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$470,000
3 Beds ⋅ 2 Baths ⋅ 1047868 MLS
Welcome to this amazing 3-bedroom ranch in Minisink! Offering a spacious open floor plan, this home is designed for comfortable everyday living and effortless entertaining. The primary bedroom features its own walk-in closet, while two full bathrooms provide plenty of convenience for family and guests. The finished basement offers additional living space with endless possibilities for a recreation room, home office, gym, or media area. An attached two-car garage and generous driveway provide ample parking and storage. Outside, enjoy your own private backyard retreat! The large back deck overlooks a gorgeous, level yard, complete with a beautiful inground pool and pool house; the perfect setting for summer entertaining, relaxing, and creating memories with family and friends! Move-in ready and the perfect blend of comfortable living, functional space, and an exceptional outdoor oasis. Come see all this special home has to offer!

487 Greenville Turnpike, Middletown
$1,150,000
4 Beds ⋅ 4 Baths ⋅ 1046894 MLS
Tucked away on 4 sprawling, private acres, this 5,360-square-foot contemporary estate delivers the rare combination of country seclusion, equestrian-ready grounds, and true move-in luxury. Whether you're searching for a peaceful retreat, room to bring your horses, or a multigenerational layout with built-in flexibility, 289 Pine Grove Road checks every box. Step through the soaring foyer into a light-filled main level anchored by cathedral ceilings, skylights, and rich hardwood floors throughout. The gourmet eat-in kitchen, with granite countertops and a generous pantry flows into a formal dining room built for hosting, while the sunken living room and enclosed sunroom with its own wet bar create effortless indoor entertaining space. Upstairs, the primary suite is a true retreat: vaulted ceilings, a cozy fireplace, a dedicated sitting area, and a private balcony overlooking sweeping water and countryside views. The spa-inspired primary bath features custom stone finishes, and two additional spacious bedrooms plus a second full bath complete the upper level. The fully finished, walk-out lower level adds exceptional flexibility, with its own kitchen, full bath, bedroom and additional office/den makes it the perfect accessory apartment, guest suite, or home office setup. Outside, the property truly sets itself apart: mature barn structures and stables ready for horses, a peaceful stream winding through the land, a custom Koi pond, and a charming gazebo overlooking the fenced yard. Multiple deck, patio, and balcony areas make it easy to take in the Hudson Valley sunsets from every angle. Rounding out the offering is a 2-car attached garage all set within the highly regarded Minisink Valley Central School District. Properties combining this much land, living space, and equestrian infrastructure rarely come to market. Schedule your private tour today before it's gone.

289 Pine Grove Road, Middletown
$625,000
3 Beds ⋅ 3 Baths ⋅ 1046838 MLS
Welcome to Your Private Country Retreat! Nestled on 3.2 acres of serene, private land within the desirable Minisink Valley School District, this spacious 2,470 sq. ft. home blends peaceful nature with modern comfort. Step inside from the welcoming front deck into a bright foyer leading to a formal living room with striking vaulted ceilings and a formal dining room filled with natural light. The heart of the home is a fully renovated, open-concept kitchen featuring crisp white cabinetry, a center island, gorgeous granite countertops, a trendy backsplash, and brand-new stainless steel appliances.Designed for versatile living, the main floor includes a convenient full bath and a dedicated home office with custom built-ins—perfect for working remotely. Upstairs, find comfortable bedrooms and a primary suite complete with a private bath and modern finishes. Unwind in your den with beautiful exposed wood ceilings, and a cozy fireplace. Step outside onto the expansive rear deck to enjoy quiet mornings or host barbecues overlooking your private, sprawling acreage. Additional highlights include an unfinished walk-out basement with endless potential, a 2-car garage, and a carport. Book your tour and make this house your home today!

58 Burnt Corners Road, Middletown
$899,999
5 Beds ⋅ 4 Baths ⋅ 1046363 MLS
Beautifully renovated. Brand new addition 2025. Floor to ceiling stone fireplace with wood burning stone insert, open concept, plenty of room for entertainment. In law set up with kitchenette.

2096 Route 6, Middletown
$85,000
1043693 MLS
Fantastic opportunity to build a new home within the Minisink school district. Level, 1.9 acre lot featuring frontage on the Little Shawangunk Kill. The location is serene yet in close proximity to your everyday conveniences such as shops, restaurants, parks and much more.

