Middletown Homes under $500,000

Middletown Homes under $500,000

Welcome to Middletown, a charming gem nestled in the heart of the United States! Known for its rich history, vibrant community, and picturesque landscapes, Middletown offers the perfect blend of small-town charm and modern convenience. With a population that prides itself on its welcoming spirit, this city is an ideal place for families, young professionals, and retirees alike.

Middletown is renowned for its diverse array of recreational opportunities, from lush parks and scenic walking trails to lively community events that foster a sense of belonging. The downtown area boasts a delightful mix of local shops, cozy cafes, and family-owned restaurants, making it a delightful spot to explore. Educational institutions in the area are highly regarded, providing excellent options for families looking to settle down.

One of the most appealing aspects of Middletown is its real estate market, particularly for those seeking homes under $500,000. Here, you can find a variety of options that cater to different lifestyles and preferences. From charming single-family homes with spacious yards to modern townhouses with contemporary finishes, there’s something for everyone. The affordability of homes in this price range makes it an attractive option for first-time buyers and those looking to invest in a growing community.

Whether you're drawn to the quaint neighborhoods, the strong sense of community, or the affordability of housing, Middletown is a place where you can truly feel at home. Come discover the possibilities that await you in this delightful city!

Newest Middletown Homes under $500,000

166 Vincent Cir, Middletown
$295,000
3 Beds ⋅ 3 Baths
Incredible value in the heart of Middletown! Welcome to 166 Vincent Circle, an exceptional opportunity to own a beautiful townhome in the highly sought-after Appoquinimink School District for just $295,000! Perfectly positioned in one of Delaware's fastest-growing areas, this home offers an unbeatable combination of affordability, comfort, and convenience, with Middletown's thriving collection of local shops, restaurants, parks, and entertainment just minutes away. Easy access to major roadways makes commuting and everyday travel a breeze! Step inside to a welcoming and spacious living room, where beautiful plank flooring creates a warm and inviting atmosphere and flows seamlessly into the kitchen and dining area. The kitchen offers a functional layout with ample room for everyday cooking, a convenient pantry for additional storage, and an adjoining dining space perfect for gathering with family and friends. Sliding glass doors lead to a beautiful rear deck, offering the perfect spot for morning coffee, outdoor dining, or simply relaxing while overlooking the backyard and open space beyond. Stairs from the deck provide easy access to the spacious rear yard, offering plenty of room to play, entertain, or enjoy the outdoors. A convenient powder room completes the main level. Downstairs, the finished basement adds incredible versatility, providing additional living space ideal for a cozy movie room, game room, home office, or entertaining area, while still offering valuable storage space. Upstairs, the primary bedroom features its own private full bathroom, while two additional bedrooms share a full hall bath, providing a comfortable and functional layout. With three bedrooms, two full bathrooms, a finished basement, and wonderful outdoor living spaces, this home offers so much to love at a price that's increasingly hard to find in Middletown! Whether you're purchasing your first home, looking to simplify, or searching for an incredible investment opportunity, 166 Vincent Circle delivers outstanding value in a location that continues to grow and thrive. Don't miss your chance to make it yours!

166 Vincent Cir, Middletown

Listing courtesy of Keller Williams Realty. Contact:

