Real Estate Investment Properties for Sale in Chester, SC

Looking for investment property in Chester, SC with high ROI ?

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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
100 White Oak Street Chester, SC THIS HOME QUALIFIES FOR USDA 100% FINANCING! Welcome home to this beautifully updated 3 be...	3 beds \| 2 baths \| 1,438 sq.ft.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.88% Airbnb Rental Income: $null Traditional Rental Income: $1775 Airbnb ROI: N/A Traditional ROI: 6.88%
126 Lowry Street Chester, SC Three bedroom one bath home that has been remodeled. Kitchen has soft close cabinets with...	3 beds \| 1 baths \| 912 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.11% Airbnb Rental Income: $null Traditional Rental Income: $1195 Airbnb ROI: N/A Traditional ROI: 6.11%
614 Maxie Road Chester, SC Nestled in the heart of Chester, this property offers convenient access to Highway 9 and I...	3 beds \| 2 baths \| 1,389 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.85% Airbnb Rental Income: $null Traditional Rental Income: $1679 Airbnb ROI: N/A Traditional ROI: 8.85%
111 Courtland Street Chester, SC Welcome to your charming new home! This delightful 3-bedroom, 1.5-bathroom cottage/bungalo...	3 beds \| 2 baths \| 1,304 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.32% Airbnb Rental Income: $null Traditional Rental Income: $1808 Airbnb ROI: N/A Traditional ROI: 8.32%
113 Brookwood Street Chester, SC Beautiful and affordable Bungalow in on a quiet Street in Chester. 2 bedrooms and 1 1/2 ba...	2 beds \| 2 baths \| 1,032 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.4% Airbnb Rental Income: $null Traditional Rental Income: $1599 Airbnb ROI: N/A Traditional ROI: 7.4%
112 Jeter Street Chester, SC **Buy this home and we'll sell your home for free! Your Home Sold in 29 Days Guaranteed! C...	3 beds \| 1 baths \| 965 sq.ft.	$105,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.02% Airbnb Rental Income: $null Traditional Rental Income: $1274 Airbnb ROI: N/A Traditional ROI: 10.02%
150 Gregg Street Extension Chester, SC Introducing a New Duplex on the Market This stunning home features a total of 4 bedrooms ...	4 beds \| 4 baths \| 1,736 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.16% Airbnb Rental Income: $null Traditional Rental Income: $2268 Airbnb ROI: N/A Traditional ROI: 6.16%
1315 Geneva Drive #Tract C Chester, SC Country Living at it's Best. This Farm House features 3 bedrooms with 2.5 baths on 3.2 acr...	3 beds \| 3 baths \| 2,674 sq.ft.	$259,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.54% Airbnb Rental Income: $null Traditional Rental Income: $2628 Airbnb ROI: N/A Traditional ROI: 8.54%
614 Maple Street Chester, SC Welcome to this beautifully renovated 4-bedroom, 1.5-bath brick ranch home on a cul-de-sac...	4 beds \| 2 baths \| 1,312 sq.ft.	$199,999	Airbnb cash on cash: N/A Traditional cash on cash: 7.46% Airbnb Rental Income: $null Traditional Rental Income: $1806 Airbnb ROI: N/A Traditional ROI: 7.46%
111 Church Street Chester, SC Introducing a beautifully remodeled bungalow located in the heart of Chester, SC. This hom...	3 beds \| 1 baths \| 1,188 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.68% Airbnb Rental Income: $null Traditional Rental Income: $1392 Airbnb ROI: N/A Traditional ROI: 6.68%
2554 W Chester School Road Chester, SC Remodeled ranch is ready for new owners. This spacious three bedroom, one bath has update...	3 beds \| 1 baths \| 1,358 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.26% Airbnb Rental Income: $null Traditional Rental Income: $1575 Airbnb ROI: N/A Traditional ROI: 5.26%
961 Shallowbrook Drive Chester, SC Home sweet home! Welcome to this three bedroom, two bathroom brick ranch that sits on almo...	3 beds \| 2 baths \| 1,554 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.96% Airbnb Rental Income: $null Traditional Rental Income: $1767 Airbnb ROI: N/A Traditional ROI: 4.96%
675 Lancaster Highway Chester, SC Move in ready! This brick ranch with attached carport is ready for a growing family. Ope...	3 beds \| 1 baths \| 1,082 sq.ft.	$164,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.39% Airbnb Rental Income: $null Traditional Rental Income: $1439 Airbnb ROI: N/A Traditional ROI: 6.39%
1178 Great Falls Highway Chester, SC Starting at $359,000, with 5% deposit & approved financing for a permanent mortgage, the b...	3 beds \| 2 baths \| 1,563 sq.ft.	$359,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.4% Airbnb Rental Income: $null Traditional Rental Income: $1934 Airbnb ROI: N/A Traditional ROI: 4.4%
