Middletown, NY Homes

• 

  $575,000 Sold May 05, 2025

  58 Burnt Corners Rd, Middletown, NY 10940

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

  Last Sold Summary

  • 2% Below List Price
  • $233/SF
  • 202 Days On Market

  Current Estimated Value $589,833

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley

  58 Burnt Corners Rd, Middletown, NY 10940
• 

  Est $458,048 Not Listed For Sale

  148 Camp Stadie Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,720 Sq Ft
  • Built 1959

  148 Camp Stadie Rd, Middletown, NY 10940

  Last Sold Summary

  • 8% Above List Price
  • $247/SF
  • 26 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Kathy Eubanks Keller Williams Realty
• 

  

  

  /15

  $264,999

  • 2 Beds
  • 2.5 Baths
  • 1,348 Sq Ft

  11 Jordan Ln, Middletown, NY 10940

  Great opportunity for investors for fix and flip.Minimal work needed to make it presentable.Town house located in a beautiful neighborhood.

  Siju John Kerala Realty, LLC

  11 Jordan Ln, 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 $225,247

  Last Listing Agent Nelson Dominguez eXp Realty

  21 Lake Claire Dr, Middletown, NY 10940
• 

  Est $461,482 Not Listed For Sale

  634 Pocatello Rd, Middletown, NY 10940

  • 4 Beds
  • Built 1880

  634 Pocatello Rd, Middletown, NY 10940

  Last Sold Summary

  • 15% Above List Price
  • $163/SF
  • 185 Days On Market

  Last Sold Price $400,000

  Last Listing Agent Bryan Dale eXp Realty
• 

  

  /16

  $599,900 Pending

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  718 Mount Hope Rd, Middletown, NY 10940

  Let's welcome the Fall of 2025 with this beautiful and spacious contemporary home sitting on 4 acres lot. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a formal dining area and a very wide and spacious gorgeous kitchen with a great size island, quartz countertops & stainless

  Anita S. Cristiano HomeSmart Homes & Estates

  718 Mount Hope Rd, Middletown, NY 10940
• 

  $545,000 Sold Apr 09, 2025

  1089 New York 211, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 2,101 Sq Ft
  • Built 2024

  Last Sold Summary

  • 9% Below List Price
  • $259/SF
  • 130 Days On Market

  Last Listing Agent Leon Klein Keller Williams Hudson Valley

  1089 New York 211, Middletown, NY 10941
• 

  Est $499,112 Not Listed For Sale

  661 Pocatello Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,304 Sq Ft
  • Built 1986

  661 Pocatello Rd, Middletown, NY 10940

  Last Sold Summary

  • 18% Above List Price
  • $184/SF
  • 49 Days On Market

  Last Sold Price $424,000

  Last Listing Agent Christian Baez Keller Williams Hudson Valley
• 

  

  /23

  $135,000 Pending

  • Land
  • 6.5 Acres
  • $20,769 per Acre

  437 Union School Rd, Middletown, NY 10941

  Nice 6.5 acre level lot with 370' of frontage in a desirable location and in VC schools. Seller has made the following improvements to the property; 200' of 6 inch ditch pipe with fabric. Trench filled with 3/4 inch stone. 10 tri-axle loads of compactable fill (rca) in front and rear of dwelling, 80 tri-axle loads of fill to regrade rear of property to shed water, Engineers have told the seller

  Ian Pinckney Curasi Realty, Inc.

  437 Union School Rd, Middletown, NY 10941
• 

  $375,000 Sold Apr 02, 2025

  9 Fairlawn Ave, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 2,268 Sq Ft
  • Built 1868

  Last Sold Summary

  • 3% Below List Price
  • $165/SF
  • 47 Days On Market

  Current Estimated Value $392,358

  Last Listing Agent Ryan Barrett Keller Williams Realty

  9 Fairlawn Ave, Middletown, NY 10940
• 

  Est $462,470 Not Listed For Sale

  15 Milo Dr, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 2,152 Sq Ft
  • Built 1992

  15 Milo Dr, Middletown, NY 10941

  Last Sold Summary

  • 10% Above List Price
  • $195/SF
  • 24 Days On Market

  Last Sold Price $420,000

  Last Listing Agent Kirk German HomeSmart Homes & Estates
• 

  

  /37

  $674,999 Pending

  • 5 Beds
  • 4.5 Baths
  • 3,642 Sq Ft

  14 Lincoln Terrace, Middletown, NY 10940

  MUST SEE!!! IMPRESSIVE PRESIDENTIAL HEIGHTS RANCH HOME!!! IN GROUND POOL!!! PRICED TO SELL!!!Discover an incredible blend of space, style, and quality construction at 14 Lincoln Terrace, Middletown NY. This truly special five bedroom, five bath home offers an impressive 3,642 square feet of refined single level living. Set in the highly desirable Presidential Heights neighborhood, known for

