Middletown, NY Homes

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  /41

  $1,299,000 Pending

  • 6 Beds
  • 5.5 Baths
  • 4,650 Sq Ft

  80 Pine Grove Rd, Middletown, NY 10940

  Welcome to Your Private Estate in the greater Hudson Valley region, in the Town of Mount Hope, about 70 miles from NYC, set on over 120 acres of picturesque landscape, stone-lined pastures, rolling fields, serene woods, and a stocked bass pond. This remarkable property features a total of 3 master suites and 3 bedrooms, 3 Jacuzzi. All rooms have beautiful views for a peaceful recharge. It is

  Chris Ogden Realty Promotions Inc

  80 Pine Grove Rd, Middletown, NY 10940
• 

  $371,000 Sold Aug 19, 2025

  • 1,404 Sq Ft
  • $264/SF
  • 19 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1955

  16 Robertson Dr, Middletown, NY 10940

  Welcome to this charming ranch-style home, tucked away in the heart of Middletown, NY. This well-maintained home features 1,404 square feet of inviting space—perfect for first-time buyers, downsizers, or anyone looking for a cozy place to call home.Step inside and you’ll immediately notice the bright, open layout. The spacious living and dining areas flow together beautifully, creating

  Virginia Corbett eXp Realty

  16 Robertson Dr, Middletown, NY 10940
• 

  Est $302,553 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,520 Sq Ft

  36 Poplar Ln, Middletown, NY 10941

  36 Poplar Ln, Middletown, NY 10941
• 

  

  

  /25

  $379,999 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,132 Sq Ft

  408 County Route 22, Middletown, NY 10940

  MINISINK SCHOOLS-Welcome home to 408 County Route 22, a charming raised ranch in the heart of the Hudson Valley. This home is ready for your personal touch and updates, with a list of solid improvements that give you a head start. Inside, the home features a traditional raised ranch layout with living, dining and kitchen spaces on the main level, plus bedrooms and baths awaiting your vision. The

  Glenn Ramcharitar Rita Levine Real Estate

  408 County Route 22, Middletown, NY 10940
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  $559,000 Sold Aug 18, 2025

  • 2,229 Sq Ft
  • $251/SF
  • 31 Days On Market

  • 3 Beds
  • 3 Baths
  • Built 2010

  17 Juniper Cir, Middletown, NY 10940

  Prepare to be impressed! This meticulously maintained home features a bright open floor plan, vaulted ceilings, and formal living and dining spaces that flow beautifully for everyday living and entertaining. A den offers flexible space for work, hobbies, or guests. Enjoy a peaceful setting that's tucked away yet conveniently close to the clubhouse and pool. Pride of ownership is evident at every

  John Olivero Keller Williams Realty

  17 Juniper Cir, Middletown, NY 10940
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  Est $427,798 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,796 Sq Ft

  21 Crane Rd, Middletown, NY 10941

  21 Crane Rd, Middletown, NY 10941
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  /32

  $375,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,608 Sq Ft

  5 Raleigh Close Unit 3, Middletown, NY 10940

  CANTERBURY KNOLLS of Wallkill now offers this GORGEOUS TURN-KEY Contemporary style home just waiting for the right owner to call it HOME. Freshly painted walls welcomes into an open floor concept living room followed by a dining area and a spacious kitchen with granite counters, beautiful backsplash and plenty of cabinet space. Brand new stainless steel kitchen appliances fresh out of the box.

  Sandra Arnez Keller Williams Hudson Valley

  5 Raleigh Close Unit 3, Middletown, NY 10940
• 

  $385,000 Sold Aug 15, 2025

  • 1,900 Sq Ft
  • $203/SF
  • 35 Days On Market

  • 3 Beds
  • 1.5 Baths
  • Built 1986

  11 Keats Rd, Middletown, NY 10941

  Exceptional Value in Middletown, NY! Nestled in an established neighborhood, this 3-bedroom, 1.5-bath residence presents a wonderful opportunity for those seeking a home with potential. Conveniently located near shopping, restaurants, and local amenities, the property offers both comfort and accessibility. While the home is in need of some updates, the attractive price reflects this and allows

  Christina Herschel-Huebner Herschel Realty Corp

  11 Keats Rd, Middletown, NY 10941
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  Est $311,572 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,428 Sq Ft

  46 Chaucer Ct, Middletown, NY 10941

  46 Chaucer Ct, Middletown, NY 10941
• 

  

  /21

  $329,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  136 Gillen Rd, Middletown, NY 10940

