249

Middletown, DE Homes for Sale

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  • /86

    $715,000 Open Sun 11AM - 2PM

    • 4 Beds
    • 4 Baths
    • 2,595 Sq Ft

    114 Austrian Pine Ct, Middletown, DE 19709

    Looking for that perfect place to call home? Look no further! Not only is this gorgeous home on a quiet cul-de-sac in the peaceful yet conveniently located luxury 55+ active adult community of Four Seasons at Baymont Farms but it is also practically new at less than 2 years old. The home, itself, offers a true one level living and boasts an open floor plan, open kitchen with soft close cabinets

    Sandra Lamprecht Coldwell Banker Realty

    114 Austrian Pine Ct, Middletown, DE 19709
  • /75

    $615,000

    • 2 Beds
    • 2 Baths
    • 1,866 Sq Ft

    3016 Barber Ln, Middletown, DE 19709

    Welcome to 3016 Barber Lane! This gorgeous, 55+ newly constructed detached home was built in 2024 and is located in Parks Edge, a part of the Village of Bayberry community in Middletown, Delaware! Situated on a premium corner lot, this beautifully upgraded Cooper II model with a two car garage offers great views with a pocket park in front and a meadow behind the home that cannot be built on!

    Marla Schechter Patterson-Schwartz-Middletown

    3016 Barber Ln, Middletown, DE 19709
  • /94

    $597,000

    • 4 Beds
    • 3.5 Baths
    • 3,425 Sq Ft

    20 W Kilts Ln, Middletown, DE 19709

    24 Hours Notice Required for ALL Showings. Even though this property is in good shape and habitable the property is being sold As-Is, Where-Is. Information regarding the stucco condition, including documentation and a contractor quote outlining the estimated cost to remediate, has been uploaded to the Bright MLS document section. The list price reflects the property’s current condition and

    Team Freebery EXP Realty, LLC

    20 W Kilts Ln, Middletown, DE 19709
  • /50

    $799,000

    • 4 Beds
    • 2.5 Baths
    • 3,875 Sq Ft

    228 Wickerberry Dr, Middletown, DE 19709

    This Stunning Home built by Anderson Builder is located on the Corner lot in the Parkside Community. This 4 bedroom, 2 1/2 bath home welcomes you as soon as you enter into the home. The 2-story foyer provides an embracing warmth separating the dining and living room. The Large office can be access by the double doors off the living room or by the hall entrance. A butler's pantry connects dining

    Angela Clement EXP Realty, LLC

    228 Wickerberry Dr, Middletown, DE 19709
  • /95

    $769,000

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

    513 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 513 Spring Hollow Drive, located in the sought after neighborhood of PARKSIDE where manicured lawns, breathtaking Grand entrances.... that shout our pure elegance and landscaped open areas that are where you can imagine your family loving where they live. This stunning Semi Custom home in situated on a great corner lot that is across from the Parkside Community Clubhouse, pool, fitness

    Ann Marie Germano Patterson-Schwartz-Middletown

    513 Spring Hollow Dr, Middletown, DE 19709
  • /49

    $499,900

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

    248 Ann Dr, Middletown, DE 19709

    Price Improvement!!!!!!!Welcome to 248 Ann Drive in the heart of Middletown at the Crossland at the Canal! This beautifully maintained 15 year old 4 bedroom 2.2 bathrooms home offers the perfect blend of comfort, space, and convenience. Step inside to find a bright and inviting layout with generous living areas, ideal for both everyday living and entertaining. The kitchen features ample cabinetry

    Priscilla Aidoo Yeboah Tesla Realty Group, LLC

    248 Ann Dr, Middletown, DE 19709
  • /28

    $565,000

    • 3 Beds
    • 2.5 Baths
    • 2,175 Sq Ft

    656 Vance Neck Rd, Middletown, DE 19709

    Back on the market at no fault of the sellers - You don't want to miss this beautifully maintained single-family home set on 1.39 acres. Offering 3 bedrooms, 2.5 baths, and 2,175 square feet of finished living space above grade plus a full unfinished basement of equal size this home provides comfort today and flexibility for the future. Inside, the layout is ideal for everyday living and

    Jennifer Hall The Moving Experience Delaware Inc

    656 Vance Neck Rd, Middletown, DE 19709
  • /67

    $880,000

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

    657 Vance Neck Rd, Middletown, DE 19709

    Unique and rare opportunity to own this beautifully maintained home that sets on 1.99 acres in a country setting with no HOA. Generous space to build and additional garage/pole barn and pool if desired. An expansive 4,300-square-foot residence offers 5/6 bedrooms and 3.5 baths, including two primary suites, one conveniently located on the first floor.The home features a three-car garage, a

