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Covered Bridge Road in Prospect, KY: Acreage Homes and the Jefferson-Oldham Line

By Spencer Lowe, Real Estate Go To · Licensed Kentucky real estate agent since 2019 · Updated October 10, 2026

Key Takeaway / Quick Answer: Covered Bridge Road is part of Kentucky Route 329, a route from Prospect, KY (40059) into Oldham County. From October 2023 through September 2026, four closings of homes addressed on Covered Bridge Road in 40059 were recorded in the GLAR MLS, from $675,000 to $699,900, all on acreage in Oldham County.

If you're looking at homes on Covered Bridge Road in Prospect, KY, you're probably after land: more room, fewer neighbors close by, maybe space for a shop or a garden. The catch is that acreage homes here sell so rarely that it's hard to tell what one is worth, and the county line nearby changes your taxes and schools. That uncertainty makes it hard to move with confidence. I'm Spencer Lowe, a real estate agent with Real Estate Go To, licensed in Kentucky since 2019. Here's what has actually sold on and off Covered Bridge Road in the GLAR MLS and what to check. For the bigger picture on the area, see Spencer Lowe, Prospect KY real estate agent.

Where does Covered Bridge Road go?

Covered Bridge Road is part of Kentucky Route 329, which starts at U.S. 42 in Prospect as Boy Scout Road and becomes Covered Bridge Road in Oldham County. Oldham County Tourism describes Highway 329, also known as Covered Bridge Road, as one of the routes from Prospect into Oldham County, passing Nevel Meade along the way. The City of Prospect notes that Estates of Hunting Creek can be reached from Covered Bridge Road as well as through Hunting Creek.

Why is there a notch in the county line near Prospect?

According to WAVE News, the notch dates to 1873, when Phillip R. Taylor petitioned the Kentucky General Assembly to move his Prospect home and farm from Jefferson County into Oldham County. The legislature approved it. WAVE reported that the motive is unclear and that no record confirms either of the explanations passed down over the years.

What do homes on Covered Bridge Road sell for?

From October 2023 through September 2026, four closings of homes with a Covered Bridge Road address in 40059 were recorded in the GLAR MLS, from $675,000 to $699,900, on lots of about 1.26 to 3.76 acres. That includes one property, on about 3.76 acres, that sold twice: $690,000 in February 2024 and $699,900 in December 2025.

Feature / Metric Details
Road Covered Bridge Road (KY 329), Prospect, KY 40059
Closings on the road 4, including one property that sold twice (GLAR MLS, Oct. 2023 – Sep. 2026)
Sale price range $675,000 – $699,900
Lot sizes About 1.26 – 3.76 acres
Year built 1944 – 1965
Size About 1,995 – 2,454 sq ft above grade, 3 bedrooms
County (homes sold) All Oldham County

Source: GLAR MLS via Flexmls, residential closed sales with a Covered Bridge Road street address in ZIP 40059, October 1, 2023 – September 30, 2026, pulled October 10, 2026. Deemed reliable but not guaranteed.

These numbers only cover homes addressed on the road itself. Subdivisions reached from Covered Bridge Road are separate markets with their own prices.

What about Estates of Hunting Creek, off Covered Bridge Road?

Estates of Hunting Creek is a very different market: from October 2025 through September 2026, seven homes sold there for a median of $995,000 (GLAR MLS). The City of Prospect describes it as about 235 single-family homes, many on the Hunting Creek Country Club golf course.

Feature / Metric Estates of Hunting Creek
Homes sold 7 (GLAR MLS, Oct. 2025 – Sep. 2026)
Median sale price $995,000
Sale price range $855,000 – $1,275,000
Year built (homes sold) 1989 – 1999
Lot sizes (homes sold) About 1.0 – 2.39 acres
County (homes sold) 3 Jefferson, 4 Oldham

Source: GLAR MLS via Flexmls, closed sales filed under "Estates of Hunting Creek," ZIP 40059, Oct. 1, 2025 – Sep. 30, 2026. Deemed reliable but not guaranteed.

Even inside one subdivision off Covered Bridge Road, some homes are in Jefferson County and some in Oldham County.

