Houses for Sale in 10940

• 

  

  

  /16

  $330,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  3 Chappell Pkwy, Middletown, NY 10940

  Move-in ready and priced to sell! This charming 2-bedroom, 1-bath home at the end of a quiet cul-de-sac in Middletown offers an open living and dining area, an eat-in kitchen, a small unfinished basement for storage, and a walk-out one-car garage with additional driveway parking. Enjoy the convenience of being minutes from historic downtown Middletown’s shops, restaurants, and the Paramount

  Antonio Sanchez Harbor Gray Real Estate LLC

  3 Chappell Pkwy, Middletown, NY 10940
• 

  

  

  /19

  $379,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  1 Chestnut St, Middletown, NY 10940

  A must see home! This beautiful corner lot home has everything brand new inside - from the windows, closed porch, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, - all NEW. Featuring 3 bedrooms and 2 full bathrooms. It has a great size yard for your summer

  Anita S. Cristiano HomeSmart Homes & Estates

  1 Chestnut St, Middletown, NY 10940
• 

  

  

  /28

  $305,000

  • 2 Beds
  • 1.5 Baths
  • 1,150 Sq Ft

  111 Apple Lane Dr, Middletown, NY 10940

  Picked just for you is this adorable home on Apple Lane! From the moment you walk in, you’ll be greeted by a delightful blast from the past — knotty pine paneling, hardwood floors and an original kitchen complete with metal cabinets and whimsical upper metal cupboards with sliding glass doors that scream mid-century character. Whether you’re a fan of retro style or ready to put your modern touch

  Patricia Sassi RE/MAX Benchmark Realty Group

  111 Apple Lane Dr, Middletown, NY 10940
• 

  

  

  /41

  $1,299,000

  • 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
• 

  

  

  /44

  $385,000

  • 4 Beds
  • 2 Baths
  • 1,634 Sq Ft

  100 Academy Ave, Middletown, NY 10940

  WELCOME HOME!!! A lovely and spacious single family property, with an extra large backyard, located in the center of Middletown is looking for its new owners, ready to move in!!!The house features a total of 4 bedrooms, 2 full baths, plus a office room, with a semi finished basement for laundry and storage. New SS washer dryer included! The 1st floor consists of a nice kitchen with

  Mordy Abelesz eXp Realty

  100 Academy Ave, Middletown, NY 10940
• 

  

  /19

  $369,000

  • 4 Beds
  • 1.5 Baths
  • 1,272 Sq Ft

  35 Woods Place, Middletown, NY 10940

  This charming four-bedroom, one-bathroom home offers comfortable living space with a versatile layout. The layout provides plenty of room with flexible living spaces. Located in a welcoming Middletown neighborhood, you'll enjoy easy access to quality schools, convenient public transportation, and shopping options just minutes away. Whether you're starting fresh or looking to upgrade, this

  Kevin Sanabria eRealty Advisors, Inc

  35 Woods Place, Middletown, NY 10940
• 

  

  /30

  $374,999 Open Sun 1PM - 3PM

  • 3 Beds
  • 1.5 Baths
  • 1,160 Sq Ft

  5 Mills Ave, Middletown, NY 10940

  LOCATION, LOCATION, LOCATION! Don’t miss this charming 3 Bedroom, 1.5 Bathroom Two-Story Home located in the heart of Middletown and within the Middletown School District. This home offers unbeatable convenience—just minutes from local restaurants, shopping centers, banks, healthcare facilities, and postal services. Situated close to elementary and secondary schools, and just blocks from Orange

  Richard Baxter Keller Williams Realty

  5 Mills Ave, Middletown, NY 10940
• 

  

  /20

  $499,900

  • 3 Beds
  • 3 Baths
  • 2,576 Sq Ft

  64 Homestead Ln, Otisville, NY 10963

  Charming 3-Bedroom Country Home with Pond on 23+ Acres – MiniSink School DistrictWelcome to 64 Homestead Lane, a peaceful country retreat nestled on 23.4 scenic acres in the Town of Mount Hope, just off a quiet lane in the highly sought-after MiniSink Valley School District.This inviting 3-bedroom, 1 full bath and 2 half bath home offers classic charm and privacy, surrounded by

  Jonathon Lee Keller Williams Hudson Valley

  64 Homestead Ln, Otisville, NY 10963
• 

  

