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
9524 Poplar Hill Dr Crestwood, KY ***VA ASSUMABLE LOAN OPPORTUNITY: Seller has an existing VA loan with a 5.75% interest rat...	3 beds \| 3 baths \| 1,989 sq.ft.	$435,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 3.04% Airbnb Rental Income: $1907 Traditional Rental Income: $2087 Airbnb ROI: 1.35% Traditional ROI: 3.04%
6226 Camden Circle Crestwood, KY Welcome to this beautifully 4-bedroom, 3 full and 1 half-bath home in the highly desirable...	4 beds \| 4 baths \| 2,600 sq.ft.	$350,000	Airbnb cash on cash: 8.28% Traditional cash on cash: 5.32% Airbnb Rental Income: $4337 Traditional Rental Income: $2451 Airbnb ROI: 8.28% Traditional ROI: 5.32%
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: 1.19% Traditional cash on cash: 3.05% Airbnb Rental Income: $1907 Traditional Rental Income: $2097 Airbnb ROI: 1.19% Traditional ROI: 3.05%
6619 Heritage Hills Dr Crestwood, KY Designed for the way people live today, this custom new-construction ranch combines welcom...	5 beds \| 3 baths \| 3,560 sq.ft.	$689,950	Airbnb cash on cash: -0.76% Traditional cash on cash: 1.61% Airbnb Rental Income: $1202 Traditional Rental Income: $2337 Airbnb ROI: -0.76% Traditional ROI: 1.61%
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: 1.08% Traditional cash on cash: 0.71% Airbnb Rental Income: $4337 Traditional Rental Income: $3015 Airbnb ROI: 1.08% Traditional ROI: 0.71%
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: 1.88% Traditional cash on cash: 2.77% Airbnb Rental Income: $1907 Traditional Rental Income: $1672 Airbnb ROI: 1.88% Traditional ROI: 2.77%
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: 1.92% Traditional cash on cash: 3.37% Airbnb Rental Income: $1776 Traditional Rental Income: $1686 Airbnb ROI: 1.92% Traditional ROI: 3.37%
8003 Williamsgate Cir Crestwood, KY MOVE IN READY!! Welcome home to this beautiful brick home in highly desired Oldham County!...	5 beds \| 3 baths \| 2,663 sq.ft.	$439,000	Airbnb cash on cash: -0.3% Traditional cash on cash: 3.27% Airbnb Rental Income: $1202 Traditional Rental Income: $2282 Airbnb ROI: -0.3% Traditional ROI: 3.27%
6804 Clore Ln Crestwood, KY Welcome to 6804 Clore Lane, where timeless character meets sophisticated modern luxury in ...	4 beds \| 4 baths \| 3,860 sq.ft.	$975,000	Airbnb cash on cash: 1.82% Traditional cash on cash: -0.17% Airbnb Rental Income: $4337 Traditional Rental Income: $1619 Airbnb ROI: 1.82% Traditional ROI: -0.17%
6209 Brentwood Ct Crestwood, KY Super sharp 4 Bedroom 3.5 Bath 1.5 story custom-built home with an open floor plan sitting...	4 beds \| 4 baths \| 3,857 sq.ft.	$975,000	Airbnb cash on cash: 1.7% Traditional cash on cash: 0.38% Airbnb Rental Income: $4337 Traditional Rental Income: $2219 Airbnb ROI: 1.7% Traditional ROI: 0.38%
2003 Wooded Oak Ln Crestwood, KY Set on a secluded 1.59 acre wooded estate in Grand Oaks, this refined residence offers a r...	5 beds \| 4 baths \| 3,421 sq.ft.	$786,900	Airbnb cash on cash: -0.92% Traditional cash on cash: 2.53% Airbnb Rental Income: $1202 Traditional Rental Income: $3344 Airbnb ROI: -0.92% Traditional ROI: 2.53%
7304 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: 1.92% Traditional cash on cash: 3.08% Airbnb Rental Income: $1776 Traditional Rental Income: $1606 Airbnb ROI: 1.92% Traditional ROI: 3.08%
4416 Abbott Grove Dr Crestwood, KY Currently listed substantially below recently appraised value in Oldham County, this beaut...	3 beds \| 3 baths \| 3,479 sq.ft.	$540,000	Airbnb cash on cash: 0.76% Traditional cash on cash: 2.32% Airbnb Rental Income: $1907 Traditional Rental Income: $2191 Airbnb ROI: 0.76% Traditional ROI: 2.32%
1618 Whittaker Rd Crestwood, KY IMPRESSIVE! 1.65 Acre Lot in Oldham County is Gorgeous & Private! Exceptional Crestwood ho...	3 beds \| 2 baths \| 2,000 sq.ft.	$453,030	Airbnb cash on cash: 1.23% Traditional cash on cash: 2.03% Airbnb Rental Income: $1907 Traditional Rental Income: $1742 Airbnb ROI: 1.23% Traditional ROI: 2.03%
3205 W Mount Zion Rd Crestwood, KY "Living the dream," is what you will say about living here! Wonderful lakefront house in O...	3 beds \| 3 baths \| 3,772 sq.ft.	$638,500	Airbnb cash on cash: 0.29% Traditional cash on cash: 0.1% Airbnb Rental Income: $1907 Traditional Rental Income: $1286 Airbnb ROI: 0.29% Traditional ROI: 0.1%
6123 W Highway 146 Crestwood, KY A wonderful 125+ year old farmhouse with updates galore. This well taken care of home has ...	3 beds \| 1 baths \| 1,969 sq.ft.	$435,000	Airbnb cash on cash: 1.35% Traditional cash on cash: 0.9% Airbnb Rental Income: $1907 Traditional Rental Income: $1214 Airbnb ROI: 1.35% Traditional ROI: 0.9%
