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
14 MERIDIAN Boulevard Bear, DE Welcome to Your Dream Home! As you enter the foyer, you're greeted by an unobstructed view...	4 beds \| 4 baths \| 3,900 sq.ft.	$649,900	Airbnb cash on cash: 0.26% Traditional cash on cash: 4.96% Airbnb Rental Income: $2207 Traditional Rental Income: $4500 Airbnb ROI: 0.26% Traditional ROI: 4.96%
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.	$899,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.62% Airbnb Rental Income: $2207 Traditional Rental Income: $4667 Airbnb ROI: 0.02% Traditional ROI: 3.62%
13 SYCAMORE Lane Bear, DE This Executive Townhome, now available in the highly sought-after Brennan Estates, is read...	3 beds \| 3 baths \| 2,325 sq.ft.	$449,900	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.08% Airbnb Rental Income: $1508 Traditional Rental Income: $2719 Airbnb ROI: 0.16% Traditional ROI: 4.08%
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: 2.31% Traditional cash on cash: 5.8% Airbnb Rental Income: $1508 Traditional Rental Income: $1973 Airbnb ROI: 2.31% 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: 0.07% Traditional cash on cash: 4.8% Airbnb Rental Income: $1508 Traditional Rental Income: $3897 Airbnb ROI: 0.07% 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: 0.82% Traditional cash on cash: 3.16% Airbnb Rental Income: $2207 Traditional Rental Income: $3178 Airbnb ROI: 0.82% Traditional ROI: 3.16%
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: -0.5% Traditional cash on cash: 0.56% Airbnb Rental Income: $1508 Traditional Rental Income: $2845 Airbnb ROI: -0.5% Traditional ROI: 0.56%
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.	$549,999	Airbnb cash on cash: 0.04% Traditional cash on cash: 5.69% Airbnb Rental Income: $1508 Traditional Rental Income: $3971 Airbnb ROI: 0.04% Traditional ROI: 5.69%
20 DORSEY Lane Bear, DE Welcome to 20 Dorsey Lane! This newly renovated stunning 4-bedroom, 2-full bathroom home m...	4 beds \| 2 baths \| 1,550 sq.ft.	$375,000	Airbnb cash on cash: 2.76% Traditional cash on cash: 3.33% Airbnb Rental Income: $2207 Traditional Rental Income: $1853 Airbnb ROI: 2.76% Traditional ROI: 3.33%
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: 0.67% Traditional cash on cash: 5.38% Airbnb Rental Income: $1508 Traditional Rental Income: $3052 Airbnb ROI: 0.67% 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: 0.46% Traditional cash on cash: 2.97% Airbnb Rental Income: $1508 Traditional Rental Income: $2566 Airbnb ROI: 0.46% Traditional ROI: 2.97%
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.	$799,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.9% Airbnb Rental Income: $null Traditional Rental Income: $4603 Airbnb ROI: N/A Traditional ROI: 3.9%
150 JENNY DRIVE Bear, DE Three level, 3-4BR, 3.5 Bath town home in Colony at Summit Bridge! Located inside award-wi...	3 beds \| 4 baths \| 2,275 sq.ft.	$495,000	Airbnb cash on cash: 0.14% Traditional cash on cash: 4.45% Airbnb Rental Income: $1508 Traditional Rental Income: $3062 Airbnb ROI: 0.14% Traditional ROI: 4.45%
39 CALVARESE DRIVE Bear, DE Welcome to 39 Calvarese Drive in the desirable community of Calvarese Farms in Bear Delawa...	4 beds \| 4 baths \| 3,350 sq.ft.	$589,000	Airbnb cash on cash: 0.93% Traditional cash on cash: 5.49% Airbnb Rental Income: $2207 Traditional Rental Income: $4158 Airbnb ROI: 0.93% Traditional ROI: 5.49%
13 LAUREL WAY Bear, DE Here is everything you have been looking for in a home. Great Cul- de- sac location backin...	3 beds \| 4 baths \| 2,600 sq.ft.	$495,000	Airbnb cash on cash: 0.15% Traditional cash on cash: 5.06% Airbnb Rental Income: $1508 Traditional Rental Income: $3341 Airbnb ROI: 0.15% Traditional ROI: 5.06%
12 KIMMIE Court Bear, DE Welcome to this one owner, well built, and lovingly maintained 4 bedroom, 2.5 bath Colonia...	4 beds \| 3 baths \| 2,850 sq.ft.	$550,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 5.32% Airbnb Rental Income: $2207 Traditional Rental Income: $3651 Airbnb ROI: 1.43% Traditional ROI: 5.32%