    Kim Simpson Thyme Real Estate Co LLC

    657 Vance Neck Rd, Middletown, DE 19709
  • /56

    $1,049,000

    • 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 31⁄2 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
  • /25

    $564,900 Open Sat 11AM - 1PM

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

    1220 N Olmsted Pkwy, Middletown, DE 19709

    Welcome home to 1220 N Olmsted Pkwy located in the sought-after Village of Bayberry North. Upon arrival, you’ll immediately notice the beautiful stone veneer exterior, offering timeless curb appeal and setting the tone for this well-maintained, 5-year-old ranch home. An inviting covered front porch welcomes you in, perfect for morning coffee, evening relaxation, or connecting with neighbors. Step

    Andrea Harrington Compass

    1220 N Olmsted Pkwy, Middletown, DE 19709
  • /33

    $445,000

    • 4 Beds
    • 3.5 Baths
    • 2,578 Sq Ft

    301 White Pine Dr, Middletown, DE 19709

    Welcome to 301 White Pine Dr in charming Middletown, DE! Nestled on an expansive corner lot, this property offers the perfect blend of space, freedom, and potential. With no HOA restrictions, you’re free to let your imagination run wild—whether you envision a lush garden oasis, a backyard entertainment haven, this property has two garages for storage for your hobbies and toys. The home itself is

    Tony Immediato Compass

    301 White Pine Dr, Middletown, DE 19709
  • /64

    $684,900

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

    103 Westside Ln, Middletown, DE 19709

    This stunning executive home located in sought-after Westside Hunt and the Appoquinimink School District offers casual elegance, almost 5000 square feet of living space, and fine craftsmanship by Desabatino Construction. This home features a beautiful stone facade, gracious covered porch for morning coffee or relaxing afternoons, gleaming hardwood floors, 9' first floor ceilings, an ample family

    Susan Fitzwater RE/MAX Advantage Realty

    103 Westside Ln, Middletown, DE 19709
  • /56

    $749,900

    • 5 Beds
    • 4.5 Baths
    • 5,400 Sq Ft

    1036 Applecross Dr, Middletown, DE 19709

    Welcome to 1036 Applecross Drive, a stunning, executive-style home set on a desirable northeast-facing corner lot in the highly sought-after Preserve at Deep Creek community. With a fully fenced backyard and thoughtful upgrades throughout, this home is truly move-in ready and designed to impress. From the moment you step inside, it’s clear this residence has been meticulously cared for, with an

    Michael Davis Phoenix Real Estate

    1036 Applecross Dr, Middletown, DE 19709
  • /42

    $609,999 Open Sun 1PM - 3PM

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

    624 Vivaldi Dr, Middletown, DE 19709

    Welcome Home! Located in the sought-after 55+ community of The Ponds at Bayberry, this exquisite 3-bedroom, 2-full-bath home offers comfort, style, and resort-style living. Residents enjoy fantastic amenities, including a clubhouse, pool, and a full calendar of activities. The home features a stunning stone front exterior and a spacious covered porch perfect for relaxing. Inside, you’ll find an

    Matt Fetick EXP Realty, LLC

    624 Vivaldi Dr, Middletown, DE 19709
  • /51

    $550,000

    • 4 Beds
    • 2.5 Baths
    • 2,775 Sq Ft

    1909 Gladys St, Middletown, DE 19709

    Huge price drop and ready to sell!! Welcome to 1909 Gladys Street in the highly sought-after Town of Whitehall! Whitehall is a community that offers fantastic amenities, quality craftsmanship, and a warm welcome. This home's wow factor is abundant, from the curb appeal outside to the model home vibes inside. You will notice the beautiful landscaping and striking deep blue hardi-plank siding as

    Kelly Clark Crown Homes Real Estate

    1909 Gladys St, Middletown, DE 19709
  • /45

    $479,900

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

    148 Gazebo Ln, Middletown, DE 19709

    WOW! Simply Gorgeous! This popular Kipling model offers open floor plan, foyer with 11 FT ceiling, wainscoting and gleaming hardwoods extending from foyer thru living room, dining room and kitchen. Well appointed kitchen has granite counters including island with seating for 3, stainless steel appliances, recessed & upgraded lighting. Dining area has sliders to upgraded & enlarged paver patio,

