Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming gem nestled in the heart of the United States! Known for its rich history and vibrant community, Middletown offers a unique blend of small-town charm and modern conveniences, making it an ideal place to call home.

Located conveniently between major metropolitan areas, Middletown boasts a strategic location that provides easy access to both urban excitement and serene countryside. The city is characterized by its picturesque landscapes, friendly neighborhoods, and a strong sense of community spirit. With a diverse population, residents enjoy a welcoming atmosphere that fosters connection and camaraderie.

Middletown is home to a variety of parks and recreational facilities, perfect for families and outdoor enthusiasts. Whether you’re taking a leisurely stroll through the scenic trails, enjoying a sunny day at the local playground, or participating in community events, there’s always something happening in this lively city. The historic downtown area is a delightful mix of boutique shops, cozy cafes, and local eateries, offering a taste of the region's culinary delights.

Education is a top priority in Middletown, with highly-rated schools and a commitment to fostering academic excellence. The city also embraces cultural diversity, hosting various festivals and events throughout the year that celebrate its rich heritage.

For those looking to invest in real estate, Middletown presents a range of options, from charming single-family homes to modern condominiums. With its appealing neighborhoods, strong community ties, and a bright future, Middletown is not just a place to live; it’s a place to thrive. Come and discover the warmth and opportunity that await you in Middletown!

Newest Listings in Middletown

$449,900
3 Beds ⋅ 2 Baths
Welcome to 114 Curtain Fall Drive, an exceptional, practically brand-new ranch home where modern design meets total convenience! Perfectly situated in a vibrant Middletown community with quick access to major commuter routes, local dining, shopping, parks, and schools, this move-in-ready gem delivers effortless one-level living at its absolute finest. From the moment you step inside, sleek LVP floors set a stylish, durable tone that runs seamlessly through the main living spaces. The open-concept layout was custom-made for entertaining, buzzing with natural light and easy flow. You'll instantly fall in love with the beautifully appointed kitchen, which features a spacious eat-in area, upgraded countertops, crisp white cabinetry, stainless steel appliances, and a huge center island that serves as the ultimate gathering spot. The living room offers an inviting anchor for day-to-day relaxation, featuring a breezy ceiling fan and an abundance of natural light. Glass doors open onto the private rear deck, creating a seamless transition to outdoor living. Equipped with a shade awning, the deck is ready for sun-soaked afternoons or cool evening lounge sessions. Beyond the deck, the fully fenced backyard offers a secure spot for pets or play, all framed by mature trees that add rich greenery and a peaceful sense of privacy. Adjacent to the living space, a cozy, tucked-away alcove stands ready to become a home office, reading nook, or play zone. When privacy calls, the clever split-bedroom layout delivers. Two bright bedrooms and a full bath sit tucked away near the front, while your primary retreat claims its own private wing. This space boasts a massive walk-in closet and a stylish sliding door that reveals a spa-like ensuite with double sinks and a huge walk-in shower. Main-level laundry makes chores a breeze, while a huge, unfinished basement offers endless potential for a future recreation room, home gym, or workshop. Topped off with a 2-car attached garage and low-maintenance curb appeal, this home truly has it all!

114 Curtain Fall Dr, Middletown

Listing courtesy of Colony Realty. Contact:

$475,000
2 Beds ⋅ 2 Baths
Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the peaceful back of the highly sought-after Foxfield 55+ community in Middletown. Thoughtfully designed for easy living and filled with warmth and charm, this move-in ready home offers the perfect blend of comfort, convenience, and low-maintenance living. A covered front porch welcomes you home, while the level-access ramp from the two-car garage provides added ease and accessibility. Inside, you’ll find 1,359 finished square feet on the main level featuring two spacious bedrooms, each with its own private ensuite bath, plus main-level laundry for true one-level living. The heart of the home is the beautifully remodeled kitchen, complete with new cabinetry, countertops, and propane-fueled gas cooking. The inviting living room offers a cozy propane-fueled gas fireplace, creating the perfect space to relax or gather with friends and family. Recent updates throughout include a new roof, new HVAC system, refinished hardwood floors, updated bathrooms, fresh paint, and a low-maintenance exterior, allowing you to simply move in and enjoy. Step outside to discover a fenced backyard with two rear decks, providing wonderful spaces for morning coffee, outdoor dining, gardening, or enjoying the peaceful surroundings. An unfinished basement with windows offers abundant storage and endless possibilities for future expansion. Rarely does a home in Foxfield combine this level of updating, accessibility, outdoor living space, and prime location. This is the kind of home that allows you to spend less time maintaining and more time enjoying everything the Middletown Valley has to offer.

