Middletown, NY Homes

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  /33

  $558,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,108 Sq Ft

  78 Commonwealth Ave, Middletown, NY 10940

  Luxury Post & Beam Contemporary Home with Pool, Gardens & Private Elevator Experience timeless craftsmanship and modern luxury in this exceptional Post & Beam contemporary home. Designed for both comfort and style, this one-of-a-kind property offers warm architectural character, elegant finishes, and thoughtfully designed spaces for everyday living and entertaining. The spacious eat-in kitchen

  Jonathon Lee Keller Williams Hudson Valley

  78 Commonwealth Ave, Middletown, NY 10940
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  $300,000 Sold May 05, 2025

  26 Chaucer Ct, Middletown, NY 10941

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

  Last Sold Summary

  • $210/SF
  • 20 Days On Market

  Current Estimated Value $310,569

  Last Listing Agent Susanne Dermigny Howard Hanna Rand Realty

  26 Chaucer Ct, Middletown, NY 10941
• 

  Est $330,869 Not Listed For Sale

  50 Millsburg Rd, Middletown, NY 10940

  • 4 Beds
  • 1.5 Baths
  • 1,388 Sq Ft
  • Built 1920

  50 Millsburg Rd, Middletown, NY 10940

  Last Sold Summary

  • 20% Above List Price
  • $198/SF
  • 32 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Amanda Brehm Keller Williams Hudson Valley
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  /33

  $350,000

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

  A Truly Unique Opportunity – Live, Work, or Both!Welcome to a property that perfectly blends charm, function, and versatility. This special offering is not only a wonderful place to call home but also provides incredible potential to operate your own business—all in a convenient, easily accessible location.Currently configured as a single-family residence with mixed-use potential, this

  Frank Muccari Cronin & Company Real Estate

  727 Route 17m, Middletown, NY 10940
• 

  $392,000 Sold May 08, 2025

  33 Houston Ave, Middletown, NY 10940

  • 6 Beds
  • 2 Baths
  • 2,024 Sq Ft
  • Built 1895

  Last Sold Summary

  • 3% Above List Price
  • $194/SF
  • 29 Days On Market

  Current Estimated Value $409,827

  Last Listing Agent Adelta Upshur Mc Donald Adel Co Enterprises Inc

  33 Houston Ave, Middletown, NY 10940
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  Est $366,206 Not Listed For Sale

  14 S Centerville Rd, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,432 Sq Ft
  • Built 1824

  14 S Centerville Rd, Middletown, NY 10940

  Last Sold Summary

  • 13% Above List Price
  • $227/SF
  • 77 Days On Market

  Last Sold Price $325,000

  Last Listing Agent Ronald Garafalo John J Lease REALTORS Inc
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  /5

  $65,000

  • Land
  • 0.18 Acre
  • $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.

  Frank Rivera Hudson Valley Home Connection

  538 E Main St, Middletown, NY 10940
• 

  $350,000 Sold Apr 11, 2025

  105 Monhagen Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,568 Sq Ft
  • Built 1925

  Last Sold Summary

  • 1% Above List Price
  • $223/SF
  • 41 Days On Market

  Current Estimated Value $370,340

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

  105 Monhagen Ave, Middletown, NY 10940
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  Est $421,933 Not Listed For Sale

  2041 Route 6, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,302 Sq Ft
  • Built 1997

  2041 Route 6, Middletown, NY 10940

  Last Sold Summary

  • 4% Above List Price
  • $313/SF
  • 76 Days On Market

  Last Sold Price $407,000

  Last Listing Agent Dean Diltz Keller Williams Realty
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  /7

  $140,000

  • Land
  • 2.9 Acres
  • $48,276 per Acre

  Lot 2 S Centerville Rd, Middletown, NY 10940

  Welcome to this beautiful property nestled in the countryside, offering a peaceful setting, set back off the road. Boasting 2.9 acres, this parcel provides ample space to build your dream home and enjoy privacy, nature, and open skies. Located in the Minisink Valley School District, you’ll appreciate the convenience of being just minutes from the school campus. Area attractions nearby include

