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Middletown, DE Homes for Sale with Community Pool

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  • 1415 Whispering Woods Rd, Middletown, DE 19709
    1415 Whispering Woods Rd, Middletown, DE 19709
    1415 Whispering Woods Rd, Middletown, DE 19709
    /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
  • 102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    /23

    $467,000

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

    102 Springmill Dr, Middletown, DE 19709

    A Rare Opportunity Awaits! Private Tree-Lined Lot & Rare Basement in Springmill! Discover the perfect blend of comfort, convenience, and community at 102 Springmill Drive, nestled in the sought-after Springmill 55+ resort-style neighborhood. This isn’t just a home — it’s a lifestyle. Set on a premium private lot backing to serene trees, this well-maintained Dunbar model offers easy single-level

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 581-7521

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

    $397,000

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

    51 Springmill Dr, Middletown, DE 19709

    “Don’t Miss This One! Stop Searching — Springmill’s BEST VALUE is right here—and this is the one! This 55+ standout is ready for its next lucky owner with easy main-level living, a bright family room, granite kitchen, and sunny morning room opening to a private patio retreat. Upstairs, a spacious loft adds the perfect flex space for guests, office, or hobbies. Springmill delivers the lifestyle

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 600-1290

    51 Springmill Dr, Middletown, DE 19709
  • 3037 Barber Ln, Middletown, DE 19709
    3037 Barber Ln, Middletown, DE 19709
    3037 Barber Ln, 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
  • 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.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36495347, Middletown, DE 19709
  • 206 Northern Oak St Unit 36451018, Middletown, DE 19709
    206 Northern Oak St Unit 36451018, Middletown, DE 19709
    206 Northern Oak St Unit 36451018, Middletown, DE 19709
    /19

    $548,900 New Construction

    • 2 Beds
    • 2 Baths
    • 2,080 Sq Ft

    Killarney I Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Cozy porch welcoming guests to your home. Inviting dining room, ideal for hosting dinner parties. Kitchen with large island and corner pantry. Great room with optional HovHub and wet bar. Owner's suite with private bath and oversized walk-in closet. Three-car tandem garage with additional storage. Opt. loft for additional living with bed and full bath.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36451018, Middletown, DE 19709
  • 1415 Pennfield Dr Unit 36480087, Middletown, DE 19709
    1415 Pennfield Dr Unit 36480087, Middletown, DE 19709
    1415 Pennfield Dr Unit 36480087, Middletown, DE 19709
    /26

    $581,900 New Construction

    • 3 Beds
    • 2 Baths
    • 2,148 Sq Ft

    Aberdeen II Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

    Spacious kitchen with island and ample counterspace. Sunlit great room adjacent to kitchen and dining area. Relaxing primary suite with sitting room and luxurious bath. HovHub makes for a great home office or study space. Expansive covered patio, perfect for dining al fresco. HovHall with closet and access to 2-car garage.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36480087, Middletown, DE 19709
  • 206 Northern Oak St Unit 36472277, Middletown, DE 19709
    206 Northern Oak St Unit 36472277, Middletown, DE 19709
    206 Northern Oak St Unit 36472277, Middletown, DE 19709
    /19

    $574,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,462 Sq Ft

    Mont Blanc Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Spacious, inviting front entry porch. Kitchen with expansive island and dual pantries. Open great room and dining area ideal for entertaining. Convenient secondary bedrooms for guests. Owner's suite with private bath and walk-in closet. Direct access to laundry room keeping your home tidy. Three-car tandem garage with additional storage.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36472277, Middletown, DE 19709
  • 206 Northern Oak St Unit 36472485, Middletown, DE 19709
    206 Northern Oak St Unit 36472485, Middletown, DE 19709
    206 Northern Oak St Unit 36472485, Middletown, DE 19709
    /13

    $583,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,457 Sq Ft

    Lewes Plan at K. Hovnanian’s® Four Seasons at Baymont Farms, Middletown, DE 19709

    Open and airy kitchen with pantry and oversized island. Cozy dining area adjacent to kitchen for enjoying casual meals. Luxurious owner's suite with dual walk-in closets and large bath. Hall walk-in closet for additional storage. Direct access to laundry room from garage. Covered porch to enjoy evenings outdoors.

