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 37 Condo listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

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%
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 \| 1,048 sq.ft.	$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%
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%
38 HARBOUR HEIGHTS DR Annapolis, MD Welcome home to the highly sought-after Seabreeze Harbour Gates community! This SUN lit en...	3 beds \| 3 baths \| N/A	$415,000	Airbnb cash on cash: 2.41% Traditional cash on cash: 2.36% Airbnb Rental Income: $2680 Traditional Rental Income: $2024 Airbnb ROI: 2.41% Traditional ROI: 2.36%
1915 Towne Centre Blvd #1210 Annapolis, MD FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views wit...	3 beds \| 3 baths \| 3,520 sq.ft.	$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%
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 \| 1,314 sq.ft.	$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%
5 Park Pl #722 Annapolis, MD 5 Park Pl #722, Annapolis, MD 21401 \| Condo/Coop	2 beds \| 2 baths \| 1,285 sq.ft.	$730,000	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%
5 Park Pl #102 Annapolis, MD 5 Park Pl #102, Annapolis, MD 21401 \| Condo/Coop	2 beds \| 2 baths \| 1,208 sq.ft.	$687,000	Airbnb cash on cash: -1.6% Traditional cash on cash: -1.07% Airbnb Rental Income: $2338 Traditional Rental Income: $2095 Airbnb ROI: -1.6% Traditional ROI: -1.07%
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 \| 3,422 sq.ft.	$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 \| 1,213 sq.ft.	$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%
51 Franklin St Annapolis, MD An exclusive and rare opportunity could be yours! Welcome to 51 Franklin, consisting of 9 ...	2 beds \| 2 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 \| 1,000 sq.ft.	$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%
755 FAIRVIEW Avenue unit: 755 D #755 D Annapolis, MD HAPPY NEW YEAR!! WELCOME HOME TO YOUR beautifully Renovated Eastport Marina Condo with Dee...	3 beds \| 2 baths \| 1,295 sq.ft.	$639,950	Airbnb cash on cash: 0.07% Traditional cash on cash: 0.54% Airbnb Rental Income: $2680 Traditional Rental Income: $2326 Airbnb ROI: 0.07% Traditional ROI: 0.54%
78 Old Mill Bottom Rd N #112 Annapolis, MD Welcome to brand-new luxury living at Element at Mill Creek, a new construction community ...	2 beds \| 2 baths \| 1,621 sq.ft.	$614,900	Airbnb cash on cash: 0.23% Traditional cash on cash: 1.74% Airbnb Rental Income: $2338 Traditional Rental Income: $2644 Airbnb ROI: 0.23% Traditional ROI: 1.74%
30-A Hearthstone Ct #A Annapolis, MD Step inside this beautifully renovated 2-bedroom, 2-bathroom condo in Annapolis Overlook a...	2 beds \| 2 baths \| 1,217 sq.ft.	$300,000	Airbnb cash on cash: 2.74% Traditional cash on cash: 5.18% Airbnb Rental Income: $2338 Traditional Rental Income: $2448 Airbnb ROI: 2.74% Traditional ROI: 5.18%
2157 SCOTTS CROSSING Court unit: 204 #204 Annapolis, MD Welcome to this move-in ready, updated two-bedroom, two-bathroom Annapolis condo, ideally ...	2 beds \| 2 baths \| 1,111 sq.ft.	$344,000	Airbnb cash on cash: 3.4% Traditional cash on cash: 4.64% Airbnb Rental Income: $2338 Traditional Rental Income: $2160 Airbnb ROI: 3.4% Traditional ROI: 4.64%
4 PRESIDENT POINT DR #A1 Annapolis, MD Location, Location, Location! Rare opportunity to own in The Point, one of Annapolis' prem...	1 beds \| 2 baths \| N/A	$799,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -0.57% Airbnb Rental Income: $1744 Traditional Rental Income: $1833 Airbnb ROI: -1.33% Traditional ROI: -0.57%
