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Middletown, DE Homes for Sale in a Senior Community

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  • 51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    51 Springmill Dr, Middletown, DE 19709
    /21

    $447,000

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

    51 Springmill Dr, Middletown, DE 19709

    Welcome to Springmill – where lifestyle meets value! This affordable and beautifully maintained home in Middletown’s premier 55+ community offers everything you need to start your next chapter. With a main-level primary suite, sun-filled family room, and a stylish kitchen featuring granite countertops, this home is designed for comfort and low-maintenance living. Enjoy your morning coffee in the

    Agent Photo

    Bob Teeven

    Long & Foster Real Estate, Inc.

    (302) 600-1290

    51 Springmill Dr, Middletown, DE 19709
  • 237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    /32

    $459,900 Open Sun 1PM - 3PM

    • 2 Beds
    • 2 Baths
    • 1,600 Sq Ft

    237 Trellis Ln, Middletown, DE 19709

    Welcome to this beautifully maintained single-family home nestled in the vibrant 55+ community of Spring Arbor. Featuring thoughtful updates throughout, this bright and inviting home offers comfort, convenience, and style all in one perfect package. Approach from the welcoming front porch and enter into a sun-drenched foyer with a large window that fills the space with natural light. The spacious

    Sherri Hill Redfin Corporation

    237 Trellis Ln, Middletown, DE 19709
  • 3028 Barber Ln, Middletown, DE 19709
    3028 Barber Ln, Middletown, DE 19709
    3028 Barber Ln, Middletown, DE 19709
    /39

    $580,000

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

    3028 Barber Ln, Middletown, DE 19709

    Luxury Ranch Home in Parks Edge at Bayberry South.Welcome to 3028 Barber Lane—a nearly new, upgraded ranch home on a premium corner lot in the premier 55+ community of Parks Edge. Enjoy a corner lot with open greenery space in the front and back along with true one-floor living offering everything, including laundry, on the main level.Luxury vinyl plank flooring runs through the open

    Daniel Fish Keller Williams Realty Wilmington

    3028 Barber Ln, Middletown, DE 19709
  • 4602 Bogart Ln, Middletown, DE 19709
    4602 Bogart Ln, Middletown, DE 19709
    4602 Bogart Ln, Middletown, DE 19709
    /31

    $582,000

    • 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
  • 1429 Whispering Woods Rd, Middletown, DE 19709
    1429 Whispering Woods Rd, Middletown, DE 19709
    1429 Whispering Woods Rd, Middletown, DE 19709
    /49

    $454,900 Open Sat 12PM - 2PM

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

    1429 Whispering Woods Rd, Middletown, DE 19709

    Welcome to this warm and inviting interior carriage-style home with a quaint courtyard leading to your front door, located in a vibrant 55+ community in the desirable neighborhood of Whispering Woods. This home offers one floor living with 2 bedrooms & 2 full baths on the main level along with a versatile loft space highlighted by stylish ceiling molding that adds a truly custom touch. The

    Terra King RE/MAX 1st Choice - Middletown

    1429 Whispering Woods Rd, 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
  • 404 Paper Birch St, Middletown, DE 19709
    404 Paper Birch St, Middletown, DE 19709
    404 Paper Birch St, Middletown, DE 19709
    /35

    $570,000

    • 2 Beds
    • 2 Baths
    • 1,825 Sq Ft

    404 Paper Birch St, Middletown, DE 19709

    Why wait for new construction when you can have it all—right now? This impeccably maintained and neutral designed 2-bedroom, 2-bath home in the Baymont Farms 55+ community could be yours without the hassle of new construction. Skip the dust and delays and move right in! From the moment you arrive, the welcoming front porch sets the tone. The open-concept living space is anchored by a gourmet

    stephanie kelly Patterson-Schwartz - Greenville

    404 Paper Birch St, 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
  • 427 Paper Birch St, Middletown, DE 19709
    427 Paper Birch St, Middletown, DE 19709
    427 Paper Birch St, Middletown, DE 19709
    /26

    $559,000

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

    427 Paper Birch St, Middletown, DE 19709

    Price Reduction! This meticulously maintained home is move-in ready NOW! Welcome to 427 Paper Birch Street. This beautifully kept home is just a few years young and features 3 bedrooms, 2 baths, and an open-concept layout. From the moment you arrive, the charming curb appeal sets the tone with a welcoming front porch. Inside, you'll find a comfortable one-level living floor plan with

