Real Estate Investment Properties for Sale in Winston, GA

Looking for investment property in Winston, GA with high ROI ?

Explore a variety of short-term homes & houses in Winston, GA. Invest wisely with VRBO & Winston, GA 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, GA

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
8990 TWEEDDALE Drive Winston, GA Discover this spacious 4-bedroom, 3-bathroom home tucked away on nearly an acre in a quiet...	4 beds \| 3 baths \| 1,768 sq.ft.	$260,000	Airbnb cash on cash: 0.25% Traditional cash on cash: 6.78% Airbnb Rental Income: $1018 Traditional Rental Income: $2260 Airbnb ROI: 0.25% Traditional ROI: 6.78%
3737 Falls Trail Winston, GA Beautiful 4-Sided Brick Home In A Swim/Tennis Community! This Stunning Home Features A Spa...	4 beds \| 3 baths \| 3,126 sq.ft.	$450,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 4.26% Airbnb Rental Income: $1018 Traditional Rental Income: $2790 Airbnb ROI: -0.8% Traditional ROI: 4.26%
8993 Dornoch Circle Winston, GA Spacious 4 Bed / 3 Bath Ranch on a Finished Basement overlooking Hole 7 of St. Andrews Gol...	4 beds \| 3 baths \| N/A	$424,900	Airbnb cash on cash: -0.26% Traditional cash on cash: 4.61% Airbnb Rental Income: $1018 Traditional Rental Income: $2596 Airbnb ROI: -0.26% Traditional ROI: 4.61%
7465 Rolling Oaks Drive Winston, GA Introducing 7465 Rolling Oaks Dr, a property that boasts a fresh interior paint job, givin...	4 beds \| 4 baths \| 2,905 sq.ft.	$480,000	Airbnb cash on cash: -0.72% Traditional cash on cash: 4.39% Airbnb Rental Income: $1018 Traditional Rental Income: $2954 Airbnb ROI: -0.72% Traditional ROI: 4.39%
8818 St Andrews Parkway Winston, GA Welcome to effortless living in the heart of Winston, Georgia. Built in 2019 and impeccabl...	4 beds \| 3 baths \| 2,191 sq.ft.	$370,000	Airbnb cash on cash: -1.47% Traditional cash on cash: 3.78% Airbnb Rental Income: $1018 Traditional Rental Income: $2480 Airbnb ROI: -1.47% Traditional ROI: 3.78%
5204 N Helton Road Winston, GA Beautiful 3BR/2BA brick ranch on 1.29 private acres in Winston! Features include hardwood ...	3 beds \| 2 baths \| 1,800 sq.ft.	$349,900	Airbnb cash on cash: 0.8% Traditional cash on cash: 3.75% Airbnb Rental Income: $1470 Traditional Rental Income: $2005 Airbnb ROI: 0.8% Traditional ROI: 3.75%
7280 Valley Drive Winston, GA Fully renovated in 2020, this 4-bedroom, 2.5 bath home is move in ready and packed with fe...	4 beds \| 3 baths \| 2,016 sq.ft.	$300,000	Airbnb cash on cash: -0.26% Traditional cash on cash: 5.41% Airbnb Rental Income: $1018 Traditional Rental Income: $2260 Airbnb ROI: -0.26% Traditional ROI: 5.41%
8916 Highway 166 Winston, GA Welcome to a rare opportunity to transform a vintage ranch into a modern gem. Nestled on a...	3 beds \| 2 baths \| 1,350 sq.ft.	$250,000	Airbnb cash on cash: 2.26% Traditional cash on cash: 5.33% Airbnb Rental Income: $1470 Traditional Rental Income: $1761 Airbnb ROI: 2.26% Traditional ROI: 5.33%
8947 TWEEDDALE Drive Winston, GA A charming ranch-style home nestled in the peaceful Cheviot Hills community within the sou...	3 beds \| 2 baths \| N/A	$221,900	Airbnb cash on cash: 2.58% Traditional cash on cash: 6.11% Airbnb Rental Income: $1470 Traditional Rental Income: $1778 Airbnb ROI: 2.58% Traditional ROI: 6.11%
