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
36808 GROVE ESTATE Road Lewes, DE A standout coastal retreat just minutes from both Rehoboth and Lewes Beaches-among the mos...	5 beds \| 4 baths \| 4,695 sq.ft.	$835,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 4.64% Airbnb Rental Income: $1958 Traditional Rental Income: $4691 Airbnb ROI: 0.47% Traditional ROI: 4.64%
12001 OLD VINE Boulevard #206 Lewes, DE Welcome to The Vineyards - this beautifully upgraded 2-bedroom, 2-bathroom condo offers st...	2 beds \| 2 baths \| 1,310 sq.ft.	$324,500	Airbnb cash on cash: -1.88% Traditional cash on cash: 4.85% Airbnb Rental Income: $911 Traditional Rental Income: $2623 Airbnb ROI: -1.88% Traditional ROI: 4.85%
30909 BUTTONWOOD Drive Lewes, DE Nestled in the serene community of Edgewater Estates, this exquisite ranch-style home offe...	3 beds \| 2 baths \| 1,765 sq.ft.	$492,500	Airbnb cash on cash: 0.32% Traditional cash on cash: 4.45% Airbnb Rental Income: $1164 Traditional Rental Income: $2684 Airbnb ROI: 0.32% Traditional ROI: 4.45%
558 PILOTTOWN Road Lewes, DE WATERFRONT HOME - ROOTED IN HISTORY Experience the brilliant evolution of "The Light Keepe...	4 beds \| 5 baths \| 4,596 sq.ft.	$4,295,000	Airbnb cash on cash: -0.82% Traditional cash on cash: 0.75% Airbnb Rental Income: $1593 Traditional Rental Income: $7370 Airbnb ROI: -0.82% Traditional ROI: 0.75%
32059 CONLEYS CHAPEL Road Lewes, DE 32059 Conleys Chapel Road is simply in a class of its own! This unbelievably beautiful coa...	5 beds \| 7 baths \| 8,257 sq.ft.	$2,800,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 2.38% Airbnb Rental Income: $1958 Traditional Rental Income: $9237 Airbnb ROI: -0.62% Traditional ROI: 2.38%
23708 HERRING REACH CT Lewes, DE Welcome to 23708 Herring Reach Court in the established community of Lewes, where thoughtf...	3 beds \| 2 baths \| N/A	$550,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.95% Airbnb Rental Income: $1164 Traditional Rental Income: $2282 Airbnb ROI: 0.03% Traditional ROI: 2.95%
412 KINGS Highway Lewes, DE Located in the heart of Historic Downtown Lewes, Delaware, just 2.5 blocks to Second Stree...	4 beds \| 3 baths \| 1,909 sq.ft.	$1,400,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 1.36% Airbnb Rental Income: $1593 Traditional Rental Income: $3357 Airbnb ROI: -0.35% Traditional ROI: 1.36%
28751 VALLEY VIEW Lane Lewes, DE This inviting and well maintained 3-bedroom, 2-bath home, built in 2013, is located in the...	3 beds \| 2 baths \| 1,810 sq.ft.	$485,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 3.96% Airbnb Rental Income: $1164 Traditional Rental Income: $2551 Airbnb ROI: 0.06% Traditional ROI: 3.96%
18117 WEAVERS MILL Lane Lewes, DE Welcome to 18117 Weavers Mill Lane in Lewes, Delaware, where coastal living meets comfort,...	3 beds \| 4 baths \| 4,000 sq.ft.	$799,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.69% Airbnb Rental Income: $1164 Traditional Rental Income: $4462 Airbnb ROI: -0.26% Traditional ROI: 4.69%
15 CYPRESS LN Lewes, DE Rare opportunities like this don't come along often in the desirable Plantations East comm...	3 beds \| 3 baths \| N/A	$395,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 5.27% Airbnb Rental Income: $1164 Traditional Rental Income: $2488 Airbnb ROI: 0.66% Traditional ROI: 5.27%
3 WELLINGTON Court Lewes, DE LOVE WHERE YOU LIVE IN POPULAR PILOTTOWN VILLAGE! Nestled within the town limits of Lewes,...	3 beds \| 3 baths \| 1,953 sq.ft.	$719,900	Airbnb cash on cash: -0.27% Traditional cash on cash: 2.06% Airbnb Rental Income: $1164 Traditional Rental Income: $2344 Airbnb ROI: -0.27% Traditional ROI: 2.06%
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.	$749,900	Airbnb cash on cash: -0.1% Traditional cash on cash: 2.64% Airbnb Rental Income: $1593 Traditional Rental Income: $3049 Airbnb ROI: -0.1% Traditional ROI: 2.64%
23370 HORSE ISLAND Road Lewes, DE Experience Luxury Coastal Living at Bayfront at Rehoboth This energy-efficient 4 Bed, 2 & ...	4 beds \| 3 baths \| 2,506 sq.ft.	$699,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.65% Airbnb Rental Income: $1593 Traditional Rental Income: $2935 Airbnb ROI: -0.11% Traditional ROI: 2.65%
19668 BEAVER DAM Road Lewes, DE EXPERIENCE A LUX LIFESTYLE NEAR THE BEACH - this entertainer's dream home has it all; with...	4 beds \| 4 baths \| 3,039 sq.ft.	$889,900	Airbnb cash on cash: 0.1% Traditional cash on cash: 4.12% Airbnb Rental Income: $1593 Traditional Rental Income: $4468 Airbnb ROI: 0.1% Traditional ROI: 4.12%
17011 KAELEIGH CT #27 Lewes, DE Great pricing opportunity! Ideally situated near the Lewes-Georgetown Trail, this property...	4 beds \| 4 baths \| N/A	$519,000	Airbnb cash on cash: 0.97% Traditional cash on cash: 4.54% Airbnb Rental Income: $1593 Traditional Rental Income: $2874 Airbnb ROI: 0.97% Traditional ROI: 4.54%
33937 WOODLAND Circle Lewes, DE Come see this one soon!!! This home features 4 BRs and 2 Bath. Welcoming Open and spacious...	4 beds \| 2 baths \| 1,500 sq.ft.	$474,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 4.37% Airbnb Rental Income: $1593 Traditional Rental Income: $2618 Airbnb ROI: 1.04% Traditional ROI: 4.37%
