Middletown, NY Homes

• 

  Est $626,120

  Not Listed For Sale

  1053 Kirby Place, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,912 Sq Ft
  • Built 1986

  1053 Kirby Place, Middletown, NY 10940

  Last Sold Summary

  • 75 Days On Market

  Last Listing Agent Tolga Erzene Keller Williams Rlty Integrity
• 

  

  

  /12

  $210,000

  Pending Pre-Foreclosure

  • 3 Beds
  • 1.5 Baths
  • 1,320 Sq Ft

  8 Grant St, Middletown, NY 10940

  Here's the opportunity investors have been waiting for. This two-story colonial offers the right buyer a full-renovation canvas with real upside. Generous room sizes, hardwood floors on the upper level, a covered front porch, and an oversized barn/garage outbuilding in the rear — features that support strong ARV whether you're flipping or holding for rental income. The home needs a complete

  Igor Krasnoperov Rising Star Realty

  8 Grant St, Middletown, NY 10940
• 

  $580,000

  Sold Mar 09, 2026

  126 W Main St, Middletown, NY 10940

  • 6 Beds
  • 4 Baths
  • 2,074 Sq Ft
  • Built 1870

  Last Sold Summary

  • 1% Above List Price
  • $280/SF
  • 52 Days On Market

  Current Estimated Value $434,462

  Last Listing Agent Sandra Arnez KW Hudson Valley United

  126 W Main St, Middletown, NY 10940
• 

  Est $474,100

  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

  • 26 Days On Market

  Last Listing Agent Kathy Eubanks Keller Williams Realty
• 

  

  

  /7

  $849,999

  New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,862 Sq Ft

  241 Midland Lake Rd, Middletown, NY 10941

  NEW CONSTRUCTION! Set against a peaceful backdrop, this Colonial pairs timeless curb appeal with a practical, beautifully planned interior. This home offers a modern living space with four bedrooms, two and a half baths, a dedicated den, a generous kitchen with island, formal dining and living rooms, second-floor laundry, and a spacious bonus room that doubles as the fourth bedroom. A welcoming

  Hilary Ryan Goldman Howard Hanna Rand Realty

  241 Midland Lake Rd, Middletown, NY 10941
• 

  $679,000

  Sold Apr 30, 2026

  864 Route 17m, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,400 Sq Ft
  • Built 2025

  Last Sold Summary

  • $283/SF
  • 32 Days On Market

  Current Estimated Value $676,767

  Last Listing Agent Anita S. Cristiano HomeSmart Homes & Estates

  864 Route 17m, Middletown, NY 10940
• 

  Est $492,833

  Not Listed For Sale

  634 Pocatello Rd, Middletown, NY 10940

  • 4 Beds
  • Built 1880

  634 Pocatello Rd, Middletown, NY 10940

  Last Sold Summary

  • 185 Days On Market

  Last Listing Agent Bryan Dale eXp Realty
• 

  

  /18

  $55,000

  • Land
  • 5.26 Acres
  • $10,456 per Acre

  0 Joe Todd Rd Unit R1680388, Middletown, NY 10940

  Near the end of a quiet town-maintained dead-end road, you’ll find this ideal building lot in the town of Fleischmanns. This parcel has a mix of evergreens, deciduous trees, open clearings, and a seasonal stream, most of which is on level terrain ideal for a driveway and building site. Enjoy the peace and tranquility of a wooded sanctuary just minutes up the hill from the happening main street of

  Peter Kleeman Listing by Jewett and Jewett LLC

  

  0 Joe Todd Rd Unit R1680388, Middletown, NY 10940
• 

  $390,000

  Sold May 18, 2026

  32 Dudley Ln, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,984 Sq Ft
  • Built 1900

  Last Sold Summary

  • 7% Below List Price
  • $197/SF
  • 78 Days On Market

  Current Estimated Value $390,875

  Last Listing Agent Naomi Streicher Q Home Sales

  32 Dudley Ln, Middletown, NY 10940
• 

  Est $510,212

  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

  • 49 Days On Market

  Last Listing Agent Christian Baez KW Hudson Valley United
• 

  

  /12

  $65,000

  $10K PRICE INCREASE

  • Land
  • 7,875 Sq Ft
  • $359,513 per Acre

  538 E Main St, Middletown, NY 10940

  Residential land avaiable on East Main Street, close to the Crystal Medical center, close to NYS HWY 17, close to the Galleria Mall, close to the new Resorts and Casino about 30 milles away, close to the Poconos, come built you new home here.Attached to this listing are documents from the building dept to help you, Make sure to see the documents attached.

