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 92 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.	$479,900	Airbnb cash on cash: -1.62% Traditional cash on cash: 0.4% Airbnb Rental Income: $1502 Traditional Rental Income: $1969 Airbnb ROI: -1.62% Traditional ROI: 0.4%
1915 Towne Centre Blvd #1105 Annapolis, MD The only 3,400 sqft penthouse under $600/sqft in Annapolis, with 11ft ceilings, dual balco...	3 beds \| 3 baths \| 3,368 sq.ft.	$1,650,000	Airbnb cash on cash: -1.64% Traditional cash on cash: -1.25% Airbnb Rental Income: $2455 Traditional Rental Income: $2456 Airbnb ROI: -1.64% Traditional ROI: -1.25%
66 Franklin St #20 Annapolis, MD Stylish Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, ...	1 beds \| 1 baths \| 1,342 sq.ft.	$725,000	Airbnb cash on cash: -2.19% Traditional cash on cash: -0.43% Airbnb Rental Income: $1502 Traditional Rental Income: $2248 Airbnb ROI: -2.19% Traditional ROI: -0.43%
7 Silverwood Cir #3 Annapolis, MD Renovated Annapolis Condo \| Private Patio \| Community Amenities \| Move-In Ready Renovated ...	2 beds \| 2 baths \| N/A	$247,500	Airbnb cash on cash: 0.76% Traditional cash on cash: 3.79% Airbnb Rental Income: $1799 Traditional Rental Income: $2020 Airbnb ROI: 0.76% Traditional ROI: 3.79%
1915 Towne Centre Blvd #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: -2.23% Traditional cash on cash: 0.76% Airbnb Rental Income: $1799 Traditional Rental Income: $2844 Airbnb ROI: -2.23% Traditional ROI: 0.76%
774 Fairview Ave #F Annapolis, MD Welcome to easy waterfront living in the heart of Eastport. Rarely available and beautiful...	2 beds \| 2 baths \| 1,060 sq.ft.	$595,000	Airbnb cash on cash: -1.09% Traditional cash on cash: 0.59% Airbnb Rental Income: $1799 Traditional Rental Income: $2248 Airbnb ROI: -1.09% Traditional ROI: 0.59%
1915 Towne Centre Blvd #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: -2.33% Traditional cash on cash: -0.15% Airbnb Rental Income: $1799 Traditional Rental Income: $2724 Airbnb ROI: -2.33% Traditional ROI: -0.15%
5 PARK PL #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: -2.09% Traditional cash on cash: -0.58% Airbnb Rental Income: $1799 Traditional Rental Income: $2234 Airbnb ROI: -2.09% Traditional ROI: -0.58%
141 West St #401 Annapolis, MD One-Level Luxury Living in the Heart of Downtown Annapolis. Experience penthouse living at...	2 beds \| 2 baths \| 1,354 sq.ft.	$1,195,000	Airbnb cash on cash: -2.01% Traditional cash on cash: -0.22% Airbnb Rental Income: $1799 Traditional Rental Income: $3292 Airbnb ROI: -2.01% Traditional ROI: -0.22%
300 Hilltop Ln #I Annapolis, MD One of the largest units in the community!! TOP FLOOR unit, this 2 bedroom 2 full bath con...	2 beds \| 2 baths \| 1,321 sq.ft.	$275,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 3.07% Airbnb Rental Income: $1799 Traditional Rental Income: $2080 Airbnb ROI: 0.1% Traditional ROI: 3.07%
1915 Towne Centre Blvd #1014 Annapolis, MD Perched on the coveted south side of the 10th floor at GrandView Luxury Condominiums, Resi...	2 beds \| 2 baths \| 1,672 sq.ft.	$750,000	Airbnb cash on cash: -2.33% Traditional cash on cash: -0.79% Airbnb Rental Income: $1799 Traditional Rental Income: $2390 Airbnb ROI: -2.33% Traditional ROI: -0.79%
1915 Towne Centre Blvd #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: -2.34% Traditional cash on cash: -0.28% Airbnb Rental Income: $1799 Traditional Rental Income: $2710 Airbnb ROI: -2.34% Traditional ROI: -0.28%
501 Mathias Hammond Way #301 Annapolis, MD Welcome to a beautifully maintained home with so many amazing features! This 2 bedroom 2 b...	2 beds \| 2 baths \| 1,081 sq.ft.	$349,900	Airbnb cash on cash: 0.54% Traditional cash on cash: 3.84% Airbnb Rental Income: $1799 Traditional Rental Income: $2396 Airbnb ROI: 0.54% Traditional ROI: 3.84%
66 Franklin St #418 Annapolis, MD Experience the ultimate ""lock & leave""Ãï¿½ lifestyle in the heart of downtown Annapolis...	2 beds \| 2 baths \| 1,800 sq.ft.	$995,000	Airbnb cash on cash: -2.08% Traditional cash on cash: -0.27% Airbnb Rental Income: $1799 Traditional Rental Income: $2981 Airbnb ROI: -2.08% Traditional ROI: -0.27%
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.	$310,000	Airbnb cash on cash: -1.33% Traditional cash on cash: 1.34% Airbnb Rental Income: $1502 Traditional Rental Income: $1840 Airbnb ROI: -1.33% Traditional ROI: 1.34%
