Real Estate Investment Properties for Sale in Cambridge, MD

Looking for investment property in Cambridge, MD with high ROI ?

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

Windcrest Investment Property for Sale in Cambridge, MD

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

Showing 79 Windcrest 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
200 MARKET SQ #14A Cambridge, MD Lovely remodeled waterfront end unit with wrap around trek decking. Open concept living s...	3 beds \| 3 baths \| N/A	$379,900	Airbnb cash on cash: 0.67% Traditional cash on cash: 4% Airbnb Rental Income: $1710 Traditional Rental Income: $2422 Airbnb ROI: 0.67% Traditional ROI: 4%
308 GLENBURN Avenue Cambridge, MD Welcome to 308 Glenburn! This is a classically-designed 2,284 SF house surrounded by a mul...	4 beds \| 3 baths \| 2,284 sq.ft.	$475,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 5% Airbnb Rental Income: $2063 Traditional Rental Income: $3160 Airbnb ROI: 1.34% Traditional ROI: 5%
616 HUBERT Street Cambridge, MD Coming Soon! This charming 2-bedroom, 2-bath home in Cambridge offers an excellent opportu...	2 beds \| 2 baths \| 1,220 sq.ft.	$150,000	Airbnb cash on cash: 3.34% Traditional cash on cash: 6.87% Airbnb Rental Income: $1435 Traditional Rental Income: $1513 Airbnb ROI: 3.34% Traditional ROI: 6.87%
7 HATSAWAP Road Cambridge, MD Stunning waterfront views of the Choptank await you at 7 Hatsawap Rd, Cambridge, MD 21613!...	3 beds \| 3 baths \| 2,278 sq.ft.	$499,900	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.82% Airbnb Rental Income: $1710 Traditional Rental Income: $2659 Airbnb ROI: 0.78% Traditional ROI: 3.82%
25 ALGONQUIN Road Cambridge, MD Welcome to your own slice of Eastern Shore heaven... where waterfront views, thoughtful up...	3 beds \| 2 baths \| 1,947 sq.ft.	$389,000	Airbnb cash on cash: 1.6% Traditional cash on cash: 5.26% Airbnb Rental Income: $1710 Traditional Rental Income: $2574 Airbnb ROI: 1.6% Traditional ROI: 5.26%
150 REGULATOR Drive N Cambridge, MD Welcome to 150 Regulator Dr. N, an immaculately maintained, one-time owner very spacious t...	4 beds \| 3 baths \| 2,324 sq.ft.	$394,900	Airbnb cash on cash: -1.98% Traditional cash on cash: 1.51% Airbnb Rental Income: $2063 Traditional Rental Income: $2823 Airbnb ROI: -1.98% Traditional ROI: 1.51%
453 HIGH ST Cambridge, MD Welcome to this affordable and cozy 3-bedroom, 2-bath rancher, ideally located just three ...	3 beds \| 2 baths \| N/A	$219,950	Airbnb cash on cash: 3.46% Traditional cash on cash: 6.62% Airbnb Rental Income: $1710 Traditional Rental Income: $1893 Airbnb ROI: 3.46% Traditional ROI: 6.62%
404 PHILLIPS Avenue Cambridge, MD Welcome to 404 Phillips Avenue! Located just blocks from the water and within walking dist...	3 beds \| 2 baths \| 1,196 sq.ft.	$235,000	Airbnb cash on cash: 2.57% Traditional cash on cash: 6.18% Airbnb Rental Income: $1710 Traditional Rental Income: $2038 Airbnb ROI: 2.57% Traditional ROI: 6.18%
307 WILLIS Street Cambridge, MD Gorgeous 3 BR, 2 BA colonial home on Willis Street - full renovation including new floors,...	3 beds \| 2 baths \| 1,428 sq.ft.	$270,000	Airbnb cash on cash: 2.72% Traditional cash on cash: 6.41% Airbnb Rental Income: $1710 Traditional Rental Income: $2177 Airbnb ROI: 2.72% Traditional ROI: 6.41%
211 CHOPTANK Avenue Cambridge, MD Charming Coastal home just two and a half blocks from the Choptank River! Enjoy a five-min...	3 beds \| 2 baths \| 1,608 sq.ft.	$229,900	Airbnb cash on cash: 2.47% Traditional cash on cash: 7.37% Airbnb Rental Income: $1710 Traditional Rental Income: $2302 Airbnb ROI: 2.47% Traditional ROI: 7.37%
101 W END Avenue Cambridge, MD Welcome to 101 West End Ave, a charming single-family home located in the heart of Cambrid...	3 beds \| 2 baths \| 1,870 sq.ft.	$299,000	Airbnb cash on cash: 2.28% Traditional cash on cash: 3.96% Airbnb Rental Income: $1710 Traditional Rental Income: $1709 Airbnb ROI: 2.28% Traditional ROI: 3.96%
5 WILLIS Street Cambridge, MD Lovely home in Historic West End with water views of the Choptank River. This house has be...	3 beds \| 2 baths \| 1,863 sq.ft.	$309,000	Airbnb cash on cash: 1.32% Traditional cash on cash: 4.9% Airbnb Rental Income: $1710 Traditional Rental Income: $2277 Airbnb ROI: 1.32% Traditional ROI: 4.9%
