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: 3.49% Traditional cash on cash: 4.88% Airbnb Rental Income: $2897 Traditional Rental Income: $2810 Airbnb ROI: 3.49% 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: 2.15% Traditional cash on cash: 6.49% Airbnb Rental Income: $2897 Traditional Rental Income: $5004 Airbnb ROI: 2.15% Traditional ROI: 6.49%
22685 HUFF Road Milton, DE Welcome to 22685 Huff Rd - a well-maintained Cape Cod-style home offering space, privacy, ...	3 beds \| 3 baths \| 2,900 sq.ft.	$625,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.52% Airbnb Rental Income: $2094 Traditional Rental Income: $3402 Airbnb ROI: 1.35% Traditional ROI: 4.52%
16433 ABRAHAM POTTER RUN #505 Milton, DE This beautifully well-maintained 2-bedroom, 2-bathroom condo has recently undergone update...	2 beds \| 2 baths \| 1,466 sq.ft.	$349,500	Airbnb cash on cash: 1.3% Traditional cash on cash: 5.27% Airbnb Rental Income: $1499 Traditional Rental Income: $2364 Airbnb ROI: 1.3% Traditional ROI: 5.27%
8 VIRGINIA Avenue Milton, DE Live Where You Vacation - With Incredible Income Potential! Rare opportunity to offset you...	3 beds \| 4 baths \| 2,150 sq.ft.	$925,000	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.54% Airbnb Rental Income: $2094 Traditional Rental Income: $4054 Airbnb ROI: 0.64% Traditional ROI: 3.54%
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: 2.7% Traditional cash on cash: 4.42% Airbnb Rental Income: $2897 Traditional Rental Income: $3153 Airbnb ROI: 2.7% Traditional ROI: 4.42%
16299 JOHN ROWLAND Trail #1506 Milton, DE Welcome to coastal living in the sought-after community of Paynter's Mill in Milton! Just ...	2 beds \| 2 baths \| 1,227 sq.ft.	$350,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 5.56% Airbnb Rental Income: $1499 Traditional Rental Income: $2420 Airbnb ROI: 1.42% Traditional ROI: 5.56%
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: 2.02% Traditional cash on cash: 5.35% Airbnb Rental Income: $2897 Traditional Rental Income: $4424 Airbnb ROI: 2.02% Traditional ROI: 5.35%
14140 UNION STREET EXT Milton, DE Steeped in character and timeless charm, this inviting 1940s home offers a warm blend of h...	3 beds \| 2 baths \| N/A	$360,000	Airbnb cash on cash: 3.2% Traditional cash on cash: 6.16% Airbnb Rental Income: $2094 Traditional Rental Income: $2558 Airbnb ROI: 3.2% Traditional ROI: 6.16%
113 OYSTERMAN DR Milton, DE BACK ON THE MARKET AT NO FAULT OF THE SELLER'S!!! Main Living Area, second bedroom and hal...	3 beds \| 2 baths \| N/A	$490,000	Airbnb cash on cash: 1.78% Traditional cash on cash: 3.17% Airbnb Rental Income: $2094 Traditional Rental Income: $2190 Airbnb ROI: 1.78% Traditional ROI: 3.17%
332 BAY Court Milton, DE Welcome to life at Shipbuilders Village-where comfort, convenience, and coastal charm come...	2 beds \| 2 baths \| 1,247 sq.ft.	$250,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 7.17% Airbnb Rental Income: $1499 Traditional Rental Income: $2091 Airbnb ROI: 2.81% Traditional ROI: 7.17%
210 HERITAGE BLVD Milton, DE Beautiful coastal style garden townhome, impeccably maintained and located within the soug...	3 beds \| 3 baths \| N/A	$475,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 4.01% Airbnb Rental Income: $2094 Traditional Rental Income: $2501 Airbnb ROI: 1.89% Traditional ROI: 4.01%
301 ADELAIDE DR Milton, DE Welcome to the charming neighborhood of Cannery Village, known for its picturesque colonia...	4 beds \| 4 baths \| N/A	$569,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 6.14% Airbnb Rental Income: $2897 Traditional Rental Income: $4022 Airbnb ROI: 2.76% 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: 0.75% Traditional cash on cash: 4.33% Airbnb Rental Income: $1499 Traditional Rental Income: $2135 Airbnb ROI: 0.75% Traditional ROI: 4.33%
27044 WHISTLING DUCK WAY Milton, DE Introducing 27044 Whistling Duck Way in the desirable community of Estates at Milton Cross...	4 beds \| 3 baths \| N/A	$699,999	Airbnb cash on cash: 2.06% Traditional cash on cash: 2.23% Airbnb Rental Income: $2897 Traditional Rental Income: $2333 Airbnb ROI: 2.06% Traditional ROI: 2.23%
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.	$724,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 1.73% Airbnb Rental Income: $2094 Traditional Rental Income: $2077 Airbnb ROI: 0.96% Traditional ROI: 1.73%
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.	$1,475,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 1.72% Airbnb Rental Income: $2897 Traditional Rental Income: $3965 Airbnb ROI: 0.45% Traditional ROI: 1.72%
