Middletown, DE homes for sale & real estate

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3D WALKTHROUGH

ABOUT THIS HOME
Middletown, DE Homes for Sale
Enjoy the carefree lifestyle of Springmill, a 55+ community where comfortable living and inviting amenities come together. Natural light fills the main level’s airy floor plan, while wide-plank, wood-inspired luxury vinyl plank flooring connects the living room, dining area, family room and sunroom. Crown molding accents the living room and continues into the dining area, where chair railing adds a classic touch. The eat-in kitchen features coordinating appliances, Corian countertops, center island, pantry and a sunny breakfast nook. Nearby, the laundry room offers upper cabinetry for storage and convenient access to the two-car garage. The family room provides a welcoming place to re

$475,000

2 beds2 baths2,375 sq ft

18 Springmill Dr, Middletown, DE 19709

Corian countertops • Natural light • Eat-in kitchen

(302) 355-2335

3D WALKTHROUGH

$435,000

3 beds2 baths1,275 sq ft

434 W Harvest Ln, Middletown, DE 19709

0.26 acre lot • 2 garage spots • Built 2003

(302) 688-7653

ABOUT THIS HOME
Middletown, DE Homes for Sale
Welcome to this 4-bedroom, 2-bath bi-level home situated on a corner lot in one of Middletown’s established neighborhoods. The home features an eat-in kitchen with granite countertops and stainless-steel appliances. The spacious primary bedroom offers two closets and a private tiled bathroom. All bedrooms are nicely sized and provide ample closet space, while the additional bathroom is also tiled. This property offers a great opportunity for buyers looking to personalize and update the home to their own taste. Conveniently located near Main Street, local shops, dining, and everyday amenities. Property is being sold AS-IS. Buyer is responsible for conducting their own due diligence and

$339,900

4 beds2 baths1,355 sq ft

522 New St, Middletown, DE 19709

Everyday amenities • Dining • Corner lot

(844) 837-5274

FLOOR PLAN

ABOUT THIS HOME
Middletown, DE Homes for Sale
Hidden in downtown Middletown, in the charming Laurel Creek community, this traditional 4-bedroom, 3.5-bathroom home offers a perfect blend of comfort and convenience. Built in 1993, this residence boasts a spacious 2,800 sq. ft. layout, ideal for both relaxation and entertaining. With convenient access to essential public services, including libraries and community centers, residents can enjoy a fulfilling lifestyle enriched by local resources. The property features an attached side-entry garage and a spacious driveway, providing ample parking for guests. The generous 0.3-acre lot offers plenty of outdoor space for gardening, play, or simply unwinding in the fresh air. This home is not jus

$550,000

4 beds3.5 baths2,800 sq ft

716 Guido Dr, Middletown, DE 19709

Spacious driveway • 0.3-acre lot • 0.3 acre lot

(302) 449-1422

FLOOR PLAN

ABOUT THIS HOME
Middletown, DE Homes for Sale
Welcome to 420 Winterberry Dr. — 55+ living without giving up the space you love. Located in Four Seasons at Silver Maple Farms, this spacious detached home offers the best of both worlds: the ease of low-maintenance community living with the privacy, outdoor space, storage and flexibility of a single-family home. The main level is designed for comfortable everyday living, featuring three bedrooms, two full baths, laundry, a spacious kitchen with gas cooking and double oven, dining area, living room and the optional rear sunroom. The primary suite offers a generous bedroom and walk-in closet, while the additional bedrooms provide flexibility for guests, an office, hobbies or whatever

