Homes for Sale near Middletown High School

• 

  

  

  /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
• 

  

  

  /25

  $169,000

  • 1 Bed
  • 1 Bath
  • 735 Sq Ft

  324 Concord Ln, Middletown, NY 10940

  Welcome to this beautiful condo in the Buttonwood Hills complex! This bright and spacious unit features a combined living and dining area with sliding doors that lead to a private deck—perfect for relaxing or enjoying your morning coffee. The kitchen is equipped with stainless steel appliances. There is one generously sized bedroom and one full bathroom, tastefully upgraded with modern finishes,

  Wenpeng Guan Keller Williams Hudson Valley

  324 Concord Ln, Middletown, NY 10940
• 

  

  

  /34

  $429,999

  • 2,946 Sq Ft

  221 E Main St, Middletown, NY 10940

  Welcome to 221 E Main St—a standout investment opportunity offering flexibility, location, and long-term potential in one of Orange County’s most active and rapidly growing markets. This mixed-use property features two residential units and a commercial space on the ground floor, making it an ideal choice for investors, owner-occupants, or entrepreneurs looking to establish a business while

  Savannah Miceli Century 21 Alliance Rlty Group

  221 E Main St, Middletown, NY 10940
• 

  

  

  /32

  $549,000

  • 3 Beds
  • 2.5 Baths
  • 2,929 Sq Ft

  1 Parkview Dr, Middletown, NY 10940

  Welcome to 1 Parkview Dr. in beautiful Presidential Park in Middletown, NY. Located on a corner lot, this expanded raised ranch shines. Gleaming hardwood floors and spacious room size are only some if it's great features. Eat in kitchen boasts an atrium that looks out to its lovely landscaped backyard. Spend time in this space and you'll feel like you're on vacation. Beautiful inground pool

  Marie Altieri Howard Hanna Rand Realty

  1 Parkview Dr, Middletown, NY 10940
• 

  

  

  /26

  $265,000

  • 2 Beds
  • 2 Baths
  • 1,146 Sq Ft

  162 Deer Ct Dr, Middletown, NY 10940

  Beautiful Condo in a Prime Location!Experience the perfect blend of comfort and convenience in this ideally located condo, perfect for commuters and those who love being close to the action. Just minutes from major highways, this home offers easy access to shopping centers, restaurants, and daily essentials.For city bound travelers, transportation is a breeze with nearby access to the

  Beverly Huaman Howard Hanna Rand Realty

  162 Deer Ct Dr, Middletown, NY 10940
• 

  

  /3

  $299,000

  • Land
  • 21 Acres
  • $14,171 per Acre

  32 Nicaj Ct, Wallkill, NY 10941

  This listing is for 2 abutting properties totaling 21 Acres. The 10 acre parcel fronts Nicaj Ct. The second is an 11 acre parcel (section 14, block 2, lot 23) which is landlocked and abuts this parcel. The 10 acre is engineered with site plan approval. Had BOH approval, may need a letter extending approval. The 11 acre would need full engineering to build on it. Seller represents possible further

  Liz Vasapolli Howard Hanna Rand Realty

  32 Nicaj Ct, Wallkill, NY 10941
• 

  

  /13

  $350,000

  • 2 Beds
  • 1 Bath
  • 1,016 Sq Ft

  3 Chappell Pkwy, Middletown, NY 10940

  A lovely single family Ranch home locates at a dead end street in a quiet neighborhood of Middletown. This single family home offers 2 bedrooms and a full bathroom, a large eat in kitchen, dining area and spacious living room and a big sun room. The backyard is fully fenced in with a shed. Plenty of storage space in the basement and an 1 car indoor garage. Great location, close to YMCA,

  Feng Chang Acer Realty Inc

  3 Chappell Pkwy, Middletown, NY 10940
• 

  

  /16

  $299,900

  • 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
• 

  

  /27

  $369,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  53 Richmond Place, Middletown, NY 10940

  Settle into the charm of Orange County, NY, in this bright and airy three-bedroom home. The kitchen features elegant white cabinets and stainless steel appliances, perfectly combining style and functionality. Additional conveniences include a laundry room, mudroom, walk-up attic, and a full basement for ample storage. Situated on a corner lot, this property boasts a fenced-in backyard with plenty

  Kelly Roebuck Curasi Realty, Inc.

