Middletown, NY Homes

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  /27

  $279,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  37 Hanford St, Middletown, NY 10940

  Beautiful Place to Call Home in the Heart of Middletown! This charming Colonial-style home is perfectly located in the heart of Middletown, close to SUNY Orange, shopping, award-winning restaurants, and all major highways — offering unbeatable convenience and endless potential!Set on a huge double-deep lot with TWO detached garages, this property provides incredible space and versatility

  Frank Muccari Cronin & Company Real Estate

  37 Hanford St, Middletown, NY 10940
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  /14

  $1,900 per month

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

  464 Route 17m Unit 2, Middletown, NY 10940

  Spacious 2 bed 1 bath apartment on FIRST floor with an eat-in kitchen. Recently renovated bathroom & resurfaced floors! Primary room features a walk-in closet. Plenty of storage throughout. Parking is right outside your door. Closely located to shopping centers, schools, & I84. No washer/dryer hook ups or onsite. Please contact for any questions including in regards to any additional fees due.

  Angela Kadian Stonewall Realty Group LLC

  464 Route 17m Unit 2, Middletown, NY 10940
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  $305,000 Sold Apr 10, 2025

  5 N Aspen Rd, Middletown, NY 10940

  • 3 Beds
  • 1.5 Baths
  • 1,496 Sq Ft
  • Built 1990

  Last Sold Summary

  • 2% Below List Price
  • $204/SF
  • 17 Days On Market

  Current Estimated Value $319,348

  Last Listing Agent Jonathon Lee Keller Williams Hudson Valley

  5 N Aspen Rd, Middletown, NY 10940
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft

  923 Tower Ridge Cir, Middletown, NY 10941

  923 Tower Ridge Cir, Middletown, NY 10941
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  /2

  $435,000 Pending

  6 Knapp Ave, Middletown, NY 10940

  Well maintained and cared for Two family house. All utilities are separate, many improvements in the last several years include vinyl siding, roof and windows.

  Joao Rodrigues Preferred Properties Real Esta

  6 Knapp Ave, 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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  $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 $389,179

  Last Listing Agent Sharon Reynolds Keller Williams Hudson Valley

  14 W Prospect Ave, Middletown, NY 10940
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  Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 888 Sq Ft

  943 Tower Ridge Cir, Middletown, NY 10941

  943 Tower Ridge Cir, Middletown, NY 10941
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  /43

  $549,900 Pending

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

  21 Cyprus Dr, Middletown, NY 10940

  Welcome to Wildflower at Wallkill—offering easy, one-floor living in one of Orange County’s most sought after 55+ active communities. This well-designed Woodbridge model features two bedrooms and two full baths, along with an open living and dining room combination, while the open kitchen and family room area makes everyday living and entertaining effortless! Enjoy the oversized composite deck,

  Patricia Sassi RE/MAX Benchmark Realty Group

  21 Cyprus Dr, Middletown, NY 10940
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  /15

  $1,800 per month

  • 2 Beds
  • 1 Bath
  • 950 Sq Ft
  • House for Rent

  21 Clark St, Middletown, NY 10940

  VIEWS! VIEWS! VIEWS! Come see these water views that this lakefront single family home with a deck offers. A nice size den welcomes you into a open floor layout from living room to eat-in kitchen. A newly renovated cozy 2 bedroom apartment with new vinyl floors. An updated full bath with a tub and new flooring. A washer and dryer are in the unit for your convenience and to avoid trips to the

  Sandra Arnez Keller Williams Hudson Valley

  21 Clark St, 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

  Last Listing Agent Patricia Sassi RE/MAX Benchmark Realty Group

  110 Deer Ct Dr, Middletown, NY 10940
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  /38

  Not Listed For Sale

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

  43 Woodside Knolls Dr, Middletown, NY 10940

  43 Woodside Knolls Dr, Middletown, NY 10940
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  /50

  $209,999 Pending

  • 2 Beds
  • 2 Baths
  • 990 Sq Ft

  21 Lake Claire Dr, Middletown, NY 10940

  Charming Lake Cottage Retreat – 21 Lake Claire Drive, Middletown, NYNestled among the trees on a quiet hillside, this bright and rustic 2-bedroom, 2-bath lake cottage offers a peaceful retreat with vintage character and natural charm. The vibrant red wood siding, expansive outdoor decking, and tree-lined setting create an inviting atmosphere perfect for weekend getaways or full-time

  Nelson Dominguez eXp Realty

  21 Lake Claire Dr, Middletown, NY 10940
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  /3

  $2,250 per month

  • 2 Beds
  • 1 Bath
  • 893 Sq Ft
  • Condo for Rent

  25 Jimal Dr, Middletown, NY 10940

  This NEWLY RENOVATED end-unit property, featuring a ground-level setup overlooking the woods, provides a charming, tranquil view an abundance of natural light. The well-designed kitchen area, complemented by a cozy eat-in space with two opposing windows, is ideal for enjoying meals while admiring the scenery. With a compact secondary and a generously sized primary bedroom, condo strikes a

