Middletown, NY Homes

• 

  $485,000

  Sold May 05, 2026

  59 Meadow View Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,781 Sq Ft
  • Built 2014

  Last Sold Summary

  • 2% Above List Price
  • $272/SF
  • 12 Days On Market

  Current Estimated Value $479,708

  Last Listing Agent Kevin Grier KW Hudson Valley Untied

  59 Meadow View Dr, Middletown, NY 10940
• 

  Est $354,052

  Not Listed For Sale

  4 Allan Park Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,516 Sq Ft
  • Built 1985

  4 Allan Park Mews, Middletown, NY 10940

  Last Sold Summary

  • 27 Days On Market
• 

  

  

  /48

  $675,000

  Pending

  • 4 Beds
  • 3 Baths
  • 4,080 Sq Ft

  225 Brown Rd, Middletown, NY 10941

  STUNNING 4-Bedroom, 3-Bathroom CONTEMPORARY LUXURY Home with Modern Upgrades. This turn-key beauty features a gorgeous updated eat-in kitchen with quartz countertops and an island, brand new stainless steel appliances fresh out the box, new cabinets a stylish backsplash with doors that lead to the back deck, perfect for entertaining. A formal fining room is followed by an oversized living room/

  Sandra Arnez KW Hudson Valley United

  225 Brown Rd, Middletown, NY 10941
• 

  $345,000

  Sold Jan 22, 2026

  98 Watkins Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1960

  Last Sold Summary

  • 3% Above List Price
  • $265/SF
  • 32 Days On Market

  Current Estimated Value $353,256

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  98 Watkins Ave, Middletown, NY 10940
• 

  Est $365,203

  Not Listed For Sale

  2 Allan Park Mews, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft
  • Built 1985

  2 Allan Park Mews, Middletown, NY 10940

  Last Sold Summary

  • 31 Days On Market
• 

  

  /26

  $479,900

  • 2 Beds
  • 2.5 Baths
  • 1,762 Sq Ft

  15 High Ridge Ln, Middletown, NY 10940

  Welcome to this impeccably maintained center-unit townhouse in the desirable Fairways at Wallkill, a gated community known for its convenience and low-maintenance lifestyle. This two-bedroom, two-full bath and one-half bath home offers a clean, modern interior with nothing to update. The main level features an open layout with gleaming hardwood floors, neutral tones, and abundant natural light

  Patricia Sassi RE/MAX Benchmark Realty Group

  15 High Ridge Ln, Middletown, NY 10940
• 

  $405,000

  Sold Sep 26, 2025

  15 Rowan St Unit 13, Middletown, NY 10940

  • 5 Beds
  • 2 Baths
  • 1,920 Sq Ft
  • Built 1900

  Last Sold Summary

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

  Current Estimated Value $384,013

  Last Listing Agent Juan Bautista Serhant LLC

  15 Rowan St Unit 13, Middletown, NY 10940
• 

  Est $361,145

  Not Listed For Sale

  3 Langton Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,725 Sq Ft
  • Built 1985

  3 Langton Mews, Middletown, NY 10940

  Last Sold Summary

  • 36 Days On Market
• 

  

  /32

  $479,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  32 Woodstock Ln, Middletown, NY 10941

  Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

  Anne Mahoney Hudson Valley Home Connection

  32 Woodstock Ln, Middletown, NY 10941
• 

  $375,000

  Sold Sep 12, 2025

  22 Maryland Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft
  • Built 1920

  Last Sold Summary

  • 4% Below List Price
  • $260/SF
  • 80 Days On Market

  Current Estimated Value $368,636

  Last Listing Agent Patricia Lucey Picture It Sold, LLC

  22 Maryland Ave, Middletown, NY 10940
• 

  Est $476,144

  Not Listed For Sale

  15 Placid Ave, Middletown, NY 10941

  • 3 Beds
  • 2.5 Baths
  • 2,088 Sq Ft
  • Built 1986

  15 Placid Ave, Middletown, NY 10941

  Last Sold Summary

  • 31 Days On Market
• 

  

  /13

  $290,000

  Pending

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

  3 Top Notch Rd, Middletown, NY 10940

  This ranch-style home sits on a sizable lot with a practical single-level floor plan. The property offers potential and solid foundation for the right buyer. The property sits on a secluded wooded lot with mature evergreen borders that create natural privacy year-round. The private wooded backyard provides a peaceful retreat with considerable potential for outdoor activities and relaxation. A

  Andrea Rose KW Hudson Valley United

  3 Top Notch Rd, Middletown, NY 10940
• 

  $330,000

  Sold Oct 30, 2025

  3 Chappell Pkwy, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft
  • Built 1960

  Last Sold Summary

  • $325/SF
  • 37 Days On Market

  Current Estimated Value $320,765

  Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
• 

  Est $495,594

  Not Listed For Sale

  4 Disco Dr, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,588 Sq Ft
  • Built 1975

  4 Disco Dr, Middletown, NY 10941

  Last Sold Summary

  • 109 Days On Market
• 

  

  /19

  $479,999

  $80K PRICE DROP Pending

  • 6 Beds
  • 2 Baths
  • 2,424 Sq Ft

  80 Prospect Ave, Middletown, NY 10940

  Welcome to 80 Prospect Ave, a well-maintained six-bedroom, two-bathroom home situated in the peaceful suburban setting of Middletown, NY. Built in 1918, this 2,424 square foot residence combines traditional architectural charm with modern updates, offering nearly 6,800 square feet of usable lot space ideal for both living and outdoor enjoyment. The property features a classic two-story design

  Jonathan Paredes Locqube New York, Inc.

