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$339,000
2 Beds 2 Baths 1033088 MLS
Welcome to your new ranch home situated on a quiet dead end street yet still close to all major amenities. Arriving you will notice the peaceful surroundings, well manicured and level yard space, convenient garage and ample parking. Step inside your new home to find sun drenched living spaces, gleaming hardwood floors and the ease of one level living. The main level provides you with a cozy living room, two bedrooms, renovated full bath, updated kitchen and a formal dining room which provides flexibility for a potential den/office. Your eat-in kitchen provides ample storage space, gas cooktop, wall oven, Bosch dishwasher and easy access to the rear deck. The lower level of the home allows for additional expansion with it's own entrance, large family room, full bath with stall shower, laundry area and garage space. Enjoy relaxing out back on the mult-tiered deck space or find it the perfect place for entertaining and summer gatherings. All of this in a serene location yet minutes to shops, restaurants, schools, gyms, nature trails and much more.

11 5th Street, Middletown

$450,000
4 Beds 2 Baths 1032844 MLS
Welcome to 41 Houston Avenue—an exceptional multi-family property offering incredible potential for both seasoned investors and first-time buyers! Whether you're looking to add a high-performing property to your rental portfolio or "house-hack" by living in one unit and letting the tenant income pay down your mortgage, this property delivers. ?Each spacious apartment boasts a well-designed layout featuring 2 comfortable bedrooms plus a versatile bonus room or den—perfect for a home office, nursery, or secondary living space. Landlord management is made easy with fully separated utilities, allowing tenants to pay their own gas and electric, keeping your overhead low and maximizing your net return.?Centrally located in Middletown with easy access to local shops, dining, public transit, and major commuter routes. Opportunities like this don't last long—schedule your showing today and tap into this turnkey revenue generator and a 2-car detached garage as an added bonus for more revenue!

41 Houston Avenue, Middletown

$419,900
4 Beds 1 Baths 1031475 MLS
Welcome to this charming and well-maintained 4-bedroom home offering a practical layout and timeless character. The main level features a bright living room, formal dining room, eat-in kitchen, two bedrooms, and a full bath, while the upper level provides two additional bedrooms with flexible living space. Recent improvements include a new roof (2024), vinyl double-pane windows installed in 2018, and a resurfaced driveway completed in 2023. A bright enclosed front porch adds additional living space and a welcoming place to relax. Outside, enjoy a generous backyard, a detached two-car garage, and ample off-street parking. Conveniently located near schools, shopping, restaurants, parks, and major highways, this home offers comfort, convenience, and everyday functionality in an established neighborhood. Some photos have been enhanced for presentation purposes. 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

$449,900
3 Beds 1 Baths 1028580 MLS
STOP THE SEARCH!!!! THIS ONE IS A SHOWSTOPPER!!! Welcome home to 30 Murray Road in the Town of Walkill, an immaculately maintained, completely turn key ranch! Spotless from top to bottom and lovingly cared for, this exceptional home offers the perfect combination of comfort, style, and convenience. Simply unpack and start enjoying everything this beautiful property has to offer. Step inside to discover gorgeous hardwood floors flowing throughout the main living areas, complemented by beautiful tile flooring in the kitchen. The heart of the home features a stunning eat in kitchen with upgraded cabinetry, beautiful appliances, and ample workspace, making it as functional as it is beautiful. The thoughtfully designed layout includes a spacious family room, 3 generously sized bedrooms and a beautiful full bathroom! The immaculate full basement offers endless possibilities, whether you envision additional living space, a home gym, workshop, or simply appreciate the incredible amount of clean storage. A large two car garage provides even more room for vehicles, tools, and recreational equipment. Outside, you'll find your own private retreat. The incredible ground-level patio creates the perfect setting for relaxing, dining outdoors, or entertaining guests while overlooking the peaceful backyard surrounded by nature for exceptional privacy. A large turnaround driveway makes coming and going effortless, while the home's custom landscaping, enhances the curb appeal. Ideally situated in an outstanding Middletown location, you'll enjoy the tranquility of a quiet setting without sacrificing convenience. Shopping, restaurants, parks, schools, and major commuter routes are all just minutes away, making this the perfect place to call home. With its impeccable condition, tasteful updates, and unbeatable location, this move in ready ranch is a rare opportunity you won't want to miss. Call today to schedule your private showing. This immaculate home is an absolute must-see!

