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
124 BROAD Street Milton, DE INVESTOR ALERT!! SOLD Fully furnished and turnkey with minor exclusions! Whether you are l...	3 beds \| 3 baths \| 2,000 sq.ft.	$520,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 4% Airbnb Rental Income: $2148 Traditional Rental Income: $2640 Airbnb ROI: 1.86% Traditional ROI: 4%
129 Union Street Milton, DE Multi-Family or Mixed-Use Opportunity! Rare opportunity to acquire a Victorian-era mixed-u...	4 beds \| 2 baths \| 2,200 sq.ft.	$375,000	Airbnb cash on cash: 4.32% Traditional cash on cash: 6.15% Airbnb Rental Income: $2826 Traditional Rental Income: $2810 Airbnb ROI: 4.32% Traditional ROI: 6.15%
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.	$649,000	Airbnb cash on cash: 2.22% Traditional cash on cash: 6.91% Airbnb Rental Income: $2826 Traditional Rental Income: $5004 Airbnb ROI: 2.22% Traditional ROI: 6.91%
130 OYSTERMAN Drive Milton, DE Discover this beautifully maintained, bright, and cheery three-bedroom, two-bath home loca...	3 beds \| 2 baths \| 2,017 sq.ft.	$549,900	Airbnb cash on cash: 1.44% Traditional cash on cash: 3.43% Airbnb Rental Income: $2148 Traditional Rental Income: $2623 Airbnb ROI: 1.44% Traditional ROI: 3.43%
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.	$589,900	Airbnb cash on cash: 1.58% Traditional cash on cash: 4.84% Airbnb Rental Income: $2148 Traditional Rental Income: $3402 Airbnb ROI: 1.58% Traditional ROI: 4.84%
106 FALLS RD Milton, DE OPEN HOUSE RESCHEDULED to 10/10/26. Enjoy the ease of one-level living in this charming ra...	3 beds \| 2 baths \| N/A	$425,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 4.06% Airbnb Rental Income: $2148 Traditional Rental Income: $2183 Airbnb ROI: 2.6% Traditional ROI: 4.06%
8 VIRGINIA Avenue Milton, DE Live Where You Vacation - With Incredible Income Potential! SPECIAL YEAR-END BUYER INCENTI...	3 beds \| 4 baths \| 2,150 sq.ft.	$925,000	Airbnb cash on cash: 0.69% Traditional cash on cash: 3.54% Airbnb Rental Income: $2148 Traditional Rental Income: $4054 Airbnb ROI: 0.69% Traditional ROI: 3.54%
414 PINE ST Milton, DE Welcome to 414 Pine Street, a charming Cape Cod nestled in the heart of Milton on a spacio...	3 beds \| 2 baths \| N/A	$339,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 5.76% Airbnb Rental Income: $2148 Traditional Rental Income: $2323 Airbnb ROI: 3.5% Traditional ROI: 5.76%
26775 ROUND POLE BRIDGE Road Milton, DE Enjoy your brand new kitchen in this sweet 3 bedroom, 2 bath renovated farmhouse including...	3 beds \| 2 baths \| 1,200 sq.ft.	$370,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 5.31% Airbnb Rental Income: $2148 Traditional Rental Income: $2328 Airbnb ROI: 3.21% Traditional ROI: 5.31%
16359 ABRAHAM POTTER Run #205 Milton, DE Turnkey Coastal Haven in Paynters Mill! This Home is all its Fully Furnished with an Updat...	2 beds \| 2 baths \| 1,424 sq.ft.	$329,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 6.28% Airbnb Rental Income: $2133 Traditional Rental Income: $2515 Airbnb ROI: 3.28% Traditional ROI: 6.28%
16234 JOHN ROWLAND Trail Milton, DE FIRST FLOOR LIVING & FULLY FURNISHED! Close to Lewes Beach, Rehoboth Beach and Broadkill B...	4 beds \| 3 baths \| 3,034 sq.ft.	$625,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 3.75% Airbnb Rental Income: $2826 Traditional Rental Income: $3194 Airbnb ROI: 1.99% Traditional ROI: 3.75%
29122 FINCH LN Milton, DE Welcome to 29122 Finch Lane, a beautifully maintained three-bedroom, two-bath ranch home n...	3 beds \| 2 baths \| N/A	$485,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 3.44% Airbnb Rental Income: $2148 Traditional Rental Income: $2308 Airbnb ROI: 1.88% Traditional ROI: 3.44%
27025 WHISTLING DUCK WAY Milton, DE Welcome to this impeccably maintained home nestled on a private half-acre lot surrounded b...	3 beds \| 3 baths \| N/A	$615,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 2.73% Airbnb Rental Income: $2148 Traditional Rental Income: $2432 Airbnb ROI: 1.28% Traditional ROI: 2.73%
19060 TIMBERCREEK Drive #45 Milton, DE *Enjoy easy, low-maintenance living with the space and features you've been looking for!...	3 beds \| 3 baths \| 1,994 sq.ft.	$394,900	Airbnb cash on cash: 2.82% Traditional cash on cash: 5.46% Airbnb Rental Income: $2148 Traditional Rental Income: $2580 Airbnb ROI: 2.82% Traditional ROI: 5.46%
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.	$1,295,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 2.06% Airbnb Rental Income: $2826 Traditional Rental Income: $3965 Airbnb ROI: 0.56% Traditional ROI: 2.06%
13 CALIFORNIA Avenue Milton, DE Broadkill Beach With Elevator . Built as a primary residence in 2005, this home boasts com...	2 beds \| 3 baths \| 2,100 sq.ft.	$799,500	Airbnb cash on cash: 0.84% Traditional cash on cash: 2.64% Airbnb Rental Income: $2133 Traditional Rental Income: $2925 Airbnb ROI: 0.84% Traditional ROI: 2.64%