  Frank Muccari Cronin & Company Real Estate

  14 Lincoln Terrace, Middletown, NY 10940
• 

  $478,500 Sold Nov 12, 2025

  138 Reinhardt Rd, Middletown, NY 10940

  • 3 Beds
  • 3 Baths
  • 2,542 Sq Ft
  • Built 1969

  Last Sold Summary

  • 2% Below List Price
  • $188/SF
  • 65 Days On Market

  Current Estimated Value $625,115

  Last Listing Agent Lynelle Alessi Keller Williams Hudson Valley

  138 Reinhardt Rd, Middletown, NY 10940
• 

  Not Listed For Sale

  100 Hillside Dr Unit G2, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1987

  100 Hillside Dr Unit G2, Middletown, NY 10941

  Last Sold Summary

  • $204/SF
  • 25 Days On Market

  Last Sold Price $232,000

  Last Listing Agent Deniece Carter Curasi Realty, Inc.
• 

  

  /44

  $505,000 Pending

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

  22 Rosecrest Ct, Middletown, NY 10940

  Discover refined living at 22 Rosecrest Court, a nearly 3,000 sq ft designer-inspired townhome blending modern comfort, thoughtful upgrades, and a lifestyle of ease within one of Middletown’s most desirable communities. Crafted in 2015 and meticulously enhanced since, this residence reflects the kind of pride and attention that only comes from true Max Effort living. From the moment you enter,

  Pete Wolven Hudson Valley Home Connection

  22 Rosecrest Ct, Middletown, NY 10940
• 

  $380,000 Sold May 29, 2025

  25 Meyer Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,335 Sq Ft
  • Built 1972

  Last Sold Summary

  • 1% Above List Price
  • $285/SF
  • 113 Days On Market

  Current Estimated Value $387,508

  Last Listing Agent Leon Klein Keller Williams Hudson Valley

  25 Meyer Rd, Middletown, NY 10940
• 

  Not Listed For Sale

  100 Hillside Dr Unit A6, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1987

  100 Hillside Dr Unit A6, Middletown, NY 10941

  Last Sold Summary

  • $224/SF
  • 18 Days On Market

  Last Sold Price $255,000

  Last Listing Agent Feng Chang Acer Realty Inc
• 

  

  /14

  $489,000 Pending

  • 6 Beds
  • 2 Baths
  • 2,584 Sq Ft

  96-96.5 Beattie Ave Unit 2, Middletown, NY 10940

  Well maintained side by side vinyl sided duplex. Tenant pays gas and electric, cuts grass and does the snow removal. Shared drivewayLocated minutes from schools, shopping, medical facilities and highways. Each apartment features 3 spacious bedrooms and very large dining room

  Gloria Allan John J Lease REALTORS Inc

  96-96.5 Beattie Ave Unit 2, Middletown, NY 10940
• 

  $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 $501,526

  Last Listing Agent Naomi Streicher Q Home Sales

  38 Woodside Knolls Dr, Middletown, NY 10940
• 

  Not Listed For Sale

  100 Hillside Dr Unit C1, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1987

  100 Hillside Dr Unit C1, Middletown, NY 10941

  Last Sold Summary

  • $171/SF
  • 19 Days On Market

  Last Sold Price $195,000

  Last Listing Agent Linda Clark Hudson Valley Griffith
• 

  /2

  $99,900

  • Land
  • 0.3 Acre
  • $333,000 per Acre

  28 Genung St, Middletown, NY 10940

  **Great investment opportunity in desirable area in Middletown** Not many vacant properties on the market that offer the possibility to build a multi-family unit. This lot is set back from the main road, just behind 32 Genung Street, that is a legal 2-family property.Don't miss out!

  Evelyn Unger Tmimi Weichert Realtors

  28 Genung St, Middletown, NY 10940
• 

  $265,000 Sold Apr 03, 2025

  43 Woodlake Dr Unit 43, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,460 Sq Ft
  • Built 1999

  Last Sold Summary

  • $182/SF
  • 25 Days On Market

  Current Estimated Value $290,181

  Last Listing Agent Gary Myers eXp Realty

  43 Woodlake Dr Unit 43, Middletown, NY 10940
• 

  Not Listed For Sale

  100 Hillside Dr Unit B9, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 917 Sq Ft
  • Built 1987

  100 Hillside Dr Unit B9, Middletown, NY 10941

  Last Sold Summary

  • $191/SF
  • 10 Days On Market

  Last Sold Price $175,000

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty
• 

  

  /43

  $329,000 Pending

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft

  28 Spring St, Middletown, NY 10940

  Your Dream Home Awaits at 28 Spring St, Middletown.Don't let this second chance slip away. This beautiful, 4 bedroom, 2 bathroom home is back on the market. Previous buyer's financing fell through. This is an incredible opportunity for you to step right in and secure a truly remarkable property. The seller has invested in significant updates to make this home move-in ready. The inviting,

  Leidy Placido Howard Hanna Rand Realty

  28 Spring St, Middletown, NY 10940
• 

  $507,000 Sold Mar 25, 2025

  7 Dogwood Dr, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,112 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Above List Price
  • $240/SF
  • 26 Days On Market

