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Homes for Sale near Middletown High School

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  • /32

    $425,000

    • 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

    Agent Photo

    Shannon Barisa

    Concord Realty Group

    (302) 488-0766

    1415 Whispering Woods Rd, Middletown, DE 19709
  • /12

    $669,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,877 Sq Ft

    Macon II Plan at Pleasanton, Middletown, DE 19709

    Private home office off foyer, so you can work from home in comfort . Spacious great room with plenty of windows for natural sunlight . Beautiful kitchen with large island and roomy pantry . Expansive covered deck off dining area . Luxurious primary suite with bath and walk-in closet . Versatile second-floor loft for relaxing, hosting guests, or enjoying your hobbies .

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36454656, Middletown, DE 19709
  • /15

    $736,900 New Construction

    • 5 Beds
    • 3.5 Baths
    • 3,520 Sq Ft

    Stavanger Plan at Pleasanton, Middletown, DE 19709

    Formal dining room off foyer, an ideal layout for dinner parties . Extra Suite with private bath for overnight guests . Spacious great room with plenty of windows . Striking kitchen with large island, Looks interior options, and adjacent dining area . Covered front porch, with option for enormous screened deck . Luxurious primary suite with spa bath and walk-in closet .

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36495632, Middletown, DE 19709
  • /34

    $685,000 New Construction

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

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The JAMISON (to be built) is available to see in person until mid May, so contact the sales manager to book a walk through. The large kitchen, great room, and Extra Large Primary Suite are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 4 JAMISON, Middletown, DE 19709
  • /27

    $638,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,586 Sq Ft

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The CLAYTON (to be built) is our starter 4 bedroom 2.5 bath home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of two-story and ranch models, which include basements and an abundance of standard features such as a stone water table, hardwood standard in the foyer, kitchen and breakfast

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 2 CLAYTON, Middletown, DE 19709
  • /35

    $740,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    126 Green Forest Dr Unit 6 COCHRAN, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The COCHRAN (to be built) is the largest of out floor plans. The large kitchen, 2 story great room, & 2 stair cases are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich variety of two-story and ranch models, which include basements and an abundance of

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 6 COCHRAN, Middletown, DE 19709
  • /32

    $694,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,822 Sq Ft

    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The GRANDVIEW (to be built) is the larger of our 2 ranch floor plans. It has an optional 2nd floor loft/bedroom area, but is spacious without it. The large kitchen & vaulted ceiling in the great room are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 3 GRANDVIEW, Middletown, DE 19709
  • /41

    $570,500 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,456 Sq Ft

    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709

    Benchmark Builders at The Town of Whitehall, Chadwick Floor Plan. TO BE BUILT. The hometownis finally getting its come back. It's the first town to be founded in Delaware in over a century, and it's planned for all homes, businesses and community traditions that make real towns real places. Whitehall has it all! Chadwick floor plan feature 4bedrooms, 2.5 baths, 2nd floor laundry, 2 car

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 5 CHADWICK, Middletown, DE 19709
  • /41

    $591,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,854 Sq Ft

    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709

    Savannah -To be built. This floor plan feature 4 bedrooms, 2.5 baths, second floor laundry, 2 car attached or detached rear entry garage, and an open floor plan for entertainment with a huge great room. Welcome to your new hometown! At Whitehall, the hometown is finally getting its comeback. It's the first town to be founded in Delaware in over a century, and it's planned for all homes,

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 7 SAVANNAH, Middletown, DE 19709
  • /31

    $638,000 New Construction

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

    126 Green Forest Dr Unit 1 ARMSTRONG, Middletown, DE 19709

    Rothwell Estates from Benchmark Builders. The ARMSTRONG (to be built) is the smaller of our 2 ranch floor plans. It has an optional 2nd floor loft/bedroom area, but is spacious without it. The large kitchen & vaulted ceiling in the great room are some of the stand out features in this home. We encourage you to take the virtual tour to see this floor plan. Rothwell Estates is endowed with a rich

    Lindsay Shaffer RE/MAX Elite

    126 Green Forest Dr Unit 1 ARMSTRONG, Middletown, DE 19709
  • /24

    $591,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    530 Wheelmen St Unit 1 EDMONSTON, Middletown, DE 19709

    Edmonston -TO BE BUILT. Come tour our decorated model during business hours. This 4 bedroom open floor plan welcomes homeowners and visitors alike in a space that flows effortlessly from one room to the next. This plan offers 2 version, the standard offering a first floor owner's suite, and the alternate offering a larger great room and secondary bedroom on the first floor. There is a spacious

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 1 EDMONSTON, Middletown, DE 19709
  • /41

