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 and vibrant community, Middletown offers a perfect blend of small-town charm and modern conveniences. With tree-lined streets, friendly neighbors, and a welcoming atmosphere, this city is an ideal place for families, young professionals, and retirees alike.

Middletown boasts a variety of parks, recreational facilities, and cultural attractions, making it a fantastic place to call home. Residents enjoy easy access to local shops, restaurants, and entertainment options, ensuring that there’s always something to do. The city's commitment to community events fosters a strong sense of belonging, with seasonal festivals and farmers' markets bringing people together throughout the year.

For those considering a move to Middletown, the real estate market offers an array of homes for sale that cater to diverse tastes and budgets. From charming historic homes with character to modern new builds equipped with the latest amenities, there’s something for everyone. Whether you’re looking for a cozy bungalow or a spacious family home, Middletown’s housing options are sure to impress.

The city’s excellent schools and low crime rates further enhance its appeal, making it a safe and nurturing environment for raising children. With its picturesque scenery and strong sense of community, Middletown is not just a place to live; it’s a place to thrive. Explore the homes for sale in this delightful city and discover the perfect backdrop for your next chapter!

Newest Middletown Homes for Sale

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

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

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

4 Beds ⋅ 3 Baths

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 made by the current owners. From the moment you step inside, you'll appreciate the attention to detail. Luxury vinyl plank flooring flows throughout the entire 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 both everyday living and entertaining, it features quartz countertops, an oversized center island, custom cabinetry with under and above cabinet LED lighting, a pantry, beverage refrigerator, and premium GE Café appliances. The spacious island offers plenty of room for gathering with family and friends, making it the true centerpiece of the home. The current owners have invested extensively in the home's major systems for years of worry-free ownership. 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 were added to create dual-zone climate control, allowing the first and second floors to be independently heated and cooled for improved comfort and efficiency. Additional updates include beautifully refreshed bathrooms, a smart thermostat, smart kitchen appliances, Govee permanent outdoor lighting, and an EV charging station. The outdoor living space is truly where this property shines. Imagine spending your summers relaxing beside the sparkling in-ground pool, entertaining family and friends, or enjoying peaceful evenings overlooking the protected open space behind the home. The backyard offers exceptional privacy and a resort-like setting that is difficult to find. The pool has been meticulously maintained with a newer liner, automatic robotic pool vacuum, new solar cover, updated filter components, and both winter safety and solar covers. A charming 10' x 14' pool house with electricity provides endless possibilities for entertaining, serving refreshments, storing pool equipment, or creating your own backyard retreat. Outdoor speakers help set the perfect atmosphere for gatherings, while the refrigerator in the pool house is included with the sale. Nature lovers will appreciate the incredible setting. The protected woods behind the property are home to deer, foxes, rabbits, and other wildlife, creating beautiful views throughout the year. Walking trails wind through the woods to a neighborhood pond and playground, offering opportunities for evening walks and outdoor recreation just steps from your backyard. Morning coffee on the porch and evenings spent poolside are among the sellers' favorite memories of living here. The partially finished basement adds even more flexibility with two finished rooms, including a dedicated home gym with rubber flooring. The unfinished portion provides abundant storage space along with a workshop area, making it ideal for hobbies, seasonal storage, or future expansion. The oversized insulated three-car garage includes built-in storage systems and a workbench, providing plenty of room for vehicles, tools, and recreational equipment. Additional features include public water with on-site septic, recently inspected and pumped, Verizon FiOS high-speed internet, underground downspout drainage extensions, updated trim throughout the first floor, updated 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, shelving, TV mounts, picnic table, playset, basement workbench, blinds, and more. The neighborhood is known for its quiet streets, minimal through traffic, neighborhood events,& More

419 Skyview Dr, Middletown

Listing courtesy of Century 21 Gold Key Realty. Contact: 3023695397

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

2 Beds ⋅ 1 Baths

Welcome home to this beautifully renovated ranch in the heart of Middletown Borough! Offering 2 bedrooms and 1 fully updated bathroom, this charming home blends modern updates with timeless character. Gorgeous hardwood floors flow throughout the main level, while the renovated kitchen features gas cooking, a dishwasher, and stylish finishes that make everyday living a breeze. Step outside to enjoy the fully fenced backyard—perfect for pets, play, or hosting friends and family. Relax on the spacious concrete patio illuminated by charming string lights, creating the perfect setting for evening gatherings. A detached one-car garage provides additional storage and convenience. Need even more space? The beautifully finished basement offers endless possibilities for entertaining, a media room, home office, or workout area. Enjoy peace of mind with major updates already completed, including a new roof installed in 2022 and a newer water heater. Whether you’re a first-time homebuyer, looking to downsize, or simply searching for a move-in-ready home, this Middletown Borough gem is one you won’t want to miss. Schedule your private showing today!

