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
405 SHAI Circle Bear, DE Welcome to 405 Shai Cir, where the updates are done and the excuses to keep renting are of...	3 beds \| 3 baths \| 1,525 sq.ft.	$319,999	Airbnb cash on cash: 4.65% Traditional cash on cash: 4.8% Airbnb Rental Income: $2788 Traditional Rental Income: $2180 Airbnb ROI: 4.65% Traditional ROI: 4.8%
29 Sycamore Ln Bear, DE Welcome to Brennan Estate's finest Executive Townhome! 4Bedroom, 3 1/2 bath and 2 car gara...	4 beds \| 3 baths \| 3,121 sq.ft.	$470,000	Airbnb cash on cash: 2.55% Traditional cash on cash: 4.79% Airbnb Rental Income: $2534 Traditional Rental Income: $2910 Airbnb ROI: 2.55% Traditional ROI: 4.79%
221 Gladstone Way Bear, DE Great opportunity to own in the charming 55 community of Crossings of Christiana! You are...	2 beds \| 2 baths \| 1,425 sq.ft.	$320,000	Airbnb cash on cash: 0.21% Traditional cash on cash: 4.15% Airbnb Rental Income: $1204 Traditional Rental Income: $2001 Airbnb ROI: 0.21% Traditional ROI: 4.15%
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%
719 CARDINAL AVENUE Bear, DE BACK ON THE MARKET AT NO FAULT OF THE SELLERS!!Welcome to 719 Cardinal Ave in Bear, DE a ...	3 beds \| 2 baths \| 1,975 sq.ft.	$420,000	Airbnb cash on cash: 3.77% Traditional cash on cash: 5.49% Airbnb Rental Income: $2788 Traditional Rental Income: $2811 Airbnb ROI: 3.77% Traditional ROI: 5.49%
115 E Beaver Ct Bear, DE Rarely available, this updated 3 bedroom, 1 bathroom, ranch townhouse is ready and waiting...	3 beds \| 1 baths \| 800 sq.ft.	$195,000	Airbnb cash on cash: 9.33% Traditional cash on cash: 4.29% Airbnb Rental Income: $2788 Traditional Rental Income: $1201 Airbnb ROI: 9.33% Traditional ROI: 4.29%
45 LONGLEAF Lane Bear, DE Welcome to this beautifully maintained 4-bedroom, 2.5-bath home situated on a spacious .66...	4 beds \| 3 baths \| 2,000 sq.ft.	$489,900	Airbnb cash on cash: 2.24% Traditional cash on cash: 4.51% Airbnb Rental Income: $2534 Traditional Rental Income: $2963 Airbnb ROI: 2.24% Traditional ROI: 4.51%
137 Hammersmith Way Bear, DE Why wait for new construction when you can buy now? Available only due to a relocation, th...	4 beds \| 4 baths \| 4,109 sq.ft.	$740,000	Airbnb cash on cash: 1% Traditional cash on cash: 3.67% Airbnb Rental Income: $2534 Traditional Rental Income: $3768 Airbnb ROI: 1% Traditional ROI: 3.67%
106 Kingston Dr Bear, DE Beautifully renovated all brick ranch home located on a quiet cul-de-sac street. Large 1 ...	3 beds \| 2 baths \| 2,025 sq.ft.	$460,000	Airbnb cash on cash: 3.21% Traditional cash on cash: 3.78% Airbnb Rental Income: $2788 Traditional Rental Income: $2379 Airbnb ROI: 3.21% Traditional ROI: 3.78%
1 Jasmine Dr Bear, DE SOLD BEFORE PROCESSING	3 beds \| 2 baths \| 2,600 sq.ft.	$490,000	Airbnb cash on cash: 2.81% Traditional cash on cash: 4.82% Airbnb Rental Income: $2788 Traditional Rental Income: $3053 Airbnb ROI: 2.81% Traditional ROI: 4.82%
325 HOWELL SCHOOL ROAD Bear, DE Motivated Seller! Bring your offers! A single family home for under $275,000!!!Imagine a h...	3 beds \| 1 baths \| 1,675 sq.ft.	$274,900	Airbnb cash on cash: 6.43% Traditional cash on cash: 5.8% Airbnb Rental Income: $2788 Traditional Rental Income: $1973 Airbnb ROI: 6.43% Traditional ROI: 5.8%
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: 1.85% Traditional cash on cash: 4.8% Airbnb Rental Income: $2788 Traditional Rental Income: $3897 Airbnb ROI: 1.85% 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: 1.24% Traditional cash on cash: 3.16% Airbnb Rental Income: $2534 Traditional Rental Income: $3178 Airbnb ROI: 1.24% 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.	$629,000	Airbnb cash on cash: 1.36% Traditional cash on cash: 3.44% Airbnb Rental Income: $2534 Traditional Rental Income: $3142 Airbnb ROI: 1.36% Traditional ROI: 3.44%
121 WYNNEFIELD ROAD Bear, DE Welcome to 121 Wynnefield Road, Bear, Delawarea rarely available nestled in the tranquil W...	4 beds \| 3 baths \| 2,200 sq.ft.	$510,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 3.91% Airbnb Rental Income: $2534 Traditional Rental Income: $2683 Airbnb ROI: 2.32% Traditional ROI: 3.91%
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.	$499,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 5.17% Airbnb Rental Income: $2534 Traditional Rental Income: $3282 Airbnb ROI: 2.26% Traditional ROI: 5.17%
