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
400 W 4th St #301 Winston Salem, NC Stunning 2 Bed 2 Full Bath Condo located in downtown Winston-Salem. This immaculate modern...	2 beds \| 2 baths \| 1,436 sq.ft.	$550,000	Airbnb cash on cash: -2.18% Traditional cash on cash: -0.22% Airbnb Rental Income: $1214 Traditional Rental Income: $1829 Airbnb ROI: -2.18% Traditional ROI: -0.22%
400 W 4th St #508 Winston Salem, NC One of only two 2-story units at Twin City Lofts. Enter on 5th floor into a dramatic open ...	2 beds \| 2 baths \| 1,996 sq.ft.	$749,900	Airbnb cash on cash: -2.39% Traditional cash on cash: -0.5% Airbnb Rental Income: $1214 Traditional Rental Income: $2147 Airbnb ROI: -2.39% Traditional ROI: -0.5%
3512 Summerfield Ln Winston Salem, NC Rare in today's market: Affordable, move-in ready 2-story in one of Winston's more sought ...	4 beds \| 2 baths \| 2,605 sq.ft.	$399,000	Airbnb cash on cash: 2.19% Traditional cash on cash: 3.62% Airbnb Rental Income: $2110 Traditional Rental Income: $2101 Airbnb ROI: 2.19% Traditional ROI: 3.62%
1889 Faculty Dr Winston Salem, NC Transformed from a traditional ranch to a fabulous in-town getaway on WFU campus, this is ...	3 beds \| 2 baths \| 1,983 sq.ft.	$590,000	Airbnb cash on cash: 0.06% Traditional cash on cash: 1.74% Airbnb Rental Income: $1330 Traditional Rental Income: $1849 Airbnb ROI: 0.06% Traditional ROI: 1.74%
5754 Stanleyville Dr Winston Salem, NC Rare find in Winston-Salem! 3.88 acres with THREE homes, and tons of privacy! Main home is...	3 beds \| 2 baths \| 2,030 sq.ft.	$495,000	Airbnb cash on cash: 0.16% Traditional cash on cash: 2.38% Airbnb Rental Income: $1330 Traditional Rental Income: $1960 Airbnb ROI: 0.16% Traditional ROI: 2.38%
4715 Beckel Rd Winston Salem, NC Fabulous easy living one level home on a tall crawl space. Vaulted ceiling and bay windows...	3 beds \| 2 baths \| 1,107 sq.ft.	$245,000	Airbnb cash on cash: -3.29% Traditional cash on cash: -1.6% Airbnb Rental Income: $1330 Traditional Rental Income: $1309 Airbnb ROI: -3.29% Traditional ROI: -1.6%
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: 0.76% Traditional cash on cash: 4.64% Airbnb Rental Income: $1330 Traditional Rental Income: $2230 Airbnb ROI: 0.76% Traditional ROI: 4.64%
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: 0.18% Traditional cash on cash: 1.53% Airbnb Rental Income: $2110 Traditional Rental Income: $2918 Airbnb ROI: 0.18% Traditional ROI: 1.53%
3389 Tinley Park Dr Winston Salem, NC UPDATED Home has New floors on both levels, New appliances, stove, dishwasher & refrigerat...	3 beds \| 2 baths \| 1,631 sq.ft.	$250,000	Airbnb cash on cash: 2.05% Traditional cash on cash: 4.43% Airbnb Rental Income: $1330 Traditional Rental Income: $1482 Airbnb ROI: 2.05% Traditional ROI: 4.43%
4971 Stonington Rd Winston Salem, NC Updated ranch-style home in a prime, convenient location. Beautiful hardwoods flow through...	4 beds \| 3 baths \| 2,820 sq.ft.	$359,900	Airbnb cash on cash: 2.7% Traditional cash on cash: 5.96% Airbnb Rental Income: $2110 Traditional Rental Income: $2701 Airbnb ROI: 2.7% Traditional ROI: 5.96%
2105 Stone Ridge Pl Winston Salem, NC Award winning custom home with stunning details offering the best of one-level and outdoor...	3 beds \| 3 baths \| 4,031 sq.ft.	$680,000	Airbnb cash on cash: -0.22% Traditional cash on cash: 0.63% Airbnb Rental Income: $1330 Traditional Rental Income: $1457 Airbnb ROI: -0.22% Traditional ROI: 0.63%
3010 Hope Valley Rd Winston Salem, NC Check out 3010 Hope Valley Rd, arranged for everyday practicality, providing a comforting ...	3 beds \| 2 baths \| 1,769 sq.ft.	$330,000	Airbnb cash on cash: 0.71% Traditional cash on cash: 3.62% Airbnb Rental Income: $1330 Traditional Rental Income: $1885 Airbnb ROI: 0.71% Traditional ROI: 3.62%
