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
211 AUDUBON Drive Bear, DE Welcome to 211 Audubon Drive, an extraordinary luxury residence nestled in the prestigious...	4 beds \| 4 baths \| 4,275 sq.ft.	$909,900	Airbnb cash on cash: -0.34% Traditional cash on cash: 3.57% Airbnb Rental Income: $1856 Traditional Rental Income: $4667 Airbnb ROI: -0.34% Traditional ROI: 3.57%
13 SYCAMORE Lane Bear, DE Open Houses on Friday, March 27, 2026, from 2:00 PM to 4:00 PM, and Sunday, March 29, 2026...	3 beds \| 3 baths \| 2,325 sq.ft.	$454,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.11% Airbnb Rental Income: $1657 Traditional Rental Income: $2719 Airbnb ROI: 0.53% Traditional ROI: 4.11%
218 DERRICKSON STREET Bear, DE Traditions at Jester CrossingRare opportunity to own a sunny end unit home overlooking ope...	2 beds \| 3 baths \| 1,700 sq.ft.	$370,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 2.53% Airbnb Rental Income: $888 Traditional Rental Income: $1801 Airbnb ROI: -1.06% Traditional ROI: 2.53%
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.	$639,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 4.8% Airbnb Rental Income: $1657 Traditional Rental Income: $3897 Airbnb ROI: 0.27% Traditional ROI: 4.8%
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: 0.37% Traditional cash on cash: 3.16% Airbnb Rental Income: $1856 Traditional Rental Income: $3178 Airbnb ROI: 0.37% Traditional ROI: 3.16%
52 EATON Place Bear, DE Welcome to the rarely available community of Clairborne. This is your chance to own a 4 be...	4 beds \| 3 baths \| 2,550 sq.ft.	$624,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 3.47% Airbnb Rental Income: $1856 Traditional Rental Income: $3142 Airbnb ROI: 0.41% Traditional ROI: 3.47%
915 MATHER Drive Bear, DE Welcome to 915 Mather Drive in the sought-after Red Lion Chase community. This beautiful T...	4 beds \| 4 baths \| 3,625 sq.ft.	$739,900	Airbnb cash on cash: 0.01% Traditional cash on cash: 4.21% Airbnb Rental Income: $1856 Traditional Rental Income: $4255 Airbnb ROI: 0.01% Traditional ROI: 4.21%
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: -0.43% Traditional cash on cash: 0.56% Airbnb Rental Income: $1657 Traditional Rental Income: $2845 Airbnb ROI: -0.43% Traditional ROI: 0.56%
102 MERIDIAN Boulevard Bear, DE Welcome to easy, elegant living in the sought-after 55+ community of Meridian Crossing. Th...	3 beds \| 4 baths \| 3,500 sq.ft.	$489,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 4.97% Airbnb Rental Income: $1657 Traditional Rental Income: $3456 Airbnb ROI: 0.02% Traditional ROI: 4.97%
616 CLIFTON Drive Bear, DE Charming 3 Bedroom, 2 1/2 Bath Raised Ranch in Hickory Woods Welcome to this inviting rais...	3 beds \| 3 baths \| 2,616 sq.ft.	$450,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 5.38% Airbnb Rental Income: $1657 Traditional Rental Income: $3052 Airbnb ROI: 0.96% Traditional ROI: 5.38%
3213 WRANGLE HILL Road Bear, DE New Construction ranch with partial stone elevation, Expecting an April/May delivery. Welc...	3 beds \| 2 baths \| 1,930 sq.ft.	$639,900	Airbnb cash on cash: 0.67% Traditional cash on cash: 2.97% Airbnb Rental Income: $1657 Traditional Rental Income: $2566 Airbnb ROI: 0.67% Traditional ROI: 2.97%
61 ROSE HILL Drive Bear, DE Highest and Best Deadline 4/6/2026 by 2PM. Back on the market. Previous Contract: The buye...	4 beds \| 3 baths \| 2,625 sq.ft.	$550,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 4.53% Airbnb Rental Income: $1856 Traditional Rental Income: $3252 Airbnb ROI: 0.84% Traditional ROI: 4.53%
622 CLIFTON Drive Bear, DE Beautifully maintained and updated home in the popular and convenient community of Hickory...	3 beds \| 3 baths \| 1,850 sq.ft.	$484,900	Airbnb cash on cash: 0.83% Traditional cash on cash: 4.16% Airbnb Rental Income: $1657 Traditional Rental Income: $2700 Airbnb ROI: 0.83% Traditional ROI: 4.16%
129 MERIDIAN Boulevard Bear, DE Welcome to the largest home in Meridian Crossing! Masterful design meets modern luxury in ...	5 beds \| 4 baths \| 6,215 sq.ft.	$875,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.48% Airbnb Rental Income: $null Traditional Rental Income: $4603 Airbnb ROI: N/A Traditional ROI: 3.48%
47 RAWLINGS Drive Bear, DE Tucked into the established Pigeon Run neighborhood of Bear, DE, this 1977 split-level hom...	4 beds \| 3 baths \| 2,050 sq.ft.	$444,900	Airbnb cash on cash: 1.34% Traditional cash on cash: 5.66% Airbnb Rental Income: $1856 Traditional Rental Income: $3154 Airbnb ROI: 1.34% Traditional ROI: 5.66%
122 PINION Place Bear, DE Welcome to 122 Pinion Place - a beautifully maintained 3-Bedroom, 2.5-Bathroom raised ranc...	3 beds \| 3 baths \| 2,125 sq.ft.	$479,900	Airbnb cash on cash: 0.79% Traditional cash on cash: 4.81% Airbnb Rental Income: $1657 Traditional Rental Income: $2995 Airbnb ROI: 0.79% Traditional ROI: 4.81%
150 JENNY DRIVE Bear, DE Rarely available 3 - 4 Bedroom, 3.5 Bath town home in Colony at Summit Bridge! Located ins...	3 beds \| 4 baths \| 2,275 sq.ft.	$520,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 4.21% Airbnb Rental Income: $1657 Traditional Rental Income: $3062 Airbnb ROI: 0.36% Traditional ROI: 4.21%

