20,151

Middletown, DE Homes

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    • /35

      Est $528,130

      Not Listed For Sale

      602 Cambria St, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,061 Sq Ft
      • Built 2007
      602 Cambria St, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent James Barone RE/MAX Elite

  • /47

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 2,900 Sq Ft

    62 Millwood Dr, Middletown, DE 19709

    Just minutes from Chesapeake City, set on over an acre of flat, beautifully landscaped land in a well-established and sought-after neighborhood, this spacious 4-bedroom, 2.5-bath home offers the space and updates today's buyers are looking for. Upon entering, you're greeted by a formal dining room to the right, perfect for hosting holidays and special occasions, while a spacious room to the left

    Fran Lewis Jr Foraker Realty Co.

    62 Millwood Dr, Middletown, DE 19709
  • /51

    $400,000

    Sold Sep 30, 2025

    2707 N Dupont Pkwy, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,040 Sq Ft
    • Built 1950

    Last Sold Summary

    • $196/SF
    • 58 Days On Market

    Current Estimated Value $421,376

    Last Listing Agent Timothy Taylor Crown Homes Real Estate

    2707 N Dupont Pkwy, Middletown, DE 19709
    • /50

      Est $538,266

      Not Listed For Sale

      373 Northhampton Way, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 2,825 Sq Ft
      • Built 2009
      373 Northhampton Way, Middletown, DE 19709

      Last Sold Summary

      • 95 Days On Market

      Last Listing Agent DIANNE HERBERT Tesla Realty Group, LLC

  • /45

    $509,900

    Open Sun 1PM - 3PM $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,925 Sq Ft

    1502 Arrowood Ct, Middletown, DE 19709

    Welcome to 1502 Arrowood Court! Nestled within the desirable 55+ community of Four Seasons At Silver Maple, this home sits peacefully on a cul de sac, boasting impeccable curb appeal with its inviting front porch and thoughtfully-designed landscaping.As you enter through the glass storm door, feel the flood of natural light brighten up the neat foyer. To your right is a comfortable size

    Ann Marie Germano Patterson-Schwartz-Middletown

    1502 Arrowood Ct, Middletown, DE 19709
  • /63

    $565,000

    Sold Apr 24, 2026

    505 Cherry Bark Rd, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft
    • Built 2023

    Last Sold Summary

    • $213/SF
    • 16 Days On Market

    Current Estimated Value $562,878

    Last Listing Agent Amber Stapleton Patterson-Schwartz-Newark

    505 Cherry Bark Rd, Middletown, DE 19709
    • /71

      Est $518,089

      Not Listed For Sale

      367 Northhampton Way, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,330 Sq Ft
      • Built 2010
      367 Northhampton Way, Middletown, DE 19709

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /3

    $554,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    Middleton Reserve 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 36500725, Middletown, DE 19709
  • /42

    $710,000

    Sold Feb 24, 2026

    3227 S Central Park Dr, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,757 Sq Ft

    Last Sold Summary

    • $258/SF
    • 158 Days On Market

    Current Estimated Value $727,579

    Last Listing Agent Brittany Stephens Blenheim Marketing LLC

    3227 S Central Park Dr, Middletown, DE 19709
    • /30

      Est $564,993

      Not Listed For Sale

      198 Gloucester Blvd, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 4,523 Sq Ft
      • Built 2009
      198 Gloucester Blvd, Middletown, DE 19709

      Last Sold Summary

      • 19 Days On Market

      Last Listing Agent Shakima Thimba Patterson-Schwartz-Middletown

  • /117

    $1,150,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,178 Sq Ft

    415 Marcus Rd, Middletown, DE 19709

    Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate.Welcome to this stunning custom-built luxury residence, meticulously designed to combinemodern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1-acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curatedfor comfort and

    Jacob Lipton Coldwell Banker Realty

    415 Marcus Rd, Middletown, DE 19709
  • /26

    $112,000

    Sold Oct 15, 2025

    923 Holly Ct Unit A923, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,271 Sq Ft
    • Built 2006

    Last Sold Summary

    • $88/SF
    • 35 Days On Market

    Last Listing Agent Robyn Roberts BHHS Fox & Roach-Christiana

    923 Holly Ct Unit A923, Middletown, DE 19709
    • /36

      Est $589,359

      Not Listed For Sale

      192 Gloucester Blvd, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 3,825 Sq Ft
      • Built 2010
      192 Gloucester Blvd, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

