344 Oak Drive, Waynesburg, KY 40489 (MLS# 26021686)

344 Oak Drive, Waynesburg, KY 40489

New Listing

$999,995

Virtual Tour

https://my.matterport.com/show/?m=UYN9ptS8BAU&mls=1

Property Type: Residential Bedrooms: 5 Baths: 5 Square Footage: 6,888 Lot Size (sq. ft.): 1,121,147 Status: Active

Current Price: $999,995 List Date: 8/11/2026 Last Modified: 8/11/2026

Overview

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, ... (Read more) 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!

Listing Details MLS# 26021686

Listing Information

Comp Sale YN: No
Property Sub Type: Single Family Residence

Status Change Information

Status Change Timestamp: 2026-08-11

Address

County: Lincoln
Street Number: 344
Street Name: Oak
Street Suffix: Drive
State: KY
Zip Code: 40489
Zip +4: 9501
Directions: From Somerset take US 27 north toward Waynesburg. Turn right onto KY 1247 and then right onto Oak Drive. Follow Oak Drive to the dead end where it becomes the driveway for 344 Oak Drive. Barn and horse stable will be immediately on the left as you enter the driveway. Home will be at top of the hill.
Parcel Number: 58-103-01
Deed Book: 482
Deed Page: 386

Contract

Original List Price: 999995
Start Showing Date: 2026-08-11
Listing Contract Date: 2026-07-30
Listing Agreement: Exclusive Right To Sell
Occupant Type: Occupied
Office Exclusive YN: No
List Price/SqFt: 145.18

Tax Legal

MLS Area Major: 024 - Lincoln County
Subdivision Name: Rural
High School District: Lincoln County - 24

Interior

Bedrooms Total: 5
Bathrooms Total: 5
Bathrooms Full: 5
Above Grade Finished Area: 5048
Below Grade Finished Area: 1840
Living Area: 6888
Living Area Source: Public Records
Basement YN: Yes
Fireplace YN: No
Bathrooms Half: 0
Above Grade Unfinished Area: 0
Below Grade Unfinished Area: 0

More Information

Parking Information

Garage YN: Yes
Garage Spaces: 4
Carport YN: No

Building

Year Built: 2007
Accessibility Features YN: No

Lot

Lot Size Source: Public Records
Lot Size Acres: 25.738
Lot Size Square Feet: 1121147
Pool Private YN: Yes
View YN: Yes
Waterfront YN: No
Water Body Access YN: No
Horse YN: Yes

Utilities

Cooling YN: Yes
Heating YN: Yes
Cable Connected: Yes
Electricity Connected: Yes
Water Connected: Yes

Remarks

Public Remarks: 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!

Amenity Fee Details

Amenity Fee YN: No

Showing Information

Showing Instructions: Please schedule showings via ShowingTime.

Room Types

Bathroom 1 Level: First
Bathroom 2 Level: First
Bathroom 3 Level: Second
Bathroom 4 Level: Second
Bathroom 5 Level: Lower
Bedroom 1 Level: First
Bedroom 2 Level: Second
Bedroom 3 Level: Second
Bedroom 4 Level: Lower
Dining Room Level: First
Kitchen Level: First
Office Level: Second
Other Level: Lower
Primary Bedroom Level: First
Recreation Room Level: Lower
Utility Room Level: First
Bathroom 1: Yes
Bathroom 2: Yes
Bathroom 3: Yes
Bathroom 4: Yes
Bathroom 5: Yes
Bedroom 1: Yes
Bedroom 2: Yes
Bedroom 3: Yes
Bedroom 4: Yes
Dining Room: Yes
Kitchen: Yes
Office: Yes
Other: Yes
Primary Bedroom: Yes
Recreation Room: Yes
Utility Room: Yes

Currently Not Used

List Price/Acre: 38852.86

Tax & Legal

Elementary School: Waynesburg
Middle Or Junior School: Lincoln Co
High School: Lincoln Co
Tax Rate: 0.982

