Middletown, NY Homes for Sale with Garage

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  /23

  $424,900

  • 3 Beds
  • 2 Baths
  • 1,266 Sq Ft

  257 Tally Ho Rd, Middletown, NY 10940

  You've found more than just a house this home is a legacy. Lovingly maintained by its original owner and family since the day it was built, this home radiates pride of ownership and timeless care. Every room tells a story of attention to detail, thoughtful updates, and a genuine commitment to preserving its comfort and charm! This 3-bedroom Cape-style home is perfectly situated on a secluded

  Catherine Eichner Eichner Realty Group Inc.

  257 Tally Ho Rd, Middletown, NY 10940
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  /19

  $158,000

  • 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
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  /45

  $450,000

  • 5 Beds
  • 2 Baths

  16-18 Claremont Ct, Middletown, NY 10940

  Charming Renovated Duplex in Prime Middletown Location! Located just a short walk from Fancher-Daviage Park and pool, this beautifully updated duplex offers exceptional value and flexibility for owner-occupants or investors alike.The main unit features three spacious bedrooms and one stylishly updated bathroom, showcasing gleaming hardwood floors, a sun-filled lanai-style room, and a modern

  Shari Felder Keller Williams Realty

  16-18 Claremont Ct, Middletown, NY 10940
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  /40

  $489,000

  • 3 Beds
  • 2.5 Baths
  • 2,491 Sq Ft

  5 Cornwall Ln, Middletown, NY 10940

  Welcome to this ending unit townhouse nestled in the community of Woodside Knolls. This beautifully maintained home offers 3 spacious bedrooms, 2.5 bathrooms, and an attached 2-car garage. With over 2,400 square feet of living space, this residence seamlessly blends comfort, and functionality. Step inside to discover the Oak Hardwood Floors throughout the main level. The bright and airy living

  Wenpeng Guan Keller Williams Hudson Valley

  5 Cornwall Ln, Middletown, NY 10940
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  /35

  $489,000

  • 3 Beds
  • 2 Baths
  • 1,823 Sq Ft

  30 Wilson St, Middletown, NY 10940

  MAGAZINE READY!!!! HGTV CALLED, YOUR DREAM HOME JUST HIT THE MARKET! Absolutely Stunning Newly Renovated Raised Ranch in Middletown! Prepare to be impressed by this incredible, newly renovated raised ranch, ideally situated in a quiet and peaceful Middletown neighborhood. Thoughtfully redesigned with impeccable taste and high end, on-trend finishes, this home offers both style and substance in

  Frank Muccari Cronin & Company Real Estate

  30 Wilson St, Middletown, NY 10940
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  /23

  $320,000

  • 3 Beds
  • 1 Bath
  • 1,056 Sq Ft

  580 van Burenville Rd, Middletown, NY 10940

  Set on a beautiful *one-acre lot* in the highly sought-after **Pine Bush School District**, this charming 3-bedroom, 1-bath **ranch-style home** offers peace, potential, and a lifestyle that blends the best of both worlds. Whether you're starting out or slowing down, this home delivers move-in ready comfort with room to make it your own.Step inside to find a sun-filled **eat-in kitchen**,

  Valerie Jewis Keller Williams Hudson Valley

  580 van Burenville Rd, Middletown, NY 10940
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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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  /29

  $349,750

  • 2 Beds
  • 1 Bath
  • 1,324 Sq Ft

  9 Grandview Ave, Middletown, NY 10940

  Step inside this Middletown ranch home and be pleasantly surprised by the spacious layout, updated features, and inviting vibe that make this home a true gem. With newer windows, kitchen appliances, and central air conditioning, comfort and convenience are already checked off your list. The cute breezeway connecting the garage to the house adds a fun bonus space—think sunny sitting area or

  Patricia Sassi RE/MAX Benchmark Realty Group

  9 Grandview Ave, Middletown, NY 10940
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  /42

  $779,900

  • 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

  $395,000

  • 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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  /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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  /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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  /23

  $318,000

  • 2 Beds
  • 2.5 Baths
  • 1,831 Sq Ft

  12 Deer Ct Dr, Middletown, NY 10940

  Spacious Townhouse in a Prime Location!This well-located townhouse offers the perfect combination of space, comfort, and convenience. Ideal for commuters and anyone who enjoys being close to all the action. Just minutes from major highways, the home provides easy access to shopping centers, restaurants, and everyday essentials. For city bound travelers, getting around is simple. With nearby

  Beverly Huaman Howard Hanna Rand Realty

  12 Deer Ct Dr, 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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  /37

  $510,000

  • 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
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  /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
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  /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
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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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  /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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  /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
  • 3,200 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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  /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
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  /41

  $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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  /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
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  /30

  $449,900

  • 3 Beds
  • 2.5 Baths
  • 1,987 Sq Ft

  7 Roosevelt Ave, Middletown, NY 10940

  Welcome to this charming ranch-style home located on a desirable corner lot in the city of Middletown. Spanning just under 2,000 square feet, this inviting residence features spacious rooms throughout. As you enter, you'll be greeted by custom woodwork and elegant wainscoting that add a touch of sophistication throughout this home. The layout is accentuated by tile flooring that flows seamlessly

  Patricia Sassi RE/MAX Benchmark Realty Group

  7 Roosevelt Ave, Middletown, NY 10940
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  /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
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  /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
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  /41

  $480,000

  • 4 Beds
  • 2.5 Baths
  • 2,848 Sq Ft

  4 Thistle Ln, Middletown, NY 10940

  Spacious & Versatile Raised Ranch in Prime Middletown Location!Not your average bi-level! This move-in-ready, raised-ranch-style home in Middletown, within the Minisink Valley School District, offers the perfect blend of convenience and comfort. Located near Garnet Medical Center, Crystal Run, shopping centers, supermarkets, and with easy access to Metro-North and major highways, it’s an

