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$550,000
4 Beds ⋅ 3 Baths ⋅ 1049857 MLS
Beautiful home for Sale that features 4 bedrooms with 2.5 baths in a desirable area of Middletown just minutes from Orange County Community College. Do NOT let the outside fool you as this home is bigger than expected inside as it has many finished levels! Newly remodeled and ready for its final touches. Open floor layout from Living room to dining room & kitchen all with newly stained hardwood floors. The kitchen features new cabinets, granite counters and new stainless steel appliances right out the box! 4 bedrooms are located on the upper level, one which is a Suite with its own private bath and shower. Completely remodeled tiled bath with new toilet vanity & sink. A 2nd full bathroom with a tub AND tiled shower completes the upper floor. Again all new top to bottom! A finished lower level offers a Family room, office, and a 3rd half bath along with a laundry room with a new washer & dryer! So much open space is found in this level ideal for an oversized family room, entertainment area, office or workout room. The basement is ALSO finished adding more than enough storage space if it’s needed. Nice size yard that just needs to be cleaned up ideal for gathering & entertaining. Grill and enjoy morning coffee right off the newly pavered patio!!! Plenty of parking along with a 2 car garage. Among some of the upgrades this home offers are the new roof, baths, kitchen, new mechanicals and more! Close proximity to Schools, Colleges, Touro Medical, Garnet Health, and shopping. Call and make this house your home! (AS-IS SALE)

44-50 Ingalls Street, Middletown
$599,900
3 Beds ⋅ 2 Baths ⋅ 1047583 MLS
Welcome to 53 Highland View Place! Built in 2018 and situated on a spacious 3.5-acre lot, this beautiful 1,839 sq. ft. ranch offers modern construction, comfortable living, and incredible potential for future expansion. The bright, open-concept layout creates a spacious and inviting feel, perfect for both everyday living and entertaining. The home features municipal water and sewer, natural gas, central air conditioning, and an attached two-car garage. A full unfinished basement provides plenty of storage and even more possibilities for the future. One of the home's standout features is the upper level, offering approximately 843 sq. ft. of space, including two large unfinished bonus rooms ready for your vision. Finishing this area offers the potential to add significant additional living space and create a home with **over 2,500 sq. ft. of finished space**! Whether you envision additional bedrooms, a home office, playroom, gym, or bonus space, the possibilities are endless. Located on 3.5 acres in a beautiful newer neighborhood surrounded by attractive homes, this property offers the space of a large lot while still enjoying a neighborhood setting. Move in and enjoy it today while having tremendous room to grow in the future. Don't miss this one!

53 Highland View Place, Middletown
$380,000
3 Beds ⋅ 3 Baths ⋅ 1048889 MLS
Welcome to 13 Old Anvil Lane, a conveniently located Middletown home offering comfort, flexibility, and easy access to everything the area has to offer. With several updates already completed, the home feels fresh and move-in ready while still leaving room to add your own personal touch. Inside, you’ll find a comfortable and functional layout designed for everyday living. Plenty of bedrooms and bathrooms for the whole family. One of the home’s standout features is the full walk-out basement, offering excellent potential for additional living space, a recreation room, home office, gym, workshop, or extra storage. A private fenced-in yard is easy to maintain but offers additional gathering space for friends, family, and pets. Located just minutes from shopping like the Galleria Mall and Route 211, dining, Garnet Hospital, schools, major highways (I-84, 17/ I-86), gyms, and train transportation, this property makes commuting and daily errands exceptionally convenient. Whether you're looking for your first home, additional space, or a property in a highly accessible location, 13 Old Anvil Lane offers a great combination of value, versatility, and convenience in the heart of the Middletown area.

