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 101 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.	$484,950	Airbnb cash on cash: -2.4% Traditional cash on cash: 0.39% Airbnb Rental Income: $1071 Traditional Rental Income: $1969 Airbnb ROI: -2.4% Traditional ROI: 0.39%
5 Park Pl #314 Annapolis, MD Live the Annapolis Lifestyle at the Residence at Park Place. Chic 2 bedroom, 2 bath cond...	2 beds \| 2 baths \| 1,056 sq.ft.	$564,000	Airbnb cash on cash: -3.2% Traditional cash on cash: 0.03% Airbnb Rental Income: $1066 Traditional Rental Income: $2401 Airbnb ROI: -3.2% Traditional ROI: 0.03%
1915 TOWNE CENTRE Boulevard #513 Annapolis, MD This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaki...	2 beds \| 2 baths \| 1,485 sq.ft.	$549,000	Airbnb cash on cash: -3.42% Traditional cash on cash: 0.76% Airbnb Rental Income: $1066 Traditional Rental Income: $2844 Airbnb ROI: -3.42% Traditional ROI: 0.76%
2013 Warners Ter S #242 Annapolis, MD Wonderful 2 BR 2 BA Bath Condo in the Rivergate Community. Gorgeous open kitchen with gran...	2 beds \| 2 baths \| 1,062 sq.ft.	$335,000	Airbnb cash on cash: -0.84% Traditional cash on cash: 2.59% Airbnb Rental Income: $1066 Traditional Rental Income: $1780 Airbnb ROI: -0.84% Traditional ROI: 2.59%
930 ASTERN Way #304 Annapolis, MD Welcome to 930 Astern Way - a spacious and beautifully updated 1-bedroom, 1 1/2-bath condo...	1 beds \| 2 baths \| 1,152 sq.ft.	$275,000	Airbnb cash on cash: -3.14% Traditional cash on cash: 2.13% Airbnb Rental Income: $1071 Traditional Rental Income: $2070 Airbnb ROI: -3.14% Traditional ROI: 2.13%
1915 TOWNE CENTRE Boulevard #403 Annapolis, MD Welcome to the highly sought-after "Davenport" corner unit in the prestigious GrandView co...	2 beds \| 2 baths \| 1,602 sq.ft.	$695,000	Airbnb cash on cash: -3.27% Traditional cash on cash: -0.15% Airbnb Rental Income: $1066 Traditional Rental Income: $2724 Airbnb ROI: -3.27% Traditional ROI: -0.15%
141 WEST Street #201 Annapolis, MD Welcome to 141 West a boutique building styled after one of Manhattan's most iconic neighb...	1 beds \| 1 baths \| 612 sq.ft.	$482,500	Airbnb cash on cash: -1.8% Traditional cash on cash: 1.49% Airbnb Rental Income: $1071 Traditional Rental Income: $2190 Airbnb ROI: -1.8% Traditional ROI: 1.49%
7002 CHANNEL VILLAGE Court #101 Annapolis, MD MOTIVATED SELLER!!!! NOT a BETTER DEAL in Chesapeake Harbour!!! This is a fabulous unit, a...	2 beds \| 2 baths \| 1,319 sq.ft.	$525,000	Airbnb cash on cash: -1.85% Traditional cash on cash: 0.8% Airbnb Rental Income: $1066 Traditional Rental Income: $2002 Airbnb ROI: -1.85% Traditional ROI: 0.8%
11 SILVERWOOD CIR #1 Annapolis, MD Discover easy, turn-key living in this beautifully maintained two-bedroom, two-bath garden...	2 beds \| 2 baths \| N/A	$275,000	Airbnb cash on cash: -1.77% Traditional cash on cash: 3.03% Airbnb Rental Income: $1066 Traditional Rental Income: $1945 Airbnb ROI: -1.77% Traditional ROI: 3.03%
2006 Peggy Stewart Way #204 Annapolis, MD LOCATION, LOCATION, LOCATION! This stylish 2 bedroom, 2 full bathroom condo is located in...	2 beds \| 2 baths \| 1,046 sq.ft.	$345,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 2.75% Airbnb Rental Income: $1066 Traditional Rental Income: $1944 Airbnb ROI: -1.09% Traditional ROI: 2.75%
203 VICTOR Parkway #H Annapolis, MD Welcome to Fairwinds of Annapolis, this delightful 2nd floor 2-bedroom, 2-bathroom garden ...	2 beds \| 2 baths \| 956 sq.ft.	$249,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 3.65% Airbnb Rental Income: $1066 Traditional Rental Income: $1885 Airbnb ROI: -1.39% Traditional ROI: 3.65%
