Middletown, DE Homes for Sale under $1,000,000

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  /75

  $828,000

  $22K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 5,345 Sq Ft

  1756 Michelangelo Dr, Middletown, DE 19709

  Your new home awaits in the desirable Bayberry Community! This gorgeous 3,513 sq ft property features 4 bedrooms, 3.5 bathrooms, a 6-foot side extension, and a fully finished basement offering over 1,800 sq ft of extra space. Solar panels are included in the price. Inside, the formal living and dining rooms flow into an extended great room with a cozy gas fireplace. The gourmet kitchen boasts a

  Angela Clement EXP Realty, LLC

  1756 Michelangelo Dr, Middletown, DE 19709
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  /4

  $778,990

  • 4 Beds
  • 2.5 Baths
  • 3,260 Sq Ft

  273 Abbotsford Dr Unit HANCOCK GRAND, Middletown, DE 19709

  Welcome to the Highlands at Back Creek- a small community of only 42 lots. Most lots back to open space, and they're all a minimum of 3/4 acre. Tired of massive developments with no sense of community? This is the place for you. ;) Check out some of the standard features- 9' first and second-floor ceilings, crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in the

  Elizabeth Page-Kramer EXP Realty, LLC

  273 Abbotsford Dr Unit HANCOCK GRAND, Middletown, DE 19709
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  /65

  $999,900

  • 4 Beds
  • 3 Baths
  • 2,050 Sq Ft

  645 Greylag Rd, Middletown, DE 19709

  A Private 2.74‐Acre Retreat Featuring a Spacious 4BR/3BA Ranch, W/ 2 Car attached garage, In-ground Pool, and a 2,700 SF Heated Detached Garage/Workshop Designed for Real‐World Needs in the heart of northern Middletown, WITH NO DEED RESTRICTIONS!!!!! Welcome to a rare opportunity to enjoy both privacy and practicality on 2.74 peaceful, tree‐lined acres in the heart of Middletown. Located in the

  Tom Horne Iron Valley Real Estate Premier

  645 Greylag Rd, Middletown, DE 19709
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  /40

  $734,900

  • 6 Beds
  • 3 Baths
  • 3,700 Sq Ft

  108 Green Forest Dr, Middletown, DE 19709

  Some homes simply have it all — and 108 Green Forest Drive is one of them. Tucked within the coveted Rothwell Estates community, this stunning residence delivers over 3,700 square feet of thoughtfully designed living space, where luxury finishes, soaring ceilings, and exceptional craftsmanship create an experience that's immediately felt the moment you walk through the door.At the heart of

  Clarissa Howard Tesla Realty Group, LLC

  108 Green Forest Dr, Middletown, DE 19709
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  /17

  $774,999

  New Construction

  • 5 Beds
  • 3.5 Baths
  • 3,560 Sq Ft

  617 Mccracken Dr, Middletown, DE 19709

  Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

  Benchmark Builders Builder

  617 Mccracken Dr, Middletown, DE 19709
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  /27

  $785,000

  $5K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 4,331 Sq Ft

  118 Goldleaf Dr W, Middletown, DE 19709

  RARE opportunity to own in the Copperleaf division by lennar. This is the traditional Emerson 2 model. Basically like NEW. Built in Feb 2025 this home looks like new. This stunning single-family residence located in the heart of Middletown. Boasting an impressive floor plan and meticulous attention to detail, this home offers the perfect balance of sophisticated entertaining spaces and cozy

  Danielle A Davis Realty Mark Associates-Newark

  118 Goldleaf Dr W, Middletown, DE 19709
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  /56

  $749,900

  $15K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 5,400 Sq Ft

  1036 Applecross Dr, Middletown, DE 19709

  Welcome to 1036 Applecross Drive, a stunning, executive-style home set on a desirable northeast-facing corner lot in the highly sought-after Preserve at Deep Creek community. With a fully fenced backyard and thoughtful upgrades throughout, this home is truly move-in ready and designed to impress. From the moment you step inside, it’s clear this residence has been meticulously cared for, with an

  Michael Davis Phoenix Real Estate

  1036 Applecross Dr, Middletown, DE 19709
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  /38

  $749,999

  $65K PRICE DROP

  • 6 Beds
  • 4 Baths
  • 4,500 Sq Ft

  1110 Cardigan Rd, Middletown, DE 19709

  ⸻Stunning 6-Bedroom home with modern upgrades, comfortable backyard for activities, and superior location for commuting. Far enough from the heavily traffic downtown, but close enough for a short commute to leisure functions. Come walk through this gorgeous home and envision yourself enjoying these many amenities. Welcome to this beautifully upgraded 6-bedroom, 4 full bath home offering 4,500

  Allen Cote EXP Realty, LLC

  1110 Cardigan Rd, Middletown, DE 19709
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  /78

  $929,900

  $70K PRICE DROP

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

  313 Dillon Cir, Middletown, DE 19709

  Welcome to this exceptional, nearly new luxury residence tucked away on a premium half-acre homesite in the desirable Summit Pointe community. Perfectly positioned at the rear of the neighborhood and backing to canal property, this home offers a rare combination of privacy, scenic views, and modern elegance. From the moment you arrive, the inviting front porch and timeless curb appeal set the

