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 Rare opportunity to acquire a Victorian-era mixed-use property in the heart of Downtown Mi...	4 beds \| 2 baths \| 2,200 sq.ft.	$450,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 4.88% Airbnb Rental Income: $1881 Traditional Rental Income: $2810 Airbnb ROI: 1.48% Traditional ROI: 4.88%
201 FEDERAL Street Milton, DE Rare piece of history, Dr. John Hopkins House, Old world grandeur with small town charm! S...	4 beds \| 4 baths \| 2,649 sq.ft.	$685,000	Airbnb cash on cash: 0.82% Traditional cash on cash: 6.49% Airbnb Rental Income: $1881 Traditional Rental Income: $5004 Airbnb ROI: 0.82% Traditional ROI: 6.49%
209 N LAKE Drive Milton, DE Opportunity knocks in Milton! Situated on a private, wooded lot at 209 N Lake Dr, this 3-b...	3 beds \| 2 baths \| 1,296 sq.ft.	$209,900	Airbnb cash on cash: 4.57% Traditional cash on cash: 9.23% Airbnb Rental Income: $1723 Traditional Rental Income: $2175 Airbnb ROI: 4.57% Traditional ROI: 9.23%
104 CREEK Drive Milton, DE Welcome to this beautifully transformed property-where the average monthly electric bill i...	3 beds \| 2 baths \| 1,958 sq.ft.	$548,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.97% Airbnb Rental Income: $1723 Traditional Rental Income: $2734 Airbnb ROI: 1.07% Traditional ROI: 3.97%
8 VIRGINIA Avenue Milton, DE Nestled in the charming community of Broadkill Beach, this delightful coastal home offers ...	3 beds \| 4 baths \| 2,010 sq.ft.	$950,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 3.42% Airbnb Rental Income: $1723 Traditional Rental Income: $4054 Airbnb ROI: 0.25% Traditional ROI: 3.42%
25016 TANNIN CIR Milton, DE Located in the sought-after amenity-rich community of The Vines of Sandhill in the desirab...	4 beds \| 3 baths \| N/A	$579,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.42% Airbnb Rental Income: $1881 Traditional Rental Income: $3153 Airbnb ROI: 1.13% Traditional ROI: 4.42%
30200 WHITEHALL Drive Milton, DE MOTIVATED SELLER ! Come check out this stately home in the sought after community of Covin...	4 beds \| 4 baths \| 3,450 sq.ft.	$709,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 5.35% Airbnb Rental Income: $1881 Traditional Rental Income: $4424 Airbnb ROI: 0.74% Traditional ROI: 5.35%
113 OYSTERMAN DR Milton, DE Welcome to 113 Oysterman Drive, gracefully set within the desirable Wagaman's West Shores ...	3 beds \| 2 baths \| N/A	$495,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 3.12% Airbnb Rental Income: $1723 Traditional Rental Income: $2190 Airbnb ROI: 1.09% Traditional ROI: 3.12%
301 ADELAIDE DR Milton, DE Open House 3/21 CANCELEDWelcome to the charming neighborhood of Cannery Village, known...	4 beds \| 4 baths \| N/A	$569,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 6.14% Airbnb Rental Income: $1881 Traditional Rental Income: $4022 Airbnb ROI: 1.17% Traditional ROI: 6.14%
1103 CANNING HOUSE Row Milton, DE Nestled in the charming Cannery Village, this beautifully maintained 2-bedroom, 2-bath end...	2 beds \| 2 baths \| 1,256 sq.ft.	$319,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 4.33% Airbnb Rental Income: $1218 Traditional Rental Income: $2135 Airbnb ROI: -0.03% Traditional ROI: 4.33%
27044 WHISTLING DUCK WAY Milton, DE Introducing 27044 Whistling Duck Way in the desirable community of Estates at Milton Cross...	5 beds \| N/A baths \| N/A	$739,900	Airbnb cash on cash: 0.87% Traditional cash on cash: 2.05% Airbnb Rental Income: $2049 Traditional Rental Income: $2333 Airbnb ROI: 0.87% Traditional ROI: 2.05%
10 FLORIDA Avenue Milton, DE Welcome to 10 Florida Avenue on Broadkill Beach - your slice of paradise on the serene sho...	3 beds \| 3 baths \| 1,600 sq.ft.	$799,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 1.48% Airbnb Rental Income: $1723 Traditional Rental Income: $2077 Airbnb ROI: 0.37% Traditional ROI: 1.48%
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.	$1,499,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 1.68% Airbnb Rental Income: $1881 Traditional Rental Income: $3965 Airbnb ROI: -0.18% Traditional ROI: 1.68%
1910 N BAY SHORE Drive Milton, DE Welcome to a world of unparalleled waterfront, global luxury living on the serene shores o...	3 beds \| 3 baths \| 3,620 sq.ft.	$1,950,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.31% Airbnb Rental Income: $1723 Traditional Rental Income: $2735 Airbnb ROI: -0.51% Traditional ROI: 0.31%
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: -0.54% Traditional cash on cash: 0.13% Airbnb Rental Income: $1881 Traditional Rental Income: $2942 Airbnb ROI: -0.54% Traditional ROI: 0.13%
19848 LIGHTSHIP COVE Drive Milton, DE The Camden to be built home at Lightship Cove is a ranch-style floor plan starting with 2 ...	2 beds \| 2 baths \| 1,411 sq.ft.	$509,900	Airbnb cash on cash: 0.12% Traditional cash on cash: 5.51% Airbnb Rental Income: $1218 Traditional Rental Income: $3396 Airbnb ROI: 0.12% Traditional ROI: 5.51%
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: 3.43% Traditional cash on cash: 11.27% Airbnb Rental Income: $1218 Traditional Rental Income: $2060 Airbnb ROI: 3.43% 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: 2.51% Traditional cash on cash: 7.24% Airbnb Rental Income: $1218 Traditional Rental Income: $1675 Airbnb ROI: 2.51% Traditional ROI: 7.24%
