Middletown, DE Homes for Sale

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  $625,000

  • 4 Beds
  • 4 Baths
  • 4,125 Sq Ft

  102 Dungarvan Dr, Middletown, DE 19709

  A RARE Chance to own a Builder's Personal Custom Built Home, but here it is. This property exudes luxury and practicality. Location, Location, Location minutes away from Town and situated nearby affectionately referred as the peaceful horse country in the exclusic Chesterfield Community. Beautiful curb appeal and dramatic landscaped area on both sides of the paved driveway entrance. MAIN

  Lisa Johannsen Patterson-Schwartz-Middletown

  102 Dungarvan Dr, Middletown, DE 19709
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  /34

  $620,000

  • 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

  Charisse Jones BHHS Fox & Roach-Concord

  300 Jasper Way, Middletown, DE 19709
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  /30

  $634,500

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

  805 Hugo Dr, Middletown, DE 19709

  This stunning 4-bedroom, 2.1-bath Colonial home in Bayberry South offers modern living with an open floor plan across two levels. Just 3 years old, it features a spacious dining/living area, a chef’s kitchen with quartz countertops, stainless steel appliances, and a large island. The main floor also includes a convenient laundry room and powder room. Upstairs, the primary suite has a walk-in

  Becks Kubi Empower Real Estate, LLC

  805 Hugo Dr, Middletown, DE 19709
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  /64

  $430,000

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

  1814 S Pollock Way, Middletown, DE 19709

  Welcome to 1814 S Pollock Way in the Village of Bayberry, a welcoming, and growing community full of activities, parks, trails, and quickly expanding for convenience with it's premier location near the upcoming Bayberry Town Center, bringing convenient shopping, professional offices, and community spaces right to the neighborhood. 1814 S Pollock offers stunning curb appeal, with stone facing and

  Megan Aitken Keller Williams Realty

  1814 S Pollock Way, Middletown, DE 19709
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  $435,000

  • 3 Beds
  • 3 Baths
  • 2,300 Sq Ft

  2 N Cummings Dr, Middletown, DE 19709

  This is the one! Brand new flooring everywhere...fresh and inviting! Talk about location. Minutes from downtown Middletown and Route 1. Spacious? Endless square footage with a finished basement that has a few storage areas. The main floor features a glass enclosed eating area and large inviting great room. The 2nd floor has all 3 bedrooms and a nicely sized landing area for a desk or

  Audrey Brodie First Class Properties

  2 N Cummings Dr, Middletown, DE 19709
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  /54

  $614,000

  • 6 Beds
  • 5 Baths
  • 2,900 Sq Ft

  875 Port Penn Rd, Middletown, DE 19709

  Step into the past and own a piece of Delaware's history with the Dilworth House, one of the earliest homes built in the state by Olla Jansen, a Swedish colonist from the 1600-1700 Native American Period. Situated on 12.25 acres of pristine land that backs up to the Augustine Wildlife Preserve, this property is a rare find, offering both a home and a rich connection to the past. The Dilworth

  Kelly Clark Crown Homes Real Estate

  875 Port Penn Rd, Middletown, DE 19709
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  /22

  $445,990 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,178 Sq Ft

  240 Main St, Middletown, DE 19709

  Welcome to Crossings at Silver Lake, the only new homes walkable to Middletown's Main Street, adjacent to the new library, YMCA & Silver Lake Park. Enjoy outdoor living and a 2-car garage included in your new home. Don't miss your chance to purchase your brand-new home in this amazing maintenance-free community. The Serenade is the perfect combination of luxury and comfort. This beautiful home

  

  Ryan Homes

  Builder

  240 Main St, Middletown, DE 19709
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  /8

  $619,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,737 Sq Ft

  1609 Schwinn St, 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

  1609 Schwinn St, Middletown, DE 19709
• 

  $442,323 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft

  450 Rederick Ln, Middletown, DE 19709

  Massey Townhome at Ponds of OdessaThis 3-bedroom, 2.5-bath townhome features 2,232 square feet of thoughtfully designed living space. Enjoy the convenience of a one-car garage, a 4-foot extension for added room, and a 12' x 10' deck for outdoor living. A finished den offers flexible space for work, hobbies, or relaxation.

