Real Estate Investment Properties for Sale in Shenandoah, VA

Looking for investment property in Shenandoah, VA with high ROI ?

Explore a variety of short-term homes & houses in Shenandoah, VA. Invest wisely with VRBO & Shenandoah, VA 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 Shenandoah, VA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
0 Overlook Mountain Rd SHENANDOAH, VA 0 Overlook Mountain Rd, SHENANDOAH, VA 22827 \| Other	N/A beds \| N/A baths \| N/A	$51,425	Airbnb cash on cash: N/A Traditional cash on cash: 7.42% Airbnb Rental Income: $null Traditional Rental Income: $585 Airbnb ROI: N/A Traditional ROI: 7.42%
89 BITTER ROOT DR SHENANDOAH, VA NEW PRICE! Nestled in the mountains on almost 3 acres and MOVE IN READY! This 1998 sq ft h...	3 beds \| 2 baths \| 1,998 sq.ft.	$314,500	Airbnb cash on cash: 1.84% Traditional cash on cash: 5.04% Airbnb Rental Income: $1480 Traditional Rental Income: $1990 Airbnb ROI: 1.84% Traditional ROI: 5.04%
755 WILDWOOD LN SHENANDOAH, VA This is the amazing Mountain top retreat you've been waiting for! Featuring Shenandoah Riv...	1 beds \| 1 baths \| 480 sq.ft.	$239,900	Airbnb cash on cash: 1.05% Traditional cash on cash: 2.98% Airbnb Rental Income: $966 Traditional Rental Income: $1054 Airbnb ROI: 1.05% Traditional ROI: 2.98%
159 PARK VIEW LN SHENANDOAH, VA Welcome to your Shenandoah Valley escape! This fully furnished, turnkey cabin offers 1,596...	3 beds \| 2 baths \| 1,596 sq.ft.	$385,000	Airbnb cash on cash: 1.19% Traditional cash on cash: 3.94% Airbnb Rental Income: $1480 Traditional Rental Income: $2038 Airbnb ROI: 1.19% Traditional ROI: 3.94%
4551 GROVE HILL RIVER Road SHENANDOAH, VA Shenandoah River Front! 3 BR 1 BA home on the Shenandoah River! The 3/4 Acre lot slops eve...	3 beds \| 1 baths \| 1,008 sq.ft.	$474,900	Airbnb cash on cash: 0.86% Traditional cash on cash: 2.31% Airbnb Rental Income: $1480 Traditional Rental Income: $1687 Airbnb ROI: 0.86% Traditional ROI: 2.31%
442 FIRST ST SHENANDOAH, VA Welcome to the Depot at Shenandoah! A strong investment opportunity in the heart of Shenan...	5 beds \| 4 baths \| 3,100 sq.ft.	$629,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 4.77% Airbnb Rental Income: $3002 Traditional Rental Income: $3552 Airbnb ROI: 2.66% Traditional ROI: 4.77%
1557 RINACAS CORNER RD SHENANDOAH, VA REDUCED PRICE BY $10,000 February 3, 2026 Property sale "As Is". Excellent opportunity fo...	2 beds \| 1 baths \| 717 sq.ft.	$140,000	Airbnb cash on cash: 3.13% Traditional cash on cash: 7.33% Airbnb Rental Income: $1233 Traditional Rental Income: $1402 Airbnb ROI: 3.13% Traditional ROI: 7.33%
37 & 39 WHISTLE LN SHENANDOAH, VA This is a unique and rare opportunity to own two houses with over 300 feet of river fronta...	5 beds \| 4 baths \| 2,240 sq.ft.	$995,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 2.68% Airbnb Rental Income: $3002 Traditional Rental Income: $3760 Airbnb ROI: 1.12% Traditional ROI: 2.68%
505 EIGHTH ST SHENANDOAH, VA Priced Below tax Assessment! Great opportunity for a handy individual to create some equit...	2 beds \| 1 baths \| 793 sq.ft.	$155,000	Airbnb cash on cash: 3.5% Traditional cash on cash: 7.12% Airbnb Rental Income: $1233 Traditional Rental Income: $1375 Airbnb ROI: 3.5% Traditional ROI: 7.12%
