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
1620 Cherry Blossom Ln #103 Winston Salem, NC Truly immaculate and move-in ready main level condo. Two entry points. Rear entry with no ...	2 beds \| 2 baths \| 1,117 sq.ft.	$184,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 4.62% Airbnb Rental Income: $718 Traditional Rental Income: $1341 Airbnb ROI: -0.7% Traditional ROI: 4.62%
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.	$425,000	Airbnb cash on cash: 0% Traditional cash on cash: 3.34% Airbnb Rental Income: $1152 Traditional Rental Income: $2101 Airbnb ROI: 0% Traditional ROI: 3.34%
533 Mill Pond Dr Winston Salem, NC Come see this spacious open floor plan offered by John Kavanaugh Homes. Master Suite with ...	2 beds \| 2 baths \| 1,186 sq.ft.	$174,900	Airbnb cash on cash: -1.2% Traditional cash on cash: 4.21% Airbnb Rental Income: $718 Traditional Rental Income: $1311 Airbnb ROI: -1.2% Traditional ROI: 4.21%
4939 Mount Hope Dr Winston Salem, NC Beautifully maintained single-family home in a quiet neighborhood. Features include 3 bed...	3 beds \| 2 baths \| 1,561 sq.ft.	$285,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 4.42% Airbnb Rental Income: $818 Traditional Rental Income: $1669 Airbnb ROI: 0.04% Traditional ROI: 4.42%
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.	$404,900	Airbnb cash on cash: -1.74% Traditional cash on cash: 1.48% Airbnb Rental Income: $718 Traditional Rental Income: $1630 Airbnb ROI: -1.74% Traditional ROI: 1.48%
4335 Buck Chase Court Winston Salem, NC BUYER CREDIT FOR A NEW ROOF WITH AN ACCEPTABLE OFFER! Welcome home to this charming move-i...	3 beds \| 2 baths \| 1,556 sq.ft.	$295,000	Airbnb cash on cash: -0.01% Traditional cash on cash: 4.81% Airbnb Rental Income: $818 Traditional Rental Income: $1832 Airbnb ROI: -0.01% Traditional ROI: 4.81%
326 Meadows Cir Winston Salem, NC Great location! Minutes to highway, shopping, medical and restaurants. 2 bed/2 bath main l...	2 beds \| 2 baths \| 1,016 sq.ft.	$145,000	Airbnb cash on cash: -2.07% Traditional cash on cash: 6.19% Airbnb Rental Income: $718 Traditional Rental Income: $1556 Airbnb ROI: -2.07% Traditional ROI: 6.19%
3869 Field Sedge Dr Winston Salem, NC Large Home with excellent special features & updates! Formal Dining room, BIG kitchen with...	4 beds \| 2 baths \| 1,946 sq.ft.	$313,000	Airbnb cash on cash: 0.58% Traditional cash on cash: 3.64% Airbnb Rental Income: $1152 Traditional Rental Income: $1674 Airbnb ROI: 0.58% Traditional ROI: 3.64%
1180 Friedberg Church Road Winston Salem, NC Welcome to this move-in ready home in North Davidson County with updates already in place ...	3 beds \| 3 baths \| 1,816 sq.ft.	$345,000	Airbnb cash on cash: -0.1% Traditional cash on cash: 4.48% Airbnb Rental Income: $818 Traditional Rental Income: $1975 Airbnb ROI: -0.1% Traditional ROI: 4.48%
2417 Tannery Trl Winston Salem, NC ** 101.5% Financing Available for Qualified Buyers. Please see attached details.** So ...	4 beds \| 2 baths \| 2,482 sq.ft.	$339,000	Airbnb cash on cash: 0.45% Traditional cash on cash: 6.23% Airbnb Rental Income: $1152 Traditional Rental Income: $2611 Airbnb ROI: 0.45% Traditional ROI: 6.23%
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.	$830,000	Airbnb cash on cash: -0.97% Traditional cash on cash: 3.83% Airbnb Rental Income: $1152 Traditional Rental Income: $4482 Airbnb ROI: -0.97% Traditional ROI: 3.83%
283 Norwood Hills Dr Winston Salem, NC This one level all brick home located in the beautiful Meadowlands Golf community and high...	3 beds \| 2 baths \| 2,530 sq.ft.	$619,000	Airbnb cash on cash: -0.77% Traditional cash on cash: 1.64% Airbnb Rental Income: $818 Traditional Rental Income: $1889 Airbnb ROI: -0.77% Traditional ROI: 1.64%
836 Oak Street #304 Winston Salem, NC Downtown living in the modern rustic perfection of the Exchange at Oak Street! Spacious 2b...	2 beds \| 1 baths \| 1,316 sq.ft.	$399,900	Airbnb cash on cash: -1.93% Traditional cash on cash: 0.9% Airbnb Rental Income: $718 Traditional Rental Income: $1469 Airbnb ROI: -1.93% Traditional ROI: 0.9%
1773 Grand Silo Way Winston Salem, NC Open floor plan for easy living in this end unit townhome! Private screened porch off kitc...	2 beds \| 2 baths \| 1,444 sq.ft.	$199,900	Airbnb cash on cash: -1.32% Traditional cash on cash: 4.21% Airbnb Rental Income: $718 Traditional Rental Income: $1460 Airbnb ROI: -1.32% Traditional ROI: 4.21%
2057 Claxton Drive SW Winston Salem, NC Investment opportunity. This 3-bedroom Cape Cod nestled on a private, wooded cul-de-sac l...	3 beds \| 2 baths \| 1,453 sq.ft.	$218,000	Airbnb cash on cash: 0.1% Traditional cash on cash: 6.73% Airbnb Rental Income: $818 Traditional Rental Income: $1862 Airbnb ROI: 0.1% Traditional ROI: 6.73%
