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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
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: 4.2% Airbnb Rental Income: $2534 Traditional Rental Income: $2651 Airbnb ROI: 2.55% Traditional ROI: 4.2%
337 Sun Blvd Bear, DE This Corioles is an executive style home built by Reybold; voted one of the top 10 builder...	5 beds \| 4 baths \| 5,317 sq.ft.	$714,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.56% Airbnb Rental Income: $null Traditional Rental Income: $4167 Airbnb ROI: N/A Traditional ROI: 4.56%
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.	$315,000	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%
719 Cardinal Ave Bear, DE BACK ON THE MARKET AGAIN , inspection report avaliable upon request ..Welcome to 719 Cardi...	3 beds \| 2 baths \| 1,975 sq.ft.	$415,000	Airbnb cash on cash: 3.83% Traditional cash on cash: 5.57% Airbnb Rental Income: $2788 Traditional Rental Income: $2811 Airbnb ROI: 3.83% Traditional ROI: 5.57%
45 Longleaf Ln Bear, DE Welcome to this beautifully maintained 4-bedroom, 2.5-bath home situated on a spacious .66...	4 beds \| 2 baths \| 2,000 sq.ft.	$484,900	Airbnb cash on cash: 2.27% Traditional cash on cash: 4.56% Airbnb Rental Income: $2534 Traditional Rental Income: $2963 Airbnb ROI: 2.27% Traditional ROI: 4.56%
7 Keeneland Ct Bear, DE Welcome to this desirable four-bedroom, 2.5-bath home in the sought-after Rose Hill at Lex...	4 beds \| 2 baths \| 2,825 sq.ft.	$585,000	Airbnb cash on cash: 1.57% Traditional cash on cash: 5.13% Airbnb Rental Income: $2534 Traditional Rental Income: $3866 Airbnb ROI: 1.57% Traditional ROI: 5.13%
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 Rd 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 \| 2 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 Pl Bear, DE Welcome to the rarely available community of Clairborne. This is your chance to own a 4 be...	4 beds \| 2 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 Dr Bear, DE Price Reduced! Becks Woods Colonial! Located on a cul de sac this 4 bedroom, 2.5 bath home...	4 beds \| 2 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 Rd Bear, DE Discover timeless elegance and modern luxury at 2159 McCoy Road-a truly unique estate set ...	4 beds \| 3 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%
1 WORTHAM Court Bear, DE Welcome to 1 Wortham Court, an exceptional luxury residence in the highly sought-after Car...	4 beds \| 4 baths \| 4,675 sq.ft.	$669,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 4.09% Airbnb Rental Income: $2534 Traditional Rental Income: $3757 Airbnb ROI: 1.15% Traditional ROI: 4.09%
557 Mansion House Rd 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.	$599,900	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 Pl Bear, DE Welcome to 15 Eaton Place in the highly sought-after Clairborne community-perfectly situat...	4 beds \| 2 baths \| 2,525 sq.ft.	$599,900	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 Blvd Bear, DE PRICE REDUCED FOR IMMEDIATE SALEWelcome to Effortless Living in a Premier Over-55 Commun...	3 beds \| 2 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%
501 Howell School Rd Bear, DE Act now for your chance to own a non-development home on a rare 1-acre large corner lot, p...	3 beds \| 2 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 \| 2 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 Pl Bear, DE *Now offering $10,000 toward buyers closing costs at the time of settlement* Welcome t...	4 beds \| 2 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 Dr Bear, DE Charming 3 Bedroom, 2 1/2 Bath Raised Ranch in Hickory Woods Welcome to this inviting rais...	3 beds \| 2 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%
3213 Wrangle Hill Rd 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%
1791 Pulaski Hwy Bear, DE 1791 Pulaski Hwy, Bear, DE 19701 \| Other	N/A beds \| N/A baths \| 0 sq.ft.	$275,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 1.74% Airbnb Rental Income: $1124 Traditional Rental Income: $952 Airbnb ROI: 0.96% Traditional ROI: 1.74%
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%
152 W Savannah Dr Bear, DE 152 W Savannah Dr, Bear, DE 19701 \| Single Family Residential	4 beds \| 2 baths \| 2,575 sq.ft.	$550,000	Airbnb cash on cash: 1.88% Traditional cash on cash: 2.77% Airbnb Rental Income: $2534 Traditional Rental Income: $2395 Airbnb ROI: 1.88% Traditional ROI: 2.77%
61 Rose Hill Dr Bear, DE Welcome Home! This spacious 4Br/2.5 Ba 2-story Brick front home w/ over 2600 sq ft of livi...	4 beds \| 2 baths \| 2,625 sq.ft.	$550,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 4.38% Airbnb Rental Income: $2534 Traditional Rental Income: $3252 Airbnb ROI: 1.86% Traditional ROI: 4.38%
204 W Skeet Cir W Bear, DE 204 W Skeet Cir W, Bear, DE 19701 \| Single Family Residential	3 beds \| 2 baths \| 1,100 sq.ft.	$365,000	Airbnb cash on cash: 4.39% Traditional cash on cash: 3.38% Airbnb Rental Income: $2788 Traditional Rental Income: $1788 Airbnb ROI: 4.39% Traditional ROI: 3.38%
111 Tuckahoe Ln Bear, DE Discover the charm of 111 Tuckahoe Lane, a townhouse that stands out with its impeccable u...	3 beds \| 2 baths \| 2,185 sq.ft.	$379,900	Airbnb cash on cash: 4.11% Traditional cash on cash: 4.51% Airbnb Rental Income: $2788 Traditional Rental Income: $2279 Airbnb ROI: 4.11% Traditional ROI: 4.51%
613 Garron Point Pass Bear, DE Premium Cul-de-Sac Lot with Privacy & An Abundance of Space. Welcome to 613 Garron Point P...	5 beds \| 4 baths \| 4,050 sq.ft.	$740,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.8% Airbnb Rental Income: $null Traditional Rental Income: $4709 Airbnb ROI: N/A Traditional ROI: 4.8%
1962 Old Kirkwood Rd Bear, DE 1962 Old Kirkwood Rd, Bear, DE 19701 \| Single Family Residential	6 beds \| 3 baths \| 3,790 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.66% Airbnb Rental Income: $null Traditional Rental Income: $3382 Airbnb ROI: N/A Traditional ROI: 3.66%

