20,150

Middletown, DE Homes

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  • /36

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    1850 Congressional Village Dr Unit 5302, Middletown, DE 19709

    Enjoy the comfort and convenience of single-level living in this updated 2-bedroom, 2-bath condo located in the highly sought-after Congressional Village community of Middletown. The thoughtfully landscaped grounds provide a warm welcome as you arrive.Take the elevator or stairs to Unit 5302, where an open-concept dining and living area features new engineered hardwood floors and an abundance

    Julie Spagnolo Northrop Realty

    1850 Congressional Village Dr Unit 5302, Middletown, DE 19709
  • /42

    $425,000 Sold Oct 24, 2025

    1 Appoquin Dr N, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,350 Sq Ft
    • Built 1998

    Last Sold Summary

    • $181/SF
    • 9 Days On Market

    Current Estimated Value $421,557

    Last Listing Agent Terra King RE/MAX Advantage Realty

    1 Appoquin Dr N, Middletown, DE 19709
    • /30

      Est $431,597 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 1,875 Sq Ft

      267 N Bayberry Pkwy, Middletown, DE 19709

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

    $600,400 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,662 Sq Ft

    Newport Plan at Monarch, Middletown, DE 19709

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    540 Ratledge Rd Unit 38306076, Middletown, DE 19709
  • /58

    $629,900 Sold Dec 29, 2025

    515 Barrymore Pkwy, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft
    • Built 2017

    Last Sold Summary

    • $262/SF
    • 24 Days On Market

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

    515 Barrymore Pkwy, Middletown, DE 19709
    • /82

      Est $443,574 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,130 Sq Ft

      1603 W Matisse Dr, Middletown, DE 19709

      1603 W Matisse Dr, Middletown, DE 19709
  • /117

    $1,150,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,178 Sq Ft

    415 Marcus Rd, Middletown, DE 19709

    Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre EstateWelcome to this stunning custom-built luxury residence, meticulously designed to combinemodern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1-acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curatedfor comfort and

    Jacob Lipton Coldwell Banker Realty

    415 Marcus Rd, Middletown, DE 19709
  • /49

    $409,200 Sold Aug 14, 2025

    847 Lissicasey Loop, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 2017

    Last Sold Summary

    • $195/SF
    • 15 Days On Market

    Current Estimated Value $386,524

    Last Listing Agent Prakash Ganta Tesla Realty Group, LLC

    847 Lissicasey Loop, Middletown, DE 19709
    • /43

      Est $439,360 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,225 Sq Ft

      2157 Audubon Trail, Middletown, DE 19709

      2157 Audubon Trail, Middletown, DE 19709
  • /29

    $624,900 New Construction

    • 3 Beds
    • 2 Baths
    • 1,662 Sq Ft

    2202 Early Ct, Middletown, DE 19709

    To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

    Andrea Harrington Compass

    2202 Early Ct, Middletown, DE 19709
  • /80

    $625,000 Sold Aug 29, 2025

    213 Casper Way, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 4,075 Sq Ft
    • Built 2002

    Last Sold Summary

    • $153/SF
    • 41 Days On Market

    Current Estimated Value $643,045

    Last Listing Agent Megan Aitken Keller Williams Realty

    213 Casper Way, Middletown, DE 19709
    • /42

      Est $413,492 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,800 Sq Ft

      2112 Audubon Trail, Middletown, DE 19709

      2112 Audubon Trail, Middletown, DE 19709
  • /34

    $685,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The JAMISON (to be built) is available to see in person until mid May, so contact the sales manager to book a walk through. The large kitchen, great room, and Extra Large Primary Suite are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
  • /32