  Current Estimated Value $519,436

  Last Listing Agent Naomi Streicher Q Home Sales

  7 Dogwood Dr, Middletown, NY 10940
• 

  Not Listed For Sale

  100 Hillside Dr Unit G16, Middletown, NY 10941

  • 2 Beds
  • 2 Baths
  • 1,140 Sq Ft
  • Built 1987

  100 Hillside Dr Unit G16, Middletown, NY 10941

  Last Sold Summary

  • $241/SF
  • 23 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Juan Bautista Serhant LLC
• 

  

  /16

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 930 Sq Ft

  65 Monhagen Ave, Middletown, NY 10940

  This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

  Jonathon Lee Keller Williams Hudson Valley

  65 Monhagen Ave, 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 $591,189

  Last Listing Agent Maria Sairrino Cronin & Company Real Estate

  5 Robert Burns Ct, Middletown, NY 10941
• 

  Est $466,428 Not Listed For Sale

  12 Acorn Ave, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 1,838 Sq Ft
  • Built 1988

  12 Acorn Ave, Middletown, NY 10941

  Last Sold Summary

  • 8% Above List Price
  • $234/SF
  • 22 Days On Market

  Last Sold Price $430,000

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
• 

  

  /33

  $499,900

  • 3 Beds
  • 2.5 Baths
  • 2,084 Sq Ft

  21 High Ridge Ln, Middletown, NY 10940

  Beautiful sought after condo in Fairways. This gated community is perfectly located in the Center of Orange County. It is ideal for those wanting to downsize but not sacrifice comfort and convenience. This 2084 sq. ft. home offers 3 bedrooms and 2-1/2 bathrooms with a fully finished walkout basement. It comes with your own 2 car garage, a laundry room, a deck, an oversized patio with bluestone

  Stacy Brescia-Spreer Curasi Realty, Inc.

  21 High Ridge Ln, Middletown, NY 10940
• 

  $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 $366,884

  Last Listing Agent Darnell Williams R New York

  7 Manhattan Ave, Middletown, NY 10940
• 

  Est $518,100 Not Listed For Sale

  28 Shagbark St, Middletown, NY 10941

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft
  • Built 1988

  28 Shagbark St, Middletown, NY 10941

  Last Sold Summary

  • 7% Above List Price
  • $231/SF
  • 27 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group
• 

  

  /5

  $300,000

  • Land
  • 6 Acres
  • $50,000 per Acre

  0 Mount Hope Rd, Middletown, NY

  Looking to build? Land available in prime location. Situated directly between Middletown and Town of Mount Hope with easy access to all major roadways. Zoned for residential and agriculture. Buyer/builder to subdivide 5-6 acres from this 37+ acre parcel as agreeable to seller and proposed in contract. Flat, open, cleared land may be suitable for 1-3 building lots. Land to purchase provides

  Amanda Ferrantello Hudson Valley Griffith

  0 Mount Hope Rd, Middletown, NY
• 

  $60,000 Sold Jan 26, 2026

  43 Clinton St, Middletown, NY 10940

  • Land
  • 0.11 Acre
  • $522,648 per Acre

  Last Sold Summary

  • 28 Days On Market

  Last Listing Agent Travis Thompson Keller Williams Hudson Valley

  43 Clinton St, Middletown, NY 10940
• 

  Est $627,117 Not Listed For Sale

  29 Placid Ave, Middletown, NY 10941

  • 4 Beds
  • 4 Baths
  • 3,955 Sq Ft
  • Built 1998

  29 Placid Ave, Middletown, NY 10941

  Last Sold Summary

  • 19% Above List Price
  • $133/SF
  • 102 Days On Market

  Last Sold Price $527,000

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty
• 

  

  /31

  $515,000

  • 3 Beds
  • 2.5 Baths
  • 2,763 Sq Ft

  17 Woodrose Ct, Middletown, NY 10940

  Discover the perfect blend of classic charm and modern comfort in this beautiful Colonial-style home. Filled with warmth and character, this cozy yet spacious residence features soaring high ceilings that create an open, airy feel throughout. Each room is thoughtfully designed to offer both elegance and comfort, making the home feel inviting from the moment you step inside. With its timeless

  Ermelinda Mclaughlin eXp Realty

  17 Woodrose Ct, Middletown, NY 10940
• 

  $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 $409,096

  Last Listing Agent Laurel Lustgarten Howard Hanna Rand Realty

  34 Walnut Ln, Middletown, NY 10940
• 

  Est $329,480 Not Listed For Sale

  6 Buckingham Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1987

  6 Buckingham Mews, Middletown, NY 10940

  Last Sold Summary

  • 57% Above List Price
  • $131/SF
  • 130 Days On Market

  Last Sold Price $210,000

  Last Listing Agent Pauline Washington VYLLA Home
• 

  

  /22

  $220,000 Pending

  • 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
• 

  $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 $350,907

  Last Listing Agent Andi Berisha BHHS Hudson Valley Properties

  55 Prince St, Middletown, NY 10940

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