20,144

Middletown, DE Homes

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  • /30

    $380,000

    Pending
    • 3 Beds
    • 2 Baths
    • 1,075 Sq Ft

    415 Armstrong Corner Rd, Middletown, DE 19709

    Escape to the perfect blend of comfort in this charming 3-bedroom, 2-bath ranch situated on over half an acre in a desirable northern Middletown location. Tucked just outside the town limits, this property offers the privacy you’ve been looking for with no HOA and no community deed restrictions. Inside, you’ll find a warm and inviting floor plan featuring a cozy living room that flows seamlessly

    Agent Photo

    Terra King

    RE/MAX Advantage Realty

    415 Armstrong Corner Rd, Middletown, DE 19709
  • /16

    $2,200 Per Month

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft
    • Condo for Rent

    1880 UNIT Congressional Village Dr Unit 8104, Middletown, DE 19709

    Welcome home to Congressional Village Unit # 8104. This first floor end unit offers 3 bedrms, 2 full bathrms unit is ready to be rented. The property features a full size eat in kitchen with plenty of cabinet and countertop space, plush newer carpet, dining rm , and living rm area with mounted TV. From the living rm there is sliding glass drs to an enclosed patio with rear yard access. The

    Agent Photo

    Gary Williams

    BHHS Fox & Roach-Christiana

    1880 UNIT Congressional Village Dr Unit 8104, Middletown, DE 19709
  • /97

    $420,000

    Sold Oct 28, 2025

    367 E Harvest Ln, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft
    • Built 1999

    Last Sold Summary

    • $221/SF
    • 9 Days On Market

    Current Estimated Value $425,842

    Last Listing Agent Laura Walker Walker Realty Group LLC

    367 E Harvest Ln, Middletown, DE 19709
    • /37

      Est $613,418

      Not Listed For Sale

      722 Cherry Tree Rd, Middletown, DE 19709

      • 4 Beds
      • 3 Baths
      • 3,612 Sq Ft
      • Built 2014
      722 Cherry Tree Rd, Middletown, DE 19709

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Jim Lacey RE/MAX Associates - Newark

  • /68

    $609,900

    Pending
    • 4 Beds
    • 2.5 Baths
    • 3,425 Sq Ft

    612 Socrates St, Middletown, DE 19709

    Welcome to this 4-bedroom, 2.5-bath home located in the highly desirable Village of Bayberry and within the award-winning Appoquinimink School District. Offering an impressive 3,425 square feet of above-grade living space, this home combines modern features with functional design. The main level features 9-foot ceilings, an open and inviting floor plan, and a spacious kitchen highlighted by

    Agent Photo

    Beau Zebley

    Century 21 Emerald

    612 Socrates St, Middletown, DE 19709
  • /50

    Starting at $1,700 Per Month

    • Studio - 2 Beds

    250 Celebration Ct, Middletown, DE 19709

    Summerton East Luxurious Big City Living in the Country! Welcome to Summerton East, where urban elegance blends seamlessly with the tranquility of the countryside. These upscale apartments feature spacious floor plans with high ceilings, full-size kitchens equipped with high-efficiency stainless steel appliances, and stunning granite countertops, offering the perfect balance of comfort and style.

    Summerton East

    250 Celebration Ct, Middletown, DE 19709
  • /24

    $387,000

    Sold Jun 30, 2026

    27 Springmill Dr, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 2,275 Sq Ft
    • Built 2005

    Last Sold Summary

    • 11% Below List Price
    • $170/SF
    • 55 Days On Market

    Current Estimated Value $402,869

    Last Listing Agent Michael McKee Long & Foster Real Estate, Inc.

    27 Springmill Dr, Middletown, DE 19709
    • /56

      Est $514,474

      Not Listed For Sale

      314 Tranquility Way, Middletown, DE 19709

      • 3 Beds
      • 3 Baths
      • 2,175 Sq Ft
      • Built 2021
      314 Tranquility Way, Middletown, DE 19709

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Jeff Hecker Monument Sotheby's International Realty

  • /64

    $644,999

    $10K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 2,875 Sq Ft

    211 E Crail Ct, Middletown, DE 19709

    Welcome to The Estate at St. Anne's! This beautifully updated 4 bedroom, 2.5 bath home offers style, space, and comfort throughout. The stunning updated kitchen features granite countertops, new Cafe'-style appliances, custom subway tile backsplash, new range hood, gorgeous butcher block island, coffee bar, and a spacious eat-in area for a large family gathering. The sliders off the breakfast

