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$685,000
4 Beds 3 Baths
Why wait months for new construction when you can move right into this stunning 3 year old home in one of Middletown's most sought after growing communities? This home is the Greenspring model by Benchmark Builders and offers 4 bedrooms, 2.5 bathrooms, a partially finished basement that is plumbed for an additional bathroom. From the moment you step inside, you'll be impressed by the soaring ceilings in the foyer and living room, creating a bright and inviting atmosphere filled with natural light. The open-concept floor plan is ideal for both everyday living and entertaining, featuring a spacious living room anchored by an electric fireplace, a beautifully designed kitchen with a gas stove, granite counters and 42 inch cabinets, and seamless flow throughout the main living areas. Need additional space? The formal dining room and separate sitting room provide endless possibilities. This home is meant to host gatherings! Upstairs, retreat to an oversized primary suite that truly feels like a private sanctuary. Complete with a spacious walk-in closet and an ensuite bathroom, it's the perfect place to unwind after a long day. The additional bedrooms are generously sized, ensuring everyone has room to spread out without sacrificing comfort. The partially finished basement provides even more living space and offers endless opportunities for a media room, home gym, game room, or additional storage. Step outside and discover where this home truly shines. Enjoy summer barbecues on the Trex deck (12x16), gather around with friends on the concrete patio, or simply relax and enjoy the privacy of the fenced backyard. The irrigation system helps keep your lawn looking its best, while the storage shed (8x10) provides space for tools, lawn equipment, and seasonal items. Additional highlights include a two-car garage with professionally finished epoxy flooring, open space to the right of the home for added privacy, and a location within a growing community that continues to attract buyers looking for convenience, quality, and value. This isn't just another house. It's the kind of home buyers wait for... and regret missing when it's gone. Close to all major highways and shopping. Schedule your private tour before someone else calls it home.

663 Gordon House Way, Middletown

Listing courtesy of Real Broker LLC. Contact: 8554500442

$999,900
4 Beds 3 Baths
A Private 2.74‑Acre Retreat Featuring a Spacious 4BR/3BA Ranch, W/ 2 Car attached garage, In-ground Pool, and a 2,700 SF Heated Detached Garage/Workshop Designed for Real‑World Needs in the heart of northern Middletown, WITH NO DEED RESTRICTIONS!!!!! Welcome to a rare opportunity to enjoy both privacy and practicality on 2.74 peaceful, tree‑lined acres in the heart of Middletown. Located in the award‑winning Appoquinimink School District and just minutes from Routes 1 and 13, this property offers the ideal blend of convenience, comfort, and capability for families and small business owners alike. The home features beautiful hardwood flooring, bright and open living spaces, and an updated kitchen with white cabinetry, granite counter tops, 3 built‑in pantry storage, 1st floor laundry and all appliances included. The main level provides comfortable everyday living, while the finished basement adds valuable flexibility — perfect for a guest suite, home office, gym, recreation room, or multi‑generational living. A sunroom overlooking the backyard offers year‑round enjoyment, and the patio and in-ground pool create a welcoming space for gatherings, celebrations, and relaxed family time. Recent upgrades include a new roof in 2025, newer heating and air conditioning systems, an approximately 150‑foot‑deep well, and a brand‑new septic system currently being installed, ensuring peace of mind for years to come. This is where the property becomes truly exceptional approximately 2,700‑square‑foot detached garage/workshop — a dream setup for anyone needing serious workspace. Fully equipped with electric, heat, and water, and designed with multiple access points, this building is ideal for contractors, mechanics, hobbyists, collectors, entrepreneurs, or families needing substantial storage for equipment, vehicles, or small business operations. The possibilities are endless. If you've been searching for a home that offers privacy, comfort, and extraordinary workspace-along with the freedom to use the land your way look no further. With parking for more than 20 vehicles, expansive outdoor space, and unmatched versatility, this property supports a lifestyle that blends home, work, and recreation seamlessly. If you’re looking for a place where your family can thrive and your business or hobbies can grow, 645 Greylag Road offers the space and freedom to make it happen

645 Greylag Rd, Middletown

Listing courtesy of Iron Valley Real Estate Premier. Contact: 3027414545

$699,900
5 Beds 4 Baths
Welcome to 21 Canary Court, a beautifully updated 5 bed, 4.5 bath home in the Augustine Creek community just minutes from Middletown’s shopping, dining, and amenities. Located in the Appoquinimink School District, this home offers acceptance into three newly built and highly rated schools. 21 Canary sits on a quiet cul-de-sac and a private .81-acre lot backed to a tree lined view. The home was just professionally painted in a neutral color throughout including all doors, trim, ceilings, and dry wall repairs. The home was also professionally cleaned after painting and prior to photography! Curb appeal is impressive featuring a quaint covered front porch and an elegant French door entry accented by French storm doors, a two-car side-turned garage with an elongated driveway, and major exterior updates including a new roof, siding, windows, gutters, and skylights completed in 2022. As you enter into the two-story foyer you will appreciate the open feel and grand staircase with an overlook to the two-story family room. The main level features a private office with a built-ins and new flooring, a formal dining room with new flooring and a butler’s pantry. The kitchen has 42" cabinetry, a Tuscan tile backsplash, hardwood flooring, and gas cooking. The kitchen provides direct access to the oversized two-tiered Trek deck that was professionally installed and permitted. Additional main-level highlights include a first-floor bedroom with a full en-suite bathroom and walk-in closet, as well as a laundry room with brand-new flooring and a large walk-in pantry. The family room is a grand space that has a beautiful wood-burning fireplace and newly installed skylights that fill the home with natural light. Upstairs, the massive primary suite offers room for a sitting area, workout space, or dressing area, complemented by an en-suite bath with a garden tub, stand-up shower, and double vanity. Three additional bedrooms and a shared hall bath complete the second floor. The full walkout basement includes a large unfinished space, a second electrical panel to support additional outlets, and direct access to the fenced in backyard, making it an ideal space for extra living areas, recreation, or storage. Recent updates provide peace of mind and convenience, including a Class H septic inspection and pump-out completed in March 2026 (permits were pulled and updates to the system are completed), heating and air replaced in 2016, and the chimney and fireplace have been cleaned. With thoughtful updates, move-in readiness, and a serene cul-de-sac location backing to mature trees, this home offers a rare opportunity for a lucky buyer to enjoy space, comfort, and style in Augustine Creek.