64 Brola Road, Middletown
$115,000
2 Beds ⋅ 1 Baths ⋅ 1042491 MLS
Set among the trees on a private dirt road, this compact cottage offers a quiet place to get away without being far from everyday conveniences. The home features a ductless system for heating and cooling, a newer water heater, an updated bathroom, a new septic system, a new well, and a simple, low-maintenance layout. Outside, the wooded property includes a stone wall, natural fern-covered areas, and a brand new stick built 12' x 20' shed for storage, tools, or workshop space. The Shawangunk Kill is nearby, and the Otisville train station provides access toward New York City. Middletown’s shopping, dining, and services are approximately 15 minutes away. A practical option for a weekend retreat, creative space, fishing or hunting base, or buyer seeking a small home tucked in a wooded setting. Some work is currently being completed. The property will be sold as-is.

13 Birch Street, Middletown
$350,000
2 Beds ⋅ 1 Baths ⋅ 1036531 MLS
Welcome to this bright and airy, mint-condition home nestled on 2 beautiful acres. This Ranch style home offers a wonderful blend of comfort and natural beauty. Mature landscaping, vibrant flower beds, raised vegetable gardens and a spacious patio create a peaceful outdoor setting perfect for relaxing and enjoying nature. This fabulous home features a sweeping open floor plan with vaulted ceilings, a skylight and large windows that fill the space with abundant natural light. The well designed kitchen, updated in 2020, showcases stainless steel appliances, granite countertops, and a stylish tile backsplash. The elegant living room offers a cozy gas fireplace and flows seamlessly into the rest of the home, including two generously sized bedrooms, a full bathroom and laundry room with a door out to the side yard. Recent major improvements include a new roof w/ warranty, new furnace and central air conditioning all installed in 2018. New front porch with composite decking. This exceptional property offers an inviting combination of thoughtful updates, comfortable living spaces, and beautiful grounds. A rare find with so much to offer. . . . move in ready!

608 Kirbytown Road, Middletown
$169,000
1040190 MLS
Build your Hudson Valley vision on this 4.10-acre wooded parcel in the Town of Wallkill. Located within the Longabardi Subdivision (Lot 16), 92 Restorative Lane offers direct public-road frontage, a peaceful natural setting, and the flexibility to create a private single-family home surrounded by mature trees. Few remaining lots in this desirable subdivision give the buyers the opportunity to shape the site plan, home design, well, septic, and driveway to suit their own vision. Convenient to Middletown amenities, major commuter routes, and the wider Hudson Valley.

92 Restorative Lane, Middletown
$149,900
1035081 MLS
Bring your vision to life on this beautiful 5.4 acre lot in the sought-after Minisink Central School District! This parcel offers a wonderful blend of raw land and cleared acreage — giving you a head start on building your dream home or investment property. Whether you're envisioning a private retreat surrounded by nature or a cleared homesite ready to break ground, this property offers the space and flexibility to make it happen. Don't miss this rare opportunity to own 5.4 acres in a peaceful, desirable setting!

Ridge Drive, Middletown
$464,999
3 Beds ⋅ 3 Baths ⋅ 1037835 MLS
Welcome to this inviting bilevel home situated on 1.2 level acres in the Minisink School District. The property offers a wonderful combination of space, comfort, and outdoor enjoyment, featuring a fully fenced backyard, spacious deck, and above-ground pool, perfect for relaxing or entertaining. Inside, hardwood flooring runs throughout the main living areas, creating a warm and inviting feel. The spacious dining room provides plenty of room for gatherings, while the generously sized bedrooms offer comfortable living space. A cozy wood-burning fireplace adds warmth and character to the living area, while the lower level offers a versatile den or second living room with plenty of space for a family room, home office, or recreation area. Additional highlights include a two-car garage, ample parking, and a beautiful level lot with plenty of room to enjoy. Conveniently located near shopping, schools, parks, major highways, and commuter routes, this home offers an ideal Orange County location with easy access to everything the Hudson Valley has to offer.

45 Brola Road, Middletown
$499,000
4 Beds ⋅ 3 Baths ⋅ 1010523 MLS
Welcome to this spacious Colonial in the Minisink Valley School District, nestled on 5 beautiful acres where privacy, nature, and comfortable living come together. Built in 2000, this 4-bedroom, 2 1/2 bath home offers approximately 2,688 square feet of living space with plenty of room to spread out. The traditional two-story layout features generous living areas, comfortable bedrooms, and a full basement offering excellent storage and potential for additional living or recreational space. A 2-car garage provides convenience and plenty of room for vehicles, equipment, or outdoor gear. Surrounded by nature, this property offers the peaceful setting many buyers are looking for while still providing the space and functionality needed for everyday living. Enjoy your morning coffee, spend time outdoors, garden, or simply appreciate the privacy of your own 5 acres. If you've been searching for a home in the Minisink Valley School District with space, privacy, and room to make it your own, this Colonial is ready to welcome you home.

