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
5348 Summer Hill Ln Winston Salem, NC Showings start Sept 1. At last - you found your gorgeous, sought-after craftsman siding ho...	4 beds \| 3 baths \| 3,379 sq.ft.	$995,000	Airbnb cash on cash: -0.59% Traditional cash on cash: 0.94% Airbnb Rental Income: $2110 Traditional Rental Income: $2983 Airbnb ROI: -0.59% Traditional ROI: 0.94%
1275 Thornhill Lane Winston Salem, NC Welcome to this beautifully updated three-bedroom, main-level-living home in the sought-af...	3 beds \| 2 baths \| 2,612 sq.ft.	$795,000	Airbnb cash on cash: -0.88% Traditional cash on cash: 0.63% Airbnb Rental Income: $1445 Traditional Rental Income: $2135 Airbnb ROI: -0.88% Traditional ROI: 0.63%
1005 Franklin Street Winston Salem, NC This charming bungalow blends timeless character w/thoughtful modern updates & features pl...	3 beds \| 2 baths \| 1,938 sq.ft.	$349,900	Airbnb cash on cash: 1.03% Traditional cash on cash: 3.11% Airbnb Rental Income: $1445 Traditional Rental Income: $1696 Airbnb ROI: 1.03% Traditional ROI: 3.11%
165 Forest View Dr Winston Salem, NC Location Location Location Country Club Rd. now that's a nice address. The Country Club is...	2 beds \| 2 baths \| 1,200 sq.ft.	$165,000	Airbnb cash on cash: 1.47% Traditional cash on cash: 5.48% Airbnb Rental Income: $1297 Traditional Rental Income: $1542 Airbnb ROI: 1.47% Traditional ROI: 5.48%
4005 Primrose Path Winston Salem, NC Check out this nice, affordable, 3 bedroom/2 bathroom home! Whether you are looking for an...	3 beds \| 2 baths \| 1,422 sq.ft.	$250,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 4.91% Airbnb Rental Income: $1445 Traditional Rental Income: $1705 Airbnb ROI: 1.99% Traditional ROI: 4.91%
4164 Shadetree Dr Winston Salem, NC Located on a quiet street, this beautifully maintained 3 bedroom, 2.5 bath home truly stan...	3 beds \| 2 baths \| 2,224 sq.ft.	$356,999	Airbnb cash on cash: 0.74% Traditional cash on cash: 4.36% Airbnb Rental Income: $1445 Traditional Rental Income: $2230 Airbnb ROI: 0.74% Traditional ROI: 4.36%
4818 Summer Hill Way Winston Salem, NC Welcome home to this gorgeous home nestled on a quiet cul-de-sac in the highly sought-afte...	4 beds \| 3 baths \| 3,899 sq.ft.	$1,075,000	Airbnb cash on cash: -0.66% Traditional cash on cash: 0.69% Airbnb Rental Income: $2110 Traditional Rental Income: $2918 Airbnb ROI: -0.66% Traditional ROI: 0.69%
4957 Lochraven Drive Winston Salem, NC Peaceful and private Kings Grant community. Inviting covered porch with swing or enjoyment...	3 beds \| 3 baths \| 1,468 sq.ft.	$295,000	Airbnb cash on cash: 1.3% Traditional cash on cash: 4.06% Airbnb Rental Income: $1445 Traditional Rental Income: $1784 Airbnb ROI: 1.3% Traditional ROI: 4.06%
4971 Stonington Rd Winston Salem, NC Back on market at no fault of sellers. Updated ranch-style home in a prime, convenient loc...	4 beds \| 3 baths \| 2,820 sq.ft.	$359,900	Airbnb cash on cash: 2.42% Traditional cash on cash: 5.77% Airbnb Rental Income: $2110 Traditional Rental Income: $2701 Airbnb ROI: 2.42% Traditional ROI: 5.77%
1030 Yorkshire Road Winston Salem, NC Here is your chance to own this lovely Sherwood Forest Home in Move-in-Ready condition! It...	4 beds \| 3 baths \| 2,832 sq.ft.	$545,000	Airbnb cash on cash: 1.11% Traditional cash on cash: 3.47% Airbnb Rental Income: $2110 Traditional Rental Income: $2772 Airbnb ROI: 1.11% Traditional ROI: 3.47%
