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
5920 Oxford Rd OXFORD, MD Spacious one level home on Trippe Creek located on the Oxford Corridor. Private 2 acres w...	3 beds \| 4 baths \| 3,156 sq.ft.	$2,295,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 0.73% Airbnb Rental Income: $2416 Traditional Rental Income: $4467 Airbnb ROI: -0.51% Traditional ROI: 0.73%
100 Pier St W OXFORD, MD Oxford Waterfront! Lowest Priced Waterfront Home In Oxford! Rare Opportunity- Gorgeous Wa...	3 beds \| 2 baths \| 2,242 sq.ft.	$1,095,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 1.3% Airbnb Rental Income: $2416 Traditional Rental Income: $2893 Airbnb ROI: 0.25% Traditional ROI: 1.3%
104 East St OXFORD, MD A very private one acre retreat with renovated Cottage with large screened porch, 2-car de...	5 beds \| 4 baths \| 5,030 sq.ft.	$3,295,000	Airbnb cash on cash: -0.67% Traditional cash on cash: N/A Airbnb Rental Income: $2662 Traditional Rental Income: $0 Airbnb ROI: -0.67% Traditional ROI: N/A
28161 Harleigh Ln OXFORD, MD Located mid-way between Easton and Oxford, this gracious home is sited in on one of the pr...	4 beds \| 4 baths \| 4,093 sq.ft.	$3,495,000	Airbnb cash on cash: -0.67% Traditional cash on cash: 0.09% Airbnb Rental Income: $3058 Traditional Rental Income: $4838 Airbnb ROI: -0.67% Traditional ROI: 0.09%
115 W Pier St 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.	$1,250,000	Airbnb cash on cash: -0.14% Traditional cash on cash: 1.71% Airbnb Rental Income: $2416 Traditional Rental Income: $3973 Airbnb ROI: -0.14% Traditional ROI: 1.71%
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: -1.68% Traditional cash on cash: -1.76% Airbnb Rental Income: $1204 Traditional Rental Income: $684 Airbnb ROI: -1.68% 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: 0.84% Traditional cash on cash: 0.66% Airbnb Rental Income: $1204 Traditional Rental Income: $770 Airbnb ROI: 0.84% Traditional ROI: 0.66%
209 Third St OXFORD, MD 209 Third St, OXFORD, MD 21654 \| Single Family Residential	4 beds \| 2 baths \| 2,638 sq.ft.	$629,900	Airbnb cash on cash: 1.77% Traditional cash on cash: 1.93% Airbnb Rental Income: $3058 Traditional Rental Income: $2452 Airbnb ROI: 1.77% Traditional ROI: 1.93%
101 Tilghman St OXFORD, MD Beautifully crafted "Oxford Cottage," just a few blocks from waterfront park access, downt...	3 beds \| 2 baths \| 1,400 sq.ft.	$724,900	Airbnb cash on cash: 0.84% Traditional cash on cash: 1.91% Airbnb Rental Income: $2416 Traditional Rental Income: $2552 Airbnb ROI: 0.84% Traditional ROI: 1.91%
4335 World Farm Rd OXFORD, MD Experience refined waterfront living in this stunning Lowcountry-style estate, gracefully ...	5 beds \| 3 baths \| 4,921 sq.ft.	$3,995,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.2% Airbnb Rental Income: $2662 Traditional Rental Income: $4925 Airbnb ROI: -0.98% Traditional ROI: -0.2%
105 Tilghman St OXFORD, MD 105 Tilghman St, OXFORD, MD 21654 \| Other	N/A beds \| N/A baths \| N/A	$159,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 2.47% Airbnb Rental Income: $1204 Traditional Rental Income: $782 Airbnb ROI: 2.68% Traditional ROI: 2.47%
4794 Sailors Ln OXFORD, MD 4794 Sailors Ln, OXFORD, MD 21654 \| Single Family Residential	3 beds \| 3 baths \| 1,986 sq.ft.	$599,900	Airbnb cash on cash: 1.01% Traditional cash on cash: 2.2% Airbnb Rental Income: $2416 Traditional Rental Income: $2493 Airbnb ROI: 1.01% Traditional ROI: 2.2%
228 South St 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.	$795,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 1.09% Airbnb Rental Income: $2416 Traditional Rental Income: $2105 Airbnb ROI: 0.71% Traditional ROI: 1.09%
104 Myrtle St OXFORD, MD 104 Myrtle St, OXFORD, MD 21654 \| Single Family Residential	3 beds \| 3 baths \| 2,566 sq.ft.	$1,499,000	Airbnb cash on cash: -0.84% Traditional cash on cash: -0.3% Airbnb Rental Income: $2416 Traditional Rental Income: $2580 Airbnb ROI: -0.84% Traditional ROI: -0.3%
Almshouse ( Lot 2) Rd OXFORD, MD Almshouse ( Lot 2) Rd, OXFORD, MD 21654 \| Other	N/A beds \| N/A baths \| N/A	$254,900	Airbnb cash on cash: 0.92% Traditional cash on cash: 0.77% Airbnb Rental Income: $1204 Traditional Rental Income: $778 Airbnb ROI: 0.92% Traditional ROI: 0.77%
104 Bonfield Ave OXFORD, MD Welcome to this charming Jack's Point bungalow, where classic style, modern updates, and t...	2 beds \| 1 baths \| 1,006 sq.ft.	$425,000	Airbnb cash on cash: 2.48% Traditional cash on cash: 2.05% Airbnb Rental Income: $2233 Traditional Rental Income: $1500 Airbnb ROI: 2.48% Traditional ROI: 2.05%
808 S Morris St OXFORD, MD 808 S Morris St, OXFORD, MD 21654 \| Single Family Residential	5 beds \| 4 baths \| 4,853 sq.ft.	$3,295,000	Airbnb cash on cash: -1.45% Traditional cash on cash: -1.09% Airbnb Rental Income: $2662 Traditional Rental Income: $3118 Airbnb ROI: -1.45% Traditional ROI: -1.09%
100 Tilghman St OXFORD, MD 100 Tilghman St, OXFORD, MD 21654 \| Single Family Residential	3 beds \| 2 baths \| 1,856 sq.ft.	$749,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 0.8% Airbnb Rental Income: $2416 Traditional Rental Income: $2105 Airbnb ROI: 0.4% Traditional ROI: 0.8%
4471 World Farm Rd OXFORD, MD 4471 World Farm Rd, OXFORD, MD 21654 \| Single Family Residential	4 beds \| 4 baths \| 3,806 sq.ft.	$3,750,000	Airbnb cash on cash: -1.43% Traditional cash on cash: -1.11% Airbnb Rental Income: $3058 Traditional Rental Income: $3488 Airbnb ROI: -1.43% Traditional ROI: -1.11%

