Real Estate Investment Properties for Sale in Darlington, MD

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

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
4033 CONOWINGO Road DARLINGTON, MD DREAM BIG! Talk about getting the most for your value! Under $375k AND offering almost 2,6...	4 beds \| 2 baths \| 2,595 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.83% Airbnb Rental Income: $null Traditional Rental Income: $2847 Airbnb ROI: N/A Traditional ROI: 5.83%
3315 MORIAH Lane DARLINGTON, MD If it's privacy you're looking for, check out this one. Tucked away, back a 1500' driveway...	2 beds \| 1 baths \| 1,454 sq.ft.	$300,000	Airbnb cash on cash: 2.67% Traditional cash on cash: 4.84% Airbnb Rental Income: $1746 Traditional Rental Income: $1878 Airbnb ROI: 2.67% Traditional ROI: 4.84%
1710 GRANITE Road DARLINGTON, MD Welcome home to this sprawling rancher in Darlington! Set on nearly an acre and surrounded...	3 beds \| 2 baths \| 2,250 sq.ft.	$489,000	Airbnb cash on cash: 2.24% Traditional cash on cash: 4.43% Airbnb Rental Income: $2304 Traditional Rental Income: $2731 Airbnb ROI: 2.24% Traditional ROI: 4.43%
Investment Properties for Sale in Other Cities of Maryland
20117 LAUREL HILL Way Germantown , MD Nicely updated townhouse with lake views, kitchen with Granite tops, stainless steel appli...	2 beds \| 3 baths \| 2,066 sq.ft.	$399,900	Airbnb cash on cash: 0.53% Traditional cash on cash: 4.83% Airbnb Rental Income: $1455 Traditional Rental Income: $2635 Airbnb ROI: 0.53% Traditional ROI: 4.83%
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%
1518 E 28TH ST Baltimore , MD An amazing opportunity if you are looking to invest as an investor or as a first time home...	3 beds \| 2 baths \| N/A	$134,900	Airbnb cash on cash: 2.79% Traditional cash on cash: 11.89% Airbnb Rental Income: $1155 Traditional Rental Income: $1952 Airbnb ROI: 2.79% Traditional ROI: 11.89%
1315 HARLEM Avenue Baltimore , MD This turnkey QUADPLEX brings Endless Possibilities in Baltimore! Welcome to 1315 Harlem, a...	N/A beds \| N/A baths \| 2,520 sq.ft.	$499,900	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.02% Airbnb Rental Income: $1169 Traditional Rental Income: $1594 Airbnb ROI: 0.29% Traditional ROI: 2.02%
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%
1243 BATTERY Avenue Baltimore , MD Back on the Market! Motivated Seller - Bonus Offered with Full-Price Offer! Welcome to you...	2 beds \| 2 baths \| 1,730 sq.ft.	$300,000	Airbnb cash on cash: -1.14% Traditional cash on cash: 3.76% Airbnb Rental Income: $1224 Traditional Rental Income: $2216 Airbnb ROI: -1.14% Traditional ROI: 3.76%
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.	$340,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 3.94% Airbnb Rental Income: $1500 Traditional Rental Income: $2314 Airbnb ROI: 0.01% Traditional ROI: 3.94%
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%
32 EAST Street Annapolis , MD	3 beds \| 3 baths \| 2,100 sq.ft.	$1,200,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 0.14% Airbnb Rental Income: $2680 Traditional Rental Income: $2245 Airbnb ROI: -0.04% Traditional ROI: 0.14%
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.	$134,000	Airbnb cash on cash: 4.04% Traditional cash on cash: 7.25% Airbnb Rental Income: $1454 Traditional Rental Income: $1436 Airbnb ROI: 4.04% Traditional ROI: 7.25%
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: 0.89% Traditional cash on cash: 6.61% Airbnb Rental Income: $1169 Traditional Rental Income: $2136 Airbnb ROI: 0.89% 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%
4408 SHAMROCK Avenue Baltimore , MD Welcome to 4408 Shamrock Ave - a charming 3-level interior townhome that blends classic Ba...	2 beds \| 2 baths \| 1,534 sq.ft.	$162,900	Airbnb cash on cash: -0.17% Traditional cash on cash: 9.37% Airbnb Rental Income: $888 Traditional Rental Income: $2034 Airbnb ROI: -0.17% Traditional ROI: 9.37%

Real Estate investment in Darlington, MD

There are 3 properties for sale in the city of Darlington . The median list price in Darlington is $374,900 and the average price per square foot is $179. In December 2025, the average monthly cash on cash return in Darlington is 5.00%. The average monthly rental income in Darlington is $2,731.

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

There are 3 investment properties available for sale in Darlington.

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

The ROI for Long-Term is higher than the Short-Term in Darlington with average rental income of $2,731.

Your search for investment property begins and ends here

Investment Property for Sale in Darlington, MD

4033 CONOWINGO Road

DARLINGTON, MD

4 beds | 2 baths | 2,595 sq.ft.

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.83%

Airbnb Rental Income: $null

Traditional Rental Income: $2847

Airbnb ROI: N/A

Traditional ROI: 5.83%

3315 MORIAH Lane

DARLINGTON, MD

2 beds | 1 baths | 1,454 sq.ft.

$300,000

Airbnb cash on cash: 2.67%

Traditional cash on cash: 4.84%

Airbnb Rental Income: $1746

Traditional Rental Income: $1878

Airbnb ROI: 2.67%

Traditional ROI: 4.84%

1710 GRANITE Road

DARLINGTON, MD

3 beds | 2 baths | 2,250 sq.ft.

$489,000

Airbnb cash on cash: 2.24%

Traditional cash on cash: 4.43%

Airbnb Rental Income: $2304

Traditional Rental Income: $2731

Airbnb ROI: 2.24%

Traditional ROI: 4.43%

Investment Properties for Sale in Other Cities of Maryland

Germantown , MD

2 beds | 3 baths | 2,066 sq.ft.

$399,900

Airbnb cash on cash: 0.53%

Traditional cash on cash: 4.83%

Airbnb Rental Income: $1455

Traditional Rental Income: $2635

Airbnb ROI: 0.53%

Traditional ROI: 4.83%

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

$134,900

Airbnb cash on cash: 2.79%

Traditional cash on cash: 11.89%

Airbnb Rental Income: $1155

Traditional Rental Income: $1952

Airbnb ROI: 2.79%

Traditional ROI: 11.89%

Baltimore , MD

N/A beds | N/A baths | 2,520 sq.ft.

$499,900

Airbnb cash on cash: 0.29%

Traditional cash on cash: 2.02%

Airbnb Rental Income: $1169

Traditional Rental Income: $1594

Airbnb ROI: 0.29%

Traditional ROI: 2.02%

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

2 beds | 2 baths | 1,730 sq.ft.

$300,000