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

  • /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

    Eddie Barksdale Barksdale & Affiliates Realty

    1487 Bunker Hill Rd, Middletown, DE 19709
  • /22

    $460,659

    Sold Jun 18, 2026

    2247 Winchelsea Pkwy, Middletown, DE 19709

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

    Move in Ready Sold Summary

    • 1% Below List Price
    • $189/SF
    • 109 Days On Market

    Current Estimated Value $463,071

    Lennar Venue at Winchelsea 55+ - Winchelsea Towns

    2247 Winchelsea Pkwy, Middletown, DE 19709
    • /60

      Est $537,872

      Not Listed For Sale

      184 Gloucester Blvd, Middletown, DE 19709

      • 4 Beds
      • 2.5 Baths
      • 2,650 Sq Ft
      • Built 2009
      184 Gloucester Blvd, Middletown, DE 19709

      Last Sold Summary

      • 5 Days On Market

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /30

    $430,000

    $10K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    442 Afton Dr, Middletown, DE 19709

    Welcome to 442 Alton Drive, an end-unit townhome in the sought-after Canal View at Crosslands community in Middletown. Offering approximately 2,650 square feet of thoughtfully designed living space, this home combines comfort, functionality, and style. Step inside to an open-concept main level featuring 9-foot ceilings and a seamless flow between the living room, dining area, kitchen, and cozy

    Dawn Wilson Real Broker, LLC

    442 Afton Dr, Middletown, DE 19709
  • /34

    $368,000

    Sold Oct 30, 2025

    255 Wilmore Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,700 Sq Ft
    • Built 2014

    Last Sold Summary

    • $216/SF
    • 2 Days On Market

    Current Estimated Value $371,831

    Last Listing Agent Megan Aitken Keller Williams Realty

    255 Wilmore Dr, Middletown, DE 19709
    • /74

      Est $577,289

      Not Listed For Sale

      304 Northhampton Way, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 4,225 Sq Ft
      • Built 2008
      304 Northhampton Way, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Karim MOZHER EXP Realty, LLC

  • /21

    $443,833

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

    439 Rederick Ln Unit MASSEY LOT 82, 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

    439 Rederick Ln Unit MASSEY LOT 82, Middletown, DE 19709
  • /28

    $43,000

    Sold Jul 30, 2026

    732 Cleaver Farm Rd, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • Built 1986

    Last Sold Summary

    • 21% Below List Price
    • 87 Days On Market

    Last Listing Agent Jeremy Morgan Springer Realty Group

    732 Cleaver Farm Rd, Middletown, DE 19709
    • /46

      Est $612,295

      Not Listed For Sale

      114 Plymouth Place, Middletown, DE 19709

      • 4 Beds
      • 3.5 Baths
      • 4,025 Sq Ft
      • Built 2007
      114 Plymouth Place, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Jason Golden Coldwell Banker Realty

  • /45

    $1,200,000

    Under Contract
    • 7,026 Sq Ft

    692 Bayview Rd, Middletown, DE 19709

    A lovely brick federal style home with some Georgian characteristics. This home is placed on the national historic register. The property itself is 14.6 acres improved by mature trees, magnificent boxwoods, and lots of privacy. The home and numerous outbuildings were originally built during the local peach era, making Monterey one of Middletown's peach plantation homes. The outbuildings have just

    A. John Price Patterson-Schwartz-Middletown

    692 Bayview Rd, Middletown, DE 19709
  • /37

    $412,000

    Sold Dec 29, 2025

    2248 Audubon Trail, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft
    • Built 2014

    Last Sold Summary

    • $229/SF
    • 36 Days On Market

    Current Estimated Value $407,674

    Last Listing Agent Christen McDade Real Broker LLC

    2248 Audubon Trail, Middletown, DE 19709
    • /45

      Est $384,702

      Not Listed For Sale

      188 Gillespie Ave, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,625 Sq Ft
      • Built 2005
      188 Gillespie Ave, Middletown, DE 19709

      Last Sold Summary

      • 8 Days On Market

      Last Listing Agent William Connell RE/MAX Elite

  • /16

    $739,990

    New Construction $10K PRICE DROP Pending
    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    1626 Jaymes Cir, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DE The Carver offers a thoughtfully designed open floorplan with timeless, classic elements throughout, ready for a projected July 2026 settlement. This 3-bedroom, 3.5-bath home features a 2.5-car garage and a fully finished basement complete with an additional bedroom and full bathroom—perfect for guests or extended living. Step inside to find elevated

    Barbara Heilman Delaware Homes Inc

    1626 Jaymes Cir, 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 $563,371

    615 Vessel Dr, Middletown, DE 19709
    • /2

      Est $397,327

      Not Listed For Sale

      342 Norwalk Way, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft
      • Built 2005
      342 Norwalk Way, Middletown, DE 19709

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Megan Aitken Keller Williams Realty

  • /49

    $1,599,000

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

    992 Port Penn Rd, Middletown, DE 19709

    With lots of charm and character this 61 acre farm is located near the village of Port Penn, visited by William Penn in 1682 and named after him. Mostly rolling cropland with some marsh and woods to the rear of the property, The Farm would be a great place for raising farm animals and kids.Featuring four bedrooms two full and two half baths with updated kitchen, new sunroom, many thoughtful

