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.

Condos for Sale in Annapolis, MD

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

Showing 63 Condo 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
1915 TOWNE CENTRE Boulevard unit: 807 #807 Annapolis, MD MAKE THIS CONDO TRULY YOURS!! SELLER IS OFFERING THE BUYER A $10,000 CREDIT AT THE TIME OF...	2 beds \| 2 baths \| 1,246 sq.ft.	$545,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 3.06% Airbnb Rental Income: $2338 Traditional Rental Income: $2694 Airbnb ROI: 1.22% Traditional ROI: 3.06%
66 FRANKLIN ST #20 Annapolis, MD Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5...	1 beds \| 2 baths \| N/A	$750,000	Airbnb cash on cash: -0.32% Traditional cash on cash: 1.09% Airbnb Rental Income: $1744 Traditional Rental Income: $2248 Airbnb ROI: -0.32% Traditional ROI: 1.09%
5 PARK Place unit: 107 #107 Annapolis, MD Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming h...	2 beds \| 2 baths \| 1,272 sq.ft.	$625,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.1% Airbnb Rental Income: $2338 Traditional Rental Income: $2551 Airbnb ROI: 0.74% Traditional ROI: 2.1%
629 ADMIRAL Drive unit: H8-305 #H8-305 Annapolis, MD Commuter's Dream Retreat: Open Concept Penthouse. Discover the perfect blend of convenienc...	2 beds \| 2 baths \| 1,449 sq.ft.	$394,900	Airbnb cash on cash: 2.56% Traditional cash on cash: 5.64% Airbnb Rental Income: $2338 Traditional Rental Income: $2899 Airbnb ROI: 2.56% Traditional ROI: 5.64%
66 FRANKLIN Street unit: 509 #509 Annapolis, MD Gorgeous, One-of-a-Kind Luxury Penthouse in Downtown Annapolis! Welcome to this stunning 3...	3 beds \| 4 baths \| 2,477 sq.ft.	$1,850,000	Airbnb cash on cash: -0.73% Traditional cash on cash: 0.05% Airbnb Rental Income: $2680 Traditional Rental Income: $3393 Airbnb ROI: -0.73% Traditional ROI: 0.05%
1915 TOWNE CENTRE BLVD #1004 Annapolis, MD Time to Make a Lifestyle Change - Stunning & Fabulous at The GrandView! Welcome to The Fla...	2 beds \| 2 baths \| N/A	$975,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 1.07% Airbnb Rental Income: $2338 Traditional Rental Income: $2737 Airbnb ROI: -0.01% Traditional ROI: 1.07%
633 BAYSTONE CT Annapolis, MD Price just reduced, again!! Also for Rent for $2800/Mo. Welcome to easy living on the Bro...	3 beds \| 2 baths \| N/A	$425,000	Airbnb cash on cash: 2.93% Traditional cash on cash: 4.62% Airbnb Rental Income: $2680 Traditional Rental Income: $2717 Airbnb ROI: 2.93% Traditional ROI: 4.62%
2900 SHIPMASTER WAY #216 Annapolis, MD Welcome to Waterfront living at its finest! This exclusive second floor unit is a rare gem...	2 beds \| 2 baths \| N/A	$347,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 4.76% Airbnb Rental Income: $2338 Traditional Rental Income: $2221 Airbnb ROI: 3.34% Traditional ROI: 4.76%
547 LEFTWICH LN #88 Annapolis, MD BIG PRICE IMPROVEMENT! COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADM...	3 beds \| 3 baths \| N/A	$560,000	Airbnb cash on cash: 1.71% Traditional cash on cash: 3.49% Airbnb Rental Income: $2680 Traditional Rental Income: $2973 Airbnb ROI: 1.71% Traditional ROI: 3.49%
2013 WARNERS TER S #348 Annapolis, MD Welcome to this stunning 3-bedroom, 2-bath condo nestled in the desirable Rivergate commun...	3 beds \| 2 baths \| N/A	$389,900	Airbnb cash on cash: 3.26% Traditional cash on cash: 3.76% Airbnb Rental Income: $2680 Traditional Rental Income: $2229 Airbnb ROI: 3.26% Traditional ROI: 3.76%
