22

Middletown, DE Homes for Sale with Acreage

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  • 1381 Pole Bridge Rd, Middletown, DE 19709
    1381 Pole Bridge Rd, Middletown, DE 19709
    1381 Pole Bridge Rd, Middletown, DE 19709
    /44

    $899,900

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

    1381 Pole Bridge Rd, Middletown, DE 19709

    Motivated Seller! 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

    Travis L. Dorman RE/MAX Elite

    1381 Pole Bridge Rd, Middletown, DE 19709
  • 113 Anna Ct, Middletown, DE 19709
    113 Anna Ct, Middletown, DE 19709
    113 Anna Ct, Middletown, DE 19709
    /76

    $799,990

    • 4 Beds
    • 4.5 Baths
    • 5,925 Sq Ft

    113 Anna Ct, Middletown, DE 19709

    Welcome home to this beautiful home located in the highly sought after community of Back Creek. This home is on a cul de sac, has an acre plus of land that is fully landscaped with green giants for the ultimate privacy.... a great deck for you to enjoy the peace and quiet. This amazing home is over 6000 square feet, 4 bedrooms, 4.1 bathrooms, a finished basement, a morning room, a 2 story

    Ann Marie Germano Patterson-Schwartz-Middletown

    113 Anna Ct, Middletown, DE 19709
  • 1487 Bunker Hill Rd, Middletown, DE 19709
    1487 Bunker Hill Rd, Middletown, DE 19709
    1487 Bunker Hill Rd, Middletown, DE 19709
    /36

    $823,298 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,426 Sq Ft

    1487 Bunker Hill Rd, Middletown, DE 19709

    From its lovely Craftsman-inspired exterior to an inviting interior layout offering up to 6 bedrooms, our newest ranch design ticks all the boxes for comfortable single-level living, entertaining ease, and low maintenance affordability. You'll love cooking in this kitchen with ample storage, serving space, and an adjacent light-filled eating area. The great room offers an optional fireplace,

    Samuel Barksdale Barksdale & Affiliates Realty

    1487 Bunker Hill Rd, Middletown, DE 19709
  • 1481 Bunker Hill Rd, Middletown, DE 19709
    1481 Bunker Hill Rd, Middletown, DE 19709
    1481 Bunker Hill Rd, Middletown, DE 19709
    /40

    $1,428,386 New Construction

    • 4 Beds
    • 3.5 Baths
    • 3,345 Sq Ft

    1481 Bunker Hill Rd, Middletown, DE 19709

    Enjoy luxury, style, and easy living in our brand-new Red Maple floorplan! The Red Maple incorporates superior design appointments and tremendous value. The plan features a primary bedroom on the main floor and three nicely sized secondary bedrooms on the second level. Light fills the two-story ceiling in the great room and the stunning chef's kitchen with an oversized island and adjacent

    Samuel Barksdale Barksdale & Affiliates Realty

    1481 Bunker Hill Rd, Middletown, DE 19709
  • 17 White Oak Dr, Middletown, DE 19709
    17 White Oak Dr, Middletown, DE 19709
    17 White Oak Dr, Middletown, DE 19709
    /27

    $743,230 New Construction

    • 3 Beds
    • 2 Baths

    17 White Oak Dr, Middletown, DE 19709

    TO BE BUILT NEW CONSTRUCTION. Beautiful lot Co- Marketed with CarusoHomes. This Model is the ----- ASHLAND --- Spacious ranch style homewith optional finished upstairs bonus room. This homepresents the perfect open floor plan for hosting familygatherings or events. You can also enjoy the privacy ofsitting outside on your large 10x16 ft patio or screen porch.This is a

    Corey Harris Crown Homes Real Estate

    17 White Oak Dr, Middletown, DE 19709
  • 1215 Bunker Hill Rd, Middletown, DE 19709
    1215 Bunker Hill Rd, Middletown, DE 19709
    1215 Bunker Hill Rd, Middletown, DE 19709
    /73

    $1,299,000 Coming Soon

    • 4 Beds
    • 4.5 Baths
    • 4,300 Sq Ft

    1215 Bunker Hill Rd, Middletown, DE 19709

    Welcome home! Less than 6 years young, this home is practically brand new, and has been meticulously maintained. A true blend of craftsman style and casual coastal charm, it offers endless possibilities with its thoughtful layout and multiple living spaces. Outside enjoy crisp fall evenings on the paved patio with fire-pit. Or take advantage of the 3 bay detached garage, perfect for extra