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%
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%
1 Bohemia Rd Bear, DE Welcome to this beautifully loved and meticulously maintained Grande Edenderry model -- on...	6 beds \| 3 baths \| 3,628 sq.ft.	$610,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.07% Airbnb Rental Income: $null Traditional Rental Income: $3900 Airbnb ROI: N/A Traditional ROI: 5.07%
15 EATON Place Bear, DE Welcome to 15 Eaton Place in the highly sought-after Clairborne community-perfectly situat...	4 beds \| 3 baths \| 2,525 sq.ft.	$609,900	Airbnb cash on cash: 1.4% Traditional cash on cash: 4.12% Airbnb Rental Income: $2534 Traditional Rental Income: $3467 Airbnb ROI: 1.4% Traditional ROI: 4.12%
102 MERIDIAN Boulevard Bear, DE PRICE REDUCED FOR IMMEDIATE SALEWelcome to Effortless Living in a Premier Over-55 Commun...	3 beds \| 4 baths \| 3,500 sq.ft.	$510,000	Airbnb cash on cash: 1.95% Traditional cash on cash: 4.72% Airbnb Rental Income: $2788 Traditional Rental Income: $3456 Airbnb ROI: 1.95% Traditional ROI: 4.72%
671 WHITE ROCK ROAD Bear, DE	2 beds \| 1 baths \| 800 sq.ft.	$235,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 3.75% Airbnb Rental Income: $1204 Traditional Rental Income: $1327 Airbnb ROI: 1.44% Traditional ROI: 3.75%
501 HOWELL SCHOOL Road Bear, DE Act now for your chance to own a non-development home on a rare 1-acre large corner lot, p...	3 beds \| 3 baths \| 2,775 sq.ft.	$525,000	Airbnb cash on cash: 2.35% Traditional cash on cash: 5% Airbnb Rental Income: $2788 Traditional Rental Income: $3434 Airbnb ROI: 2.35% Traditional ROI: 5%
210 OLIVIA Way Bear, DE Located in the charming Lums Pond Estates, this stunning Colonial home offers a perfect bl...	3 beds \| 4 baths \| 3,075 sq.ft.	$599,999	Airbnb cash on cash: 1.86% Traditional cash on cash: 5.14% Airbnb Rental Income: $2788 Traditional Rental Income: $3971 Airbnb ROI: 1.86% Traditional ROI: 5.14%
2 PEGASUS Place Bear, DE *Now offering $10,000 toward buyers closing costs at the time of settlement* Welcome t...	4 beds \| 3 baths \| 2,425 sq.ft.	$575,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 4.05% Airbnb Rental Income: $2534 Traditional Rental Income: $3253 Airbnb ROI: 1.57% Traditional ROI: 4.05%
305 S Red Lion Ter Bear, DE This charming 3-bedroom, 2-bath single-family home offers a perfect blend of comfort, styl...	3 beds \| 2 baths \| 1,850 sq.ft.	$425,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 4.55% Airbnb Rental Income: $2788 Traditional Rental Income: $2663 Airbnb ROI: 3.22% Traditional ROI: 4.55%
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: 3.2% Traditional cash on cash: 5.38% Airbnb Rental Income: $2788 Traditional Rental Income: $3052 Airbnb ROI: 3.2% Traditional ROI: 5.38%
118 COUNTRYSIDE LANE Bear, DE This beautifully upgraded 4 bed/2.5 bath home is a true showstopper! Step inside to a gran...	4 beds \| 3 baths \| 2,800 sq.ft.	$675,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.58% Airbnb Rental Income: $2534 Traditional Rental Income: $3408 Airbnb ROI: 1.22% Traditional ROI: 3.58%
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: 2.25% Traditional cash on cash: 2.97% Airbnb Rental Income: $2788 Traditional Rental Income: $2566 Airbnb ROI: 2.25% Traditional ROI: 2.97%
121 Willow Oak Blvd Bear, DE 121 Willow Oak Blvd, Bear, DE 19701 \| Single Family Residential	5 beds \| 3 baths \| 3,000 sq.ft.	$587,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.31% Airbnb Rental Income: $null Traditional Rental Income: $2790 Airbnb ROI: N/A Traditional ROI: 3.31%
754 Red Clay Dr Bear, DE 754 Red Clay Dr, Bear, DE 19701 \| Townhouse	2 beds \| 1 baths \| 800 sq.ft.	$235,000	Airbnb cash on cash: 1.68% Traditional cash on cash: 3.48% Airbnb Rental Income: $1204 Traditional Rental Income: $1216 Airbnb ROI: 1.68% Traditional ROI: 3.48%
149 Willamette Dr Bear, DE 149 Willamette Dr, Bear, DE 19701 \| Single Family Residential	4 beds \| 2 baths \| 1,925 sq.ft.	$480,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 4.66% Airbnb Rental Income: $2534 Traditional Rental Income: $2910 Airbnb ROI: 2.47% Traditional ROI: 4.66%
3934 Kirkwood Saint Georges Bear, DE 3934 Kirkwood Saint Georges, Bear, DE 19701 \| Other	N/A beds \| N/A baths \| N/A	$279,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.69% Airbnb Rental Income: $1124 Traditional Rental Income: $687 Airbnb ROI: 0.92% Traditional ROI: 0.69%

