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
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.	$349,900	Airbnb cash on cash: 4.31% Traditional cash on cash: 4.37% Airbnb Rental Income: $2572 Traditional Rental Income: $1973 Airbnb ROI: 4.31% Traditional ROI: 4.37%
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: 1.57% Traditional cash on cash: 4.85% Airbnb Rental Income: $2572 Traditional Rental Income: $3897 Airbnb ROI: 1.57% 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: 1.47% Traditional cash on cash: 3.16% Airbnb Rental Income: $2716 Traditional Rental Income: $3178 Airbnb ROI: 1.47% 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.	$574,900	Airbnb cash on cash: 1.9% Traditional cash on cash: 4.79% Airbnb Rental Income: $2716 Traditional Rental Income: $3629 Airbnb ROI: 1.9% Traditional ROI: 4.79%
222 SILVER BIRCH LANE Bear, DE Welcome to 222 Silver Birch Lane, an exclusive CUSTOM-BUILT RESIDENCE nestled in the Amber...	4 beds \| 4 baths \| 3,845 sq.ft.	$999,999	Airbnb cash on cash: 0.63% Traditional cash on cash: 3.8% Airbnb Rental Income: $2716 Traditional Rental Income: $5018 Airbnb ROI: 0.63% Traditional ROI: 3.8%
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.	$520,000	Airbnb cash on cash: 2.56% Traditional cash on cash: 3.82% Airbnb Rental Income: $2716 Traditional Rental Income: $2683 Airbnb ROI: 2.56% Traditional ROI: 3.82%
200 STEWARDS COURT Bear, DE Need space? Youve found it! With over 4,200 square feet of living space, this beautiful 4...	4 beds \| 3 baths \| 4,125 sq.ft.	$605,000	Airbnb cash on cash: 1.83% Traditional cash on cash: 4.86% Airbnb Rental Income: $2716 Traditional Rental Income: $3790 Airbnb ROI: 1.83% Traditional ROI: 4.86%
1140 GOVERNOR LEA RD Bear, DE Welcome to this beautifully updated ranch home offering versatile living with NO HOA restr...	3 beds \| 4 baths \| N/A	$474,000	Airbnb cash on cash: 2.53% Traditional cash on cash: 7.22% Airbnb Rental Income: $2572 Traditional Rental Income: $4036 Airbnb ROI: 2.53% Traditional ROI: 7.22%
113 EMERALD RIDGE DRIVE Bear, DE Price reduced! Welcome to this stunning move-in ready home located in the rarely available...	4 beds \| 3 baths \| 2,350 sq.ft.	$579,900	Airbnb cash on cash: 2.11% Traditional cash on cash: 4.31% Airbnb Rental Income: $2716 Traditional Rental Income: $3267 Airbnb ROI: 2.11% Traditional ROI: 4.31%
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: 2.44% Traditional cash on cash: 4.92% Airbnb Rental Income: $2716 Traditional Rental Income: $3282 Airbnb ROI: 2.44% Traditional ROI: 4.92%
34 CALVARESE DRIVE Bear, DE Price Improvement!!! Welcome to 34 Calvarese Court, a beautifully maintained home in the h...	4 beds \| 3 baths \| 2,650 sq.ft.	$577,500	Airbnb cash on cash: 1.97% Traditional cash on cash: 3.74% Airbnb Rental Income: $2716 Traditional Rental Income: $3029 Airbnb ROI: 1.97% Traditional ROI: 3.74%
102 LEWIS COURT Bear, DE Back on the market due to buyers cold feet .. New Carpet & driveway repaired .. Welcome to...	5 beds \| 3 baths \| 4,400 sq.ft.	$535,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.87% Airbnb Rental Income: $null Traditional Rental Income: $3885 Airbnb ROI: N/A Traditional ROI: 5.87%
235 W HOPE CT Bear, DE Ideally located just minutes from Lums Pond, marinas, shopping, and recreation. Situated o...	5 beds \| 3 baths \| N/A	$599,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.64% Airbnb Rental Income: $null Traditional Rental Income: $2403 Airbnb ROI: N/A Traditional ROI: 2.64%
2159 MCCOY ROAD Bear, DE Discover timeless elegance and modern luxury at 2159 McCoy Roada truly unique estate set o...	4 beds \| 6 baths \| 5,825 sq.ft.	$1,250,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 6.08% Airbnb Rental Income: $2716 Traditional Rental Income: $9049 Airbnb ROI: 0.08% Traditional ROI: 6.08%
