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.

Single Family Homes for Sale in Annapolis, MD

Search for Single Family Residential for Sale in Annapolis, Maryland. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 91 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

separator

PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1090 BROADVIEW DR Annapolis, MD Welcome home to this cozy four bedroom, two full bath split foyer in sought after Cape St ...	4 beds \| 2 baths \| N/A	$550,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 3.36% Airbnb Rental Income: $1717 Traditional Rental Income: $2771 Airbnb ROI: 0.38% Traditional ROI: 3.36%
349 EPPING WAY Annapolis, MD Tucked among the trees in the gated waterfront community of Epping Forest, this spacious t...	3 beds \| 3 baths \| N/A	$998,900	Airbnb cash on cash: -0.84% Traditional cash on cash: -1.18% Airbnb Rental Income: $1519 Traditional Rental Income: $763 Airbnb ROI: -0.84% Traditional ROI: -1.18%
1 Shipwright Hbr Annapolis, MD Reduced & priced below 3/10/2018 appraisal! One of the finest homes on Spa Creek located o...	3 beds \| 3 baths \| 3,108 sq.ft.	$5,898,000	Airbnb cash on cash: -1.19% Traditional cash on cash: -0.91% Airbnb Rental Income: $1519 Traditional Rental Income: $2613 Airbnb ROI: -1.19% Traditional ROI: -0.91%
819 Janice Dr Annapolis, MD Beautiful Colonial-Under Construction*9 ft ceilings & Hardwood flrs- Main level 2 Story ...	4 beds \| 3 baths \| 4,043 sq.ft.	$1,125,000	Airbnb cash on cash: -0.99% Traditional cash on cash: 0.43% Airbnb Rental Income: $1717 Traditional Rental Income: $2722 Airbnb ROI: -0.99% Traditional ROI: 0.43%
113 Bay Dr Annapolis, MD Stunning Chesapeake Bay views in desirable Bay Ridge neighborhood. Water view home, open f...	3 beds \| 2 baths \| 2,286 sq.ft.	$3,195,000	Airbnb cash on cash: -1.08% Traditional cash on cash: -0.65% Airbnb Rental Income: $1519 Traditional Rental Income: $2358 Airbnb ROI: -1.08% Traditional ROI: -0.65%
1109 Boucher Ave Annapolis, MD Live the Eastport lifestyle - This is what upscale, modern urban living is all about! It's...	N/A beds \| N/A baths \| 3,779 sq.ft.	$1,485,000	Airbnb cash on cash: -1.37% Traditional cash on cash: 1.54% Airbnb Rental Income: $1239 Traditional Rental Income: $4864 Airbnb ROI: -1.37% Traditional ROI: 1.54%
1014 WELLS Avenue Annapolis, MD Welcome Home to Eastport. Walk to the Eastport Shopping center for breakfast or to downtow...	4 beds \| 2 baths \| 880 sq.ft.	$430,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 3.24% Airbnb Rental Income: $1717 Traditional Rental Income: $2363 Airbnb ROI: 0.46% Traditional ROI: 3.24%
9 Shipwright St Annapolis, MD Waterfront on Spa Creek in Downtown Annapolis!!! Property features open floor plan, walls ...	3 beds \| 2 baths \| 2,621 sq.ft.	$3,495,000	Airbnb cash on cash: -1.45% Traditional cash on cash: -0.89% Airbnb Rental Income: $1519 Traditional Rental Income: $2887 Airbnb ROI: -1.45% Traditional ROI: -0.89%
207 1ST ST Annapolis, MD UPDATE: Open House this Saturday from 11-2pm. Seller is offering Seller help of $10,000 f...	4 beds \| 2 baths \| N/A	$499,900	Airbnb cash on cash: 0.51% Traditional cash on cash: 3.26% Airbnb Rental Income: $1717 Traditional Rental Income: $2528 Airbnb ROI: 0.51% Traditional ROI: 3.26%
38 Cathedral St Annapolis, MD Walk everywhere from this historic downtown Annapolis address. Eat-in or TAKE OUT your fa...	2 beds \| 1 baths \| 900 sq.ft.	$684,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 0.55% Airbnb Rental Income: $1074 Traditional Rental Income: $1602 Airbnb ROI: -0.86% Traditional ROI: 0.55%