    Agent Photo

    Brynn Beideman

    RE/MAX Associates-Hockessin

    211 E Crail Ct, Middletown, DE 19709
  • /16

    Starting at $1,940 Per Month

    • 1 - 2 Beds

    103 Patriot Dr, Middletown, DE 19709

    All units have secured access, elevator, HE stainless steel appliances, washer/dryers in all units, granite countertops, tankless water heaters, 9’ ceilings, HE heating & air conditioning systems. The Owner takes care of the water, sewer and trash. The resident takes care of the gas and electric. They ask that the household income be double the monthly rent after taxes. There is a five-part

    Summerton Place

    103 Patriot Dr, Middletown, DE 19709
  • /58

    $530,000

    Sold Aug 10, 2026

    27 E Minglewood Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $230/SF
    • 2 Days On Market

    Current Estimated Value $523,970

    Last Listing Agent Kate DiCesare Iron Valley Real Estate at The Beach

    27 E Minglewood Dr, Middletown, DE 19709
    • /36

      Est $589,971

      Not Listed For Sale

      6319 Stravinsky Ave, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 1,950 Sq Ft
      • Built 2021
      6319 Stravinsky Ave, Middletown, DE 19709

      Last Sold Summary

      • 118 Days On Market

      Last Listing Agent Seth Lawrence Keller Williams Realty Central-Delaware

  • /57

    $479,900

    $9K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,425 Sq Ft

    427 Swede Landing Ln, Middletown, DE 19709

    Situated on one of the most premium lots in the community, this sophisticated Schubert end unit model offers "new construction without the wait" alongside a rare, spacious yard. The setting is exceptionally peaceful, sitting directly across the street from an open green area, with a larger common space just a few streets down. A classic covered front porch welcomes you home, providing the perfect

    Agent Photo

    Dennis Snavely

    RE/MAX Elite

    427 Swede Landing Ln, Middletown, DE 19709
  • /35

    Starting at $1,650 Per Month

    • 1 - 3 Beds

    410 N Ramunno Dr, Middletown, DE 19709

    You will thoroughly enjoy everything about your apartment at Middletown Apartments. Conveniently located to 301, route 1 and the beaches! Located minutes from the new Target!Great school district and so much more. Walk-ins are welcome to come see our model apartments. Come take a look today before it's to late!

    Middletown Apartments

    410 N Ramunno Dr, Middletown, DE 19709
  • /67

    $1,059,670

    Sold May 07, 2026

    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft

    Last Sold Summary

    • 1% Above List Price
    • $241/SF
    • 0 Days On Market

    Last Listing Agent Elizabeth Page-Kramer EXP Realty, LLC

    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709
    • /31

      Est $383,933

      Not Listed For Sale

      307 Obelisk Ln, Middletown, DE 19709

      • 2 Beds
      • 2 Baths
      • 1,575 Sq Ft
      • Built 2007
      307 Obelisk Ln, Middletown, DE 19709

      Last Sold Summary

      • 42 Days On Market

      Last Listing Agent Marsela Leonard Real Broker LLC

  • /40

    $302,000

    $2K PRICE INCREASE Under Contract
    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft

    659 Warren Dr, Middletown, DE 19709

    Pending bank approval, do not miss this opportunity! Solid 3 bedroom, 2.5 bath semi-detached home in Middletown offered as a short sale and being sold as-is. Property needs work and updates, presenting a great opportunity for investors or buyers ready to bring their vision to life. Situated on an end-unit lot with a spacious yard, this home offers additional outdoor space and potential. The

    Agent Photo

    Sabri Thompson

    Foraker Realty Co.

    659 Warren Dr, Middletown, DE 19709
  • /4

    Starting at $1,350 Per Month

    • 2 - 3 Beds

    910 Janvier Ct, Middletown, DE 19709

    Greenlawn Apartments

    910 Janvier Ct, Middletown, DE 19709
  • /38

    $508,000

    Sold Aug 28, 2025

    2661 Fairlight Dr, Middletown, DE 19709

    • 2 Beds
    • 3 Baths
    • 2,972 Sq Ft
    • Built 2025

    Last Sold Summary

    • $171/SF
    • 26 Days On Market

    Current Estimated Value $519,830

    Last Listing Agent David Vasso Atlantic Five Realty

    2661 Fairlight Dr, Middletown, DE 19709
    • /51

      Est $670,829

      Not Listed For Sale

      269 Bucktail Dr, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,700 Sq Ft
      • Built 2004
      269 Bucktail Dr, Middletown, DE 19709

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Monica Peterson Innovate Real Estate

  • /36

    $423,000

    Open Fri 10AM - 2PM
    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    1428 Whispering Woods Rd, Middletown, DE 19709

    Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and two full bathrooms, the home combines comfort and style with luxury vinyl plank, plush carpet, and tile flooring.The open floor

    Agent Photo

    Dustin Oldfather

    Compass

    1428 Whispering Woods Rd, Middletown, DE 19709
  • /10

    $1,300 Per Month

    • 1 Bed
    • 1 Bath
    • House for Rent

    1909 Gladys St, Middletown, DE 19709

    Property Id: 2589858 Welcome to your new home at 1909 Gladys Street in Middletown, DE! This cozy room comes fully furnished with all utilities included. Enjoy the convenience of on-site laundry and being near parks. With amenities like a washer, dryer, and central air, this is the perfect place to call home. Don't miss out on this opportunity, schedule a viewing today!