    K. Hovnanian Homes Builder
    206 Northern Oak St Unit 36472485, Middletown, DE 19709
  • 1415 Pennfield Dr Unit 36482401, Middletown, DE 19709
    1415 Pennfield Dr Unit 36482401, Middletown, DE 19709
    1415 Pennfield Dr Unit 36482401, Middletown, DE 19709
    /29

    $621,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,493 Sq Ft

    Carver Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

    Foyer with ceiling treatment welcoming you home. Private home office with barn doors, perfect for telecommuting. Spacious great room and dining area with vaulted ceiling. Striking kitchen with lots of counterspace and large pantry. Secluded primary suite with ceiling treatment and walk-in closet. Luxurious primary bath with freestanding vanities and large shower.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36482401, Middletown, DE 19709
  • 1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
    1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
    1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
    /12

    $551,900 New Construction

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

    Asheville Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

    Modern kitchen with large island, walk-in pantry, & Looks interior options. Covered front porch & back deck, to welcome guests and unwind in the fresh air. Impressive great room with vaulted ceiling. Luxurious primary suite with triple windows and tray ceiling. Relaxing primary bath with dual sinks, walk-in closet, & optional freestanding tub.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36502364, Middletown, DE 19709
  • 1850 Congressional Village Dr Unit 5302, Middletown, DE 19709
    1850 Congressional Village Dr Unit 5302, Middletown, DE 19709
    1850 Congressional Village Dr Unit 5302, Middletown, DE 19709
    /41

    $280,000 Open Sat 11AM - 1PM

    • 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
  • 1404 Flintshire Dr, Middletown, DE 19709
    1404 Flintshire Dr, Middletown, DE 19709
    1404 Flintshire Dr, Middletown, DE 19709
    /77

    $465,000

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

    1404 Flintshire Dr, Middletown, DE 19709

    Your home search stops here at 1404 Flintshire Dr Middletown DE. This beautiful, 4-year-old home is located in the Community of The Preserve at Deep Creek close to shopping, dining and entertainment in the countryside of Middletown, DE. The home is move in ready and has hardwood floors, carpeting, a fully finished basement with a pool table for entertaining. The Community of The Preserve at Deep

    Jennifer Lindell Century 21 Gold Key Realty

    1404 Flintshire Dr, Middletown, DE 19709
  • 1611 Ellinor Ct, Middletown, DE 19709
    1611 Ellinor Ct, Middletown, DE 19709
    1611 Ellinor Ct, Middletown, DE 19709
    /69

    $649,900

    • 3 Beds
    • 4 Baths
    • 3,525 Sq Ft

    1611 Ellinor Ct, Middletown, DE 19709

    Welcome to 1611 Ellinor Ct - a true gem waiting for you to call it home. Each and every detail of this stunning home has been thoughtfully designed and perfectly executed. From the moment you pull onto the cul-de-sac, the features of this home will captivate you. Beautiful stone front details, extensive hardscaping and meticulous landscaping kept thriving by the irrigation system make the curb

    Megan Aitken Keller Williams Realty

    1611 Ellinor Ct, Middletown, DE 19709
  • 712 Wallasey Dr, Middletown, DE 19709
    712 Wallasey Dr, Middletown, DE 19709
    712 Wallasey Dr, Middletown, DE 19709
    /42

