20,298

Middletown, DE Homes

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  • /30

    $569,000

    • 2 Beds
    • 2 Baths
    • 1,825 Sq Ft

    404 Paper Birch St, Middletown, DE 19709

    Ready to trade the "to-do" list for a "must-do" list? Welcome to 404 Paper Birch Street, nestled in the heart of the highly coveted Four Seasons at Baymont Farms. This isn't just a house; it’s your VIP pass to the best chapter of your life. From the moment you pull up, you’ll notice the pristine curb appeal that sets the tone for what’s inside. This home is designed for easy living and effortless

    Tony Immediato Compass

    404 Paper Birch St, Middletown, DE 19709
  • /36

    $495,000

    Sold Sep 25, 2025

    8 Spring Arbor Dr, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 2007

    Last Sold Summary

    • $225/SF
    • 18 Days On Market

    Current Estimated Value $501,160

    Last Listing Agent Khalilah Ling Crown Homes Real Estate

    8 Spring Arbor Dr, Middletown, DE 19709
    • /35

      Est $456,347

      Not Listed For Sale

      2505 St Giles Dr, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,142 Sq Ft
      • Built 2024
      2505 St Giles Dr, Middletown, DE 19709

      Last Sold Summary

      • 58 Days On Market

  • /24

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    557 Lewes Landing Rd, Middletown, DE 19709

    Welcome to 557 Lewes Landing Road, a beautifully upgraded end unit townhome in the highly sought after Brighton community and award winning Appoquinimink School District. Built in 2025, this better than new home offers the perfect opportunity to enjoy the benefits of new construction without the wait and added expense. From the moment you arrive, you'll appreciate the premium end unit location,

    Hovik Nazarian Long & Foster Real Estate, Inc.

    557 Lewes Landing Rd, Middletown, DE 19709
  • /95

    $739,000

    Sold Jun 15, 2026

    513 Spring Hollow Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,350 Sq Ft
    • Built 2016

    Last Sold Summary

    • 5% Below List Price
    • $170/SF
    • 72 Days On Market

    Current Estimated Value $753,937

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    513 Spring Hollow Dr, Middletown, DE 19709
    • /79

      Est $594,612

      Not Listed For Sale

      410 Cicero Crossing, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,250 Sq Ft
      • Built 2012
      410 Cicero Crossing, Middletown, DE 19709

      Last Sold Summary

      • 6 Days On Market

  • /66

    $650,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,725 Sq Ft

    59 Millwood Dr, Middletown, DE 19709

    Back on the market due to the buyer's financing falling through. Welcome to 59 Millwood Drive, nestled in the highly sought-after Stover-built community of Millwood, where homes rarely become available. Set on an impressive 1.67-acre lot, this beautiful 4-bedroom home offers the perfect combination of space, privacy, and comfort — without feeling crowded by neighboring homes. The meticulously

    Elizabeth Page-Kramer EXP Realty, LLC

    59 Millwood Dr, Middletown, DE 19709
  • /58

    $459,900

    Sold Sep 05, 2025

    264 N Bayberry Pkwy, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2020

    Last Sold Summary

    • $192/SF
    • 4 Days On Market

    Current Estimated Value $457,703

    Last Listing Agent MaryBeth Tribbitt Patterson-Schwartz-Hockessin

    264 N Bayberry Pkwy, Middletown, DE 19709
    • /23

      Est $606,563

      Not Listed For Sale

      4540 Cagney Ln, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 2,400 Sq Ft
      • Built 2017
      4540 Cagney Ln, Middletown, DE 19709

      Last Sold Summary

      • 16 Days On Market

  • /57

    $695,000

    • 3 Beds
    • 2 Baths
    • 3,100 Sq Ft

    108 Westside Ln, Middletown, DE 19709

    Welcome to 108 Westside Ln - Discover a rare opportunity to own a spacious custom-built ranch home perfectly situated on a stunning 0.8-acre lot backing to mature trees, offering privacy and picturesque natural views. This beautifully maintained home features 3 bedrooms, 2 full bathrooms, and an oversized 2-car garage with an extended driveway providing ample parking space for guests and everyday

    Andrea Harrington Compass

    108 Westside Ln, Middletown, DE 19709
  • /63

    $780,000

    Sold Nov 06, 2025

    754 Idlewyld Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,600 Sq Ft
    • Built 2015

    Last Sold Summary

    • $217/SF
    • 27 Days On Market

    Current Estimated Value $786,065

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    754 Idlewyld Dr, Middletown, DE 19709
    • /50

      Est $441,600

      Not Listed For Sale

      509 Canal Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,650 Sq Ft
      • Built 2017
      509 Canal Dr, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

  • /61

    $779,900

    Pending
    • 6 Beds
    • 4.5 Baths
    • 4,712 Sq Ft

    629 Harrier Ln, Middletown, DE 19709

    Welcome to this exceptional, less-than-2-year-old residence in the highly sought-after Pleasanton community of Middletown. Showcasing the rare Stavanger model—one of the largest and most versatile floor plans in the neighborhood—this home offers 6 bedrooms, 4.5 bathrooms, a finished walk-out basement, and a 2-car garage pre-wired for EV charging. Designed for both everyday living and elegant

