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.

Towhnhouse for Sale in Middletown, MD

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

Showing 19 Towhnhouse 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
4300 ZIRCON Road MIDDLETOWN, MD Stunning 4-bed, 3.5-bath single-family home ideally located just minutes from Downtown Mid...	4 beds \| 4 baths \| 2,912 sq.ft.	$619,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $3616 Airbnb ROI: N/A Traditional ROI: 4.15%
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: 3.98% Traditional cash on cash: 4.12% Airbnb Rental Income: $2183 Traditional Rental Income: $1664 Airbnb ROI: 3.98% Traditional ROI: 4.12%
25 CHESTER Court MIDDLETOWN, MD Welcome to 25 Chester Court in Middletown, MD, a stunning end unit townhome. This spacious...	3 beds \| 4 baths \| N/A	$444,900	Airbnb cash on cash: 0.76% Traditional cash on cash: 4.69% Airbnb Rental Income: $2183 Traditional Rental Income: $3267 Airbnb ROI: 0.76% Traditional ROI: 4.69%
1 KELLER LN MIDDLETOWN, MD REFRESHED, REVAMPED AND MOVE-IN READY. YOU SPOKE AND WE LISTENED. CHECK IT OUT AGAIN! Th...	3 beds \| 3 baths \| N/A	$564,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.57% Airbnb Rental Income: $2183 Traditional Rental Income: $2567 Airbnb ROI: 0.8% Traditional ROI: 2.57%
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: N/A Traditional cash on cash: 0.05% Airbnb Rental Income: $null Traditional Rental Income: $2593 Airbnb ROI: N/A 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.	$799,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 2.52% Airbnb Rental Income: $2183 Traditional Rental Income: $3096 Airbnb ROI: 0.55% Traditional ROI: 2.52%
1629 DAHLGREN Road MIDDLETOWN, MD Charming brick rancher set on 4.64 acres with stunning views and exceptional potential. Th...	3 beds \| 1 baths \| 1,056 sq.ft.	$335,000	Airbnb cash on cash: 2.93% Traditional cash on cash: 3.16% Airbnb Rental Income: $2183 Traditional Rental Income: $1702 Airbnb ROI: 2.93% Traditional ROI: 3.16%
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: 1.76% Traditional cash on cash: 4.19% Airbnb Rental Income: $2183 Traditional Rental Income: $2634 Airbnb ROI: 1.76% Traditional ROI: 4.19%
4302 SARATOGA SPRINGS Court MIDDLETOWN, MD Welcome to this exquisite Luxury Estate on two Private Acres! Experience the perfect blend...	4 beds \| 4 baths \| 5,698 sq.ft.	$1,250,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.43% Airbnb Rental Income: $null Traditional Rental Income: $2806 Airbnb ROI: N/A Traditional ROI: 0.43%
7201 DOGWOOD Lane MIDDLETOWN, MD Discover this charming 3-bedroom, 2-bath ranch home on a spacious 0.63-acre lot in the des...	3 beds \| 2 baths \| 1,651 sq.ft.	$371,000	Airbnb cash on cash: 2.52% Traditional cash on cash: 5.4% Airbnb Rental Income: $2183 Traditional Rental Income: $2634 Airbnb ROI: 2.52% Traditional ROI: 5.4%
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: N/A Traditional cash on cash: 3.11% Airbnb Rental Income: $null Traditional Rental Income: $3172 Airbnb ROI: N/A Traditional ROI: 3.11%

Your search for investment property begins and ends here

Towhnhouse for Sale in Middletown, MD

4300 ZIRCON Road

MIDDLETOWN, MD

4 beds | 4 baths | 2,912 sq.ft.

$619,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.15%

Airbnb Rental Income: $null

Traditional Rental Income: $3616

Airbnb ROI: N/A

Traditional ROI: 4.15%

1936 OLD NATIONAL Pike

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%

417 W MAIN Street

MIDDLETOWN, MD

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

$254,000

Airbnb cash on cash: 3.98%

Traditional cash on cash: 4.12%

Airbnb Rental Income: $2183

Traditional Rental Income: $1664

Airbnb ROI: 3.98%

Traditional ROI: 4.12%

25 CHESTER Court

MIDDLETOWN, MD

3 beds | 4 baths | N/A

$444,900

Airbnb cash on cash: 0.76%

Traditional cash on cash: 4.69%

Airbnb Rental Income: $2183

Traditional Rental Income: $3267

Airbnb ROI: 0.76%

Traditional ROI: 4.69%

1 KELLER LN

MIDDLETOWN, MD

3 beds | 3 baths | N/A

$564,900

Airbnb cash on cash: 0.8%

Traditional cash on cash: 2.57%

Airbnb Rental Income: $2183

Traditional Rental Income: $2567

Airbnb ROI: 0.8%

Traditional ROI: 2.57%

2730 MARKER RD

MIDDLETOWN, MD

5 beds | 2 baths | N/A

$1,500,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.05%

Airbnb Rental Income: $null

Traditional Rental Income: $2593

Airbnb ROI: N/A

Traditional ROI: 0.05%

26 WALNUT ST

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%

3213 OLD NATIONAL Pike

MIDDLETOWN, MD

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

$799,000

Airbnb cash on cash: 0.55%

Traditional cash on cash: 2.52%

Airbnb Rental Income: $2183

Traditional Rental Income: $3096

Airbnb ROI: 0.55%