Middletown, DE Homes for Sale under $500,000

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  $416,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,120 Sq Ft

  Massey Elite Plan at Ponds of Odessa - Townhomes, Middletown, DE 19709

  Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

  Benchmark Builders Builder

  1300 Carrick Ct Unit 37811760, Middletown, DE 19709
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  $485,812 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  452 Rederick Ln, Middletown, DE 19709

  Massey Elite Townhome at Ponds of Odessa End Unit This 3-bedroom, 2.5-bath end unit townhome offers 2,380 square feet of thoughtfully designed space. Highlights include a two-car garage, a 12' x 10' deck, and a striking two-story bay bump-out that adds natural light and character. The entire second floor features luxury vinyl plank flooring, blending durability with modern style.

  Benchmark Builders Builder

  452 Rederick Ln, Middletown, DE 19709
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  $498,332 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,333 Sq Ft

  442 Rederick Ln, Middletown, DE 19709

  Massey Elite Townhome at Ponds of Odessa This spacious 3-bedroom, 2.5-bath end unit townhome offers 2,333 square feet of modern living with thoughtful upgrades throughout. Featuring a two-car garage, a 16' x 12' deck, and a deluxe owners bath, this home blends comfort with style. Enjoy luxury vinyl plank flooring across the entire second floor, providing a sleek, low-maintenance finish.

  Benchmark Builders Builder

  442 Rederick Ln, Middletown, DE 19709
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  $425,331 New Construction

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

  446 Rederick Ln, Middletown, DE 19709

  Massey Townhome at Ponds of Odessa This 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
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  $449,500 Open Sun 7AM - 8PM

  • 2 Beds
  • 2.5 Baths
  • 1,794 Sq Ft

  1104 Highland St Unit 138, Middletown, DE 19709

  IMMEDIATE AVAILABILITY! Welcome to the 55+ community of Traditions at Whitehall - Annandale Carriage Town Home. This interior first floor owner suite comes w/a 2nd bedroom, loft, 2.5 baths, 2 car rear load attached garage, front porch, and additional finished upgrades. Community offers trails, in ground pool w/lounge areas, open clubhouse featuring exercise room, billiards, gathering space, full

  Lindsay Shaffer RE/MAX Elite

  1104 Highland St Unit 138, Middletown, DE 19709
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  $425,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,699 Sq Ft

  Annandale Carriage Plan at Traditions at Whitehall - 55+ Active Adult, Middletown, DE 19709

  Annandale Carriage Flexible Living with First-Floor Ease The Annandale Carriage offers 1,699 sq. ft. of comfortable, low-maintenance living designed for 55+ lifestyles. With a first-floor owners suite, an additional bedroom, 2.5 baths, and an open-concept main level, this home makes everyday living effortless. Upstairs, a spacious loft provides the perfect spot for guests, hobbies, or a home

  Benchmark Builders Builder

  204 Baldy Ln Unit 36447810, Middletown, DE 19709
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  $425,000 New Construction

  • 2 Beds
  • 2.5 Baths
  • 1,761 Sq Ft

  Alrich Carriage Plan at Traditions at Whitehall - 55+ Active Adult, Middletown, DE 19709

  This stunning carriage home offers the perfect blend of elegance and functionality! Step inside and be greeted by a spacious foyer leading to the great room and open-concept kitchen/dining room - perfect for entertaining guests. The large first-floor owner's suite boasts a private bath and walk-in closet. Upstairs, you'll find a versatile loft area, a second bedroom, and another full bath. Below,

  Benchmark Builders Builder

  204 Baldy Ln Unit 36500401, Middletown, DE 19709
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  $499,990 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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  $464,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,443 Sq Ft

  Taylor Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

  This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

  Lennar Builder

  2405 Greyfriar Loop Unit 36041419, Middletown, DE 19709
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  $412,800 New Construction

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

  Truman Plan at Venue at Winchelsea 55+ - Winchelsea Towns, Middletown, DE 19709

  The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

  Lennar Builder

  2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
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  $416,000 Open Mon 11AM - 4:30PM

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

  1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709

  BASE PRICE LISTING - MODEL HOME IS NOT FOR SALE. Welcome to a stylish and spacious 3-storytownhome that offers 1 or 2 garages, square footage ranging from 2,001-2,333 & contemporary living at its finest. With 3 bedrooms, 2.5 baths, and a finished den on the first level with rough in plumbing for a future bathroom, this home is designed to provide both comfort and versatility. As you step

  Lindsay Shaffer RE/MAX Elite

  1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
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  $412,800 New Construction

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

  2674 Fairlight Dr, Middletown, DE 19709

  Introducing the Truman—a thoughtfully designed 5-bed, 3-bath, 2,669-sq-ft home offering modern comfort and effortless functionality. The main level centers around an open-concept layout, where the kitchen, dining room, and family room flow seamlessly for everyday living and entertaining. A first-floor owner’s suite with walk-in closet, full bath, and additional bedroom, provide convenient

  Lennar Builder

  2674 Fairlight Dr, Middletown, DE 19709
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  $427,056 Open Mon 11AM - 4:30PM

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

  446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709

  ** WORKFORCE HOUSING-BUYER MUST QUALIFY FOR THE NEW CASTLE COUNTY PROGRAM TOPURCHASE -MASSEY INTERIOR UNIT- 3 bedrooms, 2.5 baths, 1 car garage. Approx. 2001 SF! This home features a Finished den, 12x10 DECK, 42" cabinets in kitchen, island, stainless steel appliances, gas range, dishwasher, microwave and recessed lighting in Kitchen. LVP flooring upgrades. 3 pc rough in walk out basement.

  Lindsay Shaffer RE/MAX Elite

  446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709
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  $465,990 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,178 Sq Ft

  242 E Main St, Middletown, DE 19709

  Crossings at Silver Lake offers the only new homes walkable to Middletown’s Main Street, adjacent to the new library, YMCA & Silver Lake Park. Outdoor living & 2-car garage included. The Serenade offers an updated take on townhome living. Enter through the foyer on the lower level, where a quiet study makes work-from-home easy and an included recreation room is ideal for game day gatherings.

  Ryan Homes Builder

  242 E Main St, Middletown, DE 19709

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