4090 Carriage Manor Cv Winston Salem, NC The French Coves is an exquisitely tucked-away GEM - private, gated entrance leads to a tr...	4 beds \| 3 baths \| 3,359 sq.ft.	$1,125,000	Airbnb cash on cash: -0.83% Traditional cash on cash: -0.15% Airbnb Rental Income: $2110 Traditional Rental Income: $2285 Airbnb ROI: -0.83% Traditional ROI: -0.15%
4460 Greenfield Way Dr 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: 0.78% Traditional cash on cash: 3.31% Airbnb Rental Income: $1445 Traditional Rental Income: $1940 Airbnb ROI: 0.78% Traditional ROI: 3.31%
209 Brooks Landing Drive Winston Salem, NC Enjoy primarily one-level living in this beautiful brick home on a corner lot across from ...	3 beds \| 3 baths \| 3,202 sq.ft.	$499,900	Airbnb cash on cash: -0.59% Traditional cash on cash: 2.68% Airbnb Rental Income: $1445 Traditional Rental Income: $2544 Airbnb ROI: -0.59% Traditional ROI: 2.68%
235 Joplin Drive Winston Salem, NC 3 garage spaces! Stone & Brick Home Constantly Maintained & Improved. Encapsulated Crawl S...	4 beds \| 3 baths \| 2,838 sq.ft.	$639,900	Airbnb cash on cash: 0.96% Traditional cash on cash: 2.79% Airbnb Rental Income: $2110 Traditional Rental Income: $2664 Airbnb ROI: 0.96% Traditional ROI: 2.79%
200 Brooks Edge Dr Winston Salem, NC Welcome home to this beautiful 3-bedroom, 2-bath home built in 2007, offering a comfortabl...	3 beds \| 2 baths \| 1,378 sq.ft.	$290,000	Airbnb cash on cash: 1.28% Traditional cash on cash: 4.02% Airbnb Rental Income: $1445 Traditional Rental Income: $1763 Airbnb ROI: 1.28% Traditional ROI: 4.02%
1169 Academic Drive Winston Salem, NC Enjoy low-maintenance living in the gated Deacon Ridge Townhomes community! Priced below t...	3 beds \| 3 baths \| 1,371 sq.ft.	$220,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 4.24% Airbnb Rental Income: $1445 Traditional Rental Income: $1665 Airbnb ROI: 1.12% Traditional ROI: 4.24%
110 W Devonshire Street Winston Salem, NC Charming 1921 bungalow in the heart of Washington Park! This beautifully maintained 3-bedr...	3 beds \| 2 baths \| 1,628 sq.ft.	$315,000	Airbnb cash on cash: 1.12% Traditional cash on cash: 4.03% Airbnb Rental Income: $1445 Traditional Rental Income: $1878 Airbnb ROI: 1.12% Traditional ROI: 4.03%
220 Coghill Dr Winston Salem, NC PROFESSIONAL PHOTOS to be posted Monday Aug 24 at the latest. Welcome to this charming REM...	3 beds \| 2 baths \| 2,466 sq.ft.	$399,900	Airbnb cash on cash: 0.66% Traditional cash on cash: 4.25% Airbnb Rental Income: $1445 Traditional Rental Income: $2411 Airbnb ROI: 0.66% Traditional ROI: 4.25%
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: 4.26% Traditional cash on cash: 6.63% Airbnb Rental Income: $1297 Traditional Rental Income: $1211 Airbnb ROI: 4.26% Traditional ROI: 6.63%
1166 Augustine Heights Dr Winston Salem, NC Wyngate Village two bedroom, 2.5 bathroom, office and one car garage townhome. Main floor ...	2 beds \| 2 baths \| 1,653 sq.ft.	$294,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 4.54% Airbnb Rental Income: $1297 Traditional Rental Income: $2104 Airbnb ROI: 0.16% Traditional ROI: 4.54%
