20,150

Middletown, DE Homes

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  • 851 Merlin Dr, Middletown, DE 19709
    851 Merlin Dr, Middletown, DE 19709
    851 Merlin Dr, Middletown, DE 19709
    /10

    $649,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,326 Sq Ft

    851 Merlin Dr, Middletown, DE 19709

    Polished kitchen featuring Pewter Grey cabinetry & pendant lighting. Vast center island overlooking main living spaces. Connected dining area & great room with cozy fireplace. Pristine primary suite with stylish ceiling treatment & walk-in closet. Refreshing primary bath featuring brushed nickel finishes. Private home office for working remotely. Finished basement featuring rec room & bath.

    K. Hovnanian Homes Builder
    851 Merlin Dr, Middletown, DE 19709
  • 518 New St, Middletown, DE 19709
    518 New St, Middletown, DE 19709
    518 New St, Middletown, DE 19709
    /23

    $329,000 Sold Mar 31, 2025

    518 New St, Middletown, DE 19709

    • 4 Beds
    • 2 Baths
    • 2,502 Sq Ft
    • Built 2010

    Last Sold Summary

    • $131/SF
    • 94 Days On Market

    Current Estimated Value $354,546

    Last Listing Agent Jemimah Chuks EXP Realty, LLC

    518 New St, Middletown, DE 19709
    • 1175 Bunker Hill Rd, Middletown, DE 19709
      1175 Bunker Hill Rd, Middletown, DE 19709
      1175 Bunker Hill Rd, Middletown, DE 19709
      /56

      Est $1,012,104 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 4,975 Sq Ft

      1175 Bunker Hill Rd, Middletown, DE 19709

      1175 Bunker Hill Rd, Middletown, DE 19709
  • 321 Jessica Dr, Middletown, DE 19709
    321 Jessica Dr, Middletown, DE 19709
    321 Jessica Dr, Middletown, DE 19709
    /25

    $575,000

    • 5 Beds
    • 4.5 Baths
    • 5,250 Sq Ft

    321 Jessica Dr, Middletown, DE 19709

    Welcome to 321 Jessica Drive, a spacious five bedroom, three and a half bathroom home offering a remarkable blend of generous living space and everyday convenience. Located in the highly sought after Appoquinimink School District, this residence sits on a 0.65 acre lot and provides plenty of room for outdoor enjoyment and personal expression. Inside you will find a thoughtful layout with large

    Jordan Brown Real Broker LLC

    321 Jessica Dr, Middletown, DE 19709
  • 204 Goldleaf Dr E Unit 36041400, Middletown, DE 19709
    204 Goldleaf Dr E Unit 36041400, Middletown, DE 19709
    204 Goldleaf Dr E Unit 36041400, Middletown, DE 19709
    /25

    $619,990 Sold Dec 19, 2025

    204 Goldleaf Dr E Unit 36041400, Middletown, DE 19709

    • 4 Beds
    • 3.5 Baths
    • 2,682 Sq Ft

    Last Sold Summary

    • $231/SF
    • 191 Days On Market

    204 Goldleaf Dr E Unit 36041400, Middletown, DE 19709
    • 1340 Bohemia Mill Rd, Middletown, DE 19709
      1340 Bohemia Mill Rd, Middletown, DE 19709
      1340 Bohemia Mill Rd, Middletown, DE 19709
      /34

      Est $1,130,053 Not Listed For Sale

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

      1340 Bohemia Mill Rd, Middletown, DE 19709

      1340 Bohemia Mill Rd, Middletown, DE 19709
  • 240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709
    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709
    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709
    /67

    $1,071,370 Pending

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

    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709

    Welcome to Highlands at Back Creek- a small community of only 42 lots. All homesites are a minimum of 3/4 acre to a FULL ACRE. Are you tired of massive developments with no sense of community? This is the place for you. ;) Check out some of the standard features- 9' first and second-floor ceilings, crown molding in the living room, dining room, foyer, and second-floor hallway. Shaw hardwood

    Elizabeth Page-Kramer EXP Realty, LLC

    240 Abbotsford Dr Unit PHIL GRAND LOT 18, Middletown, DE 19709
  • 344 Goodwick Dr, Middletown, DE 19709
    344 Goodwick Dr, Middletown, DE 19709
    344 Goodwick Dr, Middletown, DE 19709
    /8

