Middletown, DE homes for sale & real estate

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ABOUT THIS HOME
Middletown, DE Homes for Sale
* * OPEN HOUSE SATURDAY NOVEMBER 22nd 11am - 2pm * * Your home search stops here at 1404 Flintshire Dr Middletown DE. This beautiful, 4-year-old 3 bedroom 2.5-bathroom townhome is located in the Community of Preserve at Deep Creek close to shopping, dining and entertainment in the countryside of Middletown, DE. The townhome is move in ready with stainless steel appliances, granite countertops, double wall ovens, recessed lighting, tiled backsplash, tankless water heater and whole house humidifier. Luxury vinyl plank flooring is throughout the main floor, carpeting on the 2nd floor, 2nd floor walk-in laundry room and a fully finished basement with recessed lighting that includes a pool

$457,000

3 beds2.5 baths2,550 sq ft

1404 Flintshire Dr, Middletown, DE 19709

$124 HOA • Garage • Community pool

(302) 369-5397

OPEN TODAY, 9AM TO 5PMVIDEO TOUR

ABOUT THIS HOME
Middletown, DE Homes for Sale
* * Move-in ready * * Discover the perfect blend of comfort and sophistication at 3502 Pipewell Lane, a 3 bedroom, 2.5 bath Carson floorplan. A gourmet kitchen overlooking the great room with a fireplace creates a warm and inviting centerpiece for both daily living, and entertaining. Boasting sleek quartz countertops, modern pewter maple cabinetry, stainless steel appliances, and a gas cooktop and wall oven, this kitchen is a chef’s dream! The first floor owners suite provides privacy and convenience, while upstairs, a versatile lost connects two secondary bedrooms with a jack and jill bath, ideal for family or guests. Thoughtful design continues outdoors with a covered porch, offe

$545,200

3 beds2.5 baths3,397 sq ft

3502 Pipewell Ln, Middletown, DE 19709

Covered porch • Fitness center • Corner homesite

(856) 424-3339

ABOUT THIS HOME
Middletown, DE Homes for Sale
Welcome to this exceptional home located in the premier Crossland at The Canal community, perfectly positioned on one of the neighborhood’s most desirable lots. The serene backyard backs to open space, offering a private and tranquil setting—ideal for relaxing evenings or outdoor entertaining. As you enter through the impressive two-story foyer, you’ll be greeted by gleaming hardwood floors and an elegant wood staircase. The formal living room provides additional space for entertaining, while the formal dining room features a coffered ceiling and connects seamlessly to the kitchen through a convenient butler’s pantry. The gourmet kitchen is a chef’s delight, sh

$749,000

4 beds3.5 baths4,250 sq ft

102 Parker Dr, Middletown, DE 19709

Gourmet kitchen • Butler's pantry • Billiards table

(302) 360-0300

NEW CONSTRUCTION

ABOUT THIS HOME
Middletown, DE Homes for Sale
Brand New 55+ Community in Middletown, DE The Morse home design blends a spacious open floorplan with classic architectural details, creating a timeless yet modern living experience. With 3 bedrooms (including one in the finished basement), 3.5 baths, and a 2.5-car garage, this home offers both functionality and refined style. Highlights include a fireplace with shiplap surround, feature walls in the foyer and owner’s suite, and a screened porch that overlooks beautiful community open space—perfect for relaxing or entertaining. The finished basement adds extra versatility, complete with a full bedroom and bath ideal for guests or extended family. The kitchen is designed for conv

$664,900

3 beds2.5 baths2,349 sq ft

1602 Jaymes Cir, Middletown, DE 19709

Quartz countertops • Laminate flooring • Open floorplan

(302) 378-9510

NEW CONSTRUCTION3D WALKTHROUGH

ABOUT THIS HOME
Middletown, DE Homes for Sale
Modern Luxury Meets Timeless Craftsmanship on a Private 1-Acre Estate Welcome to this stunning custom-built luxury residence, meticulously designed to combine modern 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 curated for comfort and sophistication. The exterior features bold black windows, James Hardie board & batten siding, premium vinyl siding, and metal roofing and architectural shingles. Car enthusiasts and hobbyists will appreciate the 800 square feet of garage space, including a 2-car turned garage and a separate 1- car front-facing garage,

