248

Middletown, DE Homes for Sale

Section Image Section Image
  • /50

    $770,000

    • 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
  • /67

    $844,990 New Construction

    • 4 Beds
    • 3.5 Baths
    • 4,400 Sq Ft

    129 Ayshire Dr Unit PHILADELPHIAN GRAND, Middletown, DE 19709

    Welcome to Highlands at Back Creek- a small community of only 42 lots. All homesites are a minimum of 3/4 acre to a FULL ACRE. Are you tired of massive developments with no sense of community? This is the place for you. ;) Check out some of the standard features- 9' first and second-floor ceilings, crown molding in the living room, dining room, foyer, and second-floor hallway. Shaw hardwood

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit PHILADELPHIAN GRAND, Middletown, DE 19709
  • /2

    $540,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,052 Sq Ft

    Middleton Elite Plan at The Town of Whitehall - Mapleton Village, Middletown, DE 19709

    Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour availability. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    530 Wheelmen St Unit 36455671, 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
  • /39

    $419,900

    • 4 Beds
    • 2 Baths
    • 3,025 Sq Ft

    11 W Hoffecker St, Middletown, DE 19709

    MULTIPLE OFFERS - OFFER DEADLINE SAT 3/7/26 AT 9PM. Well-maintained 4BR/2BA Cape Cod home with a 1st floor primary bedroom, vintage charm and many updates in the heart of Middletown! The beautifully updated kitchen with a farmhouse sink, granite counters, tiled backsplash, stainless steel appliances and a chimney range hood flows seamlessly into adjacent living rooms with custom iron pipe

    David O'Donnell EXP Realty, LLC

    11 W Hoffecker St, Middletown, DE 19709
  • /3

    $554,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,280 Sq Ft

    Middleton Reserve Plan at The Town of Whitehall - Mapleton Village, Middletown, DE 19709

    Open 5 days a week, 11 a.m. 5 p.m. Please call ahead or email lshaffer@benchmarkbuilders.com to check tour availability. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    530 Wheelmen St Unit 36500725, Middletown, DE 19709
  • /19

    $699,990 New Construction

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

    1525 Lesterfield Way, Middletown, DE 19709

    Polished kitchen with Slate Grey cabinetry & vast center island. Connected dining area & great room featuring vaulted ceiling. Cozy fireplace with shiplap adds warmth to main living areas. Lavish primary suite & bath featuring walk-in closet. Private home office, perfect for working remotely. Versatile screened deck for relaxing with friends. Finished basement for entertaining guests. Attached

    K. Hovnanian Homes Builder
    1525 Lesterfield Way, Middletown, DE 19709
  • /29

    $569,000

    • 2 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..

    Andrea Harrington Compass

    1220 N Olmsted Pkwy, Middletown, DE 19709
  • /16

    $564,495 New Construction

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

    3027 Ivyhouse Ln, Middletown, DE 19709

    Welcome to 3027 Ivyhouse Ln — a beautifully upgraded Mendocino Luxe home offering 2,386 square feet of above ground living space, plus an unfinished basement for all your storage needs! This home features an open-concept main level anchored by a gourmet kitchen which flows seamlessly into the spacious family room, making it ideal for both everyday living and entertaining. Treat your guests to a

    Lennar Builder
    3027 Ivyhouse Ln, Middletown, DE 19709
  • /45

    $1,200,000

    • 7,026 Sq Ft

    692 Bayview Rd, Middletown, DE 19709

    A lovely brick federal style home with some Georgian characteristics. This home is placed on the national historic register. The property itself is 14.6 acres improved by mature trees, magnificent boxwoods, and lots of privacy. The home and numerous outbuildings were originally built during the local peach era, making Monterey one of Middletown's peach plantation homes. The outbuildings have just

    A. John Price Patterson-Schwartz Real Estate

    692 Bayview Rd, Middletown, DE 19709
  • /4

    $515,000 New Construction

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

    Belville Plan at Traditions at Whitehall - 55+ Active Adult - Single Family, Middletown, DE 19709