  

  Benchmark Builders

  Builder

  450 Rederick Ln, Middletown, DE 19709
• 

  $425,331 New Construction

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

  446 Rederick Ln, Middletown, DE 19709

  Massey Townhome at Ponds of OdessaThis 3-bedroom, 3.5-bath townhome offers 2,001 square feet of well-designed living space. Enjoy a one-car garage, a 12' x 10' deck for outdoor gatherings, and a breakfast bar in the upgraded kitchen. A finished den adds flexible space for work, hobbies, or relaxation.Workforce Housing Unit Only. Follow link for more details:

  

  Benchmark Builders

  Builder

  446 Rederick Ln, Middletown, DE 19709
• 

  $439,311 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft

  448 Rederick Ln, Middletown, DE 19709

  Massey Townhome at Ponds of OdessaThis 3-bedroom, 2.5-bath townhome offers 2,232 square feet of comfortable living space. Features include a one-car garage, an upgraded kitchen with a breakfast bar, and a finished den that provides flexible space for work or leisure.

  

  Benchmark Builders

  Builder

  448 Rederick Ln, Middletown, DE 19709
• 

  $446,291 New Construction

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

  444 Rederick Ln, Middletown, DE 19709

  Massey Townhome at Ponds of OdessaThis 3-bedroom, 2.5-bath townhome offers 2,232 square feet of stylish living space. Designed with convenience in mind, it includes a one-car garage, granite countertops, and a finished den perfect for work or relaxation. With three full baths plus a powder room, this home combines comfort and function in every detail.

  

  Benchmark Builders

  Builder

  444 Rederick Ln, Middletown, DE 19709
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  /22

  $649,780 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,462 Sq Ft

  451 Crownleaf Dr, Middletown, DE 19709

  Introducing 451 Crownleaf Drive, our thoughtfully designed, Dalton floorplan. The first floor features an open concept living room with gas fireplace and gourmet kitchen that flows seamlessly into a bright and airy morning room. This floor also includes two additional rooms, great for a home office, library, or sitting room. Moving upstairs to the second floor you’ll find your spacious owner’s

  

  Lennar

  Builder

  451 Crownleaf Dr, Middletown, DE 19709
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  /22

  $629,800 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,857 Sq Ft

  457 Crownleaf Dr, Middletown, DE 19709

  Say hello to 457 Crownleaf Drive, our thoughtfully designed, Dalton floorplan. The first floor features an open concept living room with gas fireplace and gourmet kitchen that flows seamlessly into a bright and airy morning room. This floor also includes two additional rooms, great for a home office, library, or sitting room. Moving upstairs to the second floor you’ll find your spacious owner’s

  

  Lennar

  Builder

  457 Crownleaf Dr, Middletown, DE 19709
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  $633,898 New Construction

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

  1011 Stuyvesant St, Middletown, DE 19709

  

  Benchmark Builders

  Builder

  1011 Stuyvesant St, Middletown, DE 19709
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  $350,000 Open Sun 10AM - 1PM

  • 3 Beds
  • 2.5 Baths
  • 1,775 Sq Ft

  832 Lissicasey Loop, Middletown, DE 19709

  Coming Soon! Built in 2017, this beautifully maintained townhome in the sought-after Hyetts Crossing community offers the perfect blend of modern updates and affordable living. Step inside and you’ll immediately notice the thoughtful layout designed for both comfort and convenience. The entry level features a versatile bonus room which could ideal for your home office, playroom, or workout space.

  Alexandra Atsidis Empower Real Estate, LLC

  832 Lissicasey Loop, Middletown, DE 19709
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  /12

  $150,000

  • Land
  • 2.38 Acres
  • $63,025 per Acre

  17 Cedar Ct, Middletown, DE 19709

  Welcome to 17 Cedar Court, a rare 2.3-acre wooded lot nestled at the end of a quiet cul-de-sac in the highly desirable Pine Valley Farms neighborhood of Middletown, DE. This serene and private setting offers the perfect canvas to build your dream home, surrounded by mature trees and natural beauty, while still enjoying convenient access to shopping, schools, and commuter routes. The lot provides

  DANIELLE PERRY RE/MAX Edge

  17 Cedar Ct, Middletown, DE 19709
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  $825,000 Open Sat 12PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 4,350 Sq Ft

  8 Melissa Dr, Middletown, DE 19709

  Welcome to one of the finest homes in the much sought-after Estates at Saint Annes. This beautiful 6-year-young, 5-bedroom, 3.5-bath Colonial with all the “bells and whistles” remains in excellent condition and has been meticulously maintained by the original owners. The stunning curb appeal is only a preview of the elegance and charm that await inside.Step through the front door to a

