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

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PROPERTY	DETAILS	SALE PRICE	INVESTMENT PERFORMANCE
6007 Brentwood Drive Crestwood, KY Like new and priced to sell quickly! Built in 2022, this beautifully finished expansive ra...	3 beds \| 3 baths \| 2,460 sq.ft.	$685,000	Airbnb cash on cash: 0.02% Traditional cash on cash: 1.18% Airbnb Rental Income: $1900 Traditional Rental Income: $2137 Airbnb ROI: 0.02% Traditional ROI: 1.18%
6205 Brentwood Dr Crestwood, KY This custom built home in the prestigious Brentwood Subdivision is move in ready. With the...	4 beds \| 4 baths \| 3,194 sq.ft.	$999,900	Airbnb cash on cash: 0.77% Traditional cash on cash: 1.37% Airbnb Rental Income: $3385 Traditional Rental Income: $3190 Airbnb ROI: 0.77% Traditional ROI: 1.37%
6600 Angus Ct Crestwood, KY Discover the charm of Summerfield by the Lake with this remarkable 5-bedroom, 5.5-bathroom...	5 beds \| 6 baths \| 5,919 sq.ft.	$1,125,000	Airbnb cash on cash: 1.05% Traditional cash on cash: 3.19% Airbnb Rental Income: $3763 Traditional Rental Income: $5185 Airbnb ROI: 1.05% Traditional ROI: 3.19%
6308 Brentwood Dr Crestwood, KY Super sharp, custom built 4 Bedroom 3.5 bath new construction by Chris Carey Construction....	4 beds \| 4 baths \| 3,335 sq.ft.	$1,125,000	Airbnb cash on cash: 0.48% Traditional cash on cash: 1.24% Airbnb Rental Income: $3385 Traditional Rental Income: $3427 Airbnb ROI: 0.48% Traditional ROI: 1.24%
6714 Hypoint Ridge Rd Crestwood, KY Nestled 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: 3.07% Traditional cash on cash: 3.48% Airbnb Rental Income: $3385 Traditional Rental Income: $2873 Airbnb ROI: 3.07% Traditional ROI: 3.48%
7407 Park Vue Dr Crestwood, KY Directly across from Maples Park in Crestwood, this townhome is not only convenient to ame...	3 beds \| 3 baths \| 1,734 sq.ft.	$399,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.06% Airbnb Rental Income: $1900 Traditional Rental Income: $2104 Airbnb ROI: 1.17% Traditional ROI: 3.06%
7403 Park Vue Dr Crestwood, KY Affordable new construction, attached garage in new development, close to EVERYTHING! Acro...	2 beds \| 3 baths \| 1,372 sq.ft.	$369,900	Airbnb cash on cash: 0.42% Traditional cash on cash: 3.03% Airbnb Rental Income: $1487 Traditional Rental Income: $1955 Airbnb ROI: 0.42% Traditional ROI: 3.03%
7401 Park Vue Dr Crestwood, KY Directly across from Maples Park in Crestwood, this townhome is not only convenient to ame...	3 beds \| 3 baths \| 1,734 sq.ft.	$399,900	Airbnb cash on cash: 1.17% Traditional cash on cash: 3.05% Airbnb Rental Income: $1900 Traditional Rental Income: $2097 Airbnb ROI: 1.17% Traditional ROI: 3.05%
316 Sunset Cir Crestwood, KY Beautiful ranch on more than an acre lot in highly sought after Brentwood subdivision. The...	5 beds \| 4 baths \| 4,069 sq.ft.	$1,290,000	Airbnb cash on cash: 0.44% Traditional cash on cash: 0.82% Airbnb Rental Income: $3763 Traditional Rental Income: $3399 Airbnb ROI: 0.44% Traditional ROI: 0.82%
6619 Heritage Hills Dr Crestwood, KY Seller may consider interest rate buydowns, closing cost assistance, and/or price flexibil...	5 beds \| 3 baths \| 3,560 sq.ft.	$699,960	Airbnb cash on cash: 2.5% Traditional cash on cash: 1.56% Airbnb Rental Income: $3763 Traditional Rental Income: $2337 Airbnb ROI: 2.5% Traditional ROI: 1.56%
5607 Farmhouse Lot 19 Dr Crestwood, KY Welcome home! This custom built home features an open floor plan with a vaulted ceiling in...	3 beds \| 3 baths \| 2,540 sq.ft.	$1,074,900	Airbnb cash on cash: 0.18% Traditional cash on cash: 1.04% Airbnb Rental Income: $1900 Traditional Rental Income: $2255 Airbnb ROI: 0.18% Traditional ROI: 1.04%