  53 Richmond Place, Middletown, NY 10940
• 

  

  /11

  $113,300

  • Land
  • 0.09 Acre
  • $1,258,889 per Acre

  92 Linden Ave, Middletown, NY 10940

  Discover a rare chance to transform your dream into reality on this prime 50 by 80 cleared, level parcel in the heart of Middletown. Located in a fully built out neighborhood with municipal water and sewer already in place, this site offers a blank canvas for a single family home. This is an outstanding opportunity for builders to leave their mark in a thriving community. Don’t let this

  Jason Madison eXp Realty

  92 Linden Ave, Middletown, NY 10940
• 

  

  /38

  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,410 Sq Ft

  344 Ingrassia Rd, Middletown, NY 10940

  Welcome to 344 Ingrassia Rd in Middletown, NY. This stunning Italian custom built Mediterranean home sits on 3.1 acres of land, offering 2,410 sqft of elegant living space. The property features 4 spacious bedrooms and 2.5 bathrooms.Upon entering, you'll notice the beautiful marble tile flooring that flows into the open kitchen. This Grommet kitchen boasts a large island, energy efficient

  Travis Thompson Keller Williams Hudson Valley

  344 Ingrassia 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
• 

  

  /6

  $320,000

  • 3 Beds
  • 2 Baths
  • 1,964 Sq Ft

  115 Vincent Dr, Middletown, NY 10940

  Check out 115 Vincent Drive, a unique split ranch in Middletown, NY. It’s close to everything on Route 211, so shopping, dining, and everyday errands are minutes away. The fenced backyard is great for pets or outdoor hangouts, and the two-car garage gives you plenty of parking and storage space.

  Christian Baez Keller Williams Hudson Valley

  115 Vincent Dr, Middletown, NY 10940
• 

  

  /8

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,484 Sq Ft

  2 Rivervale Rd, Middletown, NY 10940

  Charming Corner Townhouse in Middletown – No HOA Fees!Welcome to 2 Riverdale Road, a delightful 3-bedroom, 1.5-bathroom townhouse nestled in the heart of Middletown, NY. This spacious 1,484 sq ft home offers a perfect blend of comfort and convenience, making it an ideal choice for families and first-time homebuyers.Key Features:Spacious Living: Enjoy the warmth of hardwood floors throughout and

  Kilimanjaro Toussaint YourHomeSold Guaranteed Realty

  2 Rivervale Rd, Middletown, NY 10940
• 

  

  /46

  $624,900

  • 3 Beds
  • 3.5 Baths
  • 3,013 Sq Ft

  1 Country Club Dr, Middletown, NY 10940

  Simply The Best! Here it is! The largest end unit in the premier luxury, maintenance free gated community of Fairways of Wallkill. The original owners included every upgrade available when choosing options and now it can be yours! Starting with the privacy, lush landscaping and common area, this was an premium lot upgrade. This Beaumont model offers over 3000 sq feet and four levels of lavish

  Karen Taphorn Howard Hanna Rand Realty

  1 Country Club Dr, Middletown, NY 10940
• 

  

  /12

  $142,900

  • 1 Bed
  • 1 Bath
  • 740 Sq Ft

  228 Concord Ln Unit 228, Middletown, NY 10940

  ESTATE SALE – Prime Investment Opportunity!Discover value in this estate sale offering—a 1-bedroom, 1-bathroom second-floor unit located in Middletown’s Buttonwood Hills community. Ideal for investors seeking strong rental potential or buyers in search of a low-maintenance, conveniently located home. Situated in a commuter-friendly location, it's close to major highways, colleges, shopping

  Yasmine Delgado BHG Real Estate Green Team

  228 Concord Ln Unit 228, Middletown, NY 10940
• 

  

  /20

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,124 Sq Ft

  317 Wawayanda Ave, Middletown, NY 10940

  Charming 4-Bedroom Home with Cozy Curb Appeal - A Must See!Welcome to this delightful 4-bedroom, 1-bath single-family home, perfectly nestled in a peaceful, tree-lined neighborhood. With its eye-catching red exterior and classic white trim, this home offers curb appeal that is both inviting and timeless.Step inside to discover a warm, sunlit living space ideal for family

  Pete Wolven Hudson Valley Home Connection

  317 Wawayanda Ave, Middletown, NY 10940
• 

  

  /34

  $610,000

  • 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
• 

  

  /15

  $339,900

  • 3 Beds
  • 1 Bath
  • 1,278 Sq Ft

  39 Crescent Place, Middletown, NY 10940

  Very Beautifully renovated home on a quiet street in Middletown. Perfect location close to schools, shopping, and playgrounds. Clean hardwood floors, updated kitchen, newly paved driveway, finished patio, and plenty of natural light. In addition, all windows were replaced in 2020

  Zhiheng Tang Keller Williams Hudson Valley

  39 Crescent Place, Middletown, NY 10940
• 

  