7400 Abbott Ln Crestwood, KY Welcome to 7400 Abbott Lane, where classic character meets fresh updates in one of Oldham ...	4 beds \| 3 baths \| 3,004 sq.ft.	$539,000	Airbnb cash on cash: 4.76% Traditional cash on cash: 2.63% Airbnb Rental Income: $4337 Traditional Rental Income: $2349 Airbnb ROI: 4.76% Traditional ROI: 2.63%
7308 Kavanaugh Rd Crestwood, KY You lucked out, we're back on the market!! Updated, move-in ready, and sitting on nearly h...	3 beds \| 2 baths \| 2,571 sq.ft.	$399,000	Airbnb cash on cash: 1.64% Traditional cash on cash: 1.28% Airbnb Rental Income: $1907 Traditional Rental Income: $1265 Airbnb ROI: 1.64% Traditional ROI: 1.28%
7406 Commonwealth Dr Crestwood, KY Experience a rare property where indoor comfort meets wide-open outdoor freedom. Situated ...	3 beds \| 2 baths \| 1,397 sq.ft.	$374,900	Airbnb cash on cash: 1.85% Traditional cash on cash: 1.99% Airbnb Rental Income: $1907 Traditional Rental Income: $1451 Airbnb ROI: 1.85% Traditional ROI: 1.99%
5603 Farmhouse Dr lot: 21 Crestwood, KY Modern farmhouse with 3,118 sq ft featuring 10' ceilings, an 18' vaulted living room, open...	4 beds \| 3 baths \| 3,118 sq.ft.	$1,225,000	Airbnb cash on cash: 1.01% Traditional cash on cash: -0.02% Airbnb Rental Income: $4337 Traditional Rental Income: $2252 Airbnb ROI: 1.01% Traditional ROI: -0.02%
7506 Beechdale Rd Crestwood, KY OPEN HOUSE EVERDAY!! CALL OR TEXT FOR TIMES. Welcome to 7506 Beechdale Rd, a freshly updat...	3 beds \| 1 baths \| 1,178 sq.ft.	$270,000	Airbnb cash on cash: 3.28% Traditional cash on cash: 2.37% Airbnb Rental Income: $1907 Traditional Rental Income: $1169 Airbnb ROI: 3.28% Traditional ROI: 2.37%
5401 Tarrant Ln Crestwood, KY Peace, privacy, and plenty of space await at 5401 Tarrant Ln. Situated on over an acre and...	4 beds \| 3 baths \| 2,640 sq.ft.	$445,000	Airbnb cash on cash: 6.14% Traditional cash on cash: 3.49% Airbnb Rental Income: $4337 Traditional Rental Income: $2321 Airbnb ROI: 6.14% Traditional ROI: 3.49%
4715 Sunny Hill Drive Crestwood, KY Sellers are willing to entertain buyer concessions, such as a rate buydown or closing cost...	5 beds \| 6 baths \| 4,627 sq.ft.	$745,000	Airbnb cash on cash: -0.86% Traditional cash on cash: 4.22% Airbnb Rental Income: $1202 Traditional Rental Income: $4341 Airbnb ROI: -0.86% Traditional ROI: 4.22%
1911 Clarke Pointe Dr Crestwood, KY Space is a luxury and at 1911 Clarke Pointe Drive, there is an extraordinary amount of it ...	5 beds \| 5 baths \| 6,129 sq.ft.	$750,000	Airbnb cash on cash: -0.87% Traditional cash on cash: 2.22% Airbnb Rental Income: $1202 Traditional Rental Income: $2971 Airbnb ROI: -0.87% Traditional ROI: 2.22%
3002 Log Cabin Ct Crestwood, KY Lovely 3-bedroom, 3-full-bath Ranch in Oldham County offering an open floor plan and walko...	3 beds \| 3 baths \| 2,215 sq.ft.	$458,900	Airbnb cash on cash: 1.18% Traditional cash on cash: 2.6% Airbnb Rental Income: $1907 Traditional Rental Income: $2011 Airbnb ROI: 1.18% Traditional ROI: 2.6%
7711 Commonwealth Dr Crestwood, KY Perfectly situated on a sprawling 1.34 acre lot in Kentucky Acres, this Crestwood home off...	3 beds \| 2 baths \| 1,643 sq.ft.	$375,000	Airbnb cash on cash: 1.85% Traditional cash on cash: 2.34% Airbnb Rental Income: $1907 Traditional Rental Income: $1575 Airbnb ROI: 1.85% Traditional ROI: 2.34%
7001 Middlebrook Dr Crestwood, KY Modern farmhouse featuring 2,070 sf on the main floor plus an optional loft. 9' ceilings, ...	2 beds \| 3 baths \| 2,070 sq.ft.	$1,091,908	Airbnb cash on cash: -0.74% Traditional cash on cash: 0.08% Airbnb Rental Income: $1776 Traditional Rental Income: $2125 Airbnb ROI: -0.74% Traditional ROI: 0.08%
4312 Fox Ridge Rd Crestwood, KY Nestled on 3.57 picturesque acres, this distinctive contemporary home offers privacy, natu...	3 beds \| 3 baths \| 2,588 sq.ft.	$425,000	Airbnb cash on cash: 1.5% Traditional cash on cash: 4.21% Airbnb Rental Income: $1907 Traditional Rental Income: $2480 Airbnb ROI: 1.5% Traditional ROI: 4.21%
1011 E Mailback Way Crestwood, KY Welcome to this beautifully updated 3-bedroom, 2-bath ranch nestled on a spacious lot in t...	3 beds \| 2 baths \| 1,014 sq.ft.	$287,000	Airbnb cash on cash: 3.18% Traditional cash on cash: 3.24% Airbnb Rental Income: $1907 Traditional Rental Income: $1416 Airbnb ROI: 3.18% Traditional ROI: 3.24%
7208 Autumn Bent Way Crestwood, KY Perched atop a hill on a quiet cul-de-sac, this 4 bedroom tri level beacons fun in the bac...	4 beds \| 2 baths \| 1,544 sq.ft.	$310,000	Airbnb cash on cash: 9.46% Traditional cash on cash: 4.16% Airbnb Rental Income: $4337 Traditional Rental Income: $1880 Airbnb ROI: 9.46% Traditional ROI: 4.16%