1672 TERRAPIN Circle Cambridge, MD Welcome to Blackwater Landing - where space, style, and Chesapeake charm come together. Th...	4 beds \| 3 baths \| 2,431 sq.ft.	$335,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 4.26% Airbnb Rental Income: $2063 Traditional Rental Income: $2355 Airbnb ROI: 1.64% Traditional ROI: 4.26%
9 W END Avenue Cambridge, MD Welcome to 9 West End Avenue - a perfect blend of sophistication and tranquility. #9 is pr...	3 beds \| 2 baths \| 2,064 sq.ft.	$499,000	Airbnb cash on cash: 0.68% Traditional cash on cash: 3.54% Airbnb Rental Income: $1710 Traditional Rental Income: $2572 Airbnb ROI: 0.68% Traditional ROI: 3.54%
213 BELVEDERE Avenue Cambridge, MD Welcome to 213 Belvedere Avenue, a beautifully preserved residence offering 2,621 square f...	4 beds \| 2 baths \| 2,621 sq.ft.	$419,900	Airbnb cash on cash: 1.8% Traditional cash on cash: 2.94% Airbnb Rental Income: $2063 Traditional Rental Income: $1976 Airbnb ROI: 1.8% Traditional ROI: 2.94%
610 WASHINGTON Street Cambridge, MD 2 unit home on Washington St. is a great way to start your investment career, add to your ...	3 beds \| 2 baths \| 1,088 sq.ft.	$125,000	Airbnb cash on cash: 7.9% Traditional cash on cash: 4.99% Airbnb Rental Income: $1710 Traditional Rental Income: $886 Airbnb ROI: 7.9% Traditional ROI: 4.99%
131 MARINERS WAY Cambridge, MD Don't miss this lovely almost new home in the sought after community of Heron Point. Just...	3 beds \| 2 baths \| N/A	$299,000	Airbnb cash on cash: 1.75% Traditional cash on cash: 4.22% Airbnb Rental Income: $1710 Traditional Rental Income: $1931 Airbnb ROI: 1.75% Traditional ROI: 4.22%
109 MILL Street Cambridge, MD 109 Mill St. is a prime location in the heart of West End Historic District, which is deep...	4 beds \| 2 baths \| 2,520 sq.ft.	$345,000	Airbnb cash on cash: 2.32% Traditional cash on cash: 7.89% Airbnb Rental Income: $2063 Traditional Rental Income: $3336 Airbnb ROI: 2.32% Traditional ROI: 7.89%
10 W END AVE Cambridge, MD Experience elevated coastal living in this beautiful fully renovated two story home in Cam...	4 beds \| 4 baths \| N/A	$525,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 2.66% Airbnb Rental Income: $2063 Traditional Rental Income: $2197 Airbnb ROI: 1.3% Traditional ROI: 2.66%
2804 PERSIMMON Place unit: D3 #D3 Cambridge, MD Spacious three-level Rivermarsh townhouse offering significantly more finished living spac...	4 beds \| 4 baths \| 2,844 sq.ft.	$450,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 4.81% Airbnb Rental Income: $2063 Traditional Rental Income: $3396 Airbnb ROI: 0.38% Traditional ROI: 4.81%
5210 WILSON Road Cambridge, MD Private, Waterfront house on 8.31 acres off of Town Point Rd. This property has a huge doc...	5 beds \| 3 baths \| 2,636 sq.ft.	$799,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 3.45% Airbnb Rental Income: $1907 Traditional Rental Income: $3731 Airbnb ROI: 0.32% Traditional ROI: 3.45%
322 SHIPYARD Drive unit: 82 Cambridge, MD Your Eastern Shore dream home WITH A DEEDED MARINA SLIP awaits and is priced to sell in th...	3 beds \| 4 baths \| 2,484 sq.ft.	$289,000	Airbnb cash on cash: 0.92% Traditional cash on cash: 6.91% Airbnb Rental Income: $1710 Traditional Rental Income: $2867 Airbnb ROI: 0.92% Traditional ROI: 6.91%
2229 HUDSON RD Cambridge, MD Tax Refund? Use your refund to pay down debt - qualify for a loan. Make 2026 the year y...	3 beds \| 2 baths \| N/A	$295,000	Airbnb cash on cash: 2.88% Traditional cash on cash: 5.22% Airbnb Rental Income: $1710 Traditional Rental Income: $1886 Airbnb ROI: 2.88% Traditional ROI: 5.22%
636 DOUGLAS Street Cambridge, MD First-time homebuyers, this is a rare chance to finally make homeownership happen! These h...	3 beds \| 3 baths \| 1,726 sq.ft.	$225,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 8.14% Airbnb Rental Income: $1710 Traditional Rental Income: $2466 Airbnb ROI: 2.37% Traditional ROI: 8.14%
