New71$625,000
4 bd · 3 ba · 3,400 sqft
158 Tuscany Dr, Middletown, DE
Cara Fiorillo · Empower Real Estate, LLC
Homes for Sale in Middletown, DE
Hide MapHomes for Sale in Middletown, DE
24 of 227 Listings
New71$625,000
4 bd · 3 ba · 3,400 sqft
158 Tuscany Dr, Middletown, DE
Cara Fiorillo · Empower Real Estate, LLC
New45$643,000
4 bd · 3 ba · 3,475 sqft
42 Watson Ln, Middletown, DE
Melvin Sarpey · Crown Homes Real Estate
New40$489,900
4 bd · 4 ba · 2,178 sqft
332 E Green St, Middletown, DE
Michael Terranova Jr. · Keller Williams Realty Wilmington
33$365,000
3 bd · 3 ba · 1,750 sqft
8 Springfield Cir, Middletown, DE
Brooke Kelly · Patterson-Schwartz - Greenville
20$290,000
4 bd · 2 ba · 2,922 sqft
669 Old Summit Bridge Rd, Middletown, DE
Mark J. Levering · Patterson-Schwartz-Dover
46$875,000
4 bd · 3 ba · 4,500 sqft
24 Meadow Dr, Middletown, DE
Bayard Williams · House of Real Estate
50$389,999
3 bd · 3 ba · 2,175 sqft
1308 Carrick Ct, Middletown, DE
Supreme Maxwell · Crown Homes Real Estate
65$369,900
3 bd · 2 ba · 1,325 sqft
43 S Main St, Middletown, DE
Laura Walker · Walker Realty Group
64$600,000
4 bd · 4 ba · 4,150 sqft
268 Ann Dr, Middletown, DE
Charlie F Fiorillo III · KW Empower
Price Reduced53$744,900
4 bd · 3 ba · 3,925 sqft
1204 Pimpernell Path, Middletown, DE
Tyler M Andrews · LPT Realty, LLC
69$919,000
4 bd · 4 ba · 4,700 sqft
672 Spring Hollow Dr, Middletown, DE
Ann Marie Germano · Patterson-Schwartz-Middletown
63$510,000
3 bd · 3 ba · 2,425 sqft
729 Flint Dr, Middletown, DE
Nicole Duncan · Real Broker LLC
43$565,000
4 bd · 3 ba · 3,250 sqft
20 E Minglewood Dr, Middletown, DE
Michelle Yvette Dunham · Empower Real Estate, LLC
48$594,000
4 bd · 3 ba · 4,000 sqft
4 Rebecca Ct, Middletown, DE
Bob Comegys · Epique Realty
66$535,000
4 bd · 4 ba · 2,650 sqft
1347 Darling Dr, Middletown, DE
Dave Mays · Epique Realty
1$300,000
3 bd · 2 ba · 1,400 sqft
312 W Windmill Way, Middletown, DE
Megan Aitken · Keller Williams Realty
53$629,900
5 bd · 4 ba · 2,800 sqft
705 Victoria Dr, Middletown, DE
David R Harrell · Long & Foster Real Estate, Inc.
Price Reduced39$485,000
3 bd · 3 ba · 2,025 sqft
1633 Matisse Dr, Middletown, DE
Jack Sanderson · Patterson-Schwartz-Hockessin
77$899,900
5 bd · 6 ba · 5,375 sqft
2601 Alexander Calder Ct, Middletown, DE
Mary Beth Adelman · RE/MAX Associates-Wilmington
Price Reduced64$639,000
4 bd · 3 ba · 2,525 sqft
205 Milford Dr, Middletown, DE
S Walton Simpson · Walt Simpson Realty
79$530,000
3 bd · 3 ba · 2,088 sqft
429 Hope Dr, Middletown, DE
Kimberly A Simpson · Thyme Real Estate Co LLC
13$45,000
3 bd · 2 ba · 0 sqft
732 Cleaver Farm Rd, Middletown, DE
Alan M Coffey · Compass
13$800,000
4 bd · 3 ba · 2,400 sqft
503 S Broad St, Middletown, DE
Lisa Marie · RE/MAX Advantage Realty
18$392,000
5 bd · 2 ba · 2,669 sqft
3114 Pett Level Dr, Middletown, DE
Lisa Woloshin · Century 21 Emerald
























Bright MLSSource: HJN community data
October 2026 · This period is still settling
Selling at 98.5% of asking price
Buyers here are paying below asking. MLS · 37 sales · as of Oct 30, 2026