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 St 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: 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%
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%
30200 Whitehall Dr Milton, DE Come check out this stately home in the sought after community of Covington Chase with its...	4 beds \| 3 baths \| 3,450 sq.ft.	$719,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 5.26% Airbnb Rental Income: $2354 Traditional Rental Income: $4424 Airbnb ROI: 1.31% Traditional ROI: 5.26%
113 Oysterman Dr Milton, DE Welcome to 113 Oysterman Drive, gracefully set within the desirable Wagaman's West Shores ...	3 beds \| 2 baths \| 2,079 sq.ft.	$500,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 2.97% Airbnb Rental Income: $2705 Traditional Rental Income: $2190 Airbnb ROI: 2.71% Traditional ROI: 2.97%
330 Bay Ct Milton, DE Discover this beautifully updated interior townhome at 330 Bay Ct, offering a low-maintena...	2 beds \| 1 baths \| 1,200 sq.ft.	$250,000	Airbnb cash on cash: 3.58% Traditional cash on cash: 6.26% Airbnb Rental Income: $1788 Traditional Rental Income: $1971 Airbnb ROI: 3.58% Traditional ROI: 6.26%
404 Union St 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%
10 Florida Ave Milton, DE Welcome to 10 Florida Avenue on Broadkill Beach - your slice of paradise on the serene sho...	3 beds \| 2 baths \| 1,600 sq.ft.	$799,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 1.48% Airbnb Rental Income: $2705 Traditional Rental Income: $2077 Airbnb ROI: 1.47% Traditional ROI: 1.48%
14198 Union Street Ext Milton, DE This charming home is the perfect combination of authentic character & modern chic, proxim...	3 beds \| 1 baths \| 1,035 sq.ft.	$375,000	Airbnb cash on cash: 4.47% Traditional cash on cash: 4.6% Airbnb Rental Income: $2705 Traditional Rental Income: $2111 Airbnb ROI: 4.47% Traditional ROI: 4.6%
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 Dr 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 Dr 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 Dr Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 2 baths \| 1,866 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 Dr Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 2 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 Dr Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 2 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 Dr 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 Dr Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	3 beds \| 2 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 Dr Milton, DE This home is to be built, photos are of a model home. Lightship Cove is located 9 miles ...	4 beds \| 2 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 Dr 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.	$509,900	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 W Meadowview Dr 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 E Meadowview Dr 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%
14300 Morris Avenue Ext Milton, DE Builder Says .... SELL IT! New & Unfinished Being Sold As Is! Great opportunity to purchas...	4 beds \| 2 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%
29388 Otto Dr Milton, DE To be built. The Kingfisher included plan is a 3 bedroom, 2.5 bathroom single family home ...	3 beds \| 2 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 Dr Milton, DE To be built. The Waterford included plan is a 4 bedroom, 3.5 bathroom single family home s...	4 beds \| 3 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 Dr 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 Dr Milton, DE To be built. The Bridgeport included plan is a 4 bedroom, 3.5 bathroom single family home ...	3 beds \| 3 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 Dr 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 Dr 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%
29386 Otto Dr Milton, DE To be built. The Shearwater included plan is a 3 bedroom, 2.5 bathroom single family home ...	3 beds \| 2 baths \| 2,949 sq.ft.	$704,900	Airbnb cash on cash: 1.15% Traditional cash on cash: 2.9% Airbnb Rental Income: $2705 Traditional Rental Income: $3215 Airbnb ROI: 1.15% Traditional ROI: 2.9%
29390 Otto Dr Milton, DE To be built. The Cassidy included plan is a 4 bedroom, 3.5 bathroom single family home sta...	4 beds \| 3 baths \| 2,528 sq.ft.	$664,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 4.41% Airbnb Rental Income: $2354 Traditional Rental Income: $3984 Airbnb ROI: 0.84% Traditional ROI: 4.41%
29380 Otto Dr Milton, DE To be built. The Jameson included plan is a 3 bedroom, 2.5 bathroom single family home sta...	3 beds \| 2 baths \| 2,679 sq.ft.	$684,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 3% Airbnb Rental Income: $2705 Traditional Rental Income: $3198 Airbnb ROI: 1.23% Traditional ROI: 3%
25555 Front St Milton, DE The renovations have just been completed on this cape-style home just east of downtown Mil...	4 beds \| 2 baths \| 1,350 sq.ft.	$375,000	Airbnb cash on cash: 3.7% Traditional cash on cash: 6.64% Airbnb Rental Income: $2354 Traditional Rental Income: $2810 Airbnb ROI: 3.7% Traditional ROI: 6.64%
18526 Cool Spring Rd Milton, DE Welcome to 18526 Cool Spring Road in Milton, DE - a unique, amenity-packed property offeri...	4 beds \| 3 baths \| 2,388 sq.ft.	$479,500	Airbnb cash on cash: 2.56% Traditional cash on cash: 6.17% Airbnb Rental Income: $2354 Traditional Rental Income: $3391 Airbnb ROI: 2.56% Traditional ROI: 6.17%
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%
211 Prospect St Milton, DE Welcome to Heritage Creek in the charming town of Milton. This newly built, 3- bedroom, 2....	3 beds \| 2 baths \| 2,046 sq.ft.	$494,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 4.24% Airbnb Rental Income: $2705 Traditional Rental Income: $2879 Airbnb ROI: 2.48% Traditional ROI: 4.24%

Real Estate investment in Milton, DE

There are 103 properties for sale in the city of Milton . The median list price in Milton is $584,244 and the average price per square foot is $234. In March 2026, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,803.

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

There are 103 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 $2,803.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, DE

129 Union St

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%

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%

30200 Whitehall Dr

Milton, DE

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

$719,000

Airbnb cash on cash: 1.31%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $2354

Traditional Rental Income: $4424

Airbnb ROI: 1.31%

Traditional ROI: 5.26%

113 Oysterman Dr

Milton, DE

3 beds | 2 baths | 2,079 sq.ft.

$500,000

Airbnb cash on cash: 2.71%

Traditional cash on cash: 2.97%

Airbnb Rental Income: $2705

Traditional Rental Income: $2190

Airbnb ROI: 2.71%

Traditional ROI: 2.97%

330 Bay Ct

Milton, DE

2 beds | 1 baths | 1,200 sq.ft.

$250,000

Airbnb cash on cash: 3.58%

Traditional cash on cash: 6.26%

Airbnb Rental Income: $1788

Traditional Rental Income: $1971

Airbnb ROI: 3.58%

Traditional ROI: 6.26%

404 Union St

Milton, DE

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%

10 Florida Ave

Milton, DE

3 beds | 2 baths | 1,600 sq.ft.

$799,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 1.48%

Airbnb Rental Income: $2705

Traditional Rental Income: $2077

Airbnb ROI: 1.47%