  Annie Hansen Howard Hanna Rand Realty

  Lot 2 S Centerville Rd, Middletown, NY 10940
• 

  $400,000 Sold May 30, 2025

  80 Maple Dr, Middletown, NY 10941

  • 3 Beds
  • 1.5 Baths
  • 1,852 Sq Ft
  • Built 1965

  Last Sold Summary

  • 23% Above List Price
  • $216/SF
  • 10 Days On Market

  Current Estimated Value $423,113

  Last Listing Agent Richard Baxter Keller Williams Realty

  80 Maple Dr, Middletown, NY 10941
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  Est $665,374 Not Listed For Sale

  36 Mulford Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,832 Sq Ft
  • Built 2000

  36 Mulford Rd, Middletown, NY 10940

  Last Sold Summary

  • 21% Above List Price
  • $194/SF
  • 140 Days On Market

  Last Sold Price $550,000

  Last Listing Agent Patricia Lucey Picture It Sold, LLC
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  /3

  $280,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,332 Sq Ft

  96 Belmont Ave, Middletown, NY 10940

  This short sale has great potential for the right investor.Owner occupied, Drive by only. Please do not disturb the owners. For questions regarding the property, please email Care Service (care@care-services.us) No calls please.

  Malia Leonard BUY NY REALTY LLC

  96 Belmont Ave, Middletown, NY 10940
• 

  $620,000 Sold Oct 27, 2025

  58 White Bridge Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 3,328 Sq Ft
  • Built 1992

  Last Sold Summary

  • 2% Below List Price
  • $186/SF
  • 21 Days On Market

  Current Estimated Value $643,598

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  58 White Bridge Rd, Middletown, NY 10940
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  Est $414,320 Not Listed For Sale

  210 S Centerville Rd, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,128 Sq Ft
  • Built 1965

  210 S Centerville Rd, Middletown, NY 10940

  Last Sold Summary

  • 1% Above List Price
  • $363/SF
  • 14 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  /27

  $314,999

  • 3 Beds
  • 2 Baths
  • 1,240 Sq Ft

  9 Genung St, Middletown, NY 10940

  Charming two-story home in the heart of Middletown! This spacious residence offers a welcoming front porch, perfect for relaxing evenings, and a practical layout filled with natural light. The home features multiple bedrooms, ample living space, and a generous yard with off-street parking. Located in a convenient neighborhood close to schools, shopping, dining, and major highways, this property

  Anthony Rivas Keller Williams Hudson Valley

  9 Genung St, Middletown, NY 10940
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  $605,000 Sold Sep 19, 2025

  344 Ingrassia Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft
  • Built 2006

  Last Sold Summary

  • 3% Below List Price
  • $251/SF
  • 71 Days On Market

  Current Estimated Value $601,478

  Last Listing Agent Travis Thompson Keller Williams Hudson Valley

  344 Ingrassia Rd, Middletown, NY 10940
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  Est $343,278 Not Listed For Sale

  209 S Centerville Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,036 Sq Ft
  • Built 1965

  209 S Centerville Rd, Middletown, NY 10940

  Last Sold Summary

  • 25% Above List Price
  • $265/SF
  • 36 Days On Market

  Last Sold Price $275,000

  Last Listing Agent Heather Thoms Q Home Sales
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  /50

  $849,000

  • 4 Beds
  • 4 Baths
  • 5,816 Sq Ft

  30 Heather Ct, Middletown, NY 10941

  This Contemporary Ranch blends classic single-level living with modern architectural accents, highlighted by its elegant stone and stucco facade, dramatic hip-roof design, and expansive, light-filled layout. Perfectly sited on 1.7 acres of beautifully manicured, gently sloped grounds, the home captures stunning open views of rolling fields, forests, and distant mountains, creating a sense of

  John Ruggieri BHHS Hudson Valley Properties

  30 Heather Ct, Middletown, NY 10941
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  $425,000 Sold Aug 11, 2025

  44 Karen Joy Dr, Middletown, NY 10940

  • 4 Beds
  • 1.5 Baths
  • 2,706 Sq Ft
  • Built 1977

  Last Sold Summary

  • $157/SF
  • 97 Days On Market

  Current Estimated Value $452,368

  Last Listing Agent Frank Muccari Cronin & Company Real Estate

  44 Karen Joy Dr, Middletown, NY 10940
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  Est $1,931,270 Not Listed For Sale