Real Estate investment in Bear, DE

There are 34 properties for sale in the city of Bear . The median list price in Bear is $465,000 and the average price per square foot is $224. In January 2026, the average monthly cash on cash return in Bear is 5.00%. The average monthly rental income in Bear is $2,683.

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

There are 34 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 $2,683.

Your search for investment property begins and ends here

Investment Property for Sale in Bear, DE

405 SHAI Circle

Bear, DE

3 beds | 3 baths | 1,525 sq.ft.

$319,999

Airbnb cash on cash: 4.65%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $2788

Traditional Rental Income: $2180

Airbnb ROI: 4.65%

Traditional ROI: 4.8%

29 Sycamore Ln

Bear, DE

4 beds | 3 baths | 3,121 sq.ft.

$470,000

Airbnb cash on cash: 2.55%

Traditional cash on cash: 4.79%

Airbnb Rental Income: $2534

Traditional Rental Income: $2910

Airbnb ROI: 2.55%

Traditional ROI: 4.79%

221 Gladstone Way

Bear, DE

2 beds | 2 baths | 1,425 sq.ft.

$320,000

Airbnb cash on cash: 0.21%

Traditional cash on cash: 4.15%

Airbnb Rental Income: $1204

Traditional Rental Income: $2001

Airbnb ROI: 0.21%

Traditional ROI: 4.15%

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%

719 CARDINAL AVENUE

Bear, DE

3 beds | 2 baths | 1,975 sq.ft.

$420,000

Airbnb cash on cash: 3.77%

Traditional cash on cash: 5.49%

Airbnb Rental Income: $2788

Traditional Rental Income: $2811

Airbnb ROI: 3.77%

Traditional ROI: 5.49%

115 E Beaver Ct

Bear, DE

3 beds | 1 baths | 800 sq.ft.

$195,000

Airbnb cash on cash: 9.33%

Traditional cash on cash: 4.29%

Airbnb Rental Income: $2788

Traditional Rental Income: $1201

Airbnb ROI: 9.33%

Traditional ROI: 4.29%

45 LONGLEAF Lane

Bear, DE

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

$489,900

Airbnb cash on cash: 2.24%

Traditional cash on cash: 4.51%

Airbnb Rental Income: $2534

Traditional Rental Income: $2963

Airbnb ROI: 2.24%

Traditional ROI: 4.51%

137 Hammersmith Way

Bear, DE

4 beds | 4 baths | 4,109 sq.ft.

$740,000

Airbnb cash on cash: 1%

Traditional cash on cash: 3.67%

Airbnb Rental Income: $2534

Traditional Rental Income: $3768

Airbnb ROI: 1%