13 Old Anvil Lane, Middletown
$350,000
5 Beds ⋅ 2 Baths ⋅ 1046630 MLS
A charming Cape Cod-style home set on a spacious 1-acre lot in the Town of Wallkill. This 5-bedroom, 2-bath home offers a classic layout with plenty of space and opportunity to make it your own. The main level features a comfortable blend of living and functional spaces, while the upper half-story provides additional bedrooms and living space. For investors, this property presents a great opportunity to purchase with existing tenants in place, providing immediate rental potential. For owner-occupants or buyers looking for flexibility, the property can also be delivered vacant at closing. A full, unfinished basement offers abundant storage and utility space, while the attached 2-car garage provides convenient parking and additional storage. Enjoy the outdoors from the covered front porch and expansive yard, offering plenty of room for gardening, recreation, or simply relaxing. The home is equipped with natural gas hot-water heating, private water and sewer, and is situated within the Middletown Central School District. Conveniently located in the Town of Wallkill with easy access to shopping, dining, major roadways, and nearby amenities. A wonderful opportunity to own a spacious Cape Cod on a generous 1-acre property, whether you're looking for an investment property with tenants already in place or a home that can be delivered vacant and personalized to your needs.

580 Route 17M, Middletown
$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
$385,000
2 Beds ⋅ 2 Baths ⋅ 1047462 MLS
Welcome to this move-in ready 2-bedroom, 2-bath townhouse with NO HOA fees! This well-maintained home has been freshly updated inside and out, featuring fresh interior and exterior paint, a freshly painted deck, brand-new flooring on the main and lower levels, and new carpeting in the upstairs bedrooms. The bright eat-in kitchen offers ample cabinet space and plenty of natural light. The inviting living room features a cozy fireplace and opens directly to a private deck overlooking a peaceful wooded setting—perfect for relaxing or entertaining. Upstairs, the primary bedroom features a private en-suite full bath and its own balcony, creating a comfortable retreat with a private outdoor space. Additional highlights include in-home laundry and a one-car garage. Conveniently located near shopping, dining, major highways, bus transportation, and commuter train service to NYC. Move right in and enjoy the comfort and convenience of townhouse living without the added expense of HOA fees!

22 Mayer Drive, 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
$549,900
4 Beds ⋅ 3 Baths ⋅ 1047247 MLS
Welcome to a home that offers the best of both worlds—peace, privacy and a tucked-away setting, while still providing convenient access to local shopping, major roadways and transportation. With generous living space, thoughtful updates and the added benefit of public water and sewer, this beautifully maintained home is ready for its next owner. A charming wraparound porch immediately sets the tone, creating a unique, elevated feel that almost makes you feel as though you are living in a treehouse. Inside, the home offers an abundance of space and a layout that works beautifully for both everyday living and entertaining. The large country kitchen is the heart of the home, with plenty of room for a substantial dining table and direct access through sliding glass doors to the generous rear deck and private backyard. Whether enjoying a quiet morning coffee, hosting a summer barbecue or gathering around the backyard masonry wood-burning firepit, the outdoor spaces are designed to be enjoyed. Upstairs, you will find four bedrooms plus a dedicated office, providing tremendous flexibility for today’s lifestyle. The spacious primary suite features an updated private bathroom and two walk-in closets, with one of those spaces also offering the potential to serve as a private office, dressing room or additional flex space. The home has been exceptionally well cared for, with numerous important improvements already completed. Updates include a new roof in 2020, furnace in 2018, renovated bathrooms in 2022, central air conditioning in 2024, newer appliances, a new washer in 2026, dryer in 2024, new hot water heater in August 2026, fresh interior paint throughout in August 2026, and new flooring in all bedrooms, the laundry room, pantry and primary walk-in closets. A generator is also included, offering additional peace of mind. Outside, the private backyard provides plenty of room to relax and entertain, highlighted by a wood-burning firepit with gas and electric already on site. Spacious, private, beautifully maintained and filled with meaningful upgrades, this home offers a rare combination of peaceful living and everyday convenience. With public utilities, flexible living space, inviting outdoor areas and so many major improvements already completed, this is a property that is truly easy to appreciate. Located in the desirable Pine Bush School District.

