20,160

Middletown, DE Homes

Section Image Section Image
    • 27 Haggis Rd, Middletown, DE 19709
      27 Haggis Rd, Middletown, DE 19709
      27 Haggis Rd, Middletown, DE 19709
      /54

      Est $628,647 Not Listed For Sale

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

      27 Haggis Rd, Middletown, DE 19709

      27 Haggis Rd, Middletown, DE 19709
  • 754 Rosler Way, Middletown, DE 19709
    754 Rosler Way, Middletown, DE 19709
    754 Rosler Way, Middletown, DE 19709
    /4

    $386,500 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,980 Sq Ft

    754 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

    754 Rosler Way, Middletown, DE 19709
  • 859 Bullen Dr, Middletown, DE 19709
    859 Bullen Dr, Middletown, DE 19709
    859 Bullen Dr, Middletown, DE 19709
    /87

    $610,000 Sold Jul 18, 2025

    859 Bullen Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,350 Sq Ft
    • Built 2000

    Last Sold Summary

    • $260/SF
    • 8 Days On Market

    Current Estimated Value $577,278

    Last Listing Agent Agent Donna007 Bond BHHS Fox & Roach-Concord

    859 Bullen Dr, Middletown, DE 19709
    • 319 Braemar St, Middletown, DE 19709
      319 Braemar St, Middletown, DE 19709
      319 Braemar St, Middletown, DE 19709
      /52

      Est $657,713 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,250 Sq Ft

      319 Braemar St, Middletown, DE 19709

      319 Braemar St, Middletown, DE 19709
  • 204 Baldy Ln Unit 36449896, Middletown, DE 19709
    204 Baldy Ln Unit 36449896, Middletown, DE 19709
    204 Baldy Ln Unit 36449896, Middletown, DE 19709
    /4

    $599,000 New Construction

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    Chelsea Plan at Traditions at Whitehall - 55+ Active Adult - Single Family, Middletown, DE 19709

    Chelsea Spacious Comfort with StyleThe Chelsea offers 2,296 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2 full baths. Enjoy a main-level owner's suite for easy, one-floor living, complemented by an open-concept kitchen and great room perfect for entertaining. With a welcoming front porch and a two-car rear-entry garage, this home combines functionality and charm. Ideal

    Benchmark Builders Builder
    204 Baldy Ln Unit 36449896, Middletown, DE 19709
  • 926 Cadman Dr, Middletown, DE 19709
    926 Cadman Dr, Middletown, DE 19709
    926 Cadman Dr, Middletown, DE 19709
    /48

    $695,000 Sold Oct 06, 2025

    926 Cadman Dr, Middletown, DE 19709

    • 5 Beds
    • 5 Baths
    • 4,450 Sq Ft
    • Built 2021

    Last Sold Summary

    • $156/SF
    • 7 Days On Market

    Current Estimated Value $719,515

    Last Listing Agent Traci Madison Madison Real Estate Inc. DBA MRE Residential Inc.

    926 Cadman Dr, Middletown, DE 19709
    • 18 Haggis Rd, Middletown, DE 19709
      18 Haggis Rd, Middletown, DE 19709
      18 Haggis Rd, Middletown, DE 19709
      /50

      Est $622,323 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,675 Sq Ft

      18 Haggis Rd, Middletown, DE 19709

      18 Haggis Rd, Middletown, DE 19709
  • 442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
    /22

    $498,053 Open Sat 11AM - 4:30PM

    • 3 Beds
    • 4 Baths
    • 2,333 Sq Ft

    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709

    MASSEY ELITE END UNIT- 3 bedrooms, 2.5 baths, 2 car garage. Approx. 2380 SF! 12x10 Deck. This home features a Finished den, 42" cabinets in kitchen, island, stainless gas range, dishwasher, microwave, LVP flooring and recessed lighting in Kitchen. LVP floor and Tile Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits

    Lindsay Shaffer RE/MAX Elite

    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
  • 936 Lansdowne Rd, Middletown, DE 19709
    936 Lansdowne Rd, Middletown, DE 19709
    936 Lansdowne Rd, Middletown, DE 19709
    /31

