Middletown, NY Homes

• 

  $360,000

  Sold Sep 16, 2026

  32 Genung St, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 2,249 Sq Ft
  • Built 1985

  Last Sold Summary

  • $160/SF
  • 58 Days On Market

  Current Estimated Value $367,016

  Last Listing Agent Evelyn Unger Tmimi Weichert Realtors

  32 Genung St, Middletown, NY 10940
• 

  Est $490,337

  Not Listed For Sale

  24 Arden Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2008

  24 Arden Ct, Middletown, NY 10940

  Last Sold Summary

  • 34 Days On Market

  Last Listing Agent Ramanjit Dhanoa eXp Realty
• 

  

  

  /36

  $300,000

  • Land
  • 27.9 Acres
  • $10,753 per Acre

  00 Exp Hwy 17, Middletown, NY 10941

  Located in the Town of Wallkill, Orange County, NY, and within the Goshen School District, this approximately 27.9-acre parcel offers strong potential for a variety of uses. The property is accessed via a right-of-way (ROW) from Mt. Joy Road and is situated in an area surrounded by established homes and horse farms. The property features rolling terrain with a blend of open, fallow fields and

  Clint Carlson WHITETAIL PROPERTIES REAL ESTATE LLC (NY)

  00 Exp Hwy 17, Middletown, NY 10941
• 

  

  /2

  $475,000

  Sold Jul 09, 2026

  199 Baldwin Rd, Middletown, NY 12441

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1980

  Last Sold Summary

  • 7% Above List Price
  • $386/SF
  • 39 Days On Market

  Last Listing Agent Jeffrey Ashton Listing by Coldwell Banker Timberland Properties

  

  199 Baldwin Rd, Middletown, NY 12441
• 

  Est $513,608

  Not Listed For Sale

  20 Arden Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2008

  20 Arden Ct, Middletown, NY 10940

  Last Sold Summary

  • 18 Days On Market

  Last Listing Agent Naomi Streicher Q Home Sales
• 

  

  /32

  $559,000

  $40K PRICE DROP Pending

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  1 Parkview Dr, Middletown, NY 10940

  Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool is

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
• 

  $620,000

  Sold Oct 27, 2025

  58 White Bridge Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 3,328 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $186/SF
  • 21 Days On Market

  Current Estimated Value $644,599

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  58 White Bridge Rd, Middletown, NY 10940
• 

  Est $501,293

  Not Listed For Sale

  6 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft
  • Built 2008

  6 Woodside Knolls Dr, Middletown, NY 10940

  Last Sold Summary

  • 11 Days On Market

  Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty
• 

  

  /36

  $579,000

  $21K PRICE DROP

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  COUNTRY RETREAT WITH 6 BEDROOMS, AN INGROUND POOL AND 3.38 ACRES! Located at 669 Mountain Road in the Middletown area, this spacious Hudson Valley home offers approximately 2,948 square feet, 6 bedrooms, 3 full bathrooms, 1 half bathroom, a first-floor bedroom and full bathroom, full walk-out basement, full walk-up attic and a detached 2-car garage.Built in 1820, the home blends timeless

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
• 

  $955,000

  Sold May 18, 2026

  535 County Route 22, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 3,315 Sq Ft
  • Built 2022

  Last Sold Summary

  • 4% Below List Price
  • $288/SF
  • 140 Days On Market

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  535 County Route 22, Middletown, NY 10940
• 

  Est $749,884

  Not Listed For Sale

  32 Stagecoach Dr, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 3,626 Sq Ft
  • Built 1998

  32 Stagecoach Dr, Middletown, NY 10940

  Last Sold Summary

  • 273 Days On Market

  Last Listing Agent Susan Giordano Hudson Premium Realty
• 

  

  /19

  $169,000

  Under Contract

  • Land
  • 4.1 Acres
  • $41,220 per Acre

  92 Restorative Ln, Middletown, NY 10940

  Build your Hudson Valley vision on this 4.10-acre wooded parcel in the Town of Wallkill. Located within the Longabardi Subdivision (Lot 16), 92 Restorative Lane offers direct public-road frontage, a peaceful natural setting, and the flexibility to create a private single-family home surrounded by mature trees.Few remaining lots in this desirable subdivision give the buyers the opportunity to

  Jesse Chason Compass Greater New York, LLC

  92 Restorative Ln, Middletown, NY 10940
• 

  $157,200

  Sold Dec 05, 2025

  10 Hoffman St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1920

  Last Sold Summary

  • 17% Below List Price
  • $131/SF
  • 70 Days On Market

  Current Estimated Value $207,711

  Last Listing Agent Jamarr Zellner REALHome Services & Solutions

  10 Hoffman St, Middletown, NY 10940
• 

  Est $472,028

  Not Listed For Sale

  978 Scotchtown Collabar Rd, Middletown, NY 10941

  • 3 Beds
  • 3 Baths
  • 2,994 Sq Ft
  • Built 1978

  978 Scotchtown Collabar Rd, Middletown, NY 10941

  Last Sold Summary

  • 9 Days On Market

  Last Listing Agent Derek Greene Greene Realty Group
• 

  

