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
1001 Madison Avenue Winston Salem, NC Gorgeous Ardmore cottage ready to call home! 1001 Madison is tucked away in the heart of A...	3 beds \| 1 baths \| 1,161 sq.ft.	$315,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 2.33% Airbnb Rental Income: $1126 Traditional Rental Income: $1383 Airbnb ROI: 0.19% Traditional ROI: 2.33%
131 Carter Circle Winston Salem, NC Welcome to this charming bungalow filled with character and ready to be called home! Nestl...	2 beds \| 1 baths \| 993 sq.ft.	$269,000	Airbnb cash on cash: 0.13% Traditional cash on cash: 3.56% Airbnb Rental Income: $857 Traditional Rental Income: $1396 Airbnb ROI: 0.13% Traditional ROI: 3.56%
1005 Franklin Street Winston Salem, NC Fabulous curb appeal & gorgeously updated throughout, this darling cottage in the historic...	3 beds \| 2 baths \| 1,938 sq.ft.	$359,900	Airbnb cash on cash: 0.64% Traditional cash on cash: 3.44% Airbnb Rental Income: $1126 Traditional Rental Income: $1696 Airbnb ROI: 0.64% Traditional ROI: 3.44%
6130 Narrow Way Lane Winston Salem, NC Welcome to 6130 Narrow Way Lane, where serenity, privacy, and comfort meet! Meticulously m...	3 beds \| 2 baths \| 2,152 sq.ft.	$399,000	Airbnb cash on cash: 0.38% Traditional cash on cash: 4.01% Airbnb Rental Income: $1126 Traditional Rental Income: $2106 Airbnb ROI: 0.38% Traditional ROI: 4.01%
4090 Carriage Manor Cove Winston Salem, NC The French Coves is an exquisite and convenient tucked-away GEM - private, gated entrance ...	4 beds \| 3 baths \| 3,359 sq.ft.	$1,188,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 0.6% Airbnb Rental Income: $1568 Traditional Rental Income: $2285 Airbnb ROI: -0.45% Traditional ROI: 0.6%
104 Westhaven Circle Winston Salem, NC Experience the charm and elegance of this custom and updated Tudor designed home in a priv...	4 beds \| 4 baths \| 3,302 sq.ft.	$639,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 2.35% Airbnb Rental Income: $1568 Traditional Rental Income: $2947 Airbnb ROI: -0.72% Traditional ROI: 2.35%
4460 Greenfield Way Drive Winston Salem, NC Step inside to find a bright and spacious living area with plenty of natural light, creati...	3 beds \| 2 baths \| 1,898 sq.ft.	$389,900	Airbnb cash on cash: 0.3% Traditional cash on cash: 3.56% Airbnb Rental Income: $1126 Traditional Rental Income: $1940 Airbnb ROI: 0.3% Traditional ROI: 3.56%
339 Junia Avenue Winston Salem, NC BACK ON THE MARKET! NO FAULT OF THE SELLER! Welcome to this beautifully updated bungalow-s...	3 beds \| 1 baths \| 1,147 sq.ft.	$185,000	Airbnb cash on cash: 2.46% Traditional cash on cash: 5.52% Airbnb Rental Income: $1126 Traditional Rental Income: $1288 Airbnb ROI: 2.46% Traditional ROI: 5.52%
910 Forestglen Drive Winston Salem, NC In small subdivision off Peace Haven, 910 Forestglen Dr is ready for its next owners! A so...	3 beds \| 2 baths \| 1,820 sq.ft.	$320,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 4.66% Airbnb Rental Income: $1126 Traditional Rental Income: $1921 Airbnb ROI: 0.76% Traditional ROI: 4.66%
1153 Twin Oak Drive Winston Salem, NC Spacious and secure home located in the serene neighborhood of Pine Brook majestically ove...	3 beds \| 2 baths \| 1,800 sq.ft.	$303,000	Airbnb cash on cash: 0.78% Traditional cash on cash: 3.23% Airbnb Rental Income: $1126 Traditional Rental Income: $1448 Airbnb ROI: 0.78% Traditional ROI: 3.23%
