182

Homes for Sale near Middletown High School

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  • /8

    $619,900 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,737 Sq Ft

    1609 Schwinn St, Middletown, DE 19709

    Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour availability. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    1609 Schwinn St, Middletown, DE 19709
  • /33

    $449,500 Open Wed 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
  • /4

    $599,000 New Construction

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

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

    Chelsea Spacious Comfort with StyleThe Chelsea offers 2,296 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. Ideal

    Benchmark Builders Builder
    204 Baldy Ln Unit 36449896, Middletown, DE 19709
  • /12

    $596,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,307 Sq Ft

    Fayetteville Plan at Pleasanton, Middletown, DE 19709

    Private home office off foyer, to work from home in comfort . Striking modern kitchen with Looks interior options available . Spacious great room with plenty of windows for natural light . Luxurious primary suite with walk-in closet . Relaxing primary bath with dual sinks . Versatile loft on second floor, great for a gameroom, play room, home theater, and more .

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36452296, Middletown, DE 19709
  • /15

    $618,422 New Construction

    • 2 Beds
    • 3 Baths
    • 3,422 Sq Ft

    2918 Cordwainers Ln, Middletown, DE 19709

    *SUMMER SAVINGS HAPPENING NOW!* Welcome to Middletown’s newest active adult community, The Venue at Winchelsea. Winchelsea is the perfect community for your forever home, boasting an 5400 square foot clubhouse, pickleball courts, tennis courts, bocce, a swimming pool, fitness center, and so much more! Included lawn care, snow removal, trash and recycling, gives you the ability to spend your free

    Lennar Builder
    2918 Cordwainers Ln, Middletown, DE 19709
  • /53

    $559,000

    • 4 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    226 Horseshoe Dr, Middletown, DE 19709

    Welcome to 226 Horseshoe Drive, a picture perfect home with timeless appeal in the heart of Middletown, DE offering space, style, and comfort on a desirable .48-acre corner lot. Thoughtfully updated and beautifully preserved, this 4-bedroom, 2.5-bath residence blends modern upgrades with classic charm in a highly sought-after neighborhood. Step inside to find a gracious formal living and dining

    Dawn Wilson Real Broker, LLC

    226 Horseshoe Dr, Middletown, DE 19709
  • /40

    $535,000

    • 3 Beds
    • 2.5 Baths
    • 1,925 Sq Ft

    124 Lakeside Dr, Middletown, DE 19709

    Welcome Home to This Stunning 2-Story Colonial in Middletown, DE!This beautiful home shows like a model and is filled with modern upgrades and thoughtful details throughout. Step inside to find 9’ ceilings, a formal living room, dining room, and a versatile den — perfect for a home office or playroom. The spacious eat-in kitchen features upgraded cabinetry and plenty of room for

    Amy Hurley Foraker Realty Co.

    124 Lakeside Dr, Middletown, DE 19709
  • /57

    $525,000

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

    318 Northhampton Way, Middletown, DE 19709

    Welcome to 318 Northhampton Way, this meticulously maintained 4-bedroom, 2.5-bath home offering 2,825 square feet of comfortable living space in one of Middletown’s most sought-after neighborhoods. From the moment you arrive, pride of ownership is evident throughout every detail. The stunning curb appeal draws you in with beautiful exterior, landscaping, and forward facing two-car garage. Step

    Megan Aitken Keller Williams Realty

    318 Northhampton Way, Middletown, DE 19709
  • /49

    $369,900

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

    164 Springfield Cir, Middletown, DE 19709

    Welcome to 164 Springfield Circle - the stunning home you've been waiting for at a price you have only dreamed of! Located in the desired community of Willow Grove Mill, this home is just minutes from the many conveniences in the heart of Middletown, including shopping, restaurants, schools, and travel routes. This stunning townhome has been freshly remodeled for a new owner making it truly turn

    Megan Aitken Keller Williams Realty

    164 Springfield Cir, Middletown, DE 19709
  • /67

    $589,900

    • 4 Beds
    • 2.5 Baths
    • 2,975 Sq Ft

    1169 S Olmsted Pkwy, Middletown, DE 19709

    Welcome to this beautiful 4-bedroom, 2.5-bath Craftsman home perfectly situated in the renowned Bayberry community, known for its picturesque walking paths, playgrounds, and family-friendly atmosphere within the highly rated Appoquinimink School District. Enjoy the serenity of lake views right from your charming front porch, just minutes from historic Odessa and convenient shopping. Step inside

