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
8680 Copperridge Drive Winston, GA Welcome to this spacious 4 bedroom, 2.5 bath home situated on a beautiful 1-acre lot in a ...	4 beds \| 2 baths \| 3,036 sq.ft.	$485,000	Airbnb cash on cash: -0.31% Traditional cash on cash: 3.85% Airbnb Rental Income: $1018 Traditional Rental Income: $2546 Airbnb ROI: -0.31% Traditional ROI: 3.85%
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.	$460,000	Airbnb cash on cash: -0.8% Traditional cash on cash: 4.14% Airbnb Rental Income: $1018 Traditional Rental Income: $2790 Airbnb ROI: -0.8% Traditional ROI: 4.14%
5291 Driskell Drive Winston, GA $5000 Incentive w/ Full Price Offer! Zoned Rural/ Agricultural! Bring the Horses & Chicken...	3 beds \| 2 baths \| 1,536 sq.ft.	$445,000	Airbnb cash on cash: 0.59% Traditional cash on cash: 2.53% Airbnb Rental Income: $1470 Traditional Rental Income: $1846 Airbnb ROI: 0.59% Traditional ROI: 2.53%
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%
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%
4064 POST Road Winston, GA Welcome to this beautifully renovated 3-bedroom, 2-bath home on a generous 1.3-acre lot in...	3 beds \| 2 baths \| 1,290 sq.ft.	$239,900	Airbnb cash on cash: 2.57% Traditional cash on cash: 6.01% Airbnb Rental Income: $1470 Traditional Rental Income: $1818 Airbnb ROI: 2.57% Traditional ROI: 6.01%
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	$235,900	Airbnb cash on cash: 2.37% Traditional cash on cash: 5.7% Airbnb Rental Income: $1470 Traditional Rental Income: $1778 Airbnb ROI: 2.37% Traditional ROI: 5.7%
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.	$392,500	Airbnb cash on cash: 0.88% Traditional cash on cash: 3.29% Airbnb Rental Income: $1637 Traditional Rental Income: $2064 Airbnb ROI: 0.88% Traditional ROI: 3.29%
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.	$455,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 2.47% Airbnb Rental Income: $1018 Traditional Rental Income: $2057 Airbnb ROI: -0.81% Traditional ROI: 2.47%
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 \| 3,953 sq.ft.	$415,000	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%
13960 Veterans Memorial Highway Winston, GA Charming Ranch on almost half an acre. Fully fenced in back yard, and covered front porch....	2 beds \| 2 baths \| 880 sq.ft.	$195,000	Airbnb cash on cash: 1.29% Traditional cash on cash: 5.69% Airbnb Rental Income: $1050 Traditional Rental Income: $1502 Airbnb ROI: 1.29% Traditional ROI: 5.69%
8325 Loch Lomand Ln Winston, GA This one is special. A beautiful three-bedroom, two-and-a-half-bath ranch tucked in a quie...	3 beds \| 2 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%
8870 Callaway Drive Winston, GA Don't let the days on market fool you - this beautiful new Craftsman-style ranch is a must...	3 beds \| 2 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 Don't let the days on market fool you - this beautiful new construction Craftsman-style ra...	3 beds \| 2 baths \| 1,939 sq.ft.	$388,900	Airbnb cash on cash: 1.35% Traditional cash on cash: 5.01% Airbnb Rental Income: $1470 Traditional Rental Income: $2369 Airbnb ROI: 1.35% Traditional ROI: 5.01%
8981 Callaway Drive Winston, GA Don't be misled by the days on market - this stunning new Craftsman-style ranch is truly a...	3 beds \| 2 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 Stunning Lakefront Retreat on 6+ Acres Private, Peaceful & Just Minutes from the CityWelc...	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%
7947 Post Road Winston, GA $15,000 Flex Cash Available to Buyer Stunning New Construction in Fairplay - 4 Bed, 3.5 Ba...	4 beds \| 4 baths \| 3,027 sq.ft.	$599,000	Airbnb cash on cash: -0.93% Traditional cash on cash: 4.01% Airbnb Rental Income: $1018 Traditional Rental Income: $3421 Airbnb ROI: -0.93% Traditional ROI: 4.01%
3096 CAMPGROUND Road Winston, GA Price Improvement! Enjoy the best of both worlds with peaceful country living just a short...	3 beds \| 2 baths \| 1,320 sq.ft.	$229,900	Airbnb cash on cash: 2.65% Traditional cash on cash: 5.62% Airbnb Rental Income: $1470 Traditional Rental Income: $1681 Airbnb ROI: 2.65% Traditional ROI: 5.62%
7269 Tyree Road Winston, GA Welcome to this stunning custom built 5-bedroom, 3.5-bathroom home nestled in a serene, wo...	5 beds \| 4 baths \| 5,285 sq.ft.	$875,000	Airbnb cash on cash: -0.51% Traditional cash on cash: 2.2% Airbnb Rental Income: $1637 Traditional Rental Income: $3387 Airbnb ROI: -0.51% Traditional ROI: 2.2%
9800 Court Lynn Lane Winston, GA Discover the perfect blend of charm, space, and privacy in this beautiful Cape Cod perfect...	4 beds \| 4 baths \| 2,005 sq.ft.	$439,000	Airbnb cash on cash: -0.54% Traditional cash on cash: 4.17% Airbnb Rental Income: $1018 Traditional Rental Income: $2593 Airbnb ROI: -0.54% Traditional ROI: 4.17%