3 TALBOT Avenue Cambridge, MD Beautifully renovated 3-bedroom, 2-bath home located next to Jerry Boyle Park with water v...	3 beds \| 2 baths \| 1,508 sq.ft.	$390,999	Airbnb cash on cash: 1.26% Traditional cash on cash: 4.45% Airbnb Rental Income: $1710 Traditional Rental Income: $2405 Airbnb ROI: 1.26% Traditional ROI: 4.45%
TBB MARSH ELDER Road unit: Aloha Cambridge, MD OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE Offe...	3 beds \| 2 baths \| 1,464 sq.ft.	$399,990	Airbnb cash on cash: 0.84% Traditional cash on cash: 3.12% Airbnb Rental Income: $1710 Traditional Rental Income: $2091 Airbnb ROI: 0.84% Traditional ROI: 3.12%
TBB MARSH ELDER Road unit: Latitude Cambridge, MD OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE Offe...	3 beds \| 2 baths \| 1,783 sq.ft.	$424,990	Airbnb cash on cash: 0.74% Traditional cash on cash: 3.36% Airbnb Rental Income: $1710 Traditional Rental Income: $2281 Airbnb ROI: 0.74% Traditional ROI: 3.36%
TBB MARSH ELDER Road unit: St.kitts Cambridge, MD OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE* Off...	3 beds \| 3 baths \| 1,834 sq.ft.	$469,990	Airbnb cash on cash: 0.57% Traditional cash on cash: 3.47% Airbnb Rental Income: $1710 Traditional Rental Income: $2509 Airbnb ROI: 0.57% Traditional ROI: 3.47%
TBB MARSH ELDER Road unit: Dune Cambridge, MD OFFERING UP TO 15K IN CLOSING COST ASSISTANCE WITH USE OF APPROVED LENDER AND TITLE* The...	3 beds \| 3 baths \| 2,287 sq.ft.	$464,990	Airbnb cash on cash: 0.59% Traditional cash on cash: 4.23% Airbnb Rental Income: $1710 Traditional Rental Income: $2820 Airbnb ROI: 0.59% Traditional ROI: 4.23%
701 GOLDSBOROUGH Avenue Cambridge, MD Opportunity knocks in Cambridge! This bright and spacious 1-bedroom, 1-bath home with an o...	1 beds \| 1 baths \| 684 sq.ft.	$140,000	Airbnb cash on cash: 4% Traditional cash on cash: 8.99% Airbnb Rental Income: $1291 Traditional Rental Income: $1557 Airbnb ROI: 4% Traditional ROI: 8.99%
5 OAKLEY Street unit: 102 Cambridge, MD Located in Cambridge's sought-after Historic West End District, and previous homesite of t...	2 beds \| 2 baths \| 1,158 sq.ft.	$285,000	Airbnb cash on cash: 0.77% Traditional cash on cash: 3.6% Airbnb Rental Income: $1435 Traditional Rental Income: $1767 Airbnb ROI: 0.77% Traditional ROI: 3.6%
2420 CAMBRIDGE BELTWAY Cambridge, MD Here is a first time offering of a home built in 1974, being a three bedroom, two bath stu...	3 beds \| 2 baths \| 1,360 sq.ft.	$329,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 4.81% Airbnb Rental Income: $1710 Traditional Rental Income: $2137 Airbnb ROI: 1.9% Traditional ROI: 4.81%
5816 INDIAN QUARTER Road Cambridge, MD Do you dream of a serene escape that offers space for horses, waterfront views, and unlimi...	3 beds \| 3 baths \| 2,021 sq.ft.	$679,000	Airbnb cash on cash: 0.03% Traditional cash on cash: 2.45% Airbnb Rental Income: $1710 Traditional Rental Income: $2768 Airbnb ROI: 0.03% Traditional ROI: 2.45%
122 VUE DE LEAU Street Cambridge, MD MAJOR PRICE REDUCTION! Victorian 1900's home located in Historic District of Cambridge. Ju...	4 beds \| 2 baths \| 2,148 sq.ft.	$379,000	Airbnb cash on cash: 2.2% Traditional cash on cash: 5.01% Airbnb Rental Income: $2063 Traditional Rental Income: $2530 Airbnb ROI: 2.2% Traditional ROI: 5.01%
105 MAKO Drive Cambridge, MD Welcome to 105 Mako Drive-where style, comfort, and true move-in ready living come togethe...	4 beds \| 3 baths \| 2,302 sq.ft.	$365,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 5.87% Airbnb Rental Income: $2063 Traditional Rental Income: $2978 Airbnb ROI: 1.64% Traditional ROI: 5.87%
317 SHIPYARD Drive unit: 67 Cambridge, MD Waterfront Living in Deep Harbor - More Space, More Upgrades, Better Price Some homes make...	3 beds \| 4 baths \| 2,484 sq.ft.	$269,000	Airbnb cash on cash: 1.06% Traditional cash on cash: 8.54% Airbnb Rental Income: $1710 Traditional Rental Income: $3134 Airbnb ROI: 1.06% Traditional ROI: 8.54%
405 OSPREY Circle Cambridge, MD Well maintained home in Blackwater Landing. Home offers 4 bedrooms, 2.5 baths. Formal dini...	4 beds \| 3 baths \| 2,032 sq.ft.	$349,000	Airbnb cash on cash: 2.14% Traditional cash on cash: 6.57% Airbnb Rental Income: $2063 Traditional Rental Income: $2983 Airbnb ROI: 2.14% Traditional ROI: 6.57%

