KY
Crestwood
Real Estate Agency in Crestwood, KY
Compass and Key Group is a real estate team helping buyers and sellers in Crestwood and the rest of Oldham County, just northeast of Louisville. We're based in Elizabethtown and serve the greater Louisville area, and in Crestwood we check every home's city-limits status and Oldham County school assignment before you write an offer.
$657,591
$522,500
78
24,666
Serving Crestwood from our Elizabethtown office: 617 N Mulberry St #105B, Elizabethtown, KY 42701 · Get directions
Listings
- 5 Beds3 Baths3,560 SqFt1/42 42Price Dropped by $5K
$689,950
- 3 Beds1 Bath1,025 SqFt1/36 36Open Sun 2PM-4PM
$224,900
- 3 Beds1 Bath1,097 SqFt1/26 26Open Sun 2PM-4PM
$245,000
Recently Sold
$550,000
$540,000
1.9%4301 Fox Ridge Rd, Crestwood, KY 40014
Listed by Real Broker, LLC

$405,000
$410,000
1.2%3013 Boones TRCE, Crestwood, KY 40014
Listed by Keller Williams Realty- Louisville

Living in Crestwood, KY
Crestwood is a home rule-class city in southern Oldham County, just outside Louisville's Northeast End. It began as a railroad stop called Beard's Station in the 1850s, took the name Crestwood in 1909 and incorporated as a city in 1970. Today it's a Louisville suburb with its own city government, parks and library branch, and quick routes into Jefferson County. Our team is based in Elizabethtown and serves buyers and sellers across the Louisville area, including Oldham County.
Getting around
- Downtown Louisville: roughly 20 miles, about 25 minutes via I-71 outside rush hour (longer at peak times)
- I-71: KY 329 connects Crestwood to I-71 at Exit 14
- KY 22 and KY 146: both run through Crestwood toward Louisville, KY 22 as Brownsboro Road and KY 146 as LaGrange Road through Pewee Valley, and both meet the Gene Snyder Freeway (I-265)
- La Grange: northeast via I-71 or KY 146, home to Oldham County government offices and the county hospital
Schools
Crestwood is served by Oldham County Schools. South Oldham High School, home of the Dragons, is in Crestwood on Veterans Memorial Parkway. Elementary schools serving the area include Crestwood, Camden Station and Kenwood Station, with South Oldham Middle among the middle schools. Depending on the address, some homes with a Crestwood mailing address can be zoned for other Oldham County schools, including Oldham County High or North Oldham High, so we check each home's school assignment with the district before you write an offer.
Choosing where to buy in Crestwood
Buyers here usually narrow their search with a few practical questions, and we help you answer each one for every home:
- Inside or outside city limits? A Crestwood mailing address doesn't always mean the home is inside the city. Whether a home is inside city limits can affect its tax bill and services, so we confirm it for every address. Homes outside are governed by Oldham County.
- Which schools? Elementary, middle and high school assignments in Oldham County depend on the street address, so we confirm each one.
- Older or newer? Crestwood grew outward from its 19th-century rail stop, so home ages vary a lot. We pull the build year for every home you consider and help you weigh what that means for upkeep.
- Which way do you drive? If you commute downtown, being near KY 329 and I-71 Exit 14 helps. For the East End, KY 22 or KY 146 toward the Gene Snyder may be the faster route.
Work, healthcare and everyday life
Baptist Health La Grange, a full-service hospital with a 24-hour emergency department, serves Oldham County and eastern Jefferson County. Around town, The Maples Park on Highway 22, the city's first park and home to City Hall, has a splash park, the Deibel Barn and a playhouse building. Veterans Memorial Park of Kentucky is on Dragon Road, and Oldham County runs Briar Hill Park and Peggy Baker Park. Yew Dell Botanical Gardens on Old LaGrange Road is listed on the National Register of Historic Places, and the South Oldham Library serves the area.
