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$43,000
2 Beds ⋅ 1 Baths ⋅ PADA2060672 MLS
Welcome to 152 Park Drive in Lower Swatara Township. Middletown Schools. 2 bedrooms and 1 full bath. New windows. 2000 Watt portable solar system helps with electric costs. Convenient breakfast bar in kitchen. Propane forced air heating. Washer and dryer. Property is NOT in the flood zone. Private driveway for off street parking. Lot rent is $645/month and includes trash. Buyer will need to obtain park approval.

152 Park Dr, 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
$379,000
4 Beds ⋅ 2 Baths ⋅ VAFV2043316 MLS
An exceptional opportunity to restore and reimagine a historic Main Street property in the heart of Middletown. Prominently located along one of the towns most recognized corridors, this four bedroom, two bath home offers timeless character, outstanding potential, and a location that is difficult to duplicate. Believed to date to the early 1800s, the home has been part of Middletown history for generations and is ready for its next chapter. Just a short walk to local shops, restaurants, cafes, and community gathering spaces, this property offers the charm and convenience of small town living. Situated on a generous in town parcel with desirable B1 zoning, the property provides exceptional flexibility for residential living, professional office, business use, or a mixed use concept subject to local approvals. The additional side land offers potential subdivision opportunities subject to application and approval. Rear alley access further enhances the versatility of this unique property while the prominent Main Street location provides outstanding visibility for a variety of future uses. Inside, the home features four bedrooms, two full baths, and the character expected of a historic residence. The property is ready for restoration and thoughtful updating, presenting an exceptional opportunity to preserve its historic charm while incorporating modern improvements. Whether your vision is a distinctive residence, professional office, investment property, or live and work opportunity, the possibilities are substantial. Historic Main Street properties offering this combination of character, location, flexible B1 zoning, additional land, rear alley access, and future potential rarely become available. Property is being sold as is.

7927 Main St, Middletown
$649,900
5 Beds ⋅ 4 Baths ⋅ DENC2106906 MLS
Welcome to 601 Yensid Drive, where space, comfort, and style come together in the desirable community of Crossland at the Canal. This beautifully maintained 5-bedroom, 3.5-bath Colonial offers over 3,800 square feet of thoughtfully designed living space, featuring gleaming hardwood floors throughout, an open floor plan, and a gourmet kitchen. The kitchen has lots of prep space with granite countertops, stainless steel appliances, abundant cabinetry, a center island, and a sunny eat in area that flows seamlessly into the sunroom and the spacious family room. This floor plan lends itself to entertaining due to the flow from the formal living room open to the formal dining room and then to the huge family room open to the kitchen and sunroom. Whether you entertain or not, you will love the openness. Upstairs, you'll find 4 generously sized bedrooms, including a spacious primary suite with a large walk-in closet and private bath and laundry is located upstairs. The finished lower level adds incredible flexibility with a full bath, bedroom and plenty of room for a recreation area, home gym, office, or guest space. There is also a daylight walkout and an egress window. Outside, enjoy a beautifully landscaped yard with plenty of room to relax or entertain. Residents also enjoy access to the community pool and clubhouse. All is just minutes from shopping, dining, and major commuter routes. This is a home you'll want to experience in person. With its generous living spaces, thoughtful layout, and exceptional community amenities, 601 Yensid Drive is ready to welcome you home.