    Belville Relaxed Living with Room to Spare Welcome to the Belville, a thoughtfully designed 2,059 sq. ft. ranch home that blends comfort and style for carefree 55+ living. Enjoy a spacious open layout with a large great room, chef-friendly kitchen, and a first-floor owners suite for ultimate convenience. A charming front porch, full basement, and two-car rear-entry garage add curb appeal and

    Benchmark Builders Builder
    204 Baldy Ln Unit 36491203, Middletown, DE 19709
  • /11

    $60,000

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

    29 W Reybold Dr, Middletown, DE 19709

    Welcome to 29 W Reybold Dr, a cozy and affordable 2-bedroom, 1-bath residence located in the well-established Villagebrook Trailer Park community in Middletown, DE. Perfect for first-time buyers or anyone seeking low-maintenance living, this home presents a wonderful opportunity to own in a friendly and conveniently located neighborhood.Enter to discover a comfortable, functional layout with

    Scott Kompa EXP Realty, LLC

    29 W Reybold Dr, Middletown, DE 19709
  • /4

    $989,000 Coming Soon

    • 5 Beds
    • 3 Baths
    • 3,675 Sq Ft

    107 Bohemia Mill Pond Dr, Middletown, DE 19709

    Coming Soon! Luxury, utility, and modern refinement meet at 107 Bohemia Mill Pond Dr. Situated on a private 2.03-acre lot, this estate is currently being professionally prepared for a grand debut on March 16, 2026. The Heart of the Home:Experience a lifestyle of comfort inside this immaculate home. The interior features a freshly painted color palette that perfectly complements the updated

    Lindsay Burns BHHS Fox & Roach-Greenville

    107 Bohemia Mill Pond Dr, Middletown, DE 19709
  • /25

    $750,000

    • Land
    • 3.85 Acres
    • $194,805 per Acre

    1481 Bunker Hill Rd, Middletown, DE 19709

    Last of the remaining lots!!!!! Unique and promising opportunity close to the Maryland Horse Farms, perfect for those seeking a picturesque and serene waterfront property to call home Lots #12 and #13 Great Bohemia Manor. Build your dream home today! No Builder Tie In. Lakefront property cleared flat land awaiting the perfect buyer, a total of 5 acres for both lots combined but lots can be

    Eddie Barksdale Barksdale & Affiliates Realty

    1481 Bunker Hill Rd, Middletown, DE 19709
  • /12

    $602,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,307 Sq Ft

    Fayetteville Plan at Pleasanton, Middletown, DE 19709

    Private home office off foyer, to work from home in comfort . Striking modern kitchen with Looks interior options available . Spacious great room with plenty of windows for natural light . Luxurious primary suite with walk-in closet . Relaxing primary bath with dual sinks . Versatile loft on second floor, great for a gameroom, play room, home theater, and more .

    K. Hovnanian Homes Builder
    129 Patterson Ct Unit 36452296, Middletown, DE 19709
  • /25

    $504,900 New Construction

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

    1102 Highland St Unit 137 ASHTON, 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

    1102 Highland St Unit 137 ASHTON, Middletown, DE 19709
  • /22

    $420,000

    • 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
  • /94

    $597,000 Coming Soon

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

    20 W Kilts Ln, Middletown, DE 19709

    Overnight Notice Required for ALL Showing Requests. 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 presents an opportunity compared to recent neighborhood

    Team Freebery EXP Realty, LLC

    20 W Kilts Ln, Middletown, DE 19709
  • /54

    $572,000

    • 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
  • /22

    $494,900 New Construction

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

    2307 Winchelsea Pkwy, Middletown, DE 19709

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

    Lennar Builder
    2307 Winchelsea Pkwy, Middletown, DE 19709
  • /42

    $720,000 Coming Soon

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

    114 Austrian Pine Ct, Middletown, DE 19709

    *** Coming Soon: More pics and info coming soon *** 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

    Sandra Lamprecht Coldwell Banker Realty

    114 Austrian Pine Ct, Middletown, DE 19709
  • /39

    $548,500 New Construction

    • 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
  • /35

    $528,000

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

    3037 Barber Ln, Middletown, DE 19709

    UPDATE!!! PRICE REDUCTION!!! Now being offered at below the base price for a new Cooper ll model!! Be sure to check the included features sheet and additional upgrades to see the overall value. 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