    $699,000 Open Sun 2PM - 4PM

    • 4 Beds
    • 4.5 Baths
    • 4,450 Sq Ft

    712 Wallasey Dr, Middletown, DE 19709

    EXTREME PRICE IMPROVEMENT! Motivated Sellers! Be the lucky one to OWN this previous MODEL HOME and move in before Holiday season. Welcome to 712 Wallasey Drive! This beautiful 3 years young home by Ryan Homes is located in Middletown, Delaware, in the popular Preserve at Deep Creek. 712 Wallasey Dr is in the sought out Appoquinimink School District, conveniently located off of 301. You can enjoy

    Bagyalakshmi Iyer RE/MAX Action Associates

    712 Wallasey Dr, Middletown, DE 19709
  • 1245 Pimpernell Path, Middletown, DE 19709
    1245 Pimpernell Path, Middletown, DE 19709
    1245 Pimpernell Path, 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
  • 411 Paper Birch St, Middletown, DE 19709
    411 Paper Birch St, Middletown, DE 19709
    411 Paper Birch St, Middletown, DE 19709
    /40

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 2,378 Sq Ft

    411 Paper Birch St, Middletown, DE 19709

    Move right into this newly constructed K. Hovnanian Rockford model located in the new and highly desirable Baymont Farms community! This is like new construction without the wait! You will be immediately greeted by the lush curb appeal and charming covered front porch. Continue your tour inside where you’ll find your gourmet kitchen with luxury granite countertops, an oversized island, recessed

    Corey Harris Crown Homes Real Estate

    411 Paper Birch St, 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
  • 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
  • 3124 Pett Level Dr, Middletown, DE 19709
    3124 Pett Level Dr, Middletown, DE 19709
    3124 Pett Level Dr, Middletown, DE 19709
    /22

    $459,559 New Construction

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

    3124 Pett Level Dr, Middletown, DE 19709

    Welcome to 3124 Pett Level Drive- This home will be ready to go for a November delivery. The Taylor is a 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 (get this- washer and dryer are included!!!). The well-equipped kitchen

    Lennar Builder
    3124 Pett Level Dr, Middletown, DE 19709
  • 1104 Highland St Unit 138, Middletown, DE 19709
    1104 Highland St Unit 138, Middletown, DE 19709
    1104 Highland St Unit 138, 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
  • 1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
    1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
    1415 Pennfield Dr Unit 36479735, Middletown, DE 19709
    /12

    $601,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 2,349 Sq Ft

    Morse Plan at K. Hovnanian’s® Four Seasons at Pennfield, Middletown, DE 19709

    Welcoming foyer leading to private home office. HovHall with convenient valet leading to laundry room. Spacious great room with vaulted ceiling and large windows. Kitchen with corner pantry and large island. Dining area with sliding door to covered patio. Secluded primary suite with large sitting room. Primary bath with large shower and walk-in closet.

    K. Hovnanian Homes Builder
    1415 Pennfield Dr Unit 36479735, 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

    Lennar Builder
    2405 Greyfriar Loop Unit 36041415, 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.

    Lennar Builder
    2405 Greyfriar Loop Unit 36041416, Middletown, DE 19709
  • 204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
    /14

    $599,000 Open Sat 11AM - 5PM

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

    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709

    Introducing the CHELSEA Model, to be built in the highly desirable 55+ community of Traditions at Whitehall. This thoughtfully designed 3-bedroom, 2-bath home features an open-concept floor plan, with a spacious foyer, formal dining area, and a large great room that flows into the kitchen perfect for entertaining. The Owner’s Suite includes a walk-in closet and an en-suite bath with a double

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit CHELSEA, Middletown, DE 19709
  • 204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
    /11

    $614,000 Open Sat 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,477 Sq Ft

    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709

    Welcome to the Cottonwood Model, TO BE BUILT, in the highly sought-after 55+ community of Traditions at Whitehall. This 3-bedroom home features a generous Owner’s Suite at the front of the home, complete with double walk-in closets leading to a luxurious en-suite bath, offering a privacy water closet and a 5-foot tile shower. At the rear of the home, you will find the kitchen and dining area that

