Real Estate Investment Properties for Sale in Oxford, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
208 Factory St OXFORD, MD Gorgeous contemporary cape designed by The Rouse Company architect Neil Lang in the archit...	3 beds \| 3 baths \| 2,737 sq.ft.	$1,450,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 0.65% Airbnb Rental Income: $2195 Traditional Rental Income: $2772 Airbnb ROI: -0.19% Traditional ROI: 0.65%
705 S Morris St OXFORD, MD Oxford Bungalow built in 1950. Features living room, dining area, kitchen, den, bedroom,...	2 beds \| 2 baths \| 1,200 sq.ft.	$519,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 2.47% Airbnb Rental Income: $1407 Traditional Rental Income: $1970 Airbnb ROI: 0.44% Traditional ROI: 2.47%
115 W PIER Street OXFORD, MD A very exciting, well-built (stick built by Mister Construction-1996), open floor plan wat...	3 beds \| 4 baths \| 2,909 sq.ft.	$1,300,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 1.61% Airbnb Rental Income: $2195 Traditional Rental Income: $3973 Airbnb ROI: -0.32% Traditional ROI: 1.61%
4500 BOONE CREEK Road OXFORD, MD Welcome to your private Eastern Shore retreat! This amazing 4-bedroom, 4.5-bath Cape Cod i...	4 beds \| 5 baths \| 3,868 sq.ft.	$2,649,000	Airbnb cash on cash: -0.55% Traditional cash on cash: 0.74% Airbnb Rental Income: $3003 Traditional Rental Income: $5488 Airbnb ROI: -0.55% Traditional ROI: 0.74%
Morgans Point Dr OXFORD, MD Morgans Point Dr, OXFORD, MD 21654 \| Other	4 beds \| 5 baths \| 6,184 sq.ft.	$5,350,000	Airbnb cash on cash: -1.64% Traditional cash on cash: -1.27% Airbnb Rental Income: $3003 Traditional Rental Income: $4156 Airbnb ROI: -1.64% Traditional ROI: -1.27%
4480 Bachelors Point Rd OXFORD, MD 4480 Bachelors Point Rd, OXFORD, MD 21654 \| Other	N/A beds \| N/A baths \| N/A	$1,945,000	Airbnb cash on cash: N/A Traditional cash on cash: -1.76% Airbnb Rental Income: $null Traditional Rental Income: $684 Airbnb ROI: N/A Traditional ROI: -1.76%
Sailors Retreat Rd OXFORD, MD Sailors Retreat Rd, OXFORD, MD 21654 \| Single Family Residential	N/A beds \| N/A baths \| N/A	$262,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.66% Airbnb Rental Income: $null Traditional Rental Income: $770 Airbnb ROI: N/A Traditional ROI: 0.66%
104 MYRTLE OXFORD, MD This property is now vacant of all its contents so it is ready for your own personal touch...	3 beds \| 3 baths \| 2,566 sq.ft.	$1,850,000	Airbnb cash on cash: -1.18% Traditional cash on cash: -0.52% Airbnb Rental Income: $2195 Traditional Rental Income: $2785 Airbnb ROI: -1.18% Traditional ROI: -0.52%
209 Third St OXFORD, MD 209 Third St, OXFORD, MD 21654 \| Single Family Residential	4 beds \| 2 baths \| 2,638 sq.ft.	$676,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 1.66% Airbnb Rental Income: $3003 Traditional Rental Income: $2452 Airbnb ROI: 1.44% Traditional ROI: 1.66%
110 N MORRIS Street OXFORD, MD Incredible opportunity to own a circa 1875 home in Oxford's Historic District that has bee...	5 beds \| 6 baths \| 3,574 sq.ft.	$1,195,000	Airbnb cash on cash: -1.03% Traditional cash on cash: 4.43% Airbnb Rental Income: $1037 Traditional Rental Income: $6744 Airbnb ROI: -1.03% Traditional ROI: 4.43%
101 TILGHMAN Street OXFORD, MD Beautifully crafted "Oxford Cottage," just a few blocks from waterfront park access, downt...	3 beds \| 2 baths \| 1,400 sq.ft.	$799,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 1.64% Airbnb Rental Income: $2195 Traditional Rental Income: $2552 Airbnb ROI: 0.42% Traditional ROI: 1.64%
4335 WORLD FARM Road OXFORD, MD Experience refined waterfront living in this stunning Lowcountry-style estate, gracefully ...	5 beds \| 4 baths \| 4,921 sq.ft.	$4,495,000	Airbnb cash on cash: -1.31% Traditional cash on cash: -0.29% Airbnb Rental Income: $1037 Traditional Rental Income: $4925 Airbnb ROI: -1.31% Traditional ROI: -0.29%
226 S MORRIS Street OXFORD, MD This charming Victorian house is located in the Historic District of Oxford and has reside...	3 beds \| 3 baths \| 2,421 sq.ft.	$895,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 1.94% Airbnb Rental Income: $2195 Traditional Rental Income: $3065 Airbnb ROI: 0.23% Traditional ROI: 1.94%
105 Tilghman St OXFORD, MD 105 Tilghman St, OXFORD, MD 21654 \| Other	N/A beds \| N/A baths \| N/A	$169,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.2% Airbnb Rental Income: $null Traditional Rental Income: $782 Airbnb ROI: N/A Traditional ROI: 2.2%
200 West St OXFORD, MD 200 West St, OXFORD, MD 21654 \| Single Family Residential	4 beds \| 3 baths \| 3,500 sq.ft.	$2,795,000	Airbnb cash on cash: -1.23% Traditional cash on cash: -1.07% Airbnb Rental Income: $3003 Traditional Rental Income: $2727 Airbnb ROI: -1.23% Traditional ROI: -1.07%
4794 Sailors Ln OXFORD, MD 4794 Sailors Ln, OXFORD, MD 21654 \| Single Family Residential	3 beds \| 3 baths \| 1,986 sq.ft.	$639,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 1.94% Airbnb Rental Income: $2195 Traditional Rental Income: $2493 Airbnb ROI: 0.51% Traditional ROI: 1.94%
228 SOUTH Street OXFORD, MD The Rose Cottage was first built in 1890 and owned by a waterman. With barely 1,200 square...	3 beds \| 2 baths \| 1,780 sq.ft.	$925,000	Airbnb cash on cash: 0.26% Traditional cash on cash: 0.8% Airbnb Rental Income: $2195 Traditional Rental Income: $2105 Airbnb ROI: 0.26% Traditional ROI: 0.8%
106 STRAND #2 OXFORD, MD Oxford - Charming 2nd floor condo overlooking the Tred Avon River. 1,100 sq. ft. +/- livin...	2 beds \| 2 baths \| 1,100 sq.ft.	$546,500	Airbnb cash on cash: -0.04% Traditional cash on cash: 2.38% Airbnb Rental Income: $1407 Traditional Rental Income: $2220 Airbnb ROI: -0.04% Traditional ROI: 2.38%