238 Bond Street Winston Salem, NC 2 BD / 1 BA property in Washington Park features a functional layout with spacious living ...	2 beds \| 1 baths \| 773 sq.ft.	$140,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 6.74% Airbnb Rental Income: $857 Traditional Rental Income: $1211 Airbnb ROI: 1.63% Traditional ROI: 6.74%
728 W Banner Avenue Winston Salem, NC Better than new in a wonderful neighborhood. This home has been completely reimagined from...	4 beds \| 2 baths \| 1,680 sq.ft.	$369,000	Airbnb cash on cash: 1.49% Traditional cash on cash: 3.42% Airbnb Rental Income: $1568 Traditional Rental Income: $1788 Airbnb ROI: 1.49% Traditional ROI: 3.42%
125 Millers Crossing Court Winston Salem, NC Prime Ardmore property, beautifully updated for modern comfort while maintaining charm and...	3 beds \| 3 baths \| 1,876 sq.ft.	$425,000	Airbnb cash on cash: 0.01% Traditional cash on cash: 2.99% Airbnb Rental Income: $1126 Traditional Rental Income: $1938 Airbnb ROI: 0.01% Traditional ROI: 2.99%
641 Willowbrook Lane Winston Salem, NC Tucked on a generous fenced lot, this home offers more usable space than meets the eye, in...	2 beds \| 2 baths \| 951 sq.ft.	$232,500	Airbnb cash on cash: 0.19% Traditional cash on cash: 3.54% Airbnb Rental Income: $857 Traditional Rental Income: $1262 Airbnb ROI: 0.19% Traditional ROI: 3.54%
884 Northwind Drive Winston Salem, NC OPEN SUNDAY,5/17 from 2-4!One-of-a kind custom build French Provincial inspired home perch...	4 beds \| 3 baths \| 3,347 sq.ft.	$569,900	Airbnb cash on cash: 0.43% Traditional cash on cash: 2.59% Airbnb Rental Income: $1568 Traditional Rental Income: $2267 Airbnb ROI: 0.43% Traditional ROI: 2.59%
5005 Mayberry Lane Winston Salem, NC Welcome to this beautifully maintained all-brick home in desirable Winston-Salem offering ...	4 beds \| 4 baths \| 3,309 sq.ft.	$640,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 2.57% Airbnb Rental Income: $1568 Traditional Rental Income: $2619 Airbnb ROI: 0.06% Traditional ROI: 2.57%
4975 Saponi Village Trail Winston Salem, NC Well-maintained one-level home in a convenient location near shopping, restaurants, medica...	3 beds \| 2 baths \| 1,219 sq.ft.	$259,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 4.29% Airbnb Rental Income: $1126 Traditional Rental Income: $1541 Airbnb ROI: 1.05% Traditional ROI: 4.29%
1708 Briar Lake Road Winston Salem, NC Beautiful 4-bedroom, 3.5-bath home nestled in the Huntington Woods neighborhood! 1708 Bria...	4 beds \| 4 baths \| 3,493 sq.ft.	$515,000	Airbnb cash on cash: 0.42% Traditional cash on cash: 2.36% Airbnb Rental Income: $1568 Traditional Rental Income: $2049 Airbnb ROI: 0.42% Traditional ROI: 2.36%
1150 Red Sage Road Winston Salem, NC Welcome home to this beautifully updated 3-bedroom, 2-bath ranch in an established neighbo...	3 beds \| 2 baths \| 1,021 sq.ft.	$249,900	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.89% Airbnb Rental Income: $1126 Traditional Rental Income: $1616 Airbnb ROI: 1.22% Traditional ROI: 4.89%
565 Knob View Drive Winston Salem, NC Welcome to 565 Knob View Dr- Tucked away on a secluded lot with over 2 acres, this stunnin...	4 beds \| 4 baths \| 4,476 sq.ft.	$795,000	Airbnb cash on cash: -0.5% Traditional cash on cash: 3.73% Airbnb Rental Income: $1568 Traditional Rental Income: $4249 Airbnb ROI: -0.5% Traditional ROI: 3.73%
