Real Estate Investment Properties for Sale in Bear, DE

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
69 SCOTT RUN Circle Bear, DE This single family split level home in Bear Delaware is centrally located with route 1 and...	3 beds \| 2 baths \| 1,625 sq.ft.	$390,000	Airbnb cash on cash: 3.89% Traditional cash on cash: 5.3% Airbnb Rental Income: $2788 Traditional Rental Income: $2650 Airbnb ROI: 3.89% Traditional ROI: 5.3%
28 PAXTON Lane Bear, DE Welcome to this well-maintained four-bedroom, two-and-a-half-bathroom home, offering a pra...	4 beds \| 3 baths \| 1,900 sq.ft.	$345,000	Airbnb cash on cash: 4.15% Traditional cash on cash: 6.04% Airbnb Rental Income: $2534 Traditional Rental Income: $2534 Airbnb ROI: 4.15% Traditional ROI: 6.04%
512 BERGENIA Loop Bear, DE Welcome to 512 Bergenia Loop in Willow Oak Farms! This move-in ready 2 bedroom, 2 bath ran...	2 beds \| 2 baths \| 1,450 sq.ft.	$419,900	Airbnb cash on cash: 0.06% Traditional cash on cash: 2.62% Airbnb Rental Income: $1204 Traditional Rental Income: $1821 Airbnb ROI: 0.06% Traditional ROI: 2.62%
325 HOWELL SCHOOL ROAD Bear, DE Imagine a home that offers not only beautiful updates but also endless potential! In addit...	3 beds \| 1 baths \| 1,675 sq.ft.	$299,900	Airbnb cash on cash: 5.82% Traditional cash on cash: 5.25% Airbnb Rental Income: $2788 Traditional Rental Income: $1973 Airbnb ROI: 5.82% Traditional ROI: 5.25%
3211 WRANGLE HILL RD Bear, DE New Construction! Get ready to build! Welcome to your new dream home! This well designed 3...	3 beds \| 2 baths \| 2,000 sq.ft.	$635,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 4.85% Airbnb Rental Income: $2788 Traditional Rental Income: $3897 Airbnb ROI: 1.88% Traditional ROI: 4.85%
3209 WRANGLE HILL RD Bear, DE New Construction! Get ready to build! Welcome to your new dream home! This well designed 4...	4 beds \| 3 baths \| 2,650 sq.ft.	$699,900	Airbnb cash on cash: 1.24% Traditional cash on cash: 3.16% Airbnb Rental Income: $2534 Traditional Rental Income: $3178 Airbnb ROI: 1.24% Traditional ROI: 3.16%
114 ROSEMARY Court Bear, DE Available immediately! Welcome to your dream home! This beautifully maintained and spaciou...	4 beds \| 4 baths \| 3,254 sq.ft.	$568,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 4.86% Airbnb Rental Income: $2534 Traditional Rental Income: $3629 Airbnb ROI: 1.65% Traditional ROI: 4.86%
121 WYNNEFIELD ROAD Bear, DE Welcome to 121 Wynnefield Road, Bear, Delaware'a rarely available nestled in the tranquil...	4 beds \| 3 baths \| 2,200 sq.ft.	$515,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.86% Airbnb Rental Income: $2534 Traditional Rental Income: $2683 Airbnb ROI: 2.28% Traditional ROI: 3.86%
208 YOSEMITE Drive Bear, DE Price Reduced! Becks Woods Colonial! Located on a cul de sac this 4 bedroom, 2.5 bath home...	4 beds \| 3 baths \| 2,425 sq.ft.	$520,000	Airbnb cash on cash: 2.13% Traditional cash on cash: 4.92% Airbnb Rental Income: $2534 Traditional Rental Income: $3282 Airbnb ROI: 2.13% Traditional ROI: 4.92%
34 CALVARESE Drive Bear, DE NEW FLOORS!! NEW FEEL!! Same Great Location!! Beautifully Updated!!!! New Flooring Through...	4 beds \| 3 baths \| 2,650 sq.ft.	$577,499	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.74% Airbnb Rental Income: $2534 Traditional Rental Income: $3029 Airbnb ROI: 1.68% Traditional ROI: 3.74%
2159 MCCOY Road Bear, DE Discover timeless elegance and modern luxury at 2159 McCoy Road-a truly unique estate set ...	4 beds \| 6 baths \| 5,825 sq.ft.	$1,250,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 6.08% Airbnb Rental Income: $2534 Traditional Rental Income: $9049 Airbnb ROI: -0.05% Traditional ROI: 6.08%
225 BYNUM PLACE Bear, DE New Price! Welcome to 225 Bynum Place ' a spacious single-family home tucked onto a corne...	4 beds \| 2 baths \| 2,050 sq.ft.	$325,000	Airbnb cash on cash: 4.15% Traditional cash on cash: 7.23% Airbnb Rental Income: $2534 Traditional Rental Income: $2866 Airbnb ROI: 4.15% Traditional ROI: 7.23%
557 MANSION HOUSE Road Bear, DE This listing is brimming with potential. Nearly 20 acres in the serene countryside of Bear...	3 beds \| 2 baths \| 2,050 sq.ft.	$1,795,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 0.56% Airbnb Rental Income: $2788 Traditional Rental Income: $2845 Airbnb ROI: 0.14% Traditional ROI: 0.56%
