Middletown has quickly emerged as one of the most sought-after locations for real estate investment in the state. Positioned near major cities like Wilmington and Philadelphia, Middletown's economy is enhanced by several major employers including Amazon, which operates a large fulfillment center in the area, and ChristianaCare, a leading healthcare provider in the region.
The Parkside and Back Creek neighborhoods are popular among families and professionals who desire upscale homes with access to golf courses and amenities. For first-time buyers or investors, neighborhoods like Willow Grove Mill provide more affordable options with excellent proximity to schools and shopping.
The town's attractions boost its livability and investment potential. Historic Main Street features boutique shops, restaurants, and entertainment venues that foster a strong sense of community. Middletown is also home to the annual Olde Tyme Peach Festival, a beloved event that draws visitors from across the region. With Delaware beaches and recreational areas nearby, the city is a desirable spot for families and retirees. Middletown offers an appealing opportunity for investors.
Popular Streets in Middletown, Delaware
Bayberry Pkwy17233$554,5162,570 Sq.Ft.10/16/2024Goodwick Dr13833$496,7452,072 Sq.Ft.4/10/2025Harvest Ln13332$392,8421,488 Sq.Ft.5/20/2025Liborio Dr15632$283,1731,351 Sq.Ft.2/7/2025Main St18542$334,4275,336 Sq.Ft.4/3/2025Matisse Dr13933$491,1082,014 Sq.Ft.6/5/2025Spring Hollow Dr17344$853,2723,313 Sq.Ft.3/25/2025Springmill Dr13622$460,7461,979 Sq.Ft.5/16/2025Vincent Cir13932$269,6401,081 Sq.Ft.6/4/2025Wilmore Dr15533$355,7681,777 Sq.Ft.5/16/2025All Streets in Middletown, Delaware
Sheehan Dr2343$586,7733,335 Sq.Ft.4/3/2025Sherbourne Rd3933$362,6151,765 Sq.Ft.7/26/2024Sherwood Ter743$713,0003,365 Sq.Ft.8/27/2018Silky Dogwood Ln3533$590,1182,232 Sq.Ft.5/29/2024Silverhill Xing3043$574,4142,563 Sq.Ft.7/10/2024Silver Lake Dr4143$534,3502,399 Sq.Ft.6/28/2024Silver Lake Rd2332$464,4001,948 Sq.Ft.5/12/2019Silver Maple Rd3132$552,0002,121 Sq.Ft.8/23/2024Silver Run Rd3832$479,3931,962 Sq.Ft.10/9/2024Silverthorne Dr244$1,125,5005,163 Sq.Ft.4/19/2024Silver Wind Way2N/AN/A$396,000N/A11/14/2018Simpson Pl2043$619,7003,508 Sq.Ft.10/7/2022Sir James St1243$688,3333,185 Sq.Ft.7/19/2019Sixth St232$438,000N/A5/27/2005Skimmer St4554$727,6673,336 Sq.Ft.5/13/2025Skyview Dr1743$644,3532,594 Sq.Ft.10/17/2024Sleepy Hollow Dr14N/AN/AN/A12,201 Sq.Ft.1/6/2022Sloop Ln742$694,5712,579 Sq.Ft.4/15/2025Smee Rd5133$433,2552,163 Sq.Ft.6/26/2023Snead Cir543$575,2003,286 Sq.Ft.9/4/2020Snowgeese Ct343$681,6673,580 Sq.Ft.8/26/2020Snow Goose Dr1743$604,1763,277 Sq.Ft.10/22/2024Snowy Egret Ln1543$724,6433,573 Sq.Ft.4/30/2018Socrates St2543$596,1202,471 Sq.Ft.1/7/2021Somerset Ln833$462,7502,089 Sq.Ft.12/14/2024Spinnaker St1133$673,7272,590 Sq.Ft.11/13/2020Spring Arbor Dr3532$465,8822,328 Sq.Ft.9/16/2024Springfield Cir10533$355,6861,915 Sq.Ft.4/15/2025Spring Hollow Dr17344$853,2723,313 Sq.Ft.3/25/2025Springmill Dr13622$460,7461,979 Sq.Ft.5/16/2025Ss Bayview Rd14N/A$413,0003,464 Sq.Ft.N/AStandish Ct443$594,2502,453 Sq.Ft.5/12/2016Stanford White Way4243$601,4292,598 Sq.Ft.5/30/2024St Annes Blvd10N/AN/A$368,000N/A9/26/2012St Annes Church Rd6N/AN/A$371,500N/A10/2/2012Starboard Ln743$668,7142,699 Sq.Ft.9/17/2012Starcatcher