Real Estate investment in Bear, DE

There are 37 properties for sale in the city of Bear . The median list price in Bear is $487,450 and the average price per square foot is $214. In February 2026, the average monthly cash on cash return in Bear is 5.00%. The average monthly rental income in Bear is $2,663.

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

There are 37 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 $2,663.

Your search for investment property begins and ends here

Investment Property for Sale in Bear, DE

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: 4.2%

Airbnb Rental Income: $2534

Traditional Rental Income: $2651

Airbnb ROI: 2.55%

Traditional ROI: 4.2%

337 Sun Blvd

Bear, DE

5 beds | 4 baths | 5,317 sq.ft.

$714,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.56%

Airbnb Rental Income: $null

Traditional Rental Income: $4167

Airbnb ROI: N/A

Traditional ROI: 4.56%

221 Gladstone Way

Bear, DE

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

$315,000

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%

719 Cardinal Ave

Bear, DE

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

$415,000

Airbnb cash on cash: 3.83%

Traditional cash on cash: 5.57%

Airbnb Rental Income: $2788

Traditional Rental Income: $2811

Airbnb ROI: 3.83%

Traditional ROI: 5.57%

45 Longleaf Ln

Bear, DE

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

$484,900

Airbnb cash on cash: 2.27%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $2534

Traditional Rental Income: $2963

Airbnb ROI: 2.27%

Traditional ROI: 4.56%

7 Keeneland Ct

Bear, DE

4 beds | 2 baths | 2,825 sq.ft.

$585,000

Airbnb cash on cash: 1.57%

Traditional cash on cash: 5.13%

Airbnb Rental Income: $2534

Traditional Rental Income: $3866

Airbnb ROI: 1.57%

Traditional ROI: 5.13%

1 Jasmine Dr

Bear, DE

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 Rd

Bear, DE

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%