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268 Ann Dr, Middletown
$600,000
4 Beds ⋅ 4 Baths
Welcome to 268 Ann Drive, a beautifully maintained and thoughtfully upgraded home in the desirable community of Crossland at the Canal, where exceptional versatility, quality improvements, and resort-style amenities come together! Offering approximately 3,200 square feet of finished living space, not including the partially finished basement, this 4-bedroom, 3.5-bath home has been enhanced with upgrades that discerning buyers will truly appreciate. Gorgeous hardwood flooring extends throughout the main and upper levels, while seven additional windows bring an abundance of natural light into the home. The spacious kitchen features a gas range, generous cabinetry, and additional counter space, creating an inviting setting for everyday living and entertaining. One of the home’s most impressive features is the extended first-floor living area, complete with its own dedicated mini-split heating and cooling system. Currently enjoyed as a second living room, this flexible space offers exciting possibilities for a future main-level bedroom and sitting area, guest retreat, or multigenerational living arrangement. A first-floor laundry room and powder room add everyday convenience. Upstairs, the spacious primary suite offers a beautifully updated bathroom featuring a separate shower and soaking tub, double vanity with quartz countertop, and generous linen storage. Two additional bedrooms, another full bathroom, and a versatile loft complete the upper level. The finished lower level is equally impressive, featuring a legal and permitted fourth bedroom with its own full bathroom, providing wonderful accommodations for guests or extended living arrangements. Movie nights become an experience of their own in the dedicated home theater, where the projector, large screen, and surround sound system are all included! Additional unfinished space provides valuable storage. Outside, enjoy a private, tree-lined backyard with a patio perfect for outdoor dining, entertaining, or simply relaxing. Additional improvements include a repaved driveway, storm doors with screens, an 8kW Generac generator, and a newer roof installed in 2022. The solar system provides an additional energy feature. For added peace of mind, the sellers have proactively completed a pre-listing home inspection and addressed the major items identified. Radon testing also returned results within acceptable levels. Crossland at the Canal offers a wonderful community lifestyle with an outdoor swimming pool, clubhouse, and community recreation areas. Conveniently located near Route 1, shopping, restaurants, and everyday amenities, this home offers the perfect combination of neighborhood charm and accessibility. With its flexible living spaces, exceptional upgrades, private setting, and extensive list of included features, 268 Ann Drive is a home that truly deserves to be experienced in person. Schedule your private tour today!

268 Ann Dr, Middletown

Listing courtesy of KW Empower. Contact:

320 E Emaus St, Middletown
$359,000
5 Beds ⋅ 3 Baths
Nestled on a generous 0.22-acre lot, this charming 5-bedroom, 3-bathroom ranch-style home offers a perfect blend of comfort and functionality. As you approach the residence, you'll appreciate the level lot, providing ample space for outdoor activities, gardening, or simply enjoying the fresh air. The well-maintained brick exterior not only adds to the home's curb appeal but also promises durability and low maintenance for years to come. Step inside to discover a cozy family room with a wood-burning fireplace. The main level features four spacious bedrooms, ensuring plenty of room for relaxation and privacy. The main floor has laundry hookups and two full bathrooms which provide convenience for busy mornings and gatherings, making this home perfect for entertaining. Gather around the fireplace on chilly evenings, creating lasting memories with loved ones in the heart of the home. Built in 1950, the property offers a great separate space for in-law quarters with a fully finished basement which includes a kitchen area, dining room, full bath, laundry area, and living room. The basement can only be accessed from the outside entrance. The inviting porch is an excellent spot for sipping morning coffee or unwinding after a long day, enhancing the overall sense of tranquility this property offers. Parking is a breeze with a detached garage that accommodates two vehicles, along with additional driveway and on-street parking options. This thoughtful design ensures that you and your guests will always have a place to park. Located in a peaceful area, this home provides a serene escape while still being conveniently close to schools, fire station, and local amenities. Whether you're looking for a quiet evening at home or a vibrant community to explore, this property meets a variety of lifestyle needs. This ranch-style home is ready to welcome you. Experience the comfort and warmth that this property has to offer and envision the countless memories waiting to be made within its walls. Don't miss the opportunity to make this delightful residence your own!

