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
569 Great Falls Highway Chester, SC Welcome to this beautiful full-brick 3-bedroom, 2 full bath home, nestled on a generous 1....	3 beds \| 2 baths \| 2,440 sq.ft.	$374,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.65% Airbnb Rental Income: $null Traditional Rental Income: $2281 Airbnb ROI: N/A Traditional ROI: 4.65%
169 E Lacy Street Chester, SC 3 bedroom/2 bath home located near the heart of downtown Chester, just minutes from shoppi...	3 beds \| 2 baths \| 1,405 sq.ft.	$213,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.02% Airbnb Rental Income: $null Traditional Rental Income: $1827 Airbnb ROI: N/A Traditional ROI: 7.02%
508 Old York Road Chester, SC Discover true Southern charm in this delightful two-bedroom, one bath home featuring a cla...	2 beds \| 1 baths \| 1,414 sq.ft.	$175,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.93% Airbnb Rental Income: $null Traditional Rental Income: $1514 Airbnb ROI: N/A Traditional ROI: 6.93%
511 W Elliott Street Chester, SC 2 bedroom home on corner lot with fenced yard. Large eat in kitchen, living room with gas ...	2 beds \| 1 baths \| 1,026 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.96% Airbnb Rental Income: $null Traditional Rental Income: $1029 Airbnb ROI: N/A Traditional ROI: 4.96%
556 6th Street Chester, SC MOVE IN READY home with a large yard overlooking JA Cochran Bypass. New flooring and paint...	2 beds \| 1 baths \| 840 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.25% Airbnb Rental Income: $null Traditional Rental Income: $1196 Airbnb ROI: N/A Traditional ROI: 7.25%
572 2nd Street Chester, SC Charming Newly Remodeled Home on a Spacious Corner Lot Welcome to 572 Second St, a beautif...	2 beds \| 1 baths \| 1,183 sq.ft.	$108,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.26% Airbnb Rental Income: $null Traditional Rental Income: $1464 Airbnb ROI: N/A Traditional ROI: 11.26%
528 6th Street Chester, SC * PRICE IMPROVEMENT ** HOME HAS BEEN APPRAISED WELL ABOVE ASKING PRICE! INSTANT EQUITY...	2 beds \| 2 baths \| 1,025 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.62% Airbnb Rental Income: $null Traditional Rental Income: $1496 Airbnb ROI: N/A Traditional ROI: 6.62%
146 Saluda Street Chester, SC Step back in time with this beautifully preserved 1915 historic home, filled with original...	4 beds \| 3 baths \| 2,388 sq.ft.	$289,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.35% Airbnb Rental Income: $null Traditional Rental Income: $2802 Airbnb ROI: N/A Traditional ROI: 8.35%
999 Halseville Road Chester, SC Historic ColvinâFantâDurham Farm Complex \| Circa 1835Nestled on 12 picturesque acres i...	3 beds \| 3 baths \| 3,600 sq.ft.	$585,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.17% Airbnb Rental Income: $null Traditional Rental Income: $2186 Airbnb ROI: N/A Traditional ROI: 2.17%
556 Roundtree Circle Chester, SC New Paint and Flooring make this 3 Bedroom Brick Ranch shine. There is a new concrete driv...	3 beds \| 1 baths \| 1,025 sq.ft.	$187,200	Airbnb cash on cash: N/A Traditional cash on cash: 6.13% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 6.13%
39 E White Street Chester, SC This home is priced like rent - but you get to own it!!! Beautifully renovated 2-bedroom, ...	2 beds \| 2 baths \| 1,244 sq.ft.	$179,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.63% Airbnb Rental Income: $null Traditional Rental Income: $1631 Airbnb ROI: N/A Traditional ROI: 7.63%
126 Sunset Drive Chester, SC Welcome to a beautifully renovated full brick home with modern luxury. This 4 bedroom, 2 b...	4 beds \| 2 baths \| 2,200 sq.ft.	$399,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.49% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 4.49%
510 Gage Street unit: 2 Blk B #2 Blk B Chester, SC Charming 2-bedroom, 1-bath home with the benefit of low county taxes! The inviting living ...	2 beds \| 1 baths \| 1,051 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.99% Airbnb Rental Income: $null Traditional Rental Income: $1393 Airbnb ROI: N/A Traditional ROI: 6.99%