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit COTTONWOOD, Middletown, DE 19709
  • 2918 Cordwainers Ln, Middletown, DE 19709
    2918 Cordwainers Ln, Middletown, DE 19709
    2918 Cordwainers Ln, 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
  • 1850 UNIT Congressional Village Dr Unit 5104, Middletown, DE 19709
    1850 UNIT Congressional Village Dr Unit 5104, Middletown, DE 19709
    1850 UNIT Congressional Village Dr Unit 5104, 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
  • 102 Parker Dr, Middletown, DE 19709
    102 Parker Dr, Middletown, DE 19709
    102 Parker Dr, Middletown, DE 19709
    /49

    $795,000

    • 4 Beds
    • 3.5 Baths
    • 4,250 Sq Ft

    102 Parker Dr, Middletown, DE 19709

    Welcome to this exceptional home located in the premier Crossland at The Canal community, perfectly positioned on one of the neighborhood’s most desirable lots. The serene backyard backs to open space, offering a private and tranquil setting—ideal for relaxing evenings or outdoor entertaining. As you enter through the impressive two-story foyer, you’ll be greeted by gleaming hardwood floors and

    Robert Taylor Keller Williams Realty

    102 Parker Dr, Middletown, DE 19709
  • 107 Gazebo Ln, Middletown, DE 19709
    107 Gazebo Ln, Middletown, DE 19709
    107 Gazebo Ln, Middletown, DE 19709
    /37

    $409,900

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

    107 Gazebo Ln, Middletown, DE 19709

    Coming soon!

    Gary Bright Tesla Realty Group, LLC

    107 Gazebo Ln, Middletown, DE 19709
  • 4116 Laughton Ln, Middletown, DE 19709
    4116 Laughton Ln, Middletown, DE 19709
    4116 Laughton Ln, 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
  • 415 Spring Hollow Dr, Middletown, DE 19709
    415 Spring Hollow Dr, Middletown, DE 19709
    415 Spring Hollow Dr, 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
  • 1428 Whispering Woods Rd, Middletown, DE 19709
    1428 Whispering Woods Rd, Middletown, DE 19709
    1428 Whispering Woods Rd, 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
  • 232 Armata Dr, Middletown, DE 19709
    232 Armata Dr, Middletown, DE 19709
    232 Armata Dr, Middletown, DE 19709
    /44

    $575,000 Open Sat 1PM - 3PM

    • 5 Beds
    • 3.5 Baths
    • 3,975 Sq Ft

    232 Armata Dr, Middletown, DE 19709

    Welcome to this stunning 5-bedroom, 3.5-bathroom home, featuring a spacious two-car attached garage and owned solar panels, providing significant energy savings. As you walk in, you are greeted by an earth tone and inviting living room that seamlessly transitions into a cozy family room, complete with a charming fireplace. The family room opens up to an expansive kitchen, highlighted by a

    Kanokporn Covey Coldwell Banker Realty

    232 Armata Dr, Middletown, DE 19709
  • 911 Cadman Dr, Middletown, DE 19709
    911 Cadman Dr, Middletown, DE 19709
    911 Cadman Dr, Middletown, DE 19709
    /59

    $750,000

    • 4 Beds
    • 4.5 Baths
    • 4,450 Sq Ft

    911 Cadman Dr, Middletown, DE 19709

    Welcome to this stunning, nearly new home located in the highly desirable Preserves of Deep Creek community in Middletown, Delaware. Built just three years ago, this beautifully maintained property offers 4550 sq ft of thoughtfully designed living space with 4 bedrooms, 4.5 bathrooms, and a finished basement complete with a full bath—ideal for entertaining, guests, or a recreation space.Key

    Kim Simpson Thyme Real Estate Co LLC

    911 Cadman Dr, Middletown, DE 19709
  • 8 Melissa Dr, Middletown, DE 19709
    8 Melissa Dr, Middletown, DE 19709
    8 Melissa Dr, Middletown, DE 19709
    /83

