41

Middletown, DE Homes for Sale under $500,000

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  • 51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    /21

    $447,000

    • 2 Beds
    • 2 Baths
    • 1,875 Sq Ft

    51 Springmill Dr, Middletown, DE 19709

    Welcome to Springmill – where lifestyle meets value! This affordable and beautifully maintained home in Middletown’s premier 55+ community offers everything you need to start your next chapter. With a main-level primary suite, sun-filled family room, and a stylish kitchen featuring granite countertops, this home is designed for comfort and low-maintenance living. Enjoy your morning coffee in the

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 600-1290

    51 Springmill Dr, Middletown, DE 19709
  • 102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    /22

    $475,000

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

    102 Springmill Dr, Middletown, DE 19709

    Welcome to 102 Springmill Drive – Your Next Chapter Starts Here! Springmill isn’t just a neighborhood, it’s a thriving 55+ resort-style community where every day feels like a getaway. From the moment you arrive, you’ll feel the energy of an active, welcoming lifestyle designed for those who want to live life to the fullest. This well-maintained single-level home sits on a premium lot backing to

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 581-7521

    102 Springmill Dr, Middletown, DE 19709
  • 601 S Broad St, Middletown, DE 19709
    601 S Broad St, Middletown, DE 19709
    601 S Broad St, Middletown, DE 19709
    /9

    $415,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    601 S Broad St, Middletown, DE 19709

    Welcome to 601 S. Broad Street, a beautifully maintained brick cape cod style home that blends character with thoughtful updates and easy access to amenities. Located in the Appoquinimink School District directly across the street from Everett Meredith Middle School for a short trip to school! Step inside this charming home to inviting hardwood floors that flow throughout the main level. The

    Agent Photo

    Ryan Fitzwater

    RE/MAX 1st Choice - Middletown

    (302) 786-5848

    601 S Broad St, Middletown, DE 19709
  • 237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    /32

    $459,900 Open Sat 10AM - 1PM

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    237 Trellis Ln, Middletown, DE 19709

    Welcome to this beautifully maintained single-family home nestled in the vibrant 55+ community of Spring Arbor. Featuring thoughtful updates throughout, this bright and inviting home offers comfort, convenience, and style all in one perfect package. Approach from the welcoming front porch and enter into a sun-drenched foyer with a large window that fills the space with natural light. The spacious

    Sherri Hill Redfin Corporation

    237 Trellis Ln, Middletown, DE 19709
  • 206 Northern Oak St Unit 36495347, Middletown, DE 19709
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
    /22

    $499,900 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.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36495347, Middletown, DE 19709
  • 636 Poets Way, Middletown, DE 19709
    636 Poets Way, Middletown, DE 19709
    636 Poets Way, Middletown, DE 19709
    /46

    $469,900

    • 3 Beds
    • 2 Baths
    • 2,225 Sq Ft

    636 Poets Way, Middletown, DE 19709

    Welcome to this Coleridge model, located in the highly desirable Springmill community in Middletown, Delaware. Upon entry, you'll be greeted by elegant hardwood flooring that flows seamlessly through the Great Room, breakfast area, expansive kitchen, and formal Dining Room. The Great Room features a cozy fireplace and an open-concept layout perfect for modern living. This home offers a

    Vicky Miller Patterson-Schwartz-Middletown

    636 Poets Way, Middletown, DE 19709
  • 1415 Whispering Woods Rd, Middletown, DE 19709
    1415 Whispering Woods Rd, Middletown, DE 19709
    1415 Whispering Woods Rd, Middletown, DE 19709
    /27

    $450,000

    • 2 Beds
    • 2 Baths
    • 1,875 Sq Ft

    1415 Whispering Woods Rd, Middletown, DE 19709

    Beautiful 2 bedroom 2 bath carriage home in Whispering Woods a 55+ community in Middletown. This Rodney model with open floor plan and one floor living is ready for you to move right in. Lots of upgrades including kitchen, flooring, fireplace, tankless water heater and screened in porch. Large master bedroom with tray ceilings, master bath, walk-in closet and sitting/office area. Nice sized