$519,000

3 beds3 baths3,723 sq ft

420 Winterberry Dr, Middletown, DE 19709

Community pool • Detached home • Mature landscaping

(410) 823-0033

Property at 1040 Sherbourne Rd, Middletown, DE 19709, 3 beds, 2.5 baths

$364,900

3 beds2.5 baths1,650 sq ft

1040 Sherbourne Rd, Middletown, DE 19709

(302) 541-8787

Property at 134 Ayshire Dr, Middletown, DE 19709, 4 beds, 3.5 baths

$1,499,900

4 beds3.5 baths4,452 sq ft

134 Ayshire Dr, Middletown, DE 19709

(215) 699-5555

Property at 2213 Winchelsea Pkwy, Middletown, DE 19709, 3 beds, 2.5 baths

$431,859

3 beds2.5 baths2,443 sq ft

2213 Winchelsea Pkwy, Middletown, DE 19709

(856) 424-3339

Property at 43 S Main St, Middletown, DE 19709, 3 beds, 2 baths

$374,900

3 beds2 baths1,325 sq ft

43 S Main St, Middletown, DE 19709

(302) 373-4884

Property at Bridgeport Plan, Middletown, DE 19709, 4 beds, 4.5 baths

$775,400

4 beds4.5 baths4,146 sq ft

Bridgeport Plan, Middletown, DE 19709

Listing provided by Zillow

Property at 3152 Pett Level Dr, Middletown, DE 19709, 3 beds, 2.5 baths

$457,559

3 beds2.5 baths2,443 sq ft

3152 Pett Level Dr, Middletown, DE 19709

(856) 424-3339

Property at Schuman Dr #007, Middletown, DE 19709, 3 beds, 2 baths

$588,900

3 beds2 baths2,492 sq ft

Schuman Dr #007, Middletown, DE 19709

(302) 254-0100

Property at 220 Nighthawk Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$1,550,000

5 beds3.5 baths5,423 sq ft

220 Nighthawk Dr, Middletown, DE 19709

(302) 202-9855

Property at 13 Palisade Cir, Middletown, DE 19709, 3 beds, 3 baths

$539,000

3 beds3 baths3,110 sq ft

13 Palisade Cir, Middletown, DE 19709

(888) 543-4829

Property at 1870 Congressional Village Dr #7104, Middletown, DE 19709, 3 beds, 2 baths