316 BURNSIDE ST #203 Annapolis, MD Welcome to the sought-after Newport Condominiums in Eastport, where coastal charm meets wa...	1 beds \| 1 baths \| N/A	$482,000	Airbnb cash on cash: -1.43% Traditional cash on cash: -0.02% Airbnb Rental Income: $1071 Traditional Rental Income: $1337 Airbnb ROI: -1.43% Traditional ROI: -0.02%
605 ADMIRAL DR #301 Annapolis, MD HURRY! This location is EVERTHING! Ready for a low-maintenance lifestyle? Experience effor...	2 beds \| 2 baths \| N/A	$395,000	Airbnb cash on cash: -1.61% Traditional cash on cash: 1.95% Airbnb Rental Income: $1066 Traditional Rental Income: $2019 Airbnb ROI: -1.61% Traditional ROI: 1.95%
1915 TOWNE CENTRE Boulevard #915 Annapolis, MD Experience breathtaking views from this stunning Bridgeport model condo in the highly soug...	2 beds \| 2 baths \| 1,616 sq.ft.	$749,900	Airbnb cash on cash: -3.18% Traditional cash on cash: -0.3% Airbnb Rental Income: $1066 Traditional Rental Income: $2710 Airbnb ROI: -3.18% Traditional ROI: -0.3%
300 Hilltop Ln #H Annapolis, MD This beautiful condo, in the desirable North Green Condos community, boasts pristine hardw...	2 beds \| 2 baths \| 1,082 sq.ft.	$275,000	Airbnb cash on cash: -1.71% Traditional cash on cash: 3.01% Airbnb Rental Income: $1066 Traditional Rental Income: $1924 Airbnb ROI: -1.71% Traditional ROI: 3.01%
2114 CHESAPEAKE HARBOUR Drive E #202 Annapolis, MD WATCH THE SUNSETS & ENJOY THE BREATHTAKING MARINA VIEWS FROM THIS BEAUTIFUL 3 BEDROOM, 3 F...	3 beds \| 3 baths \| 1,748 sq.ft.	$725,000	Airbnb cash on cash: -2.18% Traditional cash on cash: 0.51% Airbnb Rental Income: $1531 Traditional Rental Income: $2904 Airbnb ROI: -2.18% Traditional ROI: 0.51%
2568 GLEN Cove Annapolis, MD Tucked away at the end of a quiet cul-de-sac, this two-level home offers privacy and tranq...	3 beds \| 3 baths \| 1,512 sq.ft.	$499,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 3.24% Airbnb Rental Income: $1531 Traditional Rental Income: $2765 Airbnb ROI: -0.36% Traditional ROI: 3.24%
940 Astern Way #102A Annapolis, MD If you are looking for convenience then come and visit this 1st FLOOR CONDO with PRIVATE P...	1 beds \| 1 baths \| 1,073 sq.ft.	$321,349	Airbnb cash on cash: -2.5% Traditional cash on cash: 1.26% Airbnb Rental Income: $1071 Traditional Rental Income: $1840 Airbnb ROI: -2.5% Traditional ROI: 1.26%
1915 TOWNE CENTRE BLVD #309 Annapolis, MD Experience upscale urban living in this stunning 3rd-floor Everest model at Grandview, ide...	2 beds \| 3 baths \| N/A	$755,000	Airbnb cash on cash: -3.18% Traditional cash on cash: -0.4% Airbnb Rental Income: $1066 Traditional Rental Income: $2660 Airbnb ROI: -3.18% Traditional ROI: -0.4%
5 SILVERWOOD Circle #1 Annapolis, MD NEW HVAC November 2024* NEW LIGHTING 2024NEW ELECTRICAL PANEL 2026 **New shower door...	2 beds \| 2 baths \| N/A	$293,500	Airbnb cash on cash: -1.72% Traditional cash on cash: 3.59% Airbnb Rental Income: $1066 Traditional Rental Income: $2167 Airbnb ROI: -1.72% Traditional ROI: 3.59%
1915 TOWNE CENTRE Boulevard #406 Annapolis, MD Experience luxury living at its finest in this extraordinary residence that combines two u...	4 beds \| 3 baths \| 3,364 sq.ft.	$2,999,000	Airbnb cash on cash: -2.13% Traditional cash on cash: -1.53% Airbnb Rental Income: $1721 Traditional Rental Income: $2910 Airbnb ROI: -2.13% Traditional ROI: -1.53%
1002 DREAMS LANDING Way Annapolis, MD BOAT SLIP INCLUCED!!! Welcome to Dreams Landing, a picturesque and secluded waterfront com...	2 beds \| 2 baths \| 1,718 sq.ft.	$659,000	Airbnb cash on cash: -2.15% Traditional cash on cash: 0.42% Airbnb Rental Income: $1066 Traditional Rental Income: $2280 Airbnb ROI: -2.15% Traditional ROI: 0.42%
