Middletown, NY Homes

• 

  Est $447,342 Not Listed For Sale

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

  3 Frederick St, Middletown, NY 10941

  3 Frederick St, Middletown, NY 10941
• 

  

  /2

  $350,000

  • 3 Beds
  • 1 Bath
  • 924 Sq Ft

  8 Hill Rd, Middletown, NY 10941

  Looking for a home you can make your own without breaking the bank? This 924 sq ft ranch style home on 4 private acres with direct Wallkill River access is a rare opportunity! This home needs some cleanup and finishing touches inside. You could move right in and update as you go! The Detached Garage needs a new roof and renovations. Perfect for FHA 203K buyers who want a little sweat equity and a

  Nancy LaBarbera Keller Williams Hudson Valley

  8 Hill Rd, Middletown, NY 10941
• 

  $395,000 Sold Aug 28, 2025

  7 Randall Terrace, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,164 Sq Ft
  • Built 1953

  Last Sold Summary

  • 4% Below List Price
  • $339/SF
  • 53 Days On Market

  Current Estimated Value $394,431

  Last Listing Agent Desiree Beecham River Realty Services, Inc.

  7 Randall Terrace, Middletown, NY 10940
• 

  Est $444,193 Not Listed For Sale

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

  1 Placid Ave, Middletown, NY 10941

  1 Placid Ave, Middletown, NY 10941
• 

  

  

  /35

  $789,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 4,255 Sq Ft

  24 Woodside Ct, Middletown, NY 10941

  This stunning UPGRADED COLONIAL offers rare privacy at the end of a quiet cul-de-sac, just 10 mins outside of Middletown. Great Location!! A dream kitchen with high-end appliances, marble Carrara countertops, convection microwave, and double oven air fryer. Bonus room over the garage. Hardwood and tile floors throughout, marble / granite countertops in all baths, three walk-in closets,

  Philip Barnao eXp Realty

  24 Woodside Ct, Middletown, NY 10941
• 

  $125,500 Sold Feb 14, 2025

  2607 State Route 17k, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft
  • Built 2009

  Last Sold Summary

  • 16% Below List Price
  • $96/SF
  • 79 Days On Market

  Last Listing Agent Carol Cruz Keller Williams Hudson Valley

  2607 State Route 17k, Middletown, NY 10941
• 

  Est $269,390 Not Listed For Sale

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

  44 Sarah Ln, Middletown, NY 10941

  44 Sarah Ln, Middletown, NY 10941
• 

  

  /35

  $589,000

  • 4 Beds
  • 3 Baths
  • 2,732 Sq Ft

  24 3rd St, Middletown, NY 10940

  BETTER THAN NEW! SPACIOUS 4-Bedroom, 3-Full Bath Bi-Level ColonialWelcome to this meticulously maintained home offering over 2,700 sq ft of beautifully finished living space that blends modern style with timeless charm.Step into the gorgeous eat-in kitchen, thoughtfully designed with:A large center island with ample seatingGleaming hardwood floorsVaulted

  Jane Panico Realty Promotions Inc

  24 3rd St, Middletown, NY 10940
• 

  $140,000 Sold Dec 02, 2025

  228 Concord Ln Unit 228, Middletown, NY 10940

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

  Last Sold Summary

  • 2% Below List Price
  • $189/SF
  • 95 Days On Market

  Last Listing Agent Yasmine Delgado BHG Real Estate Green Team

  228 Concord Ln Unit 228, Middletown, NY 10940
• 

  Est $255,568 Not Listed For Sale

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

  62 Sarah Ln, Middletown, NY 10941

  62 Sarah Ln, Middletown, NY 10941
• 

  

  /42

  $469,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,940 Sq Ft

  23 Macintosh Dr, Middletown, NY 10941

  Welcome to Scotchtown! This true raised ranch offers room for all, with extensive improvements and quality updates throughout. Enjoy a neighborhood setting with the convenience of town of Wallkill amenities just minutes away! Step inside to a bright, light-filled interior with two levels of living space and a comfortable floor plan. Hardwood floors flow throughout the main spaces, while a vaulted

