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
3121 Big Oak Drive Winston, GA Step into a Tuscan-inspired sanctuary where craftsmanship, privacy, and natural beauty com...	5 beds \| 5 baths \| N/A	$985,000	Airbnb cash on cash: -0.68% Traditional cash on cash: 3.28% Airbnb Rental Income: $1474 Traditional Rental Income: $4663 Airbnb ROI: -0.68% Traditional ROI: 3.28%
8680 Copperridge Dr Winston, GA Welcome to this spacious 4 bedroom, 2.5 bath home situated on a beautiful 1-acre lot in a ...	4 beds \| 3 baths \| N/A	$487,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $2546 Airbnb ROI: N/A Traditional ROI: 3.82%
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.	$469,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.04% Airbnb Rental Income: $null Traditional Rental Income: $2790 Airbnb ROI: N/A Traditional ROI: 4.04%
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%
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: 4.74% Traditional cash on cash: 5.33% Airbnb Rental Income: $2172 Traditional Rental Income: $1761 Airbnb ROI: 4.74% 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.	$260,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 5.48% Airbnb Rental Income: $2172 Traditional Rental Income: $1818 Airbnb ROI: 4.68% Traditional ROI: 5.48%
8947 TWEEDDALE Drive 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.	$249,500	Airbnb cash on cash: 4.67% Traditional cash on cash: 5.34% Airbnb Rental Income: $2172 Traditional Rental Income: $1778 Airbnb ROI: 4.67% Traditional ROI: 5.34%
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%
6854 John West Road 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.	$399,900	Airbnb cash on cash: 0.48% Traditional cash on cash: 3.22% Airbnb Rental Income: $1474 Traditional Rental Income: $2064 Airbnb ROI: 0.48% Traditional ROI: 3.22%
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.	$215,000	Airbnb cash on cash: 5.24% Traditional cash on cash: 6.55% Airbnb Rental Income: $2172 Traditional Rental Income: $1888 Airbnb ROI: 5.24% Traditional ROI: 6.55%
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.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.32% Airbnb Rental Income: $null Traditional Rental Income: $2057 Airbnb ROI: N/A Traditional ROI: 2.32%
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.	$1,500,000	Airbnb cash on cash: -1.06% Traditional cash on cash: 0.78% Airbnb Rental Income: $311 Traditional Rental Income: $2635 Airbnb ROI: -1.06% Traditional ROI: 0.78%
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	$1,500,000	Airbnb cash on cash: -1.02% Traditional cash on cash: 0.83% Airbnb Rental Income: $366 Traditional Rental Income: $2695 Airbnb ROI: -1.02% Traditional ROI: 0.83%
6865 Fletcher Drive Winston, GA Welcome home to this beautifully maintained 5-bedroom, 3-bath residence nestled at the end...	5 beds \| 3 baths \| 3,976 sq.ft.	$463,900	Airbnb cash on cash: 4.2% Traditional cash on cash: 4.18% Airbnb Rental Income: $3522 Traditional Rental Income: $2737 Airbnb ROI: 4.2% Traditional ROI: 4.18%
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 \| 2,121 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%
8967 Midlothian Court Winston, GA Beautiful four-sided brick home located on the golf course with a backyard oasis featuring...	4 beds \| 4 baths \| 3,408 sq.ft.	$549,900	Airbnb cash on cash: 5.69% Traditional cash on cash: 5.01% Airbnb Rental Income: $4676 Traditional Rental Income: $3360 Airbnb ROI: 5.69% Traditional ROI: 5.01%
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%
4064 POST 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.	$260,000	Airbnb cash on cash: 4.68% Traditional cash on cash: 5.01% Airbnb Rental Income: $2172 Traditional Rental Income: $1701 Airbnb ROI: 4.68% Traditional ROI: 5.01%
9545 Grande Winston, GA OWNER SAYS SELL! home nestled on over 2 private acres! Welcoming foyer opens to vaulted gr...	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 OWNER SAYS SELL! home nestled on over 2 private acres! Welcoming foyer opens to vaulted gr...	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 Time on the market is due to construction period. The Connor is an amazing craftsman style...	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%
8981 Callaway Drive Winston, GA Back on market, no fault of home or seller. Buyer could not qualify. MOVE IN READY. The Si...	3 beds \| 3 baths \| 1,958 sq.ft.	$393,900	Airbnb cash on cash: 2.85% Traditional cash on cash: 5.02% Airbnb Rental Income: $2172 Traditional Rental Income: $2423 Airbnb ROI: 2.85% Traditional ROI: 5.02%
8981 Callaway Winston, GA The Silva floorplan offers a perfect blend of style and functionality with 3 spacious bedr...	3 beds \| 3 baths \| 1,958 sq.ft.	$393,900	Airbnb cash on cash: 2.85% Traditional cash on cash: 5.13% Airbnb Rental Income: $2172 Traditional Rental Income: $2464 Airbnb ROI: 2.85% Traditional ROI: 5.13%
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%
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.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.06% Airbnb Rental Income: $null Traditional Rental Income: $2486 Airbnb ROI: N/A Traditional ROI: 3.06%
8870 Callaway Winston, GA The Diaz is a ranch home with level driveway. This newly constructed home offers a blend ...	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%
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 Stunning Lakefront Retreat on 6+ Acres Private, Peaceful & Just Minutes from the CityWelc...	4 beds \| 3 baths \| 3,273 sq.ft.	$724,990	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%
3096 CAMPGROUND Winston, GA Motivated Seller! Enjoy the best of both worlds with peaceful country living just a short ...	3 beds \| 2 baths \| 1,320 sq.ft.	$234,900	Airbnb cash on cash: 5.21% Traditional cash on cash: 5.48% Airbnb Rental Income: $2172 Traditional Rental Income: $1681 Airbnb ROI: 5.21% Traditional ROI: 5.48%

Real Estate investment in Winston, GA

There are 75 properties for sale in the city of Winston . The median list price in Winston is $449,900 and the average price per square foot is $171. In October 2025, the average monthly cash on cash return in Winston is 4.00%. The average monthly rental income in Winston is $2,539.

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

There are 75 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 $2,539.

Your search for investment property begins and ends here

Investment Property for Sale in Winston, GA

3121 Big Oak Drive

Winston, GA

5 beds | 5 baths | N/A

$985,000

Airbnb cash on cash: -0.68%

Traditional cash on cash: 3.28%

Airbnb Rental Income: $1474

Traditional Rental Income: $4663

Airbnb ROI: -0.68%

Traditional ROI: 3.28%

8680 Copperridge Dr

Winston, GA

4 beds | 3 baths | N/A

$487,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.82%

Airbnb Rental Income: $null

Traditional Rental Income: $2546

Airbnb ROI: N/A

Traditional ROI: 3.82%

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.

$469,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.04%

Airbnb Rental Income: $null

Traditional Rental Income: $2790

Airbnb ROI: N/A

Traditional ROI: 4.04%

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%

8916 Highway 166

Winston, GA

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

$250,000

Airbnb cash on cash: 4.74%

Traditional cash on cash: 5.33%

Airbnb Rental Income: $2172

Traditional Rental Income: $1761

Airbnb ROI: 4.74%

Traditional ROI: 5.33%

4064 POST Road

Winston, GA

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

$260,000

Airbnb cash on cash: 4.68%

Traditional cash on cash: 5.48%

Airbnb Rental Income: $2172

Traditional Rental Income: $1818

Airbnb ROI: 4.68%