Real Estate Investment Properties for Sale in Milton, DE

Looking for investment property in Milton, DE with high ROI ?

Explore a variety of short-term homes & houses in Milton, DE. Invest wisely with VRBO & Milton, DE Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Investment Property for Sale in Milton, DE

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1510 N BAY SHORE DRIVE Milton, DE Coastal Charm & Unmatched Views in Broadkill Beach! Welcome to your dream retreat in Broad...	3 beds \| 3 baths \| 2,280 sq.ft.	$1,300,000	Airbnb cash on cash: 0.73% Traditional cash on cash: 1.1% Airbnb Rental Income: $3002 Traditional Rental Income: $2758 Airbnb ROI: 0.73% Traditional ROI: 1.1%
404 UNION STREET Milton, DE Rare traditional Charm! Comfort and functionality wrapped in this original Milton Beauty l...	3 beds \| 1 baths \| 1,200 sq.ft.	$395,000	Airbnb cash on cash: 4.82% Traditional cash on cash: 3.87% Airbnb Rental Income: $3002 Traditional Rental Income: $1958 Airbnb ROI: 4.82% Traditional ROI: 3.87%
14161 UNION STREET EXTENSION Milton, DE Discover Timeless Charm with Modern Comforts! This beautifully remodeled 1930s historic ho...	4 beds \| 3 baths \| 2,500 sq.ft.	$550,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 6.14% Airbnb Rental Income: $2856 Traditional Rental Income: $3860 Airbnb ROI: 2.89% Traditional ROI: 6.14%
29726 VINCENT VILLAGE DR Milton, DE Welcome to this beautifully landscaped contemporary coastal home in the sought-after Vince...	3 beds \| 2 baths \| N/A	$499,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 3.99% Airbnb Rental Income: $3002 Traditional Rental Income: $2621 Airbnb ROI: 3.33% Traditional ROI: 3.99%
21222 COOL SPRING ROAD Milton, DE Welcome to 21222 Cool Spring Road in Milton, Delaware masterfully crafted by local WN Buil...	4 beds \| 3 baths \| 2,910 sq.ft.	$869,900	Airbnb cash on cash: 1.41% Traditional cash on cash: 2.06% Airbnb Rental Income: $2856 Traditional Rental Income: $2720 Airbnb ROI: 1.41% Traditional ROI: 2.06%
2 FLORIDA AVENUE Milton, DE Unique Waterfront Home with Panoramic Bay Views in Broadkill Beach Nestled on a rare doub...	4 beds \| 3 baths \| 3,200 sq.ft.	$1,560,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.58% Airbnb Rental Income: $2856 Traditional Rental Income: $3965 Airbnb ROI: 0.35% Traditional ROI: 1.58%
14129/14135 UNION ST. EXT Milton, DE Rare Opportunity in Milton! This unique property includes two separate homes on one parcel...	N/A beds \| N/A baths \| 1,933 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.08% Airbnb Rental Income: $null Traditional Rental Income: $2424 Airbnb ROI: N/A Traditional ROI: 3.08%
13 CALIFORNIA AVENUE Milton, DE Rare Opportunity in Broadkill Beach. Built as a primary residence in 2005, the owners of t...	2 beds \| 3 baths \| 2,100 sq.ft.	$834,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 2.46% Airbnb Rental Income: $1553 Traditional Rental Income: $2925 Airbnb ROI: 0.12% Traditional ROI: 2.46%
20346 COOL SPRING ROAD Milton, DE Beautiful 4BR, 2.5BA home on 2.7 acres w/ eat-in kitchen overlooks DR, Great Room & Porch....	4 beds \| 3 baths \| 1,914 sq.ft.	$743,000	Airbnb cash on cash: 1.8% Traditional cash on cash: 2.61% Airbnb Rental Income: $2856 Traditional Rental Income: $2753 Airbnb ROI: 1.8% Traditional ROI: 2.61%
18390 HUDSON RD Milton, DE This 5-bedroom home currently utilizes a septic system permitted for a 3-bedroom home. Se...	5 beds \| 3 baths \| N/A	$560,000	Airbnb cash on cash: 3.81% Traditional cash on cash: 4.07% Airbnb Rental Income: $3513 Traditional Rental Income: $2871 Airbnb ROI: 3.81% Traditional ROI: 4.07%
27008 WHISTLING DUCK WAY #1 Milton, DE Built by award-winning local builder, Capstone Homes, this incredible Hannah MODEL home in...	5 beds \| 5 baths \| 4,099 sq.ft.	$984,105	Airbnb cash on cash: 1.63% Traditional cash on cash: 5.09% Airbnb Rental Income: $3513 Traditional Rental Income: $5911 Airbnb ROI: 1.63% Traditional ROI: 5.09%
30104 STOCKLEY Milton, DE INVESTOR ALERT! Don't miss your opportunity to own over 36 acres of countryside land, in ...	4 beds \| 4 baths \| N/A	$2,500,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 0.13% Airbnb Rental Income: $2856 Traditional Rental Income: $2942 Airbnb ROI: -0.19% Traditional ROI: 0.13%
