Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming city nestled in the heart of the United States, where small-town charm meets modern conveniences. Known for its friendly community and picturesque landscapes, Middletown offers a delightful blend of urban amenities and natural beauty, making it an ideal place to call home.

Middletown boasts a rich history, with roots dating back to the 18th century. The city is adorned with beautifully preserved architecture that tells the story of its past, while also embracing contemporary developments that cater to today’s lifestyles. Residents enjoy a vibrant downtown area filled with unique shops, cozy cafes, and a variety of dining options that cater to every palate.

Nature lovers will find plenty to explore in Middletown’s surrounding parks and recreational areas. With miles of scenic trails, lush green spaces, and serene lakes, outdoor activities such as hiking, biking, and fishing are just a stone’s throw away. Families can take advantage of the many community events held throughout the year, fostering a strong sense of belonging and connection among residents.

Education is highly valued in Middletown, with excellent schools and educational programs that prepare students for success. The city also offers a variety of cultural attractions, including art galleries, theaters, and museums, making it a hub for creativity and expression.

Whether you’re looking to buy your first home, settle down, or invest in a property, Middletown is a place where you can thrive. Experience the warmth of this inviting community and discover why so many choose to make Middletown their forever home.

Newest Listings in Middletown

$540,000
4 Beds ⋅ 3 Baths
Experience the best of Shenandoah Valley living in this beautifully located home, where breathtaking sunset mountain views create the perfect backdrop to everyday life. Nestled in a quiet, dog-friendly community, you'll enjoy peaceful surroundings without sacrificing convenience. Ideally situated just minutes from I-81 and Route 66, this home offers an easy commute while keeping you close to everything you need. Spend weekends exploring local wineries, hiking trails, parks, and the natural beauty of the Shenandoah Valley, or enjoy the nearby restaurants, shopping, and everyday conveniences just moments away. Built in 2023, this residence boasts a spacious open. layout, perfect for modern living. The kitchen features quartz countertops, a central island, and stainless steel appliances, including a gas stove. With four generous bedrooms, including a main level bedroom, and additional loft this home offers ample space for everyone. The primary suite is a true retreat, complete with a walk-in closet and a luxurious bath. Enjoy the convenience of upper-floor laundry and thoughtful touches like recessed lighting throughout. Outside, the property is equally appealing. The lot backs onto an open common area, providing a sense of privacy, all highlighted by a stunning mountain view. Enjoy leisurely strolls along the nearby jog/walk path or relax in the beautifully landscaped rear yard. The attached two-car garage and concrete driveway offer plenty of parking and storage options. Additional features include school bus pick up within the neighborhood, a playground and sidewalks that enhance the neighborhood's charm. With common area maintenance and management included in the association fee, you can enjoy a low-maintenance lifestyle. This home is not just a place to live; it’s a place to thrive.

102 Curtain Fall Dr, Middletown

Listing courtesy of Century 21 Redwood Realty. Contact:

$685,000
5 Beds ⋅ 4 Baths
Welcome to this stunning 5-bedroom, 3.5-bathroom home located in the highly desirable Cantwell Ridge neighborhood. Situated on a spacious corner lot, this home offers the perfect blend of comfort, functionality, and space for everyday living and entertaining. The main level features a private primary suite conveniently located just off the living room, complete with a spacious en-suite bathroom featuring dual vanities. As you enter the home, you're welcomed by a formal dining room, ideal for hosting family gatherings and special occasions. The adjacent kitchen overlooks the impressive living room with soaring ceilings, creating an open and inviting atmosphere. Just beyond the living area, you'll find a bright and spacious sunroom that overlooks the fully fenced backyard. Step outside to enjoy your own private retreat featuring an in-ground pool, a patio perfect for entertaining, and a storage shed for added convenience. The partially finished basement expands the home's living space with a large bedroom, a full bathroom, and an egress window, making it an ideal guest suite, recreation area, or additional living quarters. Upstairs, you'll find three generously sized bedrooms, each offering ample closet space, along with a full hall bathroom to accommodate family and guests. With its desirable location, thoughtful layout, and exceptional indoor and outdoor living spaces, this home is one you won't want to miss. Schedule your private tour today!