  /5

  $280,000

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

  22 Bonnell St, Middletown, NY 10940

  Welcome to 22 Bonnell St, a charming 4-bedroom, 3-bathroom home situated on a desirable corner lot on a quiet street in the heart of Middletown, NY. This spacious residence is brimming with potential, offering a unique opportunity to customize and create your dream home exactly the way you envision it. While the home could benefit from some updating, its solid foundation and prime location make

  Emmett McDowell Keller Williams Rlty Integrity

  22 Bonnell St, Middletown, NY 10940
• 

  

  /19

  $148,000

  • 2 Beds
  • 1 Bath
  • 742 Sq Ft

  35 Lake Claire Dr, Middletown, NY 10940

  This unique cottage is located by a quiet lake. Besides the two bedrooms and kitchen, living room, bathroom. there are so many potentials to discover! An extra tiny room for any convenient use. Extra space on top of the garage with a bathroom. A sewer system included there for you to make it work. It's marked as seasonal residence , but owner says it has everything for winter. A few parking

  Angela Vetanen eRealty Advisors, Inc

  35 Lake Claire Dr, Middletown, NY 10940
• 

  

  /16

  $649,900

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  744 Mount Hope Rd, Middletown, NY 10940

  A beautiful colonial home sitting on 10.80 acres with open layout is being built in the town of Wallkill. Offering about 2400 SQFT living space including the finished basement with 4 bedrooms, 3 full bathroom and a one car garage. From the living room to a dining area and it's open to a beautiful kitchen with Quartz countertops, an island and stainless appliances. This gorgeous home will have 1

  Anita S. Cristiano HomeSmart Homes & Estates

  744 Mount Hope Rd, Middletown, NY 10940
• 

  

  /22

  $249,900

  • 2 Beds
  • 1 Bath
  • 820 Sq Ft

  58 Wawayanda Ave, Middletown, NY 10940

  A Great Place to Call Home or perfect for those looking to expand your real estate investment portfolio, this charming Middletown home offers the perfect blend of comfort, convenience, and value. Cozy yet spacious, this home has been thoughtfully updated and is truly move-in ready! With 2 bedrooms, a home office which offers much potential for additional space and a full bath you will have all

  Frank Muccari Cronin & Company Real Estate

  58 Wawayanda Ave, Middletown, NY 10940
• 

  

  /50

  $875,000

  • 4 Beds
  • 4 Baths
  • 3,699 Sq Ft

  21 Lincoln Terrace Unit 19, Middletown, NY 10940

  Step into a rare and iconic mid-century modern residence, masterfully designed and once inhabited by renowned local architect Dennis Jurow. Tucked away on a private and mature one-acre lot in Middletown, this 4,000+ square foot home is a true celebration of 1970s contemporary design—thoughtfully preserved with original details throughout. This one-of-a-kind home features ten sliding glass doors

  Patricia Sassi RE/MAX Benchmark Realty Group

  21 Lincoln Terrace Unit 19, Middletown, NY 10940
• 

  

  /45

  $353,000

  • 3 Beds
  • 1.5 Baths
  • 1,564 Sq Ft

  38 Wilson St, Middletown, NY 10940

  Welcome to 38 Wilson where charm, space, and potential come together.This 3-bedroom, 1.5-bath split-level home offers a fresh start with newly painted interiors and a layout full of possibility. Step inside to soaring cathedral ceilings and a bright open-concept kitchen, perfect for both everyday living and entertaining. Upstairs features three generously sized bedrooms and a full bathroom.

  Pete Koutros Keller Williams Hudson Valley

  38 Wilson St, Middletown, NY 10940
• 

  

  /50

  $2,999,999

  • 5 Beds
  • 4.5 Baths
  • 6,460 Sq Ft

  285 Hill Rd, Middletown, NY 10940

  Great potential to embrace an equestrian lifestyle with immediate income producing potential. This Training Center features 29 acres of sprawling green grounds and incredible views. As you pass through the gated entrance, you will experience a world of equestrian wonder. The main barn boasts 13 stalls and an attached 75'x133' indoor arena with sprinkler system, over $500,000 cost. Two large

  Warren Shelley Reliable Realty Group

  285 Hill Rd, Middletown, NY 10940
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  /37

  $499,999

  • 4 Beds
  • 3 Baths
  • 2,160 Sq Ft

  612 Shoddy Hollow Rd, Middletown, NY 10940

  Located on one of the most scenic and peaceful roads in Orange County, this spacious mother-daughter home offers exceptional privacy on a full acre of land, just minutes from Middletown shopping, dining, and NYC train access. Tucked away on a quiet road, the home provides a rare sense of seclusion while still being close to everyday conveniences. Inside, you’ll find two full kitchens with

