Middletown, NY Homes

• 

  $485,000

  Sold Oct 23, 2025

  38 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 1,899 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $255/SF
  • 42 Days On Market

  Current Estimated Value $487,600

  Last Listing Agent Naomi Streicher Q Home Sales

  38 Woodside Knolls Dr, Middletown, NY 10940
• 

  Est $455,891

  Not Listed For Sale

  34 Roger Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,750 Sq Ft
  • Built 1983

  34 Roger Ave, Middletown, NY 10940

  Last Sold Summary

  • 13 Days On Market
• 

  

  

  /27

  $559,999

  $15K PRICE DROP Pending

  • 4 Beds
  • 2.5 Baths
  • 2,255 Sq Ft

  53 Daly Rd, Middletown, NY 10940

  Say hello to the best of both worlds! A peaceful residence located in Middletown, NY! This beautifully designed residence offers a seamless flow for modern living. The heart of the home is an expansive kitchen, connected to a generous dining area—ideal for hosting dinner parties or holiday gatherings. Step outside through the sliding doors to your private oasis: an extra large refinished deck

  Michelle Pepe Curasi Realty, Inc.

  53 Daly Rd, Middletown, NY 10940
• 

  $48,000

  Sold Mar 03, 2026

  8 Knapp Ave, Middletown, NY 10940

  • Land
  • 5,501 Sq Ft
  • $380,048 per Acre

  Last Sold Summary

  • 126% Above List Price
  • 9 Days On Market

  Current Estimated Value $272,447

  Last Listing Agent Neven Spralja REALHome Services & Solutions

  8 Knapp Ave, Middletown, NY 10940
• 

  Est $444,609

  Not Listed For Sale

  26 Robinn Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,532 Sq Ft
  • Built 1978

  26 Robinn Dr, Middletown, NY 10940

  Last Sold Summary

  • 12 Days On Market
• 

  

  /26

  $199,000

  $51K PRICE DROP

  • 1 Bed
  • 1 Bath
  • 360 Sq Ft

  51 S Shore Dr, Middletown, NY 10940

  Welcome to 51 S Shore Drive, a charming and thoughtfully updated bungalow retreat nestled on a private, wooded 9,374 sq ft lot with sparkling lake views in scenic Middletown, NY. This beautifully curated 1-bedroom, 1-bath lakefront getaway offers 360 square feet of smart, stylish living space perfect for a weekend escape, vacation rental, or year-round peaceful living. Step inside to a crisp,

  Arya Rabinovits eRealty Advisors, Inc

  51 S Shore Dr, Middletown, NY 10940
• 

  $325,000

  Sold Apr 28, 2026

  46 Silo Ln, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,452 Sq Ft
  • Built 1973

  Last Sold Summary

  • $224/SF
  • 20 Days On Market

  Current Estimated Value $325,929

  Last Listing Agent Jason Dillon eXp Realty

  46 Silo Ln, Middletown, NY 10940
• 

  Est $453,115

  Not Listed For Sale

  686 Pocatello Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,684 Sq Ft
  • Built 1980

  686 Pocatello Rd, Middletown, NY 10940

  Last Sold Summary

  • 14 Days On Market
• 

  

  /18

  $520,000

  $45K PRICE DROP Pending

  • 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
• 

  $575,000

  Sold Jul 03, 2025

  5 Robert Burns Ct, Middletown, NY 10941

  • 6 Beds
  • 2 Baths
  • 2,448 Sq Ft
  • Built 1966

  Last Sold Summary

  • 4% Below List Price
  • $235/SF
  • 71 Days On Market

  Current Estimated Value $562,238

  Last Listing Agent Maria Sairrino Cronin & Company Real Estate

  5 Robert Burns Ct, Middletown, NY 10941
• 

  Est $344,667

  Not Listed For Sale

  50 Millsburg Rd, Middletown, NY 10940

  • 4 Beds
  • 1.5 Baths
  • 1,388 Sq Ft
  • Built 1920

  50 Millsburg Rd, Middletown, NY 10940

  Last Sold Summary

  • 32 Days On Market
• 

  