217 Hoffer St, Middletown

Listing courtesy of Keller Williams of Central PA. Contact: 7177614300

4 Beds ⋅ 3 Baths

Just minutes from Chesapeake City, set on over an acre of flat, beautifully landscaped land in a well-established and sought-after neighborhood, this spacious 4-bedroom, 2.5-bath home offers the space and updates today's buyers are looking for. Upon entering, you're greeted by a formal dining room to the right, perfect for hosting holidays and special occasions, while a spacious room to the left offers an ideal home office or flex space to suit your needs. The kitchen was renovated in 2019 with crisp white cabinetry, granite countertops, stainless steel appliances, and a sleek induction cooktop. A charming bump-out creates the perfect spot for a sun-filled breakfast nook, ideal for casual everyday dining. The kitchen flows seamlessly into the adjoining family room, perfect for entertaining and everyday living alike, with a deck accessible from both the kitchen and family room, offering effortless indoor-outdoor living. Luxury vinyl flooring runs throughout, adding warmth and durability. Just off the kitchen, a convenient hallway houses the first-floor half bath, a dedicated laundry area, and direct access to the 2-car garage — everyday functionality designed for the way you live. Upstairs, you'll find all 4 bedrooms, including a spacious owner's suite complete with a walk in closet and a full bath featuring a soaking tub — your own private retreat at the end of the day. The partially finished basement offers flexible bonus living space, plus a large storage area housing the HVAC system — ideal for keeping things organized and out of sight. Outside, is a fully fenced backyard featuring mature landscaping and a cozy fireplace sitting area, perfect for relaxing evenings or entertaining guests year-round. A separate fully fenced area offers the perfect spot for a garden. With room to spread out both inside and on over an acre of land, this home combines comfort and updates throughout. Don't miss your chance to make it yours!

62 Millwood Dr, Middletown

Listing courtesy of Foraker Realty Co.. Contact: (484) 406-3004

3 Beds ⋅ 3 Baths

Escape the ordinary with this one-of-a-kind mountain-inspired retreat set on more than 5 secluded acres of mature woodland. Designed to embrace its natural surroundings, this distinctive chalet welcomes the outdoors in with dramatic vaulted ceilings, walls of windows, and multiple skylights that fill the home with sunlight while showcasing peaceful forest views from nearly every room. The inviting great room is centered around a beautiful fireplace, creating the perfect gathering place, while rich hardwood flooring and natural finishes enhance the home's warm, rustic charm. Step outside onto the expansive wraparound deck, where you can enjoy the sights and sounds of nature, entertain guests, or simply relax in complete privacy. The updated kitchen features granite countertops and stainless-steel appliances including gas cooking, offering modern functionality without sacrificing the home's unique character. An oversized detached two-car garage provides exceptional space for vehicles, a workshop, outdoor equipment, or additional storage. Offering the rare combination of privacy, distinctive architecture, and everyday convenience, this exceptional property feels like a secluded woodland retreat while remaining only about 15 minutes from Middletown's restaurants, shopping, and Middletown schools. Recent improvements include a new roof and skylights (2020), stove and microwave (2021), water softener and neutralizer (2022), and refrigerator (2025). Better see it soon before someone else gets to call it home!

