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
871 Saluda Road Chester, SC Charming full-brick ranch home featuring beautiful crown molding, chair rail, and beadboar...	3 beds \| 2 baths \| 1,620 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.46% Airbnb Rental Income: $null Traditional Rental Income: $1852 Airbnb ROI: N/A Traditional ROI: 4.46%
2894 Lakeshore Drive Chester, SC Gorgeous custom home sitting on nearly 2 acres of wooded property that offers an exception...	4 beds \| 6 baths \| 5,535 sq.ft.	$885,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.69% Airbnb Rental Income: $null Traditional Rental Income: $6074 Airbnb ROI: N/A Traditional ROI: 5.69%
107 Hinton Street Chester, SC Welcome to 107 Hinton St., a beautifully preserved Victorian residence in the heart of his...	4 beds \| 3 baths \| 3,339 sq.ft.	$274,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.99% Airbnb Rental Income: $null Traditional Rental Income: $2570 Airbnb ROI: N/A Traditional ROI: 7.99%
112 Crestwood Circle Chester, SC Welcome to this rare in-town retreat offering the perfect blend of mid-century modern desi...	2 beds \| 2 baths \| 2,671 sq.ft.	$385,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.69% Airbnb Rental Income: $null Traditional Rental Income: $1991 Airbnb ROI: N/A Traditional ROI: 3.69%
108 Reedy Street Chester, SC Charming, full of character, and move-in ready, this delightful story-book home is waiting...	4 beds \| 3 baths \| 1,873 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.37% Airbnb Rental Income: $null Traditional Rental Income: $2440 Airbnb ROI: N/A Traditional ROI: 8.37%
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.	$369,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.73% Airbnb Rental Income: $null Traditional Rental Income: $2281 Airbnb ROI: N/A Traditional ROI: 4.73%
103.5 Foote Street Chester, SC Tucked into a charming area of downtown Chester, this beautifully crafted 2021 home blends...	3 beds \| 2 baths \| 1,212 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.13% Airbnb Rental Income: $null Traditional Rental Income: $1674 Airbnb ROI: N/A Traditional ROI: 5.13%
130 Lancaster Street Chester, SC 130 Lancaster St is a one-story Chester corner home with a functional layout and modern fi...	3 beds \| 2 baths \| 1,517 sq.ft.	$177,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.09% Airbnb Rental Income: $null Traditional Rental Income: $1720 Airbnb ROI: N/A Traditional ROI: 8.09%
110 Crestwood Drive Chester, SC Sweet 1456 sq ft. two-bedroom two bath home in a quiet neighborhood near downtown Chester....	3 beds \| 2 baths \| 1,456 sq.ft.	$239,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.91% Airbnb Rental Income: $null Traditional Rental Income: $1787 Airbnb ROI: N/A Traditional ROI: 5.91%
110 Courtland Street Chester, SC REDUCED PRICE for this 1st Time Homebuyer GEM Completely remodeled and truly move-in r...	2 beds \| 2 baths \| 910 sq.ft.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.46% Airbnb Rental Income: $null Traditional Rental Income: $1024 Airbnb ROI: N/A Traditional ROI: 3.46%
114 Hemphill Avenue Chester, SC Price Drop!!!! Seller is eager to sell. Charming brick home situated on a spacious corner ...	2 beds \| 1 baths \| 768 sq.ft.	$110,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.74% Airbnb Rental Income: $null Traditional Rental Income: $1191 Airbnb ROI: N/A Traditional ROI: 8.74%
113 Brawley Street Chester, SC Beautiful brick bungalow near downtown Chester! Recently renovated. Beautiful hardwoods in...	3 beds \| 1 baths \| 1,738 sq.ft.	$237,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.11% Airbnb Rental Income: $null Traditional Rental Income: $1609 Airbnb ROI: N/A Traditional ROI: 5.11%
153 Saluda Street Chester, SC Cute house located in the heart of Chester! New paint and HVAC. This property features an ...	2 beds \| 1 baths \| 705 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.51% Airbnb Rental Income: $null Traditional Rental Income: $1076 Airbnb ROI: N/A Traditional ROI: 5.51%
1150 Radcliff Road Chester, SC Welcome home to this beautifully remodeled country retreat, where modern updates meet peac...	3 beds \| 2 baths \| 1,413 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $1540 Airbnb ROI: N/A Traditional ROI: 3.82%
111 Church Street Chester, SC Welcome to this charming home located in the heart of historic Chester! Situated on a spac...	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%
572 2nd Street Chester, SC Beautifully renovated 2 bedroom, 1 bath house near downtown Chester! Corner lot with large...	2 beds \| 1 baths \| 1,183 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.89% Airbnb Rental Income: $null Traditional Rental Income: $1464 Airbnb ROI: N/A Traditional ROI: 8.89%
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.	$164,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.39% Airbnb Rental Income: $null Traditional Rental Income: $1496 Airbnb ROI: N/A Traditional ROI: 7.39%
596 Armory Road Chester, SC Back on the market-no fault of the seller! A second chance to secure this excellent invest...	3 beds \| 2 baths \| 2,021 sq.ft.	$130,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.44% Airbnb Rental Income: $null Traditional Rental Income: $1737 Airbnb ROI: N/A Traditional ROI: 11.44%