Real Estate investment in Oxford, MD

There are 19 properties for sale in the city of Oxford . The median list price in Oxford is $614,683 and the average price per square foot is $282. In June 2026, the average monthly cash on cash return in Oxford is 1.00%. The average monthly rental income in Oxford is $2,750.

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

There are 19 investment properties available for sale in Oxford.

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

The ROI for Short-Term is higher than the Long-Term in Oxford with average rental income of $2,195.

Your search for investment property begins and ends here

Investment Property for Sale in Oxford, MD

208 Factory St

OXFORD, MD

3 beds | 3 baths | 2,737 sq.ft.

$1,450,000

Airbnb cash on cash: -0.19%

Traditional cash on cash: 0.65%

Airbnb Rental Income: $2195

Traditional Rental Income: $2772

Airbnb ROI: -0.19%

Traditional ROI: 0.65%

705 S Morris St

OXFORD, MD

2 beds | 2 baths | 1,200 sq.ft.

$519,000

Airbnb cash on cash: 0.44%

Traditional cash on cash: 2.47%

Airbnb Rental Income: $1407

Traditional Rental Income: $1970

Airbnb ROI: 0.44%

Traditional ROI: 2.47%

115 W PIER Street

OXFORD, MD

3 beds | 4 baths | 2,909 sq.ft.

$1,300,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $2195

Traditional Rental Income: $3973

Airbnb ROI: -0.32%

Traditional ROI: 1.61%

4500 BOONE CREEK Road

OXFORD, MD

4 beds | 5 baths | 3,868 sq.ft.

$2,649,000

Airbnb cash on cash: -0.55%

Traditional cash on cash: 0.74%

Airbnb Rental Income: $3003

Traditional Rental Income: $5488

Airbnb ROI: -0.55%

Traditional ROI: 0.74%

Morgans Point Dr

OXFORD, MD

4 beds | 5 baths | 6,184 sq.ft.

$5,350,000

Airbnb cash on cash: -1.64%

Traditional cash on cash: -1.27%

Airbnb Rental Income: $3003

Traditional Rental Income: $4156

Airbnb ROI: -1.64%

Traditional ROI: -1.27%

4480 Bachelors Point Rd

OXFORD, MD

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

$1,945,000

Airbnb cash on cash: N/A

Traditional cash on cash: -1.76%

Airbnb Rental Income: $null

Traditional Rental Income: $684

Airbnb ROI: N/A

Traditional ROI: -1.76%

Sailors Retreat Rd

OXFORD, MD

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

$262,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.66%

Airbnb Rental Income: $null

Traditional Rental Income: $770

Airbnb ROI: N/A

Traditional ROI: 0.66%

104 MYRTLE

OXFORD, MD

3 beds | 3 baths | 2,566 sq.ft.

$1,850,000

Airbnb cash on cash: -1.18%

Traditional cash on cash: -0.52%

Airbnb Rental Income: $2195

Traditional Rental Income: $2785

Airbnb ROI: -1.18%