200 Drawyers Dr, Middletown

Listing courtesy of BHHS Fox & Roach-Greenville. Contact: (302) 571-8855
$575,000
4 Beds ⋅ 3 Baths
Coming Soon! Showings start Saturday, Aug 1st. Welcome to this nicely maintained 4-bedroom, 2.5-bath home, the largest model in the community, featuring neutral décor throughout and numerous recent updates. Major improvements include a new tankless gas water heater (2026), and new luxury vinyl plank flooring in the kitchen and primary bath (2026) dual zone HVAC (2025 & 2018) , and Roof replacement in 2018. Enter the main level into the 2-story foyer. On your right is the first floor office that provides the ideal work-from-home space. To your left are the living room and dining room, and then the eat-in kitchen which features a center island for additional work space, quartz countertops, stainless steel appliances. It opens seamlessly to the inviting family room. It also has a newer slider door (2019) that exits to the deck and fenced rear yard. Upstairs you will find the generously-sized primary suite featuring a private bath with soaking tub, separate shower, dual vanities, and an oversized walk-in closet. The conveniently located laundry, three additional bedrooms and another full bath complete the second level. The finished basement offers exceptional flexibility with a large game room, an additional bonus room with a closet, that can serve as a fifth bedroom, office, or hobby space, plus abundant storage in the unfinished area. Rough-in plumbing is already in place for a future third full bathroom. Outdoor living is equally impressive with a maintenance-free deck with a retractable awning, rear patio with privacy fencing and existing electric for a hot tub, thoughtfully landscaped backyard lined with Arborvitaes for added privacy, split-rail fencing, and an included storage shed. Located in the highly sought-after Appoquinimink School District, this home offers a convenient location close to shopping, dining, parks, and major commuting routes. This wonderful home combines space, comfort, and thoughtful updates—don't miss the opportunity to make it yours! Notes: Sq ftg was taken from NCC website. Buyer should satisfy themselves as to it's accuracy. Property receives Town of Middletown services.

116 E Minglewood Dr, Middletown

Listing courtesy of RE/MAX Elite. Contact: 3022342500
$569,000
3 Beds ⋅ 2 Baths
Move right into this stunning K. Hovnanian Magnolia home located in the highly desirable Four Seasons at Silver Maple Farm community in Middletown! You will be immediately greeted by the stone front, lush curb appeal and charming covered front porch. Continue your tour inside where you’ll find your gourmet kitchen with luxury granite countertops, custom tile backsplash, recessed lighting, extended cabinets with crown molding, and upgraded stainless steel appliances. Solid hardwood flooring flows beautifully throughout all the living spaces. The open concept floor plan with recessed lighting is perfect for entertaining. Enter the living room that offers breathtaking vaulted ceilings and gas fireplace centerpiece. This home is perfect for one floor living with a main-floor laundry and a convenient office/third bedroom. Your spacious primary bedroom with massive wall-to-wall walk-in closet, en-suite with double vanities and extra wide tiled walk-in shower. A second bedroom and a full bathroom with tile surround are also on this level. The outdoor space offers an extended composite deck and backs up to private lush green space, perfect for relaxing or entertaining. Four Seasons at Silver Maples Farms amenities can’t be beat with an expansive clubhouse, a calendar of engaging activities for residents, along with indoor amenities that include community gathering space, kitchen, hearth room, fitness center, card room, yoga room, billiards room, ping-pong room and a theater room. Outdoor amenities include the swimming pool with Tiki bar and BBQ area, tennis and pickle ball courts, bocce and horseshoe courts, miles of walking trails and a community garden. No need to worry about lawn care as it is included! Located a short drive to major highways like Route 1 and I-95, Delaware Beaches, main waterways, popular shopping, dining and more. Schedule your tour today!

239 Silky Dogwood Ln, Middletown

Listing courtesy of Crown Homes Real Estate. Contact: (302) 504-6147
$814,900
4 Beds ⋅ 3 Baths