    Mary Lynch Patterson-Schwartz-Middletown

    148 Gazebo Ln, Middletown, DE 19709
  • /24

    $410,000 Open Sun 1PM - 4PM

    • 2 Beds
    • 2 Baths
    • 1,500 Sq Ft

    304 Daylilly Way, Middletown, DE 19709

    Excellent opportunity to own in the desirable 55+ community of Springmill. Well maintained, first floor living with everything you need. 2 spacious bedrooms, 2 full baths, a beautiful kitchen with BRAND NEW stainless steel appliances and dining space, and a spacious 2-car garage. The back porch area is perfect for garden enthusiasts or a nice, relaxing area to entertain guests. This freshly

    Justin Ashkenase Patterson-Schwartz-Hockessin

    304 Daylilly Way, Middletown, DE 19709
  • /55

    $999,000

    • 7 Beds
    • 4.5 Baths
    • 5,650 Sq Ft

    836 Sweet Birch Dr, Middletown, DE 19709

    Welcome to this stunning ranch-style home that redefines spacious living! With animpressive 5,000 square feet, this property features 7 generous bedrooms and 4.5bathrooms, ensuring ample space for family and guests. Step inside to discover soaring9-foot ceilings that enhance the open, airy feel throughout.The heart of the home is the modern kitchen, perfect for culinary

    James Day Century 21 Gold Key Realty

    836 Sweet Birch Dr, Middletown, DE 19709
  • /31

    $635,000

    • 4 Beds
    • 2.5 Baths
    • 4,475 Sq Ft

    312 Galloway St, Middletown, DE 19709

    Major Price Reduction Move-in ready and offering over 4,000 square feet of beautifully finished living space, this expansive 4-bedroom home is set within the sought-after golf course community of The Estates at St. Anne’s, located in the highly regarded Appoquinimink School District. Designed for both everyday comfort and elegant entertaining, the main level features formal living and dining

    William Sladek Redfin Corporation

    312 Galloway St, Middletown, DE 19709
  • /36

    $470,000

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

    1341 Carrick Ct, Middletown, DE 19709

    Located in the highly sought after community Ponds Of Odessa this pristine end-unit townhouse offers the perfect balance of convenience as well as comfort. Upon entering you are greeted by natural light and a spacious open floor plan complete with a flex room that can double as an office. Upon exploring more of the home you have a vaulted ceiling and open living room and beautiful kitchen

    Brandon Windom Myers Realty

    1341 Carrick Ct, Middletown, DE 19709
  • /28

    $323,900

    • 2 Beds
    • 2 Baths
    • 1,650 Sq Ft

    561 Whispering Trail, Middletown, DE 19709

    “Seller Says Sell!” Welcome to Springmill, a desirable 55+ community in Middletown offering a variety of amenities and easy, single-level living. This well-designed home features two bedrooms and two full baths with an open floor plan. The spacious gathering area flows into a bright morning room overlooking the backyard—perfect for relaxing or entertaining. The kitchen is equipped with granite

    Donna Watson The Watson Realty Group, LLC

    561 Whispering Trail, Middletown, DE 19709
  • /50

    $750,000

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

    624 Nesting Ln, Middletown, DE 19709

    The search is over! You will be amazed from the moment you walk inside. A stunning 2 story 4725 sq foot colonial home PLUS finished basement with 4th full bathroom offers the new buyers a turnkey option on an amazing private lot backing to woods that has been professional landscaped with a low maintenance salt water inground pool! Enter into an open foyer with Cathedral ceilings, catwalk above

    Crystal Graham Patterson-Schwartz-Middletown

    624 Nesting Ln, Middletown, DE 19709
  • /51

    $849,900

    • 6 Beds
    • 4 Baths
    • 5,590 Sq Ft

    1268 Pimpernell Path, Middletown, DE 19709

    Don't think new until you tour this stunner, just under 4 years old ! 6 Bedrooms ! This home has all the bells and whistles! This home has over 5,500 sq. ft of finished living space. 3 Car garage what a dream home!This stunning two-story residence features six bedrooms, four bathrooms, butlers pantry, a loft, sunroom, office, and a three-car garage and completely finished lower level.The

    Rebecca Buckland Coldwell Banker Rowley Realtors

    1268 Pimpernell Path, Middletown, DE 19709
  • /54

    $564,900

    • 4 Beds
    • 2.5 Baths
    • 2,650 Sq Ft

    241 Porky Oliver Dr, Middletown, DE 19709

    Below market value & PRICED TO SELL!!!!! This meticulously maintained home reflects true pride of ownership, both inside and out. Thoughtfully priced and offering exceptional value, this home is ideally situated in the prestigious community of The Legends in Middletown, enjoying convenient access to shopping, dining, and everyday amenities while offering a peaceful, scenic setting overlooking the

