Middletown Homes for Sale

Middletown Homes for Sale

Welcome to Middletown, a charming gem nestled in the heart of the United States! Known for its rich history, vibrant community, and picturesque landscapes, Middletown offers a unique blend of small-town charm and modern convenience. With a population that values both tradition and innovation, this delightful city is the perfect place to call home.

Middletown boasts a variety of amenities, including beautiful parks, top-rated schools, and a thriving downtown area filled with boutique shops, cozy cafes, and local eateries. Residents enjoy a strong sense of community, often coming together for seasonal festivals, farmers' markets, and cultural events that celebrate the city’s heritage and diversity.

For those looking to settle down in this idyllic locale, there are numerous homes for sale catering to a range of lifestyles and budgets. Whether you’re searching for a quaint cottage on a tree-lined street, a spacious family home with a backyard oasis, or a contemporary condo with stunning views, Middletown has something for everyone. Many properties feature modern amenities, open floor plans, and beautiful outdoor spaces, making them perfect for both relaxation and entertaining.

With its welcoming atmosphere and an abundance of recreational activities, Middletown is not just a place to live; it’s a place to thrive. Explore the homes for sale today and discover the perfect property that will allow you to enjoy all that this wonderful city has to offer. Your dream home in Middletown awaits!

Newest Middletown Homes for Sale

$495,900
4 Beds ⋅ 3 Baths

4 Lindsay Ct, Middletown

Listing courtesy of BHHS Fox & Roach-Christiana. Contact: 3023681621
$670,000
4 Beds ⋅ 4 Baths
Situated on 2.45 acres and backing to a natural preserve, this 4-bedroom, 3.5 bath two-story home offers plenty of space inside and out. The main level features comfortable living areas and a three-seasons room overlooking the backyard. Upstairs, you'll find all four bedrooms, including the primary bedroom with a private en-suite bath. The finished basement provides additional flexible living space with a full bathroom and an area that could serve as a potential fifth bedroom, home office, gym or recreation space. Outside, enjoy an in-ground swimming pool and fenced area complemented by the peaceful natural setting. With generous indoor and outdoor space, this home offers versatility, privacy, and plenty of room to enjoy.

114 Nantucket Dr, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700
$725,000
4 Beds ⋅ 3 Baths
COMING SOON with interior photos and descriptions of all the upgrades................Just lovely!!!! This spectacular two story colonial style home located in the desirable community of Back Creek, an open foyer and nine foot first and second floor ceilings. Situated on .75 acres of beautifully landscaped grounds. Lets first take in the curb appeal.... then walk through the front door into a lovely foyer with hardwoods just refinished..... large dining room and living room welcoming you .... then the conservatory, just WoW!!!! this large room of windows is one of the prettiest rooms with some many options.... the 2 story family room with gas fireplace... the office is next to the family room.... the eat in kitchen has an extra large morning room/sunroom/ 2nd family room (whatever you want to call it).... this is the heart of the home. The 4 bedrooms upstairs and 2 full baths include a large primary suite with a soaking tub and separate shower....the other 3 bedrooms are of great size... the unfinished basement is waiting for you to finish if need be ....but the YARD, is spectacular!!!!! also this home is on a cul de sac....get ready for this beauty!!!!

108 Anna Ct, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
$759,900
4 Beds ⋅ 3 Baths
To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back charm of Delaware living, Monarch delivers the perfect balance of comfort, style, and convenience—all just minutes from Middletown’s shopping, dining, and entertainment. The Bethany is a spacious, highly customizable single-family floor plan by Schell Brothers, offering 3,028 to 6,824 sq. ft. of heated space, 4 to 8 bedrooms, and 2.5 to 6.5 bathrooms. Notable features include a courtyard-style garage, vaulted great room ceilings, and an optional first-floor owner's suite. Options include additional bedrooms, baths, and outdoor living spaces. Monarch’s HOA fee includes grass cutting on your property, curbside garbage and recycling services, common area maintenance including walking paths, landscaping, streetlights, entrance monuments, and all community amenities.