18 KIMMIE Court Bear, DE Just a fantastic house and location in Caravel Farms! Tucked back into the cul de sac, wit...	4 beds \| 3 baths \| 2,900 sq.ft.	$559,900	Airbnb cash on cash: 1.11% Traditional cash on cash: 5.16% Airbnb Rental Income: $2207 Traditional Rental Income: $3769 Airbnb ROI: 1.11% Traditional ROI: 5.16%
23 CATHERINE Court Bear, DE Nestled in the heart of Newark, this charming colonial home offers the perfect blend of ti...	4 beds \| 3 baths \| 2,100 sq.ft.	$525,000	Airbnb cash on cash: 1.45% Traditional cash on cash: 4.25% Airbnb Rental Income: $2207 Traditional Rental Income: $3024 Airbnb ROI: 1.45% Traditional ROI: 4.25%
8 BOHEMIA Bear, DE Welcome to 8 Bohemia Road, a stunning 4-bedroom, 2.5-bath residence situated on a quiet cu...	4 beds \| 3 baths \| 2,025 sq.ft.	$534,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 3.77% Airbnb Rental Income: $2207 Traditional Rental Income: $2944 Airbnb ROI: 1.18% Traditional ROI: 3.77%
406 DRAGON Lane Bear, DE Re- Location makes this nice 3 bedroom town home available in a great location. It checks ...	3 beds \| 2 baths \| 1,150 sq.ft.	$299,900	Airbnb cash on cash: 2.16% Traditional cash on cash: 6.08% Airbnb Rental Income: $1508 Traditional Rental Income: $2176 Airbnb ROI: 2.16% Traditional ROI: 6.08%
109 PIGEON RUN DR Bear, DE Nestled in the charming Pigeon Run subdivision, this delightful Colonial-style home offers...	4 beds \| 3 baths \| N/A	$510,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 3.09% Airbnb Rental Income: $2207 Traditional Rental Income: $2351 Airbnb ROI: 1.62% Traditional ROI: 3.09%
222 W HOPE CT Bear, DE A beautiful brick and siding Colonial home in a prime location, conveniently situated near...	4 beds \| 4 baths \| N/A	$550,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 3.55% Airbnb Rental Income: $2207 Traditional Rental Income: $2800 Airbnb ROI: 1.32% Traditional ROI: 3.55%
105 PEGASUS Court Bear, DE Welcome to 105 Pegasus Court- Spacious and beautifully updated, this 5 bedroom, 4.5 bath h...	5 beds \| 5 baths \| 4,025 sq.ft.	$684,900	Airbnb cash on cash: N/A Traditional cash on cash: 10.03% Airbnb Rental Income: $null Traditional Rental Income: $7669 Airbnb ROI: N/A Traditional ROI: 10.03%
331 APPLEFORD Circle Bear, DE Welcome to 331 Appleford Circle-where luxury, space, and thoughtful design come together i...	4 beds \| 4 baths \| 4,500 sq.ft.	$874,990	Airbnb cash on cash: 0.16% Traditional cash on cash: 3.92% Airbnb Rental Income: $2207 Traditional Rental Income: $4714 Airbnb ROI: 0.16% Traditional ROI: 3.92%
133 CHANNING DRIVE Bear, DE Showings Begin Sunday May 3. Public Open House 1-3 PM Sunday.This charming Colonial-style ...	3 beds \| 2 baths \| 1,425 sq.ft.	$325,000	Airbnb cash on cash: 1.53% Traditional cash on cash: 5.68% Airbnb Rental Income: $1508 Traditional Rental Income: $2338 Airbnb ROI: 1.53% Traditional ROI: 5.68%
116 DOROTHY Drive Bear, DE Note: Professional photos coming soon. Welcome to this well-maintained and thoughtfully up...	3 beds \| 3 baths \| 2,450 sq.ft.	$439,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 5.42% Airbnb Rental Income: $1508 Traditional Rental Income: $3131 Airbnb ROI: 0.41% Traditional ROI: 5.42%
628 KENDALL Drive Bear, DE Welcome to 628 Kendall Drive! This 2 bed 2.5 bath end unit is situated at the end of a cul...	2 beds \| 3 baths \| 1,700 sq.ft.	$350,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 4.43% Airbnb Rental Income: $677 Traditional Rental Income: $2220 Airbnb ROI: -1.18% Traditional ROI: 4.43%
112 GRISSOM Drive Bear, DE Meridian Crossing! Welcome to this spacious and beautifully designed 5-bedroom, 2.5-bath t...	5 beds \| 3 baths \| 3,000 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.03% Airbnb Rental Income: $null Traditional Rental Income: $3111 Airbnb ROI: N/A Traditional ROI: 5.03%

