Middletown, DE homes for sale & real estate

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ABOUT THIS HOME
Middletown, DE Homes for Sale
Nestled in the charming community of Crossland at the Canal, this stunning Colonial home offers a perfect blend of comfort and modern living. Only 11 years young, this residence features four spacious bedrooms (with a first floor primary) and two and a half bathrooms, ensuring ample room for relaxation and privacy. Step inside to discover a warm and inviting interior, highlighted by beautiful hardwood flooring throughout the foyer, dining, living room and kitchen. The heart of the home is the expansive kitchen, complete with an island and butler's pantry, perfect for culinary enthusiasts and entertaining guests. The first floor primary suite boasts ample space, a custom built walk-in closet

$585,000

4 beds2.5 baths2,375 sq ft

300 Fenn Ct, Middletown, DE 19709

0.34 acre lot • 3 garage spots • Pool

(302) 351-5000

ABOUT THIS HOME
Middletown, DE Homes for Sale
Built in 2016 and spanning approximately 2,100 sq ft, this 3-bed, 2.5-bath townhome in the Hyetts Crossing community combines modern convenience with thoughtful design. The front-entry garage and driveway simplify parking, and a guest parking lot sits directly across the street, with additional guest lots throughout the neighborhood. The main level features updated neutral flooring and an inviting living/dining area highlighted by a custom decorative accent wall with raised picture-frame paneling, adding architectural interest and an upscale feel. This space flows into the kitchen, which includes stainless-steel appliances and a breakfast bar. A deck off the main level extends your living s

$399,999

3 beds2.5 baths2,100 sq ft

979 Lissicasey Loop, Middletown, DE 19709

$30 HOA • Garage • Built 2016

(302) 299-1100

3D WALKTHROUGH

ABOUT THIS HOME
Middletown, DE Homes for Sale
BACK ON THE MARKET! Don't miss your second chance to call this incredible house your home before the holidays. Welcome to this stunning 4-bedroom, 3.5-bath home in High Hook Farms, where location and luxury make for an opportunity you don't want to miss. Beautifully updated and in an ideal location just off of Vance Neck Rd, this home is just minutes from the hustle and bustle of a growing Middletown, while being nestled off quiet back roads for privacy and comfort. The exterior is accented by beautiful stone, and the rear yard is fenced and private, the perfect place to enjoy the custom paver patio. Inside, luxury vinyl plank flooring leads you through the entry to a formal dining room, ju

$544,900

4 beds3.5 baths2,925 sq ft

834 Whitebird Dr, Middletown, DE 19709

Fenced and private • Quartz countertops • Custom paver patio

(302) 688-7653

NEW CONSTRUCTION

$719,163

3 beds2 baths— sq ft

3032 Barber Ln, Middletown, DE 19709

2 garage spots • Community pool • Built 2025

(302) 254-0100

OPEN SUN, 1PM TO 4PM

ABOUT THIS HOME
Middletown, DE Homes for Sale
Welcome to 533 Janvier Drive in the desirable Middletown area! This well-maintained Cape Cod style home features 3 spacious bedrooms and 2 bathrooms. Inside is an inviting, open and functional layout with abundant natural light throughout, stainless steel kitchen appliances, quartz countertops with an extra large deep sink and a 36” cabinet space perfect for modern everyday living. Enjoy cozy evenings in the homely living area or entertain guests on the well cared for expansive deck with a gazebo overlooking a fully fenced in backyard—ideal for children play areas, pets and gatherings. The first floor also includes a spacious primary suite with two closets and private bath, perf

$384,900

3 beds2 baths1,775 sq ft

533 Janvier Dr, Middletown, DE 19709

Quartz countertops • Gazebo • Expansive deck

(844) 837-5274

Property at 810 Ashby Dr, Middletown, DE 19709, 5 beds, 4.5 baths

$949,900

5 beds4.5 baths5,225 sq ft

810 Ashby Dr, Middletown, DE 19709

(888) 543-4829

Property at 932 Lissicasey Loop, Middletown, DE 19709, 3 beds, 2.5 baths

$412,000

3 beds2.5 baths2,100 sq ft

932 Lissicasey Loop, Middletown, DE 19709

(302) 677-0770

Property at 341 Tiger Lily Dr, Middletown, DE 19709, 4 beds, 2.5 baths

$485,000

4 beds2.5 baths2,925 sq ft

341 Tiger Lily Dr, Middletown, DE 19709

(888) 543-4829

Property at 615 Vessel Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$649,990