29144 FINCH Lane Milton, DE Custom-built and beautifully appointed, this home in the desirable Pintail Pointe communit...	4 beds \| 3 baths \| 2,350 sq.ft.	$599,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.93% Airbnb Rental Income: $1881 Traditional Rental Income: $3061 Airbnb ROI: 0.93% Traditional ROI: 3.93%
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: 0.02% Traditional cash on cash: 3.21% Airbnb Rental Income: $1723 Traditional Rental Income: $3198 Airbnb ROI: 0.02% 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: -0.01% Traditional cash on cash: 4.32% Airbnb Rental Income: $1881 Traditional Rental Income: $4419 Airbnb ROI: -0.01% 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: 0.12% Traditional cash on cash: 2.82% Airbnb Rental Income: $1723 Traditional Rental Income: $2799 Airbnb ROI: 0.12% 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: 0.38% Traditional cash on cash: 4.51% Airbnb Rental Income: $1723 Traditional Rental Income: $4115 Airbnb ROI: 0.38% 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: 0.75% Traditional cash on cash: 3.45% Airbnb Rental Income: $1723 Traditional Rental Income: $2723 Airbnb ROI: 0.75% Traditional ROI: 3.45%
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: 0.04% Traditional cash on cash: 2.79% Airbnb Rental Income: $1723 Traditional Rental Income: $2902 Airbnb ROI: 0.04% 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: -0.1% Traditional cash on cash: 2.9% Airbnb Rental Income: $1723 Traditional Rental Income: $3215 Airbnb ROI: -0.1% 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: 0.21% Traditional cash on cash: 4.41% Airbnb Rental Income: $1881 Traditional Rental Income: $3984 Airbnb ROI: 0.21% 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: -0.05% Traditional cash on cash: 3% Airbnb Rental Income: $1723 Traditional Rental Income: $3198 Airbnb ROI: -0.05% Traditional ROI: 3%
14386 WORKMAN CIR Milton, DE Like-new construction (2024) in desirable Harper's Glen, Milton DE, offering modern design...	4 beds \| 5 baths \| N/A	$749,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 7.61% Airbnb Rental Income: $1881 Traditional Rental Income: $6206 Airbnb ROI: 0.69% Traditional ROI: 7.61%
18526 COOL SPRING Road Milton, DE Welcome to 18526 Cool Spring Road in Milton, DE-a rare opportunity to own a versatile, ame...	4 beds \| 3 baths \| 2,388 sq.ft.	$465,000	Airbnb cash on cash: 1.76% Traditional cash on cash: 6.39% Airbnb Rental Income: $1881 Traditional Rental Income: $3391 Airbnb ROI: 1.76% Traditional ROI: 6.39%
200 W SHORE DR Milton, DE Tucked away at the quiet rear of Wagamons West Shores, 200 W Shore Drive offers a rare opp...	3 beds \| 2 baths \| N/A	$649,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.65% Airbnb Rental Income: $1723 Traditional Rental Income: $2976 Airbnb ROI: 0.8% Traditional ROI: 3.65%
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: 1.39% Traditional cash on cash: 4.29% Airbnb Rental Income: $1881 Traditional Rental Income: $2803 Airbnb ROI: 1.39% Traditional ROI: 4.29%
211 PROSPECT Street Milton, DE Welcome to Heritage Creek in the charming town of Milton. This newly built, 3- bedroom, 2....	3 beds \| 3 baths \| 2,046 sq.ft.	$494,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 4.24% Airbnb Rental Income: $1723 Traditional Rental Income: $2879 Airbnb ROI: 0.71% Traditional ROI: 4.24%
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: 1% Traditional cash on cash: 3.28% Airbnb Rental Income: $1723 Traditional Rental Income: $2520 Airbnb ROI: 1% Traditional ROI: 3.28%
18326 WHITE CEDAR Court Milton, DE Why Wait to Build? Your Dream Home is Ready! Welcome to this stunning 3-bedroom, 2-bath ho...	3 beds \| 2 baths \| 1,905 sq.ft.	$519,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.65% Airbnb Rental Income: $1723 Traditional Rental Income: $2648 Airbnb ROI: 0.77% Traditional ROI: 3.65%
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.	$499,990	Airbnb cash on cash: 0.39% Traditional cash on cash: 2.89% Airbnb Rental Income: $1723 Traditional Rental Income: $2417 Airbnb ROI: 0.39% Traditional ROI: 2.89%
26854 BROADKILL Road Milton, DE Spring and summer are just around the corner, and this stunning fully brick rancher is rea...	3 beds \| 3 baths \| 2,040 sq.ft.	$589,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 3.67% Airbnb Rental Income: $1723 Traditional Rental Income: $2746 Airbnb ROI: 0.95% Traditional ROI: 3.67%
302 ATLANTIC Street Milton, DE YOUR New Home is almost complete! Projected completion is April 20th. Seller is offering C...	4 beds \| 3 baths \| 2,269 sq.ft.	$649,500	Airbnb cash on cash: 1.11% Traditional cash on cash: 3.7% Airbnb Rental Income: $1881 Traditional Rental Income: $2948 Airbnb ROI: 1.11% Traditional ROI: 3.7%
26770 DEEP BRANCH Road Milton, DE COASTAL COUNTRY LIVING - A RARE OPPORTUNITY EAST OF ROUTE 1...Discover this property that ...	4 beds \| 3 baths \| 3,030 sq.ft.	$647,500	Airbnb cash on cash: 0.93% Traditional cash on cash: 3.8% Airbnb Rental Income: $1881 Traditional Rental Income: $3115 Airbnb ROI: 0.93% Traditional ROI: 3.8%

