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
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.	$639,000	Airbnb cash on cash: -0.25% Traditional cash on cash: 5.06% Airbnb Rental Income: $1826 Traditional Rental Income: $4500 Airbnb ROI: -0.25% Traditional ROI: 5.06%
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: -0.36% Traditional cash on cash: 3.62% Airbnb Rental Income: $1826 Traditional Rental Income: $4667 Airbnb ROI: -0.36% Traditional ROI: 3.62%
20 Doolin Bay Dr Bear, DE Stunning move-in ready home shows like new construction. Home is located in the award winn...	4 beds \| 3 baths \| 2,375 sq.ft.	$559,900	Airbnb cash on cash: 0.9% Traditional cash on cash: 3.1% Airbnb Rental Income: $1826 Traditional Rental Income: $2481 Airbnb ROI: 0.9% Traditional ROI: 3.1%
4 BLUEFIN Court Bear, DE EASY COASTAL LIVING is yours in this beautifully maintained 2018 interior townhouse locate...	3 beds \| 3 baths \| 1,948 sq.ft.	$579,900	Airbnb cash on cash: 0.59% Traditional cash on cash: 3.74% Airbnb Rental Income: $1894 Traditional Rental Income: $3093 Airbnb ROI: 0.59% Traditional ROI: 3.74%
344 SUN BLVD Bear, DE No need to wondercome see your new home in the lovely community of Meridian Crossing. This...	4 beds \| 3 baths \| 2,750 sq.ft.	$537,000	Airbnb cash on cash: 0.34% Traditional cash on cash: 3.61% Airbnb Rental Income: $1826 Traditional Rental Income: $2975 Airbnb ROI: 0.34% Traditional ROI: 3.61%
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: 0.93% Traditional cash on cash: 4.08% Airbnb Rental Income: $1894 Traditional Rental Income: $2719 Airbnb ROI: 0.93% Traditional ROI: 4.08%
9 EATON Place Bear, DE Welcome to the sought-after community of Clairborne, ideally located on the north side of ...	4 beds \| 3 baths \| 3,675 sq.ft.	$654,900	Airbnb cash on cash: 0.28% Traditional cash on cash: 4.78% Airbnb Rental Income: $1826 Traditional Rental Income: $4080 Airbnb ROI: 0.28% Traditional ROI: 4.78%
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: 3.55% Traditional cash on cash: 5.8% Airbnb Rental Income: $1894 Traditional Rental Income: $1973 Airbnb ROI: 3.55% 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: 0.6% Traditional cash on cash: 4.8% Airbnb Rental Income: $1894 Traditional Rental Income: $3897 Airbnb ROI: 0.6% 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: 0.33% Traditional cash on cash: 3.16% Airbnb Rental Income: $1826 Traditional Rental Income: $3178 Airbnb ROI: 0.33% 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: -0.31% Traditional cash on cash: 0.56% Airbnb Rental Income: $1894 Traditional Rental Income: $2845 Airbnb ROI: -0.31% 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.	$525,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 6% Airbnb Rental Income: $1894 Traditional Rental Income: $3971 Airbnb ROI: 0.74% Traditional ROI: 6%
3213 WRANGLE HILL Road Bear, DE June- July 2026 delivery, New Construction ranch with partial stone elevation, Expecting a...	3 beds \| 2 baths \| 1,930 sq.ft.	$639,900	Airbnb cash on cash: 1% Traditional cash on cash: 2.97% Airbnb Rental Income: $1894 Traditional Rental Income: $2566 Airbnb ROI: 1% Traditional ROI: 2.97%
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: 0.83% Traditional cash on cash: 4.45% Airbnb Rental Income: $1894 Traditional Rental Income: $3062 Airbnb ROI: 0.83% 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: 0.35% Traditional cash on cash: 5.49% Airbnb Rental Income: $1826 Traditional Rental Income: $4158 Airbnb ROI: 0.35% Traditional ROI: 5.49%
314 CARYA Court Bear, DE Welcome to this beautifully maintained raised ranch in Hickory Woods, Bear, Delaware, buil...	3 beds \| 3 baths \| 2,000 sq.ft.	$515,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 4.14% Airbnb Rental Income: $1894 Traditional Rental Income: $2782 Airbnb ROI: 1.25% Traditional ROI: 4.14%
