Real Estate Investment Properties for Sale in Chesterfield, SC

Looking for investment property in Chesterfield, SC with high ROI ?

Explore a variety of short-term homes & houses in Chesterfield, SC. Invest wisely with VRBO & Chesterfield, 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 Chesterfield, SC

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
149 Crescent Drive Chesterfield, SC Charming 1930's home with modern amenities in beautiful Chesterfield, SC. Come see for y...	4 beds \| 3 baths \| 2,520 sq.ft.	$279,500	Airbnb cash on cash: N/A Traditional cash on cash: 10.82% Airbnb Rental Income: $null Traditional Rental Income: $3356 Airbnb ROI: N/A Traditional ROI: 10.82%
306 W Main Street Chesterfield, SC Colonial Revival architecture at its finest, this 5 BR/3.5 BA, approx. 5000 sq. ft., home...	5 beds \| 4 baths \| 5,005 sq.ft.	$797,500	Airbnb cash on cash: N/A Traditional cash on cash: 3.15% Airbnb Rental Income: $null Traditional Rental Income: $3594 Airbnb ROI: N/A Traditional ROI: 3.15%
136 Chester Park Circle Chesterfield, SC A MUST SEE!!! - Located in a nice, established neighborhood in Chesterfield, SC, this 3BR/...	3 beds \| 2 baths \| 1,600 sq.ft.	$285,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.24% Airbnb Rental Income: $null Traditional Rental Income: $2344 Airbnb ROI: N/A Traditional ROI: 7.24%
214 SC Hwy 102 Chesterfield, SC Escape to the peaceful charm of the countryside with this storybook 1946 cottage, where ti...	2 beds \| 2 baths \| 1,146 sq.ft.	$165,000	Airbnb cash on cash: 2.83% Traditional cash on cash: 11.06% Airbnb Rental Income: $1073 Traditional Rental Income: $2000 Airbnb ROI: 2.83% Traditional ROI: 11.06%
107 S Craig St Chesterfield, SC This charming, Victorian home offers over 2000 sq. ft. of living space, wonderful , welcom...	4 beds \| 2 baths \| 2,146 sq.ft.	$325,000	Airbnb cash on cash: N/A Traditional cash on cash: 7.98% Airbnb Rental Income: $null Traditional Rental Income: $2905 Airbnb ROI: N/A Traditional ROI: 7.98%
218 Turner Rd Chesterfield, SC A must-see 3bed/2bath home located in a desirable neighborhood just off of Main Street Che...	3 beds \| 2 baths \| 1,575 sq.ft.	$210,000	Airbnb cash on cash: N/A Traditional cash on cash: 10.3% Airbnb Rental Income: $null Traditional Rental Income: $2386 Airbnb ROI: N/A Traditional ROI: 10.3%

Real Estate investment in Chesterfield, SC

There are 6 properties for sale in the city of Chesterfield . The median list price in Chesterfield is $279,500 and the average price per square foot is $132. In December 2025, the average monthly cash on cash return in Chesterfield is 10.00%. The average monthly rental income in Chesterfield is $2,386.

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

There are 6 investment properties available for sale in Chesterfield.

In 2025, the best neighborhood to buy investment property is Chesterfield.

The ROI for Short-Term is higher than the Long-Term in Chesterfield with average rental income of $1,073.

Your search for investment property begins and ends here

Investment Property for Sale in Chesterfield, SC

149 Crescent Drive

Chesterfield, SC

4 beds | 3 baths | 2,520 sq.ft.

$279,500

Airbnb cash on cash: N/A

Traditional cash on cash: 10.82%

Airbnb Rental Income: $null

Traditional Rental Income: $3356

Airbnb ROI: N/A

Traditional ROI: 10.82%

306 W Main Street

Chesterfield, SC

5 beds | 4 baths | 5,005 sq.ft.

$797,500

Airbnb cash on cash: N/A

Traditional cash on cash: 3.15%

Airbnb Rental Income: $null

Traditional Rental Income: $3594

Airbnb ROI: N/A

Traditional ROI: 3.15%

136 Chester Park Circle

Chesterfield, SC

3 beds | 2 baths | 1,600 sq.ft.

$285,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.24%

Airbnb Rental Income: $null

Traditional Rental Income: $2344

Airbnb ROI: N/A

Traditional ROI: 7.24%

214 SC Hwy 102

Chesterfield, SC

2 beds | 2 baths | 1,146 sq.ft.

$165,000

Airbnb cash on cash: 2.83%

Traditional cash on cash: 11.06%

Airbnb Rental Income: $1073

Traditional Rental Income: $2000

Airbnb ROI: 2.83%

Traditional ROI: 11.06%

107 S Craig St

Chesterfield, SC

4 beds | 2 baths | 2,146 sq.ft.

$325,000

Airbnb cash on cash: N/A

Traditional cash on cash: 7.98%

Airbnb Rental Income: $null

Traditional Rental Income: $2905

Airbnb ROI: N/A

Traditional ROI: 7.98%

218 Turner Rd

Chesterfield, SC

3 beds | 2 baths | 1,575 sq.ft.

$210,000

Airbnb cash on cash: N/A

Traditional cash on cash: 10.3%

Airbnb Rental Income: $null

Traditional Rental Income: $2386

Airbnb ROI: N/A

Traditional ROI: 10.3%

Real Estate investment in Chesterfield, SC

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

How many investment properties are available for sale in Chesterfield?

Which neighborhoods in Chesterfield to invest in 2025?

Long-Term vs. Short-Term Rentals in Chesterfield, South Carolina: Which will earn the best returns?

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