    Gobinatha MuthugowderPalani Tesla Realty Group, LLC

    629 Harrier Ln, Middletown, DE 19709
  • /33

    $790,000

    Sold Oct 14, 2025

    407 Crownleaf Dr, Middletown, DE 19709

    • 4 Beds
    • 4 Baths
    • 3,651 Sq Ft
    • Built 2025

    Last Sold Summary

    • $216/SF
    • 14 Days On Market

    Last Listing Agent David Vasso Atlantic Five Realty

    407 Crownleaf Dr, Middletown, DE 19709
    • /64

      Est $726,038

      Not Listed For Sale

      308 Galloway St, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,425 Sq Ft
      • Built 2016
      308 Galloway St, Middletown, DE 19709

      Last Sold Summary

      • 6 Days On Market

  • /8

    $859,990

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 4,569 Sq Ft

    129 Ayshire Dr Unit RITTENHOUSE, Middletown, DE 19709

    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 a community? This is the place for you;) Check out some of the many standard features: 9' ceilings on the first and second floors, and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit RITTENHOUSE, Middletown, DE 19709
  • /23

    $325,000

    Sold Sep 10, 2025

    2712 Tea Tree Ln, Middletown, DE 19709

    • 5 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $158/SF
    • 252 Days On Market

    2712 Tea Tree Ln, Middletown, DE 19709
    • /33

      Not Listed For Sale

      502 Ironleaf Dr, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 3,651 Sq Ft
      • Built 2024
      502 Ironleaf Dr, Middletown, DE 19709

      Last Sold Summary

      • 18 Days On Market

  • /24

    $879,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,980 Sq Ft

    126 Green Forest 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
    126 Green Forest Dr, Middletown, DE 19709
  • /40

    $320,000

    Sold Oct 10, 2025

    65 W Sarazen Dr, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2002

    Last Sold Summary

    • $183/SF
    • 5 Days On Market

    Current Estimated Value $333,070

    Last Listing Agent Dan Sawyer EXP Realty, LLC

    65 W Sarazen Dr, Middletown, DE 19709
    • /52

      Est $642,507

      Not Listed For Sale

      705 Idlewyld Dr, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 3,300 Sq Ft
      • Built 2006
      705 Idlewyld Dr, Middletown, DE 19709

      Last Sold Summary

      • 167 Days On Market

  • /32

    $662,990

    New Construction $3K PRICE INCREASE
    • 4 Beds
    • 2.5 Baths
    • 2,948 Sq Ft

    Grier Plan at Freestone Village - Singles, Middletown, DE 19709

    This new two-story home boasts a spacious layout with the first floor dedicated to shared living and entertainment. The open design seamlessly connects the kitchen, dining area and a large Great Room with a charming fireplace. A versatile flex space adds to the functionality on this level. Upstairs are all four bedrooms and a sprawling loft for additional entertainment space.

    Lennar Builder
    0 Levels Rd & Grears Corner Rd Unit 40352126, Middletown, DE 19709
  • /33

    $345,000

    Sold Jun 05, 2026

    304 Norwalk Way, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Built 2005

    Last Sold Summary

    • 4% Below List Price
    • $209/SF
    • 16 Days On Market

    Current Estimated Value $350,647

    Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

    304 Norwalk Way, Middletown, DE 19709
    • /34

      Est $450,584

      Not Listed For Sale

      2417 Greyfriar Loop, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,142 Sq Ft
      • Built 2024
      2417 Greyfriar Loop, Middletown, DE 19709

      Last Sold Summary

      • 19 Days On Market

  • /64

    $380,000

    • 3 Beds
    • 1.5 Baths
    • 1,420 Sq Ft

    8 Crawford St, Middletown, DE 19709

    Back on the market! Don't miss your second chance to step into a storybook at 8 Crawford Street, where history, charm, and modern luxury intertwine in the beloved “Schreitz House,” circa 1879. From the moment you arrive, the freshly painted exterior, cheerful green shutters, and a welcoming front porch complete with a classic porch swing set the tone for something truly special. It’s the kind of

    Megan Aitken Keller Williams Realty

    8 Crawford St, Middletown, DE 19709
  • /86

    $850,000

    Sold Nov 07, 2025

    703 Back Creek Ln, Middletown, DE 19709

    • 6 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • Built 1995

    Last Sold Summary

    • $185/SF
    • 17 Days On Market

    Current Estimated Value $885,810

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    703 Back Creek Ln, Middletown, DE 19709
    • /49

      Est $631,609

      Not Listed For Sale

      745 Wallasey Dr, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 3,850 Sq Ft
      • Built 2019
      745 Wallasey Dr, Middletown, DE 19709

      Last Sold Summary

      • 31 Days On Market

  • /47

    $775,000

    • 4 Beds
    • 2.5 Baths
    • 4,754 Sq Ft

    104 Marathon Dr, Middletown, DE 19709

    Welcome to this grand 2-story, colonial-style residence nestled in the serene community of Middletown, DE. Set on an expansive .91-acre lot, the property boasts of privacy and tranquility with its 55 Arborvitae trees perfectly lined up across the backyard, creating an exclusive haven. Step into the backyard to discover a professionally maintained, fenced inground pool, accessorized with a new

