Middletown, NY Homes

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  /49

  $759,000

  • 5 Beds
  • 3 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Classic 1863 Farmhouse in Mint Condition – Riverfront Property in Goshen School District. Step into timeless elegance with this beautifully restored 1863 farmhouse, set on 10 picturesque acres in the highly desirable Goshen School District. This 5-bedroom, 3-bath home offers the perfect blend of historic charm and modern convenience, featuring original hardwood floors, a brick fireplace,

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
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  /8

  $2,800 per month

  • 3 Beds
  • 2 Baths
  • 1,690 Sq Ft
  • Condo for Rent

  390 Crystal Run Rd, Middletown, NY 10941

  Property Id: 1833609Vibrant location in the midst of very desirable tenants as Neighbors. Only one unit left. Must see for location. Services like 24-hour fire surveillance, sprinkler system in place, well manicured and maintained premises, lots of parking.

  390 Crystal Run Rd, Middletown, NY 10941
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  $345,000 Sold Jan 09, 2026

  1 Chancery Mews, Middletown, NY 10940

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

  Last Sold Summary

  • 1% Below List Price
  • $215/SF
  • 64 Days On Market

  Current Estimated Value $352,580

  Last Listing Agent Sean Walker Keller Williams Realty

  1 Chancery Mews, Middletown, NY 10940
• 

  Est $417,703 Not Listed For Sale

  68 Anthony St, Middletown, NY 10940

  • 3 Beds
  • 2 Baths
  • 1,350 Sq Ft
  • Built 2014

  68 Anthony St, Middletown, NY 10940

  Last Sold Summary

  • 2% Above List Price
  • $304/SF
  • 22 Days On Market

  Last Sold Price $410,000

  Last Listing Agent Aracelis Rosario Minaya Century 21 Full Service Realty
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  /16

  $59,000 Under Contract

  • Land
  • 4.66 Acres
  • $12,661 per Acre

  Tbd Running Horse Rd, Middletown, NY 12455

  Tucked away on a private dead end road, this 4.66-acre parcel offers the perfect balance of seclusion and accessibility. The property features a generous, usable area at the front that's easily accessible from the road—ideal for siting your home, cabin, or weekend retreat. As the land stretches back, the terrain becomes steeper, adding character and natural privacy. The wooded setting provides a

  Teresa Falkowski Keller Williams Realty HV Nort

  Tbd Running Horse Rd, Middletown, NY 12455
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  /19

  $2,200 per month

  • 2 Beds
  • 1 Bath
  • 718 Sq Ft
  • Apartment for Rent

  31 Beattie Ave Unit 2, Middletown, NY 10940

  Now available at 31 Beattie Ave, Apt #2 in Middletown, this well-maintained upstairs apartment offers a bright, comfortable layout in a residential neighborhood. The rent includes heat & hot water. Tenants would pay their own electricity, and includes off-street parking for added convenience. Located close to local shops, dining, and major roadways, this apartment provides easy access to everyday

  Kason Fearon Serhant LLC

  31 Beattie Ave Unit 2, Middletown, NY 10940
• 

  $374,300 Sold Sep 05, 2025

  14 W Prospect Ave, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,788 Sq Ft
  • Built 1935

  Last Sold Summary

  • 2% Below List Price
  • $209/SF
  • 57 Days On Market

  Current Estimated Value $388,562

  Last Listing Agent Sharon Reynolds Keller Williams Hudson Valley

  14 W Prospect Ave, Middletown, NY 10940
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  Est $665,117 Not Listed For Sale

  77 Fairways Dr, Middletown, NY 10940

  • 2 Beds
  • 3.5 Baths
  • 1,762 Sq Ft
  • Built 2008

  77 Fairways Dr, Middletown, NY 10940

  Last Sold Summary

  • 56% Above List Price
  • $242/SF
  • 15 Days On Market

  Last Sold Price $427,000

  Last Listing Agent Frank Muccari Cronin & Company Real Estate
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  /2

  $210,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,040 Sq Ft

  36 Mountain Ave Unit 34, Middletown, NY 10940

  This is a short sale Property being sold as is. This property has plenty of potential. A double sized lot. You can bring your hammers and fix up the property or knock down and build your dream home. Hurry before its gone.