320 E Emaus St, Middletown

Listing courtesy of Iron Valley Real Estate Hanover. Contact:

312 W Windmill Way, Middletown
$300,000
3 Beds ⋅ 2 Baths
INCREDIBLE INVESTMENT OPPORTUNITY IN MIDDLETOWN! Opportunity awaits at 312 W Windmill Way, where endless potential, an exceptional homesite, and an unbeatable price come together to create a rare opportunity in one of Middletown's established neighborhoods! Offered at just $300,000, this classic brick ranch is situated on a sprawling one-acre lot, surrounded by homes commanding significantly higher price points, making it an incredible opportunity for investors, renovators, or buyers looking to build equity and bring their vision to life. Set against a picturesque backdrop of open farmland, the property offers a peaceful setting, expansive outdoor space, and beautiful countryside views that are increasingly difficult to find at this price point. The timeless brick exterior provides a wonderful foundation for transformation, while the desirable single-story layout offers three bedrooms, two full bathrooms, a spacious family room with a charming wood-burning stove, and a generously sized kitchen with ample opportunity for reimagining. Downstairs, the massive basement presents another exciting opportunity, offering an abundance of square footage and the potential to create additional finished living space, recreation areas, or functional storage. While this home is ready for some TLC and a fresh vision, the possibilities are truly remarkable. Whether you're searching for your next renovation project, an investment opportunity, or a property to transform into your dream home, the combination of a classic brick ranch, expansive one-acre lot, breathtaking farmland backdrop, and desirable Middletown location creates an opportunity that's hard to overlook. With a $300,000 price tag and incredible potential for added value, this is your chance to turn vision into value. Don't miss it!

312 W Windmill Way, Middletown

Listing courtesy of Keller Williams Realty. Contact:

129 Rosie Dr, Middletown
$293,500
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
NEXT WEEK THE INSIDE PICTURES WILL BE HERE!!!! 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:

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 the Art of Exceptional Living in Bohemia Mill Pond. Gracefully nestled on over 2 acres within the prestigious Bohemia Mill Pond community of Middletown, this custom-built estate offers an extraordinary blend of elegance, comfort, and timeless appeal. A grand circular driveway, professionally manicured landscaping, mature trees, and an expansive backyard create a breathtaking first impression, setting the stage for the remarkable living experience that awaits within. Upon entering, you are welcomed by an impressive two-story foyer that introduces the home's thoughtfully designed interiors. Elegant formal living and dining rooms provide an inviting atmosphere for entertaining, while a versatile private office offers the ideal space for working from home. At the heart of the residence, the beautifully updated kitchen showcases granite countertops, refinished white cabinetry, and a brand-new stainless steel gas cooktop. The adjoining breakfast area and spacious family room create a seamless gathering space, fabulously suited for both intimate everyday moments and memorable celebrations. Fresh paint throughout most of the home, complemented by hardwood flooring, enhances the warm and refined ambiance. The main-level primary suite serves as a private sanctuary, offering a generous walk-in closet and a beautifully appointed en-suite bath. Indulgent finishes include granite vanities, a relaxing whirlpool tub, and an elegant frameless glass shower, creating a spa-inspired retreat to unwind and recharge. The upper level continues to impress with four generously sized additional bedrooms, two full bathrooms, and abundant storage, providing exceptional flexibility and accommodations for family and guests alike. Expanding the home's entertaining and lifestyle possibilities, the finished lower level offers over 1,500 square feet of additional living space. Thoughtfully designed for recreation and relaxation, this versatile area features a dedicated exercise room, spacious recreation area, and a home theater complete with equipment—bringing the luxury of entertainment right to your doorstep. An Added Value: Enjoy added peace of mind with a newly replaced roof in 2025, offering an important investment in the home's long-term appeal. Boasting a spacious three-car garage, beautifully proportioned interiors, and an expansive outdoor retreat, this exceptional property offers an extraordinary blend of space, comfort, and refined living. Thoughtfully designed to accommodate both everyday living and effortless entertaining, this home presents a remarkable opportunity to experience the lifestyle of your dreams. Schedule your private showing 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:

