82

Middletown, DE Homes for Sale with Pool

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  • /41

    $769,900

    • 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
  • /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
  • /41

    $654,900

    • 3 Beds
    • 2 Baths
    • 2,925 Sq Ft

    216 Baldy Ln, Middletown, DE 19709

    Welcome to 216 Baldy Lane– A Stunning Ranch-Style Home in the Premier 55+ Community of Traditions at Whitehall. Step into luxury and comfort in this beautifully upgraded 3-bedroom, 2-bath ranch-style home that truly shows like a model. Thoughtfully designed and impeccably maintained, this residence offers exceptional one-level living with high-end finishes throughout. Start your day on the

    Jack Sanderson Patterson-Schwartz-Hockessin

    216 Baldy Ln, Middletown, DE 19709
  • /59

    $769,900

    • 6 Beds
    • 4.5 Baths
    • 5,761 Sq Ft

    117 Shannon Blvd, Middletown, DE 19709

    Come see your next home in the charming community of Middletown! This home (The Monticello Model) combines timeless elegance with modern features. As you step inside, the angled staircase makes a striking first impression, while the formal living and dining rooms offer spacious, luxurious areas for entertaining. The chef-inspired kitchen, equipped with a wall oven and gas cooktop, is expanded by

    Christian Swalm Real Broker LLC

    117 Shannon Blvd, 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
  • /46

    $669,000

    • 3 Beds
    • 3 Baths
    • 2,775 Sq Ft

    761 Honey Locust Rd, Middletown, DE 19709

    BACKS TO WOODS , WALK-OUT BASEMENT! PREMIER LOT! Middletown's premier 55-plus community ready for immediate move-in! This meticulously crafted home with a flexible floor plan offers 1,780 sq. ft. on the first floor, and an add'l 995 sq. ft. in the basement. Enter the inviting open-concept floor plan, where luxury engineered wood flooring flows seamlessly through the living spaces. The heart

    Amy Kellenberger Active Adults Realty

    761 Honey Locust Rd, 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
  • /74

    $755,000

    • 4 Beds
    • 4 Baths
    • 4,155 Sq Ft

    114 Austrian Pine Ct, Middletown, DE 19709

    Now featured at $755,000This stunning new home in the highly sought-after Four Seasons at Baymont Farms is now even more appealing! This home offers the perfect blend of luxury, convenience, and value in a premier 55+ community. Don't miss out on this rare opportunity to own a spacious 4-bedroom, 4-bathroom home in a fantastic location!Property Features:*4 Spacious

    Maha Johnson EXP Realty, LLC

    114 Austrian Pine Ct, Middletown, DE 19709
  • /19

    $5,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,650 Sq Ft

    1343 Bohemia Mill Rd, Middletown, DE 19709

    Welcome to Candyland: Where Dreams Gallop Free! There hasn’t been anything like this to hit the Middletown market in over 30 years.Nestled amidst paradise for both equestrian enthusiasts and opulence living. Picture this: a sprawling 120-, plus ,acre horse farm that captivates the senses and ignites the imagination, consists of 3 parcels, with five houses and two in ground pools on the

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • /28

    $5,100,000

    • 4 Beds
    • 4.5 Baths
    • 4,650 Sq Ft

    1343 Bohemia Mill Rd, Middletown, DE 19709

    Welcome to Candyland: Where Dreams Gallop Free! There hasn’t been anything like this to hit the Middletown market in over 30 years.Nestled amidst paradise for both equestrian enthusiasts and opulence living. Picture this: a sprawling 120-, plus ,acre horse farm that captivates the senses and ignites the imagination. Welcome to Candyland, where every corner is a sweet surprise waiting to be

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • /22

    $495,509 New Construction

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

    3116 Pett Level Dr, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar

    Taylor, Middletown, DE 19709
  • /23

    $559,900 New Construction

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

    2918 Cordwainers Ln, Middletown, DE 19709

    *SUMMER SAVINGS HAPPENING NOW!** Middletown’s fastest-selling active adult community, Venue at Winchelsea is nearly sold out of its first phase of single-family homes—don’t miss your chance to own an incredible home at an unbeatable value! Inside, you will find an open and airy home office or den just off the foyer—ideal for work, hobbies, or a quiet reading nook. Down the hall, a spacious

