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 Dr Winston, GA Welcome to this spacious 4 bedroom, 2.5 bath freshly painted home situated on a beautiful ...	4 beds \| 2 baths \| 3,036 sq.ft.	$489,900	Airbnb cash on cash: -0.31% Traditional cash on cash: 3.8% Airbnb Rental Income: $1018 Traditional Rental Income: $2546 Airbnb ROI: -0.31% Traditional ROI: 3.8%
8990 Tweeddale Dr 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 Trl 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%
7465 Rolling Oaks Dr Winston, GA Introducing 7465 Rolling Oaks Dr, a property that boasts a fresh interior paint job, givin...	4 beds \| 4 baths \| 4,510 sq.ft.	$480,000	Airbnb cash on cash: -0.76% Traditional cash on cash: 4.2% Airbnb Rental Income: $1018 Traditional Rental Income: $2954 Airbnb ROI: -0.76% Traditional ROI: 4.2%
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 Dr Winston, GA A charming ranch-style home nestled in the peaceful Cheviot Hills community within the sou...	3 beds \| 2 baths \| 1,242 sq.ft.	$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 West Rd Winston, GA Discover this exceptional 5-bedroom, 3-bathroom home nestled on a sprawling 6.4-acre lot, ...	5 beds \| 3 baths \| 1,312 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%
6554 Fox Run Winston, GA Welcome home to this stunning Cape Cod-style retreat, perfectly nestled on 5 private acres...	4 beds \| 2 baths \| 3,625 sq.ft.	$450,000	Airbnb cash on cash: -0.81% Traditional cash on cash: 2.51% Airbnb Rental Income: $1018 Traditional Rental Income: $2057 Airbnb ROI: -0.81% Traditional ROI: 2.51%
7025 Fletcher Dr Winston, GA NEWLY RENOVATED RANCH ON A FULL FINISHED BASEMENT! Over 3,800 Sq. Ft. This stunning 5 plus...	5 beds \| 3 baths \| 3,817 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 Dr Winston, GA Welcome Home to 8627 Foxridge Dr! As you drive up to the home, you'll immediately be struc...	3 beds \| 3 baths \| 1,882 sq.ft.	$339,900	Airbnb cash on cash: 2.91% Traditional cash on cash: 4.8% Airbnb Rental Income: $2239 Traditional Rental Income: $2299 Airbnb ROI: 2.91% Traditional ROI: 4.8%
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 Dr 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 Rd 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: 1.39% Traditional cash on cash: 5.37% Airbnb Rental Income: $2387 Traditional Rental Income: $4583 Airbnb ROI: 1.39% Traditional ROI: 5.37%
8870 Callaway Dr 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 Dr 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: 1.23% Traditional cash on cash: 4.89% Airbnb Rental Income: $1470 Traditional Rental Income: $2369 Airbnb ROI: 1.23% Traditional ROI: 4.89%
8981 Callaway Dr 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 Rd Winston, GA Stunning Lakefront Retreat on 6+ Acres Private, Peaceful & Just Minutes from the CityWelc...	4 beds \| 2 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%
5255 Post Rd 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: 2.02% Traditional cash on cash: 6.71% Airbnb Rental Income: $1470 Traditional Rental Income: $2160 Airbnb ROI: 2.02% Traditional ROI: 6.71%
7269 Tyree Rd Winston, GA Welcome to this stunning custom built 5-bedroom, 3.5-bathroom home nestled in a serene, wo...	5 beds \| 3 baths \| 5,285 sq.ft.	$850,000	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 Ln Winston, GA Discover the perfect blend of charm, space, and privacy in this beautiful Cape Cod perfect...	4 beds \| 3 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%
8955 Ochil Ln 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: 1.49% Traditional cash on cash: 5.91% Airbnb Rental Income: $1470 Traditional Rental Income: $2184 Airbnb ROI: 1.49% Traditional ROI: 5.91%
9700 S Helton Rd Winston, GA Spacious and versatile 4 possibly 6 bedroom/3 bathroom home on 3 acres offering peaceful c...	4 beds \| 3 baths \| 2,082 sq.ft.	$499,000	Airbnb cash on cash: -0.45% Traditional cash on cash: 3.43% Airbnb Rental Income: $1018 Traditional Rental Income: $2566 Airbnb ROI: -0.45% Traditional ROI: 3.43%
9375 Brian Blvd 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 Rd 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 Trl Winston, GA MUST SEE EXECUTIVE HOME with 6BR/4.5 BA in quiet Douglas County neighborhood. The kitchen ...	5 beds \| 3 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.	$285,000	Airbnb cash on cash: 0.94% Traditional cash on cash: 4.91% Airbnb Rental Income: $1018 Traditional Rental Income: $1742 Airbnb ROI: 0.94% 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.	$299,900	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 Rd Winston, GA Wow! Come check out this TOTALLY renovated circa 1899 home on 1.25 Acres that has been reb...	3 beds \| 2 baths \| 1,840 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%
4941 N Helton Rd Winston, GA Welcome to 11.67 acres of peaceful country living. This exquisite estate delivers a total ...	4 beds \| 2 baths \| 1,792 sq.ft.	$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 Ln 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: 1.27% Traditional cash on cash: 4.75% Airbnb Rental Income: $1470 Traditional Rental Income: $2002 Airbnb ROI: 1.27% Traditional ROI: 4.75%
7537 Berea Rd Winston, GA Your Private Oasis Awaits! Experience secluded privacy and comfort in this stunning home n...	3 beds \| 4 baths \| 2,338 sq.ft.	$599,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 3.64% Airbnb Rental Income: $1470 Traditional Rental Income: $3237 Airbnb ROI: -0.3% Traditional ROI: 3.64%
8345 Loch Lomand Ln Winston, GA 8345 Loch Lomand Ln, Winston, GA 30187 \| Single Family Residential	3 beds \| 2 baths \| 2,156 sq.ft.	$374,900	Airbnb cash on cash: -0.04% Traditional cash on cash: 1.52% Airbnb Rental Income: $1470 Traditional Rental Income: $1587 Airbnb ROI: -0.04% Traditional ROI: 1.52%

