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Middletown, DE Homes for Sale in a Senior Community

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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
  • 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
  • 102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    102 Springmill Dr, Middletown, DE 19709
    /23

    $475,000

    • 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
  • 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
  • 237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    237 Trellis Ln, Middletown, DE 19709
    /32

    $459,900

    • 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
  • 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.

    Builder Photo

    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.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36451018, 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.

    Builder Photo

    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.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36472485, 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
  • 515 Barrymore Pkwy, Middletown, DE 19709
    515 Barrymore Pkwy, Middletown, DE 19709
    515 Barrymore Pkwy, Middletown, DE 19709
    /58

    $639,900 Open Sat 12PM - 2PM

    • 3 Beds
    • 2 Baths
    • 2,400 Sq Ft

    515 Barrymore Pkwy, Middletown, DE 19709

    Welcome to 515 Barrymore Parkway! Built in 2017 by the current owners, this stunning home is loaded with upgrades, filled with natural light, and shows like a model. Features include 10’ ceilings, detailed crown molding, hardwood floors, and a covered front porch with epoxy flooring. The gourmet kitchen offers white cabinetry with a dark accent, an 8’ island with pendant lighting, double oven,

    Michael McCullough Long & Foster Real Estate, Inc.

    515 Barrymore Pkwy, 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
  • 1613 Ellinor Ct, Middletown, DE 19709
    1613 Ellinor Ct, Middletown, DE 19709
    1613 Ellinor Ct, Middletown, DE 19709
    /62

    $589,900

    • 3 Beds
    • 3 Baths
    • 2,484 Sq Ft

    1613 Ellinor Ct, Middletown, DE 19709

    Treat yourself this October! Get a $5,000 seller credit toward closing costs when your offer is accepted by 10/31!Huge price reductions to compete with builder incentives! Why wait for new construction or overpay for all the extras when this 4-year young, like-new home already has it all? Located in the desirable Preserve at Deep Creek, with a low $170 HOA that gives you access to both the

    David Grove Coldwell Banker Premier - Rehoboth

    1613 Ellinor Ct, Middletown, DE 19709
  • 4602 Bogart Ln, Middletown, DE 19709
    4602 Bogart Ln, Middletown, DE 19709
    4602 Bogart Ln, Middletown, DE 19709
    /36

    $579,000

    • 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
  • 404 Paper Birch St, Middletown, DE 19709
    404 Paper Birch St, Middletown, DE 19709
    404 Paper Birch St, Middletown, DE 19709
    /38

    $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 WITH POTENTIAL FOR THIRD BEDROOM 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

    stephanie kelly Patterson-Schwartz - Greenville

    404 Paper Birch St, 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

    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 2918 Cordwainers Lane - proudly boasting the Mendocino Luxe floorplan. With 2 bedrooms, 3 bathrooms and finished basement, this home is sure to check all of your boxes!

    David Vasso Atlantic Five Realty

    2918 Cordwainers 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 Open Sun 12PM - 2PM

    • 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
  • 206 Northern Oak St Unit 36473802, Middletown, DE 19709
    206 Northern Oak St Unit 36473802, Middletown, DE 19709
    206 Northern Oak St Unit 36473802, Middletown, DE 19709
    /22

    $547,900 New Construction

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

    Eastwood Loft 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. Optional Extra Suite Plus offers privacy for

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36473802, 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
    /41

    $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 BRISTOLE, Middletown, DE 19709
    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709
    204 Baldy Ln Unit BRISTOLE, Middletown, DE 19709
    /39

    $548,500 Open Sun 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
  • 3006 Barber Ln, Middletown, DE 19709
    3006 Barber Ln, Middletown, DE 19709
    /2

    $568,500 New Construction

    • 2 Beds
    • 2 Baths
    • 2,016 Sq Ft

    3006 Barber Ln, Middletown, DE 19709

    Great opportunity to buy at the new 55+ Parks Edge at Bayberry- The Cooper II 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

    Brittany Stephens Blenheim Marketing LLC

    3006 Barber Ln, 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
  • 580 Whispering Trail, Middletown, DE 19709
    580 Whispering Trail, Middletown, DE 19709
    580 Whispering Trail, Middletown, DE 19709
    /34

    $425,000

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

    580 Whispering Trail, Middletown, DE 19709

    `Welcome to 580 Whispering Trail, in the fabulous 55+ community of Springmill. This home has a bright open floorplan, spacious bedrooms, a beautiful sunroom, and a lovely screened porch. All of this, situated within a resort-like community with wonderful amenities! Step inside to the open floorplan and the lovely dining room and den on either side of the foyer. Flow into the open floorplan

    Michael McKee Long & Foster Real Estate, Inc.