    $460,000 Sold Feb 02, 2026

    865 Silver Run Rd, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,150 Sq Ft
    • Built 1991

    Last Sold Summary

    • $214/SF
    • 12 Days On Market

    Last Listing Agent Chris Giroso KW Empower

    865 Silver Run Rd, Middletown, DE 19709
    • /50

      Est $401,936 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,625 Sq Ft

      2118 Audubon Trail, Middletown, DE 19709

      2118 Audubon Trail, Middletown, DE 19709
  • /27

    $638,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The CLAYTON (to be built) is our starter 4 bedroom 2.5 bath home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of two-story and ranch models, which include basements and an abundance of standard features such as a stone water table, hardwood standard in the foyer, kitchen and breakfast

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
  • /44

    $670,000 Sold Apr 25, 2025

    248 Wickerberry Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,300 Sq Ft
    • Built 2008

    Last Sold Summary

    • $203/SF
    • 168 Days On Market

    Current Estimated Value $677,514

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    248 Wickerberry Dr, Middletown, DE 19709
    • /21

      Est $389,040 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,450 Sq Ft

      2170 Audubon Trail, Middletown, DE 19709

      2170 Audubon Trail, Middletown, DE 19709
  • /70

    $884,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,569 Sq Ft

    129 Ayshire Dr Unit PLAZA, 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 community? This is the place for you;) Check out some of the many standard features- 9' first and second-floor ceilings and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring in the

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit PLAZA, Middletown, DE 19709
  • /30

    $375,000 Sold Sep 02, 2025

    635 Barrie Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft
    • Built 2014

    Last Sold Summary

    • $192/SF
    • 12 Days On Market

    Current Estimated Value $355,024

    Last Listing Agent Madeline Justison Crown Homes Real Estate

    635 Barrie Rd, Middletown, DE 19709
    • /18

      Est $462,422 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,025 Sq Ft

      2236 Audubon Trail, Middletown, DE 19709

      2236 Audubon Trail, Middletown, DE 19709
  • /25

    $710,400 New Construction

    • 3 - 8 Beds
    • 2.5 - 6.5 Baths
    • 2,705 Sq Ft

    Jameson Plan at Monarch, Middletown, DE 19709

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    540 Ratledge Rd Unit 38306083, Middletown, DE 19709
  • /7

    $422,348 Sold Jul 14, 2025

    472 Rederick Ln, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,275 Sq Ft

    Last Sold Summary

    • $186/SF
    • 0 Days On Market

    Current Estimated Value $425,784

    Last Listing Agent Lindsay Shaffer RE/MAX Elite

    472 Rederick Ln, Middletown, DE 19709
    • /30

      Est $385,024 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,625 Sq Ft

      1573 E Matisse Dr, Middletown, DE 19709

      1573 E Matisse Dr, Middletown, DE 19709
  • /37

    $734,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,705 Sq Ft

    1143 Majesty Ln, Middletown, DE 19709

    To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

    Andrea Harrington Compass

    1143 Majesty Ln, Middletown, DE 19709
  • /28

    $272,501 Sold Jun 04, 2025

    122 Vincent Cir, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 1,125 Sq Ft
    • Built 1998

    Last Sold Summary

    • $242/SF
    • 4 Days On Market

    Current Estimated Value $271,682

    Last Listing Agent Amber Garneski Crown Homes Real Estate

    122 Vincent Cir, Middletown, DE 19709
    • /41

      Est $462,124 Not Listed For Sale

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

      1813 N Pollock Way, Middletown, DE 19709

      1813 N Pollock Way, Middletown, DE 19709
  • /97

    $1,200,000

    • 7 Beds
    • 4.5 Baths
    • 5,650 Sq Ft

    836 Sweet Birch Dr, Middletown, DE 19709

    Welcome to this stunning ranch-style home that redefines spacious living! With animpressive 5,000 square feet, this property features 7 generous bedrooms and 4.5bathrooms, ensuring ample space for family and guests. Step inside to discover soaring9-foot ceilings that enhance the open, airy feel throughout.The heart of the home is the modern kitchen, perfect for culinary