  Frank Rivera Hudson Valley Home Connection

  538 E Main St, Middletown, NY 10940
• 

  $510,000

  Sold Jun 08, 2026

  22 Sharon Dr, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,132 Sq Ft
  • Built 2000

  Last Sold Summary

  • 2% Above List Price
  • $239/SF
  • 85 Days On Market

  Current Estimated Value $511,891

  Last Listing Agent Ammar Iqbal eXp Realty

  22 Sharon Dr, Middletown, NY 10941
• 

  Est $306,675

  Not Listed For Sale

  168 Camp Stadie Rd, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft
  • Built 1961

  168 Camp Stadie Rd, Middletown, NY 10940

  Last Sold Summary

  • 201 Days On Market

  Last Listing Agent Ann Marie D'Onofrio Briante Realty Group, LLC
• 

  

  /47

  $1,249,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 4,225 Sq Ft

  2 White Horse Rd, Middletown, NY 10940

  Offered for sale for the very first time by its original owners, this custom-designed and thoughtfully upgraded 3-bedroom, 2.5-bath private luxury estate is nestled on 12.7 level acres in the Town of Greenville. Built in 2014 with quality craftsmanship and comfort in mind, this expansive home offers the perfect blend of space, functionality, and modern efficiency. The chef’s kitchen outfitted

  Vanessa Wight BHG Real Estate Green Team

  2 White Horse Rd, Middletown, NY 10940
• 

  $400,000

  Sold Jul 13, 2026

  41 Monhagen Ave Unit 39, Middletown, NY 10940

  • 5 Beds
  • 4 Baths
  • Built 1910

  Last Sold Summary

  • 2% Below List Price
  • 90 Days On Market

  Last Listing Agent Zhiheng Tang KW Hudson Valley United

  41 Monhagen Ave Unit 39, Middletown, NY 10940
• 

  Est $467,651

  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

  • 24 Days On Market

  Last Listing Agent Kirk German HomeSmart Homes & Estates
• 

  

  /50

  $310,000

  • 3 Beds
  • 1.5 Baths
  • 1,398 Sq Ft

  4 Lincoln St, Middletown, NY 10940

  This 3-bedroom, 2-bath Colonial offers 1,398 square feet of comfortable living space on a 0.11-acre lot. Built in 1890, the home blends timeless style with thoughtful upgrades while keeping its original charm. Enjoy bright mornings with natural light, cozy evenings at home, and a neighborhood close to shopping, restaurants, parks, schools, and local services. All utilities are available, making

  Matthew Gibbs KW Hudson Valley United

  4 Lincoln St, Middletown, NY 10940
• 

  $550,000

  Sold Apr 02, 2026

  6 Wayne Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,680 Sq Ft
  • Built 1985

  Last Sold Summary

  • 5% Above List Price
  • $327/SF
  • 36 Days On Market

  Current Estimated Value $548,482

  Last Listing Agent Tremaine Selby Weichert Realtors

  6 Wayne Dr, 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

  • 25 Days On Market

  Last Listing Agent Deniece Carter Curasi Realty, Inc.
• 

  

  /25

  $390,000

  Pending

  • 4 Beds
  • 2 Baths
  • 1,652 Sq Ft

  21 Albert St, Middletown, NY 10940

  Charming 4-bedroom, 2-bath home in the heart of Middletown offering space, character, and endless potential! Nestled on a sidewalk-lined street, this property features a welcoming wraparound porch — the perfect spot to relax. Step inside the inviting foyer and into a spacious living room adjacent to the dining room and kitchen featuring a center island, with bathroom conveniently located on the

  Christina Wilger RE/MAX Benchmark Realty Group

  21 Albert St, Middletown, NY 10940
• 

  $300,000

  Sold Oct 14, 2025

  7 Wilbur Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,922 Sq Ft
  • Built 1892

  Last Sold Summary

  • 20% Below List Price
  • $156/SF
  • 128 Days On Market

  Current Estimated Value $367,413

  Last Listing Agent John Bilancione Nicoli Realty

  7 Wilbur Ave, 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

  • 18 Days On Market

  Last Listing Agent Feng Chang Acer Realty Inc
• 

  

  /46

  $550,000

  Pending

  • 4 Beds
  • 2.5 Baths
  • 2,069 Sq Ft

  16 Houston Ext Ave, Middletown, NY 10940

  Welcome to this beautiful, young Colonial, built in 2016 and ideally situated on a quiet street of newer homes in Middletown. Offering 4 spacious bedrooms and 2.5 bathrooms, this move-in-ready property seamlessly combines modern convenience with timeless style. The main level features gleaming hardwood floors, complemented by durable tile in the kitchen, half bath, and garage entry. Designed for

  Karleen Jedziniak Howard Hanna Rand Realty

  16 Houston Ext Ave, Middletown, NY 10940
• 

  $440,000

  Sold Jun 07, 2026

  47 Liberty St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft
  • Built 1890

  Last Sold Summary

  • 1% Above List Price
  • $357/SF
  • 18 Days On Market

  Current Estimated Value $426,239

  Last Listing Agent Jonathon Lee KW Hudson Valley United

  47 Liberty St, 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

  • 19 Days On Market

  Last Listing Agent Linda Clark Hudson Valley Griffith
• 

  

  /22

  $318,000

  Pending

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft

  9 Jordan Ln, Middletown, NY 10940

  Welcome to easy townhouse living in Mountainside Hills, Middletown! This lovely 3 bedroom, 2.5 bath home offers comfort, space, and convenience. The main level features a spacious living room, formal dining area with hardwood floors, powder room and laundry room. The spacious eat-in kitchen is equipped with stainless steel appliances, along with elegant granite countertops. Upstairs, you'll find

