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 34 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%
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%
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.	$500,000	Airbnb cash on cash: 2.85% Traditional cash on cash: 4.4% Airbnb Rental Income: $2705 Traditional Rental Income: $2788 Airbnb ROI: 2.85% Traditional ROI: 4.4%
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	$485,000	Airbnb cash on cash: 2.91% Traditional cash on cash: 4.14% Airbnb Rental Income: $2705 Traditional Rental Income: $2621 Airbnb ROI: 2.91% Traditional ROI: 4.14%
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%
201 MARINERS CIR Milton, DE READY NOW! Clearwater 4 bedroom floor plan! A short walk to down town Milton with the c...	4 beds \| 3 baths \| N/A	$474,990	Airbnb cash on cash: 2.36% Traditional cash on cash: 4.16% Airbnb Rental Income: $2354 Traditional Rental Income: $2570 Airbnb ROI: 2.36% Traditional ROI: 4.16%
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%
22628 GREATER SCAUP CT #30 Milton, DE Build your new home with Award-Winning local builder, Capstone Homes! This Juliet floor pl...	3 beds \| 2 baths \| N/A	$484,990	Airbnb cash on cash: 3.3% Traditional cash on cash: 4.72% Airbnb Rental Income: $2705 Traditional Rental Income: $2712 Airbnb ROI: 3.3% Traditional ROI: 4.72%
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%
24078 HARVEST CIR #77 Milton, DE Build your new home with Award-Winning local builder, Capstone Homes! This Ivy floor plan ...	3 beds \| 2 baths \| N/A	$501,990	Airbnb cash on cash: 2.58% Traditional cash on cash: 3.54% Airbnb Rental Income: $2705 Traditional Rental Income: $2515 Airbnb ROI: 2.58% Traditional ROI: 3.54%
28012 TUNDRA DR #82 Milton, DE Torbay home to be built.	3 beds \| 2 baths \| N/A	$499,990	Airbnb cash on cash: 3.17% Traditional cash on cash: 4.17% Airbnb Rental Income: $2705 Traditional Rental Income: $2532 Airbnb ROI: 3.17% Traditional ROI: 4.17%
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%
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%
105 PROSPECT ST Milton, DE HOME IS COMPLETED! A short walk to down town Milton with the convenience of a brand new h...	3 beds \| 3 baths \| N/A	$429,990	Airbnb cash on cash: 3.46% Traditional cash on cash: 5.08% Airbnb Rental Income: $2705 Traditional Rental Income: $2718 Airbnb ROI: 3.46% Traditional ROI: 5.08%
109 PROSPECT ST Milton, DE HOME IS COMPLETED! A short walk to down town Milton with the convenience of a brand new ho...	3 beds \| 3 baths \| N/A	$479,590	Airbnb cash on cash: 3.14% Traditional cash on cash: 4.73% Airbnb Rental Income: $2705 Traditional Rental Income: $2779 Airbnb ROI: 3.14% Traditional ROI: 4.73%
103 PROSPECT ST Milton, DE MOVE IN READY! A short walk to down town Milton with the convenience of a brand new home,...	3 beds \| 2 baths \| N/A	$434,140	Airbnb cash on cash: 3.44% Traditional cash on cash: 4.41% Airbnb Rental Income: $2705 Traditional Rental Income: $2461 Airbnb ROI: 3.44% Traditional ROI: 4.41%
18877 RIVERWALK DR Milton, DE Assumable Mortgage at Just 2.652%! Welcome to this beautifully upgraded 3-bedroom, 2-...	3 beds \| 2 baths \| N/A	$545,000	Airbnb cash on cash: 2.54% Traditional cash on cash: 3.51% Airbnb Rental Income: $2705 Traditional Rental Income: $2559 Airbnb ROI: 2.54% Traditional ROI: 3.51%
203 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: 3.79% Traditional cash on cash: 4.89% Airbnb Rental Income: $2705 Traditional Rental Income: $2477 Airbnb ROI: 3.79% Traditional ROI: 4.89%
28715 SEEDLING Drive Milton, DE Farmhouse-Inspired Asheville \| Available August 2025 Welcome home to the Asheville, a beau...	3 beds \| 2 baths \| 1,781 sq.ft.	$489,900	Airbnb cash on cash: 2.75% Traditional cash on cash: 3.7% Airbnb Rental Income: $2705 Traditional Rental Income: $2500 Airbnb ROI: 2.75% Traditional ROI: 3.7%
303 VALLEY RD Milton, DE 303 Valley Rd., Milton, Delaware - Coastal Craftsmanship Meets Modern Comfort Nestled in t...	3 beds \| 3 baths \| N/A	$599,500	Airbnb cash on cash: 1.99% Traditional cash on cash: 2.97% Airbnb Rental Income: $2705 Traditional Rental Income: $2616 Airbnb ROI: 1.99% Traditional ROI: 2.97%
26167 VINTAGE CIR Milton, DE Welcome to this beautiful 2-bedroom, 2-bath ranch home where thoughtful design meets every...	2 beds \| 2 baths \| N/A	$379,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 4.47% Airbnb Rental Income: $1788 Traditional Rental Income: $2131 Airbnb ROI: 2.14% Traditional ROI: 4.47%
18161 South White Cedar Court Milton, DE DOES NOT require flood insurance. Welcome to 18161 White Cedar Court, where luxury living ...	4 beds \| 3 baths \| 2,300 sq.ft.	$580,000	Airbnb cash on cash: 1.51% Traditional cash on cash: 3.47% Airbnb Rental Income: $2354 Traditional Rental Income: $2836 Airbnb ROI: 1.51% Traditional ROI: 3.47%
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%
16618 BLUESTONE TER Milton, DE OPEN HOUSE 10/5 CANCELED - PROPERTY UNDER CONTRACT Welcome to 16618 Bluestone Terrace,...	3 beds \| 2 baths \| N/A	$499,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 3.74% Airbnb Rental Income: $2705 Traditional Rental Income: $2431 Airbnb ROI: 2.96% Traditional ROI: 3.74%
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%

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%

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%

22557 HARTSCHORN Drive

Milton, DE

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

$500,000

Airbnb cash on cash: 2.85%

Traditional cash on cash: 4.4%

Airbnb Rental Income: $2705

Traditional Rental Income: $2788

Airbnb ROI: 2.85%

Traditional ROI: 4.4%

29726 VINCENT VILLAGE DR

Milton, DE

3 beds | 2 baths | N/A

$485,000

Airbnb cash on cash: 2.91%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $2705

Traditional Rental Income: $2621

Airbnb ROI: 2.91%

Traditional ROI: 4.14%

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%

201 MARINERS CIR

Milton, DE

4 beds | 3 baths | N/A

$474,990

Airbnb cash on cash: 2.36%

Traditional cash on cash: 4.16%

Airbnb Rental Income: $2354

Traditional Rental Income: $2570

Airbnb ROI: 2.36%