  213 Jogee Rd, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,220 Sq Ft
  • Built 1800

  213 Jogee Rd, Middletown, NY 10940

  Last Sold Summary

  • 354% Above List Price
  • $348/SF
  • 98 Days On Market

  Last Sold Price $425,000

  Last Listing Agent Donna Geba Century 21 Geba Realty
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  /42

  $625,000 Pending

  • 2 Beds
  • 3 Baths
  • 2,975 Sq Ft

  24 Juniper Cir, Middletown, NY 10940

  WELCOME TO WILDFLOWER AT WALLKILL — Orange County's premier 55+ Community! This elegant Tarrington model offers nearly 3,000 square feet of beautifully designed living space, combining comfort, sophistication, and convenience. Inside, you’ll find an open dining and living room combination creates the perfect flow for gatherings, while the expansive kitchen and family room with cathedral ceilings

  Patricia Sassi RE/MAX Benchmark Realty Group

  24 Juniper Cir, Middletown, NY 10940
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  $442,500 Sold Apr 24, 2025

  10 Todd Dr, Middletown, NY 10941

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

  Last Sold Summary

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

  Current Estimated Value $473,822

  Last Listing Agent Anthony Gnagnarelli Keller Williams Valley Realty

  10 Todd Dr, Middletown, NY 10941
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  Est $773,223 Not Listed For Sale

  220 Mt Orange Rd, Middletown, NY 10940

  • 3 Beds
  • 3.5 Baths
  • 3,456 Sq Ft
  • Built 2002

  220 Mt Orange Rd, Middletown, NY 10940

  Last Sold Summary

  • 3% Above List Price
  • $217/SF
  • 63 Days On Market

  Last Sold Price $749,000

  Last Listing Agent Barbara Allen HomeSmart Homes & Estates
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  /24

  $499,900

  • 1 Bed
  • 1.5 Baths
  • 1,428 Sq Ft

  6 Bart Bull Rd, Middletown, NY 10941

  Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

  Rebecca Matta-Candela Keller Williams Realty

  6 Bart Bull Rd, Middletown, NY 10941
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  $157,200 Sold Dec 05, 2025

  10 Hoffman St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,200 Sq Ft
  • Built 1920

  Last Sold Summary

  • 17% Below List Price
  • $131/SF
  • 70 Days On Market

  Current Estimated Value $210,125

  Last Listing Agent Jamarr Zellner REALHome Services & Solutions

  10 Hoffman St, Middletown, NY 10940
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  Est $589,467 Not Listed For Sale

  809 Kirbytown Rd, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,043 Sq Ft
  • Built 2001

  809 Kirbytown Rd, Middletown, NY 10940

  Last Sold Summary

  • 12% Above List Price
  • $257/SF
  • 35 Days On Market

  Last Sold Price $525,000

  Last Listing Agent Meaghan Michella Cronin & Company Real Estate
• 

  /2

  $625,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 3,013 Sq Ft

  43 Putters Way, Middletown, NY 10940

  This beautiful, and very well maintained four level condo is situated not far from the entrance gate and next to a parking area for visitors. Wood floors throughout the first floor and second floor hall. The carpet in the bedrooms is new. The 4th level office is a great private space. Two transom topped french doors in the living room lead out to a private paver patio surrounded by tall

  Chris Staritz Howard Hanna Rand Realty

  43 Putters Way, Middletown, NY 10940
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  $380,000 Sold Mar 12, 2025

  2 Grosvenor Mews, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 1,608 Sq Ft
  • Built 2000

  Last Sold Summary

  • 6% Above List Price
  • $236/SF
  • 27 Days On Market

  Current Estimated Value $399,835

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  2 Grosvenor Mews, Middletown, NY 10940
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  Est $635,246 Not Listed For Sale

