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 3 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
22 E Green St MIDDLETOWN, MD 22 E Green St, MIDDLETOWN, MD 21769 \| Townhouse	3 beds \| 2 baths \| 1,912 sq.ft.	$525,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 1.54% Airbnb Rental Income: $1547 Traditional Rental Income: $1873 Airbnb ROI: -0.03% Traditional ROI: 1.54%
400 Stone Springs Ln MIDDLETOWN, MD 400 Stone Springs Ln, MIDDLETOWN, MD 21769 \| Townhouse	4 beds \| 3 baths \| 2,640 sq.ft.	$439,900	Airbnb cash on cash: 2.83% Traditional cash on cash: 3.64% Airbnb Rental Income: $2875 Traditional Rental Income: $2538 Airbnb ROI: 2.83% Traditional ROI: 3.64%
408 Stone Springs Ln MIDDLETOWN, MD 408 Stone Springs Ln, MIDDLETOWN, MD 21769 \| Townhouse	4 beds \| 3 baths \| 3,930 sq.ft.	$419,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 3.48% Airbnb Rental Income: $2875 Traditional Rental Income: $2373 Airbnb ROI: 3.06% Traditional ROI: 3.48%
Other Investment Properties for Sale in Middletown
19 E Main St MIDDLETOWN , MD Carefully reimagined between 2018 and 2021, this historic Main Street home now lives like ...	4 beds \| 3 baths \| 3,130 sq.ft.	$1,150,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 1.99% Airbnb Rental Income: $2875 Traditional Rental Income: $4105 Airbnb ROI: 0.22% Traditional ROI: 1.99%
5 Dean Ln MIDDLETOWN , MD One level living at its finest! Ryan Homes offers this 1 story Brentwood with endless poss...	4 beds \| 4 baths \| 4,497 sq.ft.	$849,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 1.51% Airbnb Rental Income: $2875 Traditional Rental Income: $3024 Airbnb ROI: 0.48% Traditional ROI: 1.51%
106 Prospect St MIDDLETOWN , MD Classic 1920s Arts & Crafts style 3 BR home in downtown Middletown. Original owner. Stucc...	3 beds \| 1 baths \| 1,734 sq.ft.	$495,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 0.66% Airbnb Rental Income: $1547 Traditional Rental Income: $1123 Airbnb ROI: 0.61% Traditional ROI: 0.66%
4 Lamar Ln MIDDLETOWN , MD Welcome home to 4 Lamar Lane, a beautifully updated Admar-built rancher tucked away at the...	2 beds \| 2 baths \| 1,359 sq.ft.	$475,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 1.67% Airbnb Rental Income: $1635 Traditional Rental Income: $1831 Airbnb ROI: 0.19% Traditional ROI: 1.67%
2802 Bidle Rd MIDDLETOWN , MD Looking for new construction, but don't want to wait? This gorgeous 2025 built Craftsman i...	5 beds \| 4 baths \| 5,511 sq.ft.	$1,475,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 1.6% Airbnb Rental Income: $2090 Traditional Rental Income: $4751 Airbnb ROI: -0.73% Traditional ROI: 1.6%
2730 Marker Rd MIDDLETOWN , MD Love history? Love farming? Love Middletown Valley? This trifecta is for YOU! Once a b...	5 beds \| 2 baths \| 3,112 sq.ft.	$1,300,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.21% Airbnb Rental Income: $2090 Traditional Rental Income: $2593 Airbnb ROI: -0.66% Traditional ROI: 0.21%
3150 Bidle Rd MIDDLETOWN , MD 3150 Bidle Rd, MIDDLETOWN, MD 21769 \| Single Family Residential	5 beds \| 5 baths \| 6,026 sq.ft.	$1,719,900	Airbnb cash on cash: -1.17% Traditional cash on cash: -0.29% Airbnb Rental Income: $2090 Traditional Rental Income: $2956 Airbnb ROI: -1.17% Traditional ROI: -0.29%
3130 Bidle Rd MIDDLETOWN , MD 3130 Bidle Rd, MIDDLETOWN, MD 21769 \| Single Family Residential	4 beds \| 3 baths \| 3,052 sq.ft.	$1,249,900	Airbnb cash on cash: -0.26% Traditional cash on cash: -0.05% Airbnb Rental Income: $2875 Traditional Rental Income: $2454 Airbnb ROI: -0.26% Traditional ROI: -0.05%
3213 Old National Pike MIDDLETOWN , MD Price Improvement! This iconic 1937 Brick Tudor Revival residence and adjacent additional ...	3 beds \| 2 baths \| 1,782 sq.ft.	$659,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.26% Airbnb Rental Income: $1547 Traditional Rental Income: $3096 Airbnb ROI: 0.02% Traditional ROI: 3.26%
7453 Heritage Oak Ter MIDDLETOWN , MD 7453 Heritage Oak Ter, MIDDLETOWN, MD 21769 \| Single Family Residential	4 beds \| 3 baths \| 4,413 sq.ft.	$1,349,900	Airbnb cash on cash: -0.4% Traditional cash on cash: -0.21% Airbnb Rental Income: $2875 Traditional Rental Income: $2441 Airbnb ROI: -0.4% Traditional ROI: -0.21%
8939 Hawbottom Rd MIDDLETOWN , MD 8939 Hawbottom Rd, MIDDLETOWN, MD 21769 \| Single Family Residential	3 beds \| 3 baths \| 3,236 sq.ft.	$989,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 0.09% Airbnb Rental Income: $1547 Traditional Rental Income: $2095 Airbnb ROI: -0.99% Traditional ROI: 0.09%
8209 Old Hagerstown Rd MIDDLETOWN , MD 8209 Old Hagerstown Rd, MIDDLETOWN, MD 21769 \| Single Family Residential	5 beds \| 3 baths \| 2,312 sq.ft.	$499,900	Airbnb cash on cash: 1.04% Traditional cash on cash: 3.63% Airbnb Rental Income: $2090 Traditional Rental Income: $2763 Airbnb ROI: 1.04% Traditional ROI: 3.63%
7 Derr Ln MIDDLETOWN , MD NEW PRICE! Welcome to 7 Derr Lane in the sought-after Villages at Foxfield-Middletown's pr...	3 beds \| 2 baths \| 2,208 sq.ft.	$625,000	Airbnb cash on cash: -0.52% Traditional cash on cash: 2.6% Airbnb Rental Income: $1547 Traditional Rental Income: $2921 Airbnb ROI: -0.52% Traditional ROI: 2.6%
Mountain Church Rd MIDDLETOWN , MD HOME TO BE BUILT. Nestled on a beautiful, wooded 2.25-acre lot, this to-be-built home by G...	3 beds \| 2 baths \| 3,000 sq.ft.	$924,500	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.13% Airbnb Rental Income: $1547 Traditional Rental Income: $2925 Airbnb ROI: 0.01% Traditional ROI: 2.13%
9237 Frostown Rd MIDDLETOWN , MD Experience the flow of space and harmony a private 5-acre sanctuary where mid-century soul...	4 beds \| 4 baths \| 6,578 sq.ft.	$2,500,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 0.84% Airbnb Rental Income: $2875 Traditional Rental Income: $5321 Airbnb ROI: -0.5% Traditional ROI: 0.84%