  Rick Hagar Empower Real Estate, LLC

  8 Melissa Dr, Middletown, DE 19709
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  $455,000 Open Sat 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 1,800 Sq Ft

  107 E Hoffecker St, Middletown, DE 19709

  Welcome to 107 East Hoffecker St, Middletown, DE 19709.Prime location in the heart of Middletown! This charming home is just a few blocks from many great amenities like the new YMCA, Appoquinimink Public Library, and Meredith Middle school, the renovated Silver Lake Elementary School and historic Main Street, chock full of shopping and restaurants. The home is situated in the most

  Nick Greif Thyme Real Estate Co LLC

  107 E Hoffecker St, Middletown, DE 19709
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  /59

  $950,000

  • 5 Beds
  • 3.5 Baths
  • 4,100 Sq Ft

  434 Spring Hollow Dr, Middletown, DE 19709

  Welcome to 434 Spring Hollow Drive, a beautiful residence nestled in Middletown's most sought-after community. This home is ideally situated on one of the finest lots, offering tranquil views as it backs onto lush woods. Located on a charming tree-lined street, it's just a short walk to the community clubhouse, which boasts a large pool and fitness center.As you approach the home, the

  Tony Immediato Compass

  434 Spring Hollow Dr, Middletown, DE 19709
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  /58

  $349,900

  • 3 Beds
  • 2.5 Baths
  • 1,750 Sq Ft

  335 Marldale Dr, Middletown, DE 19709

  COMING SOON w/ all pictures & room measures to be completed prior to Showings Starting Friday, 9/26/25! This beautifully maintained & updated 3Br/2Ba twin home with lots of updates is ready for its new owner! Great curb appeal with well manicured front lawn & landscaping, covered front porch & architectural roof! Entry is impressive and open with the 2-story Living Room with views of the turned

  Team Freebery EXP Realty, LLC

  335 Marldale Dr, Middletown, DE 19709
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  $470,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 2 Baths
  • 2,100 Sq Ft

  415 Morning Glory Ln, Middletown, DE 19709

  Welcome to this Dunbar model in the highly sought-after Springmill community in Middletown, Delaware. This well-maintained residence is the largest model in the community and features Pella replacement windows with a transferable warranty for added value and peace of mind.The kitchen is equipped with all newer appliances, including a refrigerator less than one month old. Light-colored cabinetry

  Vicky Miller Patterson-Schwartz-Middletown

  415 Morning Glory Ln, Middletown, DE 19709
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  /89

  $799,900 Open Sat 12PM - 2PM

  • 6 Beds
  • 4.5 Baths
  • 5,775 Sq Ft

  105 Parker Dr, Middletown, DE 19709

  105 Parker Drive, Middletown, Situated in the sought-after Crossland at the Canal community, this 5 - 6 bedroom, 4.5 bath home blends refined craftsmanship with modern upgrades and inviting spaces. The slate-blue Hardie-Plank facade, classic red door, and professional landscaping with accent lighting create striking curb appeal. Step inside to a grand two story foyer with custom millwork and a

  James Rice Real of Pennsylvania

  105 Parker Dr, Middletown, DE 19709
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  /4

  $169,900

  • Land
  • 0.27 Acre
  • $629,259 per Acre

  44 N New Rd, Middletown, DE 19709

  CREATE YOUR DREAM on this WATERFRONT lot located in the ever popular Appoquinimink School District! Public water/sewer on site. Please reach out for more details!!

  Kevin Hensley RE/MAX Eagle Realty

  44 N New Rd, Middletown, DE 19709
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  /6

  $350,000

  • 3 Beds
  • 2.5 Baths
  • 1,825 Sq Ft

  216 Rutland Ave, Middletown, DE 19709

  Welcome to 216 Rutland Ave, a charming 3-bedroom, 2.5-bath home in Middletown, DE. Offering 1,825 sqft ofcomfortable living space, this property features an openfloor plan perfect for gatherings and entertaining.Enjoy a spacious kitchen, cozy bedrooms, and a privatebackyard retreat. Conveniently located near schools,shopping, and parks. Don’tmiss the opportunity to

