Middletown, NY Homes

• 

  $300,000 Sold Jan 21, 2026

  15 Commonwealth Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,092 Sq Ft
  • Built 1903

  Last Sold Summary

  • 3% Below List Price
  • $275/SF
  • 44 Days On Market

  Current Estimated Value $297,752

  Last Listing Agent Abbe Distelburger Keller Williams Realty

  15 Commonwealth Ave, Middletown, NY 10940
• 

  Not Listed For Sale

  48 Inwood Rd, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 750 Sq Ft
  • Built 1975

  48 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • $227/SF
  • 29 Days On Market

  • Last Sold Price $170,000
  • Sep 05, 2023

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty
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  /26

  $335,000 Pending

  • 3 Beds
  • 1 Bath
  • 914 Sq Ft

  55 Hulse Ave, Middletown, NY 10940

  Cute as a Button! Town of Wallkill now offers this starter home that can turn into that turn-key investment property that you’ve been searching for. Look no further as you have found it! An enclosed porch leads you into a living room followed by an eat-in kitchen that has been fully remodeled and equipped with fresh out the box stainless steel appliances, granite counters and backsplash. New

  Sandra Arnez Keller Williams Hudson Valley

  55 Hulse Ave, Middletown, NY 10940
• 

  $435,000 Sold Jan 12, 2026

  36 Lake Ave, Middletown, NY 10940

  • 2,262 Sq Ft
  • Built 1890

  Last Sold Summary

  • $192/SF
  • 46 Days On Market

  Current Estimated Value $436,805

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  36 Lake Ave, Middletown, NY 10940
• 

  Est $289,743 Not Listed For Sale

  6 Inwood Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1974

  6 Inwood Rd, Middletown, NY 10941

  Last Sold Summary

  • 7% Above List Price
  • $179/SF
  • 31 Days On Market

  • Last Sold Price $272,000
  • Jul 07, 2023

  Last Listing Agent Anita S. Cristiano Five Star Realty Group Intl
• 

  

  /50

  $450,000 Open Sat 1:30PM - 3PM

  • 2 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  49 Oak Hill Rd, Middletown, NY 10941

  Beautiful Townhome in Prime Location! Welcome to this beautifully maintained townhome offering the perfect blend of comfort, style, and convenience. Ideally located in the sought-after Pine Bush School District, this home is move-in ready and designed for easy living. Featuring 2 spacious bedrooms and 2.5 full baths, this home boasts a bright and open layout with hardwood floors on the main level

  Carla Terranova Keller Williams Realty

  49 Oak Hill Rd, Middletown, NY 10941
• 

  $420,000 Sold Mar 30, 2026

  52 Scotchtown Dr, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,309 Sq Ft
  • Built 1963

  Last Sold Summary

  • 2% Above List Price
  • $321/SF
  • 57 Days On Market

  Current Estimated Value $403,431

  Last Listing Agent Luanne McGann Century 21 Full Service Realty

  52 Scotchtown Dr, Middletown, NY 10941
• 

  Est $282,763 Not Listed For Sale

  36 Poplar Ln, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft
  • Built 1974

  36 Poplar Ln, Middletown, NY 10941

  Last Sold Summary

  • 3% Above List Price
  • $181/SF
  • 82 Days On Market

  • Last Sold Price $275,000
  • Aug 15, 2023

  Last Listing Agent Sandra Arnez Keller Williams Hudson Valley
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  /2

  $460,000

  1 Royce Ave, Middletown, NY 10940

  Excellent investment opportunity in the heart of Middletown! This well-maintained, fully occupied two-family residence offers immediate cash flow with a total monthly income of $3,500. The first-floor unit features a comfortable 1-bedroom, 1-bathroom layout currently rented for $1,600, while the second-floor unit offers a spacious 2-bedroom, 1-bathroom configuration rented for $1,900.

