Real Estate Investment Properties for Sale in Oakland, MD

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

Explore a variety of short-term homes & houses in Oakland, MD. Invest wisely with VRBO & Oakland, MD Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Multi Family for Sale in Oakland, MD

Search for Multi Family for Sale in Oakland, Maryland. Browse all of Mashvisor’s Multi Family listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Multi Family listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
No multi familys are listed in Oakland, Maryland at the moment.
Other Multi Family Investment Properties for Sale in Maryland
11603 SENECA FOREST Circle Germantown , MD Nestled in the serene community of Seneca Crossing, this exquisite Colonial-style residenc...	4 beds \| 4 baths \| 3,616 sq.ft.	$875,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 2.88% Airbnb Rental Income: $2719 Traditional Rental Income: $4058 Airbnb ROI: 0.45% Traditional ROI: 2.88%
3218 HUDSON Street Baltimore , MD LUXURY & ELEGANCE RADIATES THROUGHOUT THIS EXPANSIVE 4,000+ SQ.FT. CONTEMPORARY CORNER-ROW...	3 beds \| 4 baths \| 4,748 sq.ft.	$1,078,000	Airbnb cash on cash: -2.09% Traditional cash on cash: 0.69% Airbnb Rental Income: $1128 Traditional Rental Income: $3543 Airbnb ROI: -2.09% Traditional ROI: 0.69%
2635 N CALVERT Street Baltimore , MD Turnkey four-unit multifamily investment in the heart of Charles Village generating approx...	N/A beds \| N/A baths \| 3,292 sq.ft.	$889,900	Airbnb cash on cash: -1.23% Traditional cash on cash: -0.07% Airbnb Rental Income: $915 Traditional Rental Income: $1535 Airbnb ROI: -1.23% Traditional ROI: -0.07%
1200 STEUART Street #1711 Baltimore , MD Fourteen-foot ceilings, dramatic floor-to-ceiling windows, and a wide-open floor plan crea...	2 beds \| 3 baths \| 2,055 sq.ft.	$899,000	Airbnb cash on cash: -2.58% Traditional cash on cash: 0.8% Airbnb Rental Income: $652 Traditional Rental Income: $3183 Airbnb ROI: -2.58% Traditional ROI: 0.8%
1200 STEUART Street #312 Baltimore , MD Welcome to Silo Point, where luxury meets some of the best water views in Baltimore. This ...	2 beds \| 3 baths \| 1,859 sq.ft.	$550,000	Airbnb cash on cash: -2.52% Traditional cash on cash: 3.04% Airbnb Rental Income: $652 Traditional Rental Income: $3211 Airbnb ROI: -2.52% Traditional ROI: 3.04%
16 138TH Street #106 Ocean City , MD ***Spring 2026 refresh in this expansive 4-Bedroom Condo with Ocean Views in Island Breeze...	4 beds \| 3 baths \| 2,570 sq.ft.	$950,000	Airbnb cash on cash: -1.45% Traditional cash on cash: 1.53% Airbnb Rental Income: $857 Traditional Rental Income: $3157 Airbnb ROI: -1.45% Traditional ROI: 1.53%
5 Franklin St Annapolis , MD 5 Franklin St, Annapolis, MD 21401 \| Single Family Residential	5 beds \| 6 baths \| 5,993 sq.ft.	$12,500,000	Airbnb cash on cash: -1.94% Traditional cash on cash: -1.57% Airbnb Rental Income: $2411 Traditional Rental Income: $6094 Airbnb ROI: -1.94% Traditional ROI: -1.57%
1100 Bay Ridge Ave Annapolis , MD This is a great opportunity to own in Eastport. Location is fantastic and a very easy wal...	4 beds \| 2 baths \| 1,720 sq.ft.	$799,000	Airbnb cash on cash: 0.66% Traditional cash on cash: 1.45% Airbnb Rental Income: $2523 Traditional Rental Income: $2567 Airbnb ROI: 0.66% Traditional ROI: 1.45%
5 Park Pl #431 Annapolis , MD PLEASE TAKE A LOOK AT EVERY CONDO IN THE BUILDING SOLD IN THE LAST YEAR AND THEN MAKE AN A...	1 beds \| 1 baths \| 839 sq.ft.	$479,900	Airbnb cash on cash: -2.16% Traditional cash on cash: 0.4% Airbnb Rental Income: $1208 Traditional Rental Income: $1969 Airbnb ROI: -2.16% Traditional ROI: 0.4%
19 Boucher Pl Annapolis , MD Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offer...	3 beds \| 3 baths \| 1,800 sq.ft.	$819,000	Airbnb cash on cash: 0.17% Traditional cash on cash: 1.45% Airbnb Rental Income: $2404 Traditional Rental Income: $2791 Airbnb ROI: 0.17% Traditional ROI: 1.45%
2812 KILDAIRE Drive Baltimore , MD Welcome to 2812 Kildaire Drive, a charming home that offers comfort, character, and flexib...	3 beds \| 2 baths \| 1,983 sq.ft.	$315,000	Airbnb cash on cash: -0.78% Traditional cash on cash: 4.31% Airbnb Rental Income: $976 Traditional Rental Income: $2134 Airbnb ROI: -0.78% Traditional ROI: 4.31%
1414 ANDRE Street Baltimore , MD Welcome to 1414 Andre Street, ideally located in the heart of fantastic Locust Point! This...	2 beds \| 1 baths \| 960 sq.ft.	$275,000	Airbnb cash on cash: -2.24% Traditional cash on cash: 2.54% Airbnb Rental Income: $652 Traditional Rental Income: $1593 Airbnb ROI: -2.24% Traditional ROI: 2.54%
13215 DAIRYMAID Drive #302 Germantown , MD This three-bedroom, two full bath, condo is located in the convenient Heritage Green Condo...	3 beds \| 2 baths \| 1,546 sq.ft.	$289,000	Airbnb cash on cash: 1.2% Traditional cash on cash: 6.41% Airbnb Rental Income: $1391 Traditional Rental Income: $2389 Airbnb ROI: 1.2% Traditional ROI: 6.41%
4401 ROLAND Avenue #110 Baltimore , MD Welcome to 4401 Roland Ave-where space, light, and comfort come together in this inviting ...	1 beds \| 1 baths \| 901 sq.ft.	$124,900	Airbnb cash on cash: -1.16% Traditional cash on cash: 10.27% Airbnb Rental Income: $586 Traditional Rental Income: $1675 Airbnb ROI: -1.16% Traditional ROI: 10.27%

