Middletown, NY Homes

• 

  Est $364,825 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,405 Sq Ft

  3 Agin Court Square, Middletown, NY 10940

  3 Agin Court Square, Middletown, NY 10940
• 

  

  

  /19

  $174,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $174,000? That's right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a

  John Nahass CENTURY 21 FULL SERVICE REALTY

  509 5th Ave, Middletown, NY 10941
• 

  $426,000 Sold Sep 10, 2025

  • 1,592 Sq Ft
  • $268/SF
  • 34 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1992

  17 Milo Dr, Middletown, NY 10941

  WELCOME TO YOUR EYE-CATCHING SPLIT-LEVEL HOME WITH FANTASTIC CURB APPEAL! Nestled in a quiet subdivision just minutes from everything you need, this freshly painted 3-bedroom, 1.5-bath split-level home offers the perfect blend of comfort, style, and functionality. Step inside to discover a bright, open floor plan on the main level, highlighted by a charming bay window that floods the room with

  Lisa McAteer Scranton Wilkes Barre Regional

  17 Milo Dr, Middletown, NY 10941
• 

  Est $355,932 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,543 Sq Ft

  5 Ebury Mews, Middletown, NY 10940

  5 Ebury Mews, Middletown, NY 10940
• 

  

  

  /22

  $225,000

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  58 Wawayanda Ave, Middletown, NY 10940

  A Great Place to Call Home or perfect for those looking to expand your real estate investment portfolio, this charming Middletown home offers the perfect blend of comfort, convenience, and value. Cozy yet spacious, this home has been thoughtfully updated and is truly move-in ready! With 2 bedrooms, a full bath and a home office/ den you will have all the space you need. Enjoy peace of mind with

  Frank Muccari Cronin & Company Real Estate

  58 Wawayanda Ave, Middletown, NY 10940
• 

  $415,000 Sold Sep 10, 2025

  • 1,848 Sq Ft
  • $225/SF
  • 23 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1975

  21 Maple Dr, Middletown, NY 10940

  Move right into this charming cape cod style home. 4 oversized bedroom’s and 2 full bathrooms. Step out onto a second story oversized deck from one of the two massive upstair bedrooms. The home is packed with updates, including new flooring throughout, a cozy kitchen and a large bay window in the living room that maximizes natural lighting. A detached garage with plenty of storage in the loft

  David Ferstand Daf Realty

  21 Maple Dr, Middletown, NY 10940
• 

  Est $370,491 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft

  2 Perrins Mews, Middletown, NY 10940

  2 Perrins Mews, Middletown, NY 10940
• 

  

  /25

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  551 5th, Middletown, NY 10941

  Well maintained 3 bedrooms, 2 bathrooms mobile home in the Valley View mobile home community.Simple one level living, short distance from major highways and shops. Located in the Valley Central School District. Very easy to see. Call today for your own private tour.

  Gloria Rivera Keller Williams Hudson Valley

  551 5th, Middletown, NY 10941
• 

  $315,000 Sold Sep 09, 2025

  • 920 Sq Ft
  • $342/SF
  • 75 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1923

  109 Lake Ave, Middletown, NY 10940

  Numerous updates and niceties abound in this move in ready 1920's ranch that's just a short walk from Davidge Park and a short ride to everything else that Middletown/Wallkill have to offer. New floors, Paint, updated bathrooms, updated kitchen and updated basement and more means you wont spend your spare time making renovations or improvements and can spend that precious time pursuing your

  Thomas Grazier I Realty LLC

  109 Lake Ave, Middletown, NY 10940
• 

  Est $374,574 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,625 Sq Ft

  2 Manor Mews, Middletown, NY 10940

  2 Manor Mews, Middletown, NY 10940
• 

  

  /42

  $739,900

  • 4 Beds
  • 3.5 Baths
  • 2,823 Sq Ft

  264 Lybolt Rd, Middletown, NY 10941

  Located on a quite country road in the town of Wallkill sits this MOVE IN READY new construction colonial on 2.12 wooded private acres in the sought after Pine Bush School district. The Mable offers an open floor plan design on the first level with hardwood floors throughout the oversized living room with a gas fireplace, formal dining room and custom kitchen with breakfast bar, quartz

  Chris Ogden Realty Promotions Inc

  264 Lybolt Rd, Middletown, NY 10941
• 

  $660,000 Sold Sep 08, 2025

  • 2,037 Sq Ft
  • $324/SF
  • 22 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 2025

