23

Middletown, DE Homes for Sale with Acreage

Section Image Section Image
  • /54

    $674,900

    Coming Soon
    • 3 Beds
    • 3.5 Baths
    • 2,665 Sq Ft

    261 Wiggins Mill Rd, Townsend, DE 19734

    Welcome to 261 Wiggins Mill Road, where exceptional craftsmanship, thoughtful design, and meticulous care come together to create a truly remarkable home. From the moment you arrive, the beautiful stonework, mature landscaping, and inviting curb appeal hint at the quality and attention to detail found throughout.Step inside to discover a light-filled interior where soaring vaulted ceilings,

    Agent Photo

    Candice Santoro

    CR Realty

    261 Wiggins Mill Rd, Townsend, DE 19734
  • /12

    $199,900

    $75K PRICE DROP
    • Land
    • 3.64 Acres
    • $54,918 per Acre

    895 Marl Pit Rd, Middletown, DE 19709

    Great opportunity to own 3.6 acres in a convenient location of Middletown! Away from all the hustle and bustle, but still close to shopping, restaurants, entertainment and major routes for commuting. Over 650 ft. of road frontage. Large pond for nature lovers, fisherman, etc... Come build your dream home. No Builder Tie-In, work with my builder, or bring your own. Seller in process of having Soil

    Agent Photo

    Terra King

    RE/MAX Advantage Realty

    895 Marl Pit Rd, Middletown, DE 19709
  • /43

    $765,000

    $34K PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 3,300 Sq Ft

    117 Sassafras Dr, Middletown, DE 19709

    Huge price reduction!! Seller is ready to move. Welcome to 117 Sassafras Drive, located in Matapeake one of Middletown’s most sought after neighborhoods! This move in ready 5-bedroom, 2.5 bath home offers the perfect blend of space, comfort, and location. Step inside to find a thoughtfully designed floor plan featuring a first-floor bedroom that could also serve as a private home office, a lovely

    Hannah Cunningham Tesla Realty Group, LLC

    117 Sassafras Dr, Middletown, DE 19709
  • /37

    $662,500

    $117K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,392 Sq Ft

    1318 Churchtown Rd, Middletown, DE 19709

    **OPEN HOUSE, Sunday, August 2 from 11 AM to 1 PM...MOTIVATED SELLERS!** Rare opportunity to own a beautifully-renovated home on two private acres in Appoquinimink School District—with two primary suites and no HOA. This spacious residence features 4 bedrooms and 3.5 baths, thoughtfully designed for comfortable living and modern convenience. The main level boasts a brand new primary suite,

    Julia Theyerl Patterson-Schwartz-Hockessin

    1318 Churchtown Rd, Middletown, DE 19709
  • /82

    $1,590,000

    • 4 Beds
    • 4.5 Baths
    • 4,310 Sq Ft

    626 Vance Neck Rd, Middletown, DE 19709

    Beautiful Brick Colonial Estate set on 11 private acres backing to a State Wildlife Refuge, offering a rare combination of space, privacy, and versatility. With a thoughtfully designed layout and extensive outbuildings, the property is well-suited for a variety of lifestyles, from hobbyists and collectors to sufficient or outdoor-focused way of living. The home features 4 bedrooms and 4.5

    John Marino Patterson-Schwartz-Dover

    626 Vance Neck Rd, Middletown, DE 19709
  • /10

    $325,000

    • Land
    • 3.99 Acres
    • $81,454 per Acre

    2691 N Dupont Pkwy, Middletown, DE 19709

    Welcome to 2691 Dupont Pkwy, Middletown, DE—4 acres nestled in a location that balances serene surroundings with convenient access to nearby amenities. This property features generous acreage that provides ample space for a variety of uses. The level terrain and open landscape make it an ideal setting for those seeking to create a custom home or explore investment potential. With easy access to

    Lauren Janes Compass

    2691 N Dupont Pkwy, Middletown, DE 19709
  • /73

    $775,000

    $50K PRICE DROP
    • 6 Beds
    • 3.5 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
  • /47

    $635,000

    Open Fri 6PM - 7:30PM
    • 4 Beds
    • 2.5 Baths
    • 2,770 Sq Ft

    62 Millwood Dr, Middletown, DE 19709

    Just minutes from Chesapeake City, set on over an acre of flat, beautifully landscaped land in a well-established and sought-after neighborhood, this spacious 4-bedroom, 2.5-bath home offers the space and updates today's buyers are looking for. Upon entering, you're greeted by a formal dining room to the right, perfect for hosting holidays and special occasions, while a spacious room to the left

    Fran Lewis Jr Foraker Realty Co.

    62 Millwood Dr, Middletown, DE 19709
  • /117

    $1,150,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,178 Sq Ft

    415 Marcus Rd, Middletown, DE 19709

    Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate.Welcome to this stunning custom-built luxury residence, meticulously designed to combinemodern elegance, high-end finishes, and thoughtful functionality. Situated on a perfectly flat 1-acre lot, this exceptional home offers over 3,000 square feet of living space, every detail curatedfor comfort and

    Jacob Lipton Coldwell Banker Realty

    415 Marcus Rd, Middletown, DE 19709
  • /27

    $621,900

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,223 Sq Ft

    1487 Bunker Hill Rd, Middletown, DE 19709

    Build your dream home with Schaeffer Homes in Middletown with Schaeffer Homes! This home is to be built through their Build On Your Lot Program. Starting at 2,223 square feet, the Ellis is a sizable home, with 2 modern elevations options. This model includes 4 bedrooms, 2 1⁄2 baths, and a 2-car garage, providing ample space for families of all sizes. The home starts at 2-stories, with the option

