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
Christopher Dr1832$427,8331,833 Sq.Ft.5/10/2018Churchtown Rd7032$557,0362,317 Sq.Ft.9/25/2024Cicero Xing2143$597,6192,504 Sq.Ft.11/1/2024Cilantro Ct1443$555,2862,329 Sq.Ft.4/25/2025Claddagh Ct943$704,6672,614 Sq.Ft.10/14/2021Clayton Manor Dr5443$733,4403,360 Sq.Ft.4/29/2025Cleaver Farms Rd3732N/A12,904 Sq.Ft.9/16/2014Clipper Dr3032$583,8671,815 Sq.Ft.10/30/2020Clydia Ct4743$745,3483,507 Sq.Ft.3/27/2025Cochran St6432$376,0002,663 Sq.Ft.10/31/2024Colchester Ct1743$588,6472,593 Sq.Ft.11/9/2018Cole Blvd11832$229,0851,065 Sq.Ft.5/22/2025Colleen Ct343$634,0002,413 Sq.Ft.11/27/2024Colonel Clayton Dr2042$598,9442,658 Sq.Ft.4/14/2021Columbia St1633$560,3132,309 Sq.Ft.5/16/2025Commerce Dr4N/AN/AN/A5,200 Sq.Ft.10/28/2015Commodore Dr2132$546,0002,130 Sq.Ft.10/18/2024Congressional Village Dr9722N/A1,273 Sq.Ft.3/14/2025Connaught Square Dr1N/AN/A$194,000N/A3/15/2005Connemara Ct2643$627,5772,511 Sq.Ft.7/31/2024Connery Pl1732$637,4122,174 Sq.Ft.7/12/2021Contemplation Way5632$526,1072,158 Sq.Ft.7/30/2024Copland Ln733$613,1432,227 Sq.Ft.4/18/2022Copperleaf Dr2N/AN/AN/AN/AN/ACopper St1044$930,5003,747 Sq.Ft.8/31/2022Corbit Dr2943$587,3102,770 Sq.Ft.2/5/2025Cordwainers Ln1823N/A2,917 Sq.Ft.4/28/2025Country Berry Ct1933$588,7222,274 Sq.Ft.7/19/2016Couples Ct943$610,4443,372 Sq.Ft.3/31/2021Coverdale Ln1N/AN/AN/AN/A2/14/2013Cox St4532$335,9291,465 Sq.Ft.4/2/2024Crail Ct5743$694,1583,031 Sq.Ft.7/31/2024Crane Ln943$666,0002,884 Sq.Ft.1/22/2025Crawford St3031$248,9661,573 Sq.Ft.10/23/2020Creek Ln2843$652,6432,970 Sq.Ft.8/10/2018Creighton Dr1843$774,1113,456 Sq.Ft.5/31/2024Crenshaw Ct2833$357,8211,542 Sq.Ft.7/31/2024Crosby Ln1132$634,0912,253 Sq.Ft.5/16/2025Crossland Blvd4N/AN/A$366,500N/AN/ACrownleaf Dr4044$632,6673,154 Sq.Ft.5/23/2025Cruden Bay Ct343$680,5002,953 Sq.Ft.8/15/2024Cruise St432$603,5002,497 Sq.Ft.10/30/1998Crystal Run Dr4532$509,3411,962 Sq.Ft.9/13/2024Cummings Dr10032$400,8801,895 Sq.Ft.4/24/2025Cutter Way532$694,4002,733 Sq.Ft.3/1/2018Dairy Dr1443$448,0711,906 Sq.Ft.8/28/2023Dali Dr2433$514,9582,104 Sq.Ft.4/10/2025Darling Dr5043$512,5402,235 Sq.Ft.4/11/2025Davinci Dr3733$518,7032,175 Sq.Ft.7/29/2024Davis Ct432$495,0001,632 Sq.Ft.5/26/1999Dawn Ct1222$461,4171,955 Sq.Ft.12/15/2020Dawn Dr1543$583,7332,459 Sq.Ft.12/16/2024Daydream Ct432$567,2502,387 Sq.Ft.10/28/2020Daylilly Way5022$461,2801,958 Sq.Ft.7/3/2024Deerfield Dr943$653,5003,312 Sq.Ft.6/30/2016Delaware Canal Ct4543$608,9552,699 Sq.Ft.10/31/2016Delaware City Port Pn Rd2N/AN/AN/AN/AN/ADelaware Cty Port Penn Rd121$223,000752 Sq.Ft.N/ADelaware Riv1N/AN/AN/AN/AN/ADelft Ct932$465,3332,081 Sq.Ft.7/30/2021Demaret Ct1433$348,9291,474 Sq.Ft.3/28/2025Denbigh Dr944$533,0002,968 Sq.Ft.12/23/2024Dexter Dr1822$536,0001,908 Sq.Ft.12/23/2024Diamond Dr5043$538,4402,157 Sq.Ft.4/25/2024Diamond State Blvd44N/AN/A2,218 Sq.Ft.5/27/2009Diana Ct10N/AN/AN/AN/AN/ADickerson Ln4543$621,4322,631 Sq.Ft.12/12/2024Dickey Ct543$599,6002,725 Sq.Ft.3/29/2024Dill Dr1N/AN/AN/AN/AN/ADillon Cir7844$981,6894,016 Sq.Ft.2/18/2025Doc Levinson Dr2N/AN/A$386,000N/A9/8/1992Dogwood Ct8N/AN/AN/AN/AN/ADogwood Ln633$490,0001,979 Sq.Ft.3/21/2015Douglas Way2333$463,0002,400 Sq.Ft.3/17/2025Dove Ct843$735,8753,903 Sq.Ft.8/30/2024Dove Nest Ct1532$387,0001,573 Sq.Ft.2/12/2025Dove Run Blvd3N/AN/A$197,333N/A5/21/2002Dove Run Centre