  Daniel Demers Sell Your Home Services

  216 Rutland Ave, Middletown, DE 19709
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  /57

  $570,000

  • 4 Beds
  • 3.5 Baths
  • 2,925 Sq Ft

  834 Whitebird Dr, Middletown, DE 19709

  Welcome to this stunning 4-bedroom, 3.5-bath home in High Hook Farms, where location and luxury make for an opportunity you don't want to miss. Beautifully updated and in an ideal location just off of Vance Neck Rd, this home is just minutes from the hustle and bustle of a growing Middletown, while being nestled off quiet back roads for privacy and comfort. The exterior is accented by beautiful

  Megan Aitken Keller Williams Realty

  834 Whitebird Dr, Middletown, DE 19709
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  $705,900

  • 3 Beds
  • 2.5 Baths
  • 2,498 Sq Ft

  1487 Bunker Hill Rd, Middletown, DE 19709

  Build Your Dream Home in Middletown with Schaeffer Homes! Home is to be built. Photos and virtual tours show the same base model with optional upgrades. Discover our most quintessential rancher with the Weatherby! This generously-sized home starts at 2,498 square feet of living space. The Weatherby includes 3 bedrooms, 2 1⁄2 bathrooms, 2-car garage, as well as a study! With one of our most

  Samuel Barksdale Barksdale & Affiliates Realty

  1487 Bunker Hill Rd, Middletown, DE 19709
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  $699,900 Open Sat 1PM - 3PM

  • 5 Beds
  • 3.5 Baths
  • 3,175 Sq Ft

  1245 Pimpernell Path, Middletown, DE 19709

  This move-in ready, 3-year-old D.R. Horton home is a spacious two-story with five bedrooms, three and a half bathrooms. It also includes a game room with a wet bar, a media room, a workshop or exercise room, a full bathroom, and plenty of storage space in the basement, as well as a two-car garage and an oversized deck. The foyer features a coat closet and creates a welcoming flow for greeting

  Lila F Dudley Realty Mark Associates-Newark

  1245 Pimpernell Path, Middletown, DE 19709
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  $455,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 2,150 Sq Ft

  865 Silver Run Rd, Middletown, DE 19709

  865 Silver Run Road · Middletown, Delaware · Appoquinimink School DistrictEscape the hustle of suburbia and enjoy peace, privacy, and comfort at this charming Cape Cod home on a full acre of land! Thoughtful updates and inviting living spaces make this property the perfect blend of country living and convenient access to Middletown’s amenities.Step inside to discover a warm and

  David Snyder KW Empower

  865 Silver Run Rd, Middletown, DE 19709
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  /46

  $1,020,000

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

  258 Dillon Cir, Middletown, DE 19709

  Nestled in the prestigious Summit Pointe community, this exquisite Colonial-style residence, built in 2023, offers a harmonious blend of luxury and comfort. Spanning an impressive 4,175 square feet, this home is designed for those who appreciate high-end living and thoughtful details. As you step inside, you are greeted by a grand staircase that sets the tone for the elegance found throughout the

  Beth Wheeler BHHS Fox & Roach-Concord

  258 Dillon Cir, Middletown, DE 19709
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  /23

  $450,000

  • 4 Beds
  • 2.5 Baths
  • 2,840 Sq Ft

  6 Viola Cir, Middletown, DE 19709

  Wonderful 4-bedroom, 2.1-bath, 2-car garage home in Appoquinimink School District, situated on a quiet cul-de-sac. Step inside to admire the bright and open living room with a gas fireplace, soaring cathedral ceilings, and a seamless flow into the dining area. The spacious eat-in kitchen features a new floor, new dishwasher, and new oven, ideal for both everyday living and entertaining. Upstairs,

  Delcollo & Salva Team Patterson-Schwartz-Hockessin

  6 Viola Cir, Middletown, DE 19709
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  /45

  $1,200,000

  • 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 Real Estate

  692 Bayview Rd, Middletown, DE 19709
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  /40

  $465,000

  • 3 Beds
  • 3 Baths
  • 2,775 Sq Ft

  302 Pheasant Vale, Middletown, DE 19709

  Beautifully maintained contemporary ranch, 2-3 bedrooms, 3 bathrooms, 2 car garage in quiet golf course community. Easy commute north or south, route 1. Low maintenance fees cover grass cutting and snow removal. Updated modern kitchen with island seating, breakfast nook. Gas cooking and pantry, granite counter tops and open concept means you can cook to your hearts delight and still be in the