30 Murray Road, 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

$498,000
4 Beds 3 Baths 1030876 MLS
Welcome to this well-maintained 4-bedroom, 3-full-bath home offering a functional layout and comfortable living spaces. The welcoming entry features an elegant chandelier and a large arched window that fills the home with natural light. The main level offers hardwood floors, vaulted ceilings, recessed lighting, a comfortable living room, and a separate dining area overlooking the backyard. The kitchen features stainless steel appliances, well-maintained wood cabinetry, and a tile backsplash. The primary bedroom includes a private en-suite bathroom, while two additional bedrooms and another full bathroom complete the main level. The finished walkout lower level provides additional living space with a family room, a fourth bedroom, a full bathroom, a dedicated home office with built-in shelving, and a laundry area. Enjoy the fully fenced backyard featuring a multi-level Trex deck, gazebo, and open green views, creating a comfortable space for relaxing or entertaining. Outdoor patio furniture is available to the buyer at no additional cost if desired. Additional features include an attached one-car garage, electronic keyless entry, and an existing solar panel system. Conveniently located near shopping, restaurants, schools, parks, and major commuter routes.

9 Ashland Avenue, Middletown

$495,500
3 Beds 3 Baths 1028819 MLS
Beautiful and well maintained , single family , townhouse located in the desirable community of Woodside Knolls This modern and spacious residence offers comfortable and spacious living across three floors & 2500 sq.ft! The 3 Bedroom, 3.5 Baths floor plan includes a luxurious primary bedroom with oversized walk in closets , en suite bathroom with full stand up shower and soaker tub. An additional two bedrooms , laundry room and full bath completes the upper floor. Downstairs you will discover a well equipped kitchen complete with stainless steel appliances, bonus office space , dining area and living room with a gas fireplace. A walkout door leads to your paved patio where you can enjoy outdoor entertaining. The finished basement with rough in for an additional bathroom is the icing on the cake and adds to endless configurations and possibilities to fit your lifestyle. All of this in a private community that includes a clubhouse, pool , basketball and tennis courts. This location is a commuters dream. Only minutes from major highways, trains and busses to NYC and the Galleria at Crystal Run, tons of shopping, wineries , historic trails and access to the heart of everything the Hudson Valley has to offer!

6 Avoncroft Lane, Middletown

$370,000
3 Beds 3 Baths 1029917 MLS
Welcome to 15 Old Anvil Ln, Middletown, a lovingly cared for end unit townhouse in the sought after "The Meadows" community. This unit has been lived in and cared for by the same owners for approximately 40 years. The owner is a builder so he has not skipped on his own improvements and care. The unit offers 3 bedrooms and 2.5 bathrooms, a kitchen and formal dining room with a slider to a beautiful deck which overlooks the backyard and a beautiful koi-pond. There is also a covered screened in side deck and a patio. The living room has a propane fireplace. The primary suite offers 2 closets, bathroom with marble flooring and an electric fireplace. The main bathroom is also lovely and has a whirlpool tub. The walk out lower level features a family room or den plus the laundry room and access to the 1 car garage. Save on utility bills with the solar panels and enjoy the community pool, clubhouse and the tennis, basketball and handball courts. Short drive to all amenities and highways including Galleria Mall, Garnet Health Center, and Metro North Train Station. These units are hard to come on the market, so don't delay and schedule your appointment for a showing!

15 Old Anvil Lane, Middletown

$339,000
2 Beds 1 Baths 1027980 MLS
Welcome to 17 State St, a fully updated, energy-efficient detached home offering modern smart-home features and exceptional flexibility. The bright main level features central air, smart climate control, a beautifully tiled bathroom, custom window blinds with a transferable lifetime warranty, and an updated kitchen with premium stainless-steel appliances, including a brand-new smart refrigerator. The finished lower level provides expansive heated-and-cooled bonus space with dual mini-split systems and baseboard heat, making it ideal for a recreation room, home office, gym, guest space, or other flexible uses. Additional upgrades include solar panels, a built-in security system hookup, and an upgraded 240V electrical panel that's EV-ready. Outside, enjoy an extended driveway with ample off-street parking and a fully fenced backyard featuring a concrete patio, fire pit, and a brand-new storage shed. Completely move-in ready, this home combines modern efficiency with versatile living spaces in a convenient Middletown location.

