33

Wellington, KY Homes for Sale under $400,000

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  • /53

    $344,000

    • 1 Bed
    • 1 Bath
    • 657 Sq Ft

    458 Opossum Hollow Rd, Wellington, KY 40387

    There's something about the drive-in that sets the tone for this property. As you make your way down the private drive, the noise starts to fall off, the views open up, and by the time you arrive, it feels like you've stepped into your own quiet corner of Kentucky. Set on 73 unrestricted acres in Menifee County, just minutes from Highway 460 in Wellington, this property offers a mix that's

    Agent Photo

    Rebakah Goodpaster

    Keller Williams Legacy Group

    458 Opossum Hollow Rd, Wellington, KY 40387
  • /33

    $171,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    85 Cr-1024, Wellington, KY 40387

    Tucked away in the trees just minutes from Cave Run Lake, this well-maintained cabin feels like the kind of place people come to unwind and stay awhile. Located around 7 minutes from Long Bow Marina and close to multiple fishing spots, boat ramps, hiking trails, and other outdoor recreation, this property would make a great full-time home, weekend getaway, or short-term rental. The setting is

    Agent Photo

    Rebakah Goodpaster

    Keller Williams Legacy Group

    85 Cr-1024, Wellington, KY 40387
  • /62

    $290,000

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,129 Sq Ft

    69 Hill Crest Ln, Wellington, KY 40387

    Welcome to 69 Hill Crest Ln in Wellington—where peaceful country living meets comfort and space. This inviting home offers the perfect setting for anyone looking to enjoy quiet surroundings while still having room to live, relax, and entertain. From the moment you arrive, you'll appreciate the sense of privacy and the natural beauty that surrounds the property. Inside, you'll find a warm and

    Agent Photo

    Bill Deaton

    Keller Williams Legacy Group

    69 Hill Crest Ln, Wellington, KY 40387
  • /53

    $339,000

    • 1 Bed
    • 1 Bath
    • 657 Sq Ft

    458 Opossum Hollow Rd, Wellington, KY 40387

    There's something about the drive-in that sets the tone for this property. As you make your way down the private drive, the noise starts to fall off, the views open up, and by the time you arrive, it feels like you've stepped into your own quiet corner of Kentucky.Set on 73 unrestricted acres in Menifee County, just minutes from Highway 460 in Wellington, this property offers a mix that's

    Agent Photo

    Rebakah Goodpaster

    Keller Williams Legacy Group

    458 Opossum Hollow Rd, Wellington, KY 40387
  • /33

    $168,000

    • 2 Beds
    • 1 Bath
    • 850 Sq Ft

    85 Jacks Dr, Wellington, KY 40387

    Tucked away in the trees just minutes from Cave Run Lake, this well-maintained cabin feels like the kind of place people come to unwind and stay awhile. Located approximately seven minutes from Long Bow Marina and close to multiple fishing spots, boat ramps, hiking trails, and other outdoor recreation, this property would make a great full-time home, weekend getaway, or short-term

    Agent Photo

    Rebakah Goodpaster

    Keller Williams Legacy Group

    85 Jacks Dr, Wellington, KY 40387
  • /2

    $135,000

    • Land
    • 5.28 Acres
    • $25,568 per Acre

    0 Twin Oaks Rd Unit Lots 7-17, Wellington, KY 40387

    Twin Oaks Road Lots 7-17 | Wellington, KY 5.28 Acres | Investment Opportunity Near Cave Run Lake Looking for the perfect spot for your next getaway, investment property, or development opportunity? This 5.28-acre tract (Lots 7 through 17) on Twin Oaks Road offers a great opportunity to bring your vision to life. Tucked away in a peaceful setting, this property is ideally located just minutes from

    Agent Photo

    Dustin Pennington

    Keller Williams Legacy Group

    0 Twin Oaks Rd Unit Lots 7-17, Wellington, KY 40387
  • /41

    $324,900

    • 2 Beds
    • 2 Baths
    • 1,320 Sq Ft

    275 Browns Run Rd, Wellington, KY 40387

    This is a must see! A remarkable custom cabin conveniently located within minutes of Cave Run Lake and The Red River Gorge! The most peaceful location for your vacation home or an Air BNB. Enter the home through one of the beautiful and rustic amazing timber framed porches. When you access the the main level, you will find an open living and kitchen area enhanced by a custom stone gas fireplace,

