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 177 Single Family Residential 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 Franklin St Annapolis, MD 5 Franklin St, Annapolis, MD 21401 \| Single Family Residential	5 beds \| 6 baths \| 5,993 sq.ft.	$12,500,000	Airbnb cash on cash: -1.93% Traditional cash on cash: -1.57% Airbnb Rental Income: $2481 Traditional Rental Income: $6094 Airbnb ROI: -1.93% Traditional ROI: -1.57%
11 S Acton Pl Annapolis, MD 11 S Acton Pl, Annapolis, MD 21401 \| Single Family Residential	4 beds \| 3 baths \| 3,658 sq.ft.	$7,250,000	Airbnb cash on cash: -0.93% Traditional cash on cash: -0.87% Airbnb Rental Income: $3333 Traditional Rental Income: $3010 Airbnb ROI: -0.93% Traditional ROI: -0.87%
110 Lake View Dr Annapolis, MD Beautiful home on a corner lot in desirable WATER privileged community of Hillsmere Estate...	3 beds \| 2 baths \| 2,242 sq.ft.	$730,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 1.95% Airbnb Rental Income: $2689 Traditional Rental Income: $2470 Airbnb ROI: 1.34% Traditional ROI: 1.95%
2691 Claibourne Rd Annapolis, MD Nestled in the highly sought-after Annapolis Roads community, this spacious Colonial offer...	4 beds \| 3 baths \| 2,533 sq.ft.	$825,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 2.56% Airbnb Rental Income: $3333 Traditional Rental Income: $3524 Airbnb ROI: 1.35% Traditional ROI: 2.56%
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.	$5,675,000	Airbnb cash on cash: -1.01% Traditional cash on cash: -0.91% Airbnb Rental Income: $2689 Traditional Rental Income: $2613 Airbnb ROI: -1.01% Traditional ROI: -0.91%
3280 Arundel On The Bay Rd Annapolis, MD Significant Price improvement! Priced to sell, incredible value! Welcome to this beautiful...	5 beds \| 4 baths \| 3,144 sq.ft.	$750,000	Airbnb cash on cash: 0.61% Traditional cash on cash: 4.9% Airbnb Rental Income: $2481 Traditional Rental Income: $4883 Airbnb ROI: 0.61% Traditional ROI: 4.9%
219 Lockwood Ct Annapolis, MD Nestled in the heart of Eastport, this stunning Craftsman-style home offers the perfect bl...	4 beds \| 4 baths \| 1,848 sq.ft.	$1,650,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.11% Airbnb Rental Income: $3333 Traditional Rental Income: $3351 Airbnb ROI: -0.36% Traditional ROI: 0.11%
1164 Latrobe Dr Annapolis, MD Get ready for a great summer in this great location! New Kitchen w/ SS appliances, granite...	4 beds \| 2 baths \| 1,926 sq.ft.	$525,000	Airbnb cash on cash: 3.29% Traditional cash on cash: 2.85% Airbnb Rental Income: $3333 Traditional Rental Income: $2369 Airbnb ROI: 3.29% Traditional ROI: 2.85%
607 Melvin Ave Annapolis, MD Open House Saturday July 11th, 11AM - 1PM! Come Join us to see this adorable bungalow in a...	2 beds \| 2 baths \| 1,102 sq.ft.	$899,000	Airbnb cash on cash: -0.36% Traditional cash on cash: 0.66% Airbnb Rental Income: $1908 Traditional Rental Income: $2253 Airbnb ROI: -0.36% Traditional ROI: 0.66%
1254 Washington Dr Annapolis, MD Rare waterfront redevelopment opportunity in Annapolis. The existing structure is a comple...	5 beds \| 4 baths \| 9,960 sq.ft.	$960,000	Airbnb cash on cash: -0.17% Traditional cash on cash: 3.33% Airbnb Rental Income: $2481 Traditional Rental Income: $5132 Airbnb ROI: -0.17% Traditional ROI: 3.33%
16 Woodlawn Ave Annapolis, MD Are you looking for a beautiful home in beautiful Annapolis, MD? This home has it all! The...	3 beds \| 2 baths \| 1,512 sq.ft.	$799,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 2.08% Airbnb Rental Income: $2689 Traditional Rental Income: $2990 Airbnb ROI: 0.88% Traditional ROI: 2.08%
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: -1.15% Traditional cash on cash: -0.89% Airbnb Rental Income: $2689 Traditional Rental Income: $2887 Airbnb ROI: -1.15% Traditional ROI: -0.89%