428 S Main St Winston Salem, NC A Treasure in Old Salem! Dr. John Francis Shaffner House! Built in 1873 w/1913 Addition. R...	5 beds \| 5 baths \| 7,113 sq.ft.	$2,395,000	Airbnb cash on cash: -0.19% Traditional cash on cash: 0.54% Airbnb Rental Income: $3131 Traditional Rental Income: $4033 Airbnb ROI: -0.19% Traditional ROI: 0.54%
4090 Carriage Manor Cv 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.	$1,140,000	Airbnb cash on cash: -0.03% Traditional cash on cash: 0.63% Airbnb Rental Income: $2110 Traditional Rental Income: $2285 Airbnb ROI: -0.03% Traditional ROI: 0.63%
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: 0.77% Traditional cash on cash: 3.56% Airbnb Rental Income: $1330 Traditional Rental Income: $1940 Airbnb ROI: 0.77% Traditional ROI: 3.56%
5360 Summer Hill Ln Winston Salem, NC HBA 2017 Association House built by Veritas Construction! Private wooded lot. Wrap around ...	4 beds \| 4 baths \| 4,052 sq.ft.	$1,299,900	Airbnb cash on cash: 0% Traditional cash on cash: 0.84% Airbnb Rental Income: $2110 Traditional Rental Income: $2593 Airbnb ROI: 0% Traditional ROI: 0.84%
209 Brooks Landing Dr 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: -0.16% Traditional cash on cash: 3.18% Airbnb Rental Income: $1330 Traditional Rental Income: $2544 Airbnb ROI: -0.16% Traditional ROI: 3.18%
3432 Kinnamon Rd Winston Salem, NC Original owner of this brick, 4 bed rancher offers Refinished hardwoods in LR and UL bedro...	3 beds \| 1 baths \| 2,080 sq.ft.	$329,900	Airbnb cash on cash: 0.92% Traditional cash on cash: 2.18% Airbnb Rental Income: $1330 Traditional Rental Income: $1328 Airbnb ROI: 0.92% Traditional ROI: 2.18%
850 Minorcas Rd Winston Salem, NC Wonderful ML living in convenient location, minutes from WFU University. Low maintenance b...	3 beds \| 3 baths \| 2,401 sq.ft.	$325,000	Airbnb cash on cash: 1.15% Traditional cash on cash: 4.84% Airbnb Rental Income: $1330 Traditional Rental Income: $2047 Airbnb ROI: 1.15% Traditional ROI: 4.84%
3464 Waterwheel Cir Winston Salem, NC Wonderful single level living. Convenient to highways, shopping and dining! Open floor pl...	2 beds \| 2 baths \| 1,594 sq.ft.	$355,000	Airbnb cash on cash: -0.62% Traditional cash on cash: 1.67% Airbnb Rental Income: $1214 Traditional Rental Income: $1630 Airbnb ROI: -0.62% Traditional ROI: 1.67%
2357 Parkway Dr Winston Salem, NC Charming Ardmore Cottage! Convenient to everything! Walk to Miller Park, Resturants & Hosp...	3 beds \| 1 baths \| 1,090 sq.ft.	$285,000	Airbnb cash on cash: 1.48% Traditional cash on cash: 3.2% Airbnb Rental Income: $1330 Traditional Rental Income: $1396 Airbnb ROI: 1.48% Traditional ROI: 3.2%
1153 Twin Oak Dr Winston Salem, NC ADDITIONAL PRICE ADJUSTMENT!!! Spacious and home located in the serene neighborhood of Pin...	3 beds \| 2 baths \| 1,800 sq.ft.	$288,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 3.45% Airbnb Rental Income: $1330 Traditional Rental Income: $1448 Airbnb ROI: 1.5% Traditional ROI: 3.45%
724 S Sunset Dr Winston Salem, NC MUST SEE! Beautiful cottage, fully updated inside and out. Close to both major hospitals a...	3 beds \| 2 baths \| 1,536 sq.ft.	$279,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 3.14% Airbnb Rental Income: $1330 Traditional Rental Income: $1383 Airbnb ROI: 1.49% Traditional ROI: 3.14%
238 Bond St 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: 3.85% Traditional cash on cash: 6.74% Airbnb Rental Income: $1214 Traditional Rental Income: $1211 Airbnb ROI: 3.85% Traditional ROI: 6.74%
1751 Overcreek Cir Winston Salem, NC Charming home with exceptional curb appeal, featuring a covered front porch perfect for re...	3 beds \| 2 baths \| 1,622 sq.ft.	$274,900	Airbnb cash on cash: 1.98% Traditional cash on cash: 6.22% Airbnb Rental Income: $1330 Traditional Rental Income: $2018 Airbnb ROI: 1.98% Traditional ROI: 6.22%
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: 0.29% Traditional cash on cash: 4.84% Airbnb Rental Income: $1214 Traditional Rental Income: $2104 Airbnb ROI: 0.29% Traditional ROI: 4.84%
