Real Estate Investment Properties for Sale in Shady Side, MD

Looking for investment property in Shady Side, MD with high ROI ?

Explore a variety of short-term homes & houses in Shady Side, MD. Invest wisely with VRBO & Shady Side, MD 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 Shady Side, MD

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1503 ELLINGTON DR Shady Side, MD Experience the ultimate coastal lifestyle in this beautifully rebuilt cottage at 1503 Elli...	2 beds \| 2 baths \| N/A	$399,900	Airbnb cash on cash: 6.17% Traditional cash on cash: 4.14% Airbnb Rental Income: $3846 Traditional Rental Income: $2256 Airbnb ROI: 6.17% Traditional ROI: 4.14%
4933 ASPEN STREET Shady Side, MD This 3600+ sq. ft. provides water views in a water privileged community to go along with t...	4 beds \| 4 baths \| 3,613 sq.ft.	$650,000	Airbnb cash on cash: 6.9% Traditional cash on cash: 4.04% Airbnb Rental Income: $6727 Traditional Rental Income: $3678 Airbnb ROI: 6.9% Traditional ROI: 4.04%
1600 DEPRIEST DRIVE Shady Side, MD Experience breathtaking panoramic views of the Chesapeake Bay from this charming waterfron...	5 beds \| 4 baths \| 3,084 sq.ft.	$700,000	Airbnb cash on cash: 8.78% Traditional cash on cash: 2.96% Airbnb Rental Income: $8889 Traditional Rental Income: $3421 Airbnb ROI: 8.78% Traditional ROI: 2.96%
4923 THOMAS DR Shady Side, MD Located just an hour from Washington, D.C., this custom-built waterfront estate on Chesape...	4 beds \| 5 baths \| N/A	$1,524,840	Airbnb cash on cash: 2.03% Traditional cash on cash: 1.45% Airbnb Rental Income: $6727 Traditional Rental Income: $4583 Airbnb ROI: 2.03% Traditional ROI: 1.45%
1172 MAPLE AVENUE Shady Side, MD This beautifully remodeled 3 Bedroom, 2 Bathroom single-family home is located in the cha...	3 beds \| 2 baths \| 1,040 sq.ft.	$366,500	Airbnb cash on cash: 6.91% Traditional cash on cash: 4.19% Airbnb Rental Income: $3976 Traditional Rental Income: $2188 Airbnb ROI: 6.91% Traditional ROI: 4.19%
1462 SNUG HARBOR ROAD Shady Side, MD 4 beds/ 1 full bath and 1/2 bath with shower.2144 SQ FT. Home and income opportunity goes...	4 beds \| 2 baths \| 2,144 sq.ft.	$795,000	Airbnb cash on cash: 5.77% Traditional cash on cash: 2.59% Airbnb Rental Income: $6727 Traditional Rental Income: $3065 Airbnb ROI: 5.77% Traditional ROI: 2.59%
4921 OLIVE STREET Shady Side, MD All furnishings included!!! Discover the charm of this 3-bedroom, 1-bath home in Avalon Sh...	3 beds \| 1 baths \| 1,008 sq.ft.	$425,000	Airbnb cash on cash: 5.95% Traditional cash on cash: 2.98% Airbnb Rental Income: $3976 Traditional Rental Income: $1942 Airbnb ROI: 5.95% Traditional ROI: 2.98%
4938 RULLMAN ROAD Shady Side, MD Westelee Welcome's You Home! This 2 year old "Pottery Barn" Colonial home is set perfectly...	4 beds \| 3 baths \| 2,200 sq.ft.	$670,250	Airbnb cash on cash: 6.72% Traditional cash on cash: 2.72% Airbnb Rental Income: $6727 Traditional Rental Income: $2917 Airbnb ROI: 6.72% Traditional ROI: 2.72%
1552 DENNIS ROAD Shady Side, MD Welcome to 1552 Dennis Rd, a beautiful home constructed from the foundation up in 2002 and...	3 beds \| 2 baths \| 1,476 sq.ft.	$429,999	Airbnb cash on cash: 5.74% Traditional cash on cash: 4.53% Airbnb Rental Income: $3976 Traditional Rental Income: $2635 Airbnb ROI: 5.74% Traditional ROI: 4.53%
1337 W RIVER RD Shady Side, MD Get away from the Rat Race and Make this your Own Private Retreat! 1337 West River Road ,...	2 beds \| 1 baths \| N/A	$700,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 0.5% Airbnb Rental Income: $3846 Traditional Rental Income: $1720 Airbnb ROI: 2.48% Traditional ROI: 0.5%
1418 SHADY REST ROAD Shady Side, MD Welcome to 1418 Shady Rest Rd, a 3 bedroom 2 bathroom rancher located on a quiet street no...	3 beds \| 2 baths \| 2,139 sq.ft.	$375,000	Airbnb cash on cash: 6.27% Traditional cash on cash: 3.83% Airbnb Rental Income: $3976 Traditional Rental Income: $2266 Airbnb ROI: 6.27% Traditional ROI: 3.83%
4754 CHESTNUT ROAD Shady Side, MD Gorgeous 2.76 acre waterfront estate with a beautiful Victorian style home on the Chesapea...	3 beds \| 3 baths \| 3,142 sq.ft.	$1,350,000	Airbnb cash on cash: 0.63% Traditional cash on cash: 1.19% Airbnb Rental Income: $3976 Traditional Rental Income: $3828 Airbnb ROI: 0.63% Traditional ROI: 1.19%
1241 AVALON BOULEVARD Shady Side, MD Welcome to this Fully Remodeled home in the Avalon Shores neighborhood! This home offers a...	3 beds \| 3 baths \| 1,326 sq.ft.	$514,999	Airbnb cash on cash: 4.62% Traditional cash on cash: 3.58% Airbnb Rental Income: $3976 Traditional Rental Income: $2624 Airbnb ROI: 4.62% Traditional ROI: 3.58%
1216 AVALON BOULEVARD Shady Side, MD Recently renovated home in the water-privileged community of Avalon Shores. This beautiful...	2 beds \| 1 baths \| 1,216 sq.ft.	$324,900	Airbnb cash on cash: 7.69% Traditional cash on cash: 3.9% Airbnb Rental Income: $3846 Traditional Rental Income: $1857 Airbnb ROI: 7.69% Traditional ROI: 3.9%
1200 STEAMBOAT ROAD Shady Side, MD Serenity & Space Await! VA assumable at 2 % This exceptional property, nestled on **5.96 p...	5 beds \| 4 baths \| 3,558 sq.ft.	$930,000	Airbnb cash on cash: 6.53% Traditional cash on cash: 2.91% Airbnb Rental Income: $8889 Traditional Rental Income: $4085 Airbnb ROI: 6.53% Traditional ROI: 2.91%
4738 IDLEWILDE ROAD Shady Side, MD This inviting 3-bedroom, 2-bathroom home presents a fantastic opportunity for buyers with ...	3 beds \| 2 baths \| 1,010 sq.ft.	$325,000	Airbnb cash on cash: 7.99% Traditional cash on cash: 5.44% Airbnb Rental Income: $3976 Traditional Rental Income: $2346 Airbnb ROI: 7.99% Traditional ROI: 5.44%
5966 SHADY SIDE ROAD Shady Side, MD	3 beds \| 1 baths \| 820 sq.ft.	$291,000	Airbnb cash on cash: 9.02% Traditional cash on cash: 4.41% Airbnb Rental Income: $3976 Traditional Rental Income: $1861 Airbnb ROI: 9.02% Traditional ROI: 4.41%