1121 Majesty Ln, Middletown

Listing courtesy of Compass. Contact: 3022029855
$459,900
4 Beds ⋅ 4 Baths
Welcome to this charming 4-bedroom, 3.5-bathroom single-family home in Middletown, where comfort meets style. The property showcases exceptional curb appeal with a newly installed roof (2020) boasting a 50-year warranty, new windows and skylights (2020), and a recently updated front door and storm door (2022). The widened driveway enhances convenience and adds to the home's inviting exterior. Inside, the main floor features a spacious primary suite complete with a walk-in closet organized by Closets by Design and a private, updated en-suite bathroom with a walk-in shower. The large living room with a vaulted ceiling provides an open and airy atmosphere, perfect for relaxation or entertaining. Adjacent to the living room is the dining room, located off the kitchen, both accessing the backyard via new sliding glass doors (2016). The main floor also includes a powder room with updated fixtures and direct access to the one-car garage. Upstairs, the home offers three additional bedrooms and a full bathroom, accommodating family or guests with ease. The finished lower level is a versatile space featuring a recreation/game room with a bar area, a full bathroom, and an additional room ideal for a private office, playroom, gym, or guest suite. The lower level also includes a dedicated laundry room. This is a must see! The backyard is fully fenced for privacy and includes a storage shed, a deck for outdoor gatherings, and ample space for play or gardening with a playset area. Enjoy serene views of the nearby pond from this delightful outdoor setting. This property offers a wonderful blend of modern updates and practical spaces, ready to welcome you home.

346 E Harvest Ln, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
$349,900
3 Beds ⋅ 2 Baths
Discover the charm of this delightful solid stone ranch-style home. With 3 bedrooms and 2 full bathrooms, this residence offers a perfect blend of comfort and functionality. The inviting interior features a traditional floor plan, complete with built-in appliances and solid wood flooring, creating a warm atmosphere throughout. Enjoy culinary adventures in the kitchens, with the lower level canning kitchen that features a huge walk in pantry! Upstairs hosts a bright kitchen with table space and electric cooktop and wall oven! This home boasts three fireplaces, each with unique features like marble and wood mantels, pellet stove insert and a wood burning stove in the sunroom/breezeway-perfect for cozy evenings. The partially finished basement provides additional living space, laundry, large closet for storage and an outside entrance, enhancing the home's functionality. Step outside to your private oasis on a generous 1-acre lot, complete with an above-ground pool and charming stone patio with cooking area (if you wish) or just to hang out with a fire in the fireplace . The attached garage offers convenience, while the paved driveway ensures easy access. Located in a suburban setting, this home is just a short distance from public transportation options, making commuting a breeze. With its blend of comfort, style, and practicality, this property is ready to welcome you home. With a newer roof, newer HVAC system, newer well pump & water treatment system, you don't have the worries of HUGE expenses PLUS, there is a one year HSA Home Warranty included. Don’t miss the opportunity to make this inviting space your own!

735 Rosedale Ave, Middletown

Listing courtesy of Howard Hanna Company-Camp Hill. Contact: 7179209600
$134,900
3 Beds ⋅ 2 Baths
Calling all investors and renovation enthusiasts! This 3-bedroom, 2-bath home in Middletown Borough offers a spacious layout, a two-car garage, and plenty of potential for the right buyer. The property requires moderate renovation and is best suited for all investors who are ready to take on their next project. Bring your vision, your tools, and your contractor—this one doesn't need heavy lifting, but the finished product could be well worth the effort. Property is being sold as-is.

232 Ulrich St, Middletown

Listing courtesy of Keller Williams Keystone Realty. Contact: 7177555599
$825,000
4 Beds ⋅ 4 Baths
Welcome to 411 Glenbrook Drive in the desirable Glenbrook community of Middletown. This home offers over 4,600 finished square feet of living space with a great layout, beautiful golf course views, and several recent updates. The main level features a two-story foyer, formal living and dining rooms, and a spacious kitchen with upgraded cabinetry, a large center island, and a bright morning room overlooking the surrounding landscape. The open living area features soaring ceilings, abundant natural light, and a welcoming space that is ideal for relaxing or entertaining. The main level primary suite offers convenience with an en-suite bathroom and generous closet space. The upper level includes additional bedrooms and flexible living areas to fit a variety of needs. The finished walk-out lower level provides additional space for recreation, a home office, or additional living areas. Outside, enjoy the patio and peaceful golf course setting that Glenbrook has to offer. Recent improvements include a brand new roof, new gutters, and an owned photovoltaic solar system that conveys with the property, providing energy efficiency and added value for the next homeowner. Conveniently located in Middletown with easy access to shopping, dining, commuter routes, and Frederick County schools, 411 Glenbrook Drive offers a combination of space, updates, and a desirable location.