21 SILVERWOOD CIR #11 Annapolis, MD Perched on the top floor of the sought-after Fairwinds of Annapolis community, this beauti...	3 beds \| 2 baths \| N/A	$325,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 2.74% Airbnb Rental Income: $1531 Traditional Rental Income: $2236 Airbnb ROI: -1.02% Traditional ROI: 2.74%
1915 TOWNE CENTRE Boulevard #502 Annapolis, MD This exceptional 5th-floor condo offers a one-of-a-kind, unique floor plan with breathtaki...	2 beds \| 2 baths \| 1,485 sq.ft.	$525,000	Airbnb cash on cash: -3.53% Traditional cash on cash: 0.46% Airbnb Rental Income: $1066 Traditional Rental Income: $2654 Airbnb ROI: -3.53% Traditional ROI: 0.46%
1915 TOWNE CENTRE BLVD #606 Annapolis, MD Time for a Lifestyle Upgrade - Welcome to GrandView at Annapolis Town Center! Step into el...	2 beds \| 2 baths \| N/A	$755,000	Airbnb cash on cash: -3.2% Traditional cash on cash: -0.12% Airbnb Rental Income: $1066 Traditional Rental Income: $2862 Airbnb ROI: -3.2% Traditional ROI: -0.12%
312 SEVERN Avenue unit: W 401 Annapolis, MD Perched on the top floor of The Tecumseh, Maryland's first condominium building, this two-...	1 beds \| 1 baths \| 660 sq.ft.	$485,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 1.04% Airbnb Rental Income: $1071 Traditional Rental Income: $1537 Airbnb ROI: -0.8% Traditional ROI: 1.04%
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	$649,999	Airbnb cash on cash: -3.12% Traditional cash on cash: -0.57% Airbnb Rental Income: $1066 Traditional Rental Income: $2249 Airbnb ROI: -3.12% Traditional ROI: -0.57%
78 OLD MILL BOTTOM Road N #409 Annapolis, MD Welcome to penthouse living at Element at Mill Creek, one of Annapolis' most stylish and t...	2 beds \| 2 baths \| 1,210 sq.ft.	$530,000	Airbnb cash on cash: -1.3% Traditional cash on cash: 2.29% Airbnb Rental Income: $1066 Traditional Rental Income: $2477 Airbnb ROI: -1.3% Traditional ROI: 2.29%
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: -0.71% Traditional cash on cash: 1.92% Airbnb Rental Income: $1066 Traditional Rental Income: $1862 Airbnb ROI: -0.71% 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: -0.66% Traditional cash on cash: 1.73% Airbnb Rental Income: $1071 Traditional Rental Income: $1732 Airbnb ROI: -0.66% 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: -0.51% Traditional cash on cash: 1.28% Airbnb Rental Income: $1531 Traditional Rental Income: $2225 Airbnb ROI: -0.51% Traditional ROI: 1.28%
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: -3.01% Traditional cash on cash: -0.89% Airbnb Rental Income: $1066 Traditional Rental Income: $2143 Airbnb ROI: -3.01% Traditional ROI: -0.89%
5 PARK Place #102 Annapolis, MD Experience the pinnacle of downtown Annapolis living at Park Place, the city's most covete...	2 beds \| 2 baths \| 1,208 sq.ft.	$669,000	Airbnb cash on cash: -3.25% Traditional cash on cash: -1.02% Airbnb Rental Income: $1066 Traditional Rental Income: $2095 Airbnb ROI: -3.25% Traditional ROI: -1.02%
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.	$513,190	Airbnb cash on cash: -1.49% Traditional cash on cash: 2.36% Airbnb Rental Income: $1066 Traditional Rental Income: $2544 Airbnb ROI: -1.49% Traditional ROI: 2.36%
300 HILLTOP LN #300I Annapolis, MD BIG LOFT AREANEW PRICE-GREAT VALUE*Welcome home to this spacious two bedroom two full ...	2 beds \| 2 baths \| N/A	$280,000	Airbnb cash on cash: -2.31% Traditional cash on cash: 2.81% Airbnb Rental Income: $1066 Traditional Rental Income: $2051 Airbnb ROI: -2.31% Traditional ROI: 2.81%