1405 Robertson Dr Crestwood, KY NEW PRICE!! A rare Crestwood gem offering the perfect blend of comfort, space, and country...	4 beds \| 4 baths \| 4,590 sq.ft.	$610,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 6.1% Airbnb Rental Income: $3385 Traditional Rental Income: $4621 Airbnb ROI: 2.6% Traditional ROI: 6.1%
7209 Sunset Ln Crestwood, KY Welcome to this exquisite luxury custom build by the renowned Mason Construction. Situated...	4 beds \| 4 baths \| 3,041 sq.ft.	$1,185,000	Airbnb cash on cash: 0.36% Traditional cash on cash: 0.71% Airbnb Rental Income: $3385 Traditional Rental Income: $3015 Airbnb ROI: 0.36% Traditional ROI: 0.71%
3100 Colton Ct Crestwood, KY Tucked away on 1.26 private acres, this move-in ready 3-bedroom, 2-bath ranch blends farmh...	3 beds \| 2 baths \| 1,502 sq.ft.	$419,900	Airbnb cash on cash: 1.51% Traditional cash on cash: 2.36% Airbnb Rental Income: $1900 Traditional Rental Income: $1729 Airbnb ROI: 1.51% Traditional ROI: 2.36%
6405 Cameron Ln #208 Crestwood, KY Discover this beautifully maintained, 1,500+ sq. ft. condo in the highly sought-after Madi...	3 beds \| 2 baths \| 1,507 sq.ft.	$247,500	Airbnb cash on cash: 2.14% Traditional cash on cash: 3.53% Airbnb Rental Income: $1900 Traditional Rental Income: $1719 Airbnb ROI: 2.14% Traditional ROI: 3.53%
3010 Shady Trace Crestwood, KY NEW ROOF 5/13/26!! Welcome home to this beautiful property in sought-after Oldham County! ...	4 beds \| 3 baths \| 2,330 sq.ft.	$425,000	Airbnb cash on cash: 4.56% Traditional cash on cash: 3.98% Airbnb Rental Income: $3385 Traditional Rental Income: $2401 Airbnb ROI: 4.56% Traditional ROI: 3.98%
3901 Carriage Hill Dr Crestwood, KY Situated on almost 2 ACRES of tree-lined land in Carriage Hill, this home offers the conve...	3 beds \| 2 baths \| 2,131 sq.ft.	$485,000	Airbnb cash on cash: 1.17% Traditional cash on cash: 2.73% Airbnb Rental Income: $1900 Traditional Rental Income: $2104 Airbnb ROI: 1.17% Traditional ROI: 2.73%
6368 Clore Ln Crestwood, KY Welcome to 6368 Clare Lane - where elevated design, everyday comfort, and resort-style liv...	5 beds \| 5 baths \| 4,135 sq.ft.	$997,500	Airbnb cash on cash: 1.03% Traditional cash on cash: 2.8% Airbnb Rental Income: $3763 Traditional Rental Income: $4593 Airbnb ROI: 1.03% Traditional ROI: 2.8%
5213 Manor Dr Crestwood, KY More photos to come! Welcome to your private retreat in highly desirable Oldham County, wh...	3 beds \| 3 baths \| 2,639 sq.ft.	$405,000	Airbnb cash on cash: 1.67% Traditional cash on cash: 4.34% Airbnb Rental Income: $1900 Traditional Rental Income: $2408 Airbnb ROI: 1.67% Traditional ROI: 4.34%
6621 Sumac Ln Crestwood, KY This bungalow style home sits on 1 acre of beautiful land near the heart of Crestwood, jus...	3 beds \| 3 baths \| 1,822 sq.ft.	$435,000	Airbnb cash on cash: 1.34% Traditional cash on cash: 3.25% Airbnb Rental Income: $1900 Traditional Rental Income: $2173 Airbnb ROI: 1.34% Traditional ROI: 3.25%
3807 Carriage Hill Dr Crestwood, KY Nestled in the serene enclave of The Carriage Hill neighborhood, this immaculately maintai...	5 beds \| 3 baths \| 3,075 sq.ft.	$530,000	Airbnb cash on cash: 4.2% Traditional cash on cash: 3.91% Airbnb Rental Income: $3763 Traditional Rental Income: $2802 Airbnb ROI: 4.2% Traditional ROI: 3.91%
91 Commonwealth Ct Crestwood, KY New Construction on a Beautiful 1-Acre Homesite! This stunning new home offers 4 bedrooms ...	4 beds \| 3 baths \| 2,415 sq.ft.	$565,000	Airbnb cash on cash: 3.71% Traditional cash on cash: 3.35% Airbnb Rental Income: $3385 Traditional Rental Income: $2439 Airbnb ROI: 3.71% Traditional ROI: 3.35%
5801 Brentwood Dr Crestwood, KY Welcome to this stunning home in the highly desirable Brentwood neighborhood, situated on ...	5 beds \| 4 baths \| 4,294 sq.ft.	$850,000	Airbnb cash on cash: 1.61% Traditional cash on cash: 2.12% Airbnb Rental Income: $3763 Traditional Rental Income: $3350 Airbnb ROI: 1.61% Traditional ROI: 2.12%
