Middletown, NY Houses for Sale

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  /21

  $369,900

  • 3 Beds
  • 1 Bath
  • 1,236 Sq Ft

  101 Edinburgh Rd, Middletown, NY 10941

  Welcome to this charming 3-bedroom, 1-bath ranch nestled in a tranquil neighborhood. Located within the Pine Bush School District, this delightful home features an attached 1-car garage, offering both convenience and extra storage space. Upon entering, you will be welcomed by a spacious, sunlit living room that seamlessly connects to a formal dining area, leading into a kitchen equipped with

  Maria Sairrino Cronin & Company Real Estate

  101 Edinburgh Rd, Middletown, NY 10941
• 

  

  

  /22

  $325,000

  • 3 Beds
  • 1.5 Baths
  • 1,056 Sq Ft

  5 Carl Place, Middletown, NY 10940

  Welcome home to 5 Carl Place, nestled in the charming Washington Heights neighborhood within the Middletown School District. This lovely residence offers 3 spacious bedrooms and 2 bathrooms, perfect for comfortable living. You'll enjoy a formal dining area for hosting gatherings and a kitchen equipped with plenty of cabinet space for all your culinary needs. The hardwood floors throughout the

  Maria Sairrino Cronin & Company Real Estate

  5 Carl Place, 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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  /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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  /41

  $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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  /25

  $565,000

  • 1 Bed
  • 1 Bath
  • 1,088 Sq Ft

  727 Route 17m, Middletown, NY 10940

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

  AnnaMarie O'Brien Curasi Realty, Inc.

  727 Route 17m, Middletown, NY 10940
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  /38

  $595,000 Open Sun 12PM - 2PM

  • 6 Beds
  • 2 Baths
  • 2,448 Sq Ft

  5 Robert Burns Ct, Middletown, NY 10941

  Welcome to your new home at 5 Robert Burns Court, located in the highly desirable Pine Bush School District! This beautifully renovated mother-daughter home perfectly combines comfort and convenience. Featuring 6 bedrooms and 2 full bathrooms, this property is perfect for extended families or anyone in need of extra space.The home includes two fully-equipped kitchens with brand new stainless

  Maria Sairrino Cronin & Company Real Estate

  5 Robert Burns Ct, Middletown, NY 10941
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  /36

  $405,000

  • 3 Beds
  • 2 Baths
  • 1,648 Sq Ft

  22-1/2 Royce Ave, Middletown, NY 10940

  NEWLY REMODELED Middletown home is now available for you to call HOME! A front deck welcomes you to a living room with an open floor that leads to a formal dining area with modern vinyl floors throughout. A NEW updated kitchen fatures granite counters, New stainless steel appliances fresh out the box, white cabinets and backsplash. A modern island ideal for prepping & additonal seating. A

  Sandra Arnez Keller Williams Hudson Valley

  22-1/2 Royce Ave, Middletown, NY 10940
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  /34

  $769,000 Open Sun 12PM - 2PM

  • 5 Beds
  • 3 Baths
  • 2,559 Sq Ft

  149 Elise Dr, Middletown, NY 10941

  Looking for a fabulous new construction home but don't want to wait? This stunning five-bedroom, three-bath modern farmhouse, barely a year old on 4.5 acres, is your opportunity! As you drive down the picturesque tree lined street in this much desired executive community be wowed by the gorgeous curb appeal, complete with a sleek blacktop driveway and a beautifully designed exterior. A welcoming

  Bonnie Natt Realty Promotions Inc

  149 Elise Dr, Middletown, NY 10941
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  /16

  $379,000

  • 4 Beds
  • 2 Baths
  • 1,464 Sq Ft

  2189 Mt Hope Rd, Middletown, NY 10940

  Opportunity knocks! This 4-bed, 2-bath ranch in the Minisink Valley school district, awaits your vision. Original woodwork, fireplace and hardwood floors offer classic charm while the spacious layout, large basement, and detached 2-car garage provide ample space and storage. Priced to reflect the need for improvements, this home offers impressive upside and provides an opportunity to build