  Arduino Colomban Skyler Realty LLC

  36 Mountain Ave Unit 34, Middletown, NY 10940
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  /12

  $2,450 per month

  • 3 Beds
  • 2 Baths
  • Condo for Rent

  412 North St Unit 2, Middletown, NY 10940

  Property Id: 1050442This bi-level property is located at the boundary of Middletown and Wallkill town. The apartment has three bedrooms, two bathrooms, one living room and one eat-in kitchen. It also contains a bonus room next to the master bedroom, ideal to use as an office/study or activity room. Off street parking (up to two cars). Utilities not included. One year or longer term lease

  412 North St Unit 2, Middletown, NY 10940
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  $340,500 Sold Dec 05, 2025

  110 Deer Ct Dr, Middletown, NY 10940

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

  Last Sold Summary

  • $177/SF
  • 77 Days On Market

  Current Estimated Value $344,551

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  Est $214,388 Not Listed For Sale

  133 Fairfax Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft
  • Built 1950

  133 Fairfax Ave, Middletown, NY 10940

  Last Sold Summary

  • 206% Above List Price
  • $64/SF
  • 45 Days On Market

  Last Sold Price $70,000

  Last Listing Agent Dov Tessler Keller Williams Hudson Valley
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  /11

  $129,999 Pending

  • 3 Beds
  • 2 Baths
  • 1,080 Sq Ft

  5 Sayer Ln, Middletown, NY 10940

  Welcome to 5 Sayer Lane in Middletown, NY, a rare opportunity with serious potential.This manufactured home sits on its own land and is ready for a full Max-Effort transformation. Whether you plan to fully remodel or remove and replace, the possibilities are wide open. The property previously had all utilities connected, and they remain present on site, giving you a strong head start for

  Pete Wolven Hudson Valley Home Connection

  5 Sayer Ln, Middletown, NY 10940
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  /22

  $2,150 per month

  • 3 Beds
  • 2 Baths
  • 1,072 Sq Ft
  • House for Rent

  23 Wawayanda Ave, Middletown, NY 10940

  This two story home has so much to offer. On the first floor there is a bright and sunny living room, dining room, full bathroom and kitchen with stainless steel appliances. Upstairs there are three good sized bedrooms and another full bathroom. There is a nice level yard and driveway parking. This home is close to all shops, restaurants, schools, public transportation and highway access.

  Melissa Henlon

  23 Wawayanda Ave, Middletown, NY 10940
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  $490,000 Sold Sep 26, 2025

  391 Scotchtown Collabar Rd, Middletown, NY 10941

  • 4 Beds
  • 1.5 Baths
  • 2,722 Sq Ft
  • Built 1800

  Last Sold Summary

  • 12% Below List Price
  • $180/SF
  • 98 Days On Market

  Last Listing Agent John Biasi Howard Hanna Rand Realty

  391 Scotchtown Collabar Rd, Middletown, NY 10941
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  Est $520,202 Not Listed For Sale

  177 High Barney Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,376 Sq Ft
  • Built 2009

  177 High Barney Rd, Middletown, NY 10940

  Last Sold Summary

  • 12% Above List Price
  • $196/SF
  • 41 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Noel Cohen Cohen and Cohen Consulting
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  /24

  $215,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  326 Concord Ln, Middletown, NY 10940

  Buttonwood Hills Condominiums now offers a 2 bedroom/2 bath unit for your purchase & to call home! A ground level end unit with open floor from living room to dining room with sliders that lead to a seating area where you can enjoy the outdoors. Beautiful kitchen with stainless steel appliances & plenty of cabinet space. Spacious bedrooms, one with a Suite with double closets and a private full

  Sandra Arnez Keller Williams Hudson Valley

  326 Concord Ln, Middletown, NY 10940
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  /15

  $1,970 per month

  • Studio
  • 1 Bath
  • Condo for Rent

  98 Cottage St Unit SI ID1056800P, Middletown, NY 10940

  The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

  98 Cottage St Unit SI ID1056800P, Middletown, NY 10940
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  $410,000 Sold Oct 16, 2025

  104 Monhagen Ave, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,223 Sq Ft
  • Built 1875

  Last Sold Summary

  • 4% Below List Price
  • $184/SF
  • 19 Days On Market

  Current Estimated Value $413,080

  Last Listing Agent Jeffrey Hozias Howard Hanna Rand Realty

  104 Monhagen Ave, Middletown, NY 10940
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  Not Listed For Sale

  923 Tower Ridge Cir, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft
  • Built 2007

  923 Tower Ridge Cir, Middletown, NY 10941

  Last Sold Summary

  • $259/SF
  • 201 Days On Market

  Last Sold Price $230,000

  Last Listing Agent Hazel Cello Keller Williams Hudson Valley
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  /32