  /35

  $294,901

  Pending

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft

  80 Sarah Ln, Middletown, NY 10941

  Beautifully updated and filled with natural light, this turnkey 3-bedroom, 1.5-bath attached single-family home in Middletown within the highly regarded Goshen Central School District is the perfect place to simply move right in, unpack, and enjoy the summer. This bright and welcoming home features a sun-filled interior with hardwood floors, hardwood staircase, oversized dining room with

  Rosalie Cook Weichert Realtors

  80 Sarah Ln, Middletown, NY 10941
• 

  $380,000

  Sold Feb 10, 2026

  7 Manhattan Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,550 Sq Ft
  • Built 1958

  Last Sold Summary

  • 3% Above List Price
  • $245/SF
  • 46 Days On Market

  Current Estimated Value $371,326

  Last Listing Agent Darnell Williams R New York

  7 Manhattan Ave, Middletown, NY 10940
• 

  Est $375,162

  Not Listed For Sale

  14 S Centerville Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1824

  14 S Centerville Rd, Middletown, NY 10940

  Last Sold Summary

  • 77 Days On Market
• 

  

  /31

  $489,999

  Open Sat 12PM - 2PM

  • 3 Beds
  • 2.5 Baths
  • 1,832 Sq Ft

  20 Tammy Dr, Middletown, NY 10941

  LOCATION,LOCATION,LOCATION CLOSE TO WALMART THE METRO NORTH TRAIN STATION TO NYC, Abundance of Dining and Grocery options, The Galleria Mall, Garnet Medical Center, Major Highways Route 17M & Interstate I84, Home has 3 bedrooms and 2.5 bathrooms, Stainless Steel Appliances, Granite counter top with a breakfast nook., Hardwood Floor, En-suite bathroom in master bedroom, Large deck on upper level

  Sol Perry BHG Real Estate Green Team

  20 Tammy Dr, Middletown, NY 10941
• 

  $60,000

  Sold Jan 26, 2026

  43 Clinton St, Middletown, NY 10940

  • Land
  • 5,000 Sq Ft
  • $522,648 per Acre

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Travis Thompson KW Hudson Valley Untied

  43 Clinton St, Middletown, NY 10940
• 

  Est $430,621

  Not Listed For Sale

  2041 Route 6, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft
  • Built 1997

  2041 Route 6, Middletown, NY 10940

  Last Sold Summary

  • 76 Days On Market
• 

  /2

  $449,900

  New Construction Pending

  • 3 Beds
  • 2 Baths
  • 1,756 Sq Ft

  7015 James Francis Dr, Lockport-Town, NY 14094

  James Francis Estates is a Sparks Custom Homes Condo Patio Home Community. Home features 1,756 sq. ft, 3 bedrooms, 2 bath, laundry room and covered patio. Featuring open floor plan with custom finishes. Trayed ceiling owner's suite with en suite. Full basement with egress. 2 car attached garage. Now accepting build orders for the 42 site development situated in the Town of Lockport. VISIT MODEL

  Kathleen Dimillo Listing by HUNT Real Estate Corporation

  

  7015 James Francis Dr, Lockport-Town, NY 14094
• 

  $402,000

  Sold Jul 02, 2025

  34 Walnut Ln, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,152 Sq Ft
  • Built 1991

  Last Sold Summary

  • 1% Above List Price
  • $349/SF
  • 26 Days On Market

  Current Estimated Value $397,535

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

  34 Walnut Ln, Middletown, NY 10940
• 

  Est $564,523

  Not Listed For Sale

  128 Jogee Rd, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 1,956 Sq Ft
  • Built 1987

  128 Jogee Rd, Middletown, NY 10940

  Last Sold Summary

  • 81 Days On Market
• 

  

