20,150

Middletown, DE Homes

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  • 542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    542 Wheelmen St, Middletown, DE 19709
    /69

    $1,019,000 Under Contract

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

      Est $378,912 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
  • 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
  • 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
    • 169 Springfield Cir, Middletown, DE 19709
      169 Springfield Cir, Middletown, DE 19709
      169 Springfield Cir, Middletown, DE 19709
      /34

      Est $383,626 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
  • 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
  • 726 Honey Locust Rd, Middletown, DE 19709
    726 Honey Locust Rd, Middletown, DE 19709
    726 Honey Locust Rd, Middletown, DE 19709
    /64

    $552,650 Sold Mar 11, 2025

    726 Honey Locust Rd, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,975 Sq Ft
    • Built 2021

    Last Sold Summary

    • $280/SF
    • 159 Days On Market

    Current Estimated Value $571,851

    Last Listing Agent Debra Seramone Compass

    726 Honey Locust Rd, Middletown, DE 19709
    • 150 Springfield Cir, Middletown, DE 19709
      150 Springfield Cir, Middletown, DE 19709
      150 Springfield Cir, Middletown, DE 19709
      /19

      Est $361,822 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
  • 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
  • 604 Willow Ln, Middletown, DE 19709
    604 Willow Ln, Middletown, DE 19709
    604 Willow Ln, Middletown, DE 19709
    /56

    $480,000 Sold Feb 21, 2025

    604 Willow Ln, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1988

    Last Sold Summary

    • $234/SF
    • 40 Days On Market

    Current Estimated Value $471,667

    Last Listing Agent Debra Wetherby Compass

    604 Willow Ln, Middletown, DE 19709
    • 62 Springfield Cir, Middletown, DE 19709
      62 Springfield Cir, Middletown, DE 19709
      62 Springfield Cir, Middletown, DE 19709
      /48

      Est $353,039 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
  • 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
  • 606 Garden Gate Dr, Middletown, DE 19709
    606 Garden Gate Dr, Middletown, DE 19709
    606 Garden Gate Dr, Middletown, DE 19709
    /36

    $490,000 Sold Jun 24, 2025

    606 Garden Gate Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,475 Sq Ft
    • Built 2016

    Last Sold Summary

    • $198/SF
    • 11 Days On Market

    Current Estimated Value $495,545

    Last Listing Agent Rayme Rempfer BHHS Fox & Roach-Media

    606 Garden Gate Dr, Middletown, DE 19709
    • 56 Springfield Cir, Middletown, DE 19709
      56 Springfield Cir, Middletown, DE 19709
      56 Springfield Cir, Middletown, DE 19709
      /32

      Est $395,670 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
  • 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
  • 207 Effendi Dr, Middletown, DE 19709
    207 Effendi Dr, Middletown, DE 19709
    207 Effendi Dr, Middletown, DE 19709
    /72

    $725,000 Sold Nov 13, 2025

    207 Effendi Dr, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 3,875 Sq Ft
    • Built 1997

    Last Sold Summary

    • $187/SF
    • 11 Days On Market

    Last Listing Agent THOMAS HOUNSELL Weichert Realtors Cornerstone

    207 Effendi Dr, Middletown, DE 19709
    • 48 Springfield Cir, Middletown, DE 19709
      48 Springfield Cir, Middletown, DE 19709
      48 Springfield Cir, Middletown, DE 19709
      /44

      Est $358,061 Not Listed For Sale

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

      48 Springfield Cir, Middletown, DE 19709

      48 Springfield Cir, Middletown, DE 19709
  • 310 Bohemia Mill Pond Dr, Middletown, DE 19709
    310 Bohemia Mill Pond Dr, Middletown, DE 19709
    310 Bohemia Mill Pond Dr, Middletown, DE 19709
    /50

    $1,870,000 New Construction

    • 5 Beds
    • 5 Baths
    • 5,000 Sq Ft

    310 Bohemia Mill Pond Dr, Middletown, DE 19709

    Welcome to 310 Bohemia Mill Pond Drive—a breathtaking custom modern home that seamlessly blends luxury, space, and tranquility in Middletown’s premier Bohemia Mill Pond community. Set on a private 2-acre lot, this residence offers five spacious bedrooms and five full bathrooms, all surrounded by abundant natural light at every turn. Built by C and M Homes, renowned for their distinguished Amish

    Christopher Carr HomeZu

    310 Bohemia Mill Pond Dr, Middletown, DE 19709
  • 1845 Saint Augustine Rd, Middletown, DE 19709
    1845 Saint Augustine Rd, Middletown, DE 19709
    1845 Saint Augustine Rd, Middletown, DE 19709
    /17

    $144,000 Sold Mar 20, 2025

    1845 Saint Augustine Rd, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 1,100 Sq Ft
    • Built 1960

    Last Sold Summary

    • $131/SF
    • 0 Days On Market

    Current Estimated Value $222,310

    Last Listing Agent Daniel Demers Sell Your Home Services

    1845 Saint Augustine Rd, Middletown, DE 19709
    • 44 Springfield Cir, Middletown, DE 19709
      44 Springfield Cir, Middletown, DE 19709
      44 Springfield Cir, Middletown, DE 19709
      /32

