20,150

Middletown, DE Homes

Section Image Section Image
    • 100 Ridgemont Dr, Middletown, DE 19709
      100 Ridgemont Dr, Middletown, DE 19709
      100 Ridgemont Dr, Middletown, DE 19709
      /32

      Est $423,246 Not Listed For Sale

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

      100 Ridgemont Dr, Middletown, DE 19709

      100 Ridgemont Dr, Middletown, DE 19709
  • 204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
    /11

    $614,000 Open Sun 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,477 Sq Ft

    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709

    Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering a privacy water closet and a 5-foot tile shower. At the rear of the home, you will find the kitchen and dining area that

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
  • 1517 Lesterfield Way, Middletown, DE 19709
    1517 Lesterfield Way, Middletown, DE 19709
    1517 Lesterfield Way, Middletown, DE 19709
    /10

    $654,900 Sold Aug 21, 2025

    1517 Lesterfield Way, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 2,349 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $279/SF
    • 9,364 Days On Market

    K. Hovnanian Homes K. Hovnanian’s® Four Seasons at Pennfield

    1517 Lesterfield Way, Middletown, DE 19709
    • 438 Toftrees Dr, Middletown, DE 19709
      438 Toftrees Dr, Middletown, DE 19709
      438 Toftrees Dr, Middletown, DE 19709
      /43

      Est $421,359 Not Listed For Sale

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

      438 Toftrees Dr, Middletown, DE 19709

      438 Toftrees Dr, Middletown, DE 19709
  • 204 Baldy Ln Unit ALRICH, Middletown, DE 19709
    204 Baldy Ln Unit ALRICH, Middletown, DE 19709
    204 Baldy Ln Unit ALRICH, Middletown, DE 19709
    /29

    $425,000 Open Sun 11AM - 5PM

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

    204 Baldy Ln Unit ALRICH, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Alrich Carriage Town Home. This home is available as an interior or end unit & has a first-floor owner's bedroom w/ensuite bath and walk-in closets, second floor has a 2nd bedroom, loft and an additional full bath. Standard 1-car rear load attached garage but can be upgraded for a 2-car garage, and additional finished upgrades can be

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit ALRICH, Middletown, DE 19709
  • 269 Bucktail Dr, Middletown, DE 19709
    269 Bucktail Dr, Middletown, DE 19709
    269 Bucktail Dr, Middletown, DE 19709
    /51

    $660,000 Sold Aug 08, 2025

    269 Bucktail Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft
    • Built 2004

    Last Sold Summary

    • $178/SF
    • 19 Days On Market

    Current Estimated Value $659,668

    Last Listing Agent Monica Peterson Innovate Real Estate

    269 Bucktail Dr, Middletown, DE 19709
    • 100 Merrimac Ave, Middletown, DE 19709
      100 Merrimac Ave, Middletown, DE 19709
      100 Merrimac Ave, Middletown, DE 19709
      /29

      Est $442,568 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft

      100 Merrimac Ave, Middletown, DE 19709

      100 Merrimac Ave, Middletown, DE 19709
  • 448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709
    448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709
    /2

    $439,311 New Construction

    • 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
  • 3032 Ivyhouse Ln, Middletown, DE 19709
    3032 Ivyhouse Ln, Middletown, DE 19709
    3032 Ivyhouse Ln, Middletown, DE 19709
    /16

    $645,272 Sold Jan 26, 2026

    3032 Ivyhouse Ln, Middletown, DE 19709

    • 3 Beds
    • 4 Baths
    • 2,386 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • 1% Above List Price
    • $270/SF
    • 18 Days On Market

    3032 Ivyhouse Ln, Middletown, DE 19709
    • 433 Toftrees Dr, Middletown, DE 19709
      433 Toftrees Dr, Middletown, DE 19709
      433 Toftrees Dr, Middletown, DE 19709
      /29

      Est $418,889 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,900 Sq Ft

      433 Toftrees Dr, Middletown, DE 19709

      433 Toftrees Dr, 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 New Construction

    • 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
  • 8 Spring Arbor Dr, Middletown, DE 19709
    8 Spring Arbor Dr, Middletown, DE 19709
    8 Spring Arbor Dr, Middletown, DE 19709
    /36

    $495,000 Sold Sep 25, 2025

    8 Spring Arbor Dr, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 2,200 Sq Ft
    • Built 2007

    Last Sold Summary

    • $225/SF
    • 18 Days On Market

    Current Estimated Value $492,725

    Last Listing Agent Khalilah Ling Crown Homes Real Estate

    8 Spring Arbor Dr, Middletown, DE 19709
    • 319 S Parkway Dr, Middletown, DE 19709
      319 S Parkway Dr, Middletown, DE 19709
      319 S Parkway Dr, Middletown, DE 19709
      /45