170 CHANNING Drive Bear, DE Welcome to Buckley in Bear, DE! A sprawling community with singe detached and town homes s...	4 beds \| 3 baths \| 1,610 sq.ft.	$385,000	Airbnb cash on cash: 3.43% Traditional cash on cash: 5.62% Airbnb Rental Income: $2534 Traditional Rental Income: $2714 Airbnb ROI: 3.43% Traditional ROI: 5.62%
109 DELILAH DRIVE Bear, DE A bright and cheerful 3,000 sqft brick-front colonial that blends comfort, style, and mode...	4 beds \| 3 baths \| 2,925 sq.ft.	$579,500	Airbnb cash on cash: 2% Traditional cash on cash: 4.08% Airbnb Rental Income: $2534 Traditional Rental Income: $3052 Airbnb ROI: 2% Traditional ROI: 4.08%
15 S TRIBBIT AVENUE Bear, DE Welcome home to this inviting 4 bedroom, 3.5 bath end-unit townhouse filled with warmth an...	4 beds \| 4 baths \| 1,400 sq.ft.	$329,900	Airbnb cash on cash: 4.25% Traditional cash on cash: 7.86% Airbnb Rental Income: $2534 Traditional Rental Income: $3042 Airbnb ROI: 4.25% Traditional ROI: 7.86%
105 HANNUM DRIVE Bear, DE Welcome to 105 Hannum Drive in the desirable Oakwood community! Built by J.I. Schwartz Bui...	4 beds \| 3 baths \| 4,350 sq.ft.	$595,000	Airbnb cash on cash: 1.65% Traditional cash on cash: 4.69% Airbnb Rental Income: $2534 Traditional Rental Income: $3615 Airbnb ROI: 1.65% Traditional ROI: 4.69%
120 GEORGE CT Bear, DE Stunning Four-Bedroom Colonial in Caravel Hunt. Nestled on a coveted corner lot in a high...	4 beds \| 4 baths \| N/A	$599,900	Airbnb cash on cash: 1.74% Traditional cash on cash: 3.52% Airbnb Rental Income: $2534 Traditional Rental Income: $2923 Airbnb ROI: 1.74% Traditional ROI: 3.52%
2528 PORTER Road Bear, DE Step into easy , modern living with this beautifully updated ranch home nestled on a littl...	3 beds \| 2 baths \| 1,600 sq.ft.	$429,000	Airbnb cash on cash: 3.45% Traditional cash on cash: 4.84% Airbnb Rental Income: $2788 Traditional Rental Income: $2694 Airbnb ROI: 3.45% Traditional ROI: 4.84%
8 WORTHAM Court Bear, DE Welcome to 8 Wortham Court in Caravel Woods. Nestled on a cul-de-sac this in one of the ar...	4 beds \| 3 baths \| 2,300 sq.ft.	$582,500	Airbnb cash on cash: 1.69% Traditional cash on cash: 4.63% Airbnb Rental Income: $2534 Traditional Rental Income: $3522 Airbnb ROI: 1.69% Traditional ROI: 4.63%
218 FIELDSTONE CROSSING Drive Bear, DE COMING SOON! You will not want to miss this beautiful 4 bedroom 2.5 bath home on a gorgeou...	4 beds \| 4 baths \| 2,250 sq.ft.	$500,000	Airbnb cash on cash: 2.34% Traditional cash on cash: 6.68% Airbnb Rental Income: $2534 Traditional Rental Income: $3956 Airbnb ROI: 2.34% Traditional ROI: 6.68%
3 DOVER Court Bear, DE Welcome to 3 Dover Ct, an exclusive opportunity to join the community of Porter Square. Th...	3 beds \| 2 baths \| 1,775 sq.ft.	$365,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 5.11% Airbnb Rental Income: $2788 Traditional Rental Income: $2502 Airbnb ROI: 4.04% Traditional ROI: 5.11%
4 REYBURN COURT Bear, DE Well maintained 3 bedroom, 2 bath ranch located on a quiet cul-de-sac. This home offers c...	3 beds \| 2 baths \| 1,700 sq.ft.	$405,000	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.56% Airbnb Rental Income: $2788 Traditional Rental Income: $2468 Airbnb ROI: 3.68% Traditional ROI: 4.56%
222 CARAVEL Drive Bear, DE Custom Luxury Rancher with Exceptional Design and Craftsmanship! Step into this completely...	3 beds \| 3 baths \| 3,200 sq.ft.	$639,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.71% Airbnb Rental Income: $2788 Traditional Rental Income: $3384 Airbnb ROI: 1.62% Traditional ROI: 3.71%
9 BILTMORE Court Bear, DE Gorgeous R.C Peoples-built 2 story now available in Mansion Farm! This "Alexa" Model has o...	4 beds \| 3 baths \| 2,375 sq.ft.	$589,900	Airbnb cash on cash: 1.84% Traditional cash on cash: 4.22% Airbnb Rental Income: $2534 Traditional Rental Income: $3234 Airbnb ROI: 1.84% Traditional ROI: 4.22%
3552 RED LION Road Bear, DE Tucked away in a serene, protected setting, this two-story raised rancher offers the rare ...	3 beds \| 3 baths \| 1,950 sq.ft.	$409,900	Airbnb cash on cash: 3.9% Traditional cash on cash: 5.63% Airbnb Rental Income: $2788 Traditional Rental Income: $2798 Airbnb ROI: 3.9% Traditional ROI: 5.63%
348 STARBOARD DR Bear, DE Welcome to this gorgeous, lovingly maintained home where pride of ownership shines through...	4 beds \| 4 baths \| 1,613 sq.ft.	$720,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 2.63% Airbnb Rental Income: $2534 Traditional Rental Income: $2910 Airbnb ROI: 1.16% Traditional ROI: 2.63%