3156 Pett Level Dr, Middletown
$419,259
3 Beds ⋅ 3 Baths
**Move-in ready new construction townhome in idyllic 55+ community** Now is the perfect time to buy your new 3BR/2.5BA home at The Venue at Winchelsea, Middletown, DE's premiere active adult community. This move-in ready two-story townhome offers low-maintenance living with sophisticated style and thoughtful design. Enter to find a dedicated study—perfect for a home office—and a convenient first-floor laundry. The gourmet kitchen shines with modern stainless steel appliances, sleek quartz countertops, 42” cabinetry, a wall oven, and gas cooktop. The open layout flows seamlessly into the dining and living areas, with an included patio to enjoy unwinding during the upcoming spring and summer months. The first-floor owner’s suite is a peaceful retreat with a private bath and spacious walk-in closet. Upstairs, two additional bedrooms, a full bath, and a versatile loft provide comfort and privacy for guests. Schedule your private tour today!! Community Highlights: This 55+ Active Adult neighborhood features a 5,400 sq. ft. clubhouse, pickleball, tennis, bocce, swimming pool, fitness center, and more. Lawn care, snow removal, trash, and recycling are all included—leaving you free to enjoy the lifestyle you’ve been waiting for. ** Please Read: Photos are for illustrative purposes only and may include renderings or images of the actual home or similar home/plan. Please see New Home Consultant for final pricing, finishes, and details. If you are working with a realtor, buyer representation must be acknowledged during the first interaction with Lennar, and the realtor must accompany the client on their first visit. Appointments are highly encouraged to ensure the best customer experience. Taxes will be assessed after settlement. Open houses are held at the model home, not at this address. PLEASE DO NOT ENTER THE HOME WITHOUT A NEW HOME SALES CONSULTANT. VISIT THE MODEL HOME FOR OPEN HOUSE ACCESS. During your visit the sales team can review details, timelines, and current incentives. Financing is available through Lennar Mortgage upon qualification. ** For tours and open houses, visit the model home at 2405 Greyfriar Loop.

3156 Pett Level Dr, Middletown

Listing courtesy of Atlantic Five Realty. Contact:

7002 Slate Ct, Middletown
$400,000
3 Beds ⋅ 2 Baths
SAVE APPROXIMATELY $231.40/MONTH ON YOUR MORTGAGE FOR THE FIRST YEAR! Take advantage of an exclusive 1% temporary interest rate buydown, paid for by EmpowerHome Mortgage! That’s approximately $2,776.85 in first-year savings! No cost to the buyer or seller for the buydown. PLUS, ask about our complimentary refinance opportunity! Available to qualified buyers financing through EmpowerHome Mortgage, LLC NMLS# 2018277. Terms and conditions apply. Buyers are free to use any lender. Welcome home to this 3 bedroom, 1.5 bathroom home situated on nearly half an acre and zoned for highly rated Middletown schools! Featuring an updated kitchen with new cabinetry, granite countertops, stainless steel appliances, and a double oven, this home offers both style and functionality. The walkout basement provides additional living space and easy access to the backyard. Step outside to your own private retreat featuring a spacious deck overlooking the fully fenced backyard, complete with an inground pool. Gather around the impressive 12 foot firepit, entertain family and friends, or enjoy the expansive outdoor space. A large 10x20 shed provides plenty of additional storage. Conveniently located near local restaurants, shopping, parks, golf courses, and scenic mountain trails, while just 15 minutes from Downtown Frederick! Easy access to Route 40A, Route 17, I 70, I 270, and Route 15 provides convenient connections to Montgomery County, Washington, DC, Northern Virginia, Pennsylvania, and Western Maryland. Enjoy the perfect combination of peaceful outdoor living and everyday convenience! Photos may be virtually staged

7002 Slate Ct, Middletown

Listing courtesy of Keller Williams Realty. Contact:

521 Swansea Dr, Middletown
$435,000
3 Beds ⋅ 4 Baths
INCREDIBLE FINANCING OPPORTUNITY! Qualified buyers may have the opportunity to assume the seller's existing mortgage with an attractive 5.125% interest rate! Mortgage assumption is subject to lender approval, buyer qualification, and applicable loan terms. Contact the listing agent for additional details about this exciting opportunity! <br><br> Beautifully maintained and move in ready, this inviting three level home offers the perfect blend of comfort, style, and everyday convenience! Nestled within the desirable Preserve at Deep Creek community in Middletown, this delightful home features three spacious bedrooms, three full bathrooms, one half bathroom, a fully finished basement, and a one car front load garage with additional driveway parking. There's plenty of room to spread out and feel right at home! <br><br> Step inside to discover a bright and welcoming main level featuring beautiful luxury vinyl plank flooring throughout, combining modern style with everyday durability! The gorgeous gourmet kitchen is sure to impress with sparkling quartz countertops, 42 inch white cabinetry, sleek black stainless steel appliances, under cabinet lighting, and a spacious center island with seating for casual meals or morning coffee. The kitchen flows seamlessly into the inviting great room, creating a wonderful gathering space. Sliding glass doors lead to the backyard, which opens to a common area for an added sense of openness! <br><br> Upstairs, the lovely primary suite offers a relaxing retreat complete with a beautiful tray ceiling, generous walk in closet, and private bathroom. Two additional bedrooms provide comfortable spaces, while plush carpeting throughout the upper level adds an extra touch of warmth and coziness. <br><br> The fully finished lower level offers even more room to enjoy, with soft carpeting and flexible space perfect for movie nights, game days, hobbies, or simply kicking back and relaxing. Additional conveniences include energy efficient utilities, forced air heating, and a tankless on demand hot water heater! <br><br> And the wonderful lifestyle doesn't stop at your front door! Living in The Preserve at Deep Creek means enjoying fantastic community amenities, including two clubhouses, fitness centers, swimming pools, a dog park, walking trails, basketball courts, and sports courts. With low maintenance living, there's more time to enjoy the things you love and less time worrying about upkeep! Located within the highly acclaimed Appoquinimink School District, this wonderful Middletown community offers a delightful combination of recreation, comfort, and everyday convenience. <br><br> With three beautifully finished levels, thoughtful upgrades, and exceptional move in ready condition, there's so much to love and even more to look forward to. Welcome home!