  Welcome to your affordable new home just off Route 17M! This charming 3-bedroom ranch offers incredible value that beats the recent appraisal. Enjoy the comfort of central A/C and peace of mind with a durable metal roof. The best part? The assumable lease on the solar panels delivers dramatically low electric bills, putting more money back in your pocket every month! The sale includes two

  Maureen Cronin CRONIN & COMPANY REAL ESTATE

  136 Gillen Rd, Middletown, NY 10940
• 

  $600,000 Sold Aug 15, 2025

  • 2,824 Sq Ft
  • $212/SF
  • 40 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1993

  388 Mt Orange Rd, Middletown, NY 10940

  Welcome to this one-of-a-kind, custom-built ranch in the sought after Minisink Valley School District. Thoughtfully crafted by the owners with high-end finishes and design features throughout, this home offers exceptional quality and comfort with an ideal single-level floor plan. Inside, you’ll find four spacious bedrooms - all with ensuite bathroom access, a dedicated home office area, and a

  Frank Muccari Cronin & Company Real Estate

  388 Mt Orange Rd, Middletown, NY 10940
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  Est $298,581 Not Listed For Sale

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

  16 Whitman Ct, Middletown, NY 10941

  16 Whitman Ct, Middletown, NY 10941
• 

  

  /26

  $329,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  136 & 140 Gillen Rd, Middletown, NY 10940

  Welcome to your affordable new home just off Route 17M! This charming 3-bedroom ranch offers incredible value that beats the recent appraisal. Enjoy the comfort of central A/C and peace of mind with a durable metal roof. The best part? The assumable lease on the solar panels delivers dramatically low electric bills, putting more money back in your pocket every month! The sale includes two

  Karie Boniface Cronin & Company Real Estate

  136 & 140 Gillen Rd, Middletown, NY 10940
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  $600,000 Sold Aug 15, 2025

  • 2,286 Sq Ft
  • $262/SF
  • 61 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2003

  29 Bart Bull Rd, Middletown, NY 10941

  Welcome to the lovely, historic Hudson Valley!! This Colonial has beautiful style and design...situated on 1.8 acres featuring four generously sized bedrooms, formal living room and dining room, great room with fireplace, granite counters and newer black stainless steel appliances including washer and dryer (2021)...gleaming hardwood floors throughout...expansive deck overlooks large stamped

  Suzanne Bongiorno Century 21 E & M Williams Rlty

  29 Bart Bull Rd, Middletown, NY 10941
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  Est $272,059 Not Listed For Sale

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

  18 Chaucer Ct, Middletown, NY 10941

  18 Chaucer Ct, Middletown, NY 10941
• 

  

  /38

  $400,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,643 Sq Ft

  100 Excelsior Ave, Middletown, NY 10940

  Welcome home to this 3 bedroom, 2.5 bath colonial tucked away on a quiet side street in the outskirts of Middletown! This home offers a comfortable layout starting with the main floor living room that seamlessly flows into an open kitchen and dining area - perfect for everyday living and entertaining. Here you will also find the convenience of a half bath, laundry room, direct access to a

  Melinda White Keller Williams Realty

  100 Excelsior Ave, Middletown, NY 10940
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  $554,000 Sold Aug 14, 2025

  • 1,612 Sq Ft
  • $344/SF
  • 34 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 2014

  10 Jasmine Dr, Middletown, NY 10940

  Welcome to 10 Jasmine Drive: a beautifully appointed home in Middletown’s premier 55+ community, offering comfort, style, and low-maintenance living. This 2-bedroom, 2-bath residence features gleaming hardwood floors, a gourmet kitchen with granite countertops, high ceilings, and an open-concept layout perfect for everyday living or entertaining.Step out onto your generous sized composite

  Camilia Anka Keller Williams Realty

  10 Jasmine Dr, Middletown, NY 10940
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  Est $292,160 Not Listed For Sale

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

  18 Shelley Ct, Middletown, NY 10941

  18 Shelley Ct, Middletown, NY 10941
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  /34

  $384,000 Pending

  • 2 Beds
  • 2.5 Baths
  • 1,677 Sq Ft

  28 Pinto Rd W, Middletown, NY 10941

  Welcome to this stunning, better-than-new townhome located in the highly sought-after community of Liberty Commons. Just one year young, this impeccably maintained residence offers the perfect blend of modern luxury, comfort, and convenience. Step inside to discover a light-filled open layout featuring gleaming hardwood floors on the main level and plush carpeting upstairs. The designer kitchen

