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Homes for Sale in 19709

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  • /54

    $634,000

    • 6 Beds
    • 5 Baths
    • 2,900 Sq Ft

    875 Port Penn Rd, Middletown, DE 19709

    Step into the past and own a piece of Delaware's history with the Dilworth House, one of the earliest homes built in the state by Olla Jansen, a Swedish colonist from the 1600-1700 Native American Period. Situated on 12.25 acres of pristine land that backs up to the Augustine Wildlife Preserve, this property is a rare find, offering both a home and a rich connection to the past. The Dilworth

    Kelly Clark Crown Homes Real Estate

    875 Port Penn Rd, Middletown, DE 19709
  • /46

    $669,000

    • 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
  • /23

    $547,990 New Construction

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

    Tuscany Luxe, 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 Luxe, Middletown, DE 19709
  • /24

    $314,600 New Construction

    • 5 Beds
    • 2 Baths
    • 2,056 Sq Ft

    Armond, Middletown, DE 19709

    This new two-story home is ready for modern lifestyles. The luxurious owner’s suite is tucked into a private rear corner on the first floor off the open-concept floorplan shared between the kitchen, living and dining areas for simple transitions and multitasking. Another bedrooms is located at the front of the home. Three additional bedrooms can be found on the second floor. This plan is part of

    Lennar

    Armond, Middletown, DE 19709
  • /22

    $514,990 New Construction

    • 3 Beds
    • 2 Baths
    • 1,878 Sq Ft

    Sonoma, Middletown, DE 19709

    This cozy single-story home features a low maintenance layout with an open concept kitchen, dining area and family room that leads out to the backyard. Near the foyer are two comfortable bedrooms that can be used for a home office or hobby room, while the spacious owner’s suite is tucked away in the back for added privacy. A two-bay garage and versatile basement with endless possibilities

    Lennar

    Sonoma, Middletown, DE 19709
  • /78

    $989,000

    • 5 Beds
    • 4.5 Baths
    • 4,600 Sq Ft

    830 Sweet Birch Dr, Middletown, DE 19709

    Welcome Home to 830 Sweet Birch Drive, located in the desirable PARKSIDE community in Middletown DE. This stunning home is a KINGFISHER Schell Brothers model has upgrades galore. This home is a wooded lot with one of the largest properties and is fully fenced in. A true walkout with a full apartment to welcome the extended family to live with you. Lets start with the lovely curb appeal, the

    Ann Marie Germano Patterson-Schwartz-Middletown

    830 Sweet Birch Dr, Middletown, DE 19709
  • /56

    $600,000

    • 5 Beds
    • 3.5 Baths
    • 4,175 Sq Ft

    25 Browning Cir, Middletown, DE 19709

    Nestled in the charming Middletown Crossing, this inviting expanded cape, offers a perfect blend of comfort and functionality. With 4 spacious bedrooms and 3.5 bathrooms, this residence boasts a generous 4,175 sq. ft. of finished living space, ideal for both relaxation and entertaining. Step inside to discover an open floor plan that seamlessly connects the kitchen, dining area, and family room,

    Victoria Lawson Long & Foster Real Estate, Inc.

    25 Browning Cir, Middletown, DE 19709
  • /41

    $374,900

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

    141 Gillespie Ave, Middletown, DE 19709

    Nestled in the charming Willow Grove Mill community, 141 Gillespie Avenue in Middletown, DE, is a delightful townhouse that seamlessly blends comfort and style. This well-maintained home invites you into a cozy haven of thoughtfully designed living space.Step inside to discover a spacious, open layout. The main level features new flooring throughout and offers a dining area perfect for

    Jackie Patrick Compass

    141 Gillespie Ave, Middletown, DE 19709
  • /19

    $349,900

    • 3 Beds
    • 2.5 Baths
    • 2,250 Sq Ft

    421 Quincy Ave, Middletown, DE 19709

    Welcome to 421 Quincy Drive, an end-unit townhome nestled in the Willow Grove Mill community. Step inside to an open and airy layout, perfect for everyday living and effortless entertaining. The main level features two expansive living areas, ideal for family gatherings, movie nights, or flexible work-from-home setups. The kitchen is a standout, boasting 42” cabinets and a breakfast bar with

    Oliver Millwood Empower Real Estate, LLC

    421 Quincy Ave, Middletown, DE 19709
  • /65

    $949,900

    • 5 Beds
    • 5.5 Baths
    • 5,225 Sq Ft

    810 Ashby Dr, Middletown, DE 19709

    Welcome to 810 Ashby Drive, an exquisite estate in the prestigious Ashby’s Place community. This expansive 5-bedroom, 5.5-bathroom Aspen II model by K. Hovnanian offers over 5,000 sq ft of living space, thoughtfully designed for comfort, entertaining, and modern family living.From the moment you step inside, you’re greeted by a dramatic two-story foyer, sweeping hardwood staircase, and rich

