Real Estate Investment Properties for Sale in Smithsburg, MD

Looking for investment property in Smithsburg, MD with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4940 FOX TOWER Road SMITHSBURG, MD Welcome home to 4940 Fox Tower Road - An architectural monolithic dome estate offering ene...	3 beds \| 2 baths \| 2,163 sq.ft.	$875,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 1.52% Airbnb Rental Income: $2102 Traditional Rental Income: $2595 Airbnb ROI: 0.26% Traditional ROI: 1.52%
105 SENTRY RDG SMITHSBURG, MD Welcome to this newly renovated beauty in Whispering Ridge community. This beautiful colon...	3 beds \| 4 baths \| N/A	$309,500	Airbnb cash on cash: 3.19% Traditional cash on cash: 7.01% Airbnb Rental Income: $2102 Traditional Rental Income: $2674 Airbnb ROI: 3.19% Traditional ROI: 7.01%
114 SENTRY Ridge SMITHSBURG, MD Open House -Sunday, 6/21, 1-3 PM. Freshly updated and ready to go; 3 level garage townhous...	3 beds \| 3 baths \| 1,780 sq.ft.	$319,900	Airbnb cash on cash: 2.88% Traditional cash on cash: 6.06% Airbnb Rental Income: $2102 Traditional Rental Income: $2519 Airbnb ROI: 2.88% Traditional ROI: 6.06%
109 REBECCAS CT SMITHSBURG, MD This lovely split level home features an open main floor plan with so many updates that it...	4 beds \| 2 baths \| N/A	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.08% Airbnb Rental Income: $null Traditional Rental Income: $3014 Airbnb ROI: N/A Traditional ROI: 6.08%
21712 Chewsville Rd SMITHSBURG, MD Bring us an offer and make this home yours! These motivated sellers are ready to negotiate...	5 beds \| 2 baths \| 3,483 sq.ft.	$525,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 5.87% Airbnb Rental Income: $1556 Traditional Rental Income: $3870 Airbnb ROI: 0.25% Traditional ROI: 5.87%
29 N MAIN Street N SMITHSBURG, MD Very nice top-and-bottom duplex featuring two two-bedroom units in the Smithsburg school d...	N/A beds \| N/A baths \| 1,732 sq.ft.	$299,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $1722 Airbnb ROI: N/A Traditional ROI: 4.24%
Brown Rd SMITHSBURG, MD Brown Rd, SMITHSBURG, MD 21783 \| Other	N/A beds \| N/A baths \| N/A	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.17% Airbnb Rental Income: $null Traditional Rental Income: $619 Airbnb ROI: N/A Traditional ROI: 1.17%
104 Drew Cir SMITHSBURG, MD 104 Drew Cir, SMITHSBURG, MD 21783 \| Single Family Residential	3 beds \| 2 baths \| 2,224 sq.ft.	$409,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 2.69% Airbnb Rental Income: $2102 Traditional Rental Income: $1922 Airbnb ROI: 1.75% Traditional ROI: 2.69%
11728 WHITE HALL Road SMITHSBURG, MD ATTENTION CAR ENTHUSIAST !!! The exterior offers exceptional utility and storage, includin...	3 beds \| 2 baths \| 2,268 sq.ft.	$450,000	Airbnb cash on cash: 1.81% Traditional cash on cash: 4.19% Airbnb Rental Income: $2102 Traditional Rental Income: $2567 Airbnb ROI: 1.81% Traditional ROI: 4.19%
13405 John Kline Rd SMITHSBURG, MD 13405 John Kline Rd, SMITHSBURG, MD 21783 \| Single Family Residential	3 beds \| 3 baths \| 1,852 sq.ft.	$1,200,000	Airbnb cash on cash: -0.77% Traditional cash on cash: -0.18% Airbnb Rental Income: $2102 Traditional Rental Income: $2214 Airbnb ROI: -0.77% Traditional ROI: -0.18%
13 W Water SMITHSBURG, MD 13 W Water, SMITHSBURG, MD 21783 \| Single Family Residential	4 beds \| 2 baths \| 2,360 sq.ft.	$364,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.9% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 3.9%
11803 DORCHESTER Court SMITHSBURG, MD Smithsburg-Custom Built Stone home (NC Blue Stone) offering exceptional space, quality, an...	4 beds \| 4 baths \| 3,054 sq.ft.	$639,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.62% Airbnb Rental Income: $null Traditional Rental Income: $3428 Airbnb ROI: N/A Traditional ROI: 3.62%
21913 DURBERRY Road SMITHSBURG, MD To Be Built Listing By Oliver Homes, Inc. The List Price includes: lot, site cost estimate...	3 beds \| 2 baths \| 1,518 sq.ft.	$484,900	Airbnb cash on cash: 2.08% Traditional cash on cash: 3.84% Airbnb Rental Income: $2102 Traditional Rental Income: $2361 Airbnb ROI: 2.08% Traditional ROI: 3.84%
69 JOHNSON SMITHSBURG, MD This charming bi-level townhouse, built in 1990 being sold AS IS, offers a delightful blen...	3 beds \| 2 baths \| 1,120 sq.ft.	$254,000	Airbnb cash on cash: 4.35% Traditional cash on cash: 6.43% Airbnb Rental Income: $2102 Traditional Rental Income: $2061 Airbnb ROI: 4.35% Traditional ROI: 6.43%
31 AMANDA DR SMITHSBURG, MD Beautifully updated and thoughtfully expanded rancher offering almost 3000 finished square...	5 beds \| 3 baths \| N/A	$437,500	Airbnb cash on cash: 0.61% Traditional cash on cash: 5.9% Airbnb Rental Income: $1556 Traditional Rental Income: $3274 Airbnb ROI: 0.61% Traditional ROI: 5.9%
13806 WOLFSVILLE Road SMITHSBURG, MD Welcome To Wolfsville! Great Starter Home/Lots of potential or Handy-Man Special! Hardwood...	2 beds \| 1 baths \| 1,000 sq.ft.	$339,000	Airbnb cash on cash: -1.18% Traditional cash on cash: 2.94% Airbnb Rental Income: $653 Traditional Rental Income: $1670 Airbnb ROI: -1.18% Traditional ROI: 2.94%
120 SENTRY Ridge SMITHSBURG, MD Welcome to Smithsburg's Whispering Ridge Townhome Community with mountain views, blue ribb...	3 beds \| 3 baths \| 1,760 sq.ft.	$319,900	Airbnb cash on cash: 2.89% Traditional cash on cash: 5.81% Airbnb Rental Income: $2102 Traditional Rental Income: $2441 Airbnb ROI: 2.89% Traditional ROI: 5.81%
121 BACHTELL Circle SMITHSBURG, MD Nestled in the heart of Washington County, this charming Colonial home offers a perfect bl...	3 beds \| 4 baths \| 2,540 sq.ft.	$425,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 5.86% Airbnb Rental Income: $2102 Traditional Rental Income: $3172 Airbnb ROI: 1.82% Traditional ROI: 5.86%
14316-B TOWER Road SMITHSBURG, MD Discover the perfect blend of country charm and modern convenience at 14316B Tower Road in...	3 beds \| 2 baths \| 1,408 sq.ft.	$334,900	Airbnb cash on cash: 2.78% Traditional cash on cash: 3.63% Airbnb Rental Income: $2102 Traditional Rental Income: $1830 Airbnb ROI: 2.78% Traditional ROI: 3.63%
21925 BEAVERBROOK Drive SMITHSBURG, MD Absolutely stunning all brick rancher situated on nearly a one acre corner lot in sought a...	4 beds \| 3 baths \| 2,596 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $2565 Airbnb ROI: N/A Traditional ROI: 3.83%