    David Vasso Atlantic Five Realty

    2918 Cordwainers Ln, Middletown, DE 19709
  • /22

    $507,509 New Construction

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

    3132 Pett Level Dr, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar

    Taylor, Middletown, DE 19709
  • /21

    $619,775 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    2913 Cordwainers Ln, Middletown, DE 19709

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar

    Carson, Middletown, DE 19709
  • /40

    $499,000 New Construction

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

    3112 Pett Level Dr, Middletown, DE 19709

    *SUMMER SAVINGS HAPPENING NOW!* Please see sales team for details.* Fall move-in. Welcome to 3112 Pett Level Drive, boasting The Taylor floorplan - a brand new two-story, townhome that is designed to promote low-maintenance living with a sophisticated twist. As you enter, you’re greeted by a dedicated study, perfect for a home office, as well as a first floor laundry room. The well-equipped

    David Vasso Atlantic Five Realty

    3112 Pett Level Dr, Middletown, DE 19709
  • /41

    $525,498 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,397 Sq Ft

    2907 Cordwainers Ln, Middletown, DE 19709

    **Welcome to Middletown's hottest selling active adult community. Summer savings are happening NOW so stop in for your private tour today** The Carson is a thoughtfully planned singled family home with 3 bedrooms and 2.5 baths. An inviting open foyer greets you at the front door, showcasing a loft and open stairway leading to two spare bedrooms connected by a jack and jill bathroom. The first

    David Vasso Atlantic Five Realty

    2907 Cordwainers Ln, Middletown, DE 19709
  • /35

    $539,990 New Construction

    • 3 Beds
    • 2 Baths
    • 2,151 Sq Ft

    2659 Fairlight Dr, Middletown, DE 19709

    *Super Summer Deals happening now!* Please see sales team for details.* AMAZINGLY PRICED FOR A QUICK MOVE-IN! BEST VALUE IN NEW CASTLE COUNTY ACTIVE ADULT!* This stunning Sonoma single-family home is now available for a quick move-in! With a spacious single-level floorplan, it truly stands out in the neighborhood. Featuring three bedrooms and two bathrooms, the primary suite offers generous

    David Vasso Atlantic Five Realty

    2659 Fairlight Dr, Middletown, DE 19709
  • /21

    $530,598 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    2810 Armoury Ln, Middletown, DE 19709

    Welcome to the Carson! A beautifully designed 3 bedroom 2.5 bath home. Welcomed by an open foyer, you will find a spacious owners suite, with 2 large closets, showcased to the left. As you continue through the foyer, a gourmet kitchen with a large island and airy white cabinets, overlooking the great room greets you. A cozy fireplace is the perfect centerpiece for a nice evening in. A covered

    Lennar

    Carson, Middletown, DE 19709
  • /22

    $400,800 New Construction

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

    3134 Pett Level Dr, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar

    Truman, Middletown, DE 19709
  • /18

    $529,000 New Construction

    • 2 Beds
    • 2 Baths
    • 2,972 Sq Ft

    2661 Fairlight Dr, Middletown, DE 19709

    Welcome to the Mendocino, an entertainer's dream. As you enter the foyer, you are greeted by an open flex space, and a formal dining room, spacious enough for 10 place settings! The kitchen features a large island, backsplash, airy white cabinets, gourmet hood, and convenient wall oven- perfect for hosting and overlooking the great room. A cozy fireplace is the perfect place to gather, and a

    Lennar

    Mendocino, Middletown, DE 19709
  • /33

    $504,900 New Construction

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

    412 Highland St Unit 137 ASHTON CARRIAGE, Middletown, DE 19709

    IMMEDIATE AVAILABILITY! Welcome to the 55+ community of Traditions at Whitehall - Ashton Carriage Town Home. This end unit first floor master comes w/a 2nd bedroom & loft, 2.5 baths, 2 car rear load attached garage, front porch, and additional finished upgrades. Community also offers trails, in ground pool w/lounge areas, open clubhouse featuring exercise room, billiards, gathering space, full