Real Estate investment in Shady-side, MD

There are 17 properties for sale in the city of Shady Side . The median list price in Shady Side is $514,999 and the average price per square foot is $260. In November 2024, the average monthly cash on cash return in Shady Side is 4.00%. The average monthly rental income in Shady Side is $2,624.

Shady-side, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 17 investment properties available for sale in Shady-side.

In 2024, the best neighborhood to buy investment property is Shady Side.

The ROI for Short-Term is higher than the Long-Term in Shady-side with average rental income of $3,976.

Your search for investment property begins and ends here

Investment Property for Sale in Shady Side, MD

1503 ELLINGTON DR

Shady Side, MD

2 beds | 2 baths | N/A

$399,900

Airbnb cash on cash: 6.17%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $3846

Traditional Rental Income: $2256

Airbnb ROI: 6.17%

Traditional ROI: 4.14%

4933 ASPEN STREET

Shady Side, MD

4 beds | 4 baths | 3,613 sq.ft.

$650,000

Airbnb cash on cash: 6.9%

Traditional cash on cash: 4.04%

Airbnb Rental Income: $6727

Traditional Rental Income: $3678

Airbnb ROI: 6.9%

Traditional ROI: 4.04%

1600 DEPRIEST DRIVE

Shady Side, MD

5 beds | 4 baths | 3,084 sq.ft.

$700,000

Airbnb cash on cash: 8.78%

Traditional cash on cash: 2.96%

Airbnb Rental Income: $8889

Traditional Rental Income: $3421

Airbnb ROI: 8.78%

Traditional ROI: 2.96%

4923 THOMAS DR

Shady Side, MD

4 beds | 5 baths | N/A

$1,524,840

Airbnb cash on cash: 2.03%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $6727

Traditional Rental Income: $4583

Airbnb ROI: 2.03%

Traditional ROI: 1.45%

1172 MAPLE AVENUE

Shady Side, MD

3 beds | 2 baths | 1,040 sq.ft.

$366,500

Airbnb cash on cash: 6.91%

Traditional cash on cash: 4.19%

Airbnb Rental Income: $3976

Traditional Rental Income: $2188

Airbnb ROI: 6.91%

Traditional ROI: 4.19%

1462 SNUG HARBOR ROAD

Shady Side, MD

4 beds | 2 baths | 2,144 sq.ft.

$795,000

Airbnb cash on cash: 5.77%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $6727

Traditional Rental Income: $3065

Airbnb ROI: 5.77%

Traditional ROI: 2.59%

4921 OLIVE STREET

Shady Side, MD

3 beds | 1 baths | 1,008 sq.ft.

$425,000

Airbnb cash on cash: 5.95%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $3976

Traditional Rental Income: $1942

Airbnb ROI: 5.95%

Traditional ROI: 2.98%

4938 RULLMAN ROAD

Shady Side, MD

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

$670,250

Airbnb cash on cash: 6.72%

Traditional cash on cash: 2.72%

Airbnb Rental Income: $6727

Traditional Rental Income: $2917

Airbnb ROI: 6.72%