78 Old Mill Bottom Rd N #307 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.	$499,900	Airbnb cash on cash: 0.69% Traditional cash on cash: 2.99% Airbnb Rental Income: $2338 Traditional Rental Income: $2879 Airbnb ROI: 0.69% Traditional ROI: 2.99%
78 Old Mill Bottom Rd N #305 Annapolis, MD Welcome to brand-new luxury living at Element at Mill Creek, a new construction community ...	2 beds \| 2 baths \| 1,416 sq.ft.	$556,840	Airbnb cash on cash: 0.5% Traditional cash on cash: 2.71% Airbnb Rental Income: $2338 Traditional Rental Income: $2905 Airbnb ROI: 0.5% Traditional ROI: 2.71%
76 Old Mill Bottom Rd N #301 Annapolis, MD 76 Old Mill Bottom Rd N #301, Annapolis, MD 21409 \| Condo/Coop	2 beds \| 2 baths \| 1,723 sq.ft.	$725,001	Airbnb cash on cash: -0.09% Traditional cash on cash: 1.18% Airbnb Rental Income: $2338 Traditional Rental Income: $2620 Airbnb ROI: -0.09% Traditional ROI: 1.18%
2704 Summerview Way #302 Annapolis, MD This comprehensively renovated condo in desirable Riva Trace offers a modern and spacious ...	2 beds \| 2 baths \| 1,934 sq.ft.	$419,900	Airbnb cash on cash: 0.92% Traditional cash on cash: 3.82% Airbnb Rental Income: $2338 Traditional Rental Income: $2902 Airbnb ROI: 0.92% Traditional ROI: 3.82%
1113 Primrose Ct #302 Annapolis, MD 1113 Primrose Ct #302, Annapolis, MD 21403 \| Condo/Coop	3 beds \| 2 baths \| 1,269 sq.ft.	$325,000	Airbnb cash on cash: 2.17% Traditional cash on cash: 1.89% Airbnb Rental Income: $2680 Traditional Rental Income: $1960 Airbnb ROI: 2.17% Traditional ROI: 1.89%
633 Admiral Dr #308 Annapolis, MD 633 Admiral Dr #308, Annapolis, MD 21401 \| Condo/Coop	2 beds \| 2 baths \| 1,282 sq.ft.	$348,000	Airbnb cash on cash: 1.46% Traditional cash on cash: 1.62% Airbnb Rental Income: $2338 Traditional Rental Income: $1815 Airbnb ROI: 1.46% Traditional ROI: 1.62%
20 Silverwood Cir #4 Annapolis, MD	1 beds \| 1 baths \| 1,061 sq.ft.	$250,000	Airbnb cash on cash: 1.07% Traditional cash on cash: 1.11% Airbnb Rental Income: $1744 Traditional Rental Income: $1274 Airbnb ROI: 1.07% Traditional ROI: 1.11%
100 Severn Ave #206 Annapolis, MD 100 Severn Ave #206, Annapolis, MD 21403 \| Condo/Coop	2 beds \| 2 baths \| 1,104 sq.ft.	$689,500	Airbnb cash on cash: -0.68% Traditional cash on cash: -0.85% Airbnb Rental Income: $2338 Traditional Rental Income: $1653 Airbnb ROI: -0.68% Traditional ROI: -0.85%

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%

2900 Shipmaster Way #216

Annapolis, MD

2 beds | 2 baths | 1,048 sq.ft.

$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%

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%

Traditional ROI: 2.67%

38 HARBOUR HEIGHTS DR

Annapolis, MD

3 beds | 3 baths | N/A

$415,000

Airbnb cash on cash: 2.41%

Traditional cash on cash: 2.36%

Airbnb Rental Income: $2680

Traditional Rental Income: $2024

Airbnb ROI: 2.41%

Traditional ROI: 2.36%

1915 Towne Centre Blvd #1210

Annapolis, MD

3 beds | 3 baths | 3,520 sq.ft.

$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%

5 Park Pl #626

Annapolis, MD

2 beds | 2 baths | 1,314 sq.ft.

$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%

5 Park Pl #722

Annapolis, MD

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

$730,000

Airbnb cash on cash: -1.51%

Traditional cash on cash: -0.99%

Airbnb Rental Income: $2338

Traditional Rental Income: $2143

Airbnb ROI: -1.51%