Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming city nestled in the heart of the United States, where small-town warmth meets vibrant community spirit. Known for its rich history and picturesque landscapes, Middletown offers a unique blend of modern amenities and traditional values, making it an ideal place to call home.

Middletown boasts a diverse array of neighborhoods, each with its own character and charm. From tree-lined streets adorned with quaint homes to bustling commercial districts, residents enjoy a harmonious balance of tranquility and urban convenience. The city is renowned for its excellent schools, making it a perfect choice for families seeking quality education and a nurturing environment for their children.

Nature enthusiasts will find plenty to love in Middletown, with numerous parks and recreational areas that invite outdoor activities year-round. Whether it’s hiking along scenic trails, picnicking in lush green spaces, or enjoying community events in the park, there’s always something happening in this lively city.

Cultural attractions abound, from local art galleries to historical landmarks that tell the story of Middletown’s rich heritage. The city hosts a variety of festivals and events throughout the year, fostering a sense of community and connection among residents.

With its friendly atmosphere, thriving local businesses, and a strong sense of community, Middletown is not just a place to live—it's a place to thrive. Whether you are looking to buy your first home, invest in property, or simply explore the area, Middletown welcomes you with open arms and endless possibilities. Discover the charm of Middletown today, where your dream home awaits!

Newest Listings in Middletown

$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. 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
Beautiful 4 Bedroom, 2 Bath Home on Nearly One Acre in Desirable Fox Hunter Crossing Set on a generous, private lot in the sought after Fox Hunter Crossing community, this elegant 4 bedroom home blends classic architectural details with warm, inviting spaces perfect for everyday living and memorable gatherings. 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
$625,000
4 Beds ⋅ 3 Baths
This beautiful home is located in the much sought after community of Summit Farms and the Appoquinimink School District! The Kitchen is at the heart of the home and offers a center Island, Quartz (solid surface) countertops, Stainless Steel appliances and Harwood Floors. There is also a large Breakfast Room with French Doors leading to the Florida Room with an abundance of windows. The Family Room is adjacent to the Kitchen and offers Vaulted Ceilings, a Gas Fireplace and Sliding Glass Doors leading to the expansive deck. The Dining Room is also adjacent to the Kitchen and offers plenty of room for all your gatherings. The Living Room is open to the Dining Room which makes entertaining a cinch! Work from home? An office with beautiful French Doors, Bead Board and Crown Molding. There is also a Powder Room and generous size Laundry Room on the Main Level. Upstairs you will find the Primary Bedroom with a grand Double Door entry, a Vaulted Ceiling, a separate Sitting Room and 2 Walk In Closets. The Primary Bathroom offers a double vanity, a soaking tub and a separate shower area. There are also 3 other generous size bedrooms and a full bath on this upper level. The Basement has 2 large Recreation Rooms with Luxury Vinyl Flooring. There is also a Workshop area with a Bilco Door. Outside the home you will find a 16x16 Deck with Pergola for all your outdoor entertaining. The home sits on .54 acres and has endless possibilities. The Front Porch is perfect for taking in views of the Community Open Space directly across the street. There is also a shed for all your storage needs. Make your appointment to see this home today; you will be glad you did!

259 Sheats Ln, Middletown

Listing courtesy of The Moving Experience Delaware Inc. Contact: 3022410899
$730,000
3 Beds ⋅ 3 Baths
Welcome to 289 Reliance Woods Dr – a thoughtfully designed, all-brick rancher on 3 peaceful acres in the heart of Reliance Woods. Built with long-term comfort in mind, this one-level home offers a spacious, accessible layout ideal for everyday living and aging in place. Wide doorways, minimal steps, and generous room sizes make the home functional without sacrificing warmth or charm. The main living area is bright and open, flowing into the kitchen and dining space—perfect for gathering or unwinding. The primary suite provides a private retreat, while the additional bedrooms offer flexibility for guests, a home office, or hobbies. A full walk-up attic provides abundant storage or potential for future expansion. The oversized two-car garage delivers plenty of space for vehicles, tools, and equipment—with room to spare. Outdoors, enjoy wooded views, open space, and the peaceful rhythm of country living—all within easy reach of town amenities. If you’re looking for a solid, stylish home that’s built to grow with you—this is the one.

