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 40 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
32 EAST Street Annapolis, MD	3 beds \| 3 baths \| 2,100 sq.ft.	$1,200,000	Airbnb cash on cash: -0.04% Traditional cash on cash: 0.14% Airbnb Rental Income: $2680 Traditional Rental Income: $2245 Airbnb ROI: -0.04% Traditional ROI: 0.14%
474 RUFFIAN Court Annapolis, MD Freshly updated Three Bath & Two Bath home featuring new flooring, fresh paint, stainless ...	3 beds \| 2 baths \| 1,232 sq.ft.	$374,950	Airbnb cash on cash: 3.96% Traditional cash on cash: 6.38% Airbnb Rental Income: $2680 Traditional Rental Income: $2896 Airbnb ROI: 3.96% Traditional ROI: 6.38%
103 NORMA Alley Annapolis, MD OPEN HOUSE Sunday 2-4PM Please join us to see this beautiful and updated townhome located ...	4 beds \| 5 baths \| 2,475 sq.ft.	$695,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 3.17% Airbnb Rental Income: $3104 Traditional Rental Income: $3727 Airbnb ROI: 1.12% Traditional ROI: 3.17%
1071 CEDAR RIDGE COURT Annapolis, MD Nestled in the Cedar Ridge community, this contemporary end-of-row townhouse offers a perf...	3 beds \| 3 baths \| 1,320 sq.ft.	$395,000	Airbnb cash on cash: 2.58% Traditional cash on cash: 3.73% Airbnb Rental Income: $2680 Traditional Rental Income: $2469 Airbnb ROI: 2.58% Traditional ROI: 3.73%
8 ASHFORD CT Annapolis, MD Price Adjustment! Welcome to 8 Ashford Ct - Modern Living in the Heart of Annapolis! Now o...	2 beds \| 2 baths \| N/A	$440,000	Airbnb cash on cash: 1.94% Traditional cash on cash: 2.6% Airbnb Rental Income: $2338 Traditional Rental Income: $2034 Airbnb ROI: 1.94% Traditional ROI: 2.6%
1553 STAR PINE Drive Annapolis, MD Welcome to your new home in Whispering Woods! This charming duplex offers practical living...	2 beds \| 2 baths \| 1,060 sq.ft.	$346,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 4.37% Airbnb Rental Income: $2338 Traditional Rental Income: $2165 Airbnb ROI: 3.12% Traditional ROI: 4.37%
944 YACHTSMAN Way Annapolis, MD Buyer backed out last minute for nothing house related - their mistake is your opportunity...	2 beds \| 2 baths \| 1,354 sq.ft.	$445,000	Airbnb cash on cash: 1.89% Traditional cash on cash: 3.56% Airbnb Rental Income: $2338 Traditional Rental Income: $2455 Airbnb ROI: 1.89% Traditional ROI: 3.56%
122 WATERLINE Court Annapolis, MD Just Reduced and Open Sunday 11AM-1PM! Elegant and refined, this home is the upscale A...	4 beds \| 5 baths \| 2,450 sq.ft.	$605,000	Airbnb cash on cash: 1.87% Traditional cash on cash: 4.56% Airbnb Rental Income: $3104 Traditional Rental Income: $3916 Airbnb ROI: 1.87% Traditional ROI: 4.56%
932 RIVERSEDGE CIR Annapolis, MD Welcome to 932 Riversedge Circle - a beautifully updated, one-level end-unit townhome in d...	2 beds \| 1 baths \| N/A	$389,000	Airbnb cash on cash: 2.73% Traditional cash on cash: 1.74% Airbnb Rental Income: $2338 Traditional Rental Income: $1398 Airbnb ROI: 2.73% Traditional ROI: 1.74%
198 CLAY Street Annapolis, MD Welcome to 198 Clay Street in the heart of Annapolis! This charming row home offers water ...	2 beds \| 2 baths \| 902 sq.ft.	$429,000	Airbnb cash on cash: 2.49% Traditional cash on cash: 3.14% Airbnb Rental Income: $2338 Traditional Rental Income: $2021 Airbnb ROI: 2.49% Traditional ROI: 3.14%
110 BIKRAM Terrace Annapolis, MD Welcome To 110 Bikram Ter - Classic Annapolis Living Meets Modern Luxury! Experience the b...	3 beds \| 4 baths \| 2,229 sq.ft.	$679,000	Airbnb cash on cash: 0.8% Traditional cash on cash: 2.85% Airbnb Rental Income: $2680 Traditional Rental Income: $3344 Airbnb ROI: 0.8% Traditional ROI: 2.85%
2555 RIVA Road Annapolis, MD OPEN HOUSE LOCATION on 11/23 is 9 Rusty Red Dr. in Annapolis. At our show home. Welcome to...	3 beds \| 5 baths \| 3,100 sq.ft.	$1,350,000	Airbnb cash on cash: -1.22% Traditional cash on cash: 0.52% Airbnb Rental Income: $2680 Traditional Rental Income: $4230 Airbnb ROI: -1.22% Traditional ROI: 0.52%
208 SELLEW Road Annapolis, MD OPEN HOUSE LOCATION on 11/23 is 9 Rusty Red Dr. in Annapolis. At our show home. Or make an...	3 beds \| 5 baths \| 3,100 sq.ft.	$1,375,000	Airbnb cash on cash: 0.11% Traditional cash on cash: 1.82% Airbnb Rental Income: $2680 Traditional Rental Income: $4230 Airbnb ROI: 0.11% Traditional ROI: 1.82%