2900 SHIPMASTER Way unit: 211 #211 Annapolis, MD Welcome to your Annapolis retreat-Unit #211 is a bright and breezy 2-bedroom, 2-bath condo...	2 beds \| 2 baths \| 1,154 sq.ft.	$349,900	Airbnb cash on cash: 2.94% Traditional cash on cash: 4.17% Airbnb Rental Income: $2338 Traditional Rental Income: $2162 Airbnb ROI: 2.94% Traditional ROI: 4.17%
2570 RIVA RD #3C Annapolis, MD Tidy ground-floor unit, close to restaurants, grocery stores, and businesses. Tons of plac...	1 beds \| 1 baths \| N/A	$245,000	Airbnb cash on cash: 3.22% Traditional cash on cash: 3.57% Airbnb Rental Income: $1744 Traditional Rental Income: $1346 Airbnb ROI: 3.22% Traditional ROI: 3.57%
5 PARK Place unit: 428 #428 Annapolis, MD Experience luxury and light in this rare 3-bedroom, 2.5-bath condo in the highly sought-af...	3 beds \| 3 baths \| 1,822 sq.ft.	$925,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 0.85% Airbnb Rental Income: $2680 Traditional Rental Income: $2797 Airbnb ROI: -0.03% Traditional ROI: 0.85%
304-G HILLTOP Lane Annapolis, MD Welcome home! This beautiful 2-bedroom, 2-bath condo in Annapolis! This spacious unit offe...	2 beds \| 2 baths \| 1,072 sq.ft.	$299,000	Airbnb cash on cash: 3.84% Traditional cash on cash: 4.81% Airbnb Rental Income: $2338 Traditional Rental Income: $2031 Airbnb ROI: 3.84% Traditional ROI: 4.81%
1915 TOWNE CENTRE Boulevard unit: 301 #301 Annapolis, MD This impeccably maintained 2-bedroom, 2.5-bath Everest floor plan offers high-end living, ...	2 beds \| 3 baths \| 1,684 sq.ft.	$625,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 2.21% Airbnb Rental Income: $2338 Traditional Rental Income: $2599 Airbnb ROI: 0.77% Traditional ROI: 2.21%
1915 TOWNE CENTRE BLVD #1210 Annapolis, MD FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views wit...	3 beds \| 4 baths \| N/A	$1,695,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 0.14% Airbnb Rental Income: $2680 Traditional Rental Income: $3337 Airbnb ROI: -0.68% Traditional ROI: 0.14%
2186 CHESAPEAKE HARBOUR Drive Annapolis, MD Welcome to this extraordinary townhouse offering private water views and easy access to th...	3 beds \| 4 baths \| 2,719 sq.ft.	$1,695,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 0.48% Airbnb Rental Income: $2680 Traditional Rental Income: $3760 Airbnb ROI: -0.61% Traditional ROI: 0.48%
1915 TOWNE CENTRE BLVD #502 Annapolis, MD This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaki...	2 beds \| 2 baths \| N/A	$545,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 3.04% Airbnb Rental Income: $2338 Traditional Rental Income: $2654 Airbnb ROI: 1.28% Traditional ROI: 3.04%
287 STATE Street unit: 2 #2 Annapolis, MD South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of ...	3 beds \| 3 baths \| 2,949 sq.ft.	$5,950,000	Airbnb cash on cash: -1.1% Traditional cash on cash: -0.77% Airbnb Rental Income: $2680 Traditional Rental Income: $3839 Airbnb ROI: -1.1% Traditional ROI: -0.77%
1915 TOWNE CENTRE BLVD #606 Annapolis, MD Time for a Lifestyle Upgrade - Welcome to GrandView at Annapolis Town Center! Step into el...	2 beds \| 3 baths \| N/A	$755,000	Airbnb cash on cash: 0.41% Traditional cash on cash: 1.98% Airbnb Rental Income: $2338 Traditional Rental Income: $2862 Airbnb ROI: 0.41% Traditional ROI: 1.98%
