Welcome to the Fairways of Middletown, a desirable gated community offering comfort, convenience, and an impressive array of amenities. This spacious townhome-style condo features 2 bedrooms and 2.5 bathrooms with a functional layout. The main level offers generous living and dining space, while the upper level provides two well-sized bedrooms, including a primary suite with its own private bath. Residents of the Fairways enjoy access to a community pool, clubhouse, billiards room, library, and fitness center, all within the security and privacy of a gated setting. Conveniently located near shopping, dining, major roadways, and everything Middletown has to offer, this home combines low-maintenance living with resort-style amenities.
NEW CONSTRUCTION 3 BEDROOMS 3 FULL BATHROOMS FINISHED LOWER LEVEL OVERSIZED 2-CAR GARAGE. BE IN FOR THE HOLIDAYS! Welcome to this beautifully customized new-construction residence where thoughtful architectural design, sophisticated finishes, and modern functionality come together to create an exceptional home. This stunning 3-bedroom, 3-full-bathroom residence offers a unique blend of luxury, comfort, and contemporary living. Every detail has been carefully considered to provide an elevated living experience, with quality craftsmanship and distinctive architectural features throughout. The spacious, thoughtfully designed floor plan offers an ideal setting for entertaining and everyday living. The finished lower level provides additional living space, perfect for a family room, home office, gym, or entertainment area. The oversized two-car garage provides ample room for vehicles and additional storage.
Four Bedrooms & Low Taxes in Middletown! Looking for four bedrooms without giving up living space? This 4-bedroom, 2-bath home offers the generous room sizes and distinct living areas that make older homes so appealing. Its rooms have space to serve their intended purposes, while a large attic and full basement offer ample storage and flexibility for other uses. Total annual property taxes were approximately $3,750 in 2025—unusually low for a home this size. A new high-efficiency Navien tankless combination boiler is another valuable upgrade. Located in Downtown Middletown, the home combines space, convenience, and low carrying costs for an owner-occupant or investor. The neighboring property may also be available separately for buyers interested in acquiring both.
STUNNING custom-built Lok-N-Logs home set on 7.4 acres, where superior craftsmanship, rustic character and modern comfort come together beautifully. Constructed with pressure-treated, kiln-dried logs and recently enhanced with impressive new additions, this one-of-a-kind property offers space, privacy and a lifestyle all its own. Step inside and the craftsmanship immediately takes center stage. Inside, cathedral ceilings, exposed log beams, hardwood floors and solid wood doors showcase the home’s craftsmanship. The expansive open floor plan seamlessly connects the kitchen, dining and living areas, offering an inviting space designed for both everyday living and entertaining, while an electric stove adds cozy cabin ambiance. The refreshed kitchen features professionally painted cabinetry, new butcher block countertops and brand-new stainless steel appliances. Taking center stage is the impressive custom-built island with its thick knotty pine live-edge top, a true statement piece offering generous prep, serving and gathering space while beautifully complementing the home's authentic log construction. Adding even more character, the custom-made solid pine, live-edge furniture shown throughout the home is INCLUDED in the sale. Handcrafted by the Amish at Custom Creations, these distinctive pieces beautifully complement the home and allow the next owner to move right in and enjoy the complete log-home experience. The impressive NEW first-floor primary suite is a retreat all its own, featuring a vaulted knotty-pine ceiling, warm wood walls, abundant natural light, mini-split A/C and a sliding barn-style door leading to the beautifully finished en-suite bath. Designed with a rustic-meets-modern feel, the bath showcases an oversized 8' walk-in tiled shower, custom double vanity with a natural live-edge wood top, dual sinks and striking black accents. Also on the main level are a second bedroom, full bath and versatile bonus nook/flex space ideal for a home office, nursery, reading nook or sitting area. Upstairs, the loft-style second primary suite is filled with character, showcasing a dramatic vaulted ceiling, exposed log beams, beautiful wood floors and its own skylit full bath with shower, creating a warm and inviting private retreat. And there's more! Car enthusiasts, hobbyists or anyone needing exceptional additional space will appreciate the NEW 30' x 30' detached garage. Thoughtfully constructed with a steel beam creating an impressive wide-open span, it also features stairs leading to a spacious, completely open upper loft with tremendous possibilities for a workshop, studio, hobby area or additional storage. Outside, relax on the Trex deck with maintenance-free vinyl railings while taking in the natural beauty of the property . There's room to spread out, entertain, garden and enjoy morning coffee, and evening stargazing in your own peaceful country setting. Located in the Pine Bush School District, you'll enjoy the feeling of being away from it all while remaining convenient to shopping, casual and fine dining, golf, hiking, walking trails with easy access to major highways. Approximately 10 minutes to Middletown and the Town of Wallkill Metro-North station for added commuter convenience. Country living at it best - welcome home!