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: -0.32% Traditional cash on cash: 0.31% Airbnb Rental Income: $2148 Traditional Rental Income: $2735 Airbnb ROI: -0.32% Traditional ROI: 0.31%
30104 STOCKLEY Milton, DE INVESTOR ALERT Don't miss your opportunity to own over 36 acres of countryside land, in on...	4 beds \| 4 baths \| N/A	$2,500,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 0.13% Airbnb Rental Income: $2826 Traditional Rental Income: $2942 Airbnb ROI: -0.2% 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: 1.72% Traditional cash on cash: 5.51% Airbnb Rental Income: $2133 Traditional Rental Income: $3396 Airbnb ROI: 1.72% Traditional ROI: 5.51%
224 SUNDANCE Lane Milton, DE Your serene Intown, OldTown, neoclassical, coastal, countryside lifestyle awaits you. Comp...	4 beds \| 4 baths \| 3,106 sq.ft.	$550,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 3.56% Airbnb Rental Income: $2826 Traditional Rental Income: $2871 Airbnb ROI: 2.19% Traditional ROI: 3.56%
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: 8.27% Traditional cash on cash: 11.27% Airbnb Rental Income: $2133 Traditional Rental Income: $2060 Airbnb ROI: 8.27% 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: 6.75% Traditional cash on cash: 7.24% Airbnb Rental Income: $2133 Traditional Rental Income: $1675 Airbnb ROI: 6.75% Traditional ROI: 7.24%
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: 0.6% Traditional cash on cash: 3.21% Airbnb Rental Income: $2148 Traditional Rental Income: $3198 Airbnb ROI: 0.6% 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: 1.11% Traditional cash on cash: 4.32% Airbnb Rental Income: $2826 Traditional Rental Income: $4419 Airbnb ROI: 1.11% 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: 0.74% Traditional cash on cash: 2.82% Airbnb Rental Income: $2148 Traditional Rental Income: $2799 Airbnb ROI: 0.74% 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: 0.89% Traditional cash on cash: 4.51% Airbnb Rental Income: $2148 Traditional Rental Income: $4115 Airbnb ROI: 0.89% 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: 1.4% Traditional cash on cash: 3.45% Airbnb Rental Income: $2148 Traditional Rental Income: $2723 Airbnb ROI: 1.4% 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: 1.23% Traditional cash on cash: 3.14% Airbnb Rental Income: $2826 Traditional Rental Income: $3459 Airbnb ROI: 1.23% 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: 0.63% Traditional cash on cash: 2.79% Airbnb Rental Income: $2148 Traditional Rental Income: $2902 Airbnb ROI: 0.63% 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: 0.44% Traditional cash on cash: 2.9% Airbnb Rental Income: $2148 Traditional Rental Income: $3215 Airbnb ROI: 0.44% 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: 1.47% Traditional cash on cash: 4.41% Airbnb Rental Income: $2826 Traditional Rental Income: $3984 Airbnb ROI: 1.47% 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: 0.5% Traditional cash on cash: 3% Airbnb Rental Income: $2148 Traditional Rental Income: $3198 Airbnb ROI: 0.5% Traditional ROI: 3%
16269 JOHN ROWLAND Trail Milton, DE EXCEPTIONAL VALUE - MOTIVATED SELLER! Meticulously maintained and thoughtfully upgraded, t...	4 beds \| 3 baths \| 2,782 sq.ft.	$549,900	Airbnb cash on cash: 2.37% Traditional cash on cash: 4.81% Airbnb Rental Income: $2826 Traditional Rental Income: $3420 Airbnb ROI: 2.37% Traditional ROI: 4.81%
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% Traditional cash on cash: 4.29% Airbnb Rental Income: $2826 Traditional Rental Income: $2803 Airbnb ROI: 3% 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: 0.17% Traditional cash on cash: 2.33% Airbnb Rental Income: $2826 Traditional Rental Income: $5636 Airbnb ROI: 0.17% Traditional ROI: 2.33%
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.	$453,990	Airbnb cash on cash: 1.41% Traditional cash on cash: 3.33% Airbnb Rental Income: $2148 Traditional Rental Income: $2417 Airbnb ROI: 1.41% Traditional ROI: 3.33%
302 ATLANTIC Street Milton, DE NEW PRICE....bring an OFFER! No HOA. Majority of the yard is on the driveway side of the h...	4 beds \| 4 baths \| 2,269 sq.ft.	$549,000	Airbnb cash on cash: 3.03% Traditional cash on cash: 4.55% Airbnb Rental Income: $2826 Traditional Rental Income: $2948 Airbnb ROI: 3.03% Traditional ROI: 4.55%
26770 DEEP BRANCH Road Milton, DE COASTAL LIVING...NO HOA, INCREDIBLE GENERATIONAL LIVING POTENTIAL, & OVER $100K INSTANT EQ...	4 beds \| 3 baths \| 3,030 sq.ft.	$647,500	Airbnb cash on cash: 2.23% Traditional cash on cash: 3.8% Airbnb Rental Income: $2826 Traditional Rental Income: $3115 Airbnb ROI: 2.23% Traditional ROI: 3.8%