21 Canary Ct, Middletown

Listing courtesy of Crown Homes Real Estate. Contact: 3022798340

$644,999
4 Beds 3 Baths
Welcome to The Estate at St. Anne's! This beautifully updated 4 bedroom, 2.5 bath home offers style, space, and comfort throughout. The stunning updated kitchen features granite countertops, new Cafe'-style appliances, custom subway tile backsplash, new range hood, gorgeous butcher block island, coffee bar, and a spacious eat-in area for a large family gathering. The sliders off the breakfast room lead to a beautiful 1000 sq ft composite deck that offers exceptional views of your very large back yard bordered by an aluminum fence. The cozy family room with a gas fireplace adds warmth and character to the home. The formal dining room with custom built ins, private living room, and office make the first floor complete. The spacious primary suite includes two walk-in closets, a luxurious bath with soaking tub and double bowl vanity, plus a sitting area that has been transformed into a charming library with custom built-in shelving. 3 secondary bedrooms, and full bath finish off your second level. The basement brings a ton of opportunity with rough in plumbing for a future bathroom, the ideas are endless. Located in a desirable community featuring an opportunity to join the clubhouse, pool, and golf course; this home combines beautiful updates with exceptional amenities. A must see!

211 E Crail Ct, Middletown

Listing courtesy of RE/MAX Associates-Hockessin. Contact: 3022343800

$749,900
4 Beds 3 Baths
Welcome to this grand 2-story, colonial-style residence nestled in the serene community of Middletown, DE. Set on an expansive .91-acre lot, the property boasts of privacy and tranquility with its 55 Arborvitae trees perfectly lined up across the backyard, creating an exclusive haven. Step into the backyard to discover a professionally maintained, fenced inground pool, accessorized with a new liner, cover, motor/pump, and multi-purpose valve, all updated in 2023 along with a custom pool shed, offering the perfect space for relaxing and entertaining. Inside, the rustic concept immediately greets you with attractive detailing. Experience the feeling of warmth and welcome as you traverse the gleaming hardwood floors that run throughout the house, punctuated by a stunning full-height brick wall that stretches from the formal living room to the dining room. Creating the perfect flow for entertaining, the open concept kitchen features state-of-the-art amenities including a gas cooktop, stainless steel appliances, a wall oven, and beautiful granite countertops. Relax and unwind in the cozy family room, complemented by soaring vaulted ceilings that create an airy feel. As you make your way upstairs, you'll appreciate the option of a stunning double staricase that leads to four generously sized bedrooms on the 2nd floor. The primary bedroom offers added luxury with tiled floors, a comfortable soaking tub, and a double sink, adding to the overall appeal of this well-designed area. The basement is beautifully finished, showcasing rustic accent walls, a wet bar, and durable vinyl flooring, providing additional living and entertainment space. This home also offers peace of mind with a newly replaced septic system, from tank to drain fields. Experience the perfect balance between comfort and efficiency with a central A/C system (3 zone unit) and forced air heating. Add this to your tour today, you won't be disappointed.

104 Marathon Dr, Middletown

Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000

$679,900
4 Beds 4 Baths
Welcome to the highly sought-after community of Lea Eara Farms in Middletown, Delaware, located within the Appoquinimink School District. Rarely does a property like this become available. Situated on a private half-acre lot backing to mature woods, this beautifully maintained 3,675 square foot 4 bedroom, 3.1 bath home offers exceptional space, functionality, and privacy. From the moment you arrive, you'll appreciate the meticulously manicured landscaping and extensive parking options. The property features an attached two-car garage, a detached CLIMATE-CONTROLLED garage, and a long driveway. As you step inside, you're welcomed by beautiful hardwood floors, a convenient powder room, and an impressive two-story foyer that creates a bright and inviting first impression. The open design allows views of the second-floor overlook, enhancing the home's spacious feel and abundance of natural light. The main level features a formal living room and formal dining room, both highlighted by extensive custom trim work, fresh paint, and plenty of natural light. The heart of the home includes a spacious kitchen overlooking the private backyard, casual dining area, and inviting family room with direct access to the screened-in porch overlooking the private wooded backyard - perfect for enjoying your morning coffee or entertaining guests. Upstairs, you'll find four generously sized bedrooms, including an expansive primary suite with a walk-in closet, and a private bathroom hosting two showers and dual vanity. The remaining bedrooms offer ample space for family, guests, or a home office. The finished basement is a true bonus, offering nearly 1,200 square feet of additional living space along with a full bathroom. Whether you're envisioning a home theater, billiards room, fitness area, game room, or guest retreat, the possibilities are endless. One of the most unique features of this property is the detached garage equipped with both heating and air conditioning. Ideal for car enthusiasts, hobbyists, workshop space, additional storage, or even seasonal boat storage, this versatile space is rarely found in today's market. Additional upgrades include an interior HVAC system from 2021, a transferable life warranty of the house roof (2015), custom trim work, foyer hardwood floors, and kitchen flooring. Combining a private wooded setting, extensive living space, exceptional garage and parking options, and a premier location within the Appoquinimink School District, this home presents a rare opportunity to own one of Lea Eara Farms' most desirable properties.

