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
Sheehan Dr2343$586,7733,335 Sq.Ft.4/3/2025Sherbourne Rd3933$362,6151,765 Sq.Ft.7/26/2024Sherwood Ter743$713,0003,365 Sq.Ft.8/27/2018Silky Dogwood Ln3533$590,1182,232 Sq.Ft.5/29/2024Silverhill Xing3043$574,4142,563 Sq.Ft.7/10/2024Silver Lake Dr4143$534,3502,399 Sq.Ft.6/28/2024Silver Lake Rd2332$464,4001,948 Sq.Ft.5/12/2019Silver Maple Rd3132$552,0002,121 Sq.Ft.8/23/2024Silver Run Rd3832$479,3931,962 Sq.Ft.10/9/2024Silverthorne Dr244$1,125,5005,163 Sq.Ft.4/19/2024Silver Wind Way2N/AN/A$396,000N/A11/14/2018Simpson Pl2043$619,7003,508 Sq.Ft.10/7/2022Sir James St1243$688,3333,185 Sq.Ft.7/19/2019Sixth St232$438,000N/A5/27/2005Skimmer St4554$727,6673,336 Sq.Ft.5/13/2025Skyview Dr1743$644,3532,594 Sq.Ft.10/17/2024Sleepy Hollow Dr14N/AN/AN/A12,201 Sq.Ft.1/6/2022Sloop Ln742$694,5712,579 Sq.Ft.4/15/2025Smee Rd5133$433,2552,163 Sq.Ft.6/26/2023Snead Cir543$575,2003,286 Sq.Ft.9/4/2020Snowgeese Ct343$681,6673,580 Sq.Ft.8/26/2020Snow Goose Dr1743$604,1763,277 Sq.Ft.10/22/2024Snowy Egret Ln1543$724,6433,573 Sq.Ft.4/30/2018Socrates St2543$596,1202,471 Sq.Ft.1/7/2021Somerset Ln833$462,7502,089 Sq.Ft.12/14/2024Spinnaker St1133$673,7272,590 Sq.Ft.11/13/2020Spring Arbor Dr3532$465,8822,328 Sq.Ft.9/16/2024Springfield Cir10533$355,6861,915 Sq.Ft.4/15/2025Spring Hollow Dr17344$853,2723,313 Sq.Ft.3/25/2025Springmill Dr13622$460,7461,979 Sq.Ft.5/16/2025Ss Bayview Rd14N/A$413,0003,464 Sq.Ft.N/AStandish Ct443$594,2502,453 Sq.Ft.5/12/2016Stanford White Way4243$601,4292,598 Sq.Ft.5/30/2024St Annes Blvd10N/AN/A$368,000N/A9/26/2012St Annes Church Rd6N/AN/A$371,500N/A10/2/2012Starboard Ln743$668,7142,699 Sq.Ft.9/17/2012Starcatcher Dr3743$556,0542,531 Sq.Ft.7/11/2024Star Magnolia Rd1533$578,1332,232 Sq.Ft.12/29/2022St Augustine Rd3N/AN/A$438,000N/A7/7/2000Stephen Ct443$685,7503,071 Sq.Ft.9/9/2016St Giles Dr543N/A2,099 Sq.Ft.3/26/2025Stirrup Ct1143$546,2732,500 Sq.Ft.11/20/2018Stonewall Dr4043$646,5792,783 Sq.Ft.1/5/2025Stover Ct1344$1,008,8334,002 Sq.Ft.6/23/2021Straford Ct1743$566,3532,397 Sq.Ft.2/12/2025Strand Hill Dr15N/AN/AN/AN/AN/AStratford Ln19N/AN/AN/AN/AN/AStravinsky Ave9932$592,0352,439 Sq.Ft.9/11/2024Strawberry Ln1542$441,3641,716 Sq.Ft.5/25/2022Stuyvesant St1043$461,4442,550 Sq.Ft.9/30/2024Suffolk Ct2643$610,6542,950 Sq.Ft.8/5/2024Sugar Maple Blvd4N/AN/A$407,000N/A12/30/1994Sugar Pine Dr5632$499,1071,862 Sq.Ft.9/26/2024Sugartown Cir1143$618,3642,896 Sq.Ft.8/25/2016Summerhouse Ln633$467,6672,156 Sq.Ft.12/11/2015Summit Bridge Dr243$583,0002,075 Sq.Ft.5/23/2003Summit Bridge Rd12432$367,8144,882 Sq.Ft.3/19/2025Summit Ln943$623,8892,273 Sq.Ft.10/14/2022Sundial Ln2122$411,9001,755 Sq.Ft.6/9/2021Sunshine Ln1343$555,7692,849 Sq.Ft.2/28/2019Susan Pl443$641,5002,854 Sq.Ft.11/14/2017Susie Ct943$612,5562,730 Sq.Ft.7/27/2018Sussex Ln28N/AN/AN/AN/AN/ASwansea Dr7333$546,9172,205 Sq.Ft.5/9/2025Swede Landing Ln1233$423,0001,741 Sq.Ft.4/30/2024Sweet Birch Dr7044$899,0143,223 Sq.Ft.5/11/2023Sweet Gum Ct1233$548,0002,445 Sq.Ft.4/12/2017Sweet Hollow Ct843$620,8572,609 Sq.Ft.2/20/2019Sweet Hollow Way1543$577,9332,813 Sq.Ft.6/21/2022Sweetspire Ct2522$568,9172,049 Sq.Ft.12/24/2024Tami Trl1244$536,3333,424 Sq.Ft.1/10/2025Tandem St943$642,4442,647 Sq.Ft.8/29/2024Tanyard Ln5N/AN/AN/AN/AN/ATarbet Ct344$609,3335,800 Sq.Ft.10/4/2012Tartan Dr2132$295,6191,348 Sq.Ft.10/29/2021Tauros Dr20N/AN/A$405,450N/AN/ATaylor Ct343$735,0003,261 Sq.Ft.2/24/2018Tea Tree Ln2143N/A2,079 Sq.Ft.5/21/2025Telemark Dr14N/AN/A$460,714N/AN/ATennyson Ct1843$578,2942,956 Sq.Ft.12/14/2021Texis Ln932$311,2501,576 Sq.Ft.7/21/2021Thales Dr15N/AN/AN/AN/AN/AThomas Corner Rd632$485,3332,276 Sq.Ft.10/23/2024Thomas Ct2643$611,1602,795 Sq.Ft.12/16/2024Thomas Dr1443$611,7862,826 Sq.Ft.1/25/2013Thomas Landing Rd2542$554,4402,426 