Tollesboro, KY Ranches for Sale

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Ranch Property for sale in Scott County, Kentucky
MAP
$3,686,000203 acres
7 beds5 baths

Cynthiana, KY, 41031, Scott County

Serenity and privacy best define this amazing property conveniently located just a short drive north of Lexington, Kentucky. Turnkey ready with two nice homes, a riding arena, and multiple barns make this the ultimate family estate, equestrian farm,
Pat Doyle
Hayden Outdoors
Ranch Property for sale in Hopkins County, Kentucky
VIDEOMAP
$1,450,000354 acres
2 beds1 baths

Dawson Springs, KY, 42408, Hopkins County

Tucked in the Pennyrile region of Western Kentucky, here is your chance to own a well-managed deer and turkey hunting farm. The current owner is very meticulous about the care and upkeep of this farm, and it shows as you enter the front gate. There i
Justin Mason
Whitetail Properties Real Estate
Ranch Property for sale in Morgan County, Kentucky
Under Contract
$749,00022 acres

West Liberty, KY, 41472, Morgan County

Truly a rare opportunity for such a magnificent home in the perfect country setting! As you make the short drive from the small town of West Liberty, you find yourself passing by small "maw and paw" farming operations and are drawn into that slower-p
Greg Meade
Whitetail Properties Real Estate
Ranch Property for sale in McLean County, Kentucky
MAP
$241,300138 acres

Rumsey, KY, 42371, McLean County

Opportunities like this don’t come along often. Having just been enrolled in the Wetland Reserve Easement program, the groundwork is being laid for what promises to become a standout hunting property. Perhaps the best value here is the timing; rather
Matt Young
Whitetail Properties Real Estate
Ranch Property for sale in Wayne County, Kentucky
MAP
$999,000297 acres

Monticello, KY, 42633, Wayne County

Nestled deep within 300 acres of peaceful countryside, this breathtaking 10-bedroom, 9-bathroom estate offers unmatched privacy, beauty, and space. Surrounded by mature timber, flowing creeks, and scenic landscapes, the property features nearly 60 ac
Billy Hackworth
Hayden Outdoors
Ranch Property for sale in Washington County, Kentucky
MAP
47 acres

Mackville, KY, 40040, Washington County

Live and Online at Ranchandfarmauctions.comAuction Date:09/10/2025Auction Time: 5:00 PM ETAuction Held At: Lincoln Homestead State Park, 5079 Lincoln Park Rd, Springfield, KY 40069Entire Farm Description:Trophy Whitetail Paradise on 47 Acres Washingt
Wayne Kaufman
Whitetail Properties Real Estate
Ranch Property for sale in Ohio County, Kentucky
Under Contract
$390,00085.3 acres
1 beds1 baths

Livermore, KY, 42352, Ohio County

For those who dream of slipping away into a secluded hunting retreat, this property will check every box. Quiet, private, and fully turn-key, it offers all of the needed elements to step in and start enjoying the outdoors right away! A beautifully fi
Matt Young
Whitetail Properties Real Estate
Ranch Property for sale in Greenup County, Kentucky
VIDEOMAP
$699,00017 acres
4 beds2 baths3,400 sqft

Ashland, KY, 41102, Greenup County

Welcome to your own slice of paradise with this private, one-of-a-kind retreat set on 17 +/- acres of pure Kentucky beauty! The 3,400 sq ft custom home offers the perfect blend of comfort, functionality, and wide-open space. The crown jewel of the la
Isaac Singer
Arrowhead Land Company, LLC
Ranch Property for sale in Grayson County, Kentucky
MAP
$219,9008 acres

Falls Of Rough, KY, 40119, Grayson County

Secluded 8-Acre Homestead with Horse Facilities & Ponds Falls of Rough, KYBedrooms: 4 | Bathrooms: 111-Stall Horse Barn | 8 Private Acres | 2 Ponds | Gated EntranceEscape to peace and privacy on this beautifully secluded 8-acre homestead nestled in t
Dave Skinner
Whitetail Properties Real Estate
Ranch Property for sale in Shelby County, Kentucky
VIDEOMAP
$1,699,00044 acres
5 beds4 baths4,042 sqft