    RONALD MERCANTE Active Adults Realty

    3037 Barber Ln, Middletown, DE 19709
  • /33

    $705,900 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,498 Sq Ft

    1487 Bunker Hill Rd, Middletown, DE 19709

    Build Your Dream Home in Middletown with Schaeffer Homes! Home is to be built. Photos and virtual tours show the same base model with optional upgrades. Discover our most quintessential rancher with the Weatherby! This generously-sized home starts at 2,498 square feet of living space. The Weatherby includes 3 bedrooms, 2 1⁄2 bathrooms, 2-car garage, as well as a study! With one of our most

    Eddie Barksdale Barksdale & Affiliates Realty

    1487 Bunker Hill Rd, Middletown, DE 19709
  • /71

    $689,900

    • 6 Beds
    • 3.5 Baths
    • 3,716 Sq Ft

    303 Braemar St, Middletown, DE 19709

    Beautiful 6 bedroom, 3 1/2 bathroom colonial offering a covered front porch, 2 car garage, partially finished basement and a backyard paradise. The main floor offers a guest/in-law suite with full bathroom, formal living room/office, dining room, family room with gas fireplace featuring exquisite word working including ship lap and coffered ceiling, Kitchen with center island, granite counter

    David Watlington Patterson-Schwartz-Middletown

    303 Braemar St, Middletown, DE 19709
  • /29

    $5,100,000

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

    1343 Bohemia Mill Rd, Middletown, DE 19709

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

    Kim Simpson Thyme Real Estate Co LLC

    1343 Bohemia Mill Rd, Middletown, DE 19709
  • /26

    $549,000 New Construction

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

    530 Wheelmen St Unit 4 ALTON, Middletown, DE 19709

    The Alton Model. TO BE BUILT. Cape Cod style home offering 2 bedrooms, 2 baths, open floor plan, loftincluded. Visit The Town of Whitehall for a home town living experience! *Photo shown is not actual home for sale. This community features an abundance of standard features! Hardie board siding, Andersen 200 series windows on all homes. Please stop in for all details. 530 Wheelmen Street,

    Lindsay Shaffer RE/MAX Elite

    530 Wheelmen St Unit 4 ALTON, Middletown, DE 19709
  • /2

    $614,000 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,195 Sq Ft

    Eden II Plan at Ponds of Odessa - Single Family Homes, Middletown, DE 19709

    Tours by appointment onlyplease call 302-274-0712 to schedule. Illustrations are artists' concepts and may vary in detail from the actual plans and specifications.

    Benchmark Builders Builder
    400 Rederick Ln Unit 36465096, Middletown, DE 19709
  • /31

    $602,990 New Construction

    • 3 Beds
    • 3 Baths
    • 2,307 Sq Ft

    128 Patterson Ct, Middletown, DE 19709

    This home is a To-Be- Built. The Fayetteville offers a private home office just off the foyer, perfect for working from home in comfort. The striking modern kitchen features Looks interior options and opens to a spacious great room filled with natural light from abundant windows. The luxurious primary suite includes a generous walk-in closet and a relaxing primary bath with dual sinks. Upstairs,

    Barbara Heilman Delaware Homes Inc

    128 Patterson Ct, 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
  • /4

    $386,500 New Construction

    • 4 Beds
    • 3.5 Baths
    • 1,980 Sq Ft

    746 Rosler Way, Middletown, DE 19709

    **This Novella Interior townhome is one of the selected homes eligible for the Blenheim Cornerstone Initiative in compliance with the New Castle County MPDU program. Visit our website or NCC’s website for more details on qualifications and income requirements. ** This home is under construction. Delivery time frame should be discussed with a sales representative. Located in The Overlook at

    Brittany Stephens Blenheim Marketing LLC

    746 Rosler Way, Middletown, DE 19709
  • /36

    $449,900

    • 4 Beds
    • 2.5 Baths
    • 2,150 Sq Ft

    325 Great Oak Dr, Middletown, DE 19709

    Classic R.C. Peoples-built 2 Story in rarely available Great Oak Farms. This home has fantastic curb appeal starting with the brick siding, but not forgetting the long driveway that is complimented by two decorative brick pillars. Moving inside, there is a living room with a cozy fireplace; just a few steps away from the formal dining room. The kitchen its own dining area, no shortage of cabinet

