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 64 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
5 Park Pl #431 Annapolis, MD PLEASE TAKE A LOOK AT EVERY CONDO IN THE BUILDING SOLD IN THE LAST YEAR AND THEN MAKE AN A...	1 beds \| 1 baths \| 839 sq.ft.	$489,900	Airbnb cash on cash: -1.16% Traditional cash on cash: 0.37% Airbnb Rental Income: $1744 Traditional Rental Income: $1969 Airbnb ROI: -1.16% Traditional ROI: 0.37%
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: -0.88% Traditional cash on cash: 0.96% Airbnb Rental Income: $2338 Traditional Rental Income: $2694 Airbnb ROI: -0.88% Traditional ROI: 0.96%
2157 Scotts Crossing Ct #204 Annapolis, MD BRIGHT & CHEERFUL 2ND FLOOR 2 BR/2 FBA CONDO IN CONVENIENTLY LOCATED SCOTT'S CROSSING. NE...	2 beds \| 2 baths \| 1,111 sq.ft.	$344,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.45% Airbnb Rental Income: $2338 Traditional Rental Income: $2137 Airbnb ROI: 2.28% Traditional ROI: 3.45%
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: -1.77% Traditional cash on cash: -0.69% Airbnb Rental Income: $2338 Traditional Rental Income: $2737 Airbnb ROI: -1.77% Traditional ROI: -0.69%
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%
7002 Channel Village Ct #101 Annapolis, MD *PRICE LOWEREDSELLER WILL ENTERTAIN ALL OFFERS*Resort Style Community on the Chesape...	2 beds \| 2 baths \| 1,319 sq.ft.	$525,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 1.08% Airbnb Rental Income: $2338 Traditional Rental Income: $2137 Airbnb ROI: 0.31% Traditional ROI: 1.08%
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%
2704 Summerview Way #103 Annapolis, MD Peaceful living in this private, spacious condo. The living room features a wood-burning...	2 beds \| 2 baths \| 1,285 sq.ft.	$365,000	Airbnb cash on cash: 1.72% Traditional cash on cash: 2.67% Airbnb Rental Income: $2338 Traditional Rental Income: $2082 Airbnb ROI: 1.72% Traditional ROI: 2.67%
1915 Towne Centre Blvd #402 Annapolis, MD CONTRACT ACCEPTED AND ACCEPTING BACK UP OFFERS This is it!!! Your chance to own your plac...	2 beds \| 2 baths \| 1,485 sq.ft.	$539,000	Airbnb cash on cash: -1.27% Traditional cash on cash: 0.25% Airbnb Rental Income: $2338 Traditional Rental Income: $2529 Airbnb ROI: -1.27% Traditional ROI: 0.25%
1915 Towne Centre Blvd #707 Annapolis, MD Fantastic 2 Bedroom condo with great views of Annapolis Towne Centre from the balcony with...	2 beds \| 2 baths \| 1,246 sq.ft.	$535,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 0.82% Airbnb Rental Income: $2338 Traditional Rental Income: $2514 Airbnb ROI: -0.68% Traditional ROI: 0.82%
66 FRANKLIN ST #214 Annapolis, MD Truly one of a kind, this exceptional 1-bedroom, 2 full-bath residence in sought-after Act...	1 beds \| 2 baths \| N/A	$840,000	Airbnb cash on cash: -1.93% Traditional cash on cash: -0.27% Airbnb Rental Income: $1744 Traditional Rental Income: $2559 Airbnb ROI: -1.93% Traditional ROI: -0.27%
2052 QUAKER Way unit: 7 #7 Annapolis, MD This charming condo in the heart of Annapolis offers the perfect blend of comfort and conv...	2 beds \| 2 baths \| 1,122 sq.ft.	$364,990	Airbnb cash on cash: 2.18% Traditional cash on cash: 3.28% Airbnb Rental Income: $2338 Traditional Rental Income: $2137 Airbnb ROI: 2.18% Traditional ROI: 3.28%
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: -2.51% Traditional cash on cash: -1.69% Airbnb Rental Income: $2680 Traditional Rental Income: $3337 Airbnb ROI: -2.51% Traditional ROI: -1.69%
7036 Harbour Village Ct #T1 Annapolis, MD 7036 Harbour Village Court in Annapolis, MD, is a charming waterfront townhouse that combi...	1 beds \| 1 baths \| 1,000 sq.ft.	$594,000	Airbnb cash on cash: -0.78% Traditional cash on cash: -0.35% Airbnb Rental Income: $1744 Traditional Rental Income: $1502 Airbnb ROI: -0.78% Traditional ROI: -0.35%
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	$525,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 0.46% Airbnb Rental Income: $2338 Traditional Rental Income: $2654 Airbnb ROI: -1.37% Traditional ROI: 0.46%
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: 1.12% Traditional cash on cash: 2.81% Airbnb Rental Income: $2338 Traditional Rental Income: $2392 Airbnb ROI: 1.12% Traditional ROI: 2.81%
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	$679,000	Airbnb cash on cash: -1.21% Traditional cash on cash: -0.44% Airbnb Rental Income: $2338 Traditional Rental Income: $2249 Airbnb ROI: -1.21% Traditional ROI: -0.44%