  /42

  $369,900

  • 3 Beds
  • 1.5 Baths
  • 1,366 Sq Ft

  41 Beers Dr, Middletown, NY 10940

  This sleepy little charmer is ready for you to put your own stamp on it. Great 3-bedroom, 1-1/2 bath, split-ranch home with hardwood floors existing throughout. You can move in today and make renovations as you see fit or not! It's up to you. This home offers a great size back yard and large back deck for Sunday BBQ's. Too hot outside? No worries the central air is on! Cozy family room located on

  Dien Le Duc Hudson Premium Realty

  41 Beers Dr, Middletown, NY 10940
• 

  $360,000

  Sold Nov 07, 2025

  55 Prince St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,537 Sq Ft
  • Built 1893

  Last Sold Summary

  • 16% Above List Price
  • $234/SF
  • 36 Days On Market

  Current Estimated Value $354,617

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  55 Prince St, Middletown, NY 10940
• 

  Est $569,604

  Not Listed For Sale

  58 Burnt Corners Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,470 Sq Ft
  • Built 1992

  58 Burnt Corners Rd, Middletown, NY 10940

  Last Sold Summary

  • 202 Days On Market
• 

  

  /43

  $594,900

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,008 Sq Ft

  180 Ridge Dr, Middletown, NY 10940

  180 Ridge Drive is a beautifully maintained 3 bedroom, 2 1/2 bath pool house located in the Town of Mt. Hope. This outstanding property is situated on a quiet country road in the Minisink School District and just a short drive to shopping, fine restaurants and public transportation. This home has everything one could wish for in their forever home; Bamboo hardwood floors, tile in the kitchen and

  Tom Pahucki Keller Williams Realty

  180 Ridge Dr, Middletown, NY 10940
• 

  $155,000

  Sold Sep 18, 2025

  268 Concord Ln, Middletown, NY 10940

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft
  • Built 1989

  Last Sold Summary

  • 3% Below List Price
  • $211/SF
  • 63 Days On Market

  Current Estimated Value $156,956

  Last Listing Agent Chris Cardinal Keller Williams Realty

  268 Concord Ln, Middletown, NY 10940
• 

  Est $404,164

  Not Listed For Sale

  210 S Centerville Rd, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1965

  210 S Centerville Rd, Middletown, NY 10940

  Last Sold Summary

  • 14 Days On Market
• 

  

  /33

  $649,000

  $26K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,481 Sq Ft

  5 Decker Dr, Middletown, NY 10940

  Charming Farmhouse Retreat on 2.9 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District. This beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring throughout the downstairs, while upstairs

  Dominick Tufano RE/MAX Benchmark Realty Group

  5 Decker Dr, Middletown, NY 10940
• 

  $370,000

  Sold Aug 26, 2025

  34 Pine Ct, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,358 Sq Ft
  • Built 1971

  Last Sold Summary

  • 1% Below List Price
  • $157/SF
  • 6 Days On Market

  Current Estimated Value $396,787

  Last Listing Agent Frank Tangredi Frank Tangredi Realty Company

  34 Pine Ct, Middletown, NY 10941
• 

  Est $641,890

  Not Listed For Sale

  223 Mt Orange Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,376 Sq Ft
  • Built 1992

  223 Mt Orange Rd, Middletown, NY 10940

  Last Sold Summary

  • 14 Days On Market
• 

  

  /27

  $185,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  326 Concord Ln, Middletown, NY 10940

  PRICED TO SELL!!! Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase. Add your final touches and make it yours! A ground level end unit with open floor plan from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one

  Sandra Arnez KW Hudson Valley United

  326 Concord Ln, Middletown, NY 10940
• 

  $525,000

  Sold Jun 18, 2026

  10 Cyprus Dr, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,612 Sq Ft
  • Built 2014

  Last Sold Summary

  • 7% Above List Price
  • $326/SF
  • 29 Days On Market

  Current Estimated Value $492,473

  Last Listing Agent Hilary Ryan Goldman Howard Hanna Rand Realty

  10 Cyprus Dr, Middletown, NY 10940
• 

  Est $775,565

  Not Listed For Sale

  220 Mt Orange Rd, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 3,456 Sq Ft
  • Built 2002

  220 Mt Orange Rd, Middletown, NY 10940

  Last Sold Summary

  • 63 Days On Market
• 

  

