42

Middletown, DE Homes for Sale under $500,000

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  • 60 S Cummings Dr, Middletown, DE 19709
    60 S Cummings Dr, Middletown, DE 19709
    60 S Cummings Dr, Middletown, DE 19709
    /49

    $440,000

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

    60 S Cummings Dr, Middletown, DE 19709

    Welcome to 60 S Cummings Dr, a refined and beautifully updated residence in the desirable community of Middletown Crossin. This elegant 4-bedroom, 2.5-bath home offers a sophisticated blend of scale, comfort, and modern design, with thoughtfully upgraded finishes and a layout that feels both impressive and inviting.From the moment you enter, the home opens into a spacious interior designed to

    Agent Photo

    Jemimah Chuks

    EXP Realty, LLC

    (302) 307-1469

    60 S Cummings Dr, Middletown, DE 19709
  • 1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
    1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
    1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
    /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
  • 4 Farm Ln, Middletown, DE 19709
    4 Farm Ln, Middletown, DE 19709
    4 Farm Ln, Middletown, DE 19709
    /20

    $465,000

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

    4 Farm Ln, Middletown, DE 19709

    *More photos will be added soon* Welcome to this stunning, fully remodeled gem in the heart of Middletown! The house is near the 500 acres of Reserved State land. Thus there is no more place to build a new house in this area and it will never be crowded. If you wish to live in a serine scenic beauty and walk along the beach every afternoon then this house is the best for you. This house is a

    Danielle Bullinger Redfin Corp

    4 Farm Ln, Middletown, DE 19709
  • 1341 Carrick Ct, Middletown, DE 19709
    1341 Carrick Ct, Middletown, DE 19709
    1341 Carrick Ct, Middletown, DE 19709
    /36

    $470,000

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

    1341 Carrick Ct, Middletown, DE 19709

    Located in the highly sought after community Ponds Of Odessa this pristine end-unit townhouse offers the perfect balance of convenience as well as comfort. Upon entering you are greeted by natural light and a spacious open floor plan complete with a flex room that can double as an office. Upon exploring more of the home you have a vaulted ceiling and open living room and beautiful kitchen

    Brandon Windom Myers Realty

    1341 Carrick Ct, Middletown, DE 19709
  • 79 Lattice Ln, Middletown, DE 19709
    79 Lattice Ln, Middletown, DE 19709
    79 Lattice Ln, Middletown, DE 19709
    /11

    $499,000 Open Sat 11AM - 2PM

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

    79 Lattice Ln, Middletown, DE 19709

    Welcome to 79 Lattice Lane, a beautifully maintained detached ranch home in the highly desirable 55+ community of Spring Arbor in Middletown. Offering the ease of one-level living with the added bonus of an expansive finished basement, this home combines comfort, functionality, and low-maintenance living in one of the area’s most sought-after active adult communities.Inside, you’ll find a

    Renee Edge Keller Williams Realty

    79 Lattice Ln, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041419, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041419, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041419, Middletown, DE 19709
    /23

    $469,990 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
  • 148 Gazebo Ln, Middletown, DE 19709
    148 Gazebo Ln, Middletown, DE 19709
    148 Gazebo Ln, Middletown, DE 19709
    /45

    $479,900 Open Sun 1PM - 3PM

    • 3 Beds
    • 2 Baths
    • 1,650 Sq Ft

    148 Gazebo Ln, Middletown, DE 19709

    WOW! Simply Gorgeous! This popular Kipling model offers open floor plan, foyer with 11 FT ceiling, wainscoting and gleaming hardwoods extending from foyer thru living room, dining room and kitchen. Well appointed kitchen has granite counters including island with seating for 3, stainless steel appliances, recessed & upgraded lighting. Dining area has sliders to upgraded & enlarged paver patio,

