Real Estate Investment Properties for Sale in Westernport, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
21416 CHESAPEAKE Avenue SW WESTERNPORT, MD Charming Brick Rancher in McCoole, MD! Discover comfort and convenience in this 3-bedroom,...	3 beds \| 1 baths \| 1,344 sq.ft.	$149,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.78% Airbnb Rental Income: $null Traditional Rental Income: $1907 Airbnb ROI: N/A Traditional ROI: 10.78%
312 HAMMOND Street WESTERNPORT, MD NEW IMPROVED PRICE!!!Beautifully Remodeled Home with Mountain Views in Westernport, MD! We...	3 beds \| 2 baths \| 1,312 sq.ft.	$154,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.69% Airbnb Rental Income: $null Traditional Rental Income: $2049 Airbnb ROI: N/A Traditional ROI: 11.69%
Investment Properties for Sale in Other Cities of Maryland
3029 HUDSON Street Baltimore , MD Welcome to this beautifully reimagined Canton residence, where historic charm meets modern...	4 beds \| 3 baths \| 1,748 sq.ft.	$474,900	Airbnb cash on cash: 5.77% Traditional cash on cash: 3.75% Airbnb Rental Income: $4486 Traditional Rental Income: $2649 Airbnb ROI: 5.77% Traditional ROI: 3.75%
4500 EASTWAY Baltimore , MD Price repositioned! Check it out today. This charming home offers a blend of original char...	3 beds \| 2 baths \| N/A	$495,000	Airbnb cash on cash: 0.75% Traditional cash on cash: 2.35% Airbnb Rental Income: $1948 Traditional Rental Income: $2175 Airbnb ROI: 0.75% Traditional ROI: 2.35%
1043 RIVERSIDE Avenue Baltimore , MD Welcome to 1043 Riverside Avenue, a beautifully maintained home in the heart of Baltimore'...	3 beds \| 3 baths \| 1,356 sq.ft.	$319,990	Airbnb cash on cash: 0.08% Traditional cash on cash: 4.24% Airbnb Rental Income: $1500 Traditional Rental Income: $2314 Airbnb ROI: 0.08% Traditional ROI: 4.24%
16 138TH Street unit: 106 #106 Ocean City , MD Expansive 4-Bedroom Condo with Ocean Views in Island Breeze - Rarely Available! Welcome to...	4 beds \| 3 baths \| 2,570 sq.ft.	$950,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 1.53% Airbnb Rental Income: $4007 Traditional Rental Income: $3157 Airbnb ROI: 1.52% Traditional ROI: 1.53%
926 YACHTSMAN Way Annapolis , MD Welcome to 926 Yachtsman Way - a rare single-level home in the City of Annapolis offering ...	2 beds \| 2 baths \| 1,174 sq.ft.	$415,000	Airbnb cash on cash: 1.86% Traditional cash on cash: 3.29% Airbnb Rental Income: $2338 Traditional Rental Income: $2317 Airbnb ROI: 1.86% Traditional ROI: 3.29%
3203 INDEPENDENCE Street Baltimore , MD Charming Baltimore Rowhome with Endless Potential & Built-In Equity! Welcome to 3203 Indep...	2 beds \| 1 baths \| 1,036 sq.ft.	$124,900	Airbnb cash on cash: 4.39% Traditional cash on cash: 7.82% Airbnb Rental Income: $1454 Traditional Rental Income: $1436 Airbnb ROI: 4.39% Traditional ROI: 7.82%
500 FAIRWAY Court Baltimore , MD Welcome to this timeless and completely remodeled split-level home located at 500 Fairway ...	3 beds \| 3 baths \| 1,706 sq.ft.	$499,000	Airbnb cash on cash: 2.23% Traditional cash on cash: 4.15% Airbnb Rental Income: $2608 Traditional Rental Income: $2878 Airbnb ROI: 2.23% Traditional ROI: 4.15%
5520 CEDONIA Avenue Baltimore , MD Lovely 3 Bedroom, 2 Full Bathrooms Brick Townhome. Renovated 2022 with bright and opened f...	3 beds \| 2 baths \| 1,584 sq.ft.	$239,900	Airbnb cash on cash: 3.25% Traditional cash on cash: 6.73% Airbnb Rental Income: $1886 Traditional Rental Income: $2172 Airbnb ROI: 3.25% Traditional ROI: 6.73%
8028 KIMBERLY Road Baltimore , MD Welcome to this beautifully renovated interior brick townhome that blends modern style wit...	3 beds \| 2 baths \| 1,458 sq.ft.	$249,999	Airbnb cash on cash: -0.06% Traditional cash on cash: 6.61% Airbnb Rental Income: $900 Traditional Rental Income: $2136 Airbnb ROI: -0.06% Traditional ROI: 6.61%
2933 FAIT Avenue Baltimore , MD Enjoy City life in this fully remolded home in Canton. The open floor plan of the main lev...	3 beds \| 3 baths \| 1,152 sq.ft.	$419,000	Airbnb cash on cash: 3.54% Traditional cash on cash: 2.32% Airbnb Rental Income: $3308 Traditional Rental Income: $2089 Airbnb ROI: 3.54% Traditional ROI: 2.32%
5511 WESLEY Avenue Baltimore , MD Step into this beautifully renovated home, where classic character meets modern living. Fr...	4 beds \| 3 baths \| 1,566 sq.ft.	$350,000	Airbnb cash on cash: 2.11% Traditional cash on cash: 4.81% Airbnb Rental Income: $2045 Traditional Rental Income: $2400 Airbnb ROI: 2.11% Traditional ROI: 4.81%
1433 E FEDERAL Street Baltimore , MD Welcome to your next investment opportunity at 1433 E Federal Street! This fully renovated...	3 beds \| 3 baths \| N/A	$212,000	Airbnb cash on cash: 7.95% Traditional cash on cash: 9.49% Airbnb Rental Income: $2949 Traditional Rental Income: $2577 Airbnb ROI: 7.95% Traditional ROI: 9.49%
414 WATER Street unit: 2805 #2805 Baltimore , MD Discover the best of urban living in this high-rise condominium, ideally located in the he...	2 beds \| 1 baths \| 789 sq.ft.	$149,900	Airbnb cash on cash: 2.54% Traditional cash on cash: 9.47% Airbnb Rental Income: $1389 Traditional Rental Income: $1963 Airbnb ROI: 2.54% Traditional ROI: 9.47%
738 YALE Avenue Baltimore , MD Charming and move-in-ready, this beautifully updated 2-bedroom, 1-bath home offers classic...	2 beds \| 1 baths \| 896 sq.ft.	$149,900	Airbnb cash on cash: -2.66% Traditional cash on cash: 6.5% Airbnb Rental Income: $326 Traditional Rental Income: $1397 Airbnb ROI: -2.66% Traditional ROI: 6.5%