202 Stover Ct, Middletown

Listing courtesy of Homecoin.com. Contact: 8884002513
$370,000
2 Beds ⋅ 3 Baths
Welcome to 421 Wilmore Drive—where elegance, comfort, and an exceptional location create the perfect place to call home. Situated in the highly acclaimed Appoquinimink School District, this meticulously maintained townhome showcases true pride of ownership and is ready for its next chapter. From the moment you arrive, you'll appreciate one of the community's most desirable homesites. With no homes directly behind, this premium lot offers added privacy and peaceful views that are difficult to find. Enjoy breathtaking pond views from the private second-floor balcony—the perfect setting for morning coffee, quiet evenings, or simply unwinding after a long day. Step inside to discover a bright and inviting foyer featuring hardwood flooring and direct access to the attached one-car garage. The open-concept floor plan seamlessly connects the spacious great room to a beautifully appointed kitchen designed for both everyday living and effortless entertaining. Abundant cabinetry, expansive counter space, and newer appliances create a functional workspace any home chef will appreciate. Outdoor living is equally impressive. The oversized paver patio overlooks a fully fenced backyard with open space beyond, creating an ideal setting for summer barbecues, family gatherings, or relaxing under the stars. Upstairs, elegant wainscoting leads to a versatile loft that's perfect for a home office, reading nook, or additional living space. The expansive owner's suite is a private retreat featuring an impressive 6' x 11' custom walk-in closet with professional organizers and a spa-inspired ensuite bath complete with a soaking tub, double vanity, private water closet, and an upgraded glass-enclosed tiled shower—a luxury enhancement rarely found in this model.The generously sized second bedroom features its own private full bath and convenient access to the second-floor laundry room with additional storage. A salt-free whole-house water filtration system provides added comfort and value. Located just minutes from Route 1 and major commuting routes to Wilmington, Philadelphia, Dover, and the Delaware beaches, you'll also enjoy easy access to shopping, restaurants, parks, and everything that makes Middletown one of Delaware's most desirable places to live. Beautifully maintained, thoughtfully upgraded, and perfectly located, 421 Wilmore Drive is more than a home—it's a lifestyle. Don't miss your opportunity to make this exceptional property yours. Schedule your private tour today!

421 Wilmore Dr, Middletown

Listing courtesy of RE/MAX Edge. Contact: 3024424200
$495,000
2 Beds ⋅ 2 Baths
Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, this beautifully maintained 1,778-square-foot ranch home offers an inviting open-concept floor plan with hardwood flooring throughout most of the main living areas and brand new carpeting in the bedrooms. The spacious kitchen flows seamlessly into the living and dining spaces, while a stunning sunroom with a cathedral ceiling fills the home with natural light and provides the perfect place to relax. The primary suite features a tray ceiling, a private full bath, and generous closet space, while a second bedroom and full bath offer comfort for guests. High-end real wood plantation shutters, a nearly $9,000 upgrade, add timeless style and elegance throughout the home. Enjoy the welcoming front porch, entertain on the low-maintenance composite deck, and appreciate the peace of mind that comes with a new HVAC system installed in 2021. Complete with a two-car garage and situated on a .17-acre lot, this exceptional home combines quality upgrades, thoughtful design, and the active lifestyle that makes Spring Arbor one of Middletown's most desirable 55+ communities.

623 Garden Gate Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
$368,000
3 Beds ⋅ 3 Baths
Welcome to 406 Wilmore Drive in the desirable Willow Grove Mill community of Middletown, Delaware! This beautiful 3-bedroom, 2.5-bath home is located in the highly acclaimed Appoquinimink School District and offers the perfect blend of comfort, style, and convenience. Step inside to an inviting open-concept main floor, designed for both everyday living and effortless entertaining. The seamless flow between the living, dining, and kitchen areas creates a warm, welcoming space where family and friends can gather. Upstairs, the spacious primary suite offers a peaceful retreat, complete with a private porch—the perfect place to enjoy your morning coffee or unwind after a long day. Conveniently situated just minutes from Route 1, public transportation, gas stations, and an abundance of shopping, dining, and everyday conveniences, this home puts everything you need within easy reach. Whether you're searching for your first home or your forever home, 406 Wilmore Drive offers the lifestyle you've been looking for. Home is where memories are made—come make yours in Willow Grove Mill.

406 Wilmore Dr, Middletown

Listing courtesy of EXP Realty, LLC. Contact: 8885434829
$330,000
3 Beds ⋅ 3 Baths
COMING SOON! Rarely Available – Beautifully maintained, 3 bedroom, 2.5 bath End-Unit townhouse in the highly desirable community of Middletown Village. Boasting over 2,000sf, this is one of the largest townhouses in the neighborhood and it is loaded with updates. YOU DON'T WANT TO MISS THIS ONE! Stay tuned for Professional Pictures and to schedule your showing!

