20,200

Middletown, DE Homes

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  • /16

    $523,000 Sold May 15, 2025

    359 Misty Vale Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,175 Sq Ft
    • Built 1993

    Last Sold Summary

    • $240/SF
    • 26 Days On Market

    Current Estimated Value $515,942

    Last Listing Agent Kevin Hensley RE/MAX Eagle Realty

    359 Misty Vale Dr, Middletown, DE 19709
    • /61

      Est $724,033 Not Listed For Sale

      711 Idlewyld Dr, Middletown, DE 19709

      • 5 Beds
      • 4.5 Baths
      • 4,384 Sq Ft
      • Built 2006
      711 Idlewyld Dr, Middletown, DE 19709

      Last Sold Summary

      • 14% Above List Price
      • $145/SF
      • 89 Days On Market

      Last Sold Price $635,000

      Last Listing Agent Ann Marie Germano Patterson Schwartz

  • /14

    $170,000

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft

    129 E Main St, Middletown, DE 19709

    BEST DEAL IN TOWN --- investment opportunity in Middletown, Delaware! This property presents a rare value-add opportunity for serious cash investors. Yes it requires renovations and is being offered strictly “As-Is”, but the upside is in the location, the growth, and the long-term demand surrounding it; making it ideal for experienced investors seeking their next project. Property comes with 2

    Chad Mitchell Crown Homes Real Estate

    129 E Main St, Middletown, DE 19709
  • /20

    $629,990 Sold Jan 21, 2026

    615 Vessel Dr, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 3,178 Sq Ft
    • Built 2026

    Move in Ready Sold Summary

    • $198/SF
    • 68 Days On Market

    Current Estimated Value $449,500

    615 Vessel Dr, Middletown, DE 19709
    • /49

      Est $773,825 Not Listed For Sale

      227 Wickerberry Dr, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 4,566 Sq Ft
      • Built 2007
      227 Wickerberry Dr, Middletown, DE 19709

      Last Sold Summary

      • 5% Above List Price
      • $162/SF
      • 1 Day On Market

      Last Sold Price $740,000

      Last Listing Agent Tinamarie Reamy Coldwell Banker Chesapeake Real Estate Company

  • /36

    $669,989 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,955 Sq Ft

    411 Crownleaf Dr, Middletown, DE 19709

    FINAL HOME AT COPPERLEAF AVAILABLE IN 2026!!!!411 Crownleaf Dr., the beautiful Montgomery Farmhouse! Off your front porch, you are 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 counters, tile backsplash, and upgraded cabinetry),

    David Vasso Atlantic Five Realty

    411 Crownleaf Dr, Middletown, DE 19709
  • /2

    $793,500 Sold Nov 05, 2025

    5738 W Central Park Dr, Middletown, DE 19709

    • 5 Beds
    • 4.5 Baths
    • 3,545 Sq Ft
    • Built 2025

    Last Sold Summary

    • $224/SF
    • 38 Days On Market

    Current Estimated Value $775,000

    Last Listing Agent Brittany Stephens Blenheim Marketing LLC

    5738 W Central Park Dr, Middletown, DE 19709
    • /47

      Est $918,527 Not Listed For Sale

      430 Spring Hollow Dr, Middletown, DE 19709

      • 4 Beds
      • 3 Baths
      • 4,450 Sq Ft
      • Built 2006
      430 Spring Hollow Dr, Middletown, DE 19709

      Last Sold Summary

      • 2% Above List Price
      • $202/SF
      • 14 Days On Market

      Last Sold Price $900,000

      Last Listing Agent Ann Marie Germano Patterson Schwartz

  • /49

    $499,900

    • 4 Beds
    • 4 Baths
    • 1,900 Sq Ft

    248 Ann Dr, Middletown, DE 19709

    Price Improvement!!!!!!!Welcome to 248 Ann Drive in the heart of Middletown at the Crossland at the Canal! This beautifully maintained 15 year old 4 bedroom 2.2 bathrooms home offers the perfect blend of comfort, space, and convenience. Step inside to find a bright and inviting layout with generous living areas, ideal for both everyday living and entertaining. The kitchen features ample cabinetry

    Priscilla Aidoo Yeboah Tesla Realty Group, LLC

    248 Ann Dr, Middletown, DE 19709
  • /14

    $345,000 Sold May 15, 2025

    1001 Wickersham Way, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,500 Sq Ft
    • Built 2022

    Last Sold Summary

    • $230/SF
    • 4 Days On Market

    Current Estimated Value $353,498

    Last Listing Agent Mr. David New KW Empower

    1001 Wickersham Way, Middletown, DE 19709
    • /43

      Est $559,041 Not Listed For Sale

      110 Betsy Rawls Dr, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,500 Sq Ft
      • Built 2002
      110 Betsy Rawls Dr, Middletown, DE 19709