    Shannon Barisa Concord Realty Group

    1415 Whispering Woods Rd, Middletown, DE 19709
  • 8 Spring Arbor Dr, Middletown, DE 19709
    8 Spring Arbor Dr, Middletown, DE 19709
    8 Spring Arbor Dr, Middletown, DE 19709
    /36

    $493,700

    • 2 Beds
    • 2 Baths
    • 2,200 Sq Ft

    8 Spring Arbor Dr, Middletown, DE 19709

    Welcome to 8 Spring Arbor Dr., a beautifully maintained 2-bedroom, 2-bath ranch home with a flex room that could be used as a 3rd bedroom in the sought-after 55+ community of Spring Arbor. With 2,196 sq. ft. of stylish, one-level living, this move-in ready home offers thoughtful upgrades throughout.As you approach the home, you're greeted by an elegant glass front entry door that sets the

    Khalilah Ling Crown Homes Real Estate

    8 Spring Arbor Dr, Middletown, DE 19709
  • 525 Contemplation Way, Middletown, DE 19709
    525 Contemplation Way, Middletown, DE 19709
    525 Contemplation Way, Middletown, DE 19709
    /27

    $475,900

    • 3 Beds
    • 2 Baths
    • 1,675 Sq Ft

    525 Contemplation Way, Middletown, DE 19709

    Welcome to 525 Contemplation Way, nestled in the highly sought-after 55+ community of Whispering Woods in Middletown, Delaware! This beautiful 3 bedroom, 2 full bathroom maintained home offers low-maintenance living with all the benefits of an active, resort-style lifestyle. Whether you're looking to downsize or embrace a vibrant new chapter, this home and community check every box. Located just

    Eric Buck Long & Foster Real Estate, Inc.

    525 Contemplation Way, Middletown, DE 19709
  • 2510 Chopin Dr, Middletown, DE 19709
    2510 Chopin Dr, Middletown, DE 19709
    2510 Chopin Dr, Middletown, DE 19709
    /31

    $449,900

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

    2510 Chopin Dr, Middletown, DE 19709

    Showcase 3-bedroom, 2.1-bathroom town home in Bayberry South, one of the most sought after Active Adult Communities in New Castle County. This stunning home boasts a first-floor primary bedroom with a en suite bath and walk-in with a Elfa organizer. The open floor plan is loaded with custom features, including a gourmet kitchen with quartz counters, stainless steel appliances, wall oven, custom

    George Manolakos Patterson-Schwartz-Brandywine

    2510 Chopin Dr, Middletown, DE 19709
  • 343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    /52

    $465,000

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

    343 Daylilly Way, Middletown, DE 19709

    Welcome to 343 Daylilly Way, a beautifully maintained home in the sought-after 55+ community of Springmill in Middletown, DE. This 2-bedroom, 3-bath home features a smart layout with two bedrooms and a flex room on the main floor, plus a private loft with a third full bath—ideal for guests or hobbies. Hardwood floors flow throughout the main living areas, accented by crown molding and natural

    Lalisa Sweat Crown Homes Real Estate

    343 Daylilly Way, Middletown, DE 19709
  • 577 Whispering Trail, Middletown, DE 19709
    577 Whispering Trail, Middletown, DE 19709
    577 Whispering Trail, Middletown, DE 19709
    /54

    $479,900

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

    577 Whispering Trail, Middletown, DE 19709

    Welcome home to this impeccably maintained Coleridge model, ideally situated within the sought-after Active Adult Community of Springmill in Middletown, Delaware. This residence has been meticulously cared for and offers recent upgrades, including a new roof, HVAC system, and electric water heater, ensuring peace of mind for years to come. Upon entering, you’ll be greeted by gleaming hardwood

    Vicky Miller Patterson-Schwartz-Middletown

    577 Whispering Trail, Middletown, DE 19709
  • 5924 Ravel Ln, Middletown, DE 19709
    5924 Ravel Ln, Middletown, DE 19709
    5924 Ravel Ln, Middletown, DE 19709
    /35