      Est $434,670 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,225 Sq Ft

      319 S Parkway Dr, Middletown, DE 19709

      319 S Parkway Dr, Middletown, DE 19709
  • 126 Green Forest Dr Unit 36447363, Middletown, DE 19709
    126 Green Forest Dr Unit 36447363, Middletown, DE 19709
    126 Green Forest Dr Unit 36447363, Middletown, DE 19709
    /4

    $638,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft

    Clayton Plan at Rothwell Estates, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    126 Green Forest Dr Unit 36447363, Middletown, DE 19709
  • 264 N Bayberry Pkwy, Middletown, DE 19709
    264 N Bayberry Pkwy, Middletown, DE 19709
    264 N Bayberry Pkwy, Middletown, DE 19709
    /58

    $459,900 Sold Sep 05, 2025

    264 N Bayberry Pkwy, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • Built 2020

    Last Sold Summary

    • $192/SF
    • 4 Days On Market

    Current Estimated Value $468,703

    Last Listing Agent MaryBeth Tribbitt Patterson-Schwartz-Hockessin

    264 N Bayberry Pkwy, Middletown, DE 19709
    • 325 S Parkway Dr, Middletown, DE 19709
      325 S Parkway Dr, Middletown, DE 19709
      325 S Parkway Dr, Middletown, DE 19709
      /46

      Est $414,179 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,975 Sq Ft

      325 S Parkway Dr, Middletown, DE 19709

      325 S Parkway Dr, Middletown, DE 19709
  • 400 Rederick Ln Unit 3 BENNETT, Middletown, DE 19709
    400 Rederick Ln Unit 3 BENNETT, Middletown, DE 19709
    /2

    $618,000 New Construction

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

    400 Rederick Ln Unit 3 BENNETT, Middletown, DE 19709

    TO BE BUILT - The Bennett This beautiful 2 story home features 4 bedrooms, 2.5 baths, 2 car garage.Standard features include a partially finished basement, Granite kitchen countertops, 42" maple cabinets, stainless steel appliances, hardwood floors in foyer, kitchen & breakfast area & a stone water table on the exterior. Appoquinimink School district!

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 3 BENNETT, Middletown, DE 19709
  • 754 Idlewyld Dr, Middletown, DE 19709
    754 Idlewyld Dr, Middletown, DE 19709
    754 Idlewyld Dr, Middletown, DE 19709
    /63

    $780,000 Sold Nov 06, 2025

    754 Idlewyld Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,600 Sq Ft
    • Built 2015

    Last Sold Summary

    • $217/SF
    • 27 Days On Market

    Current Estimated Value $780,144

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    754 Idlewyld Dr, Middletown, DE 19709
    • 331 S Parkway Dr, Middletown, DE 19709
      331 S Parkway Dr, Middletown, DE 19709
      331 S Parkway Dr, Middletown, DE 19709
      /25

      Est $436,615 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,325 Sq Ft

      331 S Parkway Dr, Middletown, DE 19709

      331 S Parkway Dr, Middletown, DE 19709
  • 1104 Highland St Unit 138, Middletown, DE 19709
    1104 Highland St Unit 138, Middletown, DE 19709
    1104 Highland St Unit 138, Middletown, DE 19709
    /33

    $451,153 Pending

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

    1104 Highland St Unit 138, Middletown, DE 19709

    IMMEDIATE AVAILABILITY! Welcome to the 55+ community of Traditions at Whitehall - Annandale Carriage Town Home. This interior first floor owner suite comes w/a 2nd bedroom, loft, 2.5 baths, 2 car rear load attached garage, front porch, and additional finished upgrades. Community offers trails, in ground pool w/lounge areas, open clubhouse featuring exercise room, billiards, gathering space, full

    Lindsay Shaffer RE/MAX Elite

    1104 Highland St Unit 138, Middletown, DE 19709
  • 407 Crownleaf Dr, Middletown, DE 19709
    407 Crownleaf Dr, Middletown, DE 19709
    407 Crownleaf Dr, Middletown, DE 19709
    /33

    $790,000 Sold Oct 14, 2025

    407 Crownleaf Dr, Middletown, DE 19709

    • 4 Beds
    • 4 Baths
    • 3,651 Sq Ft
    • Built 2025

    Last Sold Summary

    • $216/SF
    • 14 Days On Market

    Last Listing Agent David Vasso Atlantic Five Realty

    407 Crownleaf Dr, Middletown, DE 19709
    • 304 N Parkway Dr, Middletown, DE 19709
      304 N Parkway Dr, Middletown, DE 19709
      304 N Parkway Dr, Middletown, DE 19709
      /37

