135

Middletown, DE Houses for Sale

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  • 830 Bethel Church Rd, Middletown, DE 19709
    830 Bethel Church Rd, Middletown, DE 19709
    830 Bethel Church Rd, Middletown, DE 19709
    /35

    $750,000

    • 5 Beds
    • 3.5 Baths
    • 3,025 Sq Ft

    830 Bethel Church Rd, Middletown, DE 19709

    Better than new construction and the perfect location within the sought after Appoquinimink School System featuring the nearby Crystal Run Elementary School, AG Water Middle School & Middletown High School. Looking for space to spread out? Enjoy over 1/2 acre of fenced level yard. This Augustine model has 5 bedrooms and 3.5 baths with a unique floor plan that includes a 1st floor Owners Suite

    Gary Scheivert BHHS Fox & Roach-Media

    830 Bethel Church Rd, Middletown, DE 19709
  • 303 Sherwood Terrace, Middletown, DE 19709
    303 Sherwood Terrace, Middletown, DE 19709
    303 Sherwood Terrace, Middletown, DE 19709
    /55

    $684,000

    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    303 Sherwood Terrace, Middletown, DE 19709

    This Is the One You’ve Been Waiting For – Make This Gorgeous Property Your New Home!Welcome to this stunning home nestled in the picturesque and highly sought-after community of Shannon Cove, located within the top-rated Appoquinimink School District. From the moment you enter the bright and airy foyer with its grand staircase, you'll be captivated by the elegance and thoughtful design

    Marsela Leonard Real Broker LLC

    303 Sherwood Terrace, Middletown, DE 19709
  • 114 Saint Augustine Ct, Middletown, DE 19709
    114 Saint Augustine Ct, Middletown, DE 19709
    114 Saint Augustine Ct, Middletown, DE 19709
    /58

    $795,995

    • 5 Beds
    • 3.5 Baths
    • 3,775 Sq Ft

    114 Saint Augustine Ct, Middletown, DE 19709

    Welcome to our listing at 114 Saint Augustine Ct. In Middletown DE! This stunning 5-bedroom, 3.5-bathroom colonial home, nestled in the popular upscale Back Creek golf community of on a spacious 0.74-acre lot with breathtaking views of the 4th tee. Enjoy the luxury of an open-concept layout, complemented by a stucco exterior, architectural shingles (replaced in 2019) and professional

    Jason Morris EXP Realty, LLC

    114 Saint Augustine Ct, Middletown, DE 19709
  • 124 Willow Grove Mill Dr, Middletown, DE 19709
    124 Willow Grove Mill Dr, Middletown, DE 19709
    124 Willow Grove Mill Dr, Middletown, DE 19709
    /36

    $629,900 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    124 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to this charming Colonial-style home located in the desirable Longmeadow in the Town of Middletown. The beautiful washed brick facade and covered front door welcomes you in. This spacious property boasts 4 bedrooms, 2.5 bathrooms, and is spread across 2 levels/stories, offering ample space for comfortable living. As you enter, you are greeted by a two story foyer with the formal living

    Ann Marie Deysher Patterson-Schwartz-Hockessin

    124 Willow Grove Mill Dr, Middletown, DE 19709
  • 185 Tywyn Dr, Middletown, DE 19709
    185 Tywyn Dr, Middletown, DE 19709
    185 Tywyn Dr, Middletown, DE 19709
    /73

    $775,000

    • 5 Beds
    • 5 Baths
    • 4,450 Sq Ft

    185 Tywyn Dr, Middletown, DE 19709

    Better than New Construction! This 2 year old home has tens of thousands of dollars in upgrades and is ready to be enjoyed! Space, space and more space abound everywhere you look in this wonderful home. The first floor features a gourmet kitchen with a huge island (with seating for 4) and great room concept including the eat-in-kitchen and large living room, plus a formal dining room space.