    Nicole Duncan Real Broker LLC

    427 Paper Birch St, Middletown, DE 19709
  • 216 Baldy Ln, Middletown, DE 19709
    216 Baldy Ln, Middletown, DE 19709
    216 Baldy Ln, 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
  • 1521 Lesterfield Way, Middletown, DE 19709
    1521 Lesterfield Way, Middletown, DE 19709
    1521 Lesterfield Way, Middletown, DE 19709
    /17

    $649,900 New Construction

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

    1521 Lesterfield Way, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DE - Four Seasons at Pennfield. Coming This November: Aberdeen II Home DesignBlending classic charm with open-concept living, this Aberdeen II home offers 3 bedrooms, 2 baths, and a 2-car garage on a spacious 1⁄4-acre lot. From the welcoming screened porch to the finished basement, there’s room to relax, entertain, and grow.The main

    Barbara Heilman Delaware Homes Inc

    1521 Lesterfield Way, Middletown, DE 19709
  • 1422 Pennfield Dr, Middletown, DE 19709
    1422 Pennfield Dr, Middletown, DE 19709
    1422 Pennfield Dr, Middletown, DE 19709
    /17

    $629,900 New Construction

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

    1422 Pennfield Dr, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DEHome Highlight: Morse | Projected Settlement Date: September 2025This Morse home showcases a beautifully open floorplan paired with timeless farmhouse design. Offering 2 bedrooms, 2.5 bathrooms, and a spacious 2.5-car garage, it blends function and character with ease. Thoughtful details include a flex room, a covered deck for outdoor

    Barbara Heilman Delaware Homes Inc

    1422 Pennfield Dr, Middletown, DE 19709
  • 2918 Cordwainers Ln, Middletown, DE 19709
    2918 Cordwainers Ln, Middletown, DE 19709
    2918 Cordwainers Ln, Middletown, DE 19709
    /23

    $559,900 Open Sun 11AM - 6PM

    • 2 Beds
    • 3 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! Welcome to the Mendocino Luxe. A 2 bedroom, 3 bathroom home, with a finished basement, 2918 Cordwainers Lane, is sure to check all of your boxes! When

    David Vasso Atlantic Five Realty

    2918 Cordwainers Ln, Middletown, DE 19709
  • 2669 Fairlight Dr, Middletown, DE 19709
    2669 Fairlight Dr, Middletown, DE 19709
    2669 Fairlight Dr, Middletown, DE 19709
    /21

    $544,000 Open Sat 10AM - 6PM

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

    2669 Fairlight Dr, Middletown, DE 19709

    BACK ON MARKET READY FOR A QUICK CLOSE, AMAZING SAVINGS!*SUMMER SAVINGS HAPPENING NOW!** ASK ABOUT 3.75% (5.618% APR) 7/6 ARM rate for qualified buyers.** 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! This particular home shines with

    David Vasso Atlantic Five Realty

    2669 Fairlight Dr, Middletown, DE 19709
  • 2659 Fairlight Dr, Middletown, DE 19709
    2659 Fairlight Dr, Middletown, DE 19709
    2659 Fairlight Dr, Middletown, DE 19709
    /35

    $539,990 Open Sat 10AM - 6PM

    • 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
  • 204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709
    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709
    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709
    /30

    $548,500 Open Sat 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,441 Sq Ft

    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709

    The Bristol Model is a thoughtfully designed 3-bedroom home that is TO BE BUILT in the highly sought-after 55+ community of Traditions at Whitehall. This home features an open floor plan with a spacious dining area, kitchen, great room, and perfect for modern living and entertaining. The large Owner’s Suite offers two walk-in closets, an en-suite bath with a double vanity, and a luxurious 5-foot

    Lindsay Shaffer RE/MAX Elite

    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709
  • 420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709
    420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709
    420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709
    /3

    $455,900 New Construction

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

    420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709

    IMMEDIATE AVAILABILITY! Welcome to the 55+ community of Traditions at Whitehall - ALRICH Carriage Town Home. 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 kitchen and a

