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
129 Union Street Milton, DE Step into history and opportunity in the heart of Downtown Milton! This Victorian-era mixe...	4 beds \| 2 baths \| 2,200 sq.ft.	$450,000	Airbnb cash on cash: 2.42% Traditional cash on cash: 4.88% Airbnb Rental Income: $2354 Traditional Rental Income: $2810 Airbnb ROI: 2.42% Traditional ROI: 4.88%
2813 S BAYSHORE DRIVE Milton, DE Rare find on the highly desirable south end of Broadkill Beach. Nature lovers find themsel...	3 beds \| 3 baths \| 2,800 sq.ft.	$1,245,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 1.87% Airbnb Rental Income: $2705 Traditional Rental Income: $3609 Airbnb ROI: 0.53% Traditional ROI: 1.87%
1510 N BAY SHORE Drive Milton, DE Coastal Charm & Unmatched Views! Welcome to your dream retreat, where nature, tranquility,...	3 beds \| 3 baths \| 2,280 sq.ft.	$1,300,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 1.1% Airbnb Rental Income: $2705 Traditional Rental Income: $2758 Airbnb ROI: 0.53% Traditional ROI: 1.1%
29730 VINCENT VILLAGE Drive Milton, DE Welcome to the Former Model Home at Vincent Overlook! Step onto the inviting covered front...	5 beds \| 5 baths \| 3,504 sq.ft.	$599,900	Airbnb cash on cash: 1.16% Traditional cash on cash: 10% Airbnb Rental Income: $2124 Traditional Rental Income: $6533 Airbnb ROI: 1.16% Traditional ROI: 10%
25006 TANNIN Circle Milton, DE MOVE-IN READY! Take a look at this beautiful coastal contemporary in the desirable, and am...	4 beds \| 3 baths \| 2,135 sq.ft.	$495,000	Airbnb cash on cash: 1.77% Traditional cash on cash: 4.37% Airbnb Rental Income: $2354 Traditional Rental Income: $2978 Airbnb ROI: 1.77% Traditional ROI: 4.37%
15352 CRAPE MYRTLE Road Milton, DE Welcome to this beautifully maintained 3-bedroom, 2-bath home in the desirable Woodfield P...	3 beds \| 2 baths \| 1,804 sq.ft.	$499,900	Airbnb cash on cash: 2.67% Traditional cash on cash: 3.72% Airbnb Rental Income: $2705 Traditional Rental Income: $2557 Airbnb ROI: 2.67% Traditional ROI: 3.72%
16558 HOWARD MILLMAN Lane Milton, DE Welcome to 16558 Howard Millman, located in the desirable, amenity-rich community of Paynt...	4 beds \| 4 baths \| 2,700 sq.ft.	$459,900	Airbnb cash on cash: 2.17% Traditional cash on cash: 6.2% Airbnb Rental Income: $2354 Traditional Rental Income: $3509 Airbnb ROI: 2.17% Traditional ROI: 6.2%
22557 HARTSCHORN Drive Milton, DE Welcome to your serene escape near the vibrant town of Milton, DE! This exquisite single-s...	3 beds \| 2 baths \| 2,128 sq.ft.	$494,800	Airbnb cash on cash: 2.89% Traditional cash on cash: 4.45% Airbnb Rental Income: $2705 Traditional Rental Income: $2788 Airbnb ROI: 2.89% Traditional ROI: 4.45%
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: 4.16% Traditional cash on cash: 3.87% Airbnb Rental Income: $2705 Traditional Rental Income: $1958 Airbnb ROI: 4.16% Traditional ROI: 3.87%
14161 UNION STREET Extension Milton, DE This exquisite Spanish-style residence, built in 1930 and beautifully renovated, offers a ...	4 beds \| 3 baths \| 2,500 sq.ft.	$595,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 5.69% Airbnb Rental Income: $2354 Traditional Rental Income: $3860 Airbnb ROI: 1.93% Traditional ROI: 5.69%
29691 VINCENT VILLAGE Drive Milton, DE Your second chance to make this stunning home your own. Due to unexpected changes in circu...	4 beds \| 3 baths \| 2,747 sq.ft.	$569,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 4.02% Airbnb Rental Income: $2354 Traditional Rental Income: $3050 Airbnb ROI: 1.62% Traditional ROI: 4.02%
2 FLORIDA Avenue Milton, DE Unique Waterfront Home with Panoramic Bay Views in Broadkill Beach Nestled on a rare doubl...	4 beds \| 3 baths \| 3,200 sq.ft.	$1,545,000	Airbnb cash on cash: 0.07% Traditional cash on cash: 1.6% Airbnb Rental Income: $2354 Traditional Rental Income: $3965 Airbnb ROI: 0.07% Traditional ROI: 1.6%
14198 UNION STREET Extension Milton, DE This charming home is the perfect combination of authentic character & modern chic, proxim...	3 beds \| 1 baths \| 1,035 sq.ft.	$389,000	Airbnb cash on cash: 4.28% Traditional cash on cash: 4.41% Airbnb Rental Income: $2705 Traditional Rental Income: $2111 Airbnb ROI: 4.28% Traditional ROI: 4.41%
18390 HUDSON Road Milton, DE Welcome home. This beautiful house has a welcoming feeling from the moment you arrive star...	5 beds \| 3 baths \| 3,446 sq.ft.	$549,999	Airbnb cash on cash: 1.65% Traditional cash on cash: 4.16% Airbnb Rental Income: $2124 Traditional Rental Income: $2871 Airbnb ROI: 1.65% Traditional ROI: 4.16%
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 \| N/A	$984,105	Airbnb cash on cash: 0.42% Traditional cash on cash: 5.15% Airbnb Rental Income: $2124 Traditional Rental Income: $5911 Airbnb ROI: 0.42% Traditional ROI: 5.15%
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: -0.37% Traditional cash on cash: 0.13% Airbnb Rental Income: $2354 Traditional Rental Income: $2942 Airbnb ROI: -0.37% 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.	$574,900	Airbnb cash on cash: 1.76% Traditional cash on cash: 3.61% Airbnb Rental Income: $2705 Traditional Rental Income: $3059 Airbnb ROI: 1.76% Traditional ROI: 3.61%
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.	$524,900	Airbnb cash on cash: 2.08% Traditional cash on cash: 3.42% Airbnb Rental Income: $2705 Traditional Rental Income: $2724 Airbnb ROI: 2.08% Traditional ROI: 3.42%