    Michael Davis Phoenix Real Estate

    185 Tywyn Dr, Middletown, DE 19709
  • 143 Bakerfield Dr, Middletown, DE 19709
    143 Bakerfield Dr, Middletown, DE 19709
    143 Bakerfield Dr, Middletown, DE 19709
    /78

    $769,999

    • 4 Beds
    • 2.5 Baths
    • 3,050 Sq Ft

    143 Bakerfield Dr, Middletown, DE 19709

    Welcome Home! This meticulously maintained home is nestled on a 1 acre parcel in the desirable community of Commodore Estates II. This community is located in the Appoquinimink School district and close to many local amenities. This home boasts pride of ownership both inside & out! The exterior of this stately home features mature landscaping, brick front & ornate lighting for an added touch

    Theresa Russo Patterson-Schwartz-Middletown

    143 Bakerfield Dr, Middletown, DE 19709
  • 68 Cantwell Dr, Middletown, DE 19709
    68 Cantwell Dr, Middletown, DE 19709
    68 Cantwell Dr, Middletown, DE 19709
    /50

    $649,900

    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft

    68 Cantwell Dr, Middletown, DE 19709

    Welcome to this beautifully maintained home in Cantwell Ridge, available due to a corporate relocation. As you approach, you'll be greeted by great curb appeal, low-maintenance landscaping, and a stylish decorator garage door. Step through the front door into the grand two-story foyer, where you'll find a sweeping staircase, flanked by a formal living room and a home office.The elegant hardwood

    Maria Ruckle Empower Real Estate, LLC

    68 Cantwell Dr, Middletown, DE 19709
  • 1119 Wilde Way, Middletown, DE 19709
    1119 Wilde Way, Middletown, DE 19709
    1119 Wilde Way, Middletown, DE 19709
    /45

    $639,900

    • 4 Beds
    • 2.5 Baths
    • 2,625 Sq Ft

    1119 Wilde Way, Middletown, DE 19709

    Welcome to 1119 Wilde Way, your dream home nestled in a thriving community Middletown’s Bayberry South (The Meadows) that offers the perfect blend of comfort, convenience, and outdoor enjoyment within the highly sought-after Appoquinimink School District!Why wait for new construction when you can move into this beautiful, nearly new home right away? This Duke model boasts an elegant Craftsman

    Madhavi Gowni Realty Mark Associates

    1119 Wilde Way, Middletown, DE 19709
  • 313 Acasta Dr, Middletown, DE 19709
    313 Acasta Dr, Middletown, DE 19709
    313 Acasta Dr, Middletown, DE 19709
    /54

    $630,000

    • 4 Beds
    • 3.5 Baths
    • 4,025 Sq Ft

    313 Acasta Dr, Middletown, DE 19709

    Welcome to your dream home! This stunning Colonial-style residence offers an impressive 4,025 square feet of meticulously maintained living space. Nestled on a premium lot backing to preserved space, this home combines modern elegance with functional design, perfect for today’s lifestyle. At the heart of the home you’ll find the gourmet kitchen, featuring granite countertops and an oversized

    Rose Bloom Long & Foster Real Estate, Inc.

    313 Acasta Dr, Middletown, DE 19709
  • 340 Ellenwood Dr, Middletown, DE 19709
    340 Ellenwood Dr, Middletown, DE 19709
    340 Ellenwood Dr, Middletown, DE 19709
    /41

    $829,900

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    340 Ellenwood Dr, Middletown, DE 19709

    Welcome to 340 Ellenwood Drive, located in one of Middletown’s most desirable communities within the Appoquinimink School District. This prime location offers close proximity to parks, shopping, dining, and commuter routes, all while providing a strong sense of community and everyday convenience. This home features a covered front porch, perfect for enjoying the peaceful neighborhood setting.

    Eric Buck Long & Foster Real Estate, Inc.

    340 Ellenwood Dr, Middletown, DE 19709
  • 402 Waltham Dr, Middletown, DE 19709
    402 Waltham Dr, Middletown, DE 19709
    402 Waltham Dr, Middletown, DE 19709
    /26

    $634,900

    • 4 Beds
    • 2.5 Baths
    • 3,325 Sq Ft

    402 Waltham Dr, Middletown, DE 19709

    Over 3300 square feet 4 Bedroom 2.5 Bath Brick front Colonial. Best value in Shannon Cove!! Numerous Upgrades, Hybrid In-Ground Pool. Premium Lot, Mature Trees.Bonus features include: New roof (Oct 2023) Whole house generator (3 yrs old) New 15x15 Composite deck (2025)Pool heater (2 yrs old) Water heater (2019)Plumbing rough-in for full bath in basementExtra poured foot in foundation for 9ft

