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
Trellis Ln3922$454,2311,971 Sq.Ft.2/28/2025Trevino Ct243$602,5002,744 Sq.Ft.2/24/2016Trumbull Ct10N/AN/AN/AN/AN/ATrupenny Turn3343$586,4852,406 Sq.Ft.8/14/2024Tulip Ct342$498,6671,900 Sq.Ft.8/16/2005Tuscany Dr5043$744,7802,995 Sq.Ft.2/28/2025Twain Ln1043$787,8753,520 Sq.Ft.3/8/2024Twinbrook Ter544$766,6004,661 Sq.Ft.10/4/2012Twining Ln1322$461,0771,794 Sq.Ft.11/21/2024Tywyn Dr4543$634,7622,901 Sq.Ft.3/27/2024Union Dr2643$583,5772,646 Sq.Ft.4/13/2022United Dr2N/AN/AN/A1,586 Sq.Ft.6/3/2015Utility11N/AN/AN/AN/A12/28/1992Vance Neck Rd5842$597,7112,679 Sq.Ft.9/27/2024Van Cliburn Cir4632$631,8372,280 Sq.Ft.6/5/2024Vernon St3431$311,8241,228 Sq.Ft.1/13/2025Vessel Dr9844$530,4843,361 Sq.Ft.5/30/2025Victoria Dr1943$493,4742,264 Sq.Ft.12/13/2024Village Dr3932N/A1,728 Sq.Ft.N/AVincent Cir13932$269,6401,081 Sq.Ft.6/4/2025Viola Cir732$488,1431,832 Sq.Ft.5/26/2015Virginia Dr932$648,7782,737 Sq.Ft.9/11/2023Vivaldi Dr4333$635,3592,487 Sq.Ft.1/16/2025Vixen Ct643$560,5002,190 Sq.Ft.7/23/2021Voltaire Dr12N/AN/A$634,000N/A11/18/2024Von Drais St1243$645,0003,178 Sq.Ft.11/20/2024Wadkins Ct442$573,5002,299 Sq.Ft.6/28/2016Wagner Dr633$655,3332,348 Sq.Ft.4/26/2022Walcott Dr255$951,5004,395 Sq.Ft.12/23/2008Walkers Aly221$113,500650 Sq.Ft.11/9/2009Wallasey Dr6244$599,1292,855 Sq.Ft.1/27/2025Waltham Dr2043$703,1583,423 Sq.Ft.4/10/2024Warren Dr6032$333,4171,393 Sq.Ft.2/28/2024Warwick Rd1332$483,0002,033 Sq.Ft.6/28/2024Wasabi Way842$458,7502,238 Sq.Ft.1/5/2022Waterbird Ln1443$712,5383,396 Sq.Ft.2/15/2023Waterford Dr2632$499,2311,729 Sq.Ft.5/22/2024Waterlilly Ln1343$505,4622,023 Sq.Ft.7/24/2019Waterthrush Ct533$738,6003,592 Sq.Ft.10/8/2013Watson Ln4443$605,3413,562 Sq.Ft.12/20/2024Wayne Way1443$663,5002,811 Sq.Ft.8/17/2023Weir Cir732$481,4291,904 Sq.Ft.4/28/2023Weiskopf Cir543$532,8002,380 Sq.Ft.9/14/2018Wellfleet Dr443$618,5003,297 Sq.Ft.11/17/2016Wellington Way4133$533,1712,391 Sq.Ft.1/31/2025Wellness Way132N/AN/AN/AWesley Ct1543$727,0003,319 Sq.Ft.1/17/2025Weston Dr2242$423,0911,897 Sq.Ft.8/31/2018Westown Way2N/AN/AN/A54,479 Sq.Ft.6/12/2018Westside Ln4043$737,3593,142 Sq.Ft.1/10/2025Wheatland Cir642$616,1672,389 Sq.Ft.8/19/2016Wheelmen St2743$595,8152,497 Sq.Ft.5/30/2025Whispering Trl7722$462,4741,933 Sq.Ft.4/17/2025Whispering Woods Rd6522$464,7661,921 Sq.Ft.6/3/2025Whistler Ave19N/AN/AN/AN/AN/AWhite Bark Dr832$503,7501,828 Sq.Ft.4/26/2013Whitebird Dr2743$568,8462,505 Sq.Ft.11/15/2024White Ibis Ct343$720,0003,706 Sq.Ft.12/15/2014White Oak Dr1632$474,7501,809 Sq.Ft.10/24/2024White Pine Dr1632$478,8751,878 Sq.Ft.8/30/2018Wickerberry Dr4743$760,0853,279 Sq.Ft.4/25/2025Wickersham Way9933$356,7551,563 Sq.Ft.5/15/2025Widgeon Ct643$590,1672,333 Sq.Ft.5/27/2020Wilde Way5043$608,5002,739 Sq.Ft.6/4/2025Wilgus Ct2343$583,3912,703 Sq.Ft.5/28/2024Willetts Ct1042$622,5002,634 Sq.Ft.6/7/2024William Ct34N/AN/AN/AN/AN/AWillie Ct635$418,2504,343 Sq.Ft.4/30/2025Willow Ct1332N/A1,352 Sq.Ft.N/AWillow Grove Mill Dr8243$598,7342,754 Sq.Ft.4/9/2025Willow Ln743$451,0002,181 Sq.Ft.2/21/2025Wilmore Dr15533$355,7681,777 Sq.Ft.5/16/2025Winchelsea Pkwy80N/AN/AN/AN/AN/AWindfield Ln543$701,2002,533 Sq.Ft.10/27/2017Windmill Ln632$413,0003,136 Sq.Ft.N/AWindmill Way2932$469,4481,601 Sq.Ft.11/20/2024Winterberry Dr3432$558,4242,192 Sq.Ft.9/12/2022Wittington Way4N/AN/A$192,6674,829 Sq.Ft.2/23/2018W Lake St2N/AN/A$299,000N/A6/24/2019Wood Duck