Middletown, NY Homes

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  $59,000

  • 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

  $1,600 per month

  • 1 Bed
  • 1 Bath
  • 700 Sq Ft
  • Apartment for Rent

  26 Courtland St Unit 2R, Middletown, NY 10940

  STUNNING 1 bedroom Apartment in Middletown available for immediate occupancy! A 2nd floor, modern, high end 1 bedroom apartment. Newer hardwood floors, 10 foot ceilings with recessed lighting and crown molding throughout the entire unit. Enter into an eat-in kitchen with newly tiled floors, granite counters, trendy backsplash, newer cabinets and stainless steel appliances. Spacious living room

  Sandra Arnez Keller Williams Hudson Valley

  26 Courtland St Unit 2R, Middletown, NY 10940
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  $317,000 Sold Aug 08, 2025

  553 Route 17m, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,225 Sq Ft
  • Built 1920

  Last Sold Summary

  • 1% Below List Price
  • $259/SF
  • 98 Days On Market

  Current Estimated Value $296,926

  Last Listing Agent Derek Greene Greene Realty Group

  553 Route 17m, Middletown, NY 10940
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  Not Listed For Sale

  • 9 Beds
  • 3 Baths
  • 3,090 Sq Ft

  704 Route 211 W Unit 706, Middletown, NY 10940

  704 Route 211 W Unit 706, Middletown, NY 10940
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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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  /25

  $594 - $1,501 per month

  Middlecrest Crossing 55+ Senior Apartments

  1 - 2 Beds

  76 Uhlig Rd, Middletown, NY 10940

  It is with great excitement that we share with you Orange County's senior housing rental community at Middlecrest Crossing Phase 2. As a potential applicant, we are offering you an opportunity to preview Middlecrest Crossing's outstanding apartment community, amenities and generous building and apartment layouts. Middlecrest Crossing is located on 76 Uhlig Road off of Kirbytown Road in the city

  76 Uhlig Rd, Middletown, NY 10940
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  $335,000 Sold Sep 30, 2025

  317 Wawayanda Ave, Middletown, NY 10940

  • 4 Beds
  • 1 Bath
  • 1,124 Sq Ft
  • Built 1950

  Last Sold Summary

  • 3% Above List Price
  • $298/SF
  • 89 Days On Market

  Last Listing Agent Pete Wolven Hudson Valley Home Connection

  317 Wawayanda Ave, Middletown, NY 10940
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  Est $467,295 Not Listed For Sale

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

  27 Cornwall Ln, Middletown, NY 10940

  27 Cornwall Ln, Middletown, NY 10940
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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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  /47

  $2,500 per month

  • 3 Beds
  • 1.5 Baths
  • 1,207 Sq Ft
  • Property for Rent

  496 Bloomingburg Rd, Middletown, NY 10940

  Cape Style- Single Family home in the Middletown School District offering 3 Bedrooms, 1-1/2 Bath is available to lease immediately. Freshly painted, Hardwood flooring throughout. Washer/dryer hook-up. Enjoy the enclosed sun porch - a great addition for 3 seasons. Extra storage on the 2nd floor. Ample off street parking.Tenant responsible for all utilities. Call to view today.

  Dawn Gregg Curasi Realty, Inc.

  496 Bloomingburg Rd, Middletown, NY 10940
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  $252,000 Sold Apr 18, 2025

  145 Ruth Ct, Middletown, NY 10940

  • 2 Beds
  • 2 Baths
  • 1,049 Sq Ft
  • Built 2008

  Last Sold Summary

  • 1% Above List Price
  • $240/SF
  • 60 Days On Market

  Current Estimated Value $267,475

  Last Listing Agent Pedro Garcia Curasi Realty, Inc.

  145 Ruth Ct, Middletown, NY 10940
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  Est $469,611 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 1,790 Sq Ft

  51 Cornwall Ln, Middletown, NY 10940

  51 Cornwall Ln, Middletown, NY 10940
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  /32

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,868 Sq Ft

  9 Randall Heights, Middletown, NY 10940

  Wow! Absolutely stunning, fully renovated 3-bedroom, 2-bath ranch — completely renovated! This beautiful home features New windows, a brand-new kitchen with quartz countertops, tiled backsplash, and stainless-steel appliances. Enjoy gleaming hardwood floors, warm fireplace (professionally cleaned) spacious and bright living areas, modern bathrooms, and tasteful finishes throughout. Nothing to do

