Real Estate Investment Properties for Sale in Crestwood, KY
Looking for investment property in Crestwood, KY with high ROI ?
Explore a variety of short-term homes & houses in Crestwood, KY. Invest wisely with VRBO & Crestwood, 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 Crestwood, KY
| PROPERTY | DETAILS | SALE PRICE | INVESTMENT PERFORMANCE |
|---|---|---|---|
7507 Greenfield PlCrestwood, KYBack on the market after the buyer's financing fell through. You don't want to miss this s... |
4 beds | 3 baths | 4,134 sq.ft. |
$775,000 |
Airbnb cash on cash: 1.84%
|
7002 Autumn Bent WayCrestwood, KYWelcome to this beautiful 4-bedroom, 2 full bath and 2 half bath home located on a spaciou... |
4 beds | 4 baths | 2,763 sq.ft. |
$447,000 |
Airbnb cash on cash: 4.73%
|
4700 Lost Valley DrCrestwood, KY*MOTIVATED SELLER* This is THE HOME you have been waiting for! 1 FULL ACRE in AWARD WINNI... |
3 beds | 2 baths | 2,996 sq.ft. |
$433,500 |
Airbnb cash on cash: 1.34%
|
7483 Edith WayCrestwood, KYWelcome to 7483 Edith Way in Brentwood, where modern design meets family-friendly living i... |
5 beds | 5 baths | 4,200 sq.ft. |
$800,000 |
Airbnb cash on cash: 2.27%
|
4612 Glenarm RdCrestwood, KYThis spacious ranch-style home offers almost 3200 sq ft on the main level plus 1,688 sq ft... |
4 beds | 3 baths | 4,882 sq.ft. |
$575,000 |
Airbnb cash on cash: 3.27%
|
4013 Old Farm DrCrestwood, KYEnjoy peaceful country living at 4013 Old Farm Dr in the park-like Heritage Place neighbor... |
4 beds | 4 baths | 2,793 sq.ft. |
$505,000 |
Airbnb cash on cash: 3.95%
|
6308 Brentwood DrCrestwood, KYFabulous 4-Bedrrom 3.5 Bath NEW home sitting on a spacious 1+ acre lot. This great Chris C... |
4 beds | 4 baths | 3,335 sq.ft. |
$1,125,000 |
Airbnb cash on cash: 0.68%
|
6712 Hypoint Ridge RdCrestwood, KYNestled in the peaceful cul-de-sac of Caymont Spring, this inviting two-story home offers ... |
4 beds | 3 baths | 2,384 sq.ft. |
$629,900 |
Airbnb cash on cash: 3.5%
|
6714 Hypoint Ridge RdCrestwood, KYNestled at the end of a peaceful cul-de-sac in the serene Caymont Spring neighborhood, thi... |
4 beds | 4 baths | 2,412 sq.ft. |
$639,900 |
Airbnb cash on cash: 3.43%
|
6715 Hypoint Ridge RdCrestwood, KYWelcome to this stunning 2-story home nestled in the sought-after Claymont Spring Neighbor... |
3 beds | 3 baths | 2,233 sq.ft. |
$629,900 |
Airbnb cash on cash: 1.03%
|
5400 Highpoint DrCrestwood, KYWelcome to 5400 High Point Drive, a stunning 4-bedroom, 3.5-bathroom home nestled in the s... |
4 beds | 4 baths | 3,022 sq.ft. |
$509,000 |
Airbnb cash on cash: 3.91%
|
5314 Brookswood RdCrestwood, KYLocated on 1.34 acres in the Woodsboro neighborhood- you don't want to miss out on this AM... |
4 beds | 3 baths | 3,818 sq.ft. |
$622,900 |
Airbnb cash on cash: 3.59%
|
3107 Salt Lick RdCrestwood, KYWelcome to this beautiful home in Oldham County offering nearly 4,000 square feet of livin... |
4 beds | 4 baths | 3,922 sq.ft. |
$624,400 |
Airbnb cash on cash: 3.11%
|
7204 Star Barn LnCrestwood, KYExecutive Home in Oldham County**Nestled on a serene cul-de-sac, this stunning home offers... |
5 beds | 4 baths | 4,925 sq.ft. |
$700,000 |
Airbnb cash on cash: 3.06%
|
2913 Harrods Crossing BlvdCrestwood, KYOffered for the first time and at $75,000 BELOW APPRAISAL, this custom-built ranch in Harr... |
3 beds | 5 baths | 4,668 sq.ft. |
$895,000 |
Airbnb cash on cash: -0.38%
|
3205 Lake Pointe CtCrestwood, KYWelcome to 3205 Lake Pointe Ct! This home has the best square feet per shoreline of any pr... |
3 beds | 4 baths | 2,562 sq.ft. |
$525,000 |
Airbnb cash on cash: 1.1%
|
6293 Clore LnCrestwood, KYCome view this former Homearama featured home, absolutely packed with upgrades galore! As ... |
5 beds | 5 baths | 4,505 sq.ft. |