137 PARK VIEW DR SHENANDOAH, VA Escape to your own private retreat in the heart of Shenandoah Valley, where comfort, style...	2 beds \| 2 baths \| 864 sq.ft.	$435,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 2.28% Airbnb Rental Income: $1233 Traditional Rental Income: $1538 Airbnb ROI: 0.56% Traditional ROI: 2.28%
206 2ND Street SHENANDOAH, VA CHARMING FULLY REMODELED COLONIAL STYLE HOME! Welcome to this beautifully updated Home off...	3 beds \| 3 baths \| 1,635 sq.ft.	$335,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 5.91% Airbnb Rental Income: $1480 Traditional Rental Income: $2372 Airbnb ROI: 1.69% Traditional ROI: 5.91%
269 COMER Avenue SHENANDOAH, VA Land! Lots of Land! Beautiful, 28 acre tract of land in Shenandoah, VA! This property is a...	2 beds \| 1 baths \| 1,170 sq.ft.	$575,000	Airbnb cash on cash: -0.08% Traditional cash on cash: 1.47% Airbnb Rental Income: $1233 Traditional Rental Income: $1674 Airbnb ROI: -0.08% Traditional ROI: 1.47%
211 SECOND ST SHENANDOAH, VA Welcome to 211 2nd Street, Shenandoah, VA, a well-located home offering the ease of in-tow...	2 beds \| 1 baths \| 900 sq.ft.	$215,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 5.11% Airbnb Rental Income: $1233 Traditional Rental Income: $1421 Airbnb ROI: 2.26% Traditional ROI: 5.11%
614 S SECOND ST SHENANDOAH, VA Welcome to 614 S Second St, located in the charming Town of Shenandoah. Built in 2023, thi...	3 beds \| 2 baths \| 1,352 sq.ft.	$295,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 5.22% Airbnb Rental Income: $1480 Traditional Rental Income: $1950 Airbnb ROI: 1.96% Traditional ROI: 5.22%
782 SHIPYARD RD SHENANDOAH, VA Discover a fully renovated riverfront getaway perfect for short term rental opportunity or...	3 beds \| 3 baths \| 2,340 sq.ft.	$525,000	Airbnb cash on cash: 0.67% Traditional cash on cash: 4.09% Airbnb Rental Income: $1480 Traditional Rental Income: $2722 Airbnb ROI: 0.67% Traditional ROI: 4.09%
817 TENTH ST SHENANDOAH, VA Great opportunity to build equity with updates in the welcoming town of Shenandoah. Detach...	3 beds \| 1 baths \| 1,000 sq.ft.	$235,900	Airbnb cash on cash: 2.89% Traditional cash on cash: 5.49% Airbnb Rental Income: $1480 Traditional Rental Income: $1625 Airbnb ROI: 2.89% Traditional ROI: 5.49%
309 VIRGINIA AVE SHENANDOAH, VA 309 Virginia Ave \| Shenandoah, VA Lots of potential in this two-story home located in the ...	4 beds \| 2 baths \| 2,046 sq.ft.	$249,900	Airbnb cash on cash: 3.07% Traditional cash on cash: 8.82% Airbnb Rental Income: $1673 Traditional Rental Income: $2561 Airbnb ROI: 3.07% Traditional ROI: 8.82%
487 POCAHONTAS AVE SHENANDOAH, VA Welcome to this beautiful new construction single-family home in the heart of Shenandoah, ...	3 beds \| 2 baths \| 1,282 sq.ft.	$329,900	Airbnb cash on cash: 1.94% Traditional cash on cash: 5.22% Airbnb Rental Income: $1480 Traditional Rental Income: $2061 Airbnb ROI: 1.94% Traditional ROI: 5.22%
254 LOCUSTDALE LOOP SHENANDOAH, VA Brand New Home in Forest Knolls â with Room to Grow! Welcome to your new home in the sce...	3 beds \| 2 baths \| 1,560 sq.ft.	$349,900	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.09% Airbnb Rental Income: $1480 Traditional Rental Income: $2102 Airbnb ROI: 0.88% Traditional ROI: 4.09%