    Nakisha Powell-Jones EXP Realty, LLC

    810 Ashby Dr, Middletown, DE 19709
  • /50

    $999,000

    • 5 Beds
    • 5.5 Baths
    • 6,840 Sq Ft

    448 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 448 Spring Hollow Drive. This well-maintained freshy painted colonial home sits on a lovely corner lot located in the desirable community of Parkside, with an additional 1/2 acre of non-buildable open space behind the property. Being a former model home, this 5 bedroom, 5 1/2 bath home features many well-executed upgrades, 4 fireplaces, stunning trim and lighting upgrades throughout.

    Christopher Carr HomeZu

    448 Spring Hollow Dr, Middletown, DE 19709
  • /17

    $279,900

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    776 Lorewood Grove Rd, Middletown, DE 19709

    This house is being sold as is. Nice spacious rancher on 1⁄2 acre near Middletown. 3 bedrooms and two baths. A basement and detached garage or workshop. We do not know the status of the septic. The lid is broken and the seller is selling as-is. This home is perfect for someone looking for sweat equity. The sale is contingent on the sellers finding a new home. No exceptions.

    Ray Dudkewitz Patterson-Schwartz-Newark

    776 Lorewood Grove Rd, Middletown, DE 19709
  • /2

    $200,000

    • 3 Beds
    • 2.5 Baths
    • 1,400 Sq Ft

    185 Vincent Cir, Middletown, DE 19709

    Investor Alert! Cash buyers only — 185 Vincent Circle presents a rare opportunity in the heart of Middletown Village. This is an estate sale and the property is being sold strictly as-is. No access will be granted and no interior showings will be scheduled. Please do not attempt to enter the property. Drive-by only. Buyer is responsible for any and all due diligence, including clean out and

    Amanda Lecates Crown Homes Real Estate

    185 Vincent Cir, Middletown, DE 19709
  • /96

    $535,000

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

    603 Cheswick Ct, Middletown, DE 19709

    Located in the highly sought-after Brick Mill Farms community in Middletown, this spacious 4-bedroom, 2.5-bath home offers generous living space and endless potential. Featuring a formal living room and dining room, the home is thoughtfully designed for both comfortable living and entertaining. The eat-in kitchen flows seamlessly into a dramatic two-story family room, creating a bright and open

    Laura Walker Walker Realty Group LLC

    603 Cheswick Ct, Middletown, DE 19709
  • /7

    $700,000

    • Land
    • 15 Acres
    • $46,296 per Acre

    0 Port Penn Rd, Middletown, DE 19709

    Discover over 15 acres of opportunity nestled just south of the canal ideal for developers or those seeking the perfect canvas for a private estate. This expansive parcel offers the rare combination of seclusion and convenience, with possible subdivision potential (subject to approvals) or room to create your own retreat surrounded by nature. Backing up to the scenic Augustine Wildlife Preserve,

    Sandy Collins Berkshire Hathaway HomeServices Homesale Realty

    0 Port Penn Rd, Middletown, DE 19709
  • /44

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 3,581 Sq Ft

    1242 Hook Dr, Middletown, DE 19709

    Welcome to this stunning 4-bedroom, 2.5-bath home featuring an open floor plan ideal for both everyday living and entertaining. The spacious kitchen boasts a large island, abundant cabinetry, and seamlessly flows into the dining area and a cozy family room — perfect for gathering with loved ones. The primary suite offers a luxurious retreat with a generous walk-in closet, garden tub, and

    Sandy Collins Berkshire Hathaway HomeServices Homesale Realty

    1242 Hook 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
  • /66

    $699,900

    • 4 Beds
    • 3.5 Baths
    • 4,936 Sq Ft

    103 Westside Ln, Middletown, DE 19709

    Welcome to 103 Westside Lane in one of Middletown's most exclusive and coveted communities, Westside Hunt. A true estate home with curb appeal to match, this stunning home built by Disabatino Construction in 2003 is a stunner. The two-car side entry garage and oversized drive lead you home to a beautiful stone exterior and covered front porch, accented by chic black shutters and meticulous

    Megan Aitken Keller Williams Realty

    103 Westside Ln, Middletown, DE 19709
  • /24

    $349,000

    • 3 Beds
    • 2.5 Baths
    • 1,650 Sq Ft

    178 Gillespie Ave, Middletown, DE 19709

    Welcome to this beautifully updated Colonial-style townhome located in the highly sought-after Willow Grove Mill community in Middletown. With 1,650 sq. ft. of thoughtfully designed living space, this 3-bedroom, 2.5-bath home offers a perfect blend of comfort, convenience, and modern style. Freshly painted throughout, it features brand-new luxury vinyl flooring on the main level, new carpet