New construction at Lane Meadow Farms. Lot 1 offers 4 bedrooms, 3.5 baths, and 2,696 sq ft of above-grade living space on a 1.72-acre lot in the Town of Mamakating, Sullivan County. The open-concept main level features a custom kitchen with island and pantry flowing into the family room, a formal dining room, a private study, mud room, and powder room. A covered front porch and rear deck extend the living space outdoors. Upstairs: a primary suite with walk-in closets, three additional bedrooms, a large bonus room, and second-floor laundry. The full unfinished basement with 9-ft ceilings offers future potential. Attached 2-car garage. Completion expected 2026. Pine Bush schools. Taxes are estimated; buyer to verify.
Welcome to this beautiful renovated single family home in a convenient Middletown location! This property has been extensively updated and offers a spacious, flexible living layout with plenty of room for comfortable living. The home features multiple living areas, updated bathroom and a versatile layout that can accommodate a variety of lifestyle needs. Enjoy a private driveway backyard and gatherings.
Welcome to 50 Cobblestone Lane, a spacious residence in Middletown's desirable Woodside Knolls community. Designed for comfortable everyday living and effortless entertaining, this inviting home features a bright, open layout with generously sized living spaces and plenty of room to relax, gather, or work from home. Cozy fireplace and huge backyard for relaxing or entertaining. Beautifully remodeled luxurious chef's kitchen open concept featuring a large island, elegant cabinetry, high-end appliances, and a stunning range with a decorative pot-filler waterspout. Conveniently located near shopping, dining, schools, major roadways, and the area's many recreational attractions, this property offers an appealing combination of comfort, community, and accessibility.
Dusk settles over the old shade trees as you pull in, nearly 60 years of growth arching over the yard, and the house beneath them glows from within. Fresh siding, brand new windows, stone at the entry, and inside, a home fully renovated, room by room, every one of them finished and ready for you. You step into the quiet, leaves stirring overhead, and whatever the day held stays behind you. The glow carries inside, where the living room rises with the roofline and a wide picture window lets the season in. A floor to ceiling fluted accent wall in rich espresso wood frames the staircase, and your eye keeps returning to it as you set your bag down and wander back to the kitchen. Flip on the lights there and everything shines: white cabinets, quartz counters, stainless appliances, a veined tile backsplash, and an island that collects everyone who comes over. Come June, the sliding doors off the dining area stay open late into the evening, and meals drift out to the patio, then up onto the new deck as the light goes. Tiered fieldstone walls rise with the slope beneath the trees, natural stone steps lead up to a second level of lawn, the air smells like cut grass, and the chairs keep scraping across the boards long after the plates are empty. When the leaves turn in October, the picture window goes gold and red and evenings drift back indoors, down to the finished lower level for movie nights and rainy afternoons. Then one night in December the first snow comes. It gathers on the newer roof and along the deck rail, the branches go white against the dark, and the yard goes perfectly still. Inside, a heating system just 2 years young keeps the house warm while you watch from the couch with dinner in the oven. When it is time for bed, four bedrooms are waiting. Yours sits on the main level with its own bath, where a brand new water heater keeps the glass walk in shower running hot and a backlit mirror makes a 6 a.m. alarm easier to forgive. The other three give a home office, a hobby and whoever comes to stay a room of their own. The address says Middletown, and the schools are Pine Bush. That address keeps everyday life within easy reach. Circleville Elementary and Middle are roughly 4 miles off, the Galleria at Crystal Run is about 5 minutes away, and the Middletown station on the Port Jervis line sits barely a mile from home, with Route 17 and I-84 right there for the days Manhattan, 70 miles southeast, is on the schedule. And when the week is done, this corner of the Hudson Valley never runs short of plans. Saturday starts at the market at Erie Way Park and ends with dinner at Oak & Reed downtown. Sunday might mean a tasting at Brimstone Hill or Bashakill Vineyards, LEGOLAND about 15 minutes away in Goshen, or Storm King on a pass from Thrall Library. The calendar keeps adding more, the Pine Bush UFO Fair each May, the Orange County Fair each July, and summer headliners on the lawn at Bethel Woods, under an hour away. A year in, you still slow down a little every time you turn into the driveway.
