Middletown, DE Homes for Sale with Pool

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  /79

  $899,990

  • 5 Beds
  • 4.5 Baths
  • 5,225 Sq Ft

  810 Ashby Dr, Middletown, DE 19709

  Welcome to 810 Ashby Drive, a standout home in the highly sought-after community of Ashby's Place—where luxury, space, and lifestyle come together in a way that truly turns heads.From the moment you step inside, you’re greeted by a stunning foyer highlighted by an elegant hardwood staircase that sets the tone for the rest of the home. Flanking the entry are a private office/study—perfect for

  

  Khalilah Ling

  Crown Homes Real Estate

  (302) 306-4081

  810 Ashby Dr, Middletown, DE 19709
• Explore Middletown

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  /45

  $789,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,500 Sq Ft

  1135 Majesty Ln, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  1135 Majesty Ln, Middletown, DE 19709
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  /19

  $553,400 New Construction

  • 2 Beds
  • 2 Baths
  • 2,080 Sq Ft

  Killarney I Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

  Cozy porch welcoming guests to your home. Inviting dining room, ideal for hosting dinner parties. Kitchen with large island and corner pantry. Great room with optional HovHub and wet bar. Owner's suite with private bath and oversized walk-in closet. Three-car tandem garage with additional storage. Opt. loft for additional living with bed and full bath.

  K. Hovnanian Homes Builder

  206 Northern Oak St Unit 36451018, Middletown, DE 19709
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  $535,990 New Construction

  • 3 Beds
  • 2 Baths
  • 2,148 Sq Ft

  Aberdeen II Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

  Spacious kitchen with island and ample counterspace. Sunlit great room adjacent to kitchen and dining area. Relaxing primary suite with sitting room and luxurious bath. HovHub makes for a great home office or study space. Expansive covered patio, perfect for dining al fresco. HovHall with closet and access to 2-car garage.

  K. Hovnanian Homes Builder

  1415 Pennfield Dr Unit 36480087, Middletown, DE 19709
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  /23

  $665,400 New Construction

  • 3 - 6 Beds
  • 2 - 5.5 Baths
  • 2,266 Sq Ft

  Mayberry Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306074, Middletown, DE 19709
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  /19

  $579,400 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,462 Sq Ft

  Mont Blanc Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

  Spacious, inviting front entry porch. Kitchen with expansive island and dual pantries. Open great room and dining area ideal for entertaining. Convenient secondary bedrooms for guests. Owner's suite with private bath and walk-in closet. Direct access to laundry room keeping your home tidy. Three-car tandem garage with additional storage.

  K. Hovnanian Homes Builder

  206 Northern Oak St Unit 36472277, Middletown, DE 19709
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  /12

  $499,990 New Construction

  • 3 Beds
  • 2 Baths
  • 1,811 Sq Ft

  Asheville Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

  Modern kitchen with large island, walk-in pantry, & Looks interior options. Covered front porch & back deck, to welcome guests and unwind in the fresh air. Impressive great room with vaulted ceiling. Luxurious primary suite with triple windows and tray ceiling. Relaxing primary bath with dual sinks, walk-in closet, & optional freestanding tub.

  K. Hovnanian Homes Builder

  1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
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  /25

  $735,400 New Construction

  • 3 - 6 Beds
  • 2 - 6.5 Baths
  • 3,020 Sq Ft

  Shearwater Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306075, Middletown, DE 19709
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  /13

  $804,900 New Construction

  • 4 Beds
  • 3 Baths
  • 3,642 Sq Ft

  2200 Early Ct, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  2200 Early Ct, Middletown, DE 19709
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  /23

  $605,400 New Construction

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

  Newport Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306076, Middletown, DE 19709
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  /29

  $629,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,662 Sq Ft

  2202 Early Ct, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  2202 Early Ct, Middletown, DE 19709
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  /25

  $715,400 New Construction

  • 3 - 8 Beds
  • 2.5 - 6.5 Baths
  • 2,705 Sq Ft

  Jameson Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306083, Middletown, DE 19709
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  $739,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,705 Sq Ft

  1143 Majesty Ln, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  1143 Majesty Ln, Middletown, DE 19709
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  /29

  $639,990 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,493 Sq Ft

  Carver Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

  Foyer with ceiling treatment welcoming you home. Private home office with barn doors, perfect for telecommuting. Spacious great room and dining area with vaulted ceiling. Striking kitchen with lots of counterspace and large pantry. Secluded primary suite with ceiling treatment and walk-in closet. Luxurious primary bath with freestanding vanities and large shower.

