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Middletown Homes for Sale with Garage

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  • /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
  • /98

    $799,000

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

    253 Wickerberry Dr, Middletown, DE 19709

    Welcome to 253 Wickerberry Drive in the sought after community of PARKSIDE. This home from the moment you pull up has such wonderful curb appeal...The Stone Front, the front porch and the lovely landscaping. Come inside to this beautiful traditional home that has so much to offer, 5 bedrooms, 5 bathrooms large office, great kitchen with a large morning room, a finished basement and one of the

    Ann Marie Germano Patterson-Schwartz-Middletown

    253 Wickerberry Dr, Middletown, DE 19709
  • /66

    $650,000

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

    94 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to the home you’ve been waiting for! This beautifully maintained 4-bedroom, 2.5-bath home is ideally situated on a premium lot—backing to mature trees and nestled beside open space with a tranquil pond. Located in a desirable, established neighborhood, within the sought-after Appoquinimink School District, this home stands out the moment you arrive.The turned garage provides extra

    Rick Anibal RE/MAX 1st Choice - Middletown

    94 Willow Grove Mill Dr, Middletown, DE 19709
  • /62

    $689,000

    • 4 Beds
    • 3.5 Baths
    • 3,900 Sq Ft

    56 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to this inviting and beautifully maintained 4 bedroom, 3.5 bath home in the heart of the Town of Middletown, located in the award winning Appoquinimink School District. Lovingly cared for by its original owners, this home features an open floor plan with hardwood flooring throughout the first floor, a bright kitchen with a large island & pantry and an attached side-facing two-car garage.

    Christen McDade Thyme Real Estate Co LLC

    56 Willow Grove Mill Dr, Middletown, DE 19709
  • /28

    $675,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 4,797 Sq Ft

    152 Tywyn Dr, Middletown, DE 19709

    JUST MOVE IN!! That is what this house offers you. It's all done for you. This beautiful home boasts 5 bedrooms, 3.5 baths with 3 levels of spacious living space for you and your family The first floor has a beautiful front entry, formal living room, dining room, spacious kitchen with upgraded cabinets, granite countertops, and large island with eating area, huge family room,

    Barbara Allsopp Patterson-Schwartz-Middletown

    152 Tywyn Dr, Middletown, DE 19709
  • /69

    $675,000

    • 4 Beds
    • 3.5 Baths
    • 4,240 Sq Ft

    226 Bucktail Dr, Middletown, DE 19709

    Welcome to 226 Bucktail Drive—a grand estate home within Middletown town limits, offering over 4,200 finished square feet above ground and a stately full brick front facade. This 4-bedroom, 3.5-bathroom residence is designed for both elegance and everyday living. The spacious, open-concept kitchen features abundant cabinetry and quartz countertops flow seamlessly into the sunlit breakfast room

    Megan Aitken Keller Williams Realty

    226 Bucktail Dr, Middletown, DE 19709
  • /36

    $619,900

    • 4 Beds
    • 2.5 Baths
    • 3,000 Sq Ft

    124 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to this charming Colonial-style home located in the desirable Longmeadow in the Town of Middletown. The beautiful washed brick facade and covered front door welcomes you in. This spacious property boasts 4 bedrooms, 2.5 bathrooms, and is spread across 2 levels/stories, offering ample space for comfortable living. As you enter, you are greeted by a two story foyer with the formal living

    Ann Marie Deysher Patterson-Schwartz-Hockessin

    124 Willow Grove Mill Dr, Middletown, DE 19709
  • /77

    $550,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3.5 Baths
    • 3,523 Sq Ft

    407 Northhampton Way, Middletown, DE 19709

    Located in the sought-after Willow Grove Mill neighborhood, this beautiful 2825 Square foot, 4-bedroom, 3.5-bathroom residence thoughtfully designed to optimize living space. This home boasts an open floor plan that seamlessly connects various areas. The kitchen is equipped with its 42" cabinetry, gas cooking, recessed lighting, Corian countertops and a convenient breakfast bar. new garbage