601 Yensid Dr, Middletown
$339,000
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
$735,000
5 Beds ⋅ 3 Baths ⋅ DENC2106904 MLS
Welcome to 362 Neverland Dr in Middletown, Delaware — a beautifully upgraded home offering space, privacy, flexibility, and lifestyle features in one of Delaware’s most desirable and fast-growing towns. Perfectly positioned on a premium wooded lot with no rear neighbors, this home offers peaceful views, added privacy, and the rare feeling of not looking directly into another backyard. From the moment you arrive, the thoughtful upgrades stand out. The sellers made a significant investment in expanding the driveway to allow three cars to park side by side, while the widened walkway and upgraded larger front steps create a polished and welcoming entry. These improvements add both curb appeal and everyday convenience. Inside, the main level offers a formal living room and dining room, a spacious family room, and a private home office that can function as an office, guest room, playroom, or flexible bedroom-style space. This layout is ideal for buyers who need more than standard bedrooms, including work-from-home needs, extended guest stays, or multi-generational living possibilities. At the heart of the home is a gourmet kitchen with a large center island, double ovens, and excellent flow into the main living areas. Whether hosting holidays, preparing meals, or gathering with family and friends, this kitchen was designed for both everyday living and entertaining. Luxury vinyl plank flooring runs throughout the main and upper levels, giving the home a clean, modern, and cohesive feel. The spacious primary suite is a true retreat, featuring a luxury bath with a walk-in shower, garden tub, double sinks, and two large walk-in closets. The two walk-in closets are a standout feature that buyers will immediately appreciate, offering the storage and functionality many homes simply do not provide. The finished basement adds another impressive level of living and entertainment space. Enjoy a dedicated theater room featuring in-ceiling surround sound speakers, a 5.1 audio setup, Denon equipment, and subwoofers that may convey with the sale. The first-floor family room also features in-ceiling surround sound speakers, giving the home upgraded audio on two levels — perfect for movie nights, game days, music, entertaining, or everyday enjoyment. The basement also includes an open finished area that can serve as a recreation room, lounge, game room, guest space, hobby area, or future bedroom-style flex space. For buyers seeking multi-generational potential, additional living options, or room to grow, this basement offers outstanding adaptability. There is also an unfinished gym/workout area with rough-ins for a future full bathroom, creating even more possibilities. This area could remain a gym, become a private suite-style space, or support future finished expansion. The elliptical and weight system may convey if desired by the buyer. Outdoor living is another major highlight. The backyard features an oversized upper deck, a lower concrete patio beneath the deck, an oversized shed, and an irrigation/sprinkler system — all set against the peaceful backdrop of the wooded premium lot. The premium lot was a major upgrade when purchased, valued at approximately $20,000 by the sellers, and offers the privacy of having no homes directly behind you. Additional upgrades and features include ceiling fans throughout the home, tankless water heater, smart thermostat, security/monitoring system, garage door openers, wall-mounted TVs, storm doors/windows, multiple included appliances, additional refrigerator/freezer storage, and thoughtful improvements throughout. This is more than just a home — it is a complete lifestyle property offering premium lot value, flexible living space, multi-generational potential, a gourmet kitchen, luxury primary suite, finished entertainment areas, upgraded outdoor living, and privacy that many competing homes simply do not offer.

362 Neverland Dr, Middletown
$689,900
4 Beds ⋅ 3 Baths ⋅ DENC2106702 MLS
Discover elegance in this move-in ready home. This 4-bedroom, 3-bathroom home with a main-level primary bedroom en-suite is located in one of the most desirable communities, celebrated for its tranquil surroundings and resort-style amenities. Enter through a grand foyer into an expansive, elegant floor plan with soaring ceilings and designer lighting that create an atmosphere of timeless style. A true centerpiece of the home is the open eat-in gourmet kitchen—a chef's dream featuring white cabinetry with under-cabinet lighting, granite countertops, stainless steel appliances, a cooktop, double ovens, a large center island with countertop seating, and a spacious pantry—all flowing effortlessly into the living room with a cozy gas fireplace, abundant natural light, and vaulted ceiling. The living room offers an ideal space for hosting parties and celebrations. The main-level primary bedroom suite offers a peaceful retreat, complete with dual closets, a custom ceiling, and a spa-inspired custom tiled glass-enclosed shower, and double vanities. Two additional bedrooms and a full bathroom complete the main level. Upstairs, you will find an open loft-style family room, along with a fourth bedroom and a third full bathroom. If you need additional space, the expansive basement offers endless possibilities to create your own home theater, fitness room, game room, or even add a fifth bedroom. For those who love the outdoors, enjoy barbecues with family and friends in your spacious backyard featuring a custom-designed patio and built-in fire pit for roasting marshmallows. Or simply relax on the covered front porch with your morning coffee. Additional highlights include a main-floor laundry room, custom blinds throughout, dual thermostat for heating and air conditioning, a two-car garage, and a location within walking distance of the clubhouse. Enjoy the ease of low-maintenance living in this resort-style community, where the affordable monthly HOA fee covers lawn care, landscaping, snow removal, and trash service. Residents have access to an outstanding collection of amenities, including a heated outdoor swimming pool, pickleball, tennis, and bocce courts, as well as scenic walking trails. The impressive clubhouse serves as the heart of the community, offering a spacious gathering room, bar, fitness center, exercise studio, billiards room, meeting room, and a beautiful outdoor patio overlooking a tranquil pond with a fire pit. A vibrant social calendar featuring clubs, events, and activities makes it easy to stay active, meet neighbors, and enjoy the lifestyle you've been looking for. Conveniently located with easy access to the brand-new Bayberry Town Center, you'll enjoy nearby shopping, restaurants, fitness centers, and healthcare facilities. Schedule your private showing today and experience everything this exceptional home has to offer before someone else calls it home!

