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
8228 River Pointe Overlook Winston, GA Country living at its finest! This charming 1.5-story, four-bedroom, 2.5-bath home is loca...	4 beds \| 3 baths \| 2,920 sq.ft.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.92% Airbnb Rental Income: $null Traditional Rental Income: $2506 Airbnb ROI: N/A Traditional ROI: 2.92%
8990 Tweeddale Drive Winston, GA Spacious 4-bedroom, 3-bathroom home nestled on nearly an acre in a quiet cul-de-sacâoffe...	4 beds \| 3 baths \| 1,768 sq.ft.	$267,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.56% Airbnb Rental Income: $null Traditional Rental Income: $2260 Airbnb ROI: N/A Traditional ROI: 6.56%
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.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.98% Airbnb Rental Income: $null Traditional Rental Income: $2790 Airbnb ROI: N/A Traditional ROI: 3.98%
3515 Cowan Ridge Drive Winston, GA Welcome to Your Private Retreat! This stunning 3-bedroom, 3-bath home offers the perfect b...	3 beds \| 3 baths \| 2,396 sq.ft.	$375,000	Airbnb cash on cash: 2.44% Traditional cash on cash: 4.3% Airbnb Rental Income: $2172 Traditional Rental Income: $2276 Airbnb ROI: 2.44% Traditional ROI: 4.3%
7771 Mattie McCoy Lane Winston, GA This beautiful home can be yours. Delightful 3-bedroom, 1-bathroom ranch home, nestled on ...	3 beds \| 1 baths \| 1,197 sq.ft.	$215,000	Airbnb cash on cash: 6.36% Traditional cash on cash: 6.02% Airbnb Rental Income: $2172 Traditional Rental Income: $1551 Airbnb ROI: 6.36% Traditional ROI: 6.02%
3792 Falls Trail Winston, GA Welcome home to this well-maintained, lovely three-sided brick ranch home located in a cul...	3 beds \| 2 baths \| 1,997 sq.ft.	$449,900	Airbnb cash on cash: 2.12% Traditional cash on cash: 2.86% Airbnb Rental Income: $2172 Traditional Rental Income: $1936 Airbnb ROI: 2.12% Traditional ROI: 2.86%
6512 Executive Drive Winston, GA Welcome to 6512 Executive Drive, a 3-bedroom, 2-bathroom ranch-style home offering 1,300 s...	3 beds \| 2 baths \| 1,300 sq.ft.	$235,000	Airbnb cash on cash: 4.72% Traditional cash on cash: 5.92% Airbnb Rental Income: $2172 Traditional Rental Income: $1888 Airbnb ROI: 4.72% Traditional ROI: 5.92%
4941 Helton Road Winston, GA Welcome to 11.67 acres of peaceful country living. This exquisite estate delivers a total ...	5 beds \| 3 baths \| 1,792 sq.ft.	$1,900,000	Airbnb cash on cash: -1.04% Traditional cash on cash: 0.41% Airbnb Rental Income: $311 Traditional Rental Income: $2635 Airbnb ROI: -1.04% Traditional ROI: 0.41%
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%
4941 N Helton Winston, GA Welcome to 11.67 acres of peaceful country living. This exquisite estate delivers a total ...	5 beds \| 3 baths \| N/A	$1,900,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.44% Airbnb Rental Income: $366 Traditional Rental Income: $2695 Airbnb ROI: -1.02% Traditional ROI: 0.44%
4985 Watkins Winston, GA Dramatic price reduction, being sold as is, tons of equity to be had! Charming 4-Bedroom H...	4 beds \| 3 baths \| 4,082 sq.ft.	$399,900	Airbnb cash on cash: 4.28% Traditional cash on cash: 5.28% Airbnb Rental Income: $3007 Traditional Rental Income: $2691 Airbnb ROI: 4.28% Traditional ROI: 5.28%
7025 Fletcher 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: 4.97% Airbnb Rental Income: $3522 Traditional Rental Income: $2783 Airbnb ROI: 4.88% Traditional ROI: 4.97%
8870 Callaway Drive Winston, GA The Diaz is a ranch home with level driveway. ** Builder will change accent wall color to ...	3 beds \| 3 baths \| 2,158 sq.ft.	$389,900	Airbnb cash on cash: 2.89% Traditional cash on cash: 5.4% Airbnb Rental Income: $2172 Traditional Rental Income: $2539 Airbnb ROI: 2.89% Traditional ROI: 5.4%