6802 Northwind Way Crestwood, KY Tucked into the coveted Arbor Ridge community in Crestwood, this stunning brick-and-stone ...	5 beds \| 4 baths \| 5,126 sq.ft.	$850,000	Airbnb cash on cash: 1.91% Traditional cash on cash: 2.41% Airbnb Rental Income: $3763 Traditional Rental Income: $3340 Airbnb ROI: 1.91% Traditional ROI: 2.41%
7302 Park Vue Dr Crestwood, KY This townhome is not only convenient to amenities, but is also affordable, new constructio...	3 beds \| 2 baths \| 1,216 sq.ft.	$324,900	Airbnb cash on cash: 1.86% Traditional cash on cash: 2.77% Airbnb Rental Income: $1900 Traditional Rental Income: $1672 Airbnb ROI: 1.86% Traditional ROI: 2.77%
7312 Autumn Bent Way Crestwood, KY Welcome to 7312 Autumn Bent Way, located in the highly desirable Orchard Grass Hills neigh...	3 beds \| 3 baths \| 1,854 sq.ft.	$319,900	Airbnb cash on cash: 2.58% Traditional cash on cash: 4.8% Airbnb Rental Income: $1900 Traditional Rental Income: $2061 Airbnb ROI: 2.58% Traditional ROI: 4.8%
7414 Old Coach Rd Crestwood, KY Welcome home to 7414 Old Coach Rd! If you are looking for privacy and convenience- this is...	4 beds \| 4 baths \| 3,082 sq.ft.	$600,000	Airbnb cash on cash: 2.6% Traditional cash on cash: 3.31% Airbnb Rental Income: $3385 Traditional Rental Income: $3026 Airbnb ROI: 2.6% Traditional ROI: 3.31%
5302 Old Herring Pl Crestwood, KY Nestled on a quiet cul-de-sac in Crestwood, this beautifully maintained two story home has...	4 beds \| 4 baths \| 3,049 sq.ft.	$458,000	Airbnb cash on cash: 3.92% Traditional cash on cash: 4.92% Airbnb Rental Income: $3385 Traditional Rental Income: $3061 Airbnb ROI: 3.92% Traditional ROI: 4.92%
7306 Park Vue Dr Crestwood, KY Affordable new construction, attached garage in new development, close to EVERYTHING! Acro...	2 beds \| 2 baths \| 1,021 sq.ft.	$289,900	Airbnb cash on cash: 1.14% Traditional cash on cash: 3.47% Airbnb Rental Income: $1487 Traditional Rental Income: $1686 Airbnb ROI: 1.14% Traditional ROI: 3.47%
6918 Floyds Ridge Ct Crestwood, KY Welcome to this stunning 2-year-young Elite Home Builders Washington floor plan offering o...	4 beds \| 4 baths \| 3,264 sq.ft.	$799,900	Airbnb cash on cash: 2.18% Traditional cash on cash: 3.02% Airbnb Rental Income: $3385 Traditional Rental Income: $3255 Airbnb ROI: 2.18% Traditional ROI: 3.02%
6702 Sumac Ln Crestwood, KY Custom-built in 2018, this beautifully maintained home is located in one of Oldham County'...	3 beds \| 2 baths \| 1,310 sq.ft.	$399,900	Airbnb cash on cash: 1.62% Traditional cash on cash: 1.82% Airbnb Rental Income: $1900 Traditional Rental Income: $1472 Airbnb ROI: 1.62% Traditional ROI: 1.82%
4223 Garden Ridge Rd Crestwood, KY Welcome home to easy, low-maintenance living in the highly desirable Garden Homes of Stone...	3 beds \| 3 baths \| 1,800 sq.ft.	$339,999	Airbnb cash on cash: 1% Traditional cash on cash: 2.01% Airbnb Rental Income: $1900 Traditional Rental Income: $1716 Airbnb ROI: 1% Traditional ROI: 2.01%
4513 Timothy Way Crestwood, KY This adorable, charming home includes 3 bedrooms and 1 full bath. You will notice this hom...	3 beds \| 1 baths \| 1,025 sq.ft.	$250,000	Airbnb cash on cash: 3.67% Traditional cash on cash: 3.35% Airbnb Rental Income: $1900 Traditional Rental Income: $1317 Airbnb ROI: 3.67% Traditional ROI: 3.35%
8003 Williamsgate Cir Crestwood, KY Welcome home to this beauty in highly desired Oldham County! Designed with both comfort an...	4 beds \| 2 baths \| 2,663 sq.ft.	$465,000	Airbnb cash on cash: 3.91% Traditional cash on cash: 3.11% Airbnb Rental Income: $3385 Traditional Rental Income: $2282 Airbnb ROI: 3.91% Traditional ROI: 3.11%