530 Denton Avenue Chester, SC This adorable 3 bed 2 full bath single story on just over half an acre (with NO HOA!) is t...	3 beds \| 2 baths \| 1,191 sq.ft.	$294,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.32% Airbnb Rental Income: $null Traditional Rental Income: $1723 Airbnb ROI: N/A Traditional ROI: 4.32%
150 Wilson Street Chester, SC Welcome to this inviting 3-bedroom, 1.5-bathroom brick home, perfectly situated on a corne...	3 beds \| 2 baths \| 1,275 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.12% Airbnb Rental Income: $null Traditional Rental Income: $1574 Airbnb ROI: N/A Traditional ROI: 5.12%
536 Fourth Street #9 Chester, SC Almost new two bedroom, two full bath vinyl home. Beautiful covered front porch. New roof...	2 beds \| 2 baths \| 1,176 sq.ft.	$192,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.74% Airbnb Rental Income: $null Traditional Rental Income: $1612 Airbnb ROI: N/A Traditional ROI: 6.74%
152 Gregg Street Extension Chester, SC Introducing a New Duplex on the Market This stunning home features a total of 4 bedrooms ...	4 beds \| 4 baths \| 1,736 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.16% Airbnb Rental Income: $null Traditional Rental Income: $2268 Airbnb ROI: N/A Traditional ROI: 6.16%
529 Roundtree Circle #44 Chester, SC Welcoming all investors to a premier project with endless potential. This home has 3 bedro...	3 beds \| 2 baths \| 1,325 sq.ft.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.32% Airbnb Rental Income: $null Traditional Rental Income: $1764 Airbnb ROI: N/A Traditional ROI: 10.32%
123 Oak Street Chester, SC This fully renovated home offers a fresh start with updates throughout. From the crawl spa...	2 beds \| 2 baths \| 756 sq.ft.	$178,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.88% Airbnb Rental Income: $null Traditional Rental Income: $1518 Airbnb ROI: N/A Traditional ROI: 6.88%
102 Hardin Street #2 Chester, SC 3 Bedroom 2 bath ranch all electric home. New neutral interior painting. New luxury viny...	3 beds \| 2 baths \| 1,058 sq.ft.	$257,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.66% Airbnb Rental Income: $null Traditional Rental Income: $1587 Airbnb ROI: N/A Traditional ROI: 4.66%
2150 Pressley Road Chester, SC This inviting property offers a wonderful opportunity for those seeking a home in a quiet,...	3 beds \| 2 baths \| 1,517 sq.ft.	$260,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $1900 Airbnb ROI: N/A Traditional ROI: 6.05%
714 Webber Avenue Chester, SC Charming two bedroom 1 bath home close to the town of Chester. Home has been remodeled fr...	2 beds \| 1 baths \| 807 sq.ft.	$204,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.02% Airbnb Rental Income: $null Traditional Rental Income: $1335 Airbnb ROI: N/A Traditional ROI: 5.02%
108 White Oak Street Chester, SC Charming 3-bedroom, 1-bath brick ranch home in desirable Chester, SC! This cozy, well-main...	3 beds \| 1 baths \| 971 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $1396 Airbnb ROI: N/A Traditional ROI: 5.39%
137 Lancaster Street Chester, SC Charming 1928 Classic Home with Modern Potential Step back in time and experience the t...	3 beds \| 2 baths \| 2,160 sq.ft.	$220,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.8% Airbnb Rental Income: $null Traditional Rental Income: $2253 Airbnb ROI: N/A Traditional ROI: 8.8%
126 Hemphill Avenue Chester, SC Discover the charm of this beautiful home featuring 3 bedrooms and 2 full bathrooms. Enjoy...	3 beds \| 2 baths \| 1,832 sq.ft.	$324,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.75% Airbnb Rental Income: $null Traditional Rental Income: $2117 Airbnb ROI: N/A Traditional ROI: 4.75%
112 Hampton Street Chester, SC PRICE IMPROVEMENT Newly Renovated Craftsman-Style Home in Downtown Chester, SC Welcome ...	4 beds \| 3 baths \| N/A	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.25% Airbnb Rental Income: $null Traditional Rental Income: $2648 Airbnb ROI: N/A Traditional ROI: 9.25%
538 Sixth Street Chester, SC	1 beds \| 1 baths \| N/A	$135,728	Airbnb cash on cash: N/A Traditional cash on cash: 6.62% Airbnb Rental Income: $null Traditional Rental Income: $1145 Airbnb ROI: N/A Traditional ROI: 6.62%
529 Roundtree Cir Circle Chester, SC Welcoming all investors to a premier project with endless potential. This home has 3 bedro...	3 beds \| 2 baths \| 1,325 sq.ft.	$140,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.81% Airbnb Rental Income: $null Traditional Rental Income: $1700 Airbnb ROI: N/A Traditional ROI: 9.81%
686 Grant Lakes Circle Chester, SC Beautiful private cabin on 13+/- acres. Charming one-bedroom, one-bathroom cabin offers a ...	1 beds \| 1 baths \| 850 sq.ft.	$295,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.84% Airbnb Rental Income: $null Traditional Rental Income: $1316 Airbnb ROI: N/A Traditional ROI: 2.84%

