Real Estate Investment Properties for Sale in Cumberland, MD

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

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

Woodlawn Investment Property for Sale in Cumberland, MD

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

Showing 66 Woodlawn Investment Property listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
411 LOUISIANA Avenue CUMBERLAND, MD Charming 3 Bedroom Home with Stunning Mountain Views in Cumberland! This 3 bedroom, 1.5 ba...	3 beds \| 2 baths \| 1,474 sq.ft.	$135,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 9.93% Airbnb Rental Income: $1091 Traditional Rental Income: $1700 Airbnb ROI: 2.37% Traditional ROI: 9.93%
13604 BEDFORD RD NE CUMBERLAND, MD Welcome to One-Level living with peaceful 1+ acre grounds to wander! The composite deck a...	4 beds \| 1 baths \| N/A	$239,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.06% Airbnb Rental Income: $null Traditional Rental Income: $1641 Airbnb ROI: N/A Traditional ROI: 5.06%
12702 BOWLING Street CUMBERLAND, MD Welcome home to this beautifully newly renovated 3-bedroom, 2-bath property offering the p...	3 beds \| 2 baths \| 1,440 sq.ft.	$220,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 5.13% Airbnb Rental Income: $1013 Traditional Rental Income: $1545 Airbnb ROI: 0.86% Traditional ROI: 5.13%
651 GREENE Street CUMBERLAND, MD !!!!!!! Price DROP!!!!! Seller is Motivated!!!! Welcome to your next home! This charming a...	3 beds \| 2 baths \| 1,016 sq.ft.	$154,900	Airbnb cash on cash: 4.91% Traditional cash on cash: 11.91% Airbnb Rental Income: $1504 Traditional Rental Income: $2101 Airbnb ROI: 4.91% Traditional ROI: 11.91%
1105 HOLLAND ST CUMBERLAND, MD Charming brick rancher, with finished basement. Lots of charm in this home. Screened in ...	3 beds \| 2 baths \| N/A	$179,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 9.45% Airbnb Rental Income: $1099 Traditional Rental Income: $2143 Airbnb ROI: 1.18% Traditional ROI: 9.45%
11305 OLD MOUNT PLEASANT Road NE CUMBERLAND, MD This charming 3-bedroom, 2 full bath home offers more space than meets the eye with 1,848 ...	3 beds \| 2 baths \| 2,068 sq.ft.	$198,000	Airbnb cash on cash: 9.26% Traditional cash on cash: 5.7% Airbnb Rental Income: $2830 Traditional Rental Income: $1500 Airbnb ROI: 9.26% Traditional ROI: 5.7%
219 CARROLL Street CUMBERLAND, MD Step into a world of timeless elegance and modern comfort in this stunning bi-level reside...	4 beds \| 2 baths \| 1,910 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.25% Airbnb Rental Income: $null Traditional Rental Income: $2508 Airbnb ROI: N/A Traditional ROI: 10.25%
108 SANTA FE STREET CUMBERLAND, MD Invest with success and buy through Auction.com. This bank-owned investment property is a ...	2 beds \| 1 baths \| 1,157 sq.ft.	$131,000	Airbnb cash on cash: 2.47% Traditional cash on cash: 7.88% Airbnb Rental Income: $972 Traditional Rental Income: $1302 Airbnb ROI: 2.47% Traditional ROI: 7.88%
1102 E OLDTOWN Road CUMBERLAND, MD Welcome to 1102 E Oldtown Rd!! This updated home boasts many updates that were made in 202...	2 beds \| 2 baths \| 978 sq.ft.	$189,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 2.95% Airbnb Rental Income: $991 Traditional Rental Income: $1050 Airbnb ROI: 0.66% Traditional ROI: 2.95%
319 GRAND Avenue CUMBERLAND, MD Welcome to 319 Grand Ave, where classic charm meets modern upgrades. This home has been co...	4 beds \| 2 baths \| 2,575 sq.ft.	$225,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.63% Airbnb Rental Income: $null Traditional Rental Income: $1523 Airbnb ROI: N/A Traditional ROI: 5.63%
24 BLACKISTON Avenue CUMBERLAND, MD Welcome to 24 Blackiston Ave! This beautifully renovated home features 3 bedrooms and 2.5 ...	3 beds \| 3 baths \| 1,200 sq.ft.	$249,900	Airbnb cash on cash: 1.28% Traditional cash on cash: 2.72% Airbnb Rental Income: $1077 Traditional Rental Income: $1048 Airbnb ROI: 1.28% Traditional ROI: 2.72%
11305 CREEK Road SE CUMBERLAND, MD Escape to peaceful living just minutes from town! This charming bungalow at 1105 Creekside...	3 beds \| 2 baths \| 624 sq.ft.	$129,000	Airbnb cash on cash: 3.36% Traditional cash on cash: 6.04% Airbnb Rental Income: $1077 Traditional Rental Income: $1041 Airbnb ROI: 3.36% Traditional ROI: 6.04%
14 CLUBHOUSE ROAD CUMBERLAND, MD Welcome home! Meticulously maintained rancher in La Vale. This home has hardwood floors th...	3 beds \| 2 baths \| 2,218 sq.ft.	$223,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 4.61% Airbnb Rental Income: $1069 Traditional Rental Income: $1444 Airbnb ROI: 1.09% Traditional ROI: 4.61%
701 WHITE Avenue CUMBERLAND, MD Welcome home to this move-in ready split foyer offering the perfect blend of comfort, upda...	3 beds \| 2 baths \| 1,816 sq.ft.	$259,000	Airbnb cash on cash: 0.54% Traditional cash on cash: 4.95% Airbnb Rental Income: $1077 Traditional Rental Income: $1787 Airbnb ROI: 0.54% Traditional ROI: 4.95%
