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 71 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
66 FRANKLIN ST #20 Annapolis, MD Stylish Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, ...	1 beds \| 2 baths \| N/A	$725,000	Airbnb cash on cash: -2.71% Traditional cash on cash: -0.43% Airbnb Rental Income: $1077 Traditional Rental Income: $2248 Airbnb ROI: -2.71% Traditional ROI: -0.43%
7 SILVERWOOD Circle #3 Annapolis, MD Annapolis Living Without the Hassle - Renovated, Move-In Ready, and Priced to Move Renovat...	2 beds \| 2 baths \| N/A	$269,990	Airbnb cash on cash: -1.73% Traditional cash on cash: 3.4% Airbnb Rental Income: $1082 Traditional Rental Income: $2020 Airbnb ROI: -1.73% Traditional ROI: 3.4%
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: -3.39% Traditional cash on cash: 0.76% Airbnb Rental Income: $1082 Traditional Rental Income: $2844 Airbnb ROI: -3.39% Traditional ROI: 0.76%
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: -3.25% Traditional cash on cash: -0.15% Airbnb Rental Income: $1082 Traditional Rental Income: $2724 Airbnb ROI: -3.25% Traditional ROI: -0.15%
5 PARK PLACE #527 Annapolis, MD Nestled in the prestigious Park Place community, this exquisite mid-rise condominium build...	2 beds \| 2 baths \| N/A	$654,900	Airbnb cash on cash: -1.04% Traditional cash on cash: 1.31% Airbnb Rental Income: $1082 Traditional Rental Income: $2151 Airbnb ROI: -1.04% Traditional ROI: 1.31%
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: -1.79% Traditional cash on cash: 1.49% Airbnb Rental Income: $1077 Traditional Rental Income: $2190 Airbnb ROI: -1.79% Traditional ROI: 1.49%
1117 PRIMROSE CT #301 Annapolis, MD Located in the community of The Landing at Spa Creek, 1117 Primrose Ct #301 gives condo li...	2 beds \| 1 baths \| N/A	$269,000	Airbnb cash on cash: -1.47% Traditional cash on cash: 1.53% Airbnb Rental Income: $1082 Traditional Rental Income: $1473 Airbnb ROI: -1.47% Traditional ROI: 1.53%
43 SHAW ST #G Annapolis, MD Welcome to 43 Shaw Street! A quaint 8-unit building located on a sleepy street in Downtown...	2 beds \| 2 baths \| N/A	$700,000	Airbnb cash on cash: -2.17% Traditional cash on cash: 0.21% Airbnb Rental Income: $1082 Traditional Rental Income: $2262 Airbnb ROI: -2.17% Traditional ROI: 0.21%
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: -1.33% Traditional cash on cash: 3.65% Airbnb Rental Income: $1082 Traditional Rental Income: $1885 Airbnb ROI: -1.33% Traditional ROI: 3.65%
316 BURNSIDE ST #203 Annapolis, MD Just Reduced to 474k. Welcome to the sought-after Newport Condominiums in Eastport, where ...	1 beds \| 1 baths \| N/A	$474,000	Airbnb cash on cash: -1.42% Traditional cash on cash: -0.01% Airbnb Rental Income: $1077 Traditional Rental Income: $1337 Airbnb ROI: -1.42% Traditional ROI: -0.01%
1915 TOWNE CENTRE Boulevard #915 Annapolis, MD Now priced at $729,900-reduced from $749,900-and including a $5,000 seller credit toward c...	2 beds \| 2 baths \| 1,616 sq.ft.	$729,900	Airbnb cash on cash: -3.22% Traditional cash on cash: -0.28% Airbnb Rental Income: $1082 Traditional Rental Income: $2710 Airbnb ROI: -3.22% Traditional ROI: -0.28%
2568 GLEN Cove Annapolis, MD READ THIS!! NEXT WEEK: New Carpet to be installed upstairs as well as wallpaper removal an...	3 beds \| 3 baths \| 1,512 sq.ft.	$499,000	Airbnb cash on cash: -0.15% Traditional cash on cash: 3.24% Airbnb Rental Income: $1648 Traditional Rental Income: $2765 Airbnb ROI: -0.15% Traditional ROI: 3.24%
130 DUMBARTON Drive Annapolis, MD Welcome to this charming townhouse nestled in the heart of Annapolis! This well-maintained...	3 beds \| 2 baths \| 1,152 sq.ft.	$327,500	Airbnb cash on cash: 1.33% Traditional cash on cash: 3.2% Airbnb Rental Income: $1648 Traditional Rental Income: $1760 Airbnb ROI: 1.33% Traditional ROI: 3.2%
588 WILD FLOWER GLADE Annapolis, MD $10,000 seller credit toward renovations or closing costs! Being Sold AS-IS WATER-pri...	4 beds \| 4 baths \| 2,638 sq.ft.	$535,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 2.85% Airbnb Rental Income: $2057 Traditional Rental Income: $2722 Airbnb ROI: 0.46% Traditional ROI: 2.85%
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: -3.17% Traditional cash on cash: -0.4% Airbnb Rental Income: $1082 Traditional Rental Income: $2660 Airbnb ROI: -3.17% Traditional ROI: -0.4%
5 SILVERWOOD Circle #1 Annapolis, MD NEW HVAC November 2024* NEW LIGHTING 2024NEW ELECTRICAL PANEL 2026 **New shower glas...	2 beds \| 2 baths \| N/A	$274,900	Airbnb cash on cash: -1.72% Traditional cash on cash: 3.89% Airbnb Rental Income: $1082 Traditional Rental Income: $2167 Airbnb ROI: -1.72% Traditional ROI: 3.89%
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: -2.03% Traditional cash on cash: -1.53% Airbnb Rental Income: $2057 Traditional Rental Income: $2910 Airbnb ROI: -2.03% 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: -2.13% Traditional cash on cash: 0.42% Airbnb Rental Income: $1082 Traditional Rental Income: $2280 Airbnb ROI: -2.13% 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	$300,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.04% Airbnb Rental Income: $1648 Traditional Rental Income: $2236 Airbnb ROI: -0.68% Traditional ROI: 3.04%