$1,150,000

4 beds3.5 baths3,178 sq ft

415 Marcus Rd, Middletown, DE 19709

Metal roofing • Bold black windows • Private acre estate

(302) 234-1888

Property at 4116 Laughton Ln, Middletown, DE 19709, 4 beds, 2.5 baths

$579,000

4 beds2.5 baths2,650 sq ft

4116 Laughton Ln, Middletown, DE 19709

(302) 999-9999

Property at 840 Lissicasey Loop, Middletown, DE 19709, 3 beds, 2.5 baths

$389,900

3 beds2.5 baths1,925 sq ft

840 Lissicasey Loop, Middletown, DE 19709

(302) 234-1111

Property at 367 Wilmore Dr, Middletown, DE 19709, 3 beds, 2.5 baths

$325,000

3 beds2.5 baths1,650 sq ft

367 Wilmore Dr, Middletown, DE 19709

(302) 654-6500

Property at 232 Armata Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$565,000

5 beds3.5 baths3,975 sq ft

232 Armata Dr, Middletown, DE 19709

(302) 234-1888

Property at 189 Gillespie Ave, Middletown, DE 19709, 2 beds, 2.5 baths

$349,500

2 beds2.5 baths1,850 sq ft

189 Gillespie Ave, Middletown, DE 19709

(302) 285-5100

Property at 642 Gordon House Way, Middletown, DE 19709, 4 beds, 2.5 baths

$657,712

4 beds2.5 baths2,889 sq ft

642 Gordon House Way, Middletown, DE 19709

(302) 657-8000

Property at 3110 Pett Level Dr, Middletown, DE 19709, 3 beds, 2.5 baths

$464,000

3 beds2.5 baths2,443 sq ft

3110 Pett Level Dr, Middletown, DE 19709

Listing provided by Zillow

Property at 3500 Pipewell Ln, Middletown, DE 19709, 3 beds, 2.5 baths

$534,700

3 beds2.5 baths2,389 sq ft

3500 Pipewell Ln, Middletown, DE 19709

Listing provided by Zillow

Property at 364 Norwalk Way, Middletown, DE 19709, 4 beds, 2.5 baths

$599,999

4 beds2.5 baths3,000 sq ft

364 Norwalk Way, Middletown, DE 19709

(888) 543-4829

Property at 1428 Whispering Woods Rd, Middletown, DE 19709, 2 beds, 2 baths

$428,000

2 beds2 baths1,275 sq ft

1428 Whispering Woods Rd, Middletown, DE 19709

(302) 449-1422

Property at 2674 Fairlight Dr, Middletown, DE 19709, 5 beds, 2 baths

$399,800

5 beds2 baths2,669 sq ft

2674 Fairlight Dr, Middletown, DE 19709

(856) 424-3339

Property at 945 Lansdowne Rd, Middletown, DE 19709, 3 beds, 2 baths

$299,900

3 beds2 baths1,650 sq ft

945 Lansdowne Rd, Middletown, DE 19709

(302) 566-7215

Property at 3037 Barber Ln, Middletown, DE 19709, 2 beds, 2 baths

$539,000

2 beds2 baths1,800 sq ft

3037 Barber Ln, Middletown, DE 19709

(302) 424-1890

Property at 2918 Cordwainers Ln, Middletown, DE 19709, 2 beds, 3 baths

$589,995

2 beds3 baths3,422 sq ft

2918 Cordwainers Ln, Middletown, DE 19709

(856) 424-3339

Property at 3029 Ivyhouse Ln, Middletown, DE 19709, 3 beds, 2 baths

$564,890

3 beds2 baths1,878 sq ft

3029 Ivyhouse Ln, Middletown, DE 19709

Listing provided by Zillow

Property at 911 Cadman Dr, Middletown, DE 19709, 4 beds, 4.5 baths

$750,000

4 beds4.5 baths4,450 sq ft

911 Cadman Dr, Middletown, DE 19709

(302) 449-1422

Property at 313 Creighton Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$644,999

5 beds3.5 baths4,300 sq ft

313 Creighton Dr, Middletown, DE 19709

(302) 202-9855

Property at 542 Wheelmen St, Middletown, DE 19709, 5 beds, 4.5 baths

$1,069,000

5 beds4.5 baths5,548 sq ft

542 Wheelmen St, Middletown, DE 19709

(302) 475-0800

Property at 452 Rederick Ln Unit MASSEY ELITE LOT 65, Middletown, DE 19709, 3 beds, 2.5 baths

$485,812

3 beds2.5 baths2,380 sq ft

452 Rederick Ln Unit MASSEY ELITE LOT 65, Middletown, DE 19709

(302) 657-8000

Property at 8 Melissa Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$815,000

5 beds3.5 baths4,350 sq ft

8 Melissa Dr, Middletown, DE 19709

(302) 738-2300

Property at 434 Spring Hollow Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$899,999