6838 Mountain Church Rd, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3016441086

5 Beds ⋅ 4 Baths

Introducing Freestone's largest floorplan, the Amesbury. Offering 5 bedrooms, 3.5 bathrooms, and over 3,400 square feet of thoughtfully designed living space. From the moment you step inside, you'll appreciate the open-concept layout, ideal for both everyday living and entertaining. The heart of the home is the gourmet kitchen, featuring quartz countertops, stylish Hazelnut cabinetry with a contrasting black island, a designer tile backsplash, and stainless-steel appliances. The spacious great room with a cozy fireplace flows seamlessly into the dining area, creating the perfect gathering space for family and friends. Upstairs, retreat to the luxurious owner's suite complete with a tray ceiling, dual walk-in closets, and a spa-inspired bathroom featuring a relaxing soaking tub. This home also includes the optional fifth bedroom, a private bath for Bedroom 2, and a convenient second-floor laundry room, offering flexibility for guests, multigenerational living, or a growing family. Additional highlights include elegant oak stairs with open railings, durable luxury vinyl plank flooring, and a walk-up basement ready for future expansion or storage. Located in Freestone Village, this exceptional home offers the perfect combination of modern design, quality finishes, and the convenience of living in the highly sought-after Appoquinimink School District. Schedule your tour today and discover everything this incredible home has to offer! *Pictures are artificially rendered and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6033 Freestone Blvd, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

4 Beds ⋅ 4 Baths

***Solar panel is owned***Welcome to the sought after Middletown community of The Estates at Dove Run! Move right in, just in time to enjoy the heated fiberglass pool this summer! Enjoy this home all year long starting with the amazing outdoor space of the heated pool and hot-tub right off the updated Trex deck. There is a patio and a pool patio to accomodate all your guests. The front porch offers you an amazing pond view for those summer evenings. Upon entering the home, the two story freets you flanked by an open formal living room and dining room. Spacious family room with gas fireplace and eat in kitchen in the rear of the home. Updates on the main floor incude all flooring, paint, remodeled bath and laundry, remodeled fireplace hearth, updated lighting and a new back door to the deck. The kitchen offers oak 42" cabinets, granite countertops .Just behind the kitchen is the spacious laundry with mudroom and access to the 2-car garage.The garage offers EV charging station and an electric opener. On the second floor and you will find a surprising spacious loft next to the enormous master bedroom, three additional bedrooms, and unexpected closet spaces! The master bedroom features an expansive master closet, plenty of natural light from windows, and a luxurious bathroom with jetted tub and shower, it has been updated with new fixtures and lights. Finally , head downstairs to the finished basement with a full bathroom and wet bar, perfect for a game room, and additional entertaining space with double doors heading to your pool area. If this home doesn't catch your attention yet, the owned solar system and generator is sure to complete the desirable package! This home is spacious, updated, offers great space and features and is economical to live in!

313 Autumn Ct, Middletown

Listing courtesy of BHHS Fox & Roach - Hockessin. Contact: (302) 999-9999

4 Beds ⋅ 5 Baths

Welcome to 6035 Freestone Boulevard at Freestone Village, where luxury, space, and thoughtful design come together in one exceptional home. This beautifully upgraded Grier floorplan offers over 3,000 square feet of living space plus a finished basement with its own full bath, making it ideal for growing families, entertaining, or multigenerational living. The open-concept main level is designed for everyday living and hosting alike, featuring a gourmet kitchen, quartz countertops, soft close cabinetry, and a spacious island. The morning room extension off the kitchen fills the home with natural light and creates additional living and gathering space overlooking the backyard. Upstairs, the luxurious owner's suite provides a relaxing retreat with an oversized walk-in closet. Three additional bedrooms, including a secondary bedroom with its own private en-suite bath, plus a centrally located laundry room completes the second floor. The finished basement adds even more flexible living space with a large recreation room and a full bathroom—perfect for a home theater, fitness area, game room, or additional guest accommodations. Additional premium features include oak stairs with open railing, designer tile selections, stainless-steel appliances including refrigerator, washer, and dryer, and a prime location in the award-winning Appoquinimink School District with easy access to shopping, dining, and major commuter routes. *Pictures are of model home from a sister community and for representational purposes only. There is a sales trailer on-site. Please see New Home Consultant for details. Taxes to be assessed after settlement. Realtor representation must be acknowledged on the first interaction with Lennar, and the agent must accompany their client on the first visit.

6035 Freestone Blvd, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339

6 Beds ⋅ 5 Baths

More details Coming Soon

507 Ibis Ct, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8885434829

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