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
Pollock Way2433$469,5001,931 Sq.Ft.6/29/2023Ponderosa Dr932$454,4441,723 Sq.Ft.11/5/2024Porky Oliver Dr3843$605,4722,958 Sq.Ft.12/6/2024Port Penn Rd11732$472,4112,255 Sq.Ft.7/19/2024Preston Ct643$602,1672,777 Sq.Ft.10/28/2015Price Dr2343$966,9523,762 Sq.Ft.9/27/2024Priscilla St331$339,0001,492 Sq.Ft.8/7/2017Proust Pl2032$622,2502,088 Sq.Ft.9/6/2024Puccini Ln2133$527,0002,536 Sq.Ft.7/20/2024Pythagoras Path2043$599,2502,530 Sq.Ft.5/31/2023Quail Holw1632$421,2502,127 Sq.Ft.11/14/2024Quincy Ave2333$356,6521,889 Sq.Ft.10/22/2020Raleigh St11N/AN/A$335,727N/A12/1/1984Ramunno Dr4832$407,1592,498 Sq.Ft.3/29/2024Ratledge Rd2232$463,6251,625 Sq.Ft.7/22/2022Ravel Ln1533$528,1332,567 Sq.Ft.4/29/2022Rayne Ct8N/AN/A$228,125N/AN/ARayne St3N/AN/A$232,500N/A7/19/2004Reading Ln943$606,6672,675 Sq.Ft.6/3/2025Rebecca Ct343$640,6672,541 Sq.Ft.6/22/2012Redden Ln6132$331,3111,385 Sq.Ft.4/11/2025Redding Cir1331$269,077864 Sq.Ft.1/15/2025Redding St2931$333,8281,388 Sq.Ft.5/22/2025Rederick Ln5243$451,0962,849 Sq.Ft.4/28/2025Red Fox Cir3542$544,8862,188 Sq.Ft.7/8/2022Red Fox Ct632$528,3332,182 Sq.Ft.2/21/2018Red Maple Rd3932$561,6922,015 Sq.Ft.6/28/2024Red Oak Dr932$426,0001,512 Sq.Ft.11/12/2021Red Tailed Hawk Ln2643$710,6403,507 Sq.Ft.6/28/2024Reedy Point Rd542$348,0003,837 Sq.Ft.11/30/2012Reflection Ct432$525,0002,060 Sq.Ft.9/8/2021Refuge Way1N/AN/AN/AN/AN/ARegal Ct10N/AN/AN/AN/AN/ARenwick Dr43N/AN/AN/AN/AN/AReybold Dr4032N/A1,064 Sq.Ft.N/ARidge Ave2633$377,7737,155 Sq.Ft.3/24/2025Ridge Ct1643$562,3752,662 Sq.Ft.9/10/2020Ridgemont Dr1733$406,7501,702 Sq.Ft.4/16/2019River Birch Cir4932$597,1462,155 Sq.Ft.9/16/2022Robinson Ct432$506,7501,827 Sq.Ft.4/29/2021Rookery Ln17N/AN/AN/AN/AN/ARosemary Cir1633$449,1252,315 Sq.Ft.12/31/2024Rosemary Ct1333$413,1542,333 Sq.Ft.12/13/2024Rosenberger Dr2943$984,9643,969 Sq.Ft.9/8/2024Rosie Dr4032$263,9501,081 Sq.Ft.11/15/2024Rosler Way87N/AN/AN/AN/AN/ARossetti Way443$579,7502,419 Sq.Ft.5/24/2021Rossini Ln1533$539,4002,628 Sq.Ft.7/2/2024Rossnakill Rd5333$434,5661,708 Sq.Ft.2/25/2025Rothwell Dr3433$333,5591,394 Sq.Ft.4/25/2025Rousseau Rd16N/AN/AN/AN/AN/ARoy Pl16N/AN/AN/AN/AN/ARuddy Duck Ct643$596,3333,069 Sq.Ft.12/22/2006Rudge St1143$684,3642,953 Sq.Ft.9/12/2024Russell Square Dr643$602,0002,651 Sq.Ft.10/4/2012Ruth Dr743$738,0002,899 Sq.Ft.8/13/2024Rutland Ave3233$469,8062,334 Sq.Ft.12/14/2024Rye Harbour Way14N/AN/AN/AN/AN/ARyman Way63N/AN/AN/AN/AN/ASaddle Dr1743$534,9412,708 Sq.Ft.2/12/2024Saffron Cir4442$563,6142,258 Sq.Ft.3/28/2025Saint Andrews Ct1843$659,2783,057 Sq.Ft.7/14/2023Saint Annes Church Rd3N/AN/AN/A5,739 Sq.Ft.2/20/2009Saint Augustine Ct2443$725,0423,627 Sq.Ft.7/13/2020Saint Augustine Rd3032$287,1111,456 Sq.Ft.3/20/2025Saint Michael Dr2543$597,2402,359 Sq.Ft.5/31/2024Sally Ln2832$265,5361,188 Sq.Ft.3/18/2024Salorn St2133$480,5712,831 Sq.Ft.5/22/2025Sammons Pond Dr1843$785,0563,844 Sq.Ft.3/9/2019Samuel Ct643$642,3332,814 Sq.Ft.1/31/2013Sandhill Dr22N/AN/AN/A7,498 Sq.Ft.10/25/2024Sands Ct643$584,1672,389 Sq.Ft.7/24/2014Sarazen Dr7933$433,9492,053 Sq.Ft.4/30/2025Sargent Ln543$562,2002,701 Sq.Ft.9/23/2024Sassafras Dr1942$622,0003,037 Sq.Ft.2/26/2024Savoy Square Dr1N/AN/A$194,000N/A3/15/2005Scarlet Oak St3333$680,7002,476 Sq.Ft.3/28/2025Schagrin Dr1843$589,9412,346 Sq.Ft.7/20/2016Schoonover Ln343$628,0002,423 Sq.Ft.11/30/2011Schubert Ln1133$518,0912,565 Sq.Ft.10/1/2020Schuman Dr3632$659,6672,417 Sq.Ft.11/25/2024Schwinn