    James Day Century 21 Gold Key Realty

    836 Sweet Birch Dr, Middletown, DE 19709
  • /18

    $620,000 Sold Jul 01, 2025

    119 Gillespie Ave, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,315 Sq Ft
    • Built 2004

    Last Sold Summary

    • $187/SF
    • 2 Days On Market

    Current Estimated Value $612,213

    Last Listing Agent Khalilah Ling Crown Homes Real Estate

    119 Gillespie Ave, Middletown, DE 19709
    • /35

      Est $435,406 Not Listed For Sale

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

      1809 N Pollock Way, Middletown, DE 19709

      1809 N Pollock Way, Middletown, DE 19709
  • /29

    $626,990 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    Carver Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

    Foyer with ceiling treatment welcoming you home. Private home office with barn doors, perfect for telecommuting. Spacious great room and dining area with vaulted ceiling. Striking kitchen with lots of counterspace and large pantry. Secluded primary suite with ceiling treatment and walk-in closet. Luxurious primary bath with freestanding vanities and large shower.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36482401, Middletown, DE 19709
  • /67

    $1,092,650 Sold Jul 24, 2025

    401 Twinbrook Terrace, Middletown, DE 19709

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

    Last Sold Summary

    • $248/SF
    • 0 Days On Market

    Last Listing Agent Elizabeth Page-Kramer EXP Realty, LLC

    401 Twinbrook Terrace, Middletown, DE 19709
    • /24

      Est $413,498 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,025 Sq Ft

      2171 Audubon Trail, Middletown, DE 19709

      2171 Audubon Trail, Middletown, DE 19709
  • /24

    $740,400 New Construction

    • 4 - 7 Beds
    • 2.5 - 5.5 Baths
    • 3,018 Sq Ft

    Brady Plan at Monarch, Middletown, DE 19709

    New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

    Schell Brothers Builder
    540 Ratledge Rd Unit 38306082, Middletown, DE 19709
  • /30

    $450,000 Sold Oct 14, 2025

    218 Rossnakill Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,175 Sq Ft
    • Built 2016

    Last Sold Summary

    • $207/SF
    • 12 Days On Market

    Current Estimated Value $443,588

    Last Listing Agent Rakan Abuzahra Keller Williams Realty Wilmington

    218 Rossnakill Rd, Middletown, DE 19709
    • /43

      Est $428,092 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,225 Sq Ft

      2155 Audubon Trail, Middletown, DE 19709

      2155 Audubon Trail, Middletown, DE 19709
  • /45

    $769,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,116 Sq Ft

    129 Ayshire Dr Unit SOMERSET FLOORPLAN, 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 a minimum of 3/4 acre. Tired of massive developments with no sense of a community? This is the place for you;) One of the front doors leads to a 2-story foyer, and the other brings you into the mudroom. The mudroom, located off the garage, is a perfect place to add additional

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit SOMERSET FLOORPLAN, Middletown, DE 19709
  • /54

    $610,000 Sold Jun 13, 2025

    116 Betsy Rawls Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft
    • Built 2002

    Last Sold Summary

    • $230/SF
    • 25 Days On Market

    Current Estimated Value $610,148

    Last Listing Agent Melissa Scott Real Broker LLC

    116 Betsy Rawls Dr, Middletown, DE 19709
    • /37

      Est $405,004 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft

      2147 Audubon Trail, Middletown, DE 19709

      2147 Audubon Trail, Middletown, DE 19709
  • /23

    $576,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,357 Sq Ft

    400 Rederick Ln Unit 2 OXFORD, Middletown, DE 19709

    TO BE BUILT - The Oxford - Whether you're looking for a detached homes home large enough toraise a growing family, an intelligently designed attached carriage home, or a modern townhome with tons of living space, it's all here at the Reserve at Ponds of Odessa. Our homes feature 2-4 bedrooms with optional first floor owner's bedroom, 2 car garage, 2/2.5 baths, 42" cabinets, wall to wall

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 2 OXFORD, Middletown, DE 19709

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