Middletown, NY Homes for Sale

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  /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
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  /19

  $175,000

  • 2 Beds
  • 2 Baths
  • 924 Sq Ft

  509 5th Ave, Middletown, NY 10941

  Want to buy an almost new home for $175,000? 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

  $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
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  /25

  $150,000

  • 3 Beds
  • 2 Baths
  • 1,344 Sq Ft

  551 5th, Middletown, NY 10941

  Well maintained 3 bedrooms, 2 bathrooms mobile home in the Valley View mobile home community.Simple one level living, short distance from major highways and shops. Located in the Valley Central School District. Very easy to see. Call today for your own private tour.

  Gloria Rivera Keller Williams Hudson Valley

  551 5th, Middletown, NY 10941
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  /50

  $599,900

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  2213 Mount Hope Rd, Middletown, NY 10940

  Fantastic investment opportunity in this growing Mount Hope area. Imagine operating your business on the ground level and collecting rent from 3 residential apartments on the second floor. All the apartments have been updated and delivered vacant. Your chance to collect market rents. There is the option to convert the ground level space to another residential apartment, or utilize it as it

  Chris Scibelli Keller Williams Realty

  2213 Mount Hope Rd, Middletown, NY 10940
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  /9

  $395,000

  • 4 Beds
  • 2 Baths

  25 Mill St, Middletown, NY 10940

  Beautifully recently renovated 2 story, with 2 br apartment on second for at $2000./month, has 2 yr lease, vacant first floor unit with matching new renovation, includes washer and dryer. New kitchen with granite counters, new full tile bath. High efficiency furnaces. First floor is a commercial space, ready to occupy. Tenant pay utilities. Seller says present all offers. Come and see!!!!

  Mark Tierney Howard Hanna Rand Realty

  25 Mill St, Middletown, NY 10940
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  /26

  $112,999

  • 1 Bed
  • 1 Bath
  • 585 Sq Ft

  55 Woodcrest Dr, Middletown, NY 10940

  Charming Turn-Key Wood Cottage in Serene Setting - Airbnb CertifiedEscape to peace and tranquility with this beautifully maintained 1-bedroom, 1-bath ranch-style wood cottage, nestled in a serene wooded setting. Featuring vaulted ceilings and a wood-burning stove, this home exudes warmth and rustic charm. An additional converted space serves as a second bedroom, a bonus loft area offers extra

  Zakia Wisdom Z Wisdom Realty Inc.

  55 Woodcrest Dr, Middletown, NY 10940
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  /42

  $749,900

  • 4 Beds
  • 3.5 Baths
  • 2,823 Sq Ft

  264 Lybolt Rd, Middletown, NY 10941

  Located on a quite country road in the town of Wallkill sits this move in ready new construction colonial on 2.12 wooded private acres in the sought after Pine Bush School district. The Mable offers an open floor plan design on the first level with hardwood floors throughout the oversized living room with a gas fireplace, formal dining room and custom kitchen with breakfast bar, quartz

  Chris Ogden Realty Promotions Inc

  264 Lybolt Rd, Middletown, NY 10941
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  /34

  $385,000

  • 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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  /2

  $40,000

  • 550 Sq Ft

  40 Ivory Ln, Middletown, NY 10940

  THIS SPACIOUS PARCEL OF LAND IN MIDDLETOWN, NY OFFERS AN EXCELLENT OPPORTUNITY FOR AFFORDABLE LIVING OR INVESTMENT. THIS PROPERTY OFFERS THE OPPORTUNITY TO REPLACE THE EXISTING STRUCTURE WITH CONVENIENT ACCESS TO UTILITIES THE LOT IS READY FOR REDEVELOPMENT. WHETHER YOUR'RE LOOKING TO BUILD EQUITY OR SEEKING RENTAL INCOME POTENTIAL THIS PROPERTY COMBINES AFFORDABILITY WITH FLEXIBILITY. LOCATED

  ALISON NIXON eXp Realty

  40 Ivory Ln, Middletown, NY 10940
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  /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
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  /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
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  /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
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  /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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  /20

  $269,900

  • 2 Beds
  • 2.5 Baths
  • 880 Sq Ft

  147 Ruth Ct, Middletown, NY 10940

  Welcome to this beautifully maintained 2-bedroom, 2-bathroom condo in Middletown! Featuring a spacious and inviting layout, this condo boasts a generously sized primary bedroom with a walk-in closet. Conveniently located close to shops, restaurants, and entertainment, you'll love the ease of access to everything you need. Whether you're relaxing at home or exploring the vibrant local area, this