286 Liborio Dr, Middletown

Listing courtesy of RE/MAX Associates-Wilmington. Contact: 3024773900
$250,000
3 Beds ⋅ 2 Baths
Welcome to 113 Brown Street, where classic ranch-style living meets modern updates in the heart of Middletown. OPEN HOUSE THURSDAY 7/30 5-7PM. Completely remodeled in 2022, this move-in ready home features luxury vinyl plank flooring throughout, clean-lined wood cabinetry, a brand-new gas range and refrigerator, first-floor laundry, three comfortable bedrooms, and two full bathrooms. Sunlight pours through the windows, reflecting beautifully off the flooring and creating a warm, inviting atmosphere. Cozy up by the wood-burning fireplace on chilly evenings while enjoying the efficiency of natural gas heat, and rest easy knowing the home also received a new roof, furnace and central air during the 2022 renovation. Outside, a mature magnolia tree provides welcome shade over the rear deck, creating the perfect spot to relax or entertain. The oversized detached one-car garage offers exceptional versatility with a dedicated workshop and storage area, complemented by two additional paved parking spaces. Located just steps from Kuppy's Diner, The Brownstone Restaurant, Jak Frost Frozen Desserts, Hoffer Park, Middletown/Hummelstown Rail Station, the Middletown Amtrak station, and local shops, this property combines small-town charm with outstanding convenience. Harrisburg International Airport, Penn State Harrisburg, and major highways are all just minutes away. Adding even more value, the property is commercially zoned, offering exciting possibilities for a variety of future uses, and is part of the Frey Trust. The sale also includes the adjacent parcel at 115 Brown Street (additional .04 acres), providing additional space and opportunity rarely found in such a desirable in-town location. Check out the virtual tour here: https://vimeo.com/1213766272

113 Brown St, Middletown

Listing courtesy of Iron Valley Real Estate of Central PA. Contact: 7175630008
$594,000
4 Beds ⋅ 3 Baths
Well cared for beautiful 4 Bedroom, 2 Bath Home on Nearly One Acre in Desirable Fox Hunter Crossing on almost an acre of land, with an inground pool and diving board. This elegant 4 bedroom home blends classic architectural details with warm, inviting spaces perfect for everyday living and memorable gatherings. In addition a new roof was installed 2 years ago. A two story foyer welcomes you with hardwood floors and a turned staircase that sets a gracious tone. The heart of the home is the beautiful eat in kitchen, offering 42" cabinetry, abundant workspace, and seamless flow into the step down family room. Here, cathedral ceilings, skylights, arched windows, and a wood burning fireplace create a bright, dramatic space ideal for relaxing or entertaining. The main level also features a formal living room, formal dining room, and a first floor study enhanced with french doors and crown molding, perfect for working from home. A convenient laundry and mudroom complete the first floor, with sliding doors leading to a large deck overlooking the private, fenced in backyard. Upstairs, the primary suite is truly a retreat. Enjoy a spacious bedroom with a separate sitting area, his and hers walk in closets, and a luxurious bath featuring a double vanity, soaking tub, and separate shower. Three additional comfortable bedrooms and a full hall bath complete the second floor. Additional highlights include a 3 car turned garage, extra large laundry room, 9' ceilings, and a welcoming front porch that adds charm and curb appeal. And we will save the best for last! Enjoy your new home with a beautiful indoor pool installed in 2018. See it, you will want it.

109 Colonel Clayton Dr, Middletown

Listing courtesy of Patterson-Schwartz-Hockessin. Contact: 3022393000
$579,900
3 Beds ⋅ 2 Baths
Welcome to this beautiful 3BR/2BA ranch home in one of Middletown's premier 55+ community at Four Season at Silver Maple. This model features a spacious floor plan with 2372 sq ft of living space on the main level, and an additional 1178 sq ft in the partially finished basement. Curb appeal abounds with the stacked stone accents, modern carriage-style garage door, huge 16’ x 22’ maintenance-free deck with under-deck storage, an irrigation system to keep your grass looking green, and a premium lot backing to community open space. As you enter the home, you’ll be greeted with gleaming hardwood floors flowing throughout most of the main level, and a lots natural and recessed lighting. The gourmet kitchen boasts a stainless steel wall oven & microwave combo, gas cooktop, and a large angled island with sink and bar top seating opening up to the living room and dining areas. The perfect layout for entertaining family and friends and hosting holiday get-togethers. The extra-large primary bedroom suite has his/hers walk-in closets, double vanities separated by a makeup counter, tiled floors, and an enlarged tiled shower with a bench and glass shower doors. Additionally, there are 2 guest bedrooms, one with French doors, doubling as a convenient home office. Other features are a main floor laundry with included front-loading washer & dryer, 2-car garage with epoxy-coated floors, and the expansive recreation room in the finished basement. The unfinished areas offer ample storage, and 2 of the spaces currently act as a home gym and workshop. The community clubhouse provides a calendar of welcoming and engaging activities for residents, along with indoor amenities that include a café/kitchen, hearth room, fitness center, card room, yoga room, billiards room, ping-pong room, and a theater room. Outdoor amenities include the swimming pool with Tiki bar and BBQ area, tennis and pickle ball courts, bocce and horseshoe courts, several miles of walking trails and a community garden. Proximity to Rt 1 & Rt 13 make it within easy driving distance to everything Delaware has to offer – only 45 minutes to the Philly airport and less than an hour to sand-filled beaches.

171 Silver Maple Rd, Middletown

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