  /48

  $899,900

  • 4 Beds
  • 4 Baths
  • 3,699 Sq Ft

  19-21 Lincoln Terrace Unit 19, Middletown, NY 10940

  Set on a private, wooded one-acre property in Middletown, this remarkable mid-century modern residence offers a rare opportunity to own a home designed and personally occupied by renowned local architect Dennis Jurow. With more than 4,000 square feet of living space, the home reflects Jurow’s distinctive architectural vision through its dramatic design, abundant natural light, and seamless

  Patricia Sassi RE/MAX Benchmark Realty Group

  19-21 Lincoln Terrace Unit 19, Middletown, NY 10940
• 

  $550,000

  Sold Mar 02, 2026

  21 Cyprus Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,868 Sq Ft
  • Built 2016

  Last Sold Summary

  • $294/SF
  • 38 Days On Market

  Current Estimated Value $551,602

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  21 Cyprus Dr, Middletown, NY 10940
• 

  Est $932,553

  Not Listed For Sale

  26 Erin Ct, Middletown, NY 10941

  • 4 Beds
  • 3.5 Baths
  • 3,517 Sq Ft
  • Built 2008

  26 Erin Ct, Middletown, NY 10941

  Last Sold Summary

  • 46 Days On Market

  Last Listing Agent Virginia Corbett eXp Realty
• 

  

  /23

  $579,000

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  30 Daly Rd, Middletown, NY 10940

  New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

  Jonathon Lee KW Hudson Valley United

  30 Daly Rd, Middletown, NY 10940
• 

  $570,000

  Sold Jul 29, 2026

  2478 Mt Hope Rd, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 2,096 Sq Ft
  • Built 2000

  Last Sold Summary

  • 4% Above List Price
  • $272/SF
  • 23 Days On Market

  Current Estimated Value $546,410

  Last Listing Agent Michael Martell eXp Realty

  2478 Mt Hope Rd, Middletown, NY 10940
• 

  Est $559,443

  Not Listed For Sale

  815 Winterton Rd, Middletown, NY 10940

  • 5 Beds
  • 3 Baths
  • 3,126 Sq Ft
  • Built 2007

  815 Winterton Rd, Middletown, NY 10940

  Last Sold Summary

  • 73 Days On Market

  Last Listing Agent Myya Valentine KW Hudson Valley United
• 

  

  /50

  $498,000

  Pending

  • 4 Beds
  • 3 Baths
  • 1,716 Sq Ft

  9 Ashland Ave Unit 11, Middletown, NY 10940

  Welcome to this well-maintained 4-bedroom, 3-full-bath home offering a functional layout and comfortable living spaces. The welcoming entry features an elegant chandelier and a large arched window that fills the home with natural light. The main level offers hardwood floors, vaulted ceilings, recessed lighting, a comfortable living room, and a separate dining area overlooking the backyard. The

  Jie Liu KW Hudson Valley United

  9 Ashland Ave Unit 11, Middletown, NY 10940
• 

  $450,000

  Sold Dec 19, 2025

  6 Tice Ln, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 1986

  Last Sold Summary

  • $217/SF
  • 43 Days On Market

  Current Estimated Value $462,950

  Last Listing Agent John Olivero Keller Williams Realty

  6 Tice Ln, Middletown, NY 10941
• 

  Est $494,607

  Not Listed For Sale

  27 Cornfield Rd, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,988 Sq Ft
  • Built 1975

  27 Cornfield Rd, Middletown, NY 10940

  Last Sold Summary

  • 26 Days On Market

  Last Listing Agent Donna Reese KW Hudson Valley United
• 

  

  /30

  $834,000

  $15K PRICE DROP

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School DistrictThis exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
• 

  $536,000

  Sold Jul 14, 2026

  19 Livingston St, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 1,944 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Above List Price
  • $276/SF
  • 27 Days On Market

  Current Estimated Value $653,426

  Last Listing Agent Linda Clark Hudson Valley Griffith

  19 Livingston St, Middletown, NY 10940
• 

  Est $505,990

  Not Listed For Sale

  295 Spruce Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,881 Sq Ft
  • Built 1922

  295 Spruce Rd, Middletown, NY 10940

  Last Sold Summary

  • 68 Days On Market

  Last Listing Agent Nicola Friedman Windsor Realty Services Inc
• 

  

  /23

  $134,999

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  79 Stern Scenic Dr, Middletown, NY 10940

  Welcome to this updated 3-bedroom, 2-bath double-wide mobile home offering comfort, space, and convenience in Middletown. Recent updates enhance both style and functionality, while the open and spacious layout provides plenty of room to relax or entertain. The primary bedroom features a private bath, and the additional bedrooms are generously sized. Conveniently located near local shopping,