WHAT A WONDERFUL OPPORTUNIY: This condo is located in the prestigious Clemson Park.___________________________________________________________________________________________________________________________ This 2 bedroom, 2 bathroom unit is close to major highways and shopping malls. DO NOT LET THIS OPPORTUNITY PASS YOU BY!
Welcome home to this beautifully renovated five bedroom, two bath single-family residence combining classic charm with modern updates. This move-in ready property boasts gorgeous hardwood floors sweeping throughout most of the home and an upgraded kitchen complete with granite countertops, a center island, and stainless steel appliances. Relax on your classic rocking-chair front porch or host summer gatherings on the spacious back deck. The main level stays perfectly comfortable with a newer ductless heating and cooling system. The second level includes a lovely primary bedroom with an en-suite bathroom, flanked alongside four equally spacious rooms. Need more space? The expansive, finished walk-up attic offers endless possibilities for a home office, playroom, or additional storage. Conveniently located within walking distance to local shops, eateries, and Touro College, and just a short drive to major shopping plazas and commuter routes. Don't miss out on this Middletown gem!
This 3-bedroom, 1 bath raised ranch in Middletown offers 1,092 square feet of living space on a 0.22-acre lot, with a practical layout, hardwood floors, an attached two-car garage, just needs a little cosmetic refreshing to make it shine. The main level features a spacious living and dining area with hardwood flooring and a large picture window, creating an open, comfortable setting for everyday living and entertaining. The kitchen includes extensive warm wood cabinetry, light-colored countertops, a tiled backsplash, a gas range, built-in microwave, dishwasher, refrigerator, and a ceiling fan, with a convenient layout that connects naturally to the dining area. The home offers three bedrooms and a full bathroom with a tub/shower combination and wood cabinetry for storage. The lower level offers excellent potential for additional living space and an attached two-car garage. Outside, the property offers a beautiful back yard with a broad lawn, established landscaping, a paved rear patio, and attractive hardscaping with retaining walls that help define the sloped lot. Located in Middletown within the Middletown School District, the property is convenient to local shopping, dining, recreation, and transportation. The nearby Metro-North station provides service to NYC on the Port Jervis Line, while the Galleria at Crystal Run offers more than 100 shopping, dining, and entertainment options. The city also maintains numerous parks and recreational facilities. Major road connections including NY-17/I-86, NY-211, and I-84 provide access throughout Orange County and the surrounding Hudson Valley.
Welcome to 94 Jean Ridge, where the feeling of home begins the moment you arrive. Perched at the top of the hill and tucked away at the end of a quiet cul-de-sac, this beautiful ranch offers a rare treehouse-like setting surrounded by nature on 1.5 acres. Inside, soaring ceilings and an abundance of windows create a bright, airy atmosphere while bringing the beauty of the outdoors in. With over 1,400 square feet, three bedrooms, and two-and-a-half baths, the home offers a comfortable layout designed for both everyday living and easy entertaining. Step outside and discover where this property truly shines. An expansive wraparound deck invites you to slow down, enjoy your morning coffee among the trees, gather with friends, or simply take in the peaceful surroundings. The property also features a one-car attached garage plus an impressive detached two-story garage, offering exceptional flexibility for vehicles, hobbies, storage, a workshop, or whatever your lifestyle requires. A resealed driveway adds to the home's curb appeal and convenience, while the elevated setting provides a sense of privacy and tranquility that is increasingly hard to find. All of this, located in the Minisink School District. If you've been looking for a home that feels like a retreat without giving up the comforts of everyday living, 94 Jean Ridge is ready to welcome you home!
