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 51 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
1915 TOWNE CENTRE BOULEVARD #807 Annapolis, MD PRICE IMPROVEMENT!! COSMOPOLITAN 2BR/2BA CONDO in the GRANDVIEW at TOWNE CENTRE! Condo com...	2 beds \| 2 baths \| 1,246 sq.ft.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.78% Airbnb Rental Income: $null Traditional Rental Income: $2694 Airbnb ROI: N/A Traditional ROI: 2.78%
66 FRANKLIN ST #20 Annapolis, MD Chic Street-Level Condo in the Heart of Annapolis. Welcome to this spacious 1-bedroom, 1.5...	1 beds \| 2 baths \| N/A	$750,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.09% Airbnb Rental Income: $null Traditional Rental Income: $2248 Airbnb ROI: N/A Traditional ROI: 1.09%
5 PARK PLACE #107 Annapolis, MD Enjoy luxury condo living in this first-floor 2-bedroom, 2-bath home. Featuring gleaming h...	2 beds \| 2 baths \| 1,272 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.1% Airbnb Rental Income: $null Traditional Rental Income: $2551 Airbnb ROI: N/A Traditional ROI: 2.1%
66 FRANKLIN STREET #509 Annapolis, MD Gorgeous, One-of-a-Kind Luxury Penthouse in Downtown Annapolis! Welcome to this stunning 3...	3 beds \| 4 baths \| 2,477 sq.ft.	$1,850,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.05% Airbnb Rental Income: $null Traditional Rental Income: $3393 Airbnb ROI: N/A Traditional ROI: 0.05%
2013 WARNERS TERRACE S #241 Annapolis, MD Welcome Home to this beautifully maintained 2-bedroom, 2-bath condo offering the perfect b...	2 beds \| 2 baths \| 1,062 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $2111 Airbnb ROI: N/A Traditional ROI: 4.48%
547 LEFTWICH LN #88 Annapolis, MD COSMOPOLITAN ANNAPOLIS TOWNHOME BOASTING SKYLINE ROOFTOP DECK! ADMIRALS SQUARE DUAL ASPEC...	3 beds \| 3 baths \| N/A	$594,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $2973 Airbnb ROI: N/A Traditional ROI: 3.23%
2900 SHIPMASTER WAY #211 Annapolis, MD NEW PRICE Welcome to your Annapolis retreatUnit #211 is a bright and breezy 2-bedroom,...	2 beds \| 2 baths \| 1,154 sq.ft.	$344,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.24% Airbnb Rental Income: $null Traditional Rental Income: $2162 Airbnb ROI: N/A Traditional ROI: 4.24%
805 COXSWAIN WAY #205 Annapolis, MD Welcome to this beautifully updated 2-bedroom, 2-bathroom condo with a versatile den, perf...	2 beds \| 2 baths \| N/A	$434,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.23% Airbnb Rental Income: $null Traditional Rental Income: $2169 Airbnb ROI: N/A Traditional ROI: 3.23%
1200 GEMINI DRIVE Annapolis, MD Dont miss this beautifully updated 3-bedroom, 2.5-bath end-unit townhouse located just min...	3 beds \| 3 baths \| 1,304 sq.ft.	$324,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.97% Airbnb Rental Income: $null Traditional Rental Income: $2543 Airbnb ROI: N/A Traditional ROI: 5.97%
930 ASTERN WAY #105 Annapolis, MD Beautifully Updated 2-Bedroom Condo in Heritage Harbour Welcome to this bright and spacio...	2 beds \| 2 baths \| 1,578 sq.ft.	$477,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.38% Airbnb Rental Income: $null Traditional Rental Income: $2162 Airbnb ROI: N/A Traditional ROI: 2.38%
5 PARK PLACE #428 Annapolis, MD Experience luxury and light in this rare 3-bedroom, 2.5-bath condo in the highly sought-af...	3 beds \| 3 baths \| 1,822 sq.ft.	$1,195,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.43% Airbnb Rental Income: $null Traditional Rental Income: $2797 Airbnb ROI: N/A Traditional ROI: 0.43%
930 ASTERN WAY #412 Annapolis, MD Welcome to effortless living in the vibrant 55+ community of Heritage Harbour! This beauti...	2 beds \| 2 baths \| N/A	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.56% Airbnb Rental Income: $null Traditional Rental Income: $2139 Airbnb ROI: N/A Traditional ROI: 2.56%
301 BURNSIDE STREET #A 202 Annapolis, MD The luxury waterfront lifestyle is awaiting you on Spa Creek in Eastport. This updated uni...	1 beds \| 1 baths \| 513 sq.ft.	$649,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.84% Airbnb Rental Income: $null Traditional Rental Income: $1727 Airbnb ROI: N/A Traditional ROI: 0.84%