976 Peden Bridge Road Chester, SC PRICE DROP offered by MOTIVATED SELLERS! Enjoy your rocking chair front porch, gentle bree...	3 beds \| 2 baths \| 1,820 sq.ft.	$329,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $2152 Airbnb ROI: N/A Traditional ROI: 5.37%
912 Redwood Lane Chester, SC This home showcases a timeless brick exterior that is stately and low-maintenance, the sol...	3 beds \| 2 baths \| 1,858 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.18% Airbnb Rental Income: $null Traditional Rental Income: $2115 Airbnb ROI: N/A Traditional ROI: 4.18%
713 Meadowbrook Road Chester, SC The cutest home in need of a makeover! Wonderful opportunities for a remodel. Home has a s...	3 beds \| 2 baths \| 1,325 sq.ft.	$180,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.32% Airbnb Rental Income: $null Traditional Rental Income: $1719 Airbnb ROI: N/A Traditional ROI: 8.32%
115 W Lacy Street Chester, SC ELIGIBLE FOR 100% FINANCING! Ask how! 5 Bedroom, 3 bath, fully renovated in 2023, just...	5 beds \| 3 baths \| 2,724 sq.ft.	$320,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.04% Airbnb Rental Income: $null Traditional Rental Income: $2853 Airbnb ROI: N/A Traditional ROI: 8.04%
531 Ashford Road Chester, SC NEW CONSTRUCTION home on 3+/- Acres in Chester County, SC! NO HOA! Great location to schoo...	3 beds \| 3 baths \| 1,909 sq.ft.	$409,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $2231 Airbnb ROI: N/A Traditional ROI: 4.54%
2843 Lakeshore Drive Chester, SC Welcome to the Cherry Hills subdivision! This 4-bedroom, 2.5-bath home at 2843 Lakeshore D...	4 beds \| 3 baths \| 2,660 sq.ft.	$649,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.71% Airbnb Rental Income: $null Traditional Rental Income: $2516 Airbnb ROI: N/A Traditional ROI: 1.71%
647 Still Street Chester, SC Welcome to your next home sweet home! This beautifully updated single-family residence off...	3 beds \| 1 baths \| 1,344 sq.ft.	$215,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.07% Airbnb Rental Income: $null Traditional Rental Income: $1603 Airbnb ROI: N/A Traditional ROI: 6.07%
538 second Street Chester, SC	3 beds \| 2 baths \| 1,080 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.83% Airbnb Rental Income: $null Traditional Rental Income: $1579 Airbnb ROI: N/A Traditional ROI: 6.83%
728 Sugar Plum Lane Chester, SC Beautiful new construction ranch home! Welcome to this stunning 3-bedroom, 2-bath ranch pe...	3 beds \| 2 baths \| 1,563 sq.ft.	$309,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.03% Airbnb Rental Income: $null Traditional Rental Income: $2018 Airbnb ROI: N/A Traditional ROI: 5.03%
152 Saluda Street Chester, SC	3 beds \| 2 baths \| 1,953 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.16% Airbnb Rental Income: $null Traditional Rental Income: $2168 Airbnb ROI: N/A Traditional ROI: 6.16%
1409 Clayton Drive Chester, SC Peaceful country living on 1 acre! 3BR/2BA mobile home on a private driveway in Chester, S...	4 beds \| 2 baths \| 2,052 sq.ft.	$289,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.22% Airbnb Rental Income: $null Traditional Rental Income: $2214 Airbnb ROI: N/A Traditional ROI: 6.22%
109 Hardin Street Chester, SC	2 beds \| 1 baths \| 1,300 sq.ft.	$209,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.05% Airbnb Rental Income: $null Traditional Rental Income: $1537 Airbnb ROI: N/A Traditional ROI: 6.05%
538 Pinckney Road Chester, SC Welcome to this inviting three-bedroom, one-bath home nestled in the town of Chester. Enjo...	3 beds \| 1 baths \| 966 sq.ft.	$174,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.41% Airbnb Rental Income: $null Traditional Rental Income: $1400 Airbnb ROI: N/A Traditional ROI: 6.41%
1126 Williamsville Church Road Chester, SC Spacious 3-Bedroom, 3-Bath Home on 10 Private Wooded Acres in Rising Chester County, SC We...	3 beds \| 3 baths \| 2,180 sq.ft.	$475,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.61% Airbnb Rental Income: $null Traditional Rental Income: $2298 Airbnb ROI: N/A Traditional ROI: 3.61%
