Newest Homes for Sale in Middletown, NY

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  $394,900 Coming Soon

  • 4 Beds
  • 1.5 Baths
  • 1,417 Sq Ft

  20 Dubois St Unit 18 1/2, Middletown, NY 10940

  Welcome to 20 Dubois Street! Beautifully maintained split-level home located just minutes from SUNY Orange. This move-in-ready home features hardwood floors, a sun-filled living room, and a formal dining room. The updated designer kitchen offers upgraded hardware, a stylish backsplash, and a skylight for added natural light. The home includes four generously sized bedrooms, updated bathrooms with

  Isaiah Lopez Keller Williams Hudson Valley

  20 Dubois St Unit 18 1/2, Middletown, NY 10940
• Explore Middletown

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  $483,900

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft

  53 Cornwall Ln, Middletown, NY 10940

  Beautifully renovated 3-bedroom, 3.5-bathroom townhouse with a 2-car garage, located in the highly desirable Woodside Knolls community. This spacious home offers modern updates throughout, providing comfort, style, and functionality for today’s living. Conveniently situated just minutes from the Garnet Health Medical Center, Galleria Mall, Metro-North, shops, supermarkets, and major highways,

  

  Dulce M Ferrera

  Keller Williams Hudson Valley

  (329) 217-0628

  53 Cornwall Ln, Middletown, NY 10940
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  $379,000

  • 3 Beds
  • 2 Baths
  • 1,314 Sq Ft

  21 Philcox Rd, Middletown, NY 10940

  Rare opportunity to own two homes next door to each other in the Pine Bush School District. This one-owner 1986 ranch offers 3+ bedrooms and 2+ baths with a finished walk-out lower level. Main level features an eat-in kitchen, dining room, and spacious living room. Lower level includes a private primary bedroom and additional finished space suitable for extended living. Property includes a 3-car

  Joseph Rubeo Keller Williams Hudson Valley

  21 Philcox Rd, Middletown, NY 10940
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  $359,000

  • 3 Beds
  • 2.5 Baths
  • 1,345 Sq Ft

  18 Jordan Ln, Middletown, NY 10940

  Mountainside Hills in Middletown offers this townhouse-style condo featuring 3 bedrooms and 2.5 bathrooms. The main level provides a comfortable and functional layout with a spacious living room, a dining area, and a convenient half bath. Sliding glass doors lead to the rear deck, offering a nice space for outdoor relaxation. The kitchen offers generous cabinet and counter space and tile

  Jie Liu Keller Williams Hudson Valley

  18 Jordan Ln, Middletown, NY 10940
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  $269,000

  • 2 Beds
  • 1 Bath
  • 802 Sq Ft

  11 Philcox Rd, Middletown, NY 10940

  Rare opportunity to own two homes next door to each other in the Pine Bush School District. Single family home 2 bed, 1 bath, recently updated. Quiet road with only two homes, both originally owned by the same family, offering privacy and flexibility. Conveniently located near shopping, dining, train service, Resorts World Catskills, Kartrite Waterpark, and Bethel Woods Center for the Arts. Easy

  Joseph Rubeo Keller Williams Hudson Valley

  11 Philcox Rd, Middletown, NY 10940
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  $439,990 Open Sun 1PM - 3PM

  • 5 Beds
  • 2 Baths
  • 2,586 Sq Ft

  14 Bonnell St, Middletown, NY 10940

  Spacious Two-Family Home in the City of Middletown – Excellent Investment Opportunity Large, solid two-family home located in the City of Middletown, offering strong rental income and outstanding value. This well-maintained property features: Second Floor: 1,338 sq ft – 3 bedrooms, 1 full bath First Floor: 1,248 sq ft – 2 bedrooms, 1 full bath Current rents are $2,100 and $1,800 per month,

  Jonathon Lee Keller Williams Hudson Valley

  14 Bonnell St, Middletown, NY 10940
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  $479,000

  • 3 Beds
  • 3.5 Baths
  • 1,723 Sq Ft

  8 Atwood Dr, Middletown, NY 10940

  Experience elevated townhome living in this beautifully maintained residence located in the sought-after Maple Fields neighborhood of Middletown. Offering elegance and modern updates, this home delivers comfort, space, and convenience, just a short distance from transportation options to New York City. Upon entry, you’re welcomed by gleaming hardwood floors and a thoughtfully designed open layout