Dr3743$556,0542,531 Sq.Ft.7/11/2024Star Magnolia Rd1533$578,1332,232 Sq.Ft.12/29/2022St Augustine Rd3N/AN/A$438,000N/A7/7/2000Stephen Ct443$685,7503,071 Sq.Ft.9/9/2016St Giles Dr543N/A2,099 Sq.Ft.3/26/2025Stirrup Ct1143$546,2732,500 Sq.Ft.11/20/2018Stonewall Dr4043$646,5792,783 Sq.Ft.1/5/2025Stover Ct1344$1,008,8334,002 Sq.Ft.6/23/2021Straford Ct1743$566,3532,397 Sq.Ft.2/12/2025Strand Hill Dr15N/AN/AN/AN/AN/AStratford Ln19N/AN/AN/AN/AN/AStravinsky Ave9932$592,0352,439 Sq.Ft.9/11/2024Strawberry Ln1542$441,3641,716 Sq.Ft.5/25/2022Stuyvesant St1043$461,4442,550 Sq.Ft.9/30/2024Suffolk Ct2643$610,6542,950 Sq.Ft.8/5/2024Sugar Maple Blvd4N/AN/A$407,000N/A12/30/1994Sugar Pine Dr5632$499,1071,862 Sq.Ft.9/26/2024Sugartown Cir1143$618,3642,896 Sq.Ft.8/25/2016Summerhouse Ln633$467,6672,156 Sq.Ft.12/11/2015Summit Bridge Dr243$583,0002,075 Sq.Ft.5/23/2003Summit Bridge Rd12432$367,8144,882 Sq.Ft.3/19/2025Summit Ln943$623,8892,273 Sq.Ft.10/14/2022Sundial Ln2122$411,9001,755 Sq.Ft.6/9/2021Sunshine Ln1343$555,7692,849 Sq.Ft.2/28/2019Susan Pl443$641,5002,854 Sq.Ft.11/14/2017Susie Ct943$612,5562,730 Sq.Ft.7/27/2018Sussex Ln28N/AN/AN/AN/AN/ASwansea Dr7333$546,9172,205 Sq.Ft.5/9/2025Swede Landing Ln1233$423,0001,741 Sq.Ft.4/30/2024Sweet Birch Dr7044$899,0143,223 Sq.Ft.5/11/2023Sweet Gum Ct1233$548,0002,445 Sq.Ft.4/12/2017Sweet Hollow Ct843$620,8572,609 Sq.Ft.2/20/2019Sweet Hollow Way1543$577,9332,813 Sq.Ft.6/21/2022Sweetspire Ct2522$568,9172,049 Sq.Ft.12/24/2024Tami Trl1244$536,3333,424 Sq.Ft.1/10/2025Tandem St943$642,4442,647 Sq.Ft.8/29/2024Tanyard Ln5N/AN/AN/AN/AN/ATarbet Ct344$609,3335,800 Sq.Ft.10/4/2012Tartan Dr2132$295,6191,348 Sq.Ft.10/29/2021Tauros Dr20N/AN/A$405,450N/AN/ATaylor Ct343$735,0003,261 Sq.Ft.2/24/2018Tea Tree Ln2143N/A2,079 Sq.Ft.5/21/2025Telemark Dr14N/AN/A$460,714N/AN/ATennyson Ct1843$578,2942,956 Sq.Ft.12/14/2021Texis Ln932$311,2501,576 Sq.Ft.7/21/2021Thales Dr15N/AN/AN/AN/AN/AThomas Corner Rd632$485,3332,276 Sq.Ft.10/23/2024Thomas Ct2643$611,1602,795 Sq.Ft.12/16/2024Thomas Dr1443$611,7862,826 Sq.Ft.1/25/2013Thomas Landing Rd2542$554,4402,426 Sq.Ft.5/23/2024Thomas Ln2N/AN/AN/AN/A2/1/1972Thornton Dr1N/AN/AN/AN/AN/AThorntown Rd2332$465,4121,825 Sq.Ft.4/4/2018Tiger Lily Dr3843$464,6582,224 Sq.Ft.3/14/2025Tipton Cir52N/AN/AN/AN/AN/AToftrees Dr6033$392,1171,709 Sq.Ft.1/7/2025Topiary Ln1832$472,5562,018 Sq.Ft.11/8/2024Torker St1443$619,7142,697 Sq.Ft.12/30/2021Tory St3443$743,6473,352 Sq.Ft.7/12/2024Tower Ln7N/AN/AN/A18,880 Sq.Ft.9/22/2017Town Center Dr1N/AN/AN/AN/AN/ATralee Dr2142$632,0482,346 Sq.Ft.2/28/2020Tranquility Way4722$451,3621,911 Sq.Ft.11/4/2024Trek St29N/AN/A$407,448N/A12/1/19842211 N Okeeffe LnMiddletown, DE 19709
Estimated Value $434,000
Living Area 1,902 SqFt
Beds 3
Baths 2.5
Year Built 2015
Property Type Single Family
Ownership Type Individual
APN 13-008.34-122
Subdivision Village Of Bayberry North
School District Appoquinimink School District
509 Lake DrMiddletown, DE 19709
Estimated Value $564,000
Living Area 2,152 SqFt
Beds 3
Baths 3
Year Built 1987
Property Type Single Family
Ownership Type Individual
APN 13-012.10-057
Subdivision Mdwbrk Farms South 2
School District Appoquinimink School District
609 Breakwater DrMiddletown, DE 19709
Estimated Value $561,000
Living Area 2,736 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 13-002.40-045