    Michelle Brown EXP Realty, LLC

    407 Northhampton Way, Middletown, DE 19709
  • /56

    $950,000

    • 5 Beds
    • 4.5 Baths
    • 5,800 Sq Ft

    102 W Crail Ct, Middletown, DE 19709

    Discover refined elegance in this stunning 5-bedroom, 3.5-bath mansion located in one of Middletown’s most sought-after neighborhoods. This expansive home features breathtaking marble flooring, soaring ceilings, and designer finishes throughout.The grand entry opens to beautifully appointed living and dining spaces, leading to a gourmet kitchen with high-end appliances, custom cabinetry,

    Grace Casella Crown Homes Real Estate

    102 W Crail Ct, Middletown, DE 19709
  • /54

    $485,000

    • 2 Beds
    • 3 Baths
    • 2,350 Sq Ft

    66 Springmill Dr, Middletown, DE 19709

    Welcome to this beautifully maintained Dunbar model, located in the highly desirable active adult community of Springmill in Middletown, Delaware. This spacious home features 2 bedrooms, 3 full baths, a newer HVAC and a versatile loft, offering both comfort and functionality and all situated on a premium wooded lot. Enjoy low-maintenance living with lawn care, garden upkeep, and snow removal all

    Vicky Miller Patterson-Schwartz-Middletown

    66 Springmill Dr, Middletown, DE 19709
  • /26

    $435,000

    • 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
  • /35

    $400,000 Open Sat 12PM - 3PM

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    476 W Harvest Ln, Middletown, DE 19709

    NEW PRICE!! Affordable for 1st time buyers!! Bring Your Offers!! Looking to live in Delaware well sought after location - the Town of Middletown, a becoming self-sustaining city in Delaware, then check out this Beautiful 3 bed, 2.5 bath well-priced, Nicely situated in the town of Middletown!! Recently renovated couple years back, granite counter top, 42 " cabinets, a large deck for relaxation

    Gabriel Quansah EXP Realty, LLC

    476 W Harvest Ln, Middletown, DE 19709
  • /47

    $415,000

    • 3 Beds
    • 4 Baths
    • 2,640 Sq Ft

    33 S Cummings Dr, Middletown, DE 19709

    Welcome to Middletown Crossing – Where Comfort Meets Convenience!Located in the highly desirable Appoquinimink School District, this bright and cheerful semi-detached townhouse in Middletown Crossing offers exceptional space, thoughtful updates, and flexible living options. With 3 bedrooms, 2 full baths, and 2 half baths, this home is perfect for modern families or anyone seeking room to

    Kimberly Morehart Compass

    33 S Cummings Dr, Middletown, DE 19709
  • /78

    $699,000

    • 4 Beds
    • 3.5 Baths
    • 3,950 Sq Ft

    629 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 629 Spring Hollow Dr, where every inch is dripping with beauty and elegance. In one of Middletown's most sought after communities of Parkside, 629 Spring Hollow Dr is situated on a corner lot with beautiful views, endearing front porch, board and batten siding, stone skirting, and gorgeous landscaping - the curb appeal leaves nothing to be desired. Professionally designed from top to

    Megan Aitken Keller Williams Realty

    629 Spring Hollow Dr, Middletown, DE 19709
  • /52

    $465,000 Open Thu 11:30AM - 1:30PM

    • 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
  • /47

    $675,000

    • 4 Beds
    • 3 Baths
    • 3,025 Sq Ft

    734 Wood Duck Ct, Middletown, DE 19709

    Welcome to 734 Wood Duck Ct – A Stunning Blend of Comfort and Style in Middletown!Nestled on a quiet cul-de-sac in one of Middletown’s most desirable neighborhoods, this beautifully maintained 4-bedroom, 3-full-bath home is the perfect combination of space, function, and modern updates. Step inside to find an inviting layout featuring a dedicated home office, ideal for remote work or study.The

    Cristina TLASECA Madison Real Estate Inc. DBA MRE Residential Inc.