  /14

  $207,000

  • 2 Beds
  • 1 Bath
  • 1,006 Sq Ft

  49 Ruth Ct, Middletown, NY 10940

  Smart Buy – Ideal for Investors or Future Homeowners!This well-maintained 2-bedroom, 1-bathroom second-floor condo presents a fantastic opportunity whether you're looking to invest or move in yourself. Located in a quiet, professionally managed complex, the unit is currently tenant-occupied with the lease ending soon, offering immediate rental income or the option to occupy.The layout

  Jacob Fried Keller Williams Realty

  49 Ruth Ct, Middletown, NY 10940
• 

  

  /3

  $1,650,000

  • Land
  • 8 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
• 

  

  /24

  $475,000

  • 4 Beds
  • 2 Baths
  • 2,036 Sq Ft

  51 Pine Ct, Middletown, NY 10941

  Beautiful Split Level home situated in one of the nicest areas of The Town Of Wallkill. This wonderful home offers an Open Airy Floor Plan, Gorgeous Harwood Floors on the First Floor, Brand New Designer Custom Kitchen with Quartz Countertops, Breakfast Bar, Stainless Steel Appliances, and Recessed Lighting. Large Sun Drenched Living Room with a Bay Window , spacious Dining Rm, Primary Bedroom

  John Biasi Howard Hanna Rand Realty

  51 Pine Ct, Middletown, NY 10941
• 

  

  /43

  $347,000

  • 2 Beds
  • 1 Bath
  • 1,254 Sq Ft

  203 Watkins Ave, Middletown, NY 10940

  Welcome Home! As you enter this nicely maintained capecod you'll notice the curved archway entry. To the left is a bonus room that could be used as an office/bedroom. The living room/ dining area combo has beautiful refinished hardwood floors. In addition to a full bathroom, kitchen with granite countertops, stainless steel appliances, white subway tile backsplash, and luxury vinyl plank flooring

  Brenda Otero HomeSmart Homes & Estates

  203 Watkins Ave, Middletown, NY 10940
• 

  

  /21

  $110,000

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

  2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455

  There are many options available for your dream home. This wooded lot has a gradual incline to plateaus overlooking a valley and a mountain. Access to this property is from County Highway 36. It is conveniently located just 15 minutes from Belleayre Mountain or Plattekill Mountain Ski slopes. Power at the front of the lot near rough cut driveway. Walk to the Batavia Kill stream; great fishing!

  Doug Walsh NOLA GUTMANN REALTY

  2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455
• 

  

  /31

  $199,900

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  224 Concord Ln, Middletown, NY 10940

  Discover this 2-bedroom, 2-bathroom second-floor unit in Middletown, NY! Flooded with abundant sunshine, this lovely home boasts brand-new carpeting and fresh paint throughout. Stay comfortable with an energy-efficient Navien tankless furnace installed in November 2021. The washer, dishwasher, and refrigerator were all updated in 2019. Move-in ready and ideal for starting your homeownership

  Hai Li Keller Williams Hudson Valley

  224 Concord Ln, Middletown, NY 10940
• 

  

  /50

  $999,999

  • 4 Beds
  • 3.5 Baths
  • 4,295 Sq Ft

  941 Mt Hope Rd, Middletown, NY 10940

  Welcome to 941 Mount Hope Road in beautiful Middletown, NY—an exceptional 4,295 sq ft estate set on a sprawling 46-acre property, offering the perfect blend of timeless character and modern upgrades. Built in 1926, this one-of-a-kind stone and siding home has been completely renovated, preserving its historic appeal while elevating comfort and functionality. Whether you're seeking a luxurious

  Heather Thoms Q Home Sales

  941 Mt Hope Rd, Middletown, NY 10940
• 

  

  /25

  $579,000 Open Sat 11AM - 12PM

  • 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

  $318,999

  • 3 Beds
  • 2.5 Baths
  • 1,452 Sq Ft

  15 Silo Ln, Middletown, NY 10940

  Back on Market! Buyer couldn't get finanacing! The owner of this home decided to give you a fresh coat of paint and add new flooring to the first level to instantly make you fall in love with the home as soon as you walk in! This home located in the desirable The Meadows Community in the Town of Wallkill. Let's talk about how this is an end unit which allows privacy and a spacious yard. When you

  Pedro Garcia Curasi Realty, Inc.

  15 Silo Ln, Middletown, NY 10940
• 

  

  /32

  $379,000

  • 3 Beds
  • 1 Bath
  • 1,436 Sq Ft

  36 Karen Dr, Middletown, NY 10940

  This cozy 3-bedroom, 1-bathroom home is packed with features and surrounded by natural beauty. Located on a spacious 0.59-acre lot, the property includes energy-efficient solar panels, a newer roof, and a workshop area in the basement. The home has hardwood floors and also features newer appliances in the kitchen. The seller is willing to work with the new owner on refinishing the wood floors.