276 Spruce Road, Middletown
$789,900
4 Beds ⋅ 3 Baths ⋅ 1035469 MLS
This spacious farmhouse colonial pairs timeless style with thoughtful design, custom details and an exceptional setting in the Minisink Valley School District. Built in 2019, this home is like new construction but with smart upgrades and additions. Inside, rustic elegance takes center stage with beautiful wood accents, barn doors and warm finishes throughout. Designed with entertaining in mind, the chef’s kitchen features quartz countertops, an oversized island, farmhouse sink and an abundance of cabinetry, flowing effortlessly into the dining and living spaces. A practical floor plan offers plenty of room to gather and retreat, with custom touches including built-in bench seating, generous closets, a cozy pellet stove and a dedicated first-floor office. Upstairs, four bedrooms include an impressive primary suite with soaring ceilings, fabulous walk-in closets and a spa-inspired bathroom featuring a clawfoot soaking tub, tiled shower and double vanity. The bright, finished walkout lower level adds even more flexible living and entertaining space while creating a seamless connection to the outdoors. 5 acres provide room to relax, entertain, garden and explore, complete with a stream, vegetable garden, sheds, radiant 30 ft pool, expansive Trex deck and paver patio. From summer days by the pool and evenings on the deck to quiet mornings surrounded by nature, the outdoor spaces were made to be enjoyed. Better than new, this turn key home offers something for everyone.

158 Reiss Road, Middletown
$765,000
4 Beds ⋅ 3 Baths ⋅ 1035070 MLS
Timeless Character. Endless Possibilities. Nestled on over 12 private, wooded acres along a quiet country road, this stately brick Colonial offers the rare opportunity to own a home where history, craftsmanship, and natural beauty come together. Built circa 1900 and encompassing more than 3,000 square feet, this remarkable residence is filled with the warmth and architectural character that only a historic home can provide. The classic brick facade, welcoming front porch, and mature landscape create an unforgettable first impression. Inside, oversized windows bathe each room in natural light while preserving peaceful views of the surrounding property. Original details throughout the home—including wide-plank wood floors, handsome millwork, multiple fireplaces, and gracious proportions—reflect the quality and charm of a bygone era. Offering four to five bedrooms and three full baths, the home provides an abundance of living space for everyday comfort and entertaining. The country kitchen captures the home's historic appeal, while formal living areas and generously sized rooms offer flexibility for today's lifestyle. One of the home's most captivating spaces is the stunning four-season family room, where soaring wood ceilings, walls of windows, and a dramatic wood-burning brick fireplace create an inviting retreat in every season. Whether enjoying a quiet morning coffee or gathering with family and friends, this spectacular room is certain to become the heart of the home. Outside, the property continues to impress. Over 12 wooded acres provide exceptional privacy and a peaceful setting without sacrificing convenience. A tremendous bonus is the attached heated three-bay garage with an expansive walk-up loft. Whether you're a car enthusiast, contractor, hobbyist, collector, or simply need room for recreational vehicles, equipment, or a workshop, this versatile space offers endless possibilities rarely found on residential properties. This home presents an exceptional opportunity for the next owner to enhance and personalize a property already rich in history and character. For those who appreciate timeless architecture, generous acreage, and the enduring craftsmanship of a historic home, this is truly a place unlike any other. This home is centrally located just minutes to Middletown, Matamoras, PA and the Otisville Station on the Metro-North Port Jervis Line.