  Danielle Hinton Keller Williams Hudson Valley

  2189 Mt Hope Rd, Middletown, NY 10940
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  /26

  $529,900

  • 4 Beds
  • 3 Baths
  • 2,242 Sq Ft

  26 Davidge Rd, Middletown, NY 10940

  Spectacular Contemporary Home Located in Prestigious Presidential Heights in the City of Middletown. This Magnificent Home Features a Bright Airy, Sundrenched Floor plan. Gorgeous Marble Flooring, Large Sunken Living Room, Beautiful Sunken Family Room Custom 2 Sided Fireplace. Gourmet Kitchen with a designer Kitchen cabinetry, Stainless Steel Appliances, Subway tiled Backsplash , Recessed

  John Biasi Howard Hanna Rand Realty

  26 Davidge Rd, Middletown, NY 10940
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  /17

  $350,000

  • 4 Beds
  • 1 Bath
  • 1,316 Sq Ft

  86 Linden Ave, Middletown, NY 10940

  INVESTOR ALERT! This two-story home in Middletown presents a fantastic opportunity for savvy investors. Located in a commuter area, this property offers 4 bedrooms and 1 bathroom within 1,316 sq ft of living space. While this home requires some TLC, it's brimming with potential. Bring your vision and renovation ideas to transform this property into a profitable investment. Don't miss out on

  Virginia Corbett eXp Realty

  86 Linden Ave, Middletown, NY 10940
• 

  

  /19

  $399,900

  • 3 Beds
  • 1 Bath
  • 1,344 Sq Ft

  41 School House Rd, Middletown, NY 10940

  3-bedroom, 1-bath brick ranch in a quiet neighborhood and desirable MiniSink School District for sale. The house has a nice layout with a full, unfinished basement that can be converted into additional living space if needed. The property sits on a 0.7-acre lot and includes a large 2-car detached garage and a small shed. The house requires a few minor updates, but everything is in working order.

  Jonathon Lee Keller Williams Hudson Valley

  41 School House Rd, Middletown, NY 10940
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  /27

  $599,999

  • 4 Beds
  • 2.5 Baths
  • 3,387 Sq Ft

  48 James Clark Dr, Middletown, NY 10940

  This distinguished Colonial-style beauty is nestled in a tranquil neighborhood, offering a peaceful retreat while remaining conveniently accessible to local amenities, the coveted Pine Bush School District, and major roadways—making it an ideal place to call home. Spanning a generous 3,387 square feet on a 1.6-acre lot, this residence seamlessly blends classic design with modern comforts,

  Annette Exposito eXp Realty

  48 James Clark Dr, Middletown, NY 10940
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  /28

  $319,000

  • 2 Beds
  • 1 Bath
  • 1,225 Sq Ft

  553 Route 17m, Middletown, NY 10940

  Welcome to this charming 2 bed 1 bath home located right outside the city of middletown. This is a perfect starter home for someone that does not want to do a thing! The house is move in ready. All you have to do is simply turn the key. The home is on a nice lot in the town of wallkill and has low taxes for the area. Features a pellet stove to save you on those high heating bills as

  Derek Greene Greene Realty Group

  553 Route 17m, Middletown, NY 10940
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  /37

  $400,000

  • 3 Beds
  • 2 Baths
  • 1,406 Sq Ft

  21 Wilkin Ave, Middletown, NY 10940

  Welcome to this charming 3-bedroom, 2-bathroom home nestled in the heart of Middletown, NY! This beautifully maintained property is in excellent condition, featuring a blend of classic charm and modern convenience. The spacious layout offers comfortable living with a formal dining room, perfect for family meals and entertaining guests.As you step inside, you'll immediately notice the pristine

  Ben Schubert Richmont Realty

  21 Wilkin Ave, Middletown, NY 10940
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  /34

  $399,001

  • 3 Beds
  • 1.5 Baths
  • 1,382 Sq Ft

  120 Prospect Ave, Middletown, NY 10940

  What a complete honor to represent this home, the pride of ownership is amazing! Over the last 20 years they have done so many improvements that when you view the home, it will be like they did it last week! When you arrive you will notice the long driveway that leads to a detached garage and nice sized yard. Before you enter the home, put on your sunglasses because the gleaming hardwood floors

  Pedro Garcia Curasi Realty, Inc.

