Real Estate Investment Properties for Sale in Winston Salem, NC

Looking for investment property in Winston Salem, NC with high ROI ?

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

Investment Property for Sale in Winston Salem, NC

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
1100 Madison Avenue Winston Salem, NC 1100 Madison is the classic Ardmore cottage of your dreams! Prepare to be wowed by the bea...	3 beds \| 2 baths \| 1,705 sq.ft.	$359,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 3.71% Airbnb Rental Income: $2242 Traditional Rental Income: $2056 Airbnb ROI: 2.59% Traditional ROI: 3.71%
4700 Wexford Road Winston Salem, NC Welcome to your private retreat nestled within the heart of Winston Salem. Sitting on the ...	3 beds \| 4 baths \| 2,464 sq.ft.	$439,500	Airbnb cash on cash: 1.86% Traditional cash on cash: 5.09% Airbnb Rental Income: $2242 Traditional Rental Income: $3011 Airbnb ROI: 1.86% Traditional ROI: 5.09%
1197 Charleston Drive Winston Salem, NC Welcome to this all-brick home with stylish contemporary dÃ©cor in Davidson County. The s...	4 beds \| 3 baths \| 4,195 sq.ft.	$719,000	Airbnb cash on cash: 3.37% Traditional cash on cash: 2.52% Airbnb Rental Income: $4143 Traditional Rental Income: $2693 Airbnb ROI: 3.37% Traditional ROI: 2.52%
244 Glade View Court Winston Salem, NC Hard to find new construction is located in the popular Historic West End neighborhood adj...	4 beds \| 4 baths \| 3,018 sq.ft.	$1,171,000	Airbnb cash on cash: 1.58% Traditional cash on cash: 1.53% Airbnb Rental Income: $4143 Traditional Rental Income: $3205 Airbnb ROI: 1.58% Traditional ROI: 1.53%
101 Westhaven Circle Winston Salem, NC Welcome to this stately two-story brick home, an inviting blend of timeless elegance and m...	4 beds \| 5 baths \| 4,005 sq.ft.	$950,000	Airbnb cash on cash: 1.43% Traditional cash on cash: 2.69% Airbnb Rental Income: $4143 Traditional Rental Income: $4376 Airbnb ROI: 1.43% Traditional ROI: 2.69%
2370 Clemmonsville Road Winston Salem, NC Pre Auction Bidding begins April 15, 2024 at 10:00 am. Auction Sale 1114 Property 2370 We...	3 beds \| 3 baths \| 1,568 sq.ft.	$279,000	Airbnb cash on cash: 4.07% Traditional cash on cash: 6.3% Airbnb Rental Income: $2242 Traditional Rental Income: $2264 Airbnb ROI: 4.07% Traditional ROI: 6.3%
104 Westhaven Circle Winston Salem, NC Welcome to this beautifully updated Tudor home, where classic charm meets modern convenien...	4 beds \| 4 baths \| 3,323 sq.ft.	$780,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 2.34% Airbnb Rental Income: $4143 Traditional Rental Income: $3379 Airbnb ROI: 2.19% Traditional ROI: 2.34%
594 Denny Drive Winston Salem, NC Highly Motivated Seller! This stunning home is located right outside of Kernersville and o...	3 beds \| 2 baths \| 1,104 sq.ft.	$212,999	Airbnb cash on cash: 6.07% Traditional cash on cash: 6.54% Airbnb Rental Income: $2242 Traditional Rental Income: $1775 Airbnb ROI: 6.07% Traditional ROI: 6.54%
5611 Cedarmere Drive Winston Salem, NC Amazing opportunity to be in sought after Brookberry Farm. This home is ready for you! 4 b...	4 beds \| 4 baths \| 4,085 sq.ft.	$1,075,000	Airbnb cash on cash: 1.42% Traditional cash on cash: 1.2% Airbnb Rental Income: $4143 Traditional Rental Income: $3041 Airbnb ROI: 1.42% Traditional ROI: 1.2%
4200 Glenn Hi Road Winston Salem, NC Brick Ranch with so much to offer, it begins with the exterior as you pull thru the circl...	2 beds \| 2 baths \| 1,280 sq.ft.	$214,900	Airbnb cash on cash: 5.28% Traditional cash on cash: 6.7% Airbnb Rental Income: $2036 Traditional Rental Income: $1797 Airbnb ROI: 5.28% Traditional ROI: 6.7%
2910 Wesleyan Lane Winston Salem, NC Wonderfully situated in a sought-after location near Wake Forest University, this beautifu...	3 beds \| 2 baths \| 1,932 sq.ft.	$485,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 2.72% Airbnb Rental Income: $2242 Traditional Rental Income: $2053 Airbnb ROI: 1.9% Traditional ROI: 2.72%
3965 Glenn Knoll Lane Winston Salem, NC *PRICE IMPROVEMENT & SELLER PAID CLOSING COSTS* Welcome to this stunning Single Family...	3 beds \| 3 baths \| 1,778 sq.ft.	$317,500	Airbnb cash on cash: 3.68% Traditional cash on cash: 4.96% Airbnb Rental Income: $2242 Traditional Rental Income: $2064 Airbnb ROI: 3.68% Traditional ROI: 4.96%
2101 Brookhurst Street Winston Salem, NC A MUST SEE! Charming 3BR/1BA gem has been thoughtfully renovated to blend modern elegance ...	3 beds \| 1 baths \| 1,050 sq.ft.	$189,900	Airbnb cash on cash: 7.3% Traditional cash on cash: 6.76% Airbnb Rental Income: $2242 Traditional Rental Income: $1581 Airbnb ROI: 7.3% Traditional ROI: 6.76%
2429 Waterwheel Drive Winston Salem, NC Millhaven Landing Luxury Ready for YOU! Openness and Light greet you in every direction. S...	2 beds \| 2 baths \| 1,840 sq.ft.	$464,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 2.16% Airbnb Rental Income: $2036 Traditional Rental Income: $2103 Airbnb ROI: 0.79% Traditional ROI: 2.16%
