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

separator

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.	$319,500	Airbnb cash on cash: N/A Traditional cash on cash: 4.29% Airbnb Rental Income: $null Traditional Rental Income: $1852 Airbnb ROI: N/A Traditional ROI: 4.29%
122 College Street Chester, SC This well maintained home is ready for its new family. Located on a quite street within wa...	3 beds \| 1 baths \| 1,610 sq.ft.	$199,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.04% Airbnb Rental Income: $null Traditional Rental Income: $1530 Airbnb ROI: N/A Traditional ROI: 6.04%
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%
1044 Pine Ridge Road Chester, SC Welcome! When you arrive, you can fall in love with the covered rocking chair front, perfe...	2 beds \| 1 baths \| 1,050 sq.ft.	$167,500	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $1378 Airbnb ROI: N/A Traditional ROI: 6.47%
110 Crestwood Drive Chester, SC Sweet 1456 sq ft. two-bedroom two bath home in a quiet neighborhood near downtown Chester....	2 beds \| 2 baths \| 1,456 sq.ft.	$249,999	Airbnb cash on cash: N/A Traditional cash on cash: 5.61% Airbnb Rental Income: $null Traditional Rental Income: $1787 Airbnb ROI: N/A Traditional ROI: 5.61%
128 Jeter Street Chester, SC Newly remodeled 3 Bedroom Brick Home with granite countertops and tile backsplash, luxury ...	3 beds \| 1 baths \| 888 sq.ft.	$150,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.74% Airbnb Rental Income: $null Traditional Rental Income: $1429 Airbnb ROI: N/A Traditional ROI: 7.74%
1835 Old York Road Chester, SC Located directly across from the Chester Regional Airport, this property offers privacy an...	3 beds \| 2 baths \| 1,568 sq.ft.	$255,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.47% Airbnb Rental Income: $null Traditional Rental Income: $1929 Airbnb ROI: N/A Traditional ROI: 6.47%
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.	$124,900	Airbnb cash on cash: N/A Traditional cash on cash: 9.66% Airbnb Rental Income: $null Traditional Rental Income: $1464 Airbnb ROI: N/A Traditional ROI: 9.66%
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.	$175,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.85% Airbnb Rental Income: $null Traditional Rental Income: $1496 Airbnb ROI: N/A Traditional ROI: 6.85%
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.	$186,300	Airbnb cash on cash: N/A Traditional cash on cash: 6.17% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 6.17%
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 REDUCE PRICE! Welcome to a beautifully renovated full brick home with modern luxury. This ...	4 beds \| 2 baths \| 2,200 sq.ft.	$360,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.14% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 5.14%
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.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.49% Airbnb Rental Income: $null Traditional Rental Income: $1719 Airbnb ROI: N/A Traditional ROI: 10.49%
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.	$299,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.66% Airbnb Rental Income: $null Traditional Rental Income: $2853 Airbnb ROI: N/A Traditional ROI: 8.66%
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%
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%
105 Foote Street Chester, SC Enjoy $5,000 toward your closing costs and make this home yours with added savings! Welcom...	3 beds \| 2 baths \| 1,995 sq.ft.	$235,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.4% Airbnb Rental Income: $null Traditional Rental Income: $2199 Airbnb ROI: N/A Traditional ROI: 8.4%
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%
752 Cedar Lane Chester, SC	4 beds \| 3 baths \| 1,940 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.14% Airbnb Rental Income: $null Traditional Rental Income: $2362 Airbnb ROI: N/A Traditional ROI: 6.14%
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%
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.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.93% Airbnb Rental Income: $null Traditional Rental Income: $1396 Airbnb ROI: N/A Traditional ROI: 7.93%
378 Center Street #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%
1413 Minter Road Chester, SC Welcome to this beautifully maintained 3-bedroom, 2-bath mobile home situated on 7 peacefu...	3 beds \| 2 baths \| 1,792 sq.ft.	$279,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.18% Airbnb Rental Income: $null Traditional Rental Income: $2038 Airbnb ROI: N/A Traditional ROI: 6.18%
586 N Sparkleberry Street Chester, SC $5,000 buyer credit- for interest rate buy down or closing cost assistance Better than new...	3 beds \| 3 baths \| 1,831 sq.ft.	$290,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.8% Airbnb Rental Income: $null Traditional Rental Income: $2107 Airbnb ROI: N/A Traditional ROI: 5.8%
978 Old York Road Chester, SC Welcome to 978 Old York Road in the quaint town of Chester, SC! This stunning brand-new Cl...	4 beds \| 2 baths \| 2,432 sq.ft.	$310,000	Airbnb cash on cash: N/A Traditional cash on cash: 6% Airbnb Rental Income: $null Traditional Rental Income: $2301 Airbnb ROI: N/A Traditional ROI: 6%
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 - No HOA - Just Outside of Chester Welcome to this stunning new construct...	3 beds \| 3 baths \| 1,480 sq.ft.	$315,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.48% Airbnb Rental Income: $null Traditional Rental Income: $1884 Airbnb ROI: N/A Traditional ROI: 4.48%
153 Walnut Street Chester, SC Unlock the potential in this charming 1930 duplex situated on a large lot with additional ...	5 beds \| 3 baths \| N/A	$240,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.55% Airbnb Rental Income: $null Traditional Rental Income: $2842 Airbnb ROI: N/A Traditional ROI: 10.55%
561 2nd Street #37 Chester, SC	2 beds \| 2 baths \| 1,038 sq.ft.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.44% Airbnb Rental Income: $null Traditional Rental Income: $1511 Airbnb ROI: N/A Traditional ROI: 7.44%
107 Gadsden Street #A&B Chester, SC Historic Downtown Chester Investment Opportunity to own a remarkable piece of history in t...	2 beds \| 2 baths \| N/A	$284,900	Airbnb cash on cash: N/A Traditional cash on cash: 3% Airbnb Rental Income: $null Traditional Rental Income: $1318 Airbnb ROI: N/A Traditional ROI: 3%
222 Center Street Chester, SC Brand new 3 bed 2 bath home on just over 1/2 acre of land with no HOA! Large driveway with...	3 beds \| 2 baths \| 1,235 sq.ft.	$248,900	Airbnb cash on cash: N/A Traditional cash on cash: 5.31% Airbnb Rental Income: $null Traditional Rental Income: $1711 Airbnb ROI: N/A Traditional ROI: 5.31%
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.	$259,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.3% Airbnb Rental Income: $null Traditional Rental Income: $1773 Airbnb ROI: N/A Traditional ROI: 5.3%
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.	$515,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.38% Airbnb Rental Income: $null Traditional Rental Income: $2475 Airbnb ROI: N/A Traditional ROI: 3.38%
657 Still Street Chester, SC Brand-new and move-in ready, this quality-built ranch offers easy one-level living at the ...	3 beds \| 2 baths \| 1,279 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.46% Airbnb Rental Income: $null Traditional Rental Income: $1711 Airbnb ROI: N/A Traditional ROI: 4.46%
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.	$139,900	Airbnb cash on cash: N/A Traditional cash on cash: 7.83% Airbnb Rental Income: $null Traditional Rental Income: $1354 Airbnb ROI: N/A Traditional ROI: 7.83%
1876 Columbia Road Chester, SC Are you searching for privacy, acreage, and endless possibilities? Whether you're dreaming...	5 beds \| 5 baths \| 5,477 sq.ft.	$875,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.81% Airbnb Rental Income: $null Traditional Rental Income: $4470 Airbnb ROI: N/A Traditional ROI: 3.81%

