Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming gem nestled in the heart of the United States! Known for its friendly atmosphere and vibrant community, Middletown offers a delightful blend of small-town charm and modern conveniences. This picturesque city is ideally situated, providing easy access to both urban amenities and serene natural landscapes, making it a perfect place for families, professionals, and retirees alike.

Middletown boasts a rich history that is reflected in its beautifully preserved architecture and cultural landmarks. Stroll through the historic downtown area, where you’ll find an array of boutique shops, cozy cafes, and delightful restaurants that cater to every palate. The local farmers' market is a must-visit, showcasing fresh produce and artisanal goods from the surrounding region, allowing residents to support local farmers while enjoying the best of what Middletown has to offer.

Outdoor enthusiasts will appreciate the abundance of parks and recreational opportunities available throughout the city. Whether you enjoy hiking, biking, or simply relaxing in nature, Middletown’s scenic trails and green spaces provide the perfect backdrop for your outdoor adventures. The community is also home to several annual events and festivals that celebrate the local culture, fostering a strong sense of belonging among residents.

With a variety of housing options, from quaint single-family homes to modern condos, Middletown is an ideal place to settle down. The city’s excellent schools, low crime rates, and welcoming neighborhoods make it a top choice for families looking for a safe and nurturing environment.

Explore the charm of Middletown today and discover why so many are proud to call this city home!

Newest Listings in Middletown

129 Rosie Dr, Middletown
$309,000
2 Beds ⋅ 3 Baths
Welcome to 129 Rosie Drive, a well-maintained end-of-row home nestled in the heart of Middletown, Delaware. With more space, more light, and more privacy than a standard townhome, this property offers the perfect opportunity for a buyer ready to put their personal touch on a great foundation. Step inside and you’ll find hardwood floors flowing throughout the home, creating a warm and cohesive feel from room to room. The layout is functional and inviting, ideal for everyday living and easy entertaining. Upstairs, the primary bedroom impresses with a spacious walk-in closet, offering the storage and comfort you deserve. The additional bedroom and well-appointed bathrooms round out a thoughtful floor plan designed for modern living. Head outside and discover one of this home’s standout features: a large backyard that sets it apart from the typical townhome. Whether you envision weekend gatherings, a garden retreat, or simply room to breathe, this outdoor space delivers. 129 Rosie Drive is move-in ready and waiting for its next chapter. Schedule your private tour today and imagine the possibilities.

129 Rosie Dr, Middletown

Listing courtesy of Realty One Group Restore. Contact:

