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.4/10/2025Liborio Dr15632$283,1731,351 Sq.Ft.2/7/2025Lorewood Grove Rd13332$478,3611,833 Sq.Ft.4/11/2025Main 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.6/18/2025Wilmore Dr15533$355,7681,777 Sq.Ft.5/16/2025All Streets in Middletown, Delaware
Abbotsford Dr4143$728,0983,598 Sq.Ft.12/19/2024Academy Ln4032$311,1501,304 Sq.Ft.2/25/2025Acasta Dr3343$597,5812,918 Sq.Ft.8/31/2023Acorn Dr4732$424,3191,722 Sq.Ft.2/11/2025Adelaide Ct543$632,8002,748 Sq.Ft.6/24/2014Afton Dr4933$412,4171,873 Sq.Ft.3/17/2025Agora Pl5N/AN/AN/AN/AN/AAidone Dr2232$283,8641,396 Sq.Ft.5/21/2024Airmont Dr1732$479,4711,632 Sq.Ft.9/3/2024Alberti Pl4N/AN/AN/AN/AN/AAlder Ave4031N/A1,102 Sq.Ft.N/AAlexander Calder Ct2543$701,9203,445 Sq.Ft.8/26/2024Alexander Ct8N/AN/AN/AN/AN/AA Linton Rd2N/AN/A$202,000N/AN/AAllspice Dr643$564,0002,436 Sq.Ft.7/15/2015American Legion Dr1N/AN/AN/AN/A1/13/2004Anderson St2832$292,9621,651 Sq.Ft.3/14/2025Andrea Dr733$548,1432,599 Sq.Ft.6/8/2015Andrew Ct4033$420,2312,342 Sq.Ft.3/17/2025Andrews Ln1832$618,0562,159 Sq.Ft.2/16/2018Andromeda Ct432$444,0001,438 Sq.Ft.12/11/2013Angelou Ave7143$620,4742,588 Sq.Ft.11/21/2024Anglesey Dr6733$533,4181,729 Sq.Ft.4/29/2025Anna Ct2443$687,5422,958 Sq.Ft.9/11/2024Ann Dr5643$577,7092,446 Sq.Ft.11/1/2024Apex Close643$674,6673,004 Sq.Ft.12/14/2018Applecross Dr3244$578,8713,285 Sq.Ft.10/24/2024Appleton Way2534$473,8802,027 Sq.Ft.6/14/2024Apple Tree Ln1243$689,2503,132 Sq.Ft.8/14/2024Appoquin Dr3742$473,8891,885 Sq.Ft.2/27/2023Appoquinimink Ct643$581,3333,091 Sq.Ft.6/25/2025Arcadia Pkwy732$327,4291,479 Sq.Ft.11/15/2021Aristotle Ave4833$527,2982,233 Sq.Ft.3/19/2024Arlinda Ct743$596,8572,616 Sq.Ft.10/23/2024Armata Dr2543$531,0832,695 Sq.Ft.3/14/2025Armillary Cir1032$498,3002,221 Sq.Ft.8/3/2020Armoury Ln2333N/A2,893 Sq.Ft.6/10/2025Armstrong Corner Rd3343$491,8003,142 Sq.Ft.2/17/2021Arrowood Ct632$580,6672,315 Sq.Ft.7/21/2014Asbury Loop3844$653,5953,452 Sq.Ft.10/3/2024Ash Blvd3N/AN/A$261,00010,801 Sq.Ft.11/30/2010Ashby Dr4345$906,9524,412 Sq.Ft.7/22/2022Ash Farm Way1344$788,3333,580 Sq.Ft.2/28/2025Ashington Dr6843$690,7213,053 Sq.Ft.10/2/2024Ashland St2633$288,7201,355 Sq.Ft.3/15/2023Ashleigh Dr1143$672,3643,208 Sq.Ft.7/29/2016Ashworth Square Dr2N/AN/A$194,000N/A3/15/2005A S Kipperoch Ave1N/AN/AN/AN/AN/AA Skye Cir5N/AN/A$202,000N/AN/AAspen Cir8N/AN/AN/AN/AN/AAspen Ct643$475,8332,107 Sq.Ft.2/16/2015Astaire Pl2232$620,5452,013 Sq.Ft.7/23/2020Audubon Trl9732$406,0841,500 Sq.Ft.4/25/2025Augustine Blvd3243$665,3003,006 Sq.Ft.9/5/2024Austrian Pine Ct944$449,8894,155 Sq.Ft.3/26/2025Auto Park Dr19N/AN/AN/A22,737 Sq.Ft.5/15/2018Autumn Ct2643$682,1543,545 Sq.Ft.9/27/2023Avian Way1932$413,2781,961 Sq.Ft.4/16/2025Aviator Way1N/AN/AN/AN/A1/7/1998Ayshire Dr1444$895,8334,595 Sq.Ft.2/9/2024Back Creek Dr4943$655,8703,034 Sq.Ft.1/3/2025Back Creek Ln443$665,5002,969 Sq.Ft.6/27/2018Baker