3652 Cash Drive Winston Salem, NC Cute "mountain feel" cottage! Fresh paint, new carpet and flooring! The primary suite feat...	2 beds \| 2 baths \| 1,201 sq.ft.	$189,900	Airbnb cash on cash: 6.33% Traditional cash on cash: 7.55% Airbnb Rental Income: $2036 Traditional Rental Income: $1727 Airbnb ROI: 6.33% Traditional ROI: 7.55%
164 N Hawthorne Road Winston Salem, NC Welcome to this conveniently located home in West Highlands that offers comfort and a clas...	4 beds \| 2 baths \| 2,407 sq.ft.	$504,000	Airbnb cash on cash: 5.05% Traditional cash on cash: 3.1% Airbnb Rental Income: $4143 Traditional Rental Income: $2345 Airbnb ROI: 5.05% Traditional ROI: 3.1%
3054 Bonbrook Drive Winston Salem, NC OPEN HOUSE; Sunday, November 17th from 2-4. HUGE unfinished basement for more opportunitie...	3 beds \| 2 baths \| 2,356 sq.ft.	$359,900	Airbnb cash on cash: 3.16% Traditional cash on cash: 4.72% Airbnb Rental Income: $2242 Traditional Rental Income: $2207 Airbnb ROI: 3.16% Traditional ROI: 4.72%
2783 Clayburne Court Winston Salem, NC Welcome to your new oasis of comfort and style. This home boasts a warm fireplace for thos...	2 beds \| 2 baths \| 1,395 sq.ft.	$280,000	Airbnb cash on cash: 3.25% Traditional cash on cash: 4.72% Airbnb Rental Income: $2036 Traditional Rental Income: $1897 Airbnb ROI: 3.25% Traditional ROI: 4.72%
1816 Salem Bluff Drive Winston Salem, NC This place is a gem! Itâs a single level townhome with vaulted ceilings and tons of natu...	2 beds \| 2 baths \| 1,331 sq.ft.	$258,000	Airbnb cash on cash: 3.49% Traditional cash on cash: 4.8% Airbnb Rental Income: $2036 Traditional Rental Income: $1826 Airbnb ROI: 3.49% Traditional ROI: 4.8%
1884 Stonewood Drive Winston Salem, NC This remarkable three-level home features solid wood flooring and tile throughout. The spa...	2 beds \| 2 baths \| 1,442 sq.ft.	$270,000	Airbnb cash on cash: 3.61% Traditional cash on cash: 5.07% Airbnb Rental Income: $2036 Traditional Rental Income: $1880 Airbnb ROI: 3.61% Traditional ROI: 5.07%
5323 Pineview Drive Winston Salem, NC This charming and well-maintained 3-bedroom, 1-bathroom home in Winston-Salem offers a per...	3 beds \| 1 baths \| 875 sq.ft.	$184,000	Airbnb cash on cash: 7.78% Traditional cash on cash: 5.82% Airbnb Rental Income: $2242 Traditional Rental Income: $1336 Airbnb ROI: 7.78% Traditional ROI: 5.82%
5728 Remington Drive Winston Salem, NC Welcome home to this charming split-foyer gem in Winston-Salem! This spacious 3-bedroom, 3...	3 beds \| 3 baths \| 2,197 sq.ft.	$320,000	Airbnb cash on cash: 3.62% Traditional cash on cash: 5.62% Airbnb Rental Income: $2242 Traditional Rental Income: $2279 Airbnb ROI: 3.62% Traditional ROI: 5.62%
328 Meadows Circle Winston Salem, NC Convenient location close to WFU, hospitals and shopping. Spacious second level 2 bedroom...	2 beds \| 2 baths \| 1,059 sq.ft.	$139,900	Airbnb cash on cash: 7.1% Traditional cash on cash: 8.17% Airbnb Rental Income: $2036 Traditional Rental Income: $1652 Airbnb ROI: 7.1% Traditional ROI: 8.17%
1924 Brantley Street Winston Salem, NC Price Improved and Motivated Seller! Bring your offers for one of the most unique homes in...	3 beds \| 2 baths \| 2,202 sq.ft.	$464,900	Airbnb cash on cash: 2.06% Traditional cash on cash: 3.28% Airbnb Rental Income: $2242 Traditional Rental Income: $2210 Airbnb ROI: 2.06% Traditional ROI: 3.28%
268 Old Cypress Drive Winston Salem, NC Welcome to your dream home! This stunning 3-bedroom, 2.5-bathroom property offers a spacio...	3 beds \| 3 baths \| 1,723 sq.ft.	$330,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 4.24% Airbnb Rental Income: $2242 Traditional Rental Income: $1978 Airbnb ROI: 3.28% Traditional ROI: 4.24%
72 West End Boulevard #2 Winston Salem, NC Welcome to Historic 72 West End Boulevard! The Shenandoah Apartment house was thoughtfully...	2 beds \| 2 baths \| 1,007 sq.ft.	$265,000	Airbnb cash on cash: 2.68% Traditional cash on cash: 3.46% Airbnb Rental Income: $2036 Traditional Rental Income: $1703 Airbnb ROI: 2.68% Traditional ROI: 3.46%
300 Castellum Square Winston Salem, NC Immaculate luxury townhome in sought after Friedberg Village! This stunning end unit has ...	3 beds \| 3 baths \| 2,259 sq.ft.	$430,000	Airbnb cash on cash: 2.06% Traditional cash on cash: 3.78% Airbnb Rental Income: $2242 Traditional Rental Income: $2370 Airbnb ROI: 2.06% Traditional ROI: 3.78%
527 Denny Drive Winston Salem, NC Welcome home to 527 Denny Drive! This 4-bedroom and 3-full-bath home, freshly painted with...	4 beds \| 3 baths \| N/A	$299,900	Airbnb cash on cash: 9.78% Traditional cash on cash: 7.05% Airbnb Rental Income: $4143 Traditional Rental Income: $2492 Airbnb ROI: 9.78% Traditional ROI: 7.05%