Real Estate investment in Smithsburg, MD

There are 25 properties for sale in the city of Smithsburg . The median list price in Smithsburg is $359,814 and the average price per square foot is $180. In June 2026, the average monthly cash on cash return in Smithsburg is 4.00%. The average monthly rental income in Smithsburg is $2,379.

Smithsburg, MD Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 25 investment properties available for sale in Smithsburg.

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

The ROI for Long-Term is higher than the Short-Term in Smithsburg with average rental income of $2,379.

Your search for investment property begins and ends here

Investment Property for Sale in Smithsburg, MD

4940 FOX TOWER Road

SMITHSBURG, MD

3 beds | 2 baths | 2,163 sq.ft.

$875,000

Airbnb cash on cash: 0.26%

Traditional cash on cash: 1.52%

Airbnb Rental Income: $2102

Traditional Rental Income: $2595

Airbnb ROI: 0.26%

Traditional ROI: 1.52%

105 SENTRY RDG

SMITHSBURG, MD

3 beds | 4 baths | N/A

$309,500

Airbnb cash on cash: 3.19%

Traditional cash on cash: 7.01%

Airbnb Rental Income: $2102

Traditional Rental Income: $2674

Airbnb ROI: 3.19%

Traditional ROI: 7.01%

114 SENTRY Ridge

SMITHSBURG, MD

3 beds | 3 baths | 1,780 sq.ft.

$319,900

Airbnb cash on cash: 2.88%

Traditional cash on cash: 6.06%

Airbnb Rental Income: $2102

Traditional Rental Income: $2519

Airbnb ROI: 2.88%

Traditional ROI: 6.06%

109 REBECCAS CT

SMITHSBURG, MD

4 beds | 2 baths | N/A

$400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.08%

Airbnb Rental Income: $null

Traditional Rental Income: $3014

Airbnb ROI: N/A

Traditional ROI: 6.08%

21712 Chewsville Rd

SMITHSBURG, MD

5 beds | 2 baths | 3,483 sq.ft.

$525,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 5.87%

Airbnb Rental Income: $1556

Traditional Rental Income: $3870

Airbnb ROI: 0.25%

Traditional ROI: 5.87%

29 N MAIN Street N

SMITHSBURG, MD

N/A beds | N/A baths | 1,732 sq.ft.

$299,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.24%

Airbnb Rental Income: $null

Traditional Rental Income: $1722

Airbnb ROI: N/A

Traditional ROI: 4.24%

Brown Rd

SMITHSBURG, MD

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

$169,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.17%

Airbnb Rental Income: $null

Traditional Rental Income: $619

Airbnb ROI: N/A

Traditional ROI: 1.17%

104 Drew Cir

SMITHSBURG, MD

3 beds | 2 baths | 2,224 sq.ft.

$409,000

Airbnb cash on cash: 1.75%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $2102

Traditional Rental Income: $1922

Airbnb ROI: 1.75%