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 47 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
2923 Old Greenville Highway Chester, SC New construction! This beautifully crafted Craftsman-style home is almost completed! Locat...	5 beds \| 3 baths \| N/A	$554,900	Airbnb cash on cash: N/A Traditional cash on cash: 3.54% Airbnb Rental Income: $null Traditional Rental Income: $2532 Airbnb ROI: N/A Traditional ROI: 3.54%
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%
109 Shamrock Drive Chester, SC All brick three bedroom 2 bath home tucked away in Chester. Hardwood floors in dining room...	3 beds \| 2 baths \| 2,267 sq.ft.	$324,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.21% Airbnb Rental Income: $null Traditional Rental Income: $2137 Airbnb ROI: N/A Traditional ROI: 5.21%
535 5th Street Chester, SC BACK ON MARKET. Don't miss your chance at finding your home in the growing city of Chester...	3 beds \| 1 baths \| 1,299 sq.ft.	$155,000	Airbnb cash on cash: N/A Traditional cash on cash: 8.17% Airbnb Rental Income: $null Traditional Rental Income: $1540 Airbnb ROI: N/A Traditional ROI: 8.17%
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%
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.	$195,000	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%
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%
108 Graham Street Chester, SC Spacious corner lot home that has been fully renovated down to the studs! Home is less tha...	2 beds \| 1 baths \| 1,014 sq.ft.	$189,900	Airbnb cash on cash: N/A Traditional cash on cash: 4.13% Airbnb Rental Income: $null Traditional Rental Income: $1064 Airbnb ROI: N/A Traditional ROI: 4.13%
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%
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.	$409,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.23% Airbnb Rental Income: $null Traditional Rental Income: $2591 Airbnb ROI: N/A Traditional ROI: 5.23%
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.	$187,600	Airbnb cash on cash: N/A Traditional cash on cash: 6.12% Airbnb Rental Income: $null Traditional Rental Income: $1425 Airbnb ROI: N/A Traditional ROI: 6.12%
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%
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.	$374,000	Airbnb cash on cash: N/A Traditional cash on cash: 2.83% Airbnb Rental Income: $null Traditional Rental Income: $1635 Airbnb ROI: N/A Traditional ROI: 2.83%
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.	$275,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.98% Airbnb Rental Income: $null Traditional Rental Income: $2570 Airbnb ROI: N/A Traditional ROI: 7.98%
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%
2937 Lakeshore Drive unit: 45 #45 Chester, SC Welcome to Lakeshore Dr, located in the highly sought-after Cherry Hills Subdivision. This...	3 beds \| 2 baths \| 2,453 sq.ft.	$899,000	Airbnb cash on cash: N/A Traditional cash on cash: 0.97% Airbnb Rental Income: $null Traditional Rental Income: $2214 Airbnb ROI: N/A Traditional ROI: 0.97%
518 W White Street Chester, SC Newly renovated home in move-in condition, perfect for a growing family. This home offers ...	3 beds \| 3 baths \| 1,013 sq.ft.	$145,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.15% Airbnb Rental Income: $null Traditional Rental Income: $1721 Airbnb ROI: N/A Traditional ROI: 10.15%
560 Roundtree Circle Chester, SC Fully renovated all-brick 3-bedroom, 1-bath home. Features include living room, dining are...	3 beds \| 1 baths \| 1,025 sq.ft.	$185,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.37% Airbnb Rental Income: $null Traditional Rental Income: $1398 Airbnb ROI: N/A Traditional ROI: 5.37%
528 6th Street Chester, SC SELLER IS OFFERING $5000 TOWARDS CLOSING COSTS OR A RATE BUY DOWN WITH A COMPETITIVE OFFER...	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%
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.	$355,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.92% Airbnb Rental Income: $null Traditional Rental Income: $2152 Airbnb ROI: N/A Traditional ROI: 4.92%
149 Wylie Street Chester, SC Charming Dollhouse-Inspired Starter Home for First-Time Buyer or Invester. Step into this ...	3 beds \| 1 baths \| 1,463 sq.ft.	$209,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.19% Airbnb Rental Income: $null Traditional Rental Income: $1432 Airbnb ROI: N/A Traditional ROI: 5.19%
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%
823 Great Falls Highway Chester, SC Full of charm, this country-style home sits on over 2 acres and offers many recent improve...	3 beds \| 1 baths \| 1,314 sq.ft.	$280,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.82% Airbnb Rental Income: $null Traditional Rental Income: $1515 Airbnb ROI: N/A Traditional ROI: 3.82%
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%
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%
114 Starnes Street Chester, SC * We are taking highest and best offer by 5pm Thursday* This stunning fully renovated ...	3 beds \| 1 baths \| 800 sq.ft.	$158,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.64% Airbnb Rental Income: $null Traditional Rental Income: $1332 Airbnb ROI: N/A Traditional ROI: 6.64%
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.	$440,000	Airbnb cash on cash: N/A Traditional cash on cash: 3.93% Airbnb Rental Income: $null Traditional Rental Income: $2360 Airbnb ROI: N/A Traditional ROI: 3.93%
912 Pineview Lakes Road Chester, SC This spacious 5-bedroom, 4-bath home offers over 4,000 sq ft of comfortable living space n...	5 beds \| 4 baths \| 4,003 sq.ft.	$525,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.25% Airbnb Rental Income: $null Traditional Rental Income: $3463 Airbnb ROI: N/A Traditional ROI: 5.25%
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.	$340,000	Airbnb cash on cash: N/A Traditional cash on cash: 4.07% Airbnb Rental Income: $null Traditional Rental Income: $1894 Airbnb ROI: N/A Traditional ROI: 4.07%
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.	$224,900	Airbnb cash on cash: N/A Traditional cash on cash: 6.32% Airbnb Rental Income: $null Traditional Rental Income: $1772 Airbnb ROI: N/A Traditional ROI: 6.32%
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.	$165,000	Airbnb cash on cash: N/A Traditional cash on cash: 6.75% Airbnb Rental Income: $null Traditional Rental Income: $1393 Airbnb ROI: N/A Traditional ROI: 6.75%
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%
823 Rabbit Run Chester, SC Welcome home! A charming, nestled home on a private lot of land surrounded by mature trees...	3 beds \| 2 baths \| 1,510 sq.ft.	$299,990	Airbnb cash on cash: N/A Traditional cash on cash: 4.96% Airbnb Rental Income: $null Traditional Rental Income: $1888 Airbnb ROI: N/A Traditional ROI: 4.96%
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%
105 Nella Street Chester, SC Nicely renovated home located in the heart of Chester. New paint, appliances, bathroom, re...	2 beds \| 1 baths \| 955 sq.ft.	$120,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.57% Airbnb Rental Income: $null Traditional Rental Income: $1151 Airbnb ROI: N/A Traditional ROI: 7.57%
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%
856 Skyline Dr Chester, SC Welcome to this charming home on Skyline Dr in Chester, SC. This home has been lovingly re...	3 beds \| 2 baths \| 2,199 sq.ft.	$335,000	Airbnb cash on cash: N/A Traditional cash on cash: 5.62% Airbnb Rental Income: $null Traditional Rental Income: $2242 Airbnb ROI: N/A Traditional ROI: 5.62%