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.	$544,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 3.72% Airbnb Rental Income: $2705 Traditional Rental Income: $2970 Airbnb ROI: 1.94% Traditional ROI: 3.72%
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.	$594,900	Airbnb cash on cash: 1.65% Traditional cash on cash: 3.47% Airbnb Rental Income: $2705 Traditional Rental Income: $3074 Airbnb ROI: 1.65% Traditional ROI: 3.47%
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.	$614,900	Airbnb cash on cash: 1.55% Traditional cash on cash: 3.59% Airbnb Rental Income: $2705 Traditional Rental Income: $3239 Airbnb ROI: 1.55% Traditional ROI: 3.59%
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.	$499,900	Airbnb cash on cash: 0.62% Traditional cash on cash: 3.29% Airbnb Rental Income: $1788 Traditional Rental Income: $2549 Airbnb ROI: 0.62% Traditional ROI: 3.29%
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.	$604,900	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.57% Airbnb Rental Income: $2705 Traditional Rental Income: $3180 Airbnb ROI: 1.6% Traditional ROI: 3.57%
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.	$614,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 3.66% Airbnb Rental Income: $2354 Traditional Rental Income: $3280 Airbnb ROI: 1.04% Traditional ROI: 3.66%
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.	$624,900	Airbnb cash on cash: 1% Traditional cash on cash: 3.78% Airbnb Rental Income: $2354 Traditional Rental Income: $3396 Airbnb ROI: 1% Traditional ROI: 3.78%
224 SUNDANCE Lane Milton, DE Your serene Intown, OldTown, neoclassical, coastal, countryside lifestyle awaits you. Comp...	4 beds \| 4 baths \| 3,106 sq.ft.	$599,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.19% Airbnb Rental Income: $2354 Traditional Rental Income: $2871 Airbnb ROI: 1.22% Traditional ROI: 3.19%
28585 West Meadowview Drive Milton, DE Seller says Make an offer! You own the land! No ground rent. Remodel existing home or buil...	2 beds \| 2 baths \| 980 sq.ft.	$165,000	Airbnb cash on cash: 6.45% Traditional cash on cash: 11.27% Airbnb Rental Income: $1788 Traditional Rental Income: $2060 Airbnb ROI: 6.45% Traditional ROI: 11.27%
19194 East Meadowview Drive Milton, DE Seller says make an offer! You own the land! No lot rent! Cape Henlopen School District. M...	2 beds \| 2 baths \| 1,008 sq.ft.	$189,000	Airbnb cash on cash: 5.15% Traditional cash on cash: 7.24% Airbnb Rental Income: $1788 Traditional Rental Income: $1675 Airbnb ROI: 5.15% 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: 1.27% Traditional cash on cash: 3.91% Airbnb Rental Income: $2705 Traditional Rental Income: $4348 Airbnb ROI: 1.27% Traditional ROI: 3.91%
1506 N BAY SHORE Drive Milton, DE Experience the rare opportunity to own a stunning custom-built cedar-clad beach home in th...	4 beds \| 3 baths \| 3,000 sq.ft.	$1,450,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.55% Airbnb Rental Income: $2354 Traditional Rental Income: $3637 Airbnb ROI: 0.17% Traditional ROI: 1.55%
29247 WHITE PINE Lane Milton, DE A rare offering of timeless elegance and privacy, this serene 5-acre country retreat is th...	4 beds \| 3 baths \| 3,500 sq.ft.	$960,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 2.1% Airbnb Rental Income: $2354 Traditional Rental Income: $3146 Airbnb ROI: 0.56% Traditional ROI: 2.1%
14300 MORRIS AVENUE Extension Milton, DE Builder Says .... SELL IT! New & Unfinished Being Sold As Is! Great opportunity to purchas...	4 beds \| 3 baths \| 2,200 sq.ft.	$399,900	Airbnb cash on cash: 2.91% Traditional cash on cash: 5.86% Airbnb Rental Income: $2354 Traditional Rental Income: $2879 Airbnb ROI: 2.91% Traditional ROI: 5.86%
29144 FINCH Lane Milton, DE CUSTOM-BUILT HOME in Pintail Pointe on nearly a half-acre lot. Welcome to this beautifully...	4 beds \| 3 baths \| 2,350 sq.ft.	$599,900	Airbnb cash on cash: 1.57% Traditional cash on cash: 3.87% Airbnb Rental Income: $2354 Traditional Rental Income: $3061 Airbnb ROI: 1.57% Traditional ROI: 3.87%
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: 1.36% Traditional cash on cash: 3.21% Airbnb Rental Income: $2705 Traditional Rental Income: $3198 Airbnb ROI: 1.36% 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: 0.56% Traditional cash on cash: 4.32% Airbnb Rental Income: $2354 Traditional Rental Income: $4419 Airbnb ROI: 0.56% 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: 1.54% Traditional cash on cash: 2.82% Airbnb Rental Income: $2705 Traditional Rental Income: $2799 Airbnb ROI: 1.54% 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: 1.56% Traditional cash on cash: 4.51% Airbnb Rental Income: $2705 Traditional Rental Income: $4115 Airbnb ROI: 1.56% 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: 2.25% Traditional cash on cash: 3.45% Airbnb Rental Income: $2705 Traditional Rental Income: $2723 Airbnb ROI: 2.25% 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: 0.64% Traditional cash on cash: 3.14% Airbnb Rental Income: $2354 Traditional Rental Income: $3459 Airbnb ROI: 0.64% 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: 1.4% Traditional cash on cash: 2.79% Airbnb Rental Income: $2705 Traditional Rental Income: $2902 Airbnb ROI: 1.4% Traditional ROI: 2.79%

