Real Estate Investment Properties for Sale in Chesapeake Beach, MD

Looking for investment property in Chesapeake Beach, MD with high ROI ?

Explore a variety of short-term homes & houses in Chesapeake Beach, MD. Invest wisely with VRBO & Chesapeake Beach, MD Airbnb properties available for purchase. Find your ideal investment property among our curated listings for a rewarding real estate venture.

Golden Highlands Investment Property for Sale in Chesapeake Beach, MD

Search for Golden Highlands Investment Property for Sale in Chesapeake Beach, Maryland. Browse all of Mashvisor’s Golden Highlands Investment Property listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 28 Golden Highlands Investment Property 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
8229 BAYSIDE Road CHESAPEAKE BEACH, MD Back on the market due to shaky financing! Inspected and READY! Improved price too! Welcom...	4 beds \| 4 baths \| 2,700 sq.ft.	$777,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 2.73% Airbnb Rental Income: $1841 Traditional Rental Income: $3385 Airbnb ROI: -0.09% Traditional ROI: 2.73%
6311 DEERBROOKE Court CHESAPEAKE BEACH, MD Welcome to 6311 Deerbrooke Ct in Chesapeake Beach-a beautifully maintained split-level hom...	4 beds \| 3 baths \| 3,178 sq.ft.	$570,000	Airbnb cash on cash: 0.4% Traditional cash on cash: 3.5% Airbnb Rental Income: $1841 Traditional Rental Income: $2998 Airbnb ROI: 0.4% Traditional ROI: 3.5%
3392 SILVERTON Lane CHESAPEAKE BEACH, MD Beautifully updated 3-bedroom, 2.5-bath townhouse located in the heart of Chesapeake Beach...	3 beds \| 3 baths \| 1,480 sq.ft.	$380,000	Airbnb cash on cash: 1.16% Traditional cash on cash: 4.46% Airbnb Rental Income: $1758 Traditional Rental Income: $2450 Airbnb ROI: 1.16% Traditional ROI: 4.46%
8499 SAINT ANDREWS Drive CHESAPEAKE BEACH, MD Beautifully customized home featuring a stunning kitchen with abundant custom cabinetry, s...	4 beds \| 5 baths \| 3,616 sq.ft.	$625,000	Airbnb cash on cash: 0.2% Traditional cash on cash: 6.58% Airbnb Rental Income: $1841 Traditional Rental Income: $5065 Airbnb ROI: 0.2% Traditional ROI: 6.58%
8329 BAYSIDE RD CHESAPEAKE BEACH, MD **CHESAPEAKE BAY VIEWS* Welcome to this charming 2-bedroom, 1-bath bungalow nestled in...	2 beds \| 1 baths \| N/A	$349,000	Airbnb cash on cash: 0.74% Traditional cash on cash: 2.25% Airbnb Rental Income: $1316 Traditional Rental Income: $1402 Airbnb ROI: 0.74% Traditional ROI: 2.25%
3632 BROOKESIDE Drive CHESAPEAKE BEACH, MD Great price for this 4-Level home with a total of 2,482 sf -- including 600+ sf of unfinis...	3 beds \| 2 baths \| 1,854 sq.ft.	$429,990	Airbnb cash on cash: 0.87% Traditional cash on cash: 3.88% Airbnb Rental Income: $1758 Traditional Rental Income: $2489 Airbnb ROI: 0.87% Traditional ROI: 3.88%
3728 CHESAPEAKE BEACH Road E CHESAPEAKE BEACH, MD Don't miss out on this fantastic chance to acquire a delightful 2-bedroom, 1-bath rambler ...	2 beds \| 1 baths \| 1,364 sq.ft.	$260,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 4.55% Airbnb Rental Income: $1316 Traditional Rental Income: $1662 Airbnb ROI: 1.48% Traditional ROI: 4.55%
8236 BAYSIDE Road CHESAPEAKE BEACH, MD Beach living at its best in the heart of Chesapeake Beach! Embrace the coastal lifestyle i...	4 beds \| 2 baths \| 2,857 sq.ft.	$595,500	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.48% Airbnb Rental Income: $1841 Traditional Rental Income: $3107 Airbnb ROI: 0.32% Traditional ROI: 3.48%
6130 4TH Street CHESAPEAKE BEACH, MD This 3-bedroom, 1-bath home on 4th Street blends modern updates with coastal charm in a pr...	3 beds \| 1 baths \| 960 sq.ft.	$349,985	Airbnb cash on cash: 1.85% Traditional cash on cash: 3.78% Airbnb Rental Income: $1758 Traditional Rental Income: $1912 Airbnb ROI: 1.85% Traditional ROI: 3.78%
3907 16TH Street CHESAPEAKE BEACH, MD 5 bedrooms, 3 full bathrooms, 4 car garage, 3 attics, no HOA, parking for RV's, boats, tra...	5 beds \| 3 baths \| 1,872 sq.ft.	$530,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.88% Airbnb Rental Income: $null Traditional Rental Income: $3325 Airbnb ROI: N/A Traditional ROI: 4.88%
6572 12TH Street CHESAPEAKE BEACH, MD This 5-bedroom, 3-bathroom home is ready for new owners! Located on a quiet cul-de-sac wit...	5 beds \| 3 baths \| 1,868 sq.ft.	$423,700	Airbnb cash on cash: N/A Traditional cash on cash: 4.15% Airbnb Rental Income: $null Traditional Rental Income: $2513 Airbnb ROI: N/A Traditional ROI: 4.15%