106 Freezer Road, Middletown
$484,900
3 Beds ⋅ 3 Baths ⋅ 1046984 MLS
Beautiful 3-bedroom, 2.5-bath condo inside and out! Formal dining room, eat-in kitchen with island, cozy fireplace, and huge windows with custom blinds and curtains. Convenient second-floor laundry room! Spacious lower-level playroom—perfect for movie nights and large enough for your own home theater setup. Walk in closets, a soaking tub, central air and a 2 car garage! Low HOA fees and truly a commuter’s dream. Enjoy the community pool, courts, playground, and so much more—you’ll be proud to call this Home!

22 Atwood Drive, Middletown
$305,000
2 Beds ⋅ 2 Baths ⋅ 1044653 MLS
Welcome to 18 Deer Court Dr, located in the desirable Deer Run community. This well-appointed second floor end unit offers approximately 1,291sqft, with 2 bedrooms, and 2 full bathrooms. This spacious condo combines comfort, style, and convenience in a wonderful Hudson Valley setting. Step inside to an open and inviting living and dining area featuring beautiful hardwood floors, creating a warm and seamless space for both everyday living and entertaining. The kitchen is thoughtfully designed with stainless steel appliances and a granite pass-through window, opening the space to the living and dining areas while making entertaining and conversation effortless. The bathrooms are enhanced with granite countertops, adding a touch of elegance and durability. Other updates include a new water heater (2025), new washer and dryer (2025), and a well-maintained HVAC system (2019), providing modern convenience and peace of mind. As an end unit, this condo offers an added sense of privacy, while the large, deep attached garage (53’) provides exceptional storage and parking space. Residents of Deer Run can enjoy an array of community amenities, including a clubhouse, seasonal swimming pool, tennis courts, and pickleball courts. Garbage pickup is also included. Conveniently located near Rt. 17 and I-84, this home offers easy access to shopping, dining, recreation, commuting routes, and all that Middletown and the surrounding Hudson Valley have to offer. Come see everything this Deer Run condo has to offer. Schedule your private showing today!

18 Deer Court Drive, Middletown
$475,000
3 Beds ⋅ 3 Baths ⋅ 1042482 MLS
Welcome to 4 Woodrose Court, located in the peaceful Highrose Ridge community! Built in 2019, this modern townhome offers a bright, open layout with high ceilings, oversized windows and plenty of natural light. Step inside to hardwood floors throughout the main level and an open-concept kitchen featuring granite countertops, stainless steel appliances, a center island and plenty of space for everyday dining. Convenient access to the one-car garage is located just off the kitchen, along with a main-level half bath. The kitchen opens to the living room, where floor-to-ceiling windows create a bright, airy feel and access to the back deck extends the living space outdoors. Upstairs, the primary suite features a private bathroom and walk-in closet. Two additional bedrooms and another full bathroom complete this level. Second-floor laundry adds everyday convenience, keeping the washer and dryer right where you need them. Luxury vinyl plank flooring, installed in 2025, throughout the second level provides a clean, updated finish. The full finished walkout lower level adds even more flexible living space and is currently set up as a guest suite. Use it as a second living room, home office, playroom, gym or whatever best fits your needs. Sliding glass doors provide direct access to the backyard, while rough-in plumbing for an additional full bathroom offers the opportunity to add even more functionality in the future. Luxury vinyl plank flooring was also installed throughout the lower level. There is little left to do but move in and enjoy everything Highrose Ridge has to offer. Just down the street, community amenities include a clubhouse with fitness center, swimming pool and playground. Enjoy a peaceful setting surrounded by trees while remaining conveniently located near shopping, dining and the heart of Middletown. Schedule your private appointment today!