1039 LONGWOOD Avenue CUMBERLAND, MD No expense was spared in the renovation of this amazing home. Renovation was thought out a...	4 beds \| 3 baths \| 2,405 sq.ft.	$499,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.53% Airbnb Rental Income: $null Traditional Rental Income: $2643 Airbnb ROI: N/A Traditional ROI: 3.53%
975 WILLIAMS Street CUMBERLAND, MD Beautifully renovated 3-bedroom, 2-bath home featuring fresh interior paint and numerous m...	3 beds \| 2 baths \| 2,016 sq.ft.	$209,900	Airbnb cash on cash: 1.32% Traditional cash on cash: 6.19% Airbnb Rental Income: $1077 Traditional Rental Income: $1678 Airbnb ROI: 1.32% Traditional ROI: 6.19%
13 N ALLEGANY ST CUMBERLAND, MD Welcome to 13 N Allegany Street a solid brick beauty filled with natural light and thought...	3 beds \| 2 baths \| N/A	$244,000	Airbnb cash on cash: 2.04% Traditional cash on cash: 8.52% Airbnb Rental Income: $1504 Traditional Rental Income: $2558 Airbnb ROI: 2.04% Traditional ROI: 8.52%
210 E REYNOLDS Street CUMBERLAND, MD VERY WELL KEPT 2 STORY COLONIAL NEAR CONSTITUTION PARK AND UPMC. THE CHARMING FLOOR PLAN H...	2 beds \| 1 baths \| 1,092 sq.ft.	$119,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 10.7% Airbnb Rental Income: $987 Traditional Rental Income: $1547 Airbnb ROI: 2.74% Traditional ROI: 10.7%
COBEY Drive CUMBERLAND, MD A beautiful new construction home awaits you! The Topaz home design is a single-family hom...	4 beds \| 3 baths \| 2,055 sq.ft.	$401,990	Airbnb cash on cash: N/A Traditional cash on cash: 6.52% Airbnb Rental Income: $null Traditional Rental Income: $2979 Airbnb ROI: N/A Traditional ROI: 6.52%
1107 CHERRYWOOD Avenue CUMBERLAND, MD Brand New Home! Move-in Ready!! The Brandywine is a contemporary ranch-style home with 4 b...	5 beds \| 4 baths \| 4,207 sq.ft.	$609,888	Airbnb cash on cash: N/A Traditional cash on cash: 5.2% Airbnb Rental Income: $null Traditional Rental Income: $3686 Airbnb ROI: N/A Traditional ROI: 5.2%
820 E OLDTOWN Road CUMBERLAND, MD Welcome to Cumberland's most luxurious and affordable home on the market! Stunningly renov...	3 beds \| 2 baths \| 1,164 sq.ft.	$272,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 6.27% Airbnb Rental Income: $1077 Traditional Rental Income: $2114 Airbnb ROI: 0.79% Traditional ROI: 6.27%
400 LOUISIANA Avenue CUMBERLAND, MD This well-maintained 3-bedroom, 1-bath home features beautiful hardwood floors throughout,...	3 beds \| 1 baths \| 1,366 sq.ft.	$125,895	Airbnb cash on cash: 2.89% Traditional cash on cash: 11.21% Airbnb Rental Income: $1091 Traditional Rental Income: $1729 Airbnb ROI: 2.89% Traditional ROI: 11.21%
13 S WOODLAWN Avenue CUMBERLAND, MD USDA Eligible!!! This charming one-level home offers ample space with its three bedrooms a...	3 beds \| 2 baths \| 1,550 sq.ft.	$215,000	Airbnb cash on cash: 1.31% Traditional cash on cash: 9.86% Airbnb Rental Income: $1069 Traditional Rental Income: $2443 Airbnb ROI: 1.31% Traditional ROI: 9.86%
449 COLUMBIA Street CUMBERLAND, MD This beautifully updated duplex features two spacious units, each with 2 bedrooms. One uni...	N/A beds \| N/A baths \| 2,248 sq.ft.	$179,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.41% Airbnb Rental Income: $null Traditional Rental Income: $1620 Airbnb ROI: N/A Traditional ROI: 7.41%
615 FREDERICK Street CUMBERLAND, MD Charming brick 3-bedroom, 1-bath home located just minutes from all the amenities of downt...	3 beds \| 1 baths \| 1,002 sq.ft.	$139,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 8.9% Airbnb Rental Income: $1099 Traditional Rental Income: $1577 Airbnb ROI: 2.56% Traditional ROI: 8.9%
535-537 N MECHANIC Street CUMBERLAND, MD *NEW LISTING* THIS DUPLEX HAS POTENTIAL SELLER SELLING BOTH 535-537 TOGETHER . CURRENT...	N/A beds \| N/A baths \| 1,248 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.29% Airbnb Rental Income: $null Traditional Rental Income: $1599 Airbnb ROI: N/A Traditional ROI: 6.29%
13002 MOORES HOLLOW Road SE CUMBERLAND, MD New Furnace 03/02/2026. Nestled on a serene 1.49-acre lot, this ranch-style home offers a ...	2 beds \| 2 baths \| 1,336 sq.ft.	$265,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 7.1% Airbnb Rental Income: $991 Traditional Rental Income: $2219 Airbnb ROI: 0.78% Traditional ROI: 7.1%
412 FURNACE Street CUMBERLAND, MD Completely remodeled investment property! Home features 3 beds/ 1.5 baths. Electric heat. ...	3 beds \| 2 baths \| 1,027 sq.ft.	$160,000	Airbnb cash on cash: 2.82% Traditional cash on cash: 11.77% Airbnb Rental Income: $1099 Traditional Rental Income: $2094 Airbnb ROI: 2.82% Traditional ROI: 11.77%
11806 BAYBERRY AVE CUMBERLAND, MD This property is located in Potomac Park - Across from Allegany County Fairgrounds - Ranch...	3 beds \| 3 baths \| N/A	$289,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 9.29% Airbnb Rental Income: $1013 Traditional Rental Income: $3082 Airbnb ROI: 0.37% Traditional ROI: 9.29%