312 SEVERN Avenue unit: W 401 #W 401 Annapolis, MD Price Improvement!! Perched on the top floor of The Tecumseh-Maryland's first condominium ...	1 beds \| 1 baths \| 660 sq.ft.	$515,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 0.92% Airbnb Rental Income: $1744 Traditional Rental Income: $1537 Airbnb ROI: 0.36% Traditional ROI: 0.92%
2108 CHESAPEAKE HARBOUR Drive E unit: 201 #201 Annapolis, MD Buyer's home contingency fell through. Now is your chance to call this HOME! Welcome to th...	3 beds \| 3 baths \| 1,700 sq.ft.	$625,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 1.95% Airbnb Rental Income: $2680 Traditional Rental Income: $2878 Airbnb ROI: 0.52% Traditional ROI: 1.95%
1507 BROADNECK Place unit: 404 #404 Annapolis, MD Welcome to the exquisite penthouse level sanctuary at 1507 Broadneck Place, Unit 404, Anna...	2 beds \| 2 baths \| 1,235 sq.ft.	$399,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 4.3% Airbnb Rental Income: $2338 Traditional Rental Income: $2392 Airbnb ROI: 2.6% Traditional ROI: 4.3%
5 PARK Place unit: 217 #217 Annapolis, MD Welcome to Luxury Living at The Residences at Park Place! Experience the best of Annapolis...	2 beds \| 2 baths \| 1,343 sq.ft.	$679,900	Airbnb cash on cash: 0.57% Traditional cash on cash: 1.82% Airbnb Rental Income: $2338 Traditional Rental Income: $2553 Airbnb ROI: 0.57% Traditional ROI: 1.82%
5 PARK PL #626 Annapolis, MD This 2 bedroom, 2 bath condo is move-in ready! Freshly painted, and brand new carpet in be...	2 beds \| 2 baths \| N/A	$699,000	Airbnb cash on cash: 0.55% Traditional cash on cash: 1.3% Airbnb Rental Income: $2338 Traditional Rental Income: $2249 Airbnb ROI: 0.55% Traditional ROI: 1.3%
2155 SCOTTS CROSSING Court unit: 303 #303 Annapolis, MD Wow-this could be your new home! This bright and sunny top-floor penthouse condo offers an...	2 beds \| 2 baths \| 1,126 sq.ft.	$339,900	Airbnb cash on cash: 3.34% Traditional cash on cash: 5.58% Airbnb Rental Income: $2338 Traditional Rental Income: $2475 Airbnb ROI: 3.34% Traditional ROI: 5.58%
2010 QUAY VILLAGE Court unit: 201 #201 Annapolis, MD Dreaming of a life by the water, with Bay views? Now's your chance to make it a reality in...	2 beds \| 2 baths \| 1,489 sq.ft.	$600,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 1.51% Airbnb Rental Income: $2338 Traditional Rental Income: $2368 Airbnb ROI: 0.42% Traditional ROI: 1.51%
5 PARK Place unit: 224 #224 Annapolis, MD Welcome to the luxury condominium community known as the Residence at Park Place in Annapo...	2 beds \| 2 baths \| 1,188 sq.ft.	$647,000	Airbnb cash on cash: -1.12% Traditional cash on cash: 0.07% Airbnb Rental Income: $2338 Traditional Rental Income: $2476 Airbnb ROI: -1.12% Traditional ROI: 0.07%
803 COXSWAIN Way unit: 203 #203 Annapolis, MD Welcome to Heritage Harbour, Annapolis' premier 55+ community offering resort-style living...	2 beds \| 2 baths \| 1,190 sq.ft.	$379,900	Airbnb cash on cash: 2.31% Traditional cash on cash: 3.94% Airbnb Rental Income: $2338 Traditional Rental Income: $2343 Airbnb ROI: 2.31% Traditional ROI: 3.94%
794-C FAIRVIEW Avenue unit: 794 C #794 C Annapolis, MD A SECOND $10,000 price drop. Seller wants it SOLD! Tucked into one of Annapolis' best wate...	1 beds \| 1 baths \| 756 sq.ft.	$329,900	Airbnb cash on cash: 0.1% Traditional cash on cash: 1.05% Airbnb Rental Income: $1744 Traditional Rental Income: $1558 Airbnb ROI: 0.1% Traditional ROI: 1.05%