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: 0.84% Traditional cash on cash: 5.06% Airbnb Rental Income: $1894 Traditional Rental Income: $3341 Airbnb ROI: 0.84% 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.	$530,000	Airbnb cash on cash: 0.87% Traditional cash on cash: 5.55% Airbnb Rental Income: $1826 Traditional Rental Income: $3651 Airbnb ROI: 0.87% Traditional ROI: 5.55%
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 \| 3,100 sq.ft.	$550,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 5.27% Airbnb Rental Income: $1826 Traditional Rental Income: $3769 Airbnb ROI: 0.53% Traditional ROI: 5.27%
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.	$505,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.46% Airbnb Rental Income: $1826 Traditional Rental Income: $3024 Airbnb ROI: 0.88% Traditional ROI: 4.46%
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: 0.55% Traditional cash on cash: 3.77% Airbnb Rental Income: $1826 Traditional Rental Income: $2944 Airbnb ROI: 0.55% 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: 3.3% Traditional cash on cash: 6.08% Airbnb Rental Income: $1894 Traditional Rental Income: $2176 Airbnb ROI: 3.3% 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: 0.95% Traditional cash on cash: 3.09% Airbnb Rental Income: $1826 Traditional Rental Income: $2351 Airbnb ROI: 0.95% 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: 0.7% Traditional cash on cash: 3.55% Airbnb Rental Income: $1826 Traditional Rental Income: $2800 Airbnb ROI: 0.7% Traditional ROI: 3.55%
331 APPLEFORD Circle Bear, DE Welcome to 331 Appleford Circle, a beautifully upgraded home offering luxury, space, and m...	4 beds \| 4 baths \| 4,500 sq.ft.	$849,900	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.06% Airbnb Rental Income: $1826 Traditional Rental Income: $4714 Airbnb ROI: -0.21% Traditional ROI: 4.06%
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: 2.58% Traditional cash on cash: 5.68% Airbnb Rental Income: $1894 Traditional Rental Income: $2338 Airbnb ROI: 2.58% Traditional ROI: 5.68%
112 GRISSOM Drive Bear, DE Seller offering a $10,000 paint allowance with a full price offer! Welcome to Meridian Cro...	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%
107 MEGAN Drive Bear, DE Welcome to 107 Megan Dr in the heart of Bear, DE! This charming single-family home offers ...	3 beds \| 3 baths \| 1,975 sq.ft.	$585,000	Airbnb cash on cash: 0.65% Traditional cash on cash: 3.32% Airbnb Rental Income: $1894 Traditional Rental Income: $2845 Airbnb ROI: 0.65% Traditional ROI: 3.32%
231 Foxglove Loop Bear, DE 231 Foxglove Loop, Bear, DE 19701 \| Single Family Residential	3 beds \| 2 baths \| 2,300 sq.ft.	$555,000	Airbnb cash on cash: 0.89% Traditional cash on cash: 2.43% Airbnb Rental Income: $1894 Traditional Rental Income: $2191 Airbnb ROI: 0.89% Traditional ROI: 2.43%
6 DONNA Drive Bear, DE Welcome to this spacious 4-bedroom, 2.5-bath Colonial situated in the well-established and...	4 beds \| 3 baths \| 2,475 sq.ft.	$500,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 5.29% Airbnb Rental Income: $1826 Traditional Rental Income: $3489 Airbnb ROI: 0.68% Traditional ROI: 5.29%
351 GREYBULL Drive Bear, DE New Updated Photos!! Many updates in the beautiful 4 bedroom, 2.5 bathroom Wrangle Hill Es...	4 beds \| 3 baths \| 2,050 sq.ft.	$468,999	Airbnb cash on cash: 0.97% Traditional cash on cash: 4.96% Airbnb Rental Income: $1826 Traditional Rental Income: $3084 Airbnb ROI: 0.97% Traditional ROI: 4.96%
102 SWEETHOLLOW Drive Bear, DE Follow the South 896 route towards Bear, make a left turn onto Howell School Rd, and then ...	5 beds \| 4 baths \| 3,400 sq.ft.	$619,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.26% Airbnb Rental Income: $null Traditional Rental Income: $5355 Airbnb ROI: N/A Traditional ROI: 7.26%
4 HAWKINS CT Bear, DE Welcome to 4 Hawkins Ct in the desirable Porter Square community of Bear-nestled on a quie...	3 beds \| 2 baths \| N/A	$389,999	Airbnb cash on cash: 1.59% Traditional cash on cash: 3.98% Airbnb Rental Income: $1894 Traditional Rental Income: $2265 Airbnb ROI: 1.59% Traditional ROI: 3.98%