7387 Milam Road Winston, GA Beautiful ranch home that sits on 1.56 acres!!! Wonderful opportunity to own this little p...	3 beds \| 2 baths \| 2,265 sq.ft.	$390,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 2.97% Airbnb Rental Income: $1470 Traditional Rental Income: $1961 Airbnb ROI: 0.44% Traditional ROI: 2.97%
9369 Kraft Drive Winston, GA Discover this exceptional ranch-style home on a generous 1-acre lot in scenic Winston. Thi...	3 beds \| 3 baths \| 2,115 sq.ft.	$425,000	Airbnb cash on cash: 1.22% Traditional cash on cash: 4.71% Airbnb Rental Income: $1470 Traditional Rental Income: $2425 Airbnb ROI: 1.22% Traditional ROI: 4.71%
6854 John W Road Winston, GA Discover this exceptional 5-bedroom, 3-bathroom home nestled on a sprawling 6.4-acre lot, ...	5 beds \| 3 baths \| 3,321 sq.ft.	$389,000	Airbnb cash on cash: 0.9% Traditional cash on cash: 3.33% Airbnb Rental Income: $1637 Traditional Rental Income: $2064 Airbnb ROI: 0.9% Traditional ROI: 3.33%
8590 Kencrest Drive Winston, GA Don't miss out on this Beautiful 3 Bedroom/2 Bath Ranch Style home in Winston... only minu...	3 beds \| 2 baths \| N/A	$350,000	Airbnb cash on cash: 0.79% Traditional cash on cash: 3.38% Airbnb Rental Income: $1470 Traditional Rental Income: $1889 Airbnb ROI: 0.79% Traditional ROI: 3.38%
6554 Fox Run Winston, GA Welcome home to this stunning Cape Cod-style retreat, perfectly nestled on 5 private acres...	4 beds \| 3 baths \| 3,625 sq.ft.	$430,600	Airbnb cash on cash: -0.8% Traditional cash on cash: 2.66% Airbnb Rental Income: $1018 Traditional Rental Income: $2057 Airbnb ROI: -0.8% Traditional ROI: 2.66%
7025 Fletcher Drive Winston, GA NEWLY RENOVATED RANCH ON A FULL FINISHED BASEMENT! Over 3,800 Sq. Ft. This stunning 5 plus...	5 beds \| 3 baths \| 3,821 sq.ft.	$414,900	Airbnb cash on cash: 4.88% Traditional cash on cash: 4.93% Airbnb Rental Income: $3522 Traditional Rental Income: $2766 Airbnb ROI: 4.88% Traditional ROI: 4.93%
8627 Foxridge Drive Winston, GA SHORT SALE Welcome Home to 8627 Foxridge Dr! As you drive up to the home, you'll immed...	3 beds \| 3 baths \| 1,882 sq.ft.	$325,000	Airbnb cash on cash: 3.27% Traditional cash on cash: 5.31% Airbnb Rental Income: $2239 Traditional Rental Income: $2299 Airbnb ROI: 3.27% Traditional ROI: 5.31%
8325 Loch Lomand Lane Winston, GA This one is special. A beautiful three-bedroom, two-and-a-half-bath ranch tucked in a quie...	3 beds \| 3 baths \| 1,945 sq.ft.	$360,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 5.93% Airbnb Rental Income: $2292 Traditional Rental Income: $2484 Airbnb ROI: 3.67% Traditional ROI: 5.93%
6865 Fletcher Drive Winston, GA Welcome to this beautiful raised ranch home with 5 bedroom 3 baths, complete with a stacke...	5 beds \| 3 baths \| 3,976 sq.ft.	$449,400	Airbnb cash on cash: 4.37% Traditional cash on cash: 4.34% Airbnb Rental Income: $3522 Traditional Rental Income: $2737 Airbnb ROI: 4.37% Traditional ROI: 4.34%
4895 Cool Springs Road Winston, GA This stunning, nearly new custom home, completed at the end of 2024, offers exceptional cr...	5 beds \| 4 baths \| 3,753 sq.ft.	$699,900	Airbnb cash on cash: 1.56% Traditional cash on cash: 5.82% Airbnb Rental Income: $2387 Traditional Rental Income: $4583 Airbnb ROI: 1.56% Traditional ROI: 5.82%
