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
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: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $3678 Airbnb ROI: N/A Traditional ROI: 4.04%
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: N/A Traditional cash on cash: 1.45% Airbnb Rental Income: $null Traditional Rental Income: $4583 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 4.19% Airbnb Rental Income: $null Traditional Rental Income: $2188 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 2.59% Airbnb Rental Income: $null Traditional Rental Income: $3065 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $1942 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 2.72% Airbnb Rental Income: $null Traditional Rental Income: $2917 Airbnb ROI: N/A 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: N/A Traditional cash on cash: 4.53% Airbnb Rental Income: $null Traditional Rental Income: $2635 Airbnb ROI: N/A Traditional ROI: 4.53%
1337 W RIVER RD Shady Side, MD Your Own Private Retreat, get away from the Rat Race and make this a great place for you a...	2 beds \| 1 baths \| N/A	$700,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.5% Airbnb Rental Income: $null Traditional Rental Income: $1720 Airbnb ROI: N/A Traditional ROI: 0.5%
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: N/A Traditional cash on cash: 1.19% Airbnb Rental Income: $null Traditional Rental Income: $3828 Airbnb ROI: N/A Traditional ROI: 1.19%
1241 AVALON BOULEVARD Shady Side, MD Check with your lender as this home qualifies for 100% financing through USDA Rural loan. ...	3 beds \| 3 baths \| 1,326 sq.ft.	$484,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.86% Airbnb Rental Income: $null Traditional Rental Income: $2624 Airbnb ROI: N/A Traditional ROI: 3.86%
6320 SHADY SIDE ROAD Shady Side, MD Experience modern elegance in this beautifully updated home situated on a .23-acre corner ...	3 beds \| 3 baths \| 1,196 sq.ft.	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2285 Airbnb ROI: N/A Traditional ROI: 3.96%
5966 SHADY SIDE ROAD Shady Side, MD	3 beds \| 1 baths \| 820 sq.ft.	$291,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.41% Airbnb Rental Income: $null Traditional Rental Income: $1861 Airbnb ROI: N/A Traditional ROI: 4.41%
4908 OLIVE STREET Shady Side, MD Immediate Move-In Opportunity! Celebrate the holidays in style with this stunning brand-ne...	4 beds \| 3 baths \| 1,949 sq.ft.	$529,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.9% Airbnb Rental Income: $null Traditional Rental Income: $3051 Airbnb ROI: N/A Traditional ROI: 4.9%
4958 FILBERT STREET Shady Side, MD New Construction (To-Be-Built). Meet the Monroe: this stunning home design comes with t...	4 beds \| 3 baths \| 2,135 sq.ft.	$536,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $3133 Airbnb ROI: N/A Traditional ROI: 4.81%

Real Estate investment in Shady-side, MD

There are 14 properties for sale in the city of Shady Side . The median list price in Shady Side is $533,400 and the average price per square foot is $290. In December 2024, the average monthly cash on cash return in Shady Side is 4.00%. The average monthly rental income in Shady Side is $2,776.

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

There are 14 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 $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Shady Side, MD

4933 ASPEN STREET

Shady Side, MD

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

$650,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.04%

Airbnb Rental Income: $null

Traditional Rental Income: $3678

Airbnb ROI: N/A

Traditional ROI: 4.04%

4923 THOMAS DR

Shady Side, MD

4 beds | 5 baths | N/A

$1,524,840

Airbnb cash on cash: N/A

Traditional cash on cash: 1.45%

Airbnb Rental Income: $null

Traditional Rental Income: $4583

Airbnb ROI: N/A

Traditional ROI: 1.45%

1172 MAPLE AVENUE

Shady Side, MD

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

$366,500

Airbnb cash on cash: N/A

Traditional cash on cash: 4.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2188

Airbnb ROI: N/A

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: N/A

Traditional cash on cash: 2.59%

Airbnb Rental Income: $null

Traditional Rental Income: $3065

Airbnb ROI: N/A

Traditional ROI: 2.59%

4921 OLIVE STREET

Shady Side, MD

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

$425,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.98%

Airbnb Rental Income: $null

Traditional Rental Income: $1942

Airbnb ROI: N/A

Traditional ROI: 2.98%

4938 RULLMAN ROAD

Shady Side, MD

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

$670,250

Airbnb cash on cash: N/A

Traditional cash on cash: 2.72%

Airbnb Rental Income: $null

Traditional Rental Income: $2917

Airbnb ROI: N/A

Traditional ROI: 2.72%

1552 DENNIS ROAD

Shady Side, MD

3 beds | 2 baths | 1,476 sq.ft.

$429,999

Airbnb cash on cash: N/A

Traditional cash on cash: 4.53%

Airbnb Rental Income: $null

Traditional Rental Income: $2635

Airbnb ROI: N/A

Traditional ROI: 4.53%

1337 W RIVER RD

Shady Side, MD

2 beds | 1 baths | N/A

$700,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.5%

Airbnb Rental Income: $null

Traditional Rental Income: $1720

Airbnb ROI: N/A