17 State Street, Middletown

$239,000
3 Beds 2 Baths 1029110 MLS
Calling all contractors, investors, and homeowners with a vision! Bring your ideas and your toolbox to this 3-bedroom, 1.5-bath split-level home situated on a desirable corner lot within the Enlarged City School District of Middletown. Offering great bones and endless potential, this property is ready for its next owner to restore, renovate, and make it their own. Inside, you'll find a functional split-level layout that's ready for your personal touches and updates. Whether you're looking for your next investment project or the opportunity to create your dream home, this property is full of possibilities. Conveniently located in a peaceful neighborhood just minutes from Orange County Community College (SUNY Orange), Touro College of Osteopathic Medicine, Garnet Health Medical Center, shopping, dining, and major commuter routes. With New York City approximately 70 miles away, you'll enjoy the perfect balance of suburban living with easy access to the city. Don't miss this opportunity to unlock the potential of this hidden gem—schedule your showing today!

26 Willow Place, Middletown

$539,000
3 Beds 3 Baths 1029150 MLS
Welcome to this beautifully maintained 3-bedroom, 2.5-bath bi-level home, built in 2010 and offering 2,225 square feet of comfortable living space. Designed with an open-concept layout, this impressive residence features a well-appointed kitchen with granite countertops, abundant cabinetry, and a seamless flow into the dining and living areas—ideal for both everyday living and entertaining. The primary suite serves as a private retreat, complete with vaulted ceilings, newer carpeting, a spacious walk-in closet, and a tastefully finished en-suite bathroom. Hardwood flooring adds warmth and sophistication throughout the main level. The finished lower level provides a generous family room with a cozy gas fireplace, an additional electric heating source, a convenient half bath, a laundry room, and access to the attached one-car garage, offering versatile space for relaxation, work, or hosting guests. Set on a desirable corner lot with excellent curb appeal, this home is conveniently located just minutes from major highways, shopping, hospitals, and medical facilities, ensuring easy access to daily necessities and commuting routes. This move-in-ready home combines style, comfort, and an exceptional location. Don’t miss the opportunity to make it yours. More pictures and video to come.

18 Hickory Place, Middletown

$420,500
3 Beds 2 Baths 1025550 MLS
Welcome to this charming 3-bedroom, 1.5-bath Colonial nestled on a level, fenced lot in the heart of Middletown. Built in 1941, this well-maintained home beautifully blends timeless character with everyday functionality, showcasing original hardwood floors, classic woodwork, detailed moldings, and elegant arched doorways throughout. The inviting first floor features a spacious living room, formal dining room, and a bright, versatile flex room perfect for a home office, playroom, or library. The kitchen offers an abundance of original wood cabinetry, Formica countertops, stainless steel appliances, a gas cooktop with wall oven, pantry storage, and convenient access to the driveway and backyard. Upstairs, you'll find three generously sized bedrooms with hardwood flooring and original architectural details, along with a bright, oversized full bath. A walk-up attic provides excellent storage or future expansion possibilities, while the full unfinished basement offers even more storage space and endless potential. Outside, enjoy a level backyard enclosed with vinyl fencing, a spacious deck for entertaining, and a charming gazebo that is included with the sale. Additional features include a detached one-car garage, private driveway, natural gas heat, public water and sewer, and low-maintenance vinyl siding. Garage is in need of repair being sold as is for garage. Hot tub has not been used in two years no guarantees made. Was working two years ago. Ideally located close to shopping, restaurants, schools, parks, major highways, and public transportation, this home offers convenience, character, and opportunity in one package. Whether you're looking for your first home or simply appreciate classic craftsmanship, this Middletown gem is ready to welcome its next owner.

