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 58 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 Nestled in the charming Boucher Place community, this exquisite end-of-row townhouse offer...	3 beds \| 3 baths \| 1,800 sq.ft.	$819,000	Airbnb cash on cash: 0.22% Traditional cash on cash: 1.45% Airbnb Rental Income: $2455 Traditional Rental Income: $2791 Airbnb ROI: 0.22% Traditional ROI: 1.45%
130 Summer Village Dr Annapolis, MD Beautiful spacious town home in sought after Riva Trace. updated 6 years ago.Pristine cond...	3 beds \| 2 baths \| 2,488 sq.ft.	$625,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 1.93% Airbnb Rental Income: $2455 Traditional Rental Income: $2305 Airbnb ROI: 1.16% Traditional ROI: 1.93%
530 Samuel Chase Way Annapolis, MD Beautifully appointed private end unit! 3 Br/3.5 bath with two master suites and a main le...	3 beds \| 3 baths \| 2,408 sq.ft.	$530,000	Airbnb cash on cash: 1.09% Traditional cash on cash: 2.61% Airbnb Rental Income: $2455 Traditional Rental Income: $2608 Airbnb ROI: 1.09% Traditional ROI: 2.61%
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.	$695,000	Airbnb cash on cash: 0.23% Traditional cash on cash: 0.37% Airbnb Rental Income: $1799 Traditional Rental Income: $1402 Airbnb ROI: 0.23% Traditional ROI: 0.37%
932 Yachtsman Way Annapolis, MD Tucked away in a peaceful cul-de-sac, this beautiful home offers the perfect blend of comf...	3 beds \| 2 baths \| 1,586 sq.ft.	$469,999	Airbnb cash on cash: 1.61% Traditional cash on cash: 2.76% Airbnb Rental Income: $2455 Traditional Rental Income: $2364 Airbnb ROI: 1.61% Traditional ROI: 2.76%
103 Norma Aly Annapolis, MD Welcome to Primrose Hill, one of Annapolis' most desirable hidden gems, where modern luxur...	4 beds \| 3 baths \| 2,500 sq.ft.	$725,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 2.87% Airbnb Rental Income: $2789 Traditional Rental Income: $3727 Airbnb ROI: 0.52% Traditional ROI: 2.87%
2638 Foremast Aly Annapolis, MD	3 beds \| 2 baths \| 2,020 sq.ft.	$569,000	Airbnb cash on cash: 1.21% Traditional cash on cash: 2.75% Airbnb Rental Income: $2455 Traditional Rental Income: $2678 Airbnb ROI: 1.21% Traditional ROI: 2.75%
15 Copley Ct Annapolis, MD Welcome to 15 Copley Ct, ideally situated in one of Annapolis's most convenient locations!...	2 beds \| 1 baths \| 1,704 sq.ft.	$374,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.32% Airbnb Rental Income: $1799 Traditional Rental Income: $1827 Airbnb ROI: 0.85% Traditional ROI: 2.32%
165 King George St Annapolis, MD There are very few multifamily dwelling units in the City of Annapolis. This creates a rar...	4 beds \| 3 baths \| 2,649 sq.ft.	$1,375,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.68% Airbnb Rental Income: $1423 Traditional Rental Income: $3263 Airbnb ROI: -1.09% Traditional ROI: 0.68%
607 S Cherry Grove Ave Annapolis, MD Welcome to Village Greens - Where Annapolis Living Reaches Its Full Potential. Tucked alon...	3 beds \| 2 baths \| 2,008 sq.ft.	$550,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 3.26% Airbnb Rental Income: $2455 Traditional Rental Income: $3066 Airbnb ROI: 0.91% Traditional ROI: 3.26%
1410 Foxwood Ct Annapolis, MD Welcome to this meticulously updated interior townhome, fully renovated in 2022 and though...	3 beds \| 1 baths \| 1,280 sq.ft.	$380,000	Airbnb cash on cash: 2.96% Traditional cash on cash: 3.98% Airbnb Rental Income: $2455 Traditional Rental Income: $2220 Airbnb ROI: 2.96% Traditional ROI: 3.98%
1418 FOXWOOD CT Annapolis, MD Welcome to this beautifully updated townhome in the desirable Whispering Woods community o...	3 beds \| 2 baths \| N/A	$369,000	Airbnb cash on cash: 3.05% Traditional cash on cash: 3.96% Airbnb Rental Income: $2455 Traditional Rental Income: $2173 Airbnb ROI: 3.05% Traditional ROI: 3.96%
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.	$389,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 3.53% Airbnb Rental Income: $1799 Traditional Rental Income: $2021 Airbnb ROI: 1.58% Traditional ROI: 3.53%
219 West St Annapolis, MD This beautiful townhome is nestled in the sought-after community of Uptown at Murray Hill,...	3 beds \| 2 baths \| 2,080 sq.ft.	$1,125,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 1.01% Airbnb Rental Income: $2455 Traditional Rental Income: $3250 Airbnb ROI: -0.32% Traditional ROI: 1.01%
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.	$1,550,000	Airbnb cash on cash: -0.44% Traditional cash on cash: 0.63% Airbnb Rental Income: $2438 Traditional Rental Income: $3377 Airbnb ROI: -0.44% Traditional ROI: 0.63%
2186 Chesapeake Harbour Dr E Annapolis, MD Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront ...	3 beds \| 3 baths \| 2,307 sq.ft.	$1,595,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 0.22% Airbnb Rental Income: $2455 Traditional Rental Income: $3946 Airbnb ROI: -1.19% Traditional ROI: 0.22%
11 1/2 College Ave Annapolis, MD One of the most stunning renovations to come on the market in Downtown Annapolis! Perfectl...	3 beds \| 2 baths \| 1,501 sq.ft.	$1,395,000	Airbnb cash on cash: -0.33% Traditional cash on cash: 0.06% Airbnb Rental Income: $2455 Traditional Rental Income: $2365 Airbnb ROI: -0.33% Traditional ROI: 0.06%