Real Estate investment in Winston, GA

There are 53 properties for sale in the city of Winston . The median list price in Winston is $419,900 and the average price per square foot is $184. In March 2026, the average monthly cash on cash return in Winston is 4.00%. The average monthly rental income in Winston is $2,396.

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

There are 53 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 $2,396.

Your search for investment property begins and ends here

Investment Property for Sale in Winston, GA

8680 Copperridge Dr

Winston, GA

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

$489,900

Airbnb cash on cash: -0.31%

Traditional cash on cash: 3.8%

Airbnb Rental Income: $1018

Traditional Rental Income: $2546

Airbnb ROI: -0.31%

Traditional ROI: 3.8%

8990 Tweeddale Dr

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 Trl

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%

7465 Rolling Oaks Dr

Winston, GA

4 beds | 4 baths | 4,510 sq.ft.

$480,000

Airbnb cash on cash: -0.76%

Traditional cash on cash: 4.2%

Airbnb Rental Income: $1018

Traditional Rental Income: $2954

Airbnb ROI: -0.76%

Traditional ROI: 4.2%

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%

8947 Tweeddale Dr

Winston, GA

3 beds | 2 baths | 1,242 sq.ft.

$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 West Rd

Winston, GA

5 beds | 3 baths | 1,312 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%

6554 Fox Run

Winston, GA

4 beds | 2 baths | 3,625 sq.ft.

$450,000

Airbnb cash on cash: -0.81%

Traditional cash on cash: 2.51%

Airbnb Rental Income: $1018

Traditional Rental Income: $2057

Airbnb ROI: -0.81%