  Sandra Laramore Redfin Real Estate

  8 Atwood Dr, Middletown, NY 10940
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  $499,000

  • 3 Beds
  • 2 Baths
  • 1,852 Sq Ft

  599 Guymard Turnpike, Middletown, NY 10940

  TIMELESS ELEGANCE - MODERN COMFORT - EFFORTLESS LIVINGNestled within the highly regarded Minisink Valley Central School District, this exquisitely updated vintage residence masterfully blends historic charm with refined contemporary living. THOUGHTFULLY RENOVATED, this home offers warmth, sophistication, and effortless functionality. The heart of the home is the stunning kitchen, featuring

  Mary Ann Mitchell eXp Realty

  599 Guymard Turnpike, Middletown, NY 10940
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  /12

  $410,000

  • 5 Beds
  • 4 Baths

  41 Monhagen Ave Unit 39, Middletown, NY 10940

  Sold as is?This versatile property offers the perfect blend of comfortable living and passive income generation. Whether you are a first-time homebuyer looking to offset your mortgage or a seasoned investor seeking a high-yield asset, this legal two-family home is a standout choice. The Strategy: Live for Less, Earn MoreThe property is ideally configured for an owner-occupant strategy: Main

  Zhiheng Tang Keller Williams Hudson Valley

  41 Monhagen Ave Unit 39, Middletown, NY 10940
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  $310,000 Open Sat 12PM - 2PM

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  109 Watkins Ave, Middletown, NY 10940

  Welcome to this beautifully maintained 2-bedroom, 1-bath ranch-style home in the heart of Middletown! This charming property offers comfort, convenience, and thoughtful updates throughout. The spacious deck was redone last summer. The eat-in kitchen, full bathroom, along with updated insulation and sheetrock on main floor. Nice sized bedrooms and a full basement offering abundant storage space

  Withney Felim R2M Realty Inc.

  109 Watkins Ave, Middletown, NY 10940
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  $479,000

  • 3 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  32 Woodstock Ln, Middletown, NY 10941

  Charming 3 bedroom, 2.5 bath home close to everything with Pine Bush Schools! Perfectly positioned just 2 minutes off of 211 in the heart of Middletown, you're just moments away from everything! Shopping, dining, transit and the areas most convenient commuter routes are all within 2 miles of this warm and inviting home. Step from the impressive entry foyer into a spacious open concept living and

  Anne Mahoney Hudson Valley Home Connection

  32 Woodstock Ln, Middletown, NY 10941
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  /2

  $27,000

  • Land
  • 0.03 Acre
  • $843,750 per Acre

  138-1/2 Linden Ave, Middletown, NY 10940

  Lot is vacant and directly between 138 & 140 Linden Ave

  Olivia Cappelli Donna Ruffino Realty Corp

  138-1/2 Linden Ave, Middletown, NY 10940
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  $765,000

  • 4 Beds
  • 2 Baths
  • 1,395 Sq Ft

  903 Rd, Middletown, NY 12421

  Unlock the door to your newly furnished & thoughtfully renovated 4 bedroom, 2 full bath Catskill Mountain Ski Retreat! The property delivers both Upstate sanctuary & investment making it a remarkably special experience. Overlooking breathtaking Denver Vega Valley, this 5 acre property captures sweeping mountain vistas, glowing sunsets, and a peaceful seasonal stream. Private wooded acreage

  Ashley O'Malley Listing by Jewett and Jewett LLC

  

  903 Rd, Middletown, NY 12421
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  $335,000 Pre-Foreclosure

  • 3 Beds
  • 1 Bath
  • 914 Sq Ft

  55 Hulse Ave, Middletown, NY 10940

  Cute as a Button! Town of Wallkill now offers this starter home that can turn into that turn-key investment property that you’ve been searching for. Look no further as you have found it! An enclosed porch leads you into a living room followed by an eat-in kitchen that has been fully remodeled and equipped with fresh out the box stainless steel appliances, granite counters and backsplash. New

  Sandra Arnez Keller Williams Hudson Valley

  55 Hulse Ave, Middletown, NY 10940
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  /18

  $429,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,097 Sq Ft

  4 Kless Ct, Middletown, NY 10940

  Welcome to this well-kept 3-bedroom home with a bonus loft, set in the Maple Fields community. The first floor offers an easy, open layout with a comfortable living area that leads out to a private patio, along with a dining space and a kitchen that includes a pantry, tile accents, and stainless steel appliances. Upstairs you’ll find the primary bedroom featuring a walk-in closet and its own