  $330,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,470 Sq Ft

  10 Royce Ave, Middletown, NY 10940

  MIDDLETOWN MAKES AN IDEAL PLACE TO CALL HOME, WITH IT'S VIBRANT DOWNTOWN AND EASY ACCESS TO MAJOR HIGHWAYS AND PUBLIC TRANSPORTATION TO NYC. SITUATED CLOSE TO LOCAL SHOPS, RESTAURANTS & NEARBY PARKS SITS THIS VERY WELL MAINTAINED 3 BEDROOM, 1.5 BATHROOMS, FINISHED ATTIC CHARMING COLONIAL HOME. LOCATED IN A HIGHLY DESIRABLE NEIGHBORHOOD THIS GEM FEATURES A SPACIOUS LAYOUT WITH CLASSIC

  ALISON NIXON eXp Realty

  10 Royce Ave, Middletown, NY 10940
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  /20

  $2,600 per month

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • House for Rent

  5 N Aspen Rd, Middletown, NY 10940

  Welcome to this updated 3-bedroom, 2 full-bath townhouse with luxurious upgrades throughout. As you step inside, you’re greeted by an inviting living space filled with abundant natural light that flows seamlessly into the upgraded kitchen. The renovated kitchen features stainless steel appliances, ample storage, and functional counter space—perfect for everyday living and entertaining. The dining

  Yosseline Genao Keller Williams Hudson Valley

  5 N Aspen Rd, Middletown, NY 10940
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  $479,000 Sold Apr 02, 2025

  294 Goshen Turnpike, Middletown, NY 10941

  • 4 Beds
  • 2 Baths
  • 1,859 Sq Ft
  • Built 1870

  Last Sold Summary

  • 1% Below List Price
  • $258/SF
  • 94 Days On Market

  Current Estimated Value $434,482

  Last Listing Agent Karleen Jedziniak Howard Hanna Rand Realty

  294 Goshen Turnpike, Middletown, NY 10941
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  Not Listed For Sale

  943 Tower Ridge Cir, Middletown, NY 10941

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft
  • Built 2007

  943 Tower Ridge Cir, Middletown, NY 10941

  Last Sold Summary

  • $242/SF
  • 21 Days On Market

  Last Sold Price $215,000

  Last Listing Agent Hazel Cello Keller Williams Hudson Valley
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  /4

  $1,650,000

  • Land
  • 7.5 Acres
  • $220,000 per Acre

  32 Gibbs Ct, Middletown, NY 10940

  32 Gibbs Court | Wallkill, NYPrime 3.20 Acre Commercial Development PAD on 7.5-acre lot Opportunity in the Heart of WallkillUnlock the full potential of this premier 3.20 PAD on a 7.5-acre commercial parcel, ideally located in the thriving Town of Wallkill. Situated within the highly desirable Town Center District, 32 Gibbs Court offers a rare development opportunity with broad zoning

  Peter Janis Berkshire Hathaway HS NE Prop.

  32 Gibbs Ct, Middletown, NY 10940
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  /17

  $2,325 per month

  • Studio
  • 1 Bath
  • Condo for Rent

  89 Cottage St Unit SI ID1466614P, Middletown, NY 10940

  The advertised rate of $2,326/month is the lowest available price, based on a 30 day(s) stay with a move-in date of October 12, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

  89 Cottage St Unit SI ID1466614P, Middletown, NY 10940
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  $615,000 Sold Jan 23, 2026

  125 Whipple Rd, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 2,552 Sq Ft
  • Built 2002

  Last Sold Summary

  • 4% Below List Price
  • $241/SF
  • 118 Days On Market

  Current Estimated Value $601,809

  Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty

  125 Whipple Rd, Middletown, NY 10940
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  Est $509,762 Not Listed For Sale

  81 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2009

  81 Woodside Knolls Dr, Middletown, NY 10940

  Last Sold Summary

  • 2% Above List Price
  • $195/SF
  • 15 Days On Market

  Last Sold Price $500,000

  Last Listing Agent Steven Connolly Twin Bridges Properties
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  /35

  $999,999

  • 3 Beds
  • 2.5 Baths
  • 3,315 Sq Ft

  535 County Route 22, Middletown, NY 10940

  Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

  John Biasi Howard Hanna Rand Realty

  535 County Route 22, Middletown, NY 10940
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  /11

  $2,150 per month

  • 3 Beds
  • 1 Bath
  • 664 Sq Ft
  • Apartment for Rent

  34 Broad St Unit 1, Middletown, NY 10940

  Welcome to 34 Broad Street, a well-maintained two-family home with the upstairs apartment available for rent. This updated unit features three bedrooms, convenient street parking. Ideally located near shops, major roadways, and everyday amenities, offering both comfort and easy accessibility.