521 Swansea Dr, Middletown

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

308 Hostetter Blvd Unit A308, Middletown
$133,500
3 Beds ⋅ 2 Baths
2026 Skyline "Apex 3900" home. Beautiful 3/2 double wide home with modern updates and full drywall in impact areas. Split floorplan with open layout, recessed lighting, vinyl flooring all throughout, walk-in closets in all bedrooms, ample storage, and 8 feet tall flat ceilings. Stainless steel appliances in the kitchen, full size washer & dryer, large pantry with plenty of storage. This home has BIG rooms! Built to HUD standards with 2 x 6 exterior walls, thermal windows & shingle roof. 10-year warranty included! Lot rent of $908 monthly includes exclusive use of private lot, snow removal, common ground maintenance, trash removal, utility infrastructure, nature & green spaces. Villagebrook is a pet friendly community and sits in the heart of the Appoquinim school district!

308 Hostetter Blvd Unit A308, Middletown

Listing courtesy of Sell Your Home Services. Contact:

205 Delmont Ave, Middletown
$299,900
4 Beds ⋅ 2 Baths
Nestled on a generous 0.42-acre lot, this 4 bedroom/2 full bath bi-level home is waiting for your personal touch. Built in 1978, this home has an open-concept design, allowing natural light to cascade through large windows. The heart of the home features a well-appointed kitchen with modern appliances, granite countertops and tile floor, hardwood throughout the living room and dining room which leads out to the spacious screened in porch. The main level boasts a cozy living room, kitchen, dining room, 3 bedrooms and 1 full bath on the main floor. This home provides plenty of room for guests or a dedicated home office. Lower-level features laundry room, 1 bedroom, 1 full bath and family room with brick hearth for your wood or pellet stove. Step outside to discover a peaceful outdoor sanctuary, where you can enjoy morning coffee or evening sunsets in your own private haven. The expansive yard provides endless possibilities for gardening, outdoor activities, or simply basking in the sun. The attached garage offers convenient parking and additional storage. Located in a desirable area, this property is just moments away from local amenities, parks, and recreational opportunities, making it an ideal choice for those who appreciate the convenience to route 83, the turnpike, Harrisburg or Lancaster.

205 Delmont Ave, Middletown

Listing courtesy of Berkshire Hathaway HomeServices Homesale Realty. Contact:

63 Edgewater Dr, Middletown
$425,000
4 Beds ⋅ 3 Baths
What an exceptional value on this 16 years young home! Lovingly cared for and upgraded throughout by the original owners, you'll feel the difference as soon as you step inside. Warm hardwood floors rather than vinyl, shiplap accent walls, and upscale lighting rather than builder-grade give this home an entirely elevated feel. Extensive hardscaping in the fenced-in backyard says this home is established and ready for living! Upstairs you'll find 4 generously sized bedrooms and great closet space. The wide open basement with daylight egress is already insulated and ready to finish...or keep as-is for abundant storage space and a workout area as the current owners have. This home offers all of the advantages of newer construction without the sticker shock, higher yearly tax bill, and unfinished feel of a brand new one. Come and see!