1055 Sun Valley Dr Annapolis, MD This charming colonial home is located in Cape St. Claire and offers 3 bedrooms, 2.5 baths...	3 beds \| 2 baths \| 2,050 sq.ft.	$565,000	Airbnb cash on cash: 1.93% Traditional cash on cash: 3.65% Airbnb Rental Income: $2689 Traditional Rental Income: $2990 Airbnb ROI: 1.93% Traditional ROI: 3.65%
1178 Glenwood Dl Annapolis, MD Tucked away on a gorgeous, private lot in the highly sought-after Cape St. Claire communit...	4 beds \| 2 baths \| 1,828 sq.ft.	$575,000	Airbnb cash on cash: 2.78% Traditional cash on cash: 2.63% Airbnb Rental Income: $3333 Traditional Rental Income: $2512 Airbnb ROI: 2.78% Traditional ROI: 2.63%
1007 Harbor Dr Annapolis, MD This beautifully updated freshly painted Colonial offers the perfect blend of comfort, spa...	4 beds \| 3 baths \| 3,722 sq.ft.	$800,000	Airbnb cash on cash: 1% Traditional cash on cash: 4.13% Airbnb Rental Income: $3333 Traditional Rental Income: $5159 Airbnb ROI: 1% Traditional ROI: 4.13%
1197 Carrs Rd Annapolis, MD Country living with Annapolis amenities. This property is very unique - private resort fee...	3 beds \| 2 baths \| 1,392 sq.ft.	$564,999	Airbnb cash on cash: 2.07% Traditional cash on cash: 3.1% Airbnb Rental Income: $2689 Traditional Rental Income: $2592 Airbnb ROI: 2.07% Traditional ROI: 3.1%
810 Moran Dr Annapolis, MD GREAT NEW PRICE OPEN SAT (9/30) from 12-2!! Welcome to 810 Moran Drive in the desirab...	4 beds \| 3 baths \| 3,920 sq.ft.	$899,900	Airbnb cash on cash: 1.02% Traditional cash on cash: 3.2% Airbnb Rental Income: $3333 Traditional Rental Income: $4413 Airbnb ROI: 1.02% Traditional ROI: 3.2%
3268 Kitty Duvall Dr Annapolis, MD Construction has began on this beautiful Schaefer Homes, design!! Discover an unparalleled...	4 beds \| 2 baths \| 3,846 sq.ft.	$974,990	Airbnb cash on cash: 1.44% Traditional cash on cash: 2.32% Airbnb Rental Income: $3333 Traditional Rental Income: $3393 Airbnb ROI: 1.44% Traditional ROI: 2.32%
1002 Tyler Ave Annapolis, MD Location Location location!! Modern rancher style home located near everything Annapolis h...	5 beds \| 2 baths \| 1,920 sq.ft.	$540,000	Airbnb cash on cash: 1.56% Traditional cash on cash: 3.65% Airbnb Rental Income: $2481 Traditional Rental Income: $2932 Airbnb ROI: 1.56% Traditional ROI: 3.65%
122 Smith Ave Annapolis, MD The ideal Murray Hill home with a little bit of everything: one-level living, a private dr...	3 beds \| 2 baths \| 1,173 sq.ft.	$889,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 0.77% Airbnb Rental Income: $2689 Traditional Rental Income: $2580 Airbnb ROI: 0.19% Traditional ROI: 0.77%
211 N Pindell Ave Annapolis, MD Tucked just off Poplar Trail, 211 Pindell Avenue is a classic brick rancher that lives far...	3 beds \| 2 baths \| 4,497 sq.ft.	$649,000	Airbnb cash on cash: 0.83% Traditional cash on cash: 1.03% Airbnb Rental Income: $2689 Traditional Rental Income: $2185 Airbnb ROI: 0.83% Traditional ROI: 1.03%
1252 Creek Dr Annapolis, MD Charming Oyster Harbor Home on an oversized fully fenced lot just minutes from downtown An...	3 beds \| 2 baths \| 1,555 sq.ft.	$530,000	Airbnb cash on cash: 2.03% Traditional cash on cash: 2.79% Airbnb Rental Income: $2689 Traditional Rental Income: $2449 Airbnb ROI: 2.03% Traditional ROI: 2.79%
310 Epping Way Annapolis, MD Welcome to this extraordinary "find" in Epping Forest. One-of-a-kind craftsman bungalow wi...	3 beds \| 2 baths \| 2,036 sq.ft.	$1,050,000	Airbnb cash on cash: 0.39% Traditional cash on cash: 1.08% Airbnb Rental Income: $2689 Traditional Rental Income: $2719 Airbnb ROI: 0.39% Traditional ROI: 1.08%