4 Lamar Ln, Middletown

Listing courtesy of RE/MAX Results. Contact: (301) 698-5005
$465,000
4 Beds ⋅ 2 Baths
Rare Opportunity – Fully Renovated 4-Bedroom Ranch in Middletown Don’t miss this rare opportunity to own a beautifully updated 4-bedroom, 2-bathroom ranch home in a peaceful setting in Middletown, DE, conveniently located just minutes from Route 13 and Route 1. You’ll fall in love with the elegant design and modern upgrades throughout, The modern kitchen is a true highlight, offering white cabinetry, black granite countertops, and high-end stainless steel appliances, along with new doors and windows, new flooring, and fresh paint throughout. Recent improvements include a new roof (2023) and siding, new concrete driveway, new HVAC, fresh paint, new light fixtures and new appliances throughout. The STUNNING fully finished basement adds approximately 1,000 sq. ft. of additional living space, complete with a recreation area and walkout access, providing excellent flexibility for entertainment, storage, or future use. Step outside to your private backyard retreat, featuring a spacious patio and Gazebo —perfect for family BBQs, summer gatherings, or relaxing evenings. This move-in ready home offers exceptional value, modern comfort, and long-term savings. Schedule your showing today!

2 Gina Dr, Middletown

Listing courtesy of Realty Mark Associates-Newark. Contact: (888) 260-0040
$625,000
3 Beds ⋅ 3 Baths
Welcome to 7 Derr Lane in the sought-after Villages at Foxfield—Middletown’s premier 55+ community—where Original Owners have meticulously maintained and thoughtfully upgraded this beautiful home, showcasing true pride of ownership everywhere you look. Perfectly positioned within walking distance to Middletown Park and its many amenities, this home also backs to serene woods, walking/jogging paths, and open green space—offering both convenience and some privacy. Enjoy peaceful mornings on the covered front porch or unwind in the backyard retreat featuring a walkout patio, koi pond, and a hidden “secret garden” be sure not to miss. Inside, the home blends comfort and modern updates. The kitchen is a standout with a Corian island, mosaic tile backsplash, stainless steel appliances (replaced 2019), induction downdraft cooktop, double oven, and ceramic flooring—ideal for both everyday living and entertaining. The main level boasts hardwood flooring (2018) and a warm, inviting family room with a propane fireplace and direct access to the newer, enlarged Trex deck (2022, with updated door in 2025). The spacious layout includes vaulted ceilings, a tray ceiling in the primary suite, and a dramatic two-story overlook with loft above. The primary bath was beautifully renovated in 2017, and the upper level features new carpet (2019). Additional updates include leased solar panels for energy efficiency (2018), washer and dryer (2021), vinyl fencing (2022), new roof and ventilation (2024), HVAC (2015), and water heater (2018). The unfinished lower level offers a walkout to the backyard, rough-in for a full bath, and a wide-open layout ready to be customized to your needs. Garage is equipped with a 200 amp 240 volt EV charging circuit and a newer garage door opener (2021). This is a rare opportunity to own a truly move-in-ready home in Middletown’s most desirable active adult communities—combining thoughtful upgrades, natural beauty, and a vibrant lifestyle.

7 Derr Ln, Middletown

Listing courtesy of Corner House Realty. Contact: (443) 499-3839
$324,900
3 Beds ⋅ 3 Baths
Woodland Hills modern townhome with spacious 1,800 square feet living above grade plus a full unfinished basement with daylight walkout that can be finished. Open kitchen with lots of cabinets, center island, granite counters and wood floors. Kitchen is open to dining and living room areas that will accommodate all types of furniture arrangements. Second floor with three bedrooms, one which is a primary suite and two other bedrooms, main bath and a second-floor laundry. Two-car garage, high efficiency HVAC system with affordable gas forced heating with central air for year-round comfort. Wonderful location within walking distance to walking paths, school grounds, tennis courts and swim club. Convenient to highways that makes commuting to Lancaster or Harrisburg easy and quick. Just minutes from PA Turnpike, HIA and Amtrak Commuter rail station. Great for those with an active life or who desire an easy-to-maintained home that provides freedom to enjoy the activities you choose! Home is priced below market to sell! Call agent for details on easy financing options.

