Middletown, NY Homes for Sale

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  /43

  $359,000

  • 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
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  /48

  $1,465,000

  • 5 Beds
  • 3 Baths
  • 3,805 Sq Ft

  63 Foster Rd, Middletown, NY 10941

  CHIC EQUESTRIAN HOMESTEAD with SEPARATE APARTMENT in the HEART of the HUDSON VALLEY! Welcome to your Hudson Valley dream home on over 20 secluded acres & turn-key ready for your horses! A huge plus is that it's directly across from Highland Lakes State Park, with its 3,000 acres of preserved land & bridle paths. Simply saddle up & cross the road for a trail ride! Inside the lodge-inspired house,

  John Summerford Coldwell Banker Village Green

  63 Foster Rd, Middletown, NY 10941
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  /29

  $359,000

  • 3 Beds
  • 1 Bath
  • 1,192 Sq Ft

  15 Standish Ave, Middletown, NY 10940

  Welcome to this adorable 3 bedroom, 1 bath ranch nestled in a sweet neighborhood. From the moment you step in the front door, you’ll feel right at home. Inside, hardwood floors flow through the living room, dining room, and all three bedrooms, creating a warm and timeless feel. The kitchen is efficiently laid out and full of natural light and lots of counter space with easy access to the dining

  Amy Skellett RE/MAX Benchmark Realty Group

  15 Standish Ave, Middletown, NY 10940
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  /7

  $149,999

  • 1 Bed
  • 1 Bath
  • 450 Sq Ft

  99 Excelsior Ave, Middletown, NY 10940

  Discover the ultimate investment opportunity with this full gut renovation property, perfect for both seasoned investors and first-time homeowners looking to create their dream space. This blank canvas offers endless possibilities, allowing you to customize every detail to your liking. With a solid foundation and just enough square footage, you can reimagine the layout to maximize functionality

  Joseph Rosenfeld Flag Realty Group

  99 Excelsior Ave, Middletown, NY 10940
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  /17

  $539,900

  • 6 Beds
  • 2 Baths
  • 2,784 Sq Ft

  26 Linden Ave Unit 24, Middletown, NY 10940

  For Sale: Spacious Side-by-Side Duplex in Prime Downtown Middletown LocationDon't miss this rare opportunity to own a true side-by-side duplex designed as a two-family home from the ground up. Each mirror-image unit offers 3 bedrooms and 1 full bath, making this the perfect investment property or live-in-and-rent option.Property Highlights:Identical units with private entrances1st Floor: Kitchen,

  Jonathon Lee Keller Williams Hudson Valley

  26 Linden Ave Unit 24, Middletown, NY 10940
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  /38

  $295,000

  • 2 Beds
  • 2 Baths
  • 1,342 Sq Ft

  87 Sycamore Dr, Middletown, NY 10940

  Welcome to this lovely 2-bedroom, 2 full bathrooms, well-kept condo located in the sought-after Clemson Park complex! This 2nd floor unit, one-level floor plan is beautifully maintained and boasts 1342 sq. ft of living space with a master suite with its own full bathroom, an additional bedroom and full bath, laundry room, eat-in kitchen, formal dining area, living room, built-in cabinets in the

  Jacqueline Henry-Thompson Jackie Henry Realty LLC

  87 Sycamore Dr, Middletown, NY 10940
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  /43

  $389,900

  • 3 Beds
  • 1 Bath
  • 1,440 Sq Ft

  22 Maryland Ave, Middletown, NY 10940

  If you’ve been dreaming of a home that feels like a true retreat but keeps you close to everything you need — welcome to your perfect match.In a tranquil setting, this charming 3-bedroom home has been lovingly and meticulously cared for, sitting proudly on almost a half-acre of beautiful land. From the moment you pull into the paved driveway, you'll feel it — that special sense of home.Step onto