412 Maplewood Dr, Middletown

Listing courtesy of Compass. Contact: 3022029855

$549,900
3 Beds 2 Baths
Tucked away in a peaceful setting, this 3-bedroom, 2-bath home offers the perfect blend of comfort, functionality, and space both inside and out. The spacious kitchen features abundant cabinet and counter space, providing plenty of storage for everyday living, along with a brand-new dishwasher. The inviting living room is centered around a cozy gas fireplace and flows directly into a beautiful glass sunroom overlooking the backyard. The home features a fully renovated bathroom with a stylish walk-in shower, while the second full bath offers a relaxing jacuzzi tub. Downstairs, the walk-out basement provides additional living and entertaining space complete with a bar, mini fridge, and wine cooler. Step outside to the multi-level patio, ready for outdoor entertaining, relaxing, or the future addition of a hot tub, all while enjoying the peaceful surroundings. The property truly shines with its incredible detached garage space. The oversized 40' x 30' garage with 18-foot ceilings is a dream for car enthusiasts, boat owners, RV storage, hobbyists, or anyone in need of a workshop. Complete with its own power, heat, and water, the possibilities are endless. In addition, a second detached garage provides even more space for vehicles, equipment, storage, or projects and has its own electrical service as well. The property is also equipped with a whole-house generator, providing reliable backup power when needed. Recent updates give added peace of mind, including a new roof in 2023, brand-new flooring, fresh paint, updated trim and doors, a fully renovated full bathroom, refrigerator replaced in 2025, a commercial-grade dryer, Whirlpool washer, a hot water heater replaced in 2018, and recent landscaping and power washing that enhance the home's curb appeal and overall presentation. Prior to installing the new basement flooring, a moisture barrier underlayment was installed for added protection. This unique property offers the perfect combination of comfortable living, exceptional garage space, and a peaceful country setting. Enjoy the privacy and tranquility of rural living while remaining just minutes from shopping, dining, and convenient access to Route 66.

3586 Reliance Rd, Middletown

Listing courtesy of Samson Properties. Contact: 7033788810

$960,000
5 Beds 4 Baths
Motivated sellers and a new price! Welcome to 610 Spring Hollow Drive in the highly desirable community of Parkside. Situated on one of the neighborhood's premier lots, this beautiful home combines expansive living spaces, timeless design, and a backyard setting that is truly second to none. Upgraded engineered hardwood flooring extends throughout the main level, where a thoughtfully designed floor plan balances open-concept living with defined spaces for both everyday life and formal entertaining. Just off the foyer, the formal living and dining rooms provide an elegant setting for gatherings and celebrations. At the center of the home, the dramatic two-story family room is flooded with natural light and seamlessly connects to the kitchen, creating an inviting atmosphere for family and guests alike. With 5 bedrooms and 4 full bathrooms, the layout is designed to accommodate a variety of lifestyles. A first-floor bedroom with an adjoining full bath offers exceptional flexibility for guests, multigenerational living, or a private home office. The upper level features generously sized bedrooms and a spacious loft that can easily serve as a media room, second family room, playroom, study area, or workspace. The fully finished basement adds yet another level of versatility, providing ample room for recreation, fitness, gaming, or entertaining. Offering an exceptional combination of space, functionality, and location, this remarkable Parkside home is designed to meet the needs of today's discerning buyer while providing room to grow, gather, and create lasting memories. Schedule your tour!!

610 Spring Hollow Dr, Middletown

Listing courtesy of Burns & Ellis Realtors. Contact: 3026744220

$675,000
3 Beds 2 Baths
Welcome to 108 Westside Ln - Discover a rare opportunity to own a spacious custom-built ranch home perfectly situated on a stunning 0.8-acre lot backing to mature trees, offering privacy and picturesque natural views. As an added bonus, the included riding mower makes maintaining the expansive property both easy and convenient. This beautifully maintained home features 3 bedrooms, 2 full bathrooms, and an oversized 2-car garage with an extended driveway providing ample parking space for guests and everyday convenience. Step inside the foyer and immediately notice the solid oak hardwood floors that flow throughout the home. Straight ahead, the impressive great room showcases soaring vaulted ceilings and an abundance of natural sunlight, creating a bright and open atmosphere. Adjacent to the great room is the elegant formal dining room complete with crown molding and chair rail accents, perfect for entertaining. The spacious kitchen is designed for both function and style, featuring durable quartz countertops, tile flooring, recessed lighting, a center island with breakfast bar seating, and a sunny breakfast area. Just beyond, the expansive living room offers even more gathering space and features hardwood floors, chair rail molding, and a stunning tray ceiling. A dedicated home library with built-in bookshelves provides the perfect space for a home office, reading room, or a potential 4th bedroom. The luxurious primary suite includes a tray ceiling, walk-in closet, and an ensuite bath with dual vanities, a jacuzzi tub, separate shower, and private water closet. The additional bedrooms are generously sized, with one featuring two closets, and all bedrooms include ceiling fans for added comfort. Additional highlights include a spacious laundry room/mudroom combination, Anderson windows, and high ceilings throughout the home. The unfinished basement provides exceptional storage space or endless possibilities to finish and expand your living area. Combining quality craftsmanship, spacious living areas, and a serene outdoor setting, this home offers the perfect balance of comfort, elegance, and opportunity. Don’t wait, schedule your tour today before it’s too late!

108 Westside Ln, Middletown

Listing courtesy of Compass. Contact: 3022029855

$569,000
2 Beds 2 Baths
Ready to trade the "to-do" list for a "must-do" list? Welcome to 404 Paper Birch Street, nestled in the heart of the highly coveted Four Seasons at Baymont Farms. This isn't just a house; it’s your VIP pass to the best chapter of your life. From the moment you pull up, you’ll notice the pristine curb appeal that sets the tone for what’s inside. This home is designed for easy living and effortless entertaining, with a bright, airy layout that flows perfectly from the gourmet kitchen to the sun-drenched living spaces. Whether you’re hosting a wine night with new neighbors or enjoying a quiet morning coffee on the porch or deck, the vibe here is nothing short of relaxing. But let’s talk about the real star of the show: the lifestyle. At Baymont Farms, your social calendar can be as full as you want it to be. Imagine spending your afternoons lounging by the sparkling pool, getting your heart rate up on the pickleball courts, or meeting friends at the state-of-the-art clubhouse for happy hour. Between the fitness center, walking trails, and endless community events, you’ll wonder why you didn't move here sooner. Forget about spending your weekends mowing the lawn or shoveling snow that’s all taken care of. Your only job here is to enjoy the vibrant, active, and welcoming atmosphere that makes this community so special. If you’re looking for a home that feels like a year-round vacation, 404 Paper Birch Street is waiting for you. Come see what it’s like to live your best life at Baymont Farms! Professional pictures will be up on Friday