    Lindsay Shaffer RE/MAX Elite

    420 Highland St Unit 141 ALRICH CARRIAGE, Middletown, DE 19709
  • 1510 Lesterfield Way, Middletown, DE 19709
    1510 Lesterfield Way, Middletown, DE 19709
    1510 Lesterfield Way, Middletown, DE 19709
    /17

    $574,900 New Construction

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

    1510 Lesterfield Way, Middletown, DE 19709

    Brand New 55+ Community in Middletown, DE Welcome to the Asheville, a thoughtfully designed home that beautifully blends an open floor plan with timeless, classic elements. This spacious home offers a comfortable and inviting atmosphere, perfect for modern living with a touch of traditional charm.With 3 bedrooms and 2 bathrooms, this home provides plenty of space for both

    Barbara Heilman Delaware Homes Inc

    1510 Lesterfield Way, Middletown, DE 19709
  • 1416 Pennfield Dr, Middletown, DE 19709
    1416 Pennfield Dr, Middletown, DE 19709
    1416 Pennfield Dr, Middletown, DE 19709
    /24

    $549,900 Open Sun 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
  • 2209 Rossini Ln, Middletown, DE 19709
    2209 Rossini Ln, Middletown, DE 19709
    2209 Rossini Ln, Middletown, DE 19709
    /34

    $550,000 Open Sun 2PM - 4PM

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

    2209 Rossini Ln, Middletown, DE 19709

    This 3 years young, this spotless home will take your breath away! Located in the highly desired 55+ Village of Bayberry South, it is loaded with upgrades, ready for its new owners to move in. Situated on a premium lot, across the street from protected, green space, you'll notice the curb appeal as soon as you arrive. Step in the front door and admire the vaulted entry way, which is filled with

    Dorothy Donovan Keller Williams Realty Wilmington

    2209 Rossini Ln, Middletown, DE 19709
  • 48 Springmill Dr, Middletown, DE 19709
    48 Springmill Dr, Middletown, DE 19709
    48 Springmill Dr, Middletown, DE 19709
    /43

    $425,000

    • 2 Beds
    • 2 Baths
    • 1,950 Sq Ft

    48 Springmill Dr, Middletown, DE 19709

    Welcome to 48 Springmill Drive in the wonderful 55+ community of Springmill. This home has a bright & open flow, spacious den/office, beautiful sunroom, inspiring natural light throughout, and a private patio with tree-lined view. A manicured landscape welcomes you to this home. Step inside and you will find the office/den and dining room on either side of the foyer. The office features custom

    Michael McKee Long & Foster Real Estate, Inc.

    48 Springmill Dr, Middletown, DE 19709
  • 525 Contemplation Way, Middletown, DE 19709
    525 Contemplation Way, Middletown, DE 19709
    525 Contemplation Way, Middletown, DE 19709
    /27

    $482,900 Open Sat 12PM - 2PM

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

    525 Contemplation Way, Middletown, DE 19709

    Welcome to 525 Contemplation Way, nestled in the highly sought-after 55+ community of Whispering Woods in Middletown, Delaware! This beautiful 3 bedroom, 2 full bathroom maintained home offers low-maintenance living with all the benefits of an active, resort-style lifestyle. Whether you're looking to downsize or embrace a vibrant new chapter, this home and community check every box. Located just

    Eric Buck Long & Foster Real Estate, Inc.

    525 Contemplation Way, Middletown, DE 19709
  • 417 Morning Glory Ln, Middletown, DE 19709
    417 Morning Glory Ln, Middletown, DE 19709
    417 Morning Glory Ln, Middletown, DE 19709
    /26

    $430,000

    • 2 Beds
    • 2 Baths
    • 1,900 Sq Ft

    417 Morning Glory Ln, Middletown, DE 19709

    Welcome to your ideal low-maintenance lifestyle in this beautifully maintained 2-bedroom, 2-bath home featuring a spacious loft and inviting outdoor space. Nestled in a vibrant 55+ community of Springmill, this residence offers the perfect blend of comfort, convenience, and style. The beautiful landscaping welcomes you inside where you'll find an open-concept layout with a large kitchen with

    Ann Marie Deysher Patterson-Schwartz-Hockessin

    417 Morning Glory Ln, Middletown, DE 19709
  • 343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    343 Daylilly Way, Middletown, DE 19709
    /52