    Mary Lynch Patterson-Schwartz-Middletown

    148 Gazebo Ln, Middletown, DE 19709
  • 452 Rederick Ln, Middletown, DE 19709
    452 Rederick Ln, Middletown, DE 19709
    /2

    $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
  • 1511 Lesterfield Way, Middletown, DE 19709
    1511 Lesterfield Way, Middletown, DE 19709
    1511 Lesterfield Way, Middletown, DE 19709
    /34

    $499,990 Open Sat 10AM - 4PM

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

    1511 Lesterfield Way, Middletown, DE 19709

    The Asheville - with over 2,800 finished sq. ft. - delivers modern design and comfortable living with spaces made for both entertaining and everyday relaxation. The contemporary kitchen is the heart of the home, featuring a large island, walk-in pantry, and designer Looks interior selections that elevate the space. A covered front porch and rear deck invite you to welcome guests or unwind

    Barbara Heilman Delaware Homes Inc

    1511 Lesterfield Way, Middletown, DE 19709
  • 204 Baldy Ln Unit ALRICH, Middletown, DE 19709
    204 Baldy Ln Unit ALRICH, Middletown, DE 19709
    204 Baldy Ln Unit ALRICH, Middletown, DE 19709
    /29

    $425,000 New Construction

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

    204 Baldy Ln Unit ALRICH, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Alrich Carriage Town Home. This home is available as an interior or end unit & has a first-floor owner's bedroom w/ensuite bath and walk-in closets, second floor has a 2nd bedroom, loft and an additional full bath. Standard 1-car rear load attached garage but can be upgraded for a 2-car garage, and additional finished upgrades can be

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit ALRICH, Middletown, DE 19709
  • 204 Baldy Ln Unit 39052080, Middletown, DE 19709
    204 Baldy Ln Unit 39052080, Middletown, DE 19709
    204 Baldy Ln Unit 39052080, Middletown, DE 19709
    /38

    $425,000 New Construction

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

    Alrich Carriage Plan at Traditions at Whitehall - 55+ Active Adult - Carriage Homes, 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 39052080, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041420, Middletown, DE 19709
    /23

    $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
  • 442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
    /22

    $498,053 Open Sat 11AM - 4:30PM

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

    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709

    MASSEY ELITE END UNIT- 3 bedrooms, 2.5 baths, 2 car garage. Approx. 2380 SF! 12x10 Deck. This home features a Finished den, 42" cabinets in kitchen, island, stainless gas range, dishwasher, microwave, LVP flooring and recessed lighting in Kitchen. LVP floor and Tile Shower surround in master bath. 3 pc rough in walk out basement. Don't miss out on this spectacular floor plan! Builder Splits

    Lindsay Shaffer RE/MAX Elite

    442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709
  • 204 Baldy Ln Unit 39052085, Middletown, DE 19709
    204 Baldy Ln Unit 39052085, Middletown, DE 19709
    204 Baldy Ln Unit 39052085, Middletown, DE 19709
    /24

    $456,000 New Construction

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

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

    Ashton Carriage End-Unit Comfort with Flexible Space The Ashton Carriage offers 1,794 sq. ft. of thoughtfully designed living with the added privacy of an end-unit layout. Enjoy a convenient first-floor owners suite, open-concept living spaces, and a welcoming front porch for relaxed mornings or friendly chats. Upstairs, a spacious loft, second bedroom, and full bath give guests or hobbies their

    Benchmark Builders Builder
    204 Baldy Ln Unit 39052085, Middletown, DE 19709
  • 441 Rederick Ln, Middletown, DE 19709
    441 Rederick Ln, Middletown, DE 19709
    /2

    $479,260 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,377 Sq Ft

    441 Rederick Ln, Middletown, DE 19709

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

    Benchmark Builders Builder
    441 Rederick Ln, Middletown, DE 19709
  • 435 Rederick Ln, Middletown, DE 19709
    435 Rederick Ln, Middletown, DE 19709
    /2

