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.

Single Family Homes for Sale in Milton, DE

Search for Single Family Residential for Sale in Milton, Delaware. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 22 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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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%
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%
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%
311 CHESTNUT ST Milton, DE PUBLIC OPEN HOUSE CANCELLED 9/29 - PROPERTY UNDER CONTRACTListed on the National Regis...	4 beds \| 2 baths \| N/A	$525,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 4.29% Airbnb Rental Income: $2354 Traditional Rental Income: $2803 Airbnb ROI: 2.19% Traditional ROI: 4.29%
22657 DEEP WOODS RD Milton, DE Discover the perfect blend of sophisticated style and exceptional craftsmanship in this li...	3 beds \| 2 baths \| N/A	$524,900	Airbnb cash on cash: 2.7% Traditional cash on cash: 4.33% Airbnb Rental Income: $2705 Traditional Rental Income: $2866 Airbnb ROI: 2.7% Traditional ROI: 4.33%
24072 HARVEST CIR #78 Milton, DE New phase now open backing to the woods! Lock-in special pricing and incentives today! Bui...	3 beds \| 2 baths \| N/A	$500,990	Airbnb cash on cash: 2.59% Traditional cash on cash: 4.05% Airbnb Rental Income: $2705 Traditional Rental Income: $2746 Airbnb ROI: 2.59% Traditional ROI: 4.05%
24068 HARVEST CIR #79 Milton, DE New phase now open backing to the woods! Lock-in special pricing and incentives today! Bui...	4 beds \| 2 baths \| N/A	$583,587	Airbnb cash on cash: 1.47% Traditional cash on cash: 2.95% Airbnb Rental Income: $2354 Traditional Rental Income: $2577 Airbnb ROI: 1.47% Traditional ROI: 2.95%
24060 HARVEST CIR #81 Milton, DE New phase now open backing to the woods! Lock-in special pricing and incentives today! Bu...	3 beds \| 3 baths \| N/A	$596,530	Airbnb cash on cash: 2.47% Traditional cash on cash: 3.28% Airbnb Rental Income: $2705 Traditional Rental Income: $2520 Airbnb ROI: 2.47% Traditional ROI: 3.28%
28510 BLOSSOM Lane Milton, DE This is a to-be-built home, offering you the opportunity to customize your selections and ...	3 beds \| 2 baths \| 1,781 sq.ft.	$463,900	Airbnb cash on cash: 2.42% Traditional cash on cash: 3.23% Airbnb Rental Income: $2705 Traditional Rental Income: $2417 Airbnb ROI: 2.42% Traditional ROI: 3.23%
209 MARINERS CIR Milton, DE MOVE IN READY! MORNING ROOM & OUTDOOR FIREPLACE! A short walk to down town Milton with the...	3 beds \| 2 baths \| N/A	$399,990	Airbnb cash on cash: 3.82% Traditional cash on cash: 4.97% Airbnb Rental Income: $2705 Traditional Rental Income: $2498 Airbnb ROI: 3.82% Traditional ROI: 4.97%
16402 WINDING RIVER Drive Milton, DE Back on the market due to buyers home sale contingency not being met and no fault of the s...	3 beds \| 2 baths \| 2,346 sq.ft.	$565,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 3.72% Airbnb Rental Income: $2705 Traditional Rental Income: $2795 Airbnb ROI: 2.34% Traditional ROI: 3.72%
16405 DIAMOND FARM Road Milton, DE Welcome to your dream home, an exquisitely crafted, new construction farmhouse where timel...	4 beds \| 5 baths \| 2,950 sq.ft.	$900,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 5.63% Airbnb Rental Income: $2354 Traditional Rental Income: $6120 Airbnb ROI: 0.44% Traditional ROI: 5.63%
