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
Mistmeadow Dr3544$941,5883,875 Sq.Ft.7/24/2024Misty Vale Dr6933$587,1882,361 Sq.Ft.5/15/2025Mockingbird Ln1N/AN/A$371,000N/A10/22/2013Mondrian Ln1233$444,3331,928 Sq.Ft.4/17/2020Morning Dew Dr2343$494,0872,118 Sq.Ft.2/28/2025Morning Glory Ln2422$459,5831,953 Sq.Ft.1/17/2025Morris Hunt Dr16N/AN/AN/AN/AN/AMotel Aly1N/AN/AN/A640 Sq.Ft.9/7/1995Mount Pleasant Trailer Ct3832N/A1,212 Sq.Ft.N/AMt Pleasant Trailer Park1N/AN/AN/AN/AN/AMulberry Ct732N/A1,512 Sq.Ft.N/AMurphy Dr3243$703,6773,461 Sq.Ft.9/14/2019Murray Ct443$587,2502,644 Sq.Ft.10/25/2012Nana Rd1N/AN/A$370,000N/AN/ANantucket Dr1833$727,3532,834 Sq.Ft.11/15/2024Nathan Roberts Ct1243$592,0002,360 Sq.Ft.6/30/2016Naughty Ln2232$274,5911,080 Sq.Ft.4/11/2025Nesting Ln3843$701,3513,735 Sq.Ft.6/26/2024Netherlands Dr4632$492,6521,735 Sq.Ft.2/18/2025Neverland Dr4143$559,8002,703 Sq.Ft.8/5/2024New Brighton Ct1943$589,7222,298 Sq.Ft.6/26/2024Newbury Ct742$554,7141,986 Sq.Ft.12/28/2018New Castle Landing Dr5143$429,0002,352 Sq.Ft.4/25/2025Newman Ln3432$635,9692,358 Sq.Ft.9/12/2024New Rd5421$299,096974 Sq.Ft.5/28/2025New St5931$265,1452,578 Sq.Ft.4/17/2025Newton Ct533$561,0002,168 Sq.Ft.8/20/2015Nighthawk Dr5454$712,4553,443 Sq.Ft.4/21/2025Night Heron Ln1843$716,8333,545 Sq.Ft.7/8/2022Niven Ln432$644,2502,301 Sq.Ft.7/7/2022Noel Dr932$381,5561,909 Sq.Ft.7/12/2023Northern Oak St4433$636,7382,215 Sq.Ft.5/24/2024Northhampton Way7643$531,0392,365 Sq.Ft.12/19/2024Norva Dr932$508,2222,152 Sq.Ft.7/15/2024Norwalk Way4133$417,0242,105 Sq.Ft.3/25/2025Notting Hill Cir23N/AN/AN/AN/AN/ANoxontown Rd242$327,000100,297 Sq.Ft.5/8/2013Nuclear Blvd2N/AN/AN/AN/A1/10/1986Nutmeg Pl2543$614,7602,611 Sq.Ft.3/9/2022Oak Dr4132$486,3661,827 Sq.Ft.2/5/2025Oak Leaf Dr433$496,7501,768 Sq.Ft.4/23/2014Oakwood Pl1543$582,2672,201 Sq.Ft.7/27/2018Obelisk Ln3222$413,1881,746 Sq.Ft.2/21/2025Obier Ct644$733,6673,225 Sq.Ft.6/20/2018Okeeffe Ln2433$455,2081,915 Sq.Ft.5/1/2025Old Corbit Rd2432$481,1052,429 Sq.Ft.4/30/2025Old School House Rd4643$562,5262,829 Sq.Ft.11/20/2024Old Squaw Rd2643$597,8462,773 Sq.Ft.6/23/2022Old State Rd1542$536,6672,618 Sq.Ft.7/16/2018Old Summit Bridge Rd2541$394,6322,062 Sq.Ft.5/8/2024Old Summit Rd2N/AN/A$387,000N/A9/6/2001Old Telegraph Rd2043$624,1252,341 Sq.Ft.5/26/2022Olmsted Pkwy10943$555,5652,472 Sq.Ft.1/10/2025Omeara Ct1143$638,0912,777 Sq.Ft.1/2/2024Oneill Ln8N/AN/A$738,000N/A5/30/2025Orkney Rd1343$680,8462,744 Sq.Ft.1/27/2020Osprey Ln1042$463,3001,981 Sq.Ft.5/28/2025Outrigger Way443$672,0002,867 Sq.Ft.5/10/2024Overlook Pl26N/AN/AN/AN/AN/AOxford Cir31N/AN/AN/AN/AN/APaine Ct532N/AN/AN/APalisade Cir1133$490,2732,207 Sq.Ft.10/26/2021Palladio Pl6043$550,0342,287 Sq.Ft.3/5/2025Palmer Dr2943$619,8282,856 Sq.Ft.9/16/2024Paper Birch St3033$633,6672,195 Sq.Ft.6/3/2024Paprika Pl1043$563,0002,151 Sq.Ft.7/17/2018Parker Dr8943$678,6743,272 Sq.Ft.3/14/2024Park Ln1N/AN/A$318,000N/A4/22/1994Park Pl1432$368,7691,766 Sq.Ft.1/31/2017Parkway Dr3833$401,4211,683 Sq.Ft.1/9/2025Parton Ave1N/AN/A$196,000N/A11/8/1971Pashley St6N/AN/A$383,333N/A12/1/1984Patience Way3322$460,9391,965 Sq.Ft.9/27/2021Patriot Dr27N/A8N/A47,721 Sq.Ft.12/13/2021Patterson