    $395,000 Sold Feb 28, 2025

    936 Lansdowne Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2010

    Last Sold Summary

    • $226/SF
    • 5 Days On Market

    Current Estimated Value $399,610

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    936 Lansdowne Rd, Middletown, DE 19709
    • 341 Northhampton Way, Middletown, DE 19709
      341 Northhampton Way, Middletown, DE 19709
      341 Northhampton Way, Middletown, DE 19709
      /54

      Est $522,407 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,150 Sq Ft

      341 Northhampton Way, Middletown, DE 19709

      341 Northhampton Way, Middletown, DE 19709
  • 3134 Pett Level Dr, Middletown, DE 19709
    3134 Pett Level Dr, Middletown, DE 19709
    3134 Pett Level Dr, Middletown, DE 19709
    /22

    $349,500 New Construction

    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    3134 Pett Level Dr, Middletown, DE 19709

    Say hello to 3134 Pett Level Drive, our thoughtfully designed Truman floorplan. This 5-bed, 3-bath home offers modern comfort and effortless functionality. The main level centers around an open-concept layout, where the kitchen, dining room, and family room flow seamlessly for everyday living and entertaining. A first-floor owner’s suite with walk-in closet, full bath, and additional bedroom,

    Lennar Builder
    3134 Pett Level Dr, Middletown, DE 19709
  • 541 Diamond Dr, Middletown, DE 19709
    541 Diamond Dr, Middletown, DE 19709
    541 Diamond Dr, Middletown, DE 19709
    /19

    $550,000 Sold Oct 31, 2025

    541 Diamond Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft
    • Built 2000

    Last Sold Summary

    • $262/SF
    • 13 Days On Market

    Current Estimated Value $557,804

    Last Listing Agent Derek Eisenberg Continental Real Estate Group

    541 Diamond Dr, Middletown, DE 19709
    • 804 Hampshire Dr, Middletown, DE 19709
      804 Hampshire Dr, Middletown, DE 19709
      804 Hampshire Dr, Middletown, DE 19709
      /12

      Est $527,933 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,375 Sq Ft

      804 Hampshire Dr, Middletown, DE 19709

      804 Hampshire Dr, Middletown, DE 19709
  • 847 Merlin Dr, Middletown, DE 19709
    847 Merlin Dr, Middletown, DE 19709
    847 Merlin Dr, Middletown, DE 19709
    /13

    $709,900 Pending

    • 4 Beds
    • 3.5 Baths
    • 2,772 Sq Ft

    847 Merlin Dr, Middletown, DE 19709

    The Omaha home offers a spacious open-concept layout infused with farmhouse-inspired design and is projected to settle in April, making it an ideal option for buyers planning ahead. With 5 bedrooms, 4.5 baths, and a 2-car garage, this home is thoughtfully designed to accommodate both everyday living and entertaining. Notable features include a private home office, a striking stone fireplace,

    Barbara Heilman Delaware Homes Inc

    847 Merlin Dr, Middletown, DE 19709
  • 3006 Barber Ln, Middletown, DE 19709
    3006 Barber Ln, Middletown, DE 19709
    /2

    $568,500 Sold Dec 22, 2025

    3006 Barber Ln, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft

    Last Sold Summary

    • $282/SF
    • 101 Days On Market

    Last Listing Agent Brittany Stephens Blenheim Marketing LLC

    3006 Barber Ln, Middletown, DE 19709
    • 244 Wilmore Dr, Middletown, DE 19709
      244 Wilmore Dr, Middletown, DE 19709
      244 Wilmore Dr, Middletown, DE 19709
      /28

      Est $351,298 Not Listed For Sale

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

      244 Wilmore Dr, Middletown, DE 19709

      244 Wilmore Dr, Middletown, DE 19709
  • 2691 N Dupont Pkwy, Middletown, DE 19709
    2691 N Dupont Pkwy, Middletown, DE 19709
    2691 N Dupont Pkwy, Middletown, DE 19709
    /10