    Lindsay Shaffer RE/MAX Elite

    412 Highland St Unit 137 ASHTON CARRIAGE, Middletown, DE 19709
  • /13

    $521,500 Open Sat 11AM - 5PM

    • 2 Beds
    • 2 Baths
    • 2,059 Sq Ft

    204 Baldy Ln Unit BELVILLE, Middletown, DE 19709

    Welcome to the Belville Model in the 55+community of Traditions at Whitehall. TO BE BUILT. This inviting 2-Bedroom home has a welcoming foyer which leads you down the hall towards the main living area! An open kitchen and breakfast area which flows into the large great room and is perfect for entertaining! The owner’s suite in the front features a large walk-in closet and owner’s bath with a

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit BELVILLE, Middletown, DE 19709
  • /35

    $529,548 New Construction

    • 3 Beds
    • 3.5 Baths
    • 3,397 Sq Ft

    2911 Cordwainers Ln, Middletown, DE 19709

    **Welcome to Venue at Winchelsea, Middletown's popular Active Adult 55+ Community** JUST REDUCED FOR QUICK MOVE-IN! Best value active adult in Middletown and surrounding area. This Stunning Home is designed for right-sizers seeking comfort and convenience. This thoughtfully designed home is ideal for those who prefer a more traditional layout with the modern functionality of a first-floor

    David Vasso Atlantic Five Realty

    2911 Cordwainers Ln, Middletown, DE 19709
  • /11

    $649,900 New Construction

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

    1514 Lesterfield Way, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DESettle into style and comfort with the Carver DE, a thoughtfully designed 2-bedroom, 2.5-bath home ready for move-in by August 2025. This open-concept floorplan seamlessly blends classic design elements with modern finishes, offering both elegance and ease in every room.Enjoy elevated living with standout features like crown molding, a cozy fireplace, and

    Barbara Heilman Delaware Homes Inc

    1514 Lesterfield Way, Middletown, DE 19709
  • /21

    $499,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,728 Sq Ft

    Solano, Middletown, DE 19709

    This new home features a basement offering ample opportunities for recreation and entertainment. An inviting open-concept layout on the first floor combines the kitchen with the living and dining areas, with a convenient flex space located off the foyer. Two bedrooms are tucked away to the side of the home, including the lavish owner’s suite with an en-suite bathroom and dual walk-in closets.

    Lennar

    Solano, Middletown, DE 19709
  • /20

    $564,990 New Construction

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

    Mendocino Luxe, Middletown, DE 19709

    This luxurious two-story home is designed like a single-story where everything you need is located on the first floor, including a flex space, formal dining room, an open-concept main living area and the expansive owner’s suite. For versatile needs, there is a secondary bedroom as well as an upstairs bonus room that is sure to amaze guests. Complete the basement for even more space.

    Lennar

    Mendocino Luxe, Middletown, DE 19709
  • /21

    $502,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,778 Sq Ft

    Tuscany, Middletown, DE 19709

    This new two-story home features an open kitchen, dining room, family room and conveniently located office. At opposite ends of the layout is a secondary bedroom and the spacious owner's suite with a private bathroom and walk-in closet. Rounding out the home is a sprawling upstairs loft for versatile shared entertainment space and a two-car garage for storage room.

    Lennar

    Tuscany, Middletown, DE 19709
  • /15

    $654,900 New Construction

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

    1517 Lesterfield Way, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DE - Four Seasons at Pennfield. Welcome to the Morse floor plan, a beautifully designed home that blends modern open living with timeless, classic design elements. This spacious 2-bedroom, 2.5-bath home features a well-thought-out layout perfect for both everyday living and entertaining.The heart of the home is the bright and airy great

    Barbara Heilman Delaware Homes Inc

    1517 Lesterfield Way, Middletown, DE 19709
  • /21

    $654,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 3 Baths
    • 2,810 Sq Ft

    1418 Pennfield Dr, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DE - Four Seasons at Pennfield. Introducing the Kerr home design, a perfect blend of timeless elegance and modern functionality. With a projected settlement date in Summer 2025, this stunning 3-bedroom, 3-bathroom home promises to provide an exceptional living experience. The Kerr combines the best of an open floorplan layout with elements of classic