  80 Prospect Ave, Middletown, NY 10940
• 

  $440,000

  Sold Sep 02, 2025

  225 Highland Ave, Middletown, NY 10940

  • 6 Beds
  • 2 Baths
  • 2,748 Sq Ft
  • Built 1910

  Last Sold Summary

  • 4% Above List Price
  • $160/SF
  • 101 Days On Market

  Current Estimated Value $435,422

  Last Listing Agent Mark Karten Karten Real Estate Svcs LLC

  225 Highland Ave, Middletown, NY 10940
• 

  Est $501,656

  Not Listed For Sale

  8 Rondack Rd, Middletown, NY 10941

  • 4 Beds
  • 3.5 Baths
  • 2,260 Sq Ft
  • Built 1987

  8 Rondack Rd, Middletown, NY 10941

  Last Sold Summary

  • 39 Days On Market
• 

  

  /12

  $260,000

  $9K PRICE DROP Pending

  • 2 Beds
  • 1 Bath
  • 802 Sq Ft

  11 Philcox Rd, Middletown, NY 10940

  Rare opportunity to own two homes next door to each other in the Pine Bush School District. Single family home 2 bed, 1 bath, recently updated. Quiet road with only two homes, both originally owned by the same family, offering privacy and flexibility. Conveniently located near shopping, dining, train service, Resorts World Catskills, Kartrite Waterpark, and Bethel Woods Center for the Arts. Easy

  Joseph Rubeo KW Hudson Valley United

  11 Philcox Rd, Middletown, NY 10940
• 

  $737,500

  Sold Aug 21, 2025

  3 Mulberry Run, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,929 Sq Ft
  • Built 2020

  Last Sold Summary

  • 8% Below List Price
  • $252/SF
  • 169 Days On Market

  Current Estimated Value $725,480

  Last Listing Agent Michelle Getty HVG Realty, Inc.

  3 Mulberry Run, Middletown, NY 10941
• 

  Est $439,110

  Not Listed For Sale

  3 Frederick St, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft
  • Built 1984

  3 Frederick St, Middletown, NY 10941

  Last Sold Summary

  • 23 Days On Market
• 

  

  /48

  $725,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 2,678 Sq Ft

  428 Prosperous Valley Rd, Middletown, NY 10940

  Tucked away on 16 private acres, 428 Prosperous Valley Road offers the space, privacy, and custom details you’ve been looking for. This 3 bedroom, 2.5 bath home features a bright open layout, highlighted by a dramatic great room with 18-foot ceilings and beautiful natural light. The main level offers 9-foot ceilings, custom hardwood floors, formal moldings, Andersen windows, and a spacious

  John Olivero Keller Williams Realty

  428 Prosperous Valley Rd, Middletown, NY 10940
• 

  $306,000

  Sold Jan 27, 2026

  111 Apple Lane Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft
  • Built 1950

  Last Sold Summary

  • $266/SF
  • 99 Days On Market

  Current Estimated Value $319,937

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
• 

  Est $464,723

  Not Listed For Sale

  1 Placid Ave, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 2,000 Sq Ft
  • Built 1987

  1 Placid Ave, Middletown, NY 10941

  Last Sold Summary

  • 20 Days On Market
• 

  

  /44

  $299,999

  Pending

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

  54 Whitman Ct, Middletown, NY 10941

  Welcome home—a move-in ready 3-bedroom, 1.5-bath townhouse located in a quiet cul-de-sac within the Pine Bush School District. With NO HOA fees, this is an incredible opportunity for buyers seeking low-maintenance living without the added monthly costs.This well-maintained home offers a functional and inviting layout, perfect for everyday living and entertaining. The kitchen and dining area

  Jennifer Lappe Keller Williams Realty

  54 Whitman Ct, Middletown, NY 10941
• 

  $585,000

  Sold Nov 01, 2025

  94 Fair Oaks Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,434 Sq Ft
  • Built 2025

  Last Sold Summary

  • 10% Below List Price
  • $240/SF
  • 145 Days On Market

  Current Estimated Value $594,984

  Last Listing Agent Valeria Rios KW Hudson Valley Untied

  94 Fair Oaks Rd, Middletown, NY 10940
• 

  Est $456,842

  Not Listed For Sale

  10 Todd Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,352 Sq Ft
  • Built 1977

  10 Todd Dr, Middletown, NY 10941

  Last Sold Summary

  • 211 Days On Market
• 

  