8870 Callaway Drive Winston, GA Builder is offering $10,000 to the buyer for use towards closing costs or to buy down the ...	3 beds \| 3 baths \| 2,158 sq.ft.	$389,900	Airbnb cash on cash: 1.29% Traditional cash on cash: 5.4% Airbnb Rental Income: $1470 Traditional Rental Income: $2539 Airbnb ROI: 1.29% Traditional ROI: 5.4%
8970 Callaway Drive Winston, GA Builder is offering $10,000 to the buyer for use towards closing costs or to buy down the ...	3 beds \| 2 baths \| 1,939 sq.ft.	$388,900	Airbnb cash on cash: 1.23% Traditional cash on cash: 4.89% Airbnb Rental Income: $1470 Traditional Rental Income: $2369 Airbnb ROI: 1.23% Traditional ROI: 4.89%
8981 Callaway Drive Winston, GA Builder is offering $10,000 to the buyer for use towards closing costs or to buy down the ...	3 beds \| 3 baths \| 1,958 sq.ft.	$393,900	Airbnb cash on cash: 1.27% Traditional cash on cash: 5.02% Airbnb Rental Income: $1470 Traditional Rental Income: $2423 Airbnb ROI: 1.27% Traditional ROI: 5.02%
5419 Tyree Road Winston, GA Spring has arrived, and the azaleas are going to be in full bloom at this breathtaking lak...	4 beds \| 3 baths \| 3,273 sq.ft.	$699,500	Airbnb cash on cash: -1.04% Traditional cash on cash: 2.25% Airbnb Rental Income: $1018 Traditional Rental Income: $2807 Airbnb ROI: -1.04% Traditional ROI: 2.25%
5567 Tyree Road Winston, GA Listed Below Appraised Value!!! Experience refined living in this modern woodland sanctuar...	5 beds \| 5 baths \| 3,688 sq.ft.	$845,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 4.15% Airbnb Rental Income: $1637 Traditional Rental Income: $4863 Airbnb ROI: -0.54% Traditional ROI: 4.15%
3096 Campground Road Winston, GA Enjoy the best of both worlds with peaceful country living just a short drive from the cit...	3 beds \| 2 baths \| 1,320 sq.ft.	$219,900	Airbnb cash on cash: 2.81% Traditional cash on cash: 5.91% Airbnb Rental Income: $1470 Traditional Rental Income: $1681 Airbnb ROI: 2.81% Traditional ROI: 5.91%
5255 Post Road Winston, GA Step into 5255 Post Rd, a property that has been meticulously updated to meet modern stand...	3 beds \| 2 baths \| 1,766 sq.ft.	$250,000	Airbnb cash on cash: 2.08% Traditional cash on cash: 6.84% Airbnb Rental Income: $1470 Traditional Rental Income: $2160 Airbnb ROI: 2.08% Traditional ROI: 6.84%
7269 Tyree Road Winston, GA Seller offering $7500 towards closing costs with full price offer closing by May 29, 2026....	5 beds \| 4 baths \| 5,285 sq.ft.	$845,000	Airbnb cash on cash: -0.49% Traditional cash on cash: 2.32% Airbnb Rental Income: $1637 Traditional Rental Income: $3387 Airbnb ROI: -0.49% Traditional ROI: 2.32%
8955 Ochil Lane Winston, GA This inviting 3-bedroom, 2-bath ranch offers a comfortable layout with plenty of living sp...	3 beds \| 2 baths \| 2,008 sq.ft.	$260,000	Airbnb cash on cash: 1.63% Traditional cash on cash: 6.3% Airbnb Rental Income: $1470 Traditional Rental Income: $2184 Airbnb ROI: 1.63% Traditional ROI: 6.3%
9700 S HELTON RD Winston, GA Spacious and versatile 4 possibly 6 bedroom/3 bathroom home on 3 acres offering peaceful c...	4 beds \| 4 baths \| N/A	$485,000	Airbnb cash on cash: -0.41% Traditional cash on cash: 3.79% Airbnb Rental Income: $1018 Traditional Rental Income: $2566 Airbnb ROI: -0.41% Traditional ROI: 3.79%