    Dustin Oldfather Compass

    1169 S Olmsted Pkwy, Middletown, DE 19709
  • /73

    $815,000 Open Sat 12PM - 2PM

    • 4 Beds
    • 3.5 Baths
    • 5,857 Sq Ft

    7 Landview Ct, Middletown, DE 19709

    Where Timeless Elegance Meets Modern Living, Just in Time for the Holidays!! Imagine hosting the holidays this year in a home that truly feels like the one. Over 4,000 square feet of beautifully refreshed living space, perfectly designed for gatherings both grand and intimate. From the moment you walk through the door, you’ll feel it; the warmth, the sophistication, the “this is it” moment. Step

    Kristina Rice Real Broker LLC

    7 Landview Ct, Middletown, DE 19709
  • /41

    $299,900

    • 3 Beds
    • 2 Baths
    • 1,475 Sq Ft

    1850 UNIT Congressional Village Dr Unit 5104, Middletown, DE 19709

    Welcome to this beautifully maintained, ground floor condo offering the perfect blend of comfort, convenience, and style in the heart of Middletown. Located within the sought after Congressional Village community and the award winning Appoquinimink School District, this home provides effortless, maintenance free living just minutes from shopping, dining, golf, and major commuter routes.Step

    Scott Deputy EXP Realty, LLC

    1850 UNIT Congressional Village Dr Unit 5104, Middletown, DE 19709
  • /19

    $115,000

    • 5 Beds
    • 2 Baths
    • 2,240 Sq Ft

    918 Holly Ct, Middletown, DE 19709

    Bring the whole family to see this massive home! 2011 Redman DW home with 5 bedrooms, 2 full bathrooms large living room & separate large family room. Oversized primary bedroom includes walk in closet, modern bathroom with large tub & separate shower. Open kitchen has pantry and laundry room. Earth tones all throughout the home. -Brand new carpet- All appliances included washer & dryer included.

    Christopher Carr HomeZu

    918 Holly Ct, Middletown, DE 19709
  • /44

    $579,000

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

    4116 Laughton Ln, Middletown, DE 19709

    Welcome to the Village of Bayberry South — a premier 55+ community where resort-style amenities and low-maintenance living come together for a truly elevated lifestyle.This impeccably maintained home is move-in ready and sits on one of the largest lots in the neighborhood, quietly nestled on a serene street. Designed for effortless, single-level living, the open-concept layout blends

    Ali Wilson BHHS Fox & Roach - Hockessin

    4116 Laughton Ln, Middletown, DE 19709
  • /10

    $355,000

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

    367 Wilmore Dr, Middletown, DE 19709

    Welcome to this desirable end-unit townhouse in the sought-after community of Willow Grove Mill!This charming home offers 3 bedrooms, 2.5 baths, and a 1-car garage on a spacious 0.21-acre lot. Step inside to find a bright and spacious family room featuring beautiful laminate wood flooring. The eat-in kitchen is equipped with 42" birch cabinets, stainless steel appliances, and a double

    Nicholas Smith Monument Sotheby's International Realty

    367 Wilmore Dr, Middletown, DE 19709
  • /62

    $365,000

    • 2 Beds
    • 2.5 Baths
    • 1,850 Sq Ft

    189 Gillespie Ave, Middletown, DE 19709

    Welcome to 189 Gillespie Avenue in Middletown, DE! This charming A-Frame style townhome boasts 2 bedrooms and 2.1 bathrooms, with a one-car garage. Located in the sought-after Willow Grove Mill Community and within the top-rated Appoquinimink School District, this home is sure to impress. As you enter the foyer, you'll be greeted by beautiful wood flooring that leads into the spacious dining and

    Peggy Sheehan Patterson-Schwartz-Middletown

    189 Gillespie Ave, Middletown, DE 19709
  • /7

    $24,000

    • 3 Beds
    • 2 Baths
    • 1,200 Sq Ft

    622 Lafayette Cir Unit A622, Middletown, DE 19709

    A peaceful area is celebrated for its blend of small-town charm and modern suburban convenience, offering a high quality of life within one of Delaware's fastest-growing regions.

