20,244

Middletown, DE Homes

Section Image Section Image
  • /36

    $325,000 Sold Oct 16, 2025

    38 N New Rd, Middletown, DE 19709

    • 4 Beds
    • 1.5 Baths
    • 1,375 Sq Ft
    • Built 1920

    Last Sold Summary

    • $236/SF
    • 160 Days On Market

    Current Estimated Value $318,667

    Last Listing Agent Brandon Murray Long & Foster Real Estate, Inc.

    38 N New Rd, Middletown, DE 19709
    • /56

      Est $652,918 Not Listed For Sale

      916 Benalli Dr, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 4,615 Sq Ft
      • Built 2005
      916 Benalli Dr, Middletown, DE 19709

      Last Sold Summary

      • 3% Above List Price
      • $138/SF
      • 5 Days On Market
      • Last Sold Price $635,000
      • Nov 28, 2023

      Last Listing Agent James Barone RE/MAX

  • /96

    $979,000 Pending

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

    836 Sweet Birch Dr, Middletown, DE 19709

    Welcome home to 836 Sweet Birch Drive, a phenomenal property nestled in the sought after community of Parkside that backs to the woods. This home boasts 5 bedrooms, 4.1 bathrooms, a finished basement and a backyard oasis. This home is over 5000 sq feet of incredible living space and we have not even made it outside yet. As you walk into this fabulous home you are greeted with stunning hardwoods

    Ann Marie Germano Patterson-Schwartz-Middletown

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

    $1,050,000 Sold Nov 25, 2025

    20 W Main St, Middletown, DE 19709

    • Studio
    • 6,384 Sq Ft
    • Built 1918

    Last Sold Summary

    • $164/SF
    • 45 Days On Market

    Last Listing Agent Paul Pantano Pantano Real Estate Inc

    20 W Main St, Middletown, DE 19709
    • /66

      Est $581,726 Not Listed For Sale

      209 Snow Goose Dr, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,825 Sq Ft
      • Built 2005
      209 Snow Goose Dr, Middletown, DE 19709

      Last Sold Summary

      • 1% Above List Price
      • $204/SF
      • 5 Days On Market
      • Last Sold Price $575,000
      • May 17, 2024

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /104

    $450,000

    • 3 Beds
    • 3.5 Baths
    • 1,700 Sq Ft

    409 Galway Ct, Middletown, DE 19709

    Welcome to 409 Galway Court in the Popular Community of Hyetts Crossing. Conveniently located with quick access to Rt's 1 & 301. This Home is the Spacious Chesterfield Model Carriage House with a Main Level Owners Suite. Designed for Open Concept Living the Main Level has a Great Room with a Break Away Ceiling (2 Story High) with 2 Walls of Windows allowing in ample sunlight. There is a Gourmet

    Jack Keating RE/MAX Elite

    409 Galway Ct, Middletown, DE 19709
  • /22

    $459,500 Sold Oct 29, 2025

    3126 Pett Level Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $188/SF
    • 28 Days On Market

    Current Estimated Value $478,388

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    3126 Pett Level Dr, Middletown, DE 19709
    • /83

      Est $631,036 Not Listed For Sale

      217 Snow Goose Dr, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 3,613 Sq Ft
      • Built 2004
      217 Snow Goose Dr, Middletown, DE 19709

      Last Sold Summary

      • 1% Below List Price
      • $176/SF
      • 18 Days On Market
      • Last Sold Price $635,000
      • Oct 22, 2024

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /24

    $533,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

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

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar Builder
    2405 Greyfriar Loop Unit 36041422, Middletown, DE 19709
  • /59

    $745,000 Sold Jun 17, 2025

    152 Tuscany Dr, Middletown, DE 19709

    • 6 Beds
    • 4.5 Baths
    • 5,400 Sq Ft
    • Built 2007

    Last Sold Summary

    • $138/SF
    • 154 Days On Market

    Current Estimated Value $773,601

    Last Listing Agent Kelly Clark Crown Homes Real Estate

    152 Tuscany Dr, Middletown, DE 19709
    • /101

      Est $748,956 Not Listed For Sale

      644 Nesting Ln, Middletown, DE 19709

      • 4 Beds
      • 5 Baths
      • 3,950 Sq Ft
      • Built 2005
      644 Nesting Ln, Middletown, DE 19709

