20,298

Middletown, DE Homes

Section Image Section Image
    • /46

      Est $591,233

      Not Listed For Sale

      114 Plymouth Place, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 4,025 Sq Ft
      • Built 2007
      114 Plymouth Place, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /2

    $434,767

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,001 Sq Ft

    431 Rederick Ln, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0003 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    431 Rederick Ln, Middletown, DE 19709
  • /29

    $350,000

    Sold Nov 14, 2025

    832 Lissicasey Loop, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,775 Sq Ft
    • Built 2017

    Last Sold Summary

    • $197/SF
    • 3 Days On Market

    Current Estimated Value $343,004

    Last Listing Agent Alexandra Atsidis Empower Real Estate, LLC

    832 Lissicasey Loop, Middletown, DE 19709
    • /45

      Est $381,260

      Not Listed For Sale

      188 Gillespie Ave, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,625 Sq Ft
      • Built 2005
      188 Gillespie Ave, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

  • /26

    $345,000

    New Construction Pending
    • 3 Beds
    • 2 Baths
    • 2,669 Sq Ft

    3102 Pett Level Dr, Middletown, DE 19709

    Welcome to Venue at Winchelsea by Lennar — Middletown’s premier active adult (55+) community offering low-maintenance living, spacious designs, and exceptional value. This 2,669 sq. ft. two-story townhome is part of Lennar's Pathway to Ownership Program - application and income qualification are required for purchase. 3102 Pett Level Drive is move-in ready and thoughtfully designed for comfort

    David Vasso Atlantic Five Realty

    3102 Pett Level Dr, Middletown, DE 19709
  • /5

    $880,000

    Sold Oct 17, 2025

    1252 Pimpernell Path, Middletown, DE 19709

    • 6 Beds
    • 6.5 Baths
    • 5,896 Sq Ft
    • Built 2022

    Last Sold Summary

    • $149/SF
    • 20 Days On Market

    Current Estimated Value $913,024

    Last Listing Agent Kate Lego EXP Realty, LLC

    1252 Pimpernell Path, Middletown, DE 19709
    • /2

      Est $392,668

      Not Listed For Sale

      342 Norwalk Way, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft
      • Built 2005
      342 Norwalk Way, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

  • /16

    $749,990

    New Construction $20K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,882 Sq Ft

    883 Merlin Dr, Middletown, DE 19709

    Welcome to the Macon II—this is your exclusive early look at a beautifully designed home that blends an open-concept layout with timeless Classic-inspired elements. Scheduled for settlement in September 2026, this home offers 4 bedrooms, 3 baths, and a 2-car garage, delivering both style and functionality. The main living area features a cozy fireplace with shiplap, creating a warm and inviting

    Barbara Heilman Delaware Homes Inc

    883 Merlin Dr, Middletown, DE 19709
  • /20

    $639,900

    Sold Apr 15, 2026

    114 N Bayberry Pkwy, Middletown, DE 19709

    • 5 Beds
    • 2.5 Baths
    • 2,925 Sq Ft
    • Built 2020

    Last Sold Summary

    • 2% Below List Price
    • $219/SF
    • 20 Days On Market

    Current Estimated Value $640,494

    Last Listing Agent Melody Davis RE/MAX Advantage Realty

    114 N Bayberry Pkwy, Middletown, DE 19709
    • /21

      Est $341,403

      Not Listed For Sale

      452 Brockton Dr, Middletown, DE 19709

      • 2 Beds
      • 2.5 Baths
      • 1,875 Sq Ft
      • Built 2004
      452 Brockton Dr, Middletown, DE 19709

      Last Sold Summary

      • 25 Days On Market

  • /12

    $384,900

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,300 Sq Ft

    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709

    ** WORKFORCE HOUSING-BUYER MUST QUALIFY FOR THE NEW CASTLE COUNTY PROGRAM TOPURCHASE - MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2001 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless range, dishwasher, microwave and recessed lighting in Kitchen. Tiled floor and Shower surround in master bath. 3 pc rough in walk out basement. Don't miss

    Lindsay Shaffer RE/MAX Elite

    460 Rederick Ln Unit MASSEY LOT 61, Middletown, DE 19709
  • /31

    $439,500

    Sold Mar 31, 2026

    2189 Audubon Trail, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,450 Sq Ft
    • Built 2015

    Last Sold Summary

    • 2% Below List Price
    • $179/SF
    • 13 Days On Market

    Current Estimated Value $444,406

    Last Listing Agent Timothy Lukk VRA Realty

    2189 Audubon Trail, Middletown, DE 19709
    • /35

      Est $343,158

      Not Listed For Sale

      458 Brockton Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,675 Sq Ft
      • Built 2004
      458 Brockton Dr, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

  • /41

    $780,000

    $15K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 5,325 Sq Ft

    4605 Bogart Ln, Middletown, DE 19709

    Welcome to this expansive 5-bedroom, 4-bath home in the active 55+ Village of Bayberry South, offering a spacious and versatile layout designed for comfort and flexibility. The main level showcases an open floor plan with vaulted ceilings and an abundance of windows that fill the space with natural light. The beautiful kitchen features a large center island and a bright breakfast nook with access