  Laurel Lustgarten Howard Hanna Rand Realty

  23 Macintosh Dr, Middletown, NY 10941
• 

  $210,000 Sold May 08, 2025

  57 Jimal Dr, Middletown, NY 10940

  • 1 Bed
  • 1 Bath
  • 893 Sq Ft
  • Built 1990

  Last Sold Summary

  • $235/SF
  • 128 Days On Market

  Current Estimated Value $217,195

  Last Listing Agent LIENA HAMDI Exit Realty Connections

  57 Jimal Dr, Middletown, NY 10940
• 

  Est $272,759 Not Listed For Sale

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

  92 Sarah Ln, Middletown, NY 10941

  92 Sarah Ln, Middletown, NY 10941
• 

  

  /27

  $414,999 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,795 Sq Ft

  11 Dolson Ave, Middletown, NY 10940

  Beautifully Updated Home in the Heart of Middletown! Step into this stunning 3-bedroom, 3-bath home offering 1,795 sq ft of stylish living space. The heart of the home is the modern, fully renovated kitchen featuring sleek white cabinetry, quartz countertops, a large center island with seating, stainless steel appliances, and an eye-catching tile backsplash—perfect for cooking, entertaining, and

  Gleny Bencosme Coldwell Banker Realty

  11 Dolson Ave, 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 $397,679

  Last Listing Agent Juan Bautista Keller Williams Realty

  15 Rowan St Unit 13, Middletown, NY 10940
• 

  Est $264,892 Not Listed For Sale

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

  5 Sarah Ln, Middletown, NY 10941

  5 Sarah Ln, Middletown, NY 10941
• 

  

  /18

  $695,000

  • 8 Beds
  • 3 Baths
  • 3,000 Sq Ft

  21-23 Highland Ave, Middletown, NY 10940

  Kathleen Christopherson EXCLUSIVE SALES AND RENTALS

  21-23 Highland Ave, Middletown, NY 10940
• 

  $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 $370,025

  Last Listing Agent Patricia Lucey Picture It Sold, LLC

  22 Maryland Ave, Middletown, NY 10940
• 

  Est $256,330 Not Listed For Sale

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

  53 Sarah Ln, Middletown, NY 10941

  53 Sarah Ln, Middletown, NY 10941
• 

  

  /40

  $513,999 Pending

  • 3 Beds
  • 3 Baths
  • 2,696 Sq Ft

  2 Danielle Ct, Middletown, NY 10940

  Welcome to 2 Danielle Court, a stucco home on just over a half-acre in desirable Middletown, NY. This move-in ready property features 3 bedrooms, 3 bathrooms, and a versatile media room on the lower level. Enjoy an inviting layout filled with natural light, plus an expansive backyard with endless possibilities. Located in a quiet cul-de-sac with parking for up to 6 vehicles. Comes with a FREE

  Ravyn Green YourHomeSold Guaranteed Realty

  2 Danielle Ct, Middletown, NY 10940
• 

  $305,000 Sold Apr 08, 2025

  11 Black Stallion Ct, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft
  • Built 1979

  Last Sold Summary

  • 2% Below List Price
  • $257/SF
  • 132 Days On Market

  Current Estimated Value $306,071

  Last Listing Agent Bente Brown John J Lease REALTORS Inc

  11 Black Stallion Ct, Middletown, NY 10940
• 

  Est $297,727 Not Listed For Sale

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

  57 Sarah Ln, Middletown, NY 10941

  57 Sarah Ln, Middletown, NY 10941
• 

  

  /16

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  744 Mount Hope Rd, Middletown, NY 10940

  A beautiful colonial home sitting on 3 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

  Anita S. Cristiano HomeSmart Homes & Estates

  744 Mount Hope 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

  Last Listing Agent Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
• 

  Est $327,080 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 1,692 Sq Ft

  19 Red Barn Ln, Middletown, NY 10940

  19 Red Barn Ln, Middletown, NY 10940
• 

  

  /38

  $400,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,643 Sq Ft

  100 Excelsior Ave, Middletown, NY 10940

  Welcome home to this 3 bedroom, 2.5 bath colonial tucked away on a quiet side street in the outskirts of Middletown! This home offers a comfortable layout starting with the main floor living room that seamlessly flows into an open kitchen and dining area - perfect for everyday living and entertaining. Here you will also find the convenience of a half bath, laundry room, direct access to a

  Melinda White Keller Williams Realty

  100 Excelsior Ave, Middletown, NY 10940
• 

  $484,000 Sold Apr 07, 2025

  295 Spruce Rd, Middletown, NY 10940

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

  Last Sold Summary

  • 8% Below List Price
  • $257/SF
  • 68 Days On Market

  Current Estimated Value $503,871

  Last Listing Agent Nicola Friedman Windsor Realty Services Inc

  295 Spruce Rd, Middletown, NY 10940
• 

  Est $299,714 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  40 Red Barn Ln, Middletown, NY 10940