34 Adams Avenue, Middletown

$450,000
3 Beds 2 Baths 1029090 MLS
**Opportunities on Manhattan Avenue are few and far between. If you've been waiting for a home in this desirable neighborhood, your wait is over! ** Situated on a beautiful .25-acre lot, this inviting split-level offers the perfect combination of comfort, space, and style with **3 bedrooms, 1.5 baths, a one-car garage, and central air**. From the moment you walk through the door, you'll appreciate how bright, clean, and welcoming this home feels. Sunlight pours through oversized windows, highlighting the gleaming hardwood floors and creating a warm, inviting atmosphere throughout. The thoughtfully designed floor plan offers generous living space with an easy flow that's perfect for everyday living, entertaining, or simply relaxing at home. A beautiful fireplace creates a cozy focal point, adding warmth and character to the main living area. Step outside and discover one of this home's standout features—an expansive deck overlooking a beautiful, flat, quarter-acre backyard. Whether you're hosting summer barbecues, enjoying your morning coffee, or unwinding after a long day, this outdoor space is sure to become a favorite place to gather. The level backyard offers plenty of room for gardening, outdoor activities, pets, or simply enjoying your own private outdoor retreat. Beautifully cared for inside and out, this home offers the perfect blend of comfort, convenience, and outdoor living in a location that's hard to beat. Conveniently located near shopping, restaurants, schools, and major commuter routes, with Maple Hill Park just minutes away, you'll enjoy easy access to tennis courts, a dog park, walking paths, picnic areas, and open green space. **Homes on Manhattan Avenue don't become available often. Don't miss this exceptional opportunity to make this beautiful property your next home!**

21 Manhattan Avenue Unit #19, Middletown

$450,000
3 Beds 2 Baths 1026883 MLS
Welcome to 153 Ridgewood Avenue, a beautifully maintained 2021 built ranch offering the ease and comfort of modern single level living. Vaulted ceilings, an open concept layout, stylish finishes, and abundant natural light create a warm and inviting feel from the moment you enter. With more than 1,500 square feet, the home features a spacious kitchen with stone countertops, generous prep space, newer appliances, and plenty of room to gather. Central air and a convenient laundry mudroom add comfort and practicality. The primary suite includes a tray ceiling, spacious closet, and private full bathroom. Two additional bedrooms and a second full bathroom provide flexible space for guests, a home office, or hobbies. Outside, the fenced backyard and recently upgraded paver patio offer the perfect setting for relaxing, entertaining, and enjoying time outdoors. Shopping, dining, parks, commuter routes, and everyday conveniences are all nearby, including local favorites such as Cosimo's Brick Oven and Fancher Davidge Park. Young construction, modern finishes, a functional one level layout, and a private outdoor space make this home an excellent alternative to the maintenance and expense of older properties. Move right in and enjoy everything 153 Ridgewood Avenue has to offer.

153 Ridgewood Avenue, Middletown

$457,000
3 Beds 3 Baths 1026190 MLS
Park-like property is just the beginning of what you'll fall in love with! Set on two beautiful acres with unexpected privacy, this classic raised ranch offers nearly 2,000 square feet of comfortable living space in the heart of Circleville. Set back from the road behind stone walls and backing to woods, the peaceful setting provides the perfect balance of privacy and convenience. A light-filled interior welcomes and the spacious living room flows into the formal dining room. The eat-in kitchen features a two-tier center island for casual dining and entertaining, tile backsplash, wood cabinetry and newer appliances. Speaking of entertaining - head outside to the oversized composite deck with retractable awning, perfect for grilling, chilling and enjoying the tranquil surroundings. The large, level backyard extends into the woods, offering plenty of room to roam. The primary bedroom offers a private full bath with stall shower and two additional bedrooms share a second full bath. Downstairs, the family room is centered around a brick-faced fireplace and is complemented by a flexible guest room or home office, powder room and laundry room. Additional highlights include central air, a two-car garage and a recently resurfaced driveway. Conveniently located in the Town of Wallkill, just 5 miles to the train to NYC, 2 miles to highway and minutes from Garnet Health Medical Center, shopping, restaurants and area conveniences. A wonderful opportunity to make this well-loved home your own while enjoying an exceptional setting and location.