    $465,000

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

    343 Daylilly Way, Middletown, DE 19709

    Welcome to 343 Daylilly Way, a beautifully maintained home in the sought-after 55+ community of Springmill in Middletown, DE. This 2-bedroom, 3-bath home features a smart layout with two bedrooms and a flex room on the main floor, plus a private loft with a third full bath—ideal for guests or hobbies. Hardwood floors flow throughout the main living areas, accented by crown molding and natural

    Lalisa Sweat Crown Homes Real Estate

    343 Daylilly Way, Middletown, DE 19709
  • 577 Whispering Trail, Middletown, DE 19709
    577 Whispering Trail, Middletown, DE 19709
    577 Whispering Trail, Middletown, DE 19709
    /54

    $479,900

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

    577 Whispering Trail, Middletown, DE 19709

    Welcome home to this impeccably maintained Coleridge model, ideally situated within the sought-after Active Adult Community of Springmill in Middletown, Delaware. This residence has been meticulously cared for and offers recent upgrades, including a new roof, HVAC system, and electric water heater, ensuring peace of mind for years to come. Upon entering, you’ll be greeted by gleaming hardwood

    Vicky Miller Patterson-Schwartz-Middletown

    577 Whispering Trail, Middletown, DE 19709
  • 5910 Ravel Ln, Middletown, DE 19709
    5910 Ravel Ln, Middletown, DE 19709
    5910 Ravel Ln, Middletown, DE 19709
    /59

    $438,000

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

    5910 Ravel Ln, Middletown, DE 19709

    55+ Community. Enter a bright, open floor plan with gleaming hardwood floors. Entertain friends and family in your gourmet kitchen complete with stainless steel appliances, granite countertops, flat top range, double oven and oversized island. First floor laundry and master bedroom, with a full bathroom, offers much convenience. The main floor also has a powder room, storage closet and garage

    Margaret Poisson Century 21 Gold Key-Dover

    5910 Ravel Ln, Middletown, DE 19709
  • 574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    574 Whispering Trail, Middletown, DE 19709
    /61

    $465,000

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

    574 Whispering Trail, Middletown, DE 19709

    55 Community living at it's finest. 2-Bed + Loft in Active 55+ Community . Excellent Condition & Full of Charm!Welcome to this beautifully cared-for 2-bedroom, 2-bath home in a vibrant and friendly 55+ neighborhood! This home is in excellent condition and it shows, from the sparkling clean interiors to the thoughtful updates throughout. You’ll immediately notice the pride of ownership, with

    Kim Simpson Thyme Real Estate Co LLC

    574 Whispering Trail, Middletown, DE 19709
  • 277 Anglesey Dr, Middletown, DE 19709
    277 Anglesey Dr, Middletown, DE 19709
    277 Anglesey 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
  • 761 Honey Locust Rd, Middletown, DE 19709
    761 Honey Locust Rd, Middletown, DE 19709
    761 Honey Locust Rd, Middletown, DE 19709
    /46

    $669,000 Open Sun 11AM - 1PM

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

    761 Honey Locust Rd, Middletown, DE 19709

    READY IMMEDIATELY! 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

    Amy Kellenberger Active Adults Realty

    761 Honey Locust Rd, Middletown, DE 19709
  • 114 Austrian Pine Ct, Middletown, DE 19709
    114 Austrian Pine Ct, Middletown, DE 19709
    114 Austrian Pine Ct, 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
  • 3227 S Central Park Dr, Middletown, DE 19709
    3227 S Central Park Dr, Middletown, DE 19709
    3227 S Central Park Dr, Middletown, DE 19709
    /42

    $757,065 New Construction

    • 3 Beds
    • 2 Baths
    • 2,757 Sq Ft

    3227 S Central Park Dr, Middletown, DE 19709

    Great opportunity to buy at the new 55+ Parks Edge at Bayberry- The Hudson Quick Delivery! Come experience the active adult lifestyle that home owners are raving about: a vibrant social scene, luxury amenities, stunning outdoor spaces and a place that will make you feel welcome and at home form the day you move in. Enjoy maintenance-free living with grass cutting and snow plowing taken

    Brittany Stephens Blenheim Marketing LLC

    3227 S Central Park Dr, Middletown, DE 19709
  • 3128 Pett Level Dr, Middletown, DE 19709
    3128 Pett Level Dr, Middletown, DE 19709
    3128 Pett Level Dr, Middletown, DE 19709
    /26