Association/Community

Association YN: No

Appliances

Dishwasher: Yes
Microwave: Yes
Range: Yes
Refrigerator: Yes

Architectural Style

Craftsman: Yes

Basement

Exterior Entry: Yes
Finished: Yes
Full: Yes
Walk-Out Access: Yes

Construction Materials

Brick: Yes
HardiPlank Type: Yes
Stone: Yes
Other: Yes

Cooling

Ceiling Fan(s): Yes
Central Air: Yes
Heat Pump: Yes

Exterior Features

Other: Yes

Fencing

Partial: Yes
Wood: Yes

Flooring

Carpet: Yes
Tile: Yes

Foundation Details

Concrete Perimeter: Yes

Heating

Heat Pump: Yes
Hot Water: Yes
Radiant: Yes

Horse Amenities

Barn: Yes
Pasture: Yes
Riding Trail: Yes
Stable(s): Yes
Tack Room: Yes
Other: Yes
See Remarks: Yes

Interior Features

Ceiling Fan(s): Yes
Walk-In Closet(s): Yes
Wet Bar: Yes

Laundry Features

Main Level: Yes

Levels

Three Or More: Yes

Lot Features

Landscaped: Yes
Secluded: Yes
Wooded: Yes

Other Structures

Barn(s): Yes
RV/Boat Storage: Yes
Shed(s): Yes
Stable(s): Yes
Other: Yes

Parking Features

Attached Garage: Yes
Detached Garage: Yes
Driveway: Yes
Garage Faces Rear: Yes

Patio And Porch Details

Rear Patio: Yes

Patio And Porch Features

Patio: Yes

Possession

Negotiable: Yes

Private Pool Features

In Ground: Yes

Roof

Dimensional Style: Yes
Shingle: Yes

Sewer

Septic Tank: Yes

Structure Type

House: Yes

View

Farm: Yes
Rural: Yes
Trees/Woods: Yes

Water Heater

Electric: Yes

Water Source

Public: Yes

Window Features

Blinds: Yes
Insulated Windows: Yes

Showing Requirements

Showing Service: Yes

Property Features

Utilities: Cable Connected; Electricity Connected; Water Connected; Cable Connected; Electricity Connected; Water Connected Appliances: Dishwasher; Microwave; Range; Refrigerator Architectural Style: Craftsman Basement: Exterior Entry; Finished; Full; Walk-Out Access Construction Materials: Brick; HardiPlank Type; Stone; Other Cooling: Ceiling Fan(s); Central Air; Heat Pump Exterior Features: Other Fencing: Partial; Wood Flooring: Carpet; Tile Foundation Details: Concrete Perimeter Heating: Heat Pump; Hot Water; Radiant Horse Amenities: Barn; Pasture; Riding Trail; Stable(s); Tack Room; Other; See Remarks Interior Features: Ceiling Fan(s); Walk-In Closet(s); Wet Bar Laundry Features: Main Level Levels: Three Or More Lot Features: Landscaped; Secluded; Wooded Other Structures: Barn(s); RV/Boat Storage; Shed(s); Stable(s); Other Parking Features: Attached Garage; Detached Garage; Driveway; Garage Faces Rear Patio And Porch Details: Rear Patio Patio And Porch Features: Patio Possession: Negotiable Private Pool Features: In Ground Roof: Dimensional Style; Shingle Sewer: Septic Tank Structure Type: House View: Farm; Rural; Trees/Woods Water Heater: Electric Water Source: Public Window Features: Blinds; Insulated Windows Showing Requirements: Showing Service Room Types: Bathroom 1; Bathroom 2; Bathroom 3; Bathroom 4; Bathroom 5; Bedroom 1; Bedroom 2; Bedroom 3; Bedroom 4; Dining Room; Kitchen; Office; Other; Primary Bedroom; Recreation Room; Utility Room

Room Information

Room Name	Level	Remarks
Primary Bedroom	First
Bedroom 1	First
Bedroom 2	Second
Bedroom 3	Second
Bathroom 5	Lower
Bathroom 1	First	Full Bath
Bathroom 2	First	Full Bath
Bathroom 3	Second	Full Bath
Bathroom 4	Second	Full Bath
Bathroom 5	Lower	Full Bath
Kitchen	First
Dining Room	First
Utility Room	First
Office	Second
Recreation Room	Lower
Other	Lower

Documents

Sellers Disclosure Of Property Condition ›

Listing Office: Nexthome Realty Experts

Last Updated: August - 11 - 2026

Information deemed reliable but not guaranteed.