Don't miss this great condo with an open floor plan. This two story Condo includes: two bedrooms, one and a half bathrooms, eat in kitchen, open dining room and living room combination, laundry room and the primary bedroom has two walk in closets. The second bedroom also has a spacious walk in closet. A convenient commuter location. There is a clubhouse available for parties and entertaining.
Welcome to your move-in ready sanctuary at Deer Run! Located in desirable Middletown, NY, this freshly painted second-floor condo offers effortless turnkey living with an abundance of natural light throughout. The thoughtfully designed layout features a modern kitchen equipped with granite countertops, a brand-new fridge, a brand-new stove, and a surprisingly spacious pantry. Relax in the oversized primary bedroom featuring a generous walk-in closet, and enjoy the ultimate convenience of in-unit laundry. Exceptional functionality continues outside with a rare tandem garage capable of fitting up to three cars in a row, plus an additional driveway parking space. Deer Run offers resort-style community amenities, including a swimming pool, tennis and pickleball courts, and a clubhouse. Ideally positioned for commuters and lifestyle enthusiasts alike, this home is just over an hour from New York City with easy access to major highways and transit, while sitting just minutes away from prime shopping, diverse dining, and local entertainment.
Welcome home to this beautifully updated 3-bedroom, 1.5-bathroom house located in a quiet neighborhood! This home features new flooring and fresh paint throughout, an updated kitchen, and a large deck with an expansive yard—perfect for relaxing or entertaining. The property includes private driveway parking and a full basement providing ample storage. With the added convenience of an in-unit washer and dryer, this home is move-in ready and designed for easy living.
Welcome to 65 Jimal Drive, where comfortable living meets the convenience of a low-maintenance lifestyle. This well-kept two-bedroom, one-and-a-half-bath condo offers a bright and inviting layout with updated vinyl flooring flowing through the main living spaces. The spacious living room provides plenty of room to relax or entertain and opens naturally into the dining area and kitchen, creating an easy everyday flow. The eat-in kitchen offers generous cabinet and counter space, a breakfast bar for casual seating, and room for a full dining table. Upstairs, two bedrooms provide flexible space for sleeping, working from home or guests, while the in-unit laundry adds everyday convenience. Central air, assigned parking and community maintenance make life that much easier, with grounds care, snow removal and trash included in the monthly association fee. Conveniently located in Middletown with shopping, dining and everyday necessities nearby, 65 Jimal Drive offers the space of a home without all the exterior upkeep
Investor Alert: Turn-Key Cash Flow in Downtown Middletown!Tucked away at the end of a quiet street, this charming single-family home offers an incredible, immediate investment opportunity. The property features a reliable, long-term tenant already in place, generating a steady $1,600 per month in rental income. The main floor boasts a functional kitchen, living room, formal dining room, full bathroom, and a bonus space perfect for storage. Upstairs, you will find an expansive, oversized bedroom suite that was previously configured as two separate bedrooms—offering excellent flexibility to easily convert it back for increased value. Complete with a generous backyard, remarkably low taxes, and a highly walkable location just minutes from downtown dining, local shopping, and the NYC bus terminal, this property is a powerful addition to any portfolio. Schedule your viewing today!
Calling All Investors & Visionaries! If you’ve been searching for an investment opportunity in a great location, look no further than 191 Wickham Ave. in Middletown! This property offers tons of potential for the right buyer and is ready for someone with the vision and creativity to bring it back to life. Featuring 4 bedrooms, 1.5 bathrooms, a full basement, a detached garage, and a spacious backyard, this home offers plenty of room to create something truly special. The property does require TLC and renovations, but that’s exactly where the opportunity lies. Bring your equipment, your ideas, and your contractor, and transform this house into a beautiful residence or a potentially profitable investment. Centrally located in Middletown, this property provides convenient access to local shopping, dining, schools, transportation, and everything the area has to offer. Low taxes add even more appeal for investors and buyers looking to maximize the potential of their purchase. Whether your goal is to flip the property, renovate it as a rental, or create your own ideal home, the possibilities are worth exploring. With a detached garage, backyard space, and full basement, there’s plenty of opportunity to add value and make this property your own. And let’s talk about the price! Opportunities like this don’t come around every day. If you’re looking for a property where your investment and vision can truly make a difference, this one deserves a closer look. Bring your tools. Bring your ideas. Bring your vision. Don’t miss this opportunity—submit your offer today and bring 191 Wickham Ave. back to life!