  25 Jimal Dr, 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 $497,672 Not Listed For Sale

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

  81 Woodside Knolls Dr, Middletown, NY 10940

  81 Woodside Knolls Dr, Middletown, NY 10940
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  /19

  $174,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $174,000? 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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  /22

  $2,250 per month

  • 3 Beds
  • 1.5 Baths
  • 1,100 Sq Ft
  • Apartment for Rent

  4 E Main St Unit 3A, Middletown, NY 10940

  WELCOME TO DOWNTOWN MIDDLETOWN!! A 3rd floor, modern and SPACIOUS 3 bedroom with a 1.5 baths is ready December 1st occupancy! Enter into a open floor layout from kitchen to living room. 10 ft ceilings, textured walls & gorgeous hardwood floors throughout! The kitchen features stainless steel appliances, white modern cabinetry, & granite counters that opens to a large living room. A half guest

  Sandra Arnez Keller Williams Hudson Valley

  4 E Main St Unit 3A, 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

  Last Listing Agent Jeffrey Hozias Howard Hanna Rand Realty

  104 Monhagen Ave, Middletown, NY 10940
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  Est $470,358 Not Listed For Sale

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

  24 Arden Ct, Middletown, NY 10940

  24 Arden Ct, Middletown, NY 10940
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  /2

  $21,200 Pending

  • Land
  • 0.13 Acre
  • $167,854 per Acre

  8 Knapp Ave, Middletown, NY 10940

  Vacant lot. All buyers are responsible to confirm City, County, Zoning, Tax, and other records to their satisfaction before bidding. No inspection contingencies in contract. Absolutely no repairs before closing. This property is sold As-Is. This is a REO auction property.

  Neven Spralja REALHome Services & Solutions

  8 Knapp Ave, Middletown, NY 10940
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  /10

  $1,500 per month

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

  101 Wickham Ave Unit 1, Middletown, NY 10940

  MIDDLETOWN RENTAL!! A centrally located 1 bedroom is now available for immediate occupancy. Enter into a living room with plenty of natural window light followed by a small eat in kitchen with black appliances. One spacious bedroom and a full bath complete the unit. One of the few units that INCLUDES HEAT! Short distance to shops, restaurants, public transportation, and highway access. Off-street

  Sandra Arnez Keller Williams Hudson Valley

  101 Wickham Ave Unit 1, 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 $431,714

  Last Listing Agent Karleen Jedziniak Howard Hanna Rand Realty

  294 Goshen Turnpike, Middletown, NY 10941
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  Est $489,782 Not Listed For Sale

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

  20 Arden Ct, Middletown, NY 10940

  20 Arden Ct, Middletown, NY 10940
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  /32

  $369,999 Pending

  • 3 Beds
  • 1 Bath
  • 1,550 Sq Ft

  7 Manhattan Ave, Middletown, NY 10940

  Discover the perfect blend of comfort and convenience in this delightful 3-bedroom, 1-bathroom ranch-style home located at 7 Manhattan Ave .This charming residence nestled on a quiet tree lined street offers a welcoming atmosphere and is ideal for both first-time buyers and those looking for an amazing value .The home has been maintained well by the owner and has many recent upgrades and updates

  Darnell Williams R New York

  7 Manhattan Ave, Middletown, NY 10940
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  /15

  $2,600 per month

  • 3 Beds
  • 2.5 Baths
  • 1,798 Sq Ft
  • Condo for Rent

  83 Jordan Ln, Middletown, NY 10940

  Get ready to live your best life in this spectacular 1,798 sq ft condo—a space practically designed for fun, friends, and fantastic memories! Imagine the possibilities with 3 bedrooms and 2.5 baths, giving everyone the space they need. Plus, that sweet central air means you can always keep the party cool, no matter how hot the conversation gets. This is the home that keeps you connected! Forget

  Deanna Moriarty Keller Williams Hudson Valley

  83 Jordan Ln, Middletown, NY 10940
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  $420,000 Sold Jan 27, 2025

  978 Scotchtown Collabar Rd, Middletown, NY 10941

  • 3 Beds
  • 3 Baths
  • 2,994 Sq Ft
  • Built 1978

  Last Sold Summary

  • 50% Above List Price
  • $140/SF
  • 9 Days On Market

  Current Estimated Value $434,596

  Last Listing Agent Derek Greene Greene Realty Group

  978 Scotchtown Collabar Rd, Middletown, NY 10941
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  Est $483,078 Not Listed For Sale