    $489,624 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,377 Sq Ft

    435 Rederick Ln, Middletown, DE 19709

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

    Benchmark Builders Builder
    435 Rederick Ln, Middletown, DE 19709
  • 446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709
    446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709
    /2

    $427,056 New Construction

    • 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
  • 11 Delft Ct, Middletown, DE 19709
    11 Delft Ct, Middletown, DE 19709
    11 Delft Ct, Middletown, DE 19709
    /43

    $460,000 Open Sun 10AM - 2PM

    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    11 Delft Ct, Middletown, DE 19709

    Welcome to this spacious 4-bedroom, 3-bath bi-level home situated on a beautiful 1-acre lot in the rarely available Dutch Neck Farms community. This property offers exceptional privacy, plenty of outdoor space, and the freedom of no HOA restrictions. The home features a generous layout bursting with possibilities to make it truly your own. Major exterior improvements have already been completed,

    Tracie Stiles Tom Livizos Real Estate Co.

    11 Delft Ct, Middletown, DE 19709
  • 304 Daylilly Way, Middletown, DE 19709
    304 Daylilly Way, Middletown, DE 19709
    304 Daylilly Way, Middletown, DE 19709
    /24

    $420,000

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    304 Daylilly Way, Middletown, DE 19709

    Excellent opportunity to own in the desirable 55+ community of Springmill. Well maintained, first floor living with everything you need. 2 spacious bedrooms, 2 full baths, a beautiful kitchen with BRAND NEW stainless steel appliances and dining space, and a spacious 2-car garage. The back porch area is perfect for garden enthusiasts or a nice, relaxing area to entertain guests. This freshly

    Justin Ashkenase Patterson-Schwartz-Hockessin

    304 Daylilly Way, Middletown, DE 19709
  • 2307 Winchelsea Pkwy, Middletown, DE 19709
    2307 Winchelsea Pkwy, Middletown, DE 19709
    2307 Winchelsea Pkwy, Middletown, DE 19709
    /22

    $478,559 New Construction

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

    2307 Winchelsea Pkwy, Middletown, DE 19709

    The Taylor is a brand-new two-story townhome that is designed to promote low maintenance living with a sophisticated twist. As you enter, you are greeted by an open flex room, perfect for a home office or formal dining space, as well as a first-floor laundry room with Whirlpool washer and dryer included. The well-equipped gourmet-style kitchen features modern stainless-steel appliances, sleek

    Lennar Builder
    2307 Winchelsea Pkwy, Middletown, DE 19709
  • 1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
    1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
    1300 Carrick Ct Unit MASSEY ELITE MODEL, Middletown, DE 19709
    /19

    $416,000 Open Sat 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
  • 301 White Pine Dr, Middletown, DE 19709
    301 White Pine Dr, Middletown, DE 19709
    301 White Pine Dr, Middletown, DE 19709
    /33

    $445,000

    • 4 Beds
    • 3.5 Baths
    • 2,578 Sq Ft

    301 White Pine Dr, Middletown, DE 19709

    Welcome to 301 White Pine Dr in charming Middletown, DE! Nestled on an expansive corner lot, this property offers the perfect blend of space, freedom, and potential. With no HOA restrictions, you’re free to let your imagination run wild—whether you envision a lush garden oasis, a backyard entertainment haven, this property has two garages for storage for your hobbies and toys. The home itself is

    Tony Immediato Compass

    301 White Pine Dr, Middletown, DE 19709
  • 325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    /36

    $449,900

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

    325 Great Oak Dr, Middletown, DE 19709

    Classic R.C. Peoples-built 2 Story in rarely available Great Oak Farms. This home has fantastic curb appeal starting with the brick siding, but not forgetting the long driveway that is complimented by two decorative brick pillars. Moving inside, there is a living room with a cozy fireplace; just a few steps away from the formal dining room. The kitchen its own dining area, no shortage of cabinet