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.

$484,950

Airbnb cash on cash: -2.4%

Traditional cash on cash: 0.39%

Airbnb Rental Income: $1071

Traditional Rental Income: $1969

Airbnb ROI: -2.4%

Traditional ROI: 0.39%

5 Park Pl #314

Annapolis, MD

2 beds | 2 baths | 1,056 sq.ft.

$564,000

Airbnb cash on cash: -3.2%

Traditional cash on cash: 0.03%

Airbnb Rental Income: $1066

Traditional Rental Income: $2401

Airbnb ROI: -3.2%

Traditional ROI: 0.03%

1915 TOWNE CENTRE Boulevard #513

Annapolis, MD

2 beds | 2 baths | 1,485 sq.ft.

$549,000

Airbnb cash on cash: -3.42%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $1066

Traditional Rental Income: $2844

Airbnb ROI: -3.42%

Traditional ROI: 0.76%

2013 Warners Ter S #242

Annapolis, MD

2 beds | 2 baths | 1,062 sq.ft.

$335,000

Airbnb cash on cash: -0.84%

Traditional cash on cash: 2.59%

Airbnb Rental Income: $1066

Traditional Rental Income: $1780

Airbnb ROI: -0.84%

Traditional ROI: 2.59%

930 ASTERN Way #304

Annapolis, MD

1 beds | 2 baths | 1,152 sq.ft.

$275,000

Airbnb cash on cash: -3.14%

Traditional cash on cash: 2.13%

Airbnb Rental Income: $1071

Traditional Rental Income: $2070

Airbnb ROI: -3.14%

Traditional ROI: 2.13%

1915 TOWNE CENTRE Boulevard #403

Annapolis, MD

2 beds | 2 baths | 1,602 sq.ft.

$695,000

Airbnb cash on cash: -3.27%

Traditional cash on cash: -0.15%

Airbnb Rental Income: $1066

Traditional Rental Income: $2724

Airbnb ROI: -3.27%

Traditional ROI: -0.15%

141 WEST Street #201

Annapolis, MD

1 beds | 1 baths | 612 sq.ft.

$482,500

Airbnb cash on cash: -1.8%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $1071

Traditional Rental Income: $2190

Airbnb ROI: -1.8%

Traditional ROI: 1.49%

7002 CHANNEL VILLAGE Court #101

Annapolis, MD

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

$525,000

Airbnb cash on cash: -1.85%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $1066

Traditional Rental Income: $2002

Airbnb ROI: -1.85%