Real Estate Investment Properties for Sale in Lewes, DE

Looking for investment property in Lewes, DE with high ROI ?

Explore a variety of short-term homes & houses in Lewes, DE. Invest wisely with VRBO & Lewes, 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 Lewes, DE

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
34670 VILLA Circle #2108 Lewes, DE Coastal convenience meets carefree living in this beautifully maintained first-floor end-u...	2 beds \| 2 baths \| 1,074 sq.ft.	$349,900	Airbnb cash on cash: 2.39% Traditional cash on cash: 4.82% Airbnb Rental Income: $1742 Traditional Rental Income: $2063 Airbnb ROI: 2.39% Traditional ROI: 4.82%
18609 Broadfield Dr Lewes, DE Welcome to easy coastal living in the sought-after community of The Plantations! This beau...	3 beds \| 3 baths \| 2,800 sq.ft.	$599,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 6.13% Airbnb Rental Income: $1853 Traditional Rental Income: $4235 Airbnb ROI: 0.98% Traditional ROI: 6.13%
22201 Camp Arrowhead Rd Lewes, DE Welcome to your coastal getaway in Lewes! This singlelevel home offers affordable beachare...	2 beds \| 2 baths \| 1,077 sq.ft.	$279,900	Airbnb cash on cash: 3.29% Traditional cash on cash: 6.95% Airbnb Rental Income: $1742 Traditional Rental Income: $2228 Airbnb ROI: 3.29% Traditional ROI: 6.95%
30909 Buttonwood Dr Lewes, DE Nestled in the serene community of Edgewater Estates, this exquisite ranch-style home offe...	3 beds \| 2 baths \| 1,765 sq.ft.	$464,900	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.71% Airbnb Rental Income: $1853 Traditional Rental Income: $2684 Airbnb ROI: 1.69% Traditional ROI: 4.71%
34522 Skyler Dr Lewes, DE Beautiful home in the desirable community of the Villages at Herring Creek on Rehoboth Bay...	4 beds \| 3 baths \| 2,846 sq.ft.	$819,900	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.46% Airbnb Rental Income: $2603 Traditional Rental Income: $3944 Airbnb ROI: 0.98% Traditional ROI: 3.46%
558 Pilottown Rd Lewes, DE WATERFRONT HOME - ROOTED IN HISTORY Experience the brilliant evolution of "The Light Keepe...	4 beds \| 3 baths \| 4,596 sq.ft.	$3,995,000	Airbnb cash on cash: -0.57% Traditional cash on cash: 0.88% Airbnb Rental Income: $2603 Traditional Rental Income: $7370 Airbnb ROI: -0.57% Traditional ROI: 0.88%
32059 Conleys Chapel Rd Lewes, DE 32059 Conleys Chapel Road is simply in a class of its own! This unbelievably beautiful coa...	5 beds \| 6 baths \| 8,257 sq.ft.	$2,800,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 2.38% Airbnb Rental Income: $2458 Traditional Rental Income: $9237 Airbnb ROI: -0.46% Traditional ROI: 2.38%
33156 N Village Loop #4205 Lewes, DE A Modern Coastal Condo Overlooking a Scenic Pond, this prime location East of Route 1 is j...	2 beds \| 2 baths \| 1,120 sq.ft.	$389,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 4.7% Airbnb Rental Income: $1742 Traditional Rental Income: $2319 Airbnb ROI: 1.81% Traditional ROI: 4.7%
23708 Herring Reach Ct Lewes, DE Welcome to 23708 Herring Reach Court in the established community of Lewes, where thoughtf...	3 beds \| 2 baths \| 1,987 sq.ft.	$540,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 2.95% Airbnb Rental Income: $1853 Traditional Rental Income: $2282 Airbnb ROI: 1.15% Traditional ROI: 2.95%
412 Kings Hwy Lewes, DE IMPROVED PRICE! Same AMAZINGLY RENOVATED home! Located in the heart of Historic Downtown L...	4 beds \| 3 baths \| 1,909 sq.ft.	$1,350,000	Airbnb cash on cash: 0.35% Traditional cash on cash: 1.45% Airbnb Rental Income: $2603 Traditional Rental Income: $3357 Airbnb ROI: 0.35% Traditional ROI: 1.45%
104 Heron Ct #612B Lewes, DE Welcome to this beautifully maintained townhouse in the sought-after gated community of Pl...	3 beds \| 2 baths \| 1,600 sq.ft.	$385,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.99% Airbnb Rental Income: $1853 Traditional Rental Income: $2498 Airbnb ROI: 1.95% Traditional ROI: 4.99%