    Matt Dutt RE/MAX Elite

    325 Great Oak Dr, Middletown, DE 19709
  • 248 Ann Dr, Middletown, DE 19709
    248 Ann Dr, Middletown, DE 19709
    248 Ann Dr, Middletown, DE 19709
    /49

    $499,900 Open Sat 11AM - 2PM

    • 4 Beds
    • 4 Baths
    • 1,900 Sq Ft

    248 Ann Dr, Middletown, DE 19709

    Price Improvement!!!!!!!Welcome to 248 Ann Drive in the heart of Middletown at the Crossland at the Canal! This beautifully maintained 15 year old 4 bedroom 2.2 bathrooms home offers the perfect blend of comfort, space, and convenience. Step inside to find a bright and inviting layout with generous living areas, ideal for both everyday living and entertaining. The kitchen features ample cabinetry

    Priscilla Aidoo Yeboah Tesla Realty Group, LLC

    248 Ann Dr, Middletown, DE 19709
  • 2243 Winchelsea Pkwy, Middletown, DE 19709
    2243 Winchelsea Pkwy, Middletown, DE 19709
    2243 Winchelsea Pkwy, Middletown, DE 19709
    /22

    $474,809 New Construction

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

    2243 Winchelsea Pkwy, Middletown, DE 19709

    The Taylor is a brand-new two-story townhome that is designed to promote low maintenance living with a sophisticated twist. As you enter, you are greeted by an open flex room, perfect for a home office or formal dining space, as well as a first-floor laundry room with Whirlpool washer and dryer included. The well-equipped gourmet-style kitchen features modern stainless-steel appliances, sleek

    Lennar Builder
    2243 Winchelsea Pkwy, Middletown, DE 19709
  • 264 Trellis Ln, Middletown, DE 19709
    264 Trellis Ln, Middletown, DE 19709
    264 Trellis Ln, Middletown, DE 19709
    /34

    $425,000

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

    264 Trellis Ln, Middletown, DE 19709

    Fantastic Clean, Cozy Townhome in THE 55+ Community of the Middletown area, SPRING ARBOR. Location, Location, Location! Nestled in the charming Spring Arbor community, conveniently close to all Middletown has to offer, this delightful twin/semi-detached residence offers a serene retreat designed for those seeking a vibrant yet peaceful lifestyle. Built in 2007, this home boasts a spacious 1,800

    Sam Stanton BHHS Fox & Roach - Hockessin

    264 Trellis Ln, Middletown, DE 19709
  • 365 Andrew Ct, Middletown, DE 19709
    365 Andrew Ct, Middletown, DE 19709
    365 Andrew Ct, Middletown, DE 19709
    /32

    $477,000

    • 3 Beds
    • 4 Baths

    365 Andrew Ct, Middletown, DE 19709

    Welcome to 365 Andrew Ct! This beautifully maintained, like-new home offers all the advantages of new construction without the wait. Nestled within the highly acclaimed Appoquinimink School District, this stunning end-unit townhome combines luxury with convenience. Featuring an expansive open-concept floor plan, this home is tailored for modern living. With 3 bedrooms, 2 full baths, 2 half baths,

    Amy Hurley Foraker Realty Co.

    365 Andrew Ct, Middletown, DE 19709
  • 3122 Pett Level Dr, Middletown, DE 19709
    3122 Pett Level Dr, Middletown, DE 19709
    3122 Pett Level Dr, Middletown, DE 19709
    /22

    $412,800 New Construction

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

    3122 Pett Level Dr, 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
    3122 Pett Level Dr, Middletown, DE 19709
  • 314 Charolais St Unit ASHTON, Middletown, DE 19709
    314 Charolais St Unit ASHTON, Middletown, DE 19709
    314 Charolais St Unit ASHTON, Middletown, DE 19709
    /25