    John Luca BHHS Fox & Roach - Hockessin

    402 Waltham Dr, Middletown, DE 19709
  • 345 Jessica Dr, Middletown, DE 19709
    345 Jessica Dr, Middletown, DE 19709
    345 Jessica Dr, Middletown, DE 19709
    /45

    $650,000

    • 5 Beds
    • 2.5 Baths
    • 3,400 Sq Ft

    345 Jessica Dr, Middletown, DE 19709

    Welcome to 345 Jessica Drive, a beautiful, Colonial home nestled in the desirable Lea Eara Farms community of Middletown, Delaware. Situated on a spacious 0.52-acre lot, this two-story residence offers 3400 SF of living space. This gem of a home has been meticulously maintained, with an added bonus of being located just a quick walk or bike ride away to the 5 mile "JAM" trail that runs along the

    Katina Geralis EXP Realty, LLC

    345 Jessica Dr, Middletown, DE 19709
  • 147 Parker Dr, Middletown, DE 19709
    147 Parker Dr, Middletown, DE 19709
    147 Parker Dr, Middletown, DE 19709
    /30

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 3,600 Sq Ft

    147 Parker Dr, Middletown, DE 19709

    Motivated Seller!! Built in 2022, this meticulously maintained 4-bedroom, 2.5-bath Colonial is located in the sought-after Crossland at the Canal community and is move-in ready. Designed as the Hudson Model by Ryan Homes, this residence combines modern design with functional living spaces. A welcoming covered front porch leads into the home, where a formal living room (flex space) sits just off

    rashmi Mundalmani Patterson-Schwartz - Greenville

    147 Parker Dr, Middletown, DE 19709
  • 216 Baldy Ln, Middletown, DE 19709
    216 Baldy Ln, Middletown, DE 19709
    216 Baldy Ln, Middletown, DE 19709
    /41

    $654,900

    • 3 Beds
    • 2 Baths
    • 2,925 Sq Ft

    216 Baldy Ln, Middletown, DE 19709

    Welcome to 216 Baldy Lane– A Stunning Ranch-Style Home in the Premier 55+ Community of Traditions at Whitehall. Step into luxury and comfort in this beautifully upgraded 3-bedroom, 2-bath ranch-style home that truly shows like a model. Thoughtfully designed and impeccably maintained, this residence offers exceptional one-level living with high-end finishes throughout. Start your day on the

    Jack Sanderson Patterson-Schwartz-Hockessin

    216 Baldy Ln, Middletown, DE 19709
  • 875 Port Penn Rd, Middletown, DE 19709
    875 Port Penn Rd, Middletown, DE 19709
    875 Port Penn Rd, Middletown, DE 19709
    /54

    $635,000

    • 6 Beds
    • 5 Baths
    • 2,900 Sq Ft

    875 Port Penn Rd, Middletown, DE 19709

    Step into the past and own a piece of Delaware's history with the Dilworth House, one of the earliest homes built in the state by Olla Jansen, a Swedish colonist from the 1600-1700 Native American Period. Situated on 12.25 acres of pristine land that backs up to the Augustine Wildlife Preserve, this property is a rare find, offering both a home and a rich connection to the past. The Dilworth

    Kelly Clark Crown Homes Real Estate

    875 Port Penn Rd, Middletown, DE 19709
  • 3904 Peck Place, Middletown, DE 19709
    3904 Peck Place, Middletown, DE 19709
    3904 Peck Place, Middletown, DE 19709
    /50

    $665,000

    • 4 Beds
    • 3 Baths
    • 3,952 Sq Ft

    3904 Peck Place, Middletown, DE 19709

    Welcome to this 4 bedroom, 3 full bathroom home in the sought-after active adult community of the Ponds at Bayberry by Blenheim Homes. At just two years young, 3904 Peck Place is in like-new condition and ready for immediate new ownership. This Loren model features many upgrades, including a sunroom extension with cathedral ceiling, composite back deck, lawn irrigation system, and finished

    Danny Morris Thyme Real Estate Co LLC

    3904 Peck Place, Middletown, DE 19709
  • 6 Claddagh Ct, Middletown, DE 19709
    6 Claddagh Ct, Middletown, DE 19709
    6 Claddagh Ct, Middletown, DE 19709
    /27