Real Estate investment in Crestwood, KY

There are 30 properties for sale in the city of Crestwood . The median list price in Crestwood is $454,783 and the average price per square foot is $196. In November 2026, the average monthly cash on cash return in Crestwood is 2.00%. The average monthly rental income in Crestwood is $2,092.

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

There are 30 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 $2,092.

Your search for investment property begins and ends here

Investment Property for Sale in Crestwood, KY

9524 Poplar Hill Dr

Crestwood, KY

3 beds | 3 baths | 1,989 sq.ft.

$435,000

Airbnb cash on cash: 1.35%

Traditional cash on cash: 3.04%

Airbnb Rental Income: $1907

Traditional Rental Income: $2087

Airbnb ROI: 1.35%

Traditional ROI: 3.04%

6226 Camden Circle

Crestwood, KY

4 beds | 4 baths | 2,600 sq.ft.

$350,000

Airbnb cash on cash: 8.28%

Traditional cash on cash: 5.32%

Airbnb Rental Income: $4337

Traditional Rental Income: $2451

Airbnb ROI: 8.28%

Traditional ROI: 5.32%

7401 Park Vue Dr

Crestwood, KY

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

$399,900

Airbnb cash on cash: 1.19%

Traditional cash on cash: 3.05%

Airbnb Rental Income: $1907

Traditional Rental Income: $2097

Airbnb ROI: 1.19%

Traditional ROI: 3.05%

6619 Heritage Hills Dr

Crestwood, KY

5 beds | 3 baths | 3,560 sq.ft.

$689,950

Airbnb cash on cash: -0.76%

Traditional cash on cash: 1.61%

Airbnb Rental Income: $1202

Traditional Rental Income: $2337

Airbnb ROI: -0.76%

Traditional ROI: 1.61%

7209 Sunset Ln

Crestwood, KY

4 beds | 4 baths | 3,041 sq.ft.

$1,185,000

Airbnb cash on cash: 1.08%

Traditional cash on cash: 0.71%

Airbnb Rental Income: $4337

Traditional Rental Income: $3015

Airbnb ROI: 1.08%

Traditional ROI: 0.71%

7302 Park Vue Dr

Crestwood, KY

3 beds | 2 baths | 1,216 sq.ft.

$324,900

Airbnb cash on cash: 1.88%

Traditional cash on cash: 2.77%

Airbnb Rental Income: $1907

Traditional Rental Income: $1672

Airbnb ROI: 1.88%

Traditional ROI: 2.77%

7306 Park Vue Dr

Crestwood, KY

2 beds | 2 baths | 1,021 sq.ft.

$289,900

Airbnb cash on cash: 1.92%

Traditional cash on cash: 3.37%

Airbnb Rental Income: $1776

Traditional Rental Income: $1686

Airbnb ROI: 1.92%

Traditional ROI: 3.37%

8003 Williamsgate Cir

Crestwood, KY

5 beds | 3 baths | 2,663 sq.ft.

$439,000

Airbnb cash on cash: -0.3%

Traditional cash on cash: 3.27%

Airbnb Rental Income: $1202

Traditional Rental Income: $2282

Airbnb ROI: -0.3%