$1,200,000 |
Airbnb cash on cash: 0.91%
|
5319 High Crest DrCrestwood, KYWelcome to 5319 High Crest Drive, an extraordinary custom-built luxury home nestled on jus... |
5 beds | 6 baths | 6,232 sq.ft. |
$935,000 |
Airbnb cash on cash: 2.09%
|
1008 E Mailback WayCrestwood, KYDiscover the potential of this beautifully updated Oldham County home-where modern upgrade... |
3 beds | 1 baths | 1,012 sq.ft. |
$270,000 |
Airbnb cash on cash: 3.59%
|
2200 E Mt Zion RdCrestwood, KYWelcome to the Peaceful, Relaxing & Charming Updated Ranch Retreat! This beautifully upda... |
3 beds | 2 baths | 2,014 sq.ft. |
$579,900 |
Airbnb cash on cash: 1.01%
|
6003 Brentwood DrCrestwood, KYWelcome to 6003 Brentwood Drive--an impeccably maintained, timeless and elegant residence ... |
4 beds | 3 baths | 3,340 sq.ft. |
$785,000 |
Airbnb cash on cash: 1.8%
|
3708 Wiano DrCrestwood, KYWelcome to 3708 Wiano Driveâa great opportunity, full of potential and priced to bring y... |
3 beds | 1 baths | 1,017 sq.ft. |
$190,000 |
Airbnb cash on cash: 5.34%
|
7473 Edith WayCrestwood, KYStunning Custom-Built Home with Over 4,500 Finished Sq Ft! Welcome to this nearly new 5... |
5 beds | 7 baths | 4,509 sq.ft. |
$1,150,000 |
Airbnb cash on cash: 1.01%
|
1402 W Hwy 22Crestwood, KYEndless Potential on 7+ Acres in Sought-After Oldham County - No HOA! This solid brick ... |
4 beds | 3 baths | 3,505 sq.ft. |
$569,900 |
Airbnb cash on cash: 3.62%
|
3902 Clarke Pointe CtCrestwood, KYWelcome to 3902 Clarke Pointe Court, an exceptional retreat nestled on 1.15 acres in the s... |
5 beds | 4 baths | 4,419 sq.ft. |
$995,000 |
Airbnb cash on cash: 1.53%
|
5200 Richard CtCrestwood, KYWHATEVER YOUR LIFESTYLE....WHATEVER YOUR NEEDS, THIS HOME OFFERS LOTS OF FLEXIBILITY. This... |
5 beds | 4 baths | 3,736 sq.ft. |
$462,500 |
Airbnb cash on cash: 5.44%
|
4610 Glenarm RdCrestwood, KYFully renovated and move-in ready, this Crestwood gem feels straight out of HGTV! Situated... |
3 beds | 3 baths | 2,044 sq.ft. |
$450,000 |
Airbnb cash on cash: 1.23%
|
3104 Horseshoe CtCrestwood, KYWelcome to this stunning 3-bedroom, 3 full bath home nestled on a private, tree-lined lot ... |
3 beds | 3 baths | 2,775 sq.ft. |
$575,000 |
Airbnb cash on cash: 0.56%
|
7387 Edith WayCrestwood, KYBeautiful ranch on a large corner lot in highly sought after Brentwood subdivision. The op... |
4 beds | 4 baths | 3,757 sq.ft. |
$999,500 |
Airbnb cash on cash: 1%
|
6102 Pierce CtCrestwood, KYWake Up to Resort-Style Living in the highly sought after Brentwood subdivision. Recen... |
4 beds | 5 baths | 3,396 sq.ft. |
$1,225,000 |
Airbnb cash on cash: 0.49%
|
5270 Payton LnCrestwood, KYMove right in to this lovely 3 bedroom, 2 full bath ranch home that also offers a Sun Room... |
3 beds | 2 baths | 1,611 sq.ft. |
$482,000 |
Airbnb cash on cash: 1.03%
|
4202 Evergreen RdCrestwood, KYEnjoy your private oasis on this 3.7 acre farm complete with barn. This 3 bedroom ranch ho... |
3 beds | 3 baths | 2,960 sq.ft. |
$450,000 |
Airbnb cash on cash: 1.23%
|
9600 West Side CtCrestwood, KYWelcome to 9600 West Side Ct in Harrods Crossing. This walkout two story home offers, com... |
5 beds | 6 baths | 7,215 sq.ft. |
$1,250,000 |
Airbnb cash on cash: 0.84%
|
7503 Foxtail PlCrestwood, KYWelcome to this split level, move-in ready 3-bedroom, 2-bath home in Oldham County, just m... |
3 beds | 2 baths | 1,646 sq.ft. |
$299,900 |
Airbnb cash on cash: 2.75%
|
Real Estate investment in Crestwood, KY
There are 34 properties for sale in the city of Crestwood . The median list price in Crestwood is $623,650 and the average price per square foot is $185. In September 2025, the average monthly cash on cash return in Crestwood is 3.00%. The average monthly rental income in Crestwood is $2,732.