19858 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 3 baths \| 2,082 sq.ft.	$584,900	Airbnb cash on cash: 2.16% Traditional cash on cash: 3.53% Airbnb Rental Income: $3002 Traditional Rental Income: $3059 Airbnb ROI: 2.16% Traditional ROI: 3.53%
19862 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 2 baths \| 1,660 sq.ft.	$534,900	Airbnb cash on cash: 2.5% Traditional cash on cash: 3.33% Airbnb Rental Income: $3002 Traditional Rental Income: $2724 Airbnb ROI: 2.5% Traditional ROI: 3.33%
19860 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 3 baths \| 1,866 sq.ft.	$554,900	Airbnb cash on cash: 2.36% Traditional cash on cash: 3.63% Airbnb Rental Income: $3002 Traditional Rental Income: $2970 Airbnb ROI: 2.36% Traditional ROI: 3.63%
19856 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 3 baths \| 2,192 sq.ft.	$604,900	Airbnb cash on cash: 2.04% Traditional cash on cash: 3.39% Airbnb Rental Income: $3002 Traditional Rental Income: $3074 Airbnb ROI: 2.04% Traditional ROI: 3.39%
19850 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 3 baths \| 2,583 sq.ft.	$624,900	Airbnb cash on cash: 1.92% Traditional cash on cash: 3.51% Airbnb Rental Income: $3002 Traditional Rental Income: $3239 Airbnb ROI: 1.92% Traditional ROI: 3.51%
19866 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	2 beds \| 2 baths \| 1,411 sq.ft.	$519,900	Airbnb cash on cash: 0.14% Traditional cash on cash: 3.11% Airbnb Rental Income: $1553 Traditional Rental Income: $2549 Airbnb ROI: 0.14% Traditional ROI: 3.11%
19854 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 3 baths \| 2,358 sq.ft.	$614,900	Airbnb cash on cash: 1.98% Traditional cash on cash: 3.49% Airbnb Rental Income: $3002 Traditional Rental Income: $3180 Airbnb ROI: 1.98% Traditional ROI: 3.49%
19852 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	4 beds \| 3 baths \| 2,431 sq.ft.	$624,900	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.58% Airbnb Rental Income: $2856 Traditional Rental Income: $3280 Airbnb ROI: 1.71% Traditional ROI: 3.58%
19848 LIGHTSHIP COVE DRIVE Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	4 beds \| 3 baths \| 2,720 sq.ft.	$634,900	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.7% Airbnb Rental Income: $2856 Traditional Rental Income: $3396 Airbnb ROI: 1.66% Traditional ROI: 3.7%
224 SUNDANCE LANE Milton, DE Your serene Intown, OldTown, neoclassical, coastal, countryside lifestyle awaits you. Co...	4 beds \| 4 baths \| 3,106 sq.ft.	$599,000	Airbnb cash on cash: 1.97% Traditional cash on cash: 3.19% Airbnb Rental Income: $2856 Traditional Rental Income: $2871 Airbnb ROI: 1.97% Traditional ROI: 3.19%
28585 West Meadowview Drive Milton, DE You own the land! No ground rent. This 2 bedroom, 2 bathroom single-wide is located in the...	2 beds \| 2 baths \| 980 sq.ft.	$165,000	Airbnb cash on cash: 5.2% Traditional cash on cash: 11.27% Airbnb Rental Income: $1553 Traditional Rental Income: $2060 Airbnb ROI: 5.2% Traditional ROI: 11.27%
205 MARINERS CIR Milton, DE HOME IS COMPLETED! A short walk to down town Milton with the convenience of a brand new h...	4 beds \| 4 baths \| N/A	$469,990	Airbnb cash on cash: 3.51% Traditional cash on cash: 4.5% Airbnb Rental Income: $2856 Traditional Rental Income: $2625 Airbnb ROI: 3.51% Traditional ROI: 4.5%
201 MARINERS CIRCLE Milton, DE READY NOW! Clearwater 4 bedroom floor plan! A short walk to down town Milton with the con...	4 beds \| 3 baths \| 2,594 sq.ft.	$474,990	Airbnb cash on cash: 2.87% Traditional cash on cash: 3.72% Airbnb Rental Income: $2856 Traditional Rental Income: $2570 Airbnb ROI: 2.87% Traditional ROI: 3.72%
19194 East Meadowview Drive Milton, DE You own the land! No lot rent! Cape Henlopen School District. Minutes to the beaches and j...	2 beds \| 1 baths \| 1,008 sq.ft.	$189,000	Airbnb cash on cash: 4.06% Traditional cash on cash: 7.24% Airbnb Rental Income: $1553 Traditional Rental Income: $1675 Airbnb ROI: 4.06% Traditional ROI: 7.24%
105 TBB MISSISSIPPI AVENUE Milton, DE Discover the epitome of coastal elegance with our proposed to-be-built beach home on a dou...	3 beds \| 5 baths \| 2,072 sq.ft.	$929,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.91% Airbnb Rental Income: $3002 Traditional Rental Income: $4348 Airbnb ROI: 1.56% Traditional ROI: 3.91%