THIS IS YOUR CHANCE!!! MINISINK VALLEY SCHOOL DISTRICT!!! ROBINN MEADOWS!!!! Welcome to the perfect place to purchase your home in the highly sought after Minisink Valley School District! Perfectly situated in the desirable Robinn Meadows community, this lovingly maintained raised ranch offers the ideal balance of comfort, style, and everyday convenience, all set within a peaceful, friendly neighborhood. Step inside to discover gleaming hardwood floors that flow effortlessly throughout the main living spaces. The bright sun-filled family room provides a warm and inviting atmosphere, perfect for both relaxing evenings and lively gatherings. Just beyond, the formal dining room with custom built in cabinetry offers an elegant setting for entertaining or enjoying everyday meals. The beautifully crafted custom kitchen serves as the heart of the home, expertly designed to inspire any home chef with its high-end cabinetry and elegant granite countertops. The main level also features three generously sized bedrooms and a beautifully updated full bathroom, offering comfort and ease for guests alike. Downstairs, we have a ton more space! This lower level expands your living space with a second spacious living space currently serving as a primary suite with full bath and walk in closet this space is also ideal for entertaining, movie nights, or casual relaxation. This level also includes versatile flex space ready to adapt to your needs—whether it be a home office, gym, or guest suite and a mudroom/laundry room that could also serve many needs. Step outside and experience your own private backyard oasis. A large multi leveled composite deck overlooks the fenced in backyard and your beautiful private pool, creating the perfect setting for summer fun, outdoor dining, or peaceful relaxation. Additional highlights include central air conditioning, a large driveway, a detached two-car garage, and the added peace of mind of public water and sewer services. Conveniently located just minutes from schools, shopping, dining, and all major commuting routes, this home offers the perfect blend of suburban tranquility and accessibility. This incredible property truly checks all the boxes and is priced for a fast sale, don’t miss your opportunity to make it yours! Schedule today for a private viewing.
2,800 plus square foot sprawling ranch on amazing private pastoral parcel with a pond and detached garage great for enthusiasts of all kinds. Great opportunity. Sold as-is. Buyer to pay NYS and any local transfer taxes. Cash Only offers with proof of funds. Property is occupied, do not disturb the occupants.
INCREDIBLE VALUE 4 LARGE BEDROOMS AND 2 FULL BATH UNDER $350K!!!! Welcome to this beautifully presented 4 bedroom, 2 full bath home offering 1,520 square feet of thoughtfully designed living space on a level 0.50-acre property in the Town of Wallkill with Middletown schools. Freshly painted and filled with natural light, the home offers an amazing open layout complemented by stylish finishes and an exceptionally convenient location. At the heart of the home is a beautiful kitchen featuring granite countertops, generous workspace, and an inviting open floor plan that makes everyday living and entertaining effortless. The main level offers the added versatility of two bedrooms and a full bathroom, providing valuable options for guest accommodations, home office space, or additional living needs. Upstairs two additional bedrooms and a second full bathroom complete the home's four bedroom, two fullbath layout. Outside, enjoy the sunshine from your amazing back deck while the large, level backyard provides an impressive amount of usable outdoor space with plenty of room for recreation, gardening, entertaining, or simply enjoying the property. The location brings another major advantage. Positioned just minutes from Route 17 east and west, the home offers convenient access to major commuting routes while remaining close to the shopping, dining, services, and amenities found throughout the Town of Wallkill and Middletown area. Freshly painted, nicely appointed, and offering a versatile floor plan, generous property, and outstanding accessibility, this property combines comfortable living with the convenience of an excellent Hudson Valley location. Call today!