63 Edgewater Dr, Middletown

Listing courtesy of ADP Realty & Property Management LLC. Contact:

Middletown
$499,900
2 Beds ⋅ 2 Baths
Introducing the Cooper II in The Grove at Bayberry. Continuing the tradition of exquisite homes throughout Bayberry, this home is designed for those seeking a luxurious lifestyle in a welcoming 55+ community. The Cooper II is a to be built home that offers a perfect blend of comfort, elegance, and modern convenience. As you step inside, you are greeted by an open and airy layout that seamlessly connects the combination kitchen and dining area, perfect for entertaining or enjoying quiet meals. This home features three spacious bedrooms, including an entry-level master suite with walk-in closets and a master bathroom with built in seating in shower for accessibility. The family room, conveniently located off the kitchen, is perfect for cozy gatherings. Step outside to discover your private outdoor oasis. All of our homes include an unfinished basement. Need more space? Add a Sunroom or Screened-in porch, or any other of our many customizable options. This home is not just about luxury; it's about a lifestyle. The association fee covers all ground maintenance, snow removal, and access to recreational facilities, allowing you to enjoy your time without the hassle of upkeep. Experience the perfect blend of luxury and community in this stunning home, where every detail has been thoughtfully designed to enhance your living experience. Embrace a lifestyle of comfort, elegance, and connection in the nestled in the heart of Bayberry. Featured picture is of the model home, and may include optional features.

Middletown

Listing courtesy of Blenheim Marketing LLC. Contact:

7816 Senseney Ave, Middletown
$100,000
3 Beds ⋅ 1 Baths
Unique Investment Opportunity in the Heart of Middletown! Situated on a generous 0.38-acre lot, this detached property dates back to 1860 and offers 2,010 square feet of existing structure. The property presents an opportunity for investors, builders, or buyers looking to explore its potential. Given the age and condition of the home, a complete renovation, substantial redevelopment, or removal of the existing structure may be considerations for the next owner. The value and appeal lies in the lot and its potential. Property is being offered as an investment or redevelopment opportunity. Buyers are encouraged to conduct their own due diligence regarding the condition of the structure, zoning, permitted uses, and any potential future plans. Bring your vision and explore the possibilities!

7816 Senseney Ave, Middletown

Listing courtesy of RE/MAX Roots. Contact:

94 Mic Nan Dr, Middletown
$74,900
3 Beds ⋅ 2 Baths
Great 3/2 mobile home in Little Hollywood MHP. Great shape. Ready for new owners. Convenient location. Property being sold as-is. Roof has been inspected and shows that there is no leaking where interior stains are located. Roof is only 8 years old. Come see this home, make an offer, and make it yours!

94 Mic Nan Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

409 N Broad St, Middletown
$425,000
2 Units. Each unit is 2 bed 1 bath side by side townhome set up in the Town of Middletown. Property is currently tenant occupied and receiving $3,340 in gross rents. Property to be sold in as is condition. Owner is a licensed real estate agent in Delaware.

409 N Broad St, Middletown

Listing courtesy of VRA Realty. Contact:

659 Warren Dr, Middletown
$305,000
3 Beds ⋅ 3 Baths
Opportunity awaits in Middletown! Discover the potential of this spacious 3-bedroom, 2.5-bath semi-detached home, offering a fantastic opportunity for investors, renovators, or buyers looking to bring their vision to life! Situated on a desirable end-unit lot with a generously sized yard, this property offers ample outdoor space and endless possibilities. Inside, you'll find a functional, spacious layout ready for your personal touches and improvements. The enclosed porch adds even more versatility, providing the opportunity to create an inviting space for relaxation, entertaining, or everyday enjoyment. Whether you're looking for your next investment property or a home you can transform into your own, this property offers plenty of potential. Priced to reflect its current condition, this is an opportunity you won't want to overlook! Property is being offered as a short sale, subject to third-party lender approval, and is being sold strictly AS-IS, WHERE-IS. Seller will make no repairs. Buyer is responsible for verifying all MLS information, including taxes, square footage, schools, and property details. Please allow additional time for short sale processing and lender approval. Don't miss your chance to unlock this property's potential. Schedule your private showing today!

659 Warren Dr, Middletown

Listing courtesy of Foraker Realty Co.. Contact:

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