    William Sladek Redfin Corporation

    4605 Bogart Ln, Middletown, DE 19709
  • /50

    $580,000

    Sold Oct 30, 2025

    163 Bakerfield Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,475 Sq Ft
    • Built 1994

    Last Sold Summary

    • $234/SF
    • 12 Days On Market

    Current Estimated Value $601,577

    Last Listing Agent Eugene Lestardo Coldwell Banker Realty

    163 Bakerfield Dr, Middletown, DE 19709
    • /32

      Est $352,399

      Not Listed For Sale

      913 Lansdowne Rd, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2009
      913 Lansdowne Rd, Middletown, DE 19709

      Last Sold Summary

      • 1 Day On Market

  • /25

    $543,990

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 1,859 Sq Ft

    13 Golden Raintree Ct, Middletown, DE 19709

    This is a To-Be-Built Home. The Dorchester is a thoughtfully designed one-story floorplan offering 2 bedrooms, 2.5 bathrooms, and a 2-car garage, providing the perfect blend of comfort, convenience, and style. An elegant foyer welcomes guests into the home and sets the tone for the open and inviting layout. Designed for convenient single-story living, the spacious great room and dining area flow

    Barbara Heilman Delaware Homes Inc

    13 Golden Raintree Ct, Middletown, DE 19709
  • /72

    $799,000

    Sold Jun 26, 2026

    241 Wickerberry Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,300 Sq Ft
    • Built 2006

    Last Sold Summary

    • $186/SF
    • 0 Days On Market

    Current Estimated Value $792,779

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    241 Wickerberry Dr, Middletown, DE 19709
    • /45

      Est $380,676

      Not Listed For Sale

      939 Lansdowne Rd, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,075 Sq Ft
      • Built 2010
      939 Lansdowne Rd, Middletown, DE 19709

      Last Sold Summary

      • 6 Days On Market

  • /2

    $489,624

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,377 Sq Ft

    435 Rederick Ln, Middletown, DE 19709

    Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    435 Rederick Ln, Middletown, DE 19709
  • /75

    $617,500

    Sold Mar 30, 2026

    1 Arlinda Ct, Middletown, DE 19709

    • 4 Beds
    • 4 Baths
    • 2,575 Sq Ft
    • Built 1998

    Last Sold Summary

    • 1% Below List Price
    • $240/SF
    • 15 Days On Market

    Current Estimated Value $619,294

    Last Listing Agent Megan Aitken Keller Williams Realty

    1 Arlinda Ct, Middletown, DE 19709
    • /35

      Est $356,236

      Not Listed For Sale

      953 Lansdowne Rd, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,750 Sq Ft
      • Built 2010
      953 Lansdowne Rd, Middletown, DE 19709

      Last Sold Summary

      • 7 Days On Market

  • /54

    $585,000

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1 Hogan Cir, Middletown, DE 19709

    MOTIVATED SELLER SAYS BRING ALL REASONABLE OFFERS!!Discover the charm of this stunning traditional home nestled in the desirable subdivision of The Legends. This beautifully maintained residence, built in 2001, boasts a generous 2,700 sq. ft. of finished living space, perfect for creating lasting memories. Situated on a spacious corner lot, this property offers both privacy and a welcoming

    Victor Koveleski Long & Foster Real Estate, Inc.

    1 Hogan Cir, Middletown, DE 19709
  • /16

    $375,000

    Sold Sep 12, 2025

    460 Brockton Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 2004

    Last Sold Summary

    • $179/SF
    • 61 Days On Market

    Current Estimated Value $385,654

    Last Listing Agent Rebecca P Minner RE/MAX Eagle Realty

    460 Brockton Dr, Middletown, DE 19709
    • /3

      Est $375,523

      Not Listed For Sale

      1007 Sherbourne Rd, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,100 Sq Ft
      • Built 2013
      1007 Sherbourne Rd, Middletown, DE 19709

      Last Sold Summary

  • /57

    $560,000

    $35K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,100 Sq Ft

    420 Winterberry Dr, Middletown, DE 19709

    This home in the beautiful over 55 Community of Four Seasons at Silver Maple was constructed in 2013, showcases a sophisticated ranch architectural style, featuring high-quality vinyl siding that enhances its curb appeal. Spanning an impressive 3,100 square feet (not including fhe finished basement) this residence offers three spacious bedrooms on the main level (one used currently as and office

    Barbara Carpenter Long & Foster Real Estate, Inc.