    Joshua Brown Mike Brown Real Estate & Auction Co, LLC

    275 Browns Run Rd, Wellington, KY 40387
  • /53

    $359,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,820 Sq Ft

    1867 Dan Ridge Rd, Wellington, KY 40387

    Welcome to an exceptional equestrian's dream! Set on 19 rolling acres, thoughtfully designed for both refined country living and serious horse enthusiasts. At the heart of the property sits a 2022 modern farmhouse-style doublewide, offering 3 bedrooms, 2 full bathrooms, and approximately 1,820 square feet of inviting, well-crafted living space on a permanent block foundation. Inside, the home

    Laken Ruth Lifstyl Real Estate

    1867 Dan Ridge Rd, Wellington, KY 40387
  • /27

    $340,000

    • 1 Bed
    • 1 Bath
    • 768 Sq Ft

    5478 Hwy 1693, Wellington, KY 40387

    Discover the perfect blend of peaceful countryside, recreation and income potential with this exceptional 15.33acres Property located within 3 miles of Cave Run Lake and just a short drive to the famous Red River Gorge. Property has fantastic views and a park like setting with a camping area and 2 RV hookups with water and septic. A standout feature is the Large 32x 72' barn with a built-in

    Connie Howard First Choice Realty & Assoc.

    5478 Hwy 1693, Wellington, KY 40387
  • /36

    $180,000

    $20K PRICE DROP
    • 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
  • /22

    $160,000

    • 3 Beds
    • 1 Bath
    • 1,039 Sq Ft

    6177 746 Hwy, Wellington, KY 40387

    Escape to the peace and quiet of the country with this spacious home offering comfortable main-level living plus additional potential in the unfinished basement. Conveniently located near the world-famous Red River Gorge Geological Area, Clifty Wilderness, and Cave Run Lake, this property is perfect for those who love hiking, boating, fishing, kayaking, and outdoor adventure. Long Bow Marina is

    Adam Ratliff United Real Estate Bluegrass

    6177 746 Hwy, Wellington, KY 40387
  • /18

    $159,900

    $25K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 800 Sq Ft

    214 Cr-1517, Wellington, KY 40387

    It's officially lake time with this well-maintained A-frame cabin situated on 1.47 surveyed wooded acres in the Cave Run Lake area. Sitting on Lots 9 and 10 and being sold fully furnished, this property is truly turnkey for personal use or immediate short-term rental potential. In terrific condition inside and out, the cabin features central heat and air, three inviting decks to enjoy the

    Shannon Malone HomeLand Real Estate Inc

    214 Cr-1517, Wellington, KY 40387
  • /34

    $219,000

    $6K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 736 Sq Ft

    124 Ashley Ridge Rd, Wellington, KY 40387

    Tucked away on 2 private acres among the trees, "Simmer Down" is a charming 2 bedroom, 1 bath cabin offering the perfect blend of seclusion, comfort, and relaxation. Located near the Red River Gorge, Daniel Boone National Forest, and Cave Run Lake, this property is ideal as a private getaway, full-time residence, or short-term rental investment. Currently operating as an active short-term rental

    Adam Ratliff United Real Estate Bluegrass

    124 Ashley Ridge Rd, Wellington, KY 40387
  • /40

    $400,000

    • 3 Beds
    • 2 Baths
    • 1,579 Sq Ft

    2230 Wadsworth Ave, Louisville, KY 40205

    This charming Cape Cod-style home features 4 bedrooms and 2 full baths with a beautifully symmetrical interior layout. Highlighted by two bay windows and warm, inviting rooms, the home has been freshly painted in bright, sunny tones that beautifully complement the living room's fireplace, now upgraded with a new gas ventless insert. The updated kitchen boasts new stone countertops paired with