  Ivan Carvalho Exit Realty Connections

  79 Stern Scenic Dr, Middletown, NY 10940
• 

  $607,000

  Sold Sep 08, 2026

  46 Ben Lomond Dr, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,044 Sq Ft
  • Built 1964

  Last Sold Summary

  • 2% Above List Price
  • $297/SF
  • 26 Days On Market

  Current Estimated Value $583,827

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

  46 Ben Lomond Dr, Middletown, NY 10941
• 

  Est $474,860

  Not Listed For Sale

  44 Karen Joy Dr, Middletown, NY 10940

  • 4 Beds
  • 1.5 Baths
  • 2,706 Sq Ft
  • Built 1977

  44 Karen Joy Dr, Middletown, NY 10940

  Last Sold Summary

  • 97 Days On Market

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
• 

  

  /30

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,593 Sq Ft

  568 County Route 49 Unit 2C, Middletown, NY 10940

  Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for

  Hazel Cello KW Hudson Valley United

  568 County Route 49 Unit 2C, Middletown, NY 10940
• 

  $195,000

  Sold Jan 30, 2026

  21 Lake Claire Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft
  • Built 1955

  Last Sold Summary

  • 22% Below List Price
  • $197/SF
  • 142 Days On Market

  Current Estimated Value $218,781

  Last Listing Agent Nelson Dominguez eXp Realty

  21 Lake Claire Dr, Middletown, NY 10940
• 

  Est $365,057

  Not Listed For Sale

  14 Cornfield Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,152 Sq Ft
  • Built 1972

  14 Cornfield Rd, Middletown, NY 10940

  Last Sold Summary

  • 254 Days On Market

  Last Listing Agent Edward Sattler BHG Real Estate Green Team
• 

  

  /6

  $799,000

  • 4 Beds
  • 3.5 Baths
  • 2,696 Sq Ft

  Lot 2 Winters Ln, Middletown, NY 10940

  Welcome to your dream home! This stunning new construction craftsman-style home is now being built on Lot 2 of the coveted Lane Meadow Farm subdivision, located in the Town of Mamakating, Sullivan County, NY. Enjoy the serenity and natural beauty of one of Sullivan County's newest and most sought-after neighborhoods, where peaceful country living meets exceptional craftsmanship. Featuring

  Jacob Silberstein Parcel Realty LLC

  Lot 2 Winters Ln, Middletown, NY 10940
• 

  $395,000

  Sold Jul 17, 2026

  21 Philcox Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft
  • Built 1986

  Last Sold Summary

  • 4% Above List Price
  • $301/SF
  • 26 Days On Market

  Current Estimated Value $384,010

  Last Listing Agent Joseph Rubeo KW Hudson Valley United

  21 Philcox Rd, Middletown, NY 10940
• 

  Est $473,956

  Not Listed For Sale

  8 Jean Ridge Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,924 Sq Ft
  • Built 1972

  8 Jean Ridge Rd, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market

  Last Listing Agent Adriane Werkema Easy Lifestyle Real Estate
• 

  

  /27

  $245,000

  Pending

  • 2 Beds
  • 1.5 Baths
  • 1,133 Sq Ft

  49 Jimal Dr, Middletown, NY 10940

  Welcome home to this beautifully maintained 2-bedroom, 1.5-bath condo offering the perfect blend of comfort and convenience! Featuring gorgeous wood flooring on the first level, new carpeting in the second level with spacious primary bedroom, walk-in closets in both bedrooms, updated bathrooms with beautiful vanities and tiles. Enjoy a functional layout in a location that's hard to beat—just

  Anita S. Cristiano HomeSmart Homes & Estates

  49 Jimal Dr, Middletown, NY 10940
• 

  $489,998

  Sold Jul 21, 2026

  131 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft
  • Built 2016

  Last Sold Summary

  • $275/SF
  • 33 Days On Market

  Current Estimated Value $489,347

  Last Listing Agent Karleen Jedziniak Howard Hanna Rand Realty

  131 Meadow View Dr, Middletown, NY 10940
• 

  Est $491,193

  Not Listed For Sale

  50 Nicole Place, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 2,088 Sq Ft
  • Built 1976

  50 Nicole Place, Middletown, NY 10940

  Last Sold Summary

  • 36 Days On Market

  Last Listing Agent Rosalie Cook Weichert Realtors
• 

  

  /36

  $349,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,770 Sq Ft

  26 1/2 Ridge St, Middletown, NY 10940

  Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 4 spacious bedrooms filled with natural light and a brand-new kitchen equipped with appliances and ample cabinetry. Fresh finishes throughout the home create a bright, move-in-ready feel. Enjoy additional storage space in both the attic and basement, providing

  Cheskel Werzberger Mount Realty

  26 1/2 Ridge St, Middletown, NY 10940
• 

  $330,000

  Sold Aug 18, 2026

  892 Winterton Rd, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,244 Sq Ft
  • Built 1800

  Last Sold Summary

  • 1% Below List Price
  • $265/SF
  • 32 Days On Market

  Current Estimated Value $319,083

  Last Listing Agent Valeria Rios KW Hudson Valley United

  892 Winterton Rd, Middletown, NY 10940

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