104 Groh Ln Annapolis, MD THIS IS THE ANNAPOLIS LIFESTYLE YOU'VE BEEN WAITING FOR. Welcome to 104 Groh Lane-a beauti...	4 beds \| 3 baths \| 2,300 sq.ft.	$699,990	Airbnb cash on cash: 2.05% Traditional cash on cash: 2.42% Airbnb Rental Income: $3333 Traditional Rental Income: $2835 Airbnb ROI: 2.05% Traditional ROI: 2.42%
4 Shiley St Annapolis, MD Here's the West Annapolis unicorn property that you've been waiting for! A VERY RARE TRIPL...	4 beds \| 2 baths \| 1,557 sq.ft.	$1,395,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 0.13% Airbnb Rental Income: $2481 Traditional Rental Income: $4522 Airbnb ROI: -0.8% Traditional ROI: 0.13%
220 West St Annapolis, MD Welcome to 220 West Street in Annapolis, Maryland. A rare, fully gut-renovated detached pr...	3 beds \| 2 baths \| 1,540 sq.ft.	$849,899	Airbnb cash on cash: 0.75% Traditional cash on cash: 0.71% Airbnb Rental Income: $2689 Traditional Rental Income: $2023 Airbnb ROI: 0.75% Traditional ROI: 0.71%
8 Constitution Sq Annapolis, MD Live the ultimate Downtown Annapolis lifestyle at 8 Constitution Square. Tucked away on a ...	3 beds \| 2 baths \| 1,751 sq.ft.	$979,000	Airbnb cash on cash: 0% Traditional cash on cash: 1.02% Airbnb Rental Income: $2689 Traditional Rental Income: $2990 Airbnb ROI: 0% Traditional ROI: 1.02%
79 Windwhisper Ln Annapolis, MD Welcome to 79 Windwhisper Lane, a refreshed contemporary home featuring vaulted ceilings, ...	4 beds \| 3 baths \| 2,560 sq.ft.	$559,000	Airbnb cash on cash: 2.66% Traditional cash on cash: 4.18% Airbnb Rental Income: $3333 Traditional Rental Income: $3378 Airbnb ROI: 2.66% Traditional ROI: 4.18%
622 Wayward Dr Annapolis, MD Welcome home to this beautifully renovated split-level in a sought-after community! Featur...	3 beds \| 2 baths \| 2,240 sq.ft.	$585,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 3.27% Airbnb Rental Income: $2689 Traditional Rental Income: $2990 Airbnb ROI: 1.6% Traditional ROI: 3.27%
202 Bertina a Nick Way Annapolis, MD Absolutely stunning 4 bedroom available for sale. This unit boast carpet, premium flooring...	4 beds \| 2 baths \| 1,675 sq.ft.	$1,750,000	Airbnb cash on cash: 3.52% Traditional cash on cash: 4.24% Airbnb Rental Income: $3333 Traditional Rental Income: $2937 Airbnb ROI: 3.52% Traditional ROI: 4.24%
83 Market St Annapolis, MD This exceptional Historic District home combines the charm of a classic Annapolis address ...	5 beds \| 4 baths \| 3,178 sq.ft.	$2,295,000	Airbnb cash on cash: -0.99% Traditional cash on cash: -0.15% Airbnb Rental Income: $2481 Traditional Rental Income: $3660 Airbnb ROI: -0.99% Traditional ROI: -0.15%
238 King George St Annapolis, MD Perfectly positioned on prestigious King George Street in the heart of Historic Annapolis,...	4 beds \| 3 baths \| 3,750 sq.ft.	$2,950,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 0.31% Airbnb Rental Income: $3333 Traditional Rental Income: $5340 Airbnb ROI: -0.7% Traditional ROI: 0.31%
1227 Cross Rd Annapolis, MD DOM reflect construction period not exclusive sales period. This is it! Welcome to Oyster ...	4 beds \| 3 baths \| 3,398 sq.ft.	$1,285,000	Airbnb cash on cash: 0.91% Traditional cash on cash: 1.84% Airbnb Rental Income: $3333 Traditional Rental Income: $3702 Airbnb ROI: 0.91% Traditional ROI: 1.84%
112 Speicher Dr Annapolis, MD	5 beds \| 3 baths \| 2,912 sq.ft.	$949,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 0.94% Airbnb Rental Income: $2481 Traditional Rental Income: $2289 Airbnb ROI: 0.48% Traditional ROI: 0.94%
805 Spa Rd Annapolis, MD NEW PRICE! Welcome to 805 Spa rd., an amazing investment opportunity in the desirable Murr...	9 beds \| 4 baths \| 2,800 sq.ft.	$1,148,000	Airbnb cash on cash: -0.63% Traditional cash on cash: 0.13% Airbnb Rental Income: $1371 Traditional Rental Income: $1763 Airbnb ROI: -0.63% Traditional ROI: 0.13%