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: -3.5% Traditional cash on cash: 0.46% Airbnb Rental Income: $1082 Traditional Rental Income: $2654 Airbnb ROI: -3.5% Traditional ROI: 0.46%
2186 CHESAPEAKE HARBOUR Drive E Annapolis, MD Set elegantly along the marina within the prestigious Chesapeake Harbour, this waterfront ...	3 beds \| 4 baths \| 2,307 sq.ft.	$1,595,000	Airbnb cash on cash: -1.64% Traditional cash on cash: 0.22% Airbnb Rental Income: $1648 Traditional Rental Income: $3946 Airbnb ROI: -1.64% Traditional ROI: 0.22%
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: -3.1% Traditional cash on cash: -0.57% Airbnb Rental Income: $1082 Traditional Rental Income: $2249 Airbnb ROI: -3.1% 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: -1.27% Traditional cash on cash: 2.29% Airbnb Rental Income: $1082 Traditional Rental Income: $2477 Airbnb ROI: -1.27% Traditional ROI: 2.29%
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: -3.23% Traditional cash on cash: -1.02% Airbnb Rental Income: $1082 Traditional Rental Income: $2095 Airbnb ROI: -3.23% Traditional ROI: -1.02%
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: -2.26% Traditional cash on cash: 2.81% Airbnb Rental Income: $1082 Traditional Rental Income: $2051 Airbnb ROI: -2.26% Traditional ROI: 2.81%
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: -18.87% Traditional cash on cash: -15.76% Airbnb Rental Income: $1077 Traditional Rental Income: $1588 Airbnb ROI: -18.87% 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: -2.26% Traditional cash on cash: -1.58% Airbnb Rental Income: $1082 Traditional Rental Income: $2727 Airbnb ROI: -2.26% Traditional ROI: -1.58%
10-L SANDSTONE Court Annapolis, MD Spring has arrived, and this beautifully updated 3-bedroom, 2-bath condo offers the perfec...	3 beds \| 2 baths \| 1,333 sq.ft.	$305,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 4.98% Airbnb Rental Income: $1648 Traditional Rental Income: $2447 Airbnb ROI: 0.58% Traditional ROI: 4.98%
2106 CHESAPEAKE HARBOUR Drive #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.	$650,000	Airbnb cash on cash: -2.92% Traditional cash on cash: -0.74% Airbnb Rental Income: $1082 Traditional Rental Income: $2037 Airbnb ROI: -2.92% Traditional ROI: -0.74%
755 FAIRVIEW Avenue #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.	$584,999	Airbnb cash on cash: -1.41% Traditional cash on cash: 0.07% Airbnb Rental Income: $1648 Traditional Rental Income: $1989 Airbnb ROI: -1.41% Traditional ROI: 0.07%
50-E HEARTHSTONE Court Annapolis, MD NEW KITCHEN just installed! The eat-in kitchen has been updated with NEW tall, white kitch...	3 beds \| 3 baths \| 1,620 sq.ft.	$350,000	Airbnb cash on cash: 0.28% Traditional cash on cash: 5.14% Airbnb Rental Income: $1648 Traditional Rental Income: $2780 Airbnb ROI: 0.28% Traditional ROI: 5.14%
78 OLD MILL BOTTOM Road 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: -1.44% Traditional cash on cash: 3.19% Airbnb Rental Income: $1082 Traditional Rental Income: $2879 Airbnb ROI: -1.44% Traditional ROI: 3.19%
790-C FAIRVIEW AVE #790 C Annapolis, MD Excellent value for this move-in ready condo! Live the Severn House waterfront lifestyle...	2 beds \| 1 baths \| N/A	$350,000	Airbnb cash on cash: -2.28% Traditional cash on cash: -1.25% Airbnb Rental Income: $1082 Traditional Rental Income: $1049 Airbnb ROI: -2.28% Traditional ROI: -1.25%
7022 CHANNEL VILLAGE Court #101 Annapolis, MD COMMUNITY WIDE OPEN HOUSE THIS SUNDAY! Look no further! Big price reduction on this Chesap...	2 beds \| 2 baths \| 1,200 sq.ft.	$650,000	Airbnb cash on cash: -1.87% Traditional cash on cash: 0.65% Airbnb Rental Income: $1082 Traditional Rental Income: $2242 Airbnb ROI: -1.87% Traditional ROI: 0.65%
2215 CHESAPEAKE HARBOUR Drive E Annapolis, MD Welcome to an exceptional four level townhome in the coveted Village of Chesapeake Harbour...	3 beds \| 4 baths \| 3,086 sq.ft.	$2,300,000	Airbnb cash on cash: -1.76% Traditional cash on cash: -0.15% Airbnb Rental Income: $1648 Traditional Rental Income: $4608 Airbnb ROI: -1.76% Traditional ROI: -0.15%
312 SEVERN Avenue #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: -2.12% Traditional cash on cash: -1.27% Airbnb Rental Income: $1077 Traditional Rental Income: $1094 Airbnb ROI: -2.12% Traditional ROI: -1.27%
312 SEVERN Avenue #W405 Annapolis, MD Welcome to 312 Severn Ave., Unit W405, where the charm of Eastport living meets modern com...	1 beds \| 1 baths \| 660 sq.ft.	$515,000	Airbnb cash on cash: -2.31% Traditional cash on cash: -0.71% Airbnb Rental Income: $1077 Traditional Rental Income: $1480 Airbnb ROI: -2.31% Traditional ROI: -0.71%
76 OLD MILL BOTTOM Road N #310 Annapolis, MD Welcome to brand-new luxury living at Element at Mill Creek, a new construction community ...	2 beds \| 2 baths \| 1,558 sq.ft.	$632,400	Airbnb cash on cash: -1.58% Traditional cash on cash: 2.49% Airbnb Rental Income: $1082 Traditional Rental Income: $3112 Airbnb ROI: -1.58% Traditional ROI: 2.49%
76 OLD MILL BOTTOM Road N #205 Annapolis, MD Welcome to brand-new luxury living at Element at Mill Creek, a new construction community ...	3 beds \| 3 baths \| 1,729 sq.ft.	$825,665	Airbnb cash on cash: -1.18% Traditional cash on cash: 1.65% Airbnb Rental Income: $1648 Traditional Rental Income: $3356 Airbnb ROI: -1.18% Traditional ROI: 1.65%