5 beds3.5 baths5,092 sq ft

434 Spring Hollow Dr, Middletown, DE 19709

(302) 202-9855

Property at 12 Willow Grove Mill Dr, Middletown, DE 19709, 4 beds, 3.5 baths

$599,000

4 beds3.5 baths3,575 sq ft

12 Willow Grove Mill Dr, Middletown, DE 19709

(302) 504-6147

Property at 704 Bullen, Middletown, DE 19709, 4 beds, 3.5 baths

$739,900

4 beds3.5 baths3,428 sq ft

704 Bullen, Middletown, DE 19709

(302) 234-3800

Property at 415 Morning Glory Ln, Middletown, DE 19709, 3 beds, 2 baths

$450,000

3 beds2 baths2,100 sq ft

415 Morning Glory Ln, Middletown, DE 19709

(302) 285-5100

Property at 692 Bayview Rd, Middletown, DE 19709

$1,200,000

— beds— baths7,026 sq ft

692 Bayview Rd, Middletown, DE 19709

(410) 885-1606

Property at 927 Ericcson Ln, Middletown, DE 19709, 3 beds, 2.5 baths

$459,900

3 beds2.5 baths1,975 sq ft

927 Ericcson Ln, Middletown, DE 19709

(484) 406-3004

Property at 712 Wallasey Dr, Middletown, DE 19709, 4 beds, 4.5 baths

$699,000

4 beds4.5 baths4,450 sq ft

712 Wallasey Dr, Middletown, DE 19709

(610) 363-2001

Property at 1245 Pimpernell Path, Middletown, DE 19709, 5 beds, 3.5 baths

$689,000

5 beds3.5 baths3,175 sq ft

1245 Pimpernell Path, Middletown, DE 19709

(888) 260-0040

Property at 258 Dillon Cir, Middletown, DE 19709, 4 beds, 3.5 baths

$995,000

4 beds3.5 baths4,175 sq ft

258 Dillon Cir, Middletown, DE 19709

(302) 477-5500

Property at 1102 Highland St, Middletown, DE 19709, 2 beds, 2.5 baths

$504,900

2 beds2.5 baths1,794 sq ft

1102 Highland St, Middletown, DE 19709

Listing provided by Zillow

Property at 1104 Highland St, Middletown, DE 19709, 2 beds, 2.5 baths

$449,500

2 beds2.5 baths1,699 sq ft

1104 Highland St, Middletown, DE 19709

Listing provided by Zillow

Property at 505 Cherry Bark Rd, Middletown, DE 19709, 3 beds, 3 baths

$575,000

3 beds3 baths2,650 sq ft

505 Cherry Bark Rd, Middletown, DE 19709

(410) 885-1606

Property at 464 Smee Rd, Middletown, DE 19709, 3 beds, 2.5 baths

$409,900

3 beds2.5 baths1,700 sq ft

464 Smee Rd, Middletown, DE 19709

(302) 202-9855

Property at 1400 Von Drais St, Middletown, DE 19709, 4 beds, 2.5 baths

$739,000

4 beds2.5 baths2,716 sq ft

1400 Von Drais St, Middletown, DE 19709

Listing provided by Zillow

Property at 548 Longhorn Loop Lot 33 CHELSEA, Middletown, DE 19709, 3 beds, 2 baths

$688,893

3 beds2 baths2,296 sq ft

548 Longhorn Loop Lot 33 CHELSEA, Middletown, DE 19709

(302) 657-8000

Property at 701 S Broad St, Middletown, DE 19709, 4 beds, 2 baths

$409,000

4 beds2 baths2,125 sq ft

701 S Broad St, Middletown, DE 19709

(484) 406-3004

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Redfin agent insights on Middletown, DE homes

What do I love about Middletown? Honestly… everything. Middletown has this perfect mix of small-town charm and modern convenience that just feels like home. Grab coffee from a locally owned café, stroll through one of our beautiful parks, and still...
1 month ago • Middletown
Sherri Hill
Redfin agent

Average home prices near Middletown, DE

Cities

Neighborhoods
Zip Codes
Minor Civil Divisions

Willow Grove Mill homes for sale
$349,500
Estates at St. Annes homes for sale
$707,500

Middletown, DE real estate trends

All Home Types trends in Middletown, DE

Median Sale Price
# of Homes Sold
Median Days on Market

All Home Types

Median Sale Price (All Home Types)

$422,500

-6.1% YoY | Oct 2025

1 year
3 year
5 year

Based on Redfin calculations of home data from MLS and/or public records.

Location

Data

Oct 2025

Growth

% YoY

Middletown, DE

$422,500

-6.1%

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