Middletown Real Estate

Middletown Real Estate

Welcome to Middletown, a charming gem nestled in the heart of the United States! Known for its friendly atmosphere and vibrant community, Middletown offers a delightful blend of small-town charm and modern conveniences. This picturesque city is ideally situated, providing easy access to both urban amenities and serene natural landscapes, making it a perfect place for families, professionals, and retirees alike.

Middletown boasts a rich history that is reflected in its beautifully preserved architecture and cultural landmarks. Stroll through the historic downtown area, where you’ll find an array of boutique shops, cozy cafes, and delightful restaurants that cater to every palate. The local farmers' market is a must-visit, showcasing fresh produce and artisanal goods from the surrounding region, allowing residents to support local farmers while enjoying the best of what Middletown has to offer.

Outdoor enthusiasts will appreciate the abundance of parks and recreational opportunities available throughout the city. Whether you enjoy hiking, biking, or simply relaxing in nature, Middletown’s scenic trails and green spaces provide the perfect backdrop for your outdoor adventures. The community is also home to several annual events and festivals that celebrate the local culture, fostering a strong sense of belonging among residents.

With a variety of housing options, from quaint single-family homes to modern condos, Middletown is an ideal place to settle down. The city’s excellent schools, low crime rates, and welcoming neighborhoods make it a top choice for families looking for a safe and nurturing environment.

Explore the charm of Middletown today and discover why so many are proud to call this city home!

Newest Listings in Middletown

$880,000
4 Beds ⋅ 5 Baths
A GRACIOUS WELCOME: This stately Anderson Homes Evanston Grand is one of the largest models in Back Creek. It offers 6,800 sq. ft. of finished living space on a private 0.80-acre lot. From the moment you step inside the grand foyer, elegant finishes and an effortless flow set the tone for both everyday living and grand entertaining. ELEGANT ENTERTAINING SPACES: A formal living room offers a refined setting for entertaining guests, while the adjacent formal dining room provides ample space for hosting memorable holiday gatherings and special occasions. THE GOURMET KITCHEN: The heart of the home is a chef-inspired, eat-in kitchen featuring a spacious granite center island, gleaming granite counters, a granite butler's pantry, and premium GE appliances. The attached morning room provides the perfect spot for morning coffee or casual gatherings. A WARM GATHERING SPACE: The main level is also anchored by a family room complete with built-in bookcases and a cozy fireplace, creating the perfect spot to unwind after a long day. A dedicated home office offers a quiet space to work from home, and a sunroom framed by soaring arched windows fills the main level with natural light. THE OWNER'S RETREAT: On the second level, the primary suite is a true sanctuary and offers the perfect way to end the day. Double doors open to reveal a tray ceiling, a large separate sitting room, a spa-inspired bath, and two generous walk-in closets. COMFORT FOR ALL: With 4 bedrooms, 4 full baths, and 1 half bath, accessed by two separate staircases, there's ample room to enjoy comfort and privacy. A private guest suite with its own full bath offers a welcoming retreat for visitors, while two additional bedrooms share a convenient Jack-and-Jill bath. ENDLESS POSSIBILITIES: The fully finished walk-out lower level is an entertainer's dream, complete with a custom surround-sound movie theater and theater-style recliner chairs. Sunday football will never be the same! There is also a dedicated exercise room, a kitchenette, and a full bath, offering incredible flexibility for guests or dual-living arrangements. Storage space is plentiful as well. OUTDOOR LIVING: Outdoors, an 11-zone irrigation system and a deluxe landscape lighting package keep the grounds looking pristine day and night with minimal upkeep. A side-entry 3-car garage adds everyday convenience, and a large deck overlooks the spacious backyard. COMMUNITY & LIFESTYLE: The home is located in the sought-after Back Creek Golf Club community. The clubhouse restaurant, 7 Tap Tavern, is located right in the neighborhood. Enjoy easy access to the championship golf course, two playgrounds, and open green spaces, all just minutes from local shops, the Christiana Mall, excellent restaurants, and commuter routes to the beach. 103 BROOKS DRIVE ISN'T JUST A HOME. IT'S A LIFESTYLE!

103 Brooks Dr, Middletown

Listing courtesy of Long & Foster Real Estate, Inc.. Contact: 3023515000
$399,900
3 Beds ⋅ 2 Baths
If you're looking for an updated home with just under 1 acre of land with plenty of privacy.... look no further! Come see the updated ranch home, one floor living, new kitchen, new bathrooms new flooring and so much more. Home has 3 bedrooms, 2 full bathrooms, oversized two car garage and almost 1 acre of land. Still plenty of time to enjoy your summer nights on the deck. Home is located in quiet, wooded area but still has great access to rt 283 and pa turnpike. Come see for yourself!!!

1384 Roundtop Rd, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: (717) 735-8400
$507,000
4 Beds ⋅ 4 Baths
Why wait for new construction when you can move right into this stunning end-unit townhome built in 2024 by Ryan Homes in the sold-out Crossings at Silver Lake community? Offering 2,118 square feet of thoughtfully designed living space, this open-concept home features four bedrooms, three full bathrooms, and one half bath, including a private ground-level in-law suite with its own ensuite bathroom—ideal for guests or multigenerational living. The designer kitchen is a chef's dream with granite countertops, a wall oven, wall-mounted microwave, 5-burner gas cooktop, stainless steel vent hood, and abundant cabinetry, flowing seamlessly into the main living and dining areas. Extra windows throughout the end unit fill the home with natural light, while the second-level screened porch provides the perfect space to relax or entertain. Upstairs, the spacious primary suite showcases an elegant tray ceiling and a luxurious ensuite bath with dual shower heads, while the conveniently located third-floor laundry adds everyday convenience. An attached two-car garage and maintenance-free landscaping complete the package. Perfectly situated adjacent to the Middletown Library, the new YMCA, and Silver Lake Park, this walkable community places you just steps from the shops, restaurants, and charm of Main Street Middletown, offering an exceptional blend of modern living and unbeatable location.

315 E Green St, Middletown

Listing courtesy of Coldwell Banker Realty. Contact: 3022341888
$600,000
4 Beds ⋅ 3 Baths
Rarely Available Fairview Farm! Cul de sac lot with the greatest neighbors ever! Realtor/Listing Agent Owned. New Roof 2018; New Gas Furnace 2018; New AC 2022; Pool Liner 2022; Pool Converted to Salt Water 2024; Water Heater 2023. Looking for a great neighborhood, great schools? You found it!

6 Bull Run Ct, Middletown

Listing courtesy of RE/MAX Advantage Realty. Contact: 3023788700
$98,900
2 Beds ⋅ 2 Baths
This double wide 2 bed/ 2bath manufactured home has the possibility to be up to 4 bedrooms. The home was completely renovated approx 2 years ago. Document available soon with all recent updates. Enjoy the deck outside on those beautiful summer, fall and spring days!! In the winter you and your family/friends can enjoy the wood burning fireplace and the pellet stove for additional heat. Enjoy holidays in the very large living area with open concept to kitchen and dining area. Large closets give you plenty of space or storage. Easy access to Rt 283 Vine St Exit makes fast commute to Harrisburg and Lancaster.

10 Vagabond Rd, Middletown

Listing courtesy of Howard Hanna Real Estate Services - Lancaster. Contact: 7173920200
$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 Maple 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 and ping-pong 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
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