404 Paper Birch St, Middletown

Listing courtesy of Compass. Contact: 3022029855

$664,900
4 Beds 3 Baths
Brand New Quick Delivery Home - The Bethel Model with a partially finished lower level and Optional Second Floor Suite - Welcome to Summit Circle, an exclusive enclave of just fourteen homesites surrounded by beautifully landscaped open space. Situated on a spacious half-acre lot, this stunning new construction Bethel Model. This thoughtfully designed home features 4 bedrooms, 3 full baths, a versatile flex room, and a 2-car garage. The open-concept layout creates an inviting atmosphere perfect for both everyday living and entertaining. At the heart of the home, the expansive family room flows seamlessly into the dining area and kitchen, complete with maple cabinetry, stainless steel appliances, and a natural gas range. The private owner’s suite is tucked away from the secondary bedrooms for added comfort and tranquility, featuring a luxurious ensuite bath with a soaking tub, separate shower, enclosed water closet, and walk-in closet. Off the foyer, the flex room provides the ideal space for a home office, formal dining room, or den. The second-floor suite adds exceptional flexibility with an additional bedroom, full bath, and study nook — perfect for guests, multigenerational living, a private office, or creative studio space. The Partially Finished full basement offers abundant storage and endless possibilities for future finishing, whether for recreation space, a home gym, office, or guest suite. Outside, enjoy the charm of the full front porch and attractive curb appeal. Built with energy efficiency in mind, this home includes a high-efficiency natural gas furnace, Low-E windows, and the peace of mind of a 10-year new home warranty. Additional homesites and floorplans are available in this sought-after Summit Circle community.

818 Bethel Church Rd, Middletown

Listing courtesy of ListWithFreedom.com. Contact: 8554564945

$624,900
4 Beds 3 Baths
PRICE IS RIGHT! THE HOME EVERYONE WANTS BUT RARELY FINDS IN MIDDLETOWN! Better than new and in one of Middletown's most sought-after communities. Finished basement, home office, tree-lined street & move-in ready. One-year home warranty being offered by seller + 6 months HOA dues paid by seller! Welcome to this beautifully appointed 4-bedroom, 2.5-bath home nestled along a picturesque tree-lined street in the desirable Parkside community. From the inviting front porch to the expansive finished basement, this 4-years-young home is designed for both everyday living and entertaining. The stunning kitchen will become the focal point of family gatherings, and a warm and spacious living area to accommodate all of your family & friends. The kitchen includes beautiful countertops and a large island that leads to the dining area and large living room with a gas fireplace. A private home office adds convenience for remote professionals or flexible living needs. The finished lower level offers incredible versatility with ample space for a media room, recreation area, fitness space, or playroom plus unfinished storage. The basement is plumed for a future bathroom. Located within the acclaimed Appoquinimink School District and close to local amenities, this home combines charm, space, and functionality in one exceptional package. The Parkside community features a newly expanded and upgrade pool area, fitness room, tot lot, tennis court/pickle ball, and plenty of pocket parks for your enjoyment. Take a tour of this spectacular home and the beauty of Parkside!!!

649 Spring Hollow Dr, Middletown

Listing courtesy of Iron Valley Real Estate at The Beach. Contact: (302) 541-8787

$875,000
4 Beds 6 Baths
Nestled in the charming community of Ashby's Place, this exquisite traditional home, built in 2015, offers a perfect blend of luxury and comfort. With its stunning stone and vinyl siding exterior, this detached residence exudes curb appeal and invites you to explore the elegant interiors. Step inside to discover a thoughtfully designed layout that boasts four spacious bedrooms and five and a half bathrooms, ensuring ample space for relaxation and privacy. The heart of the home is the gourmet kitchen, featuring high-end appliances including a double wall oven, a built-in microwave, and a sleek cook top. The expansive kitchen island serves as a focal point for gatherings, while the adjacent breakfast area provides a cozy spot for casual dining. A generous pantry ensures that all your culinary needs are met, making this kitchen a chef's dream. The formal dining room, adorned with crown moldings and recessed lighting, sets the stage for memorable dinner parties, while the inviting living area, complete with a gas fireplace framed by glass doors, creates a warm ambiance for cozy evenings at home. The main level also features a convenient laundry area, enhancing the home's functionality. Retreat to the primary suite, where luxury meets tranquility. This spacious haven includes a walk-in closet and a lavish en-suite bathroom, complete with a soaking tub and a walk-in shower, providing a spa-like experience right at home. The fully finished basement, with interior access and natural light from windows, presents endless possibilities for entertainment or relaxation, while the high-efficiency water heater and energy-efficient windows contribute to a sustainable lifestyle. Outside, the property is enhanced by sidewalks and street lights, creating a welcoming neighborhood atmosphere. The attached two-car garage, with side entry and a concrete driveway, provides convenience and ample parking. This home is not just a residence; it's a lifestyle. With its luxurious features and thoughtful design, it offers a sanctuary where comfort meets elegance. Experience the perfect blend of modern living and timeless charm in this exceptional property.

807 Ashby Dr, Middletown

Listing courtesy of Empower Real Estate, LLC. Contact: 3027382300

$624,999
5 Beds 3 Baths
Welcome to luxury living in Brighton—why wait for new construction when you can move right into this stunning, never-lived-in home that is only 9 months young? The seller built this as their dream home and is reluctantly offering this beautifully upgraded home situated on a premium corner lot with open space views. From the charming front porch—perfect for morning coffee or evening relaxation—to the thoughtfully selected upgrades throughout, this home truly stands out from the rest. Step inside and immediately notice the gorgeous luxury vinyl plank flooring that flows seamlessly throughout both the first and second floors, creating a clean, upscale feel throughout the home. The open-concept layout is ideal for both everyday living and entertaining, connecting the dining area, spacious family room, and designer kitchen into one inviting gathering space. The gourmet kitchen is the true centerpiece of the home, featuring stainless steel appliances, gas cooking, wall ovens, a built-in microwave, custom hood vent, tiled backsplash, under-cabinet lighting, pantry, and a large accent island with seating overhang. Staggered cabinetry with crown molding adds an elevated custom touch that buyers will appreciate. The first floor also offers a full bedroom and full bathroom, creating the perfect setup for guests, multi-generational living, or a private home office. Hardwood stairs lead to the second level where you’ll find the luxurious primary suite complete with a spacious walk-in closet and spa-inspired bath featuring tiled flooring, dual vanities, black accent fixtures, water closet, and a beautifully tiled glass-enclosed shower. Three additional generously sized bedrooms, a hall bath with double sinks and tiled flooring, plus a convenient second-floor laundry room complete the upper level. The unfinished basement provides endless possibilities for future living space, recreation, fitness, or storage. Additional notable features include recessed lighting throughout every room, 9-foot ceilings on both the first and second floors, a two-car garage with opener, and a built-in electronic media cabinet designed to neatly conceal TV wiring in the family room. Located in the highly desirable Brighton community in Middletown, residents enjoy luxury-style homes, open green spaces, sidewalks, and a convenient location near Route 1, Route 301, and Route 13—making commuting to Wilmington, Newark, Dover, Philadelphia, and beyond incredibly accessible. Shopping, dining, healthcare, and entertainment are all just minutes away, along with access to the highly regarded Appoquinimink School District. This is a rare opportunity to own a nearly new, fully upgraded home without the wait of new construction. Schedule your private showing today—you will not be disappointed.