33 Seaman Road, Circleville

$409,000
3 Beds 2 Baths 1025851 MLS
Welcome to 48-50 Mountain Avenue, where timeless Cape Cod charm meets modern comfort in one of Middletown's most convenient locations. Beautifully updated and meticulously maintained, this inviting 3-bedroom, 1.5-bath home offers approximately 1,928 square feet of warm, light-filled living space on a beautifully landscaped 0.36-acre lot tucked away on a quiet cul-de-sac. From the moment you arrive, the stunning stone exterior, mature landscaping, covered front porch, and exceptional curb appeal make you feel right at home. Step inside and discover a home filled with character, warmth, and natural light. Oversized windows and a beautiful bay window flood the interior with sunshine while highlighting the gleaming hardwood floors, natural woodwork, original architectural details, and thoughtful updates throughout. The spacious living room is the heart of the home, featuring a striking stone fireplace with a cozy wood-burning stove that creates the perfect atmosphere for relaxing evenings or gathering with family and friends. The flowing floor plan offers comfortable everyday living and effortless entertaining. The bright eat-in kitchen features abundant cabinetry, generous counter space, pantry storage, and convenient access to the backyard, making indoor and outdoor entertaining seamless. Whether hosting holiday dinners or enjoying a quiet morning coffee, every space has been designed with comfort and functionality in mind. The home's three spacious bedrooms offer peaceful retreats with generous closet space and abundant natural light. A full bath and convenient half bath provide functionality for both daily living and guests. The partially finished walk-out basement adds tremendous versatility, providing the perfect opportunity for a family room, recreation area, home office, gym, workshop, hobby space, or additional storage. The attached one-car garage and expansive basement storage ensure there is room for everything. Outdoor living is equally impressive. Enjoy peaceful mornings from the covered front porch, entertain on the beautiful flagstone patio, or relax in the private backyard surrounded by mature trees and established landscaping. The yard offers plenty of room for gardening, outdoor recreation, pets, or simply enjoying the beauty of every season. A storage shed provides additional space for lawn equipment and outdoor tools. Quality construction shines throughout with durable stone and shake siding, block construction, and a solid block foundation. Additional features include central air conditioning, forced-air natural gas heating, municipal water and sewer, hardwood and tile flooring, built-in storage, ceiling fans, entrance foyer, open floor plan, pantry, walk-through kitchen, washer and dryer hookups, high-speed internet availability, natural gas, cable, and public utilities for easy, comfortable living. Located on a municipally maintained road in an established neighborhood, this home offers outstanding convenience to everyday amenities. Shopping, restaurants, parks, schools, medical facilities, and local services are all just minutes away. Commuters will appreciate quick access to Route 17/I-86, Interstate 84, and Metro-North rail service, providing an easy commute throughout the Hudson Valley and into New York City. Blending classic craftsmanship, tasteful updates, flexible living space, beautiful outdoor areas, and an ideal location, this move-in-ready home offers the perfect balance of character and convenience. Whether you're looking for additional space, a home that's ideal for entertaining, or simply a property filled with warmth and timeless appeal, 48-50 Mountain Avenue is ready to welcome you home.

48-50 Mountain Avenue, Middletown

$625,000
3 Beds 3 Baths 1025794 MLS
Welcome to this well-maintained 3-level townhome in The Fairways, a gated community conveniently located next to a golf course and just minutes from major highways, Garnet Health Medical Center, shopping, restaurants, and everyday conveniences. This home offers a 2-car garage, a finished lower level with direct garage access, and a functional floor plan designed for comfortable everyday living. The main level features hardwood floors throughout, an open-concept living and dining area with a gas fireplace, and a kitchen with granite countertops, a breakfast bar, pantry, gas range, dishwasher, refrigerator, and microwave. The adjoining breakfast area is surrounded by windows, filling the space with natural light. Sliding glass doors open to a private patio overlooking open green space, providing a peaceful setting for outdoor relaxation. The second level features two bright, generously sized bedrooms, a full hallway bath, and a conveniently located laundry area with a washer and dryer. The primary suite offers abundant natural light, a vaulted ceiling, a ceiling fan, a custom walk-in closet with built-in shelving and drawers, and a private en-suite bath with double vanities, a soaking tub, and a separate walk-in shower. The third-floor loft offers a versatile bonus area with a spacious walk-in storage room, providing flexible space for a home office, media room, gym, hobby space, or additional storage. Residents enjoy a variety of community amenities, including an outdoor pool, fitness center, clubhouse with a kitchen and lounge, billiards room, library, and beautifully maintained grounds. This home offers a functional layout, desirable community amenities, and a convenient location.

