18

Wellington, KY Homes for Sale with Acreage

Section Image Section Image
  • /46

    $175,000

    • Land
    • 25 Acres
    • $7,000 per Acre

    165 Pomeroyton-Wellington Rd, Wellington, KY 40387

    Tucked just a short drive off Hwy 460, this 25-acre slice of Kentucky countryside is the kind of place that makes you slow down the minute you pull through the gate. Fenced on three sides with a gated entrance, the land opens up to a mix of open pasture and mature woods, offering privacy, flexibility, and that peaceful "out here, it's different" feeling. Nature lovers and outdoor folks will feel

    Agent Photo

    Rebakah Goodpaster

    Keller Williams Legacy Group

    (606) 722-0095

    165 Pomeroyton-Wellington Rd, Wellington, KY 40387
  • /51

    $369,000

    • 1 Bed
    • 1 Bath
    • 657 Sq Ft

    458 Opossum Hollow Rd, Wellington, KY 40387

    Welcome to your private Kentucky retreat — 73 unrestricted acres of countryside in beautiful Menifee County. Tucked away just minutes from Highway 460 in Wellington, this property offers the perfect blend of seclusion, convenience, and natural beauty. Whether you're seeking a peaceful getaway, a full-time residence, or your next short-term rental investment, this one-of-a-kind property has it

    Agent Photo

    Rebakah Goodpaster

    Keller Williams Legacy Group

    (606) 717-1239

    458 Opossum Hollow Rd, Wellington, KY 40387
  • /36

    $182,000

    • 3 Beds
    • 1 Bath
    • 1,284 Sq Ft

    45 Krider Ln, Wellington, KY 40387

    Tucked away in a serene wooded setting, this 3-bedroom, 1-bathroom cabin on a 1.23 acre lot offers the perfect blend of rustic charm and everyday comfort. Step onto the covered front porch and unwind on the porch swing, or head to the spacious rear deck where you can soak in peaceful views of the surrounding trees and wildlife. Inside, the home features a convenient first-floor primary bedroom

    Joshua Warren Freedom Realty & Property Management

    45 Krider Ln, Wellington, KY 40387
  • /30

    $164,900

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    577 Midnight Pass Rd, Wellington, KY 40387

    Excellent Opportunity! This cozy 2 bedroom home nestled in the Daniel Boone National Forest is loaded with rustic charm and currently functions as an Airbnb. Whether you are looking for a personal home, vacation home, or an investment property, this is the home for you! You will love the privacy this home provides as it is tucked away at the end of a road so you will have no thru traffic and

    Jay Pitts RE/MAX Premier Properties

    577 Midnight Pass Rd, Wellington, KY 40387
  • /24

    $229,000

    • 3 Beds
    • 1 Bath
    • 1,412 Sq Ft

    397 Browns Run Rd, Wellington, KY 40387

    Welcome to 397 Brown Run, a charming 3-bedroom, 1-bath home offering 1,412 sq. ft. of beautifully designed living space on just over an acre. Inside, you'll find a gorgeous interior with an open layout, highlighted by stunning wainscoting that adds warmth, character, and timeless style throughout the main living areas. The home features nearly new KitchenAid appliances, including a refrigerator,

    Joshua Davis The Agency

    397 Browns Run Rd, Wellington, KY 40387
  • /19

    $185,000

    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    214 Cr-1517, Wellington, KY 40387

    Peaceful easy living is what you will find at this charming A-frame cabin situated on 1.47 surveyed and wooded acres in the Cave Run Lake area. This well-maintained and updated getaway sits on Lots 9 and 10 and offers terrific condition inside and out, featuring central heat and air and three inviting decks to enjoy the surrounding nature. Recent improvements include a brand new kitchen,

    Shannon Malone HomeLand Real Estate Inc

    214 Cr-1517, Wellington, KY 40387
  • /38

    $399,900

    • 3 Beds
    • 2 Baths
    • 1,655 Sq Ft

    6758 Highway 1693, Wellington, KY 40387

    Horse farm! Horse lovers and equestrian enthusiasts take note! This horse farm consists of 8+ acres and a huge 10-stall 66' × 72' barn. Three bedroom, two bath home with stunning views on the back deck. Fenced pasture cross fence paddocks. New cross fence. New paint inside. Repairs to barn roof. Added top doors on stalls along with rock in all stalls and flume. Close proximity to:Cave Run

    Robert Smith Building The Bluegrass Realty

    6758 Highway 1693, Wellington, KY 40387
  • /74

    $640,000

    • 2 Beds
    • 1.5 Baths
    • 1,120 Sq Ft

    486 Old State Rd, Wellington, KY 40387

    Discover rustic charm and modern comfort in this beautiful log cabin, nestled on a 94 +/- -acre farm, 30x70 hoop barn with stunning sunsets over surrounding farmland. Located just a short drive from Red River Gorge, Cave Run Lake, and the Daniel Boone National Forest, this property offers the best of Eastern Kentucky's natural beauty. Inside, you'll find granite countertops, ample cabinet

    Adam Ratliff United Real Estate Bluegrass

    486 Old State Rd, Wellington, KY 40387
  • /4

    $137,500

    • Land
    • 5.28 Acres
    • $26,042 per Acre

    0 Side Run Rd, Wellington, KY 40387

    Opportunity Awaits in Menifee County!Discover 5.28 stunning acres nestled on peaceful Jordan Court—just minutes from the sparkling waters of Cave Run Lake. Whether you're a savvy investor or someone seeking to build your forever home, this property is brimming with potential.Surrounded by cozy cabins and immersed in the serenity of nature, it offers the ideal setting for an Airbnb

