Real Estate Investment Properties for Sale in Jefferson, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
3585 Buckley Dr Jefferson, MD Welcome home to this exceptional, hard-to-find single-level contemporary home in Jefferson...	4 beds \| 3 baths \| 2,700 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $2994 Airbnb ROI: N/A Traditional ROI: 2.84%
3887 Shadywood Dr Jefferson, MD Welcome to 3887 Shadywood Drive - where country living meets a confident, modern edge. Tuc...	3 beds \| 3 baths \| 1,536 sq.ft.	$589,000	Airbnb cash on cash: 1.96% Traditional cash on cash: 2.38% Airbnb Rental Income: $2693 Traditional Rental Income: $2287 Airbnb ROI: 1.96% Traditional ROI: 2.38%
3334 Brockton Dr Jefferson, MD Welcome to 3334 Brockton Drive, a stunning brick-front single-family home featuring four b...	4 beds \| 2 baths \| 2,733 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.65% Airbnb Rental Income: $null Traditional Rental Income: $3463 Airbnb ROI: N/A Traditional ROI: 3.65%
3856 SHADYWOOD DR #2B Jefferson, MD Welcome home to this beautifully updated 2-bedroom, 2-bath second-level condo located in t...	2 beds \| 2 baths \| N/A	$299,000	Airbnb cash on cash: 1.18% Traditional cash on cash: 4.59% Airbnb Rental Income: $1297 Traditional Rental Income: $1853 Airbnb ROI: 1.18% Traditional ROI: 4.59%

Real Estate investment in Jefferson, MD

There are 7 properties for sale in the city of Jefferson . The median list price in Jefferson is $444,000 and the average price per square foot is $347. In February 2026, the average monthly cash on cash return in Jefferson is 4.00%. The average monthly rental income in Jefferson is $2,287.

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

There are 7 investment properties available for sale in Jefferson.

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

The ROI for Long-Term is higher than the Short-Term in Jefferson with average rental income of $2,287.

Your search for investment property begins and ends here

Investment Property for Sale in Jefferson, MD

3585 Buckley Dr

Jefferson, MD

4 beds | 3 baths | 2,700 sq.ft.

$650,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.84%

Airbnb Rental Income: $null

Traditional Rental Income: $2994

Airbnb ROI: N/A

Traditional ROI: 2.84%

3887 Shadywood Dr

Jefferson, MD

3 beds | 3 baths | 1,536 sq.ft.

$589,000

Airbnb cash on cash: 1.96%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $2693

Traditional Rental Income: $2287

Airbnb ROI: 1.96%

Traditional ROI: 2.38%

3334 Brockton Dr

Jefferson, MD

4 beds | 2 baths | 2,733 sq.ft.

$650,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.65%

Airbnb Rental Income: $null

Traditional Rental Income: $3463

Airbnb ROI: N/A

Traditional ROI: 3.65%

3856 SHADYWOOD DR #2B

Jefferson, MD

2 beds | 2 baths | N/A

$299,000

Airbnb cash on cash: 1.18%

Traditional cash on cash: 4.59%

Airbnb Rental Income: $1297

Traditional Rental Income: $1853

Airbnb ROI: 1.18%

Traditional ROI: 4.59%

Real Estate investment in Jefferson, MD

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

How many investment properties are available for sale in Jefferson?

Which neighborhoods in Jefferson to invest in 2026?

Long-Term vs. Short-Term Rentals in Jefferson, Maryland: Which will earn the best returns?

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