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:

20 E Minglewood Dr, Middletown
$565,000
4 Beds ⋅ 3 Baths
Welcome to this beautiful Colonial-style home in the desirable Cricklewood neighborhood of Middletown, DE! Offering 4 bedrooms, 2.5 bathrooms, and a fully finished basement, this home combines spacious living areas, thoughtful details, and versatile spaces to fit your lifestyle. An added bonus? No HOA! Step inside to find LVP flooring throughout the first and second floors, creating a cohesive, modern feel. The main level features a charming study/home office with elegant French doors and a beautiful bay window, offering the perfect space to work from home, read, or simply unwind. A separate dining room provides the ideal setting for hosting family dinners and special gatherings. The spacious kitchen offers ample cabinet storage, stylish whitewashed cabinetry, stainless steel appliances, and a center island. Opening seamlessly to the family room, the layout creates an inviting gathering space complete with a cozy fireplace and direct access to the deck and backyard—perfect for relaxing or entertaining. A convenient half bath completes the first floor. Upstairs, you’ll find four bedrooms, including a spacious primary suite designed for comfort and relaxation. Enjoy a dedicated sitting area, a large walk-in closet, and an ensuite bath featuring double sinks, a walk-in shower, and a soaking tub. The additional full bathroom features a Jack-and-Jill layout connecting two of the secondary bedrooms, adding convenience and functionality. The fully finished basement expands your living space with carpeting, recessed lighting, dedicated storage, and a versatile bonus room offering endless possibilities. Create your own home gym, private workspace, hobby room, or explore the potential for an additional bedroom, subject to applicable requirements. The basement door features attractive glass panes, adding another thoughtful detail to the home. Situated on a larger corner lot, this home also offers valuable updates, including a new roof and a heating and air-conditioning system that is less than six years old. For an extra touch of charm, the front windows are wired for candle-style lights, conveniently controlled by a switch near the front door. With generous living space, distinctive architectural details, flexible rooms, inviting indoor-outdoor connections, and important updates already completed, this Cricklewood home offers comfort and character in a desirable Middletown location—all without the added expense of an HOA. Don’t miss the opportunity to make this special home your own!

20 E Minglewood Dr, Middletown

Listing courtesy of Empower Real Estate, LLC. Contact:

4 Rebecca Ct, Middletown
$594,000
4 Beds ⋅ 3 Baths
Investor or 203k opportunity on a beautiful, expansive lot in Middletown! Situated on an estimated 2.17 acres, 4 Rebecca Court offers four bedrooms, two-and-a-half bathrooms, a full finished basement, and a three-car garage. The partially fenced yard, newer 50-year roof (installed in 2018), Heater installed in 2026, and existing water purification system add to the property’s features and renovation potential. This home is in poor condition and requires substantial repairs and extensive renovation. The septic system needs to be replaced. This is a project suited to investors or 203k purchasers. The generous lot, home size, and garage space provide an appealing starting point for those with the vision to transform the property. The property and all appliances are being sold strictly AS IS. The asking price is based on a March 2025 appraisal. All acreage, square footage, and room dimensions are estimated and should be independently verified by the buyer. Bring your contractor, assess the possibilities, and plan your next project!