411 Glenbrook Dr, Middletown

Listing courtesy of Real Estate Teams, LLC. Contact: 3016953020
$1,049,999
5 Beds ⋅ 4 Baths
Welcome to Parkside. As you drive in the main entrance you are welcomed with beautiful wing walls and manicured landscaping. Following down the main road to 8 acres of open space and a breathtaking clubhouse with outdoor pool and fitness center. Head to the exquisite street of 813 Sweet Birch where you will find one of Largest Schell Brother's homes in this stunning community. This well designed Henlopen model offers one of the most elaborate curb appeal one can imagine, from its grand look with stone frontage, stunning colored siding, front porch and balconies. As you enter the front door you can take in the whole entertainers dream home....two story foyer with crown moldings, hardwood floors throughout, a formal dining room with tray ceiling opening into the large two story GREAT ROOM with all stone fireplace. The open concept gourmet kitchen and sun room with gleaming natural light and plantation shutters throughout. The double glass French doors into a large office with a full bath. A FIRST FLOOR MASTER SUITE, with a French door out to the double patio and large stone outside fireplace. As we head upstairs to the 3 bedrooms and bathroom, every bedroom has walk in closets. The one bedroom that is 17x25 can be used as a bonus room. The fully finished basement has a large recreational room with a stunning custom wet bar that only Schell Brothers is known for. The media room also designed by Schell Brothers with it a 2 tier platform. An added in law suite with a custom shower and egress window was added. The walk out basement, the owned solar panels that make living in this 5800 sq foot home so affordable, the back up generator installed by Schell Brothers. The beautiful stone patio and fireplace in the fully fenced in private yard. The 3 car garage, the central vacuum the upgraded lighting fixtures from the Schell Brother's design center, full irrigation..... The list of upgrades are endless.

813 Sweet Birch Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
$949,000
5 Beds ⋅ 5 Baths
Welcome to this stunning home located in PARKSIDE the sough after neighborhood in Middletown, DE. Boasting 5 bedrooms and 5 full bathrooms, this spacious residence offers comfortable and elegant living. This 6 year old home features two levels of meticulously maintained living space and a walk out finished basement. The house maybe great but the outdoor oasis will leave you breathless... Step outside to enjoy the beautifully designed covered porch....hardscaping below in the fenced in yard and the views of the pond for sophisticated outdoor living. The landscaped yard is equipped with a lawn sprinkler system, ensuring lush greenery all year round, and is enhanced by thoughtfully placed exterior lighting. Lets head back inside, large front room, curved doorways, All white stunning kitchen with large island and eating area.....extra coffee bar area....large family room with fireplace, first floor bedroom with full bathroom.....head upstairs to 4 bedrooms and a large bonus room... Walk out basement is finished with a recreation room that has a pool table included, full bathroom, theater room fully equipped and a room partially finished to be creative with..... As a part of the Parkside community, there is an amazing pool and clubhouse with a gym.

558 Spring Hollow Dr, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
$659,000
4 Beds ⋅ 3 Baths
Sunday Open House Cancelled **OFFER DEADLINE:** Please submit your highest and best offer by 12:00 PM on Monday, 8/10. The seller will review all offers and plans to make a decision by Monday evening. Thank you! Welcome to 419 Skyview Drive, where thoughtful updates, exceptional outdoor living, and nearly an acre of privacy come together in one of the area's most desirable communities. Backing to HOA-owned open space that cannot be developed, this beautifully maintained home offers peaceful views, incredible privacy, and over $117,000 in improvements by the current owners. Luxury vinyl plank flooring flows throughout the first floor, creating a warm and cohesive feel. The heart of the home is the stunning custom kitchen, completely renovated by Middletown Kitchen & Bath in 2021. Designed for everyday living and entertaining, it features quartz countertops, an oversized center island, custom cabinetry with LED lighting, a pantry, beverage refrigerator, and premium GE Café appliances. The spacious island offers plenty of room for gathering with family and friends. The owners have also invested extensively in the home's major systems. A new roof was installed in 2019, and in 2021 the home received a new 120,000 BTU furnace and 5-ton, 14 SEER air conditioning system. Electric dampers provide dual-zone climate control, allowing the first and second floors to be independently heated and cooled. Additional updates include refreshed bathrooms, a smart thermostat, smart kitchen appliances, Govee permanent outdoor lighting, and an EV charging station. The outdoor living space is where this property truly shines. Spend summers relaxing beside the in-ground pool, entertaining family and friends, or enjoying peaceful evenings overlooking the protected open space. The pool features a newer liner, automatic robotic pool vacuum, new solar cover, updated filter components, and winter safety and solar covers. A charming 10' x 14' pool house with electricity offers space for entertaining and storage, with the refrigerator included. Outdoor speakers complete the backyard setting. Nature lovers will appreciate the protected woods behind the property, home to deer, foxes, rabbits, and other wildlife. Walking trails wind through the woods to a neighborhood pond and playground, offering outdoor recreation just steps from your backyard. The partially finished basement offers two finished rooms, including a dedicated home gym with rubber flooring. The unfinished portion provides abundant storage and a workshop area. The oversized insulated three-car garage includes built-in storage systems and a workbench. Additional features include public water with on-site septic, recently inspected and pumped, Verizon FiOS high-speed internet, underground downspout drainage extensions, updated first-floor trim and interior hardware, and fresh paint throughout much of the home. Included with the sale are the washer and dryer, pool equipment, remaining pool chemicals, pool house refrigerator, garage storage and shelving, TV mounts, picnic table, playset, basement workbench, blinds, and more.