Bring your toolbox and your imagination. With some work and creativity, this property offers an exciting opportunity to make it your own. Offering plenty of character and charm, some updates will go a long way in making this beloved home truly shine. Endless potential awaits with this centrally located two story home in Middletown. Highlights include an inviting wraparound front porch, a spacious double lot, an updated kitchen, and a large walk up attic offering excellent additional storage and possibilities. Conveniently located close to shopping, dining, schools, major roadways, and everything Middletown has to offer. Whether you're looking for your first home or your next investment, this is an opportunity you won't want to miss. Come see the potential for yourself!
Beautifully updated 2nd floor coop-1Bedroom/1 Bath. Light and Bright unit. HOA includes water/taxes/gas and grounds maintenance. Beautiful views of community and mountains. Community parking lot/cul de sac street location. Basement includes laundry/storage for the residents. Locked front and back doors. Community pool/parks nearby -easy access.Close public buses/taxi and close to NYS Thruway and Route 17 NJ. Easy shopping and nearby state parks and recreation. Board approval/application. Mrs. Clean lives here. Just move in.Village of Suffern with Movie Theatre/Restaurants/Parks are nearby-hiking trails and mountains easily accessible. Suffern Free Library close by.. Access to building at Basement/Parking lot as well. WHY RENT? This beautiful home offers so much and the community is very desirable for location for commuting and public transportation made easy.
Enjoy the ease of main-level living with the bonus of a beautifully designed second floor in Wildflower at Wallkill, a gated 55+ active-adult community. Offering approximately 2,400 square feet, this spacious two-bedroom, two-and-a-half-bath home features an open, comfortable floor plan designed for both everyday living and entertaining. The main level welcomes you with generous living and dining areas filled with natural light and custom trim. At the heart of the home, the kitchen features granite countertops, custom backsplash, abundant cabinetry and an impressive nine-foot island with plenty of room for seating. Just beyond, a comfortable family room with a natural gas fireplace creates a warm gathering space and flows easily into the kitchen. Also located on the main level is the primary bedroom suite, offering the convenience of true one-level living. Upstairs, guests can enjoy their own private area with a second bedroom, full bath and a versatile flex space—perfect for a sitting area, home office, hobby space or quiet retreat. The private rear patio provides a lovely spot for morning coffee, gardening or relaxing outdoors. An attached two-car garage adds everyday convenience. Life at Wildflower at Wallkill extends well beyond the front door. Residents enjoy a gated community with indoor and outdoor pools, clubhouse, tennis and pickleball courts, exercise classes, organized trips and an active calendar of social activities. Shopping, restaurants, medical offices and everyday conveniences are all just minutes away.
Welcome to this beautifully updated and well-maintained single-family home offering classic character, spacious living, and modern updates. The first floor features original hardwood floors, a large living room with fireplace, formal dining room, updated eat-in kitchen with access to the backyard, and a full bathroom. Upstairs offers three generously sized bedrooms and an updated full hallway bathroom. The finished walk-up attic provides versatile additional living space, while the finished basement offers a laundry area, half bathroom, utility room, and workshop/storage space. Enjoy a detached garage, new driveway, enclosed backyard, and inviting front and rear porches—perfect for relaxing or entertaining. Recent updates include a new furnace and new driveway. Conveniently located near schools, shopping, major highways, the train station with service to NYC, and the NYC bus terminal, providing convenient transportation options for commuters. This home offers a great combination of comfort, character, space, and convenience. Recent updates include a new furnace and new driveway. Conveniently located near schools, shopping, major highways, and the train station with service to NYC, making this home a great combination of comfort, character, and convenience.

Middletown is located in New York. Middletown, New York has a population of 30,086. Middletown is less family-centric than the surrounding county with 32.23% of the households containing married families with children. The county average for households married with children is 36.93%.
The median household income in Middletown, New York is $59,755. The median household income for the surrounding county is $85,640 compared to the national median of $69,021. The median age of people living in Middletown is 37.8 years.
The average high temperature in July is 83.6 degrees, with an average low temperature in January of 16.7 degrees. The average rainfall is approximately 44.4 inches per year, with 40.5 inches of snow per year.