Your search for investment property begins and ends here

Multi Family for Sale in Oakland, MD

Other Multi Family Investment Properties for Sale in Maryland

Germantown , MD

4 beds | 4 baths | 3,616 sq.ft.

$875,000

Airbnb cash on cash: 0.45%

Traditional cash on cash: 2.88%

Airbnb Rental Income: $2719

Traditional Rental Income: $4058

Airbnb ROI: 0.45%

Traditional ROI: 2.88%

Baltimore , MD

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

$1,078,000

Airbnb cash on cash: -2.09%

Traditional cash on cash: 0.69%

Airbnb Rental Income: $1128

Traditional Rental Income: $3543

Airbnb ROI: -2.09%

Traditional ROI: 0.69%

Baltimore , MD

N/A beds | N/A baths | 3,292 sq.ft.

$889,900

Airbnb cash on cash: -1.23%

Traditional cash on cash: -0.07%

Airbnb Rental Income: $915

Traditional Rental Income: $1535

Airbnb ROI: -1.23%

Traditional ROI: -0.07%

Baltimore , MD

2 beds | 3 baths | 2,055 sq.ft.

$899,000

Airbnb cash on cash: -2.58%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $652

Traditional Rental Income: $3183

Airbnb ROI: -2.58%

Traditional ROI: 0.8%

Baltimore , MD

2 beds | 3 baths | 1,859 sq.ft.

$550,000

Airbnb cash on cash: -2.52%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $652

Traditional Rental Income: $3211

Airbnb ROI: -2.52%

Traditional ROI: 3.04%

Ocean City , MD

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

$950,000

Airbnb cash on cash: -1.45%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $857

Traditional Rental Income: $3157

Airbnb ROI: -1.45%

Traditional ROI: 1.53%

Annapolis , MD

5 beds | 6 baths | 5,993 sq.ft.

$12,500,000

Airbnb cash on cash: -1.94%

Traditional cash on cash: -1.57%

Airbnb Rental Income: $2411

Traditional Rental Income: $6094

Airbnb ROI: -1.94%

Traditional ROI: -1.57%

Annapolis , MD

4 beds | 2 baths | 1,720 sq.ft.

$799,000

Airbnb cash on cash: 0.66%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $2523

Traditional Rental Income: $2567

Airbnb ROI: 0.66%

Traditional ROI: 1.45%

Annapolis , MD

1 beds | 1 baths | 839 sq.ft.

$479,900

Airbnb cash on cash: -2.16%

Traditional cash on cash: 0.4%

Airbnb Rental Income: $1208