    580 Whispering Trail, 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

    $465,000

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

    $474,000

    • 2 Beds
    • 2 Baths
    • 3,450 Sq Ft

    56 Springmill Dr, Middletown, DE 19709

    Looking for a low maintenance lifestyle in a thriving community? Well, you have found it! Welcome home to this rarely available Dunbar model home in the sought-after 55+ Community of Springmill! This home boasts a LOFT and a BASEMENT, offering rare features within the neighborhood. Add to it the fact that you are situated on a premium lot backing to woods, providing for a peaceful, private,

    Marguerite Argelander Patterson-Schwartz-Hockessin

    56 Springmill Dr, 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
  • 1611 Ellinor Ct, Middletown, DE 19709
    1611 Ellinor Ct, Middletown, DE 19709
    1611 Ellinor Ct, Middletown, DE 19709
    /69

    $689,900

    • 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
  • 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
  • 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
  • 114 Austrian Pine Ct, Middletown, DE 19709
    114 Austrian Pine Ct, Middletown, DE 19709
    114 Austrian Pine Ct, Middletown, DE 19709
    /74

    $745,000

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

    114 Austrian Pine Ct, Middletown, DE 19709

    New Price Alert!! Now Featured at $745,000Offering $10,000 in Seller's Assistance with an Acceptable Offer!!!This 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,

    Maha Johnson EXP Realty, LLC

    114 Austrian Pine Ct, Middletown, DE 19709
  • 3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    3112 Pett Level Dr, Middletown, DE 19709
    /34

    $464,409 Open Sat 10AM - 6PM

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

    3112 Pett Level Dr, Middletown, DE 19709

    Early November move-in. Move in before the holidays! Now is the perfect time to buy your new home at The Venue at Winchelsea, Middletown, DE's premiere active adult 55+ community. This brand-new two-story townhome offers low-maintenance living with sophisticated style and thoughtful design.3112 Pett Level Drive is the Taylor floorplan — a brand-new, two-story townhome thoughtfully

    David Vasso Atlantic Five Realty

    3112 Pett Level Dr, Middletown, DE 19709
  • 2674 Fairlight Dr, Middletown, DE 19709
    2674 Fairlight Dr, Middletown, DE 19709
    2674 Fairlight Dr, Middletown, DE 19709
    /26

    $412,800 Open Sat 10AM - 6PM

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

    2674 Fairlight 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.2674 Fairlight Drive is a move-in ready home thoughtfully designed for

    David Vasso Atlantic Five Realty

    2674 Fairlight Dr, Middletown, DE 19709
  • 548 Longhorn Loop, Middletown, DE 19709
    548 Longhorn Loop, Middletown, DE 19709
    548 Longhorn Loop, Middletown, DE 19709
    /11

    $688,893 New Construction

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

    548 Longhorn Loop, Middletown, DE 19709

    QUICK DELIVERY!!! More pictures to come soon. Fall 2025 Delivery. Introducing the CHELSEA model 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, 9 ft ceilings, formal dining area, and a large great room w/fireplace & an additional sunroom that flows into the kitchen

    Lindsay Shaffer RE/MAX Elite

    548 Longhorn Loop, Middletown, DE 19709
  • 2816 Armoury Ln, Middletown, DE 19709
    2816 Armoury Ln, Middletown, DE 19709
    2816 Armoury Ln, Middletown, DE 19709
    /44

    $535,550 Open Sat 10AM - 6PM

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

    2816 Armoury Ln, Middletown, DE 19709

    *MOVE IN READY* Discover the perfect blend of comfort and sophistication at 2816 Armoury Lane, a 3 bedroom, 3.5 bath. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for both daily living, and entertaining. Boasting sleek quartz countertops, modern pewter maple cabinetry, stainless steel appliances, and a gas cooktop and wall oven, this

    David Vasso Atlantic Five Realty

    2816 Armoury Ln, Middletown, DE 19709
  • 2812 Armoury Ln, Middletown, DE 19709
    2812 Armoury Ln, Middletown, DE 19709
    2812 Armoury Ln, Middletown, DE 19709
    /43

    $539,000 New Construction

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

    2812 Armoury Ln, Middletown, DE 19709

    **Welcome to Middletown's hottest selling active adult community** Welcome to 2812 Armoury Lane- MOVE IN READY and just waiting for you! This perfect homesite overlooks the beautiful clubhouse with all the amenities to enjoy just steps away!! The Carson is a thoughtfully designed home ideal for those who prefer a more traditional layout with the modern functionality of a first-floor primary

    David Vasso Atlantic Five Realty

    2812 Armoury Ln, 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

    $734,500 New Construction

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

    3227 S Central Park Dr, Middletown, DE 19709

    Gorgeous Lot -Backs to open space! Great opportunity to buy at the new 55+ Parks Edge at Bayberry- The Tracy II 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

    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 New Construction

    • 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
  • 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
  • 206 Northern Oak St Unit 36481335, Middletown, DE 19709
    206 Northern Oak St Unit 36481335, Middletown, DE 19709
    206 Northern Oak St Unit 36481335, Middletown, DE 19709
    /23

    $536,900 New Construction

    • 2 Beds
    • 2.5 Baths
    • 1,859 Sq Ft

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

    Elegant foyer welcoming guests to your home. Convenient single-story living. Laundry room with plenty of space to fold and iron. Kitchen with spacious corner pantry and oversized island. Open-concept great room and dining area adjacent to kitchen. Private owner's suite with large walk-in closet and spa bath.

    Builder Photo

    K. Hovnanian Homes

    Builder

    206 Northern Oak St Unit 36481335, 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 159 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 $513,750, down 2% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$513,750
Median Single Family Sale Price
$583,900
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$210
Number of Homes for Sale
294
Last 12 months Home Sales
688
Months of Supply
5.10
Median List Price
$549,902
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
-2%
How to Buy a Home How to Finance a Home How to Sell a Home

In Middletown, there are currently 51 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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