4 Rebecca Ct, Middletown

Listing courtesy of Epique Realty. Contact:

9237 Frostown Rd, Middletown
$1,999,999
This exquisite property, beautifully renovated in 2015, offers a luxurious lifestyle amidst nature's splendor. Nestled on a sprawling 5-acre lot, it adjoins open space and backs onto serene parkland, providing a tranquil retreat with breathtaking mountain and panoramic valley views. The combination of brick and other high-quality materials ensures durability and elegance, while the interior boasts a harmonious blend of hardwood and terrazzo flooring, creating an inviting atmosphere throughout. Experience the ultimate in privacy with a partly wooded landscape and a stunning rear yard, perfect for outdoor gatherings or quiet reflection. The property features ample parking with a private garage and paved driveway, ensuring convenience for you and your guests. Embrace the charm of rural living while enjoying the high-end amenities that make this home a true sanctuary. Discover the perfect balance of comfort and sophistication in this exceptional residence, where every detail has been thoughtfully curated for an exclusive lifestyle.

9237 Frostown Rd, Middletown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

396 Woodland Ave, Middletown
$400,000
3 Beds ⋅ 4 Baths
This property will be offered at Public Auction on Saturday, November 21, 2026 at 10am. 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 to be paid by the purchaser, real estate taxes prorated. Parcel 1: This spacious home offers a functional layout with plenty of room to enjoy. The first floor features an entryway, living room, eat-in kitchen, dining room, laundry room, family room, and full bathroom. The second floor includes a primary bedroom with a private bathroom, two additional bedrooms, a full bathroom, a half bathroom, and a finished bonus room above the garage. Additional amenities include an unfinished basement and an oversized two-car garage with a dedicated workshop area.

396 Woodland Ave, Middletown

Listing courtesy of Cavalry Realty LLC. Contact:

141 Middessa Dr, Middletown
$664,900
5 Beds ⋅ 3 Baths
Welcome to 141 Middlesea Drive, a beautiful Colonial nestled on a thoughtfully landscaped lot in the highly sought-after Appoquinimink School District! A charming covered front porch greets you before you step inside through the front door into a grand two-story open foyer. Hardwood flooring flows throughout the entire main level, which features a formal living room, a formal dining room, and a dedicated first-floor office. The heart of the home is the expansive kitchen, which opens seamlessly to a warm family room anchored by a cozy fireplace. Step out from the kitchen onto the large back deck, overlooking a beautifully landscaped yard and a sparkling in-ground swimming pool—an outdoor oasis built for summer entertaining. Upstairs, the generous primary suite serves as a true retreat, boasting an ensuite bath with a separate shower and a relaxing garden jacuzzi tub. Three additional nicely sized bedrooms and a full hallway bath complete the second floor. To top it all off, this home includes a 2-car garage and an expansive finished basement featuring a separate outside entrance, a large living area, a full bath, and a flexible extra bedroom—perfect for guests, a home gym, or additional living space. Don't miss this complete Middletown gem!

141 Middessa Dr, Middletown

Listing courtesy of Century 21 Emerald. Contact:

Middletown
$476,500
3 Beds ⋅ 3 Baths
Located in The Grove at Bayberry in Middletown, Delaware, The Keaton blends contemporary comfort with everyday convenience in a way few homes can. Offering spacious rooms and open layouts with flexible living spaces, The Keaton is thoughtfully crafted for all that want room to live, work, and unwind. From its inviting main level master to its well-proportioned 3 bedrooms, every square foot is designed with livability in mind. Whether you’re hosting friends, setting up a home office, or simply enjoying a quiet evening in, this townhome adapts effortlessly to your lifestyle. What adds to The Keaton's’ appeal is its unmatched location. Situated just steps from Bayberry Town Center, homeowners can walk to life’s daily essentials like grocery store, pharmacy, dining, coffee, quick bites, and neighborhood services. The Grove is thoughtfully planned to support a connected and walkable way of living. Imagine grabbing dinner, running errands, or meeting friends without ever needing to get in the car, then returning to your dream home! Homeowners will also enjoy having their own clubhouse, lake, pool and courts in The Grove in addition to being surrounded by miles of walking trails throughout Bayberry.