140 Georgetown Rd #10 Annapolis, MD This fabulous 3 bed/2 full bath condo has been renovated and is in the perfect location of...	3 beds \| 2 baths \| 1,670 sq.ft.	$299,999	Airbnb cash on cash: 1.7% Traditional cash on cash: 4.32% Airbnb Rental Income: $2455 Traditional Rental Income: $2597 Airbnb ROI: 1.7% Traditional ROI: 4.32%
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: -2.32% Traditional cash on cash: -0.4% Airbnb Rental Income: $1799 Traditional Rental Income: $2660 Airbnb ROI: -2.32% Traditional ROI: -0.4%
5 Silverwood Cir #1 Annapolis, MD 1312 Square Ft Condo in Fairwinds of Annapolis *NEW HVAC November 2024* NEW LIGHTING 2...	2 beds \| 2 baths \| N/A	$269,999	Airbnb cash on cash: 0.61% Traditional cash on cash: 3.98% Airbnb Rental Income: $1799 Traditional Rental Income: $2167 Airbnb ROI: 0.61% Traditional ROI: 3.98%
1915 Towne Centre Blvd #406 Annapolis, MD Luxury living without the upkeep in Annapolis! This extraordinary residence combines two u...	4 beds \| 3 baths \| 3,364 sq.ft.	$2,999,000	Airbnb cash on cash: -1.81% Traditional cash on cash: -1.53% Airbnb Rental Income: $2789 Traditional Rental Income: $2910 Airbnb ROI: -1.81% Traditional ROI: -1.53%
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: 1.7% Traditional cash on cash: 3.04% Airbnb Rental Income: $2455 Traditional Rental Income: $2236 Airbnb ROI: 1.7% Traditional ROI: 3.04%
15 PRESIDENT POINT Drive #B2 Annapolis, MD Eastport Waterfront Condo - 2BR/2BA - 1250 sq ft. 2 outdoor decks - 1 deck with amazing fu...	2 beds \| 2 baths \| 1,260 sq.ft.	$975,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 0.35% Airbnb Rental Income: $1799 Traditional Rental Income: $2362 Airbnb ROI: -0.81% 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 \| 1,485 sq.ft.	$525,000	Airbnb cash on cash: -2.28% Traditional cash on cash: 0.46% Airbnb Rental Income: $1799 Traditional Rental Income: $2654 Airbnb ROI: -2.28% Traditional ROI: 0.46%
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: -2.12% Traditional cash on cash: -0.57% Airbnb Rental Income: $1799 Traditional Rental Income: $2249 Airbnb ROI: -2.12% Traditional ROI: -0.57%
78 Old Mill Bottom Rd N #409 Annapolis, MD Seller Says SELL!!! Welcome to penthouse living at Element at Mill Creek, one of Annapolis...	2 beds \| 2 baths \| 1,210 sq.ft.	$530,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 2.29% Airbnb Rental Income: $1799 Traditional Rental Income: $2477 Airbnb ROI: -0.07% 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: 0.67% Traditional cash on cash: 1.92% Airbnb Rental Income: $1799 Traditional Rental Income: $1862 Airbnb ROI: 0.67% 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: 0.17% Traditional cash on cash: 1.73% Airbnb Rental Income: $1502 Traditional Rental Income: $1732 Airbnb ROI: 0.17% 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: 0.7% Traditional cash on cash: 1.28% Airbnb Rental Income: $2455 Traditional Rental Income: $2225 Airbnb ROI: 0.7% Traditional ROI: 1.28%
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: -0.21% Traditional cash on cash: 2.36% Airbnb Rental Income: $1799 Traditional Rental Income: $2544 Airbnb ROI: -0.21% Traditional ROI: 2.36%
2010 Quay Village Ct #101 Annapolis, MD 2010 Quay Village Ct #101, Annapolis, MD 21403 \| Condo/Coop	2 beds \| 2 baths \| 1,280 sq.ft.	$500,000	Airbnb cash on cash: -1.02% Traditional cash on cash: -0.15% Airbnb Rental Income: $1799 Traditional Rental Income: $1715 Airbnb ROI: -1.02% Traditional ROI: -0.15%
51 Franklin St Annapolis, MD Rarely offered ground level residential condominium located at the intersection of Murray ...	2 beds \| 2 baths \| 2,269 sq.ft.	$1,690,000	Airbnb cash on cash: -2.17% Traditional cash on cash: -0.97% Airbnb Rental Income: $1799 Traditional Rental Income: $3192 Airbnb ROI: -2.17% Traditional ROI: -0.97%
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: -17.62% Traditional cash on cash: -15.76% Airbnb Rental Income: $1502 Traditional Rental Income: $1588 Airbnb ROI: -17.62% Traditional ROI: -15.76%
10-L Sandstone Ct 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: 2.93% Traditional cash on cash: 4.98% Airbnb Rental Income: $2455 Traditional Rental Income: $2447 Airbnb ROI: 2.93% Traditional ROI: 4.98%
2106 Chesapeake Harbour Dr #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: -1.94% Traditional cash on cash: -0.74% Airbnb Rental Income: $1799 Traditional Rental Income: $2037 Airbnb ROI: -1.94% Traditional ROI: -0.74%