287 State St #3 Annapolis, MD 287 State St #3, Annapolis, MD 21403 \| Condo/Coop	3 beds \| 4 baths \| 4,702 sq.ft.	$7,950,000	Airbnb cash on cash: -2.28% Traditional cash on cash: -2.13% Airbnb Rental Income: $2680 Traditional Rental Income: $3138 Airbnb ROI: -2.28% Traditional ROI: -2.13%
76 OLD MILL BOTTOM Road N unit: 308 #308 Annapolis, MD Welcome to brand-new luxury living at Element at Mill Creek, a new construction community ...	2 beds \| 2 baths \| 1,076 sq.ft.	$511,311	Airbnb cash on cash: 0.9% Traditional cash on cash: 2.15% Airbnb Rental Income: $2338 Traditional Rental Income: $2360 Airbnb ROI: 0.9% Traditional ROI: 2.15%
5 Park Pl #722 Annapolis, MD 5 Park Pl #722, Annapolis, MD 21401 \| Condo/Coop	2 beds \| 2 baths \| 1,285 sq.ft.	$799,000	Airbnb cash on cash: -1.39% Traditional cash on cash: -0.87% Airbnb Rental Income: $2338 Traditional Rental Income: $2143 Airbnb ROI: -1.39% Traditional ROI: -0.87%
78 OLD MILL BOTTOM Road N unit: 107 #107 Annapolis, MD Welcome to brand-new luxury living at Element at Mill Creek, a new construction community ...	2 beds \| 2 baths \| 1,318 sq.ft.	$489,900	Airbnb cash on cash: 0.85% Traditional cash on cash: 2.57% Airbnb Rental Income: $2338 Traditional Rental Income: $2544 Airbnb ROI: 0.85% Traditional ROI: 2.57%
1915 TOWNE CENTRE BLVD #405 & 406 Annapolis, MD A rare opportunity at the Annapolis Town Center - two units combined into one stunning res...	4 beds \| 3 baths \| N/A	$3,600,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -1.21% Airbnb Rental Income: $3104 Traditional Rental Income: $2811 Airbnb ROI: -1.33% Traditional ROI: -1.21%
5 PARK PL #602 Annapolis, MD Beautiful 2 bedroom 2 bath condo in Park Place. This unit faces the fountain and courtyard...	2 beds \| 2 baths \| N/A	$675,000	Airbnb cash on cash: -1.14% Traditional cash on cash: -0.25% Airbnb Rental Income: $2338 Traditional Rental Income: $2317 Airbnb ROI: -1.14% Traditional ROI: -0.25%
1004 PRIMROSE Road unit: 203 #203 Annapolis, MD Welcome to Spa Cove Living! Discover affordable elegance in this beautifully updated 2-bed...	2 beds \| 2 baths \| 1,020 sq.ft.	$298,500	Airbnb cash on cash: 3.83% Traditional cash on cash: 5.57% Airbnb Rental Income: $2338 Traditional Rental Income: $2248 Airbnb ROI: 3.83% Traditional ROI: 5.57%
300 HILLTOP LN #300I Annapolis, MD Welcome home to this spacious two bedroom two full bath condo with a loft. Stainless appli...	2 beds \| 2 baths \| N/A	$290,000	Airbnb cash on cash: 1.62% Traditional cash on cash: 2.68% Airbnb Rental Income: $2338 Traditional Rental Income: $2051 Airbnb ROI: 1.62% Traditional ROI: 2.68%
940 ASTERN Way unit: 309 #309 Annapolis, MD Welcome to The Reserve at Heritage Harbour! This beautifully maintained 2-bedroom, 2-bath ...	2 beds \| 2 baths \| 1,272 sq.ft.	$389,900	Airbnb cash on cash: 2.14% Traditional cash on cash: 4.21% Airbnb Rental Income: $2338 Traditional Rental Income: $2516 Airbnb ROI: 2.14% Traditional ROI: 4.21%
1915 TOWNE CENTRE BLVD #1001 Annapolis, MD Experience elevated living in this stunning 10th-floor residence at Towne Centre, Annapoli...	2 beds \| 3 baths \| N/A	$675,000	Airbnb cash on cash: -1.59% Traditional cash on cash: -0.61% Airbnb Rental Income: $2338 Traditional Rental Income: $2376 Airbnb ROI: -1.59% Traditional ROI: -0.61%