8 Green Court, Middletown

$379,999
2 Beds 2 Baths 1021532 MLS
Welcome to 8 Forest Ave, Middletown, NY 10940—a charming corner-lot home offering comfort, flexibility, and plenty of outdoor space. This well-maintained property features 2 spacious bedrooms plus a bright sunroom that can easily be converted into a third bedroom, home office, or guest room. The home also offers 2 full bathrooms, a generously sized kitchen, and a separate dining room, providing a functional layout for everyday living and entertaining. The full unfinished walkout basement presents endless possibilities for additional living space, a workshop, or extra storage. Step outside to enjoy the large deck overlooking a spacious backyard, perfect for gatherings, outdoor dining, or relaxing with family and friends. The corner lot also provides ample space for gardening, landscaping, or other outdoor activities. Conveniently located near shopping centers, schools, restaurants, parks, and major commuter routes, this home combines comfort, convenience, and potential in one desirable location. Don’t miss the opportunity to make this versatile property your next home!

8 Forest Avenue Unit #6, Middletown

$389,000
4 Beds 2 Baths 1024955 MLS
Middletown Central Gem with Lots of Space and Super Low Taxes! Located just minutes from Downtown Middletown, this solid house has a very practical layout with 4 spacious bedrooms and 2 full bathrooms, making it perfect for a growing family or an investor. On top of the great living space, you get a huge attic and a full basement that give you tons of extra room for storage or a workshop. The best part about this property is the incredibly low holding cost—total annual taxes are only $3,750(year 2025), and you can lower them even more if you live here as your primary home by applying for the NY STAR tax relief. A brand-new, energy-efficient Navien tankless wall-mounted combination boiler was installed last year, providing reliable, high-efficiency heating and hot water while saving on utility bills.While the house is in average condition right now and needs some cosmetic updates, it has great bones and a rock-solid foundation. This is a rare chance to buy a big house with low expenses, fix it up your way, and build instant equity in a super convenient location.

4 Harding Street, Middletown

$325,000
2 Beds 1 Baths 1019263 MLS
Beautifully renovated ranch-style home offering modern updates and exceptional outdoor space in the heart of Middletown. This move-in ready home features brand-new flooring, fresh paint throughout, and an updated kitchen with quartz countertops and stainless steel appliances. Sliding glass doors lead to a spacious patio overlooking a huge level backyard, perfect for entertaining, relaxing, or play. The home offers two generously sized bedrooms plus a finished walk-up attic with great potential for a third bedroom, home office, or flex space. A full basement provides abundant storage or future finishing possibilities. The oversized driveway accommodates 8+ vehicles. Conveniently located close to shopping, restaurants, parks, schools, public transportation, and major commuter routes.

68 Ridgewood Avenue, Middletown

$329,900
2 Beds 2 Baths 1021455 MLS
There is a particular kind of quiet that arrives when a place becomes yours. The last box is finally down, the door clicks shut behind you, and it lands softly that this is the address you give people now. This is the home where that feeling begins, and where it stays. It is ready for you from the first day. Everything lives on one easy level, open and unhurried, morning light moving through the bay window and across the eat-in kitchen. There is a fireplace for the cold nights and central air for the warm ones. You could carry your life in this weekend and change nothing at all. It is done, it is comfortable, and it hands the whole thing back to you: the freedom to stop worrying about the house and start living the life you came here to begin. Then you step out the back door and feel how much is still ahead of you. The lot next door comes with the home, so the yard keeps opening long after you expect it to stop, and all of that room is a clean page waiting for your handwriting. Picture the first tomatoes you put in the ground here. The first long table under string lights on a July night. The first snow falling across a yard that is finally, actually yours. This is not somebody else's backyard you are borrowing. It is the setting for everything you have not gotten to do yet. The full basement below is more than you even need, waiting quietly for the day you want a studio, a den, a little more room to spread out. There is no rush and no pressure. It simply grows with you. And the ownership stays light. Municipal water and sewer keep your monthly costs low and predictable, with none of the well-and-septic surprises that come with country living. It is the kind of steadiness that lets you breathe out and think about bigger things. Middletown gives you a real place to belong to while you do. There is a show or a film most nights under the marquee at the restored Paramount Theatre, independent kitchens and pizza worth the walk down North Street, and the flat Erie Way Trail following the old rail line for the mornings you want to move. And the city is remarkably easy to leave when you want to: the Middletown station on the NJ Transit Port Jervis Line carries you to Hoboken and Penn Station, Coach USA buses run straight to the Port Authority, and Route 17 and I-84 put you on the road in minutes. Stewart International Airport is 20 minutes out, and Manhattan sits about 70 miles down the line for the days you want it. This is where the next chapter starts. Come make the first memory, then all the ones after it. There is finally room for every one of them.