148 Sage Blvd, Middletown

Listing courtesy of RE/MAX Realty Select. Contact: 7175264300
$699,000
5 Beds ⋅ 3 Baths
This home is an absolute MUST SEE. This home has been immaculately maintained and features all of it's original charm. You will fall in love with the beautiful hardwood floors throughout this spacious 5 bedroom, 3 full bath colonial that features 3,200 square feet of living space along with a large 832 square foot basement, with outside entrance. This classic beauty is situated on a large, beautifully landscaped and manicured, corner lot of .64 acres in Middletown's Historic District. You will fall in love with all of the historic charm and craftsmanship that blends seamlessly with modern upgrades such as vinyl siding and replacement windows. There are several bonus areas that provide added charm to this already captivating home. There is a family room that was crafted from a former garage, a second floor sunroom area for relaxing, a bonus room that could be a home office and a sitting area off of the formal dining room. This is a true gem and you will be amazed at the incredible condition.

200 Prospect St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 4105434545
$625,000
5 Beds ⋅ 2 Baths
Welcome home to this sprawling 5-bedroom, 2-bath brick ranch set on a picturesque, secluded 2.04-acre lot in the coveted Commodore Estates neighborhood! Situated in the heart of the award-winning Appoquinimink School District, this property offers a rare blend of private, country-like living with exceptional convenience- just 5 minutes to Routes 1 and 13, local schools, shopping, and dining. Step inside to an inviting main level filled with natural light from floor-to-ceiling, energy-efficient vinyl windows installed in 2023. Thoughtfully upgraded throughout, the main floor features modern LVP flooring (2019), new interior doors (2024), and a custom built-in within the formal dining room. The kitchen showcases Corian countertops (2018) and flows seamlessly into the dedicated laundry room, both refreshed with new LVP flooring in 2024. For relaxed living and entertainment, gather around the cozy wood fireplace or retreat to the custom media space equipped with a large screen and HD projector (2021); this room offers exceptional versatility and can easily be converted back into a functional garage if desired. The main-level primary suite serves as a true sanctuary, benefiting from a comprehensive 2024 remodel that introduced his-and-hers walk-in closets and an exquisite primary bath. Highlights include imported tile flooring from Ukraine, a custom two-person oversized multi-head tiled shower, a standalone soaking tub, and a new oversized single-bowl vanity. The secondary hall bath was also fully modernized in 2020 with updated tub/shower tile, floor and wall tile, and a new vanity. The finished lower level significantly expands the home's living footprint, offering two full bedrooms with new LVP flooring (2024) and an insulated bonus room designed for a music or game room, complete with specialized wall and ceiling sound insulation. Storage options abound, including a massive attic fitted with built-in wood flooring and lighting. Outdoors, experience peaceful retreat living on the screened concrete-and-brick porch or the ground-level wood deck. The lush, private grounds are accented by mature apple, cherry, black walnut, and maple trees, as well as three raised garden beds. Key mechanical and structural updates provide outstanding long-term value, including brand-new front and rear entry doors (2026), a 5-bedroom septic system (2018), furnace (2017), water heater (2017), and a roof installed in 2007 with a 30-year manufacturer's warranty.

408 Commodore Dr, Middletown

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004
$600,000
4 Beds ⋅ 3 Baths
Welcome to 4534 Cagney Lane, a beautiful, like-new Cape Cod-style home located in the highly sought-after 55+ luxury community of Village of Bayberry South. Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and backing to open common space, this exceptional home combines elegant design, thoughtful functionality, and low-maintenance living. Step inside the inviting foyer, where rich hardwood flooring flows throughout the main living areas. Elevated ceilings and an open-concept floor plan create a bright and airy atmosphere. Just off the foyer, the formal dining room provides an elegant space for hosting guests, while the spacious living room showcases dramatic vaulted ceilings that open to the second-story loft above. The gourmet kitchen features granite countertops, double wall ovens, a gas cooktop, a large center island with breakfast bar seating, pantry, recessed lighting, and beautiful crown molding on the cabinetry. Sliding glass doors lead directly to the backyard, where you can relax and enjoy peaceful views of the open community space. The main level offers the convenience of single-floor living with three bedrooms, including the spacious primary suite. The primary bedroom features two walk-in closets and an ensuite bath complete with tile flooring and a double vanity. Two additional bedrooms share a hall bath, while the generously sized laundry room provides direct access to the attached two-car garage. Upstairs, you'll find a versatile loft overlooking the living room below, along with a private fourth bedroom featuring its own ensuite bathroom - an ideal setup for overnight guests or a home office. The expansive unfinished basement offers endless possibilities for future living space, recreation, or storage, and already includes a plumbing rough-in for a fourth full bathroom. Additional highlights include dual-zoned HVAC, an irrigation system, blackout shades in bedrooms, and all appliances included, making this home truly move-in ready. Life at Village of Bayberry South means enjoying an outstanding array of resort-style amenities, including a heated outdoor pool, pickleball and tennis courts, bocce courts, basketball court, walking trails, a private clubhouse with fitness center, billiards room, meeting spaces, and a scenic patio overlooking the lake. An active social calendar provides endless opportunities to connect with neighbors and enjoy community events. Best of all, the HOA handles lawn care, landscaping, and trash service, allowing you to enjoy the very best of low-maintenance living. Don't miss the opportunity to make this exceptional home yours and experience the lifestyle you've been waiting for. Schedule your tour today!