4200 Crosby Ln, Middletown
$369,997
3 Beds ⋅ 3 Baths ⋅ DENC2106882 MLS
Welcome to our listing at 1047 Wickersham Way in Hyatts Crossing, Middletown. This beautiful three-bedroom, 2.5-bath interior unit townhouse is less than five years old and has all of the comforts you're sure to love. You can see from the street that this home has been well cared for. As you enter at ground level there's a one-car garage accessible from the inside and a bonus room on the first floor that walks out into the backyard. On the main floor, you've got tasteful neutral composite flooring throughout, a modern open-concept kitchen, living room, and dining room combination. The kitchen is great for entertaining and is set up with a central island and stainless steel appliances. The upper floor has a primary suite with walk-in closet, an en suite bath, two generous secondary bedrooms, an upstairs laundry, and a full hall bath. Pair all that with a full professional cleaning and a paint refresh, and you have got an attractive, affordable home that is ready to move right in and start enjoying.

1047 Wickersham Way, Middletown
$475,000
4 Beds ⋅ 2 Baths ⋅ 1000738 MLS
Welcome to this beautifully renovated raised ranch in the desirable Scotchtown neighborhood. Offering over 1,700 square feet of living space, this move-in-ready home features 4 spacious bedrooms and 2 updated bathrooms. The bright main level offers a spacious L-shaped living and dining room filled with natural light, along with a beautifully renovated kitchen featuring brand-new stainless steel appliances, modern finishes, and ample cabinet space. Three generously sized bedrooms and a renovated full bathroom complete the main level. French doors off the dining area lead to a large rear deck overlooking the backyard perfect for entertaining, relaxing, or enjoying your morning coffee. The finished walk-out lower level provides additional living space with an oversized family room featuring a brick fireplace, a fourth bedroom, a renovated bathroom, a laundry room, and direct access to the backyard. Additional highlights include central air conditioning, hardwood and ceramic tile flooring, an attached one-car garage, and numerous updates throughout. Conveniently located near schools, shopping, restaurants, parks, and major highways, this turnkey home offers the perfect combination of comfort, style, and convenience.

23 Marcy Lane, Middletown
$423,000
2 Beds ⋅ 2 Baths ⋅ DENC2106260 MLS
Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and two full bathrooms, the home combines comfort and style with luxury vinyl plank, plush carpet, and tile flooring. The open floor plan creates a bright and welcoming living space, enhanced by recessed lighting in the entry, living room, and kitchen. The spacious kitchen is designed for both everyday living and entertaining, complete with a gas stove, center island, and seamless flow into the main living and dining areas. The inviting primary suite showcases an elegant tray ceiling, abundant closet space, and a private ensuite bathroom featuring a step-in shower with built-in bench and safety grab bar and a spacious vanity. A second bedroom and full bath provide comfortable accommodations for guests or a home office. An energy efficient, on-demand hot water system not only helps reduce utility costs but also provides nearly instant hot water throughout the home for added comfort and convenience. The front garden and manicured lawn add to the curb appeal of this immaculately maintained residence. Enjoy low-maintenance living while taking advantage of exceptional community amenities, including a clubhouse with a fitness center, outdoor pool, and pickleball courts. Conveniently located, this home offers the perfect blend of peaceful, tree-lined surroundings and easy access to shopping, dining, healthcare and major roadways. This is a rare opportunity to experience low-maintenance living in an attractive neighborhood designed for comfort, convenience and an active lifestyle.

1428 Whispering Woods Rd, Middletown
$279,900
3 Beds ⋅ 2 Baths ⋅ DENC2106852 MLS
Carefree living in this spacious three bedroom condo located minutes to downtown Middletown! Open floor plan, oversized great room, spacious kitchen w/island, microwave and newer dishwasher, new washer/dryer, and newer heat pump! No outside maintenance . . . trash, lawn care and snow removal all included! Skip the stairs and use the elevator! Screened porch and deck for your outside enjoyment! Priced to move quickly . . . don't miss this gem!!