1915 TOWNE CENTRE BOULEVARD #301 Annapolis, MD This impeccably maintained 2-bedroom, 2.5-bath Everest floor plan offers high-end living, ...	2 beds \| 3 baths \| 1,684 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.21% Airbnb Rental Income: $null Traditional Rental Income: $2599 Airbnb ROI: N/A Traditional ROI: 2.21%
1915 TOWNE CENTRE BLVD #1210 Annapolis, MD FABULOUS PENTHOUSE. Embrace a lifestyle of unparalleled luxury and breathtaking views wit...	3 beds \| 4 baths \| N/A	$1,750,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.11% Airbnb Rental Income: $null Traditional Rental Income: $3337 Airbnb ROI: N/A Traditional ROI: 0.11%
759 FAIRVIEW AVENUE #759 F Annapolis, MD Welcome to Severn House! A RARE FIND. No renovation headaches for the next owner. Recentl...	2 beds \| 2 baths \| N/A	$565,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.42% Airbnb Rental Income: $null Traditional Rental Income: $2338 Airbnb ROI: N/A Traditional ROI: 1.42%
1915 TOWNE CENTRE BLVD #1013 Annapolis, MD The epitome of luxury living resides in Annapolis at Grand View! Reduced for QUICK SALE an...	2 beds \| 2 baths \| N/A	$545,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.47% Airbnb Rental Income: $null Traditional Rental Income: $2362 Airbnb ROI: N/A Traditional ROI: 2.47%
7101 BAY FRONT DR #400 Annapolis, MD MOTIVATED SELLER, JUST REDUCED ANOTHER $10,000!! Brand new hardwood flooring throughout t...	1 beds \| 1 baths \| N/A	$265,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.1% Airbnb Rental Income: $null Traditional Rental Income: $1966 Airbnb ROI: N/A Traditional ROI: 5.1%
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 \| N/A	$575,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.83% Airbnb Rental Income: $null Traditional Rental Income: $2654 Airbnb ROI: N/A Traditional ROI: 2.83%
287 STATE STREET #2 Annapolis, MD South Annapolis Yacht Center is located on Spa Creek overlooking the beautiful skyline of ...	3 beds \| 3 baths \| 2,949 sq.ft.	$5,950,000	Airbnb cash on cash: N/A Traditional cash on cash: -0.77% Airbnb Rental Income: $null Traditional Rental Income: $3839 Airbnb ROI: N/A Traditional ROI: -0.77%
78 OLD MILL BOTTOM ROAD N #101 Annapolis, MD Priced to sell. Compare vs. buying new. Welcome to The Element at Mill Creek, an exclusi...	2 beds \| 2 baths \| 1,723 sq.ft.	$629,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.14% Airbnb Rental Income: $null Traditional Rental Income: $2517 Airbnb ROI: N/A Traditional ROI: 2.14%
5 PARK PLACE #507 Annapolis, MD Experience luxury and convenience at The Residence at Park Place!! This two-bedroom, two-b...	2 beds \| 2 baths \| 1,277 sq.ft.	$675,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.83% Airbnb Rental Income: $null Traditional Rental Income: $2511 Airbnb ROI: N/A Traditional ROI: 1.83%
1915 TOWNE CENTRE BLVD #606 Annapolis, MD Time for a Lifestyle Upgrade - Welcome to GrandView at Annapolis Town Center! Step into el...	2 beds \| 3 baths \| N/A	$755,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.98% Airbnb Rental Income: $null Traditional Rental Income: $2862 Airbnb ROI: N/A Traditional ROI: 1.98%
1509 FERAL DAE LN #204 Annapolis, MD Enjoy a fantastic lifestyle in this beautiful and pristine 2BR/2BA condo in the very desir...	2 beds \| 2 baths \| N/A	$500,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.58% Airbnb Rental Income: $null Traditional Rental Income: $2645 Airbnb ROI: N/A Traditional ROI: 3.58%
316 BURNSIDE ST #304 Annapolis, MD Beautiful Condo on Spa Creek! PRICE IMPROVEMENT TO $460K. Great investment property, secon...	1 beds \| 1 baths \| N/A	$460,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.26% Airbnb Rental Income: $null Traditional Rental Income: $1396 Airbnb ROI: N/A Traditional ROI: 1.26%
930 ASTERN WAY #502 Annapolis, MD Recently adjusted price offers a great opportunity to own this charming 2-bedroom, 2-bathr...	2 beds \| 2 baths \| 1,477 sq.ft.	$399,999	Airbnb cash on cash: N/A Traditional cash on cash: 3.83% Airbnb Rental Income: $null Traditional Rental Income: $2485 Airbnb ROI: N/A Traditional ROI: 3.83%
312 SEVERN AVENUE #W 401 Annapolis, MD Location! Location! Location! Perched on the top floor of The TecumsehMarylands first cond...	1 beds \| 1 baths \| 660 sq.ft.	$555,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.78% Airbnb Rental Income: $null Traditional Rental Income: $1537 Airbnb ROI: N/A Traditional ROI: 0.78%