22421 S ACORN WAY Lewes, DE Welcome to this gorgeous stone-accented home in the quiet and friendly Oakwood Village com...	3 beds \| 3 baths \| N/A	$480,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.06% Airbnb Rental Income: $1164 Traditional Rental Income: $2533 Airbnb ROI: 0.16% Traditional ROI: 4.06%
34313 SUMMERLYN Drive #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: -0.51% Traditional cash on cash: 4.11% Airbnb Rental Income: $1164 Traditional Rental Income: $2666 Airbnb ROI: -0.51% Traditional ROI: 4.11%
202 W 3RD Street Lewes, DE LEWES LIFESTYLE - Experience the quintessential Lewes lifestyle from the heart of the Hist...	3 beds \| 2 baths \| 1,929 sq.ft.	$899,900	Airbnb cash on cash: -0.43% Traditional cash on cash: 1.6% Airbnb Rental Income: $1164 Traditional Rental Income: $2485 Airbnb ROI: -0.43% Traditional ROI: 1.6%
18565 ORTON Circle #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.	$409,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 3.83% Airbnb Rental Income: $1164 Traditional Rental Income: $2428 Airbnb ROI: -0.47% Traditional ROI: 3.83%
17063 S BRANDT Street #4301 Lewes, DE This home is sold completely furnished. Turnkey to begin enjoying right away. And, rentals...	2 beds \| 2 baths \| 1,009 sq.ft.	$375,000	Airbnb cash on cash: -0.95% Traditional cash on cash: 3.53% Airbnb Rental Income: $911 Traditional Rental Income: $2149 Airbnb ROI: -0.95% Traditional ROI: 3.53%
12001 OLD VINE BLVD #302 Lewes, DE If you have been searching for a meticulously maintained, beautifully updated condo in a f...	3 beds \| 2 baths \| N/A	$370,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 4.92% Airbnb Rental Income: $1164 Traditional Rental Income: $2208 Airbnb ROI: 0.81% Traditional ROI: 4.92%
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: 0.99% Traditional cash on cash: 6.53% Airbnb Rental Income: $1958 Traditional Rental Income: $4879 Airbnb ROI: 0.99% Traditional ROI: 6.53%
11 CHURCH Street Lewes, DE Own a timeless piece of Historic Lewes - where coastal charm, walkability, and rich herita...	3 beds \| 2 baths \| 2,100 sq.ft.	$1,295,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.89% Airbnb Rental Income: $1164 Traditional Rental Income: $2606 Airbnb ROI: -0.63% Traditional ROI: 0.89%
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 \| 4 baths \| 2,528 sq.ft.	$707,400	Airbnb cash on cash: -0.19% Traditional cash on cash: 4.11% Airbnb Rental Income: $1593 Traditional Rental Income: $3979 Airbnb ROI: -0.19% 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: -0.73% Traditional cash on cash: 2.36% Airbnb Rental Income: $1164 Traditional Rental Income: $2763 Airbnb ROI: -0.73% 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: -0.72% Traditional cash on cash: 2.35% Airbnb Rental Income: $1164 Traditional Rental Income: $2660 Airbnb ROI: -0.72% 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: -0.71% Traditional cash on cash: 2.32% Airbnb Rental Income: $1164 Traditional Rental Income: $2584 Airbnb ROI: -0.71% 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: -0.26% Traditional cash on cash: 2.87% Airbnb Rental Income: $1593 Traditional Rental Income: $3377 Airbnb ROI: -0.26% 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 \| 3 baths \| 2,566 sq.ft.	$697,400	Airbnb cash on cash: -0.73% Traditional cash on cash: 2.82% Airbnb Rental Income: $1164 Traditional Rental Income: $3091 Airbnb ROI: -0.73% 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: -0.27% Traditional cash on cash: 4.22% Airbnb Rental Income: $1593 Traditional Rental Income: $4437 Airbnb ROI: -0.27% 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: -0.75% Traditional cash on cash: 2.58% Airbnb Rental Income: $1164 Traditional Rental Income: $3097 Airbnb ROI: -0.75% Traditional ROI: 2.58%
21834 EASTBRIDGE LOOP Lewes, DE To be built. The Waterford is a 4 bedroom, 3.5 bathroom single family home starting at 3,6...	4 beds \| 4 baths \| 3,624 sq.ft.	$797,400	Airbnb cash on cash: -0.28% Traditional cash on cash: 4.16% Airbnb Rental Income: $1593 Traditional Rental Income: $4437 Airbnb ROI: -0.28% Traditional ROI: 4.16%
297 LAKESIDE Drive #71D Lewes, DE Experience effortless coastal elegance in this beautifully renovated 3-bedroom, 2-bath res...	3 beds \| 2 baths \| 1,509 sq.ft.	$434,900	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.99% Airbnb Rental Income: $1164 Traditional Rental Income: $2590 Airbnb ROI: -0.45% Traditional ROI: 3.99%
34682 VILLA Circle #4306 Lewes, DE Rare opportunity to own this beautifully maintained 2-bedroom, 2-bath condo ideally locate...	2 beds \| 2 baths \| 986 sq.ft.	$358,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 4.45% Airbnb Rental Income: $911 Traditional Rental Income: $1982 Airbnb ROI: 0.25% Traditional ROI: 4.45%
204 MASSACHUSETTS Avenue Lewes, DE ONE-OF-A-KIND IN LEWES BEACH and perfect in every way: lot, location, and luxury upgrades....	4 beds \| 3 baths \| 2,751 sq.ft.	$2,595,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.28% Airbnb Rental Income: $1593 Traditional Rental Income: $3577 Airbnb ROI: -0.73% Traditional ROI: 0.28%