    Daniel Demers Sell Your Home Services

    622 Lafayette Cir Unit A622, Middletown, DE 19709
  • /84

    $1,049,000

    • 4 Beds
    • 5 Baths
    • 6,016 Sq Ft

    415 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 415 Spring Hollow Drive located in the sought after community of PARKSIDE. This breathtaking home features 10 foot ceilings on the first floor, 8 foot doorways and hardwood floors throughout .. it is JUST breathtaking! Lets start from the outside.....This home is located on the stunning street that represents Parkside, this large estate home has a 3 car side entry garage with a large

    Ann Marie Germano Patterson-Schwartz-Middletown

    415 Spring Hollow Dr, Middletown, DE 19709
  • /32

    $799,000

    • 7 Beds
    • 4 Baths

    618 Vessel Dr, Middletown, DE 19709

    This is your new construction dream home without the new construction wait time! Be the first to call this stunning 7 bedroom 4 Bath 3 car garage just built in 2025 home! The open concept main level features elegant LVP flooring throughout, an office with beautiful glass french doors, gourmet kitchen with stainless appliances, gas cooking, granite countertops and a grand island. A primary bedroom

    Jennifer Pipinos Patterson-Schwartz-Newark

    618 Vessel Dr, Middletown, DE 19709
  • /4

    $299,900

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

    945 Lansdowne Rd, Middletown, DE 19709

    "Investers Alert" - This property has been damaged by fire and needs entire Interior renovation including HVAC, Electrical, Drywall, Fixtures, Etc. Priced Accordingly. Buyer has approved plan for extension details can be provided upon request.This home is ready for whole renovation ,buyer can design and upgrade according to their desire.Property contains a direct access garage, enjoy outdoor

    Masood Sadiq Real Broker, LLC

    945 Lansdowne Rd, Middletown, DE 19709
  • /62

    $539,900

    • 4 Beds
    • 2.5 Baths
    • 3,370 Sq Ft

    319 Pheasant Dr, Middletown, DE 19709

    Opportunities like this do not come along often in the highly sought-after community of Mount Hope, where homes rarely hit the market. Situated within the highly desired Appoquinimink School District, this 4BR, 2.5 bath sits on a rare 1 acre lot that backs to the woods, offering privacy & a setting that is nearly impossible to find in today’s market. The 1st floor features include Formal Dining

    Nikolina Novakovic Century 21 Gold Key Realty

    319 Pheasant Dr, Middletown, DE 19709
  • /69

    $1,069,000

    • 5 Beds
    • 4.5 Baths
    • 5,548 Sq Ft

    542 Wheelmen St, Middletown, DE 19709

    This stunning Modern Farmhouse offers the perfect fusion of luxury, comfort, and timeless design. With 5 spacious bedrooms, 4.5 bathrooms, and nearly 6,000 square feet of refined living space, this home is a masterpiece of craftsmanship and functionality. A wrap-around front porch welcomes you with warmth and charm, setting the tone for the exquisite interiors. Step inside to discover 7-inch wide

    George Manolakos Patterson-Schwartz-Brandywine

    542 Wheelmen St, Middletown, DE 19709
  • /59

    $950,000

    • 5 Beds
    • 3.5 Baths
    • 4,480 Sq Ft

    434 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 434 Spring Hollow Drive, a beautiful residence nestled in Middletown's most sought-after community. This home is ideally situated on one of the finest lots, offering tranquil views as it backs onto lush woods. Located on a charming tree-lined street, it's just a short walk to the community clubhouse, which boasts a large pool and fitness center.As you approach the home, the

    Tony Immediato Compass

    434 Spring Hollow Dr, Middletown, DE 19709
  • /43

    $589,000

    • 5 Beds
    • 3.5 Baths
    • 2,725 Sq Ft

    16 E Shakespeare Dr, Middletown, DE 19709

    Price Improvement! Your Future Awaits in Middletown Crossing! Seller motivated to find the perfect buyers for this stunning 5-bedroom, 3 1⁄2-bath home located in the highly desirable Middletown Crossing community. This meticulously maintained property radiates homeownership pride, showcasing thoughtful upgrades and careful attention to detail that you'll appreciate upon visiting. Practical Floor