  Patricia Lucey Picture It Sold, LLC

  22 Maryland Ave, Middletown, NY 10940
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  /6

  $110,000

  • Land
  • 6 Acres
  • $16,975 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 rolling mountains,

  Susan Doig Listing by Coldwell Banker Timberland Properties

  

  0 Fox Meadow Ln, Middletown, NY 12455
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  /18

  $365,000

  • 2 Beds
  • 2 Baths
  • 920 Sq Ft

  109 Lake Ave, Middletown, NY 10940

  Numerous updates and niceties abound in this move in ready1920's ranch that's just a short walk from Davidge Park and a short ride to everything else that Middletown/Wallkill have to offer. New floors, Paint, updated bathrooms, updated kitchen and updated basement and more means you wont spend your spare time making renovations or improvements and can spend that precious time pursuing your dreams

  Thomas Grazier I Realty LLC

  109 Lake Ave, Middletown, NY 10940
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  /21

  $355,000

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

  5 Fitzherbert Mews, Middletown, NY 10940

  Newly updated 3 bedroom, 2.1 bath Contemporary style located in Canterbury Knolls is waiting for you to call it home. It features a great open floor plan/ primary bedroom ensuite, all bedrooms are nicely sized. gas fireplace in the living room, air, dining room, laundry room. Close to major highways, shopping and amenities. 1 Car attached garage and driveway parking.

  Rita White Keller Williams Realty Partner

  5 Fitzherbert Mews, Middletown, NY 10940
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  /3

  $120,000

  • Land
  • 6 Acres
  • $18,462 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

  Doug Walsh NOLA GUTMANN REALTY

  2775 County Hwy 36 Unit 243-1-59, Middletown, NY 12455
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  /28

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,650 Sq Ft

  57 Prince St, Middletown, NY 10940

  Beautiful oversized single-family with a three season porch. Three bed two bath with plenty of room. Close to schools, shopping and pharmacy within walking distance, large over sized back patio porch. Hardwood floors and high ceilings. Won’t last long.

  David Ferstand Daf Realty

  57 Prince St, Middletown, NY 10940
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  /10

  $199,999

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

  183 Deer Court Dr, Middletown, NY 10940

  Spring into Action as opportunity awaits! Dont miss the chance to own a fantastic 2 bed 2 bath condo in the highly desired DeerRun community. This is a top floor unit giving you serene and park like setting just waiting for your personal touches. Perfectly located with easy access to Rt. 17 and Rt. 84 just minutes from shopping and dining. Inside you will find a spacious layout with a large

  Andrea Johnson Keller Williams Realty HV Nort

  183 Deer Court Dr, Middletown, NY 10940
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  /41

  $566,800

  • 4 Beds
  • 3 Baths
  • 2,059 Sq Ft

  11 Kennedy Terrace, Middletown, NY 10940

  Now available, a rare and immaculate colonial in Middletown’s highly sought after Presidential Heights neighborhood! This freshly updated house is loaded with amenities and features, including fully paid for 8+kW solar panel system and EV fast-charge battery 50amp outlet. It is situated on a quiet, peaceful street on top of a small hill with open views for miles. Featuring four large bedrooms

  Leeshai Lemish Panorama Realty

  11 Kennedy Terrace, Middletown, NY 10940
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  /29

  $400,000

  • 3 Beds
  • 2.5 Baths
  • 1,725 Sq Ft

  14 Beth Place, Middletown, NY 10940

  Beautifully Updated Raised Ranch That Lives Like a 5-Bedroom!Welcome to this stunning raised ranch that blends classic charm with modern upgrades throughout. This move-in ready 3-bedroom home features a smart and flexible layout—with two spacious bonus rooms downstairs, it easily lives Like a 5-bedroom, perfect for growing families, remote work, or guests.The heart of the home is the fully

  Julia Karkambasis Coldwell Banker Realty

  14 Beth Place, Middletown, NY 10940
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  /31

  $205,000

  • 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
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  /21