    Jeanette Cantoran Crown Homes Real Estate

    1215 Bunker Hill Rd, Middletown, DE 19709
  • 102 Dungarvan Dr, Middletown, DE 19709
    102 Dungarvan Dr, Middletown, DE 19709
    102 Dungarvan Dr, Middletown, DE 19709
    /60

    $650,000

    • 4 Beds
    • 4 Baths
    • 4,125 Sq Ft

    102 Dungarvan Dr, Middletown, DE 19709

    A RARE Chance to own a Builder's Personal Custom Built Home, but here it is. This property exudes luxury and practicality. Location, Location, Location minutes away from Town and situated nearby affectionately referred as the peaceful horse country in the exclusic Chesterfield Community. Beautiful curb appeal and dramatic landscaped area on both sides of the paved driveway entrance. MAIN

    Lisa Johannsen Patterson-Schwartz-Middletown

    102 Dungarvan Dr, Middletown, DE 19709
  • 300 Hostetter Blvd, Middletown, DE 19709
    300 Hostetter Blvd, Middletown, DE 19709
    300 Hostetter Blvd, Middletown, DE 19709
    /11

    $142,000

    • 3 Beds
    • 2 Baths
    • 1,493 Sq Ft

    300 Hostetter Blvd, Middletown, DE 19709

    Brand New - 2024 Eagle River Model - Stunning, spacious, brand new 28 x 56 doublewide 3/2 home with living room, separate family room, beautiful open kitchen, & dining room. This home is immaculate with all modern upgrades, large bedrooms, walk in closet in primary, recessed lighting, vinyl & soft carpet flooring. Complete appliance package includes dishwasher, stove/oven, refrigerator, microwave

    Ryan Gehris USRealty.com LLP

    300 Hostetter Blvd, Middletown, DE 19709
  • 1290 Bunker Hill Rd, Middletown, DE 19709
    1290 Bunker Hill Rd, Middletown, DE 19709
    1290 Bunker Hill Rd, Middletown, DE 19709
    /48

    $650,000

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

    1290 Bunker Hill Rd, Middletown, DE 19709

    Welcome to 1290 Bunker Hill Rd — where space, privacy, and flexibility come together in one beautifully designed ranch home. Situated on a private lot with no HOA restrictions, this expansive 4-bedroom, 3-bathroom ranch offers 2,700 sq ft of single-level living, perfect for multigenerational families or those seeking accessible, stair-free convenience. A rare feature, the separate in-law suite

    Christian Swalm Swalm Realty LLC

    1290 Bunker Hill Rd, Middletown, DE 19709
  • 0 Port Penn Rd, Middletown, DE 19709
    0 Port Penn Rd, Middletown, DE 19709
    0 Port Penn Rd, 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
  • 133 Pine Valley Dr, Middletown, DE 19709
    133 Pine Valley Dr, Middletown, DE 19709
    133 Pine Valley Dr, Middletown, DE 19709
    /37

    $525,000

    • 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
  • 875 Port Penn Rd, Middletown, DE 19709
    875 Port Penn Rd, Middletown, DE 19709
    875 Port Penn Rd, Middletown, DE 19709
    /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
  • 2691 N Dupont Pkwy, Middletown, DE 19709
    2691 N Dupont Pkwy, Middletown, DE 19709
    2691 N Dupont Pkwy, Middletown, DE 19709
    /10

    $350,000

    • Land
    • 3.99 Acres
    • $87,719 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
  • 1167 Bunker Hill Rd, Middletown, DE 19709
    1167 Bunker Hill Rd, Middletown, DE 19709
    1167 Bunker Hill Rd, Middletown, DE 19709
    /63

    $1,900,000

    • 3 Beds
    • 2.5 Baths
    • 5,039 Sq Ft

    1167 Bunker Hill Rd, Middletown, DE 19709

    Welcome to “Windmere Farm”, a lovely country estate situated on 14/21 acres where the owner has recently spent $135,000 in updates! This home has more features than can be listed, but here are the highlights: This custom, all-brick ranch is the epitome of comfortable, casual luxury. As you enter the spacious foyer, your eye is drawn to the family room ahead and the expansive views through 2 tall