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.	$325,000	Airbnb cash on cash: 3.12% Traditional cash on cash: 3.81% Airbnb Rental Income: $2110 Traditional Rental Income: $1788 Airbnb ROI: 3.12% Traditional ROI: 3.81%
2105 Morning Star Ln Winston Salem, NC Beautifully Updated Inside & Out. Secluded & Private Double Lot on Dead End Road. Open Flo...	4 beds \| 3 baths \| 2,439 sq.ft.	$450,000	Airbnb cash on cash: 1.99% Traditional cash on cash: 3.04% Airbnb Rental Income: $2110 Traditional Rental Income: $2010 Airbnb ROI: 1.99% Traditional ROI: 3.04%
1445 Meadowlands Dr Winston Salem, NC Contact Earla Clark for more information on this home 336-306-0448OPEN HOUSE MARCH 10, 2-4...	3 beds \| 2 baths \| 2,683 sq.ft.	$485,000	Airbnb cash on cash: 0.32% Traditional cash on cash: 2.65% Airbnb Rental Income: $1330 Traditional Rental Income: $2010 Airbnb ROI: 0.32% Traditional ROI: 2.65%
1940 Darwick Rd Winston Salem, NC This house is a little gem! It could be an investment home or make it your own. Atrium win...	2 beds \| 1 baths \| 870 sq.ft.	$194,900	Airbnb cash on cash: 2.48% Traditional cash on cash: 4.25% Airbnb Rental Income: $1214 Traditional Rental Income: $1160 Airbnb ROI: 2.48% Traditional ROI: 4.25%
3125 Arrowcrest Pl Winston Salem, NC Great location, just minutes from downtown with easy access to WS, Kernersville, Greensbor...	3 beds \| 2 baths \| 2,066 sq.ft.	$344,000	Airbnb cash on cash: 1% Traditional cash on cash: 3.68% Airbnb Rental Income: $1330 Traditional Rental Income: $1785 Airbnb ROI: 1% Traditional ROI: 3.68%
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%
3820 Country Club Rd #E Winston Salem, NC Enjoy easy, low-maintenance living in this charming 2-bedroom, 1-bath condo conveniently l...	2 beds \| 1 baths \| 880 sq.ft.	$95,000	Airbnb cash on cash: 3.76% Traditional cash on cash: 7.68% Airbnb Rental Income: $1214 Traditional Rental Income: $1185 Airbnb ROI: 3.76% Traditional ROI: 7.68%
3864 Foliage Dr Winston Salem, NC Check out this spacious 4 Bedroom home features a huge master bedroom, separate dining roo...	4 beds \| 2 baths \| 2,100 sq.ft.	$289,900	Airbnb cash on cash: 3.7% Traditional cash on cash: 4.77% Airbnb Rental Income: $2110 Traditional Rental Income: $1861 Airbnb ROI: 3.7% Traditional ROI: 4.77%
2050 Independence Rd Winston Salem, NC 3 bedroom/2.5 bath updated home has garage and carport. Multi-zone HVAC 2016. Beautifully ...	3 beds \| 2 baths \| 2,204 sq.ft.	$289,900	Airbnb cash on cash: 1.57% Traditional cash on cash: 4.49% Airbnb Rental Income: $1330 Traditional Rental Income: $1717 Airbnb ROI: 1.57% Traditional ROI: 4.49%
5671 Novack St Winston Salem, NC GET THIS ONE BEFORE "NOT YOU" GETS IT! Great Rancher in convenient location. Lots of updat...	3 beds \| 2 baths \| 2,161 sq.ft.	$309,900	Airbnb cash on cash: 1.31% Traditional cash on cash: 4.51% Airbnb Rental Income: $1330 Traditional Rental Income: $1882 Airbnb ROI: 1.31% Traditional ROI: 4.51%
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.	$159,000	Airbnb cash on cash: 1.9% Traditional cash on cash: 6.61% Airbnb Rental Income: $1214 Traditional Rental Income: $1542 Airbnb ROI: 1.9% Traditional ROI: 6.61%
2301 Griffith Rd Winston Salem, NC Rare opportunity! This spacious brick rancher sits on over 5 beautiful acres in a highly s...	3 beds \| 3 baths \| 2,707 sq.ft.	$600,000	Airbnb cash on cash: -0.11% Traditional cash on cash: 2.71% Airbnb Rental Income: $1330 Traditional Rental Income: $2499 Airbnb ROI: -0.11% Traditional ROI: 2.71%
2829 Shadowbrook Ln Winston Salem, NC SELLERS WILL BE REVIEWING ALL OFFERS ON MONDAY 3/27/23 @ 5 PM. Look no further than this a...	2 beds \| 2 baths \| 1,150 sq.ft.	$194,000	Airbnb cash on cash: 0.7% Traditional cash on cash: 3.7% Airbnb Rental Income: $1214 Traditional Rental Income: $1389 Airbnb ROI: 0.7% Traditional ROI: 3.7%
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: 0.11% Traditional cash on cash: 3.73% Airbnb Rental Income: $2110 Traditional Rental Income: $4249 Airbnb ROI: 0.11% Traditional ROI: 3.73%

