About This Home

This 5-bedroom, 5-bathroom single family at 344 Oak Drive in Waynesburg, KY is listed for $969,999 ($141 per sqft). Built in 2007, the home offers 6,888 sqft of living space on a 25.74 acres lot.

Key Features

  • Built in 2007
  • 25.74 acre lot
  • 3 stories
  • Private pool

Property Details

3 stories
5 full
4-car garage
2007

Amenities

PoolA/C
Listing Description

Experience the ultimate in luxury, privacy, and country living with this stunning custom-built estate! Situated on approximately 25+/- mostly wooded acres, this exceptional property offers the perfect blend of upscale living, recreation, and mini-farm potential.

Boasting 6,888 sq. ft. of finished living space, this remarkable home is filled with quality craftsmanship and exquisite finishes throughout all three levels. The property features an enormous 60x80 four-bay RV/boat garage, barn/stable area ideal for horses or livestock, and a picturesque creek winding through the back of the property.

Inside, you'll find radiant-heated tile floors, custom cabinetry, vaulted ceilings, grand staircases, a home theater, three ensuite bedrooms, and five full bathrooms. The main level offers an impressive open-concept living, dining, and kitchen area designed for both everyday living and entertaining.

The spacious primary suite provides a private retreat, while a second bedroom and full bathroom, oversized laundry room, and additional living space complete the main floor. Upstairs, you'll find two additional bedrooms, each with its own full bathroom, along with a convenient secondary laundry hookup.

The finished basement offers even more living and entertaining space with a full bar/kitchenette, spacious living room, bonus room currently used as a fifth bedroom, full bathroom, dedicated home theater, and two extra-large garage spaces. Step outside into your own private oasis, featuring a massive patio and entertaining area overlooking a spectacular 20x40 heated in-ground pool.

Whether you're hosting family and friends, relaxing poolside, or enjoying the privacy of your acreage, this property is designed for exceptional indoor and outdoor living. Conveniently located approximately 15 minutes from Somerset and the Cumberland Parkway and just 20 minutes from Lake Cumberland's recreational areas, this property provides the privacy and space of country living while remaining close to shopping, dining, and recreation.

With its impressive acreage, wooded privacy, creek, outbuildings, pool, expansive garage space, and luxurious custom home, this is truly a one-of-a-kind property with room to live, entertain, and enjoy everything the Kentucky countryside has to offer! New Roof just put on as of 8/30/2026!

Monthly Cost Estimate

$5,188/mo

20% down · 6.5% · 30 years

Principal$702
Interest$4,203
Insurance$283

Estimates only. Actual payments may vary.

Location

344 Oak Drive

Waynesburg, KY 40489

Rural

Features & Amenities

Interior Features

Wet BarWalk-In Closet(s)Ceiling Fan(s)

Property Details

Flooring

CarpetTile

Construction

HardiPlank Type Stone Brick

Pool Features

Pool

Parking

Garage - DetachedGarage - AttachedDrivewayGarage

Heating

Hot Water(Heating)Heat Pump (Heating)Radiant

Cooling

Heat PumpCeiling Fan(s)Central Air

Appliances

DishwasherMicrowaveRefrigeratorRangeDishwasherMicrowaveRefrigeratorRange

Questions & Answers

This 5-bedroom, 5-bathroom single family at 344 Oak Drive is listed at $969,999 ($141/sqft). The estimated monthly payment is $5,188 based on 20% down, a 30-year loan at 6.5% interest, estimated insurance.

Key features include: Built in 2007, 25.74 acre lot, 3 stories, Private pool. Interior Features: Wet Bar, Walk-In Closet(s), Ceiling Fan(s).

This property is listed by Tyler Chamings.

TC

Tyler Chamings

Agent at Nexthome Realty Experts

Listed by Nexthome Realty Experts · Broker phone: 2708428195 · View on Broker Site

MLS# 26021686· Source: ImagineMLS· 91 days on PropertySimple

Copyright © 2026 ImagineMLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

344 Oak Drive, Waynesburg, KY 40489

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