Your search for investment property begins and ends here

Condos for Sale in Annapolis, MD

1915 TOWNE CENTRE Boulevard unit: 807 #807

Annapolis, MD

2 beds | 2 baths | 1,246 sq.ft.

$545,000

Airbnb cash on cash: 1.22%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $2338

Traditional Rental Income: $2694

Airbnb ROI: 1.22%

Traditional ROI: 3.06%

66 FRANKLIN ST #20

Annapolis, MD

1 beds | 2 baths | N/A

$750,000

Airbnb cash on cash: -0.32%

Traditional cash on cash: 1.09%

Airbnb Rental Income: $1744

Traditional Rental Income: $2248

Airbnb ROI: -0.32%

Traditional ROI: 1.09%

5 PARK Place unit: 107 #107

Annapolis, MD

2 beds | 2 baths | 1,272 sq.ft.

$625,000

Airbnb cash on cash: 0.74%

Traditional cash on cash: 2.1%

Airbnb Rental Income: $2338

Traditional Rental Income: $2551

Airbnb ROI: 0.74%

Traditional ROI: 2.1%

629 ADMIRAL Drive unit: H8-305 #H8-305

Annapolis, MD

2 beds | 2 baths | 1,449 sq.ft.

$394,900

Airbnb cash on cash: 2.56%

Traditional cash on cash: 5.64%

Airbnb Rental Income: $2338

Traditional Rental Income: $2899

Airbnb ROI: 2.56%

Traditional ROI: 5.64%

66 FRANKLIN Street unit: 509 #509

Annapolis, MD

3 beds | 4 baths | 2,477 sq.ft.

$1,850,000

Airbnb cash on cash: -0.73%

Traditional cash on cash: 0.05%

Airbnb Rental Income: $2680

Traditional Rental Income: $3393

Airbnb ROI: -0.73%

Traditional ROI: 0.05%

1915 TOWNE CENTRE BLVD #1004

Annapolis, MD

2 beds | 2 baths | N/A

$975,000

Airbnb cash on cash: -0.01%

Traditional cash on cash: 1.07%

Airbnb Rental Income: $2338

Traditional Rental Income: $2737

Airbnb ROI: -0.01%

Traditional ROI: 1.07%

633 BAYSTONE CT

Annapolis, MD

3 beds | 2 baths | N/A

$425,000

Airbnb cash on cash: 2.93%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $2680

Traditional Rental Income: $2717

Airbnb ROI: 2.93%

Traditional ROI: 4.62%

2900 SHIPMASTER WAY #216

Annapolis, MD

2 beds | 2 baths | N/A

$347,000

Airbnb cash on cash: 3.34%

Traditional cash on cash: 4.76%

Airbnb Rental Income: $2338

Traditional Rental Income: $2221

Airbnb ROI: 3.34%