Real Estate investment in Chester, SC

There are 35 properties for sale in the city of Chester . The median list price in Chester is $201,900 and the average price per square foot is $154. In January 2025, the average monthly cash on cash return in Chester is 6.00%. The average monthly rental income in Chester is $1,612.

Chester, SC Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 35 investment properties available for sale in Chester.

The ROI for Short-Term is higher than the Long-Term in Chester with average rental income of $N/A.

Your search for investment property begins and ends here

Investment Property for Sale in Chester, SC

100 White Oak Street

Chester, SC

3 beds | 2 baths | 1,438 sq.ft.

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.88%

Airbnb Rental Income: $null

Traditional Rental Income: $1775

Airbnb ROI: N/A

Traditional ROI: 6.88%

126 Lowry Street

Chester, SC

3 beds | 1 baths | 912 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.11%

Airbnb Rental Income: $null

Traditional Rental Income: $1195

Airbnb ROI: N/A

Traditional ROI: 6.11%

614 Maxie Road

Chester, SC

3 beds | 2 baths | 1,389 sq.ft.

$159,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.85%

Airbnb Rental Income: $null

Traditional Rental Income: $1679

Airbnb ROI: N/A

Traditional ROI: 8.85%

111 Courtland Street

Chester, SC

3 beds | 2 baths | 1,304 sq.ft.

$164,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.32%

Airbnb Rental Income: $null

Traditional Rental Income: $1808

Airbnb ROI: N/A

Traditional ROI: 8.32%

113 Brookwood Street

Chester, SC

2 beds | 2 baths | 1,032 sq.ft.

$179,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.4%

Airbnb Rental Income: $null

Traditional Rental Income: $1599

Airbnb ROI: N/A

Traditional ROI: 7.4%

112 Jeter Street

Chester, SC

3 beds | 1 baths | 965 sq.ft.

$105,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.02%

Airbnb Rental Income: $null

Traditional Rental Income: $1274

Airbnb ROI: N/A

Traditional ROI: 10.02%

150 Gregg Street Extension

Chester, SC

4 beds | 4 baths | 1,736 sq.ft.

$315,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.16%

Airbnb Rental Income: $null

Traditional Rental Income: $2268

Airbnb ROI: N/A

Traditional ROI: 6.16%

1315 Geneva Drive #Tract C

Chester, SC

3 beds | 3 baths | 2,674 sq.ft.

$259,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2628

Airbnb ROI: N/A