  Bryant Moran YourHomeSold Guaranteed Realty

  4 Kless Ct, Middletown, NY 10940
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  $525,000

  • 5 Beds
  • 2 Baths
  • 2,515 Sq Ft

  3 Ben Lomond Dr, Middletown, NY 10941

  Welcome to 3 Ben Lomond Drive, a meticulously maintained home nestled in a quiet Middletown neighborhood surrounded by parks, hiking paths, and running trails, offering the perfect blend of space, comfort, and lifestyle convenience. This expansive residence features 5 bedrooms and 2 full bathrooms, with a bright, open layout ideal for both everyday living and entertaining. The main level

  Joseph Rubeo Keller Williams Hudson Valley

  3 Ben Lomond Dr, Middletown, NY 10941
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  $409,000

  • 3 Beds
  • 2.5 Baths
  • 1,919 Sq Ft

  227 Deer Ct Dr, Middletown, NY 10940

  Welcome to this well-maintained townhouse-style condo in Middletown, offering 3 bedrooms, 2.5 bathrooms, and an attached one-car garage. The first floor features a functional layout with a kitchen, dining area, spacious living room with a fireplace, and a convenient half bath. Sliding glass doors lead to the rear patio—perfect for relaxing or enjoying outdoor meals. The kitchen offers ample

  Jie Liu Keller Williams Hudson Valley

  227 Deer Ct Dr, Middletown, NY 10940
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  $150,000

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  79 Stern Scenic Dr, Middletown, NY 10940

  Welcome to this updated 3-bedroom, 2-bath double-wide mobile home offering comfort, space, and convenience in Middletown. Recent updates enhance both style and functionality, while the open and spacious layout provides plenty of room to relax or entertain. The primary bedroom features a private bath, and the additional bedrooms are generously sized. Conveniently located near local shopping,

  Ivan Carvalho Exit Realty Connections

  79 Stern Scenic Dr, Middletown, NY 10940
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  $324,000

  • 3 Beds
  • 1.5 Baths
  • 1,508 Sq Ft

  34 Hampton Ct, Middletown, NY 10941

  Welcome home to this 3-bedroom, 1.5-bath end-unit townhouse, where convenience meets comfort. The expansive living room serves as the heart of the home, featuring large glass sliders that transition seamlessly to a sprawling backyard—perfect for weekend BBQs or a peaceful afternoon in the sun. Upstairs, the primary suite is a true retreat, boasting private doors that lead to your own personal

  Pedro Garcia Curasi Realty, Inc.

  34 Hampton Ct, Middletown, NY 10941
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  $485,000

  • 3 Beds
  • 3.5 Baths
  • 2,521 Sq Ft

  49 Woodside Knolls Dr, Middletown, NY 10940

  Welcome to Woodside Knolls! Discover this beautiful tri-level townhouse located in one of the area’s most desirable communities. This weill maintained home features 9' ceilings on the main level, a cherry kitchen with granite countertops and stainless steel appliances, and gleaming hardwood floors throughout the main level. Enjoy 3 spacious bedrooms and 3.5 bathrooms, including a fully finished

  Naomi Streicher Q Home Sales

  49 Woodside Knolls Dr, Middletown, NY 10940
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  $625,000

  • 4 Beds
  • 2.5 Baths
  • 2,128 Sq Ft

  2066 Route 6, Middletown, NY 10940

  Set on over 5 acres and beautifully landscaped, this inviting home delivers space, comfort, and resort-style living at home. A true backyard oasis designed for relaxation and entertaining. Step outside to your private retreat featuring an above-ground heated pool with surrounding deck, an extended patio with a pergola swim-up bar, and multiple spaces to gather, unwind, and enjoy the outdoors. A

  Juliska Martino Compass Greater NY, LLC

  2066 Route 6, Middletown, NY 10940
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  $65,000

  • Land
  • 0.18 Acre
  • $359,513 per Acre

  538 E Main St, Middletown, NY 10940

  Residential land avaiable on East Main Street, close to the Crystal Medical center, close to NYS HWY 17, close to the Galleria Mall, close to the new Resorts and Casino about 30 milles away, close to the Poconos, come built you new home here.

  Frank Rivera Hudson Valley Home Connection

  538 E Main St, Middletown, NY 10940
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  $318,000

  • 2 Beds
  • 1.5 Baths
  • 1,460 Sq Ft

  47 Brick Pond Rd Unit 47, Middletown, NY 10940

  Welcome to this charming 2-story townhouse-style condo nestled in the Spring Hollow community. It features 2 bedrooms and 1.5 bathrooms. The main level includes a spacious living room, a cozy eat-in kitchen, and a convenient half bath. The kitchen features cream-colored cabinets, granite countertops, and a tile backsplash. It includes stainless steel appliances, a center island for extra

  Jie Liu Keller Williams Hudson Valley

  47 Brick Pond Rd Unit 47, Middletown, NY 10940
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  /2

  $65,000

  • Land
  • 0.24 Acre
  • $270,833 per Acre

  1 S Shore Dr, Middletown, NY 10940

  Quarter acre waterfront parcel located on Pocatello Lake. Scenic water views, and a peaceful setting with convenient access to local amenities in the City of Middletown and Town of Wallkill. Rare opportunity for lakefront land ownership in a desirable location.