  $399,000

  • 2 Baths

  289 North St, Middletown, NY 10940

  Discover this delightful colonial duplex situated in the city of Middletown! This well-maintained property features two spacious units, each offering two comfortable bedrooms, a full bathroom, and a versatile bonus room that can be utilized as a den or office space, perfect for today's remote working environment. Recently painted and updated baths, this 2-family home offers plenty of parking for

  Patricia Sassi RE/MAX Benchmark Realty Group

  289 North St, Middletown, NY 10940
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  /18

  $209,900

  • 2 Beds
  • 1.5 Baths
  • 924 Sq Ft

  213 Concord Ln, Middletown, NY 10940

  Welcome to this newly renovated 2 bedroom 2 bathroom condo in the heart of Middletown, NY! Enjoy the wonderful amenities of this community such as the clubhouse, pool, pond and assigned parking spot! This unit has spacious bedrooms, in unit laundry, new appliances, and walk in closets. If you're looking for a renovated, open concept living that is ready to move in, this is for you!

  Kristina Mullings Century 21 Realty Center

  213 Concord Ln, Middletown, NY 10940
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  /23

  $679,900

  • 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
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  /49

  $950,000

  • 4 Beds
  • 3.5 Baths
  • 3,517 Sq Ft

  26 Erin Ct, Middletown, NY 10941

  Every King or Queen needs a castle and this majestic colonial reigns supreme! Perched high on 2.6 acres in a private, executive subdivision in the Crawford countryside within the Pine Bush School District, this home is a true crown jewel. Set against the natural beauty of a 150-acre evergreen farm, the setting alone makes this 4-bedroom, 3.5-bath home something truly special—but the charm goes

  Virginia Corbett eXp Realty

  26 Erin Ct, Middletown, NY 10941
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  /29

  $634,999 Open Sat 12AM - 2PM

  • 4 Beds
  • 2.5 Baths
  • 2,286 Sq Ft

  29 Bart Bull Rd, Middletown, NY 10941

  This Colonial has beautiful style and design...situated on 1.8 acres featuring four generously sized bedrooms, formal living room and dining room, great room with fireplace, granite counters and newer black stainless steel appliances including washer and dryer (2021)...gleaming hardwood floors throughout...expansive deck overlooks large stamped concrete patio offering seasonal private oasis and

  Suzanne Bongiorno Century 21 E & M Williams Rlty

  29 Bart Bull Rd, Middletown, NY 10941
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  /50

  $1,250,000

  • 5 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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  /2

  $240,000

  • Land
  • 12 Acres
  • $20,000 per Acre

  0 E Hubbell Hill Rd, Middletown, NY 12455

  A Once-in-a-Lifetime Mountaintop Opportunity!Perched atop the highly coveted East Hubble Hill Mountain, this 12-acre estate parcel offers an extraordinary chance to build a legacy dream property in the heart of the Catskills. With commanding views directly across from Belleayre Mountain, and nestled within protected Catskill Park state land, this rare offering provides total seclusion,

  Ashley O'Malley Listing by Jewett and Jewett LLC

  

  0 E Hubbell Hill Rd, Middletown, NY 12455
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  /48

  $559,900

  • 3 Beds
  • 2.5 Baths
  • 2,865 Sq Ft

  174 Guymard Turnpike, Middletown, NY 10940

  This charming 3-bedroom, 2.5-bath home offers generous living space both inside and out. The additional detached building features a garage and dedicated office space—ideal for an artist, small business owner, or tradesperson.Cozy up by the brick fireplace on chilly evenings, enjoy entertaining in the game room and family room, or host unforgettable gatherings on the expansive deck and in the

  Danielle Roche Howard Hanna Rand Realty

  174 Guymard Turnpike, Middletown, NY 10940
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  /18

  $295,000

  • 3 Beds
  • 1.5 Baths
  • 1,512 Sq Ft

  6 Whitman Ct, Middletown, NY 10941

  Come to see this spacious townhouse in the Town of Wallkill, featuring 3 bedrooms, 1.5 baths, oak floor, eat-in kitchen, stainless appliances, walk-in closet, and private backyard. NO hoa, commuter friendly, Pine Bush School, minutes to school, shopping, restaurant, highways. Tax included the star savings.