    $400,800 Open Sat 10AM - 6PM

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

    3128 Pett Level Dr, Middletown, DE 19709

    Welcome to Venue at Winchelsea by Lennar — Middletown’s premier active adult (55+) community offering low-maintenance living, spacious designs, and exceptional value. This 2,669 sq. ft. two-story townhome is part of Lennar’s Pathway to Ownership Program -application and income qualification are required for purchase.3128 Pett Level Drive is a Fall move-in home thoughtfully designed for

    David Vasso Atlantic Five Realty

    3128 Pett Level Dr, Middletown, DE 19709
  • 3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    /40

    $499,000 Open Sat 10AM - 6PM

    • 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
  • 2907 Cordwainers Ln, Middletown, DE 19709
    2907 Cordwainers Ln, Middletown, DE 19709
    2907 Cordwainers Ln, Middletown, DE 19709
    /41

    $519,900 Open Sun 11AM - 6PM

    • 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
  • 414 Highland St Unit 138, Middletown, DE 19709
    414 Highland St Unit 138, Middletown, DE 19709
    414 Highland St Unit 138, Middletown, DE 19709
    /21

    $449,500 New Construction

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

    414 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

    414 Highland St Unit 138, Middletown, DE 19709
  • 412 Highland St Unit 137 ASHTON CARRIAGE, Middletown, DE 19709
    412 Highland St Unit 137 ASHTON CARRIAGE, Middletown, DE 19709
    412 Highland St Unit 137 ASHTON CARRIAGE, 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
  • 204 Baldy Ln Unit CAYOT, Middletown, DE 19709
    204 Baldy Ln Unit CAYOT, Middletown, DE 19709
    204 Baldy Ln Unit CAYOT, Middletown, DE 19709
    /40

    $579,000 Open Sun 11AM - 5PM

    • 3 Beds
    • 2 Baths
    • 2,004 Sq Ft

    204 Baldy Ln Unit CAYOT, Middletown, DE 19709

    Welcome to the Cayot Model, in the desirable 55+ community of Traditions at Whitehall. This charming 3-bedroom home has a great open concept floor plan which offers all one floor living and a welcoming dining room and great room upon entry. At the rear of the home, you will find the luxurious owner's suite complete with walk-in closet and an en-suite bath, including a 5-foot tile shower. With a

    Lindsay Shaffer RE/MAX Elite

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

    $599,000 Open Sun 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
  • 120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709
    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709
    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709
    /25

    $527,000 Open Sat 7AM - 8PM

    • 2 Beds
    • 2 Baths
    • 2,053 Sq Ft

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709

    Welcome to the popular Bloomfield Model in the 55+ community of Traditions at Whitehall. This floor plan has 2-Bedrooms with a standard loft and a generously sized great room open to the kitchen and dining area. You will have plenty of space if you like to entertain. A rear Owner's Suite gives maximum privacy and includes a large walk-in closet and en-suite with a double bowl vanity and 5-foot

    Lindsay Shaffer RE/MAX Elite

    120 Burlina Blvd Unit BLOOMFIELD MODEL, Middletown, DE 19709

Showing Results 1 - 40, Page 1 of 2

Delaware New Castle County Middletown

Homes for Sale in a Senior Community in Middletown, DE

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 67 days on the market compared to the national average of 70 days. The median sale price for homes in Middletown, DE over the last 12 months is $510,000, down 6% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$510,000
Median Single Family Sale Price
$649,900
Median Townhouse Sale Price
$449,990
Median 2 Bedroom Sale Price
$275,000
Average Price Per Sq Ft
$220
Number of Homes for Sale
51
Last 12 months Home Sales
384
Months of Supply
1.60
Median List Price
$530,400
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-6%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, there are currently 46 homes for sale in a senior community, offering a peaceful and supportive environment for retirees and older adults. Within retirement communities or over 55 communities, residents can access various amenities and services tailored to their specific needs and preferences. From fitness centers and social gatherings to maintenance-free living arrangements and on-site healthcare facilities, homes in senior communities provide residents with opportunities for a fulfilling lifestyle. Browse the selection of condos and homes for sale in senior communities in Middletown, DE and find the perfect place for your retirement years.

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