Real Estate investment in Milton, DE

There are 113 properties for sale in the city of Milton . The median list price in Milton is $624,900 and the average price per square foot is $239. In April 2026, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,902.

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

There are 113 investment properties available for sale in Milton.

In 2026, 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 $2,902.

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: 1.48%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $1881

Traditional Rental Income: $2810

Airbnb ROI: 1.48%

Traditional ROI: 4.88%

201 FEDERAL Street

Milton, DE

4 beds | 4 baths | 2,649 sq.ft.

$685,000

Airbnb cash on cash: 0.82%

Traditional cash on cash: 6.49%

Airbnb Rental Income: $1881

Traditional Rental Income: $5004

Airbnb ROI: 0.82%

Traditional ROI: 6.49%

209 N LAKE Drive

Milton, DE

3 beds | 2 baths | 1,296 sq.ft.

$209,900

Airbnb cash on cash: 4.57%

Traditional cash on cash: 9.23%

Airbnb Rental Income: $1723

Traditional Rental Income: $2175

Airbnb ROI: 4.57%

Traditional ROI: 9.23%

104 CREEK Drive

Milton, DE

3 beds | 2 baths | 1,958 sq.ft.

$548,000

Airbnb cash on cash: 1.07%

Traditional cash on cash: 3.97%

Airbnb Rental Income: $1723

Traditional Rental Income: $2734

Airbnb ROI: 1.07%

Traditional ROI: 3.97%

8 VIRGINIA Avenue

Milton, DE

3 beds | 4 baths | 2,010 sq.ft.

$950,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 3.42%

Airbnb Rental Income: $1723

Traditional Rental Income: $4054

Airbnb ROI: 0.25%

Traditional ROI: 3.42%

25016 TANNIN CIR

Milton, DE

4 beds | 3 baths | N/A

$579,000

Airbnb cash on cash: 1.13%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $1881

Traditional Rental Income: $3153

Airbnb ROI: 1.13%

Traditional ROI: 4.42%

30200 WHITEHALL Drive

Milton, DE

4 beds | 4 baths | 3,450 sq.ft.

$709,000

Airbnb cash on cash: 0.74%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $1881

Traditional Rental Income: $4424

Airbnb ROI: 0.74%

Traditional ROI: 5.35%

113 OYSTERMAN DR

Milton, DE

3 beds | 2 baths | N/A

$495,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 3.12%

Airbnb Rental Income: $1723

Traditional Rental Income: $2190

Airbnb ROI: 1.09%