113 TREBLIS Way Annapolis, MD **Pristine Beauty...Move-in-Ready 4-Level, End of Row Townhome in the Community of Parkesi...	4 beds \| 4 baths \| 2,348 sq.ft.	$724,999	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.63% Airbnb Rental Income: $3104 Traditional Rental Income: $3342 Airbnb ROI: 1.23% Traditional ROI: 2.63%
2942 WINTERS CHASE Way Annapolis, MD Welcome to this beautiful end unit located in Riva Trace. Perfect family home with three b...	3 beds \| 3 baths \| 3,075 sq.ft.	$585,000	Airbnb cash on cash: 1.54% Traditional cash on cash: 3.64% Airbnb Rental Income: $2680 Traditional Rental Income: $3195 Airbnb ROI: 1.54% Traditional ROI: 3.64%
93 CLAY Street Annapolis, MD Welcome to your next home! Located in Annapolis, this townhouse at 93 Clay St offers spaci...	4 beds \| 3 baths \| 2,022 sq.ft.	$375,000	Airbnb cash on cash: 4.23% Traditional cash on cash: 5.68% Airbnb Rental Income: $3104 Traditional Rental Income: $2908 Airbnb ROI: 4.23% Traditional ROI: 5.68%
1577 NATIVE DANCER Court Annapolis, MD 10/30/2025-- Buyer Got Cold Feet!! This beautifully maintained 4-bedroom, 1.5-bath semi-de...	4 beds \| 2 baths \| 1,340 sq.ft.	$350,000	Airbnb cash on cash: 4.92% Traditional cash on cash: 2.89% Airbnb Rental Income: $3104 Traditional Rental Income: $1731 Airbnb ROI: 4.92% Traditional ROI: 2.89%
2075 Old Admiral Ct Annapolis, MD 2075 Old Admiral Ct, Annapolis, MD 21401 \| Townhouse	4 beds \| 4 baths \| 3,000 sq.ft.	$689,900	Airbnb cash on cash: 1.33% Traditional cash on cash: 2.12% Airbnb Rental Income: $3104 Traditional Rental Income: $2911 Airbnb ROI: 1.33% Traditional ROI: 2.12%
2175 Chesapeake Harbour Dr Annapolis, MD 2175 Chesapeake Harbour Dr, Annapolis, MD 21403 \| Townhouse	4 beds \| 4 baths \| 2,513 sq.ft.	$2,595,000	Airbnb cash on cash: -1.74% Traditional cash on cash: -1.54% Airbnb Rental Income: $3104 Traditional Rental Income: $2876 Airbnb ROI: -1.74% Traditional ROI: -1.54%
986 Yachtsman Way Annapolis, MD 986 Yachtsman Way, Annapolis, MD 21403 \| Townhouse	2 beds \| 2 baths \| 1,174 sq.ft.	$405,999	Airbnb cash on cash: 1.99% Traditional cash on cash: 2.29% Airbnb Rental Income: $2338 Traditional Rental Income: $1875 Airbnb ROI: 1.99% Traditional ROI: 2.29%
The Homes at River Birch- Interior Home Plan Annapolis, MD	4 beds \| 4 baths \| 2,600 sq.ft.	$639,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 2.45% Airbnb Rental Income: $3104 Traditional Rental Income: $2799 Airbnb ROI: 1.78% Traditional ROI: 2.45%
The Homes at River Birch - End #Home Plan Annapolis, MD	4 beds \| 4 baths \| 2,900 sq.ft.	$639,900	Airbnb cash on cash: 1.78% Traditional cash on cash: 2.64% Airbnb Rental Income: $3104 Traditional Rental Income: $2910 Airbnb ROI: 1.78% Traditional ROI: 2.64%
1012 MASTLINE Drive Annapolis, MD Welcome to this beautifully maintained duplex home in the highly sought-after 55+ Heritage...	2 beds \| 3 baths \| 2,354 sq.ft.	$479,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.47% Airbnb Rental Income: $2338 Traditional Rental Income: $2317 Airbnb ROI: 1.23% Traditional ROI: 2.47%
41 Cornhill St Annapolis, MD 41 Cornhill St, Annapolis, MD 21401 \| Townhouse	4 beds \| 2 baths \| 4,404 sq.ft.	$2,100,000	Airbnb cash on cash: -0.9% Traditional cash on cash: -0.96% Airbnb Rental Income: $3104 Traditional Rental Income: $2278 Airbnb ROI: -0.9% Traditional ROI: -0.96%
285 West St #15 Annapolis, MD 285 West St #15, Annapolis, MD 21401 \| Townhouse	4 beds \| 4 baths \| 2,720 sq.ft.	$1,595,000	Airbnb cash on cash: -0.73% Traditional cash on cash: -0.39% Airbnb Rental Income: $3104 Traditional Rental Income: $2902 Airbnb ROI: -0.73% Traditional ROI: -0.39%
12 SKIPPERS Court Annapolis, MD BACK ON THE MARKET! Bring ideas to make this home yours! Welcome to this light-filled semi...	3 beds \| 3 baths \| 1,586 sq.ft.	$425,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 2.77% Airbnb Rental Income: $2680 Traditional Rental Income: $2179 Airbnb ROI: 2.44% Traditional ROI: 2.77%