3630 Falls Trail Winston, GA Traditional Elegance Meets Modern Comfort in This 4-Bedroom Gem! Step into timeless charm ...	4 beds \| 3 baths \| 3,182 sq.ft.	$390,000	Airbnb cash on cash: -0.61% Traditional cash on cash: 4.72% Airbnb Rental Income: $1018 Traditional Rental Income: $2606 Airbnb ROI: -0.61% Traditional ROI: 4.72%
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.	$274,900	Airbnb cash on cash: 1.49% Traditional cash on cash: 5.91% Airbnb Rental Income: $1470 Traditional Rental Income: $2184 Airbnb ROI: 1.49% Traditional ROI: 5.91%
7450 Tyree Road Winston, GA This beautiful home at 7450 Tyree Road in Winston, GA, is the perfect mix of cozy country ...	4 beds \| 2 baths \| 2,108 sq.ft.	$579,500	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.39% Airbnb Rental Income: $1018 Traditional Rental Income: $2424 Airbnb ROI: -0.87% Traditional ROI: 2.39%
7001 Palomino Trail Winston, GA *** $15,000 FLEX CASH INCENTIVE! *** Seller offering $15,000 flex cash with full-price...	4 beds \| 3 baths \| 2,713 sq.ft.	$459,900	Airbnb cash on cash: -0.66% Traditional cash on cash: 4.09% Airbnb Rental Income: $1018 Traditional Rental Income: $2704 Airbnb ROI: -0.66% Traditional ROI: 4.09%
9700 S Helton Road Winston, GA Spacious and versatile 4 possibly 6 bedroom/3 bathroom home on 3 acres offering peaceful c...	4 beds \| 4 baths \| 2,882 sq.ft.	$499,000	Airbnb cash on cash: -0.7% Traditional cash on cash: 3.38% Airbnb Rental Income: $1018 Traditional Rental Income: $2566 Airbnb ROI: -0.7% Traditional ROI: 3.38%
9375 Brian Boulevard Winston, GA Welcome to Your Private Oasis in Winston, Georgia Escape to this serene, private beautiful...	4 beds \| 2 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%
6882 Cowan Mill Road Winston, GA Escape to your own private retreat on nearly 3 acres in beautiful Winston! This 3-bed, 3-b...	3 beds \| 3 baths \| 1,634 sq.ft.	$324,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 4% Airbnb Rental Income: $1470 Traditional Rental Income: $1900 Airbnb ROI: 1.18% Traditional ROI: 4%
3761 Falls Trail Winston, GA MUST SEE EXECUTIVE HOME with 6BR/4.5 BA in quiet Douglas County neighborhood. The kitchen ...	5 beds \| 4 baths \| 5,572 sq.ft.	$530,000	Airbnb cash on cash: 0.04% Traditional cash on cash: 4.94% Airbnb Rental Income: $1637 Traditional Rental Income: $3602 Airbnb ROI: 0.04% Traditional ROI: 4.94%
8969 Hwy 166 Winston, GA Welcome to 8969 Highway 166, a recently remodeled home where decades of memories were made...	3 beds \| 1 baths \| 1,600 sq.ft.	$289,900	Airbnb cash on cash: 2.32% Traditional cash on cash: 4.91% Airbnb Rental Income: $1470 Traditional Rental Income: $1742 Airbnb ROI: 2.32% Traditional ROI: 4.91%
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.	$327,900	Airbnb cash on cash: -0.16% Traditional cash on cash: 4.27% Airbnb Rental Income: $1018 Traditional Rental Income: $2025 Airbnb ROI: -0.16% Traditional ROI: 4.27%
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.	$435,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.98% Airbnb Rental Income: $1470 Traditional Rental Income: $2231 Airbnb ROI: 1.05% Traditional ROI: 3.98%
7525 Shell Road Road Winston, GA Welcome to an extraordinary opportunity to own a truly captivating property that embodies ...	5 beds \| 3 baths \| 3,856 sq.ft.	$535,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.23% Airbnb Rental Income: $1637 Traditional Rental Income: $2849 Airbnb ROI: 0.88% Traditional ROI: 4.23%
5330 N Helton Road 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 \| 3,034 sq.ft.	$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%
7525 Shell Road Winston, GA Welcome to an extraordinary opportunity to own a truly captivating property that embodies ...	5 beds \| 3 baths \| 3,856 sq.ft.	$535,000	Airbnb cash on cash: 0.88% Traditional cash on cash: 4.23% Airbnb Rental Income: $1637 Traditional Rental Income: $2849 Airbnb ROI: 0.88% Traditional ROI: 4.23%
8903 E Carroll Road Winston, GA *** WOW!! FULLY RENOVATED 2000+ SF 4 BEDROOM/3 BATH GOLF COURSE PROPERTY WITH FENCED BACKY...	4 beds \| 3 baths \| 2,025 sq.ft.	$339,900	Airbnb cash on cash: -0.21% Traditional cash on cash: 4.98% Airbnb Rental Income: $1018 Traditional Rental Income: $2318 Airbnb ROI: -0.21% Traditional ROI: 4.98%
6962 Pine Shadow Way Winston, GA Wow Beautiful and Spacious 5 bedroom and 4 full bathroom home. This home is a 2 family hom...	5 beds \| 4 baths \| 23,645 sq.ft.	$329,999	Airbnb cash on cash: 1.64% Traditional cash on cash: 9.48% Airbnb Rental Income: $1637 Traditional Rental Income: $3606 Airbnb ROI: 1.64% Traditional ROI: 9.48%
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%

