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
Elizabeth Way32N/AN/AN/AN/AN/AEllenwood Dr6143$757,4103,103 Sq.Ft.2/7/2025Ellinor Ct1533$590,6001,968 Sq.Ft.9/9/2020Emerson Ct543$551,0002,319 Sq.Ft.8/21/2019Emerson Rd331$462,0001,513 Sq.Ft.6/30/2011Emily Way21N/AN/AN/AN/AN/AEmmanuel Trl15N/AN/AN/AN/AN/AEnnis Ct1043$431,2001,726 Sq.Ft.3/26/2021E Park Pl1N/AN/A$339,000N/AN/AEpic Blvd1N/AN/AN/AN/AN/AEriccson Ln2233$435,1112,214 Sq.Ft.12/18/2024Ernest Dr543$624,0002,560 Sq.Ft.6/7/2024Ernst Way1N/AN/AN/AN/AN/AEspalier Ln533$499,0002,244 Sq.Ft.9/15/2016Estate Dr943$628,2223,161 Sq.Ft.6/2/2018Ethel Ct743$525,7142,385 Sq.Ft.9/16/2014Eugene Ct933$520,4442,413 Sq.Ft.1/8/2021E Union Dr1N/AN/AN/AN/A7/16/1998Evita Cir443$655,0002,592 Sq.Ft.2/13/2025Fairfield Ct1N/AN/AN/A69,965 Sq.Ft.12/13/1995Fairlight Dr3632N/A2,446 Sq.Ft.5/29/2025Fairview Ave2543$654,6822,734 Sq.Ft.11/8/2021Fairville Way1043$613,9002,745 Sq.Ft.8/3/2018Faith Ln1N/AN/A$259,000N/AN/AFaith Way1242$205,9171,380 Sq.Ft.10/7/2021Farm Ln921$409,2501,117 Sq.Ft.3/21/2023Faulkner Dr23N/AN/A$631,500N/A5/30/2025Fenn Ct643$756,8333,347 Sq.Ft.5/29/2018Ferwig Ct444$696,5003,230 Sq.Ft.2/14/2020Fields Ter1331$244,8461,014 Sq.Ft.11/4/2024Fields Way1N/AN/AN/A1,350 Sq.Ft.9/8/1992Fife Rd843$705,0002,883 Sq.Ft.11/28/2017First St2N/AN/A$404,500N/A6/1/1978Fletcher Cir2833$397,7141,525 Sq.Ft.8/30/2023Flint Dr3834$513,3892,475 Sq.Ft.4/25/2025Flintshire Dr5933$414,8141,760 Sq.Ft.12/13/2024Flower Hall Dr1343$602,1542,374 Sq.Ft.11/29/2021Floyd Cir443$572,7502,535 Sq.Ft.10/19/2018Flycatcher Ct8N/AN/AN/AN/A7/17/2024Folkstone Ave2N/AN/A$250,000N/A11/8/1971Folkstone Ct1N/AN/AN/AN/AN/AFox Den Ct643$698,6673,499 Sq.Ft.1/29/2018Foxhound Ct643$549,8332,310 Sq.Ft.8/20/2012Fox Hunt Ln1043$570,3002,832 Sq.Ft.6/6/2024Fox Ln832$495,0001,540 Sq.Ft.1/4/2021Foxtail Dr732$471,2861,600 Sq.Ft.6/15/2020Foxtail Ln2032$315,8001,304 Sq.Ft.5/23/2025Franklin Dr7232$280,0281,320 Sq.Ft.5/5/2025Fredericksburg Dr2943$647,3572,603 Sq.Ft.6/13/2024Frost Dr2N/AN/A$195,000N/A2/20/2003Gaither Dr1833$409,2781,728 Sq.Ft.9/16/2024Gala Cir2N/AN/A$160,000N/AN/AGallatin Ct843$638,6252,743 Sq.Ft.8/21/2024Galloway St1243$719,0833,234 Sq.Ft.10/30/2019Galway Ct1433$417,2141,701 Sq.Ft.12/10/2024Garcia Dr943$479,1112,149 Sq.Ft.6/20/2014Garden Gate Dr3232$496,1672,094 Sq.Ft.3/27/2024Gazebo Ln4722$445,6601,815 Sq.Ft.5/12/2025Gehry Dr2243$610,9552,678 Sq.Ft.5/3/2018Georgiana Dr3943$644,1942,722 Sq.Ft.4/30/2025Gibbs Dr2432$328,8331,426 Sq.Ft.11/9/2022Gibran Ln843$612,7502,564 Sq.Ft.9/27/2024Giller Ln2N/AN/A$386,000N/A5/5/2004Gillespie Ave8233$407,4152,059 Sq.Ft.5/15/2024Gina Dr431$283,0001,252 Sq.Ft.3/19/2025Gladys St1442$595,8572,607 Sq.Ft.5/20/2025Glen Eagle Cir10N/AN/A$246,900N/A11/8/1971Glenelg Ct543$624,4002,823 Sq.Ft.5/26/2022Glen Mare Dr3943$692,6413,150 Sq.Ft.2/16/2024Glennwood Ct743$587,1432,598 Sq.Ft.5/24/2021Glossy Ibis Ct1943$736,2943,612 Sq.Ft.5/27/2021Gloucester Blvd7043$588,2653,017 Sq.Ft.2/20/2025Golden Raintree Ct2822$461,6001,905 Sq.Ft.1/14/2025Goldleaf Dr4344$725,1853,858 Sq.Ft.3/18/2025Goodwick Dr13833$496,7452,072 Sq.Ft.4/10/2025Gordon House Way7343$557,2363,084 Sq.Ft.5/29/2025Graham Ct743$598,5712,727 Sq.Ft.7/27/2021Great Oak Dr3332$439,2121,550 Sq.Ft.5/20/2019Green Ct643$603,5002,761 Sq.Ft.10/2/2015Green Forest Dr5343$688,6272,967 Sq.Ft.3/14/2022Greenlawn Blvd1N/AN/A$197,000N/A10/26/1994Green St8032$381,4712,552 Sq.Ft.4/10/2025Greenway Ct1543$556,4002,169 Sq.Ft.6/15/2018Greta Ct6N/AN/A$516,000N/A3/31/2025Gretna St28N/AN/A$188,536N/AN/AGreyfriar Loop933N/A2,111 Sq.Ft.2/27/2025Greylag Rd2132$541,6502,139 Sq.Ft.4/24/2020Grommet Cir943$630,1112,855 Sq.Ft.1/20/2023Grove Dr38N/AN/AN/AN/AN/AGuernsey Ct943$571,8892,383 Sq.Ft.2/28/2012Guido Dr1632$453,6881,924 Sq.Ft.6/3/2024Guthrie Cir3643$631,6673,009 Sq.Ft.1/15/2025Gwynedd Dr4033$522,3501,755 Sq.Ft.3/28/2025Haggis Rd6243$697,3233,514 Sq.Ft.7/31/2024Haley St1843$625,7223,469 Sq.Ft.10/13/2020Hamilton Pl742N/AN/AN/AHammond Rd232$437,0001,672 Sq.Ft.6/6/2001Hampden Ct1043$581,8892,779 Sq.Ft.7/24/2018Hampden Rd6N/AN/AN/A25,267 Sq.Ft.1/2/1991Hampshire Dr543$530,8002,239 Sq.Ft.8/11/202330 Brittany LnBear, DE 19701