      Last Sold Summary

      • 2% Below List Price
      • $194/SF
      • 5 Days On Market
      • Last Sold Price $765,000
      • Jul 10, 2024

      Last Listing Agent Torianne Weiss Hamstead BHHS PenFed (actual)

  • /38

    $429,000 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,761 Sq Ft

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

    This stunning carriage home offers the perfect blend of elegance and functionality! Step inside and be greeted by a spacious foyer leading to the great room and open-concept kitchen/dining room - perfect for entertaining guests. The large first-floor owner's suite boasts a private bath and walk-in closet. Upstairs, you'll find a versatile loft area, a second bedroom, and another full bath. Below,

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052080, Middletown, DE 19709
  • /63

    $548,000 Sold May 30, 2025

    16 W Minglewood Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 3,828 Sq Ft
    • Built 2002

    Last Sold Summary

    • $143/SF
    • 5 Days On Market

    Current Estimated Value $579,065

    Last Listing Agent Yuliana Goldin-Dunn Patterson-Schwartz-Middletown

    16 W Minglewood Dr, Middletown, DE 19709
    • /85

      Est $831,610 Not Listed For Sale

      217 Clydia Ct, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 4,300 Sq Ft
      • Built 2019
      217 Clydia Ct, Middletown, DE 19709

      Last Sold Summary

      • 2% Below List Price
      • $198/SF
      • 2 Days On Market
      • Last Sold Price $850,000
      • Mar 17, 2025

      Last Listing Agent David Watlington Patterson Schwartz

  • /33

    $526,000 Open Tue 7AM - 8PM

    • 2 Beds
    • 2 Baths
    • 2,053 Sq Ft

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709

    Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. This floor plan has 2-Bedrooms with a standard loft and a generously sized great room open to the kitchen and dining area. You will have plenty of space if you like to entertain. A rear Owner's Suite gives maximum privacy and includes a large walk-in closet and en-suite with a double bowl vanity and 5-foot

    Lindsay Shaffer RE/MAX Elite

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709
  • /44

    $565,000 Sold Jun 24, 2025

    525 Wheelmen St, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,425 Sq Ft
    • Built 2016

    Last Sold Summary

    • $233/SF
    • 58 Days On Market

    Current Estimated Value $575,210

    Last Listing Agent Rachel Burroughs Long & Foster Real Estate, Inc.

    525 Wheelmen St, Middletown, DE 19709
    • /53

      Est $712,353 Not Listed For Sale

      213 Tory St, Middletown, DE 19709

      • 5 Beds
      • 3 Baths
      • 4,200 Sq Ft
      • Built 2018
      213 Tory St, Middletown, DE 19709

      Last Sold Summary

      • $169/SF
      • 4 Days On Market
      • Last Sold Price $710,000
      • Mar 20, 2024

      Last Listing Agent David Watlington Patterson Schwartz

  • /49

    $1,590,000

    • 4 Beds
    • 4.5 Baths
    • 5,850 Sq Ft

    626 Vance Neck Rd, Middletown, DE 19709

    Beautiful Brick Colonial Estate set on 11 private acres backing to a State Wildlife Refuge, offering a rare combination of space, privacy, and versatility. With a thoughtfully designed layout and extensive outbuildings, the property is well-suited for a variety of lifestyles, from hobbyists and collectors to sufficient or outdoor-focused way of living. The home features 4 bedrooms and 4.5