  120 Prospect Ave, Middletown, NY 10940
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  /34

  $750,000

  • 4 Beds
  • 2.5 Baths
  • 3,217 Sq Ft

  197 Elise Dr, Middletown, NY 10941

  Welcome to 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 is completely finished and loaded with upgrades ready for you to call it home! The main level

  Juan Bautista Keller Williams Realty

  197 Elise Dr, Middletown, NY 10941
• 

  

  /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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  /50

  $749,900

  • 8 Beds
  • 5 Baths
  • 5,533 Sq Ft

  203 Highland Ave, Middletown, NY 10940

  Welcome to this exceptional multigenerational residence, where comfort seamlessly intertwines with practicality! This expansive colonial home is meticulously crafted to accommodate the diverse needs of every generation. This unique property offers two homes in one, that connect within the interior of the home— both equipped with their own front and side entrances! Yes, you read that right, this

  Patricia Sassi RE/MAX Benchmark Realty Group

  203 Highland Ave, Middletown, NY 10940
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  /41

  $649,900

  • 4 Beds
  • 4.5 Baths
  • 2,888 Sq Ft

  594 County Route 22, Middletown, NY 10940

  MINISINK SCHOOLS - WORK FROM HOME AND HAVE ROOM FOR EXTENDED FAMILY - Nestled at the end of a long driveway is this spacious four-bedroom, five-bathroom home situated on just under four spacious acres. It is absolutely perfect for multi-generational living, offering a separate in-law suite with a kitchenette and bathroom. This home features not one, but TWO primary suites, one located on the

  Courtney Popowick Rita Levine Real Estate

  594 County Route 22, Middletown, NY 10940
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  /16

  $549,900

  • 4 Beds
  • 3 Baths
  • 1,950 Sq Ft

  11 Fairview Ave, Middletown, NY 10940

  Let's welcome your 2025 with this brand new colonial home nestled in the center of Middletown NY. It is about 1950 SQFT living space plus the unfinished basement and one car garage. Offering 4 bedrooms, 3 full bathrooms, open layout from the living room to a dining area and to a beautiful kitchen with granite counter tops, it's great size island with stainless appliances. This gorgeous home will

  Anita S. Cristiano HomeSmart Homes & Estates

  11 Fairview Ave, Middletown, NY 10940
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  /10

  $369,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,056 Sq Ft

  9 Fairview Ave, Middletown, NY 10940

  A must see home! This beautiful colonial home will have everything brand new - from the exterior: roof, sidings, windows, porch, deck to the interior: kitchen, all walls with plumbing and electrical lines, kitchen with brand new cabinets, countertops and appliances: refrigerator, oven/range, microwave and dishwasher, beautiful bathrooms with tiles, hardwood floorings - all NEW. Featuring 3

  Anita S. Cristiano HomeSmart Homes & Estates

  9 Fairview Ave, Middletown, NY 10940
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  /36

  $850,000

  • 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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  /44

  $572,000

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

  2017 Mt Hope Rd, Middletown, NY 10940

  Welcome home to this beautifully maintained, move-in-ready Colonial in a quiet country setting, just 4 miles from the Otisville Metro-North station – a commuter's dream! This spacious home offers an easy flow and open concept living, perfect for modern living. The updated kitchen is a chef's delight, featuring a large two-tiered center island with breakfast bar seating and ample storage, a large

  Sandra Spector Howard Hanna Rand Realty

  2017 Mt Hope Rd, Middletown, NY 10940
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  /33

  $750,000 Open Sun 11:30AM - 1PM

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

  3 Mulberry Run, Middletown, NY 10941

  Allow us to reintroduce this stunning 5-year-young home, now refreshed with beautiful new spring photos and video! Waiting for its new owners, the Princeton Model in Heritage Hills features a sun-filled open layout with hardwood floors, granite countertops, and a chef’s kitchen with island, walk-in pantry, and eat-in space. Your main level offers a private study, formal dining, and versatile flex

  Michelle Getty HVG Realty, Inc.