Ct1953$809,6473,675 Sq.Ft.10/19/2018Peachtree Ln1043$680,7003,513 Sq.Ft.9/14/2018Peck Pl332$644,3332,369 Sq.Ft.11/30/2010Penbrook Dr2043$588,1002,314 Sq.Ft.5/29/2024Pennfield Dr8832$521,0001,811 Sq.Ft.2/29/2024Pennington St832$274,0002,572 Sq.Ft.2/23/2024Peregrine Way843$478,7501,994 Sq.Ft.5/30/2018Pergola Ln2132$487,5001,933 Sq.Ft.9/27/2024Peterson Rd321$351,0007,666 Sq.Ft.11/25/2014Pett Level Dr3552N/A2,669 Sq.Ft.4/10/2025Pheasant Dr4432$510,5231,925 Sq.Ft.4/8/2024Pheasant Vale1232$417,5831,995 Sq.Ft.2/21/2025Phillips Dr1032$331,7001,399 Sq.Ft.10/17/2017Pierce Ct432$428,5001,409 Sq.Ft.3/31/2003Pimpernell Path6843$698,0903,170 Sq.Ft.4/4/2025Pine Cone Ct622$536,1671,773 Sq.Ft.4/13/2017Pine Valley Dr5332$502,0002,072 Sq.Ft.4/4/2025Pinewood Dr3443$590,8822,670 Sq.Ft.1/2/2025Pin Oak Dr432$428,2501,595 Sq.Ft.12/27/1996Pintail Ct743$614,8573,088 Sq.Ft.10/27/2015Pipewell Ln7N/AN/AN/AN/AN/APlato Pl4643$628,3562,903 Sq.Ft.9/6/2024Pleasant Ln1232$432,0831,578 Sq.Ft.10/3/2014Plymouth Pl3343$601,9702,883 Sq.Ft.1/23/2025Poets Way3322$464,3941,992 Sq.Ft.5/15/2025Pole Bridge Rd5132$492,4252,505 Sq.Ft.7/5/20227 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
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
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
1938 E Aristotle AveMiddletown, DE 19709
Estimated Value $554,000
Living Area 2,306 SqFt
Beds 4
Baths 2.5
Year Built 2014
Property Type Single Family
Ownership Type Individual
APN 13-008.43-092
Subdivision Village Of Bayberry North
School District Appoquinimink School District
205 Chestnut WayMiddletown, DE 19709
Estimated Value $690,000
Living Area 3,200 SqFt
Beds 4
Baths 2.5
Year Built 1996
Property Type Single Family
Ownership Type Related
APN 13-013.00-210
Subdivision Chestnut Grove
School District Appoquinimink School District
348 Plato PlMiddletown, DE 19709
Estimated Value $694,000
Living Area 3,187 SqFt
Beds 4
Baths 2.5
Year Built 2015
Property Type Single Family
Ownership Type Corporate
APN 13-013.21-110
Subdivision Village Of Bayberry North
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
1380 Cedar Lane RdMiddletown, DE 19709
Estimated Value $718,000
Living Area 2,717 SqFt
Beds 4
Baths 4
Year Built 2015
Property Type Single Family
Ownership Type Trust
APN 13-013.00-185
Subdivision Baker Farms Inc
School District Appoquinimink 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
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
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
2 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
217 Hope Ct EBear, DE 19701
Estimated Value $530,000
Living Area 1,844 SqFt
Beds 3
Baths 2.5
Year Built 1996
Property Type Single Family
Ownership Type Related
APN 11-043.00-128
Subdivision Lums Pond Ests Iii
School District Colonial School District
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
3710 Kirkwood St Georges RdBear, DE 19701
Estimated Value $466,000
Living Area 1,728 SqFt
Beds 3
Baths 3
Year Built 1999
Property Type Single Family
Ownership Type Related
APN 12-018.00-094
Subdivision York Farms
School District Colonial 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