    $280,000

    • 2 Beds
    • 2 Baths
    • 1,012 Sq Ft

    1850 Congressional Village Dr Unit 5302, Middletown, DE 19709

    Enjoy the comfort and convenience of single-level living in this updated 2-bedroom, 2-bath condo located in the highly sought-after Congressional Village community of Middletown. The thoughtfully landscaped grounds provide a warm welcome as you arrive.Take the elevator or stairs to Unit 5302, where an open-concept dining and living area features new engineered hardwood floors and an abundance

    Julie Spagnolo Northrop Realty

    1850 Congressional Village Dr Unit 5302, Middletown, DE 19709
  • /56

    $549,000

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

    3037 Barber Ln, Middletown, DE 19709

    Welcome to Parks Edge! This exceptional 55+ community in Delaware offers an array of amenities that are truly hard to beat, designed to enhance your active lifestyle. We are pleased to present the Cooper II model, a two-bedroom, two-bath home built by Blenheim Homes. This particular residence features a flexible room that offers the versatility to be easily converted into a third bedroom, an

    RONALD MERCANTE Active Adults Realty

    3037 Barber Ln, Middletown, DE 19709
  • /27

    $605,000

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

    12 E Cochran St, Middletown, DE 19709

    Very unusual historic home in the heart of Middletown. Just blocks from new YMCA. Home was assembled in 1944-1948 from parts of multiple historic homes being demolished to make room for post war housing. The front facade and much of the brick exterior were transported and re-assembled on site, proudly boasting 1736 construction. Add various plank floors, beamed ceiling, fireplaces with Mable

    Brenda Murray BHHS Fox & Roach-Christiana

    12 E Cochran St, Middletown, DE 19709
  • /56

    $617,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,590 Sq Ft

    805 Hugo Dr, Middletown, DE 19709

    Welcome to 805 Hugo Drive! Step into this beautifully designed Duke model, built in 2022, located in one of Middletown’s most desirable communities—Village of Bayberry South. This two-story single-family home offers the perfect blend of modern comfort, open-concept living, and small-town charm. From the moment you arrive, the inviting front porch sets the tone—an ideal spot to relax and take in

    Melvin Sarpey Crown Homes Real Estate

    805 Hugo Dr, Middletown, DE 19709
  • /65

    $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

    Dustin Oldfather Compass

    1169 S Olmsted Pkwy, Middletown, DE 19709
  • /35

    $662,000 Open Sat 11AM - 2PM

    • 5 Beds
    • 3 Baths
    • 2,550 Sq Ft

    1236 Pimpernell Path, Middletown, DE 19709

    Welcome to 1236 Pimpernell Path!This beautifully maintained, move-in ready 4-year-old D.R. Horton home offers exceptional space and modern design throughout. This amazing home feels and smells like brand-new construction! Don’t miss this rare opportunity to own a home in one of the most desirable communities. This spacious two-story residence offers nearly 2,600 sq. ft. of living space

    Gazi Ataseven HomeSmart Realty Advisors

    1236 Pimpernell Path, Middletown, DE 19709
  • /37

    $430,000

    • 3 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    2248 Audubon Trail, Middletown, DE 19709

    Welcome to life in the extremely popular and highly sought after Bayberry community in the award-winning Appoquinimink School District. This beautifully refreshed townhome offers the perfect blend of comfort, convenience, and style. Step inside and be greeted by fresh paint and brand-new carpet throughout, creating a crisp, move-in-ready feel from top to bottom. The entry level provides a

    Christen McDade Thyme Real Estate Co LLC

    2248 Audubon Trail, Middletown, DE 19709
  • /39

    $609,000

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

    364 Norwalk Way, Middletown, DE 19709

    Nestled in the serene Willow Grove Mill community, this exquisite 4-bedroom, 2.5-bathroom residence offers a harmonious blend of luxury and comfort. Spanning 3,000 square feet, the home features an open floor plan that seamlessly connects the living, dining, and kitchen areas, perfect for both entertaining and everyday living. Step inside to discover elegant engineered wood and plush carpet

    Bill Coalson EXP Realty, LLC

    364 Norwalk Way, Middletown, DE 19709
  • /45

    $428,000

    • 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 beautifully maintained, just 5 years young home greets you with an open concept layout, two full baths, two bedrooms and a truly spacious walk‐in closet that feels almost like a private room. Spectacularly clean, neutral finishes, adult friendly 1 story