89 Prince Street, Middletown

$299,900
2 Beds 1 Baths 1021463 MLS
Some houses greet you at the door. This one wraps around you the moment you walk in. Step through the light-filled sunroom, all glass and morning sun, and into a main floor paneled in warm honey pine that has been cared for across a hundred years and wears every one of them beautifully. You notice the beamed ceilings, the way the afternoon light pools on the wood, the rooms that flow one into the next without an inch wasted. Somewhere around the second breath, your shoulders drop and you realize you have stopped looking for the catch. You were tired of the gray boxes with the soul flipped out of them. You wanted character you could actually live inside, and here someone already did the loving part for you. The kitchen is bright and genuinely ready, white cabinetry against stainless steel, an island to gather around, and a real range for the slow Sunday cooking you keep promising yourself. The dining room asks for long dinners and the kind of conversations nobody rushes. Upstairs, two calm rooms tuck under the Cape's gentle sloped ceilings, painted soft and light, the sort of space that makes Monday mornings arrive a little kinder. Below it all, a full basement waits with plenty of room for whatever you dream up next, and with municipal water and sewer already in place, the practical boxes are quietly checked so you can focus on the living. Then there is the neighborhood, and it might be the part you fall hardest for. This is a walkable pocket of Middletown with sidewalks and old shade trees, a white picket fence around a level backyard built for string lights and unhurried weekends. Downtown's restaurants and the Orange County Heritage Trail sit minutes from your door, SUNY Orange is around the corner, and Legoland New York is a 15-minute drive. When the city calls, the Metro-North Port Jervis line out of Middletown carries you the roughly 70 miles to Manhattan with someone else at the wheel. The charm here is real, the hard work is already behind you, and all that is left is to turn the key, breathe out, and start living the way this home was clearly meant to be lived in.

32 W Conkling Avenue, Middletown

$499,900
3 Beds 3 Baths 1021212 MLS
Welcome to this beautifully updated end-unit townhouse with numerous upgrades completed in 2023! The bright and open main level features hardwood flooring, a spacious kitchen with granite countertops, a complementary tile backsplash, stainless steel appliances, abundant cabinetry, a large center island, pendant lighting, and recessed lighting. The kitchen flows seamlessly into the dining area and living room, creating a comfortable space for everyday living and entertaining. Sliding glass doors lead to a private deck overlooking a peaceful wooded backdrop, perfect for outdoor dining, grilling, or relaxing. A powder room and direct access to the attached two-car garage complete the main level. Upstairs, the primary suite features a vaulted ceiling, a walk-in closet, and an en-suite bathroom with a double-sink vanity featuring a new countertop installed in 2023, a soaking tub, and a separate glass-enclosed shower. Two additional bedrooms share a Jack-and-Jill bathroom with separate vanity and toilet/shower areas. A second-floor laundry room with washer and dryer adds everyday convenience. Updates completed in 2023 include fresh interior paint, hardwood flooring on the main level, new carpeting throughout the second floor and finished walk-out lower level, a new stove, a new primary bathroom vanity countertop, and smart home features including a Ring Video Doorbell and a Ring Floodlight Cam above the garage. Both Ring devices, along with all window blinds and curtains, will remain with the property. The finished walk-out lower level provides additional living space and direct access to a covered patio. Community amenities include a swimming pool, basketball court, and playground. Conveniently located near shopping, restaurants, schools, and major commuter routes. Most furniture may be included at no additional cost if desired by the buyer. The piano located in the basement is excluded from the sale and will be removed prior to closing. Schedule your private showing today!