    John Marino Patterson-Schwartz-Dover

    626 Vance Neck Rd, Middletown, DE 19709
  • /78

    $700,000 Sold Aug 26, 2025

    1 Meadow Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 4,325 Sq Ft
    • Built 1999

    Last Sold Summary

    • $162/SF
    • 4 Days On Market

    Current Estimated Value $715,711

    Last Listing Agent Dennis Snavely RE/MAX Elite

    1 Meadow Dr, Middletown, DE 19709
    • /44

      Est $704,901 Not Listed For Sale

      240 Tory St, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 4,625 Sq Ft
      • Built 2018
      240 Tory St, Middletown, DE 19709

      Last Sold Summary

      • 1% Above List Price
      • $151/SF
      • 1 Day On Market
      • Last Sold Price $700,000
      • Jul 12, 2024

      Last Listing Agent Nigel Pokoy Compass

  • /35

    $699,999

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

    663 Gordon House Way, Middletown, DE 19709

    Welcome to this beautifully maintained 3-year-old Colonial-style home, offering the perfect blend of modern comfort and timeless design. This spacious 4-bedroom, 2.5-bath residence is ideal for both everyday living and entertaining. Step inside to find a bright and inviting layout with generous living spaces, complemented by thoughtful upgrades throughout. The home features a partially finished

    Deakwon Hancock VRA Realty

    663 Gordon House Way, Middletown, DE 19709
  • /61

    $611,000 Sold Mar 02, 2026

    5338 Newman Ln, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,925 Sq Ft
    • Built 2022

    Last Sold Summary

    • 4% Below List Price
    • $317/SF
    • 40 Days On Market

    Current Estimated Value $609,290

    Last Listing Agent Melissa Scott Real Broker LLC

    5338 Newman Ln, Middletown, DE 19709
    • /78

      Est $729,079 Not Listed For Sale

      254 E Crail Ct, Middletown, DE 19709

      • 5 Beds
      • 2.5 Baths
      • 4,400 Sq Ft
      • Built 2015
      254 E Crail Ct, Middletown, DE 19709

      Last Sold Summary

      • 6% Below List Price
      • $176/SF
      • 59 Days On Market
      • Last Sold Price $775,000
      • Jul 31, 2024

      Last Listing Agent Michael Blaisdell RE/MAX Advantage Realty

  • /2

    $439,311 Pending

    • 3 Beds
    • 2 Baths
    • 2,232 Sq Ft

    448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709

    MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 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 and Breakfast Bar in kitchen. 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

    448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709
  • /16

    $709,900 Sold Aug 01, 2025

    841 Merlin Dr, Middletown, DE 19709

    • 5 Beds
    • 4 Baths
    • 2,877 Sq Ft
    • Built 2024

    Last Sold Summary

    • $247/SF
    • 41 Days On Market

    Current Estimated Value $733,012

    Last Listing Agent Barbara Heilman Delaware Homes Inc

    841 Merlin Dr, Middletown, DE 19709
    • /48

      Est $672,682 Not Listed For Sale

      251 E Crail Ct, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 3,812 Sq Ft
      • Built 2015
      251 E Crail Ct, Middletown, DE 19709

      Last Sold Summary

      • 11% Above List Price
      • $159/SF
      • 12 Days On Market
      • Last Sold Price $605,000
      • Apr 25, 2023

      Last Listing Agent Andrea Harrington Compass

  • /23

    $362,800 New Construction

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

    Truman Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar Builder
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
  • /39

    $599,000 Sold Dec 31, 2025

    364 Norwalk Way, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft
    • Built 2005

    Last Sold Summary

    • $200/SF
    • 61 Days On Market

    Current Estimated Value $569,719

    Last Listing Agent Bill Coalson EXP Realty, LLC

    364 Norwalk Way, Middletown, DE 19709
    • /90

      Est $654,191 Not Listed For Sale

      205 E Crail Ct, Middletown, DE 19709

      • 5 Beds
      • 3.5 Baths
      • 3,425 Sq Ft
      • Built 2014
      205 E Crail Ct, Middletown, DE 19709

      Last Sold Summary

      • 7% Above List Price
      • $178/SF
      • 3 Days On Market
      • Last Sold Price $610,000
      • May 30, 2023