Real Estate investment in Crestwood, KY

There are 34 properties for sale in the city of Crestwood . The median list price in Crestwood is $452,766 and the average price per square foot is $187. In June 2026, the average monthly cash on cash return in Crestwood is 3.00%. The average monthly rental income in Crestwood is $2,369.

Crestwood, KY Real Estate Investing: FAQs for Buyers, Sellers and Investors

There are 34 investment properties available for sale in Crestwood.

In 2026, the best neighborhood to buy investment property is Crestwood.

The ROI for Long-Term is higher than the Short-Term in Crestwood with average rental income of $2,369.

Your search for investment property begins and ends here

Investment Property for Sale in Crestwood, KY

6007 Brentwood Drive

Crestwood, KY

3 beds | 3 baths | 2,460 sq.ft.

$685,000

Airbnb cash on cash: 0.02%

Traditional cash on cash: 1.18%

Airbnb Rental Income: $1900

Traditional Rental Income: $2137

Airbnb ROI: 0.02%

Traditional ROI: 1.18%

6205 Brentwood Dr

Crestwood, KY

4 beds | 4 baths | 3,194 sq.ft.

$999,900

Airbnb cash on cash: 0.77%

Traditional cash on cash: 1.37%

Airbnb Rental Income: $3385

Traditional Rental Income: $3190

Airbnb ROI: 0.77%

Traditional ROI: 1.37%

6600 Angus Ct

Crestwood, KY

5 beds | 6 baths | 5,919 sq.ft.

$1,125,000

Airbnb cash on cash: 1.05%

Traditional cash on cash: 3.19%

Airbnb Rental Income: $3763

Traditional Rental Income: $5185

Airbnb ROI: 1.05%

Traditional ROI: 3.19%

6308 Brentwood Dr

Crestwood, KY

4 beds | 4 baths | 3,335 sq.ft.

$1,125,000

Airbnb cash on cash: 0.48%

Traditional cash on cash: 1.24%

Airbnb Rental Income: $3385

Traditional Rental Income: $3427

Airbnb ROI: 0.48%

Traditional ROI: 1.24%

6714 Hypoint Ridge Rd

Crestwood, KY

4 beds | 4 baths | 2,412 sq.ft.

$639,900

Airbnb cash on cash: 3.07%

Traditional cash on cash: 3.48%

Airbnb Rental Income: $3385

Traditional Rental Income: $2873

Airbnb ROI: 3.07%

Traditional ROI: 3.48%

7407 Park Vue Dr

Crestwood, KY

3 beds | 3 baths | 1,734 sq.ft.

$399,900

Airbnb cash on cash: 1.17%

Traditional cash on cash: 3.06%

Airbnb Rental Income: $1900

Traditional Rental Income: $2104

Airbnb ROI: 1.17%

Traditional ROI: 3.06%

7403 Park Vue Dr

Crestwood, KY

2 beds | 3 baths | 1,372 sq.ft.

$369,900

Airbnb cash on cash: 0.42%

Traditional cash on cash: 3.03%

Airbnb Rental Income: $1487

Traditional Rental Income: $1955

Airbnb ROI: 0.42%

Traditional ROI: 3.03%

7401 Park Vue Dr

Crestwood, KY

3 beds | 3 baths | 1,734 sq.ft.

$399,900

Airbnb cash on cash: 1.17%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1900

Traditional Rental Income: $2097

Airbnb ROI: 1.17%