5 beds3.5 baths3,178 sq ft

615 Vessel Dr, Middletown, DE 19709

Listing provided by Zillow

Property at 1268 Pimpernell Path, Middletown, DE 19709, 6 beds, 4 baths

$860,000

6 beds4 baths5,590 sq ft

1268 Pimpernell Path, Middletown, DE 19709

(302) 995-1200

Property at 241 Porky Oliver Dr, Middletown, DE 19709, 4 beds, 2.5 baths

$614,999

4 beds2.5 baths2,650 sq ft

241 Porky Oliver Dr, Middletown, DE 19709

(302) 285-5100

Property at 149 Gazebo Ln, Middletown, DE 19709, 2 beds, 2 baths

$410,000

2 beds2 baths1,825 sq ft

149 Gazebo Ln, Middletown, DE 19709

(302) 239-3000

Property at 318 Northhampton Way, Middletown, DE 19709, 4 beds, 3.5 baths

$525,000

4 beds3.5 baths2,825 sq ft

318 Northhampton Way, Middletown, DE 19709

(302) 688-7653

Property at 14 Haggis Rd, Middletown, DE 19709, 4 beds, 3.5 baths

$725,000

4 beds3.5 baths4,475 sq ft

14 Haggis Rd, Middletown, DE 19709

(888) 260-0040

Property at 321 Ellenwood Dr, Middletown, DE 19709, 4 beds, 3.5 baths

$685,000

4 beds3.5 baths3,175 sq ft

321 Ellenwood Dr, Middletown, DE 19709

(302) 285-5100

Property at 798 Honey Locust Rd, Middletown, DE 19709, 3 beds, 3 baths

$630,000

3 beds3 baths1,875 sq ft

798 Honey Locust Rd, Middletown, DE 19709

(302) 378-8700

Property at 5607 S Bayberry Pkwy, Middletown, DE 19709, 4 beds, 3.5 baths

$765,300

4 beds3.5 baths3,251 sq ft

5607 S Bayberry Pkwy, Middletown, DE 19709

(302) 254-0100

Property at 5605 S Bayberry Pkwy, Middletown, DE 19709, 4 beds, 2.5 baths

$669,300

4 beds2.5 baths— sq ft

5605 S Bayberry Pkwy, Middletown, DE 19709

(302) 254-0100

Property at 449 Smee Rd, Middletown, DE 19709, 3 beds, 2.5 baths

$420,000

3 beds2.5 baths2,200 sq ft

449 Smee Rd, Middletown, DE 19709

(302) 504-6147

Property at 527 Swansea Dr, Middletown, DE 19709, 3 beds, 3.5 baths

$465,000

3 beds3.5 baths2,550 sq ft

527 Swansea Dr, Middletown, DE 19709

(302) 285-5100

Property at 1 Hogan Cir, Middletown, DE 19709, 4 beds, 2.5 baths

$599,900

4 beds2.5 baths2,700 sq ft

1 Hogan Cir, Middletown, DE 19709

(302) 351-5000

Property at 111 Anderson St, Middletown, DE 19709, 3 beds, 1 bath

$309,999

3 beds1 bath1,050 sq ft

111 Anderson St, Middletown, DE 19709

(302) 442-4200

Property at 602 Colchester Ct, Middletown, DE 19709, 4 beds, 3 baths

$599,000

4 beds3 baths3,525 sq ft

602 Colchester Ct, Middletown, DE 19709

(855) 450-0442

Property at 908 S Cass St, Middletown, DE 19709, 4 beds, 1.5 baths

$450,000

4 beds1.5 baths2,200 sq ft

908 S Cass St, Middletown, DE 19709

(302) 741-4545

Property at 444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709, 3 beds, 2 baths