    $450,000

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

    5924 Ravel Ln, Middletown, DE 19709

    Welcome to your new home in Bayberry! This 55+ retirement community offers lots of activities and amenities to its residents, including clubhouse, gym, and pool! The home was built in 2021 and has been well kept by its owner so you can essentially buy new construction without the wait! As you enter, you'll be greeted by an open living space with room for a seating area and dining table. The

    Megan Toll KW Empower

    5924 Ravel Ln, Middletown, DE 19709
  • 574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    /61

    $465,000

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

    574 Whispering Trail, Middletown, DE 19709

    55 Community living at it's finest. 2-Bed + Loft in Active 55+ Community . Excellent Condition & Full of Charm!Welcome to this beautifully cared-for 2-bedroom, 2-bath home in a vibrant and friendly 55+ neighborhood! This home is in excellent condition and it shows, from the sparkling clean interiors to the thoughtful updates throughout. You’ll immediately notice the pride of ownership, with

    Kim Simpson Thyme Real Estate Co LLC

    574 Whispering Trail, 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

    $464,900

    • 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
  • 1474 Flintshire Dr, Middletown, DE 19709
    1474 Flintshire Dr, Middletown, DE 19709
    /2

    $445,000

    • 3 Beds
    • 3.5 Baths
    • 3,342 Sq Ft

    1474 Flintshire Dr, Middletown, DE 19709

    ***RARE OPPORTUNITY – ASSUMABLE 3.625% MORTGAGE! ***Step into a home that’s better than new—perfectly poised and ready for you to make it your own. This stunning end-unit, corner lot property boasts a combination of luxury, style, and convenience that’s simply unmatched. No expense was spared in outfitting this home, with high-end finishes that elevate every room. Recessed lighting throughout

    Justin Campbell RE/MAX Associates - Newark

    1474 Flintshire Dr, Middletown, DE 19709
  • 414 Highland St Unit 138, Middletown, DE 19709
    414 Highland St Unit 138, Middletown, DE 19709
    414 Highland St Unit 138, Middletown, DE 19709
    /21

    $449,500 New Construction

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

    414 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

    414 Highland St Unit 138, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041416, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041416, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041416, Middletown, DE 19709
    /13

    $440,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,968 Sq Ft

    Beacon II Plan at Venue at Winchelsea 55+ - Winchelsea Carriages, Middletown, DE 19709

    This two-story home showcases a luxurious and comfortable design, hosting an open-concept floorplan for easy entertaining and two bedrooms on the first level. The expansive owner’s suite is nestled into a back corner for optimal privacy, featuring an en-suite bathroom and walk-in closet. Upstairs, a versatile loft area provides shared living on the second floor, next to a spacious storage room.

    Builder Photo

    Lennar

    Builder

    2405 Greyfriar Loop Unit 36041416, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
    /19

    $441,190 New Construction

    • 2 Beds
    • 2 Baths
    • 1,965 Sq Ft

    Astor II Plan at Venue at Winchelsea 55+ - Winchelsea Carriages, Middletown, DE 19709

    This two-story home is designed to offer optimal comfort and luxury. A secondary bedroom and full-sized bathroom can be found off the foyer, leading to an open-concept floorplan combining the kitchen with the dining and living areas. A luxurious owner’s suite at the back of the home features an en-suite bathroom and generous walk-in closet. Upstairs is a multifunctional loft, perfect for

    Builder Photo

    Lennar

    Builder

    2405 Greyfriar Loop Unit 36041415, Middletown, DE 19709
  • 605 Gordon House Way, Middletown, DE 19709
    605 Gordon House Way, Middletown, DE 19709
    605 Gordon House Way, Middletown, DE 19709
    /21