  Rick Anibal RE/MAX Advantage Realty

  313 Dillon Cir, Middletown, DE 19709
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  /6

  $829,990

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

  273 Abbotsford Dr Unit LEXINGTON, Middletown, DE 19709

  1st FLOOR OWNER'S SUITE!!!! Welcome to Highlands at Back Creek, a small community of only 42 lots. Most lots back to open space, and they're all at least 3/4 acre. Tired of massive developments with no sense of community? This is the place for you. ;) Check out some of the many standard features: 9' first and second floors, crown molding in the living room, dining room, and foyer. Shaw hardwood

  Elizabeth Page-Kramer EXP Realty, LLC

  273 Abbotsford Dr Unit LEXINGTON, Middletown, DE 19709
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  /14

  $759,990

  New Construction $20K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,772 Sq Ft

  932 Skimmer St, Middletown, DE 19709

  Welcome to the Omaha—this is your exclusive early look at a beautifully designed home that blends an open-concept layout with charming Farmhouse-inspired elements. Scheduled for settlement in September 2026, this home offers 4 bedrooms, 3.5 baths, and a 2-car garage, delivering both comfort and style. The main living area features a stunning stone fireplace, creating a warm and inviting focal

  Barbara Heilman Delaware Homes Inc

  932 Skimmer St, Middletown, DE 19709
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  /19

  $749,500

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

  362 Neverland Dr, Middletown, DE 19709

  Welcome to 362 Neverland Dr in Middletown, Delaware — a beautifully upgraded home offering space, privacy, flexibility, and lifestyle features in one of Delaware’s most desirable and fast-growing towns. Perfectly positioned on a premium wooded lot with no rear neighbors, this home offers peaceful views, added privacy, and the rare feeling of not looking directly into another backyard. From the

  Ray Dockery LPT Realty, LLC

  362 Neverland Dr, Middletown, DE 19709
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  /53

  $819,990

  • 4 Beds
  • 2.5 Baths
  • 3,503 Sq Ft

  273 Abbotsford Dr Unit CORONADO, Middletown, DE 19709

  Welcome to the Highlands at Back Creek- a small community of only 42 lots. Most lots back to open space, and they're all at least 3/4 acre. Tired of massive developments with no sense of community? This is the place for you;) Check out some of the many standard features- 9' first and second-floor ceilings and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in the

  Elizabeth Page-Kramer EXP Realty, LLC

  273 Abbotsford Dr Unit CORONADO, Middletown, DE 19709
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  /105

  $749,900

  $25K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 5,877 Sq Ft

  138 Green Forest Dr, Middletown, DE 19709

  Welcome to 138 Green Forest Drive, a beautifully appointed 4–5 bedroom home offering generous living spaces, thoughtful design, and exceptional versatility. Designed with an open floor plan ideal for both everyday living and entertaining, this impressive residence combines timeless architectural details with modern functionality. The main level features elegant formal living and dining rooms,

  Michael Wilson BHHS Fox & Roach-Greenville

  138 Green Forest Dr, Middletown, DE 19709
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  /89

  $775,000

  • 5 Beds
  • 4.5 Baths
  • 4,225 Sq Ft

  201 Parker Dr, Middletown, DE 19709

  Welcome to 201 Parker Drive, an exceptional residence nestled in the highly sought-after Crossland at the Canal community, where elegant design, luxurious amenities, and energy-efficient living come together in one remarkable home. Offering five bedrooms, four full bathrooms, and one half bath, this beautifully appointed property welcomes you with a bright two-story foyer and hardwood flooring

  Michael Kelczewski Century 21 Emerald

  201 Parker Dr, Middletown, DE 19709
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  /48

  $789,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,875 Sq Ft

  228 Wickerberry Dr, Middletown, DE 19709

  This Stunning Home built by Anderson Builder is located on the Corner lot in the Parkside Community. This 4 bedroom, 2 1/2 bath home welcomes you as soon as you enter into the home. The 2-story foyer provides an embracing warmth separating the dining and living room. The Large office can be access by the double doors off the living room or by the hall entrance. A butler's pantry connects dining

  Angela Clement EXP Realty, LLC

  228 Wickerberry Dr, Middletown, DE 19709
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  /41

  $875,000

  $40K PRICE DROP

  • 4 Beds
  • 5.5 Baths
  • 6,475 Sq Ft

  807 Ashby Dr, Middletown, DE 19709

  Nestled in the charming community of Ashby's Place, this exquisite traditional home, built in 2015, offers a perfect blend of luxury and comfort. With its stunning stone and vinyl siding exterior, this detached residence exudes curb appeal and invites you to explore the elegant interiors. Step inside to discover a thoughtfully designed layout that boasts four spacious bedrooms and five and a half

  Arthur Brown Empower Real Estate, LLC

  807 Ashby Dr, Middletown, DE 19709
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  /29

  $751,250

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 2,948 Sq Ft

  6027 Freestone Blvd, Middletown, DE 19709

  Discover exceptional space, style, and flexibility in the Grier at Freestone Village, Middletown's newest premier community.This beautifully appointed home offers over 3,000 square feet of thoughtfully designed living space plus a partially finished basement with its own full bath. From the moment you step inside, you'll appreciate the open-concept layout, designer finishes, and impressive

  Lennar Builder

  6027 Freestone Blvd, Middletown, DE 19709

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