20,150

Middletown, DE Homes

Section Image Section Image
  • /62

    $440,000

    $10K PRICE DROP
    • 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
  • /49

    $457,500

    Sold Aug 14, 2026

    208 Appoquin Dr S, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,732 Sq Ft
    • Built 1999

    Last Sold Summary

    • 1% Below List Price
    • $264/SF
    • 2 Days On Market

    Current Estimated Value $453,926

    Last Listing Agent David Watlington Patterson-Schwartz-Middletown

    208 Appoquin Dr S, Middletown, DE 19709
    • /40

      Est $401,525

      Not Listed For Sale

      461 Toftrees Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2014
      461 Toftrees Dr, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Thomas Desper Compass

  • /38

    $565,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    4116 Laughton Ln, Middletown, DE 19709

    Welcome to resort-style living in the highly sought-after Village of Bayberry South! Perfectly positioned on one of the community's largest homesites and nestled on a peaceful tree-lined street, this beautifully maintained home offers the ideal blend of luxury, comfort, and low-maintenance living. The bright, open-concept floor plan features a stunning chef's kitchen with granite countertops,

    Georgette Balback BHHS Fox & Roach - Hockessin

    4116 Laughton Ln, Middletown, DE 19709
  • /16

    $444,496

    Sold May 21, 2026

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

    • 3 Beds
    • 2 Baths
    • Built 2025

    Last Sold Summary

    • 87 Days On Market

    Last Listing Agent Lindsay Shaffer RE/MAX Elite

    444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709
    • /32

      Est $419,464

      Not Listed For Sale

      100 Ridgemont Dr, Middletown, DE 19709

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft
      • Built 2016
      100 Ridgemont Dr, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Christen McDade Real Broker LLC

  • /21

    $488,415

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 2,361 Sq Ft

    6609 Harko Dr, Middletown, DE 19709

    Welcome to this beautifully upgraded Harley townhome in Middletown’s brand-new community, Freestone Village! Offering three finished levels of thoughtfully designed living space, this home combines modern style, everyday functionality, and designer-selected finishes throughout. The entry level features a first-floor bedroom with its own full bath and access to the backyard. Upstairs, the

    Lennar Builder
    6609 Harko Dr, Middletown, DE 19709
  • /53

    $452,500

    Sold Feb 03, 2026

    527 Swansea Dr, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft
    • Built 2022

    Last Sold Summary

    • $177/SF
    • 63 Days On Market

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    527 Swansea Dr, Middletown, DE 19709
    • /43

      Est $417,800

      Not Listed For Sale

      438 Toftrees Dr, Middletown, DE 19709

      • 3 Beds
      • 3.5 Baths
      • 2,200 Sq Ft
      • Built 2010
      438 Toftrees Dr, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Madeline Justison Crown Homes Real Estate

  • /24

    $516,990

    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
  • /50

    $620,000

    Sold Jun 30, 2026

    1920 E Aristotle Ave, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,750 Sq Ft
    • Built 2014

    Last Sold Summary

    • $225/SF
    • 19 Days On Market

    Current Estimated Value $611,442

    Last Listing Agent Mia Burch Long & Foster Real Estate, Inc.

    1920 E Aristotle Ave, Middletown, DE 19709
    • /29

      Est $416,078

      Not Listed For Sale

      100 Merrimac Ave, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft
      • Built 2019
      100 Merrimac Ave, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Nigel Pokoy Compass

  • /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
  • /22

    $464,909

    Sold Jan 22, 2026

    2305 Winchelsea Pkwy, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,443 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $190/SF
    • 52 Days On Market

    Current Estimated Value $467,851

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    2305 Winchelsea Pkwy, Middletown, DE 19709
    • /29

      Est $397,263

      Not Listed For Sale

      433 Toftrees Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft
      • Built 2009
      433 Toftrees Dr, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Shane Pezick RE/MAX Associates-Wilmington

  • /19

    $595,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 2,151 Sq Ft

    3034 Ivyhouse Ln, Middletown, DE 19709

    This new two-story home features an open kitchen, dining room, family room and conveniently located office. At opposite ends of the layout is a secondary bedroom and the spacious owner's suite with a private bathroom and walk-in closet. Rounding out the home is a sprawling upstairs loft for versatile shared entertainment space and a two-car garage for storage room.