  Soleil Jackman Howard Hanna Rand Realty

  4 Thistle Ln, Middletown, NY 10940
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  /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
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  /36

  $825,000

  • 5 Beds
  • 3.5 Baths
  • 3,700 Sq Ft

  104 Elise Dr, Middletown, NY 10941

  LAST HOME AVAILABLE! Welcome to The Woodlands at Scotchtown Estates! This exquisite picturesque community sits in the highly sought after Valley Central SD, featuring luxury and convenience at your fingertips. Custom built colonials lead the way as you drive down the beautiful tree lined road of this development. This expansive colonial now complete and ready to welcome it's new owners! The main

  Juan Bautista Keller Williams Realty

  104 Elise Dr, Middletown, NY 10941
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  /36

  $668,900

  • 4 Beds
  • 2.5 Baths
  • 3,088 Sq Ft

  168 S Centerville Rd, Middletown, NY 10940

  This is one of the Kind property in the Minisink School District . This Beautiful Colonial is seated on about 6.1 level acres of land all landscaped with a stream running through the back of the property allowing for fishing and relaxation either from a fantastic patio or the two decks and above ground pool to provide plenty of enjoyment of its natural surroundings.including fishing and

  Elizabeth Nemeth John J Lease REALTORS Inc

  168 S Centerville Rd, Middletown, NY 10940
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  /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
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  /2

  $369,000 Coming Soon

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  51 Howard Dr, Middletown, NY 10941

  This updated ranch sits on a corner lot and has been tastefully updated with a new kitchen, front and rear decks, and baths in 2020. The home has hardwood floors throughout. The value here is excellent. All you'll need to do is unpack and move in.On the market for the first time in forty-six years, its owners are happy to know another will soon love the home.Located less than 5 minutes to

  Adrienne Volpe Keller Williams Hudson Valley

  51 Howard Dr, Middletown, NY 10941
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  /2

  $750,000

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

  730 Mount Hope Rd, Middletown, NY 10940

  A beautiful brand new ranch is now ready for you to call home. It is nestled in the heart of the town of Wallkill and seated on 4 acres . It is offering 3800 SQFT including the finished walk out basement. The upper level is featuring white oak hardwood floorings throughout the first floor including all the 3 bedrooms with 9 feet ceiling. This ranch is beautifully designed with an open floor

  Anita S. Cristiano HomeSmart Homes & Estates

  730 Mount Hope Rd, Middletown, NY 10940
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  /32

  $1,888,000 Coming Soon

  • 5 Beds
  • 9 Baths
  • 7,794 Sq Ft

  3 Bristol Dr, Middletown, NY 10941

  Amazing Mini Mansion Luxury Hse on this one ! For those that look for the very best and finest that the Hudson Valley has to offer you are sure to be amazed as you enter this 11200 plus sq ft luxurious brick colonial mansion including 3200 sq ft Indoor Pool room ! Yes you read that correctly, this home is one of the very few that features a 16 by 32 ft indoor pool attached to a 10 person jacuzzi

  Mohamed Elgoarany All American Realty Management

  3 Bristol Dr, Middletown, NY 10941
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  /3

  $349,000 Coming Soon

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

  6 Perrins Mews, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 2.5-bathroom townhome in the highly sought-after community of Canterbury Knolls. This home is truly move-in ready, offering a perfect blend of comfort and convenience.The main living areas are bright and inviting, and you'll find elegant hardwood flooring throughout the staircase, hallway, and all three bedrooms. A sliding door in the dining area opens

  Maureen Cronin Cronin & Company Real Estate

  6 Perrins Mews, Middletown, NY 10940
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  /2

  $419,000 Coming Soon

  • 3 Beds
  • 2.5 Baths
  • 1,245 Sq Ft

  77 Prince St, Middletown, NY 10940

  Welcome to this beautiful well maintained contemporary two story home nestled in the heart of Middletown. Offering you a bright and spacious living room to a formal dining room, a beautiful kitchen, 3 great size bedrooms, 2.5 bathrooms with a full size basement and a car garage. Plus plenty of closets with its laundry room. With its level backyard and great size deck, you will enjoy your

  Anita S. Cristiano HomeSmart Homes & Estates

  77 Prince St, Middletown, NY 10940
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  /23

  $489,900

  • 3 Beds
  • 2.5 Baths
  • 1,872 Sq Ft

  39 Brookline Ave, Middletown, NY 10940

  ***Charming 3 bedroom Home***Welcome to your dream home! Nestled in a quiet, family-friendly neighborhood, this beautifully updated 3-bedroom, 2.5-bath residence offers the perfect blend of comfort, style, and convenience.Step inside to discover an open-concept living space filled with natural light, features a spacious dining area ideal for entertaining. The updated kitchen

  Andrea Rose Keller Williams Hudson Valley

  39 Brookline Ave, Middletown, NY 10940
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  /11

  $405,000

  • 3 Beds
  • 1 Bath
  • 1,144 Sq Ft

  5 Peace Dr, Middletown, NY 10941

  Commuter's Dream in the Town Of Wallkill ! This 3 Bedroom Raised Ranch offers hardwood flooring throughout main living area, bow window which allows tons of natural light to illuminate living & dining area. Enjoy Cooking? Large kitchen with granite counter tops & tons of cabinet space. Plenty of room on lower level for a family room or home office. Walk out to your rear deck with your morning

  Ernie Acampora River Realty Services, Inc.

  5 Peace Dr, Middletown, NY 10941

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