  Kewin Garabito eXp Realty

  612 Shoddy Hollow Rd, Middletown, NY 10940
• 

  

  /16

  $284,900

  • 3 Beds
  • 1.5 Baths
  • 1,188 Sq Ft

  4 Red Barn Ln, Middletown, NY 10940

  **BACK ON THE MARKET**...ROLLING MEADOWS! Low HOA! 3 Bedrooms! 1 1/2 Bathrooms! Eat In Kitchen! Large Living Room! Master Bedroom with Walk In Closet! Sliders to Fenced in Yard! Perfect Commuter Location! Close to Major Highways, Trains, Buses and Shopping! Walk to Clubhouse, Community Pool, Playground, Tennis and Basket Ball!

  Amanda Dnistrian ARC Realty 1 in Sales

  4 Red Barn Ln, Middletown, NY 10940
• 

  

  /36

  $594,000

  • 4 Beds
  • 2.5 Baths
  • 2,292 Sq Ft

  708 Kirbytown Rd, Middletown, NY 10940

  Such a peaceful setting for this immaculate 4 BR, 2.5 bath Colonial in the heart of The Minisink School District. This home is a dream for pet owners! The fenced backyard keeps your pets safe and secure while they play, and the underground dog fence lets them roam worry-free. There is a woodstove that is perfect for chilly evenings that will help with your heating costs during the cold winter

  Debbie Walsh SHAHAR Management LLC

  708 Kirbytown Rd, Middletown, NY 10940
• 

  

  /18

  $565,000

  • 3 Beds
  • 2 Baths
  • 2,321 Sq Ft

  3 Parkview Dr, Middletown, NY 10940

  Welcome to your next chapter—this 3-bedroom, 2-bathroom home offers both comfort and convenience. Nestled in a peaceful Middletown neighborhood, this home keeps you connected to everything that matters. Spend weekends at nearby Watts Memorial and Fancher-Davidge Parks, both just a short distance away. Schools like Northern Academy and those in the Middletown City School District are also

  Kevin Sanabria eRealty Advisors, Inc

  3 Parkview Dr, Middletown, NY 10940
• 

  

  /18

  $565,000

  • 4 Beds
  • 3 Baths
  • 2,162 Sq Ft

  77 Upper Rd, Middletown, NY 10940

  Beautiful Ranch Style Home, with 4 spacious bedrooms, 3 upgraded Bathrooms, beautiful Hardwood floor recently painted, lots of Entertainment space, Full finish basement with lots of space that fits laundry, gym, and more entertainment space. Property has a huge tennis court, above ground pool, hot tub and extra yard space. A new septic tank was installed, brand new water system. Perfect Home for

  Yajaira Silva Madison Allied LLC

  77 Upper Rd, Middletown, NY 10940
• 

  

  /36

  $999,900

  • 5 Beds
  • 4.5 Baths
  • 4,200 Sq Ft

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this grand estate, where you'll find a stunning 5-bedroom, 5-bathroom home spanning 4,200 square feet, complete with a large barn and a natural pond, all set on 36.8 acres. This private estate is located in Middletown, NY, nestled among rolling pastures, tranquil woods, and your very own pond. The expansive property also features a two-story post-and-beam barn with horse

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
• 

  

  /34

  $599,999

  • 4 Beds
  • 3.5 Baths
  • 2,188 Sq Ft

  26 Kyleigh Way, Middletown, NY 10940

  Welcome to this stunning, 5-year-young home located in the desirable Sunrise Hills development.This beautifully maintained residence offers 4 spacious bedrooms, 3 full bathrooms, and 1 half bathroom. The grand cathedral entryway features an elegant chandelier that can be admired from both inside and out, highlighting the top landing of the staircase.The large fourth bedroom is

  Delroy Smith List 4 Less Realty

  26 Kyleigh Way, Middletown, NY 10940
• 

  

  /26

  $849,900

  • 4 Beds
  • 3.5 Baths
  • 3,407 Sq Ft

  29 Hubbard Rd, Middletown, NY 10940

  New construction colonial on a beautiful 9+ acre lot with views of the Shawangunk Mountain Ridge, a spring fed pond and open fields and woods located on a private dead end road in the Pine Bush S/D. and close to major highways. The Sienna model features include 4 bedrooms, 3.5 baths, gorgeous red oak hardwood floors and spacious rooms. Relax in the cozy living room by the warm inviting fireplace