      Est $419,690 Not Listed For Sale

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

      304 N Parkway Dr, Middletown, DE 19709

      304 N Parkway Dr, Middletown, DE 19709
  • 114 N Bayberry Pkwy, Middletown, DE 19709
    114 N Bayberry Pkwy, Middletown, DE 19709
    114 N Bayberry Pkwy, Middletown, DE 19709
    /20

    $650,000

    • 2,925 Sq Ft

    114 N Bayberry Pkwy, Middletown, DE 19709

    Welcome to 114 N. Bayberry Parkway: Luxury Living in the Heart of Middletown! Discover the perfect blend of space, style, and community in the highly sought-after Village of Bayberry North. Situated on an exceptional, nearly half-acre lot, one of the larger parcels in the neighborhood, this meticulously maintained 5-bedroom, 2.5-bathroom home offers a premier lifestyle for the discerning buyer.

    Melody Davis RE/MAX Advantage Realty

    114 N Bayberry Pkwy, Middletown, DE 19709
  • 2712 Tea Tree Ln, Middletown, DE 19709
    2712 Tea Tree Ln, Middletown, DE 19709
    2712 Tea Tree Ln, Middletown, DE 19709
    /23

    $325,000 Sold Sep 10, 2025

    2712 Tea Tree Ln, Middletown, DE 19709

    • 5 Beds
    • 2 Baths
    • 2,056 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $158/SF
    • 252 Days On Market

    2712 Tea Tree Ln, Middletown, DE 19709
    • 318 Gaither Dr, Middletown, DE 19709
      318 Gaither Dr, Middletown, DE 19709
      318 Gaither Dr, Middletown, DE 19709
      /32

      Est $433,053 Not Listed For Sale

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

      318 Gaither Dr, Middletown, DE 19709

      318 Gaither Dr, Middletown, DE 19709
  • 1 Arlinda Ct, Middletown, DE 19709
    1 Arlinda Ct, Middletown, DE 19709
    1 Arlinda Ct, Middletown, DE 19709
    /75

    $625,000 Under Contract

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

    1 Arlinda Ct, Middletown, DE 19709

    Welcome to 1 Arlinda Ct—the dream home you've been waiting for! Located in the highly sought-after and rarely available Thomas Cove community, 1 Arlinda is an exceptional 4-bedroom home perfectly positioned on a corner lot. From the moment you arrive, you’ll love the privacy and space this property offers, along with a large fenced rear yard featuring peaceful pond views from your rear deck —a

    Megan Aitken Keller Williams Realty

    1 Arlinda Ct, Middletown, DE 19709
  • 65 W Sarazen Dr, Middletown, DE 19709
    65 W Sarazen Dr, Middletown, DE 19709
    65 W Sarazen Dr, Middletown, DE 19709
    /40

    $320,000 Sold Oct 10, 2025

    65 W Sarazen Dr, Middletown, DE 19709

    • 2 Beds
    • 2.5 Baths
    • 1,750 Sq Ft
    • Built 2002

    Last Sold Summary

    • $183/SF
    • 5 Days On Market

    Current Estimated Value $318,199

    Last Listing Agent Dan Sawyer EXP Realty, LLC

    65 W Sarazen Dr, Middletown, DE 19709
    • 302 N Parkway Dr, Middletown, DE 19709
      302 N Parkway Dr, Middletown, DE 19709
      302 N Parkway Dr, Middletown, DE 19709
      /49

      Est $428,486 Not Listed For Sale

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

      302 N Parkway Dr, Middletown, DE 19709

      302 N Parkway Dr, Middletown, DE 19709
  • 446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709
    446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709
    /2

    $427,056 New Construction

    • 3 Beds
    • 2 Baths
    • 2,001 Sq Ft

    446 Rederick Ln Unit MASSEY LOT 68, 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, 12x10 DECK, 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.

    Lindsay Shaffer RE/MAX Elite

    446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709
  • 703 Back Creek Ln, Middletown, DE 19709
    703 Back Creek Ln, Middletown, DE 19709
    703 Back Creek Ln, Middletown, DE 19709
    /86

    $850,000 Sold Nov 07, 2025

    703 Back Creek Ln, Middletown, DE 19709

    • 6 Beds
    • 4.5 Baths
    • 4,600 Sq Ft
    • Built 1995

    Last Sold Summary

    • $185/SF
    • 17 Days On Market

    Current Estimated Value $891,802

    Last Listing Agent Ann Marie Germano Patterson-Schwartz-Middletown

    703 Back Creek Ln, Middletown, DE 19709
    • 345 S Parkway Dr, Middletown, DE 19709
      345 S Parkway Dr, Middletown, DE 19709
      345 S Parkway Dr, Middletown, DE 19709
      /57