1978 Waccamaw Path Winston Salem, NC This charming one story home sits on a beautiful landscaped corner lot. Features fenced i...	3 beds \| 2 baths \| 1,730 sq.ft.	$325,000	Airbnb cash on cash: -0.35% Traditional cash on cash: 4.02% Airbnb Rental Income: $818 Traditional Rental Income: $1830 Airbnb ROI: -0.35% Traditional ROI: 4.02%
3815 Shattalon Dr Winston Salem, NC Adorable 3 bedroom 1.5 bath cottage located on 1.09 acres close to shopping and amenities....	3 beds \| 1 baths \| 1,220 sq.ft.	$350,000	Airbnb cash on cash: -0.09% Traditional cash on cash: 3.33% Airbnb Rental Income: $818 Traditional Rental Income: $1619 Airbnb ROI: -0.09% Traditional ROI: 3.33%
1016 Somerset Drive Winston Salem, NC ***$20,000 PRICE REDUCTION SINCE LISTED PLUS $5,000 SELLER-PAID CLOSING COSTS (OR USE FOR ...	4 beds \| 3 baths \| 2,532 sq.ft.	$425,000	Airbnb cash on cash: -0.13% Traditional cash on cash: 3.32% Airbnb Rental Income: $1152 Traditional Rental Income: $2146 Airbnb ROI: -0.13% Traditional ROI: 3.32%
825 Poplar St S Winston Salem, NC Spacious & filled with light! Excellent condition, move-in ready. An end-unit, this Salem ...	2 beds \| 2 baths \| 1,512 sq.ft.	$409,000	Airbnb cash on cash: -1.59% Traditional cash on cash: 1.12% Airbnb Rental Income: $718 Traditional Rental Income: $1448 Airbnb ROI: -1.59% Traditional ROI: 1.12%
1065 Miller St Winston Salem, NC Charming Ardmore Cottage with huge flat yard! Convenient to shopping and hospitals, this h...	3 beds \| 2 baths \| 1,400 sq.ft.	$349,900	Airbnb cash on cash: -0.38% Traditional cash on cash: 3.49% Airbnb Rental Income: $818 Traditional Rental Income: $1765 Airbnb ROI: -0.38% Traditional ROI: 3.49%
3717 Mocha Ln Winston Salem, NC Convenient location, yet quiet and private. Small subdivision on private road. Property lo...	4 beds \| 2 baths \| 1,227 sq.ft.	$259,900	Airbnb cash on cash: 0.93% Traditional cash on cash: 5% Airbnb Rental Income: $1152 Traditional Rental Income: $1769 Airbnb ROI: 0.93% Traditional ROI: 5%
3814 Country Club Rd #E Winston Salem, NC Solid investment opportunity in Salem Square. Income-producing condo portfolio, with key ...	2 beds \| 1 baths \| 864 sq.ft.	$105,000	Airbnb cash on cash: -0.94% Traditional cash on cash: 6.85% Airbnb Rental Income: $718 Traditional Rental Income: $1203 Airbnb ROI: -0.94% Traditional ROI: 6.85%
2916 Borg Rd Winston Salem, NC This property needs a lot of work, being sold as is. Seller to make no repairs. Cash onl...	3 beds \| 1 baths \| 915 sq.ft.	$215,500	Airbnb cash on cash: 0.47% Traditional cash on cash: 4.72% Airbnb Rental Income: $818 Traditional Rental Income: $1360 Airbnb ROI: 0.47% Traditional ROI: 4.72%
4532 Fernhaven Cir Winston Salem, NC Beautiful, end unit, single car detached garage, 3BR, 3.5BA, condo with so many amazing fe...	3 beds \| 3 baths \| 1,875 sq.ft.	$244,900	Airbnb cash on cash: -1.98% Traditional cash on cash: 3.64% Airbnb Rental Income: $818 Traditional Rental Income: $1794 Airbnb ROI: -1.98% Traditional ROI: 3.64%
3959 #e Valley Court Winston Salem, NC This well maintained 3-bedroom, 2.5-bathroom townhome is situated in the sought-out Sherwo...	3 beds \| 3 baths \| 1,584 sq.ft.	$225,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 5.99% Airbnb Rental Income: $818 Traditional Rental Income: $1874 Airbnb ROI: -0.49% Traditional ROI: 5.99%
1841 Camden Forest Dr Winston Salem, NC Discover this inviting single-story home located in the Camden Forest subdivision. Featuri...	3 beds \| 2 baths \| 1,238 sq.ft.	$259,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 4.96% Airbnb Rental Income: $818 Traditional Rental Income: $1718 Airbnb ROI: -0.04% Traditional ROI: 4.96%
1602 Preston Woods Dr 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.	$260,000	Airbnb cash on cash: -0.85% Traditional cash on cash: 4.51% Airbnb Rental Income: $718 Traditional Rental Income: $1724 Airbnb ROI: -0.85% Traditional ROI: 4.51%
300 Castellum Sq 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: -0.87% Traditional cash on cash: 4.14% Airbnb Rental Income: $818 Traditional Rental Income: $2370 Airbnb ROI: -0.87% Traditional ROI: 4.14%
160 N Peace Haven Rd Winston Salem, NC Discover this charming one-level home with an open layout designed for easy, comfortable l...	3 beds \| 2 baths \| 1,964 sq.ft.	$324,900	Airbnb cash on cash: -0.3% Traditional cash on cash: 4.91% Airbnb Rental Income: $818 Traditional Rental Income: $2083 Airbnb ROI: -0.3% Traditional ROI: 4.91%