    1909 Gladys St, Middletown, DE 19709
  • /39

    $479,900

    Sold Aug 29, 2025

    547 Lewes Landing Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,000 Sq Ft
    • Built 2024

    Last Sold Summary

    • $240/SF
    • 21 Days On Market

    Last Listing Agent Melanie Ireton Gregg Team Realty

    547 Lewes Landing Rd, Middletown, DE 19709
    • /36

      Est $469,231

      Not Listed For Sale

      601 Pleasant Ln, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 1986
      601 Pleasant Ln, Middletown, DE 19709

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent John Ford Integrity Real Estate

  • /56

    $679,900

    $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    4200 Crosby Ln, Middletown, DE 19709

    Discover elegance in this move-in ready home. This 4-bedroom, 3-bathroom home with a main-level primary bedroom en-suite is located in one of the most desirable communities, celebrated for its tranquil surroundings and resort-style amenities. Enter through a grand foyer into an expansive, elegant floor plan with soaring ceilings and designer lighting that create an atmosphere of timeless style. A

    Agent Photo

    Laura Walker

    Walker Realty Group LLC

    4200 Crosby Ln, Middletown, DE 19709
  • /20

    $2,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,400 Sq Ft
    • Townhouse for Rent

    408 Naughty Ln, Middletown, DE 19709

    Property Id: 811592 Beautiful 3BR Townhome Available Now in Middletown! Welcome to 408 Naughty Lane, a beautifully maintained 3-bedroom, 1.5-bath townhome located in the highly desirable Appoquinimink School District. This move-in ready home has been recently updated and features neutral paint, professionally cleaned carpets, updated bathrooms, new rear deck, new dishwasher, and

    408 Naughty Ln, Middletown, DE 19709
  • /30

    $312,000

    Sold May 29, 2026

    127 Rosie Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,275 Sq Ft
    • Built 2002

    Last Sold Summary

    • 1% Above List Price
    • $245/SF
    • 2 Days On Market

    Current Estimated Value $306,981

    Last Listing Agent Michele Burch Patterson-Schwartz-Middletown

    127 Rosie Dr, Middletown, DE 19709
    • /59

      Est $531,356

      Not Listed For Sale

      121 Pine Valley Dr, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 2,581 Sq Ft
      • Built 1986
      121 Pine Valley Dr, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /52

    $443,500

    Open Sun 2PM - 4PM $2K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,575 Sq Ft

    376 Goodwick Dr, Middletown, DE 19709

    2575 SQ FT | POND VIEWS | FINISHED BASEMENT | APPOQUINIMINK SCHOOLSExceptional space and modern living come together at 376 Goodwick Drive in the sought after Preserve at Deep Creek community. Built in 2020, this spacious 3 bedroom, 2 and a half bath townhome offers the size and versatility of a single family home with the convenience of low maintenance community living.The bright

    Agent Photo

    Gina Spiese

    Crown Homes Real Estate

    376 Goodwick Dr, Middletown, DE 19709
  • /20

    $4,000 Per Month

    • 5 Beds
    • 3 Baths
    • 3,475 Sq Ft
    • House for Rent

    1138 E Lock Rd, Middletown, DE 19709

    Welcome to your dream home in beautiful Middletown! This stunning 5-bedroom, 3-bathroom house offers an impressive 3,475 square feet of living space, perfect for those who love to entertain or simply enjoy spacious living. With a gym included, you can stay fit without ever leaving home!Step inside to discover a modern kitchen equipped with top-of-the-line appliances including a gas stove

    1138 E Lock Rd, Middletown, DE 19709
  • /63

    $495,000

    Sold May 29, 2026

    88 Springmill Dr, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 3,150 Sq Ft
    • Built 2004

    Last Sold Summary

    • $157/SF
    • 3 Days On Market

    Current Estimated Value $492,797

    Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

    88 Springmill Dr, Middletown, DE 19709
    • /21

      Est $456,181

      Not Listed For Sale

      556 Boyds Corner Rd, Middletown, DE 19709

      • 3 Beds
      • 1.5 Baths
      • 3,359 Sq Ft
      • Built 1952
      556 Boyds Corner Rd, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Tony Immediato Compass