    $689,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,825 Sq Ft

    6 Claddagh Ct, Middletown, DE 19709

    Motivated Sellers! Bring your offers. This is your chance to own a spacious, well-maintained colonial-style home on 2 serene acres in a quiet cul-de-sac with only nine homes! Built in 1991, this generous 5-bedroom, 3.5-bath home offers approximately 3,800 sq ft of heated living space—plenty of room to spread out and make it your own! Step into the bright and welcoming foyer, where you're

    Amy Boyer Patterson-Schwartz-Middletown

    6 Claddagh Ct, Middletown, DE 19709
  • 635 Gordon House Way, Middletown, DE 19709
    635 Gordon House Way, Middletown, DE 19709
    635 Gordon House Way, Middletown, DE 19709
    /21

    $671,276 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,465 Sq Ft

    635 Gordon House Way, Middletown, DE 19709

    New construction without the wait. This gorgeous estate home has everything you could want and more! With five bedrooms and 3.5 baths, it ensures enough space for the whole family - and that includes a modern 1st-floor in-law suite with full bath. Additional features include an upgraded kitchen with large island, gas range & granite counters; a 1st-floor powder room; a 3-piece basement rough-in

    Lindsay Shaffer RE/MAX Elite

    635 Gordon House Way, Middletown, DE 19709
  • 409 Crownleaf Dr, Middletown, DE 19709
    409 Crownleaf Dr, Middletown, DE 19709
    409 Crownleaf Dr, Middletown, DE 19709
    /18

    $649,000 Open Thu 10AM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 2,857 Sq Ft

    409 Crownleaf Dr, Middletown, DE 19709

    *𝐅𝐚𝐥𝐥 𝐦𝐨𝐯𝐞-𝐢𝐧!* Introducing 409 Crownleaf Drive, the thoughtfully designed, Dalton floorplan. The first floor features an open concept living room with gas fireplace and gourmet kitchen that flows seamlessly into a bright and airy morning room. This floor also includes two additional rooms, great for a home office, library, or sitting room. Moving upstairs to the second floor you’ll

    David Vasso Atlantic Five Realty

    409 Crownleaf Dr, Middletown, DE 19709
  • 126 Green Forest Dr Unit 5 HOUSTON, Middletown, DE 19709
    126 Green Forest Dr Unit 5 HOUSTON, Middletown, DE 19709
    126 Green Forest Dr Unit 5 HOUSTON, Middletown, DE 19709
    /46

    $685,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,368 Sq Ft

    126 Green Forest Dr Unit 5 HOUSTON, Middletown, DE 19709

    See this model any day through the NTernow app. Rothwell Estates from Benchmark Builders. The HOUSTON (to be built) is our main decorated model. The 2 story foyer & great room, and a 2nd floor bridge are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of two-story and ranch models, which

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 5 HOUSTON, Middletown, DE 19709
  • 126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
    /27

    $638,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The CLAYTON (to be built) is our starter 4 bedroom 2.5 bath home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of two-story and ranch models, which include basements and an abundance of standard features such as a stone water table, hardwood standard in the foyer, kitchen and breakfast

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
  • 126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
    /32

    $694,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,822 Sq Ft

    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The GRANDVIEW (to be built) is the larger of our 2 ranch floor plans. It has an optional 2nd floor loft/bedroom area, but is spacious without it. The large kitchen & vaulted ceiling in the great room are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
  • 126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
    /34

    $685,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The JAMISON (to be built) is available to see in person until mid May, so contact the sales manager to book a walk through. The large kitchen, great room, and Extra Large Primary Suite are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
  • 1514 Lesterfield Way, Middletown, DE 19709
    1514 Lesterfield Way, Middletown, DE 19709
    1514 Lesterfield Way, Middletown, DE 19709
    /11

    $654,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    1514 Lesterfield Way, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DESettle into style and comfort with the Carver DE, a thoughtfully designed 2-bedroom, 2.5-bath home ready for move-in by August 2025. This open-concept floorplan seamlessly blends classic design elements with modern finishes, offering both elegance and ease in every room.Enjoy elevated living with standout features like crown molding, a cozy fireplace, and

    Barbara Heilman Delaware Homes Inc

    1514 Lesterfield Way, Middletown, DE 19709
  • 530 Wheelmen St Unit 9 CABOT, Middletown, DE 19709
    530 Wheelmen St Unit 9 CABOT, Middletown, DE 19709
    530 Wheelmen St Unit 9 CABOT, Middletown, DE 19709
    /28

