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3 bedsNew construction
5 Bedroom Homes in Middletown, DE
26 listings

5 Bedroom Homes in Middletown, DE

5 Bedroom Homes in Middletown, DE

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24 of 26 Listings
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5 Bedroom Homes in Middletown, DE

24 of 26 Listings

  1. 705 Victoria Dr — photo53Active

Your local brokerage

TO

Thomas O'Leary

Realty.com

Lic. #RB-0020869

Call Thomas

$629,900

5 bd · 4 ba · 2,800 sqft

705 Victoria Dr, Middletown, DE

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

  • 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

  • 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

  • 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

  • 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

  • 617 McCracken Dr — photo30Active

    $774,900

    5 bd · 4 ba · 3,560 sqft

    617 McCracken Dr, Middletown, DE

    Lindsay L Shaffer · RE/MAX Elite

  • 110 Shannon Blvd — photo45Active

    $790,000

    5 bd · 5 ba · 4,397 sqft

    110 Shannon Blvd, Middletown, DE

    Kelly Clark · Crown Homes Real Estate

  • 141 Middessa Dr — photo50Active

    $664,900

    5 bd · 3 ba · 3,225 sqft

    141 Middessa Dr, Middletown, DE

    Joy Cropper · Century 21 Emerald

  • 1621 Schwinn St — photo39Active

    $649,340

    5 bd · 3 ba · 2,730 sqft

    1621 Schwinn St, Middletown, DE

    Lindsay L Shaffer · RE/MAX Elite

  • 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

  • 220 Nighthawk Dr — photo100Active

    $1,550,000

    5 bd · 4 ba · 5,423 sqft

    220 Nighthawk Dr, Middletown, DE

    Andrea L Harrington · Compass

  • 643 Yensid Dr — photo71Active

    $639,999

    5 bd · 4 ba · 3,550 sqft

    643 Yensid Dr, Middletown, DE

    Linda Ng · EXP Realty, LLC

  • 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

  • 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

  • 6307 Suncrest Way — photo32Active

    $747,701

    5 bd · 4 ba · 3,448 sqft

    6307 Suncrest Way, Middletown, DE

    David Vasso · Atlantic Five Realty

  • 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

  • 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

  • 764 Ashington Dr — photoPrice Reduced100Active

    $760,000

    5 bd · 5 ba · 4,400 sqft

    764 Ashington Dr, Middletown, DE

    Christian S Webb · Sky Realty

  • 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.

  • 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

  • 601 Yensid Dr — photo62Active

    $649,900

    5 bd · 4 ba · 3,825 sqft

    601 Yensid Dr, Middletown, DE

    Linda Chase · Compass

  • 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

  • 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

  • 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

  • 12

    Explore Middletown homes

    By price

    • Homes Under $400K
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    By bedrooms

    • 3 Bedroom Homes
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    By type

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    • New Construction Homes
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    Equal Housing OpportunityEqual Housing Lender

    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. Listing data is derived from various Multiple Listing Services; each source MLS and its required disclaimer are shown with the listings on the applicable page. Realty.com is an independently owned and operated brokerage.

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    Your local brokerage

    TO

    Thomas O'Leary

    Realty.com

    Lic. #RB-0020869

    Call Thomas

    Listing data & MLS disclosures

    Bright MLS
    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.
    Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-11-02 20:39:29 UTC

    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.