    734 Wood Duck Ct, Middletown, DE 19709
  • /20

    $442,900 Open Sun 2PM - 4PM

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

    1 Brady Cir, Middletown, DE 19709

    Imagine living in this beautifully updated 4-bedroom, 2.5-bathroom detached home, perfectly positioned on a large premium corner lot that offers views of open land and a vibrant community playground.Inside, the open-concept design immediately welcomes you. The eat-in kitchen, complete with stylish granite countertops and a practical center island, flows effortlessly into the family

    Faith Streett BHHS Fox & Roach-Concord

    1 Brady Cir, Middletown, DE 19709
  • /53

    $484,900

    • 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
  • /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
  • /80

    $649,900

    • 5 Beds
    • 3.5 Baths
    • 4,075 Sq Ft

    213 Casper Way, Middletown, DE 19709

    Welcome to 213 Casper Way, where your dream home is waiting with open arms. Located on the 4th hole of the golf course at Frog Hollow Golf Club, 213 Casper Way is abundant with upgrades inside and out, a truly move-in ready home with over 4,000 sqft for your family to enjoy. Upon arrival, this stunning corner lot with well maintained lawn and landscaping greets you, and the traditional front

    Megan Aitken Keller Williams Realty

    213 Casper Way, Middletown, DE 19709
  • /61

    $475,000 Open Thu 6PM - 8PM

    • 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
  • /41

    $799,900

    • 4 Beds
    • 3.5 Baths
    • 3,400 Sq Ft

    340 Ellenwood Dr, Middletown, DE 19709

    Welcome to 340 Ellenwood Drive, located in one of Middletown’s most desirable communities within the Appoquinimink School District. This prime location offers close proximity to parks, shopping, dining, and commuter routes, all while providing a strong sense of community and everyday convenience. This home features a covered front porch, perfect for enjoying the peaceful neighborhood setting.

    Eric Buck Long & Foster Real Estate, Inc.

    340 Ellenwood Dr, Middletown, DE 19709
  • /46

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,875 Sq Ft

    522 Lilac Dr, Middletown, DE 19709

    Welcome to 522 Lilac Drive, Middletown, DE — where comfort meets convenience in this beautifully maintained single-family home! Located in the desirable Longmeadow neighborhood, this spacious 4-bedroom, 2.5-bathroom detached home offers nearly 3000 square feet of thoughtfully designed living space, perfect for both everyday living and entertaining. Step inside to find a bright and airy

    David Vetri Red Brick Realty, LLC

    522 Lilac Dr, Middletown, DE 19709
  • /20

    $420,000

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

    439 Goodwick Dr, Middletown, DE 19709

    **Back on the Market! This beautiful home in now available again due to no fault of the seller. Don't miss your change to own this wonderful home!** Welcome to this charming 3-bedroom, 3.5-bath townhouse with a one-car garage in the desirable Deep Creek community! The main level boasts a spacious living room that flows into the dining area, complete with a slider leading to the

    Christina Quinn Empower Real Estate, LLC

    439 Goodwick Dr, Middletown, DE 19709
  • /68

    $750,000

    • 6 Beds
    • 5 Baths
    • 4,500 Sq Ft

    1032 Applecross Dr, Middletown, DE 19709

    Welcome to 1032 Applecross Drive in the Preserve at Deep Creek. This expansive & well-appointed home is the largest in its community and offers all the high-end features and amenities you could possibly want, and a blank canvas to make your very own! Spanning over 4,500 square feet amongst three levels of living spaces, the highlights include a bright & open floorplan with 9-foot ceilings, a

    Michael McKee Long & Foster Real Estate, Inc.