    $435,000 Sold Jul 25, 2025

    344 Goodwick Dr, Middletown, DE 19709

    • 3 Beds
    • 3.5 Baths
    • 2,550 Sq Ft
    • Built 2020

    Last Sold Summary

    • $171/SF
    • 4 Days On Market

    Current Estimated Value $436,941

    Last Listing Agent Nancyann Greenberg Compass

    344 Goodwick Dr, Middletown, DE 19709
    • 1009 Churchtown Rd, Middletown, DE 19709
      1009 Churchtown Rd, Middletown, DE 19709
      1009 Churchtown Rd, Middletown, DE 19709
      /54

      Est $626,555 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,936 Sq Ft

      1009 Churchtown Rd, Middletown, DE 19709

      1009 Churchtown Rd, Middletown, DE 19709
  • 57 W Sarazen Dr, Middletown, DE 19709
    57 W Sarazen Dr, Middletown, DE 19709
    57 W Sarazen Dr, Middletown, DE 19709
    /29

    $399,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    57 W Sarazen Dr, Middletown, DE 19709

    Discover a fantastic opportunity to own a rarely available end unit townhome featuring 4 bedrooms and 2.5 bathrooms, ideally situated in the sought-after Villas of Augusta. As you step inside, you are greeted by a charming covered front porch that opens into a spacious family room with an open-concept design that seamlessly connects to the kitchen. The kitchen boasts beautiful granite countertops

    Brandon Murray Long & Foster Real Estate, Inc.

    57 W Sarazen Dr, Middletown, DE 19709
  • 407 Maplewood Dr, Middletown, DE 19709
    407 Maplewood Dr, Middletown, DE 19709
    407 Maplewood Dr, Middletown, DE 19709
    /26

    $399,900 Sold Jan 23, 2026

    407 Maplewood Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,050 Sq Ft
    • Built 1996

    Last Sold Summary

    • $195/SF
    • 11 Days On Market

    Last Listing Agent Victoria Lawson Long & Foster Real Estate, Inc.

    407 Maplewood Dr, Middletown, DE 19709
    • 636 Spring Hollow Dr, Middletown, DE 19709
      636 Spring Hollow Dr, Middletown, DE 19709
      636 Spring Hollow Dr, Middletown, DE 19709
      /57

      Est $856,794 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 4,350 Sq Ft

      636 Spring Hollow Dr, Middletown, DE 19709

      636 Spring Hollow Dr, Middletown, DE 19709
  • 133 Pine Valley Dr, Middletown, DE 19709
    133 Pine Valley Dr, Middletown, DE 19709
    133 Pine Valley Dr, Middletown, DE 19709
    /37

    $510,000 Under Contract

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

    133 Pine Valley Dr, Middletown, DE 19709

    Situated on a large corner lot, this home has been lovingly maintained by the original owners. Don't miss this traditional colonial with spacious rooms and many updates. Updates include the freshly painted interior (2025) , hickory engineered hardwood flooring on the first level (2024), new carpet on the second level and stairs (2024), and updated bathrooms (2025). The eat-in kitchen features

    SUSAN HELMSTADTER BHHS Fox & Roach - Hockessin

    133 Pine Valley Dr, Middletown, DE 19709
  • 607 Barrie Rd, Middletown, DE 19709
    607 Barrie Rd, Middletown, DE 19709
    607 Barrie Rd, Middletown, DE 19709
    /41

    $390,000 Sold Sep 24, 2025

    607 Barrie Rd, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 2015

    Last Sold Summary

    • $177/SF
    • 1 Day On Market

    Current Estimated Value $388,689

    Last Listing Agent Amanda Bradford Crown Homes Real Estate

    607 Barrie Rd, Middletown, DE 19709
    • 322 Ellenwood Dr, Middletown, DE 19709
      322 Ellenwood Dr, Middletown, DE 19709
      322 Ellenwood Dr, Middletown, DE 19709
      /63

      Est $880,543 Not Listed For Sale

      • 5 Beds
      • 4.5 Baths
      • 4,700 Sq Ft

      322 Ellenwood Dr, Middletown, DE 19709

      322 Ellenwood Dr, Middletown, DE 19709
  • 402 Bluebird Haven, Middletown, DE 19709
    402 Bluebird Haven, Middletown, DE 19709
    402 Bluebird Haven, Middletown, DE 19709
    /6