901 Ericcson Ln, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700

$589,000
3 Beds 3 Baths
The home is BACK ON THE MARKET with no concerns about the property or the seller, Stunning property available in the much sought after 55+ community of The Ponds at Bayberry. An opportunity to own this beautiful home for a fraction of new construction costs with upgrades and it is competitively priced for sale. A beautiful lot that is professionally landscaped with an underground irrigation system. This expanded ranch offers 2-3 spacious bedrooms on the main level with two full upgraded baths. The spacious primary suite is your personal retreat, with an ensuite bath and large walk-in closet. A bright second bedroom has ample closet space and a third bonus room that's currently being used as an office, is easily converted to a third bedroom with its large window and spacious closet. A fabulous gourmet chef's kitchen with an electric cook top, vented range hood, upgraded cabinetry with soft close drawers, pull out drawers, beautiful granite with counter seating, upgraded stainless appliances. Featuring an open floor plan. Luxury vinyl plank flooring throughout the main living areas including the large foyer and dining area. The bedrooms are carpeted. Step out onto the expansive deck with a motorized retractable awning that is perfect for the absolutely gorgeous sunsets (facing west) and peaceful evenings. A conveniently located mud room with newer washer and dryer leads to a full two-car garage with painted floor. Full daylight basement with 9ft ceilings and an HVAC split that provides heating and cooling as required. The basement has been partially finished and dry walled with two work benches and lighting for the hobby enthusiast; it is just waiting for your finishing touches. This 55+ resort-style community offers luxury amenities for a low monthly HOA fee that includes landscaping, snow plowing and trash removal. There is an outdoor heated pool, pickle ball courts, tennis courts, bocce courts, and walking trails. Inside the large 10,000 sq ft clubhouse features a large community room, bar, fitness room, exercise room, billiards room, meeting rooms and a large patio overlooking one of the large outdoor ponds with a fire pit. There is an active social scene full of activities for many interests.

2753 Van Cliburn Cir, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$439,000
4 Beds 3 Baths
Welcome to the kind of newer home that makes everyday life feel easy: coffee by the gas fireplace, work tucked into a convenient first-floor office, dinner moving from the kitchen to the back patio, and evenings outside in a fenced, usable backyard ready for grilling, gardening, relaxing, or a very happy dog with main-character energy. Built in 2021 by CB Burkholder Inc., this Quail model in Woodland Hills has that clean, newer-construction feel, plus smart upgrades already handled. The main level is bright and open, with LVP flooring throughout, an upgraded LVP staircase, a comfortable living room, powder room, main-level laundry, and a kitchen with island, granite countertops, stainless steel appliances, electric flattop stove, and window treatments already installed for you. Upstairs, the bedroom level is carpeted and comfortable. The owner’s suite includes a ceiling fan, walk-in closet, private bath with double sinks, huge linen closet, walk-in shower, and an upgraded glass shower door. Three additional bedrooms and a full hall bath give you space for guests, work, hobbies, or simply not making every room audition for seven different roles. The backyard is a real win: fenced, level, and actually usable, which is not always a given. The gas line is already extended to the back patio, so the grill setup is halfway there before you even unpack. Add a few chairs, some plants, maybe a fire pit, and suddenly “we have food at home” sounds less like a threat. The full basement gives you even more room to work with, including poured concrete walls, an egress window, sump pump, radon mitigation system, water treatment system added in 2022, and rough-ins already paid for and ready for a future bathroom. Additional practical wins include a 2-car garage, driveway parking for 2–4 cars, attic storage, natural gas heat, central air, underground electric, blinds throughout the home, and a water softener added in October 2022. Woodland Hills has the neighborhood feel people hope for: sidewalks, low traffic, speed bumps, friendly neighbors, plenty of walkers, and a planned walking trail in the next couple of years. You are close to Hershey without relying on 322, close to the airport without hearing planes all day, and close to daily conveniences without feeling boxed in. Newer construction, smart upgrades, a great yard, and a location that makes sense. Come see it before someone else snags it!