728 W Banner Ave 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.	$274,000	Airbnb cash on cash: 3.06% Traditional cash on cash: 3.84% Airbnb Rental Income: $2110 Traditional Rental Income: $1788 Airbnb ROI: 3.06% Traditional ROI: 3.84%
488 Lansdowne Pl Winston Salem, NC Bring the pumpkin spice & enjoy your favorite coffee on the back deck while enjoying those...	3 beds \| 2 baths \| 1,587 sq.ft.	$283,500	Airbnb cash on cash: 1.93% Traditional cash on cash: 3.98% Airbnb Rental Income: $1445 Traditional Rental Income: $1593 Airbnb ROI: 1.93% Traditional ROI: 3.98%
5005 Mayberry Ln Winston Salem, NC Welcome to this beautifully maintained all-brick home in desirable Winston-Salem offering ...	4 beds \| 3 baths \| 3,309 sq.ft.	$625,000	Airbnb cash on cash: 0.86% Traditional cash on cash: 2.66% Airbnb Rental Income: $2110 Traditional Rental Income: $2619 Airbnb ROI: 0.86% Traditional ROI: 2.66%
706 Chester Road Winston Salem, NC Fully updated ranch on a private, wooded 0.92-acre lot in sought-after Old Sherwood Forest...	3 beds \| 4 baths \| 2,552 sq.ft.	$629,000	Airbnb cash on cash: -0.18% Traditional cash on cash: 3.16% Airbnb Rental Income: $1445 Traditional Rental Income: $2975 Airbnb ROI: -0.18% Traditional ROI: 3.16%
1150 Red Sage Rd Winston Salem, NC Back on the market through no fault of the seller-don't miss your second chance! This move...	3 beds \| 2 baths \| 1,021 sq.ft.	$239,900	Airbnb cash on cash: 2.03% Traditional cash on cash: 4.68% Airbnb Rental Income: $1445 Traditional Rental Income: $1616 Airbnb ROI: 2.03% Traditional ROI: 4.68%
134 Rivertree Ln Winston Salem, NC This move-in-ready low maintenance condo checks all the boxes. Conveniently located near s...	2 beds \| 2 baths \| 1,054 sq.ft.	$158,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 5.92% Airbnb Rental Income: $1297 Traditional Rental Income: $1542 Airbnb ROI: 1.64% Traditional ROI: 5.92%
2301 Griffith Road Winston Salem, NC Rare opportunity! This spacious brick rancher sits on over 5 beautiful acres in a highly s...	3 beds \| 4 baths \| 2,707 sq.ft.	$600,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 2.62% Airbnb Rental Income: $1445 Traditional Rental Income: $2499 Airbnb ROI: -0.03% Traditional ROI: 2.62%
4357 Old Greensboro Road Winston Salem, NC Move-in ready, this ranch-style home is perfectly positioned on a spacious 0.33-acre corne...	3 beds \| 2 baths \| 1,527 sq.ft.	$255,000	Airbnb cash on cash: 2.37% Traditional cash on cash: 4.96% Airbnb Rental Income: $1445 Traditional Rental Income: $1639 Airbnb ROI: 2.37% Traditional ROI: 4.96%
565 Knob View Dr Winston Salem, NC Welcome to 565 Knob View Dr- Tucked away on a secluded lot with over 2 acres, this stunnin...	4 beds \| 3 baths \| 4,476 sq.ft.	$795,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 3.64% Airbnb Rental Income: $2110 Traditional Rental Income: $4249 Airbnb ROI: 0.02% Traditional ROI: 3.64%
2921 Bittersweet Rd Winston Salem, NC Welcome to 2921 Bittersweet Road in Winston-Salem, offering space, flexibility, and outdoo...	4 beds \| 2 baths \| 1,719 sq.ft.	$284,900	Airbnb cash on cash: 3.47% Traditional cash on cash: 3.96% Airbnb Rental Income: $2110 Traditional Rental Income: $1704 Airbnb ROI: 3.47% Traditional ROI: 3.96%
