Real Estate Investment Properties for Sale in Cooksville, MD

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

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

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
14069 Montecillo Dr COOKSVILLE, MD Western Howard County Price - Starting at $1.899M, Dependent on Build Timing, Final Option...	5 beds \| 6 baths \| 6,700 sq.ft.	$1,899,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.48% Airbnb Rental Income: $null Traditional Rental Income: $6418 Airbnb ROI: N/A Traditional ROI: 2.48%
2440 MILLERS MILL Road COOKSVILLE, MD Welcome to 2440 Millers Mill Rd, Cooksville MD - a rare turnkey investment and lifestyle o...	3 beds \| 1 baths \| 1,040 sq.ft.	$499,900	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $1786 Airbnb ROI: N/A Traditional ROI: 1.49%
Investment Properties for Sale in Other Cities of Maryland
2635 N CALVERT Street Baltimore , MD This beautifully renovated four-unit apartment building is ideally located in the heart of...	N/A beds \| N/A baths \| 3,292 sq.ft.	$925,000	Airbnb cash on cash: -0.76% Traditional cash on cash: -0.11% Airbnb Rental Income: $1396 Traditional Rental Income: $1535 Airbnb ROI: -0.76% Traditional ROI: -0.11%
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%
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.	$484,950	Airbnb cash on cash: -1.16% Traditional cash on cash: 0.37% Airbnb Rental Income: $1744 Traditional Rental Income: $1969 Airbnb ROI: -1.16% Traditional ROI: 0.37%
1520 BYRD Street Baltimore , MD OPEN HOUSE MARCH 29TH 12p.m -1:30 p.m**Welcome home to 1520 Byrd Street! This beautiful...	3 beds \| 3 baths \| 1,571 sq.ft.	$470,000	Airbnb cash on cash: 5.4% Traditional cash on cash: 3.18% Airbnb Rental Income: $4607 Traditional Rental Income: $2653 Airbnb ROI: 5.4% Traditional ROI: 3.18%
2511 HERMOSA Avenue Baltimore , MD This Lauraville Victorian is the home you've been waiting for, ideally located in one of B...	3 beds \| 2 baths \| 2,333 sq.ft.	$288,800	Airbnb cash on cash: -1.84% Traditional cash on cash: 1.65% Airbnb Rental Income: $690 Traditional Rental Income: $1334 Airbnb ROI: -1.84% Traditional ROI: 1.65%
109 E WEST Street Baltimore , MD Discover 109 East West Street, a delightful treasure in the heart of Baltimore's dynamic n...	4 beds \| 4 baths \| 2,208 sq.ft.	$379,900	Airbnb cash on cash: 2.61% Traditional cash on cash: 5.16% Airbnb Rental Income: $2738 Traditional Rental Income: $3001 Airbnb ROI: 2.61% Traditional ROI: 5.16%
1910 DRUID HILL Avenue Baltimore , MD Great investment opportunity! Excellent long term tenant in place and wishes to stay. The ...	3 beds \| 1 baths \| 1,300 sq.ft.	$135,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 9.88% Airbnb Rental Income: $1036 Traditional Rental Income: $1642 Airbnb ROI: 2.67% Traditional ROI: 9.88%
6508 N POINT Road Baltimore , MD Enjoy the picturesque direct waterfront views off the enclosed screened porch with a 100 f...	3 beds \| 2 baths \| 936 sq.ft.	$419,900	Airbnb cash on cash: 0.1% Traditional cash on cash: 2.97% Airbnb Rental Income: $1408 Traditional Rental Income: $2115 Airbnb ROI: 0.1% Traditional ROI: 2.97%
2303 ESSEX Street Baltimore , MD WOW!!! MAJOR PRICE ADJUSTMENT! Stunning Canton Luxury Home! This beautifully appointed 4 b...	4 beds \| 5 baths \| 3,339 sq.ft.	$750,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 3.56% Airbnb Rental Income: $4486 Traditional Rental Income: $4476 Airbnb ROI: 2.24% Traditional ROI: 3.56%
5 Park Pl #314 Annapolis , MD Live the Annapolis Lifestyle at the Residence at Park Place. Chic 2 bedroom, 2 bath cond...	2 beds \| 2 baths \| 1,056 sq.ft.	$564,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 0.03% Airbnb Rental Income: $2338 Traditional Rental Income: $2401 Airbnb ROI: -1.19% Traditional ROI: 0.03%
1915 TOWNE CENTRE Boulevard unit: 807 Annapolis , MD FRESH INTERIOR PAINT THROUGHOUT - A PRISTINE, NEUTRAL PALETTE READY FOR YOUR STYLE!! SELLE...	2 beds \| 2 baths \| 1,246 sq.ft.	$545,000	Airbnb cash on cash: -0.98% Traditional cash on cash: 0.85% Airbnb Rental Income: $2338 Traditional Rental Income: $2694 Airbnb ROI: -0.98% Traditional ROI: 0.85%

Real Estate investment in Cooksville, MD

There are 6 properties for sale in the city of Cooksville . The median list price in Cooksville is $1,162,350 and the average price per square foot is $301. In March 2026, the average monthly cash on cash return in Cooksville is 1.00%. The average monthly rental income in Cooksville is $3,562.

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

There are 6 investment properties available for sale in Cooksville.

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

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

Your search for investment property begins and ends here

Investment Property for Sale in Cooksville, MD

14069 Montecillo Dr

COOKSVILLE, MD

5 beds | 6 baths | 6,700 sq.ft.

$1,899,999

Airbnb cash on cash: N/A

Traditional cash on cash: 2.48%

Airbnb Rental Income: $null

Traditional Rental Income: $6418

Airbnb ROI: N/A

Traditional ROI: 2.48%

2440 MILLERS MILL Road

COOKSVILLE, MD

3 beds | 1 baths | 1,040 sq.ft.

$499,900

Airbnb cash on cash: N/A

Traditional cash on cash: 1.49%

Airbnb Rental Income: $null

Traditional Rental Income: $1786

Airbnb ROI: N/A

Traditional ROI: 1.49%

Investment Properties for Sale in Other Cities of Maryland

Baltimore , MD

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

$925,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: -0.11%

Airbnb Rental Income: $1396

Traditional Rental Income: $1535

Airbnb ROI: -0.76%

Traditional ROI: -0.11%

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

1 beds | 1 baths | 839 sq.ft.

$484,950

Airbnb cash on cash: -1.16%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1744

Traditional Rental Income: $1969

Airbnb ROI: -1.16%

Traditional ROI: 0.37%

Baltimore , MD

3 beds | 3 baths | 1,571 sq.ft.

$470,000

Airbnb cash on cash: 5.4%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $4607

Traditional Rental Income: $2653

Airbnb ROI: 5.4%

Traditional ROI: 3.18%

Baltimore , MD

3 beds | 2 baths | 2,333 sq.ft.

$288,800

Airbnb cash on cash: -1.84%

Traditional cash on cash: 1.65%

Airbnb Rental Income: $690

Traditional Rental Income: $1334

Airbnb ROI: -1.84%

Traditional ROI: 1.65%

Baltimore , MD

4 beds | 4 baths | 2,208 sq.ft.

$379,900

Airbnb cash on cash: 2.61%

Traditional cash on cash: 5.16%

Airbnb Rental Income: $2738

Traditional Rental Income: $3001

Airbnb ROI: 2.61%

Traditional ROI: 5.16%

Baltimore , MD

3 beds | 1 baths | 1,300 sq.ft.

$135,000

Airbnb cash on cash: 2.67%