2737 YEOMANS LANTERN Court Annapolis, MD Gorgeous End-Unit in Sought-After 55+ Heritage Harbour! Flooded with natural light from it...	2 beds \| 2 baths \| 1,514 sq.ft.	$529,999	Airbnb cash on cash: 1.21% Traditional cash on cash: 1.61% Airbnb Rental Income: $2338 Traditional Rental Income: $1958 Airbnb ROI: 1.21% Traditional ROI: 1.61%
606 JAMES WALKER PL Annapolis, MD Existing / Assumable-VA Loan at a favorable 2.5% interest rate! Welcome to Annapolis Towne...	3 beds \| 5 baths \| N/A	$605,000	Airbnb cash on cash: 1.25% Traditional cash on cash: 2.43% Airbnb Rental Income: $2680 Traditional Rental Income: $2710 Airbnb ROI: 1.25% Traditional ROI: 2.43%
604 TRIPP CREEK CT Annapolis, MD Oxford Landing, Annapolis Great opportunity in sought-after Oxford Landing! This 3-bedroom...	3 beds \| 3 baths \| N/A	$345,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 4.21% Airbnb Rental Income: $2680 Traditional Rental Income: $2140 Airbnb ROI: 3.91% Traditional ROI: 4.21%
192 CLAY ST Annapolis, MD You won't find a home like this for this price anywhere in Annapolis! There is a nice wat...	2 beds \| 2 baths \| N/A	$299,900	Airbnb cash on cash: 3.82% Traditional cash on cash: 4.64% Airbnb Rental Income: $2338 Traditional Rental Income: $1990 Airbnb ROI: 3.82% Traditional ROI: 4.64%
916 SEXTANT Way Annapolis, MD Move-In Ready Well taken care of 2-story end unit colonial in Heritage Harbour - This 3 ...	3 beds \| 4 baths \| 2,640 sq.ft.	$579,995	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.76% Airbnb Rental Income: $2680 Traditional Rental Income: $3215 Airbnb ROI: 1.6% Traditional ROI: 3.76%
204 BURGUNDY Lane Annapolis, MD Tucked away in the exclusive gated community of The Vineyards of Annapolis, this all-brick...	3 beds \| 4 baths \| 3,000 sq.ft.	$689,900	Airbnb cash on cash: 0.75% Traditional cash on cash: 3.11% Airbnb Rental Income: $2680 Traditional Rental Income: $3568 Airbnb ROI: 0.75% Traditional ROI: 3.11%
1909 MARCONI Circle Annapolis, MD One-level living with thoughtful design! Experience resort-style living at Heritage Harbou...	2 beds \| 2 baths \| 1,434 sq.ft.	$524,900	Airbnb cash on cash: 1.2% Traditional cash on cash: 2.44% Airbnb Rental Income: $2338 Traditional Rental Income: $2365 Airbnb ROI: 1.2% Traditional ROI: 2.44%
614 S CHERRY GROVE Avenue Annapolis, MD Discover the charm of Annapolis living in this impeccably maintained 3-level brick town-ho...	3 beds \| 4 baths \| 2,000 sq.ft.	$550,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 3.3% Airbnb Rental Income: $2680 Traditional Rental Income: $3081 Airbnb ROI: 1.28% Traditional ROI: 3.3%
26 Pleasant St Annapolis, MD Welcome to 26 Pleasant Street: a charming 2-bedroom, 1-bath home in the heart of Annapolis...	2 beds \| 1 baths \| 972 sq.ft.	$275,000	Airbnb cash on cash: 4.53% Traditional cash on cash: 3.19% Airbnb Rental Income: $2338 Traditional Rental Income: $1412 Airbnb ROI: 4.53% Traditional ROI: 3.19%
30 GENTRY Court Annapolis, MD Welcome to 30 Gentry Court, a charming three-bedroom, two-and-a-half-bath townhouse locate...	3 beds \| 3 baths \| 1,460 sq.ft.	$349,000	Airbnb cash on cash: 2.71% Traditional cash on cash: 2.72% Airbnb Rental Income: $2680 Traditional Rental Income: $2045 Airbnb ROI: 2.71% Traditional ROI: 2.72%
332 CHARRED OAK Court Annapolis, MD Welcome to this bright and spacious end-unit townhome in Whispering Woods. Fresh paint and...	3 beds \| 3 baths \| 1,496 sq.ft.	$395,000	Airbnb cash on cash: 3.25% Traditional cash on cash: 3.21% Airbnb Rental Income: $2680 Traditional Rental Income: $2030 Airbnb ROI: 3.25% Traditional ROI: 3.21%
1366 ALMOND Drive Annapolis, MD Sought after townhome in the Walnut Ridge community! This newly updated home offers the pe...	3 beds \| 3 baths \| 1,496 sq.ft.	$415,000	Airbnb cash on cash: 2.89% Traditional cash on cash: 4.52% Airbnb Rental Income: $2680 Traditional Rental Income: $2678 Airbnb ROI: 2.89% Traditional ROI: 4.52%
612 Severn Island Ct Annapolis, MD 612 Severn Island Ct, Annapolis, MD 21401 \| Townhouse	3 beds \| 2 baths \| 1,450 sq.ft.	$399,999	Airbnb cash on cash: 2.87% Traditional cash on cash: 3.04% Airbnb Rental Income: $2680 Traditional Rental Income: $2107 Airbnb ROI: 2.87% Traditional ROI: 3.04%