      Est $367,572 Not Listed For Sale

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

      44 Springfield Cir, Middletown, DE 19709

      44 Springfield Cir, Middletown, DE 19709
  • 434 Spring Hollow Dr, Middletown, DE 19709
    434 Spring Hollow Dr, Middletown, DE 19709
    434 Spring Hollow Dr, Middletown, DE 19709
    /59

    $895,000

    • 5 Beds
    • 3.5 Baths
    • 5,092 Sq Ft

    434 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 434 Spring Hollow Drive, a beautiful residence nestled in Middletown's most sought-after community. This home is ideally situated on one of the finest lots, offering tranquil views as it backs onto lush woods. Located on a charming tree-lined street, it's just a short walk to the community clubhouse, which boasts a large pool and fitness center. As you approach the home, the inviting

    Tony Immediato Compass

    434 Spring Hollow Dr, Middletown, DE 19709
  • 115 E Redding St, Middletown, DE 19709
    115 E Redding St, Middletown, DE 19709
    115 E Redding St, Middletown, DE 19709
    /28

    $415,000 Sold Mar 31, 2025

    115 E Redding St, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1952

    Last Sold Summary

    • $202/SF
    • 18 Days On Market

    Current Estimated Value $405,409

    Last Listing Agent Kevin Hensley RE/MAX Eagle Realty

    115 E Redding St, Middletown, DE 19709
    • 36 Springfield Cir, Middletown, DE 19709
      36 Springfield Cir, Middletown, DE 19709
      36 Springfield Cir, Middletown, DE 19709
      /13

      Est $373,099 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,200 Sq Ft

      36 Springfield Cir, Middletown, DE 19709

      36 Springfield Cir, Middletown, DE 19709
  • 153 Crystal Run Dr, Middletown, DE 19709
    153 Crystal Run Dr, Middletown, DE 19709
    153 Crystal Run Dr, Middletown, DE 19709
    /33

    $425,000

    • 4 Beds
    • 2 Baths
    • 1,975 Sq Ft

    153 Crystal Run Dr, Middletown, DE 19709

    Welcome to 153 Crystal Run Dr! This ranch home is located on an amazing one acre lot in a cul de sac as well as being in the Appoquinimink School District! One floor living is made easy with a floor plan that flows from one room to another. The kitchen is the center of the home and offers ample cabinet space and storage. There are two living areas that have vaulted ceilings and great natural

    Corey Harris Crown Homes Real Estate

    153 Crystal Run Dr, Middletown, DE 19709
  • 3132 Pett Level Dr, Middletown, DE 19709
    3132 Pett Level Dr, Middletown, DE 19709
    3132 Pett Level Dr, Middletown, DE 19709
    /23

    $507,509 Sold Aug 07, 2025

    3132 Pett Level Dr, Middletown, DE 19709

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

    Move in Ready Sold Summary

    • $208/SF
    • 19 Days On Market

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    3132 Pett Level Dr, Middletown, DE 19709
    • 22 Springfield Cir, Middletown, DE 19709
      22 Springfield Cir, Middletown, DE 19709
      22 Springfield Cir, Middletown, DE 19709
      /41

      Est $387,590 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,075 Sq Ft

      22 Springfield Cir, Middletown, DE 19709

      22 Springfield Cir, Middletown, DE 19709
  • 3032 Barber Ln, Middletown, DE 19709
    3032 Barber Ln, Middletown, DE 19709
    /2

    $699,000 New Construction

    • 3 Beds
    • 2 Baths

    3032 Barber Ln, Middletown, DE 19709

    Brittany Stephens Blenheim Marketing LLC

    3032 Barber Ln, Middletown, DE 19709
  • 304 Charolais St, Middletown, DE 19709
    304 Charolais St, Middletown, DE 19709
    304 Charolais St, Middletown, DE 19709
    /64

    $489,000 Sold May 23, 2025

    304 Charolais St, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 1,792 Sq Ft
    • Built 2021

    Last Sold Summary

    • $273/SF
    • 7 Days On Market

    Current Estimated Value $496,879

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    304 Charolais St, Middletown, DE 19709
    • 20 Springfield Cir, Middletown, DE 19709
      20 Springfield Cir, Middletown, DE 19709
      20 Springfield Cir, Middletown, DE 19709
      /42

      Est $369,636 Not Listed For Sale

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

      20 Springfield Cir, Middletown, DE 19709

      20 Springfield Cir, Middletown, DE 19709
  • 126 Green Forest Dr Unit 36451531, Middletown, DE 19709
    126 Green Forest Dr Unit 36451531, Middletown, DE 19709
    126 Green Forest Dr Unit 36451531, Middletown, DE 19709
    /4

    $740,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    Cochran Plan at Rothwell Estates, Middletown, DE 19709