    $644,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,778 Sq Ft

    530 Wheelmen St Unit 9 CABOT, Middletown, DE 19709

    Cabot-TO BE BUILT. Last larger estate lot is now available here at the Town of Whitehall. This 4-5bedroom 2.5-3.5 bath floor plan hasn't been offered in Whitehall for years. This is an extremely versatile floor plan with several variations. There are options for a first floor bedroom with attached bath room and for combining bedrooms to make your owner's suite very large. The spacious kitchen

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 9 CABOT, Middletown, DE 19709
  • Morse, Middletown, DE 19709
    Morse, Middletown, DE 19709
    Morse, Middletown, DE 19709
    /12

    $591,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,349 Sq Ft

    Morse, Middletown, DE 19709

    Welcoming foyer leading to private home office.HovHall with convenient valet leading to laundry room.Spacious great room with vaulted ceiling and large windows.Kitchen with corner pantry and large island.Dining area with sliding door to covered patio.Secluded primary suite with large sitting room.Primary bath with large shower and walk-in closet.

    K Hovnanian's Four Seasons

    Morse, Middletown, DE 19709
  • Kerr, Middletown, DE 19709
    Kerr, Middletown, DE 19709
    Kerr, Middletown, DE 19709
    /12

    $626,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,810 Sq Ft

    Kerr, Middletown, DE 19709

    Included Extra Suite, ideal for multi-generational living and long-term guests.Private home office off of foyer, to work from home with plenty of space.Spacious great room with slider to covered patio.Stylish kitchen with island and large pantry.Luxurious primary suite with triple windows.Relaxing primary bath with split vanities and walk-in closet.Convenient 3-car tandem

    K Hovnanian's Four Seasons

    Kerr, Middletown, DE 19709
  • Aberdeen II, Middletown, DE 19709
    Aberdeen II, Middletown, DE 19709
    Aberdeen II, Middletown, DE 19709
    /12

    $571,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    Aberdeen II, Middletown, DE 19709

    Spacious kitchen with island and ample counterspace.Sunlit great room adjacent to kitchen and dining area.Relaxing primary suite with sitting room and luxurious bath.HovHub makes for a great home office or study space.Expansive covered patio, perfect for dining al fresco.HovHall with closet and access to 2-car garage.

    K Hovnanian's Four Seasons

    Aberdeen II, Middletown, DE 19709
  • 208 E Bradford Ct, Middletown, DE 19709
    208 E Bradford Ct, Middletown, DE 19709
    208 E Bradford Ct, Middletown, DE 19709
    /64

    $525,000

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    208 E Bradford Ct, Middletown, DE 19709

    Tucked away on a quiet, private street, this beautifully maintained 4-bedroom, 2.5-bath home offers comfort, space, and serene natural surroundings. Located in the highly regarded Appoquinimink School District and just minutes from Route 1 and Route 13, this property delivers both convenience and a sense of escape. Inside, you'll find a warm and inviting layout featuring a sunken family room with

    Megan Aitken Keller Williams Realty

    208 E Bradford Ct, Middletown, DE 19709
  • 636 Poets Way, Middletown, DE 19709
    636 Poets Way, Middletown, DE 19709
    636 Poets Way, Middletown, DE 19709
    /45

    $469,900

    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    636 Poets Way, Middletown, DE 19709

    Welcome to this Coleridge model, located in the highly desirable Springmill community in Middletown, Delaware. Upon entry, you'll be greeted by elegant hardwood flooring that flows seamlessly through the Great Room, breakfast area, expansive kitchen, and formal Dining Room. The Great Room features a cozy fireplace and an open-concept layout perfect for modern living. This home offers a

    Vicky Miller Patterson-Schwartz-Middletown

    636 Poets Way, Middletown, DE 19709
  • 1145 S Olmsted Pkwy, Middletown, DE 19709
    1145 S Olmsted Pkwy, Middletown, DE 19709
    1145 S Olmsted Pkwy, Middletown, DE 19709
    /48

    $559,900

    • 4 Beds
    • 3.5 Baths
    • 3,025 Sq Ft

    1145 S Olmsted Pkwy, Middletown, DE 19709

    Welcome to 1145 S Olmsted Pkwy and the charming and sought-after community of Bayberry! This charming property in Middletown offers an impressive blend of comfort and convenience. The home's premier lot positioning provides an attractive front view, enhancing its curb appeal and privacy, and the welcoming front porch is perfect for outdoor entertaining or relaxing. The entire home, including the