  658 Mt Orange Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,482 Sq Ft
  • Built 2005

  658 Mt Orange Rd, Middletown, NY 10940

  Last Sold Summary

  • 8% Above List Price
  • $238/SF
  • 100 Days On Market

  Last Sold Price $590,000

  Last Listing Agent Christina Biagini Weichert Realtors
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  /2

  $40,000 Pending

  • 550 Sq Ft

  40 Ivory Ln, Middletown, NY 10940

  THIS SPACIOUS PARCEL OF LAND IN MIDDLETOWN, NY OFFERS AN EXCELLENT OPPORTUNITY FOR AFFORDABLE LIVING OR INVESTMENT. THIS PROPERTY OFFERS THE OPPORTUNITY TO REPLACE THE EXISTING STRUCTURE WITH CONVENIENT ACCESS TO UTILITIES THE LOT IS READY FOR REDEVELOPMENT. WHETHER YOUR'RE LOOKING TO BUILD EQUITY OR SEEKING RENTAL INCOME POTENTIAL THIS PROPERTY COMBINES AFFORDABILITY WITH FLEXIBILITY. LOCATED

  ALISON NIXON eXp Realty

  40 Ivory Ln, Middletown, NY 10940
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  $430,000 Sold May 31, 2025

  49 Bedford Ave, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,636 Sq Ft
  • Built 1950

  Last Sold Summary

  • $263/SF
  • 23 Days On Market

  Current Estimated Value $433,559

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  49 Bedford Ave, Middletown, NY 10940
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  Est $801,319 Not Listed For Sale

  427 Kirbytown Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 3,350 Sq Ft
  • Built 1999

  427 Kirbytown Rd, Middletown, NY 10940

  Last Sold Summary

  • 7% Above List Price
  • $224/SF
  • 110 Days On Market

  Last Sold Price $750,000

  Last Listing Agent Kewin Garabito eXp Realty
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  /2

  $269,000

  • 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 Keller Williams Hudson Valley

  11 Philcox Rd, Middletown, NY 10940
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  $450,000 Sold Dec 19, 2025

  6 Tice Ln, Middletown, NY 10941

  • 3 Beds
  • 2 Baths
  • 2,070 Sq Ft
  • Built 1986

  Last Sold Summary

  • $217/SF
  • 43 Days On Market

  Current Estimated Value $453,321

  Last Listing Agent John Olivero Keller Williams Realty

  6 Tice Ln, Middletown, NY 10941
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  Est $600,297 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

  • 22% Above List Price
  • $169/SF
  • 75 Days On Market

  Last Sold Price $493,000

  Last Listing Agent Tolga Erzene Keller Williams Rlty Integrity
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  /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 Blooming Realty

  26 Ridge St, Middletown, NY 10940
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  $402,000 Sold Sep 12, 2025

  19 Morningside Dr, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 1,984 Sq Ft
  • Built 1971

  Last Sold Summary

  • 9% Above List Price
  • $203/SF
  • 15 Days On Market

  Current Estimated Value $407,834

  Last Listing Agent Paul Halpern Hudson Valley Griffith

  19 Morningside Dr, Middletown, NY 10941
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  Est $709,035 Not Listed For Sale

  454 Kirbytown Rd, Middletown, NY 10940

  • 4 Beds
  • 2.5 Baths
  • 2,721 Sq Ft
  • Built 1998

  454 Kirbytown Rd, Middletown, NY 10940

  Last Sold Summary

  • 12% Above List Price
  • $232/SF
  • 27 Days On Market

  Last Sold Price $631,000

  Last Listing Agent Norberto Tirado N Tirado Realty LLC
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  /6

  $75,000 Pending

  • 2 Beds
  • 1 Bath
  • 624 Sq Ft

  3 Birch St, Middletown, NY 10940

  Single Family Seasonal Cottage in Middletown! Here's the opportunity to create your perfect getaway at this cozy 2 story cabin set on a 50 x 100 ft lot in the heart of Middletown. The attic portion was being converted into living space, designed to accommodate three bedrooms and one bathroom. This cabin holds endless potential and offers buyers a chance to design a custom retreat. Property

  Thomas Horodecki Capri Jet Realty Corp

  3 Birch St, Middletown, NY 10940

Showing Results 361 - 400, Page 10 of 18