4 Woodrose Court, Middletown
$489,999
3 Beds ⋅ 4 Baths ⋅ 1009337 MLS
This beautiful 3 bed 3 1/2 bath townhome is nestled in the heart of Middletown with so much to offer and just minutes to transportation to and from NYC. Upon entering you'll find beautiful hardwood floors throughout the first floor. An open floor plan including a sun drenched living room with a fireplace, full glass door leading to a very spacious deck for outdoor grilling or relaxation. Just opposite the living room is an amazing kitchen with granite countertops, an island and stainless steel appliances. Upstairs you'll find a large primary bedroom equipped with a custom California closet setup and a gorgeous en-suite. The second floor is finished off by two large bedrooms, a full bathroom and a laundry room. The lower level is fully finished to be used however you desire and it walks out to a large patio and a beautifully manicured lawn leading to an area of undeveloped land that makes it quite peaceful and relaxing. Maple Fields is located 5-7 min near shops, parks, restaurants, and major highways 84/17! Offering tranquility and privacy and so much more, don't miss out on the opportunity to own this beauty. Additional Information: Amenities:Soaking Tub,Storage,ParkingFeatures:2 Car Attached,

93 Meadow View Drive, Middletown
$329,900
2 Beds ⋅ 2 Baths ⋅ 1043166 MLS
Welcome to Clemson Park! Discover this beautifully updated and well-maintained townhouse in the desirable Clemson Park community. Featuring 2 bedrooms and 1.5 bathrooms, this home offers a spacious open floor plan perfect for both everyday living and entertaining. The bright living and dining area includes plush, well-maintained carpeted floors and sliding glass doors that open to a charming balcony—perfect for enjoying sunny days in comfort. The kitchen boasts ample cabinetry, countertops, electric cooktop, and a newly installed refrigerator and microwave. A large closet under the stairs provides convenient storage, while the updated half bath on the main level adds both modern style and convenience. Upstairs, the primary bedroom features wall-to-wall closets and direct access to the full bath. The main bathroom includes a whirlpool tub, two linen closets, and an in-unit laundry closet. The second bedroom offers generous space, soft carpeting, and versatility. Also included are one indoor parking spot in the shared garage, an additional parking space directly in front of the garage, and a dedicated storage unit located on the ground floor. Enjoy carefree living with all the amenities this sought-after community provides—just minutes from supermarkets, restaurants, the Galleria Mall, I-86, I-84, and more. Don’t miss your chance—this one won’t last!

50 Sycamore Drive Unit #50, 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
$385,000
3 Beds ⋅ 3 Baths ⋅ 1040368 MLS
Welcome to this three-level townhouse in Middletown with no HOA, offering greater flexibility and no monthly association fees. The main level features a living room with hardwood flooring, a kitchen and dining area, and a half bathroom. The kitchen offers stainless steel appliances and ample cabinet and counter space. Sliding glass doors provide easy access to the rear deck and backyard for outdoor enjoyment. Upstairs, the primary bedroom features a private en-suite bathroom and walk-in closet. Two additional bedrooms and a full hallway bathroom complete the second floor. The lower level offers a spacious storage area with a washer and dryer, along with access to the attached one-car garage. Conveniently located near shopping, dining, parks, and the Galleria at Crystal Run, with easy access to I-84, and NY-17. Move-in ready for its next owner.

43 Mayer Drive, Middletown
$730,000
4 Beds ⋅ 3 Baths ⋅ 1041345 MLS
Mid-century modern haven: Shapes inspired by Frank Lloyd Wright and his organic architectural style. Enjoy one level living with an indoor–outdoor flow that connects the home seamlessly to nature. Clean lines and expansive windows throughout. Sprawling across 8 acres, this property offers endless possibilities for a lively household — space for a swimming pool, tennis court, or other recreational pursuits your heart desires. Design and plant your secret garden, or even experiment with horticulture. Nestled on a peaceful, quiet street with perfect privacy, it’s a true retreat from the city’s energy (Just outside of the city of Middletown). The ranch also welcomes multi-generational living with an additional en-suite bedroom. Lifestyle add and landmarks nearby: Orange Heritage Trail (Middletown), Orange County Arboretum, Legoland, Storm King State Sculpture Park, Hawk’s Nest, Washington’s Headquarters State Historic Site, New Windsor Cantonment, Brotherhood Winery — recognized as America’s oldest winery, and Angry Orchard. (10 minutes to Metro North train station and buses. 58 miles to the George Washington Bridge.)

