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
Leanne Dr3243$613,0942,799 Sq.Ft.8/7/2024Lemond Dr543$646,6002,839 Sq.Ft.12/9/2021Lennox Dr542$529,0002,163 Sq.Ft.10/13/2023Lesh Ct742$480,4291,987 Sq.Ft.8/20/2021Lesterfield Ct72N/A$507,0002,349 Sq.Ft.2/29/2024Levels Rd2332$566,0002,812 Sq.Ft.11/7/2024Lewes Landing Rd8243$506,0002,606 Sq.Ft.5/15/2025Lexington Dr733$536,0002,059 Sq.Ft.4/9/2021Liborio Dr15632$283,1731,351 Sq.Ft.2/7/2025Library Dr232$367,0001,332 Sq.Ft.3/31/2006Lilac Dr3443$591,3532,612 Sq.Ft.5/29/2025Linden Cir2932N/A1,512 Sq.Ft.N/ALindsay Ct642$397,3331,877 Sq.Ft.12/20/2011Lisa Ln1432$269,4291,296 Sq.Ft.4/21/2025Lissicasey Loop13232$367,1301,942 Sq.Ft.5/14/2025Little Cir1343$602,2313,712 Sq.Ft.3/31/2020Littondale Ct3533$375,0861,770 Sq.Ft.11/25/2024Llanelli Dr2544$543,5202,366 Sq.Ft.10/25/2024Llywelwyn Ct434$578,0002,047 Sq.Ft.2/28/2018Loblolly Ln1433$496,0711,939 Sq.Ft.12/9/2022Lock Rd5143$633,4152,960 Sq.Ft.3/14/2025Lockwood St4032$252,7631,509 Sq.Ft.6/14/2024Locust Dr132$323,0001,176 Sq.Ft.N/ALogan Way243$599,0002,095 Sq.Ft.2/14/2020Lomond Ln843$694,6252,989 Sq.Ft.6/29/2023Longhorn Loop35N/AN/A$471,400N/A4/28/2025Longmeadow Dr843$617,2502,884 Sq.Ft.12/14/2017Lord Byron Dr743$664,0002,926 Sq.Ft.5/6/2025Lord Tennyson Pl5243$683,1322,803 Sq.Ft.2/14/2025Lores Landing Rd4343$621,5192,679 Sq.Ft.2/3/2025Lorewood Grove Rd13332$478,3611,833 Sq.Ft.4/11/2025Lorewood Park Rd323N/A$488,556N/A4/2/2025Louis Ln1132$292,0911,452 Sq.Ft.12/10/2024Louis Sullivan Cir1043$646,6003,458 Sq.Ft.1/28/2021Lowell Ave743$600,2862,997 Sq.Ft.4/16/2018Lucas Ct5N/AN/AN/AN/A4/28/2025Lynn Cir1933$587,0561,924 Sq.Ft.3/5/2021Lynn Ct333$516,6672,634 Sq.Ft.6/28/1996Maclaine St18N/AN/A$248,278N/A8/10/2006Maclaren Ln38N/AN/AN/AN/AN/AMacleish St1042$590,2502,491 Sq.Ft.4/11/2025Macleren Dr1332$290,0001,350 Sq.Ft.7/21/2021Maiden Ct2143$739,3813,743 Sq.Ft.7/6/2018Mailer Ave743$613,5712,422 Sq.Ft.4/7/2023Mailly Davis Ct6N/AN/AN/AN/A10/30/1998Main St18542$334,4275,336 Sq.Ft.4/3/2025Majesty Ln77N/AN/AN/AN/AN/AMallard Way5543$615,1273,212 Sq.Ft.6/7/2024Manassas Dr5843$644,7072,554 Sq.Ft.1/10/2024Manchester Ct1943$643,4212,549 Sq.Ft.4/10/2025Manchester Way3943$605,8952,470 Sq.Ft.4/30/2024Manheim Dr343$583,3332,375 Sq.Ft.6/28/2012Manor Dr1043$568,8002,732 Sq.Ft.10/24/2024Maple Ave4132N/AN/AN/AMaple Ct332$493,0002,081 Sq.Ft.4/23/2003Mapleton Ave7033$471,0443,222 Sq.Ft.5/30/2025Maplewood Dr1743$551,2352,287 Sq.Ft.3/26/2025Maplewood Ln343$568,3332,531 Sq.Ft.12/18/2012Marathon Dr2443$656,5832,671 Sq.Ft.3/7/2025Marble Ct943$617,3332,558 Sq.Ft.5/26/2023Marcus Rd1532$430,6671,832 Sq.Ft.8/31/2023Margaretta Dr4433$430,1631,984 Sq.Ft.10/25/2024Marian Dr5232$287,3271,317 Sq.Ft.1/30/2025Mariteau Dr17N/AN/AN/AN/AN/AMarldale Dr7832$329,7141,474 Sq.Ft.4/17/2025Marley Rd1943$634,4212,646 Sq.Ft.6/25/2024Marl Pit Rd6932$588,8952,260 Sq.Ft.5/28/2025Marquis Ct943$602,0002,742 Sq.Ft.11/27/2012Marsh Hawk Ct843$735,8753,382 Sq.Ft.12/18/2015Mashona Dr14N/AN/A$361,929N/AN/AMatisse Dr13933$491,1082,014 Sq.Ft.6/5/2025Maureen Dr1632$501,3752,322 Sq.Ft.10/31/2024Mccracken Dr5043$652,8373,472 Sq.Ft.5/30/2025Mccumber Ln643$611,5003,305 Sq.Ft.10/30/2019Mcharg Way643$606,6672,782 Sq.Ft.8/7/2018Mckim St2N/AN/AN/AN/A7/1/2024Mcwhorter Dr1N/AN/A$368,000N/AN/AMeadow Dr3943$637,9733,178 Sq.Ft.4/18/2025Meadow Ln1732$535,4711,862 Sq.Ft.12/18/2023Melissa Dr1443$777,5003,624 Sq.Ft.12/6/2019Melville Pl2532$646,0002,028 Sq.Ft.3/31/2025Merganser Ct643$546,1672,289 Sq.Ft.2/3/2020Merlin Dr7054$713,0003,049 Sq.Ft.5/27/2025Merrick Square Dr1N/AN/A$195,000N/AN/AMerrimac Ave3033$413,60037,767 Sq.Ft.2/29/2024Michelangelo Dr5143$682,2803,605 Sq.Ft.12/6/2021Michener Dr3743$768,4443,052 Sq.Ft.5/29/2025Middessa Dr3943$586,0532,439 Sq.Ft.10/16/2024Middle Neck Rd1532$644,4171,646 Sq.Ft.4/23/2025Middlepark Dr38N/AN/A$193,500N/A1/25/2019Middlesex Dr3143$515,2582,243 Sq.Ft.2/14/2025Middletown Odessa Rd1731$374,0007,097 Sq.Ft.3/11/2021Middletown Warwick Rd7053$401,08322,606 Sq.Ft.11/7/2024Mildred Ln843$648,0002,640 Sq.Ft.4/12/2018Milford Dr5843$510,2592,540 Sq.Ft.5/20/2020Miller Cir443$623,2502,801 Sq.Ft.5/29/2024Millwood Dr4343$622,1902,569 Sq.Ft.4/15/2025Milton Dr643$594,0002,954 Sq.Ft.12/10/2010Minglewood Dr8642$498,8592,193 Sq.Ft.5/16/2025Missy Ct443$723,5003,415 Sq.Ft.4/30/2020334 Meadow Glen DrBear, DE 19701