37 Meadow View Drive, Middletown

$478,000
4 Beds 2 Baths 1021551 MLS
It is located in one of Middletown's most desirable neighborhoods, where strong demand and steadily increasing home values make this an exceptional opportunity! This beautifully renovated, move-in-ready 4-bedroom home has been thoughtfully updated from top to bottom. The brand-new kitchen features modern cabinetry, a new stove, and an added pantry/storage closet, creating a stylish and functional space for everyday living. Enjoy new flooring throughout, a beautifully renovated bathroom, new second-floor windows that fill the home with natural light, and a newly installed high-efficiency furnace, providing comfort and peace of mind for years to come. The location is truly unbeatable. Situated right next to Davidge Park, you'll enjoy easy access to the playground, community swimming pool, scenic lake for fishing, picnic and BBQ areas, and year-round gathering activities. Celebrate Independence Day with front-row views of Middletown's spectacular Fourth of July fireworks right in your neighborhood! Conveniently located in the heart of Middletown, you'll be just minutes from shopping, restaurants, schools, healthcare, and major highways. Combining modern updates, an outstanding location, and exceptional recreational amenities, this home offers the perfect blend of comfort, convenience, and lifestyle.

25 Independence Avenue, Middletown

$325,000
2 Beds 1 Baths 1020584 MLS
AFFORDABLE COLONIAL HOME with low taxes, two bedrooms, one bathroom, and flexible extra space. This 1,080 sq. ft. home features vinyl siding, municipal services, and natural gas for heat, hot water, and cooking. Enjoy private off-street parking for up to three cars, with curb-cut access from two streets. The home offers classic charm and character, a covered front porch, concrete walkways, and outdoor space suitable for a small garden, play area, or additional parking. The first floor includes the main living areas: living room, kitchen, and dining area. Upstairs are two bedrooms and a full bathroom, with a walk-up attic providing extra storage. The walk-out basement offers space for a family room, laundry area with washer and dryer, plus windows and a door leading to a concrete patio overlooking the green yard and private parking. The first and second floors currently have carpet, with original hardwood floors underneath. Conveniently located near services and amenities, within walking distance of the community college and just a five-minute drive to the I-84 intersection. With ownership costs comparable to rent, this charming home is a great opportunity to buy instead of renting a home.

10 Forest Avenue, Middletown

$355,000
2 Beds 1 Baths 1020112 MLS
Immaculate 2-Bedroom Bungalow – Move-In Ready! Welcome home to this beautifully maintained 2-bedroom, 1-bath bungalow offering comfort, charm, and convenience. Featuring hardwood floors (as seen), this immaculate home is filled with natural light and boasts a warm, inviting atmosphere. The efficient layout makes the most of every square foot, making it perfect for first-time buyers, downsizers, or anyone seeking easy one-level living. Step outside to a spacious back deck, ideal for entertaining, hosting summer barbecues, or simply relaxing with your morning coffee while enjoying the outdoors. Conveniently located just minutes from shopping, dining, and everyday amenities, this home combines peaceful living with easy access to everything you need. Simply move in and enjoy!

92 Beattie Avenue, Middletown

$280,000
3 Beds 2 Baths 1020456 MLS
Welcome home! This inviting 3-bedroom, 1.5-bath townhome offers comfort, space and a welcoming layout. Owned by the same family for over 50 years, this home is now ready for its next chapter. Inside, you’ll find a large, comfortable living room that’s perfect for gathering and relaxing. The eat-in kitchen has been updated with new flooring and appliances, making it both functional and stylish. New carpeting throughout adds a fresh, updated feel, while improvements have already been completed, leaving room for the next owner to add their own finishing touches. New Roof was installed 3 years ago! Residents enjoy fantastic community amenities, including a swimming pool, basketball court, tennis court, playground, and clubhouse. The clubhouse is available for private parties and special events, making it easy to host gatherings close to home. Whether you’re looking for your first home, more space, or a place with great potential, this townhome offers comfort, convenience, and opportunity. Come see all that it has to offer!

18 Black Stallion Court, Middletown

$550,000
1020113 MLS
Excellent mixed-use investment opportunity! Conveniently located on a high-visibility corner at a traffic light, this property features a 1,919 sq. ft. commercial storefront on the first floor and two newly renovated 2-bedroom apartments on the second floor totaling approximately 1,727 sq. ft. Each residential unit offers 2 bedrooms, a full bath, a kitchen, and a spacious living room. The commercial space is well suited for a hair salon, barbershop, skincare or beauty spa, nail salon, or other personal care and wellness services (subject to municipal approvals). All three units have been updated and are move-in/rent-ready. With strong rental demand in the area, this property presents an excellent opportunity for investors or owner-occupants seeking an income-producing property. Additional features include storage, a detached one-car garage, and driveway parking as well as on-street parking.

36 Wallkill Avenue, Middletown

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