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.9/13/20242 Captains CtBear, DE 19701
Estimated Value $700,000
Living Area 3,132 SqFt
Beds 4
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Individual
APN 12-019.00-178
Subdivision Mariners Watch
School District Colonial 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
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
2 Celtic StBear, DE 19701
Estimated Value $522,000
Living Area 2,844 SqFt
Beds 4
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Individual
APN 11-047.30-008
Subdivision Brennan Estates
School District Appoquinimink School District
44 Forsythia LnBear, DE 19701
Estimated Value $522,000
Living Area 1,718 SqFt
Beds 4
Baths 2.5
Year Built 1997
Property Type Single Family
Ownership Type Related
APN 11-047.10-057
Subdivision Brennan Estates
School District Appoquinimink School District
16 Airdrie DrBear, DE 19701
Estimated Value $604,000
Living Area 2,496 SqFt
Beds 4
Baths 2.5
Year Built 1991
Property Type Single Family
Ownership Type Related
APN 11-042.10-014
Subdivision Clairborne At Lex Fr
School District Appoquinimink School District
602 Yensid DrMiddletown, DE 19709
Estimated Value $562,000
Living Area 2,104 SqFt
Beds 4
Baths 2.5
Year Built 2012
Property Type Single Family
Ownership Type Individual
APN 13-003.40-272
Subdivision Crossland At The Canal
School District Colonial School District
301 Bethel CirMiddletown, DE 19709
Estimated Value $661,000
Living Area 3,120 SqFt
Beds 4
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Individual
APN 11-060.00-049
Subdivision Millwood
School District Appoquinimink School District
22 Airdrie DrBear, DE 19701
Estimated Value $606,000
Living Area 2,540 SqFt
Beds 4
Baths 2.5
Year Built 1991
Property Type Single Family
Ownership Type Related
APN 11-037.30-027
Subdivision Clairborne At Lex Fr
School District Appoquinimink School District
25 Doolin Bay DrBear, DE 19701
Estimated Value $504,000
Living Area 2,045 SqFt
Beds 4
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Related
APN 11-046.20-385
Subdivision Brennan Estates
School District Appoquinimink School District
409 Cypress WayBear, DE 19701
Estimated Value $633,000
Living Area 2,796 SqFt
Beds 4
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Individual
APN 11-041.40-133
Subdivision Amberwood Sec Iii
School District Appoquinimink School District
252 Milford DrMiddletown, DE 19709
Estimated Value $550,000
Living Area 2,402 SqFt
Beds 3
Baths 2.5
Year Built 1992
Property Type Single Family
Ownership Type Related
APN 13-013.20-120
Subdivision Grande View Farms
School District Appoquinimink School District
119 Clipper DrMiddletown, DE 19709
Estimated Value $606,000
Living Area 1,840 SqFt
Beds 3
Baths 2.5
Year Built 1995
Property Type Single Family
Ownership Type Individual
APN 11-056.00-016
Subdivision Nautical Cove
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
813 Gehry DrMiddletown, DE 19709
Estimated Value $587,000
Living Area 2,474 SqFt
Beds 4
Baths 2.5
Year Built 2015
Property Type Single Family
Ownership Type Related
APN 13-008.43-235
Subdivision Village Of Bayberry North
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