118 Ridge Drive, Middletown
$579,000
4 Beds ⋅ 3 Baths ⋅ 1035791 MLS
Situated on 2.8 private acres in Mount Hope, NY, within the highly regarded Minisink Valley School District, this 4-bedroom, 2.5-bath Colonial offers 2,832 square feet of living space designed for light, space, and ultimate flexibility. Intentionally selected and custom-sited using Frank Lloyd Wright design principles, the modular home is strategically oriented on the land to maximize natural daylight in every room throughout the day. Hardwood floors throughout the home add warmth, character, and timeless appeal. The main level features bright living spaces anchored by a wood-burning fireplace. The kitchen combines convenience and potential, complete with pull-out cabinet drawers, extra peninsula storage, and a clean wall space ready for your custom backsplash design. A standout feature of the property is the large, finished room above the garage. Equipped with both interior access and a private exterior entrance adjacent to the main front door, this adaptable space is ideal for a dedicated home office, creative studio, fitness room, or potential conversion to a private guest suite. Upstairs, you will find four comfortable bedrooms, including a primary suite, and two full bathrooms. Below, a full basement with an integrated two-car garage provides extensive storage, workspace options, or room for future expansion. Outdoors, the 2.8-acre grounds offer open lawn space, mature shade trees, an open porch and deck overlooking the property, and an included pool conveyed as-is. Featuring private well and septic systems alongside oil-fired hot water baseboard heat, this Orange County residence delivers country privacy while remaining conveniently located just minutes from Middletown shopping, dining, major commuter routes, and the Middletown–Town of Wallkill Metro-North station, offering access to the Port Jervis Line.

1215 Route 211 W, Middletown
$455,000
3 Beds ⋅ 2 Baths ⋅ 1024368 MLS
Discover the perfect blend of historic charm, modern comfort, and peaceful country living in this utterly delightful home, beautifully situated on 2.2 wooded acres. Rich in character, the residence showcases timeless architectural details while benefiting from a comprehensive renovation. Prior to renovation, the home was thoroughly gutted and fully foam insulated, with all-new plumbing and electrical systems, as well as energy-efficient mini-split units providing both heating and air conditioning. Enter through the welcoming mudroom into a spacious kitchen featuring stainless steel appliances, a charming dining alcove and a door out to the deck. The large, inviting living room is filled with tons of natural light. Upstairs, three comfortable bedrooms and one full bathroom complete the main residence, bringing the total sqft of the house to 1,545 sqft. The property also features a separate cottage with the 2nd full bath (additional 426 sqft), offering excellent potential for guest accommodations, a home office, studio, or other flexible use. Located behind the cottage is an additional freestanding, one-room structure that may offer the possibility of being connected to the cottage to create a one-bedroom guest house or potential rental property, subject to all applicable municipal approvals. Surrounded by natural beauty, the property is located across the road from a picturesque pond creating a peaceful setting with abundant opportunities to enjoy the outdoors. Commuters will appreciate the home's proximity to the Train Station, providing service to Hoboken with easy PATH access into Manhattan. The property is also approximately one hour by car to Manhattan. Shopping, dining, and everyday conveniences are within easy reach, including the renowned Woodbury Common Premium Outlets.

168 Shawangunk Road, Middletown
$469,000
5 Beds ⋅ 3 Baths ⋅ 1031210 MLS
Welcome home to this breathtaking Farmhouse-style retreat, perfectly set back from the main road amidst mature hydrangeas and Rose of Sharon. Step onto the sprawling, large rocking chair front porch—part of an expansive covered porch that wraps around three sides of the home—and experience true rustic charm before you even step inside. Upon entry, you’ll be in awe of the soaring vaulted ceilings, stunning wide plank wood floors running throughout, and a magnificent floor-to-ceiling stone fireplace. At the heart of the home is a gourmet country-style kitchen designed for entertaining. It features a spacious eat-in island, prep bar sink, Double Oven and a high-end gas cooktop complete with interchangeable wok burner and griddle attachments Dual sets of sliding glass doors seamlessly connect the kitchen to the rear deck for effortless outdoor dining. The main level features 2 light-filled bedrooms (one with private slider access to the deck) and a full bathroom. The upper level has additional bedrooms, a full bath, and a charming loft area overlooking the main living room. The basement has a cozy family room, a wet bar, 3rd full bath, and dedicated laundry room. Multi-level outdoor living including open and covered rear decks, plus a unique enclosed porch featuring a dog door leading directly to a secure 20 x 30 enclosed dog pen. A rare blend of rustic elegance, modern amenities, and peaceful seclusion—schedule your tour today!