    Ideal for a growing family, the Cochran plan offers 4 spacious bedrooms with an option for a 5th bedroom and full bath on the 2nd floor. The main bedroom boasts 2 walk-in closets, a sitting room, and a large owner's bath with various features. Bedrooms 2 and 3 also have walk-in closets, and Bedroom 3 has its own sitting room. The main level includes a formal dining room, study, and flex room. The

    Benchmark Builders Builder
    126 Green Forest Dr Unit 36451531, Middletown, DE 19709
  • 178 Gillespie Ave, Middletown, DE 19709
    178 Gillespie Ave, Middletown, DE 19709
    178 Gillespie Ave, Middletown, DE 19709
    /24

    $339,000 Sold Oct 14, 2025

    178 Gillespie Ave, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Built 2005

    Last Sold Summary

    • $205/SF
    • 50 Days On Market

    Current Estimated Value $335,608

    Last Listing Agent Judy Chen BHHS Fox & Roach - Hockessin

    178 Gillespie Ave, Middletown, DE 19709
    • 16 Springfield Cir, Middletown, DE 19709
      16 Springfield Cir, Middletown, DE 19709
      16 Springfield Cir, Middletown, DE 19709
      /56

      Est $354,334 Not Listed For Sale

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

      16 Springfield Cir, Middletown, DE 19709

      16 Springfield Cir, Middletown, DE 19709
  • 5607 S Bayberry Pkwy, Middletown, DE 19709
    5607 S Bayberry Pkwy, Middletown, DE 19709
    5607 S Bayberry Pkwy, Middletown, DE 19709
    /28

    $735,000 Pending

    • 4 Beds
    • 3.5 Baths
    • 3,251 Sq Ft

    5607 S Bayberry Pkwy, Middletown, DE 19709

    This is a builder model home sale. This ever-popular Duke floorplan with it's stunning 2-story family room offers 2,795 square feet of living space. The finished basement adds another 456 square feet, as well as a full bath. Hardwood flooring runs throughout the first floor, the upstairs hall, the primary bedroom and the basement recreation room. The kitchen offers quartz countertops, an

    Brittany Stephens Blenheim Marketing LLC

    5607 S Bayberry Pkwy, Middletown, DE 19709
  • 11 Garcia Dr, Middletown, DE 19709
    11 Garcia Dr, Middletown, DE 19709
    11 Garcia Dr, Middletown, DE 19709
    /31

    $510,000 Sold Oct 30, 2025

    11 Garcia Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,750 Sq Ft
    • Built 2000

    Last Sold Summary

    • $185/SF
    • 5 Days On Market

    Current Estimated Value $504,616

    Last Listing Agent Tony Immediato Compass

    11 Garcia Dr, Middletown, DE 19709
    • 372 Northhampton Way, Middletown, DE 19709
      372 Northhampton Way, Middletown, DE 19709
      372 Northhampton Way, Middletown, DE 19709
      /60

      Est $523,532 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,500 Sq Ft

      372 Northhampton Way, Middletown, DE 19709

      372 Northhampton Way, Middletown, DE 19709
  • 441 Rederick Ln, Middletown, DE 19709
    441 Rederick Ln, Middletown, DE 19709
    /2

    $479,260 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,351 Sq Ft

    441 Rederick Ln, Middletown, DE 19709

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

    Benchmark Builders Builder
    441 Rederick Ln, Middletown, DE 19709
  • 3 Willie Ct, Middletown, DE 19709
    3 Willie Ct, Middletown, DE 19709
    /2

    $260,000 Sold Oct 17, 2025

    3 Willie Ct, Middletown, DE 19709

    • Land
    • 2.71 Acres
    • $95,941 per Acre

    Last Sold Summary

    • 363 Days On Market

    Current Estimated Value $334,465

    Last Listing Agent Aaron Clark Patterson-Schwartz-Middletown

    3 Willie Ct, Middletown, DE 19709
    • 607 Cambria St, Middletown, DE 19709
      607 Cambria St, Middletown, DE 19709
      607 Cambria St, Middletown, DE 19709
      /26

      Est $524,656 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,625 Sq Ft

      607 Cambria St, Middletown, DE 19709

      607 Cambria St, Middletown, DE 19709
  • 411 Crownleaf Dr, Middletown, DE 19709
    411 Crownleaf Dr, Middletown, DE 19709
    411 Crownleaf Dr, Middletown, DE 19709
    /22

    $699,515 New Construction

    • 4 Beds
    • 2 Baths
    • 2,791 Sq Ft

    411 Crownleaf Dr, Middletown, DE 19709

    ONLY ONE HOME AVAILABLE AT COPPERLEAF! Say hello to 411 Crownleaf Drive, our Montgomery Farmhouse! Step in off your front porch and be greeted by a grand double story entry way with your formal dining room off to the side. Moving inward, an open layout seamlessly connects the family room with cozy fireplace, gourmet kitchen (complete w/ quartz countertops, subway tile backsplash, and upgraded

    Lennar Builder
    411 Crownleaf Dr, Middletown, DE 19709

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