9375 Brian Boulevard Winston, GA Welcome to Your Private Oasis in Winston, Georgia Escape to this serene, private beautiful...	4 beds \| 3 baths \| 2,066 sq.ft.	$599,000	Airbnb cash on cash: -0.9% Traditional cash on cash: 1.89% Airbnb Rental Income: $1018 Traditional Rental Income: $2219 Airbnb ROI: -0.9% Traditional ROI: 1.89%
4625 POST Road Winston, GA Approximately 95 acres that includes a large single-family house and outbuilding. Beautifu...	3 beds \| 3 baths \| 2,480 sq.ft.	$1,425,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 0.79% Airbnb Rental Income: $1470 Traditional Rental Income: $2480 Airbnb ROI: -0.3% Traditional ROI: 0.79%
3761 Falls Trail Winston, GA *** UP TO $26,500 IN DOWN PAYMENT ASSISTANCE available to qualified buyers from Preferred ...	5 beds \| 4 baths \| 5,572 sq.ft.	$530,000	Airbnb cash on cash: -0.07% Traditional cash on cash: 4.83% Airbnb Rental Income: $1637 Traditional Rental Income: $3602 Airbnb ROI: -0.07% Traditional ROI: 4.83%
8969 Hwy 166 Winston, GA Welcome to 8969 Highway 166, a recently remodeled home where decades of memories were made...	4 beds \| 1 baths \| 1,600 sq.ft.	$285,000	Airbnb cash on cash: 0.98% Traditional cash on cash: 5.01% Airbnb Rental Income: $1018 Traditional Rental Income: $1742 Airbnb ROI: 0.98% Traditional ROI: 5.01%
6995 Pine Shadow Way Winston, GA Stunning Fully Remodeled Modern Home - 4 Bed \| 3 Bath \| In-Law Suite.. Step into modern lu...	4 beds \| 3 baths \| 1,717 sq.ft.	$299,900	Airbnb cash on cash: -0.08% Traditional cash on cash: 4.76% Airbnb Rental Income: $1018 Traditional Rental Income: $2025 Airbnb ROI: -0.08% Traditional ROI: 4.76%
3993 Pool Road Winston, GA Wow! Come check out this TOTALLY renovated circa 1899 home on 1.25 Acres that has been reb...	3 beds \| 2 baths \| 1,850 sq.ft.	$419,900	Airbnb cash on cash: 1.12% Traditional cash on cash: 4.16% Airbnb Rental Income: $1470 Traditional Rental Income: $2231 Airbnb ROI: 1.12% Traditional ROI: 4.16%
5330 North Helton Rd Winston, GA Welcome to the wonderful 4-bed / 3.5 bath home located in a quiet setting. The home was cu...	4 beds \| 4 baths \| N/A	$729,900	Airbnb cash on cash: -1.38% Traditional cash on cash: 2.88% Airbnb Rental Income: $1018 Traditional Rental Income: $3558 Airbnb ROI: -1.38% Traditional ROI: 2.88%
4941 N Helton Road Winston, GA Welcome to 11.67 acres of peaceful country living. This exquisite estate delivers a total ...	4 beds \| 2 baths \| N/A	$900,000	Airbnb cash on cash: -0.4% Traditional cash on cash: 1.73% Airbnb Rental Income: $1018 Traditional Rental Income: $2440 Airbnb ROI: -0.4% Traditional ROI: 1.73%
7155 Hummingbird Lane Winston, GA Located in the 100% USDA financing area! This beautifully renovated and move-in ready 1.5-...	3 beds \| 2 baths \| 1,736 sq.ft.	$284,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 4.94% Airbnb Rental Income: $1470 Traditional Rental Income: $2002 Airbnb ROI: 1.35% Traditional ROI: 4.94%
6668 Prinston Circle Winston, GA Welcome home to 6668 Prinston Circle, where thoughtful updates, fresh style, and peace-of-...	3 beds \| 2 baths \| N/A	$269,000	Airbnb cash on cash: 0.56% Traditional cash on cash: 5.26% Airbnb Rental Income: $1104 Traditional Rental Income: $1923 Airbnb ROI: 0.56% Traditional ROI: 5.26%