Your search for investment property begins and ends here

Single Family Homes for Sale in Chester, SC

2923 Old Greenville Highway

Chester, SC

5 beds | 3 baths | N/A

$554,900

Airbnb cash on cash: N/A

Traditional cash on cash: 3.54%

Airbnb Rental Income: $null

Traditional Rental Income: $2532

Airbnb ROI: N/A

Traditional ROI: 3.54%

1178 Great Falls Highway

Chester, SC

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

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%

109 Shamrock Drive

Chester, SC

3 beds | 2 baths | 2,267 sq.ft.

$324,000

Airbnb cash on cash: N/A

Traditional cash on cash: 5.21%

Airbnb Rental Income: $null

Traditional Rental Income: $2137

Airbnb ROI: N/A

Traditional ROI: 5.21%

535 5th Street

Chester, SC

3 beds | 1 baths | 1,299 sq.ft.

$155,000

Airbnb cash on cash: N/A

Traditional cash on cash: 8.17%

Airbnb Rental Income: $null

Traditional Rental Income: $1540

Airbnb ROI: N/A

Traditional ROI: 8.17%

510 Jones Street unit: 6 #6

Chester, SC

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%

533 3rd Street

Chester, SC

3 beds | 2 baths | 1,140 sq.ft.

$195,000

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%

324 Ashford Street

Chester, SC

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