    Megan Aitken Keller Williams Realty

    1145 S Olmsted Pkwy, Middletown, DE 19709
  • 14 White Oak Dr, Middletown, DE 19709
    14 White Oak Dr, Middletown, DE 19709
    14 White Oak Dr, Middletown, DE 19709
    /37

    $575,000

    • 4 Beds
    • 3 Baths
    • 2,900 Sq Ft

    14 White Oak Dr, Middletown, DE 19709

    Step into your own private paradise in the popular Great Oak Farms. Nestled in a cul-de-sac on sprawling and luscious acres, this home offers the perfect combination of tranquility and convenience. The expansive grounds provide the ideal setting for both relaxation and recreation.In the backyard, there is a space for a basketball court, soccer field or extra parking. Imagine sipping your morning

    Nadia Begum EXP Realty, LLC

    14 White Oak Dr, Middletown, DE 19709
  • 73 Springmill Dr, Middletown, DE 19709
    73 Springmill Dr, Middletown, DE 19709
    73 Springmill Dr, Middletown, DE 19709
    /48

    $499,900 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 2,350 Sq Ft

    73 Springmill Dr, Middletown, DE 19709

    Welcome to this beautifully maintained residence in the highly desirable Active Adult Community of Springmill, located in Middletown, DE. This impressive Dunbar model offers a thoughtfully designed floor plan featuring two bedrooms, two full bathrooms, a spacious loft, and numerous high-quality upgrades. Notable improvements include a five-year-old HVAC system and Homecraft replacement windows

    Vicky Miller Patterson-Schwartz-Middletown

    73 Springmill Dr, Middletown, DE 19709
  • 574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    /61

    $485,000 Open Wed 4PM - 6PM

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft

    574 Whispering Trail, Middletown, DE 19709

    55 Community living at it's finest. 2-Bed + Loft in Active 55+ Community . Excellent Condition & Full of Charm!Welcome to this beautifully cared-for 2-bedroom, 2-bath home in a vibrant and friendly 55+ neighborhood! This home is in excellent condition and it shows, from the sparkling clean interiors to the thoughtful updates throughout. You’ll immediately notice the pride of ownership, with

    Kim Simpson Thyme Real Estate Co LLC

    574 Whispering Trail, Middletown, DE 19709
  • 427 Paper Birch St, Middletown, DE 19709
    427 Paper Birch St, Middletown, DE 19709
    427 Paper Birch St, Middletown, DE 19709
    /26

    $579,900 Open Sun 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 1,850 Sq Ft

    427 Paper Birch St, Middletown, DE 19709

    Welcome to 427 Paper Birch Street! Nestled in the vibrant 55+ community of Four Seasons at Baymont Farms in Middletown. This beautifully kept home is just a few years young and absolutely move-in ready!! Featuring 3 bedrooms, 2 baths, 
and an open-concept layout. From the moment you arrive, the charming curb appeal sets the tone with a welcoming front porch. Inside, you'll find a comfortable

    Nicole Duncan Crown Homes Real Estate

    427 Paper Birch St, Middletown, DE 19709
  • 2481 N Dupont Pkwy, Middletown, DE 19709
    2481 N Dupont Pkwy, Middletown, DE 19709
    2481 N Dupont Pkwy, Middletown, DE 19709
    /25

    $350,000

    • 4 Beds
    • 1 Bath
    • 1,400 Sq Ft

    2481 N Dupont Pkwy, Middletown, DE 19709

    Need room for a pole barn this home sits in the far corner of an almost acre lot. Nice size out building could be built on remaining property. Price fo 20x30 building would be extra $20,000. Need exposure for in home business this is it. Home is nice condition with hardwood floors and fresh paint. Good size rooms.