309 Hambrick Ct Winston Salem, NC Enjoy the ease of main-level living in this beautifully updated 4-bedroom, 3-bath home. Th...	4 beds \| 3 baths \| 2,540 sq.ft.	$439,900	Airbnb cash on cash: 0.71% Traditional cash on cash: 2.66% Airbnb Rental Income: $2110 Traditional Rental Income: $2407 Airbnb ROI: 0.71% Traditional ROI: 2.66%
1008 Madison Avenue Winston Salem, NC Quaint renovated cottage convenient to parks and shopping. This home features an abundant ...	2 beds \| 1 baths \| 904 sq.ft.	$252,500	Airbnb cash on cash: 1.3% Traditional cash on cash: 3.51% Airbnb Rental Income: $1297 Traditional Rental Income: $1420 Airbnb ROI: 1.3% Traditional ROI: 3.51%
803 Miller Street Winston Salem, NC This captivating 1923 historic Ardmore home beautifully blends original character with sop...	3 beds \| 3 baths \| 2,348 sq.ft.	$730,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 1.83% Airbnb Rental Income: $1445 Traditional Rental Income: $2575 Airbnb ROI: -0.47% Traditional ROI: 1.83%
836 Oak St #306 Winston Salem, NC Experience the perfect blend of historic charm and modern comfort in this beautiful first-...	1 beds \| 1 baths \| 712 sq.ft.	$234,900	Airbnb cash on cash: -1.26% Traditional cash on cash: 1.4% Airbnb Rental Income: $852 Traditional Rental Income: $1113 Airbnb ROI: -1.26% Traditional ROI: 1.4%
612 Rittenhouse Court Winston Salem, NC Looking for low-maintenance living without giving up the comfort and character of a single...	3 beds \| 3 baths \| 2,547 sq.ft.	$449,900	Airbnb cash on cash: -0.22% Traditional cash on cash: 2.88% Airbnb Rental Income: $1445 Traditional Rental Income: $2321 Airbnb ROI: -0.22% Traditional ROI: 2.88%
4104 Benton Creek Drive Winston Salem, NC Welcome home to this beautiful two-story traditional home in the convenient Bay Creek neig...	3 beds \| 3 baths \| 2,602 sq.ft.	$389,000	Airbnb cash on cash: 0.46% Traditional cash on cash: 4.12% Airbnb Rental Income: $1445 Traditional Rental Income: $2351 Airbnb ROI: 0.46% Traditional ROI: 4.12%
2641 Atwood Road Winston Salem, NC Whether you're looking for your first home, more space to spread out, or an investment in ...	3 beds \| 2 baths \| 1,847 sq.ft.	$305,000	Airbnb cash on cash: 1.44% Traditional cash on cash: 4.37% Airbnb Rental Income: $1445 Traditional Rental Income: $1857 Airbnb ROI: 1.44% Traditional ROI: 4.37%
1817 Fairview Blvd Winston Salem, NC Welcome home to this charming one-level brick home in Winston-Salem! Featuring 3 bedrooms ...	3 beds \| 1 baths \| 1,685 sq.ft.	$274,900	Airbnb cash on cash: 1.38% Traditional cash on cash: 4.12% Airbnb Rental Income: $1445 Traditional Rental Income: $1749 Airbnb ROI: 1.38% Traditional ROI: 4.12%
3771 Holmes Creek Pl #201 Winston Salem, NC Carpet free living in this 2 bedroom 2 full bath condo located on the second level. Both b...	2 beds \| 2 baths \| 1,216 sq.ft.	$169,500	Airbnb cash on cash: 1.69% Traditional cash on cash: 6.45% Airbnb Rental Income: $1297 Traditional Rental Income: $1683 Airbnb ROI: 1.69% Traditional ROI: 6.45%
4711 Evie Ct Winston Salem, NC Price reduced! Welcome to 4711 Evie Court in Rierson Farm, where newer construction meets ...	3 beds \| 2 baths \| 2,024 sq.ft.	$355,000	Airbnb cash on cash: 1.13% Traditional cash on cash: 4.34% Airbnb Rental Income: $1445 Traditional Rental Income: $2085 Airbnb ROI: 1.13% Traditional ROI: 4.34%