1870 Congressional Villag Dr Unit #7201, Middletown
$379,000
4 Beds ⋅ 2 Baths ⋅ 970803 MLS
Beautifully renovated single-family home offering a clean, comfortable layout with thoughtful updates throughout. This residence features 4 spacious bedrooms filled with natural light and a brand-new kitchen equipped with appliances and ample cabinetry. Fresh finishes throughout the home create a bright, move-in-ready feel. Enjoy additional storage space in both the attic and basement, providing plenty of room for seasonal items and organization. An enclosed entry porch adds extra living space. A well-maintained property that blends comfort, function, and recent updates in one inviting home.

26 1/2 Ridge Street, Middletown
$599,000
4 Beds ⋅ 4 Baths ⋅ DENC2106410 MLS
If this summer heat has taught us anything, it's the pool is worth every penny! Discover a harmonious blend of poolside luxury and home comfort in this stunning Colonial-style residence nestled in the desirable Cricklewood community in the Appoquinimink School District. Built in 2001, this detached home boasts an impressive 4 bedrooms and 3.5 bathrooms, offering a premium of space. Step inside to find a beautifully designed interior featuring luxury vinyl plank connecting the home, complemented by plush carpeting in the bedrooms. The heart of the home is the inviting kitchen with quartzite countertops and spacious island, complete with a double sink, stainless steel appliances, abundant natural light, beautiful backsplash, and a 'barn door' entry pantry. The refrigerator, dishwasher, and garbage disposal are all new as of 2026. The centrally located kitchen opens to the living room, connects to the main floor hallway, and serves easy access to the rear deck as well as the garage - functional for everyday movement as well as hosting gatherings. Enjoy cozy evenings by the gas fireplace in the living room or the electric fireplace in the basement, creating a warm ambiance throughout the home. The partially finished basement features an included pool table and murphy bed as well as bar area with quartz countertops and a full bathroom with heated tile flooring. Main floor laundry adds convenience to your daily routine. Retreat upstairs to the spacious primary suite, complete with a walk-in closet and a luxurious bathroom featuring a stall shower and separate tub, with dual sinks and quartz countertop. Three additional bedrooms, all with carpeted flooring and ceiling fans, join the primary suite and another full bath upstairs making the upstairs a full floor of spacious bed and bathrooms. Outside, indulge in your own private oasis with a sparkling in-ground pool with heater built in 2022 and a relaxing hot tub, surrounded by beautifully landscaped grounds. The expansive deck and attached pitched roof pergola covered patio areas are ideal for outdoor entertaining, while the attached two car garage with EV charger and ample driveway parking ensure convenience for you and your guests. Located in a serene suburban setting, this property offers easy access to local MOT amenities. Secure your spot poolside and beat the summer heat!

34 W Minglewood Dr, Middletown
$1,750,000
1021149 MLS
Rare Investment Opportunity: Fully Occupied 12-Unit Brick Building in Middletown, NY. Massive Income – Fully Updated – Separate Utilities – Low Inventory Market. Don’t miss this exceptionally rare turnkey investment in the high-demand Middletown market. Brick buildings of this scale and caliber rarely hit the market. This massive 12-unit mixed-use property is fully occupied, generating immediate, stable income from day one. Features 10 residential units and 2 prime commercial storefronts.Tenant-Paid Utilities: Tenants pay their own electric and gas. : Features a brand-new, building-wide structural back porch and extensive capital improvements throughout the exterior and common areas. A lot of Renovated Units: Most units are updated, making them highly attractive to tenants and supporting premium rental rates.100% Occupied:, reliable cash flow for the savvy investor. Location & Market Advantage Situated in a bustling, high-traffic area of Middletown, NY, this property benefits from excellent visibility for the commercial spaces and peak convenience for residential tenants. Big parking in the back. With inventory at an all-time low for multi-family and mixed-use assets in Orange County, this building represents a premier addition to the portfolio with strong appreciation potential. Schedule your private showing today before this rare gem is gone!

