Homes Under $500K in Middletown, DE

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24 of 57 Listings

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24 of 57 Listings

1Active

57 listings

Homes Under $500K in Middletown, DE

Show Map

24 of 57 Listings

Map

Homes Under $500K in Middletown, DE

24 of 57 Listings

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #RB-0020869

Call Thomas

1Active

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #RB-0020869

Call Thomas

$250,000

3 bd · 1 ba · 1,088 sqft

313 Jefferson St, Middletown, DE

Lisa Marie · RE/MAX Advantage Realty

29Active

$429,000

2 bd · 3 ba · 1,794 sqft

204 Baldy Ln #Alrich Model, Middletown, DE

Lindsay L Shaffer · RE/MAX Elite

27Active

$454,900

3 bd · 2 ba · 1,850 sqft

454 W Harvest Ln, Middletown, DE

Pamela Kathryn Maciey · RE/MAX Elite

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #RB-0020869

Call Thomas

33Active

$429,000

2 bd · 3 ba · 1,794 sqft

204 Baldy Ln #Annandale Model, Middletown, DE

Lindsay L Shaffer · RE/MAX Elite

25Active

$454,900

4 bd · 4 ba · 2,650 sqft

264 Rossnakill Rd, Middletown, DE

Kate McMasters · Crown Homes Real Estate

26Active

$329,900

4 bd · 2 ba · 1,825 sqft

809 S Vernon St, Middletown, DE

Sherri Lynn Hill · Redfin Corporation

2Active

$425,000

3 bd · 3 ba · 2,650 sqft

139 Margaretta Dr, Middletown, DE

Teresa Marie Foster · VRA Realty

26Active

$274,900

3 bd · 2 ba · 950 sqft

312 Elizabeth St, Middletown, DE

Sherri Lynn Hill · Redfin Corporation

Price Reduced13Active

$45,000

3 bd · 2 ba · 952 sqft

732 Cleaver Farms Rd #732, Middletown, DE

Shontay Sherie Weeks · Keller Williams Realty Wilmington

1Active

$32,900

3 bd · 2 ba · 1,375 sqft

114 Boxwood Rd #B114, Middletown, DE

Nicole Stephens · Tesla Realty Group, LLC

19Active

$364,900

3 bd · 3 ba · 1,650 sqft

1040 Sherbourne Rd, Middletown, DE

Michelle L Hunt · Iron Valley Real Estate at The Beach

Price Reduced19Active

$360,000

4 bd · 3 ba · 1,200 sqft

516 New St, Middletown, DE

Lisa Marie · RE/MAX Advantage Realty

Price Reduced25Active

$339,900

4 bd · 2 ba · 1,355 sqft

522 New St, Middletown, DE

Colette Ilodigwe · Tesla Realty Group, LLC

50Active

$475,000

2 bd · 2 ba · 2,375 sqft

18 Springmill Dr, Middletown, DE

Charlotte Hanna Cook-Heidingsfelder · Northrop Realty

35Active

$495,000

4 bd · 4 ba · 2,700 sqft

138 Margaretta Dr, Middletown, DE

Kevin Burkhardt · RE/MAX Advantage Realty

Price Reduced61Active

$457,559

3 bd · 3 ba · 2,443 sqft

3152 Pett Level Dr, Middletown, DE

David Vasso · Atlantic Five Realty

62Active

$435,000

3 bd · 2 ba · 1,275 sqft

434 W Harvest Ln, Middletown, DE

Megan Aitken · Keller Williams Realty

Price Reduced67Active

$431,859

3 bd · 3 ba · 2,443 sqft

2213 Winchelsea Pkwy, Middletown, DE

David Vasso · Atlantic Five Realty

15Active

$476,500

3 bd · 3 ba · 2,358 sqft

353 Edgar Degas Lane Edgar Degas #108, Middletown, DE

Ashley Painter · Blenheim Marketing LLC

15Active

$476,500

3 bd · 3 ba · 2,358 sqft

359 Edgar Degas Lane Edgar Degas #111, Middletown, DE

Ashley Painter · Blenheim Marketing LLC

15Active

$384,000

4 bd · 4 ba · 2,040 sqft

357 Edgar Degas Ln #110, Middletown, DE

Ashley Painter · Blenheim Marketing LLC

68Active

$499,000

3 bd · 2 ba · 0 sqft

631 Red Maple Rd, Middletown, DE

Ashley Simmons · Crown Homes Real Estate

Price Reduced55Active

$398,000

3 bd · 4 ba · 2,200 sqft

40 S Cummings Dr, Middletown, DE

Ashley Falkowski · Real Broker LLC

Price Reduced58Active

$400,000

3 bd · 3 ba · 2,375 sqft

161 Springfield Cir, Middletown, DE

Audrey Ellen Wagamon · First Class Properties

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-06 04:06:23 UTC

Middletown housing market

September 2026

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 55 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 16, 2026

Median sale price: $570,000$450,000–$696,198 typical range
Price per sq. ft.: $227
Sales: 85
Paid in cash: 43.5%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $599,945
Homes for sale: 214
Median days on market: 15 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -0.7%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 2,285 sq. ft.

Middletown, DE community profile

Population: 24,208
Median income: $100,643
Housing units: 8,538
People per sq. mi.: 288.5
Area: 83.9 sq. mi.

Source: HJN community data

Explore Middletown homes

Your local brokerage

Thomas O'Leary

Realty.com

Lic. #RB-0020869

Call Thomas

Listing data & MLS disclosures

Bright MLS: The data relating to real estate for sale on this website appears in part through the BRIGHT Internet Data Exchange program, a voluntary cooperative exchange of property listing data between licensed real estate brokerage firms in which Realty.com participates, and is provided by BRIGHT through a licensing agreement. The information provided by this website is for the personal, non-commercial use of consumers and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Some properties which appear for sale on this website may no longer be available because they are under contract, have Closed or are no longer being offered for sale.
Listing information ©2026 BRIGHT MLS®. All Rights Reserved, Information deemed reliable but not guaranteed. Data Last Updated: 2026-10-06 04:06:23 UTC

Middletown, DE community profile

Population: 24,208
Median income: $100,643
Housing units: 8,538
People per sq. mi.: 288.5
Area: 83.9 sq. mi.

Source: HJN community data

Middletown housing market

September 2026

Selling at 100.0% of asking price

Sales here are closing essentially at asking. MLS · 55 sales · as of Sep 30, 2026

Homes that sold · County records, as of Sep 16, 2026

Median sale price: $570,000$450,000–$696,198 typical range
Price per sq. ft.: $227
Sales: 85
Paid in cash: 43.5%

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Median list price: $599,945
Homes for sale: 214
Median days on market: 15 days

Price trend · Assessor repeat sales, as of Sep 30, 2026

Year-over-year: -0.7%

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Median home size: 2,285 sq. ft.

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Registered offenders on the map

Your local brokerage

Your local brokerage

Your local brokerage

Listing data & MLS disclosures

Middletown housing market

Homes that sold · County records, as of Sep 16, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026

Middletown, DE community profile

Explore Middletown homes

Your local brokerage

Listing data & MLS disclosures

Middletown, DE community profile

Middletown housing market

Homes that sold · County records, as of Sep 16, 2026

Homes on the market · MLS, as of Sep 27, 2026–Sep 30, 2026

Price trend · Assessor repeat sales, as of Sep 30, 2026

Housing stock — every home in the area, not only the ones selling or listed · Assessor records, as of Sep 2, 2026