Real Estate Investment Properties for Sale in Middletown, MD

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

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

Townhouses for Sale in Middletown, MD

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

Showing 1 Townhouse 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
25 BOILEAU Court MIDDLETOWN, MD Welcome to 25 Boileau Court in Middletown. This three-level townhome is located in a small...	3 beds \| 4 baths \| 1,870 sq.ft.	$359,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.89% Airbnb Rental Income: $1083 Traditional Rental Income: $2480 Airbnb ROI: -0.35% Traditional ROI: 4.89%
Other Investment Properties for Sale in Middletown
4209 MARYLAND CT MIDDLETOWN , MD Welcome to 4209 Maryland Court, a stunning retreat nestled in the hills of the Middletown ...	4 beds \| 6 baths \| N/A	$1,400,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.39% Airbnb Rental Income: $null Traditional Rental Income: $6805 Airbnb ROI: N/A Traditional ROI: 3.39%
3156 SUMANTOWN Road MIDDLETOWN , MD Nestled in the heart of rural Middletown, this immaculate custom-built rancher sits on 6.9...	4 beds \| 4 baths \| 3,329 sq.ft.	$824,900	Airbnb cash on cash: N/A Traditional cash on cash: 2.38% Airbnb Rental Income: $null Traditional Rental Income: $3525 Airbnb ROI: N/A Traditional ROI: 2.38%
1936 OLD NATIONAL Pike MIDDLETOWN , MD Motivated seller with a new price!!! Property sold as-is, offering upside potential in a g...	4 beds \| 2 baths \| 2,824 sq.ft.	$429,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.03% Airbnb Rental Income: $null Traditional Rental Income: $2634 Airbnb ROI: N/A Traditional ROI: 4.03%
417 W MAIN Street MIDDLETOWN , MD Price Improved and ready for you to make this your new home in 2026 !! Welcome to this del...	3 beds \| 1 baths \| 1,392 sq.ft.	$254,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.12% Airbnb Rental Income: $1083 Traditional Rental Income: $1664 Airbnb ROI: 0.16% Traditional ROI: 4.12%
2730 MARKER RD MIDDLETOWN , MD Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a b...	5 beds \| 2 baths \| N/A	$1,500,000	Airbnb cash on cash: -1.13% Traditional cash on cash: 0.05% Airbnb Rental Income: $1365 Traditional Rental Income: $2593 Airbnb ROI: -1.13% Traditional ROI: 0.05%
26 WALNUT ST MIDDLETOWN , MD Stunning new construction by Rachuba Homes in the heart of historic downtown Middletown. N...	4 beds \| 3 baths \| N/A	$699,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $3046 Airbnb ROI: N/A Traditional ROI: 3.38%
3213 OLD NATIONAL Pike MIDDLETOWN , MD A Truly Rare Opportunity! For the first time ever on the public market, the iconic 1937 Br...	3 beds \| 3 baths \| 1,782 sq.ft.	$750,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 2.75% Airbnb Rental Income: $1083 Traditional Rental Income: $3096 Airbnb ROI: -0.66% Traditional ROI: 2.75%
4614 PINEWOOD TRAIL MIDDLETOWN , MD Well-maintained single-family home built in 1974 featuring a classic split foyer design. T...	3 beds \| 3 baths \| N/A	$440,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 4.25% Airbnb Rental Income: $1083 Traditional Rental Income: $2656 Airbnb ROI: -0.47% Traditional ROI: 4.25%
9233 BALTIMORE NATIONAL Pike MIDDLETOWN , MD OPEN HOUSE SUNDAY 4/12 - 12:00-2:00! Welcome to 9233 Baltimore National Pike in Middletown...	3 beds \| 2 baths \| 2,117 sq.ft.	$449,000	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.41% Airbnb Rental Income: $1083 Traditional Rental Income: $2658 Airbnb ROI: -0.21% Traditional ROI: 4.41%
6735 BURKITTSVILLE Road MIDDLETOWN , MD Step Into This Lovely Horse Farm in the Heart of Middletown Valley Set against panoramic v...	5 beds \| 4 baths \| 4,100 sq.ft.	$1,250,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 1.47% Airbnb Rental Income: $1365 Traditional Rental Income: $3783 Airbnb ROI: -0.97% Traditional ROI: 1.47%
5 STONE SPRINGS Lane MIDDLETOWN , MD Set on a premier homesite in sought-after historic Middletown, Maryland, this distinguishe...	5 beds \| 5 baths \| 6,270 sq.ft.	$1,225,000	Airbnb cash on cash: -1.16% Traditional cash on cash: 2.47% Airbnb Rental Income: $1365 Traditional Rental Income: $5084 Airbnb ROI: -1.16% Traditional ROI: 2.47%
304 WASHINGTON Street MIDDLETOWN , MD Welcome to 304 Washington Street, a charming Cape Cod nestled in the heart of Middletown, ...	3 beds \| 3 baths \| 1,229 sq.ft.	$419,900	Airbnb cash on cash: -0.39% Traditional cash on cash: 4.17% Airbnb Rental Income: $1083 Traditional Rental Income: $2508 Airbnb ROI: -0.39% Traditional ROI: 4.17%
1676 MONUMENT RD MIDDLETOWN , MD OPEN HOUSE CANCELLED. Enjoy easy one-level living on 4.25 scenic acres in beautiful Middl...	5 beds \| 3 baths \| N/A	$675,000	Airbnb cash on cash: -0.42% Traditional cash on cash: 3.11% Airbnb Rental Income: $1365 Traditional Rental Income: $3172 Airbnb ROI: -0.42% Traditional ROI: 3.11%