Your search for investment property begins and ends here

Townhouses for Sale in Annapolis, MD

32 EAST Street

Annapolis, MD

3 beds | 3 baths | 2,100 sq.ft.

$1,200,000

Airbnb cash on cash: -0.04%

Traditional cash on cash: 0.14%

Airbnb Rental Income: $2680

Traditional Rental Income: $2245

Airbnb ROI: -0.04%

Traditional ROI: 0.14%

474 RUFFIAN Court

Annapolis, MD

3 beds | 2 baths | 1,232 sq.ft.

$374,950

Airbnb cash on cash: 3.96%

Traditional cash on cash: 6.38%

Airbnb Rental Income: $2680

Traditional Rental Income: $2896

Airbnb ROI: 3.96%

Traditional ROI: 6.38%

103 NORMA Alley

Annapolis, MD

4 beds | 5 baths | 2,475 sq.ft.

$695,000

Airbnb cash on cash: 1.12%

Traditional cash on cash: 3.17%

Airbnb Rental Income: $3104

Traditional Rental Income: $3727

Airbnb ROI: 1.12%

Traditional ROI: 3.17%

1071 CEDAR RIDGE COURT

Annapolis, MD

3 beds | 3 baths | 1,320 sq.ft.

$395,000

Airbnb cash on cash: 2.58%

Traditional cash on cash: 3.73%

Airbnb Rental Income: $2680

Traditional Rental Income: $2469

Airbnb ROI: 2.58%

Traditional ROI: 3.73%

8 ASHFORD CT

Annapolis, MD

2 beds | 2 baths | N/A

$440,000

Airbnb cash on cash: 1.94%

Traditional cash on cash: 2.6%

Airbnb Rental Income: $2338

Traditional Rental Income: $2034

Airbnb ROI: 1.94%

Traditional ROI: 2.6%

1553 STAR PINE Drive

Annapolis, MD

2 beds | 2 baths | 1,060 sq.ft.

$346,000

Airbnb cash on cash: 3.12%

Traditional cash on cash: 4.37%

Airbnb Rental Income: $2338

Traditional Rental Income: $2165

Airbnb ROI: 3.12%

Traditional ROI: 4.37%

944 YACHTSMAN Way

Annapolis, MD

2 beds | 2 baths | 1,354 sq.ft.

$445,000

Airbnb cash on cash: 1.89%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $2338

Traditional Rental Income: $2455

Airbnb ROI: 1.89%

Traditional ROI: 3.56%

122 WATERLINE Court

Annapolis, MD

4 beds | 5 baths | 2,450 sq.ft.

$605,000

Airbnb cash on cash: 1.87%

Traditional cash on cash: 4.56%

Airbnb Rental Income: $3104

Traditional Rental Income: $3916

Airbnb ROI: 1.87%