30-32 E Main Street, Middletown
$579,900
3 Beds ⋅ 3 Baths ⋅ DENC2105858 MLS
Welcome to 529 Contemplation Way, an exceptional home located in the highly sought-after Whispering Woods 55+ active adult community in Middletown, Delaware, where luxury, convenience, and a carefree lifestyle come together. Designed for buyers seeking the ease of first-floor living without sacrificing space, this beautifully maintained home offers the perfect blend of elegance, flexibility, and low-maintenance living. Outstanding curb appeal, a welcoming covered front porch, and manicured landscaping create an inviting first impression, while the dramatic two-story foyer and rich hardwood flooring throughout most of the main level immediately showcase the home's quality craftsmanship. The open-concept floor plan is filled with abundant natural light and soaring vaulted ceilings, creating a bright, spacious atmosphere ideal for everyday living and entertaining. The expansive family room flows seamlessly into the dining area before opening to the screened porch and oversized stamped concrete patio, providing exceptional indoor-outdoor living for morning coffee, relaxing evenings, or entertaining family and friends. The beautifully appointed kitchen is the centerpiece of the home, featuring stainless steel appliances, designer countertops, a stylish tile backsplash, abundant cabinetry, hardwood flooring, an undermount sink with a gooseneck faucet, and a large center island with seating and additional storage. Just beyond, the sun-filled breakfast area with its vaulted ceiling offers the perfect place to begin each day. The spacious main-level primary suite provides the comfort today's buyers desire with a tray ceiling, generous closet space, and a private bath featuring a double vanity and walk-in shower. A dedicated first-floor office offers flexibility for working from home, hobbies, crafts, or a quiet reading room, while the convenient first-floor laundry room and powder room complete the thoughtfully designed main level. Upstairs, you'll discover three additional spacious rooms along with an open loft overlooking the main living area, creating the perfect second family room, media room, game room, or private retreat for overnight guests and visiting family. Whether you're hosting holidays or simply need additional living space, this versatile layout adapts beautifully to your lifestyle. The expansive unfinished basement provides exceptional storage and endless possibilities for future finished living space, including a recreation room, fitness studio, workshop, hobby room, or home theater. Beyond the home itself, Whispering Woods offers one of Middletown's premier active adult lifestyles, featuring a beautifully appointed clubhouse, fitness center, outdoor swimming pool, gathering spaces, and an active social calendar filled with clubs, activities, and community events. Lawn care and snow removal are included, allowing homeowners more time to travel, relax, and enjoy everything the community has to offer. Ideally located just minutes from Historic Downtown Middletown, residents enjoy convenient access to outstanding restaurants, boutique shopping, coffee shops, grocery stores, healthcare, parks, walking trails, golf courses, and major commuter routes including Route 1, while remaining within easy reach of Delaware's beaches, Wilmington, and Philadelphia. Combining timeless architecture, an open and flexible floor plan, abundant natural light, outstanding indoor and outdoor living spaces, resort-style community amenities, and the convenience of move-in-ready first-floor living, 529 Contemplation Way presents a rare opportunity to enjoy the lifestyle you've been waiting for in one of Middletown's most desirable 55+ communities.

529 Contemplation Way, Middletown
$549,000
4 Beds ⋅ 3 Baths ⋅ 1021180 MLS
Looking for a spacious Colonial in Middletown, NY, with room to grow and an easy NYC commute? Welcome to 25 Georges Road, a 4-bedroom, 2 full baths, and a half bath home offering 2,680 square feet of living space on a quiet residential street. Built in 1985, this home features a classic center hall layout, generous living areas, a brick fireplace, a large eat-in kitchen with abundant cabinetry, a separate wall oven and gas cooktop, and a rear deck perfect for relaxing or entertaining. Large windows fill the home with natural light throughout the day. The full basement provides excellent storage and future potential, while the attached garage adds everyday convenience. Ideally located just minutes from the train station, shopping, dining, schools, parks, and major commuter routes including I-84 and Route 17/I-86, this home is an excellent option for NYC commuters seeking more space and value than nearby Rockland and Westchester. Being sold as is, it's a great opportunity to personalize a spacious home in a convenient Hudson Valley location.

