuring four bedrooms and three full bathrooms, this home offers both comfort and functionality. Inside, you’ll find oak hardwood floors on the upper level—no carpets—and freshly painted walls that create a warm,

  Susan Giordano John J Lease REALTORS Inc

  9 Birchwood Ln, Middletown, NY 10940
• 

  $329,900 Sold Aug 04, 2025

  • 1,508 Sq Ft
  • $219/SF
  • 12 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1965

  36 Hampton Ct, Middletown, NY 10941

  Beautiful lovingly maintained townhome with 3 bedrooms and 1.5 bathrooms. This spacious home offers an open dining area with a galley kitchen that has granite countertops and stainless steel appliances. The large living room with wood accent wall, leads out to a fenced in yard with a patio. The first floor is complete with a 1/2 bathroom and laundry room. Upstairs has gleaming hardwood

  Jessica Hansen Howard Hanna Rand Realty

  36 Hampton Ct, Middletown, NY 10941
• 

  Est $410,288 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,888 Sq Ft

  15 Patricia Rd, Middletown, NY 10941

  15 Patricia Rd, Middletown, NY 10941
• 

  

  /45

  $343,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  38 Wilson St, Middletown, NY 10940

  Welcome to 38 Wilson where charm, space, and potential come together.This 3-bedroom, 1.5-bath split-level home offers a fresh start with newly painted interiors and a layout full of possibility. Step inside to soaring cathedral ceilings and a bright open-concept kitchen, perfect for both everyday living and entertaining. Upstairs features three generously sized bedrooms and a full bathroom.

  Pete Koutros Keller Williams Hudson Valley

  38 Wilson St, Middletown, NY 10940
• 

  $925,000 Sold Aug 04, 2025

  • 3,517 Sq Ft
  • $263/SF
  • 46 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 2008

  26 Erin Ct, Middletown, NY 10941

  Every King or Queen needs a castle and this majestic colonial reigns supreme! Perched high on 2.6 acres in a private, executive subdivision in the Crawford countryside within the Pine Bush School District, this home is a true crown jewel. Set against the natural beauty of a 150-acre evergreen farm, the setting alone makes this 4-bedroom, 3.5-bath home something truly special—but the charm goes

  Virginia Corbett eXp Realty

  26 Erin Ct, Middletown, NY 10941
• 

  Est $490,996 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,432 Sq Ft

  7 Brae Mar Rd, Middletown, NY 10941

  7 Brae Mar Rd, Middletown, NY 10941
• 

  

  /40

  $355,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  29 Red Barn Ln, Middletown, NY 10940

  Welcome to 29 Red Barn Lane, a beautiful home tucked away in one of Middletown’s most desirable neighborhoods. This property combines comfort, style, and convenience—perfect for today’s lifestyle.Step inside and you’ll be greeted by a warm, open layout designed for both everyday living and entertaining. The spacious living room flows seamlessly into a bright dining area and a modern

  Kevin Grier Keller Williams Hudson Valley

  29 Red Barn Ln, Middletown, NY 10940
• 

  $358,000 Sold Aug 01, 2025

  • 1,047 Sq Ft
  • $342/SF
  • 50 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1957

  2027 Route 6, Middletown, NY 10940

  Welcome to this charming move-in ready home offering the ease of single-level living on a beautiful, level 1-acre lot! With 1047 square feet of thoughtfully designed space, this home is perfect for those looking for comfort, functionality, and room to breathe. 2 decks for outside enjoyment one at the front of the home and another outside the den/3rd bedroom. The den could easily be a 3rd

  Bente Brown John J Lease REALTORS Inc

  2027 Route 6, Middletown, NY 10940
• 

  Est $458,955 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,952 Sq Ft

  24 Beth Dr, Middletown, NY 10941

  24 Beth Dr, Middletown, NY 10941
• 

  

  /35

  $789,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  24 Woodside Ct, Middletown, NY 10941

  This stunning UPGRADED COLONIAL offers rare privacy at the end of a quiet cul-de-sac, just 10 mins outside of Middletown. Great Location!! A dream kitchen with high-end appliances, marble Carrara countertops, convection microwave, and double oven air fryer. Bonus room over the garage. Hardwood and tile floors throughout, marble / granite countertops in all baths, three walk-in closets,