  Juan Bautista Keller Williams Realty

  28 Pinto Rd W, Middletown, NY 10941
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  $369,000 Sold Aug 12, 2025

  • 1,464 Sq Ft
  • $252/SF
  • 90 Days On Market

  • 4 Beds
  • 2 Baths
  • Built 1955

  2189 Mt Hope Rd, Middletown, NY 10940

  Opportunity knocks! This 4-bed, 2-bath ranch in the Minisink Valley school district, awaits your vision. Original woodwork, fireplace and hardwood floors offer classic charm while the spacious layout, large basement, and detached 2-car garage provide ample space and storage. Priced to reflect the need for improvements, this home offers impressive upside and provides an opportunity to build

  Danielle Hinton Redfin Real Estate

  2189 Mt Hope Rd, Middletown, NY 10940
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  Est $297,160 Not Listed For Sale

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

  8 Whitman Ct, Middletown, NY 10941

  8 Whitman Ct, Middletown, NY 10941
• 

  

  /28

  $389,900 Pending

  • 3 Beds
  • 1 Bath
  • 1,908 Sq Ft

  151 School House Rd, Middletown, NY 10940

  Peaceful 5-Acre Retreat in Minisink Valley School District – 151 Schoolhouse Rd, Middletown, NY -Welcome to 151 Schoolhouse Rd – a private 5-acre sanctuary nestled on a quiet country road in the sought-after Minisink Valley School District. This spacious bilevel home offers over 1,900 sq ft of comfortable living space, combining modern updates with serene, natural surroundings. Upstairs, you’ll

  Alyse Toffel Keller Williams Hudson Valley

  151 School House Rd, Middletown, NY 10940
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  $425,000 Sold Aug 11, 2025

  • 2,706 Sq Ft
  • $157/SF
  • 97 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1977

  44 Karen Joy Dr, Middletown, NY 10940

  BRAND NEW ROOF JUST INSTALLED!!! INCREDIBLE VALUE AND POTENTIAL TO MAKE THIS YOUR DREAM HOME!!! OVER 2700 Sq. Ft.!!! Discover a truly unique opportunity in the highly sought-after Minisink Valley School District! This expansive split-level home boasts an impressive floor plan with endless possibilities. Bring your ideas and your vision—this gem won’t take much to restore its former glory! Step

  Frank Muccari Cronin & Company Real Estate

  44 Karen Joy Dr, Middletown, NY 10940
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  /2

  Est $293,948 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  42 Whitman Ct, Middletown, NY 10941

  42 Whitman Ct, Middletown, NY 10941
• 

  

  /30

  $489,900 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,832 Sq Ft

  22 Mark Dr, Middletown, NY 10940

  Grand Colonial in the Minisink Valley School District on 1.7 Acres! Welcome to this stately colonial, offering space, charm, and endless potential. With your personal touches and updates this incredible home can truly shine! Set on 1.7 acres of beautiful property, this home provides the perfect balance of space, convenience, and privacy—all within the highly sought-after Minisink Valley School

  Frank Muccari Cronin & Company Real Estate

  22 Mark Dr, Middletown, NY 10940
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  $289,000 Sold Aug 11, 2025

  • 1,185 Sq Ft
  • $244/SF
  • 20 Days On Market

  • 2 Beds
  • 1.5 Baths
  • Built 1992

  12 Durham Ct, Middletown, NY 10940

  "Waters Edge" now offers this spacious 2bdrm/1.5 bath for you to OWN! A well manicured unit with great bones and potential that you can convert into a master piece. Enter into an open floor plan from dining room to living room with sliders that lead to an outdoor patio where you can sip on morning coffee while enjoying the out doors. A spacious eat-in kitchen with window access to dining area

  Sandra Arnez Keller Williams Hudson Valley

  12 Durham Ct, Middletown, NY 10940
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  Est $306,289 Not Listed For Sale

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

  36 Whitman Ct, Middletown, NY 10941

  36 Whitman Ct, Middletown, NY 10941
• 

  

  /30

  $450,000 Pending

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

  30 Avoncroft Ln, Middletown, NY 10940

  Move-In Ready at 30 Avoncroft Lane, Middletown, NY Tired of cramped city living? This spacious home offers the comfort and freedom you’ve been looking for—just about 70 miles from NYC, with easy access to major highways and minutes from public transportation for a smooth commute. You’ll also love being close to shopping, restaurants, schools, and even the hospital—everything you need is right at