Real Estate investment in Bear, DE

There are 33 properties for sale in the city of Bear . The median list price in Bear is $517,500 and the average price per square foot is $191. In May 2026, the average monthly cash on cash return in Bear is 5.00%. The average monthly rental income in Bear is $3,038.

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

There are 33 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 $3,038.

Your search for investment property begins and ends here

Investment Property for Sale in Bear, DE

14 MERIDIAN Boulevard

Bear, DE

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

$649,900

Airbnb cash on cash: 0.26%

Traditional cash on cash: 4.96%

Airbnb Rental Income: $2207

Traditional Rental Income: $4500

Airbnb ROI: 0.26%

Traditional ROI: 4.96%

211 AUDUBON Drive

Bear, DE

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

$899,900

Airbnb cash on cash: 0.02%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $2207

Traditional Rental Income: $4667

Airbnb ROI: 0.02%

Traditional ROI: 3.62%

13 SYCAMORE Lane

Bear, DE

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

$449,900

Airbnb cash on cash: 0.16%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1508

Traditional Rental Income: $2719

Airbnb ROI: 0.16%

Traditional ROI: 4.08%

325 HOWELL SCHOOL ROAD

Bear, DE

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

$274,900

Airbnb cash on cash: 2.31%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1508

Traditional Rental Income: $1973

Airbnb ROI: 2.31%

Traditional ROI: 5.8%

3211 WRANGLE HILL RD

Bear, DE

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

$639,900

Airbnb cash on cash: 0.07%

Traditional cash on cash: 4.8%

Airbnb Rental Income: $1508

Traditional Rental Income: $3897

Airbnb ROI: 0.07%

Traditional ROI: 4.8%

3209 WRANGLE HILL RD

Bear, DE

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

$699,900

Airbnb cash on cash: 0.82%

Traditional cash on cash: 3.16%

Airbnb Rental Income: $2207

Traditional Rental Income: $3178

Airbnb ROI: 0.82%

Traditional ROI: 3.16%

557 MANSION HOUSE Road

Bear, DE

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

$1,795,000

Airbnb cash on cash: -0.5%

Traditional cash on cash: 0.56%

Airbnb Rental Income: $1508

Traditional Rental Income: $2845

Airbnb ROI: -0.5%

Traditional ROI: 0.56%

210 OLIVIA Way

Bear, DE

3 beds | 4 baths | 3,075 sq.ft.

$549,999

Airbnb cash on cash: 0.04%

Traditional cash on cash: 5.69%

Airbnb Rental Income: $1508

Traditional Rental Income: $3971

Airbnb ROI: 0.04%