    Barbara Jones United Real Estate Louisville

    2230 Wadsworth Ave, Louisville, KY 40205
  • /46

    $195,000

    • 3 Beds
    • 1 Bath
    • 1,410 Sq Ft

    49 Morris Dr, Wellington, KY 40387

    Escape to the peaceful countryside with this charming 1.5-story rustic home, perfectly situated on a beautiful 1.19-acre lot just minutes from Cave Run Lake and Longbow Marina. Offering 1,410 square feet of comfortable living space, this inviting property blends cozy character with functional design. Inside, you'll find an open-concept layout connecting the living, dining, and kitchen areas ideal

    Jill Ratliff Paragon Realty Partners

    49 Morris Dr, Wellington, KY 40387
  • /46

    $359,900

    $139K PRICE DROP
    • 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. NOTE - Sellers will have home

    Robert Smith Building The Bluegrass Realty

    6758 Highway 1693, Wellington, KY 40387
  • /30

    $212,900

    $37K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,000 Sq Ft

    298 Deer Park Dr, Wellington, KY 40387

    Welcome to this beautifully renovated and fully furnished cabin that is truly a rare find! Immaculately clean inside and out, this charming property offers 2 bedrooms, 1 full bath, and a separate laundry area, along with a detached 2-car garage. Situated on 0.58 acres, the property flows beautifully and provides a peaceful, usable setting. Enjoy relaxing on the large covered front porch that

    Amanda Midkiff CENTURY 21 Advantage Realty

    298 Deer Park Dr, Wellington, KY 40387
  • /18

    $195,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    441 Whippoorwill Ln, Wellington, KY 40387

    Escape to your own private retreat with this breathtaking log cabin nestled in a serene, secluded setting. Surrounded by nature and offering the perfect blend of rustic charm and modern comfort, this gorgeous home is a true hidden gem. Step inside to discover warm wood finishes, inviting living spaces, and the cozy ambiance only a log cabin can provide. Outside, you'll find a picturesque setting

    A. Rebecca Woods Woods Realty Group

    441 Whippoorwill Ln, Wellington, KY 40387
  • /34

    $135,000

    • 2 Beds
    • 1 Bath
    • 888 Sq Ft

    412 Turkey Ridge Rd, Wellington, KY 40387

    Escape to your own slice of paradise near beautiful Cave Run Lake! Just 3 miles to the nearest lake access/marina. This incredibly cute, affordable, and fully furnished 2-bedroom, 1-bathroom cabin offers the ultimate turn-key opportunity for a weekend getaway, full-time residence, or income producing short-term rental. Tastefully updated with modern accents, the interior feels fresh and inviting.

    Whitney Thorpe Sandy Stuart Realty

    412 Turkey Ridge Rd, Wellington, KY 40387
  • /27

    $205,000

    $10K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,431 Sq Ft

    663 Twin Oaks Rd, Wellington, KY 40387

    Tucked away among the trees and just minutes from Cave Run Lake and Red River Gorge, this beautifully remodeled 3-bedroom A-frame cabin offers the perfect blend of charm, comfort, and convenience. With 1,421 square feet of thoughtfully updated living space, this home features a main-floor primary bedroom for easy accessibility and everyday comfort. Nearly every inch has been refreshed, including

    Ryan Arnett United Real Estate Bluegrass

    663 Twin Oaks Rd, Wellington, KY 40387
  • /26

    $139,000

    • 3 Beds
    • 2 Baths
    • 972 Sq Ft

    139 Robin Ln, Wellington, KY 40387

    Welcome to this well maintained doublewide just off of Camp Judy Lane. This is the perfect place for both full-time living or weekend visits to Cave Run Lake and the summer activities. NEW ROOF 2025, NEW SEPTIC TANK 2022 and HVAC IS APPROX 3 YEARS OLD. The cozy living room has a gas fireplace that could be utilized if desired. The kitchen has enough beautiful wood cabinet space to make your

    Angie Stevens HomeLand Real Estate Inc

    139 Robin Ln, Wellington, KY 40387
  • /45

    $145,000

    $10K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 602 Sq Ft

    185 Turkey Ridge Rd, Wellington, KY 40387

    PEACEFUL COUNTRY RETREAT NEAR CAVE RUN LAKE-MOVE IN READY! Escape to the quiet beauty of MENIFEE COUNTY with this CUSTOM-BUILT 2-bedroom,1 bath home perfectly situated on .43 acres of scenic Kentucky landscape. Whether you're searching a relaxing summer getaway or a comfortable year-around residence, this immaculate property is truly TURN-KEY just bring your suitcase! Step inside and enjoy a