St5333$482,6152,172 Sq.Ft.4/17/2025Scotish Dr943$712,3753,506 Sq.Ft.5/30/2025Scott Run Blvd1N/AN/AN/AN/AN/AScott St4431$327,7371,457 Sq.Ft.2/28/2025Seamans Ct743$553,2862,551 Sq.Ft.2/5/2014Sean Dr843$703,5713,049 Sq.Ft.7/27/2017Second St432$336,2501,508 Sq.Ft.12/12/2022Senator Dr2843$615,6432,583 Sq.Ft.8/25/2021Serenity Cir1033$560,0002,338 Sq.Ft.11/30/2022Serenity Ln1043$507,6003,141 Sq.Ft.3/20/2024Seventh St1N/AN/A$440,000N/A3/19/1998Shakespeare Dr3343$567,4692,579 Sq.Ft.4/30/2025Shallcross Lake Rd5843$642,9802,643 Sq.Ft.9/23/2020Shallcross Pl1531$283,9291,201 Sq.Ft.8/17/2023Shannon Blvd8843$696,3263,030 Sq.Ft.2/21/2025Sharon Ct743$562,2862,620 Sq.Ft.5/22/2020Sharp Ln1N/AN/A$3,691,000N/A12/4/2006Shaw Ave59N/AN/A$246,322N/A8/10/2006Sheats Ln4943$590,8752,578 Sq.Ft.9/13/202464 Andrea DrChesapeake City, MD 21915
Estimated Value $432,000
Living Area 1,504 SqFt
Beds 3
Baths 2
Year Built 1988
Property Type Single Family
Ownership Type Multiple
APN 02-030632
Subdivision White Swan Lke
School District Cecil County Public Schools
26 Kelly DrBear, DE 19701
Estimated Value $411,000
Living Area 1,522 SqFt
Beds 3
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Individual
APN 11-046.20-243
Subdivision Brennan Estates
School District Appoquinimink School District
115 Honora DrBear, DE 19701
Estimated Value $491,000
Living Area 1,708 SqFt
Beds 3
Baths 2
Year Built 1996
Property Type Single Family
Ownership Type Related
APN 11-043.10-023
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
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
136 S Lores Landing RdMiddletown, DE 19709
Estimated Value $623,000
Living Area 2,688 SqFt
Beds 5
Baths 3
Year Built 2023
Property Type Agricultural Vacant Land
Ownership Type Multiple
APN 13-003.33-387
Subdivision Brighton Hamlet 4
School District Appoquinimink School District
209 Sheats LnMiddletown, DE 19709
Estimated Value $567,000
Living Area 2,472 SqFt
Beds 4
Baths 2.5
Year Built 1994
Property Type Single Family
Ownership Type Corporate
APN 13-002.30-036
Subdivision Lea Eara Farms
School District Appoquinimink School District
800 Robinson CtMiddletown, DE 19709
Estimated Value $473,000
Living Area 1,937 SqFt
Beds 3
Baths 2.5
Year Built 1994
Property Type Single Family
Ownership Type Individual
APN 13-003.30-012
Subdivision Airmont Sec 3
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
513 Portrush PassBear, DE 19701
Estimated Value $720,000
Living Area 2,318 SqFt
Beds 3
Baths 2
Year Built 2007
Property Type Single Family
Ownership Type Individual
APN 12-026.00-118
Subdivision Antrim
School District Colonial School District
212 Testaverde RdNewark, DE 19702
Estimated Value $696,000
Living Area 2,906 SqFt
Beds 4
Baths 3.5
Year Built 2014
Property Type Single Family
Ownership Type Related
APN 11-045.40-021
Subdivision Belden
School District Appoquinimink School District
208 Silver Birch LnBear, DE 19701
Estimated Value $851,000
Living Area 5,490 SqFt
Beds 4
Baths 2.5
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 11-041.40-165
Subdivision Amberwood
School District Appoquinimink 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
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
806 Laurelwood CtMiddletown, DE 19709
Estimated Value $624,000
Living Area 2,680 SqFt
Beds 4
Baths 2.5
Year Built 1993
Property Type Single Family
Ownership Type Multiple
APN 13-002.30-044
Subdivision Lea Eara Farms
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