    $350,000

    • Land
    • 3.99 Acres
    • $87,719 per Acre

    2691 N Dupont Pkwy, Middletown, DE 19709

    Welcome to 2691 Dupont Pkwy, Middletown, DE—4 acres nestled in a location that balances serene surroundings with convenient access to nearby amenities. This property features generous acreage that provides ample space for a variety of uses. The level terrain and open landscape make it an ideal setting for those seeking to create a custom home or explore investment potential. With easy access to

    Lauren Janes Compass

    2691 N Dupont Pkwy, Middletown, DE 19709
  • 5718 W Central Park Dr, Middletown, DE 19709
    5718 W Central Park Dr, Middletown, DE 19709
    5718 W Central Park Dr, Middletown, DE 19709
    /18

    $695,000 Sold Mar 26, 2025

    5718 W Central Park Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,052 Sq Ft

    Last Sold Summary

    • $228/SF
    • 319 Days On Market

    Current Estimated Value $686,992

    Last Listing Agent Brittany Stephens Blenheim Marketing LLC

    5718 W Central Park Dr, Middletown, DE 19709
    • 87 Springfield Cir, Middletown, DE 19709
      87 Springfield Cir, Middletown, DE 19709
      87 Springfield Cir, Middletown, DE 19709
      /20

      Est $341,880 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft

      87 Springfield Cir, Middletown, DE 19709

      87 Springfield Cir, Middletown, DE 19709
  • 542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    /69

    $1,019,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 5,548 Sq Ft

    542 Wheelmen St, Middletown, DE 19709

    This stunning Modern Farmhouse offers the perfect fusion of luxury, comfort, and timeless design. With 5 spacious bedrooms, 4.5 bathrooms, and nearly 6,000 square feet of refined living space, this home is a masterpiece of craftsmanship and functionality. A wrap-around front porch welcomes you with warmth and charm, setting the tone for the exquisite interiors. Step inside to discover 7-inch wide

    George Manolakos Patterson-Schwartz-Brandywine

    542 Wheelmen St, Middletown, DE 19709
  • 220 E Main St, Middletown, DE 19709
    220 E Main St, Middletown, DE 19709
    220 E Main St, Middletown, DE 19709
    /22

    $443,195 Sold Dec 10, 2025

    220 E Main St, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,179 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $203/SF
    • 19 Days On Market

    Ryan Homes Crossings at Silver Lake - Townhomes

    220 E Main St, Middletown, DE 19709
    • 83 Springfield Cir, Middletown, DE 19709
      83 Springfield Cir, Middletown, DE 19709
      83 Springfield Cir, Middletown, DE 19709
      /34

      Est $405,584 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,775 Sq Ft

      83 Springfield Cir, Middletown, DE 19709

      83 Springfield Cir, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041424, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041424, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041424, Middletown, DE 19709
    /20

    $572,990 New Construction

    • 2 Beds
    • 2 Baths
    • 2,386 Sq Ft

    Mendocino Luxe Plan at Venue at Winchelsea 55+ - Winchelsea Singles, Middletown, DE 19709

    This luxurious two-story home is designed like a single-story where everything you need is located on the first floor, including a flex space, formal dining room, an open-concept main living area and the expansive owner’s suite. For versatile needs, there is a secondary bedroom as well as an upstairs bonus room that is sure to amaze guests. Complete the basement for even more space.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041424, Middletown, DE 19709
  • 110 Fletcher Cir, Middletown, DE 19709
    110 Fletcher Cir, Middletown, DE 19709
    110 Fletcher Cir, Middletown, DE 19709
    /31

    $412,000 Sold Aug 06, 2025

    110 Fletcher Cir, Middletown, DE 19709

    • 3 Beds
    • 4 Baths
    • 1,750 Sq Ft
    • Built 2023

    Last Sold Summary

    • $235/SF
    • 25 Days On Market

    Current Estimated Value $441,493

    Last Listing Agent Gobinatha MuthugowderPalani Tesla Realty Group, LLC

    110 Fletcher Cir, Middletown, DE 19709
    • 79 Springfield Cir, Middletown, DE 19709
      79 Springfield Cir, Middletown, DE 19709
      79 Springfield Cir, Middletown, DE 19709
      /115