Your search for investment property begins and ends here

Woodlawn Investment Property for Sale in Cumberland, MD

411 LOUISIANA Avenue

CUMBERLAND, MD

3 beds | 2 baths | 1,474 sq.ft.

$135,000

Airbnb cash on cash: 2.37%

Traditional cash on cash: 9.93%

Airbnb Rental Income: $1091

Traditional Rental Income: $1700

Airbnb ROI: 2.37%

Traditional ROI: 9.93%

13604 BEDFORD RD NE

CUMBERLAND, MD

4 beds | 1 baths | N/A

$239,900

Airbnb cash on cash: N/A

Traditional cash on cash: 5.06%

Airbnb Rental Income: $null

Traditional Rental Income: $1641

Airbnb ROI: N/A

Traditional ROI: 5.06%

12702 BOWLING Street

CUMBERLAND, MD

3 beds | 2 baths | 1,440 sq.ft.

$220,000

Airbnb cash on cash: 0.86%

Traditional cash on cash: 5.13%

Airbnb Rental Income: $1013

Traditional Rental Income: $1545

Airbnb ROI: 0.86%

Traditional ROI: 5.13%

651 GREENE Street

CUMBERLAND, MD

3 beds | 2 baths | 1,016 sq.ft.

$154,900

Airbnb cash on cash: 4.91%

Traditional cash on cash: 11.91%

Airbnb Rental Income: $1504

Traditional Rental Income: $2101

Airbnb ROI: 4.91%

Traditional ROI: 11.91%

1105 HOLLAND ST

CUMBERLAND, MD

3 beds | 2 baths | N/A

$179,900

Airbnb cash on cash: 1.18%

Traditional cash on cash: 9.45%

Airbnb Rental Income: $1099

Traditional Rental Income: $2143

Airbnb ROI: 1.18%

Traditional ROI: 9.45%

11305 OLD MOUNT PLEASANT Road NE

CUMBERLAND, MD

3 beds | 2 baths | 2,068 sq.ft.

$198,000

Airbnb cash on cash: 9.26%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $2830

Traditional Rental Income: $1500

Airbnb ROI: 9.26%

Traditional ROI: 5.7%

219 CARROLL Street

CUMBERLAND, MD

4 beds | 2 baths | 1,910 sq.ft.

$215,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.25%

Airbnb Rental Income: $null

Traditional Rental Income: $2508

Airbnb ROI: N/A

Traditional ROI: 10.25%

108 SANTA FE STREET

CUMBERLAND, MD

2 beds | 1 baths | 1,157 sq.ft.

$131,000

Airbnb cash on cash: 2.47%

Traditional cash on cash: 7.88%

Airbnb Rental Income: $972

Traditional Rental Income: $1302

Airbnb ROI: 2.47%