Your search for investment property begins and ends here

Condos for Sale in Annapolis, MD

66 FRANKLIN ST #20

Annapolis, MD

1 beds | 2 baths | N/A

$725,000

Airbnb cash on cash: -2.71%

Traditional cash on cash: -0.43%

Airbnb Rental Income: $1077

Traditional Rental Income: $2248

Airbnb ROI: -2.71%

Traditional ROI: -0.43%

7 SILVERWOOD Circle #3

Annapolis, MD

2 beds | 2 baths | N/A

$269,990

Airbnb cash on cash: -1.73%

Traditional cash on cash: 3.4%

Airbnb Rental Income: $1082

Traditional Rental Income: $2020

Airbnb ROI: -1.73%

Traditional ROI: 3.4%

1915 TOWNE CENTRE Boulevard #513

Annapolis, MD

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

$549,000

Airbnb cash on cash: -3.39%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $1082

Traditional Rental Income: $2844

Airbnb ROI: -3.39%

Traditional ROI: 0.76%

1915 TOWNE CENTRE Boulevard #403

Annapolis, MD

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

$695,000

Airbnb cash on cash: -3.25%

Traditional cash on cash: -0.15%

Airbnb Rental Income: $1082

Traditional Rental Income: $2724

Airbnb ROI: -3.25%

Traditional ROI: -0.15%

5 PARK PLACE #527

Annapolis, MD

2 beds | 2 baths | N/A

$654,900

Airbnb cash on cash: -1.04%

Traditional cash on cash: 1.31%

Airbnb Rental Income: $1082

Traditional Rental Income: $2151

Airbnb ROI: -1.04%

Traditional ROI: 1.31%

141 WEST Street #201

Annapolis, MD

1 beds | 1 baths | 612 sq.ft.

$482,500

Airbnb cash on cash: -1.79%

Traditional cash on cash: 1.49%

Airbnb Rental Income: $1077

Traditional Rental Income: $2190

Airbnb ROI: -1.79%

Traditional ROI: 1.49%

1117 PRIMROSE CT #301

Annapolis, MD

2 beds | 1 baths | N/A

$269,000

Airbnb cash on cash: -1.47%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $1082

Traditional Rental Income: $1473

Airbnb ROI: -1.47%

Traditional ROI: 1.53%

43 SHAW ST #G

Annapolis, MD

2 beds | 2 baths | N/A

$700,000

Airbnb cash on cash: -2.17%

Traditional cash on cash: 0.21%

Airbnb Rental Income: $1082

Traditional Rental Income: $2262

Airbnb ROI: -2.17%