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Ranch Style Homes for Sale in Middletown, DE

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  • /36

    $423,000

    • 2 Beds
    • 2 Baths
    • 1,275 Sq Ft

    1428 Whispering Woods Rd, Middletown, DE 19709

    Seller is offering a concession to a buyer in an amount up to $3,500 toward maintenance fees charged by the Whispering Woods Co-op. Nestled among the trees in the desirable 55+ Whispering Woods community of Middletown, Delaware, this charming coastal-style villa offers the ease of single-level living with a thoughtfully designed layout and quality finishes throughout. Featuring two bedrooms and

    Agent Photo

    Dustin Oldfather

    Compass

    1428 Whispering Woods Rd, Middletown, DE 19709
  • /66

    $659,900

    $40K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    4200 Crosby Ln, Middletown, DE 19709

    NEW PRICE!!! Discover elegance in this move-in ready home. This 4-bedroom, 3-bathroom home with a main-level primary bedroom en-suite is located in one of the most desirable communities, celebrated for its tranquil surroundings and resort-style amenities. Enter through a grand foyer into an expansive, elegant floor plan with soaring ceilings and designer lighting that create an atmosphere of

    Agent Photo

    Laura Walker

    Walker Realty Group LLC

    4200 Crosby Ln, Middletown, DE 19709
  • /35

    $587,500

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,200 Sq Ft

    400 Rederick Ln Unit 4 SASSAFRAS II, Middletown, DE 19709

    TO BE BUILT - The Sassafras II- This beautiful ranch home features 3 bedrooms, 2 full baths, 2 car garage. Standard features include a full unfinished 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! *Photos shown are of similar home, not

    Lindsay Shaffer RE/MAX Elite

    400 Rederick Ln Unit 4 SASSAFRAS II, Middletown, DE 19709
  • /38

    $494,500

    $3K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,025 Sq Ft

    3 Espalier Ln, Middletown, DE 19709

    Fantastic opportunity in one of the best 55+ communities in the area. Spring Arbor is in the heart of Middletown where you can walk to the movies! This 2025 sf Brooks model is an incredible value and one of only 6 of that model that were built in the community. THREE bedrooms, and two full baths, spacious entry with extra wide hallways, tall ceilings and a tray ceiling in the primary suite.

    Kathleen Pigliacampi Patterson-Schwartz-Hockessin

    3 Espalier Ln, Middletown, DE 19709
  • /31

    $559,900

    • 3 Beds
    • 3 Baths
    • 2,475 Sq Ft

    1243 Gwynedd Dr, Middletown, DE 19709

    Built in 2023, this stunning Active Adult Residence boasts 2,475 sq. ft. of thoughtfully crafted living space, featuring three spacious bedrooms and three full bathrooms, including a primary suite with a en suite bath and walk-in closet. Step inside to discover an open floor plan adorned with high-end finishes, including luxury vinyl plank flooring and recessed lighting. The gourmet kitchen is a

    Maria Ruckle Empower Real Estate, LLC

    1243 Gwynedd Dr, Middletown, DE 19709
  • /30

    $569,000

    • 2 Beds
    • 2 Baths
    • 1,825 Sq Ft

    404 Paper Birch St, Middletown, DE 19709

    Ready to trade the "to-do" list for a "must-do" list? Welcome to 404 Paper Birch Street, nestled in the heart of the highly coveted Four Seasons at Baymont Farms. This isn't just a house; it’s your VIP pass to the best chapter of your life.From the moment you pull up, you’ll notice the pristine curb appeal that sets the tone for what’s inside. This home is designed for easy living and

    Tony Immediato Compass

    404 Paper Birch St, Middletown, DE 19709
  • /57

    $650,000

    $45K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,100 Sq Ft

    108 Westside Ln, Middletown, DE 19709

    Welcome to 108 Westside Ln - Discover a rare opportunity to own a spacious custom-built ranch home perfectly situated on a stunning 0.8-acre lot backing to mature trees, offering privacy and picturesque natural views. As an added bonus, the included riding mower makes maintaining the expansive property both easy and convenient. This beautifully maintained home features 3 bedrooms, 2 full

