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 47 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 FRESH INTERIOR PAINT THROUGHOUT - A PRISTINE, NEUTRAL PALETTE READY FOR YOUR STYLE!! SELLE...	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%
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%
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%
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%
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.	$285,000	Airbnb cash on cash: 4.08% Traditional cash on cash: 5.09% Airbnb Rental Income: $2338 Traditional Rental Income: $2031 Airbnb ROI: 4.08% Traditional ROI: 5.09%
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%
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%
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%
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%
803 COXSWAIN Way unit: 203 #203 Annapolis, MD Welcome to Heritage Harbour, Annapolis' premier 55+ community offering resort-style amenit...	2 beds \| 2 baths \| 1,190 sq.ft.	$374,900	Airbnb cash on cash: 2.35% Traditional cash on cash: 4.01% Airbnb Rental Income: $2338 Traditional Rental Income: $2343 Airbnb ROI: 2.35% Traditional ROI: 4.01%
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%
2010 Quay Village Ct #101 Annapolis, MD 2010 Quay Village Ct #101, Annapolis, MD 21403 \| Condo/Coop	2 beds \| 2 baths \| N/A	$555,000	Airbnb cash on cash: -0.18% Traditional cash on cash: -0.27% Airbnb Rental Income: $2338 Traditional Rental Income: $1715 Airbnb ROI: -0.18% Traditional ROI: -0.27%
51 FRANKLIN Street Annapolis, MD An exclusive and rare opportunity could be yours! Welcome to 51 Franklin, consisting of 9 ...	2 beds \| 3 baths \| 2,269 sq.ft.	$1,749,900	Airbnb cash on cash: -2.07% Traditional cash on cash: -1.19% Airbnb Rental Income: $2338 Traditional Rental Income: $3192 Airbnb ROI: -2.07% Traditional ROI: -1.19%
901 NOAH WINFIELD TER #102 Annapolis, MD Come Home for the Holidays! New Price-- Let's Make A Deal!!! Fall in love with this inv...	2 beds \| 2 baths \| N/A	$525,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 1.47% Airbnb Rental Income: $2338 Traditional Rental Income: $2286 Airbnb ROI: 0.4% Traditional ROI: 1.47%
7002 CHANNEL VILLAGE Court unit: 101 #101 Annapolis, MD PRICE PRICE PRICE!!!! Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW ...	2 beds \| 2 baths \| 1,319 sq.ft.	$525,000	Airbnb cash on cash: 1.69% Traditional cash on cash: 2.91% Airbnb Rental Income: $2338 Traditional Rental Income: $2356 Airbnb ROI: 1.69% Traditional ROI: 2.91%
2704 SUMMERVIEW Way unit: 103 #103 Annapolis, MD Welcome to the ultimate Annapolis lifestyle at 2704 Summerview #103! This charming, light-...	2 beds \| 2 baths \| 1,285 sq.ft.	$365,000	Airbnb cash on cash: 3.07% Traditional cash on cash: 5.07% Airbnb Rental Income: $2338 Traditional Rental Income: $2445 Airbnb ROI: 3.07% Traditional ROI: 5.07%
66 FRANKLIN Street unit: 101 #101 Annapolis, MD Black Friday comes early in downtown Annapolis! Now offered at $699,000, this stunning 2-b...	2 beds \| 2 baths \| 1,296 sq.ft.	$699,000	Airbnb cash on cash: 0.52% Traditional cash on cash: 1.87% Airbnb Rental Income: $2338 Traditional Rental Income: $2637 Airbnb ROI: 0.52% Traditional ROI: 1.87%
7036 HARBOUR VILLAGE Court unit: T1 #T1 Annapolis, MD Waterfront Living at Its Finest Welcome to your marina-front pearl in the coveted Chesapea...	1 beds \| 2 baths \| 1,000 sq.ft.	$594,000	Airbnb cash on cash: 0.43% Traditional cash on cash: 1.69% Airbnb Rental Income: $1744 Traditional Rental Income: $1960 Airbnb ROI: 0.43% Traditional ROI: 1.69%
755 FAIRVIEW Avenue unit: 755 D #755 D Annapolis, MD 10K PRICE REDUCTION MOTIVATED SELLERS! Beautifully Renovated Eastport Marina Condo with De...	3 beds \| 2 baths \| 1,295 sq.ft.	$639,950	Airbnb cash on cash: 0.1% Traditional cash on cash: 0.57% Airbnb Rental Income: $2680 Traditional Rental Income: $2326 Airbnb ROI: 0.1% Traditional ROI: 0.57%
10 GREYSTONE Court unit: I #I Annapolis, MD	2 beds \| 2 baths \| 1,229 sq.ft.	$299,999	Airbnb cash on cash: 2.73% Traditional cash on cash: 4.91% Airbnb Rental Income: $2338 Traditional Rental Income: $2375 Airbnb ROI: 2.73% Traditional ROI: 4.91%
1974 SCOTTS CROSSING WAY #102 Annapolis, MD >> IMMEDIATE AVAILABILITY << Welcome To 1974 Scotts Crossing #102, A Spacious Annapolis Co...	3 beds \| 2 baths \| N/A	$379,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 2.98% Airbnb Rental Income: $2680 Traditional Rental Income: $2259 Airbnb ROI: 2.37% Traditional ROI: 2.98%
10-L SANDSTONE Court Annapolis, MD Welcome Home to Easy Coastal Living in Annapolis! Step into this beautifully updated 3-bed...	3 beds \| 2 baths \| 1,333 sq.ft.	$320,000	Airbnb cash on cash: 4.49% Traditional cash on cash: 5.83% Airbnb Rental Income: $2680 Traditional Rental Income: $2447 Airbnb ROI: 4.49% Traditional ROI: 5.83%

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%

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%

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%

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%

Traditional ROI: 4.76%

547 LEFTWICH LN #88

Annapolis, MD

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

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%

5 PARK Place unit: 428 #428

Annapolis, MD

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

2 beds | 2 baths | 1,072 sq.ft.

$285,000

Airbnb cash on cash: 4.08%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $2338

Traditional Rental Income: $2031

Airbnb ROI: 4.08%