25 Georges Road, 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
$799,000
4 Beds ⋅ 4 Baths ⋅ DENC2106690 MLS
Welcome to the charming community of Parkside, nestled amidst the scenic beauty of Middletown, DE. This generously proportioned colonial home welcomes you with newly stained hardwood flooring that exudes warmth and coziness the moment you step in. The main floor boasts a well-planned layout perfect for entertainment, with its kitchen overlooking both the family room and sunroom. The kitchen comes installed with a practical island cooking amenity and a modern hooded vent, enhancing cooking experiences. An adjoining living room and dining room complement the open floor plan, making family gatherings a joyful experience. This residence offers four spacious bedrooms, with the primary bedroom being it's tour de force. It is equipped with a dedicated sitting area, a luxurious soaking tub, and a commodious walk-in closet, every feature designed with relaxation and comfort in mind. Other notable features include a versatile basement, offering ample additional living space. You'll find a cozy theatre room complete with a warm fireplace, and a walkout access to a serene and private backyard that blends seamlessly with the tree line for added solitude. Living in Parkside gives you access to numerous community amenities. From numerous pocket parks adorned with the natural bounty to an expanded swimming pool bookended by a spacious deck, there's something for everyone. Little ones can enjoy at the sizable tot lot while the fitness enthusiasts can sweat it out at the fully equipped fitness room. For your parties or meetings, the clubhouse is accessible and sure to add charm to your events. Experience the harmonious blend of comfort, luxury, and nature only at Parkside. This home promises an exemplary living experience tailored just for you.

434 Spring Hollow Dr, Middletown
$185,000
4 Beds ⋅ 1 Baths ⋅ PADA2061756 MLS
Step back in time with this charming Victorian-style single-family home full of character and endless potential. Offering 4 bedrooms and 1 full bath, this classic residence is ready for its next owner make it their own. A welcoming wraparound front porch provides the perfect place to relax and enjoy the neighborhood before stepping inside. The main level features a living room, formal dining room, and kitchen, all highlighted by the home's impressive high ceilings and historic charm. Upstairs, you'll find four bedrooms and a full bathroom. Built with solid bones and a durable brick exterior, this home offers an excellent foundation for renovation while preserving its original character. Whether you're an investor, renovator, or buyer looking for a rewarding restoration project, this property is a rare opportunity to own a home with classic charm and incredible potential. With a little TLC, this beautiful Victorian can truly shine once again.

207 N Catherine St, Middletown
$559,250
2 Beds ⋅ 3 Baths ⋅ DENC2106626 MLS
*MOVE IN READY* Introducing the 3223 Rye Harbour Way, the Tuscany, a beautifully appointed home offering 1,778 square feet of thoughtfully designed living space, plus a finished basement with full bathroom for plenty of storage and extra living space. This elegant residence blends open-concept living with private retreats, perfect for both everyday comfort and entertaining. The main level features a spacious family room anchored by a cozy gas fireplace, flowing seamlessly into the dining area and gourmet kitchen complete with upgraded quartz countertops, stylish backsplash, premium cabinetry, and stainless-steel appliances. A dedicated home office provides the ideal space for remote work or quiet study. The luxurious owner’s suite offers a spa-like bath and his and her closets, while a secondary bedroom and full bath add flexibility for guests or family. Expanding the living space, the home includes a stunning sunroom extension with ample windows and a high ceiling that fills the interior with natural light and opens to a composite deck, perfect for relaxing or entertaining outdoors. Additional highlights include a 2-car garage, convenient first-floor laundry, upgraded flooring throughout - all in a beautifully crafted home designed to fit your lifestyle. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. To top it off, this community offers a stunning 5,400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Relax and enjoy the peace of mind that your lawncare, snow removal, and trash/recycle are all taken care of for you. *Prices, dimensions, and features may vary and are subject to change. Photos are for illustrative purposes only and are of model home. See sales team for final options included. Taxes to be assessed after settlement. If using a Realtor: the agent's client must acknowledge on their first interaction with Lennar that they are being represented by a Realtor, and the Realtor must accompany their client on their first visit. For appointments and open houses, please visit the welcome home center located at 2405 Greyfriar Loop.*