    Judy Chen BHHS Fox & Roach - Hockessin

    178 Gillespie Ave, 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
  • /27

    $482,900

    • 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
  • /30

    $365,000

    • 3 Beds
    • 2.5 Baths
    • 1,950 Sq Ft

    635 Barrie Rd, Middletown, DE 19709

    Charming Home in Sought-After Middletown Community*OFFER DEADLINE OF MONDAY 08/04/25 AT 5:00PM. MULTIPLE OFFERS IN HAND.*Welcome to 635 Barrie Road, a beautifully maintained end unit town home in the sought after Appoquinimink School District. This spacious residence offers the perfect blend of comfort, style, and convenience. Featuring 3 bedrooms, 2.5 bathrooms, and 1,950 square feet of

    Madeline Justison Crown Homes Real Estate

    635 Barrie Rd, Middletown, DE 19709
  • /37

    $539,900

    • 4 Beds
    • 2.5 Baths
    • 2,325 Sq Ft

    133 Pine Valley Dr, Middletown, DE 19709

    Situated on a large corner lot, this home has been lovingly maintained by the original owners. Don't miss this traditional colonial with spacious rooms and many updates. Updates include the freshly painted interior (2025) , hickory engineered hardwood flooring on the first level (2024), new carpet on the second level and stairs (2024), and updated bathrooms (2025). The eat-in kitchen features

    SUSAN HELMSTADTER BHHS Fox & Roach - Hockessin

    133 Pine Valley Dr, Middletown, DE 19709
  • /41

    $1,020,000

    • 6 Beds
    • 5.5 Baths
    • 6,425 Sq Ft

    428 Rosenberger Dr, Middletown, DE 19709

    Welcome to 428 Rosenberger Drive, a spacious and elegant home in the highly desirable Estates at Cedar Lane, located within the award-winning Appoquinimink School District. This brick-front estate offers six bedrooms, five and a half bathrooms, a three-car garage, and sits on over half an acre with a playground set in the fenced in back yard. With 6,425 square feet of finished living space, this

    Dan Deckelbaum KW Empower

    428 Rosenberger Dr, Middletown, DE 19709
  • /60

    $579,000

    • 5 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    445 Georgiana Dr, Middletown, DE 19709

    Welcome to your next chapter in comfort and convenience! This spacious five-bedroom, three-and-a-half-bath home offers a layout designed for both everyday living and entertaining. The open floor plan connects the kitchen, dining, and living areas, making gatherings easy and enjoyable—whether you’re hosting game night or just making pancakes on a Sunday morning.Downstairs, the finished

    Tiny Reamer RE/MAX 1st Choice - Middletown

    445 Georgiana Dr, Middletown, DE 19709
  • /44

    $950,000

    • 3 Beds
    • 2.5 Baths
    • 3,169 Sq Ft

    1381 Pole Bridge Rd, Middletown, DE 19709

    Here it is, your own piece of ground with a whole lot of extras. 1381 Pole Bridge Road offers nearly 8 acres with a pole building, in-ground heated pool, and 3,619 square foot home in Appo School District. This property offers privacy and serenity rarely found New Castle County. The home features and open concept layout with kitchen, dining, and family room flowing together on the main level. The

    Travis L. Dorman RE/MAX Elite

    1381 Pole Bridge Rd, Middletown, DE 19709
  • /57

    $695,000

    • 5 Beds
    • 4 Baths
    • 3,450 Sq Ft

    3 W Kilts Ln, Middletown, DE 19709

    Welcome to 3 West Kilts Lane, at The Estates at St Annes, where elegance meets modern convenience. Step inside to discover exquisite craftsmanship. The heart of this home is its gourmet kitchen, featuring granite countertops, a spacious pantry, stainless steel appliances, a double sink, recessed lighting, and beautiful hardwood floors. Adjacent, the morning room beckons with a vaulted ceiling, a

    Catherine Ortner Compass

    3 W Kilts Ln, Middletown, DE 19709
  • /140

    $1,125,000

    • 5 Beds
    • 4.5 Baths
    • 5,769 Sq Ft

    542 Wheelmen St, Middletown, DE 19709

    Presenting a stunning Modern Farmhouse located in desirable Town of Whitehall. This Montchanin Builder Model home boasts all the bells and whistles you would expect and then much more. Featuring 5 bedrooms, 4 full and one half baths, nearly 6,000 square feet of living space and sitting on a corner lot surrounded by parks on 3 sides. Starting at the wrap around front porch, as you enter the home