  K. Hovnanian Homes Builder

  1415 Pennfield Dr Unit 36482401, Middletown, DE 19709
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  $745,400 New Construction

  • 4 - 7 Beds
  • 2.5 - 5.5 Baths
  • 3,018 Sq Ft

  Brady Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306082, Middletown, DE 19709
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  $779,900 New Construction

  • 4 Beds
  • 3 Baths
  • 3,383 Sq Ft

  1137 Majesty Ln, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  1137 Majesty Ln, Middletown, DE 19709
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  /17

  $550,400 New Construction

  • 3 Beds
  • 2 Baths
  • 2,032 Sq Ft

  St. Michael's Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

  Impressive single-story foyer graciously welcoming you home. Spacious kitchen with center island and dining area. Convenient Stuff of Life Room with separate laundry area. Large great room opening to kitchen and dining area. Luxury owner's suite with oversized closet & bath. Gourmet kitchen option perfect for your inner chef. Optional loft for guests.

  K. Hovnanian Homes Builder

  206 Northern Oak St Unit 39839252, Middletown, DE 19709
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  /25

  $765,400 New Construction

  • 4 - 6 Beds
  • 4.5 - 6.5 Baths
  • 3,500 Sq Ft

  Bridgeport Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306071, Middletown, DE 19709
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  /13

  $588,400 New Construction

  • 2 Beds
  • 2.5 Baths
  • 2,457 Sq Ft

  Lewes Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

  Open and airy kitchen with pantry and oversized island. Cozy dining area adjacent to kitchen for enjoying casual meals. Luxurious owner's suite with dual walk-in closets and large bath. Hall walk-in closet for additional storage. Direct access to laundry room from garage. Covered porch to enjoy evenings outdoors.

  K. Hovnanian Homes Builder

  206 Northern Oak St Unit 36472485, Middletown, DE 19709
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  $729,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,566 Sq Ft

  1145 Majesty Ln, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  1145 Majesty Ln, Middletown, DE 19709
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  /24

  $695,400 New Construction

  • 4 - 6 Beds
  • 3.5 - 6.5 Baths
  • 2,478 Sq Ft

  Cassidy Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306072, Middletown, DE 19709
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  $719,900 New Construction

  • 4 Beds
  • 3.5 Baths
  • 2,528 Sq Ft

  2205 Early Ct, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  2205 Early Ct, Middletown, DE 19709
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  /22

  $580,400 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,378 Sq Ft

  Rockford Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

  Gorgeous kitchen with oversized island and spacious pantry. Oversized great room ideal for entertaining. Spacious owner’s suite with luxurious bath. Private home office, perfect for telecommuting. Secluded secondary bedrooms away from owner’s suite. Opt. outdoor living space with deck or screen porch.

  K. Hovnanian Homes Builder

  206 Northern Oak St Unit 39821536, Middletown, DE 19709
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  /24

  $755,400 New Construction

  • 4 - 7 Beds
  • 3 - 6.5 Baths
  • 3,383 Sq Ft

  Chesapeake Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306079, Middletown, DE 19709
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  $705,400 New Construction

  • 3 - 7 Beds
  • 2 - 7.5 Baths
  • 2,566 Sq Ft

  Kingfisher Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306081, Middletown, DE 19709
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  /43

  $769,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,018 Sq Ft

  1139 Majesty Ln, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  1139 Majesty Ln, Middletown, DE 19709
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  /16

  $780,400 New Construction

  • 4 - 8 Beds
  • 3.5 - 7.5 Baths
  • 3,642 Sq Ft

  Waterford Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306078, Middletown, DE 19709
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  /36

  $689,900 New Construction

  • 3 Beds
  • 2 Baths
  • 2,254 Sq Ft

  2206 Early Ct, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  2206 Early Ct, Middletown, DE 19709
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  /45

  $560,000 Open Sat 12PM - 2PM

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

  230 Anglesey Dr, Middletown, DE 19709

  Welcome to 230 Anglesey Drive, a stunning home where luxury and thoughtful design meet everyday comfort. Step inside and be greeted by soaring 9-foot ceilings and rich 6-inch hardwood planks that flow throughout the main living areas, setting the tone for the elegance that awaits within. The open-concept floor plan creates a seamless transition between living, dining, and entertaining spaces,

