Real Estate Investment Properties for Sale in Oldtown, MD

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
17702 MANIFORD Road SE Oldtown, MD Check out this charming colonial style home, located outside of city limits! Plenty of par...	5 beds \| 4 baths \| 3,348 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.42% Airbnb Rental Income: $null Traditional Rental Income: $4009 Airbnb ROI: N/A Traditional ROI: 10.42%
14800 CINDY Way Oldtown, MD This 5-acre property features a newly built 2-bedroom, 1-bath block cabin, fully equipped ...	2 beds \| 1 baths \| 865 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.99% Airbnb Rental Income: $null Traditional Rental Income: $2202 Airbnb ROI: N/A Traditional ROI: 11.99%
14801 LOWER TOWN CREEK Road SE Oldtown, MD Western Maryland Get away !!! Check out this amazing 3 bedroom, 1 full bath, with loft as ...	3 beds \| 1 baths \| N/A	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.73% Airbnb Rental Income: $null Traditional Rental Income: $1950 Airbnb ROI: N/A Traditional ROI: 6.73%
13910 OLD OLDTOWN Road SE Oldtown, MD Where the sound of traffic fades and the good life begins. Perched perfectly on 1.38 peace...	2 beds \| 2 baths \| 1,960 sq.ft.	$339,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.03% Airbnb Rental Income: $null Traditional Rental Income: $2858 Airbnb ROI: N/A Traditional ROI: 7.03%
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 Oldtown, MD

There are 4 properties for sale in the city of Oldtown . The median list price in Oldtown is $292,500 and the average price per square foot is $142. In December 2025, the average monthly cash on cash return in Oldtown is 9.00%. The average monthly rental income in Oldtown is $2,530.

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

There are 4 investment properties available for sale in Oldtown.

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

Your search for investment property begins and ends here

Investment Property for Sale in Oldtown, MD

17702 MANIFORD Road SE

Oldtown, MD

5 beds | 4 baths | 3,348 sq.ft.

$335,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.42%

Airbnb Rental Income: $null

Traditional Rental Income: $4009

Airbnb ROI: N/A

Traditional ROI: 10.42%

14800 CINDY Way

Oldtown, MD

2 beds | 1 baths | 865 sq.ft.

$165,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2202

Airbnb ROI: N/A

Traditional ROI: 11.99%

14801 LOWER TOWN CREEK Road SE

Oldtown, MD

3 beds | 1 baths | N/A

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.73%

Airbnb Rental Income: $null

Traditional Rental Income: $1950

Airbnb ROI: N/A

Traditional ROI: 6.73%

13910 OLD OLDTOWN Road SE

Oldtown, MD

2 beds | 2 baths | 1,960 sq.ft.

$339,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2858

Airbnb ROI: N/A

Traditional ROI: 7.03%

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.