      Last Sold Summary

      • 4% Above List Price
      • $216/SF
      • 42 Days On Market

      Last Sold Price $539,000

      Last Listing Agent Ann Marie Germano Patterson Schwartz

  • /2

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,075 Sq Ft

    14 W Lake St, Middletown, DE 19709

    Investment alert!! Here’s an opportunity to add or start your rental income portfolio. 2 bed 1 bath rental with tenant in place and long term rental history. Includes appliances! Right in town of middletown within walking distance to restaurants, entertainment, shopping and more! Get your offer in today!

    Albert Leskovar Jr. Myers Realty

    14 W Lake St, Middletown, DE 19709
  • /26

    $634,900 Sold Jul 31, 2025

    402 Waltham Dr, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 3,325 Sq Ft
    • Built 2007

    Last Sold Summary

    • $191/SF
    • 47 Days On Market

    Current Estimated Value $656,794

    Last Listing Agent John Luca BHHS Fox & Roach - Hockessin

    402 Waltham Dr, Middletown, DE 19709
    • /58

      Est $592,173 Not Listed For Sale

      124 Betsy Rawls Dr, Middletown, DE 19709

      • 4 Beds
      • 4 Baths
      • 3,100 Sq Ft
      • Built 2003
      124 Betsy Rawls Dr, Middletown, DE 19709

      Last Sold Summary

      • 8% Above List Price
      • $177/SF
      • 5 Days On Market

      Last Sold Price $550,000

      Last Listing Agent KC DiAmbrosio Patterson Schwartz

  • /22

    $529,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

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

    This cozy single-story home features a low maintenance layout with an open concept kitchen, dining area and family room that leads out to the backyard. Near the foyer are two comfortable bedrooms that can be used for a home office or hobby room, while the spacious owner’s suite is tucked away in the back for added privacy. A two-bay garage and versatile basement with endless possibilities

    Lennar Builder
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
  • /34

    $360,000 Sold Aug 15, 2025

    431 Afton Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,875 Sq Ft
    • Built 2012

    Last Sold Summary

    • $192/SF
    • 9 Days On Market

    Current Estimated Value $370,786

    Last Listing Agent Lisa Magobet Keller Williams Real Estate - Media

    431 Afton Dr, Middletown, DE 19709
    • /32

      Est $620,174 Not Listed For Sale

      4 Omeara Ct, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,175 Sq Ft
      • Built 2002
      4 Omeara Ct, Middletown, DE 19709

      Last Sold Summary

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

      Last Sold Price $597,000

      Last Listing Agent Michael Dunning Redfin Corporation

  • /21

    $775,000 New Construction

    • 5 Beds
    • 3 Baths
    • 3,560 Sq Ft

    619 Mccracken Dr, Middletown, DE 19709

    LAST BUILD IN THE NEIGHBORHOOD. We are about to break ground on this beautiful Houston in the sought after Rothwell Estates community by Benchmark Builders. This lot backs to trees and faces West. The price includes the lot, a set of standard features, and optional items that have been the most popular for our customers. We can customize and change the options to fit your needs and budget. The

    Lindsay Shaffer RE/MAX Elite

    619 Mccracken Dr, Middletown, DE 19709
  • /63

    $1,775,000 Sold Dec 05, 2025

    1167 Bunker Hill Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 5,039 Sq Ft
    • Built 1993

    Last Sold Summary

    • $352/SF
    • 257 Days On Market

    Current Estimated Value $1,757,895

    Last Listing Agent Renee Sutton-Clarke Patterson-Schwartz-Middletown

    1167 Bunker Hill Rd, Middletown, DE 19709
    • /28

      Est $607,618 Not Listed For Sale

      129 Betsy Rawls Dr, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,175 Sq Ft
      • Built 2003
      129 Betsy Rawls Dr, Middletown, DE 19709

      Last Sold Summary

      • 15% Above List Price
      • $167/SF
      • 3 Days On Market

      Last Sold Price $530,000

      Last Listing Agent Nina Lewis KW Empower

  • /3

    $725,000 Coming Soon

    • 5 Beds
    • 4.5 Baths
    • 4,020 Sq Ft

    202 Wickerberry Dr, Middletown, DE 19709

    COMING SOON......202 Wickerberry Drive....Welcome to this beautiful Colonial-style home in desirable Parkside community in Middletown, DE! This spacious property boasts 5 bedrooms, 4.1 bathrooms ,a great finished basement and a beautiful screened in room. Curb appeal galore! The corner lot that boast well maintained beauty! From the irrigation, to the manicured mulched beds, the hardscaped paths