    Andrea Harrington Compass

    108 Westside Ln, Middletown, DE 19709
  • /49

    $515,000

    • 2 Beds
    • 3 Baths
    • 2,475 Sq Ft

    211 Anglesey Dr, Middletown, DE 19709

    Welcome to 211 Anglesey Drive in the highly desirable 55+ Active Adult community of The Preserve at Deep Creek! This beautifully maintained home offers an inviting, light-filled open-concept layout designed for modern living and entertaining.The main level is equipped with luxury vinyl plank (LVP) flooring throughout and features a spacious living area flowing seamlessly into a

    Lorie Lyn Rivera-Fabbri Keys & Deeds Realty

    211 Anglesey Dr, Middletown, DE 19709
  • /55

    $669,900

    $15K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,925 Sq Ft

    216 Baldy Ln, Middletown, DE 19709

    Welcome to 216 Baldy Lane– A Stunning Ranch-Style Home in the Premier 55+ Community of Traditions at Whitehall. Step into luxury and comfort in this beautifully upgraded 3-bedroom, 2-bath ranch-style home that truly shows like a model. Thoughtfully designed and impeccably maintained, this residence offers exceptional one-level living with high-end finishes throughout. Start your day on the

    Jack Sanderson Patterson-Schwartz-Hockessin

    216 Baldy Ln, Middletown, DE 19709
  • /19

    $360,000

    $30K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,200 Sq Ft

    516 New St, Middletown, DE 19709

    Easy Living! Ranch, single floor affordable living - Appo Schools and close to EVERYTHING! Let's go! This home boasts all the best updates - HVAC 2022; Roof 2021; New Doors & Windows 2021; Sewer Line 2026. Flooring; Kitchen; Bathrooms updated. Fenced in yard! You will want to see this wonderful home for yourself!

    Lisa Marie RE/MAX Advantage Realty

    516 New St, Middletown, DE 19709
  • /45

    $550,000

    • 3 Beds
    • 3 Baths
    • 3,050 Sq Ft

    1 Weiskopf Cir, Middletown, DE 19709

    Some homes simply check the boxes; this one delivers the lifestyle you’ve been waiting for—beautifully designed spaces, effortless one-level living, and an exeptional setting in The Legends at Frog Hollow. This thoughtfully crafted and carefully maintained ranch homes offers causal elegance and an inviting open-concept design. The vaulted great room features gleaming hardwood floors and a gas

    Susan Fitzwater RE/MAX Advantage Realty

    1 Weiskopf Cir, Middletown, DE 19709
  • /30

    $629,990

    New Construction $50K PRICE INCREASE
    • 3 Beds
    • 3 Baths
    • 1,859 Sq Ft

    19 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Dorchester, a thoughtfully designed home offering 3 bedrooms, 3 baths, and a 2-car garage. Scheduled for settlement in May 2027, this home combines spacious living areas with stylish finishes to create the perfect setting for everyday comfort and entertaining. A welcoming front porch adds timeless curb appeal, while a huge screened porch extends your living space outdoors,

    Barbara Heilman Delaware Homes Inc

    19 Golden Raintree Ct, Middletown, DE 19709
  • /36

    $599,990

    New Construction $96K PRICE INCREASE
    • 3 Beds
    • 4 Baths
    • 2,441 Sq Ft

    15 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Eastwood Loft, a thoughtfully designed home offering 3 bedrooms, 4 baths, and a 2-car garage. Scheduled for settlement in May 2027, this home combines spacious living areas with versatile design features to accommodate a variety of lifestyles. A welcoming front porch adds timeless curb appeal, while the sunny morning room fills the home with natural light and creates the perfect

    Barbara Heilman Delaware Homes Inc

    15 Golden Raintree Ct, Middletown, DE 19709
  • /41

    $398,000

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    264 Trellis Ln, Middletown, DE 19709