  Jason Madison eXp Realty

  36 Karen Dr, Middletown, NY 10940
• 

  

  /29

  $375,000

  • 3 Beds
  • 1 Bath
  • 1,922 Sq Ft

  7 Wilbur Ave, Middletown, NY 10940

  Welcome to this charming 3 bedroom, 2 bath home located in the heart of Middletown, NY. Perfect starter home or are you an investor looking to rent? Upon entering you get a sense of historic Middletown, NY and even more majestic when you see the views. Offers large rooms, hardwood floors, full walk up attic, and a large unfinished/walkout basement. Nestled in a vibrant community, this property

  John Bilancione Nicoli Realty

  7 Wilbur Ave, Middletown, NY 10940
• 

  

  /25

  $535,000

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

  Single Family home and mix-use property in prime location. Live on the property and have your business or use entirely for commercial purposes. This unique property offers incredible potential for various business or residential opportunities in a highly commercial area. Zoned Light Enterprise, this property provides flexibility for special uses, making it ideal for entrepreneurs,

  AnnaMarie O'Brien Curasi Realty, Inc.

  727 Route 17m, 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
• 

  

  /25

  $250,000

  • 2 Beds
  • 2.5 Baths
  • 1,348 Sq Ft

  11 Jordan Ln, Middletown, NY 10940

  This property is located in a well maintained community, minutes away from major highways, shopping centers and schools. It is with in walking distance to the local dog park, play ground and community center. Quietly located on the outskirts of Middletown. Do not miss this opportunity to own your own home with low taxes and maintaince fee. Beautiful views and wooded areas out side your front door.

  Shaji Markose Kerala Realty, LLC

  11 Jordan Ln, Middletown, NY 10940
• 

  

  /10

  $369,900

  • 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
• 

  

  /31

  $399,000

  • Land
  • 43 Acres
  • $9,194 per Acre

  64 Seaman Rd, Scotchtown, NY 10941

  Nestled in a serene and private setting, this 43+ acre property is a rare find, offering endless possibilities for those seeking a dream home or recreational retreat. Positioned on a desirable flag lot, the land ensures seclusion while still being accessible. A gated graveled driveway leads to a cleared homesite area, ready for construction. The level, wooded landscape is enhanced by a network of

  Antoinette Gundersen HomeSmart Homes & Estates

  64 Seaman Rd, Scotchtown, NY 10941
• 

  

  /5

  $90,000

  • Land
  • 0.70 Acre
  • $128,571 per Acre

  29-31 Orange Terrace, Middletown, NY 10940

  Build your new home with beautiful views. This lot is 190 feet deep. Compared to most building lots in Middletown, which are only 100 feet deep, this will let you have a full size house plus a nice size rear yard. Municipal water and sewer service are available, along with electric, natural gas, cable and telephone. This location is near parks and schools and has good access to shopping, and

  Joao Rodrigues Preferred Properties Real Esta

  29-31 Orange Terrace, Middletown, NY 10940
• 

  

  /58

  $699,000

  • 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
• 

  

  /9

  $399,900

  • 3 Beds
  • 2.5 Baths
  • 1,554 Sq Ft

  Unlisted Address

  New Construction 3 bedroom contemporary with covered front porch and carport to be built in a desired neighborhood and close to downtown with all new shops, restaurants and near public transportation (bus and train) making for an easy commute! Enjoy the Delaware River with fishing, rafting and kayaking. This beautiful new home will feature an oversized living room, custom kitchen with granite or

  Chris Ogden Realty Promotions Inc

  Unlisted Address
• 

  

  /4

  $2,300,000

  • Land
  • 137 Acres
  • $16,793 per Acre

  0 Shawangunk Rd Unit KEYH6301772, Scotchtown, NY 10940

  136± acres with subdivision potential that is located in a country rural area with road frontage on three roads: Shawangunk, Weld , Tarbell and Goshen Turnpike. Raw land, no engineering. Includes SBL 3-1-9 Additional Information: SoilType:Unknown,

  Richard (RJ) Smith Howard Hanna Rand Realty

  0 Shawangunk Rd Unit KEYH6301772, Scotchtown, NY 10940
• 

  

  /3

  $100,000

  • Land
  • 1.40 Acres
  • $71,429 per Acre

  0 Sunrise Park Rd Unit ONEH6269318, Wawayanda, NY 10958

  No engineering done on this lot. Quiet cul de sac near everything.

  Joe Distelburger Keller Williams Realty

  0 Sunrise Park Rd Unit ONEH6269318, Wawayanda, NY 10958

Showing Results 41 - 80, Page 2 of 3