34333 Amelias Lndg Lewes, DE Welcome to 34333 Amelia's Landing, an exceptional coastal retreat where timeless elegance ...	4 beds \| 3 baths \| 3,099 sq.ft.	$925,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 3.52% Airbnb Rental Income: $2603 Traditional Rental Income: $4170 Airbnb ROI: 0.98% Traditional ROI: 3.52%
144 Kings Hwy Lewes, DE Nestled in a suburban enclave a mile from Lewes Beach, this exquisite Victorian residence,...	4 beds \| 3 baths \| 2,643 sq.ft.	$1,430,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 1.94% Airbnb Rental Income: $2603 Traditional Rental Income: $4271 Airbnb ROI: 0.22% Traditional ROI: 1.94%
35223 Seaport Loop Lewes, DE TURN-KEY RETREAT IN BAY CROSSING! Step into a home that feels brand new where nearly every...	4 beds \| 2 baths \| 4,200 sq.ft.	$699,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.79% Airbnb Rental Income: $2603 Traditional Rental Income: $3049 Airbnb ROI: 1.2% Traditional ROI: 2.79%
17011 KAELEIGH CT #27 Lewes, DE INCREDIBLE VALUE! Ideally situated near the Lewes-Georgetown Trail, this property offers e...	4 beds \| 4 baths \| N/A	$449,999	Airbnb cash on cash: 3.26% Traditional cash on cash: 5.38% Airbnb Rental Income: $2603 Traditional Rental Income: $2874 Airbnb ROI: 3.26% Traditional ROI: 5.38%
31567 GOOSEBERRY WAY Lewes, DE Welcome to 31567 Gooseberry Way, a beautifully appointed coastal contemporary home in the ...	3 beds \| 3 baths \| N/A	$775,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 2.28% Airbnb Rental Income: $1853 Traditional Rental Income: $2604 Airbnb ROI: 0.55% Traditional ROI: 2.28%
1902 Cedar St Lewes, DE THE LEWES BEACH LIFE is yours from this picture perfect 4-bedroom, 3.5-bath retreat, perfe...	4 beds \| 3 baths \| 2,125 sq.ft.	$1,950,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.22% Airbnb Rental Income: $2603 Traditional Rental Income: $4444 Airbnb ROI: -0.14% Traditional ROI: 1.22%
19053 Frisco Way Lewes, DE You can Bank on it! LIVE EVERY DAY LIKE YOU'RE ON VACATION in award-winning Outer Banks, L...	3 beds \| 2 baths \| 2,210 sq.ft.	$799,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.16% Airbnb Rental Income: $1853 Traditional Rental Income: $2750 Airbnb ROI: 0.29% Traditional ROI: 2.16%
22285 Holly Oak Ln Lewes, DE Move in Ready Home at the Beach with a low annual HOA of $175. Nestled in the serene commu...	3 beds \| 2 baths \| 1,515 sq.ft.	$599,999	Airbnb cash on cash: 1.07% Traditional cash on cash: 3.74% Airbnb Rental Income: $1853 Traditional Rental Income: $2848 Airbnb ROI: 1.07% Traditional ROI: 3.74%
34313 Summerlyn Dr #417 Lewes, DE In the current Lewes market, this combination of size, elevator access, and price point st...	3 beds \| 2 baths \| 1,980 sq.ft.	$434,900	Airbnb cash on cash: 0.9% Traditional cash on cash: 4.11% Airbnb Rental Income: $1853 Traditional Rental Income: $2666 Airbnb ROI: 0.9% Traditional ROI: 4.11%
202 W 3rd St Lewes, DE LEWES LIFESTYLE - Experience the quintessential Lewes lifestyle from the heart of the Hist...	3 beds \| 2 baths \| 1,929 sq.ft.	$869,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.69% Airbnb Rental Income: $1853 Traditional Rental Income: $2485 Airbnb ROI: 0.29% Traditional ROI: 1.69%
18565 Orton Cir #5 Lewes, DE Welcome to easy coastal living in the sought-after community of Plantations in Lewes! This...	3 beds \| 2 baths \| 1,547 sq.ft.	$385,000	Airbnb cash on cash: 1.08% Traditional cash on cash: 3.95% Airbnb Rental Income: $1853 Traditional Rental Income: $2428 Airbnb ROI: 1.08% Traditional ROI: 3.95%