18853 RIVERWALK Drive Milton, DE COMFORT MEETS CONVENIENCE. 1,597 square feet of thoughtfully designed space, perfect for r...	3 beds \| 2 baths \| 1,597 sq.ft.	$439,990	Airbnb cash on cash: 3.31% Traditional cash on cash: 4.56% Airbnb Rental Income: $2705 Traditional Rental Income: $2580 Airbnb ROI: 3.31% Traditional ROI: 4.56%
303 VALLEY RD Milton, DE 303 Valley Rd., Milton, Delaware - Coastal Craftsmanship Meets Modern Comfort Nestled in t...	3 beds \| 3 baths \| N/A	$579,500	Airbnb cash on cash: 2.09% Traditional cash on cash: 3.11% Airbnb Rental Income: $2705 Traditional Rental Income: $2616 Airbnb ROI: 2.09% Traditional ROI: 3.11%
28721 SEEDLING Drive Milton, DE Introducing the Ashville, projected to settle in February 2026. This farmhouse-inspired ho...	3 beds \| 2 baths \| 1,781 sq.ft.	$509,990	Airbnb cash on cash: 2.6% Traditional cash on cash: 3.49% Airbnb Rental Income: $2705 Traditional Rental Income: $2485 Airbnb ROI: 2.6% Traditional ROI: 3.49%
30064 W MILL Run Milton, DE Nestled in the serene Overbrook Shores, this charming ranch-style home offers a perfect bl...	3 beds \| 2 baths \| 1,344 sq.ft.	$425,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 4.65% Airbnb Rental Income: $2705 Traditional Rental Income: $2420 Airbnb ROI: 3.76% Traditional ROI: 4.65%
111 PROSPECT ST Milton, DE MOVE IN READY! MORNING ROOM, OUTDOOR FIREPLACE, 2ND FLOOR LOFT, BEDROOM, BATHROOM! A short...	4 beds \| 3 baths \| N/A	$485,640	Airbnb cash on cash: 2.28% Traditional cash on cash: 4.57% Airbnb Rental Income: $2354 Traditional Rental Income: $2813 Airbnb ROI: 2.28% Traditional ROI: 4.57%
101 LANTERN LN Milton, DE MOVE IN READY! BASEMENT HOMESITE! One of the last opportunities to buy brand new at Heri...	3 beds \| 2 baths \| N/A	$468,690	Airbnb cash on cash: 3.01% Traditional cash on cash: 3.92% Airbnb Rental Income: $2705 Traditional Rental Income: $2468 Airbnb ROI: 3.01% Traditional ROI: 3.92%
18893 RIVERWALK Drive Milton, DE This charming home truly has it all - a relaxing screened porch, outdoor shower, retractab...	3 beds \| 2 baths \| 1,736 sq.ft.	$485,000	Airbnb cash on cash: 3.16% Traditional cash on cash: 4.24% Airbnb Rental Income: $2705 Traditional Rental Income: $2556 Airbnb ROI: 3.16% Traditional ROI: 4.24%
15384 CRAPE MYRTLE RD Milton, DE Welcome to this stunning five-bedroom, three-and-a-half-bath home in the sought-after Wood...	5 beds \| 4 baths \| N/A	$649,000	Airbnb cash on cash: 1.24% Traditional cash on cash: 4.68% Airbnb Rental Income: $2124 Traditional Rental Income: $3664 Airbnb ROI: 1.24% Traditional ROI: 4.68%

Your search for investment property begins and ends here

Single Family Homes 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%

27008 WHISTLING DUCK WAY #1

Milton, DE

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

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%

28585 West Meadowview Drive

Milton, DE

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

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%

311 CHESTNUT ST

Milton, DE

4 beds | 2 baths | N/A

$525,000

Airbnb cash on cash: 2.19%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $2354

Traditional Rental Income: $2803

Airbnb ROI: 2.19%

Traditional ROI: 4.29%

22657 DEEP WOODS RD

Milton, DE

3 beds | 2 baths | N/A

$524,900

Airbnb cash on cash: 2.7%

Traditional cash on cash: 4.33%

Airbnb Rental Income: $2705

Traditional Rental Income: $2866

Airbnb ROI: 2.7%

Traditional ROI: 4.33%

24072 HARVEST CIR #78

Milton, DE

3 beds | 2 baths | N/A

$500,990

Airbnb cash on cash: 2.59%

Traditional cash on cash: 4.05%

Airbnb Rental Income: $2705

Traditional Rental Income: $2746

Airbnb ROI: 2.59%