495 Guymard Turnpike, Middletown
$599,000
3 Beds ⋅ 3 Baths ⋅ 1021680 MLS
Home sweet home! This beautiful custom built three bedroom, two and a half bathroom 2086sqft ranch is located on a gorgeous landscaped 5 acres in the Minisink Valley School District. You'll feel right at home from the moment you enter this park-like property. You have many choices of places to enjoy this home, both inside and outside. The 1900sqft main floor is open and spacious. The central great room features 17 foot cathedral ceilings, mini-split AC and heat, ceiling fan, large windows letting the sunlight in, and two separate doorways to the large back deck. Enjoy peace and quiet on a beautiful day on your oversized back deck. Have a campfire with some friends and family by the fire pit. The recently renovated kitchen features new appliances, quartz countertops and tile backsplash. The primary bedroom suite is on one side of the house with two large closets and a large beautiful en-suite bathroom. Bedrooms two and three are on the other side of the house along with another full bathroom. Walk up to the spacious loft on the second level, which could have many uses. Renovated within the past 3 years with a new roof, new deck and deck stairs, sidewalk deck to driveway. Recently painted kitchen, great room, loft and master bedroom. Very well maintained home and property. Whole house generator. Mitsubishi Mini-split AC cooling and heating. The huge full basement is the size of the home providing plenty of storage and workshop space. 2 Car attached garage. Plenty of room for guests with a parking area by the front of the home, and a large parking area in the rear. Wood or oil combination furnace for baseboard heating, mini split for AC and for heat.

189 School House Road, Middletown
$899,900
5 Beds ⋅ 5 Baths ⋅ 1026134 MLS
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 complete the setting. The original 1821 Colonial estate serves as the main house, blending historic character with thoughtfully updated features throughout. The expansive grounds provide abundant opportunities for recreation, including horseback riding, farming, snowmobiling, four-wheeling, fishing, and more. With numerous updates and an array of versatile structures, this exceptional property offers a rare combination of privacy, history, and functionality. The land is also subdivisible, providing potential for future development. Amenities: Storage, multiple barns, natural pond, extensive acreage.

255 Howells Road, Middletown
$165,000
1 Beds ⋅ 1 Baths ⋅ 1024578 MLS
A charming 1940 bungalow located in the highly desirable Minisink Valley School District, this home sits on a quiet 0.23-acre lot and makes an excellent starter home with low taxes. The front door opens into a spacious living area filled with natural light. The main level offers one bedroom plus an office that can serve as a second bedroom if needed. The full basement—not included in the listed square footage—provides additional space ideal for a recreation area, storage, or a bonus room. Outside, enjoy the fenced-in backyard complete with a patio and tree house. Previously rented for $2,000 per month, this property also presents a strong investment opportunity.

488 Tally Ho Road, Middletown
$324,000
3 Beds ⋅ 1 Baths ⋅ 1021833 MLS
Set on approximately 2 acres, this 1920’s unique multi-level home provides plenty of room to enjoy the outdoors. A standout feature is the property's unique location, offering road frontage on two separate roads, Castle High Road and Eatontown Road and both Agricultural and Residential zoning. Whether you've dreamed of creating your own homestead, raising chickens or other livestock, planting extensive gardens, or simply enjoying the flexibility that comes with agricultural zoning, this property offers endless possibilities while still being convenient to local amenities. The house has benefited from some renovations, but there is still scope for further updates to restore it to its full potential. As you enter, you'll find the kitchen on the lower level featuring a new butcher block countertop and newer appliances. Just beyond is a versatile finished bonus room that can easily serve as a dining room, home office or sitting area with French doors leading to the patio and outdoor space. The main level features a spacious living room along with the primary bedroom. The updated full bathroom showcases shiplap accents and vinyl flooring, while the upper level offers two additional bedrooms, providing separation and privacy. With fresh paint and updated flooring, these rooms can easily be transformed into comfortable, move-in-ready living spaces. Within the last five years the following updates were completed: the roof, siding, windows, boiler, and hot water heater, giving buyers added peace of mind. With these major investments already in place, the home offers a great opportunity for its next owner to update and customize the interior to suit their personal style. Conveniently located just minutes from shopping, restaurants, schools, and major commuter routes, you'll enjoy easy access to Middletown, Goshen, Warwick, and the surrounding Hudson Valley. Outdoor enthusiasts will appreciate nearby Highland Lakes State Park, the Heritage Trail, local wineries, breweries, golf courses, and farmers' markets. Popular destinations such as LEGOLAND New York Resort, Resorts World Catskills, and The Kartrite Resort & Indoor Waterpark are all within easy driving distance, making this location ideal for both everyday living and weekend adventures. If you've been searching for a property with acreage, and the opportunity to add value through cosmetic improvements, 122 Castle High Road is a great opportunity to create a space that reflects your own style while enjoying everything Orange County has to offer. Minisink School District