101 Maple Hill Court Winston Salem, NC Motivated Sellers! REDUCED PRICE! SCHEDULE TODAY! Priced well below recent comparable sale...	3 beds \| 2 baths \| 1,672 sq.ft.	$269,000	Airbnb cash on cash: -0.2% Traditional cash on cash: 4.2% Airbnb Rental Income: $1126 Traditional Rental Income: $1866 Airbnb ROI: -0.2% Traditional ROI: 4.2%
1716 Camden Road Winston Salem, NC Nestled in Ardmore, this charming 3 bed, 2 bath offers plenty of space for family, guests,...	3 beds \| 2 baths \| 1,292 sq.ft.	$270,000	Airbnb cash on cash: 0.96% Traditional cash on cash: 4.53% Airbnb Rental Income: $1126 Traditional Rental Income: $1660 Airbnb ROI: 0.96% Traditional ROI: 4.53%
612 Rittenhouse Court Winston Salem, NC Beautifully maintained 3 BDR, 2.5 BTH brick home in sought-after New Sherwood under $500K!...	3 beds \| 3 baths \| 2,547 sq.ft.	$465,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 3.14% Airbnb Rental Income: $1126 Traditional Rental Income: $2321 Airbnb ROI: -0.47% Traditional ROI: 3.14%
901 Kinloch Drive Winston Salem, NC PRICE ADJUSTMENT-It's like getting the (2025 (12k)) auto-start generator for free. RARE FI...	3 beds \| 2 baths \| 1,809 sq.ft.	$464,910	Airbnb cash on cash: -0.48% Traditional cash on cash: 2.54% Airbnb Rental Income: $1126 Traditional Rental Income: $2063 Airbnb ROI: -0.48% Traditional ROI: 2.54%
4429 Eagles Nest Drive Winston Salem, NC DON'T MISS THIS GEM! Tucked away on a quiet street in the ever popular Kingstree neighborh...	4 beds \| 3 baths \| 1,819 sq.ft.	$282,500	Airbnb cash on cash: 2.18% Traditional cash on cash: 6.11% Airbnb Rental Income: $1568 Traditional Rental Income: $2163 Airbnb ROI: 2.18% Traditional ROI: 6.11%
625 S Green Street Winston Salem, NC Welcome to 625 S Green St. This beautifully maintained home is full of charm. Step inside ...	3 beds \| 2 baths \| 1,773 sq.ft.	$379,000	Airbnb cash on cash: 0.47% Traditional cash on cash: 3.69% Airbnb Rental Income: $1126 Traditional Rental Income: $1894 Airbnb ROI: 0.47% Traditional ROI: 3.69%
315 N Spruce Street #307 Winston Salem, NC Downtown living at its finest awaits in the charming, historic YMCA building! This beautif...	1 beds \| 2 baths \| 942 sq.ft.	$225,000	Airbnb cash on cash: -1.39% Traditional cash on cash: 2.38% Airbnb Rental Income: $713 Traditional Rental Income: $1208 Airbnb ROI: -1.39% Traditional ROI: 2.38%
3033 Kinnamon Road Winston Salem, NC This gorgeous 4 bedroom, 3 bathroom home in convenient Country Club Estates location is up...	4 beds \| 3 baths \| 2,048 sq.ft.	$415,000	Airbnb cash on cash: 1.02% Traditional cash on cash: 4.58% Airbnb Rental Income: $1568 Traditional Rental Income: $2502 Airbnb ROI: 1.02% Traditional ROI: 4.58%
3814 Country Club Road #E Winston Salem, NC This two-bedroom, one bathroom condo presents a solid investment opportunity with income g...	2 beds \| 1 baths \| 864 sq.ft.	$105,000	Airbnb cash on cash: 0.19% Traditional cash on cash: 5.67% Airbnb Rental Income: $857 Traditional Rental Income: $1083 Airbnb ROI: 0.19% Traditional ROI: 5.67%
1974 Denise Lane Winston Salem, NC Price improvement! Welcome to this 3 bedroom, 2 bath home in Winston Salem where comfort m...	3 beds \| 2 baths \| 1,299 sq.ft.	$269,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 4.33% Airbnb Rental Income: $1126 Traditional Rental Income: $1613 Airbnb ROI: 0.93% Traditional ROI: 4.33%