Real Estate investment in Milton, DE

There are 125 properties for sale in the city of Milton . The median list price in Milton is $439,786 and the average price per square foot is $185. In November 2026, the average monthly cash on cash return in Milton is 4.00%. The average monthly rental income in Milton is $2,852.

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

There are 125 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 $2,852.

Your search for investment property begins and ends here

Investment Property for Sale in Milton, DE

124 BROAD Street

Milton, DE

3 beds | 3 baths | 2,000 sq.ft.

$520,000

Airbnb cash on cash: 1.86%

Traditional cash on cash: 4%

Airbnb Rental Income: $2148

Traditional Rental Income: $2640

Airbnb ROI: 1.86%

Traditional ROI: 4%

129 Union Street

Milton, DE

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

$375,000

Airbnb cash on cash: 4.32%

Traditional cash on cash: 6.15%

Airbnb Rental Income: $2826

Traditional Rental Income: $2810

Airbnb ROI: 4.32%

Traditional ROI: 6.15%

201 FEDERAL Street

Milton, DE

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

$649,000

Airbnb cash on cash: 2.22%

Traditional cash on cash: 6.91%

Airbnb Rental Income: $2826

Traditional Rental Income: $5004

Airbnb ROI: 2.22%

Traditional ROI: 6.91%

130 OYSTERMAN Drive

Milton, DE

3 beds | 2 baths | 2,017 sq.ft.

$549,900

Airbnb cash on cash: 1.44%

Traditional cash on cash: 3.43%

Airbnb Rental Income: $2148

Traditional Rental Income: $2623

Airbnb ROI: 1.44%

Traditional ROI: 3.43%

22685 HUFF Road

Milton, DE

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

$589,900

Airbnb cash on cash: 1.58%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $2148

Traditional Rental Income: $3402

Airbnb ROI: 1.58%

Traditional ROI: 4.84%

106 FALLS RD

Milton, DE

3 beds | 2 baths | N/A

$425,000

Airbnb cash on cash: 2.6%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $2148

Traditional Rental Income: $2183

Airbnb ROI: 2.6%

Traditional ROI: 4.06%

8 VIRGINIA Avenue

Milton, DE

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

$925,000

Airbnb cash on cash: 0.69%

Traditional cash on cash: 3.54%

Airbnb Rental Income: $2148

Traditional Rental Income: $4054

Airbnb ROI: 0.69%

Traditional ROI: 3.54%

414 PINE ST

Milton, DE

3 beds | 2 baths | N/A

$339,000

Airbnb cash on cash: 3.5%

Traditional cash on cash: 5.76%

Airbnb Rental Income: $2148

Traditional Rental Income: $2323

Airbnb ROI: 3.5%