Real Estate investment in Bear, DE

There are 23 properties for sale in the city of Bear . The median list price in Bear is $467,400 and the average price per square foot is $195. In April 2026, the average monthly cash on cash return in Bear is 4.00%. The average monthly rental income in Bear is $2,719.

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

There are 23 investment properties available for sale in Bear.

In 2026, 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 $2,719.

Your search for investment property begins and ends here

Investment Property for Sale in Bear, DE

211 AUDUBON Drive

Bear, DE

4 beds | 4 baths | 4,275 sq.ft.

$909,900

Airbnb cash on cash: -0.34%

Traditional cash on cash: 3.57%

Airbnb Rental Income: $1856

Traditional Rental Income: $4667

Airbnb ROI: -0.34%

Traditional ROI: 3.57%

13 SYCAMORE Lane

Bear, DE

3 beds | 3 baths | 2,325 sq.ft.

$454,900

Airbnb cash on cash: 0.53%

Traditional cash on cash: 4.11%

Airbnb Rental Income: $1657

Traditional Rental Income: $2719

Airbnb ROI: 0.53%

Traditional ROI: 4.11%

218 DERRICKSON STREET

Bear, DE

2 beds | 3 baths | 1,700 sq.ft.

$370,000

Airbnb cash on cash: -1.06%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $888

Traditional Rental Income: $1801

Airbnb ROI: -1.06%

Traditional ROI: 2.53%

3211 WRANGLE HILL RD

Bear, DE

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

$639,900

Airbnb cash on cash: 0.27%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $1657

Traditional Rental Income: $3897

Airbnb ROI: 0.27%

Traditional ROI: 4.8%

3209 WRANGLE HILL RD

Bear, DE

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

$699,900

Airbnb cash on cash: 0.37%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $1856

Traditional Rental Income: $3178

Airbnb ROI: 0.37%

Traditional ROI: 3.16%

52 EATON Place

Bear, DE

4 beds | 3 baths | 2,550 sq.ft.

$624,000

Airbnb cash on cash: 0.41%

Traditional cash on cash: 3.47%

Airbnb Rental Income: $1856

Traditional Rental Income: $3142

Airbnb ROI: 0.41%

Traditional ROI: 3.47%

915 MATHER Drive

Bear, DE

4 beds | 4 baths | 3,625 sq.ft.

$739,900

Airbnb cash on cash: 0.01%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $1856

Traditional Rental Income: $4255

Airbnb ROI: 0.01%

Traditional ROI: 4.21%

557 MANSION HOUSE Road

Bear, DE

3 beds | 2 baths | 2,050 sq.ft.

$1,795,000

Airbnb cash on cash: -0.43%

Traditional cash on cash: 0.56%

Airbnb Rental Income: $1657

Traditional Rental Income: $2845

Airbnb ROI: -0.43%