Shelbyville, KY, 40065, Shelby County

Welcome to a one of a kind Kentucky treasure! This 44 acre property with elegantly designed home, and private lake offers breathtaking views, in a peaceful setting with endless outdoor opportunities. The expansive living space of this home is designe
Brent Rorie
Whitetail Properties Real Estate
Ranch Property for sale in Allen County, Kentucky
VIDEOMAP
$425,00047.5 acres
3 beds2 baths

Scottsville, KY, 42164, Allen County

Tucked away at the end of a long gravel driveway, this beautiful multi-use farm offers the perfect mix of privacy, income potential, and outstanding huntingall while being just a short drive from Bowling Green, KY. Whether you're looking for a weeken
Dave Skinner
Whitetail Properties Real Estate
Ranch Property for sale in Marshall County, Kentucky
VIDEOMAP
$499,900101 acres

Benton, KY, 42025, Marshall County

This prime hunting property offers an ideal blend of habitat types for deer and wild turkey, with a proven track record of success. The 21+/- acres of tillable ground are spread across multiple fields, providing excellent food sources and strategic h
Dusty Clark
Whitetail Properties Real Estate
Ranch Property for sale in Fleming County, Kentucky
MAP
$219,00033 acres

Hillsboro, KY, 41049, Fleming County

32.98 Acres Productive Hay Ground, Cattle-Ready, Scenic Views & Building PotentialThis 32.98 acre farm offers the perfect mix of agricultural utility and country charm. Featuring rolling hills with quality tillable hay ground, the property is fully f
Jeff Stamper
Whitetail Properties Real Estate
Ranch Property for sale in Ohio County, Kentucky
Under Contract
$450,000119 acres

Hartford, KY, 42347, Ohio County

Located in an area known for quality whitetails, this all-timber hunting tract has the right layout for deer and turkey hunting. It features timbered ridges and draws throughout, with a strong mix of softwoods and mast-producing hardwoods, especially
Matt Young
Whitetail Properties Real Estate
Ranch Property for sale in Livingston County, Kentucky
VIDEOMAP
$3,016,450989 acres

Salem, KY, 42078, Livingston County

This tract is part of a trophy-managed hunting community designed for like-minded hunters dedicated to growing and hunting mature deer. This expansive hunting tract offers a rare combination of size, habitat diversity, and thoughtful improvements, ma
Mark Williams
Whitetail Properties Real Estate
Ranch Property for sale in Ohio County, Kentucky
MAP
$4,800,0001,300 acres

Beaver Dam, KY, 42320, Ohio County

This large-acreage property, with over 1,100 acres of contiguous land, offers a rare combination of investment potential and premier recreational use. A recent timber cruise has revealed a valuable stand worth millions, presenting an opportunity for
Matt Young
Whitetail Properties Real Estate
Ranch Property for sale in Calloway County, Kentucky
Under Contract
$949,50037.2 acres
3 beds2 baths1,680 sqft

Farmington, KY, 42040, Calloway County

This property offers a unique blend of residential comfort, agricultural production, and recreational potential, making it a strong, income-generating investment. The centerpiece is a two-barn breeder farm, built in 2005 and currently under contract
Dusty Clark
Whitetail Properties Real Estate
Ranch Property for sale in Marshall County, Kentucky
VIDEOMAP
$599,00010.2 acres
3 beds2 baths

Hardin, KY, 42048, Marshall County

If you’ve been dreaming of a quiet place in the country where you can unwind, watch wildlife, and still be just minutes from Kentucky Lake, this could be it. Tucked back off the road and down a gravel drive, this 3-bedroom, 2-bath log home sits on a
Dusty Clark
Whitetail Properties Real Estate
Ranch Property for sale in Ohio County, Kentucky
MAP
$180,00041.3 acres
1 beds

Horse Branch, KY, 42349, Ohio County

A man once told me, there’s just something about a gravel road. And the more ground I cover, the more I find myself agreeing. There’s a feeling that comes with that crunch under your tires; a feeling that you are escaping the rush of everyday life, a
Matt Young
Whitetail Properties Real Estate
Ranch Property for sale in Daviess County, Kentucky
Under Contract
$710,00011.2 acres
3 beds2 baths2,424 sqft

Utica, KY, 42376, Daviess County

Located just minutes from Owensboro, this home offers a blend of thoughtful design and high-end features throughout, giving you the best of both comfort and function in a quiet country setting. From the outside in, every detail has been carefully cra
Matt Young
Whitetail Properties Real Estate
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