Farm Dr41N/AN/A$543,650N/A6/23/2025Bakerfield Dr5443$730,5372,969 Sq.Ft.3/26/2025Bald Eagle Way843$660,2503,108 Sq.Ft.11/20/2001Baldy Ln6232$472,2622,419 Sq.Ft.12/18/2024Bangor Ct1054$697,3003,710 Sq.Ft.10/17/2023Banning Dr1643$590,3132,849 Sq.Ft.3/26/2019Barber Ln3532$627,4292,450 Sq.Ft.5/21/2025Barley Ct843$596,6252,704 Sq.Ft.3/18/2011Barnacle Ct1543$609,0002,928 Sq.Ft.12/16/2024Barnsdale Dr854$880,7504,611 Sq.Ft.5/9/2025Barrie Rd6533$401,7082,141 Sq.Ft.4/30/2025Barrymore Pkwy3732$624,1712,299 Sq.Ft.1/28/2021Bayberry Ct742N/A1,000 Sq.Ft.N/ABayberry Pkwy17233$554,5162,570 Sq.Ft.10/16/2024Bayview Rd6642$463,3642,115 Sq.Ft.5/29/2025Beaston Rd532$531,4002,286 Sq.Ft.3/31/1995Beckington Ct2833$371,4641,770 Sq.Ft.1/24/2025Beech Ln3632$524,7782,198 Sq.Ft.8/28/2023Begelly Dr344$622,6672,789 Sq.Ft.4/9/2020Belts Rd551$445,0001,908 Sq.Ft.8/15/2007Benalli Dr2143$597,6192,958 Sq.Ft.7/22/2022Benjamin Wright Dr2043$568,5502,497 Sq.Ft.7/29/2024Berger Ct743$601,4292,734 Sq.Ft.9/9/2022Bergman Pl2632$623,6922,186 Sq.Ft.9/28/2022Berkman St1032$428,8001,902 Sq.Ft.7/23/2018Bernstein Cir42N/AN/A$431,000N/A10/30/1998Berryman Ct643$558,3332,672 Sq.Ft.11/7/2019Berton Ct1144$1,000,4554,022 Sq.Ft.5/17/2023Betel Ct343$584,0001,962 Sq.Ft.10/19/2007Bethel Church Rd5342$540,2942,168 Sq.Ft.11/6/2024Bethel Cir643$638,6672,719 Sq.Ft.7/25/2024Betsy Rawls Dr3943$605,7692,850 Sq.Ft.6/24/2025Betts Rd542$578,0001,733 Sq.Ft.11/21/2011Biggs Ln432$311,6671,635 Sq.Ft.8/31/2012Bike Aly5N/AN/A$341,400N/A12/1/1984Bishop Ct443$558,0002,417 Sq.Ft.5/31/2018Black Duck Ct443$550,5002,079 Sq.Ft.9/22/2015Bluebird Hvn1633$488,4382,262 Sq.Ft.4/7/202231 N Dupont HwySt. Georges, DE 19733
Estimated Value $318,000
Living Area 1,995 SqFt
Beds 5
Baths 2
Year Built 1932
Property Type Single Family
Ownership Type Individual
APN 12-027.20-051
Subdivision St Georges Heighst
School District Colonial School District
205 Apple Tree LnMiddletown, DE 19709
Estimated Value $592,000
Living Area 2,737 SqFt
Beds 4
Baths 2.5
Year Built 2006
Property Type Single Family
Ownership Type Related
APN 13-018.00-094
Subdivision Sugar Loaf Farms Sc 2
School District Appoquinimink School District
114 Main StSt. Georges, DE 19733
Estimated Value $220,000
Living Area 1,350 SqFt
Beds 2
Baths 1
Year Built 1930
Property Type Single Family
Ownership Type Individual
APN 12-027.40-057
Municipality RED LION HUNDRED
School District Colonial School District
115 Main StSt. Georges, DE 19733
Estimated Value $212,000
Living Area 1,520 SqFt
Beds 3
Baths 1
Year Built 1930
Property Type Single Family
Ownership Type Individual
APN 12-027.40-042
Municipality RED LION HUNDRED
School District Colonial School District
511 Pythagoras PathMiddletown, DE 19709
Estimated Value $583,000
Living Area 2,466 SqFt
Beds 4
Baths 2.5
Year Built 2013
Property Type Single Family
Ownership Type Related
APN 13-013.21-216
Subdivision Village Of Bayberry North