  Cindy-Lee Dorcely Keller Williams Hudson Valley

  30 Avoncroft Ln, Middletown, NY 10940
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  $735,000 Sold Aug 11, 2025

  • 3,856 Sq Ft
  • $191/SF
  • 29 Days On Market

  • 4 Beds
  • 2.5 Baths
  • Built 2008

  446 M and M Rd, Middletown, NY 10940

  Luxury meets comfort in this spacious meticulously kept home with bonus room nestled on 3 lush, tree-lined acres in the desirable Pine Bush School District! Designed with both comfort and sophistication in mind, this residence features a 3-car garage with organized work area, central air, and an energy-efficient solar system. The gourmet kitchen includes granite counters, stainless steel

  Kismet Johnson eXp Realty

  446 M and M Rd, Middletown, NY 10940
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  Est $440,075 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  44 Crane Rd, Middletown, NY 10941

  44 Crane Rd, Middletown, NY 10941
• 

  

  /41

  $325,000 Pending

  • 3 Beds
  • 1 Bath
  • 1,256 Sq Ft

  138 Camp Orange Rd, Middletown, NY 10941

  Welcome to this 3-bedroom, 1-bath ranch nestled on 1.4 peaceful acres, offering both privacy and opportunity. With its single-level living, this home is a great fit for first-time buyers, downsizers, or anyone ready to put their personal touch on a property with solid bones. Inside, you’ll find an inviting layout ready for updates—walls, ceilings, and flooring await your vision to transform this

  Annmarie Kovacs Howard Hanna Rand Realty

  138 Camp Orange Rd, Middletown, NY 10941
• 

  $317,000 Sold Aug 08, 2025

  • 1,225 Sq Ft
  • $259/SF
  • 98 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  553 Route 17m, Middletown, NY 10940

  BUYERS GOT FROZEN FEET! THIS BEAUTIFUL HOME IS BACK ON MARKET WAITING FOR YOU TO MOVE IN. Welcome to this charming 2 bed 1 bath home located right outside the city of middletown. This is a perfect starter home for someone that does not want to do a thing! The house is move in ready. All you have to do is simply turn the key. The home is on a nice lot in the town of wallkill and has low taxes for

  Derek Greene Greene Realty Group

  553 Route 17m, Middletown, NY 10940
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  Est $447,362 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 2,138 Sq Ft

  10 Crane Rd, Middletown, NY 10941

  10 Crane Rd, Middletown, NY 10941
• 

  

  /11

  $150,000 Pending

  • 2 Beds
  • 1 Bath
  • 1,200 Sq Ft

  55 Glen Ave, Middletown, NY 10940

  Single faming home in the wonderful Middletown, NY up for grabs. Needs renovation. This is a fixer-upper on a large .34 acre lot. Don't miss out.

  Ishwar Rameshar YourHomeSold Guaranteed Realty

  55 Glen Ave, Middletown, NY 10940
• 

  $400,000 Sold Aug 08, 2025

  • 1,044 Sq Ft
  • $383/SF
  • 39 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1951

  14 Mercer St, Middletown, NY 10940

  It Doesn't Get Better Than This!! Fully renovated and meticulously cared for Cape Cod with a first floor bedroom and full bathroom in one of the most sought after areas. If you know Mercer St you know it is a small cul de sac of well kept homes within walking distance to Maple Hill Park which offers a playgound, picnic area and a dog park! Step into the vestibule before entering the well

  Karen Taphorn Howard Hanna Rand Realty

  14 Mercer St, Middletown, NY 10940
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  Est $402,504 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,820 Sq Ft

  76 Freezer Rd, Middletown, NY 10941

  76 Freezer Rd, Middletown, NY 10941
• 

  

  /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
• 

  $355,000 Sold Aug 08, 2025

  • 1,608 Sq Ft
  • $221/SF
  • 54 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2000

  5 Fitzherbert Mews, Middletown, NY 10940

  Newly updated 3 bedroom, 2.1 bath Contemporary style located in Canterbury Knolls is waiting for you to call it home. It features a great open floor plan/ primary bedroom ensuite, all bedrooms are nicely sized. gas fireplace in the living room, air, dining room, laundry room. Close to major highways, shopping and amenities. 1 Car attached garage and driveway parking.

  Rita White Keller Williams Realty Partner

  5 Fitzherbert Mews, Middletown, NY 10940
• 

  Est $300,212 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  24 Whitman Ct, Middletown, NY 10941

  24 Whitman Ct, Middletown, NY 10941
• 

  /2

  $60,000 Pending

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

  14 W Conkling Ave, Middletown, NY 10940

  Welcome to 14 W Conklin Ave! 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

  14 W Conkling Ave, Middletown, NY 10940

Showing Results 601 - 640, Page 16 of 18