  Soleil Jackman Howard Hanna Rand Realty

  1 S Shore Dr, Middletown, NY 10940
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  $329,900 Open Sat 1PM - 3PM

  • 3 Beds
  • 1 Bath
  • 976 Sq Ft

  39 Orange Terrace, Middletown, NY 10940

  Are you looking for an affordable home? You have found it here. This beautifully updated three-bedroom, one-bath home sits on a spacious 0.21-acre lot, offering the perfect blend of comfort, style, and outdoor living. Inside, the home features a bright and welcoming living area, a refreshed kitchen with modern finishes, and a clean, updated bathroom designed for everyday convenience.Step

  

  Catherine Eichner

  Eichner Realty Group Inc.

  (329) 208-2797

  39 Orange Terrace, Middletown, NY 10940
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  $599,990

  • 3 Beds
  • 3 Baths
  • 1,332 Sq Ft

  2078 Route 6, Middletown, NY 10940

  Unique bi-level house with spectacular 9-foot ceilings , from the moment you step inside , the grand entryway and soaring ceilings set the tone , complemented by abundant natural light and stunning views, just off entry the heart of the home awaits- beautiful granite countertop in kitchen with stainless appliances , hardwood floors flows seamlessly through the cozy living room anchored by a

  Steve Ruiz-Esparza eRealty Advisors, Inc

  2078 Route 6, Middletown, NY 10940
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  $159,000

  • Land
  • 14.61 Acres
  • $10,883 per Acre

  Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455

  Two scenic parcels totaling 14.61 acres with sweeping mountain views offer the perfect canvas for an inspiring Catskills retreat. Ideally situated between the charming towns of Margaretville and Roxbury, this location provides convenient access to grocery stores, art galleries, cafés, and quaint local shops—while still feeling worlds away from the hectic life of more developed areas. An excellent

  James Karpowicz Coldwell Banker Timberland Pro

  Lots 2 / 3 Quail Ridge Rd, Middletown, NY 12455
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  /16

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 930 Sq Ft

  65 Monhagen Ave, Middletown, NY 10940

  This beautifully updated Cape Cod–style single-family home offers 3 bedrooms and 2.5 baths, including a generous first-floor primary suite. The main level features a spacious living room with a fireplace, a formal dining room, and an elegant kitchen with granite and wood countertops along with stainless steel appliances. High ceilings, detailed moldings, a full bath, and a convenient laundry area

  Jonathon Lee Keller Williams Hudson Valley

  65 Monhagen Ave, Middletown, NY 10940
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  $499,900

  • 1 Bed
  • 1.5 Baths
  • 1,428 Sq Ft

  6 Bart Bull Rd, Middletown, NY 10941

  Step into a rare piece of local history with this stunning former schoolhouse, beautifully set in the Town of Wallkill. Rich in character and architectural charm, this one-of-a-kind property offers an abundance of natural light that highlights the craftsmanship of a bygone era. The open interior provides exceptional flexibility - perfect for a unique residence, artist's retreat, studio space, or

  Rebecca Matta-Candela Keller Williams Realty

  6 Bart Bull Rd, Middletown, NY 10941
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  /20

  $225,000

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  366 Concord Ln, Middletown, NY 10940

  NEW JUST RENOVATED in August 2024. Spacious 2 bedroom. 2 full bath condo. INVESTOR? THIS CAN BE RENTED IMMEDIATELY AFTER CLOSING. 1st FLOOR Private entrance, all new appliances in 2024, all new floors throughout, new washer/ dryer in unit! Spacious unit with en suite primary bedroom and additional full bath . Large second bedroom. Walk in closet. Lovely breakfast bar. Plenty of parking. Lovely

  Yolanda Hoey More and More Real Estate

  366 Concord Ln, Middletown, NY 10940
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  /24

  $579,990

  • 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
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  $979,880

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

  255 Howells Rd, Middletown, NY 10940

  Enter the gates of this remarkable 36.8-acre estate to discover a distinguished 5-bedroom, 5-bathroom residence offering 4,200 square feet of living space. The property includes a substantial two-story post-and-beam barn with horse stalls, multiple wells, and an additional hay barn—ideal for equestrian or agricultural use. A serene natural pond and a mix of rolling pastures and wooded areas