  Deneen Sweeney Keller Williams Real Estate - West Chester

  230 Anglesey Dr, Middletown, DE 19709
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  /26

  $645,400 New Construction

  • 3 - 6 Beds
  • 2 - 4 Baths
  • 1,971 Sq Ft

  Whimbrel Plan at Monarch, Middletown, DE 19709

  New Construction by Schell Brothers. This home will be built with Schellter(tm) Advanced Building Science Technologies providing you an extremely energy efficient home. You'll love the stunning exterior, innovative floor plan, and the multiple structural options that allow you to personalize your home to fit your needs. You will make all of your selections in our state-of-the-art design studio

  Schell Brothers Builder

  540 Ratledge Rd Unit 38306080, Middletown, DE 19709
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  $759,900 New Construction

  • 3 Beds
  • 2.5 Baths
  • 3,020 Sq Ft

  1141 Majesty Ln, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  1141 Majesty Ln, Middletown, DE 19709
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  /32

  $669,900 New Construction

  • 3 Beds
  • 2 Baths
  • 1,971 Sq Ft

  2204 Early Ct, Middletown, DE 19709

  To be built - New Construction! Monarch offers resort-style living featuring high-end finishes and flexible floor plans. At the heart of the community, residents will enjoy an amenity-rich clubhouse complete with a resort-style pool, pickleball and sports courts, and inviting indoor lounge spaces perfect for relaxation or connection. Combining the sophistication of luxury homes with the laid-back

  Andrea Harrington Compass

  2204 Early Ct, Middletown, DE 19709
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  /22

  $504,400 New Construction

  • 2 Beds
  • 2 Baths
  • 1,780 Sq Ft

  Eastwood Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

  Elegant foyer entry welcoming friends and family. Generous ceiling height for maximum natural light and openness. Open, single-story home design boasting dream kitchen with island. Spacious great room with optional fireplace creating relaxing atmosphere. Secluded owner's suite with oversized closet and private bath.

  K. Hovnanian Homes Builder

  206 Northern Oak St Unit 36495347, Middletown, DE 19709
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  $579,000

  • 4 Beds
  • 2.5 Baths
  • 2,950 Sq Ft

  1537 E Matisse Dr, Middletown, DE 19709

  The main level features a spacious living room, formal dining room, and a beautifully designed kitchen with stunning granite countertops and stainless steel appliances. The inviting eat-in area and adjacent family room, with custom built-in bookcases and a cozy fireplace, create a perfect space for gathering. Upstairs, the home offers four generously sized bedrooms, along with the convenience of

  Tom Horne Iron Valley Real Estate Premier

  1537 E Matisse Dr, Middletown, DE 19709
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  /24

  $435,000

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

  27 Springmill Dr, Middletown, DE 19709

  Enjoy easy main-level living in this beautifully designed home featuring 2 bedrooms, 2 bathrooms, and a 2-car garage in the sought-after Springmill 55+ resort-style community. The inviting layout offers a living room with a gas fireplace, plus a sitting room and dining room at the front of the home for added flexibility and charm. The spacious kitchen is well-equipped with a center island,

  Michael McKee Long & Foster Real Estate, Inc.

  27 Springmill Dr, Middletown, DE 19709
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  /21

  $507,990 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
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  /51

  $849,900

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

  1268 Pimpernell Path, Middletown, DE 19709

  Don't think new until you tour this stunner, just under 4 years old ! 6 Bedrooms ! This home 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
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  /17

  $688,893 New Construction

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

  548 Longhorn Loop, Middletown, DE 19709

  Stunning Chelsea Classic in Traditions at Whitehall Available Now! Discover the perfect blend of comfort and elegance in this Chelsea Classic home, nestled in the desirable Longhorn Loop of Traditions at Whitehall. Thoughtfully designed for modern living, this 3-bedroom, 2-bath home features an open-concept layout with high-end finishes throughout. Enjoy a gourmet kitchen, perfect for

  Benchmark Builders Builder

  548 Longhorn Loop, Middletown, DE 19709
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  /39

  $599,000 Open Fri 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
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  $614,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,477 Sq Ft

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

  Cottonwood Spacious Living with Style The Cottonwood offers 2,477 sq. ft. of thoughtfully designed living space, featuring 3 bedrooms and 2 full baths. Enjoy a main-level owner's suite for easy, one-floor living, complemented by an open-concept kitchen and great room perfect for entertaining. With a welcoming front porch and a two-car rear-entry garage, this home combines functionality and charm.

  Benchmark Builders Builder

  204 Baldy Ln Unit 36492266, Middletown, DE 19709

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