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.

Single Family Homes for Sale in Chester, SC

Search for Single Family Residential for Sale in Chester, South Carolina. Browse all of Mashvisor’s Single Family Residential listings and other investment property types including Single Family Homes, Multi Family Homes, Condos, Townhouses and Other Homes.

Showing 57 Single Family Residential listings of over 500,000 total investment properties for sale. Visit Mashvisor.com to all investment properties.

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
107 Hinton Street Chester, SC Step Back in Time in This Beautiful Victorian Home with A Lovely Wraparound Front Porch! P...	4 beds \| 3 baths \| 3,449 sq.ft.	$269,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.19% Airbnb Rental Income: $null Traditional Rental Income: $2570 Airbnb ROI: N/A Traditional ROI: 8.19%
3116 Pilgrim Road Chester, SC Escape to your own peaceful retreat on almost 10 acres! This updated brick home has 3 bedr...	3 beds \| 2 baths \| 1,292 sq.ft.	$372,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.85% Airbnb Rental Income: $null Traditional Rental Income: $1635 Airbnb ROI: N/A Traditional ROI: 2.85%
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%
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.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.33% Airbnb Rental Income: $null Traditional Rental Income: $1723 Airbnb ROI: N/A Traditional ROI: 5.33%
138 Pinckney Street Chester, SC 3 Bedroom 2 Bath Home in Move in Condition. Entering you will find Spacious open area for ...	3 beds \| 2 baths \| 1,466 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.74% Airbnb Rental Income: $null Traditional Rental Income: $1772 Airbnb ROI: N/A Traditional ROI: 7.74%
1239 Carlisle White Road Chester, SC Discover the perfect blend of peace, privacy, and convenience with this beautifully update...	2 beds \| 2 baths \| 1,497 sq.ft.	$299,999	Airbnb cash on cash: N/A Traditional cash on cash: 4.81% Airbnb Rental Income: $null Traditional Rental Income: $1894 Airbnb ROI: N/A Traditional ROI: 4.81%
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.	$195,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.1% Airbnb Rental Income: $null Traditional Rental Income: $1514 Airbnb ROI: N/A Traditional ROI: 6.1%
823 Great Falls Highway Chester, SC Full of charm, this move in ready country-style home sits on over 2 acres and offers many ...	3 beds \| 1 baths \| 1,314 sq.ft.	$250,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.45% Airbnb Rental Income: $null Traditional Rental Income: $1515 Airbnb ROI: N/A Traditional ROI: 4.45%
1225 Liberty Road Chester, SC This thoughtfully remodeled farmhouse retreat combines modern updates with the charm of co...	2 beds \| 1 baths \| 1,132 sq.ft.	$400,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.09% Airbnb Rental Income: $null Traditional Rental Income: $1089 Airbnb ROI: N/A Traditional ROI: 1.09%
117 Hamilton Street Chester, SC Welcome to this 2023-built 3BR/2BA home offering 1,050 sq ft of modern living space! An op...	3 beds \| 2 baths \| 1,050 sq.ft.	$226,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.32% Airbnb Rental Income: $null Traditional Rental Income: $1788 Airbnb ROI: N/A Traditional ROI: 6.32%
103 Walker Street Chester, SC Perfect opportunity to own a turnkey rental property in a growing area! Beautifully renova...	2 beds \| 1 baths \| 1,028 sq.ft.	$172,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.09% Airbnb Rental Income: $null Traditional Rental Income: $1030 Airbnb ROI: N/A Traditional ROI: 4.09%
1178 Great Falls Highway Chester, SC Starting at $359,900, this custom-built 3-bedroom, 2 full bath home spans 1,563 square fee...	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%
536 Fourth Street unit: 9 #9 Chester, SC Seller is offering $5000 towards closing costs/buy down points. Almost new two bedroom, tw...	2 beds \| 2 baths \| 1,176 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.06% Airbnb Rental Income: $null Traditional Rental Income: $1612 Airbnb ROI: N/A Traditional ROI: 7.06%
510 Jones Street unit: 6 #6 Chester, SC Proposed New Construction in Chester! This proposed to-be-built 3-bedroom, 2-bath ranch-st...	3 beds \| 2 baths \| 1,200 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $1670 Airbnb ROI: N/A Traditional ROI: 6.06%
552 6th Street Chester, SC Tenant occupied. Do not disturb tenants. This newly remodeled home features new luxury vin...	2 beds \| 1 baths \| 840 sq.ft.	$149,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.68% Airbnb Rental Income: $null Traditional Rental Income: $1256 Airbnb ROI: N/A Traditional ROI: 6.68%
533 3rd Street Chester, SC Welcome to 533 3rd Street in Chester, SC! This fully remodeled 3-bedroom, 2-bathroom home ...	3 beds \| 2 baths \| 1,140 sq.ft.	$194,999	Airbnb cash on cash: N/A Traditional cash on cash: 6.84% Airbnb Rental Income: $null Traditional Rental Income: $1599 Airbnb ROI: N/A Traditional ROI: 6.84%
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.	$122,500	Airbnb cash on cash: N/A Traditional cash on cash: 9.86% Airbnb Rental Income: $null Traditional Rental Income: $1464 Airbnb ROI: N/A Traditional ROI: 9.86%
528 6th Street Chester, SC ******OPEN HOUSE SAT SEPT 13TH NOON TO 3PM. ENTER DRAWING FOR A $100 VISA GIFT CARD!**...	2 beds \| 2 baths \| 1,025 sq.ft.	$190,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.2% Airbnb Rental Income: $null Traditional Rental Income: $1496 Airbnb ROI: N/A Traditional ROI: 6.2%
