This extraordinary, one-of-a-kind property features a breathtaking log cabin towering proudly above a secluded, picturesque 27.2 acre estate nestled into the back of Shepherdsville's desirable Winding Creek subdivision. Trust me: this isn't just a home; it's an experience. You'll relish hearing the astonished gasps of your guests, as the serene anticipation of the scenic, meandering drive-in is boldly punctuated by the timeless, jaw-dropping interior of the home. The main level features a large great room accented by a gorgeous stone fireplace, it's tall chimney ascending unceasingly up the exposed logs to the vaulted ceilings towering proudly above. Past the great room lies your culinary dream kitchen, featuring dazzling countertops--with an inset gas stovetop--accented by brilliant white cabinetry and stainless steel appliances (including a double-oven), all situated around a large center island with in-set sink. Continuing further through the main level reveals the majestic primary suite (with its own private entrance), boasting an enormous primary bedroom and connected full bathroom, featuring a gorgeous real copper soaker tub, a long double vanity, and a walk-in ceramic-tiled shower. A large formal dining room and a half bathroom--both located just off the kitchen--complete the main level. Ascending the main staircase unveils a central loft--with sensational overhead views of the magnificent great room below--leading to 3 more sizeable bedrooms, a spacious full bathroom, and a laundry room. Below, the partially-finished walkout basement provides not just a bonus room, but nearly unlimited storage potential, as well as an opportunity for you and your family to apply your own unique touch to this home (basement has been roughed-in for future bathroom, with drain lines). But the tour is not yet over! Somehow, the remarkable castle-like exterior of this home is just as captivating as the stunning interior! A relaxing, covered, wrap-a-round porch charismatically connects most of the main level, and offers mesmerizing views of sprawling front yard below and drive-in beyond, while the covered patio beneath provides a perpetually shaded retreat for enjoying some fresh air even on those hot summer days. Meanwhile, the rear exterior features a genuine backyard oasis, with a propane-heated, 45' x 16' salt-water in-ground pool (complete with a slide!) and separate baby pool, both set within an expansive, fully fenced-in back patio. A detached, 2.5-car garage borders the back patio. Continuing further down the driveway reveals a massive 46' x 70' detached building, complete with (spray foam) insulation, two overhead doors (one oversized to accommodate an RV with RV hookup), a loft, a basketball goal, and an industrial fan overhead, as well as a lean-to on one side of the building. OTHER INFO: The seller had the exterior logs sealed and stained in 2025 and the roof is only a few years old. The sale consists of 2 parcels for a total of 27.2 acres. Deed restricted community. Garage beside the house is wired for electric car charger as well.
For sale
$1,249,900
710 Alyssa Brooke Dr, Shepherdsville, KY 40165
5beds
2,691sqft
Est.:
Single Family Residence
Built in 2005
27.2 Acres Lot
$1,187,000 Zestimate®
$464/sqft
$-- HOA
What's special
Gorgeous stone fireplaceDazzling countertopsPartially-finished walkout basementOverhead doorsRv hookupCentral loftTimeless jaw-dropping interior
- 26 days
- on Zillow |
- 1,843 |
- 166 |
Zillow last checked: 7 hours ago
Listing updated: August 25, 2025 at 10:17am
Listed by:
Eric Scroggin 502-262-5475,
RE/MAX Results
Source: GLARMLS,MLS#: 1694475

Travel times
Tour with a buyer's agent
Tour with a buyer's agent
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 5
- Bathrooms: 3
- Full bathrooms: 2
- 1/2 bathrooms: 1
Primary bedroom
- Level: First
Bedroom
- Level: Second
Bedroom
- Level: Second
Bedroom
- Level: Second
Primary bathroom
- Level: First
Half bathroom
- Level: First
Full bathroom
- Level: Second
Dining area
- Level: First
Kitchen
- Level: First
Laundry
- Level: Second
Living room
- Level: First
Loft
- Level: Second
Heating
- Forced Air
Cooling
- Central Air
Features
- Basement: Partially Finished,Walkout Part Fin
- Number of fireplaces: 1
Interior area
- Total structure area: 2,530
- Total interior livable area: 2,691 sqft
- Finished area above ground: 2,530
- Finished area below ground: 161
Property
Parking
- Total spaces: 12
- Parking features: Detached, Attached, Lower Level, Driveway
- Attached garage spaces: 12
- Has uncovered spaces: Yes
Features
- Stories: 2
- Patio & porch: Wrap Around, Deck, Patio, Porch
- Exterior features: Balcony
- Has private pool: Yes
- Pool features: In Ground
- Fencing: Other,Stone
Lot
- Size: 27.2 Acres
- Features: Wooded
Details
- Additional structures: Garage(s), Outbuilding
- Parcel number: 056NE013020
Construction
Type & style
- Home type: SingleFamily
- Architectural style: Other
- Property subtype: Single Family Residence
Materials
- Log
- Foundation: Concrete Perimeter
- Roof: Shingle
Condition
- Year built: 2005
Utilities & green energy
- Water: Public
- Utilities for property: Electricity Connected
Community & HOA
Community
- Subdivision: Winding Creek
HOA
- Has HOA: No
Location
- Region: Shepherdsville
Financial & listing details
- Price per square foot: $464/sqft
- Tax assessed value: $119,900
- Annual tax amount: $1,384
- Date on market: 8/5/2025
- Electric utility on property: Yes
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