Real Estate investment in Winston-salem, NC

There are 969 properties for sale in the city of Winston Salem . The median list price in Winston Salem is $308,995 and the average price per square foot is $160. In February 2026, the average monthly cash on cash return in Winston Salem is 4.00%. The average monthly rental income in Winston Salem is $1,695.

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

There are 969 investment properties available for sale in Winston-salem.

In 2026, 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 $818.

Your search for investment property begins and ends here

Investment Property for Sale in Winston Salem, NC

1620 Cherry Blossom Ln #103

Winston Salem, NC

2 beds | 2 baths | 1,117 sq.ft.

$184,000

Airbnb cash on cash: -0.7%

Traditional cash on cash: 4.62%

Airbnb Rental Income: $718

Traditional Rental Income: $1341

Airbnb ROI: -0.7%

Traditional ROI: 4.62%

3512 Summerfield Ln

Winston Salem, NC

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

$425,000

Airbnb cash on cash: 0%

Traditional cash on cash: 3.34%

Airbnb Rental Income: $1152

Traditional Rental Income: $2101

Airbnb ROI: 0%

Traditional ROI: 3.34%

533 Mill Pond Dr

Winston Salem, NC

2 beds | 2 baths | 1,186 sq.ft.

$174,900

Airbnb cash on cash: -1.2%

Traditional cash on cash: 4.21%

Airbnb Rental Income: $718

Traditional Rental Income: $1311

Airbnb ROI: -1.2%

Traditional ROI: 4.21%

4939 Mount Hope Dr

Winston Salem, NC

3 beds | 2 baths | 1,561 sq.ft.

$285,000

Airbnb cash on cash: 0.04%

Traditional cash on cash: 4.42%

Airbnb Rental Income: $818

Traditional Rental Income: $1669

Airbnb ROI: 0.04%

Traditional ROI: 4.42%

3464 Waterwheel Cir

Winston Salem, NC

2 beds | 2 baths | 1,594 sq.ft.

$404,900

Airbnb cash on cash: -1.74%

Traditional cash on cash: 1.48%

Airbnb Rental Income: $718

Traditional Rental Income: $1630

Airbnb ROI: -1.74%

Traditional ROI: 1.48%

4335 Buck Chase Court

Winston Salem, NC

3 beds | 2 baths | 1,556 sq.ft.

$295,000

Airbnb cash on cash: -0.01%

Traditional cash on cash: 4.81%

Airbnb Rental Income: $818

Traditional Rental Income: $1832

Airbnb ROI: -0.01%

Traditional ROI: 4.81%

326 Meadows Cir

Winston Salem, NC

2 beds | 2 baths | 1,016 sq.ft.

$145,000

Airbnb cash on cash: -2.07%

Traditional cash on cash: 6.19%

Airbnb Rental Income: $718

Traditional Rental Income: $1556

Airbnb ROI: -2.07%

Traditional ROI: 6.19%

3869 Field Sedge Dr

Winston Salem, NC

4 beds | 2 baths | 1,946 sq.ft.

$313,000

Airbnb cash on cash: 0.58%

Traditional cash on cash: 3.64%

Airbnb Rental Income: $1152

Traditional Rental Income: $1674

Airbnb ROI: 0.58%