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /47

    $949,900 New Construction

    • 4 Beds
    • 4 Baths
    • 4,500 Sq Ft

    109 Knightsbridge Rd, Middletown, DE 19709

    FINAL OPPORTUNITY to own in this exclusive 5 Custom Home Subdivision! Brand new Estate Home available NOW set on the last remaining 3 acre parcel with NO HOA Restrictions! This stunning home built by established Local Builder offers over 4500 impressive square feet of beautifully designed living space. Minutes from Route 1 and Middletown conveniences in a unique and rare rural setting yet close

    Kathy Melcher Coldwell Banker Rowley Realtors

    109 Knightsbridge Rd, Middletown, DE 19709
  • /73

    $850,000 Sold Apr 30, 2026

    130 Pine Valley Dr, Middletown, DE 19709

    • 6 Beds
    • 5 Baths
    • 4,525 Sq Ft
    • Built 2007

    Last Sold Summary

    • 4% Below List Price
    • $188/SF
    • 4 Days On Market

    Current Estimated Value $876,229

    Last Listing Agent Tyler Andrews Empower Real Estate, LLC

    130 Pine Valley Dr, Middletown, DE 19709
    • /65

      Est $805,879 Not Listed For Sale

      2 Lomond Ln, Middletown, DE 19709

      • 5 Beds
      • 5 Baths
      • 5,750 Sq Ft
      • Built 2011
      2 Lomond Ln, Middletown, DE 19709

      Last Sold Summary

      • 2% Above List Price
      • $137/SF
      • 14 Days On Market
      • Last Sold Price $787,500
      • Jun 29, 2023

      Last Listing Agent Michael Wilson BHHS Fox & Roach

  • /4

    $369,900 Under Contract

    • 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
  • /2

    $670,000 Sold Apr 27, 2026

    3032 Barber Ln, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • Built 2025

    Last Sold Summary

    • 98 Days On Market

    Current Estimated Value $662,502

    Last Listing Agent Brittany Stephens Blenheim Marketing LLC

    3032 Barber Ln, Middletown, DE 19709
    • /37

      Est $602,369 Not Listed For Sale

      42 W Kilts Ln, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,875 Sq Ft
      • Built 2007
      42 W Kilts Ln, Middletown, DE 19709

      Last Sold Summary

      • 1% Above List Price
      • $208/SF
      • 26 Days On Market
      • Last Sold Price $599,000
      • Jul 30, 2024

      Last Listing Agent Nikolina Novakovic Century 21 Gold Key Realty

  • /4

    $607,000 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
  • /41

    $357,000 Sold Oct 31, 2025

    141 Gillespie Ave, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,225 Sq Ft
    • Built 2005

    Last Sold Summary

    • $160/SF
    • 47 Days On Market

    Current Estimated Value $350,036

    Last Listing Agent Jackie Patrick Compass

    141 Gillespie Ave, Middletown, DE 19709
    • /40

      Est $499,607 Not Listed For Sale

      712 Pergola Ln, Middletown, DE 19709

      • 2 Beds
      • 2 Baths
      • 2,450 Sq Ft
      • Built 2014
      712 Pergola Ln, Middletown, DE 19709

      Last Sold Summary

      • 3% Above List Price
      • $198/SF
      • 32 Days On Market
      • Last Sold Price $485,000
      • May 29, 2024

      Last Listing Agent Mary Lynch Patterson Schwartz

  • /16

    $498,053 Open Tue 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- Late Spring Move-In! 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!

    Lindsay Shaffer RE/MAX Elite

    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
  • /45

    $625,000 Sold Aug 15, 2025

    345 Jessica Dr, Middletown, DE 19709

    • 5 Beds
    • 2.5 Baths
    • 3,400 Sq Ft
    • Built 1997

    Last Sold Summary

    • $184/SF
    • 63 Days On Market

    Current Estimated Value $644,662

    Last Listing Agent Katina Geralis EXP Realty, LLC

    345 Jessica Dr, Middletown, DE 19709

Showing Results 401 - 440, Page 11 of 18

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