  3 Mulberry Run, Middletown, NY 10941
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  /36

  $380,000

  • 3 Beds
  • 2 Baths
  • 1,335 Sq Ft

  25 Meyer Rd, Middletown, NY 10940

  A-Frame home in the town of Wallkill within the Minisink School District. The home is nestled amidst 1.2 acres of serene woodland and offers lots of natural lighting, vaulted ceilings, along with charm and privacy. A large wrap-around deck hugs the perimeter of the home, providing ample space for outdoor relaxation, entertaining, and soaking in the sights and sounds of nature. Inside enjoy the

  Leon Klein Keller Williams Hudson Valley

  25 Meyer Rd, Middletown, NY 10940
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  /34

  $1,450,000

  • 4 Beds
  • 1.5 Baths
  • 4,240 Sq Ft

  529 New York 17m Unit 531, Middletown, NY 10940

  completely renovated colonial with many features primary family home for fifty years, OFFER An ADDITIONAL BUILDING COMMERICAL INCOME WITH 4 STUDIOS APARTMENTS AND RETAIL BEAUTY SALON AND NON-WORKING CAR WASH OR EXPANDABLE SPACE SEE COMMERICAL LISTING

  John McCarey John I McCarey

  529 New York 17m Unit 531, Middletown, NY 10940
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  /58

  $760,000

  • 12 Beds
  • 11 Baths
  • 5,004 Sq Ft

  5 Wawayanda Place, Middletown, NY 10940

  Totally renovated large home with 12 bedrooms, 8 of them being suites with their own full bathroom. 11 full bathrooms total. Home also features game room, large dining area, living room, spacious eat in kitchen with stainless appliances & island, laundry off the kitchen, large fenced patio & inground pool. Conveniently located around Orange County Community College, tennis & skate and

  Jamie Sittner Oxford Property Group USA

  5 Wawayanda Place, Middletown, NY 10940
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  /28

  $360,000

  • 3 Beds
  • 1 Bath
  • 1,263 Sq Ft

  11 1/2 Dolson Ave, Middletown, NY 10940

  NEWLY RENOVATED! 3-bedroom Cape Cod in the heart of Middletown, blending timeless appeal with modern updates. This home features a well-designed living space with large rooms and plenty of natural light. The bright and open layout includes a welcoming living room, a formal dining room perfect for family gatherings, and a beautifully updated kitchen. The unfinished basement provides excellent

  Robert Siracuse Absolute Real Estate of NY Inc

  11 1/2 Dolson Ave, Middletown, NY 10940
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  /21

  $789,900

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

  264 Lybolt Rd, Middletown, NY 10941

  New construction colonial on 2.12 wooded acre lot. The Mabel offers an open floor plan on the first level with oversized living room with hardwood floors & cozy fireplace, office, formal dining room and custom kitchen with breakfast bar, quartz countertops, tiled back splash and sliders leading out to the 10'x12' back deck. The master suite on the second level features tray ceilings, two walk in

  Chris Ogden Realty Promotions Inc

  264 Lybolt Rd, Middletown, NY 10941
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  /4

  $674,900

  • 4 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  258 Lybolt Rd, Middletown, NY 10941

  New construction colonial on a 2 acre lot. The Reese model colonial offers 4 bedrooms and 2.5 baths. First floor bedroom along with the living room with hardwood floors and cozy fireplace, dining room with sliders leading out to deck, custom kitchen w/center island, quartz countertops and oversized pantry. The laundry room is conveniently located on the expansive 2nd level along with 3 bedrooms

  Chris Ogden Realty Promotions Inc

  258 Lybolt Rd, Middletown, NY 10941
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  /32

  $275,000

  • 2 Beds
  • 1 Bath
  • 969 Sq Ft

  288 Mullock Rd, Middletown, NY 10940

  This charming ranch, nestled in the Minisink Valley School District, boasts a well-maintained two-bedroom layout with a full bathroom, all set on a level acre of land. The expansive living room offers ample space for entertaining. In the back, a private deck awaits for outdoor meals and barbecues. Perfectly situated for commuters, it's within driving distance to New York City. The home is move-in