Ct5543$632,7273,189 Sq.Ft.11/29/2021Woodela Ln1233$514,5001,887 Sq.Ft.5/3/2024Wooden Shoe Ct832$461,6251,707 Sq.Ft.9/22/2022Woodline Dr2142$410,0501,763 Sq.Ft.7/15/2016Wood St6N/AN/AN/A7,768 Sq.Ft.8/29/2011Wood Stork Ct843$701,2503,730 Sq.Ft.6/23/2021Worcester Ave1643$525,9382,322 Sq.Ft.12/17/2021Wrights Ln243$564,5002,809 Sq.Ft.6/25/2009Ws Dupont Pkwy1N/AN/A$353,000N/AN/AWs Dutch Neck Rd3N/AN/AN/AN/A12/28/1994Yensid Dr3543$564,1212,345 Sq.Ft.4/25/2023Yorkshire Ct643$597,5002,474 Sq.Ft.4/4/2025Zachary Ln2143$785,0003,204 Sq.Ft.11/30/2016Zimmy Dr943$644,6252,825 Sq.Ft.8/20/2024Zuider Zee Ct632$480,8331,528 Sq.Ft.6/12/2015706 Old School House RdMiddletown, DE 19709
Estimated Value $564,000
Living Area 2,208 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 13-012.00-082
Subdivision Post & Rail Farms
School District Appoquinimink School District
11 Karens WayBear, DE 19701
Estimated Value $569,000
Living Area 2,828 SqFt
Beds 4
Baths 2.5
Year Built 2001
Property Type Single Family
Ownership Type Multiple
APN 11-042.30-004
Subdivision Amberwood Sec Iii
School District Appoquinimink 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
38 Bay BlvdNewark, DE 19702
Estimated Value $883,000
Living Area 3,828 SqFt
Beds 4
Baths 4
Year Built 2006
Property Type Single Family
Ownership Type Multiple
APN 11-050.00-056
Subdivision Bay Pointe
School District Appoquinimink School District
1920 E Aristotle AveMiddletown, DE 19709
Estimated Value $591,000
Living Area 2,750 SqFt
Beds 4
Baths 2.5
Year Built 2014
Property Type Single Family
Ownership Type Individual
APN 13-013.21-129
Subdivision Village Of Bayberry North
School District Appoquinimink 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
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
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
221 Silver Birch LnBear, DE 19701
Estimated Value $483,000
Living Area 1,722 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 11-041.40-177
Subdivision Brennan Estates
School District Appoquinimink School District
626 Yensid DrMiddletown, DE 19709
Estimated Value $574,000
Living Area 2,352 SqFt
Beds 5
Baths 2.5
Year Built 2014
Property Type Single Family
Ownership Type Related
APN 13-003.40-153
Subdivision Crossland At The Canal
School District Colonial School District
31 Lotus Cir SBear, DE 19701
Estimated Value $466,000
Living Area 1,410 SqFt
Beds 4
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Related
APN 11-047.10-014
Subdivision Brennan Estates
School District Appoquinimink School District
64 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
212 E Wayne WayMiddletown, DE 19709
Estimated Value $669,000
Living Area 2,582 SqFt
Beds 4
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Related
APN 11-057.00-039
Subdivision Vlgs At Fairview Far
School District Appoquinimink School District
14 Riva Ridge LnBear, DE 19701
Estimated Value $633,000
Living Area 3,186 SqFt
Beds 4
Baths 2.5
Year Built 2000
Property Type Single Family
Ownership Type Related
APN 11-046.20-016
Subdivision Clear Creek At Lex F
School District Appoquinimink School District
830 Lorewood Grove RdMiddletown, DE 19709
Estimated Value $453,000
Living Area 1,428 SqFt
Beds 3
Baths 2
Year Built 1987
Property Type Single Family
Ownership Type Related
APN 13-003.00-017
Subdivision Retz Subd
School District Appoquinimink 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