324 Ashford Street Chester, SC BACK ON THE MARKET! BUYER FELL OUT LAST MINUTE! Come see this charming ranch style home in...	3 beds \| 2 baths \| 1,204 sq.ft.	$229,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.74% Airbnb Rental Income: $null Traditional Rental Income: $1682 Airbnb ROI: N/A Traditional ROI: 5.74%
146 Saluda Street Chester, SC Back on market at no fault of the seller. This breathtaking, all brick, 4BR/2.5 Bath home ...	4 beds \| 3 baths \| 2,388 sq.ft.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.06% Airbnb Rental Income: $null Traditional Rental Income: $2802 Airbnb ROI: N/A Traditional ROI: 8.06%
132 Loomis Street Chester, SC Motivated Seller! Affordable 2-Bedroom Home - Ideal for First-Time Buyers or Investors Don...	2 beds \| 1 baths \| 608 sq.ft.	$135,000	Airbnb cash on cash: N/A Traditional cash on cash: 7% Airbnb Rental Income: $null Traditional Rental Income: $1204 Airbnb ROI: N/A Traditional ROI: 7%
999 Halseville Road Chester, SC Old farmhouse located on 12 acres, known as the Colvin-Fant-Durham Farm Complex in rural C...	3 beds \| 3 baths \| 3,600 sq.ft.	$625,000	Airbnb cash on cash: N/A Traditional cash on cash: 1.97% Airbnb Rental Income: $null Traditional Rental Income: $2186 Airbnb ROI: N/A Traditional ROI: 1.97%
555 Pryor Street Chester, SC Newly Renovated & Move-In Ready! Welcome to this beautifully updated home featuring 10FT. ...	2 beds \| 2 baths \| 971 sq.ft.	$172,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.68% Airbnb Rental Income: $null Traditional Rental Income: $1409 Airbnb ROI: N/A Traditional ROI: 6.68%
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.	$187,400	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%
1177 Craigbrow Circle Chester, SC Welcome to this charming 1963 retreat in a desired neighborhood! The property is spacious,...	3 beds \| 2 baths \| 1,356 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.54% Airbnb Rental Income: $null Traditional Rental Income: $1732 Airbnb ROI: N/A Traditional ROI: 4.54%
814 Severance Drive Chester, SC This unique property is the one you have been waiting for. The home offers 4 bedroom and 3...	4 beds \| 3 baths \| 2,207 sq.ft.	$399,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $2591 Airbnb ROI: N/A Traditional ROI: 5.37%
1154 Stringfellow Road Chester, SC Charming Renovated 3-Bedroom Home on 1.8 Acres Discover comfort and charm in this beautifu...	3 beds \| 1 baths \| 1,025 sq.ft.	$239,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.21% Airbnb Rental Income: $null Traditional Rental Income: $1399 Airbnb ROI: N/A Traditional ROI: 4.21%
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%
679 Fairforest Road Chester, SC Opportunity in the heart of Chester, S.C. This private 4.89-acre retreat offers the perfec...	5 beds \| 4 baths \| 2,322 sq.ft.	$419,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.67% Airbnb Rental Income: $null Traditional Rental Income: $2860 Airbnb ROI: N/A Traditional ROI: 5.67%
515 Gage Street Chester, SC Discover this beautifully refreshed 2-bedroom, 1-bath residence, thoughtfully updated. Enj...	2 beds \| 1 baths \| 1,177 sq.ft.	$159,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.16% Airbnb Rental Income: $null Traditional Rental Income: $1420 Airbnb ROI: N/A Traditional ROI: 7.16%
114 Starnes Street Chester, SC PRICE REDUCTION AND MOTIVATED SELLER!! This stunning fully renovated residence is poised t...	3 beds \| 1 baths \| 800 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.35% Airbnb Rental Income: $null Traditional Rental Income: $1332 Airbnb ROI: N/A Traditional ROI: 7.35%
126 Sunset Drive Chester, SC You will find a beautiful full brick home with all the upgrades and features you could pos...	4 beds \| 2 baths \| 2,200 sq.ft.	$410,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.33% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 4.33%
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 Welcome to this charming 1950s country rambler, thoughtfully renovated and remodeled. This...	3 beds \| 2 baths \| 1,844 sq.ft.	$350,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.01% Airbnb Rental Income: $null Traditional Rental Income: $2152 Airbnb ROI: N/A Traditional ROI: 5.01%
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.	$395,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.05% Airbnb Rental Income: $null Traditional Rental Income: $2115 Airbnb ROI: N/A Traditional ROI: 4.05%
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.	$189,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.89% Airbnb Rental Income: $null Traditional Rental Income: $1719 Airbnb ROI: N/A Traditional ROI: 7.89%
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! Beautiful home with 3-bedrooms,...	3 beds \| 3 baths \| 1,909 sq.ft.	$459,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.95% Airbnb Rental Income: $null Traditional Rental Income: $2231 Airbnb ROI: N/A Traditional ROI: 3.95%
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%
125 Sunset Drive Chester, SC Charming and Well-Maintained All-Brick Home on 0.71 Acres! This spacious four-bedroom, two...	4 beds \| 2 baths \| 1,862 sq.ft.	$279,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.06% Airbnb Rental Income: $null Traditional Rental Income: $2145 Airbnb ROI: N/A Traditional ROI: 6.06%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chester, SC