      Est $416,735 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,975 Sq Ft

      345 S Parkway Dr, Middletown, DE 19709

      345 S Parkway Dr, Middletown, DE 19709
  • 1487 Bunker Hill Rd, Middletown, DE 19709
    1487 Bunker Hill Rd, Middletown, DE 19709
    1487 Bunker Hill Rd, Middletown, DE 19709
    /27

    $621,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,223 Sq Ft

    1487 Bunker Hill Rd, Middletown, DE 19709

    Build your dream home with Schaeffer Homes in Middletown with Schaeffer Homes! This home is to be built through their Build On Your Lot Program. Starting at 2,223 square feet, the Ellis is a sizable home, with 2 modern elevations options. This model includes 4 bedrooms, 2 1⁄2 baths, and a 2-car garage, providing ample space for families of all sizes. The home starts at 2-stories, with the option

    Samuel Barksdale Barksdale & Affiliates Realty

    1487 Bunker Hill Rd, Middletown, DE 19709
  • 367 Wilmore Dr, Middletown, DE 19709
    367 Wilmore Dr, Middletown, DE 19709
    367 Wilmore Dr, Middletown, DE 19709
    /10

    $305,000 Sold Jan 12, 2026

    367 Wilmore Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft
    • Built 2008

    Last Sold Summary

    • $185/SF
    • 48 Days On Market

    Last Listing Agent Nicholas Smith Monument Sotheby's International Realty

    367 Wilmore Dr, Middletown, DE 19709
    • 335 S Parkway Dr, Middletown, DE 19709
      335 S Parkway Dr, Middletown, DE 19709
      335 S Parkway Dr, Middletown, DE 19709
      /65

      Est $401,692 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      335 S Parkway Dr, Middletown, DE 19709

      335 S Parkway Dr, Middletown, DE 19709
  • 248 Emily Way, Middletown, DE 19709
    248 Emily Way, Middletown, DE 19709
    248 Emily Way, Middletown, DE 19709
    /22

    $427,985 New Construction

    • 3 Beds
    • 4 Baths
    • 2,179 Sq Ft

    248 Emily Way, Middletown, DE 19709

    New home, ready early spring! Welcome to the Serenade at Crossings at Silver Lake – the only new homes walkable to Middletown’s Main Street, adjacent to the new library, YMCA, and Silver Lake Park. This spacious townhome blends modern design, everyday convenience, and unbeatable value within the highly desirable Appoquinimink School District. This Serenade home offers 3 bedrooms, 2 full baths, 2

    Ryan Homes Builder
    248 Emily Way, Middletown, DE 19709
  • 303 Sherwood Terrace, Middletown, DE 19709
    303 Sherwood Terrace, Middletown, DE 19709
    303 Sherwood Terrace, Middletown, DE 19709
    /55

    $665,000 Sold Aug 27, 2025

    303 Sherwood Terrace, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,400 Sq Ft
    • Built 2016

    Last Sold Summary

    • $196/SF
    • 27 Days On Market

    Current Estimated Value $669,888

    Last Listing Agent Marsela Leonard Real Broker LLC

    303 Sherwood Terrace, Middletown, DE 19709
    • 111 S Ridge Ave, Middletown, DE 19709
      111 S Ridge Ave, Middletown, DE 19709
      111 S Ridge Ave, Middletown, DE 19709
      /37

      Est $419,591 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,000 Sq Ft

      111 S Ridge Ave, Middletown, DE 19709

      111 S Ridge Ave, Middletown, DE 19709
  • 1011 Stuyvesant St, Middletown, DE 19709
    1011 Stuyvesant St, Middletown, DE 19709
    1011 Stuyvesant St, Middletown, DE 19709
    /8

    $628,898 New Construction

    • 5 Beds
    • 3.5 Baths
    • 2,730 Sq Ft

    1011 Stuyvesant St, Middletown, DE 19709

    Benchmark Builders Builder
    1011 Stuyvesant St, Middletown, DE 19709
  • 1104 Columbia St, Middletown, DE 19709
    1104 Columbia St, Middletown, DE 19709
    1104 Columbia St, Middletown, DE 19709
    /44

    $599,000 Sold May 16, 2025

    1104 Columbia St, Middletown, DE 19709

    • 4 Beds
    • 3 Baths
    • 2,750 Sq Ft
    • Built 2020

    Last Sold Summary

    • $218/SF
    • 8 Days On Market

    Current Estimated Value $605,971

    Last Listing Agent Kristopher Wolf Compass

    1104 Columbia St, Middletown, DE 19709
    • 103 S Ridge Ave, Middletown, DE 19709
      103 S Ridge Ave, Middletown, DE 19709
      103 S Ridge Ave, Middletown, DE 19709
      /50

      Est $419,500 Not Listed For Sale

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

      103 S Ridge Ave, Middletown, DE 19709

      103 S Ridge Ave, Middletown, DE 19709

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