    420 Winterberry Dr, Middletown, DE 19709
  • /22

    $722,189

    Sold Jul 23, 2025

    429 Crownleaf Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,914 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $248/SF
    • 27 Days On Market

    Lennar Copperleaf

    429 Crownleaf Dr, Middletown, DE 19709
    • /39

      Est $346,204

      Not Listed For Sale

      1011 Sherbourne Rd, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,700 Sq Ft
      • Built 2013
      1011 Sherbourne Rd, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

  • /85

    $649,000

    $51K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,450 Sq Ft

    714 Wood Duck Ct, Middletown, DE 19709

    Welcome to 714 Wood Duck Ct, a stunning residence perfectly positioned on a beautifully landscaped corner lot in the highly sought-after Estates at Dove Run in the heart of Middletown. With timeless curb appeal, this distinguished home blends classic brick and siding architecture with a welcoming front porch and oversized two-car garage, creating an elegant first impression from the moment you

    Megan Aitken Keller Williams Realty

    714 Wood Duck Ct, Middletown, DE 19709
  • /64

    $737,000

    Sold Apr 07, 2026

    314 Clydia Ct, Middletown, DE 19709

    • 5 Beds
    • 3 Baths
    • 4,360 Sq Ft
    • Built 2021

    Last Sold Summary

    • 2% Below List Price
    • $169/SF
    • 3 Days On Market

    Current Estimated Value $734,509

    Last Listing Agent Lauren Janes Compass

    314 Clydia Ct, Middletown, DE 19709
    • /19

      Est $345,978

      Not Listed For Sale

      340 Wilmore Dr, Middletown, DE 19709

      • 3 Beds
      • 3.5 Baths
      • 1,975 Sq Ft
      • Built 2009
      340 Wilmore Dr, Middletown, DE 19709

      Last Sold Summary

      • 31 Days On Market

  • /2

    $374,900

    New Construction
    • 4 Beds
    • 3.5 Baths

    740 Rosler Way, Middletown, DE 19709

    **This Novella Interior townhome is one of the selected homes eligible for the Blenheim Cornerstone Initiative in compliance with the New Castle County MPDU program. Visit our website or NCC’s website for more details on qualifications and income requirements. ** This home is under construction. Delivery time frame should be discussed with a sales representative. Located in The Overlook at

    Brittany Stephens Blenheim Marketing LLC

    740 Rosler Way, Middletown, DE 19709
  • /51

    $400,000

    Sold Sep 30, 2025

    2707 N Dupont Pkwy, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 1950

    Last Sold Summary

    • $196/SF
    • 58 Days On Market

    Current Estimated Value $431,938

    Last Listing Agent Timothy Taylor Crown Homes Real Estate

    2707 N Dupont Pkwy, Middletown, DE 19709
    • /34

      Est $366,226

      Not Listed For Sale

      350 Wilmore Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,750 Sq Ft
      • Built 2009
      350 Wilmore Dr, Middletown, DE 19709

      Last Sold Summary

      • 5 Days On Market

  • /22

    $482,250

    New Construction
    • 3 Beds
    • 4 Baths
    • 2,383 Sq Ft

    6038 Freestone Blvd, Middletown, DE 19709

    Welcome to the Avery at Freestone Village, a beautifully designed carriage home offering 3 bedrooms, 2 full baths, 2 half baths, and 2,383 square feet of stylish living space. The open-concept main level features a gourmet kitchen with quartz countertops, white cabinetry, a contrasting Hazelnut island, stainless steel appliances, and a spacious Great Room perfect for everyday living and

    Lennar Builder
    6038 Freestone Blvd, Middletown, DE 19709
  • /63

    $565,000

    Sold Apr 24, 2026

    505 Cherry Bark Rd, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft
    • Built 2023

    Last Sold Summary

    • $213/SF
    • 16 Days On Market

    Current Estimated Value $564,805

    Last Listing Agent Amber Durand Patterson-Schwartz Real Estate

    505 Cherry Bark Rd, Middletown, DE 19709
    • /25

      Est $349,137

      Not Listed For Sale

      395 Wilmore Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2008
      395 Wilmore Dr, Middletown, DE 19709

      Last Sold Summary

      • 72 Days On Market

  • /50

    $750,000

    • 4 Beds
    • 4.5 Baths
    • 4,725 Sq Ft

    624 Nesting Ln, Middletown, DE 19709

    The search is over! You will be amazed from the moment you walk inside. A stunning 2 story 4725 sq foot colonial home PLUS finished basement with 4th full bathroom offers the new buyers a turnkey option on an amazing private lot backing to woods that has been professional landscaped with a low maintenance salt water inground pool! Enter into an open foyer with Cathedral ceilings, catwalk above

    Crystal Graham Patterson-Schwartz-Middletown

    624 Nesting Ln, Middletown, DE 19709
  • /42

    $710,000

    Sold Feb 24, 2026

    3227 S Central Park Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,757 Sq Ft

    Last Sold Summary

    • $258/SF
    • 158 Days On Market

    Current Estimated Value $710,708

    Last Listing Agent Brittany Stephens Blenheim Marketing LLC

    3227 S Central Park Dr, Middletown, DE 19709
    • /39

      Est $342,396

      Not Listed For Sale

      403 Wilmore Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2008
      403 Wilmore Dr, Middletown, DE 19709

      Last Sold Summary

      • 64 Days On Market

Showing Results 561 - 600, Page 15 of 18

How to Buy a Home How to Finance a Home How to Sell a Home