1019 President St Annapolis, MD * Price Drop! Don't miss out on this beautiful full reno! * Welcome to 1019 President St i...	3 beds \| 2 baths \| 1,350 sq.ft.	$400,000	Airbnb cash on cash: 3.1% Traditional cash on cash: 4.85% Airbnb Rental Income: $2455 Traditional Rental Income: $2511 Airbnb ROI: 3.1% Traditional ROI: 4.85%
109 Sellew Rd Annapolis, MD Hard Hat Tours are now available by appointment! Early buyers have the opportunity to cust...	3 beds \| 3 baths \| 3,300 sq.ft.	$1,265,000	Airbnb cash on cash: -0.91% Traditional cash on cash: 1.07% Airbnb Rental Income: $2455 Traditional Rental Income: $4180 Airbnb ROI: -0.91% Traditional ROI: 1.07%
108 Sellew Rd Annapolis, MD Hard Hat Tours are now available by appointment! Early buyers have the opportunity to cust...	3 beds \| 3 baths \| 3,100 sq.ft.	$1,295,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 1.01% Airbnb Rental Income: $2455 Traditional Rental Income: $4196 Airbnb ROI: -0.94% Traditional ROI: 1.01%
2215 Chesapeake Harbour Dr E Annapolis, MD Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour...	3 beds \| 3 baths \| 3,086 sq.ft.	$2,300,000	Airbnb cash on cash: -1.44% Traditional cash on cash: -0.15% Airbnb Rental Income: $2455 Traditional Rental Income: $4608 Airbnb ROI: -1.44% Traditional ROI: -0.15%
40 Ironstone Ct #J Annapolis, MD 40-J Ironstone Ct, Annapolis, MD 21403 \| Townhouse	3 beds \| 2 baths \| 1,680 sq.ft.	$345,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.23% Airbnb Rental Income: $2455 Traditional Rental Income: $2162 Airbnb ROI: 2.28% Traditional ROI: 3.23%
114 Sellew Rd Annapolis, MD Hard Hat Tours are now available by appointment! Early buyers have the opportunity to cust...	3 beds \| 3 baths \| 3,100 sq.ft.	$1,350,000	Airbnb cash on cash: -0.98% Traditional cash on cash: -0.25% Airbnb Rental Income: $2455 Traditional Rental Income: $2783 Airbnb ROI: -0.98% Traditional ROI: -0.25%
608 S CHERRY GROVE AVE Annapolis, MD You will love this large, move-in ready townhome. Super clean! Side windows on this end-of...	3 beds \| 4 baths \| N/A	$550,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 0.06% Airbnb Rental Income: $2455 Traditional Rental Income: $1316 Airbnb ROI: 1.11% Traditional ROI: 0.06%
2576 Hidden Cove Rd #154 Annapolis, MD Hidden Cove has no Age Restrictions. Fully updated and move-in ready, this impressive 5-be...	5 beds \| 3 baths \| 3,326 sq.ft.	$658,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 2.41% Airbnb Rental Income: $2438 Traditional Rental Income: $2922 Airbnb ROI: 0.66% Traditional ROI: 2.41%
118 Treblis Way Annapolis, MD Open House Sunday, June 7th 2:30PM - 4PM. Modern and "like-new" townhome ideally located j...	3 beds \| 3 baths \| 2,348 sq.ft.	$739,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 2.31% Airbnb Rental Income: $2455 Traditional Rental Income: $3249 Airbnb ROI: 0.29% Traditional ROI: 2.31%
907 BEACON WAY Annapolis, MD We're back with fresh paint and bright spaces! BEACON WAY in HERITAGE HARBOUR! Just wait u...	2 beds \| 2 baths \| N/A	$465,000	Airbnb cash on cash: 0.81% Traditional cash on cash: 1.96% Airbnb Rental Income: $1799 Traditional Rental Income: $1808 Airbnb ROI: 0.81% Traditional ROI: 1.96%
2627 Compass Dr Annapolis, MD Welcome to easy living in the sought-after Heritage Harbour active adult community! This b...	2 beds \| 2 baths \| 1,234 sq.ft.	$477,900	Airbnb cash on cash: 0.41% Traditional cash on cash: 2.59% Airbnb Rental Income: $1799 Traditional Rental Income: $2286 Airbnb ROI: 0.41% Traditional ROI: 2.59%
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.	$3,750,000	Airbnb cash on cash: -1.22% Traditional cash on cash: -1.09% Airbnb Rental Income: $2789 Traditional Rental Income: $2609 Airbnb ROI: -1.22% Traditional ROI: -1.09%
126 Brightwater Drive, Annapolis, Md 21401 Annapolis, MD . Extremely attractive 4 bedroom 3.5 bath townhouse. Located near major roads and amenitie...	4 beds \| 3 baths \| 1,780 sq.ft.	$419,990	Airbnb cash on cash: 3.09% Traditional cash on cash: 3.99% Airbnb Rental Income: $2789 Traditional Rental Income: $2491 Airbnb ROI: 3.09% Traditional ROI: 3.99%
206 Wesley Brown Ln Annapolis, MD 206 Wesley Brown Ln, Annapolis, MD 21401 \| Townhouse	3 beds \| 3 baths \| 2,174 sq.ft.	$569,999	Airbnb cash on cash: 1.04% Traditional cash on cash: 2.6% Airbnb Rental Income: $2455 Traditional Rental Income: $2687 Airbnb ROI: 1.04% Traditional ROI: 2.6%
1608 WOODTREE CT W Annapolis, MD Show for back-up's. This well-maintained 3-level Whispering Woods townhome offers a long l...	3 beds \| 2 baths \| N/A	$367,900	Airbnb cash on cash: 2.98% Traditional cash on cash: 3.94% Airbnb Rental Income: $2455 Traditional Rental Income: $2189 Airbnb ROI: 2.98% Traditional ROI: 3.94%
47 RICHARDS LN Annapolis, MD Exceptional four-level end-unit townhome with a two-car rear-load garage in the heart of H...	4 beds \| 4 baths \| N/A	$1,540,000	Airbnb cash on cash: -0.66% Traditional cash on cash: -0.24% Airbnb Rental Income: $2789 Traditional Rental Income: $2732 Airbnb ROI: -0.66% Traditional ROI: -0.24%
34 Enclave Ct Annapolis, MD EXCITING PRICE IMPROVEMENT! Welcome to 34 Enclave Court, a beautifully appointed and spaci...	3 beds \| 3 baths \| 2,556 sq.ft.	$699,000	Airbnb cash on cash: 0.29% Traditional cash on cash: 1.7% Airbnb Rental Income: $2455 Traditional Rental Income: $2776 Airbnb ROI: 0.29% Traditional ROI: 1.7%