Real Estate investment in Chester, SC

There are 58 properties for sale in the city of Chester . The median list price in Chester is $302,500 and the average price per square foot is $156. In April 2026, the average monthly cash on cash return in Chester is 6.00%. The average monthly rental income in Chester is $1,787.

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

There are 58 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

871 Saluda Road

Chester, SC

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

$319,500

Airbnb cash on cash: N/A

Traditional cash on cash: 4.29%

Airbnb Rental Income: $null

Traditional Rental Income: $1852

Airbnb ROI: N/A

Traditional ROI: 4.29%

122 College Street

Chester, SC

3 beds | 1 baths | 1,610 sq.ft.

$199,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.04%

Airbnb Rental Income: $null

Traditional Rental Income: $1530

Airbnb ROI: N/A

Traditional ROI: 6.04%

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%

1044 Pine Ridge Road

Chester, SC

2 beds | 1 baths | 1,050 sq.ft.

$167,500

Airbnb cash on cash: N/A

Traditional cash on cash: 6.47%

Airbnb Rental Income: $null

Traditional Rental Income: $1378

Airbnb ROI: N/A

Traditional ROI: 6.47%

110 Crestwood Drive

Chester, SC

2 beds | 2 baths | 1,456 sq.ft.

$249,999

Airbnb cash on cash: N/A

Traditional cash on cash: 5.61%

Airbnb Rental Income: $null

Traditional Rental Income: $1787

Airbnb ROI: N/A

Traditional ROI: 5.61%

128 Jeter Street

Chester, SC

3 beds | 1 baths | 888 sq.ft.

$150,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.74%

Airbnb Rental Income: $null

Traditional Rental Income: $1429

Airbnb ROI: N/A

Traditional ROI: 7.74%

1835 Old York Road

Chester, SC

3 beds | 2 baths | 1,568 sq.ft.

$255,000

Airbnb cash on cash: N/A

Traditional cash on cash: 6.47%

Airbnb Rental Income: $null

Traditional Rental Income: $1929

Airbnb ROI: N/A

Traditional ROI: 6.47%

572 2nd Street

Chester, SC

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

$124,900

Airbnb cash on cash: N/A

Traditional cash on cash: 9.66%

Airbnb Rental Income: $null

Traditional Rental Income: $1464

Airbnb ROI: N/A