$289,900

3 beds2 baths1,475 sq ft

1870 Congressional Village Dr #7104, Middletown, DE 19709

(302) 688-7653

Property at 334 Hostetter Blvd #334, Middletown, DE 19709, 3 beds, 2 baths

$50,000

3 beds2 baths980 sq ft

334 Hostetter Blvd #334, Middletown, DE 19709

(302) 368-1621

Property at 158 Silver Maple Rd, Middletown, DE 19709, 3 beds, 2 baths

$530,000

3 beds2 baths2,050 sq ft

158 Silver Maple Rd, Middletown, DE 19709

(302) 738-2300

Property at 1243 Gwynedd Dr, Middletown, DE 19709, 3 beds, 3 baths

$549,900

3 beds3 baths2,475 sq ft

1243 Gwynedd Dr, Middletown, DE 19709

(302) 738-2300

Property at 909 Ash Farm Way, Middletown, DE 19709, 4 beds, 4.5 baths

$935,000

4 beds4.5 baths4,688 sq ft

909 Ash Farm Way, Middletown, DE 19709

(888) 397-7352

Property at 764 Ashington Dr, Middletown, DE 19709, 5 beds, 4.5 baths

$760,000

5 beds4.5 baths4,400 sq ft

764 Ashington Dr, Middletown, DE 19709

(302) 632-9673

Property at 105 Ruth Dr, Middletown, DE 19709, 4 beds, 2.5 baths

$675,000

4 beds2.5 baths2,625 sq ft

105 Ruth Dr, Middletown, DE 19709

(302) 449-1422

Property at 1228 Hook Dr, Middletown, DE 19709, 4 beds, 3.5 baths

$595,000

4 beds3.5 baths3,675 sq ft

1228 Hook Dr, Middletown, DE 19709

(302) 504-6147

Property at 617 Mccracken Dr, Middletown, DE 19709, 5 beds, 3.5 baths

$774,900

5 beds3.5 baths3,560 sq ft

617 Mccracken Dr, Middletown, DE 19709

(302) 657-8000

Property at 1621 Schwinn St, Middletown, DE 19709, 5 beds, 3 baths

$649,340

5 beds3 baths2,730 sq ft

1621 Schwinn St, Middletown, DE 19709

(302) 657-8000

Property at 161 Springfield Cir, Middletown, DE 19709, 3 beds, 3 baths

$400,000

3 beds3 baths2,375 sq ft

161 Springfield Cir, Middletown, DE 19709

(302) 677-0770

Property at 3024 Ivyhouse Ln, Middletown, DE 19709, 3 beds, 4 baths

$598,000

3 beds4 baths2,151 sq ft

3024 Ivyhouse Ln, Middletown, DE 19709

(856) 424-3339

Property at 127 Middessa Dr, Middletown, DE 19709, 3 beds, 2.5 baths

$564,900

3 beds2.5 baths2,125 sq ft

127 Middessa Dr, Middletown, DE 19709

(302) 659-1320

Property at 1207 Glossy Ibis Ct, Middletown, DE 19709, 4 beds, 2.5 baths

$669,999

4 beds2.5 baths3,000 sq ft

1207 Glossy Ibis Ct, Middletown, DE 19709

(302) 295-9430

Property at 3022 Ivyhouse Ln, Middletown, DE 19709, 3 beds, 3 baths

$545,749

3 beds3 baths2,065 sq ft

3022 Ivyhouse Ln, Middletown, DE 19709

(856) 424-3339

Property at 261 Stravinsky Ave, Middletown, DE 19709, 3 beds, 3.5 baths

$625,000

3 beds3.5 baths3,500 sq ft

261 Stravinsky Ave, Middletown, DE 19709

(888) 260-0040

Property at 545 Wheelmen St, Middletown, DE 19709, 3 beds, 2.5 baths

$599,999

3 beds2.5 baths2,850 sq ft

545 Wheelmen St, Middletown, DE 19709

(302) 351-5000

Property at 369 Northhampton Way, Middletown, DE 19709, 3 beds, 3 baths

$509,900

3 beds3 baths2,930 sq ft

369 Northhampton Way, Middletown, DE 19709

(302) 738-2300

Property at 204 Baldy Ln Unit ANNANDALE MODEL, Middletown, DE 19709, 2 beds, 2.5 baths

$429,000

2 beds2.5 baths1,794 sq ft

204 Baldy Ln Unit ANNANDALE MODEL, Middletown, DE 19709

(302) 657-8000

Property at 2318 Schubert Ln, Middletown, DE 19709, 3 beds, 2.5 baths

$478,900

3 beds2.5 baths2,350 sq ft

2318 Schubert Ln, Middletown, DE 19709

(302) 234-1888

Property at 138 Margaretta Dr, Middletown, DE 19709, 4 beds, 3.5 baths

$495,000

4 beds3.5 baths2,700 sq ft

138 Margaretta Dr, Middletown, DE 19709

(302) 378-8700

Property at 1026 Wickersham Way, Middletown, DE 19709, 3 beds, 2.5 baths

$369,900

3 beds2.5 baths1,500 sq ft

1026 Wickersham Way, Middletown, DE 19709

(855) 450-0442

Property at Cassidy Plan, Middletown, DE 19709, 4 beds, 3.5 baths

$705,400

4 beds3.5 baths3,439 sq ft

Cassidy Plan, Middletown, DE 19709

Listing provided by Zillow

Property at 2003 Ferwig Ct, Middletown, DE 19709, 4 beds, 3.5 baths

$639,000

4 beds3.5 baths3,750 sq ft

2003 Ferwig Ct, Middletown, DE 19709

(302) 734-4414

Property at Waterford Plan, Middletown, DE 19709, 4 beds, 3.5 baths

$790,400

4 beds3.5 baths4,810 sq ft

Waterford Plan, Middletown, DE 19709

Listing provided by Zillow

Property at 454 W Harvest Ln, Middletown, DE 19709, 3 beds, 2 baths

$454,900

3 beds2 baths1,850 sq ft

454 W Harvest Ln, Middletown, DE 19709

(302) 234-2500

Property at 357 Edgar Degas Ln #110, Middletown, DE 19709, 4 beds, 3.5 baths

$384,000

4 beds3.5 baths2,040 sq ft

357 Edgar Degas Ln #110, Middletown, DE 19709

(302) 254-0100

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Redfin agent insights on Middletown, DE homes

"If you're looking for extra space, top-tier schools, and a tight-knit community, Middletown checks every box. You'll love the convenience of tax-free shopping, easy highway access, and an amazing array of local dining spots like La Banca and Crooked...
2 months ago • Middletown
R.K. Wilson
Redfin agent

Average home prices near Middletown, DE

Cities

Neighborhoods
Zip Codes
Minor Civil Divisions

Townsend Village homes for sale
$599,900
Willow Grove Mill homes for sale
$400,000

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)

$430,000

-2.1% YoY | Aug 2026

1 year
3 year
5 year

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

Location

Data

Aug 2026

Growth

% YoY

Middletown, DE

$430,000

-2.1%

See more Middletown, DE market insights

More to explore in Middletown, DE

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4 Redfin agents serving Middletown

106

Deals*

4.7

Satisfaction

157

Homes closed*

* Data from the last year

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