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5 Bedroom Homes in Middletown, DE
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3 bedsNew construction

5 Bedroom Homes in Middletown, DE

5 Bedroom Homes in Middletown, DE

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24 of 25 Listings
Map

5 Bedroom Homes in Middletown, DE

24 of 25 Listings

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #RB-0020869

Call Thomas
  1. 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.

  2. 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

  3. 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

  4. 218 Mistmeadow Dr — photo92Active

    $979,900

    5 bd · 5 ba · 5,650 sqft

    218 Mistmeadow Dr, Middletown, DE

    Charisse Kristen Jones · BHHS Fox & Roach-Greenville

  5. 69 Kirkcaldy Ln — photo81Active

    $749,900

    5 bd · 4 ba · 3,939 sqft

    69 Kirkcaldy Ln, Middletown, DE

    Robert D Watlington Jr. · Patterson-Schwartz-Middletown

  6. 617 McCracken Dr — photo30Active

    $774,900

    5 bd · 4 ba · 3,560 sqft

    617 McCracken Dr, Middletown, DE

    Lindsay L Shaffer · RE/MAX Elite

  7. 110 Shannon Blvd — photo45Active

    $790,000

    5 bd · 5 ba · 4,397 sqft

    110 Shannon Blvd, Middletown, DE

    Kelly Clark · Crown Homes Real Estate

  8. 141 Middessa Dr — photo50Active

    $664,900

    5 bd · 3 ba · 3,225 sqft

    141 Middessa Dr, Middletown, DE

    Joy Cropper · Century 21 Emerald

  9. 1621 Schwinn St — photo39Active

    $649,340

    5 bd · 3 ba · 2,730 sqft

    1621 Schwinn St, Middletown, DE

    Lindsay L Shaffer · RE/MAX Elite

  10. 26 S Main St — photo86Active

    $749,900

    5 bd · 4 ba · 3,921 sqft

    26 S Main St, Middletown, DE

    Abigail N Drobinski · Real Broker LLC

  11. 220 Nighthawk Dr — photo100Active

    $1,550,000

    5 bd · 4 ba · 5,423 sqft

    220 Nighthawk Dr, Middletown, DE

    Andrea L Harrington · Compass

  12. 643 Yensid Dr — photo71Active

    $639,999

    5 bd · 4 ba · 3,550 sqft

    643 Yensid Dr, Middletown, DE

    Linda Ng · EXP Realty, LLC

  13. 204 Stover Ct — photoPrice Reduced86Active

    $949,990

    5 bd · 5 ba · 5,275 sqft

    204 Stover Ct, Middletown, DE

    Ann Marie Germano · Patterson-Schwartz-Middletown

  14. 700 Bullen Dr — photo127Active

    $534,990

    5 bd · 4 ba · 4,903 sqft

    700 Bullen Dr, Middletown, DE

    Kenneth Devitt II · Crown Homes Real Estate

  15. 206 W Thomas Ct — photoPrice Reduced40Active

    $629,900

    5 bd · 3 ba · 2,700 sqft

    206 W Thomas Ct, Middletown, DE

    Moksh Desai · KW Empower

  16. 1245 Pimpernell Path — photo49Active

    $664,900

    5 bd · 4 ba · 3,175 sqft

    1245 Pimpernell Path, Middletown, DE

    Lila F. Dudley · Realty Mark Associates-Newark

  17. 764 Ashington Dr — photoPrice Reduced100Active

    $760,000

    5 bd · 5 ba · 4,400 sqft

    764 Ashington Dr, Middletown, DE

    Christian S Webb · Sky Realty

  18. 408 Commodore Dr — photoPrice Reduced61Active

    $595,000

    5 bd · 2 ba · 3,400 sqft

    408 Commodore Dr, Middletown, DE

    Amy E Hurley · Foraker Realty Co.

  19. 201 Parker Dr — photoPrice Reduced89Active

    $765,000

    5 bd · 5 ba · 4,225 sqft

    201 Parker Dr, Middletown, DE

    Michael A. Kelczewski · Century 21 Emerald

  20. 601 Yensid Dr — photo62Active

    $649,900

    5 bd · 4 ba · 3,825 sqft

    601 Yensid Dr, Middletown, DE

    Linda Chase · Compass

  21. 21 Canary Ct — photoPrice Reduced67Active

    $679,000

    5 bd · 4 ba · 5,075 sqft

    21 Canary Ct, Middletown, DE

    Kelly Clark · Crown Homes Real Estate

  22. 224 Tralee Dr — photoPrice Reduced31Active

    $649,000

    5 bd · 3 ba · 3,250 sqft

    224 Tralee Dr, Middletown, DE

    Margaret Poisson · Century 21 Gold Key-Dover

  23. 200 Drawyers Dr — photoPrice Reduced45Active

    $575,000

    5 bd · 4 ba · 3,125 sqft

    200 Drawyers Dr, Middletown, DE

    Kieara Simmons · Keller Williams Realty Wilmington

  24. 4605 Bogart Ln — photoPrice Reduced68Active

    $757,500

    5 bd · 4 ba · 5,325 sqft

    4605 Bogart Ln, Middletown, DE

    William F Sladek · Redfin Corporation

12

Explore Middletown homes

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  • 3 Bedroom Homes
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By type

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Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-11-01 16:35:45 UTC
  • Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #RB-0020869

    Call Thomas

    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.