      Est $379,621 Not Listed For Sale

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

      79 Springfield Cir, Middletown, DE 19709

      79 Springfield Cir, Middletown, DE 19709
  • 819 Mapleton Ave, Middletown, DE 19709
    819 Mapleton Ave, Middletown, DE 19709
    819 Mapleton Ave, Middletown, DE 19709
    /28

    $499,000 Under Contract

    • 3 Beds
    • 2.5 Baths
    • 2,125 Sq Ft

    819 Mapleton Ave, Middletown, DE 19709

    Step into this exceptional Thompson-built carriage home nestled in the sought-after and picturesque Town of Whitehall. From the moment you arrive, you’ll be drawn to the inviting, light-filled interior and the beautiful hardwood floors that span the entire main level, complemented by numerous well-chosen upgrades throughout.At the center of the home is the impressive, recently refreshed

    Calvin Grevis Monument Sotheby's International Realty

    819 Mapleton Ave, Middletown, DE 19709
  • 860 New Castle Landing Dr, Middletown, DE 19709
    860 New Castle Landing Dr, Middletown, DE 19709
    860 New Castle Landing Dr, Middletown, DE 19709
    /41

    $440,000 Sold Oct 31, 2025

    860 New Castle Landing Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • $169/SF
    • 8 Days On Market

    Current Estimated Value $441,614

    Last Listing Agent Jeffrey Brannock Foraker Realty Co.

    860 New Castle Landing Dr, Middletown, DE 19709
    • 169 Springfield Cir, Middletown, DE 19709
      169 Springfield Cir, Middletown, DE 19709
      169 Springfield Cir, Middletown, DE 19709
      /34

      Est $385,839 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft

      169 Springfield Cir, Middletown, DE 19709

      169 Springfield Cir, Middletown, DE 19709
  • 530 Wheelmen St Unit 36472327, Middletown, DE 19709
    530 Wheelmen St Unit 36472327, Middletown, DE 19709
    530 Wheelmen St Unit 36472327, Middletown, DE 19709
    /3

    $602,000 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,680 Sq Ft

    Wentworth Plan at The Town of Whitehall - Mapleton Village, Middletown, DE 19709

    Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour availability. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    530 Wheelmen St Unit 36472327, Middletown, DE 19709
  • 143 Wellington Way, Middletown, DE 19709
    143 Wellington Way, Middletown, DE 19709
    143 Wellington Way, Middletown, DE 19709
    /25

    $485,000 Sold Jun 11, 2025

    143 Wellington Way, Middletown, DE 19709

    • 4 Beds
    • 3 Baths
    • 1,850 Sq Ft
    • Built 1989

    Last Sold Summary

    • $262/SF
    • 25 Days On Market

    Current Estimated Value $474,707

    Last Listing Agent Kevin Burkhardt RE/MAX Advantage Realty

    143 Wellington Way, Middletown, DE 19709
    • 150 Springfield Cir, Middletown, DE 19709
      150 Springfield Cir, Middletown, DE 19709
      150 Springfield Cir, Middletown, DE 19709
      /19

      Est $366,238 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft

      150 Springfield Cir, Middletown, DE 19709

      150 Springfield Cir, Middletown, DE 19709
  • 444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709
    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709
    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709
    /16

    $446,291 Pending

    • 3 Beds
    • 2 Baths

    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709

    MASSEY INTERIOR UNIT- 3 bedrooms, 3.5 baths, 1 car garage. Approx. 2232 SF! This home features a Finished den, 42" cabinets in kitchen, island, stainless steel appliances, gas range, dishwasher, microwave and recessed lighting in Kitchen. LVP flooring upgrades. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits Transfer Tax