    1032 Applecross Dr, Middletown, DE 19709
  • /28

    $499,900

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

    277 Anglesey Dr, Middletown, DE 19709

    Welcome to the highly sought-after 55+ Preserve at Deep Creek Community. This stunning home, just three years old, offers the benefits of like-new construction without the wait or disruption. The exterior is truly impressive, featuring a stone water table front, an inground irrigation system, and an extra-wide garage door leading to a spacious two-car garage. As you step inside the front door,

    Vicky Miller Patterson-Schwartz-Middletown

    277 Anglesey Dr, Middletown, DE 19709
  • /79

    $699,900

    • 5 Beds
    • 3.5 Baths
    • 3,125 Sq Ft

    119 Tuscany Dr, Middletown, DE 19709

    PARKSIDE - Welcome to 119 Tuscany Drive, an elegant and inviting residence located in the heart of Middletown and within the APPOQUINIMINK SCHOOL DISTRICT. This exquisite 5-bedroom, 3.5-bathroom home offers a harmonious blend of sophistication and comfort. Newly built in 2015 by Lifestyle Builders, this home has been lovingly maintained by its original owners. Enter the foyer to find gleaming

    Andrea Harrington Compass

    119 Tuscany Dr, Middletown, DE 19709
  • /46

    $540,000

    • 4 Beds
    • 3.5 Baths
    • 2,825 Sq Ft

    373 Northhampton Way, Middletown, DE 19709

    Say hello to this lovely home located in the tree-lined, quiet community of Willow Grove Mills, easily accessible to prestigious schools, shopping, dining, healthcare, and routes leading to the beach. The home features an open-concept living and dining room with lots of natural light and a fireplace for those cozy nights. The kitchen features an eat-in option with tall cabinets and granite

    Christian Webb Sky Realty

    373 Northhampton Way, Middletown, DE 19709
  • /57

    $695,000 Coming Soon

    • 5 Beds
    • 4 Baths
    • 3,450 Sq Ft

    3 W Kilts Ln, Middletown, DE 19709

    Welcome to 3 West Kilts Lane, at The Estates at St Annes, where elegance meets modern convenience. Step inside to discover exquisite craftsmanship. The heart of this home is its gourmet kitchen, featuring granite countertops, a spacious pantry, stainless steel appliances, a double sink, recessed lighting, and beautiful hardwood floors. Adjacent, the morning room beckons with a vaulted ceiling, a

    Catherine Ortner Compass

    3 W Kilts Ln, Middletown, DE 19709
  • /4

    $300,000 Coming Soon

    • 3 Beds
    • 2 Baths
    • 1,325 Sq Ft

    107 E Green St, Middletown, DE 19709

    Don’t miss this incredible opportunity to own a spacious and versatile home tucked away on a quiet street in the heart of Middletown. This 3-bedroom, 2-bathroom home offers flexible living spaces and thoughtful features throughout. Upon entry, you’re welcomed into a large family room, with two bedrooms and a full bath conveniently located just off to the side. As you move through the home,

    Sandra Unkrur The Moving Experience Delaware Inc

    107 E Green St, Middletown, DE 19709
  • /3

    $409,900 Coming Soon

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

    107 Gazebo Ln, Middletown, DE 19709

    Gary Bright Tesla Realty Group, LLC

    107 Gazebo Ln, Middletown, DE 19709
  • /26

    $439,900

    • 4 Beds
    • 2.5 Baths
    • 2,425 Sq Ft

    40 Browning Cir, Middletown, DE 19709

    Welcome to MIDDLETOWN CROSSING! The property is ready for its chance to shine again. The large footprint offering a bright and sunny breakfast nook off kitchen and the family room. Home also has both a separate formal dining and living rooms. The roomy lower level with over 1000 sq ft for any extra space needed! Home is close to plenty of shopping and dining choices.

    Dana Byrd First Coast Realty LLC

    40 Browning Cir, Middletown, DE 19709

Home Trends in Middletown, DE

Housing Trends

Median Sale Price
$420,000
Median Single Family Sale Price
$439,450
Median Townhouse Sale Price
$440,000
Median 2 Bedroom Sale Price
$267,500
Average Price Per Sq Ft
$193
Number of Homes for Sale
56
Last 12 months Home Sales
229
Months of Supply
2.90
Median List Price
$438,000
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
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