419 Skyview Dr, Middletown

Listing courtesy of Century 21 Gold Key Realty. Contact: 3023695397
$639,900
3 Beds ⋅ 3 Baths
Escape to your own private mountain retreat just minutes from Middletown and downtown Frederick. Nestled on nearly one acre and bordered by protected conservation land, this beautifully updated authentic log home offers the perfect blend of privacy, natural beauty, and modern comfort. Enjoy easy access to Gambrill State Park, the Appalachian Trail, shopping, dining, and highly rated Middletown schools while coming home to sweeping views of South Mountain and Harpers Ferry Gap, where breathtaking sunsets become part of your everyday routine. Inside, you’ll find three spacious bedrooms, three full bathrooms, and warm, inviting living spaces rich with authentic log home character. Extensive updates throughout the home include the kitchen, bathrooms, bedrooms, family room, and beautifully refinished oak hardwood floors. The thoughtfully designed kitchen features granite countertops, a farmhouse sink, and quality finishes that perfectly complement the home’s rustic elegance. The HVAC system was replaced in 2016, and spray foam insulation provides enhanced comfort and energy efficiency year-round. The inviting living room is centered around a beautiful stone fireplace with a classic stone surround, while the home’s striking full-height exterior stone chimney showcases the timeless craftsmanship and enduring character of this exceptional log home. The walk-out lower level offers outstanding flexibility with abundant natural light, a private entrance, full bath, closet, and a cozy wood stove—making it ideal as a guest suite, recreation room, home office, or private living space. Outdoor living is every bit as impressive. Relax on the expansive two-level covered porches while enjoying your morning coffee, watching hummingbirds and butterflies, or simply taking in the peaceful mountain setting. Thoughtfully landscaped gardens and mature plantings create a private outdoor sanctuary that offers beauty throughout every season. The impressive two-story detached log garage is a remarkable extension of the property. Both the home and garage have been meticulously maintained, with the logs professionally sanded and re-stained to preserve their beauty and integrity. The expansive 28’ x 22’ lower level, complete with a private entrance and a large picture window overlooking the property, provides exceptional flex space for a music studio, art studio, home theater, fitness room, workshop, private office, hobby space, or future guest accommodations. Bright, inviting, and remarkably versatile, it’s a space that easily adapts to your lifestyle. A beautifully crafted entrance welcomes you with impressive natural stone steps, extensive low-maintenance stone landscaping, elegant stone walkways, and inviting patio spaces that blend seamlessly with the surrounding landscape. The oversized two-car detached log garage features a convenient side-door entrance, while its lower level offers a separate private entrance, adding even greater functionality and versatility. Every detail has been thoughtfully designed to enhance the property’s timeless mountain-lodge appeal. With no city taxes and no HOA, this extraordinary property offers the rare opportunity to enjoy the serenity of country living without sacrificing convenience. Whether you’re searching for a full-time residence, a peaceful weekend escape, or a one-of-a-kind mountain retreat, this exceptional home delivers timeless craftsmanship, modern updates, breathtaking scenery, and an unforgettable lifestyle that is rarely available. Showings begin August 13th, not before.

9124 Hawbottom Rd, Middletown

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