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Crestwood Real Estate FAQ
Is Crestwood, KY a good place to live?
For many buyers, yes. Crestwood sits just outside Louisville's Northeast End, about 25 minutes from downtown via I-71 outside rush hour, and it's served by Oldham County Schools, with South Oldham High School right in town. It has its own city government and parks, including The Maples Park and Veterans Memorial Park of Kentucky, plus Yew Dell Botanical Gardens and the South Oldham Library. Whether it fits you depends on your commute, school assignment and budget, and we're happy to talk that through.
Is Crestwood, KY considered part of Louisville?
Not officially. Crestwood is its own home rule-class city in Oldham County, with its own mayor and city commission. It isn't part of Louisville Metro government, which covers Jefferson County. But it sits just outside Louisville's Northeast End, and many residents think of it as a Louisville suburb. For buyers, the difference shows up in practical ways: Oldham County Schools instead of JCPS, the Oldham County PVA and Sheriff for property taxes, and city services if the home is inside Crestwood city limits.
How far is Crestwood from Louisville?
Downtown Louisville is roughly 20 miles from Crestwood, or about 25 minutes via I-71 outside rush hour. Peak traffic can stretch that considerably. KY 329 connects Crestwood to I-71 at Exit 14. KY 22 (Brownsboro Road) and KY 146 (LaGrange Road, through Pewee Valley) both run from Crestwood toward Louisville and meet the Gene Snyder Freeway (I-265), which is often the faster way to East End jobs and shopping. We look at your actual commute before you choose a home.
What is Crestwood, KY known for?
Crestwood started as Beard's Station, a railroad stop that grew up in the 1850s after landowner Joseph Beard donated land for the rail line and built the warehouse that served as the station. The name was shortened to "Beard," and the city's history says railroad engineers jokingly called it "Whiskers," which led to the change to Crestwood in 1909. The city incorporated in 1970. Today Crestwood is known for Yew Dell Botanical Gardens, which is listed on the National Register of Historic Places, and for The Maples Park, the city's first park.
What schools serve homes in Crestwood, KY?
Crestwood is part of Oldham County Schools. South Oldham High School is in Crestwood, and elementary schools serving the area include Crestwood, Camden Station and Kenwood Station, with South Oldham Middle among the middle schools. Assignments depend on the street address, and some homes with a Crestwood mailing address are zoned for other Oldham County schools. The district publishes school assignment information, and we confirm each home's assigned schools before you make an offer.
How do property taxes work in Crestwood and Oldham County?
The Oldham County Property Valuation Administrator (PVA) assesses each property's value but doesn't set rates or collect taxes. The Oldham County Sheriff's Office collects property tax bills, and the City of Crestwood's own website points residents there for real estate tax information. Whether a home is inside Crestwood city limits can affect its bill, so it's worth confirming with City Hall for a specific address. Kentucky's homestead exemption is available to homeowners 65 and older and to those who are totally disabled, and you apply through the PVA. You can look up any property's assessment on the Oldham County PVA website.
What help is available for first-time homebuyers in Crestwood?
Crestwood buyers can use Kentucky Housing Corporation (KHC) programs. KHC offers home loans and down payment assistance through approved lenders, plus homebuyer education and housing counselors, and its website has an eligibility check and a lender search. Since lender requirements and program rules change, the best first step is a conversation with a KHC-approved lender who works in Oldham County. We can connect you with local lenders who use these programs regularly and help you shop for homes that fit the approval.
When is the best time to sell a house in Crestwood?
Across many U.S. metros, spring and early summer are strongest. Homes typically sell fastest in May and close at their highest prices around June, while December through February is the slowest stretch. Crestwood adds a local factor: families shopping by Oldham County school assignment often aim to move before the school year starts, and a spring listing lines up with that. Homes still sell year-round, and pricing and condition usually matter more than the calendar. We'll help you pick the right time to list.
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