Middletown Homes with Paved Driveway Parking features

Welcome to Middletown, a vibrant gem nestled in the heart of the United States. Known for its friendly atmosphere and rich history, Middletown offers a unique blend of small-town charm and modern conveniences. With picturesque parks, bustling local businesses, and a strong sense of community, it’s no wonder that families and individuals alike are drawn to this delightful city.

Middletown boasts a variety of neighborhoods, each offering its own distinct character and appeal. From historic homes with classic architecture to contemporary builds, there’s something for everyone here. One of the standout features of many homes in this area is the paved driveway parking. Imagine coming home to a beautifully paved driveway, providing not only convenience but also enhancing the curb appeal of your property. Whether you have multiple vehicles, enjoy hosting guests, or simply appreciate the ease of access, these paved driveways are a practical and attractive feature that many homeowners cherish.

In addition to the welcoming homes, Middletown is surrounded by beautiful landscapes and recreational opportunities. With nearby parks, trails, and community events, residents can easily enjoy an active lifestyle while forging lasting connections with their neighbors. The city’s commitment to maintaining a family-friendly environment makes it an ideal place to settle down and create lasting memories.

If you’re considering a move to Middletown, you’ll find a community that not only welcomes you but also offers the perfect backdrop for your next chapter. Explore the homes with paved driveway parking and discover the comfort and convenience that awaits you in this charming city!

Newest Middletown Homes with Paved Driveway Parking features

$585,000

5 Beds ⋅ 3 Baths ⋅ DENC2111918 MLS

Village of Bayberry North Colonial ideally situated across from a lush community park and just one block from the beautiful neighborhood lake. This spacious, move in ready 5 bedroom 2 1/2 bath home offers more than 3,000 finished square feet of comfortable living space. The main level features a welcoming kitchen with granite countertops, stainless steel appliances, and a large breakfast bar that opens to the generously sized family room—an ideal space for relaxing with family or entertaining guests. A separate dining room and flexible living room/office provide additional room for gatherings, work, or everyday living. Upstairs, you’ll find four bedrooms, including a spacious owner’s suite, along with a bright, conveniently located laundry room. The finished basement adds even more versatility with a large recreation room and a fifth bedroom featuring an egress window. Enjoy outdoor living in the backyard, complete with a large patio and hardscaped fire-pit area—perfect for entertaining or unwinding. A two-car garage offers vehicle protection and additional storage, while the expansive driveway provides plenty of off-street parking. Bayberry North offers an exceptional community lifestyle with three playgrounds, tree-lined streets, walking paths, picnic pavilions, and a well-stocked community lake. Residents also enjoy access to a beautiful lake house available for community and private events. Conveniently located near shopping, restaurants, and the Appoquinimink School District, this home presents a wonderful opportunity to enjoy comfortable living in a thoughtfully planned and highly desirable community.

1173 S Olmsted Pkwy, Middletown

$375,000

6 Beds ⋅ 3 Baths ⋅ PADA2064272 MLS

2 homes on 1 lot!!! Exceptional flexibility on a spacious Lower Swatara Township property: a main residence, finished lower-level living space, and a separate second home on the same lot. The main residence offers a large living room, kitchen and dining area, five bedrooms, 2½ baths, and a three-season porch. The primary bedroom is set apart from the others and includes a walk-in closet, with a layout that flexes for offices, hobby spaces, or guests. Not to mention new carpet throughout! The lower level adds a finished living area, kitchen, full bath, additional room, storage, utility space, and its own exterior access — ideal for extended family or added privacy. A 20x35 pole barn with concrete floor, electric, and water hookup availability provides covered space for campers, vehicles, and projects. The separate second home includes two bedrooms and one bath and is currently tenant-occupied.. Outdoor spaces include a covered front porch, a 40' deck, a 10x10 deck connecting the handicap ramp to the three-season porch, and a back porch on the second home. Lower Swatara Township, Middletown Area School District.

834 Oberlin Rd, Middletown

$364,900

3 Beds ⋅ 3 Baths ⋅ DENC2111302 MLS

Lovely interior townhome in the popular Middletown community of Willow Grove Mill, as part of the highly sought after Appoquinimink School District. The main level boasts a large living room, spacious kitchen with center island, recessed lighting, breakfast area and half bath. The rear sliders open onto a spacious paver patio and fenced rear yard. Upstairs there are 3 good sized bedrooms, 2 baths and the laundry area. The primary suite features a sitting area, walk in closet and a private full bath with double sink. Other features include fenced rear yard, back patio and a 1-car garage with inside access. Plenty of overflow parking in the neighborhood. Home is close to convenient stores, restaurants, shopping, I95 and Christiana Hospital. Don't miss your opportunity to join this desirable Middletown Community! Please note: some photo's have been digitally enhanced and/or modified as the sellers move out of the property.