  Annie Hansen Howard Hanna Rand Realty

  288 Mullock Rd, Middletown, NY 10940
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  /20

  $75,000

  • 2 Beds
  • 1 Bath
  • 1,093 Sq Ft

  4995 County Route 6, Middletown, NY 12459

  RENOVATION READY! Charming home in the peaceful village of New Kingston awaits completion. Adjacent to 173 acres of forever wild land, There is a flat and grassy side yard with a stream on the edge of the property. Ideal location close to Margaretville, Roxbury and Andes. A detached garage also awaits renovation. This is a fabulous opportunity to make a home your own, without the time and expense

  

  4995 County Route 6, Middletown, NY 12459
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  /38

  $629,900 Open Sun 1PM - 3PM

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  328 Stony Ford Rd, Middletown, NY 10941

  Dreaming about your beautiful brand new home??? This spacious and stunning COLONIAL home is under construction and it will be ready in less than 60 days. It is seated on 4 acres and located in the town of Wallkill with GOSHEN school district is offering about 2444 SQFT with 4 bedrooms, 3 full bathrooms and 2 car garages. The first floor is featuring an open layout from the living room with formal

  Anita S. Cristiano HomeSmart Homes & Estates

  328 Stony Ford Rd, Middletown, NY 10941
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  /21

  $229,000

  • 2 Beds
  • 1 Bath
  • 1,000 Sq Ft

  78 Austin St, Middletown, NY 12093

  First time offered! My Blue Heaven! A hidden gem nestled at the end of a quiet lane in sophisticated Margaretville and connected to all Village services. The charming 2 bd cottage needs your touch to bring it to life. The secluded and conveniently located oversized parcel abuts Bull Run stream yet is not in the flood zone. The property boasts a one car garage which could house a studio. The

  Lorraine Takahashi Listing by Howard Hanna

  

  78 Austin St, Middletown, NY 12093
• 

  

  /34

  $339,900

  • 4 Beds
  • 2 Baths
  • 1,696 Sq Ft

  28 Spring St, Middletown, NY 10940

  Welcome to this 4-bedroom, 2-bathroom old-style home, nestled in the vibrant heart of Middletown. Recently renovated, this charming property is move-in ready and offers the perfect blend of traditional character and modern amenities. It offers open concept living. A nice size fenced in yard. Located just a short distance from Davidge Park, schools, and popular restaurants. New hot water heater,

  Leidy Placido Howard Hanna Rand Realty

  28 Spring St, Middletown, NY 10940
• 

  

  /36

  $699,000

  • 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
• 

  

  /25

  $668,000

  • 4 Beds
  • 2.5 Baths
  • 2,536 Sq Ft

  208 Grahamtown Rd, Middletown, NY 10940

  PRICE REDUCTION! Welcome to 208 Grahamtown Rd, this charming estate spanning 54+ acres is a nature lover's paradise with abundance in wildlife and mature trees offering immense potential and breathtaking views. The home features beautiful hardwood floors, a wood burning stove, 4 over-sized bedrooms, 2 full bathrooms, 1st floor office/den, multiple outbuildings, and 1 car attached garage. Whether

  Steven Cabrera Resort Realty

  208 Grahamtown Rd, Middletown, NY 10940
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  /25

  $115,000

  • 1 Bed
  • 1 Bath
  • 584 Sq Ft

  55 Woodcrest Dr, Middletown, NY 10940

  Welcome to your charming cabin in the woods! Whether you're seeking a personal retreat or a seasonal getaway, this home is perfect for you. The open layout features an inviting kitchen, cozy dining area, living room, bedroom, quaint bathroom and a woodburning stove as a central focal point throughout the living areas. Step out onto your deck and enjoy the serene and peaceful backyard. Recent

  Lori Kolesar Howard Hanna Rand Realty

  55 Woodcrest Dr, Middletown, NY 10940

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