191 Magnolia Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8883977352

$1,150,000
4 Beds 4 Baths
Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like a luxury boutique retreat hidden in the heart of Middletown — complete with a secret speakeasy concealed behind a swinging bookshelf, a breathtaking custom kitchen addition, and a covered courtyard entertaining area anchored by a stunning stone fireplace. Rich in history yet thoughtfully transformed for modern luxury living, this extraordinary four-bedroom residence with dedicated office space blends timeless craftsmanship with sophisticated design rarely found in historic homes. Perched above historic Main Street with sunset views toward South Mountain, the home showcases soaring ceilings, original architectural details, custom Mennonite-crafted millwork, designer Circa lighting, and extensive infrastructure updates throughout. At the heart of the home is the stunning kitchen addition featuring exposed historic brick, dramatic steel scissor-beam trusses, handcrafted cabinetry, quartz perimeter counters, granite center island, GE Monogram appliances, farmhouse sink, induction cooktop, and a dramatic picture window overlooking the beautifully landscaped courtyard and covered side porch. The original kitchen was transformed into a spacious dining room, creating exceptional flow for entertaining while preserving the home’s historic character. Outdoor living spaces feel like an extension of the home itself with stamped concrete, custom stone fireplace, a covered entertaining area, integrated storage, and beautifully landscaped gathering spaces designed for both intimate evenings and large-scale entertaining. The front parlor was transformed into a stunning library with built-in shelving, restored historic shutters, statement lighting, and the hidden swinging bookshelf leading to the speakeasy featuring a solid wood bar, wet bar, beverage refrigerator, custom ceiling paneling, and dramatic finishes. The family room was created by opening two original parlors and is crowned by a dramatic bay window that floods the space with natural light. Upstairs, the home offers two primary suites along with spacious secondary bedrooms featuring exceptional flexibility, including a custom Murphy bed/work table system and built-in bay window seating. A dedicated office conceals a hidden opening into an untouched portion of the original home, creating a fascinating preserved time capsule rarely found in homes of this era. A covered upper porch overlooks the courtyard below, while the redesigned laundry room introduces marble countertops, statement lighting, and additional storage. The finished attic was transformed into a truly unique owner’s retreat featuring reclaimed oak flooring, exposed brick chimneys, preserved historic wall surfaces, dressing room, laundry chute, separate staircase access, and a spa-inspired bath with a hidden Japanese-inspired Ofuro soaking tub room. Infrastructure improvements include dedicated high-end Carrier HVAC systems with hospital-grade filtration and smart thermostats, radiant heated floors, replaced electrical systems in 2020, updated copper plumbing, Japanese toilets, hand-tooled standing seam metal roof, replacement gutters, energy-efficient wooden sash windows, composite porch decking, central vacuum, Sonos integration, and extensive custom woodworking throughout. Stretching from Main Street to West Green Street, the property also includes a subdivided, buildable rear lot. The purchaser of 19 E Main Street will have first right of refusal on the lot, which is also available separately, creating a rare opportunity for future expansion or investment in the heart of Middletown. Located on one of Maryland’s historic designated Main Streets, just steps from Middletown’s restaurants, library, shops, parks, & sought-after schools, this extraordinary residence offers a lifestyle as rare as the home itself. Owned by only three families in 100+ years, this one-of-a-kind home blends history, luxury, & craftsmanship.

19 E Main St, Middletown

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005

$429,500
4 Beds 3 Baths
Rarely does a property offer this much versatility, whether you're a multigenerational family, an investor, or simply someone who wants room to spread out, 105 Oak Hill Drive delivers two fully functional homes on one spacious corner lot. The main residence is a classic Cape Cod brimming with character and move-in ready condition. Featuring 3 bedrooms, 1.5 baths, it includes a large upstairs den that works beautifully as a bedroom or home office, the layout is both flexible and functional. Enjoy a welcoming living room, a separate dining area, and an eat-in kitchen. The crown jewel of this property is the fully renovated detached ranch-style home, now featuring a brand-new mini-split HVAC system, updated throughout, and completely move-in ready. With its own bedroom and bathroom, this second dwelling is perfect as an in-law suite, a private residence, or a rental unit generating immediate income. It also offers a spacious bathroom with a walk-in shower. Additional highlights include new appliances, a large two-car detached garage with a loft, and a rear storage/workshop — all set on a generous corner lot with mature trees and lush yard space. The possibilities here are truly unique: live in the main house and rent the ranch for passive income, house multiple generations under one address while maintaining privacy, or use the entire property as a compound. All of this in an established Middletown neighborhood close to schools, shopping, and major commuter routes. This is not just a home, it's an investment in flexibility, family, and lifestyle.

105 Oak Hill Dr, Middletown

Listing courtesy of Straub & Associates Real Estate. Contact: (717) 612-9901

$538,900
3 Beds 2 Baths
HUGE PRICE DROP!!! MOTIVATED SELLER!! BRING YOUR OFFERS!!!! ONE ACRE!!!!!! UPDATED!!! MOVE IN READY!!! Completely renovated from top to bottom, this stunning home is truly move-in ready and packed with major upgrades! Featuring smart home appliances, a brand new septic tank, newer roof, and new HVAC system, this home offers peace of mind along with modern style and comfort. Inside, you’ll find an updated kitchen with beautiful finishes, renovated bathrooms, and a spacious layout designed for both everyday living and entertaining. The fully finished basement adds incredible additional living space perfect for a family room, game room, home gym, office, or guest area. Outside, enjoy a huge yard with endless possibilities — and with no HOA, you have the freedom to truly make the space your own. Whether you dream of adding a pool, detached garage, garden, outdoor entertaining area, or simply want room to spread out, the options are endless. Located in a great neighborhood with convenient access to local amenities, this beautifully updated home combines charm, functionality, and major value all in one package.