  /40

  $449,999

  Open Sat 12PM - 2PM $25K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 2,055 Sq Ft

  12 Weather Vane Way, Middletown, NY 10940

  Nestled in the Rolling Meadows residential community in the Middletown School District, this 3-bedroom, 2.5-bathroom raised ranch bilevel home seamlessly blends absolute convenience with comfortable community living. The location is truly key, positioned just off East Main Street for incredibly quick access to major highways like Interstate 84 and Route 17, placing you less than 10 minutes from

  Ray Reyes Keller Williams Realty

  12 Weather Vane Way, Middletown, NY 10940
• 

  $480,000

  Sold Dec 05, 2025

  95 Rolling Meadows Rd, Middletown, NY 10940

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

  Last Sold Summary

  • 5% Above List Price
  • $234/SF
  • 14 Days On Market

  Current Estimated Value $478,649

  Last Listing Agent Kevin Grier KW Hudson Valley United

  95 Rolling Meadows Rd, Middletown, NY 10940
• 

  Est $574,901

  Not Listed For Sale

  809 Kirbytown Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,043 Sq Ft
  • Built 2001

  809 Kirbytown Rd, Middletown, NY 10940

  Last Sold Summary

  • 35 Days On Market
• 

  

  /35

  $475,000

  • 3 Beds
  • 2 Baths
  • 1,577 Sq Ft

  153 Ridgewood Ave Unit 155, Middletown, NY 10940

  Welcome to 153 Ridgewood, a stunning 2022 built ranch style home that delivers the kind of single level living buyers dream about. From the moment you step inside, the vaulted ceilings, open concept layout, modern finishes, and natural flow of the home create an immediate “this is the one” feeling. With over 1,500 square feet of beautifully designed space, this home offers the rare combination of

  Isaiah Lopez KW Hudson Valley United

  153 Ridgewood Ave Unit 155, Middletown, NY 10940
• 

  $338,500

  Sold Nov 26, 2025

  12 Columbine Ct, Middletown, NY 10940

  • 4 Beds
  • 1.5 Baths
  • 1,408 Sq Ft
  • Built 1979

  Last Sold Summary

  • 1% Above List Price
  • $240/SF
  • 33 Days On Market

  Current Estimated Value $334,535

  Last Listing Agent Christina Gilligan HomeSmart Homes & Estates

  12 Columbine Ct, Middletown, NY 10940
• 

  Est $642,266

  Not Listed For Sale

  658 Mt Orange Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,482 Sq Ft
  • Built 2005

  658 Mt Orange Rd, Middletown, NY 10940

  Last Sold Summary

  • 100 Days On Market
• 

  

  /49

  $589,900

  • 3 Beds
  • 2.5 Baths
  • 2,192 Sq Ft

  311 New Vernon Rd, Middletown, NY 10940

  Nestled well off the road amid mature landscaping and expansive lawn, this custom Colonial offers a rare combination of privacy, space, and pride of ownership. Built and meticulously maintained by its original owners, the home reflects years of thoughtful updates and careful stewardship. Inside, hardwood floors extend throughout the home, creating warmth and continuity from room to room. Custom

  Patricia Sassi RE/MAX Benchmark Realty Group

  311 New Vernon Rd, Middletown, NY 10940
• 

  $525,000

  Sold Apr 10, 2026

  3 Ben Lomond Dr, Middletown, NY 10941

  • 5 Beds
  • 2 Baths
  • 2,515 Sq Ft
  • Built 1975

  Last Sold Summary

  • $209/SF
  • 19 Days On Market

  Current Estimated Value $517,669

  Last Listing Agent Joseph Rubeo KW Hudson Valley United

  3 Ben Lomond Dr, Middletown, NY 10941

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