130 Apple Lane Drive, Middletown
$499,000
3 Beds ⋅ 3 Baths ⋅ 1041000 MLS
Welcome to 3 Allerton Ave, a charming and well-maintained Ranch-style home nestled in one of Middletown’s sought-after neighborhoods. Set on a private 0.20-acre lot, this inviting property offers a peaceful suburban setting with shopping, dining, public transportation, and commuter routes just minutes away. A welcoming front porch leads into a bright foyer and semi-open living space connecting the living room, dining room, and sunroom/ office space. Hardwood floors throughout the main level add warmth and character, while abundant windows fill the home with natural light. The well-appointed kitchen features granite countertops, tile flooring, and a coordinating tile backsplash. The main level offers two bedrooms, including a primary bedroom with an ensuite half bath, plus an additional full bathroom, and sunroom/ office provides flexible space for work or relaxation and opens directly to a spacious back deck overlooking the fenced backyard—ideal for entertaining, barbecues, or enjoying your own private outdoor retreat. The recently finished lower level expands the living space with a large recreation area, third bedroom, and full bathroom, offering excellent flexibility for guests, a home office, gym, media room, or additional living space. With approximately 2,248 square feet of total living space. 1,328 square feet on the main level and 920 square feet on the lower level! A one-car attached garage, paved driveway, municipal water and sewer, and natural gas. Conveniently located near Route 17, with the train and bus stations approximately 10 minutes away, this home offers an excellent combination of comfort, privacy, and commuter convenience. Don't miss the opportunity to make this inviting Middletown home your own!

3 Allerton Avenue, Middletown
$489,000
4 Beds ⋅ 2 Baths ⋅ 1040412 MLS
Welcome to this spacious four-bedroom, two-bathroom corner-lot home in the desirable Scotchtown area of Orange County. The updated kitchen features stainless steel appliances, while hardwood floors flow throughout the main level. A distinctive sloped ceiling enhances the living room’s open, airy feel and abundant natural light. Sliding glass doors from the dining room lead to a large rear deck—perfect for relaxing or entertaining. The lower level offers a comfortable family room with direct access to the expansive backyard, along with a fourth bedroom. An attached two-car garage comfortably accommodates larger vehicles. Conveniently located near I-86 and I-84, this home is just minutes from the Galleria at Crystal Run, shopping, supermarkets, Garnet Health Medical Center, the Metro-North train station, and a wide variety of restaurants. LEGOLAND New York is approximately 10 minutes away, while Resorts World Catskills is about a 25-minute drive. What more could you ask for? Call today to schedule your private showing!

50 Scott Drive, Middletown
$579,000
4 Beds ⋅ 3 Baths ⋅ 1038040 MLS
Welcome to Wildflower at Wallkill, Orange County's premier 55+ community! Something Special! This 4 BR, 3 bath beauty is open and sun filled with vaulted ceilings and lovely detailed chair railings! 10 ft. ceilings and new wood floors throughout 1 st floor! Large LR opens to DR! Kitchen with island and undercounter lighting opens to vaulted family room with gas fireplace! Primary suite is on first floor and has 2 large walk in closets. There's another BR and full bath on first floor! 2nd floor has a loft and 2 BRs and a full bath! Water heater is 2 years old! There's a whole house surge protector!