    Victoria Dickinson Patterson-Schwartz - Greenville

    542 Wheelmen St, 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
  • /28

    $399,000

    • 3 Beds
    • 1 Bath
    • 2,000 Sq Ft

    900 S Vernon St, Middletown, DE 19709

    Welcome to 900 S Vernon St, located in the heart of Middletown, DE, within the desirable Sharondale community. This charming brick rancher features three bedrooms, one full bathroom, a fully enclosed sunroom with heat and air conditioning, a partially finished basement with inside and outside access, and an in-ground pool with a new cover. Recent updates include new hardwood flooring in two

    Kelly Clark Crown Homes Real Estate

    900 S Vernon St, Middletown, DE 19709
  • /98

    $799,000

    • 5 Beds
    • 5 Baths
    • 5,100 Sq Ft

    253 Wickerberry Dr, Middletown, DE 19709

    Welcome to 253 Wickerberry Drive in the sought after community of PARKSIDE. This home from the moment you pull up has such wonderful curb appeal...The Stone Front, the front porch and the lovely landscaping. Come inside to this beautiful traditional home that has so much to offer, 5 bedrooms, 5 bathrooms large office, great kitchen with a large morning room, a finished basement and one of the

    Ann Marie Germano Patterson-Schwartz-Middletown

    253 Wickerberry Dr, Middletown, DE 19709
  • /27

    $75,000

    • 3 Beds
    • 2 Baths
    • 1,050 Sq Ft

    620 Village Dr Unit A620, Middletown, DE 19709

    Welcome to 620 Village Dr in Middletown, DE. This charming home offers 3 bedrooms, 2 full bathrooms, and a refreshed interior design. Many improvements have been made to this home including upgraded stainless steel appliances, new ceramic tile, updated flooring, and two additions for more main living area. The kitchen boasts a double oven, wide island, and eat-in dining area. Some finishing

    Ryan Fitzwater RE/MAX 1st Choice - Middletown

    620 Village Dr Unit A620, Middletown, DE 19709
  • /45

    $599,000

    • 4 Beds
    • 2.5 Baths
    • 2,725 Sq Ft

    104 Dungarvan Dr, Middletown, DE 19709

    Welcome to 104 Dungarvan Dr, a true gem of a home with charm and beauty, located in one of the most exclusive and sought-after communities in Middletown, DE. The curb appeal, accented by mature trees and a stunning brick exterior with classic shutters flanking the windows, makes for a glowing first impression. The one-acre lot offers privacy and sprawling usable space while still maintaining a

    Megan Aitken Keller Williams Realty

    104 Dungarvan Dr, Middletown, DE 19709
  • /54

    $1,090,000

    • 4 Beds
    • 4 Baths
    • 4,725 Sq Ft

    251 Dillon Cir, Middletown, DE 19709

    Presenting a distinguished 4-bedroom, 4 full-bathroom, Colorado II model in Summit Pointe, a newly built boutique community, crafted by K. Hovnanian Homes. This property, only 2 1⁄2 years old, offers 4,725 square feet of living space with an expanded floor plan (please refer to the attached floor plans, noting the upgraded, extended areas marked in blue), with a primarily brick front elevation.

    Sally Bittel Thomas Compass

    251 Dillon Cir, Middletown, DE 19709
  • /38

    $419,000 Open Sun 12PM - 2PM

    • 4 Beds
    • 2.5 Baths
    • 2,600 Sq Ft

    1411 Carrick Ct, Middletown, DE 19709

    Nestled in the highly sought-after Ponds of Odessa community, this fine end-unit townhouse at 1411 Carrick Ct offers an unparalleled blend of sophistication and modern convenience. Located within the prestigious Appoquinimink School District, this home is a true gem designed for contemporary living. Step inside and be immediately captivated by the grand foyer, featuring a dramatic butterfly

    Dawn Wilson Real Broker, LLC

    1411 Carrick Ct, 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
  • /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
  • /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
  • /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
  • /48

    $599,000

    • 5 Beds
    • 4.5 Baths
    • 3,600 Sq Ft

    240 Armata Dr, Middletown, DE 19709

    Enjoy nearly 3,600 sq ft of living space—an outstanding value at $599K in the 5-bedroom market—nestled near the end of a quiet cul-de-sac in the sought-after Appoquinimink School District, with key comparables ranging from $579K to $605K. A thoughtfully designed, 5 bed, 4.5 bath, 3,600 sq. ft modern home located near the end of a quiet cul-de-sac, where peace, privacy, and convenience

    Veta McCarther VRA Realty

    240 Armata Dr, Middletown, DE 19709

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