1204 Pimpernell Path, Middletown
$749,900
4 Beds ⋅ 3 Baths
Professional Pictures Coming Soon! Join us for an Open House this Sunday, November 1 from 2PM - 5PM for a weekend BLITZ! This is one of the only times a seller says, "Let's Make A Deal" during the first week on the market! This home is a Gorgeous 4 bedroom 2.5 bath Colonial Style home with Grandeur features throughout! The opportunities are endless with this home, and you will appreciate everything from the time you pull up to the time you leave. Let's start with the road you pull into where this home sits. It's on a cul-de-sac, so there will be no through traffic! Do you have a growing family that likes to play, or perhaps you like to entertain? Well this home sits on half an acre lot that back up to a 10 acre farm! Want to put in a pool? Do it! Want to create an oasis for you and your guests? You can do it here! Now let's get out and begin our journey inside. You'll notice the 3 bay garage doors that can be used for your vehicles, toys, or both! You can enter the home through the garage - which 99% of the time you will do, but let's walk around into the very welcoming front. You will notice the beautiful bay window that extends all the up to one of the very large bedrooms, but I'm getting ahead of myself. Open the door and experience the WOW factor! Immediately the 20 ft ceilings welcome you with the beautiful 12 bulb chandelier, the cascading wood steps that curves down in a Cinderella'esque style! To the right there is the formal living room, or office, and directly across is the Dining Room with a luxurious feel to include the bay window and 9 foot tray ceiling! From here we will go through the butler's pantry with a fully equipped wet bar and wine cooler. Once you pass this section you will notice the laundry room to your left and the garage entrance. This area will bring you into the kitchen that boasts of an oversized granite countertop island with a Country style Pendant light. There is a desk for all the moments of little hands doing their homework while you prepare dinner. The 42" cabinets and drawers hold so many cookware and spices that you will not have any issues with storage! There is also a deceivingly deep pantry in the corner as well. From here you can imagine entertaining around the island, sitting in the Sunroom with friends or family, or bringing them past the Roman Style pillars into your 20 ft ceiling high ceiling Family Room with the cozy Gas Fireplace and custom mantel. Still need more room? Go into the connected room and use this as your office, game/play room, or turn it into the possible 5th bedroom! Walk around the corner and you will notice the oversized half bath with gorgeous wallpaper, and the entrance to the basement. Now, even though the basement isn't finished, it is approximately 2,100 sqft with 10ft ceilings and room to use your imagination! There is also a rough in for your 3rd full bath and the larger egress window to make permitting another bedroom even easier. The bedrooms are all located upstairs and the sizes will not disappoint! The primary boasts of a natural gas fireplace in the sitting area, another tray ceiling, the hallway that leads to the two nice sized closets - one complete walk-in, and the primary bathroom that everyone will envy! This space boasts of a water closet, a soaker tub, walk-in shower, two vanities and plenty of overall space! The other bedrooms are also very large and have great space for a family, or anyone who needs this type of space! Many updates have been completed throughout the home from electrical upgrades, new hot water heater, fresh paint throughout and more! Seller is including a home warranty on top of it all for peace of mind! Again, let's make a deal before it's too late or multiple people get involved!

1204 Pimpernell Path, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

672 Spring Hollow Dr, Middletown
$919,000
4 Beds ⋅ 4 Baths
Welcome home to 672 Spring Hollow Drive, in the sought after the community of PARKSIDE. This stunning Schell Brothers Whimbrel model is a unique find here in this neighborhood. This energy efficient home has a spectacular open floor plan with four bedrooms and four full bathrooms. This spacious home with take your breathe away with its panoramic views of a serene farmland and its open concept living area. Where do we begin? Is it the first floor master suite? The 5' hand scraped hickory hardwoods throughout the first floor? The vaulted ceilings in the family room that hosts a large stoned fireplace? The upgraded gourmet kitchen and custom moldings? The inviting front porch?.. The VIEW? Lets walk into this home ... upon entering the foyer you have the view straight ahead, the flex room that allows so many options (office, living room or dining room) to the left is 2 lovely bedrooms (one that has a vaulted ceiling and a featured wall with shiplap) these 2 bedrooms share a lovely full bath. As you proceed further into the home, you are taken by the picturesque view, the large never ending windows, the kitchen overlooking the family room as well as a master suite. From any one of these spaces you can sip your coffee while gazing out the windows at what looks like a classic painting. The Kitchen has so many upgrades....double oven, large prep island, additional all glass decorative cabinets featured over already tall upgraded cabinets, large pantry, soft closed drawers... the list is endless. As you head upstairs ... on the all wood beautiful staircase... is an open extra large loft with a full bath and a large bedroom. The fully finished basement is STUNNING...SO MUCH SPACE...2 large recreational rooms,an exercise room, an another room that can serve as a bedroom for guests or a movie room, an egress window that brings in great natural light, a fun well lit hidden nook under the staircase, beautiful moldings and a gorgeous full tiled bathroom. There are even more extra features.......a recently added three season room, large patio, irrigation system, the REME HALO air purifying system for the whole house, which was installed at the onset of the pandemic (will be included, see disclosures) and the GREEN HOUSE energy efficient certificate. Did I forget the fully fenced in yard. CALL TODAY

672 Spring Hollow Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

1035 Plane St, Middletown
$80,000
3 Beds ⋅ 1 Baths
This property will be offered at Public Auction on Thursday, 12/3 at 6:00 PM. The listing price is the opening bid only and in no way reflects the final sale price. 10% down due at auction, 2% transfer tax and 3% buyer’s premium to be paid by the purchaser. Real estate taxes will be prorated.