  /22

  $329,000

  Pending

  • 3 Beds
  • 1 Bath
  • 1,400 Sq Ft

  26 Ridge St, Middletown, NY 10940

  Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 3 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 Ridge St, Middletown, NY 10940
• 

  $675,000

  Sold Mar 26, 2026

  339 Kirbytown Rd, Middletown, NY 10940

  • 5 Beds
  • 3.5 Baths
  • 3,358 Sq Ft
  • Built 1984

  Last Sold Summary

  • 7% Below List Price
  • $201/SF
  • 139 Days On Market

  Current Estimated Value $686,544

  Last Listing Agent Annie Hansen Howard Hanna Rand Realty

  339 Kirbytown Rd, Middletown, NY 10940
• 

  Est $275,839

  Not Listed For Sale

  6 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1977

  6 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 100 Days On Market
• 

  

  /17

  $339,990

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  5 Kendal Ln, Middletown, NY 10940

  Modern Comfort & Lake Access – The Best of Waters Edge! Welcome to this beautifully maintained 2-bedroom, 2.5-bath condo in the highly desirable Waters Edge community. Offering a perfect blend of peaceful lakeside living and modern convenience, this home is designed for those who appreciate a bright, open, and "easy-living" floor plan. Home Highlights: Bright & Airy Main Level: Enjoy a spacious

  Jonathon Lee KW Hudson Valley Untied

  5 Kendal Ln, Middletown, NY 10940
• 

  $340,000

  Sold Oct 06, 2025

  2411 Goshen Turnpike, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft
  • Built 1959

  Last Sold Summary

  • 1% Below List Price
  • $412/SF
  • 59 Days On Market

  Current Estimated Value $328,066

  Last Listing Agent Eliezer Salcer Preferred Properties Real Esta

  2411 Goshen Turnpike, Middletown, NY 10941
• 

  Est $279,868

  Not Listed For Sale

  44 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1979

  44 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 35 Days On Market
• 

  

  /32

  $449,000

  $19K PRICE INCREASE

  • 3 Beds
  • 2 Baths
  • 1,748 Sq Ft

  13 Forest Ave, Middletown, NY 10940

  Fresh updates. New improvements. New opportunity. 13 Forest Avenue is officially back on the market after completing repairs and updates, and it's ready for its next owner. This spacious home offers comfortable living, updated features, and a convenient location near schools, shopping, restaurants, and commuter routes. The recent improvements provide added value and confidence for buyers looking

  Pete Wolven Hudson Valley Home Connection

  13 Forest Ave, Middletown, NY 10940
• 

  $345,000

  Sold Jan 02, 2026

  53 Richmond Place, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft
  • Built 1936

  Last Sold Summary

  • 1% Below List Price
  • $302/SF
  • 36 Days On Market

  Current Estimated Value $333,058

  Last Listing Agent Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
• 

  Est $271,041

  Not Listed For Sale

  62 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1979

  62 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 79 Days On Market
• 

  

  /3

  $350,000

  • Land
  • 1.42 Acres
  • $245,752 per Acre

  65 James P Kelly Way, Middletown, NY 10940

  Great location for a business. C-3 Zoning allows for any business, commercial or residential mix use. 262 feet frontage. Annual Average Daily Traffic (AADT) for 2023 is 10,569. There was a pre-approved building plan for a doctor's office building. The land is in the city of Middletown. The city will provide water and sewer. C-3 allow for 6 story mix-use business and residential building with the

  Jonathon Lee KW Hudson Valley United

  65 James P Kelly Way, Middletown, NY 10940
• 

  $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 $297,316

  Last Listing Agent Abbe Distelburger Keller Williams Realty

  15 Commonwealth Ave, Middletown, NY 10940
• 

  Est $302,820

  Not Listed For Sale

  92 Sarah Ln, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,440 Sq Ft
  • Built 1978

  92 Sarah Ln, Middletown, NY 10941

  Last Sold Summary

  • 32 Days On Market
• 

  

  /37

  $699,999

  • 4 Beds
  • 2.5 Baths
  • 3,200 Sq Ft

  11 Oak Ridge Rd, Middletown, NY 10940

  Welcome to 11 Oak Ridge Road — a stunning contemporary Colonial in the highly sought-after Presidential Heights community. Known for its scenic mountain views and prime Hudson Valley location, this upscale neighborhood offers the perfect balance of tranquility, convenience, and lifestyle. Meticulously maintained and thoughtfully updated, this exceptional home offers approximately 3,200 square

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  11 Oak Ridge Rd, 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 $432,402

  Last Listing Agent Joao Rodrigues Preferred Properties Real Esta

  36 Lake Ave, Middletown, NY 10940

Showing Results 481 - 520, Page 13 of 18