122 Castle High Road, Middletown
$795,000
4 Beds ⋅ 3 Baths ⋅ 1017645 MLS
Seller ready to go! This stunning four-bedroom Colonial is nestled on 1.3 acres at the end of a peaceful cul-de-sac, backing up to the scenic Hunter Nature Preserve. Solar panels owned, utility bills less than $25/month. Enjoy relaxing evenings on the spacious rocking chair front porch. The updated kitchen features beautiful granite countertops and a custom backsplash, perfect for culinary enthusiasts. The expansive Great Room is ideal for celebrations, entertaining guests and marking life's special milestones. A formal dining room provides the perfect setting for holiday dinners, while both the family room and living room offer quiet retreats at the end of the day. The primary bedroom includes a private bathroom plus a plentiful walk in closet. You'll find three more generously sized bedrooms and a full second bathroom. A strategically placed home office at the top of the stairs is perfect for remote work or tackling paperwork. Step outside to a back deck with an awning for shaded relaxation, overlooking a spacious yard. Enjoy the heated inground pool, perfect for lap swimming and relax in the heated jacuzzi. Host gatherings on the backyard deck or paver patio designed for outdoor entertaining. The attached two car garage comes equipped with a charger for your electric vehicle. . Located in the desirable Minisink Valley School District, this gorgeous home truly offers something for everyone. Don't miss your chance to experience all this property has to offer. Schedule a visit today!

34 Stapleton Court, Middletown
$749,900
4 Beds ⋅ 3 Baths ⋅ 1014571 MLS
Welcome to this stunning, meticulously maintained Chesterfield Colonial offering breathtaking views, exceptional updates, and true move-in-ready condition. From the moment you enter the impressive two-story foyer, you'll appreciate the bright, open-concept design and abundance of natural light streaming through every window. The spacious main living areas are perfect for both everyday living and entertaining, while the front porch and rear deck provide beautiful outdoor spaces to enjoy the surrounding scenery. Located in a highly desirable neighborhood with fantastic schools, this home is conveniently close to shopping, public transportation, and major highways. Pride of ownership is evident throughout. Recent improvements include fresh interior paint, stainless steel appliances, modern light fixtures, and a new water purification system. The exterior features a newly paved blacktop driveway lined with mature 10-foot evergreen trees, creating an attractive and private approach to the home. Offering 4 spacious bedrooms with elegant crown molding, plus a versatile bonus room that can serve as a home office, playroom, guest room, or potential 5th bedroom, this home provides flexibility to meet your needs. The 3 updated bathrooms feature stylish vanities, vessel sinks, and a relaxing jetted tub. Step outside to enjoy the low-maintenance TREX deck, custom-built fire pit patio, and beautifully maintained grounds. A matching storage shed provides ample space for lawn and garden equipment or can easily be converted into a workshop or hobby space. Additional features include oil heat, an attached 2-car garage, smoke-free and pet-free ownership, and countless thoughtful upgrades throughout. A truly exceptional home that combines comfort, style, and convenience in one outstanding package.

512 County Route 49, Middletown
$530,000
3 Beds ⋅ 3 Baths ⋅ 1011153 MLS
Welcome to this beautifully maintained contemporary bi-level home set on 2.2 private acres in the scenic countryside of Orange County. Built in 2015, this exceptional residence combines modern comfort with peaceful surroundings, offering the perfect balance of privacy and convenience. The impressive entryway welcomes you with soaring cathedral ceilings, abundant natural light, and an open, airy layout designed for today's lifestyle. provide flexibility for guests, or a home office. also has two-car garage. parcel of land in the heart of the Hudson Valley.

2078 Route 6, Middletown
$69,000
2 Beds ⋅ 1 Baths ⋅ 1008895 MLS
Lake Retreat! Perched high above Claire Lake with breathtaking mountain views, endless vistas, and exceptional privacy, this unique property offers a rare opportunity to create your own Hudson Valley getaway. Located in a quiet area and ready to bring your vision to life, this hidden gem combines natural beauty, character, and potential. The distinctive floor plan features 2 bedrooms, 1 full bath, a spacious living room, kitchen, dining area, and an adorable breakfast nook, all positioned to take advantage of the peaceful natural surroundings. Expansive decking provides the perfect place to enjoy the mountain and lake views, while the private wooded setting offers a tranquil escape from everyday life. Located within a private lake community, residents enjoy access to the lake, nearby hiking trails, and abundant recreational opportunities. The property is also conveniently located close to highways, shopping, dining, and outdoor recreation, offering the perfect balance of seclusion and accessibility. Whether you're looking for a weekend retreat, vacation property, or year-round residence, this property presents an excellent opportunity for buyers seeking a home with character and the ability to customize it to their own style and preferences. With its unique floor plan, mountain and lake views, expansive outdoor decking, private setting, and desirable location, this special property offers tremendous potential in a beautiful Hudson Valley setting. Bring your imagination and discover the possibilities this unique lake cottage retreat has to offer. The Seller is selling this property in "As Is condition.