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.

$819,000

Airbnb cash on cash: 0.22%

Traditional cash on cash: 1.45%

Airbnb Rental Income: $2455

Traditional Rental Income: $2791

Airbnb ROI: 0.22%

Traditional ROI: 1.45%

130 Summer Village Dr

Annapolis, MD

3 beds | 2 baths | 2,488 sq.ft.

$625,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 1.93%

Airbnb Rental Income: $2455

Traditional Rental Income: $2305

Airbnb ROI: 1.16%

Traditional ROI: 1.93%

530 Samuel Chase Way

Annapolis, MD

3 beds | 3 baths | 2,408 sq.ft.

$530,000

Airbnb cash on cash: 1.09%

Traditional cash on cash: 2.61%

Airbnb Rental Income: $2455

Traditional Rental Income: $2608

Airbnb ROI: 1.09%

Traditional ROI: 2.61%

34 Pinkney St

Annapolis, MD

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

$695,000

Airbnb cash on cash: 0.23%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1799

Traditional Rental Income: $1402

Airbnb ROI: 0.23%

Traditional ROI: 0.37%

932 Yachtsman Way

Annapolis, MD

3 beds | 2 baths | 1,586 sq.ft.

$469,999

Airbnb cash on cash: 1.61%

Traditional cash on cash: 2.76%

Airbnb Rental Income: $2455

Traditional Rental Income: $2364

Airbnb ROI: 1.61%

Traditional ROI: 2.76%

103 Norma Aly

Annapolis, MD

4 beds | 3 baths | 2,500 sq.ft.

$725,000

Airbnb cash on cash: 0.52%

Traditional cash on cash: 2.87%

Airbnb Rental Income: $2789

Traditional Rental Income: $3727

Airbnb ROI: 0.52%

Traditional ROI: 2.87%

2638 Foremast Aly

Annapolis, MD

3 beds | 2 baths | 2,020 sq.ft.

$569,000

Airbnb cash on cash: 1.21%

Traditional cash on cash: 2.75%

Airbnb Rental Income: $2455

Traditional Rental Income: $2678

Airbnb ROI: 1.21%

Traditional ROI: 2.75%

15 Copley Ct

Annapolis, MD

2 beds | 1 baths | 1,704 sq.ft.

$374,900

Airbnb cash on cash: 0.85%

Traditional cash on cash: 2.32%

Airbnb Rental Income: $1799

Traditional Rental Income: $1827

Airbnb ROI: 0.85%