8314 BAYSIDE Road CHESAPEAKE BEACH, MD TO BE BUILT HOME in the sought-after Chesapeake Beach community. This exceptional NEW CONS...	4 beds \| 3 baths \| 1,802 sq.ft.	$699,999	Airbnb cash on cash: 0.75% Traditional cash on cash: 3.21% Airbnb Rental Income: $1841 Traditional Rental Income: $2954 Airbnb ROI: 0.75% Traditional ROI: 3.21%
6309 BROOKEVIEW CT CHESAPEAKE BEACH, MD This beautiful split level home with lots of space, a large back deck, breakfast nook/ din...	4 beds \| 2 baths \| N/A	$449,900	Airbnb cash on cash: 1.07% Traditional cash on cash: 4.26% Airbnb Rental Income: $1841 Traditional Rental Income: $2687 Airbnb ROI: 1.07% Traditional ROI: 4.26%
8047 WINDWARD KEY Drive CHESAPEAKE BEACH, MD Nestled along the tranquil shores of Chesapeake Beach, this stunning four-bedroom, four-an...	4 beds \| 5 baths \| 2,632 sq.ft.	$849,900	Airbnb cash on cash: -0.81% Traditional cash on cash: 3.14% Airbnb Rental Income: $1841 Traditional Rental Income: $4475 Airbnb ROI: -0.81% Traditional ROI: 3.14%
3238 RECTOR LOOKOUT CHESAPEAKE BEACH, MD Welcome to 3238 Rector Lookout in the sought-after community of Chesapeake Beach, MD 20732...	3 beds \| 4 baths \| 3,058 sq.ft.	$625,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 3.75% Airbnb Rental Income: $1758 Traditional Rental Income: $3410 Airbnb ROI: 0.1% Traditional ROI: 3.75%
4037 1ST Street CHESAPEAKE BEACH, MD 3-bedroom, 3-bath home with a renovated interior and hardwood flooring throughout. Functio...	3 beds \| 3 baths \| 960 sq.ft.	$330,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 5.11% Airbnb Rental Income: $1758 Traditional Rental Income: $2272 Airbnb ROI: 1.9% Traditional ROI: 5.11%
3905 26TH Street CHESAPEAKE BEACH, MD Welcome to 3905 26th Street - a 3-bedroom, 3 full and 1 half bath home set just moments fr...	3 beds \| 4 baths \| 2,156 sq.ft.	$525,000	Airbnb cash on cash: 0.53% Traditional cash on cash: 5.09% Airbnb Rental Income: $1758 Traditional Rental Income: $3515 Airbnb ROI: 0.53% Traditional ROI: 5.09%
8054 WINDWARD KEY DRIVE CHESAPEAKE BEACH, MD Experience an elevated waterfront lifestyle in the coveted Windward Key community, ideally...	4 beds \| 5 baths \| 2,876 sq.ft.	$899,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 3.28% Airbnb Rental Income: $1841 Traditional Rental Income: $4727 Airbnb ROI: -0.76% Traditional ROI: 3.28%
2269 SANSBURY Drive CHESAPEAKE BEACH, MD This 5-bedroom, 3.5-bath home is located in the highly sought-after Richfield Station neig...	5 beds \| 4 baths \| 2,636 sq.ft.	$640,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.78% Airbnb Rental Income: $null Traditional Rental Income: $3502 Airbnb ROI: N/A Traditional ROI: 3.78%
8199 WOODLAND Lane CHESAPEAKE BEACH, MD Nestled in the charming Richfield Station Village, this delightful end-of-row townhouse of...	3 beds \| 4 baths \| 1,864 sq.ft.	$409,900	Airbnb cash on cash: 0.99% Traditional cash on cash: 4.78% Airbnb Rental Income: $1758 Traditional Rental Income: $2731 Airbnb ROI: 0.99% Traditional ROI: 4.78%
3436 HILL GAIL Drive CHESAPEAKE BEACH, MD This beautifully maintained home is located in the highly sought-after Chesapeake Village ...	5 beds \| 4 baths \| 4,210 sq.ft.	$719,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.76% Airbnb Rental Income: $null Traditional Rental Income: $3900 Airbnb ROI: N/A Traditional ROI: 3.76%
7906 DELORES Court CHESAPEAKE BEACH, MD Located in the highly desirable Bayview Hills community, this 4-bedroom, 3.5-bath townhous...	4 beds \| 4 baths \| 2,273 sq.ft.	$365,000	Airbnb cash on cash: 1.52% Traditional cash on cash: 6.72% Airbnb Rental Income: $1841 Traditional Rental Income: $3127 Airbnb ROI: 1.52% Traditional ROI: 6.72%
2944 HERITAGE Drive CHESAPEAKE BEACH, MD Welcome to 2944 Heritage Dr., Chesapeake Beach, MD 20732. This Colonial features a finishe...	4 beds \| 4 baths \| 2,856 sq.ft.	$699,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 3.58% Airbnb Rental Income: $1841 Traditional Rental Income: $3664 Airbnb ROI: 0.03% Traditional ROI: 3.58%
8076 WINDWARD KEY Drive CHESAPEAKE BEACH, MD COASTAL LUXURY MEETS EVERYDAY VACATION LIVING in Windward Key on the Chesapeake Bay. Exper...	4 beds \| 5 baths \| 2,950 sq.ft.	$824,900	Airbnb cash on cash: 0.02% Traditional cash on cash: 4.69% Airbnb Rental Income: $1841 Traditional Rental Income: $4933 Airbnb ROI: 0.02% Traditional ROI: 4.69%