    Dustin Pennington Keller Williams Legacy Group

    0 Side Run Rd, Wellington, KY 40387
  • /77

    $675,000

    • 3 Beds
    • 1.5 Baths
    • 2,600 Sq Ft

    1195 Hoop Rd, Wellington, KY 40387

    138 Acres of Privacy, Mature Timber & Farm Ground with Spacious HomeThis well-maintained residence combines a rustic farmhouse feel with modern touches. Generous living areas, large bedrooms, and natural finishes create a cozy atmosphere. Whether you're relaxing by the fire or hosting family gatherings, this home is designed for comfort. With a mix of open farmland and timber, the

    Veronica Norwood Rector Hayden Realtors

    1195 Hoop Rd, Wellington, KY 40387
  • /45

    $2,250,000

    • 4 Beds
    • 2 Baths
    • 1,904 Sq Ft

    30 Tomahawk Trail, Wellington, KY 40387

    Remarkable Property, a Must see to appreciate. 375 acres (per PVA). First time on the Market. The 2nd family to own this property running along Black Water Creek in American History. The Sexton family was given the property as a land grant for service in the Revolutionary War, the seller's family were friends of the Sexton's and purchased the property from them. This property has the most

    Ronnie Lawson Chuck Marshall Real Estate

    30 Tomahawk Trail, Wellington, KY 40387
  • /44

    $2,250,000

    • 2,016 Sq Ft

    30 Tomahawk Trail, Wellington, KY 40387

    Offered is a remarkable 375± acre historic property (per PVA) rich in natural beauty, privacy, and opportunity. This mostly wooded tract features cliffs, caves, waterfalls, and expansive scenic views that showcase the land's unique character. Select open clearings provide ideal areas for recreation, or agricultural use, while the surrounding woods offer seclusion and abundant wildlife habitat.

    Charles Marshall Chuck Marshall Auction & Real Estate

    30 Tomahawk Trail, Wellington, KY 40387
  • /45

    $199,900

    • 2 Beds
    • 1 Bath
    • 1,090 Sq Ft

    33 Shady Ln, Wellington, KY 40387

    Escape to the peaceful setting of Cave Run Lake with this charming two-bedroom, one-bath cabin tucked into a private, wooded lot. Enjoy the beauty of nature from the expansive wraparound deck, perfect for morning coffee, evening sunsets, or entertaining friends. The forested backyard offers a serene retreat with plenty of space to relax or explore. Whether you're looking for a weekend getaway, a

    C Gale Fulton United Real Estate Bluegrass

    33 Shady Ln, Wellington, KY 40387
  • /19

    $140,000

    • 2 Beds
    • 1 Bath
    • 1,301 Sq Ft

    502 Twin Oaks Rd, Wellington, KY 40387

    Discover this charming 2-bedroom, 1-bath cabin in Wellington, Kentucky—just minutes from Cave Run Lake and Broke Leg Falls. Whether you're looking for a weekend retreat, a profitable Airbnb, or a peaceful permanent residence, this property offers versatile potential. The cabin sits on a spacious lot that currently includes two additional homes, which will be removed upon sale, leaving you with a

    Dustin Pennington Keller Williams Legacy Group

    502 Twin Oaks Rd, Wellington, KY 40387
  • /20

    $125,000

    • 3 Beds
    • 1 Bath
    • 1,456 Sq Ft

    110 Ebon Rd, Wellington, KY 40387

    Endless potential with this home and garage on 3.75+/- acres. NEW ROOF 2003!! Home may have been built in the late 80's or early 90's. Complete privacy on your large rear deck overlooking the large above ground pool and very nice firepit. Inside you will find 3 large bedrooms and a huge kitchen and dining area. Large living room just off the covered front porch. Full unfinished walk out basement

    Angie Stevens HomeLand Real Estate Inc

    110 Ebon Rd, Wellington, KY 40387
  • /44

    $199,900

    • 2 Beds
    • 1 Bath
    • 840 Sq Ft

    484 Pheasant Ln, Wellington, KY 40387

    Now presenting the cutest cabin in the woods! Nestled on (2) large level lots that back directly up to the Daniel Boone National Forest!! The cabin itself has went through major upgrades over the past month, including a brand new metal roof, exterior paint and so much more! Located at the very end of the road, this property offers loads of privacy.The large outdoor area offers space to expand

    Whitney Thorpe Sandy Stuart Realty

    484 Pheasant Ln, Wellington, KY 40387
  • /20

    $189,900

    • 3 Beds
    • 1 Bath
    • 1,000 Sq Ft

    2494 Artville Rd, Wellington, KY 40387

    Dont miss the opportunity to own 39.5 +/- acres close to Cave Run Lake and the Red River Gorge! The home needs TLC but has substantial opportunities. 3 bedrooms 1 full bath and a large kitchen. The property is remarkable, pasture, woods, a pond and land located on both sides of Artville Rd and frontage on Stanley Clark Rd. gives you unlimited possibilities. A large tobacco barn is still standing

    Joshua Brown Mike Brown Real Estate & Auction Co, LLC

    2494 Artville Rd, Wellington, KY 40387
  • /42

    $189,900

    • 2 Beds
    • 1 Bath
    • 700 Sq Ft

    66 Raymond Rd, Wellington, KY 40387

    Discover a one-of-a-kind custom-built cabin tucked away on 1.5 manicured acres, with the Daniel Boone National Forest right outside your back yard! Just minutes from Cave Run Lake! This property is a true retreat, boasting not one but two breathtaking waterfalls - one cascading nearly 20 feet, and another dramatic fall of nearly 50 feet. Visitors have traveled here just to capture the natural

    Whitney Thorpe Sandy Stuart Realty

    66 Raymond Rd, Wellington, KY 40387
How to Buy a Home How to Finance a Home How to Sell a Home