Real Estate investment in Milton, DE

There are 114 properties for sale in the city of Milton . The median list price in Milton is $587,400 and the average price per square foot is $222. In December 2025, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,879.

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

There are 114 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 $2,879.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, DE

129 Union Street

Milton, DE

4 beds | 2 baths | 2,200 sq.ft.

$450,000

Airbnb cash on cash: 2.42%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $2354

Traditional Rental Income: $2810

Airbnb ROI: 2.42%

Traditional ROI: 4.88%

2813 S BAYSHORE DRIVE

Milton, DE

3 beds | 3 baths | 2,800 sq.ft.

$1,245,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 1.87%

Airbnb Rental Income: $2705

Traditional Rental Income: $3609

Airbnb ROI: 0.53%

Traditional ROI: 1.87%

1510 N BAY SHORE Drive

Milton, DE

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

$1,300,000

Airbnb cash on cash: 0.53%

Traditional cash on cash: 1.1%

Airbnb Rental Income: $2705

Traditional Rental Income: $2758

Airbnb ROI: 0.53%

Traditional ROI: 1.1%

29730 VINCENT VILLAGE Drive

Milton, DE

5 beds | 5 baths | 3,504 sq.ft.

$599,900

Airbnb cash on cash: 1.16%

Traditional cash on cash: 10%

Airbnb Rental Income: $2124

Traditional Rental Income: $6533

Airbnb ROI: 1.16%

Traditional ROI: 10%

25006 TANNIN Circle

Milton, DE

4 beds | 3 baths | 2,135 sq.ft.

$495,000

Airbnb cash on cash: 1.77%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $2354

Traditional Rental Income: $2978

Airbnb ROI: 1.77%

Traditional ROI: 4.37%

15352 CRAPE MYRTLE Road

Milton, DE

3 beds | 2 baths | 1,804 sq.ft.

$499,900

Airbnb cash on cash: 2.67%

Traditional cash on cash: 3.72%

Airbnb Rental Income: $2705

Traditional Rental Income: $2557

Airbnb ROI: 2.67%

Traditional ROI: 3.72%

16558 HOWARD MILLMAN Lane

Milton, DE

4 beds | 4 baths | 2,700 sq.ft.

$459,900

Airbnb cash on cash: 2.17%

Traditional cash on cash: 6.2%

Airbnb Rental Income: $2354

Traditional Rental Income: $3509

Airbnb ROI: 2.17%

Traditional ROI: 6.2%

22557 HARTSCHORN Drive

Milton, DE

3 beds | 2 baths | 2,128 sq.ft.

$494,800

Airbnb cash on cash: 2.89%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $2705

Traditional Rental Income: $2788

Airbnb ROI: 2.89%