Your search for investment property begins and ends here

Golden Highlands Investment Property for Sale in Chesapeake Beach, MD

8229 BAYSIDE Road

CHESAPEAKE BEACH, MD

4 beds | 4 baths | 2,700 sq.ft.

$777,000

Airbnb cash on cash: -0.09%

Traditional cash on cash: 2.73%

Airbnb Rental Income: $1841

Traditional Rental Income: $3385

Airbnb ROI: -0.09%

Traditional ROI: 2.73%

6311 DEERBROOKE Court

CHESAPEAKE BEACH, MD

4 beds | 3 baths | 3,178 sq.ft.

$570,000

Airbnb cash on cash: 0.4%

Traditional cash on cash: 3.5%

Airbnb Rental Income: $1841

Traditional Rental Income: $2998

Airbnb ROI: 0.4%

Traditional ROI: 3.5%

3392 SILVERTON Lane

CHESAPEAKE BEACH, MD

3 beds | 3 baths | 1,480 sq.ft.

$380,000

Airbnb cash on cash: 1.16%

Traditional cash on cash: 4.46%

Airbnb Rental Income: $1758

Traditional Rental Income: $2450

Airbnb ROI: 1.16%

Traditional ROI: 4.46%

8499 SAINT ANDREWS Drive

CHESAPEAKE BEACH, MD

4 beds | 5 baths | 3,616 sq.ft.

$625,000

Airbnb cash on cash: 0.2%

Traditional cash on cash: 6.58%

Airbnb Rental Income: $1841

Traditional Rental Income: $5065

Airbnb ROI: 0.2%

Traditional ROI: 6.58%

8329 BAYSIDE RD

CHESAPEAKE BEACH, MD

2 beds | 1 baths | N/A

$349,000

Airbnb cash on cash: 0.74%

Traditional cash on cash: 2.25%

Airbnb Rental Income: $1316

Traditional Rental Income: $1402

Airbnb ROI: 0.74%

Traditional ROI: 2.25%

3632 BROOKESIDE Drive

CHESAPEAKE BEACH, MD

3 beds | 2 baths | 1,854 sq.ft.

$429,990

Airbnb cash on cash: 0.87%

Traditional cash on cash: 3.88%

Airbnb Rental Income: $1758

Traditional Rental Income: $2489

Airbnb ROI: 0.87%

Traditional ROI: 3.88%

3728 CHESAPEAKE BEACH Road E

CHESAPEAKE BEACH, MD

2 beds | 1 baths | 1,364 sq.ft.

$260,000

Airbnb cash on cash: 1.48%

Traditional cash on cash: 4.55%

Airbnb Rental Income: $1316

Traditional Rental Income: $1662

Airbnb ROI: 1.48%

Traditional ROI: 4.55%

8236 BAYSIDE Road

CHESAPEAKE BEACH, MD

4 beds | 2 baths | 2,857 sq.ft.

$595,500

Airbnb cash on cash: 0.32%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $1841

Traditional Rental Income: $3107

Airbnb ROI: 0.32%