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: -0.34% Traditional cash on cash: 0.31% Airbnb Rental Income: $2094 Traditional Rental Income: $2735 Airbnb ROI: -0.34% 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: -0.18% Traditional cash on cash: 0.13% Airbnb Rental Income: $2897 Traditional Rental Income: $2942 Airbnb ROI: -0.18% 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: 0.61% Traditional cash on cash: 5.51% Airbnb Rental Income: $1499 Traditional Rental Income: $3396 Airbnb ROI: 0.61% 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: 4.92% Traditional cash on cash: 11.27% Airbnb Rental Income: $1499 Traditional Rental Income: $2060 Airbnb ROI: 4.92% 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: 3.81% Traditional cash on cash: 7.24% Airbnb Rental Income: $1499 Traditional Rental Income: $1675 Airbnb ROI: 3.81% 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: 2.44% Traditional cash on cash: 3.93% Airbnb Rental Income: $2897 Traditional Rental Income: $3061 Airbnb ROI: 2.44% 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: 0.52% Traditional cash on cash: 3.21% Airbnb Rental Income: $2094 Traditional Rental Income: $3198 Airbnb ROI: 0.52% 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: 1.2% Traditional cash on cash: 4.32% Airbnb Rental Income: $2897 Traditional Rental Income: $4419 Airbnb ROI: 1.2% 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: 0.66% Traditional cash on cash: 2.82% Airbnb Rental Income: $2094 Traditional Rental Income: $2799 Airbnb ROI: 0.66% 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: 0.82% Traditional cash on cash: 4.51% Airbnb Rental Income: $2094 Traditional Rental Income: $4115 Airbnb ROI: 0.82% Traditional ROI: 4.51%
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: 1.32% Traditional cash on cash: 3.45% Airbnb Rental Income: $2094 Traditional Rental Income: $2723 Airbnb ROI: 1.32% 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: 1.31% Traditional cash on cash: 3.14% Airbnb Rental Income: $2897 Traditional Rental Income: $3459 Airbnb ROI: 1.31% 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: 0.56% Traditional cash on cash: 2.79% Airbnb Rental Income: $2094 Traditional Rental Income: $2902 Airbnb ROI: 0.56% 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: 0.38% Traditional cash on cash: 2.9% Airbnb Rental Income: $2094 Traditional Rental Income: $3215 Airbnb ROI: 0.38% 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: 1.57% Traditional cash on cash: 4.41% Airbnb Rental Income: $2897 Traditional Rental Income: $3984 Airbnb ROI: 1.57% 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: 0.43% Traditional cash on cash: 3% Airbnb Rental Income: $2094 Traditional Rental Income: $3198 Airbnb ROI: 0.43% Traditional ROI: 3%
18354 HUDSON Road Milton, DE Welcome to 18364 Hudson Rd in beautiful Milton - a picture-perfect property that feels lik...	3 beds \| 2 baths \| 1,568 sq.ft.	$438,000	Airbnb cash on cash: 2.4% Traditional cash on cash: 5.47% Airbnb Rental Income: $2094 Traditional Rental Income: $2815 Airbnb ROI: 2.4% Traditional ROI: 5.47%
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	$739,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 7.72% Airbnb Rental Income: $2897 Traditional Rental Income: $6206 Airbnb ROI: 1.94% Traditional ROI: 7.72%
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.	$450,000	Airbnb cash on cash: 3.86% Traditional cash on cash: 6.63% Airbnb Rental Income: $2897 Traditional Rental Income: $3391 Airbnb ROI: 3.86% Traditional ROI: 6.63%
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: 1.31% Traditional cash on cash: 3.65% Airbnb Rental Income: $2094 Traditional Rental Income: $2976 Airbnb ROI: 1.31% 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: 3.12% Traditional cash on cash: 4.29% Airbnb Rental Income: $2897 Traditional Rental Income: $2803 Airbnb ROI: 3.12% Traditional ROI: 4.29%
2501 S BAY SHORE Drive Milton, DE COASTAL LUXURY with Unobstructed Views, Beach Access & Proven Rental Income in Broadkill B...	4 beds \| 5 baths \| 2,600 sq.ft.	$1,725,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 2.33% Airbnb Rental Income: $2897 Traditional Rental Income: $5636 Airbnb ROI: 0.2% Traditional ROI: 2.33%
28510 BLOSSOM Lane Milton, DE Enjoy our limited-time May incentive-receive a free screened porch and fireplace when you ...	3 beds \| 2 baths \| 1,781 sq.ft.	$499,990	Airbnb cash on cash: 1.05% Traditional cash on cash: 2.89% Airbnb Rental Income: $2094 Traditional Rental Income: $2417 Airbnb ROI: 1.05% Traditional ROI: 2.89%