1506 N BAY SHORE DRIVE Milton, DE Discover a rare opportunity to own a stunning custom-build cedar-clad beach home in the hi...	4 beds \| 3 baths \| 3,000 sq.ft.	$1,450,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 1.55% Airbnb Rental Income: $2856 Traditional Rental Income: $3637 Airbnb ROI: 0.48% Traditional ROI: 1.55%
14300 MORRIS AVENUE EXTENSION Milton, DE BUYER ALERT: Seller Offering Owner Financing, take advantage of this fabulous opportunity!...	4 beds \| 3 baths \| 2,200 sq.ft.	$599,999	Airbnb cash on cash: 2.18% Traditional cash on cash: 3.41% Airbnb Rental Income: $2856 Traditional Rental Income: $2879 Airbnb ROI: 2.18% Traditional ROI: 3.41%
29388 OTTO DRIVE Milton, DE To be built. The Kingfisher included plan is a 3 bedroom, 2.5 bathroom single family home ...	3 beds \| 3 baths \| 2,568 sq.ft.	$654,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 3.21% Airbnb Rental Income: $3002 Traditional Rental Income: $3198 Airbnb ROI: 1.76% Traditional ROI: 3.21%
29376 OTTO DRIVE Milton, DE To be built. The Waterford included plan is a 4 bedroom, 3.5 bathroom single family home s...	4 beds \| 4 baths \| 3,688 sq.ft.	$754,900	Airbnb cash on cash: 1.15% Traditional cash on cash: 4.32% Airbnb Rental Income: $2856 Traditional Rental Income: $4419 Airbnb ROI: 1.15% Traditional ROI: 4.32%
29394 OTTO DRIVE Milton, DE To be built The Whimbrel included plan is a 3 bedroom, 2 bathroom single family home start...	3 beds \| 2 baths \| 1,971 sq.ft.	$614,900	Airbnb cash on cash: 1.98% Traditional cash on cash: 2.82% Airbnb Rental Income: $3002 Traditional Rental Income: $2799 Airbnb ROI: 1.98% Traditional ROI: 2.82%
29378 OTTO DRIVE Milton, DE To be built. The Bridgeport included plan is a 4 bedroom, 3.5 bathroom single family home ...	3 beds \| 4 baths \| 3,500 sq.ft.	$744,900	Airbnb cash on cash: 1.91% Traditional cash on cash: 4.51% Airbnb Rental Income: $3002 Traditional Rental Income: $4115 Airbnb ROI: 1.91% Traditional ROI: 4.51%
29396 OTTO DRIVE Milton, DE To be built. The Montauk included plan is a 3 bedroom, 2 bathroom single family home start...	3 beds \| 2 baths \| 2,112 sq.ft.	$584,900	Airbnb cash on cash: 2.7% Traditional cash on cash: 3.45% Airbnb Rental Income: $3002 Traditional Rental Income: $2723 Airbnb ROI: 2.7% Traditional ROI: 3.45%
29382 OTTO DRIVE Milton, DE To be built. The Chesapeake included plan is a 4 bedroom, 3 bathroom single family home st...	4 beds \| 3 baths \| 3,383 sq.ft.	$724,900	Airbnb cash on cash: 1.26% Traditional cash on cash: 3.14% Airbnb Rental Income: $2856 Traditional Rental Income: $3459 Airbnb ROI: 1.26% Traditional ROI: 3.14%
29392 OTTO DRIVE Milton, DE To be built. The Mayberry included plan is a 3 bedroom, 2 bathroom single family home star...	3 beds \| 2 baths \| 2,254 sq.ft.	$644,900	Airbnb cash on cash: 1.81% Traditional cash on cash: 2.79% Airbnb Rental Income: $3002 Traditional Rental Income: $2902 Airbnb ROI: 1.81% Traditional ROI: 2.79%
29386 OTTO DRIVE Milton, DE To be built. The Shearwater included plan is a 3 bedroom, 2.5 bathroom single family home ...	3 beds \| 3 baths \| 2,949 sq.ft.	$704,900	Airbnb cash on cash: 1.53% Traditional cash on cash: 2.9% Airbnb Rental Income: $3002 Traditional Rental Income: $3215 Airbnb ROI: 1.53% Traditional ROI: 2.9%
29390 OTTO DRIVE Milton, DE To be built. The Cassidy included plan is a 4 bedroom, 3.5 bathroom single family home sta...	4 beds \| 4 baths \| 2,528 sq.ft.	$664,900	Airbnb cash on cash: 1.51% Traditional cash on cash: 4.41% Airbnb Rental Income: $2856 Traditional Rental Income: $3984 Airbnb ROI: 1.51% Traditional ROI: 4.41%
29380 OTTO DRIVE Milton, DE To be built. The Jameson included plan is a 3 bedroom, 2.5 bathroom single family home sta...	3 beds \| 3 baths \| 2,679 sq.ft.	$684,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 3% Airbnb Rental Income: $3002 Traditional Rental Income: $3198 Airbnb ROI: 1.62% Traditional ROI: 3%
18354 HUDSON ROAD Milton, DE NO HOA and great Location! We can't believe this property has not sold yet! Don't miss th...	3 beds \| 2 baths \| 1,568 sq.ft.	$398,900	Airbnb cash on cash: 4.75% Traditional cash on cash: 6.09% Airbnb Rental Income: $3002 Traditional Rental Income: $2815 Airbnb ROI: 4.75% Traditional ROI: 6.09%