  Chris Ogden Realty Promotions Inc

  29 Hubbard Rd, Middletown, NY 10940
• 

  

  /46

  $1,600,000

  • 4 Beds
  • 2.5 Baths
  • 4,000 Sq Ft

  565 Prosperous Valley Rd, Middletown, NY 10940

  Your dream countryside retreat located in Orange County NY. This custom-built 4,000 sq. ft. Contemporary Ranch is situated on an expansive 61-acre property. (two separate parcels) It includes a two-story 35'x60' barn with 7 horse stalls, a lean-to, a silo, and a tack room. Above the barn, you'll find a 20'x64' loft area with a separate well and 100-amp electric service. The 25'x50' concrete

  Michelle Gruberger Real Estate Circuit Inc

  565 Prosperous Valley Rd, Middletown, NY 10940
• 

  

  /35

  $689,000

  • 6 Beds
  • 3.5 Baths
  • 2,948 Sq Ft

  669 Mountain Rd, Middletown, NY 10940

  Nestled in the Minisink School District | 6 bedrooms, |3 bathrooms| chef’s kitchen| perfect for those who love to cook and entertain. The double-sided fireplace*adds a cozy touch, while the inground pool makes it an ideal retreat.Set on 3.38 acres the home is surrounded by lush greenery, providing a peaceful and private atmosphere. The Colonial and Contemporary architectural style blends

  Michelle Gruberger Real Estate Circuit Inc

  669 Mountain Rd, Middletown, NY 10940
• 

  

  /16

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,445 Sq Ft

  718 Mount Hope Rd, Middletown, NY 10940

  Let's welcome the Summer of 2025 with this beautiful and spacious contemporary home. It is nestled up on the hill with great views in the town of Wallkill. This gorgeous home is going to be ready in less than 6 to 8 weeks. The upper level is featuring an open layout with gleaming oak hardwood floors throughout a massive living room with a very high ceiling & built in electric fireplace to a

  Anita S. Cristiano HomeSmart Homes & Estates

  718 Mount Hope Rd, Middletown, NY 10940
• 

  

  /25

  $579,000

  • 3 Beds
  • 2.5 Baths
  • 2,205 Sq Ft

  30 Daly Rd, Middletown, NY 10940

  New Construction. This 3-bedroom, 2.5-bath colonial is situated on a 2-acre level/partially wooded lot. The first floor offers an oversized living room, dining room, a kitchen with granite countertops and stainless appliances, and sliders leading to a backyard deck. Also on the first floor, you'll find a den/study, a laundry room, and a good-sized 1/2 bath. The second floor features a large loft

  Jonathon Lee Keller Williams Hudson Valley

  30 Daly Rd, Middletown, NY 10940
• 

  

  /34

  $389,000

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  120 Prospect Ave, Middletown, NY 10940

  Back on market! Buyer lost financing!! What a complete honor to represent this home, the pride of ownership is amazing! Over the last 20 years they have done so many improvements that when you view the home, it will be like they did it last week! When you arrive you will notice the long driveway that leads to a detached garage and nice sized yard. Before you enter the home, put on your

  Pedro Garcia Curasi Realty, Inc.

  120 Prospect Ave, Middletown, NY 10940
• 

  

  /22

  $325,000

  • 3 Beds
  • 1 Bath
  • 1,196 Sq Ft

  24 Crescent Place, Middletown, NY 10940

  Attention all investors and home buyers! Look no further, This amazing colonial is in great condition, Features 3 Bedrooms 1 full bathroom, New hot water tank and more... Driveway and garage to accommodate parking and storage, Home is well maintained and move in ready! Great location in town of Middletown and a 90 min drive to NYC! Priced to sell and wont last! Reach out today for your private

  Shlome Weber Q Home Sales

  24 Crescent Place, Middletown, NY 10940
• 

  

  /24

  $329,900

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  9 Fairview Ave, Middletown, NY 10940

  A must see home! This beautiful colonial home will have everything brand new - from the exterior: roof, sidings, windows, porch, deck to the interior: kitchen, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, hardwood floorings - all NEW. Featuring 3

  Anita S. Cristiano HomeSmart Homes & Estates

  9 Fairview Ave, Middletown, NY 10940
• 

  