School District Appoquinimink School District
24 Hybridge AveSt. Georges, DE 19733
Estimated Value $274,000
Living Area 1,100 SqFt
Beds 3
Baths 1.5
Year Built 1984
Property Type Single Family
Ownership Type Related
APN 12-027.20-037
Subdivision St Georges Heights
School District Colonial School District
124 Asbury LoopMiddletown, DE 19709
Estimated Value $631,000
Living Area 3,888 SqFt
Beds 5
Baths 4.5
Year Built 2007
Property Type Single Family
Ownership Type Individual
APN 13-013.20-221
Subdivision Asbury Chase Ii
School District Colonial School District
865 Lissicasey LoopMiddletown, DE 19709
Estimated Value $349,000
Living Area 1,730 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Single Family
Ownership Type Individual
APN 13-008.23-055
Subdivision Hyetts Crossing
School District Colonial School District
205 Rossnakill RdMiddletown, DE 19709
Estimated Value $424,000
Living Area 1,516 SqFt
Beds 3
Baths 2.5
Year Built 2017
Property Type Single Family
Ownership Type Individual
APN 13-008.41-239
Subdivision Hyetts Crossing
School District Colonial School District
4542 Kirkwood St Georges RdSt. Georges, DE 19733
Estimated Value $813,000
Living Area 3,161 SqFt
Beds 5
Baths 3.5
Year Built 1955
Property Type Single Family
Ownership Type Individual
APN 12-027.00-004
Subdivision 4542 Kirkwood St Georges Road
School District Colonial School District
27 Cobblestone DrNew Castle, DE 19720
Estimated Value $469,000
Living Area 1,820 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 12-027.20-095
Subdivision Colton Meadow
School District Colonial School District
28 Hybridge AveSt. Georges, DE 19733
Estimated Value $252,000
Living Area 1,248 SqFt
Beds 3
Baths 2
Year Built 1979
Property Type Single Family
Ownership Type Individual
APN 12-027.20-039
Subdivision St Georges Heights
School District Colonial School District
105 Broad StSt. Georges, DE 19733
Estimated Value $204,000
Living Area 1,225 SqFt
Beds 3
Baths 1
Year Built 1930
Property Type Single Family
Ownership Type Corporate
APN 12-027.40-016
Municipality RED LION HUNDRED
School District Colonial School District
22 Hybridge AveSt. Georges, DE 19733
Estimated Value $295,000
Living Area 1,078 SqFt
Beds 3
Baths 1
Year Built 1979
Property Type Single Family
Ownership Type Related
APN 12-027.20-036
Subdivision St Georges Heights
School District Colonial School District
26 Hybridge AveSt. Georges, DE 19733
Estimated Value $276,000
Living Area 1,680 SqFt
Beds 3
Baths 2
Year Built 1982
Property Type Single Family
Ownership Type Multiple
APN 12-027.20-038
Subdivision St Georges Heights
School District Colonial School District
33 N Dupont HwySt. Georges, DE 19733
Estimated Value $384,000
Living Area 2,690 SqFt
Beds 3
Baths 2.5
Year Built 1989
Property Type Single Family
Ownership Type Related
APN 12-027.20-050
Municipality RED LION HUNDRED
School District Colonial School District