Real Estate Investment Properties for Sale in Simpsonville, KY
Looking for investment property in Simpsonville, KY with high ROI ?
Explore a variety of short-term homes & houses in Simpsonville, KY. Invest wisely with VRBO & Simpsonville, KY 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 Simpsonville, KY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
1219 Taylor Wood RdSimpsonville, KYWelcome to surreal picturesque Sunset Haven Farm located in the heart of horse country! Ju... |
4 beds | 2 baths | 2,625 sq.ft. |
$985,000 |
Airbnb cash on cash: 0.73%
|
1213 Evergreen WaySimpsonville, KYSome homes simply feel right the moment you pull into the driveway-and this Rolling Ridge ... |
3 beds | 2 baths | 1,413 sq.ft. |
$315,000 |
Airbnb cash on cash: 3.22%
|
486 Chesterfield WaySimpsonville, KYWelcome to 486 Chesterfield Way. This 43.5 acre Estate is conveniently located in Simpsonv... |
4 beds | 5 baths | 7,352 sq.ft. |
$2,950,000 |
Airbnb cash on cash: -0.99%
|
313 E Main StSimpsonville, KYWelcome to this 3-bedroom, 2-bath ranch offering convenient one-level living with approxim... |
3 beds | 2 baths | 1,335 sq.ft. |
$249,900 |
Airbnb cash on cash: 4.24%
|
9929 Shelbyville RdSimpsonville, KYYour dream home is here! This beautifully maintained 4-bedroom, 3.5-bath home sits on over... |
3 beds | 3 baths | 3,641 sq.ft. |
$875,000 |
Airbnb cash on cash: 0.25%
|
451 Todd DrSimpsonville, KY*NEW PRICE* Welcome to a truly extraordinary estate in Simpsonville, KY where luxury, spac... |
4 beds | 4 baths | 5,250 sq.ft. |
$875,000 |
Airbnb cash on cash: 1.03%
|
450 Dean Taylor CtSimpsonville, KYWelcome to easy, low-maintenance living in Simpsonville! This charming 2-bedroom, 2 full b... |
2 beds | 2 baths | 903 sq.ft. |
$222,500 |
Airbnb cash on cash: 4.35%
|
310 E Main StSimpsonville, KYBrand new construction in the heart of Simsponville Kentucky. Situated on a quiet street o... |
3 beds | 2 baths | 1,320 sq.ft. |
$325,000 |
Airbnb cash on cash: 2.85%
|
828 Garden Pointe DrSimpsonville, KYSeller offering a $2000 Credit towards Buyers closing and or prepaid!!! Welcome home to th... |
2 beds | 1 baths | 1,165 sq.ft. |
$220,000 |
Airbnb cash on cash: 4.17%
|
4199 Webb RdSimpsonville, KYWelcome to 4199 Webb Road! 20 Acre Gated Fully Fenced Equestrian Farm. This very well main... |
3 beds | 4 baths | 3,815 sq.ft. |
$1,250,000 |
Airbnb cash on cash: -0.11%
|
1146 Greens DrSimpsonville, KY1146 Greens Dr, Simpsonville, KY 40067 | Single Family Residential |
3 beds | 2 baths | 1,935 sq.ft. |
$424,950 |
Airbnb cash on cash: 1.72%
|
- Lemaster LnSimpsonville, KY- Lemaster Ln, Simpsonville, KY 40067 | Other |
N/A beds | N/A baths | N/A |
$180,000 |
Airbnb cash on cash: 1.45%
|
2 Landspur CtSimpsonville, KY2 Landspur Ct, Simpsonville, KY 40067 | Other |
N/A beds | N/A baths | N/A |
$350,000 |
Airbnb cash on cash: -0.13%
|
Tract 1 Hunters LnSimpsonville, KYTract 1 Hunters Ln, Simpsonville, KY 40067 | Other |
N/A beds | N/A baths | N/A |
$189,000 |
Airbnb cash on cash: 1.3%
|
2259 Taylor Wood RdSimpsonville, KY2259 Taylor Wood Rd, Simpsonville, KY 40067 | Single Family Residential |
5 beds | 3 baths | 4,731 sq.ft. |
$1,699,000 |
Airbnb cash on cash: -0.09%
|
832 Garden Pointe Drive #832Simpsonville, KYWelcome to easy, low-maintenance living in the heart of Simpsonville! This beautifully loc... |
2 beds | 2 baths | 1,058 sq.ft. |
$210,000 |
Airbnb cash on cash: 4.15%
|
220 Rolling Ridge WaySimpsonville, KY
|
3 beds | 2 baths | 1,836 sq.ft. |
$334,900 |
Airbnb cash on cash: 2.83%
|
1799 Veechdale RdSimpsonville, KYWelcome to a truly exceptional 5.07 acre estate offering space, versatility, & endless pos... |
4 beds | 3 baths | 4,015 sq.ft. |
$999,000 |
Airbnb cash on cash: 0.7%
|
1948 Todds Point RdSimpsonville, KY1948 Todds Point Rd, Simpsonville, KY 40067 | Single Family Residential |
4 beds | 3 baths | 4,897 sq.ft. |
$899,900 |
Airbnb cash on cash: 0.97%
|
864 Garden Pointe DrSimpsonville, KYBeautifully maintained, move-in ready patio home offering comfort and convenience. This de... |
2 beds | 2 baths | 1,052 sq.ft. |
$210,000 |
Airbnb cash on cash: 4.17%