1035 Plane St, Middletown

Listing courtesy of Cavalry Realty LLC. Contact:

1235 N Union St, Middletown
$379,900
3 Beds ⋅ 2 Baths
Nestled in a serene setting, this charming 3-bedroom, 1.5-bathroom home offers a unique blend of history, character, comfort, and functionality. Originally built as a single-room schoolhouse known as Coble School, this distinctive property offers a rare opportunity to own a piece of local history while enjoying the conveniences of today. With its commercial zoning, the property also provides added flexibility and potential for business, investment, or residential use. As you step inside, you'll be greeted by a warm and inviting atmosphere that flows throughout the 1,768 square feet of living space. The heart of the home features a kitchen that seamlessly connects to the living areas, making it easy to entertain guests or enjoy everyday living. The three generously sized bedrooms provide comfortable retreats, each offering natural light and room for personalization. The home includes one full bathroom and an additional half bath for added convenience. Upstairs, you'll find a huge bonus room complete with a bar, making it the perfect space for entertaining, hosting gatherings, creating a game room, or designing your own private retreat. This additional space adds even more versatility and character to an already unique property. Outside, the property offers approximately 0.54 acres, providing plenty of room to enjoy the outdoors, expand, or explore additional possibilities. A standout feature is the 30' x 60' detached garage, offering substantial space for vehicles, equipment, storage, a workshop, or potential business-related uses. The property also features an attached garage, providing even more parking and storage options. The home's brick construction offers durability and classic appeal, while the spacious grounds provide a blank canvas for gardening, outdoor entertaining, or simply enjoying the peaceful surroundings. One of the property's most unique advantages is its commercial zoning, offering flexibility for those looking to combine residential living with business opportunities, subject to applicable zoning requirements. Whether you're searching for a distinctive home, business location, investment property, or a combination of uses, this property presents an opportunity that's hard to find. Conveniently located within a short drive of local amenities, shopping, and dining, this historic former schoolhouse combines small-town charm with tremendous potential. From its history as Coble School to its impressive detached garage, spacious bonus room with bar, and versatile commercial zoning, this property is full of possibilities. Don't miss your chance to own this one-of-a-kind property! Schedule your showing today and discover all the character, space, and opportunity this unique property has to offer.

1235 N Union St, Middletown

Listing courtesy of Union Realty, Inc.. Contact:

108 Bohemia Mill Pond Dr, Middletown
$1,249,000
6 Beds ⋅ 5 Baths
Discover exceptional living in this custom-built estate, beautifully situated on over 2 acres in the prestigious Bohemia Mill Pond community of Middletown. A circular driveway, professionally landscaped grounds, mature trees, and a spacious backyard create an impressive setting. Step inside to a stunning two-story foyer that opens to elegant living and dining rooms, a versatile office, and a beautifully updated kitchen featuring granite countertops, refinished white cabinetry, and a brand-new stainless steel gas cooktop. The adjoining breakfast area and family room offer the perfect setting for everyday living and entertaining. Fresh paint in most rooms and hardwood flooring add warmth and a refreshed feel throughout the home. The first-floor primary suite provides a private retreat with a walk-in closet and an elegant en-suite bathroom featuring granite vanities, a whirlpool tub, and a frameless glass shower. Upstairs, four additional bedrooms, two full bathrooms, and generous storage offer plenty of room for family and guests. The finished basement adds over 1,500 square feet of versatile living space, complete with an exercise room, recreation area, and home theater with equipment. Complete with a three-car garage, spacious interiors, and an expansive outdoor setting, this exceptional property offers the space, comfort, and versatility you've been looking for. Schedule your private tour today!