    Sensational Spring Arbor Community can accept 20% under age 55, no one under 18! Beautiful 2 bedroom, 2 bath, 2 car garage, 1800 SQ FT, open floor plan, 9FT ceilings and oversized paver patio. This well maintained carriage home offers one floor living! Recent Updates New Furnace January 2026, New Garage Door Opener July 2026 and New Roof October 2025! Entering the hardwood foyer to the Living

    Mary Lynch Patterson-Schwartz-Middletown

    264 Trellis Ln, Middletown, DE 19709
  • /47

    $465,000

    • 2 Beds
    • 2 Baths
    • 1,800 Sq Ft

    54 Springmill Dr, Middletown, DE 19709

    Welcome to effortless, low-maintenance living in the highly desirable 55+ community of Springmill! Ideally situated on a PREMIUM lot backing to wooded open space, this home offers exceptional privacy and convenient access to the community walking trail. A standout feature rarely found in the community, the full basement with egress window provides abundant storage and exciting potential for

    Peggy Centrella Patterson-Schwartz-Hockessin

    54 Springmill Dr, Middletown, DE 19709
  • /73

    $650,000

    $25K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 3,370 Sq Ft

    1323 Lorewood Grove Rd, Middletown, DE 19709

    Rare opportunity to own a beautifully maintained ranch home situated on over an acre of landscaped, fenced grounds along Lorewood Grove Road near Summit Bridge. The private rear yard backs to woods and a stream, offering a peaceful setting while remaining conveniently located in Middletown and within the Appoquinimink School District.A standout feature is the 30' x 40' oversized pole

    Dom Damiano Century 21 Gold Key Realty

    1323 Lorewood Grove Rd, Middletown, DE 19709
  • /56

    $749,000

    • 4 Beds
    • 3 Baths
    • 3,425 Sq Ft

    2744 van Cliburn Cir, Middletown, DE 19709

    Stunning property available in the much sought after 55+ community of The Ponds at Bayberry. An opportunity to own this beautiful home for a fraction of new construction costs with upgrades and it is competitively priced for sale. A beautiful premium lot that is professionally landscaped with an underground irrigation system. This lot provides privacy with incredible views to be enjoyed from the

    Marjorie Laporta Patterson-Schwartz-Middletown

    2744 van Cliburn Cir, Middletown, DE 19709
  • /50

    $519,000

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

    420 Winterberry Dr, Middletown, DE 19709

    Welcome to 420 Winterberry Dr. in Four Seasons at Silver Maple Farms, where the ease of low-maintenance living meets the space, privacy, and flexibility of a detached home.A beautiful tree-lined entrance introduces this thoughtfully designed community, where mature landscaping, well-spaced homes, walking trails, and frequent seating areas create a tranquil setting. The community offers a pool

    Allisyn Evans Cummings & Co. Realtors

    420 Winterberry Dr, Middletown, DE 19709
  • /24

    $588,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,492 Sq Ft

    0 Schuman Dr Unit 7, Middletown, DE 19709

    Parks Edge at Bayberry, a 55+ community, introduces the Tracy II. A stunning home that encapsulates modern elegance and inviting comfort. The interior flows effortlessly, enhanced by a seamless integration of living spaces that includes, a dining room, den/office, great room, and kitchen. The heart of the home, the kitchen, features a stylish design including granite countertops, ss appliances,

    Brittany Stephens Blenheim Marketing LLC

    0 Schuman Dr Unit 7, Middletown, DE 19709
  • /25

    $465,000

    • 4 Beds
    • 2 Baths
    • 2,175 Sq Ft

    2 Gina Dr, Middletown, DE 19709

    Rare Opportunity – Fully Renovated 4-Bedroom Ranch in MiddletownDon’t miss this rare opportunity to own a beautifully updated 4-bedroom, 2-bathroom ranch home in a peaceful setting in Middletown, DE, conveniently located just minutes from Route 13 and Route 1.You’ll fall in love with the elegant design and modern upgrades throughout, The modern kitchen is a true highlight,