    $489,000

    • 3 Beds
    • 2.5 Baths
    • 3,294 Sq Ft

    605 Gordon House Way, Middletown, DE 19709

    AVAILABLE NOW- READY TO MOVE-IN. This beautiful carriage style home is only made available due to a job transfer. This home is brand new, never lived in and still under the builder's warranty. Move in with a piece of mind knowing that you are the first to live here. Upon entry you are greeted by a beautiful foyer and high ceilings, a large kitchen with a beautiful island, granite countertops,

    Shakima Thimba Patterson-Schwartz-Middletown

    605 Gordon House Way, Middletown, DE 19709
  • 467 Hyetts Corner Rd, Middletown, DE 19709
    467 Hyetts Corner Rd, Middletown, DE 19709
    467 Hyetts Corner Rd, Middletown, DE 19709
    /42

    $424,900

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

    467 Hyetts Corner Rd, Middletown, DE 19709

    Vintage charm with modern amenities. This home built in the 1800s is on just about 1 acre. It has 2 bedrooms and 2 full baths and 1 powder room. There is also an extra room in the back that could be a third bedroom . The exposed beams and brickwork are amazing. The kitchen has been updated with a quartz countertop, tile backsplash and a new stainless appliance package. You have to see this in

    Steven King Empower Real Estate, LLC

    467 Hyetts Corner Rd, Middletown, DE 19709
  • 417 Morning Glory Ln, Middletown, DE 19709
    417 Morning Glory Ln, Middletown, DE 19709
    417 Morning Glory Ln, Middletown, DE 19709
    /22

    $430,000

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

    417 Morning Glory Ln, Middletown, DE 19709

    Welcome to your ideal low-maintenance lifestyle in this beautifully maintained 2-bedroom, 2-bath home featuring a spacious loft and inviting outdoor space. Nestled in a vibrant 55+ community of Springmill, this residence offers the perfect blend of comfort, convenience, and style. The beautiful landscaping welcomes you inside where you'll find an open-concept layout with a large kitchen with

    Ann Marie Deysher Patterson-Schwartz-Hockessin

    417 Morning Glory Ln, Middletown, DE 19709
  • 1814 S Pollock Way, Middletown, DE 19709
    1814 S Pollock Way, Middletown, DE 19709
    1814 S Pollock Way, Middletown, DE 19709
    /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
  • 2 N Cummings Dr, Middletown, DE 19709
    2 N Cummings Dr, Middletown, DE 19709
    2 N Cummings Dr, Middletown, DE 19709
    /44

    $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
  • 5910 Ravel Ln, Middletown, DE 19709
    5910 Ravel Ln, Middletown, DE 19709
    5910 Ravel Ln, Middletown, DE 19709
    /59

    $438,000

    • 2 Beds
    • 2.5 Baths
    • 2,025 Sq Ft

    5910 Ravel Ln, Middletown, DE 19709

    55+ Community. Enter a bright, open floor plan with gleaming hardwood floors. Entertain friends and family in your gourmet kitchen complete with stainless steel appliances, granite countertops, flat top range, double oven and oversized island. First floor laundry and master bedroom, with a full bathroom, offers much convenience. The main floor also has a powder room, storage closet and garage

    Margaret Poisson Century 21 Gold Key-Dover

    5910 Ravel Ln, Middletown, DE 19709
  • 301 White Pine Dr, Middletown, DE 19709
    301 White Pine Dr, Middletown, DE 19709
    /2

    $475,000

    • 3 Beds
    • 3.5 Baths
    • 2,175 Sq Ft

    301 White Pine Dr, Middletown, DE 19709

    This is a unique one! 1+ Acre lot - not one but 2 oversized attached/rear access garages AND a detached garage too! New roof in 2024! This home has a unique floor plan - some smart re-configuring allows flexibility in the use of space. This home is eligible for a VA Assumption for a VA Buyer who wants to take advantage of a low interest rate. More pics to follow. Showings will take place at the

    Lisa Marie RE/MAX Edge

    301 White Pine Dr, Middletown, DE 19709
  • 3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    /22

    $499,000 New Construction

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

    3112 Pett Level Dr, 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’re greeted by a dedicated study, perfect for a home office, as well as a first floor laundry room. The well-equipped kitchen features modern stainless steel appliances, sleek quartz countertops, and plenty of cabinetry, making it perfect for storing all of

