Real Estate Investment Properties for Sale in Annapolis, MD

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

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

Search for Townhouse for Sale in Annapolis, 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 74 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
19 Boucher Pl Annapolis, MD NEW PRICE ALERT!!******Nestled in the charming Boucher Place community, this exquisite end...	3 beds \| 3 baths \| 1,800 sq.ft.	$799,000	Airbnb cash on cash: 0.27% Traditional cash on cash: 1.26% Airbnb Rental Income: $2689 Traditional Rental Income: $2791 Airbnb ROI: 0.27% Traditional ROI: 1.26%
126 Spring Place Way Annapolis, MD Nestled in the charming community of Riva Trace, this delightful townhouse offers a perfec...	3 beds \| 3 baths \| 2,323 sq.ft.	$554,900	Airbnb cash on cash: 1.42% Traditional cash on cash: 3.18% Airbnb Rental Income: $2689 Traditional Rental Income: $2990 Airbnb ROI: 1.42% Traditional ROI: 3.18%
34 Pinkney St Annapolis, MD Totally renovated Historic home in the heart of downtown Annapolis, a stone's throw from s...	2 beds \| 1 baths \| 1,040 sq.ft.	$685,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 0.39% Airbnb Rental Income: $1908 Traditional Rental Income: $1402 Airbnb ROI: 0.39% Traditional ROI: 0.39%
145 Prince George St Annapolis, MD Welcome to 145 Prince George St., a distinctive historic home that blends classic architec...	3 beds \| 2 baths \| 1,476 sq.ft.	$1,100,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 0.45% Airbnb Rental Income: $2689 Traditional Rental Income: $2614 Airbnb ROI: -0.05% Traditional ROI: 0.45%
101 Carraway Ln Annapolis, MD DON'T MISS THIS OPPORTUNITY! MOVE-IN READY! Reduced again and seller wants it SOLD! Just b...	5 beds \| 4 baths \| 3,432 sq.ft.	$679,000	Airbnb cash on cash: 0.47% Traditional cash on cash: N/A Airbnb Rental Income: $2481 Traditional Rental Income: $0 Airbnb ROI: 0.47% Traditional ROI: N/A
425 Blossom Tree Ct Annapolis, MD No more looking around!! Stunning Twin/Semi-Detached with 3 levels located in Whispering W...	4 beds \| 3 baths \| 1,670 sq.ft.	$425,000	Airbnb cash on cash: 4.54% Traditional cash on cash: 6% Airbnb Rental Income: $3333 Traditional Rental Income: $3167 Airbnb ROI: 4.54% Traditional ROI: 6%
924 Shipmaster Ct Annapolis, MD Enjoy easy, one-level living in this beautifully maintained end-unit home in Heritage Harb...	2 beds \| 2 baths \| 1,634 sq.ft.	$540,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 1.94% Airbnb Rental Income: $1908 Traditional Rental Income: $2024 Airbnb ROI: 0.71% Traditional ROI: 1.94%
1107 COMMANDERS Way S Annapolis, MD Discover the perfect combination of value, comfort, and convenience in this beautifully up...	3 beds \| 2 baths \| 1,200 sq.ft.	$360,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 6.45% Airbnb Rental Income: $2689 Traditional Rental Income: $2990 Airbnb ROI: 3.67% Traditional ROI: 6.45%
602 James Walker Pl Annapolis, MD Location! Location! Location! Nestled in the vibrant heart of Annapolis Towne Center, this...	3 beds \| 3 baths \| 2,272 sq.ft.	$579,900	Airbnb cash on cash: 0.95% Traditional cash on cash: 4.12% Airbnb Rental Income: $2689 Traditional Rental Income: $3787 Airbnb ROI: 0.95% Traditional ROI: 4.12%
7038 Clinton Ct Annapolis, MD Experience the ultimate waterfront lifestyle in the prestigious Harbour Village Marina at ...	3 beds \| 3 baths \| 2,101 sq.ft.	$799,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 0.13% Airbnb Rental Income: $2689 Traditional Rental Income: $2669 Airbnb ROI: -0.62% Traditional ROI: 0.13%
1622 Secretariat Dr Annapolis, MD Welcome to Your Chesapeake Bay Lifestyle in Revell Downs! MOVE-IN READY * OWNED SOLAR PANE...	3 beds \| 1 baths \| 1,060 sq.ft.	$424,900	Airbnb cash on cash: 3.11% Traditional cash on cash: 5.47% Airbnb Rental Income: $2689 Traditional Rental Income: $2990 Airbnb ROI: 3.11% Traditional ROI: 5.47%
74 Heritage Ct Annapolis, MD Step inside to a bright, inviting layout designed for effortless living and entertaining. ...	3 beds \| 1 baths \| 1,116 sq.ft.	$300,000	Airbnb cash on cash: 5.22% Traditional cash on cash: 6.38% Airbnb Rental Income: $2689 Traditional Rental Income: $2379 Airbnb ROI: 5.22% Traditional ROI: 6.38%
165 King George St Annapolis, MD Rare Historic Triplex in Downtown Annapolis - Live for Free with Built-In Income!Unlocking...	4 beds \| 3 baths \| 2,649 sq.ft.	$1,200,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 0.68% Airbnb Rental Income: $1908 Traditional Rental Income: $3263 Airbnb ROI: -0.77% Traditional ROI: 0.68%
268 King George St Annapolis, MD Nestled along one of the most prestigious streets in Historic Annapolis, 268 King George S...	4 beds \| 3 baths \| 2,372 sq.ft.	$1,495,000	Airbnb cash on cash: -0.24% Traditional cash on cash: 0.19% Airbnb Rental Income: $3333 Traditional Rental Income: $3220 Airbnb ROI: -0.24% Traditional ROI: 0.19%