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.

$479,900

Airbnb cash on cash: -1.62%

Traditional cash on cash: 0.4%

Airbnb Rental Income: $1502

Traditional Rental Income: $1969

Airbnb ROI: -1.62%

Traditional ROI: 0.4%

1915 Towne Centre Blvd #1105

Annapolis, MD

3 beds | 3 baths | 3,368 sq.ft.

$1,650,000

Airbnb cash on cash: -1.64%

Traditional cash on cash: -1.25%

Airbnb Rental Income: $2455

Traditional Rental Income: $2456

Airbnb ROI: -1.64%

Traditional ROI: -1.25%

66 Franklin St #20

Annapolis, MD

1 beds | 1 baths | 1,342 sq.ft.

$725,000

Airbnb cash on cash: -2.19%

Traditional cash on cash: -0.43%

Airbnb Rental Income: $1502

Traditional Rental Income: $2248

Airbnb ROI: -2.19%

Traditional ROI: -0.43%

7 Silverwood Cir #3

Annapolis, MD

2 beds | 2 baths | N/A

$247,500

Airbnb cash on cash: 0.76%

Traditional cash on cash: 3.79%

Airbnb Rental Income: $1799

Traditional Rental Income: $2020

Airbnb ROI: 0.76%

Traditional ROI: 3.79%

1915 Towne Centre Blvd #513

Annapolis, MD

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

$549,000

Airbnb cash on cash: -2.23%

Traditional cash on cash: 0.76%

Airbnb Rental Income: $1799

Traditional Rental Income: $2844

Airbnb ROI: -2.23%

Traditional ROI: 0.76%

774 Fairview Ave #F

Annapolis, MD

2 beds | 2 baths | 1,060 sq.ft.

$595,000

Airbnb cash on cash: -1.09%

Traditional cash on cash: 0.59%

Airbnb Rental Income: $1799

Traditional Rental Income: $2248

Airbnb ROI: -1.09%

Traditional ROI: 0.59%

1915 Towne Centre Blvd #403

Annapolis, MD

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

$695,000

Airbnb cash on cash: -2.33%

Traditional cash on cash: -0.15%

Airbnb Rental Income: $1799

Traditional Rental Income: $2724

Airbnb ROI: -2.33%

Traditional ROI: -0.15%

5 PARK PL #527

Annapolis, MD

2 beds | 2 baths | N/A

$654,900

Airbnb cash on cash: -2.09%

Traditional cash on cash: -0.58%

Airbnb Rental Income: $1799

Traditional Rental Income: $2234

Airbnb ROI: -2.09%