1040 Sherbourne Rd, Middletown

$219,900

2 Beds ⋅ 2 Baths ⋅ PADA2063206 MLS

Welcome to 403 S Union Street, a beautifully remodeled 2-bedroom, 1.5-bath townhome offering a fresh, move-in-ready feel with no association fees! Recent updates throughout include new flooring, fresh paint, new doors, and updated bathrooms, creating a clean and inviting interior. The spacious layout features generously sized rooms and a deck just off the kitchen, providing a great spot to relax or enjoy the outdoors. An oversized one-car garage offers plenty of room for parking and additional storage. With economical living, extensive updates, and no monthly association fees, this Middletown home is a great opportunity for buyers looking for comfort, convenience, and low-maintenance living.

403 S Union St, Middletown

$612,500

4 Beds ⋅ 4 Baths ⋅ DENC2110414 MLS

Welcome to 1023 Applecross Drive—where nearly new meets move-in ready in this sought after location of Middletown! Built in 2024 and offering 2,500 square feet of finished living space, this 4-bedroom, 3.5-bath home gives you plenty of room to spread out, gather together, entertain, and simply enjoy being home. Step inside and you'll immediately appreciate the fresh, modern feel. Luxury vinyl plank flooring, recessed lighting, and an easy-flowing layout create a space that feels comfortable and welcoming from the start. The open kitchen is a chef's dream, complete with quartz countertops, large island, and stainless-steel appliances. A convenient half bath and coat closet on the main level are small details that make everyday living just a little easier. Upstairs, the primary suite provides a comfortable place to retreat at the end of the day, complete with a private bath featuring a dual vanity and walk-in shower. Three additional bedrooms provide flexibility for guests, a home office, or hobby space. And with the laundry conveniently located on the second floor—and a washer and dryer already included—you can leave the laundry baskets upstairs where they belong! The finished basement area adds an entirely new level of living and entertaining space. Movie night may quickly become everyone's favorite night with a dedicated home theater and surround sound included. There's plenty of additional room to create the space that works for you, whether that's a game area, fitness space, home office, or a comfortable place for overnight guests. And when you're ready to get out of the house, there's plenty to enjoy without going far. Community amenities include a clubhouse, swimming pool, fitness center, and play area, while included lawn care means there's one less weekend chore competing for your time. Spend Saturday morning at the pool instead of behind the lawn mower—that sounds like a pretty good trade! At just two years young, 1023 Applecross Drive offers the appeal of newer construction without the wait. With generous living space, a finished basement, great entertaining areas, community amenities, and everyday conveniences already in place, all that's missing is someone ready to call it home. Come take a look, imagine yourself here, and see why 1023 Applecross Drive may be just the place you've been waiting for.

1023 Applecross Dr, Middletown

$665,000

4 Beds ⋅ 4 Baths ⋅ MDFR2088234 MLS

Welcome to this former model home on a spacious corner lot offering comfort, flexibility and inviting indoor and outdoor living. The main level features refinished hardwood floors, a dedicated office, a bright kitchen with granite counters and large island, and a family room with a wood-burning fireplace framed by a dramatic floor-to-ceiling brick surround. Just off the kitchen, the skylit three-season sunroom offers a peaceful retreat with electric heat. Upstairs, four bedrooms include a spacious primary suite with walk-in closet and renovated bath featuring a tub and separate shower. The fully finished and renovated basement adds a large recreation room with propane stove plus a separate flex room for guests, an office, workout space or hobbies. Outside, enjoy a fenced yard, maintenance-free deck with built-in bar counter, adjoining patio and fire pit, plus a side-load two-car garage. All this just a short distance to Middletown Park, downtown shops, restaurants, grocery shopping and the many amenities of this charming Main Street community.

301 Cone Branch Dr, Middletown

$559,900

3 Beds ⋅ 3 Baths ⋅ DENC2110286 MLS

Built in 2023, this stunning Active Adult Residence boasts 2,475 sq. ft. of thoughtfully crafted living space, featuring three spacious bedrooms and three full bathrooms, including a primary suite with a en suite bath and walk-in closet. Step inside to discover an open floor plan adorned with high-end finishes, including luxury vinyl plank flooring and recessed lighting. The gourmet kitchen is a chef's dream, equipped with stainless steel appliances, upgraded countertops, and an inviting island perfect for entertaining. The bright finished basement has a full bath and a walkout, even more living space and storage. The exterior features a screened in porch that backs to dedicated preserve space - the perfect spot for your morning coffee. You'll also find beautifully maintained sidewalks and street lights, enhancing the community's charm. Residents can indulge in the outdoor pool, while the association takes care of lawn maintenance, snow removal, and trash services, allowing for a carefree lifestyle. With an attached two-car garage and a paved driveway, convenience is at your fingertips. This home is not just a residence; it's a sanctuary that offers a perfect blend of comfort, elegance, and community living in a picturesque suburban setting. Experience the exclusive lifestyle that awaits you in this remarkable home.