  Brenda Murray BHHS Fox & Roach-Christiana

  302 Pheasant Vale, Middletown, DE 19709
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  /98

  $600,000

  • 3 Beds
  • 2.5 Baths
  • 2,305 Sq Ft

  222 Baldy Ln, Middletown, DE 19709

  At certain crossroads in life, we’re asked to make decisions that shape our future. Some we anticipate, others arrive quietly yet profoundly. When it comes to finding a new place to call “home,” we long for certainty—a moment of clarity that affirms, yes, this is where I belong. Allow me to present such a place: 222 Baldy Lane.Just five years young, this meticulously maintained ranch home

  Justin Campbell RE/MAX Associates - Newark

  222 Baldy Ln, Middletown, DE 19709
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  /41

  $399,900

  • 5 Beds
  • 3.5 Baths
  • 3,175 Sq Ft

  102 Crystal Run Dr, Middletown, DE 19709

  Spacious 5-bedroom, 3.5 bath home situated on a 1-acre lot, offering plenty of room to create your dream property. This home has good bones but requires a full renovation from top to bottom, including the in-ground pool located in the rear yard. Conveniently located near Rt. 301 and major roads for easy access to shopping, dining, and commuting. Being sold AS-IS, this property is a great

  Carol Quattrociocchi EXP Realty, LLC

  102 Crystal Run Dr, Middletown, DE 19709
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  /59

  $600,000

  • 4 Beds
  • 3 Baths
  • 2,650 Sq Ft

  505 Cherry Bark Rd, Middletown, DE 19709

  Welcome to 505 Cherry Bark Road in Four Seasons at Baymont Farms, a premier 55+ active adult community in Middletown, Delaware. This nearly new Eastwood Loft Floorplan, just 2 years young, offers low-maintenance, resort-style living with thoughtful design and modern upgrades throughout. Step inside to an open ranch-style floor plan featuring 3 bedrooms and 2 full baths on the main level—with one

  Amber Durand Patterson-Schwartz Real Estate

  505 Cherry Bark Rd, Middletown, DE 19709
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  /27

  $488,999

  • 3 Beds
  • 4 Baths

  365 Andrew Ct, Middletown, DE 19709

  Welcome to 365 Andrew ct, this barely lived-in like new home offers all the benefits of new construction without the wait. Located in a sold-out community within the top-rated Appoquinimink School District, this stunning end-unit townhome offers both luxury and convenience.Featuring an expansive open-concept floor plan, this home is designed for modern living. With 3 bedrooms, 2 full baths,

  Jason Morris EXP Realty, LLC

  365 Andrew Ct, Middletown, DE 19709
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  /43

  $599,000

  • 5 Beds
  • 3.5 Baths
  • 2,725 Sq Ft

  16 E Shakespeare Dr, Middletown, DE 19709

  Your Next Home! This gorgeous 5 bedroom, 3 1/2-bath home conveniently located in highly desirable Middletown Crossing is a must see. This very well kept home shows home owner pride through and through. A practical floor plan, hardwood floor entry, formal living room/office, dining room, eat-in kitchen, 42" cabinets, granite counter space, center island, recessed lighting, large breakfast room,

  Gary Stewart Century 21 Emerald

  16 E Shakespeare Dr, Middletown, DE 19709
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  /30

  $414,900 Open Sun 10AM - 12PM

  • 4 Beds
  • 2 Baths
  • 2,125 Sq Ft

  701 S Broad St, Middletown, DE 19709

  Beautifully updated 4-bedroom, 2-bath Cape Cod situated on a spacious 0.36-acre corner lot in the heart of Middletown. Perfectly located within walking distance to Appoquinimink schools, Main Street shopping, and all that downtown Middletown has to offer, this home blends timeless charm with modern updates. The stately brick exterior, lush landscaping, and split sidewalks set the tone as you

  Jason Duncan Foraker Realty Co.

  701 S Broad St, Middletown, DE 19709
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  /18

  $55,000

  • 3 Beds
  • 2 Baths

  732 Cleaver Farm Rd, Middletown, DE 19709

  This cozy 3-bedroom, 2-bath home is ready for it's next owner! Inside you'll find an open layout with a spacious living room and a kitchen that's perfect for gathering. The primary bedroom has it's own private bathroom, and there are two more bedrooms with a full bathroom nearby. Whether you're just starting out, looking to downsize or want an investment property, this single-wide home has lots

  Kristina Higgins Real Broker LLC

  732 Cleaver Farm Rd, Middletown, DE 19709

Showing Results 41 - 80, Page 2 of 8