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 66 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: -1.16% Traditional cash on cash: 0.37% Airbnb Rental Income: $1744 Traditional Rental Income: $1969 Airbnb ROI: -1.16% Traditional ROI: 0.37%
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: -1.19% Traditional cash on cash: 0.03% Airbnb Rental Income: $2338 Traditional Rental Income: $2401 Airbnb ROI: -1.19% Traditional ROI: 0.03%
1915 TOWNE CENTRE Boulevard unit: 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: -0.98% Traditional cash on cash: 0.85% Airbnb Rental Income: $2338 Traditional Rental Income: $2694 Airbnb ROI: -0.98% Traditional ROI: 0.85%
7002 CHANNEL VILLAGE Court unit: 101 Annapolis, MD Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath cond...	2 beds \| 2 baths \| 1,319 sq.ft.	$525,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 0.8% Airbnb Rental Income: $2338 Traditional Rental Income: $2002 Airbnb ROI: 0.31% Traditional ROI: 0.8%
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: 2.18% Traditional cash on cash: 3.41% Airbnb Rental Income: $2338 Traditional Rental Income: $2157 Airbnb ROI: 2.18% Traditional ROI: 3.41%
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%
2568 GLEN Cove Annapolis, MD OPEN HOUSE SUNDAY 3/8 11-1. Tucked away at the end of a quiet cul-de-sac, this two-level h...	3 beds \| 3 baths \| 1,512 sq.ft.	$505,000	Airbnb cash on cash: 1.66% Traditional cash on cash: 3.19% Airbnb Rental Income: $2680 Traditional Rental Income: $2765 Airbnb ROI: 1.66% Traditional ROI: 3.19%
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	$770,000	Airbnb cash on cash: -1.66% Traditional cash on cash: -0.41% Airbnb Rental Income: $2338 Traditional Rental Income: $2660 Airbnb ROI: -1.66% Traditional ROI: -0.41%
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%
1915 TOWNE CENTRE Boulevard unit: 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.	$3,299,000	Airbnb cash on cash: -1.63% Traditional cash on cash: -1.47% Airbnb Rental Income: $3104 Traditional Rental Income: $2910 Airbnb ROI: -1.63% Traditional ROI: -1.47%
1915 TOWNE CENTRE Boulevard unit: 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: -1.37% Traditional cash on cash: 0.46% Airbnb Rental Income: $2338 Traditional Rental Income: $2654 Airbnb ROI: -1.37% 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: -1.69% Traditional cash on cash: -0.12% Airbnb Rental Income: $2338 Traditional Rental Income: $2862 Airbnb ROI: -1.69% Traditional ROI: -0.12%
312 SEVERN Avenue unit: W 401 #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: 0.44% Traditional cash on cash: 1.04% Airbnb Rental Income: $1744 Traditional Rental Income: $1537 Airbnb ROI: 0.44% 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: -1.21% Traditional cash on cash: -0.44% Airbnb Rental Income: $2338 Traditional Rental Income: $2249 Airbnb ROI: -1.21% Traditional ROI: -0.44%
930 Astern Way #405 Annapolis, MD 930 Astern Way #405, RIVA, MD 21401 \| Condo/Coop	2 beds \| 2 baths \| 1,464 sq.ft.	$359,900	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%
78 OLD MILL BOTTOM Road N unit: 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: 0.71% Traditional cash on cash: 2.11% Airbnb Rental Income: $2338 Traditional Rental Income: $2477 Airbnb ROI: 0.71% Traditional ROI: 2.11%
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%
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: -1.45% Traditional cash on cash: -0.89% Airbnb Rental Income: $2338 Traditional Rental Income: $2143 Airbnb ROI: -1.45% Traditional ROI: -0.89%
5 PARK Place unit: 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: -1.54% Traditional cash on cash: -1.02% Airbnb Rental Income: $2338 Traditional Rental Income: $2095 Airbnb ROI: -1.54% 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: 0.67% Traditional cash on cash: 2.27% Airbnb Rental Income: $2338 Traditional Rental Income: $2544 Airbnb ROI: 0.67% Traditional ROI: 2.27%
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: -0.15% Traditional cash on cash: -0.24% Airbnb Rental Income: $2338 Traditional Rental Income: $1715 Airbnb ROI: -0.15% Traditional ROI: -0.24%
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%
289 STATE ST #4 Annapolis, MD A new standard of waterfront living unfolds at the South Annapolis Yacht Centre, a boutiqu...	2 beds \| 3 baths \| N/A	$3,190,000	Airbnb cash on cash: -1.91% Traditional cash on cash: -1.58% Airbnb Rental Income: $2338 Traditional Rental Income: $2727 Airbnb ROI: -1.91% Traditional ROI: -1.58%
10-L SANDSTONE Court Annapolis, MD Step into this beautifully updated 3-bedroom, 2-bath condo that blends modern comfort with...	3 beds \| 2 baths \| 1,333 sq.ft.	$310,000	Airbnb cash on cash: 3.51% Traditional cash on cash: 4.89% Airbnb Rental Income: $2680 Traditional Rental Income: $2447 Airbnb ROI: 3.51% Traditional ROI: 4.89%
2106 CHESAPEAKE HARBOUR Drive unit: 202 Annapolis, MD Welcome to the gated community of Chesapeake Harbour, offering a stress-free lifestyle! Th...	2 beds \| 2 baths \| 1,688 sq.ft.	$699,000	Airbnb cash on cash: -1.18% Traditional cash on cash: -0.76% Airbnb Rental Income: $2338 Traditional Rental Income: $2037 Airbnb ROI: -1.18% Traditional ROI: -0.76%
78 OLD MILL BOTTOM Road N unit: 112 #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: 0.26% Traditional cash on cash: 1.8% Airbnb Rental Income: $2338 Traditional Rental Income: $2644 Airbnb ROI: 0.26% Traditional ROI: 1.8%
930 ASTERN Way unit: 512 #512 Annapolis, MD Resort-style living awaits in this 1,551 sq ft, 2-bedroom, 2-bath condominium located in t...	2 beds \| 2 baths \| 1,551 sq.ft.	$365,000	Airbnb cash on cash: -0.39% Traditional cash on cash: 1.36% Airbnb Rental Income: $2338 Traditional Rental Income: $2359 Airbnb ROI: -0.39% Traditional ROI: 1.36%
1233 Gemini Dr #C Annapolis, MD 1233 Gemini Dr #C, Annapolis, MD 21403 \| Condo/Coop	1 beds \| 1 baths \| 864 sq.ft.	$235,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 1.03% Airbnb Rental Income: $1744 Traditional Rental Income: $1205 Airbnb ROI: 1.3% Traditional ROI: 1.03%
755 FAIRVIEW Avenue unit: 755 D Annapolis, MD WELCOME HOME!This beautifully Renovated Eastport Marina Condo with Deeded 30' Slip A 54 & ...	3 beds \| 2 baths \| 1,295 sq.ft.	$619,950	Airbnb cash on cash: -0.2% Traditional cash on cash: -0.29% Airbnb Rental Income: $2680 Traditional Rental Income: $1989 Airbnb ROI: -0.2% Traditional ROI: -0.29%
78 OLD MILL BOTTOM Road N unit: 307 #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: 0.8% Traditional cash on cash: 3.19% Airbnb Rental Income: $2338 Traditional Rental Income: $2879 Airbnb ROI: 0.8% Traditional ROI: 3.19%
78 OLD MILL BOTTOM Road N unit: 305 #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.	$725,000	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%