1916 Chateau Ridge Winston Salem, NC Tucked among mature trees, this one-of-a-kind A-frame retreat offers rare privacy right in...	3 beds \| 3 baths \| 1,883 sq.ft.	$325,000	Airbnb cash on cash: 0.08% Traditional cash on cash: 3.21% Airbnb Rental Income: $1126 Traditional Rental Income: $1706 Airbnb ROI: 0.08% Traditional ROI: 3.21%
332 Cutty Sark Road Winston Salem, NC Welcome to 332 Cutty Sark Rd, where comfort meets elegance. The living room is graced with...	3 beds \| 2 baths \| 1,999 sq.ft.	$334,000	Airbnb cash on cash: 0.37% Traditional cash on cash: 4.21% Airbnb Rental Income: $1126 Traditional Rental Income: $1955 Airbnb ROI: 0.37% Traditional ROI: 4.21%
1224 Pinebluff Road Winston Salem, NC HUGE PRICE REDUCTION! Incredibly location situated between both hospitals and minutes to t...	3 beds \| 3 baths \| 2,050 sq.ft.	$324,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 5.19% Airbnb Rental Income: $1126 Traditional Rental Income: $2135 Airbnb ROI: 0.66% Traditional ROI: 5.19%
1602 Preston Woods Drive Winston Salem, NC Discover the ease of single-level living in this meticulously loved 2-bedroom, 2-bath end-...	2 beds \| 2 baths \| 1,173 sq.ft.	$255,000	Airbnb cash on cash: -0.37% Traditional cash on cash: 4% Airbnb Rental Income: $857 Traditional Rental Income: $1578 Airbnb ROI: -0.37% Traditional ROI: 4%
300 Castellum Square Winston Salem, NC This immaculate luxury townhome in sought after Friedberg Village is a hidden treasure wit...	3 beds \| 3 baths \| 2,259 sq.ft.	$399,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 3.25% Airbnb Rental Income: $1126 Traditional Rental Income: $2046 Airbnb ROI: -0.22% Traditional ROI: 3.25%
856 Bellview Street Winston Salem, NC PRICE IMPROVEMENT + MOTIVATED SELLERS !!! Welcome to this charming Ardmore home in Winston...	4 beds \| 2 baths \| 1,931 sq.ft.	$419,500	Airbnb cash on cash: 0.99% Traditional cash on cash: 3.67% Airbnb Rental Income: $1568 Traditional Rental Income: $2173 Airbnb ROI: 0.99% Traditional ROI: 3.67%
1834 Brantley Street Winston Salem, NC Open House Sunday 5/3 2-4PM! Charming, bright 4 bedroom, 2 bath home in the desirable Ardm...	4 beds \| 2 baths \| 1,542 sq.ft.	$399,000	Airbnb cash on cash: 1.27% Traditional cash on cash: 3.01% Airbnb Rental Income: $1568 Traditional Rental Income: $1769 Airbnb ROI: 1.27% Traditional ROI: 3.01%
4140 Willmeade Drive Winston Salem, NC Welcome to this charming, well-maintained ranch-style home. Beautiful hardwood floors gree...	3 beds \| 2 baths \| 1,604 sq.ft.	$279,900	Airbnb cash on cash: 0.9% Traditional cash on cash: 4.9% Airbnb Rental Income: $1126 Traditional Rental Income: $1805 Airbnb ROI: 0.9% Traditional ROI: 4.9%
4448 OLD BELEWS CREEK RD Winston Salem, NC Invest with success and buy through Auction.com. This bank-owned investment property is a ...	3 beds \| 2 baths \| 1,335 sq.ft.	$226,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 6.11% Airbnb Rental Income: $1126 Traditional Rental Income: $1692 Airbnb ROI: 1.7% Traditional ROI: 6.11%
2855 Loch Drive Winston Salem, NC Charming 3-bedroom, 2-bath home located in the Town and Country subdivision. Hardwoods run...	3 beds \| 2 baths \| 1,423 sq.ft.	$349,900	Airbnb cash on cash: 0.43% Traditional cash on cash: 3.45% Airbnb Rental Income: $1126 Traditional Rental Income: $1743 Airbnb ROI: 0.43% Traditional ROI: 3.45%