105 Foote Street Chester, SC Welcome to this beautifully refreshed Craftsman home! It features tall ceilings, large win...	3 beds \| 2 baths \| 1,995 sq.ft.	$245,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.02% Airbnb Rental Income: $null Traditional Rental Income: $2199 Airbnb ROI: N/A Traditional ROI: 8.02%
106 Steinkuhler Street unit: 6 #6 Chester, SC Looking for a turnkey income property or the perfect house hack opportunity? This beautifu...	6 beds \| N/A baths \| N/A	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.52% Airbnb Rental Income: $null Traditional Rental Income: $2337 Airbnb ROI: N/A Traditional ROI: 3.52%
152 Hinton Street Chester, SC New build home UNDER CONSTRUCTION in Chester. Completion by mid-January! Open living and d...	3 beds \| 2 baths \| 1,028 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.78% Airbnb Rental Income: $null Traditional Rental Income: $1603 Airbnb ROI: N/A Traditional ROI: 5.78%
150 Hinton Street Chester, SC New build home UNDER CONSTRUCTION in Chester. Completion by mid-January! Open living and d...	3 beds \| 2 baths \| 1,028 sq.ft.	$219,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.15% Airbnb Rental Income: $null Traditional Rental Income: $1603 Airbnb ROI: N/A Traditional ROI: 6.15%
1663 Mayhugh Road Chester, SC A hidden gem on a beautiful paved private road-just far enough out to avoid the traffic bu...	3 beds \| 3 baths \| 1,673 sq.ft.	$595,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.5% Airbnb Rental Income: $null Traditional Rental Income: $2096 Airbnb ROI: N/A Traditional ROI: 2.5%
1339 Liberty Road Chester, SC Welcome to the kind of place people dream about when they picture true country living-wide...	3 beds \| 2 baths \| 1,728 sq.ft.	$428,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.17% Airbnb Rental Income: $null Traditional Rental Income: $1992 Airbnb ROI: N/A Traditional ROI: 3.17%
538 6th Street Chester, SC Investor Special - Tenant in Place! This 1-bedroom, 1-bath property is the perfect opportu...	1 beds \| 1 baths \| 992 sq.ft.	$87,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.23% Airbnb Rental Income: $null Traditional Rental Income: $1113 Airbnb ROI: N/A Traditional ROI: 10.23%
752 Cedar Lane Chester, SC	4 beds \| 3 baths \| 1,940 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.63% Airbnb Rental Income: $null Traditional Rental Income: $2362 Airbnb ROI: N/A Traditional ROI: 5.63%
560 Second Street unit: 16 #16 Chester, SC Welcome to this beautifully renovated 3-bedroom, 2-bath home nestled in the county yet con...	3 beds \| 2 baths \| 1,152 sq.ft.	$179,500	Airbnb cash on cash: N/A Traditional cash on cash: 7.53% Airbnb Rental Income: $null Traditional Rental Income: $1647 Airbnb ROI: N/A Traditional ROI: 7.53%
569 Fifth Street Chester, SC Welcome to this beautifully renovated 2-bedroom, 2-bath home located in the county and rea...	2 beds \| 2 baths \| 949 sq.ft.	$169,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.01% Airbnb Rental Income: $null Traditional Rental Income: $1439 Airbnb ROI: N/A Traditional ROI: 7.01%
573 Fifth Street Chester, SC Welcome to this charming and fully renovated 2-bedroom, 1-bath home located in the county,...	2 beds \| 1 baths \| 746 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.11% Airbnb Rental Income: $null Traditional Rental Income: $1265 Airbnb ROI: N/A Traditional ROI: 6.11%
2012 Baton Rouge Road Chester, SC Nestled in the peaceful countryside of western Chester County, this classic farm house is ...	2 beds \| 1 baths \| 1,113 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.31% Airbnb Rental Income: $null Traditional Rental Income: $1396 Airbnb ROI: N/A Traditional ROI: 5.31%
378 Center Street unit: 1 #1 Chester, SC Welcome to this charming 3-bedroom, 2-bath home situated on a desirable corner lot with an...	3 beds \| 2 baths \| 1,470 sq.ft.	$252,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.39% Airbnb Rental Income: $null Traditional Rental Income: $1751 Airbnb ROI: N/A Traditional ROI: 5.39%