Estimated Value $642,000
Living Area 3,058 SqFt
Beds 4
Baths 2.5
Year Built 1996
Property Type Single Family
Ownership Type Related
APN 11-042.20-129
Subdivision Meadow Glen
School District Appoquinimink School District
2306 E Palladio PlMiddletown, DE 19709
Estimated Value $581,000
Living Area 2,466 SqFt
Beds 4
Baths 2.5
Year Built 2015
Property Type Single Family
Ownership Type Related
APN 13-008.43-131
Subdivision Village Of Bayberry North
School District Appoquinimink School District
2211 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
132 Wortham LnBear, DE 19701
Estimated Value $525,000
Living Area 2,456 SqFt
Beds 4
Baths 2.5
Year Built 1993
Property Type Single Family
Ownership Type Related
APN 11-042.20-040
Subdivision Caravel Woods
School District Appoquinimink School District
768 Bethel RdChesapeake City, MD 21915
Estimated Value $297,000
Living Area 1,272 SqFt
Beds 2
Baths 1
Year Built 1955
Property Type Single Family
Ownership Type Individual
APN 02-006022
Neighborhood
N/A
School District Cecil County Public Schools
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
802 Chesapeake CtNewark, DE 19702
Estimated Value $854,000
Living Area 4,288 SqFt
Beds 4
Baths 2.5
Year Built 2003
Property Type Single Family
Ownership Type Individual
APN 11-049.00-050
Subdivision Bay Pointe
School District Appoquinimink School District
211 Saffron CirMiddletown, DE 19709
Estimated Value $550,000
Living Area 2,436 SqFt
Beds 4
Baths 2.5
Year Built 2017
Property Type Single Family
Ownership Type Individual
APN 13-008.40-201
Subdivision Enclave At Hyetts Crossing
School District Colonial School District
227 E Union DrMiddletown, DE 19709
Estimated Value $540,000
Living Area 2,639 SqFt
Beds 4
Baths 2.5
Year Built 1997
Property Type Single Family
Ownership Type Related
APN 11-055.00-116
Subdivision Lea Eara Farms Iii
School District Appoquinimink School District
6 Cedarshake CtMiddletown, DE 19709
Estimated Value $689,000
Living Area 2,701 SqFt
Beds 3
Baths 2.5
Year Built 1996
Property Type Single Family
Ownership Type Related
APN 13-013.00-195
Subdivision Chestnut Grove
School District Appoquinimink School District
243 Ann DrMiddletown, DE 19709
Estimated Value $576,000
Living Area 2,840 SqFt
Beds 4
Baths 2.5
Year Built 2011
Property Type Single Family
Ownership Type Related
APN 13-003.40-258
Subdivision Crossland At The Canal
School District Colonial 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
412 Galway CtMiddletown, DE 19709
Estimated Value $427,000
Living Area 1,970 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Single Family
Ownership Type Individual
APN 13-008.41-222
Subdivision Hyetts Crossing
School District Colonial School District
30 Peninsula CtBear, DE 19701
Estimated Value $603,000
Living Area 2,540 SqFt
Beds 4
Baths 2.5
Year Built 1991
Property Type Single Family
Ownership Type Individual
APN 11-041.20-006
Subdivision Clairborne At Lex Fr
School District Appoquinimink School District
117 Lahinch CtMiddletown, DE 19709
Estimated Value $673,000
Living Area 2,644 SqFt
Beds 4
Baths 2.5
Year Built 1996
Property Type Single Family
Ownership Type Related
APN 13-011.20-089
Subdivision Back Creek
School District Appoquinimink School District
1462 Olmsted DrBear, DE 19701
Estimated Value $775,000
Living Area 4,062 SqFt
Beds 4
Baths 3.5
Year Built 2013
Property Type Single Family
Ownership Type Related
APN 12-026.00-159
Subdivision Red Lion Chase Phase 2
School District Colonial School District