    Ann Marie Germano Patterson-Schwartz-Middletown

    202 Wickerberry Dr, Middletown, DE 19709
  • /30

    $594,000 Sold May 30, 2025

    531 Wheelmen St, Middletown, DE 19709

    • 3 Beds
    • 4 Baths
    • 3,350 Sq Ft
    • Built 2018

    Last Sold Summary

    • $177/SF
    • 206 Days On Market

    Current Estimated Value $619,664

    Last Listing Agent Kyle McKnett Long & Foster Real Estate, Inc.

    531 Wheelmen St, Middletown, DE 19709
    • /25

      Est $592,392 Not Listed For Sale

      2 Jackie Cir, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,075 Sq Ft
      • Built 2002
      2 Jackie Cir, Middletown, DE 19709

      Last Sold Summary

      • 1% Above List Price
      • $190/SF
      • 9 Days On Market

      Last Sold Price $585,000

      Last Listing Agent Nina Lewis KW Empower

  • /48

    $559,775 Open Fri 10AM - 5PM

    • 3 Beds
    • 2.5 Baths
    • 3,397 Sq Ft

    2220 Winchelsea Pkwy, Middletown, DE 19709

    **FINAL CARSON HOME! Move-in ready!** Introducing Winchelsea's very last Carson! An elegant and versatile 3-bed, 3.5-bath home spanning 2,389 square feet above ground. Designed for modern living, the main level features a welcoming foyer that opens into a spacious great room, a bright breakfast nook, and a thoughtfully planned kitchen, creating the perfect hub for gatherings. Homeowners will

    David Vasso Atlantic Five Realty

    2220 Winchelsea Pkwy, Middletown, DE 19709
  • /51

    $577,000 Sold Nov 25, 2025

    240 Armata Dr, Middletown, DE 19709

    • 5 Beds
    • 4.5 Baths
    • 3,605 Sq Ft
    • Built 2014

    Last Sold Summary

    • $160/SF
    • 21 Days On Market

    Current Estimated Value $580,900

    Last Listing Agent Kathryn Matic Patterson-Schwartz - Greenville

    240 Armata Dr, Middletown, DE 19709
    • /44

      Est $605,597 Not Listed For Sale

      227 Porky Oliver Dr, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,775 Sq Ft
      • Built 2001
      227 Porky Oliver Dr, Middletown, DE 19709

      Last Sold Summary

      • 3% Above List Price
      • $156/SF
      • 2 Days On Market

      Last Sold Price $588,000

      Last Listing Agent Andrea Selvaggio Delaware Homes Inc

  • /2

    $774,990 New Construction

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

    129 Ayshire Dr Unit BRANDYWINE GRAND, Middletown, DE 19709

    Welcome to Highlands at Back Creek, a small community of only 42 lots. Most lots back to open space, and they're all at least 3/4 acre. S Homes has always been ahead of its time with stunning, well-designed, large homes. The Brandywine Grand is proof of that. It has 3,700 square feet of living space on the first and second floors (excluding the unfinished basement). The living room and dining

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit BRANDYWINE GRAND, Middletown, DE 19709
  • /45

    $316,000 Sold Aug 20, 2025

    107 E Green St, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,325 Sq Ft
    • Built 1945

    Last Sold Summary

    • $238/SF
    • 4 Days On Market

    Current Estimated Value $314,286

    Last Listing Agent Sandra Unkrur The Moving Experience Delaware Inc

    107 E Green St, Middletown, DE 19709
    • /69

      Est $574,712 Not Listed For Sale

      229 Porky Oliver Dr, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,675 Sq Ft
      • Built 2001
      229 Porky Oliver Dr, Middletown, DE 19709

      Last Sold Summary

      • 4% Above List Price
      • $207/SF
      • 8 Days On Market

      Last Sold Price $555,000

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /80

    $739,000 Under Contract

    • 5 Beds
    • 4 Baths
    • 5,179 Sq Ft

    301 Braemar St, Townsend, DE 19734

    Welcome to an extraordinary residence in the prestigious community of Saint Anne’s, nestled within the highly acclaimed Appoquinimink School District. Perfectly positioned on a premier corner lot, this exceptional property offers a private backyard sanctuary designed for refined living and unforgettable entertaining.Step outside and experience true resort-style luxury — a brand-new in-ground