    Theresa Russo Patterson-Schwartz-Middletown

    241 Porky Oliver Dr, Middletown, DE 19709
  • /65

    $649,999

    • 4 Beds
    • 3.5 Baths
    • 3,175 Sq Ft

    321 Ellenwood Dr, Middletown, DE 19709

    Welcome to 321 Ellenwood Drive, located in the sought out neighborhood of PARKSIDE. What an unique home!!!! a semi custom home built by Lifestyle by the original owners. This inviting 4 bedroom, 3.1 bathroom home is very special....first floor very large primary suite...Beautiful kitchen with all new appliances including a double oven, great counter space and eat in area with sliding doors out to

    Ann Marie Germano Patterson-Schwartz-Middletown

    321 Ellenwood Dr, Middletown, DE 19709
  • /54

    $599,900

    • 4 Beds
    • 2.5 Baths
    • 2,700 Sq Ft

    1 Hogan Cir, Middletown, DE 19709

    Discover the charm of this stunning traditional home nestled in the desirable subdivision of The Legends. This beautifully maintained residence, built in 2001, boasts a generous 2,700 sq. ft. of finished living space, perfect for creating lasting memories. Situated on a spacious corner lot, this property offers both privacy and a welcoming atmosphere. Step inside to find a harmonious blend of

    Victor Koveleski Long & Foster Real Estate, Inc.

    1 Hogan Cir, Middletown, DE 19709
  • /16

    $386,900

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft

    8 Redding Cir, Middletown, DE 19709

    If you’ve been searching for a move-in ready home that blends style, comfort, and convenience — this is the one. Located in the highly desirable Appoquinimink School District, this beautiful ranch-style home has been designed with today’s lifestyle in mind. Step inside and you’ll immediately notice the open layout, natural light, and thoughtful details throughout. The kitchen is truly the heart

    Clifton Skinner Long & Foster Real Estate, Inc.

    8 Redding Cir, Middletown, DE 19709
  • /32

    $477,000

    • 3 Beds
    • 4 Baths

    365 Andrew Ct, Middletown, DE 19709

    Welcome to 365 Andrew Ct! This beautifully maintained, like-new home offers all the advantages of new construction without the wait. Nestled within the highly acclaimed Appoquinimink School District, this stunning end-unit townhome combines luxury with convenience. Featuring an expansive open-concept floor plan, this home is tailored for modern living. With 3 bedrooms, 2 full baths, 2 half baths,

    Amy Hurley Foraker Realty Co.

    365 Andrew Ct, Middletown, DE 19709
  • /46

    $596,000

    • 4 Beds
    • 2.5 Baths
    • 2,275 Sq Ft

    12 E Cochran St, Middletown, DE 19709

    Very unusual historic home in the heart of Middletown. Just blocks from new YMCA. Home was assembled in 1944-1948 from parts of multiple historic homes being demolished to make room for post war housing. The front facade and much of the brick exterior were transported and re-assembled on site, proudly boasting 1736 construction. Add various plank floors, beamed ceiling, fireplaces with Mable

    Brenda Murray BHHS Fox & Roach-Christiana

    12 E Cochran St, Middletown, DE 19709
  • /32

    $765,000

    • 7 Beds
    • 4 Baths

    618 Vessel Dr, Middletown, DE 19709

    This is your new construction dream home without the new construction wait time! Be the first to call this stunning 7 bedroom 4 Bath 3 car garage just built in 2025 home! The open concept main level features elegant LVP flooring throughout, an office with beautiful glass french doors, gourmet kitchen with stainless appliances, gas cooking, granite countertops and a grand island. A primary bedroom

    Jennifer Pipinos Patterson-Schwartz-Newark

    618 Vessel Dr, Middletown, DE 19709
  • /4

    $269,900

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

    945 Lansdowne Rd, Middletown, DE 19709

    "Investers Alert" - This property has been damaged by fire and needs entire Interior renovation including HVAC, Electrical, Drywall, Fixtures, Etc. Priced Accordingly. Buyer has approved plan for extension details can be provided upon request.This home is ready for whole renovation ,buyer can design and upgrade according to their desire.Property contains a direct access garage, enjoy outdoor

    Masood Sadiq Real Broker, LLC

    945 Lansdowne Rd, Middletown, DE 19709
  • /59

    $870,000

    • 5 Beds
    • 3.5 Baths
    • 5,092 Sq Ft

    434 Spring Hollow Dr, Middletown, DE 19709

    Welcome to 434 Spring Hollow Drive, a beautiful residence nestled in Middletown's most sought-after community. This home is ideally situated on one of the finest lots, offering tranquil views as it backs onto lush woods. Located on a charming tree-lined street, it's just a short walk to the community clubhouse, which boasts a large pool and fitness center. As you approach the home, the inviting