163 PRINCE GEORGE ST Annapolis, MD Located on one of the most charming and desirable streets in Historic Annapolis, this beau...	3 beds \| 3 baths \| N/A	$1,425,000	Airbnb cash on cash: -1.33% Traditional cash on cash: -0.14% Airbnb Rental Income: $1519 Traditional Rental Income: $2654 Airbnb ROI: -1.33% Traditional ROI: -0.14%
2 Silopanna Ct Annapolis, MD Annapolis single family home, Completely updated and move-in ready! This home offers a fen...	4 beds \| 2 baths \| 2,000 sq.ft.	$599,900	Airbnb cash on cash: 0.27% Traditional cash on cash: 2.51% Airbnb Rental Income: $1717 Traditional Rental Income: $2501 Airbnb ROI: 0.27% Traditional ROI: 2.51%
133 Lake View Dr Annapolis, MD 133 Lake View Dr, Annapolis, MD 21403 \| Single Family Residential	5 beds \| 5 baths \| 4,308 sq.ft.	$1,400,000	Airbnb cash on cash: -1.24% Traditional cash on cash: 1.6% Airbnb Rental Income: $1660 Traditional Rental Income: $4883 Airbnb ROI: -1.24% Traditional ROI: 1.6%
4 Shiley St Annapolis, MD Here's the West Annapolis unicorn property that you've been waiting for! A VERY RARE TRIPL...	5 beds \| 5 baths \| 5,312 sq.ft.	$3,095,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 0.12% Airbnb Rental Income: $1660 Traditional Rental Income: $4522 Airbnb ROI: -1.04% Traditional ROI: 0.12%
903 Scupper Ct Annapolis, MD âWhere luxury isn't only a sensation but an everyday experience.â Envision an abode t...	4 beds \| 4 baths \| 5,766 sq.ft.	$1,050,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.62% Airbnb Rental Income: $1717 Traditional Rental Income: $5436 Airbnb ROI: -0.68% Traditional ROI: 3.62%
371 Carriage Park Way Annapolis, MD SEVERE MOLD THROUGHOUT - MASK & HOLD HARMLESS REQUIRED TO ENTER This is a short sale ...	4 beds \| 3 baths \| 6,724 sq.ft.	$1,282,500	Airbnb cash on cash: -1.3% Traditional cash on cash: 1.96% Airbnb Rental Income: $1717 Traditional Rental Income: $5125 Airbnb ROI: -1.3% Traditional ROI: 1.96%
721 Fairway Dr Annapolis, MD Elegant brick and siding split-foyer residence offering 4 bedrooms and 3 renovated full ba...	N/A beds \| N/A baths \| 1,820 sq.ft.	$585,000	Airbnb cash on cash: -0.46% Traditional cash on cash: 4.75% Airbnb Rental Income: $1239 Traditional Rental Income: $3687 Airbnb ROI: -0.46% Traditional ROI: 4.75%
3249 Arundel On The Bay Rd Annapolis, MD Embrace the chance to own a home in the highly sought-after Arundel On The Bay! This remar...	4 beds \| 3 baths \| 2,800 sq.ft.	$1,050,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 1.98% Airbnb Rental Income: $1717 Traditional Rental Income: $3671 Airbnb ROI: -0.51% Traditional ROI: 1.98%
2706 JUDSON PL Annapolis, MD Welcome to 2706 Judson Place, an immaculate completely remodeled rancher nestled in the de...	4 beds \| 3 baths \| N/A	$569,000	Airbnb cash on cash: 0.31% Traditional cash on cash: 4.23% Airbnb Rental Income: $1717 Traditional Rental Income: $3325 Airbnb ROI: 0.31% Traditional ROI: 4.23%
1106 MAINSAIL DR Annapolis, MD At last, the one you've been waiting for. A beautiful home in a waterfront community. Mo...	5 beds \| 3 baths \| N/A	$895,000	Airbnb cash on cash: -0.65% Traditional cash on cash: 1.35% Airbnb Rental Income: $1660 Traditional Rental Income: $2863 Airbnb ROI: -0.65% Traditional ROI: 1.35%