Real Estate investment in Winston, GA

There are 48 properties for sale in the city of Winston . The median list price in Winston is $390,000 and the average price per square foot is $152. In January 2026, the average monthly cash on cash return in Winston is 4.00%. The average monthly rental income in Winston is $2,424.

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

There are 48 investment properties available for sale in Winston.

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

The ROI for Long-Term is higher than the Short-Term in Winston with average rental income of $2,424.

Your search for investment property begins and ends here

Investment Property for Sale in Winston, GA

8680 Copperridge Drive

Winston, GA

4 beds | 2 baths | 3,036 sq.ft.

$485,000

Airbnb cash on cash: -0.31%

Traditional cash on cash: 3.85%

Airbnb Rental Income: $1018

Traditional Rental Income: $2546

Airbnb ROI: -0.31%

Traditional ROI: 3.85%

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.

$460,000

Airbnb cash on cash: -0.8%

Traditional cash on cash: 4.14%

Airbnb Rental Income: $1018

Traditional Rental Income: $2790

Airbnb ROI: -0.8%

Traditional ROI: 4.14%

5291 Driskell Drive

Winston, GA

3 beds | 2 baths | 1,536 sq.ft.

$445,000

Airbnb cash on cash: 0.59%

Traditional cash on cash: 2.53%

Airbnb Rental Income: $1470

Traditional Rental Income: $1846

Airbnb ROI: 0.59%

Traditional ROI: 2.53%

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%

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%

Traditional ROI: 5.33%

4064 POST Road

Winston, GA

3 beds | 2 baths | 1,290 sq.ft.

$239,900

Airbnb cash on cash: 2.57%

Traditional cash on cash: 6.01%

Airbnb Rental Income: $1470

Traditional Rental Income: $1818

Airbnb ROI: 2.57%

Traditional ROI: 6.01%

8947 TWEEDDALE Drive

Winston, GA

3 beds | 2 baths | N/A

$235,900

Airbnb cash on cash: 2.37%

Traditional cash on cash: 5.7%

Airbnb Rental Income: $1470

Traditional Rental Income: $1778

Airbnb ROI: 2.37%