Real Estate investment in Winston-salem, NC

There are 599 properties for sale in the city of Winston Salem . The median list price in Winston Salem is $308,990 and the average price per square foot is $157. In May 2026, the average monthly cash on cash return in Winston Salem is 4.00%. The average monthly rental income in Winston Salem is $1,903.

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

There are 599 investment properties available for sale in Winston-salem.

In 2026, the best neighborhood to buy investment property is Winston Salem.

The ROI for Long-Term is higher than the Short-Term in Winston-salem with average rental income of $1,903.

Your search for investment property begins and ends here

Investment Property for Sale in Winston Salem, NC

1001 Madison Avenue

Winston Salem, NC

3 beds | 1 baths | 1,161 sq.ft.

$315,000

Airbnb cash on cash: 0.19%

Traditional cash on cash: 2.33%

Airbnb Rental Income: $1126

Traditional Rental Income: $1383

Airbnb ROI: 0.19%

Traditional ROI: 2.33%

131 Carter Circle

Winston Salem, NC

2 beds | 1 baths | 993 sq.ft.

$269,000

Airbnb cash on cash: 0.13%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $857

Traditional Rental Income: $1396

Airbnb ROI: 0.13%

Traditional ROI: 3.56%

1005 Franklin Street

Winston Salem, NC

3 beds | 2 baths | 1,938 sq.ft.

$359,900

Airbnb cash on cash: 0.64%

Traditional cash on cash: 3.44%

Airbnb Rental Income: $1126

Traditional Rental Income: $1696

Airbnb ROI: 0.64%

Traditional ROI: 3.44%

6130 Narrow Way Lane

Winston Salem, NC

3 beds | 2 baths | 2,152 sq.ft.

$399,000

Airbnb cash on cash: 0.38%

Traditional cash on cash: 4.01%

Airbnb Rental Income: $1126

Traditional Rental Income: $2106

Airbnb ROI: 0.38%

Traditional ROI: 4.01%

4090 Carriage Manor Cove

Winston Salem, NC

4 beds | 3 baths | 3,359 sq.ft.

$1,188,000

Airbnb cash on cash: -0.45%

Traditional cash on cash: 0.6%

Airbnb Rental Income: $1568

Traditional Rental Income: $2285

Airbnb ROI: -0.45%

Traditional ROI: 0.6%

104 Westhaven Circle

Winston Salem, NC

4 beds | 4 baths | 3,302 sq.ft.

$639,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 2.35%

Airbnb Rental Income: $1568

Traditional Rental Income: $2947

Airbnb ROI: -0.72%

Traditional ROI: 2.35%

4460 Greenfield Way Drive

Winston Salem, NC

3 beds | 2 baths | 1,898 sq.ft.

$389,900

Airbnb cash on cash: 0.3%

Traditional cash on cash: 3.56%

Airbnb Rental Income: $1126

Traditional Rental Income: $1940

Airbnb ROI: 0.3%

Traditional ROI: 3.56%

339 Junia Avenue

Winston Salem, NC

3 beds | 1 baths | 1,147 sq.ft.

$185,000

Airbnb cash on cash: 2.46%

Traditional cash on cash: 5.52%

Airbnb Rental Income: $1126

Traditional Rental Income: $1288

Airbnb ROI: 2.46%