  Joseph Baratta Joseph Baratta Company Realty

  1 Royce Ave, Middletown, NY 10940
• 

  $206,000 Sold Sep 10, 2025

  354 Concord Ln, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft
  • Built 2023

  Last Sold Summary

  • 6% Below List Price
  • $223/SF
  • 208 Days On Market

  Current Estimated Value $211,448

  Last Listing Agent Zhiheng Tang Keller Williams Hudson Valley

  354 Concord Ln, Middletown, NY 10940
• 

  Est $417,746 Not Listed For Sale

  21 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft
  • Built 1974

  21 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 4% Above List Price
  • $223/SF
  • 29 Days On Market

  • Last Sold Price $400,000
  • Mar 07, 2024

  Last Listing Agent Linda Chevallier RE/MAX Benchmark Realty Group
• 

  

  /13

  $250,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,464 Sq Ft

  212 Cottage St, Middletown, NY 10940

  Great home for the family! Come make this your home. Features 3 bedroom, 1 bath, formal dining room, enclosed porch, newer furnace and hot water heater, also has a great yard. Close to park and shopping.

  Nicholas Scarano John J Lease REALTORS Inc

  212 Cottage St, Middletown, NY 10940
• 

  $375,000 Sold Sep 22, 2025

  12 Eisenhower Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,150 Sq Ft
  • Built 1957

  Last Sold Summary

  • 1% Above List Price
  • $326/SF
  • 49 Days On Market

  Current Estimated Value $381,943

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  12 Eisenhower Dr, Middletown, NY 10940
• 

  Est $310,636 Not Listed For Sale

  16 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  16 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 14% Above List Price
  • $191/SF
  • 29 Days On Market

  • Last Sold Price $273,000
  • May 25, 2023

  Last Listing Agent Brianna Bartlett eXp Realty
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  /47

  $829,000 Open Sat 12PM - 2PM

  • 4 Beds
  • 4 Baths
  • 3,340 Sq Ft

  571 Route 17m, Middletown, NY 10940

  Steeped in character and timeless appeal, this 1930 Colonial invites you in with its striking stone facade and a graceful partial wrap-around porch—an ideal spot to enjoy quiet mornings or unwind at the end of the day. Inside, the home blends classic craftsmanship with modern comfort, featuring rich wooden floors that flow seamlessly throughout the main level.The first floor offers a warm and

  Angela Murphy BHG Real Estate Green Team

  571 Route 17m, Middletown, NY 10940
• 

  $406,000 Sold May 13, 2025

  45 Sunrise Dr, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,478 Sq Ft
  • Built 1955

  Last Sold Summary

  • 7% Above List Price
  • $275/SF
  • 25 Days On Market

  Current Estimated Value $427,899

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  45 Sunrise Dr, Middletown, NY 10940
• 

  Est $280,704 Not Listed For Sale

  18 Chaucer Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1975

  18 Chaucer Ct, Middletown, NY 10941

  Last Sold Summary

  • 25% Above List Price
  • $158/SF
  • 45 Days On Market

  • Last Sold Price $225,000
  • Jan 29, 2024

  Last Listing Agent David Ma Isunny Realty LLC
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  /6

  $1,550,000

  • 5 Beds
  • 5.5 Baths
  • 4,365 Sq Ft

  79 Bisch Rd, Middletown, NY 10940

  Discover the allure of 89 sprawling acres in Orange County, New York, featuring a charming farm house and a tranquil pond. The farmhouse, with its rustic charm and scenic surroundings, holds immense potential as a delightful Airbnb destination or a mini vacation retreat. Its spacious interior, cozy ambiance, and proximity to nature make it an idea I spot for relaxation and rejuvenation.

  Siang Liu P R O Links Realty Inc

  79 Bisch Rd, Middletown, NY 10940
• 

  $450,000 Sold Dec 09, 2025

  17 Pine Ct, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 1,561 Sq Ft
  • Built 1965

  Last Sold Summary

  • 3% Above List Price
  • $288/SF
  • 20 Days On Market

  Current Estimated Value $434,306

  Last Listing Agent Lauren Iacono Corcoran Baer & McIntosh

  17 Pine Ct, Middletown, NY 10941
• 

  Est $297,271 Not Listed For Sale

  18 Shelley Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1973

  18 Shelley Ct, Middletown, NY 10941

  Last Sold Summary

  • 1% Above List Price
  • $207/SF
  • 43 Days On Market

  • Last Sold Price $295,000
  • Sep 11, 2024

  Last Listing Agent David Ma Isunny Realty LLC
• 

  

  /41

  $349,999 Pending

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  548 Dosen Rd, Middletown, NY 10940