34 Hawthorne Drive, Middletown
$339,000
2 Beds ⋅ 1 Baths ⋅ 1039162 MLS
A cozy and beautifully maintained home in a convenient location, this charming 2-bedroom, 1-bath property offers comfort, character, and thoughtful updates throughout. The updated kitchen and bathroom complement the warm hardwood floors on the main level, while raised dormers upstairs create a more spacious feel. The home features numerous important updates, including the roof, heating and cooling system, plumbing, electrical, appliances, gas hot water heater, front porch, driveway, and back deck. The oversized rear deck is ideal for entertaining or relaxing and leads to the backyard, while the inviting front porch adds to the home’s curb appeal. The basement/garage area offers laundry hookups, a slop sink, workshop space, and ample storage. Conveniently situated with easy access to transportation and everyday amenities, this pretty and comfortable home is a wonderful opportunity for a first-time buyer or anyone looking to downsize. MUST SEE- WON'T LAST!

26 Gardner Avenue, 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
$599,900
4 Beds ⋅ 3 Baths ⋅ 1026479 MLS
Tucked at the end of a long, paved drive on a quiet country road, this secluded 4-bedroom, 2.5 bath retreat feels worlds away — while still being minutes from everything you need. Five minutes away from major highways and less than ten minutes away from shopping and restaurants. Located in the desirable Pine Bush School District. Step inside to a light-filled first floor featuring maple cabinetry, granite countertops, and a spacious kitchen island — perfect for everyday living and effortless entertaining. Crown molding runs throughout the main level, complemented by a convenient first-floor lavatory and generous living spaces designed for gathering. Upstairs, the primary suite impresses with vaulted ceilings and a private en-suite bath, joined by additional large bedrooms and the everyday ease of second-floor laundry. Outside, an oversized, maintenance-free deck overlooks a large fenced backyard — offering privacy in every direction and space to relax, host, or simply enjoy the quiet. A full basement adds flexible storage or the man cave, gym, or studio you’ve been dreaming of. The attached 2-car garage rounds out the package. With this much privacy, space, and turnkey finishes, this house wont last long. Schedule your private showing before it’s gone!

282 Derby 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
$849,999
4 Beds ⋅ 3 Baths ⋅ 1036357 MLS
NEW CONSTRUCTION! Set against a peaceful backdrop, this Colonial pairs timeless curb appeal with a practical, beautifully planned interior. This home offers a modern living space with four bedrooms, two and a half baths, a dedicated den, a generous kitchen with island, formal dining and living rooms, second-floor laundry, and a spacious bonus room that doubles as the fourth bedroom. A welcoming covered front porch creates the perfect first impression, while crisp trim, shutters and a soft green exterior give the home an elegant, enduring character. Inside, the layout balances gracious gathering spaces with everyday functionality, including a mudroom right off the two-car garage and a private master suite with walk-in closet and bath. Set on approximately 3.31 acres, with a full, basement and thoughtfully planned homesite, 241 Midland Lake Rd offers the opportunity to enjoy new construction, classic architecture and a tranquil setting close to shopping, Major highways, MTA train station, Garnet hospital, Legoland, Resorts World Casino, and all the other major area attractions.

241 Midland Lake Road, 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
$399,000
3 Beds ⋅ 2 Baths ⋅ 1029395 MLS
Tucked into one of Middletown's established neighborhoods, 30 Chestnut Avenue is a home that effortlessly blends comfort, style, and convenience. From the moment you step inside, you'll appreciate the bright, open floor plan where natural light pours through the windows, creating inviting spaces designed for both everyday living and memorable gatherings. The heart of the home is the beautifully updated kitchen, featuring sleek stainless steel appliances, ample cabinetry, and a seamless flow into the living and dining areas. Rich dark hardwood floors add warmth and sophistication throughout, complementing the home's timeless appeal. Outside, discover your own private retreat. The shaded patio invites slow mornings with coffee, summer barbecues, and peaceful evenings surrounded by the privacy of a tree-lined backyard. It's a space made for relaxing, entertaining, and enjoying every season. The neighborhood itself is one of the home's greatest assets. Quiet streets encourage evening strolls, morning walks, and friendly conversations with neighbors, while parks, shopping, restaurants, and everyday conveniences are all just minutes away. For commuters, the location offers exceptional accessibility with easy access to major highways, nearby public transportation, and a convenient commute to New York City—approximately 70 miles away—making it easy to enjoy the best of both worlds: a peaceful suburban lifestyle with the city within reach. Whether you're hosting holidays, creating lifelong memories with family, or simply enjoying a quiet evening on the patio, 30 Chestnut Avenue is more than a house—it's a place to truly feel at home.