    $815,000

    • 5 Beds
    • 3.5 Baths
    • 4,350 Sq Ft

    8 Melissa Dr, Middletown, DE 19709

    Welcome to one of the finest homes in the much sought-after Estates at Saint Annes. This beautiful 6-year-young, 5-bedroom, 3.5-bath Colonial with all the “bells and whistles” remains in excellent condition and has been meticulously maintained by the original owners. The stunning curb appeal is only a preview of the elegance and charm that await inside.Step through the front door to a

    Rick Hagar Empower Real Estate, LLC

    8 Melissa Dr, Middletown, DE 19709
  • 434 Spring Hollow Dr, Middletown, DE 19709
    434 Spring Hollow Dr, Middletown, DE 19709
    434 Spring Hollow Dr, 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
  • 415 Morning Glory Ln, Middletown, DE 19709
    415 Morning Glory Ln, Middletown, DE 19709
    415 Morning Glory Ln, Middletown, DE 19709
    /41

    $450,000 Open Sun 1PM - 3PM

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

    415 Morning Glory Ln, Middletown, DE 19709

    Welcome to this Dunbar model in the highly sought-after Springmill community in Middletown, Delaware. This well-maintained residence is the largest model in the community and features Pella replacement windows with a transferable warranty for added value and peace of mind.The kitchen is equipped with all newer appliances, including a refrigerator less than one month old. Light-colored cabinetry

    Vicky Miller Patterson-Schwartz-Middletown

    415 Morning Glory Ln, Middletown, DE 19709
  • 351 Goodwick Dr, Middletown, DE 19709
    351 Goodwick Dr, Middletown, DE 19709
    351 Goodwick Dr, Middletown, DE 19709
    /29

    $424,900 Open Sun 1PM - 3PM

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

    351 Goodwick Dr, Middletown, DE 19709

    Welcome to 351 Goodwick Drive in The Preserves of Deep Creek. This 3-bedroom, 2.5 bath home offers 2550 square feet of living space. The basement is roughed in for an additional bathroom and has an egress window for possible extra bedroom. The floorplan is very open and excellent for entertaining with kitchen, dining room and living room that overlooks the backyard and new trek deck and vinyl

    Jay Shinn RE/MAX Point Realty

    351 Goodwick Dr, Middletown, DE 19709
  • 505 Cherry Bark Rd, Middletown, DE 19709
    505 Cherry Bark Rd, Middletown, DE 19709
    505 Cherry Bark Rd, Middletown, DE 19709
    /59

    $585,000

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

    505 Cherry Bark Rd, Middletown, DE 19709

    Welcome to 505 Cherry Bark Road in Four Seasons at Baymont Farms, a premier 55+ active adult community in Middletown, Delaware. This nearly new Eastwood Loft Floorplan, just 2 years young, offers low-maintenance, resort-style living with thoughtful design and modern upgrades throughout. Step inside to an open ranch-style floor plan featuring 3 bedrooms and 2 full baths on the main level—with one

    Amber Durand Patterson-Schwartz Real Estate

    505 Cherry Bark Rd, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 2

Delaware New Castle County Middletown

Homes for Sale with Community Pool in Middletown, DE

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 157 days on the market compared to the national average of 53 days. The median sale price for homes in Middletown, DE over the last 12 months is $520,000, consistent with the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$520,000
Median Single Family Sale Price
$580,000
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$267,500
Average Price Per Sq Ft
$211
Number of Homes for Sale
266
Last 12 months Home Sales
696
Months of Supply
4.60
Median List Price
$549,905
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
0%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, there are currently 79 homes for sale with a community pool, allowing residents to relax and socialize in a shared pool area. These homes provide residents with access to resort-style amenities, offering the convenience of enjoying communal pool facilities without the upkeep required for a private pool. Whether it's a townhouse, condominium, or single-family home, each residence features community pool access, adding value to the property. Take a look at the homes for sale with community pools in Middletown, DE.

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