Real Estate investment in Westernport, MD

There are 2 properties for sale in the city of Westernport . The median list price in Westernport is $127,000 and the average price per square foot is $89. In December 2025, the average monthly cash on cash return in Westernport is 12.00%. The average monthly rental income in Westernport is $1,978.

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

There are 2 investment properties available for sale in Westernport.

In 2025, the best neighborhood to buy investment property is WESTERNPORT.

The ROI for Short-Term is higher than the Long-Term in Westernport with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Westernport, MD

21416 CHESAPEAKE Avenue SW

WESTERNPORT, MD

3 beds | 1 baths | 1,344 sq.ft.

$149,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.78%

Airbnb Rental Income: $null

Traditional Rental Income: $1907

Airbnb ROI: N/A

Traditional ROI: 10.78%

312 HAMMOND Street

WESTERNPORT, MD

3 beds | 2 baths | 1,312 sq.ft.

$154,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.69%

Airbnb Rental Income: $null

Traditional Rental Income: $2049

Airbnb ROI: N/A

Traditional ROI: 11.69%

Investment Properties for Sale in Other Cities of Maryland

Baltimore , MD

4 beds | 3 baths | 1,748 sq.ft.

$474,900

Airbnb cash on cash: 5.77%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $4486

Traditional Rental Income: $2649

Airbnb ROI: 5.77%

Traditional ROI: 3.75%

Baltimore , MD

3 beds | 2 baths | N/A

$495,000

Airbnb cash on cash: 0.75%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $1948

Traditional Rental Income: $2175

Airbnb ROI: 0.75%

Traditional ROI: 2.35%

Baltimore , MD

3 beds | 3 baths | 1,356 sq.ft.

$319,990

Airbnb cash on cash: 0.08%

Traditional cash on cash: 4.24%

Airbnb Rental Income: $1500

Traditional Rental Income: $2314

Airbnb ROI: 0.08%

Traditional ROI: 4.24%

Ocean City , MD

4 beds | 3 baths | 2,570 sq.ft.

$950,000

Airbnb cash on cash: 1.52%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $4007

Traditional Rental Income: $3157

Airbnb ROI: 1.52%

Traditional ROI: 1.53%

Annapolis , MD

2 beds | 2 baths | 1,174 sq.ft.

$415,000

Airbnb cash on cash: 1.86%

Traditional cash on cash: 3.29%

Airbnb Rental Income: $2338

Traditional Rental Income: $2317

Airbnb ROI: 1.86%

Traditional ROI: 3.29%

Baltimore , MD

2 beds | 1 baths | 1,036 sq.ft.

$124,900

Airbnb cash on cash: 4.39%

Traditional cash on cash: 7.82%

Airbnb Rental Income: $1454

Traditional Rental Income: $1436

Airbnb ROI: 4.39%

Traditional ROI: 7.82%

Baltimore , MD

3 beds | 3 baths | 1,706 sq.ft.

$499,000

Airbnb cash on cash: 2.23%