Subdivision Lea Eara Farms
School District Appoquinimink School District
134 Megan DrBear, DE 19701
Estimated Value $530,000
Living Area 2,369 SqFt
Beds 4
Baths 2.5
Year Built 1999
Property Type Single Family
Ownership Type Related
APN 11-042.10-103
Subdivision Mansion Farm Ph 2
School District Appoquinimink School District
118 Saddle DrMiddletown, DE 19709
Estimated Value $508,000
Living Area 2,576 SqFt
Beds 4
Baths 2.5
Year Built 1990
Property Type Single Family
Ownership Type Related
APN 13-012.30-017
Subdivision Post & Rail Farms
School District Appoquinimink School District
902 Waterlilly LnMiddletown, DE 19709
Estimated Value $479,000
Living Area 2,013 SqFt
Beds 4
Baths 2.5
Year Built 1988
Property Type Single Family
Ownership Type Related
APN 13-007.40-096
Subdivision Summit Pond
School District Appoquinimink School District
139 Cornwell DrBear, DE 19701
Estimated Value $534,000
Living Area 2,926 SqFt
Beds 4
Baths 2.5
Year Built 1996
Property Type Single Family
Ownership Type Individual
APN 12-019.00-087
Subdivision York Farms
School District Colonial School District
140 Crystal Run DrMiddletown, DE 19709
Estimated Value $519,000
Living Area 2,800 SqFt
Beds 4
Baths 2.5
Year Built 1990
Property Type Single Family
Ownership Type Individual
APN 13-007.40-015
Subdivision Crystal Run Frm Sc 2
School District Appoquinimink School District
109 Portside CtBear, DE 19701
Estimated Value $711,000
Living Area 4,064 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Individual
APN 12-019.00-193
Subdivision Mariners Watch
School District Colonial School District
221 Milford DrMiddletown, DE 19709
Estimated Value $544,000
Living Area 3,470 SqFt
Beds 3
Baths 2.5
Year Built 1989
Property Type Single Family
Ownership Type Related
APN 13-013.20-149
Subdivision Grande View Farms
School District Appoquinimink School District
12 Marigold WayBear, DE 19701
Estimated Value $510,000
Living Area 1,718 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 11-047.10-066
Subdivision Brennan Estates
School District Appoquinimink School District
234 Armata DrMiddletown, DE 19709
Estimated Value $624,000
Living Area 3,104 SqFt
Beds 4
Baths 2.5
Year Built 2014
Property Type Single Family
Ownership Type Related
APN 12-042.10-009
Subdivision Canal View At Crossland
School District Colonial School District
318 Meadow Glen DrBear, DE 19701
Estimated Value $630,000
Living Area 2,936 SqFt
Beds 4
Baths 2.5
Year Built 1996
Property Type Single Family
Ownership Type Individual
APN 11-042.10-051
Subdivision Meadow Glen
School District Appoquinimink School District
372 Armstrong Corner RdMiddletown, DE 19709
Estimated Value $722,000
Living Area 4,141 SqFt
Beds 4
Baths 2.5
Year Built 2021
Property Type Single Family
Ownership Type Trust
APN 13-017.00-106
Subdivision Price Subd
School District Appoquinimink School District
7 Celtic StBear, DE 19701
Estimated Value $541,000
Living Area 2,686 SqFt
Beds 4
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Multiple
APN 11-047.30-020
Subdivision Brennan Estates
School District Appoquinimink School District
865 Lissicasey LoopMiddletown, DE 19709
Estimated Value $349,000
Living Area 1,730 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Single Family
Ownership Type Individual
APN 13-008.23-055
Subdivision Hyetts Crossing
School District Colonial School District