    $475,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 3,130 Sq Ft

    402 Bluebird Haven, Middletown, DE 19709

    Professional Photos -Coming Soon

    Thomas Murphy VRA Realty

    402 Bluebird Haven, Middletown, DE 19709
  • 421 Quincy Ave, Middletown, DE 19709
    421 Quincy Ave, Middletown, DE 19709
    421 Quincy Ave, Middletown, DE 19709
    /19

    $350,000 Sold Sep 12, 2025

    421 Quincy Ave, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft
    • Built 2005

    Last Sold Summary

    • $156/SF
    • 7 Days On Market

    Current Estimated Value $352,633

    Last Listing Agent Oliver Millwood Empower Real Estate, LLC

    421 Quincy Ave, Middletown, DE 19709
    • 749 Idlewyld Dr, Middletown, DE 19709
      749 Idlewyld Dr, Middletown, DE 19709
      749 Idlewyld Dr, Middletown, DE 19709
      /34

      Est $731,751 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,300 Sq Ft

      749 Idlewyld Dr, Middletown, DE 19709

      749 Idlewyld Dr, Middletown, DE 19709
  • 300 Jasper Way, Middletown, DE 19709
    300 Jasper Way, Middletown, DE 19709
    300 Jasper Way, Middletown, DE 19709
    /34

    $607,000

    • 3 Beds
    • 3.5 Baths
    • 3,025 Sq Ft

    300 Jasper Way, Middletown, DE 19709

    Built in 2023 and just two years young, this beautiful 3 bedroom, 3.5 bath home offers over 3,000 square feet of stylish, modern living in the highly sought-after Appoquinimink School District. Perfectly east-facing and set on a desirable end-lot location, it combines open-concept design with high-end touches that make everyday living both comfortable and elegant. The gourmet kitchen is a true

    Charisse Jones BHHS Fox & Roach-Concord

    300 Jasper Way, Middletown, DE 19709
  • 343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    /52

    $465,000 Sold Oct 16, 2025

    343 Daylilly Way, Middletown, DE 19709

    • 2 Beds
    • 3 Baths
    • 2,200 Sq Ft
    • Built 2005

    Last Sold Summary

    • $211/SF
    • 75 Days On Market

    Current Estimated Value $464,367

    Last Listing Agent Lalisa Sweat Crown Homes Real Estate

    343 Daylilly Way, Middletown, DE 19709
    • 148 Tuscany Dr, Middletown, DE 19709
      148 Tuscany Dr, Middletown, DE 19709
      148 Tuscany Dr, Middletown, DE 19709
      /48

      Est $692,766 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,700 Sq Ft

      148 Tuscany Dr, Middletown, DE 19709

      148 Tuscany Dr, Middletown, DE 19709
  • 129 Ayshire Dr Unit RITTENHOUSE, Middletown, DE 19709
    129 Ayshire Dr Unit RITTENHOUSE, Middletown, DE 19709
    129 Ayshire Dr Unit RITTENHOUSE, Middletown, DE 19709
    /8

    $839,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 4,569 Sq Ft

    129 Ayshire Dr Unit RITTENHOUSE, 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. Tired of massive developments with no sense of a community? This is the place for you;) Check out some of the many standard features: 9' ceilings on the first and second floors, and crown molding in the living room, dining room, and foyer. Shaw hardwood flooring

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit RITTENHOUSE, Middletown, DE 19709
  • 580 Whispering Trail, Middletown, DE 19709
    580 Whispering Trail, Middletown, DE 19709
    580 Whispering Trail, Middletown, DE 19709
    /34

    $394,000 Sold Dec 09, 2025

    580 Whispering Trail, Middletown, DE 19709

    • 2 Beds
    • 2 Baths
    • 1,950 Sq Ft
    • Built 2003

    Last Sold Summary

    • $202/SF
    • 22 Days On Market

    Last Listing Agent Michael McKee Long & Foster Real Estate, Inc.

    580 Whispering Trail, Middletown, DE 19709
    • 667 Spring Hollow Dr, Middletown, DE 19709
      667 Spring Hollow Dr, Middletown, DE 19709
      667 Spring Hollow Dr, Middletown, DE 19709
      /84

      Est $605,519 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,800 Sq Ft

      667 Spring Hollow Dr, Middletown, DE 19709

      667 Spring Hollow Dr, Middletown, DE 19709
  • 2674 Fairlight Dr, Middletown, DE 19709
    2674 Fairlight Dr, Middletown, DE 19709
    2674 Fairlight Dr, Middletown, DE 19709
    /28