Real Estate investment in Shenandoah, VA

There are 19 properties for sale in the city of Shenandoah . The median list price in Shenandoah is $329,900 and the average price per square foot is $228. In May 2026, the average monthly cash on cash return in Shenandoah is 5.00%. The average monthly rental income in Shenandoah is $1,687.

Shenandoah, VA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 19 investment properties available for sale in Shenandoah.

In 2026, the best neighborhood to buy investment property is SHENANDOAH.

The ROI for Long-Term is higher than the Short-Term in Shenandoah with average rental income of $1,687.

Your search for investment property begins and ends here

Investment Property for Sale in Shenandoah, VA

0 Overlook Mountain Rd

SHENANDOAH, VA

N/A beds | N/A baths | N/A

$51,425

Airbnb cash on cash: N/A

Traditional cash on cash: 7.42%

Airbnb Rental Income: $null

Traditional Rental Income: $585

Airbnb ROI: N/A

Traditional ROI: 7.42%

89 BITTER ROOT DR

SHENANDOAH, VA

3 beds | 2 baths | 1,998 sq.ft.

$314,500

Airbnb cash on cash: 1.84%

Traditional cash on cash: 5.04%

Airbnb Rental Income: $1480

Traditional Rental Income: $1990

Airbnb ROI: 1.84%

Traditional ROI: 5.04%

755 WILDWOOD LN

SHENANDOAH, VA

1 beds | 1 baths | 480 sq.ft.

$239,900

Airbnb cash on cash: 1.05%

Traditional cash on cash: 2.98%

Airbnb Rental Income: $966

Traditional Rental Income: $1054

Airbnb ROI: 1.05%

Traditional ROI: 2.98%

159 PARK VIEW LN

SHENANDOAH, VA

3 beds | 2 baths | 1,596 sq.ft.

$385,000

Airbnb cash on cash: 1.19%

Traditional cash on cash: 3.94%

Airbnb Rental Income: $1480

Traditional Rental Income: $2038

Airbnb ROI: 1.19%

Traditional ROI: 3.94%

4551 GROVE HILL RIVER Road

SHENANDOAH, VA

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

$474,900

Airbnb cash on cash: 0.86%

Traditional cash on cash: 2.31%

Airbnb Rental Income: $1480

Traditional Rental Income: $1687

Airbnb ROI: 0.86%

Traditional ROI: 2.31%

442 FIRST ST

SHENANDOAH, VA

5 beds | 4 baths | 3,100 sq.ft.

$629,000

Airbnb cash on cash: 2.66%

Traditional cash on cash: 4.77%

Airbnb Rental Income: $3002

Traditional Rental Income: $3552

Airbnb ROI: 2.66%

Traditional ROI: 4.77%

1557 RINACAS CORNER RD

SHENANDOAH, VA

2 beds | 1 baths | 717 sq.ft.

$140,000

Airbnb cash on cash: 3.13%

Traditional cash on cash: 7.33%

Airbnb Rental Income: $1233

Traditional Rental Income: $1402

Airbnb ROI: 3.13%

Traditional ROI: 7.33%

37 & 39 WHISTLE LN

SHENANDOAH, VA

5 beds | 4 baths | 2,240 sq.ft.

$995,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 2.68%

Airbnb Rental Income: $3002

Traditional Rental Income: $3760

Airbnb ROI: 1.12%