  Bonnie Natt Realty Promotions Inc

  9 Jordan Ln, Middletown, NY 10940
• 

  $436,000

  Sold Apr 24, 2026

  227 Deer Ct Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft
  • Built 1991

  Last Sold Summary

  • 7% Above List Price
  • $227/SF
  • 22 Days On Market

  Current Estimated Value $422,743

  Last Listing Agent Jie Liu KW Hudson Valley United

  227 Deer Ct Dr, 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

  • 10 Days On Market

  Last Listing Agent Christina Rowan Howard Hanna Rand Realty
• 

  

  /58

  $575,000

  • 12 Beds
  • 10 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  CASH ONLY - Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 10 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
• 

  $340,000

  Sold Dec 19, 2025

  8 Park Row, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1965

  Last Sold Summary

  • 4% Above List Price
  • $227/SF
  • 27 Days On Market

  Current Estimated Value $332,639

  Last Listing Agent Vanessa Wight BHG Real Estate Green Team

  8 Park Row, Middletown, NY 10941
• 

  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

  • 23 Days On Market

  Last Listing Agent Juan Bautista Serhant LLC
• 

  

  /19

  $333,000

  • 3 Beds
  • 1 Bath
  • 1,152 Sq Ft

  23 Harrison St Unit 25, Middletown, NY 10940

  Come see this well maintained 2 story colonial style home. Centrally located in the City of Middletown which allows you to be minutes away to all the great eateries and to all major shopping and public transportation. The home has taken a few updates over the years. Home has a spacious living room that leads into a formal dining room. Kitchen has plenty of cabinet space as well. The central a.c

  Pedro Garcia Curasi Realty, Inc.

  23 Harrison St Unit 25, Middletown, NY 10940
• 

  $538,900

  Sold Mar 31, 2026

  4 Wayne Ct, Middletown, NY 10941

  • 4 Beds
  • 2.5 Baths
  • 2,404 Sq Ft
  • Built 2004

  Last Sold Summary

  • $224/SF
  • 33 Days On Market

  Current Estimated Value $551,873

  Last Listing Agent Antoinette Gundersen HomeSmart Homes & Estates

  4 Wayne Ct, Middletown, NY 10941
• 

  Est $472,244

  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

  • 22 Days On Market

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

  

  /29

  $550,000

  Pending

  • 4 Beds
  • 3 Baths
  • 2,018 Sq Ft

  13 Avenue B, Middletown, NY 10940

  THIS BI LEVEL FEATURES 2018 SQUARE FEET, WITH AN OPEN CONCEPT, VAULTED CEILINGS, MASTER SUITE, THREE ADDITIONAL BEDROOMS WITH TWO MORE FULL BATHS, HARD WOOD FLOORING ON THE SECOND LEVEL, KITCHEN WITH ISLAND, GRANITE COUNTER TOP, STAINLESS STEEL APPLIANCES, TWO CAR ATTACHED GARAGE WITH AN EXTENDED DRIVEWAY TO ACCOMODATE MANY MORE CARS

  Christopher Hosten Charles Rutenberg Realty, Inc.

  13 Avenue B, Middletown, NY 10940
• 

  $360,000

  Sold Sep 19, 2025

  36 Karen Dr, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,436 Sq Ft
  • Built 1965

  Last Sold Summary

  • 5% Below List Price
  • $251/SF
  • 122 Days On Market

  Current Estimated Value $386,051

  Last Listing Agent Jason Madison eXp Realty

  36 Karen Dr, Middletown, NY 10940
• 

  Est $506,477

  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

  • 27 Days On Market

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

  

  /49

  $465,000

  • 3 Beds
  • 2 Baths
  • 1,912 Sq Ft

  168 Shawangunk Rd, Middletown, NY 10940

  Discover the perfect blend of historic charm, modern comfort, and peaceful country living in this utterly delightful home, beautifully situated on 2.2 wooded acres. Rich in character, the residence showcases timeless architectural details while benefiting from a comprehensive renovation. Prior to renovation, the home was thoroughly gutted and fully foam insulated, with all-new plumbing and

  Jason Kerwar William Raveis Real Estate

  168 Shawangunk Rd, Middletown, NY 10940
• 

  $475,000

  Sold Aug 21, 2025

  19 Woodrose Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,890 Sq Ft
  • Built 2020

  Last Sold Summary

  • 6% Above List Price
  • $164/SF
  • 31 Days On Market

  Current Estimated Value $500,955

  Last Listing Agent Debbie Goldstein Howard Hanna Rand Realty

  19 Woodrose Ct, Middletown, NY 10940
• 

  Est $350,633

  Not Listed For Sale

  8 Buckingham Mews, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,262 Sq Ft
  • Built 1987

  8 Buckingham Mews, Middletown, NY 10940

  Last Sold Summary

  • 56 Days On Market

  Last Listing Agent Zhiheng Tang KW Hudson Valley United

Showing Results 441 - 480, Page 12 of 18