1243 Gwynedd Dr, Middletown

$1,050,000

4 Beds ⋅ 4 Baths ⋅ MDFR2088452 MLS

Carefully reimagined between 2018 and 2021 with over $1.5M in updates, 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, 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 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 has 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. Sellers are sad to leave, as they finished it as their forever home.

19 E Main St, Middletown

$375,000

3 Beds ⋅ 3 Baths ⋅ DENC2109160 MLS

A true life, “not many homes like this come along” scenario … just waiting for YOU! Step inside the charm of a 1930s PORCHFRONT semi-detached, RENOVATED, blending timeless character with modern conveniences. Featuring 3 nicely-sized bedrooms and 2.5 bathrooms, this inviting home offers all that you want and all that you’ll need! From an OPEN-CONCEPT FLOORPLAN, to beautiful LUXURY VINYL PLANK FLOORING THROUGHOUT and plenty of THOUGHTFUL UPDATES, you’ll be ready to call this home. Noticed immediately upon entry, the SPACIOUS FIRST FLOOR features a family room/dining room combo with an UPDATED KITCHEN that is bright, fresh and perfect for everyday living. Plus a CONVENIENT HALF BATH AND MAIN FLOOR LAUNDRY that add hard-to-find and highly desirable functionality. Beyond the kitchen, you’ll find the cutest COZY SUN PORCH that overlooks the FENCED-IN YARD. Upstairs, you’ll find more rarities that set this home apart, including the PRIMARY EN-SUITE and the FULLY FINISHED, FULLY FUNCTIONAL THIRD FLOOR ATTIC. The 3 UPDATED BATHROOMS complete the overall fresh and modern feel. Rounding out the MAJOR UPDATES are the 3 year YOUNG ROOF & HEAT PUMP plus the VINYL REPLACEMENT WINDOWS. Outside, you’ll enjoy an adorable, sizable storage shed plus OFF-STREET PARKING. To find all of this, in an ULTRA CONVENIENT in-town location close/walkable to shops & dining, you’ll just have to see for yourself. And as you do, WELCOME HOME!

307 S Cass St, Middletown

$345,000

3 Beds ⋅ 2 Baths ⋅ PADA2062898 MLS

Welcome to 120 Wayne Ave! This brand-new rancher is sure to impress with its stylish finishes, thoughtful layout, and truly move-in-ready condition. Step inside to gorgeous LVP flooring and a bright, open-concept main living area where the living room, dining area, and kitchen flow seamlessly together. The stunning new kitchen features two-tone cabinetry, upgraded quartz countertops, a tiled subway-tile backsplash, new appliances, and a large island perfect for cooking, entertaining, or casual dining. Double glass doors provide easy access to the back deck and yard, bringing in plenty of natural light and creating an inviting connection to the outdoors. The main level offers three bedrooms and two full bathrooms, including a spacious primary suite with a beautiful private bathroom featuring a tiled walk-in shower and large stylish vanity. The additional two bedrooms share a well-appointed hall bathroom with a tub/shower combination. A convenient laundry area is located just off the kitchen for easy one-floor living. Since this home is completely new, you can enjoy the peace of mind that comes with a brand-new roof, electric HVAC system, hot water heater, electrical system, and more. Outside, you'll find front and rear yard space, plus an oversized detached one-car garage with an attached shed, providing excellent storage and plenty of room for a workshop, hobbies, or additional equipment. Conveniently located just off PA-230, this home offers easy access for commuters while being only minutes from downtown Middletown and close to the Susquehanna River and its many recreational attractions. Don't miss the opportunity to make this beautiful, brand-new home yours!

120 Wayne Ave, Middletown

$774,900

4 Beds ⋅ 4 Baths ⋅ MDFR2086740 MLS

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 ensuite 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. This wonderful home offers a combination of space, updates, and a desirable location - don't miss your opportunity to call this house, home!

411 Glenbrook Dr, Middletown

$600,000

3 Beds ⋅ 3 Baths ⋅ MDFR2086228 MLS

PRICE DROP $25K! SELLER SAYS GET IT SOLD! 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

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