225 BYNUM PLACE Bear, DE Back on the market, buyer backed out no fault of seller! Welcome to 225 Bynum Place ' a s...	4 beds \| 2 baths \| 2,050 sq.ft.	$350,000	Airbnb cash on cash: 4.24% Traditional cash on cash: 6.65% Airbnb Rental Income: $2716 Traditional Rental Income: $2866 Airbnb ROI: 4.24% Traditional ROI: 6.65%
317 MANUBAY COURT Bear, DE Welcome home to 317 Manubay Ct, Bear Delaware 19701! A timeless colonial built in 1990 on ...	5 beds \| 5 baths \| 3,375 sq.ft.	$649,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.05% Airbnb Rental Income: $null Traditional Rental Income: $7312 Airbnb ROI: N/A Traditional ROI: 10.05%
354 SUN BOULEVARD Bear, DE Welcome to Effortless Living in a Premier Over-55 Community! If you are looking for the p...	3 beds \| 4 baths \| 3,625 sq.ft.	$539,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 5.08% Airbnb Rental Income: $2572 Traditional Rental Income: $3494 Airbnb ROI: 2.03% Traditional ROI: 5.08%
254 RUSHES DRIVE Bear, DE Proudly offered by its original owner, this beautifully maintained two-story home blends t...	3 beds \| 4 baths \| 1,925 sq.ft.	$449,900	Airbnb cash on cash: 2.9% Traditional cash on cash: 6.78% Airbnb Rental Income: $2572 Traditional Rental Income: $3591 Airbnb ROI: 2.9% Traditional ROI: 6.78%
213 RICE DRIVE Bear, DE Welcome Home to Comfort, Style & Space in the desired sought-after community of Caravel Hu...	3 beds \| 3 baths \| 2,625 sq.ft.	$565,000	Airbnb cash on cash: 1.98% Traditional cash on cash: 4.48% Airbnb Rental Income: $2572 Traditional Rental Income: $3277 Airbnb ROI: 1.98% Traditional ROI: 4.48%
129 PROVIDENCE DRIVE Bear, DE Reduced $30k!!! This won't last long at this new improved price! New Floors all New Paint ...	3 beds \| 2 baths \| 1,750 sq.ft.	$389,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 5.98% Airbnb Rental Income: $2572 Traditional Rental Income: $2710 Airbnb ROI: 3.91% Traditional ROI: 5.98%
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: 0.03% Traditional cash on cash: 0.56% Airbnb Rental Income: $2572 Traditional Rental Income: $2845 Airbnb ROI: 0.03% Traditional ROI: 0.56%
34 CRAIG ROAD Bear, DE Welcome to 34 Craig, nestled inside the quiet neighborhood of Jamestowne, this upgraded 4 ...	4 beds \| 3 baths \| 2,125 sq.ft.	$435,000	Airbnb cash on cash: 3.33% Traditional cash on cash: 5.74% Airbnb Rental Income: $2716 Traditional Rental Income: $3058 Airbnb ROI: 3.33% Traditional ROI: 5.74%
167 SIRIUS DRIVE Bear, DE Resort-Style Living in a Spacious Twin Home with Two Primary Suites + An Expansive Finishe...	4 beds \| 5 baths \| 3,875 sq.ft.	$519,900	Airbnb cash on cash: 1.82% Traditional cash on cash: 9.84% Airbnb Rental Income: $2716 Traditional Rental Income: $5971 Airbnb ROI: 1.82% Traditional ROI: 9.84%
104 CHANNING DRIVE Bear, DE Investor or Handy Homeowner Alert! If youve been searching for a property with strong pote...	3 beds \| 2 baths \| 1,265 sq.ft.	$219,999	Airbnb cash on cash: 6.93% Traditional cash on cash: 9.4% Airbnb Rental Income: $2572 Traditional Rental Income: $2469 Airbnb ROI: 6.93% Traditional ROI: 9.4%
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.	$410,000	Airbnb cash on cash: 3.56% Traditional cash on cash: 5.22% Airbnb Rental Income: $2716 Traditional Rental Income: $2714 Airbnb ROI: 3.56% Traditional ROI: 5.22%
123 LUMS POND ROAD Bear, DE Unique Cul-De-Sac Home on 2.2 Acres in a Custom-Built, One Street Community with lots of P...	5 beds \| 4 baths \| 3,875 sq.ft.	$735,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.51% Airbnb Rental Income: $null Traditional Rental Income: $5648 Airbnb ROI: N/A Traditional ROI: 6.51%