    Bob Hamour Realty Mark Associates-Newark

    2 Gina Dr, Middletown, DE 19709
  • /53

    $469,900

    $25K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,775 Sq Ft

    623 Garden Gate Dr, Middletown, DE 19709

    Massive Price Improvement to $469,900! Welcome to easy, low-maintenance living in the sought-after Spring Arbor 55+ community in Middletown, Delaware! Built in 2017, this beautifully maintained 1,778-square-foot ranch home offers an inviting open-concept floor plan with hardwood flooring throughout most of the main living areas and brand new carpeting in the bedrooms. The spacious kitchen flows

    Jason Golden Coldwell Banker Realty

    623 Garden Gate Dr, Middletown, DE 19709
  • /25

    $538,900

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,816 Sq Ft

    305 White Pine Dr, Middletown, DE 19709

    HUGE PRICE DROP!!! MOTIVATED SELLER!! BRING YOUR OFFERS!!!! ONE ACRE!!!!!! UPDATED!!! MOVE IN READY!!! Completely renovated from top to bottom, this stunning home is truly move-in ready and packed with major upgrades! Featuring smart home appliances, a brand new septic tank, newer roof, and new HVAC system, this home offers peace of mind along with modern style and comfort. Inside, you’ll find an

    Jazmin Montalvo Keller Williams Realty Wilmington

    305 White Pine Dr, Middletown, DE 19709
  • /36

    $639,990

    New Construction
    • 3 Beds
    • 4 Baths
    • 2,441 Sq Ft

    112 Austrian Pine Ct, Middletown, DE 19709

    Welcome to the Eastwood Loft, a beautifully designed home featuring an open-concept layout with the added versatility of a convenient second-floor loft. Scheduled for settlement in July 2027, this home offers 3 bedrooms, 4 baths, and a 2-car garage, providing the perfect combination of comfort, functionality, and modern style. The thoughtfully designed layout includes a bright morning room that

    Barbara Heilman Delaware Homes Inc

    112 Austrian Pine Ct, Middletown, DE 19709
  • /24

    $809,000

    New Construction
    • 3 Beds
    • 3 Baths
    • 3,578 Sq Ft

    3109 Schuman Dr Unit 581, Middletown, DE 19709

    Nestled in the serene and vibrant Village of Bayberry, this exquisite model home is designed for those seeking a luxurious lifestyle in a welcoming senior community. With an age requirement of 55 and above, this residence offers a perfect blend of comfort, elegance, and modern convenience. As you step inside, you are greeted by an open and airy layout that seamlessly connects the combination

    Brittany Stephens Blenheim Marketing LLC

    3109 Schuman Dr Unit 581, Middletown, DE 19709
  • /71

    $799,999

    $200K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    645 Greylag Rd, Middletown, DE 19709

    HUGE $100,000 price reduction!!!!A Private 2.74‑Acre Retreat Featuring a Spacious 4BR/3BA Ranch, W/ 2 Car attached garage, In-ground Pool, and a 2,700 SF Heated Detached Garage/Workshop Designed for Real‑World Needs in the heart of northern Middletown, WITH NO DEED RESTRICTIONS!!!!!** New Septic has been installed****Welcome to a rare opportunity to enjoy both privacy and practicality

    Tom Horne Iron Valley Real Estate Premier

    645 Greylag Rd, Middletown, DE 19709
  • /40

    $734,900

    • 6 Beds
    • 3 Baths
    • 3,700 Sq Ft

    108 Green Forest Dr, Middletown, DE 19709

    Some homes simply have it all — and 108 Green Forest Drive is one of them. Tucked within the coveted Rothwell Estates community, this stunning residence delivers over 3,700 square feet of thoughtfully designed living space, where luxury finishes, soaring ceilings, and exceptional craftsmanship create an experience that's immediately felt the moment you walk through the door.At the heart of