4145 White Oak Winston, GA Come see this privacy ranch home with an unfinished basement on 2.27 acres. This FULLY REN...	3 beds \| 2 baths \| 1,981 sq.ft.	$399,998	Airbnb cash on cash: 2.3% Traditional cash on cash: 3.6% Airbnb Rental Income: $2172 Traditional Rental Income: $2108 Airbnb ROI: 2.3% Traditional ROI: 3.6%
4286 POOL RD Winston, GA BEST VALUE IN WINSTON!!! Bring an offer! Serene 11-Acre Retreat with Spacious Home, gu...	4 beds \| 3 baths \| N/A	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.07% Airbnb Rental Income: $null Traditional Rental Income: $2603 Airbnb ROI: N/A Traditional ROI: 3.07%
9545 Grande Winston, GA Beautiful home nestled on over 2 private acres! Welcoming foyer opens to vaulted great roo...	3 beds \| 2 baths \| 2,820 sq.ft.	$519,900	Airbnb cash on cash: 1.93% Traditional cash on cash: 2.66% Airbnb Rental Income: $2172 Traditional Rental Income: $1977 Airbnb ROI: 1.93% Traditional ROI: 2.66%
9545 Grande Drive Winston, GA Beautiful home nestled on over 2 private acres! Welcoming foyer opens to vaulted great roo...	3 beds \| 2 baths \| 2,820 sq.ft.	$519,900	Airbnb cash on cash: 1.93% Traditional cash on cash: 2.43% Airbnb Rental Income: $2172 Traditional Rental Income: $1865 Airbnb ROI: 1.93% Traditional ROI: 2.43%
8970 Callaway Drive Winston, GA Under Construction. This home will be move in ready by 7/9/25. Time on the market is due t...	3 beds \| 2 baths \| 1,939 sq.ft.	$388,900	Airbnb cash on cash: 2.96% Traditional cash on cash: 5.01% Airbnb Rental Income: $2172 Traditional Rental Income: $2369 Airbnb ROI: 2.96% Traditional ROI: 5.01%
8971 Callaway Drive Winston, GA Construction is complete as of 5/1/2025. The Diaz Plan home features a spacious granite is...	3 beds \| 3 baths \| 2,158 sq.ft.	$393,900	Airbnb cash on cash: 2.85% Traditional cash on cash: 5.25% Airbnb Rental Income: $2172 Traditional Rental Income: $2509 Airbnb ROI: 2.85% Traditional ROI: 5.25%
8981 Callaway Drive Winston, GA Construction is complete as of 5/1/2025. The Silva floorplan offers a perfect blend of sty...	3 beds \| 3 baths \| 1,958 sq.ft.	$388,900	Airbnb cash on cash: 2.9% Traditional cash on cash: 5.1% Airbnb Rental Income: $2172 Traditional Rental Income: $2423 Airbnb ROI: 2.9% Traditional ROI: 5.1%
9001 E Carroll Winston, GA Welcome to 9001 E Carroll Road, a beautifully appointed 4BR/3.5BA home nestled along the s...	4 beds \| 4 baths \| 2,635 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $3096 Airbnb ROI: N/A Traditional ROI: 5.39%
7760 Poppy Drive Winston, GA Welcome to this stunning fully renovated home! With 3 spacious bedrooms, 2 beautifully upd...	3 beds \| 2 baths \| 2,108 sq.ft.	$305,000	Airbnb cash on cash: 3.17% Traditional cash on cash: 5.76% Airbnb Rental Income: $2172 Traditional Rental Income: $2363 Airbnb ROI: 3.17% Traditional ROI: 5.76%
9246 BANKS MILL Road Winston, GA NEW PRICE - PRICED TO SELL and MOVE IN READY! Immaculately Maintained hard-to-find Four-Si...	4 beds \| 3 baths \| 3,768 sq.ft.	$524,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $2486 Airbnb ROI: N/A Traditional ROI: 2.98%
8870 Callaway Winston, GA Builder is offering $12,500 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: 2.89% Traditional cash on cash: 5.45% Airbnb Rental Income: $2172 Traditional Rental Income: $2556 Airbnb ROI: 2.89% Traditional ROI: 5.45%
8970 Callaway Winston, GA The Connor is an amazing craftsman style home and has everything! An open concept plan wit...	3 beds \| 2 baths \| 1,939 sq.ft.	$388,900	Airbnb cash on cash: 2.9% Traditional cash on cash: 4.99% Airbnb Rental Income: $2172 Traditional Rental Income: $2385 Airbnb ROI: 2.9% Traditional ROI: 4.99%
9246 W BANKS MILL Winston, GA NEW PRICE - PRICED TO SELL and MOVE IN READY! Immaculately Maintained hard-to-find Four-Si...	4 beds \| 3 baths \| 3,768 sq.ft.	$524,999	Airbnb cash on cash: N/A Traditional cash on cash: 2.98% Airbnb Rental Income: $null Traditional Rental Income: $2486 Airbnb ROI: N/A Traditional ROI: 2.98%