999 Halseville Road Chester, SC Historic Colvin-Fant-Durham Farm Complex \| Circa 1835Nestled on 12 picturesque acres in ru...	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.	$179,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.45% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 6.45%
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 REDUCED PRICE! Welcome to a beautifully renovated full brick home with modern luxury. This...	4 beds \| 2 baths \| 2,200 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.63% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 5.63%
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%
115 W Lacy Street Chester, SC ELIGIBLE FOR 100% FINANCING - Ask how! Completely renovated in 2023, this stunning 5-bedro...	5 beds \| 3 baths \| 2,724 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.34% Airbnb Rental Income: $null Traditional Rental Income: $2853 Airbnb ROI: N/A Traditional ROI: 9.34%
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.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.11% Airbnb Rental Income: $null Traditional Rental Income: $2214 Airbnb ROI: N/A Traditional ROI: 7.11%
109 Hardin Street Chester, SC	2 beds \| 1 baths \| 1,300 sq.ft.	$200,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.36% Airbnb Rental Income: $null Traditional Rental Income: $1537 Airbnb ROI: N/A Traditional ROI: 6.36%
106 Steinkuhler Street #6 Chester, SC Looking for a turnkey income property or the perfect house hack opportunity? This beautifu...	6 beds \| 6 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%
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.	$154,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.34% Airbnb Rental Income: $null Traditional Rental Income: $1265 Airbnb ROI: N/A Traditional ROI: 6.34%
974 Old York Road Chester, SC Welcome to 974 Old York Road in the quaint town of Chester, SC! This stunning brand-new co...	4 beds \| 2 baths \| 2,128 sq.ft.	$302,500	Airbnb cash on cash: N/A Traditional cash on cash: 5.92% Airbnb Rental Income: $null Traditional Rental Income: $2225 Airbnb ROI: N/A Traditional ROI: 5.92%
128 College Street Chester, SC Completely remodeled 3-bedroom, 2-bath cottage-style home featuring soaring 11-foot ceilin...	3 beds \| 2 baths \| 1,516 sq.ft.	$249,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.74% Airbnb Rental Income: $null Traditional Rental Income: $1818 Airbnb ROI: N/A Traditional ROI: 5.74%
533 McNinch Avenue Chester, SC New Construction- New Price - No HOA - Just Outside of Chester Welcome to this stunning ne...	3 beds \| 3 baths \| 1,480 sq.ft.	$298,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $1884 Airbnb ROI: N/A Traditional ROI: 4.81%
107 Berry Street Chester, SC All Brick Ranch newly renovated in Move in Condition. Features include 4 Bedrooms with Fle...	4 beds \| 2 baths \| 1,336 sq.ft.	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.84% Airbnb Rental Income: $null Traditional Rental Income: $1773 Airbnb ROI: N/A Traditional ROI: 5.84%
111 Berry Street Chester, SC *Back on the market at no fault of the seller*Charming opportunity in the heart of Che...	3 beds \| 1 baths \| 1,015 sq.ft.	$217,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.86% Airbnb Rental Income: $null Traditional Rental Income: $1415 Airbnb ROI: N/A Traditional ROI: 4.86%
2262 Center Road Chester, SC Beautiful 4 bedroom / 2.5 bath home nestled on 7 private acres, perfect for horses, livest...	4 beds \| 3 baths \| 2,718 sq.ft.	$479,200	Airbnb cash on cash: N/A Traditional cash on cash: 3.75% Airbnb Rental Income: $null Traditional Rental Income: $2475 Airbnb ROI: N/A Traditional ROI: 3.75%
518 Melton Street Chester, SC Charming Renovated Home in Chester! Welcome to 518 Melton St in Chester, SC, a beautifully...	3 beds \| 2 baths \| 1,642 sq.ft.	$230,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.82% Airbnb Rental Income: $null Traditional Rental Income: $1919 Airbnb ROI: N/A Traditional ROI: 6.82%
205 Jewel Street Chester, SC Opportunity awaits at 205 Jewel Street in Chester! This 3-bedroom, 1-bath brick home offer...	3 beds \| 1 baths \| 890 sq.ft.	$100,000	Airbnb cash on cash: N/A Traditional cash on cash: 11.39% Airbnb Rental Income: $null Traditional Rental Income: $1354 Airbnb ROI: N/A Traditional ROI: 11.39%
132 E Lacy Street Chester, SC Investment opportunity in Chester, SC. This property experienced a fire that damaged part ...	2 beds \| 2 baths \| 966 sq.ft.	$95,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.53% Airbnb Rental Income: $null Traditional Rental Income: $1376 Airbnb ROI: N/A Traditional ROI: 10.53%
114 Hampton Street Chester, SC Nice home with so much potential, owned by the same family for over 60 years. The home fea...	2 beds \| 2 baths \| 1,788 sq.ft.	$199,900	Airbnb cash on cash: N/A Traditional cash on cash: 8.37% Airbnb Rental Income: $null Traditional Rental Income: $1917 Airbnb ROI: N/A Traditional ROI: 8.37%
620 Mcdowell Drive Chester, SC IMPROVED PRICING! NOW $252000 ,Motivated sellers !!! Come preview this beautiful brick ran...	3 beds \| 2 baths \| 1,334 sq.ft.	$252,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.52% Airbnb Rental Income: $null Traditional Rental Income: $1696 Airbnb ROI: N/A Traditional ROI: 5.52%
94 White Oak Street Chester, SC Introducing a New Duplex on the Market!! This stunning property features a total of 4 bedr...	4 beds \| 4 baths \| N/A	$319,000	Airbnb cash on cash: N/A Traditional cash on cash: 9.25% Airbnb Rental Income: $null Traditional Rental Income: $3186 Airbnb ROI: N/A Traditional ROI: 9.25%