    Lennar Builder
    3034 Ivyhouse Ln, Middletown, DE 19709
  • /29

    $675,000

    Sold Oct 23, 2025

    1201 Chesapeake View Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • Built 2025

    Last Sold Summary

    • 82 Days On Market

    Last Listing Agent Brenda Mendenhall Monument Sotheby's International Realty

    1201 Chesapeake View Dr, Middletown, DE 19709
    • /46

      Est $395,163

      Not Listed For Sale

      325 S Parkway Dr, Middletown, DE 19709

      • 3 Beds
      • 3.5 Baths
      • 1,975 Sq Ft
      • Built 2010
      325 S Parkway Dr, Middletown, DE 19709

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Kelly Clark Crown Homes Real Estate

  • /33

    $526,000

    New Construction
    • 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
  • /28

    $400,000

    Sold Mar 26, 2026

    211 Lake Seymour Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2019

    Last Sold Summary

    • $229/SF
    • 4 Days On Market

    Current Estimated Value $399,639

    Last Listing Agent Kristina Rice Real Broker LLC

    211 Lake Seymour Dr, Middletown, DE 19709
    • /32

      Est $412,049

      Not Listed For Sale

      318 Gaither Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft
      • Built 2015
      318 Gaither Dr, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent Brenda Murray BHHS Fox & Roach-Christiana

  • /70

    $599,000

    Under Contract
    • 4 Beds
    • 3.5 Baths
    • 2,925 Sq Ft

    34 W Minglewood Dr, Middletown, DE 19709

    If this summer heat has taught us anything, it's the pool is worth every penny! Discover a harmonious blend of poolside luxury and home comfort in this stunning Colonial-style residence nestled in the desirable Cricklewood community in the Appoquinimink School District. Built in 2001, this detached home boasts an impressive 4 bedrooms and 3.5 bathrooms, offering a premium of space. Step inside to

    Robert Willoughby Mary Peirson Realty

    34 W Minglewood Dr, Middletown, DE 19709
  • /26

    $308,000

    Sold Dec 16, 2025

    722 Marian Dr, Middletown, DE 19709

    • 3 Beds
    • 4 Baths
    • 1,835 Sq Ft
    • Built 2002

    Last Sold Summary

    • $168/SF
    • 2 Days On Market

    Current Estimated Value $312,008

    Last Listing Agent Melissa Spencer Patterson-Schwartz-Newark

    722 Marian Dr, Middletown, DE 19709
    • /49

      Est $437,424

      Not Listed For Sale

      302 N Parkway Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft
      • Built 2014
      302 N Parkway Dr, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Marsela Leonard Real Broker LLC

  • /82

    $1,590,000

    • 4 Beds
    • 4.5 Baths
    • 4,310 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
  • /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 $328,653

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

    38 N New Rd, Middletown, DE 19709
    • /65

      Est $391,630

      Not Listed For Sale

      335 S Parkway Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2020
      335 S Parkway Dr, Middletown, DE 19709

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /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
  • /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
    • /37

      Est $409,970

      Not Listed For Sale

      111 S Ridge Ave, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft
      • Built 2019
      111 S Ridge Ave, Middletown, DE 19709

      Last Sold Summary

      • 11 Days On Market

      Last Listing Agent Chris Cashman Patterson-Schwartz-Newark

  • /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
  • /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 $457,434

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    3126 Pett Level Dr, Middletown, DE 19709
    • /42

      Est $387,273

      Not Listed For Sale

      105 S Ridge Ave, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft
      • Built 2019
      105 S Ridge Ave, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Kristina Rice Real Broker LLC

  • /2

    $495,900

    Coming Soon
    • 4 Beds
    • 2.5 Baths
    • 2,100 Sq Ft

    4 Lindsay Ct, Middletown, DE 19709

    Natashi Andrews BHHS Fox & Roach-Christiana

    4 Lindsay Ct, 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 $740,160

    Last Listing Agent Dennis Snavely RE/MAX Elite

    1 Meadow Dr, Middletown, DE 19709
    • /50

      Est $406,515

      Not Listed For Sale

      103 S Ridge Ave, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft
      • Built 2019
      103 S Ridge Ave, Middletown, DE 19709

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Kim Simpson Thyme Real Estate Co LLC

  • /30

    $629,990

    New Construction $50K PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 1,859 Sq Ft

    19 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Dorchester, a thoughtfully designed home offering 3 bedrooms, 3 baths, and a 2-car garage. Scheduled for settlement in May 2027, this home combines spacious living areas with stylish finishes to create the perfect setting for everyday comfort and entertaining. A welcoming front porch adds timeless curb appeal, while a huge screened porch extends your living space outdoors,

    Barbara Heilman Delaware Homes Inc

    19 Golden Raintree Ct, 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 $609,505

    Last Listing Agent Melissa Scott Real Broker LLC

    5338 Newman Ln, Middletown, DE 19709
    • /56

      Est $1,075,714

      Not Listed For Sale

      1175 Bunker Hill Rd, Middletown, DE 19709

      • 4 Beds
      • 3 Baths
      • 4,975 Sq Ft
      • Built 1996
      1175 Bunker Hill Rd, Middletown, DE 19709

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Annie Barker Integrity Real Estate

  • /32

    $935,000

    $44K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 6,272 Sq Ft

    610 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 610 Spring Hollow Drive in the highly desirable community of Parkside. Situated on one of the neighborhood's premier lots, this exceptional Versailles model - one of the most coveted floor plans in the community - offers over 5200 sq ft above grade, expansive living spaces, timeless design, and a backyard setting that is truly second to none.Upgraded engineered hardwood flooring

    Shalini Sawhney Burns & Ellis Realtors

    610 Spring Hollow 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