703 Glendon Ave Annapolis, MD A brand-new home for the brand-new you. You've worked hard to get here-now you deserve a h...	5 beds \| 4 baths \| 4,116 sq.ft.	$2,750,000	Airbnb cash on cash: -0.94% Traditional cash on cash: -0.04% Airbnb Rental Income: $1660 Traditional Rental Income: $3468 Airbnb ROI: -0.94% Traditional ROI: -0.04%
3300 SHORE DR Annapolis, MD Stunning Waterfront Coastal Retreat on Oyster Creek with Breathtaking Sunsets! This except...	4 beds \| 4 baths \| N/A	$1,650,000	Airbnb cash on cash: -0.83% Traditional cash on cash: 0.89% Airbnb Rental Income: $1717 Traditional Rental Income: $3874 Airbnb ROI: -0.83% Traditional ROI: 0.89%
553 CHOPTANK COVE CT Annapolis, MD Days on market reflects seller ability to show because of illness. English Tudor featuring...	5 beds \| 4 baths \| N/A	$999,997	Airbnb cash on cash: -0.66% Traditional cash on cash: 1.76% Airbnb Rental Income: $1660 Traditional Rental Income: $3446 Airbnb ROI: -0.66% Traditional ROI: 1.76%
769 ROBINHOOD RD Annapolis, MD 769 Robinhood Road is one of the most desirable Waterfront properties in Sherwood Forest....	3 beds \| 2 baths \| N/A	$1,250,000	Airbnb cash on cash: -1.45% Traditional cash on cash: -0.01% Airbnb Rental Income: $1519 Traditional Rental Income: $2751 Airbnb ROI: -1.45% Traditional ROI: -0.01%
3307 HARNESS CREEK RD Annapolis, MD Welcome to 3307 Harness Creek Road: a Nantucket style, coastal home set on a private penin...	3 beds \| 3 baths \| N/A	$3,145,000	Airbnb cash on cash: -1.23% Traditional cash on cash: -0.62% Airbnb Rental Income: $1519 Traditional Rental Income: $2863 Airbnb ROI: -1.23% Traditional ROI: -0.62%
111 JANWALL ST Annapolis, MD Charming 3-Bedroom Home on Quiet Cul-de-Sac Near Downtown Annapolis Welcome to this beaut...	3 beds \| 3 baths \| N/A	$525,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 3.87% Airbnb Rental Income: $1519 Traditional Rental Income: $2979 Airbnb ROI: -0.01% Traditional ROI: 3.87%
22 E Lake Dr Annapolis, MD 22 East Lake Dr, Annapolis, MD 21403 \| Single Family Residential	3 beds \| 2 baths \| 2,338 sq.ft.	$2,550,000	Airbnb cash on cash: -1.68% Traditional cash on cash: -1.12% Airbnb Rental Income: $1519 Traditional Rental Income: $2404 Airbnb ROI: -1.68% Traditional ROI: -1.12%
856 St Edmonds Pl Annapolis, MD 856 St Edmonds Pl, Arnold, MD 21401 \| Single Family Residential	5 beds \| 4 baths \| 6,412 sq.ft.	$2,795,000	Airbnb cash on cash: -1.71% Traditional cash on cash: -0.88% Airbnb Rental Income: $1660 Traditional Rental Income: $3347 Airbnb ROI: -1.71% Traditional ROI: -0.88%
1707 Ritchie Hwy Annapolis, MD 1707 Ritchie Hwy, Arnold, MD 21409 \| Single Family Residential	5 beds \| 4 baths \| 4,796 sq.ft.	$1,325,000	Airbnb cash on cash: -1.19% Traditional cash on cash: 0.49% Airbnb Rental Income: $1660 Traditional Rental Income: $3267 Airbnb ROI: -1.19% Traditional ROI: 0.49%
2644 Claibourne Rd Annapolis, MD 2644 Claibourne Rd, Annapolis, MD 21403 \| Single Family Residential	6 beds \| 4 baths \| 3,702 sq.ft.	$1,384,000	Airbnb cash on cash: -1.23% Traditional cash on cash: 0.39% Airbnb Rental Income: $1660 Traditional Rental Income: $3280 Airbnb ROI: -1.23% Traditional ROI: 0.39%
Admiral Plan Annapolis, MD	4 beds \| 4 baths \| 4,483 sq.ft.	$1,079,990	Airbnb cash on cash: -0.94% Traditional cash on cash: 0.93% Airbnb Rental Income: $1717 Traditional Rental Income: $3120 Airbnb ROI: -0.94% Traditional ROI: 0.93%
Fitzgerald Plan Annapolis, MD	4 beds \| 3 baths \| 4,336 sq.ft.	$1,064,990	Airbnb cash on cash: -0.92% Traditional cash on cash: 0.57% Airbnb Rental Income: $1717 Traditional Rental Income: $2723 Airbnb ROI: -0.92% Traditional ROI: 0.57%