36128 Overfalls Dr S Lewes, DE Enjoy coastal living in this beautifully maintained Breakwater townhome, ideally located j...	3 beds \| 2 baths \| 1,800 sq.ft.	$599,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 3.61% Airbnb Rental Income: $1853 Traditional Rental Income: $2810 Airbnb ROI: 1.01% Traditional ROI: 3.61%
20382 Hopkins Rd Lewes, DE Discover peaceful coastal living in this like new, energy-efficient Coastal Ranch-style re...	3 beds \| 2 baths \| 1,596 sq.ft.	$593,000	Airbnb cash on cash: 1.14% Traditional cash on cash: 2.95% Airbnb Rental Income: $1853 Traditional Rental Income: $2351 Airbnb ROI: 1.14% Traditional ROI: 2.95%
30756 SASSAFRAS Drive Lewes, DE Meet Modern Coastal Elegance on Red Mill Pond at 30756 Sassafras Dr. Welcome to your sun-d...	5 beds \| 4 baths \| 2,983 sq.ft.	$665,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 6.53% Airbnb Rental Income: $2458 Traditional Rental Income: $4879 Airbnb ROI: 1.67% Traditional ROI: 6.53%
14692 Pleasant Pond Way Lewes, DE Welcome to easy coastal living in the peaceful community of Villages at Red Mill Pond Nort...	3 beds \| 2 baths \| 2,185 sq.ft.	$575,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.3% Airbnb Rental Income: $1853 Traditional Rental Income: $2697 Airbnb ROI: 0.8% Traditional ROI: 3.3%
21814 Eastbridge Loop Lewes, DE To be built. The Cassidy is a 4 bedroom, 3.5 bathroom single family home starting at 2,528...	4 beds \| 3 baths \| 2,528 sq.ft.	$707,400	Airbnb cash on cash: 1.08% Traditional cash on cash: 4.11% Airbnb Rental Income: $2603 Traditional Rental Income: $3979 Airbnb ROI: 1.08% Traditional ROI: 4.11%
21810 Eastbridge Loop Lewes, DE To be built. The Mayberry is a 3 bedroom, 2 bathroom single family home starting at 2,254 ...	3 beds \| 2 baths \| 2,254 sq.ft.	$687,400	Airbnb cash on cash: 0.17% Traditional cash on cash: 2.36% Airbnb Rental Income: $1853 Traditional Rental Income: $2763 Airbnb ROI: 0.17% Traditional ROI: 2.36%
21804 Eastbridge Loop Lewes, DE To be built. The Whimbrel is a 3 bedroom, 2 bathroom single family home starting at 1,971 ...	3 beds \| 2 baths \| 1,971 sq.ft.	$657,400	Airbnb cash on cash: 0.22% Traditional cash on cash: 2.35% Airbnb Rental Income: $1853 Traditional Rental Income: $2660 Airbnb ROI: 0.22% Traditional ROI: 2.35%
21802 Eastbridge Loop Lewes, DE To be built. The Montauk is a 3-bedroom, 2-bathroom single family home starting at 1,661 h...	3 beds \| 2 baths \| 1,661 sq.ft.	$637,400	Airbnb cash on cash: 0.26% Traditional cash on cash: 2.32% Airbnb Rental Income: $1853 Traditional Rental Income: $2584 Airbnb ROI: 0.26% Traditional ROI: 2.32%
21826 Eastbridge Loop Lewes, DE To be built. The Chesapeake is a 4 bedroom, 3 bathroom single family home starting at 3,38...	4 beds \| 3 baths \| 3,383 sq.ft.	$767,400	Airbnb cash on cash: 0.92% Traditional cash on cash: 2.87% Airbnb Rental Income: $2603 Traditional Rental Income: $3377 Airbnb ROI: 0.92% Traditional ROI: 2.87%
21818 Eastbridge Loop Lewes, DE To be built. The Kingfisher is a 3 bedroom, 2 bathroom single family home starting at 2,56...	3 beds \| 2 baths \| 2,566 sq.ft.	$697,400	Airbnb cash on cash: 0.15% Traditional cash on cash: 2.82% Airbnb Rental Income: $1853 Traditional Rental Income: $3091 Airbnb ROI: 0.15% Traditional ROI: 2.82%
21830 EASTBRIDGE LOOP Lewes, DE To be built. The Bridgeport is a 4 bedroom, 3.5 bathroom single family home starting at 3,...	4 beds \| 4 baths \| 3,500 sq.ft.	$787,400	Airbnb cash on cash: 0.87% Traditional cash on cash: 4.22% Airbnb Rental Income: $2603 Traditional Rental Income: $4437 Airbnb ROI: 0.87% Traditional ROI: 4.22%
21822 EASTBRIDGE LOOP Lewes, DE To be built. The Shearwater is a 3 bedroom, 2.5 bathroom single family home starting at 3,...	3 beds \| 3 baths \| 3,020 sq.ft.	$747,400	Airbnb cash on cash: 0.08% Traditional cash on cash: 2.58% Airbnb Rental Income: $1853 Traditional Rental Income: $3097 Airbnb ROI: 0.08% Traditional ROI: 2.58%