  Naomi Streicher Q Home Sales

  9 Randall Heights, Middletown, NY 10940
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  /25

  $2,350 - $2,600 per month

  The Park At Main

  1 - 2 Beds

  430 E Main St, Middletown, NY 10940

  Welcome to The Park at Main.The Park at Main, located in the Town of Wallkill, NY, is the area’s latest apartment community, offering residents an exclusive amenity-driven lifestyle. This community features 116 newly constructed 1- and 2-bedroom apartments across seven buildings. Private amenities include a seasonal pool and lounge deck, a luxury clubhouse with a billiard room, a fitness

  430 E Main St, Middletown, NY 10940
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  $320,000 Sold Feb 28, 2025

  88 Rockwell Ave, Middletown, NY 10940

  • 2 Beds
  • 1 Bath
  • 1,014 Sq Ft
  • Built 1935

  Last Sold Summary

  • 5% Above List Price
  • $316/SF
  • 102 Days On Market

  Current Estimated Value $333,317

  Last Listing Agent Sandra Cotthaus 1st Independent Realty Grp

  88 Rockwell Ave, Middletown, NY 10940
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  Est $460,284 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,790 Sq Ft

  22 Avoncroft Ln, Middletown, NY 10940

  22 Avoncroft Ln, Middletown, NY 10940
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  /34

  $640,000

  • 4 Beds
  • 2.5 Baths
  • 2,424 Sq Ft

  235 Maples Rd, Middletown, NY 10940

  This well-maintained spacious Colonial Home is ideally situated on a 2 Acre Lot in the Town of Wallkill Countryside. Lovely Kitchen W/Breakfast Nook overlooks a Large Level Backyard & Private Rear Entertainment Deck. An entry foyer greets you when you arrive at this home, that features a Formal Dining Room, Living Room, Family Room, Powder Room, & mud Room/Laundry to complete the 1st Floor. The

  Shernette Hall VYLLA Home

  235 Maples Rd, Middletown, NY 10940
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  /14

  $2,095 per month

  • 2 Beds
  • 2 Baths
  • 900 Sq Ft
  • Condo for Rent

  266 Ruth Ct, Middletown, NY 10940

  Great CONDO with 2 BD + 2 full BA - - Brand New LVT FlooringNO PETS-- NO SMOKING. Tenant to pay 1 month Broker Fee. Owner Requires a MINIMUM CREDIT SCORE 690+ & MINIMUM VERIFIABLE INCOME OF $77,000, subject to full credit report & background check. Great CONDO with 2 Bedrooms + 2 full Baths. Brand new wood-like vinyl floors just installed, just painted, cleaned throughout, and ready to move

  Allan Leeds ON SITE Sales & Marketing, LLC

  266 Ruth Ct, Middletown, NY 10940
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  $371,000 Sold Aug 19, 2025

  16 Robertson Dr, Middletown, NY 10940

  • 2 Beds
  • 1.5 Baths
  • 1,404 Sq Ft
  • Built 1955

  Last Sold Summary

  • 24% Above List Price
  • $264/SF
  • 19 Days On Market

  Current Estimated Value $371,915

  Last Listing Agent Virginia Corbett eXp Realty

  16 Robertson Dr, Middletown, NY 10940
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  Est $485,237 Not Listed For Sale

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

  5 Avoncroft Ln, Middletown, NY 10940

  5 Avoncroft Ln, Middletown, NY 10940
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  /49

  $749,900

  • 4 Beds
  • 3 Baths
  • 3,900 Sq Ft

  225 van Duzer Rd, Middletown, NY 10940

  Welcome to a stunning brand new Colonial Home nestled in the heart of the town of Wallkill . The builder is offering up to 1% buy down on the interest rate for the first year with a full price offer (provided by a selected lender). This beautiful home has a grand front entrance boasts with a two-story foyer with iron stair balusters and a gorgeous combination of iron and wood. The main floor with

  Anita S. Cristiano HomeSmart Homes & Estates

  225 van Duzer Rd, Middletown, NY 10940
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  /2

  Call for Price

  Apartment for Rent

  2 Beds

  140 Highland Ave, Middletown, NY 10940

  140 Highland Ave, Middletown, NY 10940
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  $318,000 Sold Dec 12, 2025

  22 Bonnell St, Middletown, NY 10940

  • 4 Beds
  • 3 Baths
  • 1,374 Sq Ft
  • Built 1890

  Last Sold Summary

  • 14% Above List Price
  • $231/SF
  • 65 Days On Market

  Last Listing Agent Emmett McDowell Keller Williams Rlty Integrity

  22 Bonnell St, Middletown, NY 10940
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  Est $391,888 Not Listed For Sale

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

  68 Anthony St, Middletown, NY 10940

  68 Anthony St, Middletown, NY 10940
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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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  /9

  $2,300 per month

  • 2 Beds
  • 2 Baths
  • 3,481 Sq Ft
  • Apartment for Rent

  91 North St Unit 201, Middletown, NY 10940

  Welcome to this spacious and inviting 2-bedroom, 2-bathroom apartment located on the second floor of a well-maintained property in Middletown, NY. This home is near shops, restaurants, and a park, putting everything you need just minutes away.