  Philip Barnao eXp Realty

  24 Woodside Ct, Middletown, NY 10941
• 

  $329,000 Sold Aug 01, 2025

  • 1,452 Sq Ft
  • $227/SF
  • 27 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1974

  36 Old Anvil Ln, Middletown, NY 10940

  Welcome to this beautifully updated 3-bedroom, 1.5-bath end-unit townhouse, perfectly situated on a quiet cul-de-sac in Middletown.This move-in ready home features a brand new furnace, water heater, stove, microwave and refrigerator. The house features two driveways for parking which is rare in the community, and convenient side yard access—ideal for outdoor enjoyment and additional storage

  Wenpeng Guan Keller Williams Hudson Valley

  36 Old Anvil Ln, Middletown, NY 10940
• 

  Est $431,333 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,004 Sq Ft

  13 Badami Dr, Middletown, NY 10941

  13 Badami Dr, Middletown, NY 10941
• 

  

  /42

  $349,000 Pending

  • 4 Beds
  • 1 Bath
  • 1,790 Sq Ft

  38 Prospect St, Middletown, NY 10940

  Welcome to this charming well maintained 1900's Colonial centrally located to everything Middletown has to offer such as schools, walking distance to the Elk's Club, YMCA and Downtown Middletown finest eateries and breweries!, shopping and public transportation. When you arrive to the property the large porch will great you and once you step inside you will notice the old charm starting with

  Pedro Garcia Curasi Realty, Inc.

  38 Prospect St, Middletown, NY 10940
• 

  $525,000 Sold Aug 01, 2025

  • 2,784 Sq Ft
  • $189/SF
  • 48 Days On Market

  • 6 Beds
  • 2 Baths
  • Built 1900

  26 Linden Ave Unit 24, Middletown, NY 10940

  For Sale: Spacious Side-by-Side Duplex in Prime Downtown Middletown LocationDon't miss this rare opportunity to own a true side-by-side duplex designed as a two-family home from the ground up. Each mirror-image unit offers 3 bedrooms and 1 full bath, making this the perfect investment property or live-in-and-rent option.Property Highlights:Identical units with private

  Jonathon Lee Keller Williams Hudson Valley

  26 Linden Ave Unit 24, Middletown, NY 10940
• 

  Est $453,032 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,044 Sq Ft

  19 Badami Dr, Middletown, NY 10941

  19 Badami Dr, Middletown, NY 10941
• 

  

  /29

  $430,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,532 Sq Ft

  25 Wayne Dr, Middletown, NY 10940

  Welcome to Your New Home in Robins Meadows! Nestled in the highly sought-after Minisink Valley School District, this beautiful raised ranch sits proudly on a large corner lot, offering the perfect blend of comfort, style, and convenience in a serene, friendly neighborhood. Step inside to find hardwood floors flowing seamlessly through the main living areas. The sun-drenched family room creates a

  Frank Muccari Cronin & Company Real Estate

  25 Wayne Dr, Middletown, NY 10940
• 

  $515,000 Sold Jul 31, 2025

  • 2,242 Sq Ft
  • $230/SF
  • 65 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1985

  26 Davidge Rd, Middletown, NY 10940

  Spectacular Contemporary Home Located in Prestigious Presidential Heights in the City of Middletown. This Magnificent Home Features a Bright Airy, Sundrenched Floor plan. Gorgeous Marble Flooring, Large Sunken Living Room, Beautiful Sunken Family Room Custom 2 Sided Fireplace. Gourmet Kitchen with a designer Kitchen cabinetry, Stainless Steel Appliances, Subway tiled Backsplash , Recessed

  John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
• 

  Est $364,455 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 1,790 Sq Ft

  11 Freezer Rd, Middletown, NY 10941

  11 Freezer Rd, Middletown, NY 10941
• 

  

  /36

  $594,000 Pending

  • 4 Beds
  • 2.5 Baths
  • 2,292 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
• 

  $799,900 Sold Jul 31, 2025

  • 2,641 Sq Ft
  • $303/SF
  • 101 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2024

  141 Elise Dr, Middletown, NY 10941

  Welcome to Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial is currently under construction & still plenty of time to make it your own! The main level will

  Juan Bautista Keller Williams Realty

  141 Elise Dr, Middletown, NY 10941

Showing Results 641 - 680, Page 17 of 18