    Eddie Barksdale Barksdale & Affiliates Realty

    1487 Bunker Hill Rd, 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-Middletown

    692 Bayview Rd, 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
  • /74

    $599,900

    $25K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 4,192 Sq Ft

    439 Commodore Dr, Middletown, DE 19709

    Some homes do one thing well. This one does everything. Nestled on 2 beautifully maintained acres with NO HOA in the highly sought-after Appoquinimink School District, this move-in-ready ranch offers the space, freedom, and peace of mind that today's buyers are searching for—and rarely find together. From the moment you arrive, you'll notice the pride of ownership throughout. Major updates have

    Jennifer Gummel Patterson-Schwartz-Rehoboth

    439 Commodore Dr, Middletown, DE 19709
  • /25

    $538,900

    $11K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,816 Sq Ft

    305 White Pine Dr, Middletown, DE 19709

    HUGE PRICE DROP!!! MOTIVATED SELLER!! BRING YOUR OFFERS!!!! ONE ACRE!!!!!! UPDATED!!! MOVE IN READY!!! Completely renovated from top to bottom, this stunning home is truly move-in ready and packed with major upgrades! Featuring smart home appliances, a brand new septic tank, newer roof, and new HVAC system, this home offers peace of mind along with modern style and comfort. Inside, you’ll find an

    Jazmin Montalvo Keller Williams Realty Wilmington

    305 White Pine Dr, 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
  • /29

    $5,100,000

    $1M PRICE DROP
    • 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
  • /65

    $899,900

    $100K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,050 Sq Ft

    645 Greylag Rd, Middletown, DE 19709

    HUGE $100,000 price reduction!!!!A Private 2.74‐Acre Retreat Featuring a Spacious 4BR/3BA Ranch, W/ 2 Car attached garage, In-ground Pool, and a 2,700 SF Heated Detached Garage/Workshop Designed for Real‐World Needs in the heart of northern Middletown, WITH NO DEED RESTRICTIONS!!!!! ** New Septic has been installed**** Welcome to a rare opportunity to enjoy both privacy and practicality on

    Tom Horne Iron Valley Real Estate Premier

    645 Greylag Rd, Middletown, DE 19709
  • /25

    $230,000

    $95K PRICE DROP
    • Land
    • 1.25 Acres
    • $184,000 per Acre

    1487 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

    1487 Bunker Hill Rd, Middletown, DE 19709
  • /4

    $330,000

    • Land
    • 14.91 Acres
    • $22,133 per Acre

    866 Old School House Rd, Middletown, DE 19709

    Rare opportunity to own approximately 14 acres of raw land in the sought-after Middletown, Delaware area. This expansive parcel is currently farmed and also used for hunting, offering a beautiful natural setting with wide open space and incredible potential. Whether you're looking for recreational land, agricultural use, a long-term investment, or exploring future possibilities, this property

    Kim Simpson Thyme Real Estate Co LLC

    866 Old School House Rd, Middletown, DE 19709
  • /112

    $1,300,000

    • 3 Beds
    • 2.5 Baths

    864 Old School House Rd, Middletown, DE 19709

    Tucked away on 11 pristine, private acres in Middletown, this home offers a rare blend of sweeping natural beauty, effortless single-level luxury, and incredible versatility. From the moment you pull up the drive, the gorgeous, park-like setting establishes a profound sense of peace and privacy that is hard to find, yet keeps you incredibly close to local conveniences.Step inside the main

    Kim Simpson Thyme Real Estate Co LLC

    864 Old School House Rd, Middletown, DE 19709
  • /20

    $5,100,000

    $700K PRICE DROP
    • 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
  • /61

    $625,000

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

    408 Commodore Dr, Middletown, DE 19709

    Welcome home to this sprawling 5-bedroom, 2-bath brick ranch set on a picturesque, secluded 2.04-acre lot in the coveted Commodore Estates neighborhood! Situated in the heart of the award-winning Appoquinimink School District, this property offers a rare blend of private, country-like living with exceptional convenience- just 5 minutes to Routes 1 and 13, local schools, shopping, and dining. Step

    Amy Hurley Foraker Realty Co.

    408 Commodore Dr, Middletown, DE 19709
  • /8

    $475,000

    • 6 Beds
    • 1 Bath
    • 2,922 Sq Ft

    669 Old Summit Bridge Rd, Middletown, DE 19709

    Vintage farmhouse on a generous 3.01 acre lot. Close to all conveniences. Property is being sold As Is and inspections are for informational purposes only. All offers must be entered online on the auction company's website.

    Mark Levering Patterson-Schwartz-Dover

    669 Old Summit Bridge Rd, Middletown, DE 19709

Home Price Trends

Median Sale Price
$529,775
Median Single Family Sale Price
$576,900
Median Townhouse Sale Price
$443,166
Median 2 Bedroom Sale Price
$495,000
Median 1 Bedroom Sale Price
$525,000
Average Price Per Sq Ft
$211
Number of Homes for Sale
282
Last 12 months Home Sales
735
Months of Supply
4.60
Median List Price
$560,495
Median Change From 1st List Price
0%
Median Home Sale Price YoY Change
3%
How to Buy a Home How to Finance a Home How to Sell a Home