  • /19

    $540,000

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

    336 Acasta Dr, Middletown, DE 19709

    PRICED TO SELL - $10k Settlement Assist w/ Full price offer!!! Low-maintenance HOA living Community pool Updated kitchen Bonus room Finished basement Prime location near Routes 1, 13 & 301Don't worry about cutting the grass or shoveling snow!! Our HOA handles that, allowing you to enjoy your weekends relaxing by the community pool. HOA fees also include common area maintenance and snow

    Agent Photo

    Ayana Morton

    Coldwell Banker Realty

    336 Acasta Dr, Middletown, DE 19709
  • /16

    $3,800 Per Month

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    110 Plymouth Place, Middletown, DE 19709

    Beautifully Renovated 4-Bedroom Home for Rent Welcome to your next home in one of Middletown’s most desirable communities! This spacious and beautifully updated 4-bedroom, 2.5-bathroom home offers approximately 3,000 square feet of comfortable living space, thoughtfully designed for modern living and entertaining.This move-in-ready home has been extensively refreshed and upgraded,

    110 Plymouth Place, Middletown, DE 19709
  • /29

    $395,000

    Sold Jan 15, 2026

    464 Smee Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Built 2018

    Last Sold Summary

    • $232/SF
    • 101 Days On Market

    Current Estimated Value $393,179

    Last Listing Agent Andrea Harrington Compass

    464 Smee Rd, Middletown, DE 19709
    • /37

      Est $653,535

      Not Listed For Sale

      2704 van Cliburn Cir, Middletown, DE 19709

      • 5 Beds
      • 3 Baths
      • 3,975 Sq Ft
      • Built 2018
      2704 van Cliburn Cir, Middletown, DE 19709

      Last Sold Summary

      • 36 Days On Market

      Last Listing Agent Sally Lloyd Crown Homes Real Estate

  • /42

    $294,900

    $5K PRICE DROP Under Contract
    • 2 Beds
    • 1.5 Baths
    • 1,680 Sq Ft

    57 Franklin Dr, Middletown, DE 19709

    Discover the charm of this exquisite Colonial townhouse nestled in the desirable Millbranch at Greenlawn community. With 1,650 sq. ft. home boasts two spacious bedrooms and 1.5 bathrooms, perfect for comfortable living. The interior features a delightful eat-in kitchen equipped with stainless steel appliances, including a dishwasher and microwave, making meal prep a breeze. Enjoy cozy evenings

    Agent Photo

    Jonathan Edler

    Empower Real Estate, LLC

    57 Franklin Dr, Middletown, DE 19709
  • /20

    $3,100 Per Month

    • 4 Beds
    • 3.5 Baths
    • 2,179 Sq Ft
    • Townhouse for Rent

    250 E Main St, Middletown, DE 19709

    Welcome to your dream townhome in the heart of Middletown! This stunning 4-bedroom, 3.5-bathroom residence offers spacious living with modern amenities that make everyday life a breeze. With 2,179 square feet of beautifully designed space, you’ll have plenty of room to entertain or simply unwind in comfort.Step inside to discover a chef's paradise featuring a gas stove top, double oven,

    250 E Main St, Middletown, DE 19709
  • /31

    $315,000

    Sold Jun 12, 2026

    3 Redding Cir, Middletown, DE 19709

    • 3 Beds
    • 1 Bath
    • 1,725 Sq Ft
    • Built 1960

    Last Sold Summary

    • 12% Above List Price
    • $183/SF
    • 11 Days On Market

    Current Estimated Value $306,708

    Last Listing Agent Mr. Andre Bodiford Long & Foster Real Estate, Inc.

    3 Redding Cir, Middletown, DE 19709
    • /23

      Est $392,840

      Not Listed For Sale

      1115 Wickersham Way, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 2020
      1115 Wickersham Way, Middletown, DE 19709

      Last Sold Summary

      • 41 Days On Market

      Last Listing Agent Kevin Hensley RE/MAX Eagle Realty

Showing Results 1 - 40, Page 1 of 18

Home Price Trends

Median Sale Price
$527,882
Median Single Family Sale Price
$575,000
Median Townhouse Sale Price
$443,166
Median 2 Bedroom Sale Price
$477,450
Median 1 Bedroom Sale Price
$525,000
Average Price Per Sq Ft
$211
Number of Homes for Sale
286
Last 12 months Home Sales
744
Months of Supply
4.60
Median List Price
$559,775
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
4%
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