  40 Red Barn Ln, Middletown, NY 10940
• 

  

  /43

  $425,000

  • Land
  • 63.3 Acres
  • $6,714 per Acre

  0 Bragg Hollow Rd, Middletown, NY 12438

  Investors, nature lovers, outdoor enthusiasts, discover the opportunity of a lifetime with this stunning 66.5-acre surveyed parcel of land nestled in the Catskill Mountains. This remarkable property offers not only a pristine natural setting but also breathtaking land, featuring pristine forested areas, open pastures, and picturesque meadows and quarries. Waterfalls, streams, trails throughout

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Bragg Hollow Rd, Middletown, NY 12438
• 

  $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 $433,141

  Last Listing Agent Mark Karten Karten Real Estate Svcs LLC

  225 Highland Ave, Middletown, NY 10940
• 

  Est $310,492 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft

  24 Black Stallion Ct, Middletown, NY 10940

  24 Black Stallion Ct, Middletown, NY 10940
• 

  

  /14

  $341,999

  • 3 Beds
  • 1.5 Baths
  • 1,528 Sq Ft

  21 N Aspen Rd, Middletown, NY 10940

  Move-in ready 3-bedroom, 2-bath townhouse in the Middletown School District. Home features new roof and siding (2023), new windows, and great flooring throughout. No repairs needed! Gas heat (no oil), fenced-in backyard, and covered porch. Delivered vacant at closing. Convenient location near schools, parks, shopping, and major routes. Perfect turnkey property for homeowner or investor!

  Derek Greene Greene Realty Group

  21 N Aspen Rd, Middletown, NY 10940
• 

  $269,900 Sold May 16, 2025

  247 Shaw Rd, Middletown, NY 10941

  • 2 Beds
  • 1 Bath
  • 1,020 Sq Ft
  • Built 1945

  Last Sold Summary

  • 4% Below List Price
  • $265/SF
  • 190 Days On Market

  Current Estimated Value $274,589

  Last Listing Agent Christina Gordon I Realty LLC

  247 Shaw Rd, Middletown, NY 10941
• 

  Est $329,433 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  28 Black Stallion Ct, Middletown, NY 10940

  28 Black Stallion Ct, Middletown, NY 10940
• 

  

  /37

  $415,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,104 Sq Ft

  160 Gillen Rd, Middletown, NY 10940

  Welcome home to this beautifully updated 3-bedroom, 2-bath ranch, perfectly situated on over 1 acre of land and offering the ideal blend of space, comfort, and modern upgrades. Featuring an oversized 2-car garage, a bright and inviting floor plan, and a walk-out basement, this property combines classic charm with a serene, retreat-like setting. Step inside to a spacious, sun-filled eat-in

  Marie Savage Curasi Realty, Inc.

  160 Gillen 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 $750,484

  Last Listing Agent Michelle Getty HVG Realty, Inc.

  3 Mulberry Run, Middletown, NY 10941
• 

  Est $347,968 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  21 Old Anvil Ln, Middletown, NY 10940

  21 Old Anvil Ln, Middletown, NY 10940
• 

  

  /35

  $500,000

  • 3 Beds
  • 2.5 Baths
  • 2,211 Sq Ft

  17 Magnolia Park Rd, Middletown, NY 10940

  Discover easy living in this beautifully maintained 3 bedroom, 2.5 bath townhouse located in the heart of Middletown! Offering three levels of comfortable space, this home features a bright main floor with gleaming hardwood floors, and open living and dining area, and a modern kitchen complete with granite countertops and ample cabinet space. Step outside to your private deck, perfect for morning

  Amy Rossi Howard Hanna Rand Realty

  17 Magnolia Park Rd, Middletown, NY 10940
• 

  $405,000 Sold May 21, 2025

  4 Cherry St, Middletown, NY 10940

  • 5 Beds
  • 2.5 Baths
  • 2,445 Sq Ft
  • Built 1951

  Last Sold Summary

  • 4% Above List Price
  • $166/SF
  • 159 Days On Market

  Current Estimated Value $413,249

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  4 Cherry St, Middletown, NY 10940
• 

  Est $324,632 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  11 Silo Ln, Middletown, NY 10940

  11 Silo Ln, Middletown, NY 10940

Showing Results 521 - 560, Page 14 of 18