Dr2N/AN/AN/A15,175 Sq.Ft.N/ADowning St127N/AN/AN/AN/AN/ADrake Dr1043$608,0002,862 Sq.Ft.12/16/2021Draper Ln1843$607,4442,937 Sq.Ft.12/17/2024Drawyers Dr3343$585,2422,711 Sq.Ft.4/30/2020Duke Ct22N/AN/AN/AN/AN/ADuke Dr443$673,0002,978 Sq.Ft.5/10/2013Dungarvan Dr1643$724,6252,835 Sq.Ft.2/28/2025Dunswell Dr1733$580,9412,304 Sq.Ft.3/26/2025Dupont Hwy1N/AN/AN/AN/AN/ADupont Pkwy7032$516,4002,689 Sq.Ft.9/9/2021Dutch Neck Rd7032$522,4262,013 Sq.Ft.3/4/2025Early Ct7N/AN/AN/AN/AN/AEckington Dr2343$604,7832,748 Sq.Ft.11/19/2024Edgar Degas Ln72N/AN/AN/AN/AN/AEdgerow Dr1232$270,0001,080 Sq.Ft.2/5/2021Effendi Dr1243$673,8182,810 Sq.Ft.8/18/2022Eighth St1N/AN/A$438,000N/A6/30/2006E Lake St2N/AN/A$245,000N/A1/3/2007El Dorado Cir343$635,3332,726 Sq.Ft.10/19/2012Eliason Dr1143$731,0913,278 Sq.Ft.5/24/2024Eliot Ct743$555,5712,586 Sq.Ft.6/24/2019Elizabeth St1831$239,4441,071 Sq.Ft.2/7/20201135 S Olmsted PkwyMiddletown, DE 19709
Estimated Value $620,000
Living Area 2,909 SqFt
Beds 4
Baths 2.5
Year Built 2016
Property Type Single Family
Ownership Type Individual
APN 13-008.34-226
Subdivision Village Of Bayberry North
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
223 Chestnut WayMiddletown, DE 19709
Estimated Value $696,000
Living Area 2,916 SqFt
Beds 4
Baths 2.5
Year Built 1995
Property Type Single Family
Ownership Type Individual
APN 13-013.00-204
Subdivision Chestnut Grove
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
12 Marigold WayBear, DE 19701
Estimated Value $510,000
Living Area 1,718 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 11-047.10-066
Subdivision Brennan Estates
School District Appoquinimink School District
33 Carrick LnBear, DE 19701
Estimated Value $351,000
Living Area 1,384 SqFt
Beds 3
Baths 1.5
Year Built 1999
Property Type Single Family
Ownership Type Individual
APN 11-046.20-254
Subdivision Brennan Estates
School District Appoquinimink School District
2211 N Okeeffe LnMiddletown, DE 19709
Estimated Value $434,000
Living Area 1,902 SqFt
Beds 3
Baths 2.5
Year Built 2015
Property Type Single Family
Ownership Type Individual
APN 13-008.34-122
Subdivision Village Of Bayberry North
School District Appoquinimink School District
23 Kelly DrBear, DE 19701
Estimated Value $410,000
Living Area 1,500 SqFt
Beds 3
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Individual
APN 11-046.20-235
Subdivision Brennan Estates
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
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
305 Waterwheel CtNewark, DE 19702
Estimated Value $870,000
Living Area 3,780 SqFt
Beds 4
Baths 2.5
Year Built 2003
Property Type Single Family
Ownership Type Related
APN 11-050.00-030
Subdivision Bay Pointe
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
330 Senator DrMiddletown, DE 19709
Estimated Value $631,000
Living Area 2,672 SqFt
Beds 4
Baths 2.5
Year Built 1998
Property Type Single Family
Ownership Type Related
APN 13-011.40-036
Subdivision Fox Hunter Crossing
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
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
2230 Audubon TrlMiddletown, DE 19709
Estimated Value $369,000
Living Area 1,440 SqFt
Beds 3
Baths 2.5
Year Built 2014
Property Type Single Family
Ownership Type Individual
APN 13-008.34-307
Subdivision Village Of Bayberry North
School District Appoquinimink School District