4534 Cagney Ln, Middletown

Listing courtesy of Compass. Contact: 3022029855
$499,900
4 Beds ⋅ 2 Baths
Welcome to this beautiful colonial in the heart of Middletown, MD, where small-town charm, community character, and a prime Main Street address come together on a generous half acre lot! There is SO MUCH potential to revitalize this home to your most creative imagination. Bathed in natural light throughout, this spacious 4-bedroom, 2-bath home features gleaming hardwood floors and a comfortable, flowing layout. The main level offers a primary bedroom with a private ensuite bath, ideal for single-level living convenience, while the upper-level hosts three additional generously sized bedrooms and a full bath. The expansive lot provides plenty of outdoor space to enjoy, entertain, and make your own. A roof updated in 2025 offers genuine peace of mind, and the home is connected to the public sewer system via a Sanitary Sewer Lift Pump, offering the reliability of public utilities. Middletown offers everything you come here for, a small-town feel with walkability to parks, restaurants, the library, and shopping, including beloved local spots like The Main Cup, Fratelli's Italian & Seafood, and Aleko's Village Cafe just down the road. The 79-acre Middletown Community Park is just minutes away, offering basketball courts, soccer fields, disc golf, fishing, picnic shelters, and walking trails. Commuters will appreciate the easy access to I-70 and Rt. 340, with Downtown Frederick just a short drive away. Don't miss this one!

718 E Main St, Middletown

Listing courtesy of Keller Williams Realty Centre. Contact:

$284,900
3 Beds ⋅ 2 Baths
Clean and affordable Shope Gardens, Lower Swatara Township bi-level with updated kitchen, granite counters, ceramic tile backsplash and newer appliances. Upper level with open living room, dining room and kitchen area and lots of natural light. Stunning hardwood floors in living room and dining room. Remolded bath with pristine tub shower with surround installed by bath fitters with a tile floor. Three bedrooms in total with two on upper level and third on lower level with half bath that is great for guests. Spacious family room, utility room with work bench and another unfinished area that can be used for storage or finished for a den or hobby room. Updated mechanicals with 200 AMP electric box, gas hot water baseboard heat and central air conditioning. Covered rear patio, fenced level rear yard that is ideal for a pool, one car garage with concrete drive and parking pad for extra parking. Architectural shingled roof, updated maintenance free siding, thermal replacement windows and new front steel entry door. Super convenient location that is just minutes from Turnpike, I 283, I 83 and HIA making travel to Lancaster, Harrisburg and all destinations quick and easy. Seller has loved and maintained this home well so that all you need to do is move and unpack. Don’t let this home get away, make your move now!

1515 Spring Garden Dr, Middletown

Listing courtesy of RE/MAX Realty Select. Contact: 7175264300
$749,900
5 Beds ⋅ 4 Baths
Only a long-distance relocation makes this beautiful, well maintained 5-bedroom 3.5 bathroom home available. This is truly a multigenerational home that will give everyone their privacy and space. The fully finished and Permitted basement is the true gem, featuring a daylight design that floods the space with light. It has a walkout with separate entrance, separate kitchen, living room, dining room, study nook, movie theater, office, full bath and laundry room with a barn door that can be locked for total privacy. All hardwood floors on the second level. Updated kitchen with double oven and bright countertops and backsplash. Quartzite counters, and four-way faucets in all full bathrooms. Tesla EV charger installed on exterior. Additionally, there is a brand-new air-conditioning system installed in July 2026. New neutral paint throughout the home. Set on a generous 0.75-acre lot, the outdoor space offers endless possibilities for gardening, entertaining, or simply unwinding in nature. This is a must see to truly appreciate all it has to offer. This home is a lifestyle choice that embodies luxury, comfort, entertainment and convenience.

135 Asbury Loop, Middletown

Listing courtesy of Madison Real Estate Inc. DBA MRE Residential Inc.. Contact: 3028360600
$49,900
2 Beds ⋅ 2 Baths
Come check out this 2 bedroom 2 full bath mobile home in Mount Pleasant Trailer Park. Home needs some TLC but is in the well desired Appoquinimink School District. Schedule your appointments today!

25 Mount Pleasant Trailer Ct Unit #25, Middletown

Listing courtesy of RE/MAX Edge. Contact: 3024424200
Start Your Search