305 White Pine Dr, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact: 3022991100

$2,500,000
4 Beds 5 Baths
Experience the flow of space and harmony a private 5-acre sanctuary where mid-century soul meets meticulous architectural restoration. Set among park-like grounds and hundreds of flowering trees, this retreat-like residence is wrapped by protected conservation land on two sides, delivering incomparable privacy and a serene stage for entertaining, work, and retreat. From the views of Middletown Valley and South Mountain to 1960s design roots, to modern comfort, the home embodies seclusion without sacrificing accessibility. At the heart of the living spaces, a grand fireplace anchors the flow, guiding the eye and gathering rooms into a seamless continuum. The layout invites conversations to drift from indoor to outdoor and back again, with spaces merging around this warm, sculptural anchor. From Kentucky pink sandstone and cedar exteriors to warm interior touches—wood floors, custom concrete sinks, maple doors and trim, and a well-organized mudroom and laundry area—every surface speaks to craft and longevity. On the main level the Center Room is designed for living and entertaining. It is enriched by commissioned art, beautiful Kentucky sandstone fireplace and huge windows that look out over the Middletown Valley. A wrap around deck allows transition from the indoors to out, with just a few footsteps. A dedicated library with custom maple shelving creates a quiet, sunlit mezzanine of ideas—is a perfect retreat for reading, group study, or inspiration. The stunning kitchen was designed in collaboration with local architect, Clyde Burger. The two 12’ long walnut islands and all the kitchen cabinetry is hand-built Mennonite woodwork. The work surfaces are polished concrete, and the built-in appliances are professional grade. A kitchen lounge houses built-in cabinetry and encourages family and social time as meals are prepared and enjoyed. An 18-foot NanaWall opens to dissolve the boundary between inside and outdoor. The main level laundry has clean lines, beautiful carpentry, wonderful hand built floating shelves, custom concrete surfaces and sink as well as a wet floor and direct access to the decks and yard. The mudroom and powder room also feature custom cabinetry and specially designed features, such as the concrete sink and the floating concrete benches. The primary suite is un-filled, architectural artistry with an imported floor, two walk-in closets (one cedar-lined), and a bath featuring terrazzo floors and a standout view. Two en-suite bedrooms, renovated December 2025, have wood floors with custom Navajo-inspired wood inlays. Commissioned furnishings fill of the rooms and both enjoy nature views. The lower-level spaces are also remarkable. The second grand room has a vibrant MCM fireplace and is ideal for family activities, mediation or intimate gatherings. The windows showcase the valley view, and the doors open directly to the saltwater pool. Two private rooms are ready to use as bedrooms or office spaces. The full bathroom also has a custom concrete vanity and floor and warm cork tiling. This wing of the lower-level embraces angles and has built floating shelves in the lower library. Additionally, this level offers a bright, versatile studio providing space for creativity of all types—art, writing, design, or restorative projects— to inspire and nurture imagination. The exterior grounds are a living landscape. The 5-acre parcel unfolds as a natural paradise with park-like landscaping and hundreds of flowering trees seen from every window. The long drive lined with light poles and the parking area edged by planters sets a welcoming tone as you approach the home. A multi-level Brazilian hardwood deck overlooks a heated saltwater pool; a detached barn houses a traditional Scandinavian sauna and a lounge for year-round wellness. The homes systems are wellness-oriented including geothermal HVAC, a brand-new roof with a 50-year warranty, a multi-stage water softening system.

9237 Frostown Rd, Middletown

Listing courtesy of Berkshire Hathaway HomeServices PenFed Realty. Contact:

$1,185,000
4 Beds 4 Baths
HOME TO BE BUILT - Don't miss the final opportunity to build your custom home! Experience the breathtaking mountain views and modern luxury in this stunning new construction home to be built by Grossnickle Construction, nestled in the heart of Middletown Valley. This thoughtfully designed 4-bedroom, 3.5 bath home offers the perfect blend of elegance, comfort and functionality. Step inside to discover an open concept floor plan featuring spacious living areas, abundant natural light and high-end finishes throughout. The gourmet kitchen will impress with premium cabinetry, quartz countertops, oversized island and seamless flow into the dining and family rooms - perfect for entertaining or everyday living. Conveniently located near charming downtown Middletown, parks and commuter route, this exceptional to be built home offers the rare opportunity to personalize your dream home.

5901 Cloudberry Ct, Middletown

Listing courtesy of Charis Realty Group. Contact: 3018315099

$494,500
3 Beds 2 Baths
Fantastic opportunity in one of the best 55+ communities in the area. Spring Arbor is in the heart of Middletown where you can walk to the movies! This 2025 sf Brooks model is an incredible value and one of only 6 of that model that were built in the community. THREE bedrooms, and two full baths, spacious entry with extra wide hallways, tall ceilings and a tray ceiling in the primary suite. Situated on a corner lot facing open space, it boasts a beautiful 13x13 sunroom addition and pavered patio, giant kitchen island, open layout and loads of closet space. Relax on the beautiful front porch and enjoy the wildlife and birds in the open space. No worries about weather with a huge TWO car garage to keep you dry in any season. Spring Arbor has an amazing state of the art clubhouse and pool. All appliances included - nothing to do but move in and enjoy! Come see why this is an incredible place to live!!

3 Espalier Ln, Middletown

Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000

$599,454
4 Beds 3 Baths
This Astaire Farmhouse elevation quick-delivery home offers homeowners an airy yet cozy open concept floor plan. With a multi-purpose formal space at the front of the home and everyday spaces spanning the entire width of the back of the home, the Astaire provides the perfect balance of necessary separation and cozy connectivity for couples or families engaging in an array of daily activities around the house. Luxury vinyl plank runs throughout the first floor. The added sunroom, along with the abundance of windows included with this home, brings amazing brightness and openness to the home. The spacious kitchen offers a gas cooktop, double wall oven, quartz countertops and a tiled backsplash. Upstairs, a generous master suite awaits, with 2 large walk-in closets and a luxurious bathroom with optional water closet for added privacy. Of the 3 secondary bedrooms, 2 have walk-in closets, offering plenty of storage space. Enjoy entertaining on the large 10x16 maintenance-free deck.

304 N Thales Dr, Middletown

Listing courtesy of Blenheim Marketing LLC. Contact: 3022540100

$565,000
4 Beds 3 Baths
Stylish, Spacious, and Sophisticated. Discover this 4-bedroom gem in the desirable Appoquinimink School District. Boasting a perfect blend of traditional elegance and modern farmhouse charm, this home features gorgeous crown molding, cathedral ceilings, and hardwood floors. The massive 28' kitchen and breakfast nook are perfect for large gatherings, while the sunroom with wrap-around windows offers a peaceful escape. Step outside to your private oasis, featuring a sparkling personal pool and horseshoe pit, nestled on a half-acre lot that backs to serene woods. The luxury continues in the fully finished basement, designed for entertainment. With updated quartz vanities, a spa-like primary suite, and fresh flooring throughout, this turnkey home offers a true lifestyle upgrade in highly sought-after Middletown, DE. Recent improvements include a new roof (2022), hot water heater (2026), and more!