    Clarissa Howard Tesla Realty Group, LLC

    108 Green Forest Dr, Middletown, DE 19709
  • /28

    $639,990

    New Construction $20K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 2,080 Sq Ft

    21 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Killarney I, a thoughtfully designed home offering 3 bedrooms, 3 baths, and a spacious 3-car garage. Scheduled for settlement in May 2027, this home combines timeless design with modern comfort, creating the perfect setting for everyday living and entertaining. A welcoming front porch adds classic curb appeal, while the huge screened porch extends your living space outdoors,

    Barbara Heilman Delaware Homes Inc

    21 Golden Raintree Ct, Middletown, DE 19709
  • /68

    $499,000

    • 3 Beds
    • 2 Baths

    631 Red Maple Rd, Middletown, DE 19709

    Best value in the community!!! Come tour this move-in-ready home in the sought after community of Four Seasons at Silver Maple is priced to impress and ready to welcome its new owners! Situated on a PRIME lot in the neighborhood, which backs to open space and the community garden, this home offers a peaceful setting with added privacy and beautiful open views! This meticulously maintained home

    Ashley Simmons Crown Homes Real Estate

    631 Red Maple Rd, Middletown, DE 19709
  • /3

    $631,214

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,631 Sq Ft

    5719 E Central Park Dr Unit 149, Middletown, DE 19709

    With a spacious open floor plan, this ranch-style residence features two beautifully appointed bedrooms and two full bathrooms, including a walk-in shower and a tub shower for ultimate relaxation. Step inside to discover high-end finishes, including upgraded countertops, crown moldings, and a cozy fireplace that adds warmth to the family room. The kitchen, seamlessly integrated with the dining

    Brittany Stephens Blenheim Marketing LLC

    5719 E Central Park Dr Unit 149, Middletown, DE 19709
  • /9

    $534,990

    Coming Soon Oct 2
    • 5 Beds
    • 4 Baths
    • 4,903 Sq Ft

    700 Bullen Dr, Middletown, DE 19709

    Kenneth Devitt Crown Homes Real Estate

    700 Bullen Dr, Middletown, DE 19709
  • /3

    $658,139

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,428 Sq Ft

    2901 Mailly Davis Ct Unit 164, Middletown, DE 19709

    Discover an exceptional opportunity to embrace a luxurious lifestyle in this stunning new construction home, nestled within the exclusive Parks Edge at Bayberry, MIDDLETOWN 55+community. Set to be completed in 2026, this exquisite detached ranch-style home features three spacious bedrooms and two full bathrooms, providing ample space for relaxation and entertaining. The architectural design

    Ashley Painter Blenheim Marketing LLC

    2901 Mailly Davis Ct Unit 164, Middletown, DE 19709
  • /46

    $339,900

    Coming Soon Oct 5
    • 2 Beds
    • 2 Baths
    • 1,280 Sq Ft

    131 Redden Ln, Middletown, DE 19709

    2 bed, 2 bath one floor living with a garage and fenced yard coming soon!

    David Watlington Patterson-Schwartz-Middletown

    131 Redden Ln, Middletown, DE 19709
  • /112

    $1,300,000

    • 3 Beds
    • 2.5 Baths

    864 Old School House Rd, Middletown, DE 19709

    Tucked away on 11 pristine, private acres in Middletown, this home offers a rare blend of sweeping natural beauty, effortless single-level luxury, and incredible versatility. From the moment you pull up the drive, the gorgeous, park-like setting establishes a profound sense of peace and privacy that is hard to find, yet keeps you incredibly close to local conveniences.Step inside the main

    Kim Simpson Thyme Real Estate Co LLC

    864 Old School House Rd, Middletown, DE 19709
  • /62

    $435,000

    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft

    434 W Harvest Ln, Middletown, DE 19709

    Welcome to 434 W Harvest Lane, a charming ranch offering easy one-level living, inviting outdoor spaces, and an incredible location in Middletown Village, right in the heart of Middletown! Situated on a desirable corner lot, this beautifully maintained home makes a wonderful first impression with freshened landscaping, an adorable covered front porch, and a convenient side-entry two-car garage.