  9 Finchville Turnpike, Middletown, NY 10940

  New Construction Ranch up and ready for occupancy. Situated high on the hill of a corner lot, this 2.5 acres parcel offers views and a level yard great for entertaining. The Reed style ranch with a covered front porch features 3 bedrooms, 2 full baths, laundry room, gorgeous red oak hardwood floors, 42" gas fireplace & central a/c. Custom kitchen boasting vaulted ceiling, quartz counter tops,

  Chris Ogden Realty Promotions Inc

  9 Finchville Turnpike, Middletown, NY 10940
• 

  Est $357,385 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  8 Marsham Ct, Middletown, NY 10940

  8 Marsham Ct, Middletown, NY 10940
• 

  

  /34

  $429,999

  • 2,946 Sq Ft

  221 E Main St, Middletown, NY 10940

  Welcome to 221 E Main St—a standout investment opportunity offering flexibility, location, and long-term potential in one of Orange County’s most active and rapidly growing markets. This mixed-use property features two residential units and a commercial space on the ground floor, making it an ideal choice for investors, owner-occupants, or entrepreneurs looking to establish a business while

  Savannah Miceli Century 21 Alliance Rlty Group

  221 E Main St, Middletown, NY 10940
• 

  $375,000 Sold Sep 08, 2025

  • 1,692 Sq Ft
  • $222/SF
  • 38 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1974

  17 Old Anvil Ln, Middletown, NY 10940

  Beautifully maintained 3 bedrooms, 2.5 bathrooms 3 story townhouse with a 1 car garage. This is an end unit which offers more yard and privacy. Walk into a warm kitchen with custom wood cabinets where you will defenitely enjoy preparing meals. Three good size bedrooms. Main bedroom has its own bathroom. All the bedrooms have good size closets. Lower level has a great laundry area and a family

  Dulce M Ferrera Keller Williams Hudson Valley

  17 Old Anvil Ln, Middletown, NY 10940
• 

  Est $376,615 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  2 Charlotte Mews, Middletown, NY 10940

  2 Charlotte Mews, Middletown, NY 10940
• 

  

  /50

  $2,999,999

  • 5 Beds
  • 4.5 Baths
  • 6,460 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

  Warren Shelley Reliable Realty Group

  285 Hill Rd, Middletown, NY 10940
• 

  $504,500 Sold Sep 08, 2025

  • 2,100 Sq Ft
  • $240/SF
  • 33 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2008

  450 Mt Orange Rd, Middletown, NY 10940

  Welcome to this move in ready, spacious and versatile 4-bedroom, 3-bathroom bi-level home located in Minisink Valley School District. Thoughtfully designed and meticulously maintained, this home offers comfort, flexibility, and the potential for multigenerational living.Upstairs features 3 bedrooms and 2 full bathrooms, including a private en-suite in the primary bedroom. Gleaming

  Katrina Roloson Keller Williams Realty

  450 Mt Orange Rd, Middletown, NY 10940
• 

  Est $356,112 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  9 Harcourt Mews, Middletown, NY 10940

  9 Harcourt Mews, Middletown, NY 10940
• 

  

  /20

  $269,900

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft

  147 Ruth Ct, Middletown, NY 10940

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in Middletown! Featuring a spacious and inviting layout, this condo boasts a generously sized primary bedroom with a walk-in closet. Conveniently located close to shops, restaurants, and entertainment, you'll love the ease of access to everything you need. Whether you're relaxing at home or exploring the vibrant local area, this

  Matthew Gibbs Keller Williams Hudson Valley

  147 Ruth Ct, Middletown, NY 10940
• 

  $403,000 Sold Sep 05, 2025

  • 1,056 Sq Ft
  • $382/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1960

  12 Brewster Dr, Middletown, NY 10940

  Welcome to 12 Brewster Drive, a charming single-family home nestled in a peaceful neighborhood in Middletown. This delightful residence offers 3 bedrooms and 2 bathrooms within a comfortable amount of living space The home's inviting exterior features include NEWER Roofing & Siding along with a well-maintained lawn and mature landscaping, creating a warm and welcoming curb appeal. Inside,

  Philip Barnao eXp Realty

  12 Brewster Dr, Middletown, NY 10940
• 

  Est $341,789 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  4 Marsham Ct, Middletown, NY 10940

  4 Marsham Ct, Middletown, NY 10940
• 

  

  /49

  $759,000

  • 5 Beds
  • 3 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
• 

  $374,300 Sold Sep 05, 2025

  • 1,788 Sq Ft
  • $209/SF
  • 57 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1935

  14 W Prospect Ave, Middletown, NY 10940

  Cape cod tudor, 3 beds, 1.5 baths

  Sharon Reynolds Keller Williams Hudson Valley

  14 W Prospect Ave, Middletown, NY 10940
• 

  Est $351,043 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft

  4 Allan Park Mews, Middletown, NY 10940

  4 Allan Park Mews, Middletown, NY 10940
• 

  

