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Middletown, DE Homes for Sale | Realty.com
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3 bedsNew construction

Homes for Sale in Middletown, DE

Homes for Sale in Middletown, DE

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24 of 226 Listings
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Homes for Sale in Middletown, DE

24 of 226 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #RB-0020869

Call Thomas
  1. 158 Tuscany Dr — photoNew71Active

    $625,000

    4 bd · 3 ba · 3,400 sqft

    158 Tuscany Dr, Middletown, DE

    Cara Fiorillo · Empower Real Estate, LLC

  2. 42 Watson Ln — photoNew45Active

    $643,000

    4 bd · 3 ba · 3,475 sqft

    42 Watson Ln, Middletown, DE

    Melvin Sarpey · Crown Homes Real Estate

  3. 332 E Green St — photoNew40Active

    $489,900

    4 bd · 4 ba · 2,178 sqft

    332 E Green St, Middletown, DE

    Michael Terranova Jr. · Keller Williams Realty Wilmington

  4. 8 Springfield Cir — photo33Active

    $365,000

    3 bd · 3 ba · 1,750 sqft

    8 Springfield Cir, Middletown, DE

    Brooke Kelly · Patterson-Schwartz - Greenville

  5. 669 Old Summit Bridge Rd — photo20Active

    $290,000

    4 bd · 2 ba · 2,922 sqft

    669 Old Summit Bridge Rd, Middletown, DE

    Mark J. Levering · Patterson-Schwartz-Dover

  6. 24 Meadow Dr — photo46Active

    $875,000

    4 bd · 3 ba · 4,500 sqft

    24 Meadow Dr, Middletown, DE

    Bayard Williams · House of Real Estate

  7. 1308 Carrick Ct — photo50Active

    $389,999

    3 bd · 3 ba · 2,175 sqft

    1308 Carrick Ct, Middletown, DE

    Supreme Maxwell · Crown Homes Real Estate

  8. 43 S Main St — photo65Active

    $369,900

    3 bd · 2 ba · 1,325 sqft

    43 S Main St, Middletown, DE

    Laura Walker · Walker Realty Group

  9. 268 Ann Dr — photo64Active

    $600,000

    4 bd · 4 ba · 4,150 sqft

    268 Ann Dr, Middletown, DE

    Charlie F Fiorillo III · KW Empower

  10. 1204 Pimpernell Path — photoPrice Reduced53Active

    $744,900

    4 bd · 3 ba · 3,925 sqft

    1204 Pimpernell Path, Middletown, DE

    Tyler M Andrews · LPT Realty, LLC

  11. 672 Spring Hollow Dr — photo69Active

    $919,000

    4 bd · 4 ba · 4,700 sqft

    672 Spring Hollow Dr, Middletown, DE

    Ann Marie Germano · Patterson-Schwartz-Middletown

  12. 729 Flint Dr — photo63Active

    $510,000

    3 bd · 3 ba · 2,425 sqft

    729 Flint Dr, Middletown, DE

    Nicole Duncan · Real Broker LLC

  13. 20 E Minglewood Dr — photo43Active

    $565,000

    4 bd · 3 ba · 3,250 sqft

    20 E Minglewood Dr, Middletown, DE

    Michelle Yvette Dunham · Empower Real Estate, LLC

  14. 4 Rebecca Ct — photo48Active

    $594,000

    4 bd · 3 ba · 4,000 sqft

    4 Rebecca Ct, Middletown, DE

    Bob Comegys · Epique Realty

  15. 1347 Darling Dr — photo66Active

    $535,000

    4 bd · 4 ba · 2,650 sqft

    1347 Darling Dr, Middletown, DE

    Dave Mays · Epique Realty

  16. 312 W Windmill Way — photo1Active

    $300,000

    3 bd · 2 ba · 1,400 sqft

    312 W Windmill Way, Middletown, DE

    Megan Aitken · Keller Williams Realty

  17. 705 Victoria Dr — photo53Active

    $629,900

    5 bd · 4 ba · 2,800 sqft

    705 Victoria Dr, Middletown, DE

    David R Harrell · Long & Foster Real Estate, Inc.

  18. 1633 Matisse Dr — photoPrice Reduced39Active

    $485,000

    3 bd · 3 ba · 2,025 sqft

    1633 Matisse Dr, Middletown, DE

    Jack Sanderson · Patterson-Schwartz-Hockessin

  19. 2601 Alexander Calder Ct — photo77Active

    $899,900

    5 bd · 6 ba · 5,375 sqft

    2601 Alexander Calder Ct, Middletown, DE

    Mary Beth Adelman · RE/MAX Associates-Wilmington

  20. 205 Milford Dr — photoPrice Reduced64Active

    $639,000

    4 bd · 3 ba · 2,525 sqft

    205 Milford Dr, Middletown, DE

    S Walton Simpson · Walt Simpson Realty

  21. 429 Hope Dr — photo79Active

    $530,000

    3 bd · 3 ba · 2,088 sqft

    429 Hope Dr, Middletown, DE

    Kimberly A Simpson · Thyme Real Estate Co LLC

  22. 732 Cleaver Farm Rd — photo13Active

    $45,000

    3 bd · 2 ba · 0 sqft

    732 Cleaver Farm Rd, Middletown, DE

    Alan M Coffey · Compass

  23. 503 S Broad St — photo13Active

    $800,000

    4 bd · 3 ba · 2,400 sqft

    503 S Broad St, Middletown, DE

    Lisa Marie · RE/MAX Advantage Realty

  24. 3114 Pett Level Dr — photo18Active

    $392,000

    5 bd · 2 ba · 2,669 sqft

    3114 Pett Level Dr, Middletown, DE

    Lisa Woloshin · Century 21 Emerald

12…10

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The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
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  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #RB-0020869

    Call Thomas

    Nearby areas

    ZIP codes

    • 19709 (224)
    • 19904 (127)
    • 19977 (126)
    • 19901 (105)
    • 19805 (99)
    • 19802 (80)
    • 19701 (79)
    • 19720 (73)

    Cities

    • Wilmington (437)
    • Dover (231)
    • Newark (175)
    • Smyrna (126)
    • Bear (79)
    • New Castle (69)
    • Townsend (66)
    • Claymont (23)

    Middletown, DE community profile

    Population
    24,208
    Median income
    $100,643
    Housing units
    8,538
    People per sq. mi.
    288.5
    Area
    83.9 sq. mi.

    Source: HJN community data

    Middletown housing market

    October 2026 · This period is still settling

    Middletown 12-month median sale price trend

    Selling at 98.5% of asking price

    Buyers here are paying below asking. MLS · 37 sales · as of Oct 30, 2026

    Homes that sold · County records, as of Oct 13, 2026

    Median sale price
    $591,032$448,750–$700,937 typical range
    Price per sq. ft.
    $223
    Sales
    28
    Paid in cash
    28.6%

    Homes on the market · MLS, as of Oct 18, 2026–Oct 30, 2026

    Median list price
    $594,500
    Homes for sale
    214
    Median days on market
    22 days

    Price trend · Assessor repeat sales, as of Oct 31, 2026

    Year-over-year
    9.0%

    Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 30, 2026

    Median home size
    2,285 sq. ft.