Your search for investment property begins and ends here

Townhouses for Sale in Middletown, MD

22 E Green St

MIDDLETOWN, MD

3 beds | 2 baths | 1,912 sq.ft.

$525,000

Airbnb cash on cash: -0.03%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $1547

Traditional Rental Income: $1873

Airbnb ROI: -0.03%

Traditional ROI: 1.54%

400 Stone Springs Ln

MIDDLETOWN, MD

4 beds | 3 baths | 2,640 sq.ft.

$439,900

Airbnb cash on cash: 2.83%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $2875

Traditional Rental Income: $2538

Airbnb ROI: 2.83%

Traditional ROI: 3.64%

408 Stone Springs Ln

MIDDLETOWN, MD

4 beds | 3 baths | 3,930 sq.ft.

$419,000

Airbnb cash on cash: 3.06%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $2875

Traditional Rental Income: $2373

Airbnb ROI: 3.06%

Traditional ROI: 3.48%

Other Investment Properties for Sale in Middletown

MIDDLETOWN , MD

4 beds | 3 baths | 3,130 sq.ft.

$1,150,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 1.99%

Airbnb Rental Income: $2875

Traditional Rental Income: $4105

Airbnb ROI: 0.22%

Traditional ROI: 1.99%

MIDDLETOWN , MD

4 beds | 4 baths | 4,497 sq.ft.

$849,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $2875

Traditional Rental Income: $3024

Airbnb ROI: 0.48%

Traditional ROI: 1.51%

MIDDLETOWN , MD

3 beds | 1 baths | 1,734 sq.ft.

$495,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 0.66%

Airbnb Rental Income: $1547

Traditional Rental Income: $1123

Airbnb ROI: 0.61%

Traditional ROI: 0.66%

MIDDLETOWN , MD

2 beds | 2 baths | 1,359 sq.ft.

$475,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 1.67%

Airbnb Rental Income: $1635

Traditional Rental Income: $1831

Airbnb ROI: 0.19%

Traditional ROI: 1.67%

MIDDLETOWN , MD

5 beds | 4 baths | 5,511 sq.ft.

$1,475,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 1.6%

Airbnb Rental Income: $2090

Traditional Rental Income: $4751

Airbnb ROI: -0.73%

Traditional ROI: 1.6%

MIDDLETOWN , MD

5 beds | 2 baths | 3,112 sq.ft.

$1,300,000