Real Estate investment in Milton, DE

There are 133 properties for sale in the city of Milton . The median list price in Milton is $608,900 and the average price per square foot is $259. In June 2026, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,922.

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

There are 133 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 $2,922.

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: 3.49%

Traditional cash on cash: 4.88%

Airbnb Rental Income: $2897

Traditional Rental Income: $2810

Airbnb ROI: 3.49%

Traditional ROI: 4.88%

201 FEDERAL Street

Milton, DE

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

$685,000

Airbnb cash on cash: 2.15%

Traditional cash on cash: 6.49%

Airbnb Rental Income: $2897

Traditional Rental Income: $5004

Airbnb ROI: 2.15%

Traditional ROI: 6.49%

22685 HUFF Road

Milton, DE

3 beds | 3 baths | 2,900 sq.ft.

$625,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 4.52%

Airbnb Rental Income: $2094

Traditional Rental Income: $3402

Airbnb ROI: 1.35%

Traditional ROI: 4.52%

16433 ABRAHAM POTTER RUN #505

Milton, DE

2 beds | 2 baths | 1,466 sq.ft.

$349,500

Airbnb cash on cash: 1.3%

Traditional cash on cash: 5.27%

Airbnb Rental Income: $1499

Traditional Rental Income: $2364

Airbnb ROI: 1.3%

Traditional ROI: 5.27%

8 VIRGINIA Avenue

Milton, DE

3 beds | 4 baths | 2,150 sq.ft.

$925,000

Airbnb cash on cash: 0.64%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2094

Traditional Rental Income: $4054

Airbnb ROI: 0.64%

Traditional ROI: 3.54%

25016 TANNIN CIR

Milton, DE

4 beds | 3 baths | N/A

$579,000

Airbnb cash on cash: 2.7%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $2897

Traditional Rental Income: $3153

Airbnb ROI: 2.7%

Traditional ROI: 4.42%

16299 JOHN ROWLAND Trail #1506

Milton, DE

2 beds | 2 baths | 1,227 sq.ft.

$350,000

Airbnb cash on cash: 1.42%

Traditional cash on cash: 5.56%

Airbnb Rental Income: $1499

Traditional Rental Income: $2420

Airbnb ROI: 1.42%

Traditional ROI: 5.56%

30200 WHITEHALL Drive

Milton, DE

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

$709,000

Airbnb cash on cash: 2.02%

Traditional cash on cash: 5.35%

Airbnb Rental Income: $2897

Traditional Rental Income: $4424

Airbnb ROI: 2.02%