50-C AMBERSTONE CT Annapolis, MD Convenient Annapolis Location! Easy access to this unit with assigned parking space right...	3 beds \| 3 baths \| N/A	$349,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.04% Airbnb Rental Income: $null Traditional Rental Income: $2708 Airbnb ROI: N/A Traditional ROI: 6.04%
796 FAIRVIEW AVENUE #796 E Annapolis, MD Severn House is a sought after community on Back Creek in Eastport. This is a beautiful wa...	2 beds \| 1 baths \| 1,000 sq.ft.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.34% Airbnb Rental Income: $null Traditional Rental Income: $1743 Airbnb ROI: N/A Traditional ROI: 2.34%
21 CHESAPEAKE LNDG Annapolis, MD Spectacular Water View Home nestled at the tip of Eastport Peninsula between Spa Creek, Ba...	4 beds \| 4 baths \| N/A	$1,599,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.5% Airbnb Rental Income: $null Traditional Rental Income: $3477 Airbnb ROI: N/A Traditional ROI: 0.5%
940 ASTERN WAY #112 Annapolis, MD Charming Condo for sale in Heritage Harbour's 55+ Community. Step into a lifestyle of ea...	2 beds \| 2 baths \| 1,588 sq.ft.	$495,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.27% Airbnb Rental Income: $null Traditional Rental Income: $2631 Airbnb ROI: N/A Traditional ROI: 3.27%
10-G IRONSTONE CT Annapolis, MD Seller is offering $2,000.00 Closing cost contribution! Buyer can buy down their interest...	3 beds \| 3 baths \| N/A	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.99% Airbnb Rental Income: $null Traditional Rental Income: $2711 Airbnb ROI: N/A Traditional ROI: 5.99%
2709 SUMMERVIEW WAY #303 Annapolis, MD Come tour this updated two story sought after 3rd floor penthouse with cathedral ceilings ...	2 beds \| 3 baths \| N/A	$418,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.96% Airbnb Rental Income: $null Traditional Rental Income: $2440 Airbnb ROI: N/A Traditional ROI: 3.96%
5 PARK PL #302 Annapolis, MD Welcome to Park Place! Annapolis' premier luxury condominium community where elegance, co...	2 beds \| 2 baths \| N/A	$670,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.49% Airbnb Rental Income: $null Traditional Rental Income: $2242 Airbnb ROI: N/A Traditional ROI: 1.49%
2108 CHESAPEAKE HARBOUR DRIVE E #201 Annapolis, MD Buyer's home contingency fell through. Now is your chance to call this HOME! Welcome to th...	3 beds \| 3 baths \| 1,700 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.84% Airbnb Rental Income: $null Traditional Rental Income: $2878 Airbnb ROI: N/A Traditional ROI: 1.84%
1507 BROADNECK PLACE #404 Annapolis, MD Welcome to the exquisite penthouse level sanctuary at 1507 Broadneck Place, Unit 404, Anna...	2 beds \| 2 baths \| 1,235 sq.ft.	$409,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.17% Airbnb Rental Income: $null Traditional Rental Income: $2392 Airbnb ROI: N/A Traditional ROI: 4.17%
655 BURTONS COVE WAY #8 Annapolis, MD Immaculate condominium, move in ready* Recently painted throughout* All newer carpeting* B...	2 beds \| 2 baths \| 1,121 sq.ft.	$319,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.18% Airbnb Rental Income: $null Traditional Rental Income: $2241 Airbnb ROI: N/A Traditional ROI: 5.18%
5 PARK PLACE #217 Annapolis, MD Major Price Improvement! Welcome to luxury living in the highly sought-after Residence at ...	2 beds \| 2 baths \| 1,343 sq.ft.	$749,500	Airbnb cash on cash: N/A Traditional cash on cash: 1.56% Airbnb Rental Income: $null Traditional Rental Income: $2553 Airbnb ROI: N/A Traditional ROI: 1.56%
778 FAIRVIEW AVENUE #778 E Annapolis, MD Waterfront Condo with exceptional water views: Experience the ease of a lock-and-leave con...	2 beds \| 2 baths \| 1,100 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.74% Airbnb Rental Income: $null Traditional Rental Income: $2243 Airbnb ROI: N/A Traditional ROI: 0.74%
301 BURNSIDE STREET #C 202 Annapolis, MD REDUCED AND PRICED TO SELL! STEP INTO LUXURY AT THE YACHT CLUB CONDOMINIUMS OVERLOOKING BE...	1 beds \| 1 baths \| 513 sq.ft.	$650,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.67% Airbnb Rental Income: $null Traditional Rental Income: $1628 Airbnb ROI: N/A Traditional ROI: 0.67%

