Middletown Homes under $500,000

This well-maintained townhome features a spacious living room, a dining room with access to a covered deck, a kitchen with brand-new quartz countertops, and a convenient half bath on the main level. The second floor offers three generously sized bedrooms and a full bathroom. An unfinished basement provides great storage space. Fresh paint throughout gives the home a bright, updated feel. All-new windows! Call today to schedule a showing.

1303 Georgetown Rd, Middletown

Listing courtesy of Cavalry Realty, LLC. Contact:

$275,000

4 Beds ⋅ 2 Baths

Welcome to 163 State Street in Middletown! This Cape Cod offers four bedrooms, one full bath, and one half bath, with approximately 1,425 square feet of living space. The spacious kitchen and dining area provide room for everyday meals and gathering with guests, while four bedrooms offer flexibility for sleeping quarters, a home office, or a hobby room. Situated on approximately 0.43 acres, the property’s generous yard is a standout feature, offering space for outdoor entertaining, gardening, or simply enjoying the fresh air. Central air and natural gas heat add everyday comfort to this inviting home. With classic Cape Cod character and room to make it your own, 163 State Street is ready for its next chapter. Schedule your private showing today!

163 State St, Middletown

Listing courtesy of SERHANT PENNSYLVANIA LLC. Contact:

$69,000

4 Beds ⋅ 2 Baths

Enjoy the ease of single-level living at 345 Caravan Court in Middletown! Located in Harborton Place, this 4-bedroom, 2-bath manufactured home offers a spacious layout with room to relax, entertain, and make it your own. The kitchen features an island and a separate dining area, while the generous living room provides a comfortable gathering space. Four bedrooms offer flexibility for guests, a home office, or hobbies. Additional features include walk-in closets, central air, and propane heat. Outside, the front porch is a welcoming spot for morning coffee, and an oversized shed with electric provides extra space for storage or projects. Off-street parking adds everyday convenience. Built in 2012 and situated on a leased lot, this home brings together comfortable living and a versatile floor plan. Schedule your private showing today!

345 Caravan Ct, Middletown

Listing courtesy of SERHANT PENNSYLVANIA LLC. Contact:

$69,000

4 Beds ⋅ 2 Baths

Enjoy the ease of single-level living at 345 Caravan Court in Middletown! Located in Harborton Place, this 4-bedroom, 2-bath manufactured home offers a spacious layout with room to relax, entertain, and make it your own. The kitchen features an island and a separate dining area, while the generous living room provides a comfortable gathering space. Four bedrooms offer flexibility for guests, a home office, or hobbies. Additional features include walk-in closets, central air, and propane heat. Outside, the front porch is a welcoming spot for morning coffee, and an oversized shed with electric provides extra space for storage or projects. Off-street parking adds everyday convenience. Built in 2012 and situated on a leased lot, this home brings together comfortable living and a versatile floor plan. Schedule your private showing today!

345 Caravan Ct, Middletown

Listing courtesy of SERHANT PENNSYLVANIA LLC. Contact:

$425,000

2 Beds ⋅ 2 Baths

Coming Saturday, October 10! Easy one-floor living in Spring Arbor, Middletown's established 55+ community. This 2-bedroom, 2-bath stone-front ranch on a premium homesite features a sunroom, gas fireplace, retractable awning, irrigation system and 2-car garage, plus a full clubhouse with heated outdoor pool. More photos and details coming soon. Stay tuned!

405 Topiary Ln, Middletown

Listing courtesy of RE/MAX Associates-Hockessin. Contact:

$199,000

3 Beds ⋅ 3 Baths

Bring your vision to 250 Ann Street! This detached Middletown home offers character, generous room sizes, and an opportunity to make it your own. A covered front porch welcomes you inside, where wide doorways connect the main living spaces and a wood staircase adds architectural charm. Upstairs rooms offer natural light, while a window-lined enclosed porch provides an inviting spot to enjoy the sunshine. Features include central air conditioning, two-zone electric forced-air heating, public water and sewer, and no HOA. A laundry area, unfinished attic, and backyard add versatility. The home needs repairs and updating, offering an opportunity to renovate and personalize a property with character and potential.