  Gen Cheung River Realty Services, Inc.

  6 Whitman Ct, Middletown, NY 10941
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  /33

  $399,000

  • 4 Beds
  • 2 Baths
  • 1,883 Sq Ft

  7 Forest Ave, Middletown, NY 10940

  Charming 4-Bedroom Cape Cod in Middletown!Welcome to this 4-bedroom, 2-bath Cape Cod home, offering comfort, convenience, and plenty of space both inside and out. Located in a prime Middletown location near Touro College of Osteopathic Medicine, shopping, dining, schools and major highways, this home is perfect for those seeking a cozy retreat with easy access to amenities. Step inside to find a

  Claudia Lepore Keller Williams Realty

  7 Forest Ave, Middletown, NY 10940
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  /36

  $325,000

  • 4 Beds
  • 1 Bath
  • 1,545 Sq Ft

  503 Bloomingburg Rd, Middletown, NY 10940

  Welcome Home!Discover the perfect blend of comfort, functionality, and space in this well-appointed single-family residence. Featuring four bedrooms and one full bathroom, this home also offers a dining room, eat-in kitchen, comfortable living room, and a rear deck ideal for relaxing or entertaining guests.Enjoy the convenience of an attached two-car garage, providing ample space for parking,

  Annais Miranda-Ortiz Call it Closed Intl. Realty

  503 Bloomingburg Rd, Middletown, NY 10940
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  /25

  $338,000

  • 5 Beds
  • 2 Baths

  156 Greenville Turnpike, Middletown, NY 10940

  Very good investment opportunity, high returnPROPERTY CAN ONLY BE SOLD AS IS AND ONLY FOR CASH NOT IN MORTGAGABLE CONDITION

  Zhiheng Tang Keller Williams Hudson Valley

  156 Greenville Turnpike, Middletown, NY 10940
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  /25

  $589,900

  • 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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  /28

  $330,000

  • 2 Beds
  • 1 Bath
  • 830 Sq Ft

  648 Lybolt Rd, Middletown, NY 10941

  Charming Extra-Bedroom, Spare-Bathroom Home with New Appliances, Plenty of Space for Pets, and Future PotentialWelcome to this beautifully renovated corner lot home, offering a fresh, modern feel and endless possibilities. Situated on over half an acre of flat, usable land, this property provides ample space for outdoor activities, gardening, or future expansion. The large, private yard is a

  Mike Mian Century 21 Full Service Realty

  648 Lybolt Rd, Middletown, NY 10941
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  /34

  $319,000

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

  15 Silo Ln, Middletown, NY 10940

  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 enter you will notice the eat in kitchen that

  Pedro Garcia Curasi Realty, Inc.

  15 Silo Ln, Middletown, NY 10940
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  /13

  $410,000

  • 3 Beds
  • 2 Baths
  • 1,430 Sq Ft

  10 Willow Place, Middletown, NY 10940

  Move right into this charming 3 bedroom 2 bath split level home. The property offers bonus spaces that can be converted to an office 4th bedroom, Den or more, offering flexibility to suit your needs. Step out onto a new oversized deck and enjoy a heated pool thats perfect for entertaining in style, or simply relaxing outdoors. The home is packed with updates, including new flooring throughout, an

  Jacqueline Santiago HomeSmart Homes & Estates

  10 Willow Place, Middletown, NY 10940
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  /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
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  /36

  $615,000

  • 4 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  360 New Vernon Rd, Middletown, NY 10940

  Welcome to 360 New Vernon Rd in Middletown, a beautifully maintained home nestled on 2 acres of serene land—perfect for those seeking space, comfort, and privacy. This spacious 4-bedroom, 2.5-bath home offers over 2,300 square feet of living space with modern upgrades throughout, including a brand-new central air system, new washer & dryer, and a whole-home water purification system with reverse