  /58

  $660,000

  • 12 Beds
  • 11 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 11 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Find Advisors

  5 Wawayanda Place, Middletown, NY 10940
• 

  

  /35

  $699,000

  • 4 Beds
  • 3.5 Baths
  • 3,432 Sq Ft

  200 Mt Orange Rd, Middletown, NY 10940

  Welcome to this most charming 1870's farmhouse situated on idyllic 6.4 level pastoral acres with small pond. This property boasts wide moldings and other intricate detailing that showcase the exceptional craftmanship that went into its construction. Enjoy both gorgeous sunrises and sunsets from almost any room. This home has been well maintained, with some newer additions, such as the family

  Joe Distelburger Keller Williams Realty

  200 Mt Orange Rd, Middletown, NY 10940
• 

  /2

  $525,000

  • 5 Beds
  • 4 Baths
  • 3,140 Sq Ft

  7 Highland View Place, Middletown, NY 10940

  Welcome home to this beautifully maintained 5-bedroom, 4-bathroom raised ranch, ideally situated near the highly-rated Presidential Park Elementary School in Middletown, NY. Perfect for growing families or multi-generational living, this expansive home offers generous living space, natural light throughout, and thoughtful updates that make it move-in ready.Step inside to discover an open-concept

  Hilary Hemans-Mensah Keller Williams Realty

  7 Highland View Place, Middletown, NY 10940
• 

  

  /18

  $595,000

  • 8 Beds
  • 3 Baths
  • 3,000 Sq Ft

  21-23 Highland Ave, Middletown, NY 10940

  Kathleen Christopherson EXCLUSIVE SALES AND RENTALS

  21-23 Highland Ave, Middletown, NY 10940
• 

  

  /50

  $209,999 Pre-Foreclosure

  • 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
• 

  

  /26

  $399,000 Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 1,620 Sq Ft

  47 Prince St, Middletown, NY 10940

  Welcome to this lovely, renovated. Formerly a 3 bedroom/2-bathroom house, this home has been renovated in 2023 into a 4 bed/2.5 bath adding a 1st Floor Master Bedroom Suite, increasing the square footage of living space. This house has plenty of character and is better than new construction. Open Concept Layout, Enclosed Porch, Luxury Vinyl Flooring, Stainless Steel Appliances, Butcher Block

  D'Wana Haynesworth YourHomeSold Guaranteed Realty

  47 Prince St, Middletown, NY 10940
• 

  

  /38

  $359,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 1,692 Sq Ft

  33 Red Barn Ln, Middletown, NY 10940

  Welcome to this beautifully maintained 3-bedroom, 2.5-bath townhouse perfectly situated near schools, shopping, and major highways for an easy commute. Pride of ownership is evident throughout with spacious living areas, a functional layout, and thoughtful updates. The finished lower level offers additional living space, while the 1-car garage provides convenience and storage. Set at the end of

  Donna Reese Keller Williams Hudson Valley

  33 Red Barn Ln, Middletown, NY 10940
• 

  

  /3

  $380,000

  • 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
• 

  

  /33

  $319,000

  • 3 Beds
  • 1 Bath
  • 1,136 Sq Ft

  127 Watkins Ave Unit 129, Middletown, NY 10940

  Welcome to 127 Watkins Ave! This charming single-family home offers great bones and endless potential with just a few cosmetic touches. Featuring 3 bedrooms, 1 full bath, and a finished attic that can easily serve as an additional bedroom, home office, playroom, or flex space, this home provides plenty of room to grow. Inside, you’ll find beautiful hardwood floors in excellent condition and a

  Waldina Almazan RE/MAX Benchmark Realty Group

  127 Watkins Ave Unit 129, Middletown, NY 10940
• 

  

  /23

  $224,900

  • 3 Beds
  • 1 Bath
  • 1,032 Sq Ft

  80 Beattie Ave, Middletown, NY 10940

  Here on freshly paved Beattie Ave in Middletown, you'll find this 1920 two story style. The home has three bedrooms, a full bath, kitchen, living room- dining room combo, as well as a walk-up attic and full unfinished basement. Outside there is a covered front porch, small fenced yard and a detached two car garage. The home is in overall sound condition, but will need enough repairs that it may

  Keith Sumner John J Lease REALTORS Inc

  80 Beattie Ave, Middletown, NY 10940

Showing Results 41 - 80, Page 2 of 3