Estimated Value $309,000
Living Area 1,374 SqFt
Beds 3
Baths 1.5
Year Built 2001
Property Type Single Family
Ownership Type Individual
APN 11-046.40-114
Subdivision Brennan Estates
School District Appoquinimink School District
666 Lorewood Grove RdMiddletown, DE 19709
Estimated Value $484,000
Living Area 1,512 SqFt
Beds 3
Baths 2.5
Year Built 1988
Property Type Single Family
Ownership Type Related
APN 13-003.40-004
Subdivision Mounthope
School District Colonial 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
1413 Olmsted DrBear, DE 19701
Estimated Value $987,000
Living Area 3,024 SqFt
Beds 4
Baths 3
Year Built 2014
Property Type Single Family
Ownership Type Related
APN 12-026.00-142
Subdivision Red Lion Chase Phase 2
School District Colonial School District
313 Clayton Manor DrMiddletown, DE 19709
Estimated Value $682,000
Living Area 3,369 SqFt
Beds 4
Baths 3.5
Year Built 1997
Property Type Single Family
Ownership Type Related
APN 13-011.20-004
Subdivision Back Creek
School District Appoquinimink School District
334 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
407 Skyview DrMiddletown, DE 19709
Estimated Value $633,000
Living Area 3,080 SqFt
Beds 4
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Related
APN 11-060.00-027
Subdivision Millwood
School District Appoquinimink School District
104 Crystal Run DrMiddletown, DE 19709
Estimated Value $523,000
Living Area 2,426 SqFt
Beds 4
Baths 1.5
Year Built 1987
Property Type Single Family
Ownership Type Related
APN 13-007.40-058
Subdivision Crystal Run Frm Sc 2
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
25 Shawn LnBear, DE 19701
Estimated Value $359,000
Living Area 1,384 SqFt
Beds 3
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Individual
APN 11-046.20-290
Subdivision Brennan Estates
School District Appoquinimink School District
137 Clear Creek DrBear, DE 19701
Estimated Value $648,000
Living Area 2,998 SqFt
Beds 4
Baths 2.5
Year Built 2001
Property Type Single Family
Ownership Type Multiple
APN 11-046.20-035
Subdivision Clear Creek At Lex F
School District Appoquinimink School District
10 Forsythia LnBear, DE 19701
Estimated Value $477,000
Living Area 1,718 SqFt
Beds 3
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Related
APN 11-047.10-031
Subdivision Brennan Estates
School District Appoquinimink School District
7 E Stonewall DrMiddletown, DE 19709
Estimated Value $628,000
Living Area 2,583 SqFt
Beds 4
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Related
APN 11-057.00-016
Subdivision Vlgs At Fairview Far
School District Appoquinimink School District
2520 Chopin DrMiddletown, DE 19709
Estimated Value $602,000
Living Area 1,809 SqFt
Beds 3
Baths 2
Year Built 2018
Property Type Single Family
Ownership Type Individual
APN 13-013.14-137
Subdivision Village Of Bayberry South
School District Appoquinimink School District
17 Karens WayBear, DE 19701
Estimated Value $620,000
Living Area 3,036 SqFt
Beds 4
Baths 2.5
Year Built 2001
Property Type Single Family
Ownership Type Related
APN 11-042.30-007
Subdivision Amberwood Sec Iii
School District Appoquinimink School District
131 Megan DrBear, DE 19701
Estimated Value $552,000
Living Area 2,364 SqFt
Beds 3
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Related
APN 11-042.10-101
Subdivision Mansion Farm Ph 2
School District Appoquinimink School District