    Megan Aitken Keller Williams Realty

    434 W Harvest Ln, Middletown, DE 19709
  • /26

    $274,900

    • 3 Beds
    • 2 Baths
    • 950 Sq Ft

    312 Elizabeth St, Middletown, DE 19709

    Nestled in Middletown, this well-maintained 3-bedroom, 2-bathroom ranch offers a generous single-level layout that is completely ready for its next owners. The interior boasts durable laminate flooring throughout, leading into an updated kitchen equipped with sleek stainless steel appliances. A private primary bedroom features its own ensuite full bath, while the two secondary bedrooms share a

    Sherri Hill Redfin Corporation

    312 Elizabeth St, Middletown, DE 19709
  • /17

    $569,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,558 Sq Ft

    171 Silver Maple Rd, Middletown, DE 19709

    Clubhouse and Pool! Welcome to this beautiful 3BR/2BA ranch home in one of Middletown's premier 55+ community at Four Season at Silver Maple. This K Hovnanian Martinique model features a spacious floor plan with 2372 sq ft of living space on the main level with solid hardwood floors throughout, and an additional 1178 sq ft in the partially finished basement. Curb appeal abounds with the stacked

    Nikki McCall Patterson-Schwartz-Middletown

    171 Silver Maple Rd, Middletown, DE 19709
  • /61

    $595,000

    $30K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 3,400 Sq Ft

    408 Commodore Dr, Middletown, DE 19709

    Welcome home to this sprawling 5-bedroom, 2-bath brick ranch set on a picturesque, secluded 2.04-acre lot in the coveted Commodore Estates neighborhood! Situated in the heart of the award-winning Appoquinimink School District, this property offers a rare blend of private, country-like living with exceptional convenience- just 5 minutes to Routes 1 and 13, local schools, shopping, and dining. Step

    Amy Hurley Foraker Realty Co.

    408 Commodore Dr, Middletown, DE 19709
  • /28

    $675,000

    New Construction
    • 2 Beds
    • 2 Baths
    • 1,953 Sq Ft

    3113 Schuman Dr Unit 223, Middletown, DE 19709

    Nestled within the serene and vibrant Village of Bayberry, this exquisite model home is designed for those seeking a luxurious yet comfortable lifestyle. With a 55+ age requirement, this community offers a peaceful retreat where you can enjoy the finer things in life. This stunning ranch-style residence, completed in 2023, showcases a harmonious blend of brick, stone, and vinyl siding, creating

    Brittany Stephens Blenheim Marketing LLC

    3113 Schuman Dr Unit 223, Middletown, DE 19709
  • /54

    $535,000

    • 3 Beds
    • 3 Baths
    • 3,303 Sq Ft

    272 Anglesey Dr, Middletown, DE 19709

    Back on the market, NO FAULT of SELLER. Here is your second chance at this perfect home at an attractive price. Why wait for new construction when you can own this beautifully maintained, just 4-year-old ranch home situated on a premium lot backing to peaceful open space? Located in the highly desirable 55+ active adult community of The Preserve at Deep Creek, you'll enjoy resort-style amenities

    Rick Anibal RE/MAX Advantage Realty

    272 Anglesey Dr, Middletown, DE 19709
  • /30

    $624,900

    New Construction
    • 3 Beds
    • 3 Baths
    • 1,859 Sq Ft

    13 Golden Raintree Ct, Middletown, DE 19709

    Welcome to the Dorchester, a beautifully designed home offering an open-concept layout filled with natural light and thoughtfully crafted living spaces. Scheduled for settlement in July 2027, this home features 3 bedrooms, 3 baths, and a 2-car garage, providing the perfect blend of comfort and style. A charming front porch creates a warm first impression, while the screened deck extends your

    Barbara Heilman Delaware Homes Inc

    13 Golden Raintree Ct, Middletown, DE 19709
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