Middletown

Listing courtesy of Blenheim Marketing LLC. Contact:

1449 Reliance Rd, Middletown
$725,000
4 Beds ⋅ 4 Baths
Five unrestricted acres, in a perfect location, views for miles with a fully custom renovated farm home. This is the best of both worlds, a main level primary with ensuite bath and huge walk in closet as well as a second equally stunning primary on the second level with two huge guest rooms and a show stopper kitchen what more can you ask for? A true once in a lifetime opportunity awaits. If you are looking for something unique with the character and charm of yesteryear but all the modern conveniences we have grown reliant upon this gorgeous small farm is the one you have been waiting for. Meticulously brought back to the former grandeur it once beheld you will be awestruck by it's timeless beauty. From the soaring ten foot ceilings restored original wood staircase and gleaming countertops it is a true gem. It will suit every stage of life with a full primary suite on each of the two levels it leaves you open to unlimited possibilities. Two large guest bedrooms on the second level with jaw dropping views through the valley make it hard to pick which bedroom to choose! On the second story there is a full bathroom with tub shower in addition to the ensuite bath off the second level primary. Huge walk in closets adorn each of the primary bedrooms and one of the guest bedrooms. The second level also boasts a full laundry room with views over the barn! Back down stairs the kitchen with leathered granite counters and a traditional farm sink shine in such a way you may forget to look up to see the glass doored cabinets that stretch to the ceiling behind you! a full pantry tucked away on the far wall gives you even more space to store! All appliances HVAC Plumbing and Electric have been replaced throughout the home. The timeless touches of the original exposed beams interior doors, built ins and fireplace have be restored keeping the classic history alive. The fireplace had been converted prior to current owners stewardship, however to what is unknown and it has never been used by current seller and therefor conveys as is. All of the appliances are brand new and all warranties transfer as well as a two year WDI warranty. Septic also was updated and a brand new survey is on file of the property lines. Outside you will find several fantastic outbuildings and 5 fabulous acres! The large classic red barn can suit a variety of needs from horses to cattle, it suits any type of livestock you would like to raise and with a little imagination would be a great place to host social gatherings. Already set up with a concrete floor and double loft to store equipment, hay, straw or other crops in addition to having some livestock pens you really can choose the direction to take your adventure. The 5 acres will amaze you, there isn't a single unusable piece of ground on this property! The fields have been routinely farmed for hay and are clean, rolling and fertile making it one of the most useful little farms I have come across. It would easily make a lovely little horse farm or what ever your heart desires! Virtual tour available.

1449 Reliance Rd, Middletown

Listing courtesy of Samson Properties. Contact:

705 Victoria Dr, Middletown
$629,900
5 Beds ⋅ 4 Baths
Welcome to 705 Victoria Drive situated on a beautiful, lush ¾-acre lot, this immaculate 5-bedroom, 3½-bath home offers an impressive combination of comfort, versatility, and outstanding amenities, including a private main-level in-law suite and a fully fenced in-ground swimming pool. The welcoming entryway features ceramic tile flooring and handsome wainscoting. The updated kitchen boasts oak cabinetry, a stylish tile backsplash, new countertops, stainless steel appliances, a custom range hood, pantry, and track lighting. A stunning wood-burning fireplace highlights the spacious family room, with direct access to the rear deck. The inviting living room features a bay window, while the formal dining room is accented by elegant crown molding. Upstairs, the spacious primary suite features a cathedral ceiling, private full bathroom, separate changing room, and walk-in closet. Three additional bedrooms and a full hallway bathroom complete the second floor. A standout feature is the private main-level in-law suite complete with its own entrance, generously sized bedroom with raised ceiling, full bathroom, fully equipped kitchen, comfortable living area, and private walkout Trex deck. Perfect for multigenerational living or extended guests, this thoughtfully designed addition offers exceptional flexibility and privacy. Outdoor amenities include a fully fenced in-ground swimming pool with a new saltwater chlorine generator, new pool pump, and professionally installed pool cover. The expansive grounds also feature two large storage sheds, a rear deck, and an inviting front porch with a built-in retractable sunshade. An extra-large, recently resealed driveway provides ample parking. Additional highlights include fresh paint throughout much of the home, numerous ceiling fans with lights, convenient main-floor laundry, a newer high-efficiency natural gas heater and water heater, and a whole-house water filtration system. Located in the desirable Appoquinimink School District, the property is approximately ½ mile from the new Summit High School and Summit Bridge Middle School campus, currently under construction. Meticulously maintained and move-in ready, this exceptional property offers spacious living, outstanding outdoor amenities, and a versatile in-law suite in a wonderful Middletown location.