    $349,800 Pending

    • 5 Beds
    • 2 Baths
    • 2,669 Sq Ft

    2674 Fairlight Dr, Middletown, DE 19709

    PRICE REDUCTION FOR QUICK-MOVE! Welcome to Venue at Winchelsea by Lennar — Middletown’s premier active adult (55+) community offering low-maintenance living, spacious designs, and exceptional value. This 2,669 sq. ft. two-story townhome is part of Lennar’s Pathway to Ownership Program -application and income qualification are required for purchase. 2674 Fairlight Drive is a move-in ready home

    David Vasso Atlantic Five Realty

    2674 Fairlight Dr, Middletown, DE 19709
  • 424 Winterberry Dr, Middletown, DE 19709
    424 Winterberry Dr, Middletown, DE 19709
    424 Winterberry Dr, Middletown, DE 19709
    /43

    $510,000 Sold Jul 10, 2025

    424 Winterberry Dr, Middletown, DE 19709

    • 3 Beds
    • 3 Baths
    • 2,650 Sq Ft
    • Built 2013

    Last Sold Summary

    • $192/SF
    • 61 Days On Market

    Current Estimated Value $525,188

    Last Listing Agent Andrea Harrington Compass

    424 Winterberry Dr, Middletown, DE 19709
    • 670 Spring Hollow Dr, Middletown, DE 19709
      670 Spring Hollow Dr, Middletown, DE 19709
      670 Spring Hollow Dr, Middletown, DE 19709
      /60

      Est $811,691 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 4,100 Sq Ft

      670 Spring Hollow Dr, Middletown, DE 19709

      670 Spring Hollow Dr, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
    /21

    $504,990 New Construction

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

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

    This new home features a basement offering ample opportunities for recreation and entertainment. An inviting open-concept layout on the first floor combines the kitchen with the living and dining areas, with a convenient flex space located off the foyer. Two bedrooms are tucked away to the side of the home, including the lavish owner’s suite with an en-suite bathroom and dual walk-in closets.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
  • 2907 Cordwainers Ln, Middletown, DE 19709
    2907 Cordwainers Ln, Middletown, DE 19709
    2907 Cordwainers Ln, Middletown, DE 19709
    /22

    $516,608 Sold Aug 18, 2025

    2907 Cordwainers Ln, Middletown, DE 19709

    • 3 Beds
    • 2 Baths
    • 2,389 Sq Ft
    • Built 2025

    Move in Ready Sold Summary

    • $216/SF
    • 109 Days On Market

    Current Estimated Value $587,314

    Lennar Venue at Winchelsea 55+ - Winchelsea Singles

    2907 Cordwainers Ln, Middletown, DE 19709
    • 201 Wickerberry Dr, Middletown, DE 19709
      201 Wickerberry Dr, Middletown, DE 19709
      201 Wickerberry Dr, Middletown, DE 19709
      /57

      Est $757,625 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 3,725 Sq Ft

      201 Wickerberry Dr, Middletown, DE 19709

      201 Wickerberry Dr, Middletown, DE 19709
  • 1268 Pimpernell Path, Middletown, DE 19709
    1268 Pimpernell Path, Middletown, DE 19709
    1268 Pimpernell Path, Middletown, DE 19709
    /51

    $849,900 Open Sun 12PM - 2PM

    • 6 Beds
    • 4 Baths
    • 5,590 Sq Ft

    1268 Pimpernell Path, Middletown, DE 19709

    This stunner is under 4 years old ! 6 Bedrooms ! Why build new when 1268 Pimpernell Path has all the bells and whistles! This home has over 5,500 sq. ft of finished living space. 3 Car garage what a dream home!This stunning two-story residence features six bedrooms, four bathrooms, butlers pantry, a loft, sunroom, office, and a three-car garage and completely finished lower level.The

    Rebecca Buckland Coldwell Banker Rowley Realtors

    1268 Pimpernell Path, Middletown, DE 19709
  • 118 Rosie Dr, Middletown, DE 19709
    118 Rosie Dr, Middletown, DE 19709
    118 Rosie Dr, Middletown, DE 19709
    /35

    $265,000 Sold Jun 30, 2025

    118 Rosie Dr, Middletown, DE 19709

    • 2 Beds
    • 1.5 Baths
    • 1,175 Sq Ft
    • Built 2002

    Last Sold Summary

    • $226/SF
    • 24 Days On Market

    Current Estimated Value $267,623

    Last Listing Agent John Maxwell Keller Williams Realty Central-Delaware

    118 Rosie Dr, Middletown, DE 19709
    • 402 Spring Hollow Dr, Middletown, DE 19709
      402 Spring Hollow Dr, Middletown, DE 19709
      402 Spring Hollow Dr, Middletown, DE 19709
      /81