    Renee Sutton-Clarke Patterson-Schwartz-Middletown

    1167 Bunker Hill Rd, Middletown, DE 19709
  • 705 Bethel Church Rd, Middletown, DE 19709
    705 Bethel Church Rd, Middletown, DE 19709
    705 Bethel Church Rd, Middletown, DE 19709
    /17

    $370,000

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

    705 Bethel Church Rd, Middletown, DE 19709

    Come check out this single-family home, located on 1.1 acres of land. Home is in the #1 school district,(Appoquinimink). Property needs a new septic system, and good bit of work, but could make a great investment. Schedule your tours today!

    Ryan Haas RE/MAX Edge

    705 Bethel Church Rd, Middletown, DE 19709
  • 325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    325 Great Oak Dr, Middletown, DE 19709
    /38

    $464,900

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

    $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, consists of 3 parcels, with five houses and two in ground pools on the

    Kim Simpson Thyme Real Estate Co LLC

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

    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
  • 1487 Bunker Hill Rd, Middletown, DE 19709
    1487 Bunker Hill Rd, Middletown, DE 19709
    1487 Bunker Hill Rd, Middletown, DE 19709
    /25

    $230,000

    • 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

    Samuel Barksdale Barksdale & Affiliates Realty

    1487 Bunker Hill Rd, Middletown, DE 19709
  • 1481 Bunker Hill Rd, Middletown, DE 19709
    1481 Bunker Hill Rd, Middletown, DE 19709
    1481 Bunker Hill Rd, Middletown, DE 19709
    /25

    $725,000

    • Land
    • 3.85 Acres
    • $188,312 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

    Samuel Barksdale Barksdale & Affiliates Realty

    1481 Bunker Hill Rd, Middletown, DE 19709
  • 301 White Pine Dr, Middletown, DE 19709
    301 White Pine Dr, Middletown, DE 19709
    /2

    $475,000

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

    301 White Pine Dr, Middletown, DE 19709

    This is a unique one! 1+ Acre lot - not one but 2 oversized attached/rear access garages AND a detached garage too! New roof in 2024! This home has a unique floor plan - some smart re-configuring allows flexibility in the use of space. This home is eligible for a VA Assumption for a VA Buyer who wants to take advantage of a low interest rate. More pics to follow. Showings will take place at the

    Lisa Marie RE/MAX Edge

    301 White Pine Dr, Middletown, DE 19709
  • 163 Bakerfield Dr, Middletown, DE 19709
    163 Bakerfield Dr, Middletown, DE 19709
    /2

    $590,000 Coming Soon

    • 3 Beds
    • 2.5 Baths
    • 2,475 Sq Ft

    163 Bakerfield Dr, Middletown, DE 19709

    Discover the charm of this stunning Colonial home nestled in the desirable Commodore Estates II. Built in 1994, this spacious 2,475 sq. ft. residence boasts 3 inviting bedrooms and 2.5 bathrooms, perfect for both relaxation and entertaining. This home has excellent curb appeal, while the side-entry garage offers convenience and easy access. Step inside to find a cozy living space highlighted by a

    Eugene Lestardo Coldwell Banker Realty

    163 Bakerfield Dr, Middletown, DE 19709
Delaware New Castle County Middletown

Homes for Sale with Acreage in Middletown, DE

Home Trends in Middletown, DE

On average, homes in Middletown, DE sell after 132 days on the market compared to the national average of 52 days. The median sale price for homes in Middletown, DE over the last 12 months is $510,000, down 3% from the median home sale price over the previous 12 months.

Housing Trends

Median Sale Price
$510,000
Median Single Family Sale Price
$585,000
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$212
Number of Homes for Sale
241
Last 12 months Home Sales
663
Months of Supply
4.40
Median List Price
$547,945
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

In Middletown, there are currently 22 homes for sale with acreage, providing ample space for homeowners to customize their living environment, whether for expansive gardens, outdoor entertaining, or enhanced privacy. Whether you're in search of a spacious family home with plenty of room to roam, a property ripe for development, or simply seeking space and tranquility, homes for sale with acreage in Middletown, DE offer the flexibility to tailor your living experience to your preferences. Browse the selection of homes for sale with land in Middletown and discover the potential and freedom that comes with owning your own piece of property.

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