Real Estate investment in Chester, SC

There are 74 properties for sale in the city of Chester . The median list price in Chester is $213,372 and the average price per square foot is $109. In July 2026, the average monthly cash on cash return in Chester is 6.00%. The average monthly rental income in Chester is $1,854.

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

There are 74 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

871 Saluda Road

Chester, SC

3 beds | 2 baths | 1,620 sq.ft.

$310,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.46%

Airbnb Rental Income: $null

Traditional Rental Income: $1852

Airbnb ROI: N/A

Traditional ROI: 4.46%

2894 Lakeshore Drive

Chester, SC

4 beds | 6 baths | 5,535 sq.ft.

$885,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.69%

Airbnb Rental Income: $null

Traditional Rental Income: $6074

Airbnb ROI: N/A

Traditional ROI: 5.69%

107 Hinton Street

Chester, SC

4 beds | 3 baths | 3,339 sq.ft.

$274,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.99%

Airbnb Rental Income: $null

Traditional Rental Income: $2570

Airbnb ROI: N/A

Traditional ROI: 7.99%

112 Crestwood Circle

Chester, SC

2 beds | 2 baths | 2,671 sq.ft.

$385,000

Airbnb cash on cash: N/A

Traditional cash on cash: 3.69%

Airbnb Rental Income: $null

Traditional Rental Income: $1991

Airbnb ROI: N/A

Traditional ROI: 3.69%

108 Reedy Street

Chester, SC

4 beds | 3 baths | 1,873 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.37%

Airbnb Rental Income: $null

Traditional Rental Income: $2440

Airbnb ROI: N/A

Traditional ROI: 8.37%

569 Great Falls Highway

Chester, SC

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

$369,900

Airbnb cash on cash: N/A

Traditional cash on cash: 4.73%

Airbnb Rental Income: $null

Traditional Rental Income: $2281

Airbnb ROI: N/A

Traditional ROI: 4.73%

103.5 Foote Street

Chester, SC

3 beds | 2 baths | 1,212 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.13%

Airbnb Rental Income: $null

Traditional Rental Income: $1674

Airbnb ROI: N/A

Traditional ROI: 5.13%

130 Lancaster Street

Chester, SC

3 beds | 2 baths | 1,517 sq.ft.

$177,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.09%

Airbnb Rental Income: $null

Traditional Rental Income: $1720

Airbnb ROI: N/A