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

  6 Woodside Knolls Dr, Middletown, NY 10940

  6 Woodside Knolls Dr, Middletown, NY 10940
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  /3

  $60,000 Pending

  • Land
  • 0.11 Acre
  • $522,648 per Acre

  43 Clinton St, Middletown, NY 10940

  Welcome to 43 Clinton St! This rare opportunity allows you to build your dream home on a vacant lot in the heart of Middletown. Nestled on a quiet street, the lot offers a serene atmosphere while being within walking distance to Orange County Community College. The surrounding area boasts numerous parks and playgrounds, providing a great outdoor experience.The property is conveniently located

  Travis Thompson Keller Williams Hudson Valley

  43 Clinton St, Middletown, NY 10940
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  /19

  $2,350 per month

  • 2 Beds
  • 2 Baths
  • 880 Sq Ft
  • Townhouse for Rent

  265 Ruth Ct, Middletown, NY 10940

  Welcome to a beautifully updated 2-bedroom, 2 full bathroom ground-level end unit condo, located in Middletown, NY. Move-in ready, this home offers an inviting open layout filled with natural light throughout. Enjoy the convenience of in-unit laundry with your own washer and dryer, along with two spacious bedrooms and two full bathrooms designed for comfort and functionality. The Master bedroom

  Moses Neuman Preferred Properties Real Esta

  265 Ruth Ct, 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 $709,093 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 3,626 Sq Ft

  32 Stagecoach Dr, Middletown, NY 10940

  32 Stagecoach Dr, Middletown, NY 10940
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  /26

  $325,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,241 Sq Ft

  24 Kent Ct, Middletown, NY 10940

  Elegant 2-Bedroom, 3-Bath End Unit in Sought-After Waters Edge Community Welcome to this beautifully maintained 2-bedroom, 2.5-bath end-unit condo in the desirable Waters Edge community—where comfort meets convenience in a peaceful, lakefront setting. Designed for easy living, this home offers a bright, open layout filled with natural light and modern charm. The first floor features a spacious

  Jonathon Lee Keller Williams Hudson Valley

  24 Kent Ct, Middletown, NY 10940
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  /18

  $3,800 per month

  • 4 Beds
  • 2.5 Baths
  • 2,176 Sq Ft
  • House for Rent

  31 Denman Rd, Middletown, NY 10940

  Welcome to the Wallkill area! Conveniently located close to everything yet offering plenty of privacy, this spacious home features 4 bedrooms and 2.5 baths. All bedrooms are generously sized, and the kitchen was beautifully updated within the last two years. The open-concept layout connects the kitchen to the family room, with inviting sliding doors that lead to the back deck and yard perfect for

  Bianca Vericain Q Home Sales

  31 Denman Rd, Middletown, NY 10940
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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 $251,490

  Last Listing Agent Veronica Rodriguez Keller Williams Realty

  220 Linden Ave, Middletown, NY 10940
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  Est $499,022 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,170 Sq Ft

  74 Upper Rd, Middletown, NY 10940

  74 Upper Rd, Middletown, NY 10940
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  /3

  $110,000

  • Land
  • 6.5 Acres
  • $16,923 per Acre

  0 County Road 49, Middletown, NY 10940

  6 Acres of Raw Land! Prime Middletown parcel with potential for residential development or investment. Quiet lot with easy access to main roads and nearby amenities. Drive-by only. Utilities not confirmed.

  Bryant Moran YourHomeSold Guaranteed Realty

  0 County Road 49, Middletown, NY 10940
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  /11

  $2,350 per month

  • 3 Beds
  • 2.5 Baths
  • 1,408 Sq Ft
  • House for Rent

  14 Columbine Ct, Middletown, NY 10940

  Spacious 3 bedroom 2.5 bath townhouse available for rent. 1st floor living room, kitchen, dining room and half bath. Upstairs 3 bedrooms and 2 full baths. One being part of the primary bedroom. Large backyard and plenty of parking. Utilities are NOT included.

  Walter Welsh HomeSmart Homes & Estates

  14 Columbine Ct, Middletown, NY 10940
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  $485,000 Sold Jul 01, 2025

  20 Avoncroft Ln, Middletown, NY 10940

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft
  • Built 2009

  Last Sold Summary

  • 1% Below List Price
  • $192/SF
  • 157 Days On Market

  Current Estimated Value $489,426

  Last Listing Agent D'Wana Haynesworth YourHomeSold Guaranteed Realty

  20 Avoncroft Ln, Middletown, NY 10940
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  Est $471,739 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 2,038 Sq Ft

  26 Maple Dr, Middletown, NY 10940

  26 Maple Dr, Middletown, NY 10940

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