108 Bohemia Mill Pond Dr, Middletown

Listing courtesy of Myers Realty. Contact:

411 Tartan Dr, Middletown
$299,900
3 Beds ⋅ 3 Baths
Nestled in the charming Tartan Court community, this exquisite townhouse offers a harmonious blend of traditional elegance and modern comfort. Built in 2003, this meticulously maintained residence spans 1,725 square feet, providing ample space for relaxation and entertaining. Step inside to discover a warm and inviting interior, where natural light dances across the laminate plank and plush carpet flooring. The heart of the home is the spacious eat-in kitchen, equipped with high-end appliances including a self-cleaning oven, dishwasher, and disposal, making meal preparation a delight. The adjoining dining area flows seamlessly into the living space, perfect for hosting gatherings or enjoying quiet evenings at home. The primary suite is a true retreat, featuring an en-suite bath that offers both luxury and convenience. With two additional well-appointed bedrooms and an additional full bath. The full basement, accessible from both inside and outside, is a versatile space that can be transformed to suit your lifestyle-whether as a home gym, entertainment area, or additional storage. The walkout level provides easy access to the beautifully landscaped rear yard, which backs onto an open common area, offering a serene backdrop for outdoor activities or peaceful moments in nature. Outside, the property boasts a charming deck, ideal for morning coffee or evening gatherings under the stars. The level lot features both a front and rear yard, providing a perfect balance of privacy and community. The paved driveway leads to an attached garage, ensuring convenience and security for your vehicles. Located in the middle of the block, this home enjoys a peaceful setting while remaining close to essential amenities. With a bus stop less than a mile away, commuting and exploring the surrounding area is effortless. This property is not just a house; it's a lifestyle. Experience the perfect blend of comfort, style, and community in this exceptional townhouse, where every detail has been thoughtfully designed to create a welcoming and luxurious living environment. Embrace the opportunity to make this exquisite residence your new home.

411 Tartan Dr, Middletown

Listing courtesy of Iron Valley Real Estate at The Beach. Contact:

2830 Orchard Ln, Middletown
$249,900
3 Beds ⋅ 2 Baths
Solid bones, incredible setting, and tons of upside. This 3-bedroom, 2-bath ranch sits on a quiet .93 acre country lot with gorgeous, wide-open views of neighboring farmland. The home features a practical single-level layout, an attached 2-car garage, and some hardwood flooring waiting to be brought back to life. There's no sugarcoating it, the seller has moved to a senior living facility so please forgive the yard sale treasures in the photos but they will all be removed from the home. There is a good bit of work and TLC from top to bottom needed. But for an investor looking for their next flip, or a handy buyer wanting to build instant sweat equity, the fundamentals are all here. Between the peaceful setting and great location, the finished product will have serious appeal. Add this to your tour list and bring your contractor and your vision. Cash or conventional financing only and sold as-is.

2830 Orchard Ln, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

2423 Schoolhouse Rd, Middletown
$825,000
3 Beds ⋅ 4 Baths
Check out the stunning transformation of this house! It has been completely remodeled from top to bottom, with exceptional craftsmanship! Prepare yourself for this extraordinary transformation! This house is virtually unrecognizable from its former self, showcasing custom features, higher end workmanship, quality materials, and meticulous attention to every detail. From the moment you arrive, the long, winding driveway makes this a special property that is among the trees, surrounded by nature, privacy, and a beautiful wooded landscape where deer are frequent visitors. Inside you will see the unique blend of character and modern design, highlighted by an original stone wall and an open, walk-out basement that offers both charm and functionality. Head upstairs to the main living area, where an open-concept floor plan creates a bright, airy atmosphere filled with natural light. The family room is a standout, featuring beautiful wood beams that add warmth, character, and architectural appeal. The thoughtfully designed kitchen, with its large island, makes a perfect gathering space for entertaining or everyday living. Just off the kitchen, step onto the deck and enjoy peaceful views of the expansive yard and surrounding woods. A dedicated office provides the ideal space for working from home or managing daily life. The home offers three generously sized bedrooms, including a spacious primary bedroom complete with a walk-in closet. The finished walk-out basement provides additional versatile living space, with the original stonework adding a distinctive touch you won't find in just any home. Every inch of this property reflects thoughtful design, quality products, custom touches, and exceptional attention to detail. With its impressive renovation, inviting open layout, spacious outdoor setting, and wooded surroundings, this home offers a rare combination of modern comfort and timeless character. The transformation to this house must be seen to be fully appreciated! Don't miss out on this one! **Buyers agent to verify tax, assessment and square footage information.

