24

Middletown, DE Homes for Sale with Acreage

Section Image
  • 703 Back Creek Ln, Middletown, DE 19709
    703 Back Creek Ln, Middletown, DE 19709
    703 Back Creek Ln, Middletown, DE 19709
    /86

    $979,000

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

    703 Back Creek Ln, Middletown, DE 19709

    Welcome to Dickerson Farms where this spectacular home sits on 1.27 acres .... a cul da sac....a lot that is completely private with trees over 25ft tall.... a backyard Oasis... a spectacular bar ... an outside kitchen... a hot tub....a large inground pool ....a screened in patio with 4 hard mounted heaters and a stone fireplace that is a WOW factor...tons of backyard adventure playsets...a 3

    Ann Marie Germano Patterson-Schwartz-Middletown

    703 Back Creek Ln, 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

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

    $825,000

    • 4 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
  • 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
  • 692 Bayview Rd, Middletown, DE 19709
    692 Bayview Rd, Middletown, DE 19709
    692 Bayview Rd, Middletown, DE 19709
    /45

    $1,200,000 Coming Soon

    • 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
  • 102 Crystal Run Dr, Middletown, DE 19709
    102 Crystal Run Dr, Middletown, DE 19709
    102 Crystal Run Dr, Middletown, DE 19709
    /46

    $399,900

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

    102 Crystal Run Dr, Middletown, DE 19709

    Spacious 5-bedroom, 3.5 bath home situated on a 1-acre lot, offering plenty of room to create your dream property. This home has good bones but requires a full renovation from top to bottom, including the in-ground pool located in the rear yard. Conveniently located near Rt. 301 and major roads for easy access to shopping, dining, and commuting. Being sold AS-IS, this property is a great

    Carol Quattrociocchi EXP Realty, LLC

    102 Crystal Run Dr, Middletown, DE 19709
  • 502 Old Telegraph Rd, Middletown, DE 19709
    502 Old Telegraph Rd, Middletown, DE 19709
    502 Old Telegraph Rd, Middletown, DE 19709
    /12

    $412,000

    • Land
    • 11.32 Acres
    • $36,396 per Acre

    502 Old Telegraph Rd, Middletown, DE 19709

    Build your dream home on this 11.32- acre parcel in Middletown! This private lot is part of a small 5 - home community. No builder tie-in. Peaceful setting surrounded by nature, yet just minutes from town conveniences. Well & Septic required. Buyer responsible for feasibility studies, permits, and improvements. Eligible for county open space / agricultural incentives. Rare opportunity to enjoy

    Jessica Luo Century 21 Gold Key Realty

    502 Old Telegraph Rd, Middletown, DE 19709
  • 102 Dungarvan Dr, Middletown, DE 19709
    102 Dungarvan Dr, Middletown, DE 19709
    102 Dungarvan Dr, Middletown, DE 19709
    /60

    $625,000

    • 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
  • 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

    $650,000

    • Land
    • 15.12 Acres
    • $42,989 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 stunning country estate situated on 14.21 acres, recently enhanced with over $135,000 in updates. This custom, all-brick ranch blends comfortable living with casual luxury, offering features that go well beyond the ordinary. As you enter the spacious foyer, your eye is immediately drawn to the family room and the expansive views beyond, visible through two 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

    $350,000

    • 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
    /36

    $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
  • 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
  • 36 Silver Lake Dr, Middletown, DE 19709
    36 Silver Lake Dr, Middletown, DE 19709
    36 Silver Lake Dr, Middletown, DE 19709
    /5

    $625,000 Open Sun 1PM - 3PM

    • 4 Beds
    • 2.5 Baths
    • 2,252 Sq Ft

    36 Silver Lake Dr, Middletown, DE 19709

    Pristine 4 bedroom, 2 1/2 bathroom, 2 car garage colonial in Lakeside on 1.17 acres backing to trees and a view of Silver Lake! This home has had valuable improvements including the roof in 2024, HVAC in 2021, salt conversion on Anthony Sylvan gunite pool which includes a loveseat and diving board, gas heater, and is surrounded by an expansive paver patio and complimented with a maintenance free

    David Watlington Patterson-Schwartz-Middletown

    36 Silver Lake 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 145 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
$589,900
Median Townhouse Sale Price
$449,900
Median 2 Bedroom Sale Price
$260,000
Average Price Per Sq Ft
$210
Number of Homes for Sale
262
Last 12 months Home Sales
686
Months of Supply
4.60
Median List Price
$550,000
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 24 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.

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group