Real Estate investment in Bear, DE

There are 26 properties for sale in the city of Bear . The median list price in Bear is $539,900 and the average price per square foot is $197. In September 2025, the average monthly cash on cash return in Bear is 5.00%. The average monthly rental income in Bear is $3,277.

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

There are 26 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 $3,277.

Your search for investment property begins and ends here

Investment Property for Sale in Bear, DE

325 HOWELL SCHOOL ROAD

Bear, DE

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

$349,900

Airbnb cash on cash: 4.31%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $2572

Traditional Rental Income: $1973

Airbnb ROI: 4.31%

Traditional ROI: 4.37%

3211 WRANGLE HILL RD

Bear, DE

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

$635,000

Airbnb cash on cash: 1.57%

Traditional cash on cash: 4.85%

Airbnb Rental Income: $2572

Traditional Rental Income: $3897

Airbnb ROI: 1.57%

Traditional ROI: 4.85%

3209 WRANGLE HILL RD

Bear, DE

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

$699,900

Airbnb cash on cash: 1.47%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $2716

Traditional Rental Income: $3178

Airbnb ROI: 1.47%

Traditional ROI: 3.16%

114 ROSEMARY COURT

Bear, DE

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

$574,900

Airbnb cash on cash: 1.9%

Traditional cash on cash: 4.79%

Airbnb Rental Income: $2716

Traditional Rental Income: $3629

Airbnb ROI: 1.9%

Traditional ROI: 4.79%

222 SILVER BIRCH LANE

Bear, DE

4 beds | 4 baths | 3,845 sq.ft.

$999,999

Airbnb cash on cash: 0.63%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $2716

Traditional Rental Income: $5018

Airbnb ROI: 0.63%

Traditional ROI: 3.8%

121 WYNNEFIELD ROAD

Bear, DE

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

$520,000

Airbnb cash on cash: 2.56%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $2716

Traditional Rental Income: $2683

Airbnb ROI: 2.56%

Traditional ROI: 3.82%

200 STEWARDS COURT

Bear, DE

4 beds | 3 baths | 4,125 sq.ft.

$605,000

Airbnb cash on cash: 1.83%

Traditional cash on cash: 4.86%

Airbnb Rental Income: $2716

Traditional Rental Income: $3790

Airbnb ROI: 1.83%

Traditional ROI: 4.86%

1140 GOVERNOR LEA RD

Bear, DE

3 beds | 4 baths | N/A

$474,000

Airbnb cash on cash: 2.53%

Traditional cash on cash: 7.22%

Airbnb Rental Income: $2572

Traditional Rental Income: $4036

Airbnb ROI: 2.53%