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.	$585,000	Airbnb cash on cash: -0.05% Traditional cash on cash: 1.07% Airbnb Rental Income: $2338 Traditional Rental Income: $2368 Airbnb ROI: -0.05% Traditional ROI: 1.07%
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: 1.17% Traditional cash on cash: 2.83% Airbnb Rental Income: $2338 Traditional Rental Income: $2343 Airbnb ROI: 1.17% Traditional ROI: 2.83%
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%
930 Astern Way #405 Annapolis, MD 930 Astern Way #405, RIVA, MD 21401 \| Condo/Coop	2 beds \| 2 baths \| 1,464 sq.ft.	$369,900	Airbnb cash on cash: -0.33% Traditional cash on cash: 0.22% Airbnb Rental Income: $2338 Traditional Rental Income: $1952 Airbnb ROI: -0.33% Traditional ROI: 0.22%
Element 2 Bed Plan Annapolis, MD Element 2 Bed Plan, Arnold, MD 21409 \| Condo/Coop	2 beds \| 2 baths \| 1,210 sq.ft.	$472,070	Airbnb cash on cash: 1.69% Traditional cash on cash: 1.92% Airbnb Rental Income: $2338 Traditional Rental Income: $1862 Airbnb ROI: 1.69% Traditional ROI: 1.92%
Element 1 Bed Plan Annapolis, MD Element 1 Bed Plan, Arnold, MD 21409 \| Condo/Coop	1 beds \| 2 baths \| 1,076 sq.ft.	$459,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 1.73% Airbnb Rental Income: $1744 Traditional Rental Income: $1732 Airbnb ROI: 0.64% Traditional ROI: 1.73%
Element 3 Bed Plan Annapolis, MD Element 3 Bed Plan, Arnold, MD 21409 \| Condo/Coop	3 beds \| 2 baths \| 1,729 sq.ft.	$678,900	Airbnb cash on cash: 1% Traditional cash on cash: 1.28% Airbnb Rental Income: $2680 Traditional Rental Income: $2225 Airbnb ROI: 1% Traditional ROI: 1.28%
7101 BAY FRONT Drive unit: 204 #204 Annapolis, MD Gorgeous 1 bedroom, 1.5 bath condo on the second floor. Freshly painted and new carpet hav...	1 beds \| 2 baths \| 1,000 sq.ft.	$320,000	Airbnb cash on cash: -15.92% Traditional cash on cash: -14.79% Airbnb Rental Income: $1744 Traditional Rental Income: $1605 Airbnb ROI: -15.92% Traditional ROI: -14.79%
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: -1.51% Traditional cash on cash: -0.99% Airbnb Rental Income: $2338 Traditional Rental Income: $2143 Airbnb ROI: -1.51% Traditional ROI: -0.99%
78 Old Mill Bottom Rd N #207 Annapolis, MD 78 Old Mill Bottom Rd N #207, Arnold, MD 21409 \| Condo/Coop	2 beds \| 2 baths \| 1,317 sq.ft.	$523,655	Airbnb cash on cash: 0.67% Traditional cash on cash: 2.27% Airbnb Rental Income: $2338 Traditional Rental Income: $2544 Airbnb ROI: 0.67% Traditional ROI: 2.27%
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	$3,399,000	Airbnb cash on cash: -1.4% Traditional cash on cash: -1.27% Airbnb Rental Income: $3104 Traditional Rental Income: $2811 Airbnb ROI: -1.4% Traditional ROI: -1.27%
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%
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%
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	$525,000	Airbnb cash on cash: -0.07% Traditional cash on cash: -0.16% Airbnb Rental Income: $2338 Traditional Rental Income: $1715 Airbnb ROI: -0.07% Traditional ROI: -0.16%
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.	$1,695,000	Airbnb cash on cash: -2.1% Traditional cash on cash: -1.19% Airbnb Rental Income: $2338 Traditional Rental Income: $3192 Airbnb ROI: -2.1% Traditional ROI: -1.19%
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%
7101 BAY FRONT DR #301 Annapolis, MD Perhaps the finest Annapolis has to offer...A premiere, resort style retirement living opt...	1 beds \| 1 baths \| N/A	$300,000	Airbnb cash on cash: -16.9% Traditional cash on cash: -15.76% Airbnb Rental Income: $1744 Traditional Rental Income: $1588 Airbnb ROI: -16.9% Traditional ROI: -15.76%
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%
7036 HARBOUR VILLAGE Court unit: T1 #T1 Annapolis, MD Waterfront living at its finest. Welcome to this marina-front gem in the highly sought-aft...	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%
10-B SANDSTONE Court Annapolis, MD CLOSING ASSISTANCE AVAILABLE! Welcome to 10-B Sandstone Ct in the heart of Annapolis! Expe...	2 beds \| 1 baths \| 943 sq.ft.	$285,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 1.75% Airbnb Rental Income: $2338 Traditional Rental Income: $1392 Airbnb ROI: 3.12% Traditional ROI: 1.75%