3223 Rye Harbour Way, Middletown
$735,250
5 Beds ⋅ 5 Baths ⋅ DENC2106614 MLS
Welcome to 6023 Freestone Boulevard at Freestone Village, where luxury, space, and thoughtful design come together in one exceptional home. This beautifully upgraded Danbury floorplan offers over 3,800 square feet of living space plus a partially finished basement with its own full bath, making it ideal for growing families, entertaining, or multigenerational living. The open-concept main level is designed for everyday living and hosting alike, featuring a gourmet kitchen, quartz countertops, soft close cabinetry, a spacious island, and a morning room extension that fills the home with natural light. The adjoining great room showcases a cozy fireplace, while a convenient first-floor guest suite with a full bath offers the perfect space for overnight guests or extended family. Upstairs, the luxurious owner's suite provides a relaxing retreat with a tray ceiling, spa-inspired bath with soaking tub, and an oversized walk-in closet. Three additional bedrooms, including a secondary bedroom with its own private en-suite bath, plus a centrally located laundry room completes the second floor. The finished basement adds even more flexible living space with a large recreation room and a full bathroom—perfect for a home theater, fitness area, game room, or additional guest accommodations. Additional premium features include oak stairs with open railing, designer tile selections, stainless-steel appliances including refrigerator, washer, and dryer, and a prime location in the award-winning Appoquinimink School District with easy access to shopping, dining, and major commuter routes. *Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6023 Freestone Blvd, Middletown
$410,000
3 Beds ⋅ 3 Baths ⋅ DENC2106536 MLS
Modern living meets everyday convenience in this beautifully maintained three-story townhome, ideally located just minutes from shopping, dining, entertainment, and major commuter routes. Built in 2020, this home offers a thoughtful layout, contemporary finishes, and flexible living spaces designed to fit today's lifestyle. The first floor welcomes you with a spacious living room that can easily adapt to your needs, whether you envision a comfortable sitting area, home office, or hobby space. This level also features a half bathroom, utility closet, and a large walk-in storage closet, along with a rear-entry two-car garage that provides plenty of room for vehicles and additional storage. The main living level offers an open-concept design that seamlessly connects the living room, dining area, and kitchen, creating a comfortable setting for both everyday living and entertaining. The kitchen is well-equipped with granite countertops, a large center island, a deep farmhouse sink, stainless steel appliances, luxury vinyl plank flooring, and a pantry for additional storage. From the dining area, a sliding glass door opens to a spacious Trex deck, providing an inviting outdoor extension of the living space. Upstairs, the primary suite features a tray ceiling, an oversized walk-in closet, and a private bathroom with a double-sink vanity, tile flooring, and a stall shower. Two additional bedrooms share a full hall bathroom, while the conveniently located laundry room makes daily routines a little easier. Professionally cleaned carpeting throughout the home adds a fresh finishing touch. Located just off Route 299 with quick access to Routes 301, 1, and 13, this home places shopping, restaurants, and everyday conveniences within walking distance while offering excellent accessibility throughout the surrounding area. Combining modern construction, functional living spaces, and an exceptional location, this home is ready for its next chapter.

343 S Parkway Dr, 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
$189,000
2 Beds ⋅ 2 Baths ⋅ 1021767 MLS
This beautiful high end home is located in the desirable Valley View Community. The home is brand new and offers a modern contemporary feel and it is ready to be yours! Ideal commuter friendly location just minutes to the train to NYC. Bright and airy 2 bedroom, 2 bath home with close to 1,000 square feet of space! Gorgeous gourmet kitchen with upgraded cabinets featuring an abundance of beautiful white shaker style cabinets, a hutch cabinet, white Corian countertops, large white subway tile backsplash accentuate the gourmet cooking area, double stainless steel sink, stainless steel kitchen appliances - double door fridge, 5 burner gas stove, dishwasher and microwave. Wide open floor plan flows through the kitchen, dining and living room area which is great for entertaining. The primary bedroom has a walk-in closet and full on-suite bathroom featuring a large walk in shower with seating. You also have an additional nice-sized bedroom and a full guest bathroom located on the opposite side of the home offering privacy. Features include trex composite deck (no maintenance needed), laundry area, sheetrock throughout, vaulted ceilings, recessed lighting, ceiling fan, programmable thermostat, storm door, shed, two car paved driveway and so much more! Convenient commuter location. 70 miles to NYC, less than 10 mins to NYC trains, buses, and tons of shopping and restaurants. Many other floor plan options also available too and more homes that will be ready soon! Start your for home ownership now these will not last long! Financing options available.