    Lindsay Shaffer RE/MAX Elite

    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709
  • 421 Maplewood Dr, Middletown, DE 19709
    421 Maplewood Dr, Middletown, DE 19709
    421 Maplewood Dr, Middletown, DE 19709
    /41

    $565,000 Sold Mar 26, 2025

    421 Maplewood Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1996

    Last Sold Summary

    • $276/SF
    • 13 Days On Market

    Current Estimated Value $574,739

    Last Listing Agent Corey Harris Crown Homes Real Estate

    421 Maplewood Dr, Middletown, DE 19709
    • 64 Springfield Cir, Middletown, DE 19709
      64 Springfield Cir, Middletown, DE 19709
      64 Springfield Cir, Middletown, DE 19709
      /31

      Est $344,471 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft

      64 Springfield Cir, Middletown, DE 19709

      64 Springfield Cir, Middletown, DE 19709
  • 204 Baldy Ln Unit 39052085, Middletown, DE 19709
    204 Baldy Ln Unit 39052085, Middletown, DE 19709
    204 Baldy Ln Unit 39052085, Middletown, DE 19709
    /24

    $456,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,794 Sq Ft

    Ashton Carriage Plan at Traditions at Whitehall - 55+ Active Adult - Carriage Homes, Middletown, DE 19709

    Ashton Carriage End-Unit Comfort with Flexible Space The Ashton Carriage offers 1,794 sq. ft. of thoughtfully designed living with the added privacy of an end-unit layout. Enjoy a convenient first-floor owners suite, open-concept living spaces, and a welcoming front porch for relaxed mornings or friendly chats. Upstairs, a spacious loft, second bedroom, and full bath give guests or hobbies their

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052085, Middletown, DE 19709
  • 3506 Pipewell Ln, Middletown, DE 19709
    3506 Pipewell Ln, Middletown, DE 19709
    3506 Pipewell Ln, Middletown, DE 19709
    /21

    $524,825 Sold Jan 14, 2026

    3506 Pipewell Ln, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 2,389 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $220/SF
    • 74 Days On Market

    Lennar Venue at Winchelsea 55+ - Winchelsea Singles

    3506 Pipewell Ln, Middletown, DE 19709
    • 62 Springfield Cir, Middletown, DE 19709
      62 Springfield Cir, Middletown, DE 19709
      62 Springfield Cir, Middletown, DE 19709
      /48

      Est $344,463 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft

      62 Springfield Cir, Middletown, DE 19709

      62 Springfield Cir, Middletown, DE 19709
  • 5338 Newman Ln, Middletown, DE 19709
    5338 Newman Ln, Middletown, DE 19709
    5338 Newman Ln, Middletown, DE 19709
    /61

    $609,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,925 Sq Ft

    5338 Newman Ln, Middletown, DE 19709

    JUST HAD A HUGE PRICE IMPROVEMENT on this turnkey stunner! Welcome Home to the Ponds at Bayberry, Middletown’s premier 55plus community! Trade in the lawnmower for your pickleball racket and prepare to retire in style! The tree-lined streets with sidewalks at The Ponds of Bayberry lead you through a stunning community with resort-style living. Natural parks, miles of trails, a glamorous clubhouse

    Melissa Scott Real Broker LLC

    5338 Newman Ln, Middletown, DE 19709
  • 40 Browning Cir, Middletown, DE 19709
    40 Browning Cir, Middletown, DE 19709
    40 Browning Cir, Middletown, DE 19709
    /26

    $390,000 Sold Sep 30, 2025

    40 Browning Cir, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft
    • Built 2004

    Last Sold Summary

    • $161/SF
    • 35 Days On Market

    Last Listing Agent Dana Byrd First Coast Realty LLC

    40 Browning Cir, Middletown, DE 19709
    • 56 Springfield Cir, Middletown, DE 19709
      56 Springfield Cir, Middletown, DE 19709
      56 Springfield Cir, Middletown, DE 19709
      /32

      Est $384,286 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft

      56 Springfield Cir, Middletown, DE 19709

      56 Springfield Cir, Middletown, DE 19709

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