Your search for investment property begins and ends here

Condos for Sale in Annapolis, MD

5 Park Pl #431

Annapolis, MD

1 beds | 1 baths | 839 sq.ft.

$489,900

Airbnb cash on cash: -1.16%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1744

Traditional Rental Income: $1969

Airbnb ROI: -1.16%

Traditional ROI: 0.37%

1915 TOWNE CENTRE Boulevard unit: 807 #807

Annapolis, MD

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

$545,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 0.96%

Airbnb Rental Income: $2338

Traditional Rental Income: $2694

Airbnb ROI: -0.88%

Traditional ROI: 0.96%

2157 Scotts Crossing Ct #204

Annapolis, MD

2 beds | 2 baths | 1,111 sq.ft.

$344,000

Airbnb cash on cash: 2.28%

Traditional cash on cash: 3.45%

Airbnb Rental Income: $2338

Traditional Rental Income: $2137

Airbnb ROI: 2.28%

Traditional ROI: 3.45%

1915 TOWNE CENTRE BLVD #1004

Annapolis, MD

2 beds | 2 baths | N/A

$975,000

Airbnb cash on cash: -1.77%

Traditional cash on cash: -0.69%

Airbnb Rental Income: $2338

Traditional Rental Income: $2737

Airbnb ROI: -1.77%

Traditional ROI: -0.69%

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%

7002 Channel Village Ct #101

Annapolis, MD

2 beds | 2 baths | 1,319 sq.ft.

$525,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 1.08%

Airbnb Rental Income: $2338

Traditional Rental Income: $2137

Airbnb ROI: 0.31%

Traditional ROI: 1.08%

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%

2704 Summerview Way #103

Annapolis, MD

2 beds | 2 baths | 1,285 sq.ft.

$365,000

Airbnb cash on cash: 1.72%

Traditional cash on cash: 2.67%

Airbnb Rental Income: $2338

Traditional Rental Income: $2082

Airbnb ROI: 1.72%