  Felix Pena RE/MAX Benchmark Realty Group

  360 New Vernon Rd, Middletown, NY 10940
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  /47

  $629,900

  • 4 Beds
  • 3 Baths
  • 2,434 Sq Ft

  94 Fair Oaks Rd, Middletown, NY 10940

  MODERN LUXURY MEETS CLASSIC CHARM – NEW CONSTRUCTION BILONIAL BEAUTY ON 10+ ACRES! Welcome to your dream home – a stunning, newly built bilonial-style residence that redefines upscale living with modern aesthetic and thoughtful design in every inch. 4 Spacious Bedrooms | 3 Full Designer Bathrooms.Featuring cathedral ceilings in the living room, this open-concept home is flooded with natural

  Valeria Rios HomeSmart Homes & Estates

  94 Fair Oaks Rd, Middletown, NY 10940
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  /20

  $349,900

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

  50 Bedford Ave, Middletown, NY 10940

  Fantastic opportunity to own a commuter friendly home in the much desired Bedford ave area of Middletown. Close to shopping, entertainment, dining, schools etc. Just minutes to routes 84 and 17. Very well kept and landscaped.. Great fenced back yard for morning coffee or tea. Right entrance open to three season porch / mud room. new A/C unit, furnace, tankless hotwater and water filtration

  Asa Lennon RE/MAX Benchmark Realty Group

  50 Bedford Ave, Middletown, NY 10940
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  /24

  $350,000

  • 3 Beds
  • 1 Bath
  • 1,066 Sq Ft

  23 Willow Place, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 1-bath ranch nestled in a serene neighborhood. This delightful home features an attached 1-car garage, perfect for convenience and storage. Step inside to discover a large light filled living room, formal dining area that seamlessly flows into a kitchen boasting ample cabinet space, ideal for culinary enthusiasts. Down the hall you will find 3 generous sized

  Maria Sairrino Cronin & Company Real Estate

  23 Willow Place, Middletown, NY 10940
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  /11

  $349,000

  • Land
  • 1.20 Acres
  • $290,833 per Acre

  0 Wes Warren Dr Unit KEY845621, Middletown, NY 10941

  Prime opportunity to own a vacant parcel on Wes Warren Drive in Middletown, NY, zoned ENT-L (Light Enterprise), ideal for light industrial development or commercial use. This versatile zoning allows for a wide range of permitted uses, including light manufacturing, research and development facilities, service and repair shops, wholesale operations, and self-storage units. The ENT-L designation is

  Matthew Gibbs Keller Williams Hudson Valley

  0 Wes Warren Dr Unit KEY845621, Middletown, NY 10941
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  /36

  $379,900

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

  74 Wawayanda Ave, Middletown, NY 10940

  Gorgeous completely renovated home in a prime Middletown location. The house sits on a quiet side street and has now been expanded to include four bedrooms and two full baths, a deck and a spacious yard. Lots of fun features - a spiral staircase, barn door, and high-quality cabinets, vanities, and sinks. New flooring with gleaming hardwood floors in the upstairs bedroom and kitchen, and vinyl

  Leeshai Lemish Panorama Realty

  74 Wawayanda Ave, Middletown, NY 10940
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  /8

  $90,000

  • Land
  • 5 Acres
  • $16,760 per Acre

  0 Basil Todd Rd, Middletown, NY 12430

  Over five acres of meadow, woods and Mountain View’s to build your dream home. Minutes to Belleayre to enjoy the outdoors. With inventory down, there isn’t any need to settle. We have access to local builders, engineers and contractors to help guide you through the process. Looking for more?? There is an adjacent five acre parcel also available. Seller may be willing to finance too.

  Heather Martin United RE Hudson Valley Edge

  0 Basil Todd Rd, Middletown, NY 12430

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