Your search for investment property begins and ends here

Single Family Homes for Sale in Annapolis, MD

5 Franklin St

Annapolis, MD

5 beds | 6 baths | 5,993 sq.ft.

$12,500,000

Airbnb cash on cash: -1.93%

Traditional cash on cash: -1.57%

Airbnb Rental Income: $2481

Traditional Rental Income: $6094

Airbnb ROI: -1.93%

Traditional ROI: -1.57%

11 S Acton Pl

Annapolis, MD

4 beds | 3 baths | 3,658 sq.ft.

$7,250,000

Airbnb cash on cash: -0.93%

Traditional cash on cash: -0.87%

Airbnb Rental Income: $3333

Traditional Rental Income: $3010

Airbnb ROI: -0.93%

Traditional ROI: -0.87%

110 Lake View Dr

Annapolis, MD

3 beds | 2 baths | 2,242 sq.ft.

$730,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 1.95%

Airbnb Rental Income: $2689

Traditional Rental Income: $2470

Airbnb ROI: 1.34%

Traditional ROI: 1.95%

2691 Claibourne Rd

Annapolis, MD

4 beds | 3 baths | 2,533 sq.ft.

$825,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 2.56%

Airbnb Rental Income: $3333

Traditional Rental Income: $3524

Airbnb ROI: 1.35%

Traditional ROI: 2.56%

1 Shipwright Hbr

Annapolis, MD

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

$5,675,000

Airbnb cash on cash: -1.01%

Traditional cash on cash: -0.91%

Airbnb Rental Income: $2689

Traditional Rental Income: $2613

Airbnb ROI: -1.01%

Traditional ROI: -0.91%

3280 Arundel On The Bay Rd

Annapolis, MD

5 beds | 4 baths | 3,144 sq.ft.

$750,000

Airbnb cash on cash: 0.61%

Traditional cash on cash: 4.9%

Airbnb Rental Income: $2481

Traditional Rental Income: $4883

Airbnb ROI: 0.61%

Traditional ROI: 4.9%

219 Lockwood Ct

Annapolis, MD

4 beds | 4 baths | 1,848 sq.ft.

$1,650,000

Airbnb cash on cash: -0.36%

Traditional cash on cash: 0.11%

Airbnb Rental Income: $3333

Traditional Rental Income: $3351

Airbnb ROI: -0.36%

Traditional ROI: 0.11%

1164 Latrobe Dr

Annapolis, MD

4 beds | 2 baths | 1,926 sq.ft.

$525,000

Airbnb cash on cash: 3.29%

Traditional cash on cash: 2.85%

Airbnb Rental Income: $3333

Traditional Rental Income: $2369

Airbnb ROI: 3.29%