Real Estate investment in Chester, SC

There are 43 properties for sale in the city of Chester . The median list price in Chester is $289,900 and the average price per square foot is $160. In January 2026, the average monthly cash on cash return in Chester is 6.00%. The average monthly rental income in Chester is $1,728.

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

There are 43 investment properties available for sale in Chester.

In 2026, the best neighborhood to buy investment property is 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

569 Great Falls Highway

Chester, SC

3 beds | 2 baths | 2,440 sq.ft.

$374,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.65%

Airbnb Rental Income: $null

Traditional Rental Income: $2281

Airbnb ROI: N/A

Traditional ROI: 4.65%

169 E Lacy Street

Chester, SC

3 beds | 2 baths | 1,405 sq.ft.

$213,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.02%

Airbnb Rental Income: $null

Traditional Rental Income: $1827

Airbnb ROI: N/A

Traditional ROI: 7.02%

508 Old York Road

Chester, SC

2 beds | 1 baths | 1,414 sq.ft.

$175,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.93%

Airbnb Rental Income: $null

Traditional Rental Income: $1514

Airbnb ROI: N/A

Traditional ROI: 6.93%

511 W Elliott Street

Chester, SC

2 beds | 1 baths | 1,026 sq.ft.

$149,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.96%

Airbnb Rental Income: $null

Traditional Rental Income: $1029

Airbnb ROI: N/A

Traditional ROI: 4.96%

556 6th Street

Chester, SC

2 beds | 1 baths | 840 sq.ft.

$130,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.25%

Airbnb Rental Income: $null

Traditional Rental Income: $1196

Airbnb ROI: N/A

Traditional ROI: 7.25%

572 2nd Street

Chester, SC

2 beds | 1 baths | 1,183 sq.ft.

$108,000

Airbnb cash on cash: N/A

Traditional cash on cash: 11.26%

Airbnb Rental Income: $null

Traditional Rental Income: $1464

Airbnb ROI: N/A

Traditional ROI: 11.26%

528 6th Street

Chester, SC

2 beds | 2 baths | 1,025 sq.ft.

$180,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.62%

Airbnb Rental Income: $null

Traditional Rental Income: $1496

Airbnb ROI: N/A

Traditional ROI: 6.62%

146 Saluda Street

Chester, SC

4 beds | 3 baths | 2,388 sq.ft.

$289,900

Airbnb cash on cash: N/A

Traditional cash on cash: 8.35%

Airbnb Rental Income: $null

Traditional Rental Income: $2802

Airbnb ROI: N/A