|
361 Webb RdSimpsonville, KYIf you have ever dreamed about living in a large, open and luxurious home in the rolling h... |
4 beds | 4 baths | 4,138 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 0.46%
|
401 Old Stone DrSimpsonville, KYWelcome home to this exceptional custom property nestled on 7.42 picturesque acres in the ... |
5 beds | 4 baths | 3,832 sq.ft. |
$1,100,000 |
Airbnb cash on cash: 1.17%
|
22 Timberwood DrSimpsonville, KYExceptional opportunity in desirable Timberwood Farms. Situated on approx. 10 acres, this ... |
4 beds | 3 baths | 7,224 sq.ft. |
$1,900,000 |
Airbnb cash on cash: -0.1%
|
0 Taylor Wood RdSimpsonville, KY0 Taylor Wood Rd, Simpsonville, KY 40067 | Other |
N/A beds | N/A baths | N/A |
$289,900 |
Airbnb cash on cash: 0.22%
|
107 My Kentucky Rose CirSimpsonville, KY107 My Kentucky Rose Cir, Simpsonville, KY 40067 | Single Family Residential |
5 beds | 4 baths | 7,141 sq.ft. |
$1,550,000 |
Airbnb cash on cash: -0.14%
|
209 Champions WaySimpsonville, KYIdeally located between Louisville and Lexington, Simpsonville combines small-town charm w... |
5 beds | 3 baths | 3,925 sq.ft. |
$649,900 |
Airbnb cash on cash: 2.91%
|
824 Garden Pointe DrSimpsonville, KYWelcome to this stunning two bedroom, one and a half bath corner unit, offering 1,113 squa... |
2 beds | 2 baths | 1,113 sq.ft. |
$235,000 |
Airbnb cash on cash: 3.82%
|
816 Garden Pointe DrSimpsonville, KY816 Garden Pointe Dr, Simpsonville, KY 40067 | Condo/Coop |
2 beds | 1 baths | 1,054 sq.ft. |
$205,000 |
Airbnb cash on cash: 4.43%
|
850 Garden Pointe DrSimpsonville, KY850 Garden Pointe Dr, Simpsonville, KY 40067 | Condo/Coop |
2 beds | 1 baths | 1,166 sq.ft. |
$218,900 |
Airbnb cash on cash: 3.76%
|
37 Timberwood DrSimpsonville, KYWelcome to your own private country retreat in sought-after Simpsonville, Kentucky! Situat... |
3 beds | 3 baths | 4,265 sq.ft. |
$1,390,000 |
Airbnb cash on cash: -0.28%
|
1204 Divot WaySimpsonville, KYWelcome to this exceptional 4 BEDROOM + 2 1/2 BATH NEW CONSTRUCTION home in the highly sou... |
4 beds | 2 baths | 1,990 sq.ft. |
$459,900 |
Airbnb cash on cash: 4.31%
|
243 Grand Central DrSimpsonville, KY243 Grand Central Dr, Simpsonville, KY 40067 | Single Family Residential |
4 beds | 2 baths | 2,229 sq.ft. |
$395,000 |
Airbnb cash on cash: 4.46%
|
416 Buckman Station CtSimpsonville, KY416 Buckman Station Ct, Simpsonville, KY 40067 | Single Family Residential |
5 beds | 3 baths | 3,846 sq.ft. |
$449,900 |
Airbnb cash on cash: 4.68%
|
3936 Aiken RdSimpsonville, KYRecently updated Cozy Cottage in the heart of horse country. Situated across from rolling ... |
2 beds | 1 baths | 1,176 sq.ft. |
$228,500 |
Airbnb cash on cash: 5.16%
|
853 Garden Pointe DrSimpsonville, KY853 Garden Pointe Dr, Simpsonville, KY 40067 | Condo/Coop |
2 beds | 1 baths | 1,004 sq.ft. |
$205,000 |
Airbnb cash on cash: 4.51%
|
203 Cardinal DrSimpsonville, KY203 Cardinal Dr, Simpsonville, KY 40067 | Single Family Residential |
2 beds | 1 baths | 1,038 sq.ft. |
$244,999 |
Airbnb cash on cash: 4.69%
|
799 Garden Pointe DrSimpsonville, KY799 Garden Pointe Dr, Simpsonville, KY 40067 | Condo/Coop |
2 beds | 1 baths | 902 sq.ft. |
$164,900 |
Airbnb cash on cash: 6.06%
|
166 Grand Central DrSimpsonville, KY166 Grand Central Dr, Simpsonville, KY 40067 | Single Family Residential |
3 beds | 3 baths | 2,650 sq.ft. |
$419,000 |
Airbnb cash on cash: 1.81%
|
210 Montclair School RdSimpsonville, KY210 Montclair School Rd, Simpsonville, KY 40067 | Single Family Residential |
3 beds | 2 baths | 1,200 sq.ft. |
$249,900 |
Airbnb cash on cash: 4.24%
|
1051 Champions CirSimpsonville, KY1051 Champions Cir, Simpsonville, KY 40067 | Single Family Residential |
4 beds | 3 baths | 3,177 sq.ft. |
$749,000 |
Airbnb cash on cash: 1.49%
|
Real Estate investment in Simpsonville, KY
There are 45 properties for sale in the city of Simpsonville . The median list price in Simpsonville is $395,763 and the average price per square foot is $150. In September 2026, the average monthly cash on cash return in Simpsonville is 2.00%. The average monthly rental income in Simpsonville is $1,744.