    Rodman Mullins Sterling Real Estate LLC

    2481 N Dupont Pkwy, Middletown, DE 19709
  • 2722 van Cliburn Cir, Middletown, DE 19709
    2722 van Cliburn Cir, Middletown, DE 19709
    2722 van Cliburn Cir, Middletown, DE 19709
    /54

    $575,000

    • 2 Beds
    • 2 Baths
    • 1,942 Sq Ft

    2722 van Cliburn Cir, Middletown, DE 19709

    Newly adjusted pricing creates an extraordinary opportunity... listed substantially below appraised value! Move right into this 2–3 bedroom, 2-bath beauty on a PREMIUM lot in one of the area's most sought-after 55+ communities—where desirable amenities and peaceful living come together beautifully. With over $100K in upgrades and improvements, this five-year-young, meticulous home offers an

    Vicki Feeney Patterson-Schwartz-Middletown

    2722 van Cliburn Cir, Middletown, DE 19709
  • 113 Anna Ct, Middletown, DE 19709
    113 Anna Ct, Middletown, DE 19709
    113 Anna Ct, Middletown, DE 19709
    /76

    $819,000

    • 4 Beds
    • 4.5 Baths
    • 5,925 Sq Ft

    113 Anna Ct, Middletown, DE 19709

    Welcome home to this beautiful home located in the highly sought after community of Back Creek. This home is on a cul de sac, has an acre plus of land that is fully landscaped with green giants for the ultimate privacy.... a great deck for you to enjoy the peace and quiet. This amazing home is over 6000 square feet, 4 bedrooms, 4.1 bathrooms, a finished basement, a morning room, a 2 story

    Ann Marie Germano Patterson-Schwartz-Middletown

    113 Anna Ct, Middletown, DE 19709
  • 522 Lilac Dr, Middletown, DE 19709
    522 Lilac Dr, Middletown, DE 19709
    522 Lilac Dr, Middletown, DE 19709
    /46

    $605,000

    • 4 Beds
    • 2.5 Baths
    • 2,875 Sq Ft

    522 Lilac Dr, Middletown, DE 19709

    Welcome to 522 Lilac Drive, Middletown, DE — where comfort meets convenience in this beautifully maintained single-family home! Located in the desirable Longmeadow neighborhood, this spacious 4-bedroom, 2.5-bathroom detached home offers nearly 3000 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. Step inside to find a bright and airy

    David Vetri Red Brick Realty, LLC

    522 Lilac Dr, Middletown, DE 19709
  • 426 Paper Birch St, Middletown, DE 19709
    426 Paper Birch St, Middletown, DE 19709
    426 Paper Birch St, Middletown, DE 19709
    /38

    $575,900

    • 3 Beds
    • 2 Baths
    • 1,875 Sq Ft

    426 Paper Birch St, Middletown, DE 19709

    Welcome to this stunning 3 years new home in the sought-after community of Four Seasons at Baymont Farms, Middletown, DE. This Dorchester, turn key model condition property boasts 3 bedrooms and 2.0 bathrooms, perfect for a those seeking single-level living in an active adult community. Upon entering, you are greeted by an open floor plan with a family room off the kitchen, ideal for

    Yuliana Goldin-Dunn Patterson-Schwartz-Middletown

    426 Paper Birch St, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 4

Delaware Middletown

Houses for Sale in Middletown, DE

Why Live in Middletown

Incorporated in 1861, the city of Middletown sits close to Delaware’s border with Maryland and is home to over 24,000 people. Predominantly residential, Middletown consists of many neighborhoods and subdivisions branching out from a commercial center, which in turn offers its residents a blend of suburban living and the convenience of more urban amenities a short drive away. Delaware is popular due to its lack of a sales tax and attracts those from out-of-state. “Downsizing people from northern Delaware, or New Jersey and New York, seek new con ...

Learn more about living in Middletown

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 44 days on the market compared to the national average of 49 days. The median sale price for homes in Middletown, DE over the last 12 months is $505,000, down 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$505,000
Median Single Family Sale Price
$580,000
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$262,500
Average Price Per Sq Ft
$209
Number of Homes for Sale
197
Last 12 months Home Sales
642
Months of Supply
3.70
Median List Price
$540,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, there are currently 135 houses for sale, offering an array of options for potential buyers. With houses priced between $194,000 to $5,100,000, there's a range to accomodate every budget. As of June, 2025 the median home price in Middletown is $540,000, while the average sale price is $523,356, offering insights into the local housing market. On average, houses spend 44 days listed before being sold. Whether you're searching for a single-family residence, exploring single-family detached houses for sale, or considering new construction houses for sale, there are options to cater to different lifestyles. Explore the listings and houses for sale in Middletown, DE and find the perfect place to call home.

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