      Est $1,123,769 Not Listed For Sale

      • 6 Beds
      • 5.5 Baths
      • 8,375 Sq Ft

      402 Spring Hollow Dr, Middletown, DE 19709

      402 Spring Hollow Dr, Middletown, DE 19709
  • 467 Hyetts Corner Rd, Middletown, DE 19709
    467 Hyetts Corner Rd, Middletown, DE 19709
    467 Hyetts Corner Rd, Middletown, DE 19709
    /42

    $399,777

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

    467 Hyetts Corner Rd, Middletown, DE 19709

    Vintage charm with modern amenities. This home built in the 1800s is on just about 1 acre. It has 2 bedrooms and 2 full baths and 1 powder room. There is also an extra room in the back that could be a third bedroom . The exposed beams and brickwork are amazing. The kitchen has been updated with a quartz countertop, tile backsplash and a new stainless appliance package. You have to see this in

    Steven King Empower Real Estate, LLC

    467 Hyetts Corner Rd, Middletown, DE 19709
  • 319 Gaither Dr, Middletown, DE 19709
    319 Gaither Dr, Middletown, DE 19709
    319 Gaither Dr, Middletown, DE 19709
    /26

    $432,000 Sold Sep 30, 2025

    319 Gaither Dr, Middletown, DE 19709

    • 3 Beds
    • 2.5 Baths
    • 2,200 Sq Ft
    • Built 2014

    Last Sold Summary

    • $196/SF
    • 6 Days On Market

    Current Estimated Value $428,486

    Last Listing Agent Jennifer Pipinos Patterson-Schwartz-Newark

    319 Gaither Dr, Middletown, DE 19709
    • 115 Mallard Way, Middletown, DE 19709
      115 Mallard Way, Middletown, DE 19709
      115 Mallard Way, Middletown, DE 19709
      /36

      Est $605,548 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,025 Sq Ft

      115 Mallard Way, Middletown, DE 19709

      115 Mallard Way, Middletown, DE 19709
  • 204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
    /39

    $599,000 Open Sun 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,296 Sq Ft

    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709

    Introducing the CHELSEA Model, to be built in the highly desirable 55+ community of Traditions at Whitehall. This thoughtfully designed 3-bedroom, 2-bath home features an open-concept floor plan, with a spacious foyer, formal dining area, and a large great room that flows into the kitchen perfect for entertaining. The Owner’s Suite includes a walk-in closet and an en-suite bath with a double

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
  • 208 E Bradford Ct, Middletown, DE 19709
    208 E Bradford Ct, Middletown, DE 19709
    208 E Bradford Ct, Middletown, DE 19709
    /64

    $515,000 Sold Jul 14, 2025

    208 E Bradford Ct, Middletown, DE 19709

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft
    • Built 1995

    Last Sold Summary

    • $240/SF
    • 13 Days On Market

    Current Estimated Value $524,766

    Last Listing Agent Megan Aitken Keller Williams Realty

    208 E Bradford Ct, Middletown, DE 19709
    • 149 Mallard Way, Middletown, DE 19709
      149 Mallard Way, Middletown, DE 19709
      149 Mallard Way, Middletown, DE 19709
      /44

      Est $569,894 Not Listed For Sale

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

      149 Mallard Way, Middletown, DE 19709

      149 Mallard Way, Middletown, DE 19709
  • 54 Meadow Dr, Middletown, DE 19709
    54 Meadow Dr, Middletown, DE 19709
    54 Meadow Dr, Middletown, DE 19709
    /43

    $599,900 Under Contract

    • 4 Beds
    • 2.5 Baths
    • 2,879 Sq Ft

    54 Meadow Dr, Middletown, DE 19709

    Pride of ownership shines throughout this beautifully maintained home in the desirable Chesapeake Meadows community, located within the Appoquinimink School District. Set on just over an acre of meticulously landscaped grounds, this 4-bedroom, 2.5-bath residence offers privacy, space, and timeless comfort. As you enter, you’re welcomed by a stunning two-story foyer featuring a graceful turned

    Janie Trumbull Patterson-Schwartz-Middletown

    54 Meadow Dr, Middletown, DE 19709

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