107 Hinton Street

Chester, SC

4 beds | 3 baths | 3,449 sq.ft.

$269,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.19%

Airbnb Rental Income: $null

Traditional Rental Income: $2570

Airbnb ROI: N/A

Traditional ROI: 8.19%

3116 Pilgrim Road

Chester, SC

3 beds | 2 baths | 1,292 sq.ft.

$372,000

Airbnb cash on cash: N/A

Traditional cash on cash: 2.85%

Airbnb Rental Income: $null

Traditional Rental Income: $1635

Airbnb ROI: N/A

Traditional ROI: 2.85%

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%

530 Denton Avenue

Chester, SC

3 beds | 2 baths | 1,191 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.33%

Airbnb Rental Income: $null

Traditional Rental Income: $1723

Airbnb ROI: N/A

Traditional ROI: 5.33%

138 Pinckney Street

Chester, SC

3 beds | 2 baths | 1,466 sq.ft.

$189,900

Airbnb cash on cash: N/A

Traditional cash on cash: 7.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1772

Airbnb ROI: N/A

Traditional ROI: 7.74%

1239 Carlisle White Road

Chester, SC

2 beds | 2 baths | 1,497 sq.ft.

$299,999

Airbnb cash on cash: N/A

Traditional cash on cash: 4.81%

Airbnb Rental Income: $null

Traditional Rental Income: $1894

Airbnb ROI: N/A

Traditional ROI: 4.81%

508 Old York Road

Chester, SC

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

$195,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.1%

Airbnb Rental Income: $null

Traditional Rental Income: $1514

Airbnb ROI: N/A

Traditional ROI: 6.1%

823 Great Falls Highway

Chester, SC

3 beds | 1 baths | 1,314 sq.ft.

$250,000

Airbnb cash on cash: N/A

Traditional cash on cash: 4.45%

Airbnb Rental Income: $null

Traditional Rental Income: $1515

Airbnb ROI: N/A