289 Reliance Woods Dr, Middletown

Listing courtesy of Samson Properties. Contact: 7033788810
$550,000
3 Beds ⋅ 2 Baths
Welcome home to this beautifully maintained 3-bedroom, 2-bath residence by K. Hovnanian, located in the highly desirable Silver Maple Farms community, formerly known as Four Seasons at Silver Maple. As you enter the neighborhood, you'll be greeted by a picturesque, tree-lined boulevard where mature trees create a lush canopy, preserving the timeless charm and character of the original farm. This welcoming entrance sets the tone for the peaceful surroundings and exceptional lifestyle that await. Designed for both comfort and entertaining, this home features an open-concept floor plan enhanced by beautiful hardwood flooring throughout the main living areas. The spacious owner's suite offers a large walk-in closet and a private en suite bath with a dual-sink vanity and oversized walk-in shower. Two additional bedrooms provide ample space for family or guests and share a well-appointed full bath with a marble vanity and tub/shower combination. The well-equipped kitchen is sure to impress with granite countertops, a tile backsplash, under-cabinet lighting, and a gas range. Adjacent to the kitchen, the generous dining room and inviting living room with a cozy gas fireplace create the perfect setting for entertaining or relaxing at home. Filled with natural light, the bright morning room overlooks the beautifully landscaped backyard and opens to a screened porch—an ideal place to enjoy your morning coffee or unwind in the evening. A spacious deck extends from the porch and leads to the lush green lawn, offering additional outdoor living space. Silver Maple Farms offers a lifestyle reminiscent of a private country club, with countless opportunities to socialize with neighbors or simply enjoy the tranquility of the community. Residents have access to miles of scenic walking trails, a community vegetable garden, pickleball and bocce courts, and a heated swimming pool equipped with a handicap-accessible lift, among many other amenities. Don't miss the opportunity to make this exceptional home your own. Schedule your private tour today and experience all that Silver Maple Farms has to offer.

614 Red Maple Rd, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact: 3022855100
$459,250
3 Beds ⋅ 4 Baths
September Move-In | 3 BR | 2 Full, 2 Half Baths | Deck Included Welcome to Freestone Village in Middletown, where modern living and everyday convenience come together. This beautifully designed three-story home offers stylish finishes, flexible living spaces, and low-maintenance living in the highly sought-after Appoquinimink School District. The open main level brings the Great Room, dining area, and gourmet kitchen together in one inviting space—perfect for everything from quiet evenings at home to entertaining family and friends. The kitchen features hazelnut cabinetry, Carrara Breve quartz countertops, an Arctic White 3x6 tile backsplash, stainless steel appliances, plus a washer, dryer, and refrigerator. Step outside to the included composite deck, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Upstairs, all three bedrooms are privately situated, including a spacious owner's suite. The lower level offers a versatile recreation room and powder room, ideal for a home office, gym, media room, or playroom. Just minutes from shopping, dining, parks, and major commuter routes, this home is ready for a September move-in. Schedule your tour today! September Move-In | 3 BR | 2 Full, 2 Half Baths | Composite Deck Included Welcome to Freestone Village in Middletown, where modern living and everyday convenience come together. This beautifully designed three-story home offers stylish finishes, flexible living spaces, and low-maintenance living in the highly sought-after Appoquinimink School District. The open main level brings the Great Room, dining area, and gourmet kitchen together in one inviting space—perfect for everything from quiet evenings at home to entertaining family and friends. The kitchen features white cabinetry, Calacatta Mist quartz countertops, an Chalkboard 3x6 tile backsplash, stainless steel appliances, plus a washer, dryer, and refrigerator. Step outside to the included composite deck, the perfect spot to enjoy your morning coffee or unwind at the end of the day. Upstairs, all three bedrooms are privately situated, including a spacious owner's suite. The lower level offers a versatile recreation room and powder room, ideal for a home office, gym, media room, or playroom. Just minutes from shopping, dining, parks, and major commuter routes, this home is ready for a September move-in. Schedule your tour today!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.