  Jonathon Lee Keller Williams Hudson Valley

  255 Howells Rd, Middletown, NY 10940
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  $499,999

  • 4 Beds
  • 2.5 Baths
  • 1,960 Sq Ft

  63 Blumel Rd, Middletown, NY 10941

  Charming turn-of-the-century farmhouse offering 4 bedrooms, 2.5 bathrooms, and 1,960 square feet of living space, set on just over half acre in the Pine Bush school district. This warm and inviting home features an abundance of original character, including beautiful wide-plank floors, built-in storage, and timeless architectural details, all complemented perfectly with thoughtful modern updates

  Gary MacEntee Keller Williams Realty

  63 Blumel Rd, Middletown, NY 10941
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  $499,000

  • 3 Beds
  • 2.5 Baths
  • 2,521 Sq Ft

  43 Woodside Knolls Dr, Middletown, NY 10940

  This exceptional property at 43 Woodside Knolls, Middletown, NY 10940 offers an effortlessly designed, three-bedroom, two-and-a-half-bath townhouse that is perfectly move-in ready and tailored for a relaxed, low-maintenance lifestyle, all while delivering a prime commuter location. The residence is situated within the highly sought-after Woodside Knolls community, renowned for its excellent

  Ramanjit Dhanoa eXp Realty

  43 Woodside Knolls Dr, Middletown, NY 10940
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  $303,000

  • 3 Beds
  • 2 Baths
  • 1,545 Sq Ft

  187 Watkins Ave, Middletown, NY 10940

  Opportunity knocks in New York. Located near Sprucegate Farm, Swim King, and Magnanini Winery. This home has approx. 1,545 sq. ft. and a lot of approx. 7,750 sq. ft. A great investment opportunity. Buyers check with City, County, Zoning, Tax, and other records to their satisfaction. AS-IS SALE property.

  Neven Spralja Realhome Services & Solutions, Inc

  187 Watkins Ave, Middletown, NY 10940
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  $419,000

  • 3 Beds
  • 1.5 Baths
  • 1,984 Sq Ft

  32 Dudley Ln, Middletown, NY 10940

  All you need is a moving van! Move right into this beautifully renovated 3-bedroom Nantucket-style Colonial, ideally set on a quiet street. Features include a spacious, sun-filled kitchen with quartz countertops, tiled flooring, and oversized windows, a warm and inviting family room with a fireplace, and three generously sized bedrooms. Additional highlights include an attached garage and a

  Naomi Streicher Q Home Sales

  32 Dudley Ln, Middletown, NY 10940
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  /28

  $849,000

  • 5 Beds
  • 2.5 Baths
  • 3,764 Sq Ft

  238 S Centerville Rd, Middletown, NY 10940

  Spacious Country Retreat on 22.6 Acres in Minisink Valley School District This exceptional property offers privacy, comfort, and extensive amenities set on 22.6 picturesque acres. The master bedroom and bathroom were updated in 2016, complemented by a wet bar in the family room—perfect for entertaining. The home features three fireplaces and a wood stove, creating warmth and character throughout.

  Linda VanDeWeert BHG Real Estate Green Team

  238 S Centerville Rd, Middletown, NY 10940
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  $1,650,000

  • Land
  • 7.5 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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  /23

  $349,000

  • 2 Beds
  • 1.5 Baths
  • 1,115 Sq Ft

  14 Kensington Way, Middletown, NY 10940

  Welcome to this beautifully renovated townhouse-style condo offering 2 bedrooms and 1.5 bathrooms. The bright, open-concept kitchen features brand-new appliances and flows seamlessly into a spacious living room filled with natural light from the sliding glass doors. Step outside to a private backyard patio—perfect for relaxing or entertaining. Upstairs, you’ll find two well-designed bedrooms,

  Xiaohui Cui Keller Williams Hudson Valley

  14 Kensington Way, Middletown, NY 10940
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  /19

  $469,000

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

  171 High Barney Rd, Middletown, NY 10940

  Welcome to 171 High Barney a charming three-bedroom, two-bath home tucked away on a quiet dead-end street just before the cul-de-sac. This inviting property offers a bright, cozy living room and a modern kitchen equipped with stainless steel appliances, quartz countertops, and plenty of cabinet space. The lower level features a spacious family room along with bonus space ideal for a home office,

  

  Haakim Byrd

  HomeSmart Homes & Estates

  (329) 201-4415

  171 High Barney Rd, Middletown, NY 10940

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