Your search for investment property begins and ends here

Condos for Sale in Annapolis, MD

1915 TOWNE CENTRE BOULEVARD #807

Annapolis, MD

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

$585,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.78%

Airbnb Rental Income: $null

Traditional Rental Income: $2694

Airbnb ROI: N/A

Traditional ROI: 2.78%

66 FRANKLIN ST #20

Annapolis, MD

1 beds | 2 baths | N/A

$750,000

Airbnb cash on cash: N/A

Traditional cash on cash: 1.09%

Airbnb Rental Income: $null

Traditional Rental Income: $2248

Airbnb ROI: N/A

Traditional ROI: 1.09%

5 PARK PLACE #107

Annapolis, MD

2 beds | 2 baths | 1,272 sq.ft.

$625,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.1%

Airbnb Rental Income: $null

Traditional Rental Income: $2551

Airbnb ROI: N/A

Traditional ROI: 2.1%

66 FRANKLIN STREET #509

Annapolis, MD

3 beds | 4 baths | 2,477 sq.ft.

$1,850,000

Airbnb cash on cash: N/A

Traditional cash on cash: 0.05%

Airbnb Rental Income: $null

Traditional Rental Income: $3393

Airbnb ROI: N/A

Traditional ROI: 0.05%

2013 WARNERS TERRACE S #241

Annapolis, MD

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

$335,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.48%

Airbnb Rental Income: $null

Traditional Rental Income: $2111

Airbnb ROI: N/A

Traditional ROI: 4.48%

547 LEFTWICH LN #88

Annapolis, MD

3 beds | 3 baths | N/A

$594,999

Airbnb cash on cash: N/A

Traditional cash on cash: 3.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2973

Airbnb ROI: N/A

Traditional ROI: 3.23%

2900 SHIPMASTER WAY #211

Annapolis, MD

2 beds | 2 baths | 1,154 sq.ft.

$344,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.24%

Airbnb Rental Income: $null

Traditional Rental Income: $2162

Airbnb ROI: N/A

Traditional ROI: 4.24%

805 COXSWAIN WAY #205

Annapolis, MD

2 beds | 2 baths | N/A

$434,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.23%

Airbnb Rental Income: $null

Traditional Rental Income: $2169

Airbnb ROI: N/A