Your search for investment property begins and ends here

Windcrest Investment Property for Sale in Cambridge, MD

200 MARKET SQ #14A

Cambridge, MD

3 beds | 3 baths | N/A

$379,900

Airbnb cash on cash: 0.67%

Traditional cash on cash: 4%

Airbnb Rental Income: $1710

Traditional Rental Income: $2422

Airbnb ROI: 0.67%

Traditional ROI: 4%

308 GLENBURN Avenue

Cambridge, MD

4 beds | 3 baths | 2,284 sq.ft.

$475,000

Airbnb cash on cash: 1.34%

Traditional cash on cash: 5%

Airbnb Rental Income: $2063

Traditional Rental Income: $3160

Airbnb ROI: 1.34%

Traditional ROI: 5%

616 HUBERT Street

Cambridge, MD

2 beds | 2 baths | 1,220 sq.ft.

$150,000

Airbnb cash on cash: 3.34%

Traditional cash on cash: 6.87%

Airbnb Rental Income: $1435

Traditional Rental Income: $1513

Airbnb ROI: 3.34%

Traditional ROI: 6.87%

7 HATSAWAP Road

Cambridge, MD

3 beds | 3 baths | 2,278 sq.ft.

$499,900

Airbnb cash on cash: 0.78%

Traditional cash on cash: 3.82%

Airbnb Rental Income: $1710

Traditional Rental Income: $2659

Airbnb ROI: 0.78%

Traditional ROI: 3.82%

25 ALGONQUIN Road

Cambridge, MD

3 beds | 2 baths | 1,947 sq.ft.

$389,000

Airbnb cash on cash: 1.6%

Traditional cash on cash: 5.26%

Airbnb Rental Income: $1710

Traditional Rental Income: $2574

Airbnb ROI: 1.6%

Traditional ROI: 5.26%

150 REGULATOR Drive N

Cambridge, MD

4 beds | 3 baths | 2,324 sq.ft.

$394,900

Airbnb cash on cash: -1.98%

Traditional cash on cash: 1.51%

Airbnb Rental Income: $2063

Traditional Rental Income: $2823

Airbnb ROI: -1.98%

Traditional ROI: 1.51%

453 HIGH ST

Cambridge, MD

3 beds | 2 baths | N/A

$219,950

Airbnb cash on cash: 3.46%

Traditional cash on cash: 6.62%

Airbnb Rental Income: $1710

Traditional Rental Income: $1893

Airbnb ROI: 3.46%

Traditional ROI: 6.62%

404 PHILLIPS Avenue

Cambridge, MD

3 beds | 2 baths | 1,196 sq.ft.

$235,000

Airbnb cash on cash: 2.57%

Traditional cash on cash: 6.18%

Airbnb Rental Income: $1710

Traditional Rental Income: $2038

Airbnb ROI: 2.57%