    $456,000 New Construction

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

    314 Charolais St Unit ASHTON, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Ashton Carriage Town Home. This home is an end unit has a first-floor owner's bedroom w/ full ensuite bath and walk-in closets, second floor has the 2nd bedroom, loft and an additional full bath. Standard 2-car garage, and additional finished upgrades can be purchased to your taste and budget. Community offers in ground pool w/lounge

    Lindsay Shaffer RE/MAX Elite

    314 Charolais St Unit ASHTON, Middletown, DE 19709
  • 439 Rederick Ln, Middletown, DE 19709

    $443,833 New Construction

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

    439 Rederick Ln, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0003 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    439 Rederick Ln, Middletown, DE 19709
  • 1061 Wickersham Way, Middletown, DE 19709
    1061 Wickersham Way, Middletown, DE 19709
    1061 Wickersham Way, Middletown, DE 19709
    /57

    $409,900

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

    1061 Wickersham Way, Middletown, DE 19709

    Welcome to this stunning end-unit townhome in the highly desirable community of Hyett's Crossing! This like-new, larger model three-story home offers exceptional natural light, thoughtful design, and modern finishes throughout. The entry level welcomes you with a spacious foyer, providing access to the one-car garage and a rear family room featuring a sliding glass door to the backyard, perfect

    Michael Walton Compass

    1061 Wickersham Way, Middletown, DE 19709
  • 2311 Winchelsea Pkwy, Middletown, DE 19709
    2311 Winchelsea Pkwy, Middletown, DE 19709
    2311 Winchelsea Pkwy, Middletown, DE 19709
    /22

    $470,759 New Construction

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

    2311 Winchelsea Pkwy, Middletown, DE 19709

    The Taylor is a brand-new two-story townhome that is designed to promote low maintenance living with a sophisticated twist. As you enter, you are greeted by an open flex room, perfect for a home office or formal dining space, as well as a first-floor laundry room with Whirlpool washer and dryer included. The well-equipped gourmet-style kitchen features modern stainless-steel appliances, sleek

    Lennar Builder
    2311 Winchelsea Pkwy, Middletown, DE 19709
  • 442 Rederick Ln, Middletown, DE 19709
    442 Rederick Ln, Middletown, DE 19709
    /2

    $498,332 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,377 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
  • 2510 Chopin Dr, Middletown, DE 19709
    2510 Chopin Dr, Middletown, DE 19709
    2510 Chopin Dr, Middletown, DE 19709
    /61

    $439,900 Open Sat 12PM - 2PM

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

    2510 Chopin Dr, Middletown, DE 19709

    The one many buyers wait for—but rarely find. Welcome to this beautifully maintained 3-bedroom, 2.1-bath home in the desirable Village of Bayberry active adult community, thoughtfully designed for the lifestyle today’s buyers want: main-level living, open entertaining spaces, and comfortable guest accommodations. Step inside and you’ll immediately notice the bright, open layout and gleaming

    Mia Burch Long & Foster Real Estate, Inc.

    2510 Chopin Dr, Middletown, DE 19709
  • 204 Baldy Ln Unit ANNANDALE, Middletown, DE 19709
    204 Baldy Ln Unit ANNANDALE, Middletown, DE 19709
    204 Baldy Ln Unit ANNANDALE, Middletown, DE 19709
    /33

    $425,000 New Construction

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

    204 Baldy Ln Unit ANNANDALE, Middletown, DE 19709

    Welcome to the 55+ community of Traditions at Whitehall - Annandale Carriage Town Home. This home can be an interior or end unit. The first floor has an owner's bedroom w/ full ensuite bath and walk-in closets, second floor has the 2nd bedroom, loft overlooking the great room and another full bath. 1 car rear load attached garage standard but can be upgraded for a 2-car garage, additional

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit ANNANDALE, Middletown, DE 19709
  • 118 Fletcher Cir, Middletown, DE 19709
    118 Fletcher Cir, Middletown, DE 19709
    118 Fletcher Cir, Middletown, DE 19709
    /26