250 Ann St, Middletown

Listing courtesy of RE/MAX Delta Group, Inc.. Contact:

$385,000

2 Beds ⋅ 2 Baths

Welcome to this Care Free Living Carriage Home in the 55+ Spring Arbor Community. Very Important! Spring Arbor Community can accept 20% under age 55, no one under 18! Sensational 2 bedroom, 2 bath, 2 car garage, sunroom, deck, 1,725 SQ FT, open floor plan, 9" ceilings, gleaming hardwoods, 5 ceiling fans, this end side entry well maintained carriage home includes HVAC replaced recently, Spacious and bright living room has hardwoods and leads to dining and sunroom with door to deck & back yard. Gorgeous kitchen has recessed lighting, high-end appliances, Thermador Oven/Range, Jenn-Aire Cook Top, Frigidaire Side By Side, Maytag Dishwasher, Microwave, Pantry, Ceramic Tile Floor, Stone Backsplash and Stone Wall! Primary suite has sitting area, walk-in closet, spacious bath with shower and recessed lights, linen closet, oversized counter and ceramic tile floor. 2nd Bedroom is located on the other side of the home, adjacent to the Hall Bath with tub/shower and ceramic tile floor. Wonderful storage room is on the 2nd floor. Spring Arbor is a premier 55+ community offering a clubhouse with spacious gathering room that has kitchen facilities, game rooms, library, fitness room, salt water pool, picnic area, shuffleboard and bocce ball courts. The Roof and Siding are maintained by the association! Great location close to major roads and walking distance to restaurants, shopping and movie theater!

431 Sundial Ln, Middletown

Listing courtesy of Patterson-Schwartz-Middletown. Contact:

$189,000

6 Beds ⋅ 2 Baths

Welcome to 125 East Lake Street, a rare opportunity in the heart of rapidly growing Middletown, Delaware, offering exceptional flexibility for an owner-occupant, investor, or buyer looking to create long-term value. The property offers a potential six-bedroom, two-bath single-family configuration with generous space for bedrooms, home offices, guests, or flexible living areas. Even more compelling is the property's 23R-2 zoning. Middletown's R-2 district allows one- and two-family residential uses, and the Town provides a Conditional Use process for conversion of an existing one-family dwelling into multiple dwelling units, subject to Town approval and all applicable lot area, floor area, parking, property condition, permitting, registration, and inspection requirements. Subject to approval, the existing layout presents the potential to create two separate 3-bedroom, 1-bath units. For an owner-occupant, this creates an appealing potential “house hack” opportunity: live in one 3-bedroom unit while renting the second and use the rental income to help offset a portion, or potentially a substantial portion, of the monthly mortgage and ownership expenses. Investors may instead explore operating both units as long-term rentals following all required approvals. Location adds another layer of value. Downtown Middletown and Main Street are just blocks away, placing shopping, dining, entertainment, services, schools, and everyday conveniences close to home. The downtown business district includes dozens of shops and service businesses, along with restaurants, pubs, breweries, and entertainment venues generally within about one mile. Within approximately five miles, the greater Middletown trade area offers hundreds of businesses and dozens of restaurants, bars, breweries, shops, grocery stores, services, and national retailers. The investment story is strengthened by Middletown's continued residential and commercial growth. U.S. Census estimates place the town's 2025 population at approximately 25,800, up about 11.2% since 2020. New retail, office, residential, and mixed-use development continues throughout the area, including major projects such as Bayberry Town Center, adding shopping, dining, services, office space, housing, and employment opportunities. Commuters also benefit from easy access to DE-299, US-301, DE-1, US-13, and connections to I-95, providing convenient regional travel throughout Delaware and the Mid-Atlantic. DE-1 offers access north toward Christiana, Newark, Wilmington, and the I-95 corridor and south toward Dover, while US-301 provides connections toward Maryland, Baltimore, and the greater Washington metropolitan region. Philadelphia and surrounding employment centers are also accessible through the I-95 corridor. Middletown's location between northern and central Delaware gives residents access to multiple employment markets and major commercial centers. Whether envisioned as a spacious six-bedroom single-family residence, owner-occupied house hack, potential two-unit rental property, or value-add investment, 125 E Lake Street offers a compelling combination of space, location, zoning flexibility, highway access, nearby amenities, and future income potential. Two-unit conversion and all proposed uses are subject to Town of Middletown approval, permits, parking requirements, inspections, registration, and buyer verification.