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: -1.16%

Traditional cash on cash: 0.37%

Airbnb Rental Income: $1744

Traditional Rental Income: $1969

Airbnb ROI: -1.16%

Traditional ROI: 0.37%

5 Park Pl #314

Annapolis, MD

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

$564,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: 0.03%

Airbnb Rental Income: $2338

Traditional Rental Income: $2401

Airbnb ROI: -1.19%

Traditional ROI: 0.03%

1915 TOWNE CENTRE Boulevard unit: 807

Annapolis, MD

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

$545,000

Airbnb cash on cash: -0.98%

Traditional cash on cash: 0.85%

Airbnb Rental Income: $2338

Traditional Rental Income: $2694

Airbnb ROI: -0.98%

Traditional ROI: 0.85%

7002 CHANNEL VILLAGE Court unit: 101

Annapolis, MD

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

$525,000

Airbnb cash on cash: 0.31%

Traditional cash on cash: 0.8%

Airbnb Rental Income: $2338

Traditional Rental Income: $2002

Airbnb ROI: 0.31%

Traditional ROI: 0.8%

2006 Peggy Stewart Way #204

Annapolis, MD

2 beds | 2 baths | 1,046 sq.ft.

$345,000

Airbnb cash on cash: 2.18%

Traditional cash on cash: 3.41%

Airbnb Rental Income: $2338

Traditional Rental Income: $2157

Airbnb ROI: 2.18%

Traditional ROI: 3.41%

1915 Towne Centre Blvd #402

Annapolis, MD

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%

2568 GLEN Cove

Annapolis, MD

3 beds | 3 baths | 1,512 sq.ft.

$505,000

Airbnb cash on cash: 1.66%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $2680

Traditional Rental Income: $2765

Airbnb ROI: 1.66%

Traditional ROI: 3.19%

1915 TOWNE CENTRE BLVD #309

Annapolis, MD

2 beds | 3 baths | N/A

$770,000

Airbnb cash on cash: -1.66%

Traditional cash on cash: -0.41%

Airbnb Rental Income: $2338

Traditional Rental Income: $2660

Airbnb ROI: -1.66%