    $435,000 Open Sat 12PM - 6PM

    • 3 Beds
    • 4 Baths
    • 1,975 Sq Ft

    118 Fletcher Cir, Middletown, DE 19709

    A rare townhome in Middletown—where comfort, style, and location come together—at 118 Fletcher Circle, Middletown, DE 19709. Welcome to this modern, move-in-ready end-unit townhome that backs to open space and offers effortless access to Routes 1, 13, and 301, making it an exceptional choice for commuters and those seeking a connected lifestyle. Located within the Appoquinimink School District.

    RAGHU CHITTIBOMMALA Tesla Realty Group, LLC

    118 Fletcher Cir, Middletown, DE 19709
  • 847 Silver Run Rd, Middletown, DE 19709
    847 Silver Run Rd, Middletown, DE 19709
    847 Silver Run Rd, Middletown, DE 19709
    /44

    $500,000

    • 3 Beds
    • 2 Baths
    • 1,375 Sq Ft

    847 Silver Run Rd, Middletown, DE 19709

    Enjoy breathtaking sunsets and peaceful privacy from this bright and sunny 3-bedroom, 2-bath ranch set on 2.2 acres with state-owned land directly behind the property. This inviting home offers easy one-floor living, a 2-car garage, and an unfinished basement (which also offers a pellet stove) providing excellent storage and future potential. Inside, you'll find hardwood floors and tile

    Kimberly Morehart Compass

    847 Silver Run Rd, Middletown, DE 19709
  • 204 Baldy Ln Unit 39052082, Middletown, DE 19709
    204 Baldy Ln Unit 39052082, Middletown, DE 19709
    204 Baldy Ln Unit 39052082, Middletown, DE 19709
    /12

    $425,000 New Construction

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

    Annandale Carriage Plan at Traditions at Whitehall - 55+ Active Adult - Carriage Homes, 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 39052082, Middletown, DE 19709
  • 1300 Carrick Ct Unit 37811760, Middletown, DE 19709
    1300 Carrick Ct Unit 37811760, Middletown, DE 19709
    /2

    $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
  • 1428 Whispering Woods Rd, Middletown, DE 19709
    1428 Whispering Woods Rd, Middletown, DE 19709
    1428 Whispering Woods Rd, Middletown, DE 19709
    /47

    $423,000 Open Sat 1PM - 3PM

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

    1428 Whispering Woods Rd, Middletown, DE 19709

    Welcome to your next chapter in the vibrant, caring haven of Whispering Woods — an active adult community where life is anything but boring. This pristine and beautiful, just 5 years young home greets you with an open concept layout, two full baths, two bedrooms and a truly spacious Master's bedroom, tray ceiling and walk‐in closet . Spectacularly clean, neutral finishes, 1 story home and walk in

    Ruby Marioni Thyme Real Estate Co LLC

    1428 Whispering Woods Rd, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 2

Delaware New Castle County Middletown

Real Estate & Homes in Middletown, DE under $500,000

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 183 days on the market compared to the national average of 55 days. The median sale price for homes in Middletown, DE over the last 12 months is $525,000, up 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$525,000
Median Single Family Sale Price
$580,400
Median Townhouse Sale Price
$438,450
Median 2 Bedroom Sale Price
$241,500
Average Price Per Sq Ft
$212
Number of Homes for Sale
245
Last 12 months Home Sales
725
Months of Supply
4.10
Median List Price
$554,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
2%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, you'll encounter a variety of homes and houses for sale priced under $500,000, providing affordable options for potential buyers. With 42 listings available, there's a wide selection to explore, from charming bungalows to contemporary townhouses. These properties offer an opportunity to enter the real estate market or diversify your investment portfolio without exceeding your budget. Discover the range of homes for sale under 500k in Middletown, DE and find the perfect fit for your homeownership goals.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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