    Gary Stewart Century 21 Emerald

    16 E Shakespeare Dr, Middletown, DE 19709
  • /30

    $414,900

    • 4 Beds
    • 2 Baths
    • 2,125 Sq Ft

    701 S Broad St, Middletown, DE 19709

    Beautifully updated 4-bedroom, 2-bath Cape Cod situated on a spacious 0.36-acre corner lot in the heart of Middletown. Perfectly located within walking distance to Appoquinimink schools, Main Street shopping, and all that downtown Middletown has to offer, this home blends timeless charm with modern updates. The stately brick exterior, lush landscaping, and split sidewalks set the tone as you

    Jason Duncan Foraker Realty Co.

    701 S Broad St, Middletown, DE 19709
  • /18

    $55,000

    • 3 Beds
    • 2 Baths

    732 Cleaver Farm Rd, Middletown, DE 19709

    This cozy 3-bedroom, 2-bath home is ready for it's next owner! Inside you'll find an open layout with a spacious living room and a kitchen that's perfect for gathering. The primary bedroom has it's own private bathroom, and there are two more bedrooms with a full bathroom nearby. Whether you're just starting out, looking to downsize or want an investment property, this single-wide home has lots

    Kristina Higgins Real Broker LLC

    732 Cleaver Farm Rd, Middletown, DE 19709
  • /26

    $689,000

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

    114 Willow Grove Mill Dr, Middletown, DE 19709

    Welcome to 114 Willow Grove Mill Drive, a timeless Colonial where pride of ownership shines. Perfectly positioned on a .41-acre landscaped lot with a charming pond and a three car oversized garage. This 4,500 sq ft home blends classic architecture with modern updates. A newer roof, Andersen windows, HVAC & siding add confidence, while fresh neutral paint, hardwood floors & soaring ceilings create

    Kelly Diaz Keller Williams Realty Wilmington

    114 Willow Grove Mill Dr, Middletown, DE 19709
  • /11

    $142,000

    • 3 Beds
    • 2 Baths
    • 1,493 Sq Ft

    300 Hostetter Blvd, Middletown, DE 19709

    Brand New - 2024 Eagle River Model - Stunning, spacious, brand new 28 x 56 doublewide 3/2 home with living room, separate family room, beautiful open kitchen, & dining room. This home is immaculate with all modern upgrades, large bedrooms, walk in closet in primary, recessed lighting, vinyl & soft carpet flooring. Complete appliance package includes dishwasher, stove/oven, refrigerator, microwave

    Ryan Gehris USRealty.com LLP

    300 Hostetter Blvd, Middletown, DE 19709
  • /73

    $719,999

    • 5 Beds
    • 3 Baths
    • 4,414 Sq Ft

    139 Green Forest Dr, Middletown, DE 19709

    Welcome to 139 Green Forest Dr, A Stunning 5-Bedroom Home in Rothwell Estates! Located in the highly desirable Appoquinimink School District, this spacious and beautifully maintained home offers the perfect blend of comfort, functionality, and upgrades. Step through the front door into a bright, open foyer flanked by a formal dining room on one side and a versatile living room/den on the

    Kimberly Fountain Patterson-Schwartz-Middletown

    139 Green Forest Dr, Middletown, DE 19709
  • /79

    $849,000

    • 4 Beds
    • 5 Baths
    • 4,700 Sq Ft

    851 Sweet Birch Dr, Middletown, DE 19709

    Welcome to this charming Schell Brothers KINGFISHER model home located in the desirable community of PARKSIDE located in Middletown, DE. This spacious home boasts 4 bedrooms and 3 full bathrooms and 2 half bathrooms. This lovely home has a FIRST FLOOR primary suite with stunning windows overlooking the fenced in yard. Step inside to find a beautifully designed interior featuring stunning hardwood

    Ann Marie Germano Patterson-Schwartz-Middletown

    851 Sweet Birch Dr, Middletown, DE 19709
  • /63

    $999,999 Open Thu 12PM - 3PM

    • 5 Beds
    • 5.5 Baths
    • 4,425 Sq Ft

    757 Idlewyld Dr, Middletown, DE 19709

    Welcome to a residence where luxury meets comfort in perfect harmony. THIS USED TO BE THE MODEL. Builder's Model? This means EVERY BIT OF SIZZLE that the builder might do to entice buyers was done here. Did you see the pictures? You will not see a finer in this area. The neighbors visited and that is exactly what they told me while we were at the open house. Originally a model home, this property