527 Leftwich Ln Annapolis, MD This bright, updated end-unit townhome offers an open layout, plenty of natural light, and...	3 beds \| 2 baths \| 1,617 sq.ft.	$450,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 2.88% Airbnb Rental Income: $2689 Traditional Rental Income: $2642 Airbnb ROI: 1.48% Traditional ROI: 2.88%
709 Skippers Ln Annapolis, MD Experience Ultimate Flexibility with this Versatile and Spacious Contemporary Townhome off...	3 beds \| 2 baths \| 3,016 sq.ft.	$590,000	Airbnb cash on cash: 0.84% Traditional cash on cash: 3.39% Airbnb Rental Income: $2689 Traditional Rental Income: $3458 Airbnb ROI: 0.84% Traditional ROI: 3.39%
198 Clay St Annapolis, MD Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water ...	2 beds \| 1 baths \| 902 sq.ft.	$375,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 3.69% Airbnb Rental Income: $1908 Traditional Rental Income: $2021 Airbnb ROI: 1.93% Traditional ROI: 3.69%
609 S Cherry Grove Ave Annapolis, MD This LIGHT FILLED END UNIT townhome w/ deck off Kitchen IS A MUST SEE Don't MISS this OPPO...	3 beds \| 2 baths \| 2,000 sq.ft.	$549,000	Airbnb cash on cash: 1.37% Traditional cash on cash: 4.04% Airbnb Rental Income: $2689 Traditional Rental Income: $3421 Airbnb ROI: 1.37% Traditional ROI: 4.04%
706 Howards Loop Annapolis, MD Welcome to this beautiful and thoughtfully updated townhome in the sought-after community ...	3 beds \| 2 baths \| 1,890 sq.ft.	$510,000	Airbnb cash on cash: 1.82% Traditional cash on cash: 5.32% Airbnb Rental Income: $2689 Traditional Rental Income: $3753 Airbnb ROI: 1.82% Traditional ROI: 5.32%
75 Shipwright St Annapolis, MD 75 Shipwright Street is a chance to own a piece of history in Annapolis with this enchant...	5 beds \| 3 baths \| 2,557 sq.ft.	$1,449,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 0.74% Airbnb Rental Income: $2481 Traditional Rental Income: $3377 Airbnb ROI: -0.37% Traditional ROI: 0.74%
1041 CEDAR RIDGE Court Annapolis, MD Welcome home to 1041 Cedar Ridge Ct, a well-maintained property offering comfort, convenie...	3 beds \| 3 baths \| 1,320 sq.ft.	$338,200	Airbnb cash on cash: 3.02% Traditional cash on cash: 2.87% Airbnb Rental Income: $2689 Traditional Rental Income: $2005 Airbnb ROI: 3.02% Traditional ROI: 2.87%
109 Sellew Rd Annapolis, MD Private Tours are now available by appointment! This listing is for an interior home on Lo...	3 beds \| 3 baths \| 3,300 sq.ft.	$1,275,000	Airbnb cash on cash: -0.75% Traditional cash on cash: 1.04% Airbnb Rental Income: $2689 Traditional Rental Income: $4180 Airbnb ROI: -0.75% Traditional ROI: 1.04%
108 Sellew Rd Annapolis, MD Private tours are available! This listing is for an interior home on Lot 6. Sturbridge Hom...	3 beds \| 3 baths \| 3,100 sq.ft.	$1,315,925	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.96% Airbnb Rental Income: $2689 Traditional Rental Income: $4196 Airbnb ROI: -0.8% Traditional ROI: 0.96%
40 Ironstone Ct #J Annapolis, MD 40-J Ironstone Ct, Annapolis, MD 21403 \| Townhouse	3 beds \| 2 baths \| 1,680 sq.ft.	$329,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.48% Airbnb Rental Income: $2689 Traditional Rental Income: $2162 Airbnb ROI: 3.12% Traditional ROI: 3.48%
5 Market Quay Annapolis, MD Welcome home. Perfectly positioned at the end of Market Street, this rare waterfront resid...	4 beds \| 4 baths \| 3,036 sq.ft.	$3,250,000	Airbnb cash on cash: -1.11% Traditional cash on cash: -1.1% Airbnb Rental Income: $3333 Traditional Rental Income: $2609 Airbnb ROI: -1.11% Traditional ROI: -1.1%
927 RIVERSEDGE CIR Annapolis, MD Villa home all one level heritage harbor at it's best. Two full bedrooms, two full baths. ...	2 beds \| 2 baths \| N/A	$415,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 3.05% Airbnb Rental Income: $1908 Traditional Rental Income: $2019 Airbnb ROI: 1.46% Traditional ROI: 3.05%
2002 Dakota Pl #2A Annapolis, MD 2002 Dakota Pl #2A, Annapolis, MD 21403 \| Townhouse	2 beds \| 2 baths \| 1,915 sq.ft.	$619,000	Airbnb cash on cash: -1.49% Traditional cash on cash: -0.3% Airbnb Rental Income: $1908 Traditional Rental Income: $2085 Airbnb ROI: -1.49% Traditional ROI: -0.3%
1503 Lodge Pole Ct Annapolis, MD Open House Sunday 11:30am-2:00pm!! Rarely available end-unit townhome in sought-after Whis...	3 beds \| 1 baths \| 1,120 sq.ft.	$350,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 4.27% Airbnb Rental Income: $2689 Traditional Rental Income: $2114 Airbnb ROI: 4.08% Traditional ROI: 4.27%
436 Cranes Roost Ct Annapolis, MD 436 Cranes Roost Ct, Annapolis, MD 21409 \| Townhouse	3 beds \| 2 baths \| 2,328 sq.ft.	$509,900	Airbnb cash on cash: 1.64% Traditional cash on cash: 1.95% Airbnb Rental Income: $2689 Traditional Rental Income: $2200 Airbnb ROI: 1.64% Traditional ROI: 1.95%