  Bianca Vericain Q Home Sales

  34 Broad St Unit 1, Middletown, NY 10940
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  $175,000 Sold Aug 26, 2025

  42 Inwood Rd, Middletown, NY 10941

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

  Last Sold Summary

  • $233/SF
  • 24 Days On Market

  Last Listing Agent Gloria Rivera Keller Williams Hudson Valley

  42 Inwood Rd, Middletown, NY 10941
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  Est $487,504 Not Listed For Sale

  24 Arden Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,567 Sq Ft
  • Built 2008

  24 Arden Ct, Middletown, NY 10940

  Last Sold Summary

  • 10% Above List Price
  • $173/SF
  • 34 Days On Market

  Last Sold Price $443,000

  Last Listing Agent Ramanjit Dhanoa eXp Realty
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  /3

  $379,000

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft

  21 Philcox Rd, Middletown, NY 10940

  Rare opportunity to own two homes next door to each other in the Pine Bush School District. This one-owner 1986 ranch offers 3+ bedrooms and 2+ baths with a finished walk-out lower level. Main level features an eat-in kitchen, dining room, and spacious living room. Lower level includes a private primary bedroom and additional finished space suitable for extended living. Property includes a 3-car

  Joseph Rubeo Keller Williams Hudson Valley

  21 Philcox Rd, Middletown, NY 10940
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  /9

  $1,970 per month

  • Studio
  • 1 Bath
  • Condo for Rent

  94 Cottage St Unit SI ID1056809P, Middletown, NY 10940

  The advertised rate of $1,970/month is the lowest available price, based on a 1 month(s) and 2 day(s) stay with a move-in date of February 28, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed

  94 Cottage St Unit SI ID1056809P, Middletown, NY 10940
• 

  $450,000 Sold Jan 15, 2026

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941

  • 6 Beds
  • 3.5 Baths
  • 3,714 Sq Ft
  • Built 1900

  Last Sold Summary

  • 10% Below List Price
  • $121/SF
  • 18 Days On Market

  Last Listing Agent Stephen Zondorak Astor Lane Realty

  947 Scotchtown Collabar Rd Unit 947-8, Middletown, NY 10941
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  Est $494,347 Not Listed For Sale

  20 Arden Ct, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2008

  20 Arden Ct, Middletown, NY 10940

  Last Sold Summary

  • 2% Above List Price
  • $192/SF
  • 18 Days On Market

  Last Sold Price $485,000

  Last Listing Agent Naomi Streicher Q Home Sales
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  /19

  $172,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $172,000? That's right, ONLY THREE YEARS OLD!! This home needs to be seen to be believed. Two large bedrooms with large closets. Huge open floorplan living room and dining room with lots of windows for natural light. Large deck for relaxing and entertaining. So many cabinets and a ton of counter space with stainless steel appliances. Full main bathroom with a

  John Nahass CENTURY 21 FULL SERVICE REALTY

  509 5th Ave, Middletown, NY 10941
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  /14

  $2,350 per month

  • 1 Bed
  • 1 Bath
  • 1,662 Sq Ft
  • House for Rent

  2563 New York 302, Middletown, NY 10941

  This gorgeous one-bedroom ranch is perfectly situated near Route 17, providing easy access to all major roadways, shopping and amenities. The inviting open kitchen and living area are designed for modern living, featuring all necessary appliances, including a washer and dryer, making laundry days a breeze. Enjoy year-round comfort with central air conditioning. Tenant is responsible for heat

  Patricia Sassi RE/MAX Benchmark Realty Group

  2563 New York 302, Middletown, NY 10941
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  $252,040 Sold Mar 27, 2025

  220 Linden Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 936 Sq Ft
  • Built 1892

  Last Sold Summary

  • 5% Below List Price
  • $269/SF
  • 48 Days On Market

  Current Estimated Value $256,457

  Last Listing Agent Veronica Rodriguez Keller Williams Realty

  220 Linden Ave, Middletown, NY 10940
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  Est $493,683 Not Listed For Sale

  6 Woodside Knolls Dr, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,427 Sq Ft
  • Built 2008

  6 Woodside Knolls Dr, Middletown, NY 10940

  Last Sold Summary

  • 6% Above List Price
  • $192/SF
  • 11 Days On Market

  Last Sold Price $465,000

  Last Listing Agent Eboni Navas Julia B Fee Sothebys Int. Rlty

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