    Mike McGavisk Empower Real Estate, LLC

    757 Idlewyld Dr, Middletown, DE 19709
  • /12

    $120,000

    • 3 Beds
    • 2 Baths
    • 1,386 Sq Ft

    601 Village Dr, Middletown, DE 19709

    2024 Skyline Model Manufactured Home. Beautiful 3/2 double wide home with modern updates. Open floor-plan, recessed lighting, vinyl flooring all throughout, full drywall in living areas, walk-in closets, ample storage, and 8 feet tall flat ceilings.. Stainless steel appliances in the kitchen, full size washer & dryer, large pantry with plenty of storage. Brand new home comes with manufacturer's

    Marilyn Green RE/MAX Associates-Wilmington

    601 Village Dr, Middletown, DE 19709
  • /50

    $899,000

    • 5 Beds
    • 5.5 Baths
    • 6,840 Sq Ft

    448 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 448 Spring Hollow Drive. This well-maintained freshy painted colonial home sits on a lovely corner lot located in the desirable community of Parkside, with an additional 1/2 acre of non-buildable open space behind the property. Being a former model home, this 5 bedroom, 5 1/2 bath home features many well-executed upgrades, 4 fireplaces, stunning trim and lighting upgrades throughout.

    Christopher Carr HomeZu

    448 Spring Hollow Dr, Middletown, DE 19709
  • /87

    $785,999

    • 5 Beds
    • 4.5 Baths
    • 4,400 Sq Ft

    602 Harrier Ln, Middletown, DE 19709

    Why wait for New Construction, when a 1.5 year old home has so many amazing upgrades.......Welcome to this stunning Colonial-style home located in the desirable community of Pleasanton, Middletown, DE! This less then two year young spacious property boasts 5 bedrooms, 4.1 bathrooms, and is sure to impress with its elegant design and modern amenities. Inside, you'll find a well-appointed kitchen

    Ann Marie Germano Patterson-Schwartz-Middletown

    602 Harrier Ln, Middletown, DE 19709
  • /34

    $575,000

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

    4602 Bogart Ln, Middletown, DE 19709

    Welcome to the Ponds at Bayberry, a 55+ community in Middletown Delaware. Offering a 2-1/2 year young Kelly Americana with 3 beds and 2 baths, this home has an open floor plan which features LVP throughout the main living areas, 9’ ceilings, a great room with a high-efficiency gas fireplace, dining area and a designer kitchen that boasts 42" cabinets, quartz countertops, combo in-wall microwave

    Helen Garton EXP Realty, LLC

    4602 Bogart Ln, Middletown, DE 19709
  • /47

    $660,000

    • 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
  • /10

    $350,000

    • Land
    • 3.99 Acres
    • $87,719 per Acre

    2691 N Dupont Pkwy, Middletown, DE 19709

    Welcome to 2691 Dupont Pkwy, Middletown, DE—4 acres nestled in a location that balances serene surroundings with convenient access to nearby amenities. This property features generous acreage that provides ample space for a variety of uses. The level terrain and open landscape make it an ideal setting for those seeking to create a custom home or explore investment potential. With easy access to

    Lauren Janes Compass

    2691 N Dupont Pkwy, Middletown, DE 19709
  • /17

    $300,000

    • 4 Beds
    • 1 Bath
    • 2,350 Sq Ft

    705 Bethel Church Rd, Middletown, DE 19709

    Come check out this single-family home, located on 1.1 acres of land. Home is in the #1 school district,(Appoquinimink). Property needs a new septic system, and good bit of work, but could make a great investment. Schedule your tours today!

    Ryan Haas RE/MAX Edge

    705 Bethel Church Rd, Middletown, DE 19709
  • /4

    $49,900

    • 2 Beds
    • 2 Baths

    336 Hostetter Blvd, Middletown, DE 19709

    Rodman Mullins Sterling Real Estate LLC

    336 Hostetter Blvd, Middletown, DE 19709

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