    Builder Photo

    Lennar

    Builder

    3112 Pett Level Dr, Middletown, DE 19709
  • 120 Emily Way, Middletown, DE 19709
    120 Emily Way, Middletown, DE 19709
    120 Emily Way, Middletown, DE 19709
    /22

    $461,115 New Construction

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

    120 Emily Way, 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.Come enjoy the live like the model experience and maintenance free lifestyle. The Serenade is the perfect combination of luxury and comfort. This beautiful home will be ready

    Builder Photo

    Ryan Homes

    Builder

    120 Emily Way, Middletown, DE 19709
  • 3130 Pett Level Dr, Middletown, DE 19709
    3130 Pett Level Dr, Middletown, DE 19709
    3130 Pett Level Dr, Middletown, DE 19709
    /22

    $495,509 New Construction

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

    3130 Pett Level Dr, 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.

    Builder Photo

    Lennar

    Builder

    3130 Pett Level Dr, Middletown, DE 19709
  • 3128 Pett Level Dr, Middletown, DE 19709
    3128 Pett Level Dr, Middletown, DE 19709
    3128 Pett Level Dr, Middletown, DE 19709
    /26

    $400,800 New Construction

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

    3128 Pett Level Dr, Middletown, DE 19709

    Welcome to Venue at Winchelsea by Lennar — Middletown’s premier active adult (55+) community offering low-maintenance living, spacious designs, and exceptional value. This 2,669 sq. ft. two-story townhome is part of Lennar’s Pathway to Ownership Program -application and income qualification are required for purchase.3128 Pett Level Drive is a Fall move-in home thoughtfully designed for

    David Vasso Atlantic Five Realty

    3128 Pett Level Dr, Middletown, DE 19709
  • 303 E Cochran St Unit 36143320, Middletown, DE 19709
    303 E Cochran St Unit 36143320, Middletown, DE 19709
    303 E Cochran St Unit 36143320, Middletown, DE 19709
    /22

    $449,990 New Construction

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

    Serenade Plan at Crossings at Silver Lake, 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.

    Builder Photo

    Ryan Homes

    Builder

    303 E Cochran St Unit 36143320, Middletown, DE 19709
  • 2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
    2405 Greyfriar Loop Unit 36041426, Middletown, DE 19709
    /21

    $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.

    Builder Photo

    Lennar

    Builder

    2405 Greyfriar Loop Unit 36041426, 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

    $400,800 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

    Builder Photo

    Lennar

    Builder

    2405 Greyfriar Loop Unit 36041420, 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

    $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.

    Builder Photo

    Lennar

    Builder

    2405 Greyfriar Loop Unit 36041419, 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

    $411,000 New Construction

    • 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
  • 2668 Fairlight Dr, Middletown, DE 19709
    2668 Fairlight Dr, Middletown, DE 19709
    2668 Fairlight Dr, Middletown, DE 19709
    /22

    $400,800 New Construction

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

    2668 Fairlight Dr, Middletown, DE 19709

    Welcome to Venue at Winchelsea by Lennar — Middletown’s premier ???????????? ?????????? (????+) ?????????????????? offering low-maintenance living, spacious designs, and exceptional value. This 2,669 sq. ft. two-story townhome is part of ????????????’?? ?????????????? ???? ?????????????????? ?????????????? -?????????????????????? ?????? ???????????? ?????????????????????????? ??????

    Builder Photo

    Lennar

    Builder

    2668 Fairlight Dr, 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 149 days on the market compared to the national average of 52 days. The median sale price for homes in Middletown, DE over the last 12 months is $510,000, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$510,000
Median Single Family Sale Price
$588,000
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$212
Number of Homes for Sale
243
Last 12 months Home Sales
667
Months of Supply
4.40
Median List Price
$548,500
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-3%
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 41 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.

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