    Tony Immediato Compass

    434 Spring Hollow Dr, Middletown, DE 19709
  • /46

    $995,000

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

    258 Dillon Cir, Middletown, DE 19709

    Nestled in the prestigious Summit Pointe community, this exquisite Colonial-style residence, built in 2023, offers a harmonious blend of luxury and comfort. Spanning an impressive 4,175 square feet, this home is designed for those who appreciate high-end living and thoughtful details. As you step inside, you are greeted by a grand staircase that sets the tone for the elegance found throughout the

    Beth Wheeler BHHS Fox & Roach-Concord

    258 Dillon Cir, Middletown, DE 19709
  • /54

    $689,000

    • 5 Beds
    • 3.5 Baths
    • 3,175 Sq Ft

    1245 Pimpernell Path, Middletown, DE 19709

    This move-in ready, 3-year-old D.R. Horton home is a spacious two-story with five bedrooms, three and a half bathrooms. It also includes a game room with a wet bar, a media room, a workshop or exercise room, a full bathroom, and plenty of storage space in the basement, as well as a two-car garage and an oversized deck. The foyer features a coat closet and creates a welcoming flow for greeting

    Lila F Dudley Realty Mark Associates-Newark

    1245 Pimpernell Path, Middletown, DE 19709
  • /42

    $399,777

    • 3 Beds
    • 2.5 Baths
    • 1,900 Sq Ft

    467 Hyetts Corner Rd, Middletown, DE 19709

    Vintage charm with modern amenities. This home built in the 1800s is on just about 1 acre. It has 2 bedrooms and 2 full baths and 1 powder room. There is also an extra room in the back that could be a third bedroom . The exposed beams and brickwork are amazing. The kitchen has been updated with a quartz countertop, tile backsplash and a new stainless appliance package. You have to see this in

    Steven King Empower Real Estate, LLC

    467 Hyetts Corner Rd, Middletown, DE 19709
  • /20

    $5,100,000

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

    1343 Bohemia Mill Rd, Middletown, DE 19709

    Candyland – A Once-in-a-Generation Equestrian Estate in Middletown, DelawareWelcome to Candyland, a landmark estate unlike anything the Middletown, Delaware market has seen in over 30 years. This extraordinary 120 plus acre equestrian property is more than a farm,it is a private world of luxury, privacy, and possibility. Encompassing three separate parcels, Candyland features five residences

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • /29

    $5,100,000

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

    1343 Bohemia Mill Rd, Middletown, DE 19709

    Candyland – A Once-in-a-Generation Equestrian Estate in Middletown, DelawareWelcome to Candyland, a landmark estate unlike anything the Middletown, Delaware market has seen in over 30 years. This extraordinary 120 plus acre equestrian property is more than a farm—it is a private world of luxury, privacy, and possibility. Encompassing three separate parcels, Candyland features five residences

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • /20

    $424,500

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

    40 S Cummings Dr, Middletown, DE 19709

    Steve Jackson R&R Commercial Realty

    40 S Cummings Dr, Middletown, DE 19709
  • /26

    $685,000 New Construction

    • 5 Beds
    • 3 Baths
    • 3,560 Sq Ft

    619 Mccracken Dr Unit 1 HOUSTON, Middletown, DE 19709

    New Construction with semi-custom builder, Benchmark Builders. LAST LOT AVAILABLE in the sought after community of Rothwell Estates. This lot backs to trees and faces West. The Houston floor plan has been our most popular and is the same as the model home on Green Forest Dr. The 2 story foyer & great room, & catwalk gives this home the WOW FACTOR you have been looking for. This proposed home has

    Lindsay Shaffer RE/MAX Elite

    619 Mccracken Dr Unit 1 HOUSTON, Middletown, DE 19709
  • /26

    $694,000 New Construction

    • 5 Beds
    • 3 Baths
    • 3,560 Sq Ft

    619 Mccracken Dr Unit 2 GRANDVIEW, Middletown, DE 19709

    New Construction with semi-custom builder, Benchmark Builders. LAST LOT AVAILABLE in the sought after community of Rothwell Estates. This lot backs to trees and faces West. The Grandview floor plan is a gorgeously large ranch with expansive kitchen and cathedral ceilings. This proposed home has an option for a 2nd floor with loft and additional bed and bath. Make an appointment with the site

    Lindsay Shaffer RE/MAX Elite

    619 Mccracken Dr Unit 2 GRANDVIEW, Middletown, DE 19709

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