    Marsela Leonard Real Broker LLC

    301 Braemar St, Townsend, DE 19734
  • /14

    $273,000 Sold Dec 05, 2025

    756 Marian Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,250 Sq Ft
    • Built 2001

    Last Sold Summary

    • $218/SF
    • 3 Days On Market

    Current Estimated Value $272,526

    Last Listing Agent Chad Mitchell Crown Homes Real Estate

    756 Marian Dr, Middletown, DE 19709
    • /27

      Est $580,153 Not Listed For Sale

      233 Porky Oliver Dr, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,650 Sq Ft
      • Built 2003
      233 Porky Oliver Dr, Middletown, DE 19709

      Last Sold Summary

      • 2% Above List Price
      • $215/SF
      • 25 Days On Market

      Last Sold Price $570,000

      Last Listing Agent Howard Smith Houwzer

  • 540 Ratledge Rd Unit 38787057, Middletown, DE 19709

    $575,400 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,662 Sq Ft

    The Newport Plan at Monarch, Middletown, DE 19709

    Single-Family Home in Monarch. Base price $599,900 - $24,500 incentive = $575,400. The floor plan is easy to navigate, functional, attractive, and gives a sense of space. A tremendous amount of time and effort goes into the exterior design of our homes. The exceptional curb appeal of a Schell Brothers home is not only a reflection of the quality and care that goes into the home but also a huge

    Schell Brothers Builder
    540 Ratledge Rd Unit 38787057, Middletown, DE 19709
  • /67

    $1,027,067 Sold Dec 15, 2025

    269 Abbotsford Dr Unit PHILADELPHIAN GRAND, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft
    • Built 2025

    Last Sold Summary

    • $233/SF
    • 0 Days On Market

    Last Listing Agent Elizabeth Page-Kramer EXP Realty, LLC

    269 Abbotsford Dr Unit PHILADELPHIAN GRAND, Middletown, DE 19709
    • /36

      Est $594,911 Not Listed For Sale

      4 Watson Ln, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,475 Sq Ft
      • Built 2001
      4 Watson Ln, Middletown, DE 19709

      Last Sold Summary

      • 8% Above List Price
      • $158/SF
      • 43 Days On Market

      Last Sold Price $550,000

      Last Listing Agent David Kim RE/MAX

  • /49

    $720,000

    • 4 Beds
    • 2.5 Baths
    • 3,250 Sq Ft

    32 Chancellorsville Cir, Middletown, DE 19709

    This is the home you have been waiting for! A rare opportunity in Villages at Fairview Farm, set on nearly an acre backing to wooded views and the C&D Canal. The updated kitchen features white cabinetry, granite countertops, a peninsula and center island, eat-in space, a large pantry, and abundant storage. Adjacent to the kitchen, a bright sunroom with skylights and sliding glass doors opens to

    Matt Kalogeras Houwzer

    32 Chancellorsville Cir, Middletown, DE 19709
  • /56

    $789,900 Sold Jul 29, 2025

    826 Merlin Dr, Middletown, DE 19709

    • 5 Beds
    • 3.5 Baths
    • 3,520 Sq Ft
    • Built 2025

    Last Sold Summary

    • $224/SF
    • 54 Days On Market

    Current Estimated Value $812,931

    Last Listing Agent Barbara Heilman Delaware Homes Inc

    826 Merlin Dr, Middletown, DE 19709
    • /17

      Est $433,654 Not Listed For Sale

      14 Springmill Dr, Middletown, DE 19709

      • 3 Beds
      • 2 Baths
      • 2,025 Sq Ft
      • Built 2004
      14 Springmill Dr, Middletown, DE 19709

      Last Sold Summary

      • 2% Above List Price
      • $210/SF
      • 33 Days On Market

      Last Sold Price $425,000

      Last Listing Agent Judy Springer Real Broker LLC

  • /22

    $474,809 New Construction

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

    2243 Winchelsea Pkwy, Middletown, DE 19709

    The Taylor is a brand-new two-story townhome that is designed to promote low maintenance living with a sophisticated twist. As you enter, you are greeted by an open flex room, perfect for a home office or formal dining space, as well as a first-floor laundry room with Whirlpool washer and dryer included. The well-equipped gourmet-style kitchen features modern stainless-steel appliances, sleek

    Lennar Builder
    2243 Winchelsea Pkwy, Middletown, DE 19709
  • /17

    $534,240 Sold Jul 23, 2025

    2916 Cordwainers Ln, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $309/SF
    • 83 Days On Market

    Current Estimated Value $409,403

    Lennar Venue at Winchelsea 55+ - Winchelsea Singles

    2916 Cordwainers Ln, Middletown, DE 19709

Showing Results 641 - 680, Page 17 of 18

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