Your search for investment property begins and ends here

Townhouses for Sale in Annapolis, MD

19 Boucher Pl

Annapolis, MD

3 beds | 3 baths | 1,800 sq.ft.

$799,000

Airbnb cash on cash: 0.27%

Traditional cash on cash: 1.26%

Airbnb Rental Income: $2689

Traditional Rental Income: $2791

Airbnb ROI: 0.27%

Traditional ROI: 1.26%

126 Spring Place Way

Annapolis, MD

3 beds | 3 baths | 2,323 sq.ft.

$554,900

Airbnb cash on cash: 1.42%

Traditional cash on cash: 3.18%

Airbnb Rental Income: $2689

Traditional Rental Income: $2990

Airbnb ROI: 1.42%

Traditional ROI: 3.18%

34 Pinkney St

Annapolis, MD

2 beds | 1 baths | 1,040 sq.ft.

$685,000

Airbnb cash on cash: 0.39%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $1908

Traditional Rental Income: $1402

Airbnb ROI: 0.39%

Traditional ROI: 0.39%

145 Prince George St

Annapolis, MD

3 beds | 2 baths | 1,476 sq.ft.

$1,100,000

Airbnb cash on cash: -0.05%

Traditional cash on cash: 0.45%

Airbnb Rental Income: $2689

Traditional Rental Income: $2614

Airbnb ROI: -0.05%

Traditional ROI: 0.45%

101 Carraway Ln

Annapolis, MD

5 beds | 4 baths | 3,432 sq.ft.

$679,000

Airbnb cash on cash: 0.47%

Traditional cash on cash: N/A

Airbnb Rental Income: $2481

Traditional Rental Income: $0

Airbnb ROI: 0.47%

Traditional ROI: N/A

425 Blossom Tree Ct

Annapolis, MD

4 beds | 3 baths | 1,670 sq.ft.

$425,000

Airbnb cash on cash: 4.54%

Traditional cash on cash: 6%

Airbnb Rental Income: $3333

Traditional Rental Income: $3167

Airbnb ROI: 4.54%

Traditional ROI: 6%

924 Shipmaster Ct

Annapolis, MD

2 beds | 2 baths | 1,634 sq.ft.

$540,000

Airbnb cash on cash: 0.71%

Traditional cash on cash: 1.94%

Airbnb Rental Income: $1908

Traditional Rental Income: $2024

Airbnb ROI: 0.71%

Traditional ROI: 1.94%

1107 COMMANDERS Way S

Annapolis, MD

3 beds | 2 baths | 1,200 sq.ft.

$360,000

Airbnb cash on cash: 3.67%

Traditional cash on cash: 6.45%

Airbnb Rental Income: $2689

Traditional Rental Income: $2990

Airbnb ROI: 3.67%