6607 Harko Dr, Middletown

Listing courtesy of Atlantic Five Realty. Contact: 8564243339
$549,999
3 Beds ⋅ 3 Baths
Welcome to Comfort, Convenience & Low-Maintenance Living in The Preserve at Deep Creek! Why wait for new construction when you can own this beautifully maintained, just 4-year-old ranch home situated on a premium lot backing to peaceful open space? Located in the highly desirable 55+ active adult community of The Preserve at Deep Creek, you'll enjoy resort-style amenities including a clubhouse, fitness center, swimming pool, pickleball courts, walking paths, and open green space. Even better, lawn maintenance and snow removal are included, allowing you to spend more time enjoying life and less time on home maintenance. From the moment you step inside, you'll appreciate the bright, open floor plan featuring 9-foot ceilings and luxury vinyl plank flooring that flows throughout the foyer, kitchen, and great room. Designed for both everyday living and entertaining, the gourmet kitchen is the gathering space of the home and boasts a large center island with seating and pendant lighting, 42-inch cabinetry, gorgeous countertops, tiled backsplash, stainless steel appliances, gas cooking, a vented range hood, and upgraded LED lighting. The spacious dining area easily accommodates a large table and opens through sliding glass doors to the enclosed porch, creating a seamless indoor-outdoor living experience. The inviting great room provides the perfect space for entertaining, while the private owner's suite offers a relaxing retreat complete with a tray ceiling, crown molding, ceiling fan, walk-in closet, and a beautifully appointed en-suite bath featuring dual vanities, upgraded cabinetry, tile flooring, and a large tiled shower. Two additional generously sized bedrooms, a full hall bath, a convenient laundry room, and a practical mud space area just off the garage complete the main level. Step outside and discover one of this home's standout features—the enclosed porch overlooking scenic open space, making it the perfect spot to enjoy your morning coffee or unwind in the evening. Just beyond, the maintenance-free composite deck with its spacious gazebo/pergola provides an ideal setting for outdoor dining, entertaining, BBQs, or simply relaxing while taking in the peaceful backyard views. The finished lower level dramatically expands your living space and offers endless possibilities for a recreation room, media room, home office, fitness area, or hobby space. A full bathroom and an expansive unfinished storage area provide exceptional flexibility and convenience. Additional upgrades include a tankless water heater, irrigation system, security alarm, and an attached two-car garage. Conveniently located just minutes from grocery stores, restaurants, parks, shopping, Christiana Care's emergency facility, and major highways, this exceptional home combines modern comfort with an unbeatable location. If you're looking for a move-in ready home with outstanding amenities and truly maintenance-free living, this one checks every box. Schedule your private tour today and experience everything this exceptional home has to offer!

272 Anglesey Dr, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700
$435,000
3 Beds ⋅ 4 Baths
Welcome home! Fall in love with 585 Canal Drive! This is perhaps the end unit in Canal View, that has actual canal views!, This modern townhome is located on one of the largest lots in the community. (Lot premium) With three bedrooms, two full baths and two half baths this home has it all. The bright first floor includes hardwood floors, an open floor plan and access to the rear deck- a great spot for get togethers, entertaining, or just enjoying morning coffee. The kitchen has granite countertops and a stainless-steel appliance package. Finished great room/TV room in the basement includes outside access to rear patio and a half bath. Upstairs has three bedrooms, with a full bath in the primary suite, and a full hall bath. Second floor laundry. Large primary bedroom including full bath and large walk-in closet. Fenced yard. The two-car garage with door openers and inside access.

585 Canal Dr, Middletown

Listing courtesy of Keller Williams Realty Wilmington. Contact: 3022991100
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