Sq.Ft.5/23/2024Thomas Ln2N/AN/AN/AN/A2/1/1972Thornton Dr1N/AN/AN/AN/AN/AThorntown Rd2332$465,4121,825 Sq.Ft.4/4/2018Tiger Lily Dr3843$464,6582,224 Sq.Ft.3/14/2025Tipton Cir52N/AN/AN/AN/AN/AToftrees Dr6033$392,1171,709 Sq.Ft.1/7/2025Topiary Ln1832$472,5562,018 Sq.Ft.11/8/2024Torker St1443$619,7142,697 Sq.Ft.12/30/2021Tory St3443$743,6473,352 Sq.Ft.7/12/2024Tower Ln7N/AN/AN/A18,880 Sq.Ft.9/22/2017Town Center Dr1N/AN/AN/AN/AN/ATralee Dr2142$632,0482,346 Sq.Ft.2/28/2020Tranquility Way4722$451,3621,911 Sq.Ft.11/4/2024Trek St29N/AN/A$407,448N/A12/1/19841380 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
234 Armata DrMiddletown, DE 19709
Estimated Value $624,000
Living Area 3,104 SqFt
Beds 4
Baths 2.5
Year Built 2014
Property Type Single Family
Ownership Type Related
APN 12-042.10-009
Subdivision Canal View At Crossland
School District Colonial School District
1318 Healy CtBear, DE 19701
Estimated Value $930,000
Living Area 3,888 SqFt
Beds 4
Baths 3.5
Year Built 2010
Property Type Single Family
Ownership Type Individual
APN 12-026.00-196
Subdivision Red Lion Chase Phase 2
School District Colonial School District
4300 Kirkwood St Georges RdBear, DE 19701
Estimated Value $678,000
Living Area 1,845 SqFt
Beds 3
Baths 2
Year Built 2019
Property Type Single Family
Ownership Type Individual
APN 12-026.00-013
Subdivision Dragon Run Farms
School District Colonial School District
1410 Olmsted DrBear, DE 19701
Estimated Value $938,000
Living Area 5,072 SqFt
Beds 4
Baths 3.5
Year Built 2012
Property Type Single Family
Ownership Type Related
APN 12-026.00-148
Subdivision Red Lion Chase Phase 2
School District Colonial 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
1576 E Matisse DrMiddletown, DE 19709
Estimated Value $514,000
Living Area 2,006 SqFt
Beds 3
Baths 2.5
Year Built 2012
Property Type Single Family
Ownership Type Individual
APN 13-013.12-016
Subdivision Village Of Bayberry North
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
613 Yensid DrMiddletown, DE 19709
Estimated Value $586,000
Living Area 2,472 SqFt
Beds 4
Baths 2.5
Year Built 2013
Property Type Single Family
Ownership Type Individual
APN 13-003.40-075
Subdivision Crossland At The Canal
School District Colonial School District
209 Sheats LnMiddletown, DE 19709
Estimated Value $567,000
Living Area 2,472 SqFt
Beds 4
Baths 2.5
Year Built 1994
Property Type Single Family
Ownership Type Corporate
APN 13-002.30-036
Subdivision Lea Eara Farms
School District Appoquinimink School District
445 Ratledge RdMiddletown, DE 19709
Estimated Value $305,000
Living Area 800 SqFt
Beds 2
Baths 1
Year Built 1930
Property Type Single Family
Ownership Type Multiple
APN 13-007.00-064
Municipality ST GEORGES HUNDRED
School District Appoquinimink School District
132 Wortham LnBear, DE 19701
Estimated Value $525,000
Living Area 2,456 SqFt
Beds 4
Baths 2.5
Year Built 1993
Property Type Single Family
Ownership Type Related
APN 11-042.20-040
Subdivision Caravel Woods
School District Appoquinimink School District
115 Saddle DrMiddletown, DE 19709
Estimated Value $508,000
Living Area 2,712 SqFt
Beds 4
Baths 2.5
Year Built 1990
Property Type Single Family
Ownership Type Related
APN 13-012.30-020
Subdivision Post & Rail Farms
School District Appoquinimink School District
401 Vixen CtMiddletown, DE 19709
Estimated Value $574,000
Living Area 2,260 SqFt
Beds 3
Baths 2.5
Year Built 2002
Property Type Single Family
Ownership Type Related
APN 13-008.40-030
Subdivision Asbury Chase
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
802 Chesapeake CtNewark, DE 19702
Estimated Value $854,000
Living Area 4,288 SqFt
Beds 4
Baths 2.5
Year Built 2003
Property Type Single Family
Ownership Type Individual
APN 11-049.00-050
Subdivision Bay Pointe
School District Appoquinimink School District