Real Estate investment in Lewes, DE

There are 279 properties for sale in the city of Lewes . The median list price in Lewes is $650,000 and the average price per square foot is $271. In May 2026, the average monthly cash on cash return in Lewes is 4.00%. The average monthly rental income in Lewes is $2,873.

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

There are 279 investment properties available for sale in Lewes.

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

The ROI for Short-Term is higher than the Long-Term in Lewes with average rental income of $1,164.

Your search for investment property begins and ends here

Investment Property for Sale in Lewes, DE

36808 GROVE ESTATE Road

Lewes, DE

5 beds | 4 baths | 4,695 sq.ft.

$835,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $1958

Traditional Rental Income: $4691

Airbnb ROI: 0.47%

Traditional ROI: 4.64%

12001 OLD VINE Boulevard #206

Lewes, DE

2 beds | 2 baths | 1,310 sq.ft.

$324,500

Airbnb cash on cash: -1.88%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $911

Traditional Rental Income: $2623

Airbnb ROI: -1.88%

Traditional ROI: 4.85%

30909 BUTTONWOOD Drive

Lewes, DE

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

$492,500

Airbnb cash on cash: 0.32%

Traditional cash on cash: 4.45%

Airbnb Rental Income: $1164

Traditional Rental Income: $2684

Airbnb ROI: 0.32%

Traditional ROI: 4.45%

558 PILOTTOWN Road

Lewes, DE

4 beds | 5 baths | 4,596 sq.ft.

$4,295,000

Airbnb cash on cash: -0.82%

Traditional cash on cash: 0.75%

Airbnb Rental Income: $1593

Traditional Rental Income: $7370

Airbnb ROI: -0.82%

Traditional ROI: 0.75%

32059 CONLEYS CHAPEL Road

Lewes, DE

5 beds | 7 baths | 8,257 sq.ft.

$2,800,000

Airbnb cash on cash: -0.62%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $1958

Traditional Rental Income: $9237

Airbnb ROI: -0.62%

Traditional ROI: 2.38%

23708 HERRING REACH CT

Lewes, DE

3 beds | 2 baths | N/A

$550,000

Airbnb cash on cash: 0.03%

Traditional cash on cash: 2.95%

Airbnb Rental Income: $1164

Traditional Rental Income: $2282

Airbnb ROI: 0.03%

Traditional ROI: 2.95%

412 KINGS Highway

Lewes, DE

4 beds | 3 baths | 1,909 sq.ft.

$1,400,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 1.36%

Airbnb Rental Income: $1593

Traditional Rental Income: $3357

Airbnb ROI: -0.35%

Traditional ROI: 1.36%

28751 VALLEY VIEW Lane

Lewes, DE

3 beds | 2 baths | 1,810 sq.ft.

$485,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 3.96%

Airbnb Rental Income: $1164

Traditional Rental Income: $2551

Airbnb ROI: 0.06%