30 Chestnut Avenue, Middletown
$420,000
3 Beds ⋅ 3 Baths ⋅ 1033242 MLS
Welcome to Maple Fields! This well-maintained 3-bedroom, 2.5-bath townhouse with a versatile finished loft offers a functional layout designed for today's lifestyle. The main level features an open-concept living area, a dedicated dining space, and a bright kitchen with stainless steel appliances, a pantry, tile backsplash, and ample counter space. Sliding glass doors open to a private backyard patio, providing space for outdoor dining, grilling, or relaxing. Upstairs, the spacious primary suite includes a walk-in closet and an en-suite bathroom with double vanities and a tiled walk-in shower. Two additional bedrooms and the finished loft provide flexible space for a home office, media room, reading area, hobby space, or additional living area. Additional features include an attached one-car garage, generous storage, and a thoughtfully designed floor plan with bright, open living spaces throughout. Residents of Maple Fields enjoy access to community amenities including a clubhouse, swimming pool, fitness center, basketball courts, and playground. Conveniently located near Garnet Health Medical Center, major highways, shopping, restaurants, and public transportation, this home offers comfort and convenience in a desirable location. Some photographs have been virtually staged to illustrate the property's potential. Furniture and décor shown in virtually staged images are for illustrative purposes only.

4 Kless Court, Middletown
$399,900
4 Beds ⋅ 1 Baths ⋅ 1031475 MLS
More space than meets the eye! This well-maintained 4-bedroom home features two first-floor bedrooms, a first-floor full bath, an enclosed sunroom, a full basement, a detached two-car garage, and a deep, level backyard. Notable improvements include a new roof, gutters, electrical panel, and exterior painting (2024); a new driveway (2023); whole-home updates in 2018 including new flooring throughout, all new double-pane windows, and interior painting throughout; and a replacement boiler (2016). The main level offers a bright living room, formal dining room, and kitchen with an adjacent breakfast area. The enclosed sunroom brings in abundant natural light and provides an inviting additional space to relax and unwind. Two additional finished bedrooms upstairs provide flexibility for sleeping, working from home, hobbies, or other needs. The full basement provides substantial storage and utility space, with a workshop area ideal for projects and hobbies. Outside, enjoy the deep, level backyard with plenty of room for outdoor activities, a private deck, and a detached two-car garage offering valuable parking and storage. Conveniently located near Downtown Middletown, shopping, dining, parks, and major routes. Come see in person the space, outdoor features, and versatility this well-maintained home has to offer. Some interior photos have been virtually staged for illustrative purposes only to demonstrate potential furniture placement. The property is being sold in its actual unfurnished/as-is condition.

39 California Avenue, Middletown
$539,900
4 Beds ⋅ 3 Baths ⋅ 1031777 MLS
Welcome to this beautifully maintained Center Hall Colonial offering the perfect blend of classic design and comfortable everyday living. The heart of the home is the spacious kitchen, which opens seamlessly to the inviting family room, creating an ideal space for gathering with family and friends. The family room is highlighted by custom built-in shelving and a cozy wood-burning fireplace, adding warmth and character. This home features four generously sized bedrooms and three bathrooms, providing plenty of space for family, guests, or a home office. The basement offers additional flexible living space perfect for a recreation room, fitness area, media room, or playroom. Outside, the newly paved walkway creates an attractive first impression and welcomes you home. Situated across from the Shawangunk Fish & Game Association, the property enjoys a unique setting with convenient access to outdoor recreation and open space. Combining timeless Colonial charm with functional living spaces and thoughtful updates, this home is ready to welcome its next owners.

31 Denman Road, Middletown
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