Real Estate investment in Lewes, DE

There are 464 properties for sale in the city of Lewes . The median list price in Lewes is $824,507 and the average price per square foot is $340. In August 2026, the average monthly cash on cash return in Lewes is 4.00%. The average monthly rental income in Lewes is $2,920.

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

There are 464 investment properties available for sale in Lewes.

In 2026, the best neighborhood to buy investment property is Lewes.

The ROI for Long-Term is higher than the Short-Term in Lewes with average rental income of $2,920.

Your search for investment property begins and ends here

Investment Property for Sale in Lewes, DE

34670 VILLA Circle #2108

Lewes, DE

2 beds | 2 baths | 1,074 sq.ft.

$349,900

Airbnb cash on cash: 2.39%

Traditional cash on cash: 4.82%

Airbnb Rental Income: $1742

Traditional Rental Income: $2063

Airbnb ROI: 2.39%

Traditional ROI: 4.82%

18609 Broadfield Dr

Lewes, DE

3 beds | 3 baths | 2,800 sq.ft.

$599,000

Airbnb cash on cash: 0.98%

Traditional cash on cash: 6.13%

Airbnb Rental Income: $1853

Traditional Rental Income: $4235

Airbnb ROI: 0.98%

Traditional ROI: 6.13%

22201 Camp Arrowhead Rd

Lewes, DE

2 beds | 2 baths | 1,077 sq.ft.

$279,900

Airbnb cash on cash: 3.29%

Traditional cash on cash: 6.95%

Airbnb Rental Income: $1742

Traditional Rental Income: $2228

Airbnb ROI: 3.29%

Traditional ROI: 6.95%

30909 Buttonwood Dr

Lewes, DE

3 beds | 2 baths | 1,765 sq.ft.

$464,900

Airbnb cash on cash: 1.69%

Traditional cash on cash: 4.71%

Airbnb Rental Income: $1853

Traditional Rental Income: $2684

Airbnb ROI: 1.69%

Traditional ROI: 4.71%

34522 Skyler Dr

Lewes, DE

4 beds | 3 baths | 2,846 sq.ft.

$819,900

Airbnb cash on cash: 0.98%

Traditional cash on cash: 3.46%

Airbnb Rental Income: $2603

Traditional Rental Income: $3944

Airbnb ROI: 0.98%

Traditional ROI: 3.46%

558 Pilottown Rd

Lewes, DE

4 beds | 3 baths | 4,596 sq.ft.

$3,995,000

Airbnb cash on cash: -0.57%

Traditional cash on cash: 0.88%

Airbnb Rental Income: $2603

Traditional Rental Income: $7370

Airbnb ROI: -0.57%

Traditional ROI: 0.88%

32059 Conleys Chapel Rd

Lewes, DE

5 beds | 6 baths | 8,257 sq.ft.

$2,800,000

Airbnb cash on cash: -0.46%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $2458

Traditional Rental Income: $9237

Airbnb ROI: -0.46%

Traditional ROI: 2.38%

33156 N Village Loop #4205

Lewes, DE

2 beds | 2 baths | 1,120 sq.ft.

$389,000

Airbnb cash on cash: 1.81%

Traditional cash on cash: 4.7%

Airbnb Rental Income: $1742

Traditional Rental Income: $2319

Airbnb ROI: 1.81%