  Matthew Gibbs Keller Williams Hudson Valley

  147 Ruth Ct, Middletown, NY 10940
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  /50

  $829,000

  • 4 Beds
  • 2.5 Baths
  • 2,828 Sq Ft

  482 Scotchtown Ave, Middletown, NY 10941

  Mint condition, classic, fully-restored 1863 farmhouse. This 4-bedroom, 2 1/2-bathroom home sits on 10 serene acres with stunning horse farm views and features including original hardwood floors, a brick fireplace, and formal dining with exquisite molding. Also noted is the updated plumbing. Enjoy a wraparound porch, a pond with fish, and river access for kayaking. Completely inspiring with a

  Pamela Henning Keller Williams Hudson Valley

  482 Scotchtown Ave, Middletown, NY 10941
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  /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
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  /16

  $429,999

  • 6 Beds
  • 2 Baths
  • 1,878 Sq Ft

  19 Wawayanda Ave, Middletown, NY 10940

  Price reduced....... A Must see... Fully available opportunity knocks to own this colonial home, located in the heart of the Hudson Valley. Entering this home with a long foyer that leads into a living room, spacious dining room with plenty of natural light, eat in kitchen, Kitchen is updated with lots of cabinet space front deck, back porch, new flooring for the entire house. New roof,

  Samar Tarazi Keller Williams Realty

  19 Wawayanda Ave, Middletown, NY 10940
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  /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
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  /36

  $599,000

  • 4 Beds
  • 2.5 Baths
  • 1,825 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
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  /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
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  /2

  $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. Home needs significant rehab, cash or rehab loans preferred.

  Christian Baez Keller Williams Hudson Valley

  115 Vincent Dr, Middletown, NY 10940
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  /18

  $600,000

  • 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
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  /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
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  /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
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  /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
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  /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
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  /15

  $105,000

  • Land
  • 5 Acres
  • $20,588 per Acre

  Lot 11 Meadow Brook Dr, Middletown, NY 12455

  Tucked away in the pastoral rolling hills, just a short drive from down town Margaretville, this very special 5 acre parcel is sure to check many boxes on your wish list. A peaceful and serene setting with beautiful scenic views and rolling open meadows backed by magical woods to explore. With several possible building sites this parcels offers what most are looking for. Easy access, and close to

  Rosalie Glauser Listing by Frank Lumia Real Estate Plus!, LLC

  

  Lot 11 Meadow Brook Dr, Middletown, NY 12455
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  /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
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  /35

  $950,000

  • 3 Beds
  • 2.5 Baths
  • 3,315 Sq Ft

  535 County Route 22, Middletown, NY 10940

  Looking to Enjoy Life? Experience 535 Ct Rt 22 in the Minisink School District. Unique Handcrafted Home that is surrounded by Nature and Privacy. This Amazing property is backed up to a NYS Protected Conservation in addition to the existing 21 1/2 Acres of Privacy. Gorgeous Breath-taking views can be seen from almost every window of the home. Enjoy the Dramatic, Sundrenched, Eye Popping Open

  John Biasi Howard Hanna Rand Realty

  535 County Route 22, Middletown, NY 10940
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  /11

  $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
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  /27

  $249,000

  • 2 Beds
  • 2 Baths
  • 1,636 Sq Ft

  1603 Goshen Turnpike, Middletown, NY 10941

  This 1850-built home at 1603 Goshen Turnpike is full of potential for investors and flippers. It features wide plank oak floors, a fireplace, and a country kitchen, offering a solid foundation for renovations.With 1,636 sq ft of living space, 2 bedrooms, and 2 bathrooms, this home sits on a 6,991 sq ft lot, providing room for updates and improvements. Central cooling and forced air heating are

  Elvys Molina Keller Williams Realty

  1603 Goshen Turnpike, Middletown, NY 10941
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  /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
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  /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
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  /50

  $209,999

  • 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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  /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
• 

  

  /6

  $99,000

  • Land
  • 6 Acres
  • $15,278 per Acre

  0 Fox Meadow Ln, Middletown, NY 12455

  Stunning 6.4-Acre Hilltop Parcel with Panoramic Views – Margaretville, NY$110,000Perched atop one of the most beautiful and sought-after hills in Margaretville, this exceptional 6+ acre parcel offers a rare opportunity to own your own private slice of Catskills paradise. Located at the very end of a quiet, private road, this property features breathtaking 180-degree views of

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Fox Meadow Ln, Middletown, NY 12455
• 

  

  /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
• 

  

  /23

  $629,900

  • 4 Beds
  • 3 Baths
  • 2,400 Sq Ft

  11 Vista View Terrace, Middletown, NY 10941

  Welcome to Vista View Terrace - This stunning colonial home is being built and nestled on the cul-de-sac of a beautiful neighborhood in Scotchtown area 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 granite

  Anita S. Cristiano HomeSmart Homes & Estates

  11 Vista View Terrace, Middletown, NY 10941

Showing Results 81 - 120, Page 3 of 4