Real Estate investment in Winston-salem, NC

There are 1,060 properties for sale in the city of Winston Salem . The median list price in Winston Salem is $317,990 and the average price per square foot is $158. In August 2026, the average monthly cash on cash return in Winston Salem is 4.00%. The average monthly rental income in Winston Salem is $1,694.

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

There are 1,060 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 $1,694.

Your search for investment property begins and ends here

Investment Property for Sale in Winston Salem, NC

400 W 4th St #301

Winston Salem, NC

2 beds | 2 baths | 1,436 sq.ft.

$550,000

Airbnb cash on cash: -2.18%

Traditional cash on cash: -0.22%

Airbnb Rental Income: $1214

Traditional Rental Income: $1829

Airbnb ROI: -2.18%

Traditional ROI: -0.22%

400 W 4th St #508

Winston Salem, NC

2 beds | 2 baths | 1,996 sq.ft.

$749,900

Airbnb cash on cash: -2.39%

Traditional cash on cash: -0.5%

Airbnb Rental Income: $1214

Traditional Rental Income: $2147

Airbnb ROI: -2.39%

Traditional ROI: -0.5%

3512 Summerfield Ln

Winston Salem, NC

4 beds | 2 baths | 2,605 sq.ft.

$399,000

Airbnb cash on cash: 2.19%

Traditional cash on cash: 3.62%

Airbnb Rental Income: $2110

Traditional Rental Income: $2101

Airbnb ROI: 2.19%

Traditional ROI: 3.62%

1889 Faculty Dr

Winston Salem, NC

3 beds | 2 baths | 1,983 sq.ft.

$590,000

Airbnb cash on cash: 0.06%

Traditional cash on cash: 1.74%

Airbnb Rental Income: $1330

Traditional Rental Income: $1849

Airbnb ROI: 0.06%

Traditional ROI: 1.74%

5754 Stanleyville Dr

Winston Salem, NC

3 beds | 2 baths | 2,030 sq.ft.

$495,000

Airbnb cash on cash: 0.16%

Traditional cash on cash: 2.38%

Airbnb Rental Income: $1330

Traditional Rental Income: $1960

Airbnb ROI: 0.16%

Traditional ROI: 2.38%

4715 Beckel Rd

Winston Salem, NC

3 beds | 2 baths | 1,107 sq.ft.

$245,000

Airbnb cash on cash: -3.29%

Traditional cash on cash: -1.6%

Airbnb Rental Income: $1330

Traditional Rental Income: $1309

Airbnb ROI: -3.29%

Traditional ROI: -1.6%

4164 Shadetree Dr

Winston Salem, NC

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

$356,999

Airbnb cash on cash: 0.76%

Traditional cash on cash: 4.64%

Airbnb Rental Income: $1330

Traditional Rental Income: $2230

Airbnb ROI: 0.76%

Traditional ROI: 4.64%

4818 Summer Hill Way

Winston Salem, NC

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

$1,075,000

Airbnb cash on cash: 0.18%

Traditional cash on cash: 1.53%

Airbnb Rental Income: $2110

Traditional Rental Income: $2918

Airbnb ROI: 0.18%