338 Canvasback Rd, Middletown

Listing courtesy of Sell Your Home Services. Contact: 8882193009

$464,998
3 Beds 3 Baths
NEW PICTURES COMING SOON! Significant updates have been made throughout the home! Enjoy a beautifully refreshed interior featuring luxury kitchen countertops, a stylish new backsplash, and fresh paint throughout the entire house. This move-in-ready home offers a modern, updated look you’ll love! Don’t miss this opportunity to own a beautiful home in a prime location! Stunning Cape Cod located in the desirable Old Reliance Farm community in Middletown! This spacious home features 3 bedrooms, 2.5 bathrooms, and a fully finished basement perfect for entertaining, a playroom, home gym, or additional living space. Designed with comfort and functionality in mind, this home is perfect for families looking for space both inside and out. Conveniently located just minutes from shopping centers, major highways, and Hershey attractions, dining, and entertainment. Schedule your showing now!

1808 Blacklatch Ln, Middletown

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: (717) 745-2929

$605,000
5 Beds 4 Baths
Welcome to the Red Cedar model in the desirable Woodland Hills community. This 5-bedroom, 4-bath home offers a bright, open main level featuring 9' ceilings, abundant natural light, and luxury vinyl plank flooring throughout. The spacious kitchen stands out with granite countertops, stainless steel appliances, a range hood, and a large island perfect for gatherings. A generous study room provides an ideal work‑from‑home space. Perfect for multi‑generational living, the first‑floor in‑law suite includes a bedroom, full bath, and space for a sitting area. Upstairs, you’ll find four large bedrooms and two full baths, including a well‑appointed primary suite with ample storage. A walk‑out basement offers endless possibilities for future expansion, recreation, or storage. With a 2‑car garage, modern finishes, and quality craftsmanship by CB Burkholder Homes, this property delivers comfort, flexibility, and style. Located minutes from local amenities, schools, and major routes, this home blends suburban tranquility with everyday convenience.

106 Tree Top Ln, Middletown

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: 7175630008

$1,590,000
4 Beds 5 Baths
Beautiful Brick Colonial Estate set on 11 private acres backing to a State Wildlife Refuge, offering a rare combination of space, privacy, and versatility. With a thoughtfully designed layout and extensive outbuildings, the property is well-suited for a variety of lifestyles, from hobbyists and collectors to sufficient or outdoor-focused way of living. The home features 4 bedrooms and 4.5 bathrooms, along with multiple living areas, a formal dining room, and a private office. The kitchen is designed for both everyday use and, entertaining, with a large island, bar height seating, built-in ice maker, and a wine cooler. Outdoor amenities include a beautiful in-ground pool and expansive grounds that provide both open space and a scenic natural backdrop. The property offers an impressive 12 garage and storage spaces across multiple structures, with oversized doors and a separate large workshop building with six additional bays and separate living quarters above with 2-bedrooms, 2 bathrooms. A 2-car detached garage adds convenience near the home, while the layout allows for easy access and maneuverability for trailers or equipment. A well-appointed barn featuring 6 stalls, attached run-in, hay and feed storage, a tack room with washer/dryer and half bath provides additional flexibility for agricultural, recreational, or hobby uses. With ample room to expand, adapt, or simply enjoy the surrounding landscape, this property offers a unique opportunity to create a lifestyle tailored to your needs- all within minutes of shopping, dining, and major highways.

626 Vance Neck Rd, Middletown

Listing courtesy of Patterson-Schwartz-Dover. Contact: 3026729400

$649,900
4 Beds 3 Baths
Welcome to 871 Sweet Birch, a great home in the sought-after community of Parkside.... Middletown, DE. As you walk inside this home take in the beautiful hardwood floors that span into the open concept living area. The main floor open living area creates a warm and comfortable setting for all your family and entertaining needs. The kitchen area has newer appliances, granite counter tops and is open to a very large family room and eating area with a gas fireplace an abundance of windows. fireplace. The second level property boasts 4 generously sized bedrooms and 2 full bathrooms while the finished basement adds to the charm and living space of this home. You'll love the convenience of the tankless water heater providing ample hot water on demand. EXTRA features.....Water softener for the entire home, RO for drinking water (Culigan ). Beautiful white fence with Arbors on both sides installed in( 2023), basement floors upgraded with all weather vinyl floor (2023), Dishwasher upgraded to a kitchen Aid (2023) washing machine upgraded to LG (2024) beautiful installed ceiling fans ((2022) The Parkside community features a newly expanded and upgrade pool area, fitness room, tot lot, tennis court/pickle ball, and plenty of pocket parks for your enjoyment. Take a tour of this spectacular home and the beauty of Parkside!!!

871 Sweet Birch Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100

$759,990
4 Beds 4 Baths
Welcome to the Omaha—this is your exclusive early look at a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in September 2026, this home offers 4 bedrooms, 3.5 baths, and a 2-car garage, delivering both comfort and style. The main living area features a stunning stone fireplace, creating a warm and inviting focal point. A finished basement provides additional living space ideal for entertaining, guests, or a private retreat. The screened-in covered deck extends your living area outdoors, perfect for relaxing or hosting gatherings. The kitchen is designed to impress, showcasing statement pendant lighting and elegant Calacatta quartz countertops, combining everyday functionality with elevated style. Laminate flooring flows throughout the main floor, second-floor loft, and primary suite, creating a seamless and modern look. The bath includes a walk-in shower, offering a clean and contemporary finish. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

932 Skimmer St, Middletown

Listing courtesy of Delaware Homes Inc. Contact: 3023789510

$749,990
4 Beds 3 Baths
Welcome to the Macon II—this is your exclusive early look at a beautifully designed home that blends an open-concept layout with timeless Classic-inspired elements. Scheduled for settlement in September 2026, this home offers 4 bedrooms, 3 baths, and a 2-car garage, delivering both style and functionality. The main living area features a cozy fireplace with shiplap, creating a warm and inviting focal point. A finished basement provides additional living space ideal for entertaining, guests, or a private retreat. The screened-in covered deck extends your living area outdoors, perfect for relaxing or hosting gatherings. The kitchen is designed to impress, showcasing statement pendant lighting and Arctic White quartz countertops, combining everyday functionality with elevated style. Laminate flooring flows throughout the main floor, creating a seamless and cohesive look. The bath includes a walk-in shower, offering a clean and modern finish. For a full list of features for this home please contact our sales representatives. Photos are for illustrative purposes only and may not represent the exact home or finishes available.

883 Merlin Dr, Middletown

Listing courtesy of Delaware Homes Inc. Contact: 3023789510