Real Estate investment in Winston-salem, NC

There are 382 properties for sale in the city of Winston Salem . The median list price in Winston Salem is $279,900 and the average price per square foot is $149. In November 2024, the average monthly cash on cash return in Winston Salem is 5.00%. The average monthly rental income in Winston Salem is $1,980.

Winston-salem, NC Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 382 investment properties available for sale in Winston-salem.

In 2024, the best neighborhood to buy investment property is Winston Salem.

The ROI for Short-Term is higher than the Long-Term in Winston-salem with average rental income of $2,242.

Your search for investment property begins and ends here

Investment Property for Sale in Winston Salem, NC

1100 Madison Avenue

Winston Salem, NC

3 beds | 2 baths | 1,705 sq.ft.

$359,000

Airbnb cash on cash: 2.59%

Traditional cash on cash: 3.71%

Airbnb Rental Income: $2242

Traditional Rental Income: $2056

Airbnb ROI: 2.59%

Traditional ROI: 3.71%

4700 Wexford Road

Winston Salem, NC

3 beds | 4 baths | 2,464 sq.ft.

$439,500

Airbnb cash on cash: 1.86%

Traditional cash on cash: 5.09%

Airbnb Rental Income: $2242

Traditional Rental Income: $3011

Airbnb ROI: 1.86%

Traditional ROI: 5.09%

1197 Charleston Drive

Winston Salem, NC

4 beds | 3 baths | 4,195 sq.ft.

$719,000

Airbnb cash on cash: 3.37%

Traditional cash on cash: 2.52%

Airbnb Rental Income: $4143

Traditional Rental Income: $2693

Airbnb ROI: 3.37%

Traditional ROI: 2.52%

244 Glade View Court

Winston Salem, NC

4 beds | 4 baths | 3,018 sq.ft.

$1,171,000

Airbnb cash on cash: 1.58%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $4143

Traditional Rental Income: $3205

Airbnb ROI: 1.58%

Traditional ROI: 1.53%

101 Westhaven Circle

Winston Salem, NC

4 beds | 5 baths | 4,005 sq.ft.

$950,000

Airbnb cash on cash: 1.43%

Traditional cash on cash: 2.69%

Airbnb Rental Income: $4143

Traditional Rental Income: $4376

Airbnb ROI: 1.43%

Traditional ROI: 2.69%

2370 Clemmonsville Road

Winston Salem, NC

3 beds | 3 baths | 1,568 sq.ft.

$279,000

Airbnb cash on cash: 4.07%

Traditional cash on cash: 6.3%

Airbnb Rental Income: $2242

Traditional Rental Income: $2264

Airbnb ROI: 4.07%

Traditional ROI: 6.3%

104 Westhaven Circle

Winston Salem, NC

4 beds | 4 baths | 3,323 sq.ft.

$780,000

Airbnb cash on cash: 2.19%

Traditional cash on cash: 2.34%

Airbnb Rental Income: $4143

Traditional Rental Income: $3379

Airbnb ROI: 2.19%

Traditional ROI: 2.34%

594 Denny Drive

Winston Salem, NC

3 beds | 2 baths | 1,104 sq.ft.

$212,999

Airbnb cash on cash: 6.07%

Traditional cash on cash: 6.54%

Airbnb Rental Income: $2242

Traditional Rental Income: $1775

Airbnb ROI: 6.07%