2423 Schoolhouse Rd, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

4397 Agate Ct, Middletown
$410,000
3 Beds ⋅ 2 Baths
Open House, Sunday Nov. 1 12:00-2:00 PM Welcome to this beautifully updated 3-bedroom, 1.5-bath split foyer in Fountaindale South. The home offers fresh paint, new waterproof laminate plank flooring, updated lighting and bath/kitchen fixtures, and a renovated kitchen featuring all-new appliances, quartz countertops, tile backsplash, and a walk-in pantry. The renovated full bath is finished in clean, neutral tones. Off the kitchen enjoy relaxing outdoor living from the spacious deck and screened porch overlooking the 0.34-acre lot. The main level features bright, comfortable open living spaces, while the finished walkout lower level offers a large additional bedroom, half bath, and more flexible space that could be enjoyed as a home office, recreation room, or guest area. The unfinished portion of the lower level has a second refrigerator and standing freezer which convey, and modular and built in shelving with ample space for organized storage. Additional excellent improvements include a new roof in 2024 with warranty, and new HVAC in 2019. The very large 2-car garage attached at the breezeway provides convenient access to the breezeway and backyard. Located on a quiet cul-de-sac with convenient access to Historic Middletown, shopping, dining, commuter routes, and highly rated Middletown-area schools, this affordable move-in-ready home offers an appealing combination of updates, space, and location.

4397 Agate Ct, Middletown

Listing courtesy of Samson Properties. Contact:

108 E Cochran St, Middletown
$339,000
3 Beds ⋅ 1 Baths
This is one of those homes that makes you appreciate the simpler things in life. Imagine not having to take care of so many things inside your home because there is nothing to repair. Imagine taking strolls on Main St. and enjoying the local businesses and community this town has to offer. Imagine the small town feel that is tucked away in this small neighborhood, yet you are so close to everything. You will find that, and more, in this beautiful 3 bedroom 1 bath home waiting for you! You will have great yard space, a full basement awaiting your future plans, an updated Sunroom that is practically another living space where you can separate yourself and enjoy that morning cup of coffee, binge watch your favorite shows, or simply pull up a blanket a relax in! This home is made available because of a relocation, and the sellers loss is your gain! Come and tour this home before it's too late!

108 E Cochran St, Middletown

Listing courtesy of LPT Realty, LLC. Contact:

729 Flint Dr, Middletown
$510,000
3 Beds ⋅ 3 Baths
Photos Coming Soon! Welcome to 729 Flint Drive in the Baker Farms community of Middletown! Built in 2022 and previously the builder's model home, this well-maintained townhome offers 3 bedrooms, 2.5 bathrooms, a one-car garage, and plenty of upgrades throughout. As you enter, you'll find a formal living room that could also make a great home office. The main level features an open floor plan with luxury vinyl plank flooring and recessed lighting. The kitchen offers granite countertops, a center island, expresso cabinetry, stainless steel appliances, under-cabinet lighting, large pantry and a gas range. Just off the kitchen is a separate dining area and a spacious family room, making it a great layout for everyday living and entertaining. A powder room conveniently located just off the 1-car garage completes the main level. Upstairs, you'll find three nicely sized bedrooms, including a spacious primary bedroom with a walk-in closet and its own en-suite bathroom. An additional full hallway bathroom and a convenient upper-level laundry room with the washer and dryer included complete the second floor. Off the main level is a composite deck with stairs leading down to the backyard, offering a nice space to relax or entertain. The finished basement provides even more living space and is perfect for an additional family room or recreation area. There is also additional storage space and a three-piece rough-in for a future full bathroom. Other features include fresh paint throughout, an upgraded storm door, a tankless water heater, water softener system, and Ring security system. Residents enjoy HOA-maintained lawn care and convenient access to major commuter routes, shopping, dining, and everyday amenities. If you're looking for a newer home without the wait for new construction, this one is worth a look. Schedule your showing today!

729 Flint Dr, Middletown

Listing courtesy of Real Broker LLC. Contact:

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