    Matt Dutt RE/MAX Elite

    325 Great Oak Dr, Middletown, DE 19709
  • /15

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,350 Sq Ft

    129 E Main St, Middletown, DE 19709

    Investment Opportunity in Middletown, Delaware!!! This property presents a rare value-add opportunity for serious cash investors. Yes it requires renovations and is being offered strictly “As-Is”... but the upside is in the location, the growth, and the long-term demand surrounding it; making it ideal for experienced investors seeking their next fix-and-flip, rental hold, or potential

    Chad Mitchell Crown Homes Real Estate

    129 E Main St, Middletown, DE 19709
  • /49

    $509,900

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

    248 Ann Dr, Middletown, DE 19709

    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 and workspace, flowing

    Priscilla Aidoo Yeboah Tesla Realty Group, LLC

    248 Ann Dr, Middletown, DE 19709
  • /2

    $200,000

    • 2 Beds
    • 1 Bath
    • 1,075 Sq Ft

    14 W Lake St, Middletown, DE 19709

    Investment alert!! Here’s an opportunity to add or start your rental income portfolio. 2 bed 1 bath rental with tenant in place and long term rental history. Includes appliances! Right in town of middletown within walking distance to restaurants, entertainment, shopping and more! Get your offer in today!

    Albert Leskovar Jr. Myers Realty

    14 W Lake St, Middletown, DE 19709
  • /22

    $529,990 New Construction

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

    Sonoma Plan at Venue at Winchelsea 55+ - Winchelsea Singles, 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 Builder
    2405 Greyfriar Loop Unit 36041425, Middletown, DE 19709
  • /2

    $774,990 New Construction

    • 4 Beds
    • 2.5 Baths
    • 3,700 Sq Ft

    129 Ayshire Dr Unit BRANDYWINE GRAND, Middletown, DE 19709

    Welcome to Highlands at Back Creek, a small community of only 42 lots. Most lots back to open space, and they're all at least 3/4 acre. S Homes has always been ahead of its time with stunning, well-designed, large homes. The Brandywine Grand is proof of that. It has 3,700 square feet of living space on the first and second floors (excluding the unfinished basement). The living room and dining

    Elizabeth Page-Kramer EXP Realty, LLC

    129 Ayshire Dr Unit BRANDYWINE GRAND, Middletown, DE 19709
  • /80

    $749,900

    • 5 Beds
    • 4 Baths
    • 5,179 Sq Ft

    301 Braemar St, Townsend, DE 19734

    Welcome to an extraordinary residence in the prestigious community of Saint Anne’s, nestled within the highly acclaimed Appoquinimink School District. Perfectly positioned on a premier corner lot, this exceptional property offers a private backyard sanctuary designed for refined living and unforgettable entertaining.Step outside and experience true resort-style luxury — a brand-new in-ground

    Marsela Leonard Real Broker LLC

    301 Braemar St, Townsend, DE 19734
  • 540 Ratledge Rd Unit 38787057, Middletown, DE 19709

    $575,400 New Construction

    • 3 - 5 Beds
    • 2 - 4 Baths
    • 1,662 Sq Ft

    The Newport Plan at Monarch, Middletown, DE 19709

    Single-Family Home in Monarch. Base price $599,900 - $24,500 incentive = $575,400. The floor plan is easy to navigate, functional, attractive, and gives a sense of space. A tremendous amount of time and effort goes into the exterior design of our homes. The exceptional curb appeal of a Schell Brothers home is not only a reflection of the quality and care that goes into the home but also a huge

    Schell Brothers Builder
    540 Ratledge Rd Unit 38787057, Middletown, DE 19709
  • /22

    $500,509 New Construction

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

    2243 Winchelsea Pkwy, Middletown, DE 19709

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

    Lennar Builder
    2243 Winchelsea Pkwy, Middletown, DE 19709

Showing Results 121 - 160, Page 4 of 7

How to Buy a Home How to Finance a Home How to Sell a Home