Your search for investment property begins and ends here

Single Family Homes for Sale in Annapolis, MD

1090 BROADVIEW DR

Annapolis, MD

4 beds | 2 baths | N/A

$550,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 3.36%

Airbnb Rental Income: $1717

Traditional Rental Income: $2771

Airbnb ROI: 0.38%

Traditional ROI: 3.36%

349 EPPING WAY

Annapolis, MD

3 beds | 3 baths | N/A

$998,900

Airbnb cash on cash: -0.84%

Traditional cash on cash: -1.18%

Airbnb Rental Income: $1519

Traditional Rental Income: $763

Airbnb ROI: -0.84%

Traditional ROI: -1.18%

1 Shipwright Hbr

Annapolis, MD

3 beds | 3 baths | 3,108 sq.ft.

$5,898,000

Airbnb cash on cash: -1.19%

Traditional cash on cash: -0.91%

Airbnb Rental Income: $1519

Traditional Rental Income: $2613

Airbnb ROI: -1.19%

Traditional ROI: -0.91%

819 Janice Dr

Annapolis, MD

4 beds | 3 baths | 4,043 sq.ft.

$1,125,000

Airbnb cash on cash: -0.99%

Traditional cash on cash: 0.43%

Airbnb Rental Income: $1717

Traditional Rental Income: $2722

Airbnb ROI: -0.99%

Traditional ROI: 0.43%

113 Bay Dr

Annapolis, MD

3 beds | 2 baths | 2,286 sq.ft.

$3,195,000

Airbnb cash on cash: -1.08%

Traditional cash on cash: -0.65%

Airbnb Rental Income: $1519

Traditional Rental Income: $2358

Airbnb ROI: -1.08%

Traditional ROI: -0.65%

1109 Boucher Ave

Annapolis, MD

N/A beds | N/A baths | 3,779 sq.ft.

$1,485,000

Airbnb cash on cash: -1.37%

Traditional cash on cash: 1.54%

Airbnb Rental Income: $1239

Traditional Rental Income: $4864

Airbnb ROI: -1.37%

Traditional ROI: 1.54%

1014 WELLS Avenue

Annapolis, MD

4 beds | 2 baths | 880 sq.ft.

$430,000

Airbnb cash on cash: 0.46%

Traditional cash on cash: 3.24%

Airbnb Rental Income: $1717

Traditional Rental Income: $2363

Airbnb ROI: 0.46%

Traditional ROI: 3.24%

9 Shipwright St

Annapolis, MD

3 beds | 2 baths | 2,621 sq.ft.

$3,495,000

Airbnb cash on cash: -1.45%

Traditional cash on cash: -0.89%

Airbnb Rental Income: $1519

Traditional Rental Income: $2887

Airbnb ROI: -1.45%