    Nicholas Baldini Patterson-Schwartz-Hockessin

    104 Marathon Dr, Middletown, DE 19709
  • /30

    $332,900

    Sold Jun 19, 2026

    25 Franklin Dr, Middletown, DE 19709

    • 3 Beds
    • 1.5 Baths
    • 1,325 Sq Ft
    • Built 1998

    Last Sold Summary

    • 2% Below List Price
    • $251/SF
    • 104 Days On Market

    Current Estimated Value $329,009

    Last Listing Agent Bob Comegys Epique Realty

    25 Franklin Dr, Middletown, DE 19709
    • /22

      Est $568,807

      Not Listed For Sale

      203 Douglas Way, Middletown, DE 19709

      • 3 Beds
      • 4 Baths
      • 2,595 Sq Ft
      • Built 2024
      203 Douglas Way, Middletown, DE 19709

      Last Sold Summary

      • 53 Days On Market

  • /49

    $540,000

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

    4007 Heston Ln, Middletown, DE 19709

    Are you ready? It looks like a model, and feels like a model and is priced AMAZING!!!!! Welcome to the stunning community of Ponds at Bayberry active adult community.... This 3 bedroom, 2 full baths home is the perfect size also has a great sized trex deck and a large unfinished basement are awaiting for you. This home is just stunning, from the professionally decorated accent walls, moldings,

    Ann Marie Germano Patterson-Schwartz-Middletown

    4007 Heston Ln, Middletown, DE 19709
  • /10

    $305,000

    Sold Jan 12, 2026

    367 Wilmore Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Built 2008

    Last Sold Summary

    • $185/SF
    • 48 Days On Market

    Current Estimated Value $326,778

    Last Listing Agent Nicholas Smith Monument Sotheby's International Realty

    367 Wilmore Dr, Middletown, DE 19709
    • /39

      Est $642,597

      Not Listed For Sale

      1607 Schwinn St, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,854 Sq Ft
      • Built 2024
      1607 Schwinn St, Middletown, DE 19709

      Last Sold Summary

      • 0 Days On Market

  • /40

    $457,509

    New Construction Pending
    • 3 Beds
    • 2.5 Baths
    • 2,443 Sq Ft

    2237 Winchelsea Pkwy, Middletown, DE 19709

    MOVE-IN READY in The Venue at Winchelsea – Middletown’s Premier 55+ Community! Low-maintenance living, modern style, and the extra space you’ve been looking for—all ready now and just in time to use all the fabulous summer amenities! This beautifully designed 3BR / 2.5BA townhome offers easy first-floor living with a private study, convenient first-floor laundry, and a spacious owner’s suite with

    David Vasso Atlantic Five Realty

    2237 Winchelsea Pkwy, Middletown, DE 19709
  • /55

    $665,000

    Sold Aug 27, 2025

    303 Sherwood Terrace, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft
    • Built 2016

    Last Sold Summary

    • $196/SF
    • 27 Days On Market

    Current Estimated Value $693,239

    Last Listing Agent Marsela Leonard Real Broker LLC

    303 Sherwood Terrace, Middletown, DE 19709
    • /27

      Est $393,450

      Not Listed For Sale

      1567 E Matisse Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft
      • Built 2011
      1567 E Matisse Dr, Middletown, DE 19709

      Last Sold Summary

      • 12 Days On Market

  • /64

    $629,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,500 Sq Ft

    1545 E Matisse Dr, Middletown, DE 19709

    DEADLINE for highest and best offers due Monday May 18th at 12 noon. Welcome to 1545 E Matisse Dr in the sought-after Bayberry North community of Middletown! This beautifully maintained 4-bedroom, 2.5-bath single-family home is in excellent condition and offers the perfect blend of comfort, style, and functionality. From the moment you enter, you’ll be impressed by the stunning new white oak

    Andrea Harrington Compass

    1545 E Matisse Dr, Middletown, DE 19709
  • /8

    $435,000

    Sold Jul 25, 2025

    344 Goodwick Dr, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft
    • Built 2020

    Last Sold Summary

    • $171/SF
    • 4 Days On Market

    Current Estimated Value $443,654

    Last Listing Agent Nancyann Greenberg Compass

    344 Goodwick Dr, Middletown, DE 19709
    • /50

      Est $439,794

      Not Listed For Sale

      1591 E Matisse Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,025 Sq Ft
      • Built 2012
      1591 E Matisse Dr, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /21

    $510,990

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft

    Solano Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This new home features a basement offering ample opportunities for recreation and entertainment. An inviting open-concept layout on the first floor combines the kitchen with the living and dining areas, with a convenient flex space located off the foyer. Two bedrooms are tucked away to the side of the home, including the lavish owner’s suite with an en-suite bathroom and dual walk-in closets.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709

Showing Results 241 - 280, Page 7 of 18

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