Your search for investment property begins and ends here

Townhouses for Sale in Middletown, MD

25 BOILEAU Court

MIDDLETOWN, MD

3 beds | 4 baths | 1,870 sq.ft.

$359,000

Airbnb cash on cash: -0.35%

Traditional cash on cash: 4.89%

Airbnb Rental Income: $1083

Traditional Rental Income: $2480

Airbnb ROI: -0.35%

Traditional ROI: 4.89%

Other Investment Properties for Sale in Middletown

MIDDLETOWN , MD

4 beds | 6 baths | N/A

$1,400,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.39%

Airbnb Rental Income: $null

Traditional Rental Income: $6805

Airbnb ROI: N/A

Traditional ROI: 3.39%

MIDDLETOWN , MD

4 beds | 4 baths | 3,329 sq.ft.

$824,900

Airbnb cash on cash: N/A

Traditional cash on cash: 2.38%

Airbnb Rental Income: $null

Traditional Rental Income: $3525

Airbnb ROI: N/A

Traditional ROI: 2.38%

MIDDLETOWN , MD

4 beds | 2 baths | 2,824 sq.ft.

$429,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.03%

Airbnb Rental Income: $null

Traditional Rental Income: $2634

Airbnb ROI: N/A

Traditional ROI: 4.03%

MIDDLETOWN , MD

3 beds | 1 baths | 1,392 sq.ft.

$254,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $1083

Traditional Rental Income: $1664

Airbnb ROI: 0.16%

Traditional ROI: 4.12%

MIDDLETOWN , MD

5 beds | 2 baths | N/A

$1,500,000

Airbnb cash on cash: -1.13%

Traditional cash on cash: 0.05%

Airbnb Rental Income: $1365

Traditional Rental Income: $2593

Airbnb ROI: -1.13%

Traditional ROI: 0.05%

MIDDLETOWN , MD

4 beds | 3 baths | N/A

$699,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.38%

Airbnb Rental Income: $null

Traditional Rental Income: $3046

Airbnb ROI: N/A

Traditional ROI: 3.38%

MIDDLETOWN , MD

3 beds | 3 baths | 1,782 sq.ft.

$750,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $1083

Traditional Rental Income: $3096

Airbnb ROI: -0.66%

Traditional ROI: 2.75%

MIDDLETOWN , MD

3 beds | 3 baths | N/A

$440,000

Airbnb cash on cash: -0.47%

Traditional cash on cash: 4.25%