Real Estate investment in Oxford, MD

There are 19 properties for sale in the city of Oxford . The median list price in Oxford is $614,632 and the average price per square foot is $281. In September 2026, the average monthly cash on cash return in Oxford is 1.00%. The average monthly rental income in Oxford is $2,523.

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 Long-Term is higher than the Short-Term in Oxford with average rental income of $2,523.

Your search for investment property begins and ends here

Investment Property for Sale in Oxford, MD

5920 Oxford Rd

OXFORD, MD

3 beds | 4 baths | 3,156 sq.ft.

$2,295,000

Airbnb cash on cash: -0.51%

Traditional cash on cash: 0.73%

Airbnb Rental Income: $2416

Traditional Rental Income: $4467

Airbnb ROI: -0.51%

Traditional ROI: 0.73%

100 Pier St W

OXFORD, MD

3 beds | 2 baths | 2,242 sq.ft.

$1,095,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 1.3%

Airbnb Rental Income: $2416

Traditional Rental Income: $2893

Airbnb ROI: 0.25%

Traditional ROI: 1.3%

104 East St

OXFORD, MD

5 beds | 4 baths | 5,030 sq.ft.

$3,295,000

Airbnb cash on cash: -0.67%

Traditional cash on cash: N/A

Airbnb Rental Income: $2662

Traditional Rental Income: $0

Airbnb ROI: -0.67%

Traditional ROI: N/A

28161 Harleigh Ln

OXFORD, MD

4 beds | 4 baths | 4,093 sq.ft.

$3,495,000

Airbnb cash on cash: -0.67%

Traditional cash on cash: 0.09%

Airbnb Rental Income: $3058

Traditional Rental Income: $4838

Airbnb ROI: -0.67%

Traditional ROI: 0.09%

115 W Pier St

OXFORD, MD

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

$1,250,000

Airbnb cash on cash: -0.14%

Traditional cash on cash: 1.71%

Airbnb Rental Income: $2416

Traditional Rental Income: $3973

Airbnb ROI: -0.14%

Traditional ROI: 1.71%

4480 Bachelors Point Rd

OXFORD, MD

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

$1,945,000

Airbnb cash on cash: -1.68%

Traditional cash on cash: -1.76%

Airbnb Rental Income: $1204

Traditional Rental Income: $684

Airbnb ROI: -1.68%

Traditional ROI: -1.76%

Sailors Retreat Rd

OXFORD, MD

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

$262,000

Airbnb cash on cash: 0.84%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $1204

Traditional Rental Income: $770

Airbnb ROI: 0.84%

Traditional ROI: 0.66%

209 Third St

OXFORD, MD

4 beds | 2 baths | 2,638 sq.ft.

$629,900

Airbnb cash on cash: 1.77%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $3058

Traditional Rental Income: $2452

Airbnb ROI: 1.77%