Real Estate investment in Bear, DE

There are 29 properties for sale in the city of Bear . The median list price in Bear is $515,000 and the average price per square foot is $230. In October 2025, the average monthly cash on cash return in Bear is 5.00%. The average monthly rental income in Bear is $2,910.

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

There are 29 investment properties available for sale in Bear.

In 2025, the best neighborhood to buy investment property is Bear.

The ROI for Long-Term is higher than the Short-Term in Bear with average rental income of $2,910.

Your search for investment property begins and ends here

Investment Property for Sale in Bear, DE

69 SCOTT RUN Circle

Bear, DE

3 beds | 2 baths | 1,625 sq.ft.

$390,000

Airbnb cash on cash: 3.89%

Traditional cash on cash: 5.3%

Airbnb Rental Income: $2788

Traditional Rental Income: $2650

Airbnb ROI: 3.89%

Traditional ROI: 5.3%

28 PAXTON Lane

Bear, DE

4 beds | 3 baths | 1,900 sq.ft.

$345,000

Airbnb cash on cash: 4.15%

Traditional cash on cash: 6.04%

Airbnb Rental Income: $2534

Traditional Rental Income: $2534

Airbnb ROI: 4.15%

Traditional ROI: 6.04%

512 BERGENIA Loop

Bear, DE

2 beds | 2 baths | 1,450 sq.ft.

$419,900

Airbnb cash on cash: 0.06%

Traditional cash on cash: 2.62%

Airbnb Rental Income: $1204

Traditional Rental Income: $1821

Airbnb ROI: 0.06%

Traditional ROI: 2.62%

325 HOWELL SCHOOL ROAD

Bear, DE

3 beds | 1 baths | 1,675 sq.ft.

$299,900

Airbnb cash on cash: 5.82%

Traditional cash on cash: 5.25%

Airbnb Rental Income: $2788

Traditional Rental Income: $1973

Airbnb ROI: 5.82%

Traditional ROI: 5.25%

3211 WRANGLE HILL RD

Bear, DE

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

$635,000

Airbnb cash on cash: 1.88%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $2788

Traditional Rental Income: $3897

Airbnb ROI: 1.88%

Traditional ROI: 4.85%

3209 WRANGLE HILL RD

Bear, DE

4 beds | 3 baths | 2,650 sq.ft.

$699,900

Airbnb cash on cash: 1.24%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $2534

Traditional Rental Income: $3178

Airbnb ROI: 1.24%

Traditional ROI: 3.16%

114 ROSEMARY Court

Bear, DE

4 beds | 4 baths | 3,254 sq.ft.

$568,000

Airbnb cash on cash: 1.65%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $2534

Traditional Rental Income: $3629

Airbnb ROI: 1.65%

Traditional ROI: 4.86%

121 WYNNEFIELD ROAD

Bear, DE

4 beds | 3 baths | 2,200 sq.ft.

$515,000

Airbnb cash on cash: 2.28%

Traditional cash on cash: 3.86%

Airbnb Rental Income: $2534

Traditional Rental Income: $2683

Airbnb ROI: 2.28%