412 4TH Avenue, Middletown
$499,000
4 Beds ⋅ 2 Baths ⋅ MDFR2084834 MLS
Welcome to this charming 4-bedroom, 2-bathroom home ideally situated on Main Street in the heart of Middletown, offering the perfect blend of character, comfort, and convenience. Step inside to beautiful hardwood floors that flow throughout the main level, creating a warm and inviting atmosphere. The formal living room features a cozy wood-burning fireplace, making it the perfect place to gather on chilly winter evenings. Just beyond, the formal dining room provides an elegant setting for holiday celebrations, dinner parties, and everyday meals. The updated kitchen is designed with both style and functionality in mind, featuring a spacious island perfect for entertaining, ample cabinet storage, and a bright breakfast area where you can enjoy your morning coffee while overlooking the expansive backyard. The main level offers two comfortable bedrooms and a full bathroom, providing flexible living options for guests, family, or a home office. The finished lower level includes two additional generously sized bedrooms, a second full bathroom, and a spacious laundry room with abundant storage. Outdoor living is just as inviting, with a large deck that's perfect for summer barbecues, outdoor dining, and relaxing evenings. The one-car garage offers additional storage, while the oversized backyard provides endless possibilities with plenty of room for play, gardening, pets, or future outdoor entertaining spaces. Located just moments from Middletown's charming shops, restaurants, parks, and top-rated schools, this home offers small-town living with all the conveniences you need. Don't miss your opportunity to make this beautiful Main Street home your own.

708 E Main St, 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
$529,000
4 Beds ⋅ 3 Baths ⋅ DENC2106394 MLS
Welcome to 354 Northhampton Way in the desirable Willow Grove Mill community of Middletown! This beautifully maintained 4-bedroom, 2.5-bath home offers spacious living, thoughtful updates, and a layout designed for today's lifestyle. Step inside to find fresh, neutral paint throughout, creating a bright and inviting atmosphere that's truly move-in ready. The recently refreshed kitchen features updated finishes, ample cabinetry, generous counter space, and an open layout that flows seamlessly into the family room, making it perfect for both everyday living and entertaining. Sliding glass doors lead to a low-maintenance deck overlooking the fully fenced backyard—ideal for relaxing, grilling, or hosting family and friends. Upstairs, the spacious primary suite offers a private retreat with dual walk-in closets and an en-suite bath featuring dual vanities, a soaking tub, and a separate shower. Three additional generously sized bedrooms, a full hall bath, and a convenient second-floor laundry room complete the upper level. The finished basement provides flexible space for a recreation room, home gym, office, or playroom. A two-car garage, generous storage, and a prime location in the Appoquinimink School District add to the home's appeal. Conveniently located near Route 1, shopping, dining, parks, and all that Middletown has to offer, this home combines comfort, style, and convenience. With a refreshed kitchen, fresh interior paint, and plenty of room to grow, 354 Northhampton Way is ready for its next owners. Schedule your private tour today!

354 Northhampton Way, Middletown
$445,000
3 Beds ⋅ 3 Baths ⋅ DENC2104592 MLS
Welcome to 376 Goodwick Drive in the Highly Desirable Preserve at Deep Creek Community in Middletown! Built in 2020, This Beautifully Maintained Townhome Offers 3 Bedrooms, 2.5 Bathrooms, and Approximately 2,575 Square Feet of Thoughtfully Designed Living Space. Step Inside to an Open-Concept Floor Plan Filled With Natural Light, Creating the Perfect Setting for Both Everyday Living and Entertaining. The Spacious Kitchen Flows Seamlessly into the Dining and Living Areas, While the Finished Basement Provides Flexible Space for a Home Office, Media Room, Fitness Area, or Playroom. Upstairs, the Generously Sized Primary Suite Features a Walk-In Closet and Private En-Suite Bath, Complemented by Two Additional Bedrooms and a Full Bathroom. Enjoy a Low-Maintenance Lifestyle With HOA Services That Include Common Area Maintenance, Lawn Maintenance, Snow Removal, and Access to Outstanding Community Amenities. Residents of The Preserve at Deep Creek Have Access to a Swimming Pool, Fitness Center, Clubhouse, Community Center, Recreational Center, Basketball Courts, Billiard Room, Meeting Room, Party Room, Picnic Area, Dog Park, Tot Lots/Playground, and Beautifully Maintained Common Grounds, Offering Something for Every Lifestyle. A One-Car Attached Garage Adds Everyday Convenience, While the Home's Location Within the Highly Sought-After Appoquinimink School District Places You Just Minutes from Shopping, Dining, Parks, and Major Commuting Routes. This Move-In-Ready Home Offers the Perfect Combination of Comfort, Convenience, Modern Living, and Exceptional Community Amenities. Don't Miss Your Opportunity to Own in One of Middletown's Most Popular Communities!

376 Goodwick Dr, Middletown
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