  Welcome to this renovated 3-bedroom ranch in the Pine Bush School District, offering modern comfort in a peaceful country setting. Step inside to find sun-filled living spaces, gleaming hardwood floors, and a bright, open layout that feels warm and inviting. The updated kitchen features new appliances, ample cabinetry, and a clean, contemporary design perfect for everyday living. Three

  Michelle Gruberger Real Estate Circuit Inc

  548 Dosen Rd, Middletown, NY 10940
• 

  $700,000 Sold Feb 18, 2026

  52 Hill Rd, Middletown, NY 10941

  • 4 Beds
  • 3.5 Baths
  • 2,778 Sq Ft
  • Built 2003

  Last Sold Summary

  • 18% Below List Price
  • $252/SF
  • 106 Days On Market

  Current Estimated Value $695,784

  Last Listing Agent Bob Edwards Keller Williams Hudson Valley

  52 Hill Rd, Middletown, NY 10941
• 

  Est $316,852 Not Listed For Sale

  36 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1974

  36 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 1% Above List Price
  • $219/SF
  • 97 Days On Market

  • Last Sold Price $313,250
  • Feb 05, 2024

  Last Listing Agent Frances Levin Keller Williams Hudson Valley
• 

  

  /8

  $149,000 Pending

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  234 Concord Ln, Middletown, NY 10940

  Welcome to this inviting 1-bedroom, 1-bath residence in the heart of Middletown. Featuring an open-living layout with abundant natural light, this unit offers a seamless flow from the living room to the kitchen and plenty of storage. The generously sized bedroom boasts a large closet and easy access to the full bath. Additional perks include in-unit laundry and assigned parking. Located in a

  Malik Subhani Weichert Realtors

  234 Concord Ln, Middletown, NY 10940
• 

  $539,580 Sold Jul 07, 2025

  15 Roberts St, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 3,552 Sq Ft
  • Built 1900

  Last Sold Summary

  • 2% Above List Price
  • $152/SF
  • 90 Days On Market

  Current Estimated Value $548,565

  Last Listing Agent Jeanmarie Valentin HomeSmart Homes & Estates

  15 Roberts St, Middletown, NY 10940
• 

  Est $437,230 Not Listed For Sale

  44 Crane Rd, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft
  • Built 1977

  44 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 8% Above List Price
  • $213/SF
  • 188 Days On Market

  • Last Sold Price $405,000
  • Oct 05, 2023

  Last Listing Agent Zhiyong Shi HomeSmart Homes & Estates
• 

  

  /47

  $499,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,016 Sq Ft

  14 Rdean Place, Middletown, NY 10940

  Nestled in a quiet Residential neighborhood of Middletown sits this spacious 3 bedroom, 2.5 bath Gem ready for its new owners! A front porch with a brick facade leads you to the front door entrance of your forever home. Enter into an oversized formal living room with vaulted ceilings on one side and a formal dining room with natural window light on the other with hardwood floors throughout. The

  Sandra Arnez Keller Williams Hudson Valley

  14 Rdean Place, Middletown, NY 10940
• 

  $295,000 Sold Aug 25, 2025

  6 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft
  • Built 1975

  Last Sold Summary

  • $195/SF
  • 28 Days On Market

  Current Estimated Value $306,434

  Last Listing Agent Gen Cheung River Realty Services, Inc.

  6 Whitman Ct, Middletown, NY 10941
• 

  Est $325,065 Not Listed For Sale

  32 Whitman Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,428 Sq Ft
  • Built 1974

  32 Whitman Ct, Middletown, NY 10941

  Last Sold Summary

  • 5% Above List Price
  • $217/SF
  • 87 Days On Market

  • Last Sold Price $310,000
  • Apr 10, 2025

  Last Listing Agent Gloria Allan John J Lease REALTORS Inc
• 

  

  /36

  $589,999

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft

  9 Crane Rd, Middletown, NY 10941

  Come see what over 3,000 square feet has to offer! In Middletown, New York where comfort meets charm, and every day feels like home, all you have to do is move in. This home gives a ton of natural light, with a spacious deck off the living room, nestled on a quiet, tree-lined block. Move in and make it your home today. From the moment you enter, natural light pours through every corner,