125 E Lake St, Middletown

Listing courtesy of Crown Homes Real Estate. Contact:

$255,000

3 Beds ⋅ 3 Baths

Discover the charm of this inviting townhouse nestled in the desirable Edgewater community featuring 1,620 sqft. Step into 2 story ceilings in the welcoming entryway, leading you to the bright family room with a cozy gas fireplace. A dining area is conveniently located just off the kitchen. Enjoy relaxing evenings or morning coffee in the beautiful sunroom. A half bath, laundry, and main level bedroom with an attached full bath complete the main level. Upstairs, you'll find 2 spacious bedrooms, each featuring walk-in closets and a Jack-and-Jill bath. Step outside to your private patio, where you can unwind while listening to the gentle sounds of the nearby creek, surrounded by beautiful scenery. With an attached 1-car garage and low-maintenance living, this home offers both comfort and ease. Don't miss the opportunity to make this home your own - schedule your tour today!

27 Edgewater Dr, Middletown

Listing courtesy of Coldwell Banker Realty. Contact:

$345,000

4 Beds ⋅ 3 Baths

COMING SOON! Welcome to this spacious 4-bedroom, 2.5-bath townhome featuring a comfortable layout, generous living spaces, and 2 assigned parking spaces. Perfect for everyday living and entertaining, this home offers plenty of room to make it your own. Conveniently located near shopping, dining, parks, schools, public transportation, and major commuter routes. More details coming soon!

7305 W Springbrook Ct, Middletown

Listing courtesy of Redfin Corp. Contact:

$429,900

3 Beds ⋅ 3 Baths

Welcome to your dream home in the highly desirable community of Middletown! This beautifully updated Colonial offers 3 bedrooms, 2.5 bathrooms, and approximately 1,276 square feet of finished living space. Step inside through the front porch and discover a fully renovated classic home. The heart of the home is the renovated kitchen, featuring brand-new appliances, new cabinetry, a stylish backsplash, and a spacious peninsula that provides the perfect gathering space - The main level features a generously sized primary bedroom with ample closet space, a comfortable living room, and a convenient half bathroom for guests. Upstairs, you’ll find two additional bedrooms and a full bathroom, providing plenty of space for family, guests, or a home office. Throughout the home, recessed lighting, custom tile work, modern fixtures, luxury laminate flooring, and newly installed carpet create a fresh, contemporary feel. Brand-new interior doors and trim complete the modern updates. - Major improvements provide peace of mind, including a new HVAC system, new water heater, new roof, and brand-new windows. Step outside to enjoy the large backyard and new concrete patio, perfect for outdoor entertaining, relaxing, or enjoying time with family and friends. The newly installed driveway offers parking for approximately 4–6 vehicles, while the garage features new garage doors and remote controls. Ideally located near shopping centers, restaurants, parks, and highly rated schools, this home combines modern updates with convenient Middletown living. Don’t miss your opportunity to make this beautifully renovated Colonial your new home!

9440 Hollow Rd, Middletown

Listing courtesy of Deausen Realty. Contact:

$154,900

3 Beds ⋅ 1 Baths

Welcome to 241 E Water St, Middletown—a detached home remodeled in 2023! The main level features new LVP and tile flooring, updated light fixtures, and a brand new kitchen with fresh cabinets and countertops. Upgrades include an expanded bathroom with extra space, along with a new 2023 water heater. Schedule your tour today!

241 E Water St, Middletown

Listing courtesy of Real of Pennsylvania. Contact:

Middletown Homes under $500,000

Newest Middletown Homes under $500,000