    A. John Price Patterson-Schwartz-Middletown

    992 Port Penn Rd, Middletown, DE 19709
  • /67

    $283,000

    Sold May 14, 2026

    913 S Scott St, Middletown, DE 19709

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • Built 1972

    Last Sold Summary

    • 3% Above List Price
    • $257/SF
    • 4 Days On Market

    Current Estimated Value $283,132

    Last Listing Agent Megan Aitken Keller Williams Realty

    913 S Scott St, Middletown, DE 19709
    • /21

      Est $339,933

      Not Listed For Sale

      452 Brockton Dr, Middletown, DE 19709

      • 2 Beds
      • 2.5 Baths
      • 1,875 Sq Ft
      • Built 2004
      452 Brockton Dr, Middletown, DE 19709

      Last Sold Summary

      • 25 Days On Market

      Last Listing Agent Jason Ontjes Century 21 Emerald

  • /4

    $522,000

    New Construction
    • 2 Beds
    • 2.5 Baths
    • 2,059 Sq Ft

    Belville Plan at Traditions at Whitehall - 55+ Active Adult - Single Family, Middletown, DE 19709

    Belville Relaxed Living with Room to Spare Welcome to the Belville, a thoughtfully designed 2,059 sq. ft. ranch home that blends comfort and style for carefree 55+ living. Enjoy a spacious open layout with a large great room, chef-friendly kitchen, and a first-floor owners suite for ultimate convenience. A charming front porch, full basement, and two-car rear-entry garage add curb appeal and

    Benchmark Builders Builder
    204 Baldy Ln Unit 36491203, 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 $791,000

    Last Listing Agent Brittany Stephens Blenheim Marketing LLC

    5738 W Central Park Dr, Middletown, DE 19709
    • /35

      Est $326,613

      Not Listed For Sale

      458 Brockton Dr, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,675 Sq Ft
      • Built 2004
      458 Brockton Dr, Middletown, DE 19709

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Matt Boyles EXP Realty, LLC

  • /2

    $659,792

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

    260 Baldy Ln, Middletown, DE 19709

    Bloomfield Spacious and Full of Charm The Bloomfield offers 2,053 sq. ft. of thoughtfully designed living in a single-story layout with bonus loft space available. Enjoy 2 bedrooms and 2 baths on the main floor, plus an optional upstairs retreat for guests, hobbies, or storage. With an inviting front porch, open-concept living area, and a rear-entry two-car garage, this home is the perfect blend

    Benchmark Builders Builder
    260 Baldy Ln, Middletown, DE 19709
  • /16

    $360,000

    Sold Jul 27, 2026

    8 Redding Cir, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • Built 1961

    Last Sold Summary

    • $200/SF
    • 243 Days On Market

    Current Estimated Value $348,501

    Last Listing Agent Clifton Skinner Long & Foster Real Estate, Inc.

    8 Redding Cir, Middletown, DE 19709
    • /32

      Est $347,924

      Not Listed For Sale

      913 Lansdowne Rd, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,650 Sq Ft
      • Built 2009
      913 Lansdowne Rd, Middletown, DE 19709

      Last Sold Summary

      • 1 Day On Market

      Last Listing Agent P. Timothy Robertson RE/MAX Advantage Realty

  • /34

    $669,000

    Pending
    • 4 Beds
    • 2.5 Baths
    • 2,400 Sq Ft

    270 Manchester Ct, Middletown, DE 19709

    Welcome to this exceptional four bedroom home nestled in one of the area’s most sought-after neighborhoods. This is perfectly situated on an expansive homesite offering both privacy and space to enjoy. From the moment you step inside, you’ll appreciate the abundance of natural light that fills every room. This light highlights the home’s fresh neutral paint palette, warm and inviting

    Andrea Selvaggio Delaware Homes Inc

    270 Manchester Ct, Middletown, DE 19709
  • /28

    $420,000

    Sold Apr 20, 2026

    908 S Cass St, Middletown, DE 19709

    • 4 Beds
    • 1.5 Baths
    • 2,200 Sq Ft
    • Built 1961

    Last Sold Summary

    • $191/SF
    • 122 Days On Market

    Current Estimated Value $415,948

    Last Listing Agent Brooks Noll Iron Valley Real Estate Premier

    908 S Cass St, Middletown, DE 19709
    • /35

      Est $365,381

      Not Listed For Sale

      953 Lansdowne Rd, Middletown, DE 19709

      • 3 Beds
      • 2.5 Baths
      • 1,750 Sq Ft
      • Built 2010
      953 Lansdowne Rd, Middletown, DE 19709

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Lynne Holt Patterson-Schwartz-Middletown

Showing Results 601 - 640, Page 16 of 18

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