  /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
• 

  $510,000 Sold Sep 05, 2025

  • 2,100 Sq Ft
  • $243/SF
  • 22 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2017

  2017 Mt Hope Rd, Middletown, NY 10940

  Modern Colonial with Room to Grow – Move-In Ready!Welcome to 2017 Mt Hope Road – a beautifully maintained 4-bedroom, 3-bathroom Colonial nestled on a peaceful 0.83-acre lot in the highly regarded Minisink Valley School District. Built in 2017, this home offers over 2,100 square feet of stylish, functional living space designed for comfort and convenience.Step inside to an

  Matthew Pinnock Nest Seekers LLC

  2017 Mt Hope Rd, Middletown, NY 10940
• 

  Est $390,722 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  2 Allan Park Mews, Middletown, NY 10940

  2 Allan Park Mews, Middletown, NY 10940
• 

  

  /18

  $549,000

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
• 

  $506,500 Sold Sep 05, 2025

  • 2,095 Sq Ft
  • $242/SF
  • 48 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1971

  61 Reinhardt Rd, Middletown, NY 10940

  Price reflects lot with house and additional 1.1 acre lot. Situated within mature woods on a quiet country road, this contemporary cottage with an Asian flair offers a wonderful opportunity to create your dream home with privacy and convenience in mind. Country living with access to shopping, schools and public transportation all within minutes. A paved driveway leads to a walkway providing easy

  Christine Vande Vrede Chapin Sotheby's Intl Rlty

  61 Reinhardt Rd, Middletown, NY 10940
• 

  Est $359,287 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,725 Sq Ft

  3 Langton Mews, Middletown, NY 10940

  3 Langton Mews, Middletown, NY 10940
• 

  

  /8

  $335,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  2 Rivervale Rd, Middletown, NY 10940

  Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
• 

  $199,000 Sold Sep 05, 2025

  • 940 Sq Ft
  • $212/SF
  • 37 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1975

  90 Inwood Rd, Middletown, NY 10941

  Welcome to this fully renovated townhouse in Inwood Hills Condominiums. This Home is a first floor unit that has been completely renovated with two spacious bedrooms and one full bath. This is a one level home with an open family room and an open dining room with brand new flooring and lighting. The kitchen features new appliances and cabinets done less than a year ago. Masterbedrom has new

  Gursharn Dhaliwal BHHS Hudson Valley Properties

  90 Inwood Rd, Middletown, NY 10941
• 

  Est $450,597 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,446 Sq Ft

  20 Placid Ave, Middletown, NY 10941

  20 Placid Ave, Middletown, NY 10941
• 

  

  /18

  $565,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
• 

  $235,000 Sold Sep 04, 2025

  • 880 Sq Ft
  • $267/SF
  • 18 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2006

  181 Ruth Ct, Middletown, NY 10940

  Welcome to Eastview Condominium, offering a two-bed, two full bath ground-level condo! Conveniently located near the front door, with ample visitor parking. Ideally situated near Highways 84/17 and NJ Transit, enjoy easy access to Garnett Medical Center, Orange County Community College, as well as the growing list of amenities in and around Middletown, NY, all just 75 minutes from NYC. Call today

  Nicholas Cuomo Keller Williams Realty

  181 Ruth Ct, Middletown, NY 10940
• 

  Est $480,901 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft

  15 Placid Ave, Middletown, NY 10941

  15 Placid Ave, Middletown, NY 10941
• 

  

  /46

  $624,900

  • 3 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  1 Country Club Dr, Middletown, NY 10940

  Escape the hustle and bustle and enjoy a luxury lifestyle in the Hudson Valley! 70 miles from NYC so still easily accessible! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was

  Karen Taphorn Howard Hanna Rand Realty

  1 Country Club Dr, Middletown, NY 10940
• 

  $520,000 Sold Sep 04, 2025

  • 1,892 Sq Ft
  • $275/SF
  • 54 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 1970

  21 Standish Ave, Middletown, NY 10940

  Fully renovated raised ranch in Middletown, NY! Features include a modern kitchen with quartz countertops, stainless steel appliances, and hardwood floors throughout. Spacious rooms offer comfort and versatility. Conveniently located in a great commuter spot—close to major highways, shopping, and more. Move-in ready and full of style!

  Haakim Byrd HomeSmart Homes & Estates

  21 Standish Ave, Middletown, NY 10940
• 

  Est $467,524 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,588 Sq Ft

  4 Disco Dr, Middletown, NY 10941

  4 Disco Dr, Middletown, NY 10941

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