9465 Grande Drive Winston, GA Designer showplace! Beautifully updated throughout 2 yrs ago and shows like a model home a...	5 beds \| 4 baths \| 4,191 sq.ft.	$695,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 3.13% Airbnb Rental Income: $1474 Traditional Rental Income: $3375 Airbnb ROI: -0.47% Traditional ROI: 3.13%
9465 Grande Winston, GA Designer showplace! Beautifully updated throughout 2 yrs ago and shows like a model home a...	5 beds \| 4 baths \| 4,191 sq.ft.	$695,000	Airbnb cash on cash: -0.47% Traditional cash on cash: 2.19% Airbnb Rental Income: $1474 Traditional Rental Income: $2763 Airbnb ROI: -0.47% Traditional ROI: 2.19%
6431 Courtney Drive Winston, GA Welcome to a truly remarkable property that embodies charm, elegance, and functionality in...	3 beds \| 3 baths \| 2,490 sq.ft.	$274,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 8.45% Airbnb Rental Income: $2172 Traditional Rental Income: $2692 Airbnb ROI: 4.3% Traditional ROI: 8.45%
6431 Courtney Winston, GA Welcome to a truly remarkable property that embodies charm, elegance, and functionality in...	3 beds \| 3 baths \| 2,950 sq.ft.	$274,000	Airbnb cash on cash: 4.3% Traditional cash on cash: 8.64% Airbnb Rental Income: $2172 Traditional Rental Income: $2742 Airbnb ROI: 4.3% Traditional ROI: 8.64%
5419 Tyree Road Winston, GA Rustic Home Retreat on Over 6 Acres - Beautiful Spring Fed Pond ! Escape to the charm and ...	4 beds \| 3 baths \| 3,057 sq.ft.	$725,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.1% Airbnb Rental Income: $null Traditional Rental Income: $2807 Airbnb ROI: N/A Traditional ROI: 2.1%
7720 MILAM Road Winston, GA WELL MAINTAINED HOME ON 10.736 ACRES WITH AN INGROUND POOL & CREEK! UNBELIEVABLE & SPACIOU...	4 beds \| 5 baths \| 3,306 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $4641 Airbnb ROI: N/A Traditional ROI: 5.33%
7720 MILAM Winston, GA WELL MAINTAINED HOME ON 10.736 ACRES WITH AN INGROUND POOL & CREEK! UNBELIEVABLE & SPACIOU...	4 beds \| 5 baths \| 3,306 sq.ft.	$749,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.38% Airbnb Rental Income: $null Traditional Rental Income: $4672 Airbnb ROI: N/A Traditional ROI: 5.38%
9001 Carroll Road Winston, GA Welcome to 9001 E Carroll Road, a beautifully appointed 4BR/3.5BA home nestled along the s...	4 beds \| 4 baths \| 2,635 sq.ft.	$439,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.34% Airbnb Rental Income: $null Traditional Rental Income: $3078 Airbnb ROI: N/A Traditional ROI: 5.34%
7947 Post Road Winston, GA $15,000 Flex Cash Available to Buyer Stunning New Construction in Fairplay â 4 Bed, 3.5 ...	4 beds \| 4 baths \| 3,027 sq.ft.	$599,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $3421 Airbnb ROI: N/A Traditional ROI: 4.01%
7947 Post 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: N/A Traditional cash on cash: 4.01% Airbnb Rental Income: $null Traditional Rental Income: $3421 Airbnb ROI: N/A Traditional ROI: 4.01%
7406 Cherry Blossom Way Winston, GA Tucked away on a beautifully wooded 1-acre lot, this 4-bedroom, 3.5-bathroom classic brick...	4 beds \| 4 baths \| 2,807 sq.ft.	$459,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.35% Airbnb Rental Income: $null Traditional Rental Income: $2876 Airbnb ROI: N/A Traditional ROI: 4.35%
3096 CAMPGROUND 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.	$244,900	Airbnb cash on cash: 4.96% Traditional cash on cash: 5.22% Airbnb Rental Income: $2172 Traditional Rental Income: $1681 Airbnb ROI: 4.96% Traditional ROI: 5.22%
7052 Camp Falls Court Winston, GA "Price Improvement" This beautifully maintained 3-bedroom, 2.5-bath home offers the perfec...	3 beds \| 3 baths \| 3,863 sq.ft.	$435,000	Airbnb cash on cash: 2.59% Traditional cash on cash: 4.05% Airbnb Rental Income: $2172 Traditional Rental Income: $2216 Airbnb ROI: 2.59% Traditional ROI: 4.05%