Real Estate investment in Bear, DE

There are 48 properties for sale in the city of Bear . The median list price in Bear is $519,000 and the average price per square foot is $199. In May 2026, the average monthly cash on cash return in Bear is 4.00%. The average monthly rental income in Bear is $2,845.

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

There are 48 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 $2,845.

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.

$639,000

Airbnb cash on cash: -0.25%

Traditional cash on cash: 5.06%

Airbnb Rental Income: $1826

Traditional Rental Income: $4500

Airbnb ROI: -0.25%

Traditional ROI: 5.06%

211 AUDUBON Drive

Bear, DE

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

$899,900

Airbnb cash on cash: -0.36%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $1826

Traditional Rental Income: $4667

Airbnb ROI: -0.36%

Traditional ROI: 3.62%

20 Doolin Bay Dr

Bear, DE

4 beds | 3 baths | 2,375 sq.ft.

$559,900

Airbnb cash on cash: 0.9%

Traditional cash on cash: 3.1%

Airbnb Rental Income: $1826

Traditional Rental Income: $2481

Airbnb ROI: 0.9%

Traditional ROI: 3.1%

4 BLUEFIN Court

Bear, DE

3 beds | 3 baths | 1,948 sq.ft.

$579,900

Airbnb cash on cash: 0.59%

Traditional cash on cash: 3.74%

Airbnb Rental Income: $1894

Traditional Rental Income: $3093

Airbnb ROI: 0.59%

Traditional ROI: 3.74%

344 SUN BLVD

Bear, DE

4 beds | 3 baths | 2,750 sq.ft.

$537,000

Airbnb cash on cash: 0.34%

Traditional cash on cash: 3.61%

Airbnb Rental Income: $1826

Traditional Rental Income: $2975

Airbnb ROI: 0.34%

Traditional ROI: 3.61%

13 SYCAMORE Lane

Bear, DE

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

$449,900

Airbnb cash on cash: 0.93%

Traditional cash on cash: 4.08%

Airbnb Rental Income: $1894

Traditional Rental Income: $2719

Airbnb ROI: 0.93%

Traditional ROI: 4.08%

9 EATON Place

Bear, DE

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

$654,900

Airbnb cash on cash: 0.28%

Traditional cash on cash: 4.78%

Airbnb Rental Income: $1826

Traditional Rental Income: $4080

Airbnb ROI: 0.28%

Traditional ROI: 4.78%

325 HOWELL SCHOOL ROAD

Bear, DE

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

$274,900

Airbnb cash on cash: 3.55%

Traditional cash on cash: 5.8%

Airbnb Rental Income: $1894

Traditional Rental Income: $1973

Airbnb ROI: 3.55%