Real Estate investment in Winston, GA

There are 58 properties for sale in the city of Winston . The median list price in Winston is $389,900 and the average price per square foot is $173. In April 2026, the average monthly cash on cash return in Winston is 4.00%. The average monthly rental income in Winston is $2,408.

Winston, GA Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 58 investment properties available for sale in Winston.

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

The ROI for Short-Term is higher than the Long-Term in Winston with average rental income of $1,470.

Your search for investment property begins and ends here

Investment Property for Sale in Winston, GA

8990 TWEEDDALE Drive

Winston, GA

4 beds | 3 baths | 1,768 sq.ft.

$260,000

Airbnb cash on cash: 0.25%

Traditional cash on cash: 6.78%

Airbnb Rental Income: $1018

Traditional Rental Income: $2260

Airbnb ROI: 0.25%

Traditional ROI: 6.78%

3737 Falls Trail

Winston, GA

4 beds | 3 baths | 3,126 sq.ft.

$450,000

Airbnb cash on cash: -0.8%

Traditional cash on cash: 4.26%

Airbnb Rental Income: $1018

Traditional Rental Income: $2790

Airbnb ROI: -0.8%

Traditional ROI: 4.26%

8993 Dornoch Circle

Winston, GA

4 beds | 3 baths | N/A

$424,900

Airbnb cash on cash: -0.26%

Traditional cash on cash: 4.61%

Airbnb Rental Income: $1018

Traditional Rental Income: $2596

Airbnb ROI: -0.26%

Traditional ROI: 4.61%

7465 Rolling Oaks Drive

Winston, GA

4 beds | 4 baths | 2,905 sq.ft.

$480,000

Airbnb cash on cash: -0.72%

Traditional cash on cash: 4.39%

Airbnb Rental Income: $1018

Traditional Rental Income: $2954

Airbnb ROI: -0.72%

Traditional ROI: 4.39%

8818 St Andrews Parkway

Winston, GA

4 beds | 3 baths | 2,191 sq.ft.

$370,000

Airbnb cash on cash: -1.47%

Traditional cash on cash: 3.78%

Airbnb Rental Income: $1018

Traditional Rental Income: $2480

Airbnb ROI: -1.47%

Traditional ROI: 3.78%

5204 N Helton Road

Winston, GA

3 beds | 2 baths | 1,800 sq.ft.

$349,900

Airbnb cash on cash: 0.8%

Traditional cash on cash: 3.75%

Airbnb Rental Income: $1470

Traditional Rental Income: $2005

Airbnb ROI: 0.8%

Traditional ROI: 3.75%

7280 Valley Drive

Winston, GA

4 beds | 3 baths | 2,016 sq.ft.

$300,000

Airbnb cash on cash: -0.26%

Traditional cash on cash: 5.41%

Airbnb Rental Income: $1018

Traditional Rental Income: $2260

Airbnb ROI: -0.26%

Traditional ROI: 5.41%

8916 Highway 166

Winston, GA

3 beds | 2 baths | 1,350 sq.ft.

$250,000

Airbnb cash on cash: 2.26%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $1470

Traditional Rental Income: $1761

Airbnb ROI: 2.26%