    Barbara Heilman Delaware Homes Inc

    1418 Pennfield Dr, Middletown, DE 19709
  • /24

    $549,900 Open Sat 12PM - 2PM

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

    1416 Pennfield Dr, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DEThis Asheville home design, projected for settlement Summer 2025, beautifully combines the charm of farmhouse design with the spaciousness and functionality of a modern open floor plan. Perfect for families or those who love to entertain, this home features three cozy bedrooms and two elegantly designed bathrooms. With an optional three-car garage,

    Barbara Heilman Delaware Homes Inc

    1416 Pennfield Dr, Middletown, DE 19709
  • /12

    $628,900 New Construction

    • 3 Beds
    • 3 Baths
    • 2,810 Sq Ft

    Kerr, Middletown, DE 19709

    Included Extra Suite, ideal for multi-generational living and long-term guests.Private home office off of foyer, to work from home with plenty of space.Spacious great room with slider to covered patio.Stylish kitchen with island and large pantry.Luxurious primary suite with triple windows.Relaxing primary bath with split vanities and walk-in closet.Convenient 3-car tandem

    K Hovnanian's Four Seasons

    Kerr, Middletown, DE 19709
  • /12

    $573,900 New Construction

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

    Aberdeen II, 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's Four Seasons

    Aberdeen II, Middletown, DE 19709
  • /12

    $543,900 New Construction

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

    Asheville, 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's Four Seasons

    Asheville, Middletown, DE 19709
  • /22

    $379,000 New Construction

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

    2656 Fairlight Dr, Middletown, DE 19709

    **This home is part of the Venue at Winchelsea Pathway to Ownership Program. To purchase, an application and qualification for New Castle County's inclusionary housing program are required.** About the Home: The Truman is a brand-new, two-story townhome designed for low-maintenance living. The first floor offers an inviting open-concept floor plan that seamlessly blends the kitchen, living, and

    Lennar

    Truman, Middletown, DE 19709
  • /22

    $464,720 New Construction

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

    2638 Fairlight Dr, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar

    Taylor, Middletown, DE 19709
  • /24

    $559,990 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,389 Sq Ft

    Carson, Middletown, DE 19709

    On the first level of this new two-story home is a spacious owner’s suite complete with an adjoining bathroom and walk-in closet. At the heart of the layout is an open-plan design shared among the kitchen, Great Room and breakfast nook, with glass sliders to extend to the backyard. Upstairs is a sprawling loft to suit a multitude of needs and two secondary bedrooms, one of which has direct access

    Lennar

    Carson, Middletown, DE 19709
  • /22

    $519,990 New Construction

    • 2 Beds
    • 2 Baths
    • 1,936 Sq Ft

    Mendocino, Middletown, DE 19709

    This single-story home is designed to offer comfort and luxury at the same time. Off the foyer is a flex space for versatile uses and a formal dining room, followed by an open concept main living area with backyard access. In addition to the expansive owner’s suite with a private full-sized bathroom, there is a secondary bedroom that can be used for overnight guests or personal needs. A two-car

    Lennar

    Mendocino, Middletown, DE 19709
  • /23

    $400,800 New Construction

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

    Truman, Middletown, DE 19709

    The first floor of this new two-story townhome is host to an inviting open-concept floorplan that blends the kitchen, living and dining areas. The luxurious owner’s suite is nestled into a private rear corner, with another bedroom located at the front of the home. On the second floor, three additional bedrooms surround a versatile loft. This plan is part of the Venue at Winchelsea Pathway to

    Lennar

    Truman, Middletown, DE 19709
  • /23

    $464,990 New Construction

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

    Taylor, Middletown, DE 19709

    This new two-story townhome is designed to promote low-maintenance living with a sophisticated twist. On the first floor is everything you need day-to-day, featuring a private owner’s suite, a convenient study and an open-concept layout shared among the kitchen, dining room and spacious family room. The top floor presents a loft and two versatile bedrooms to customize as homeowners see fit.

    Lennar

    Taylor, Middletown, DE 19709

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