27 Lake Claire Drive, Middletown
$1,399,000
1007597 MLS
One-of-a-kind 7-building residential rental property with 36 acres of land in the town of Mount Hope for sale. All 7 buildings have been updated, and some are still undergoing further renovations. Some of the units were used intermittently for Airbnb, while others have been rented out permanently as yearly rental units. The main house is 2,152 square feet with at least 2-3 bedrooms. Unit 2 is 1,772 square feet with 2 bedrooms. The remaining units are all 1-bedroom units. The annual income is $322,000 based on yearly rentals, with significantly higher earnings through Airbnb rentals from before. There is a pond and a large, old barn on the property. The rear of the property offers plenty of land that can be utilized. The surrounding area consists of single-family residential properties. This property is grandfathered as a residential-commercial property. It is located in a quiet and desirable MiniSink School District, not far from shopping and highways. The CAP rate is around 7% with the current $1.3MM sales price.

1 Royal Acres Drive, Middletown
$659,999
3 Beds ⋅ 3 Baths ⋅ 1006639 MLS
Update - priced to sell! Imagine waking up surrounded by three private acres while still being just minutes from shopping and major commuter routes. This newly built colonial offers the peace of country living without sacrificing convenience. The open-concept kitchen, oversized island, fireplace, spacious primary suite and unfinished basement provide room to grow while giving buyers the opportunity to personalize the space. Move right into this home upgraded with premium finishings in the desirable Minisink Valley School District. Set along a quiet road surrounded by sweeping views of green rolling hills, the home offers a rare sense of space, privacy, and peace. Enjoy miles of scenic vistas from the deck, the sprawling lawn, and a serene atmosphere, all just minutes from Middletown's shopping, restaurants, parks, schools, and major commuter routes. This home features 3 bedrooms, 2.5 baths, generous open floor plan, living room fireplace, central air, an attached 2-car garage, and a full unfinished basement ready for future expansion. Inside, thoughtful upgrades selected by the sellers elevate the home well beyond typical new-build standards. These upgrades were paid for separately from the initial home purchase price and include red oak hardwood flooring throughout, upgraded staircase, custom glass kitchen cabinetry, enhanced kitchen island, designer chandelier, Calacatta Montage finishes, upgraded front door and windows, additional recessed and accent lighting, and beautifully enhanced primary and guest bathrooms, and more. The spacious kitchen is designed for both everyday living and entertaining, offering granite countertops, a tile backsplash, and generous island seating. The primary suite provides a private retreat with a walk-in closet and a luxurious bath featuring dual vanities, a soaking tub, and a glass-enclosed tiled shower. Combining the freshness of new construction with premium custom finishes and an exceptional setting, this home offers the perfect blend of comfort, elegance, and countryside charm.

168 Pine Grove Road, Middletown
$1,600,000
4 Beds ⋅ 3 Baths ⋅ 1002004 MLS
PRIVATE ONE OF A KIND RANCH!! 16 Acres! One Level Living! 4 Bedrooms! 2 1/2 Bathrooms! 2 Car Garage! Master Bedroom Suite with Walk In Closet! Large Kitchen with Breakfast Bar & Ceramic Tiles! Over Sized Living Room with Gleaming Hard Wood Floors and Sliders to Double Deck! Full Basement for Endless Possibilities! Celling Fans! Recessed Lighting! Laundry Room! Wooded Lot! Lots of Parking! Plenty of Storage! Perfect Commuter Location! Close to Major Highways, Buses and Shopping!