705 Victoria Dr, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact:

429 Hope Dr, Middletown
$530,000
3 Beds ⋅ 3 Baths
Immaculate Middletown, Delaware Home with an Acre, Pool & Appoquinimink Schools! Welcome to 429 Hope Drive in Middletown, Delaware, where exceptional care, comfortable living, and outdoor enjoyment come together! Immaculately maintained and ready to impress, this inviting 3-bedroom, 2.5-bath home offers the space, features, and lifestyle today's buyers are searching for in New Castle County. Step inside and discover beautiful hardwood flooring, warm and welcoming living spaces, and a stunning brick fireplace with an insert that creates the perfect gathering spot on cool evenings. At the heart of the home, the large, open country kitchen with granite countertops offers plenty of room to cook, entertain, and gather with family and friends. Whether you're hosting a holiday dinner or enjoying a quiet morning at home, this kitchen delivers the space and functionality that make everyday living a pleasure. The partially finished basement provides valuable additional space with endless possibilities for a recreation room, home gym, hobby area, or media room. A superb garage adds convenience and storage, while the home's thoughtful maintenance offers peace of mind for its next owner. But the lifestyle doesn't stop indoors! Set on approximately over one acre of land, this property gives you the outdoor space so many buyers desire. Enjoy morning coffee or evening gatherings on the deck, spend sunny afternoons floating in the above-ground pool, or let your imagination run wild with the possibilities offered by the fenced yard. From summer barbecues to weekend entertaining, there is room to make lasting memories right at home. Located in Middletown, Delaware, within the sought-after Appoquinimink School District, this property combines the appeal of a spacious homesite with the convenience of the Middletown area. If you've been searching for a well-cared-for home with a country-kitchen feel, hardwood floors, a fireplace, a basement, a pool, and room to enjoy the outdoors, 429 Hope Drive deserves a place at the top of your list. Three bedrooms. Two-and-a-half baths. Approximately one acre. A fenced yard, deck, pool, and a home that has been lovingly maintained. This is the opportunity to enjoy more space, more comfort, and more of the lifestyle you've been looking for in Middletown, Delaware. Don't miss your chance to make it yours!

429 Hope Dr, Middletown

Listing courtesy of Thyme Real Estate Co LLC. Contact:

205 Milford Dr, Middletown
$659,000
4 Beds ⋅ 3 Baths
Nestled in the serene Grande View Farms, this stunning residence offers an exquisite blend of luxury and rustic comfort. This home features four spacious bedrooms and three bathrooms, perfect for both relaxation and entertaining. The gourmet kitchen, complete with an island and a second kitchen, invites culinary creativity, while exposed beams add a touch of sophistication. Enjoy cozy evenings by the stone fireplace in the inviting living area, or step outside to the expansive, private backyard, backing to designated open space. Additional highlights include Simonton energy-efficient windows, updated HVAC, Roof, Plumbing, custom hand-scraped flooring and a convenient upper-floor laundry. Hardwoods such as American Cherry, Maple and Hickory are found throughout. The downstairs bedroom and bathroom would make a perfect in-law suite. With an oversized attached garage and ample driveway space, this home seamlessly combines functionality with easy living. Experience the exclusive lifestyle this property offers, where every detail is designed for comfort and elegance. Make your move!

205 Milford Dr, Middletown

Listing courtesy of Walt Simpson Realty. Contact:

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