$446,291

3 beds2 baths— sq ft

444 Rederick Ln Unit MASSEY LOT 69, Middletown, DE 19709

(302) 657-8000

Property at 446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709, 3 beds, 2 baths

$427,056

3 beds2 baths2,001 sq ft

446 Rederick Ln Unit MASSEY LOT 68, Middletown, DE 19709

(302) 657-8000

Property at 448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709, 3 beds, 2 baths

$439,311

3 beds2 baths2,232 sq ft

448 Rederick Ln Unit MASSEY LOT 67, Middletown, DE 19709

(302) 657-8000

Property at 3124 Pett Level Dr, Middletown, DE 19709, 3 beds, 2.5 baths

$459,559

3 beds2.5 baths2,443 sq ft

3124 Pett Level Dr, Middletown, DE 19709

(856) 424-3339

Property at 264 Baldy Ln, Middletown, DE 19709, 2 beds, 2 baths

$639,999

2 beds2 baths2,053 sq ft

264 Baldy Ln, Middletown, DE 19709

Listing provided by Zillow

Property at 306 E Harvest Ln, Middletown, DE 19709, 3 beds, 2.5 baths

$419,999

3 beds2.5 baths1,250 sq ft

306 E Harvest Ln, Middletown, DE 19709

(516) 519-8049

Property at 8 Redding Cir, Middletown, DE 19709, 3 beds, 2 baths

$386,900

3 beds2 baths1,800 sq ft

8 Redding Cir, Middletown, DE 19709

(302) 351-5000

Property at 124 Lakeside Dr, Middletown, DE 19709, 3 beds, 2.5 baths

$524,900

3 beds2.5 baths1,925 sq ft

124 Lakeside Dr, Middletown, DE 19709

(484) 406-3004

Property at 12 E Cochran St, Middletown, DE 19709, 4 beds, 2.5 baths

$605,000

4 beds2.5 baths2,275 sq ft

12 E Cochran St, Middletown, DE 19709

(302) 368-1621

Property at 365 Andrew Ct, Middletown, DE 19709, 3 beds, 3 baths

$487,000

3 beds3 baths— sq ft

365 Andrew Ct, Middletown, DE 19709

(484) 406-3004

Property at 1487 Bunker Hill Rd, Middletown, DE 19709, 4 beds, 2.5 baths

$621,900

4 beds2.5 baths2,223 sq ft

1487 Bunker Hill Rd, Middletown, DE 19709

(302) 533-8606

Property at 1169 S Olmsted Pkwy, Middletown, DE 19709, 4 beds, 2.5 baths

$575,000

4 beds2.5 baths2,975 sq ft

1169 S Olmsted Pkwy, Middletown, DE 19709

(302) 273-4998

Property at 619 Mccracken Dr, Middletown, DE 19709, 5 beds, 3 baths

$764,999

5 beds3 baths3,560 sq ft

619 Mccracken Dr, Middletown, DE 19709

(302) 657-8000

Property at 1236 Pimpernell Path, Middletown, DE 19709, 5 beds, 3 baths

$662,000

5 beds3 baths2,550 sq ft

1236 Pimpernell Path, Middletown, DE 19709

(215) 604-1191

Property at 442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709, 3 beds, 3 baths

$498,053

3 beds3 baths2,333 sq ft

442 Rederick Ln Unit MASSEY ELITE LOT 70, Middletown, DE 19709

(302) 657-8000

Property at 107 Gazebo Ln, Middletown, DE 19709, 2 beds, 2 baths

$409,900

2 beds2 baths1,675 sq ft

107 Gazebo Ln, Middletown, DE 19709

(844) 837-5274

Property at 2248 Audubon Trl, Middletown, DE 19709, 3 beds, 2.5 baths

$422,000

3 beds2.5 baths1,800 sq ft

2248 Audubon Trl, Middletown, DE 19709

(302) 449-1422

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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

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$349,500
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$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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