Real Estate investment in Winston, GA

There are 69 properties for sale in the city of Winston . The median list price in Winston is $435,000 and the average price per square foot is $161. In September 2025, the average monthly cash on cash return in Winston is 5.00%. The average monthly rental income in Winston is $2,509.

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

There are 69 investment properties available for sale in Winston.

In 2025, 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 $2,509.

Your search for investment property begins and ends here

Investment Property for Sale in Winston, GA

8228 River Pointe Overlook

Winston, GA

4 beds | 3 baths | 2,920 sq.ft.

$515,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.92%

Airbnb Rental Income: $null

Traditional Rental Income: $2506

Airbnb ROI: N/A

Traditional ROI: 2.92%

8990 Tweeddale Drive

Winston, GA

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

$267,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.56%

Airbnb Rental Income: $null

Traditional Rental Income: $2260

Airbnb ROI: N/A

Traditional ROI: 6.56%

3737 Falls Trail

Winston, GA

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

$475,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.98%

Airbnb Rental Income: $null

Traditional Rental Income: $2790

Airbnb ROI: N/A

Traditional ROI: 3.98%

3515 Cowan Ridge Drive

Winston, GA

3 beds | 3 baths | 2,396 sq.ft.

$375,000

Airbnb cash on cash: 2.44%

Traditional cash on cash: 4.3%

Airbnb Rental Income: $2172

Traditional Rental Income: $2276

Airbnb ROI: 2.44%

Traditional ROI: 4.3%

7771 Mattie McCoy Lane

Winston, GA

3 beds | 1 baths | 1,197 sq.ft.

$215,000

Airbnb cash on cash: 6.36%

Traditional cash on cash: 6.02%

Airbnb Rental Income: $2172

Traditional Rental Income: $1551

Airbnb ROI: 6.36%

Traditional ROI: 6.02%

3792 Falls Trail

Winston, GA

3 beds | 2 baths | 1,997 sq.ft.

$449,900

Airbnb cash on cash: 2.12%

Traditional cash on cash: 2.86%

Airbnb Rental Income: $2172

Traditional Rental Income: $1936

Airbnb ROI: 2.12%

Traditional ROI: 2.86%

6512 Executive Drive

Winston, GA

3 beds | 2 baths | 1,300 sq.ft.

$235,000

Airbnb cash on cash: 4.72%

Traditional cash on cash: 5.92%

Airbnb Rental Income: $2172

Traditional Rental Income: $1888

Airbnb ROI: 4.72%

Traditional ROI: 5.92%

4941 Helton Road

Winston, GA

5 beds | 3 baths | 1,792 sq.ft.

$1,900,000

Airbnb cash on cash: -1.04%

Traditional cash on cash: 0.41%

Airbnb Rental Income: $311

Traditional Rental Income: $2635

Airbnb ROI: -1.04%