Real Estate investment in Winston-salem, NC

There are 1,167 properties for sale in the city of Winston Salem . The median list price in Winston Salem is $299,900 and the average price per square foot is $155. In October 2026, the average monthly cash on cash return in Winston Salem is 4.00%. The average monthly rental income in Winston Salem is $1,843.

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

There are 1,167 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 $1,843.

Your search for investment property begins and ends here

Investment Property for Sale in Winston Salem, NC

5348 Summer Hill Ln

Winston Salem, NC

4 beds | 3 baths | 3,379 sq.ft.

$995,000

Airbnb cash on cash: -0.59%

Traditional cash on cash: 0.94%

Airbnb Rental Income: $2110

Traditional Rental Income: $2983

Airbnb ROI: -0.59%

Traditional ROI: 0.94%

1275 Thornhill Lane

Winston Salem, NC

3 beds | 2 baths | 2,612 sq.ft.

$795,000

Airbnb cash on cash: -0.88%

Traditional cash on cash: 0.63%

Airbnb Rental Income: $1445

Traditional Rental Income: $2135

Airbnb ROI: -0.88%

Traditional ROI: 0.63%

1005 Franklin Street

Winston Salem, NC

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

$349,900

Airbnb cash on cash: 1.03%

Traditional cash on cash: 3.11%

Airbnb Rental Income: $1445

Traditional Rental Income: $1696

Airbnb ROI: 1.03%

Traditional ROI: 3.11%

165 Forest View Dr

Winston Salem, NC

2 beds | 2 baths | 1,200 sq.ft.

$165,000

Airbnb cash on cash: 1.47%

Traditional cash on cash: 5.48%

Airbnb Rental Income: $1297

Traditional Rental Income: $1542

Airbnb ROI: 1.47%

Traditional ROI: 5.48%

4005 Primrose Path

Winston Salem, NC

3 beds | 2 baths | 1,422 sq.ft.

$250,000

Airbnb cash on cash: 1.99%

Traditional cash on cash: 4.91%

Airbnb Rental Income: $1445

Traditional Rental Income: $1705

Airbnb ROI: 1.99%

Traditional ROI: 4.91%

4164 Shadetree Dr

Winston Salem, NC

3 beds | 2 baths | 2,224 sq.ft.

$356,999

Airbnb cash on cash: 0.74%

Traditional cash on cash: 4.36%

Airbnb Rental Income: $1445

Traditional Rental Income: $2230

Airbnb ROI: 0.74%

Traditional ROI: 4.36%

4818 Summer Hill Way

Winston Salem, NC

4 beds | 3 baths | 3,899 sq.ft.

$1,075,000

Airbnb cash on cash: -0.66%

Traditional cash on cash: 0.69%

Airbnb Rental Income: $2110

Traditional Rental Income: $2918

Airbnb ROI: -0.66%

Traditional ROI: 0.69%

4957 Lochraven Drive

Winston Salem, NC

3 beds | 3 baths | 1,468 sq.ft.

$295,000

Airbnb cash on cash: 1.3%

Traditional cash on cash: 4.06%

Airbnb Rental Income: $1445

Traditional Rental Income: $1784

Airbnb ROI: 1.3%