    Ruby Marioni Thyme Real Estate Co LLC

    1428 Whispering Woods Rd, Middletown, DE 19709
  • /56

    $609,999

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

    309 S Ingram Ct, Middletown, DE 19709

    Welcome to 309 S. Ingram Ct, a beautifully maintained and updated home tucked away on a quiet cul-de-sac in the heart of Middletown. This home blends timeless charm with modern comfort, offering generous living space, thoughtful upgrades, and a backyard designed for both relaxation and entertaining.Step inside to find an inviting floor plan with abundant natural light, spacious rooms, and

    Scott Farnan BHHS Fox & Roach - Hockessin

    309 S Ingram Ct, Middletown, DE 19709
  • /25

    $490,000

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

    544 Lewes Landing Rd, Middletown, DE 19709

    The Schubert model home, a rare find that is only two years old, offers upgrades that a new build might not. This home is packed with lovely and functional enhancements, making it a fantastic choice. Enjoy a large deck, an upgraded speckled epoxy garage floor, a sprinkler system, new LVP flooring on the first and second floors, and custom, movable blinds. The owners also had nifty, built-in

    Lauren Janes Compass

    544 Lewes Landing Rd, Middletown, DE 19709
  • /41

    $695,900

    • 5 Beds
    • 3.5 Baths
    • 3,750 Sq Ft

    507 Lilac Dr, Middletown, DE 19709

    This beautiful contemporary home offers 3,724 sq ft of flexible living space on a professionally landscaped 0.34-acre lot. With 6 potential bedrooms, 3.5 baths, 1st floor primary bedroom and a full finished basement with kitchenette , this home is ideal for multi-generational living or if you desire extra space!Step inside to discover a dramatic 2-story foyer and hardwood floors throughout

    Faith Streett BHHS Fox & Roach-Concord

    507 Lilac Dr, Middletown, DE 19709
  • /45

    $599,000

    • 4 Beds
    • 3.5 Baths
    • 3,575 Sq Ft

    12 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. Upon entering the home, a large 2 story foyer welcomes you in. To the left, there is an office space and to the right is a formal living and dining room. This home features a bright kitchen with a large island & pantry

    Corey Harris Crown Homes Real Estate

    12 Willow Grove Mill Dr, Middletown, DE 19709
  • /26

    $459,900

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

    927 Ericcson Ln, Middletown, DE 19709

    Why wait for new construction when you can move right into this beautifully designed townhome at 927 Ericcson Lane, located in the sought-after Brighton community within the Appoquinimink School District. Offering nearly 2,000 square feet of finished living space, this 3-bedroom, 2.5-bath home blends modern style with everyday convenience. The entry level welcomes you with a spacious family room,

    Jason Duncan Foraker Realty Co.

    927 Ericcson Ln, Middletown, DE 19709
  • /54

    $699,900

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

    1245 Pimpernell Path, Middletown, DE 19709

    This move-in ready, 3-year-old D.R. Horton home is a spacious two-story with five bedrooms, three and a half bathrooms. It also includes a game room with a wet bar, a media room, a workshop or exercise room, a full bathroom, and plenty of storage space in the basement, as well as a two-car garage and an oversized deck. The foyer features a coat closet and creates a welcoming flow for greeting

    Lila F Dudley Realty Mark Associates-Newark

    1245 Pimpernell Path, Middletown, DE 19709
  • /34

    $615,000

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

    300 Jasper Way, Middletown, DE 19709

    Built in 2023 and just two years young, this beautiful 3 bedroom, 3.5 bath home offers over 3,000 square feet of stylish, modern living in the highly sought-after Appoquinimink School District. Perfectly east-facing and set on a desirable end-lot location, it combines open-concept design with high-end touches that make everyday living both comfortable and elegant. The gourmet kitchen is a true

    Charisse Jones BHHS Fox & Roach-Concord

    300 Jasper Way, 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
  • /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
  • /22

    $445,990 New Construction

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

    240 E Main St, 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. Don't miss your chance to purchase your brand-new home in this amazing maintenance-free community. The Serenade is the perfect combination of luxury and comfort. This beautiful home

    Ryan Homes Builder
    240 E Main St, Middletown, DE 19709
  • /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 Sat 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
  • /4

    $591,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,716 Sq Ft

    Edmonston Plan at The Town of Whitehall - Mapleton Village, 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
    530 Wheelmen St Unit 36469825, Middletown, DE 19709
  • /11

    $601,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,149 Sq Ft

    Amadora Plan at Pleasanton, Middletown, DE 19709

    Private home office off foyer, to work from home in comfort. Modern kitchen with large island and Looks interior options. Spacious great room opening onto dining area and kitchen, an ideal layout for dinner parties . Luxurious primary suite with triple windows . Relaxing primary bath with dual sinks and walk-in closet .

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36488352, 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
  • /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 Open Sat 12PM - 2PM

    • 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

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