  Marlenie Mendez Luna Keller Williams Hudson Valley

  91 North St Unit 201, Middletown, NY 10940
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  $463,750 Sold Jun 06, 2025

  42 Prince St, Middletown, NY 10940

  • 4 Beds
  • 2 Baths
  • 1,744 Sq Ft
  • Built 1900

  Last Sold Summary

  • 1% Below List Price
  • $266/SF
  • 163 Days On Market

  Current Estimated Value $421,584

  Last Listing Agent Jean DiMatteo DiMatteo Realty LLC

  42 Prince St, Middletown, NY 10940
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  Est $347,890 Not Listed For Sale

  • 5 Beds
  • 2 Baths
  • 1,754 Sq Ft

  53 Roosevelt Ave, Middletown, NY 10940

  53 Roosevelt Ave, Middletown, NY 10940
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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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  /2

  Call for Price

  Cambridge Manor

  1 Bed

  28-38 Stoneridge Rd, Middletown, NY 10941

  28-38 Stoneridge Rd, Middletown, NY 10941
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  $319,000 Sold Nov 26, 2025

  82 Houston Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,124 Sq Ft
  • Built 1929

  Last Sold Summary

  • $284/SF
  • 26 Days On Market

  Last Listing Agent Wendy Beck Krumpfer Realty Group, LLC

  82 Houston Ave, Middletown, NY 10940
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  Est $630,421 Not Listed For Sale

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

  77 Fairways Dr, Middletown, NY 10940

  77 Fairways Dr, Middletown, NY 10940
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  /49

  $350,000 Pending

  • 5 Beds
  • 2.5 Baths
  • 3,581 Sq Ft

  57 Overhill Rd, Middletown, NY 10940

  Discover a rare mid-century contemporary set on just under an acre in Middletown. With more than 3,500 square feet, this 5 bedroom, 2 bath home offers incredible space, soaring ceilings, and floor-to-ceiling windows that fill every corner with natural light. The open, airy layout highlights the home’s architectural character, creating the perfect canvas for a modern makeover. The full basement

  Kewin Garabito eXp Realty

  57 Overhill Rd, Middletown, NY 10940
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  /7

  $1,850 per month

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

  91 North St Unit 203, Middletown, NY 10940

  Welcome to this bright and comfortable 2-bedroom, 1-bathroom apartment located on the second floor above commercial buildings. This well-maintained unit offers a practical layout with plenty of natural light, making it a warm and inviting place to call home. Located just steps from shops, restaurants, and a nearby park, this apartment puts everyday conveniences. Whether you love easy dining

  Marlenie Mendez Luna Keller Williams Hudson Valley

  91 North St Unit 203, Middletown, NY 10940
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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

  Last Listing Agent Sean Walker Keller Williams Realty

  1 Chancery Mews, Middletown, NY 10940
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  Est $209,125 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 1,100 Sq Ft

  133 Fairfax Ave, Middletown, NY 10940

  133 Fairfax Ave, Middletown, NY 10940
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  $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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  /25

  $1,695 - $2,600 per month

  Kensington Manor

  1 - 3 Beds

  1 Kensington Manor, Middletown, NY 10941

  Kensington Manor sets a new standard of quality, beauty and sophistication in a country setting. These contemporary, spacious apartment homes are conveniently located near New York City, minutes from I-84, Route 17 and The Catskills. Relax in our swimming pool or on your private balcony. Excellent school system, convenience and location...you'll be glad to call Kensington Manor home!

  1 Kensington Manor, Middletown, NY 10941
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  $280,000 Sold Feb 11, 2025

  132 Linden Ave, Middletown, NY 10940

  • 3 Beds
  • 1 Bath
  • 1,168 Sq Ft
  • Built 1920

  Last Sold Summary

  • 7% Below List Price
  • $240/SF
  • 46 Days On Market

  Current Estimated Value $284,641

  Last Listing Agent Kerri Stretch Howard Hanna Rand Realty

  132 Linden Ave, Middletown, NY 10940
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  Est $514,929 Not Listed For Sale

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

  177 High Barney Rd, Middletown, NY 10940

  177 High Barney Rd, Middletown, NY 10940

Showing Results 161 - 200, Page 5 of 18