430 Kirbytown Road, Middletown
$399,900
3 Beds ⋅ 3 Baths ⋅ 1001539 MLS
Privately set in a quiet and intimate four-unit HOA community, this bright and welcoming home offers comfort, space, and convenience throughout. An open foyer leads into the updated kitchen featuring Quartz/Quartzite countertops, crisp white cabinetry, and ample storage. Natural light pours into the spacious dining and living areas, highlighted by beautiful flooring and a large closet ideal for pantry use. A much needed half-bath completes the main level. Step outside onto the updated deck, perfect for summer barbecues and outdoor entertaining. Upstairs, you'll find three generously sized bedrooms and two full bathrooms. The primary suite comfortably accommodates a king-size bed and features a walk-in closet with built-in shelving, along with a private ensuite bath. Two additional bedrooms offer oversized closets and share a well-appointed full bath. A conveniently located second-floor washer and dryer add to the home’s functionality, while stylish flooring continues throughout the upper level. The spacious unfinished basement provides excellent storage potential. Additional highlights include a one-car garage and an expansive parking area that can accommodate 10+ vehicles. The monthly HOA fee of $450 includes insurance, exterior maintenance, snow removal, lawn care, and trash service. Located in the highly regarded Minisink Valley Central School District, this home combines privacy, practicality, and low-maintenance living. Schedule your showing today!

568 County Route 49 Unit #2C, Middletown
$610,000
3 Beds ⋅ 3 Baths ⋅ 999526 MLS
Charming Farmhouse Retreat on 2.9 Acres! Nestled on a quiet country road in the Town of Greenville and located within the desirable Minisink Valley Central School District. This beautiful farmhouse-style home offers the perfect blend of comfort, charm, and country living. Inviting home features 3 bedrooms and 2.5 baths with attractive Pergo wood flooring throughout the downstairs, while upstairs offers comfortable carpeting. Step up onto the welcoming covered wrap-around porch and enter through lovely double front doors into a foyer with an impressive cathedral ceiling. The farmhouse kitchen is both stylish and functional, featuring all stainless-steel appliances, granite countertops, and a large center island perfect for gathering with family and friends. The open floor plan leads to a dining area off the kitchen with a stunning bay window looking out onto the beautiful property and sliding glass doors that open to the wrap-around porch; creating a wonderful indoor-outdoor flow. Relax in the spacious living room featuring a cozy gas fireplace - the perfect spot to unwind. The 20x20 bonus room, also with pergo flooring, located above the attached 18x20 garage hosts its own separate entrance and bright airy windows with plenty of natural light; perfect for a potential mother daughter suite. The home includes plenty of storage with a detached one car garage, 18x20 attached garage, easily accessible full attic and 5ft walkable crawl space that is the length of the house and accessible from the kitchen. Peaceful surroundings, charming details, and plenty of room to enjoy country living make this home one you won't want to miss. A must-see property!

5 Decker Drive, Middletown
$1,750,000
3 Beds ⋅ 4 Baths ⋅ 997421 MLS
At 1,070 feet atop the Shawangunk Ridge, the view is the first thing that gets you. A sweeping panorama of valleys, ridgelines, and endless sky that shifts by the hour and somehow never stops feeling dramatic. It’s the kind of setting that instantly slows your pulse. The approach sets the tone: steep dark gables, a gated entry, and a herringbone brick courtyard leading to double doors tucked beneath a soaring archway. Equal parts mountain retreat and architectural statement. Inside, the home opens fully to the landscape. Cathedral ceilings, whitewashed oak floors, and a wood-burning fireplace anchor the main living space, while oversized windows and wide sliders frame the valley beyond like living artwork. The kitchen pairs deep navy cabinetry with quartz counters, a farmhouse sink, skylights overhead, and direct access to the deck for seamless indoor-outdoor living. The first-floor primary suite feels intentionally tucked away, complete with its own private deck, generous walk-in closet, and spa-like bath featuring a soaking tub, double oak vanity, and walk-in rain shower. Upstairs, a glass-lined catwalk connects two guest bedrooms and a shared full bath. The lower level is designed for gathering and unwinding after a day outside, with polished concrete floors, a wet bar, full bath, and flexible bonus spaces that open directly to the pool area — equally suited for summer weekends or year-round hosting. Outside, the heated saltwater infinity pool and spa sit right at the mountain’s edge, alongside an outdoor shower, fire pit, playground, and surprisingly usable yard space — a rare combination of dramatic setting and everyday livability. Just minutes from outdoor destinations like Bashakill Wildlife Preserve, Sam’s Point, and Middletown conveniences like NJ Transit, and roughly 75 minutes from the George Washington Bridge, this gem is a true escape without sacrificing accessibility. Move-in ready with proven rental history and undeniable presence. A one-of-one ridge-top retreat.

704 Mountain Road, Middletown
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