Real Estate investment in Milton, DE

There are 122 properties for sale in the city of Milton . The median list price in Milton is $584,244 and the average price per square foot is $242. In September 2025, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,815.

Milton, DE Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 122 investment properties available for sale in Milton.

In 2025, the best neighborhood to buy investment property is Milton.

The ROI for Long-Term is higher than the Short-Term in Milton with average rental income of $2,815.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, DE

1510 N BAY SHORE DRIVE

Milton, DE

3 beds | 3 baths | 2,280 sq.ft.

$1,300,000

Airbnb cash on cash: 0.73%

Traditional cash on cash: 1.1%

Airbnb Rental Income: $3002

Traditional Rental Income: $2758

Airbnb ROI: 0.73%

Traditional ROI: 1.1%

404 UNION STREET

Milton, DE

3 beds | 1 baths | 1,200 sq.ft.

$395,000

Airbnb cash on cash: 4.82%

Traditional cash on cash: 3.87%

Airbnb Rental Income: $3002

Traditional Rental Income: $1958

Airbnb ROI: 4.82%

Traditional ROI: 3.87%

14161 UNION STREET EXTENSION

Milton, DE

4 beds | 3 baths | 2,500 sq.ft.

$550,000

Airbnb cash on cash: 2.89%

Traditional cash on cash: 6.14%

Airbnb Rental Income: $2856

Traditional Rental Income: $3860

Airbnb ROI: 2.89%

Traditional ROI: 6.14%

29726 VINCENT VILLAGE DR

Milton, DE

3 beds | 2 baths | N/A

$499,000

Airbnb cash on cash: 3.33%

Traditional cash on cash: 3.99%

Airbnb Rental Income: $3002

Traditional Rental Income: $2621

Airbnb ROI: 3.33%

Traditional ROI: 3.99%

21222 COOL SPRING ROAD

Milton, DE

4 beds | 3 baths | 2,910 sq.ft.

$869,900

Airbnb cash on cash: 1.41%

Traditional cash on cash: 2.06%

Airbnb Rental Income: $2856

Traditional Rental Income: $2720

Airbnb ROI: 1.41%

Traditional ROI: 2.06%

2 FLORIDA AVENUE

Milton, DE

4 beds | 3 baths | 3,200 sq.ft.

$1,560,000

Airbnb cash on cash: 0.35%

Traditional cash on cash: 1.58%

Airbnb Rental Income: $2856

Traditional Rental Income: $3965

Airbnb ROI: 0.35%

Traditional ROI: 1.58%

14129/14135 UNION ST. EXT

Milton, DE

N/A beds | N/A baths | 1,933 sq.ft.

$599,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.08%

Airbnb Rental Income: $null

Traditional Rental Income: $2424

Airbnb ROI: N/A

Traditional ROI: 3.08%

13 CALIFORNIA AVENUE

Milton, DE

2 beds | 3 baths | 2,100 sq.ft.

$834,900

Airbnb cash on cash: 0.12%

Traditional cash on cash: 2.46%

Airbnb Rental Income: $1553

Traditional Rental Income: $2925

Airbnb ROI: 0.12%