Related: Living in Hunting Creek

Related: Golf course homes in Prospect, KY

Why does the county matter on Covered Bridge Road?

The county decides your property tax office, your public school district and how local wage tax applies.

Check all three for the exact address before you write an offer. This is general information, not tax advice.

Acreage or a subdivision lot: what changes?

How do you buy acreage on Covered Bridge Road? A simple 3-step plan

  1. Define the land you need. Acreage, outbuildings, county preference and budget. The neighborhood guide below shows sold prices across Prospect so you can weigh acreage against subdivision options.
  2. Get early notice. These homes sell rarely, so I'll watch Covered Bridge Road and the surrounding area and send listings as soon as they hit.
  3. Verify the land and the county. Survey, easements, septic and water, flood zone and the PVA record, before you offer.

Shopping in Prospect? Start with the neighborhoods

My free Prospect Neighborhood Guide compares what homes actually sold for, plus HOA dues, across 20 Prospect neighborhoods, built from a year of GLAR MLS sales. Instant download.

Get the free neighborhood guide

Already own in Prospect? Get the free market snapshot.

What should you check before buying acreage here?

What's at stake, and what does success look like?

With acreage this rare, the risks are missing a listing and paying for land features you didn't verify. A septic issue, an easement or the wrong county assumption can change what a property is worth to you.

Success looks like this: you hear about the right property early, you've verified the survey, utilities and county, and your offer reflects the few sales that actually compare.

Frequently Asked Questions About Covered Bridge Road

Q: What is Covered Bridge Road's highway number?

Covered Bridge Road is part of Kentucky Route 329. Oldham County Tourism describes Highway 329, also known as Covered Bridge Road, as one of the routes from Prospect into Oldham County.

Q: How much do homes on Covered Bridge Road cost?

From October 2023 through September 2026, four closings of homes with a Covered Bridge Road address in 40059 were recorded in the GLAR MLS, from $675,000 to $699,900, on lots of about 1.26 to 3.76 acres.

Q: Is Covered Bridge Road in Jefferson County or Oldham County?

Covered Bridge Road runs into Oldham County. Every Covered Bridge Road home that sold in the GLAR MLS from October 2023 through September 2026 was in Oldham County, but check the county for any specific address.

Q: Why is there a notch in the Jefferson-Oldham county line near Prospect?

According to WAVE News, Phillip R. Taylor petitioned the Kentucky General Assembly in 1873 to move his Prospect home and farm from Jefferson County into Oldham County, and the legislature approved it.

Q: What subdivision is off Covered Bridge Road?

The City of Prospect notes that Estates of Hunting Creek can be reached from Covered Bridge Road. From October 2025 through September 2026, seven homes there sold for a median of $995,000 in the GLAR MLS.

Looking for Acreage Near Prospect?

Acreage homes don't sell often, so knowing about one early matters. Tell me what you're looking for and I'll watch Covered Bridge Road and the surrounding area for you. Call or text me, Spencer Lowe, at (502) 974-0099. To compare acreage with Prospect's subdivisions, start with the Prospect Neighborhood Guide.


Data sources: GLAR MLS via Flexmls (residential closed sales with a Covered Bridge Road address, ZIP 40059, Oct. 1, 2023 – Sep. 30, 2026; "Estates of Hunting Creek," Oct. 1, 2025 – Sep. 30, 2026; pulled Oct. 10, 2026), deemed reliable but not guaranteed; Oldham County Tourism (touroldham.com); Wikipedia (Kentucky Route 329); WAVE News (2022); City of Prospect neighborhoods page; Louisville Metro Revenue Commission (2025 OL-3D instructions). Information changes; verify details before making decisions.

Disclaimer: This article is general information, not legal, tax, financial or lending advice. Market data is from the GLAR MLS via Flexmls and the other sources listed above; it is deemed reliable but not guaranteed, and it changes over time. Verify school assignments, property taxes, HOA rules, flood zones and other details with the appropriate office, lender, attorney or tax professional before making decisions.

Spencer Lowe is a real estate agent licensed in Kentucky since 2019 with Real Estate Go To. (502) 974-0099. Equal Housing Opportunity.