  Shanese Williams Real Broker NY LLC

  9 Crane Rd, Middletown, NY 10941
• 

  $460,000 Sold Jul 29, 2025

  9 Laddie Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,632 Sq Ft
  • Built 1971

  Last Sold Summary

  • 5% Above List Price
  • $282/SF
  • 28 Days On Market

  Current Estimated Value $471,394

  Last Listing Agent Bonnie Natt Realty Promotions Inc

  9 Laddie Rd, Middletown, NY 10941
• 

  Est $446,143 Not Listed For Sale

  10 Crane Rd, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,138 Sq Ft
  • Built 1975

  10 Crane Rd, Middletown, NY 10941

  Last Sold Summary

  • 12% Above List Price
  • $187/SF
  • 22 Days On Market

  • Last Sold Price $400,000
  • Mar 15, 2024

  Last Listing Agent Maureen Cronin Cronin & Company Real Estate
• 

  

  /6

  $99,000 Pending

  • Land
  • 6.48 Acres
  • $15,278 per Acre

  0 Fox Meadow Ln, Middletown, NY 12455

  Surveyed 6.4-Acre Hilltop Parcel with perc test, septic plans to be provided, and with electric on property. Perched atop one of the most beautiful and sought-after hills in Margaretville, this exceptional 6+ acre parcel offers a rare opportunity to own your own private slice of Catskills paradise. Located at the very end of a quiet, private road, this property features breathtaking 180-degree

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Fox Meadow Ln, Middletown, NY 12455
• 

  $450,000 Sold Oct 07, 2025

  853 Winterton Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 2,108 Sq Ft
  • Built 1930

  Last Sold Summary

  • 33% Above List Price
  • $213/SF
  • 41 Days On Market

  Last Listing Agent Amanda Brehm Keller Williams Hudson Valley

  853 Winterton Rd, Middletown, NY 10940
• 

  Est $404,807 Not Listed For Sale

  76 Freezer Rd, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,820 Sq Ft
  • Built 1975

  76 Freezer Rd, Middletown, NY 10941

  Last Sold Summary

  • 16% Above List Price
  • $192/SF
  • 43 Days On Market

  • Last Sold Price $350,000
  • Nov 09, 2023

  Last Listing Agent Jacqueline Santiago HomeSmart Homes & Estates
• 

  

  /48

  $499,999

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

  9 Cornwall Ln, Middletown, NY 10940

  Step into luxury with this meticulously maintained home featuring rich hardwood floors, exquisite crown molding and recessed lighting with dimmable features throughout. The well appointed kitchen is a chef's dream, boasting GE stainless steel appliances, a beautiful tile backsplash, double sink, pantry and great cabinet space. Enjoy a wonderful formal dining area with a large window that floods

  Theresa Russo Coldwell Banker Realty

  9 Cornwall Ln, Middletown, NY 10940
• 

  $380,000 Sold May 20, 2025

  21 Birch Dr, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft
  • Built 1955

  Last Sold Summary

  • 11% Below List Price
  • $357/SF
  • 26 Days On Market

  Current Estimated Value $388,338

  Last Listing Agent Edith Duncan Donna Ruffino Realty Corp

  21 Birch Dr, Middletown, NY 10940
• 

  Est $310,870 Not Listed For Sale

  32 Sandburg Ct, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,560 Sq Ft
  • Built 1971

  32 Sandburg Ct, Middletown, NY 10941

  Last Sold Summary

  • 3% Below List Price
  • $204/SF
  • 37 Days On Market

  • Last Sold Price $319,000
  • Apr 03, 2024

  Last Listing Agent Anita S. Cristiano Five Star Realty Group Intl
• 

  

  /40

  $485,000

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft

  258 Scotchtown Collabar Rd, Middletown, NY 10941

  Beautiful Single Family Residence in Scotchtown NY area. Move in ready home with nice updates and finishes. Three spacious bedrooms and two full bathrooms. Hardwood floors throughout the home. Central air conditioning with a finish basement. Property located on two acres, with low taxes. Must see. Close to schools, Stores and all major commuting routes.

  Maurice Bailey Neighborhood Assistance Corp

  258 Scotchtown Collabar Rd, Middletown, NY 10941
• 

  $425,000 Sold Sep 26, 2025

  3 Kohler Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,920 Sq Ft
  • Built 1986

  Last Sold Summary

  • 6% Above List Price
  • $221/SF
  • 30 Days On Market

  Current Estimated Value $440,081

  Last Listing Agent Joseph Eugene eXp Realty

  3 Kohler Rd, Middletown, NY 10940

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