    Sue McClurg Rector Hayden Realtors

    185 Turkey Ridge Rd, Wellington, KY 40387
  • /37

    $149,500

    • 2 Beds
    • 1 Bath
    • 1,100 Sq Ft

    100 Cowboy Ln, Wellington, KY 40387

    Stop searching- because here it is! Take a look at this cute and cozy 2- bedroom, 1-bathroom A-frame cabin tucked away in a wooded setting within the Daniel Boone National Forest. Featuring classic natural wood tones and a classic wood burning stove for those cold winter days. It offers the ideal cabin experience without sacrificing modern convenience with the already installed high-speed

    Rebecca Sexton Lawson Real Estate, Inc

    100 Cowboy Ln, Wellington, KY 40387
  • /14

    $149,999

    $30K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,040 Sq Ft

    130 Morgan View Rd, Wellington, KY 40387

    A beautiful 2 bedroom 1 bath home minutes to Cave Run Lake and the Daniel Boone National Forest! The home boast a large living room area, kitchen, utility room a spacious covered back porch. Hardwood and vinyl floor coverings. Mini splits for heat and air. A semi circle drive ready for boat or camper!Convenience with tons of privacy! Located within minutes to 3 boat docks and Longbow Marina!

    Joshua Brown Mike Brown Real Estate & Auction Co, LLC

    130 Morgan View Rd, Wellington, KY 40387
  • /34

    $209,900

    $10K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft

    11 Pretty Ridge, Wellington, KY 40387

    Welcome to 11 Pretty Ridge Road. Looking for a peaceful retreat just off of the beaten path? You'll want to see this charming 3 bedroom, 2 bathroom home. Move-in ready. Partially furnished. The home has been recently improved with new LVP flooring throughout the living area and bedrooms. The primary suite features a private sunroom with a sunken hot tub- the perfect spot to unwind in the

    Sasha Hawkins C Roger Lewis Agency

    11 Pretty Ridge, Wellington, KY 40387
  • /39

    $195,000

    • 1 Bed
    • 1 Bath
    • 680 Sq Ft

    296 Pond Circle Rd, Wellington, KY 40387

    Welcome to Pond Circle Cabin, a beautifully renovated A-frame offering the perfect blend of rustic charm and modern comfort. The inviting interior features warm finishes and a stunning floor-to-ceiling rear window that fills the living space with natural light while showcasing the surrounding views. Step outside to an exceptional outdoor entertaining area complete with a covered deck, outdoor

    Adam Ratliff United Real Estate Bluegrass

    296 Pond Circle Rd, Wellington, KY 40387
  • /20

    $189,900

    $26K PRICE DROP
    • 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

    $169,900

    $20K PRICE DROP
    • 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
  • /54

    $155,000

    $24K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 900 Sq Ft

    240 Cowboy Ln, Wellington, KY 40387

    Escape to your own peaceful retreat with this charming 900 sq. ft. cabin situated on a serene and rare 1.5-acre lot (Lots 17-19 in Rolling Hills Estates). Offering 2 cozy bedrooms and 1 full bathroom, this property provides the ideal blend of comfort, character, and natural beauty. Step inside to find a warm, inviting interior that captures the essence of cabin living. Recent updates include new

    Jill Ratliff Paragon Realty Partners

    240 Cowboy Ln, Wellington, KY 40387
  • /20

    $255,000

    • 3 Beds
    • 2 Baths
    • 1,440 Sq Ft

    199 State Highway 746, Wellington, KY 40387

    Tucked away among the rolling hills of Eastern Kentucky, this beautiful log home invites you to slow down and breathe a little deeper. Imagine starting your morning with a cup of coffee on the front porch as the sun rises over the countryside, the only sounds being birds singing and the gentle breeze moving through the trees. Evenings are spent gathered with family and friends on the covered back

    Dustin Williams RE/MAX Elite Realty

    199 State Highway 746, Wellington, KY 40387
  • /42

    $174,500

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    90 Stephen Rd, Wellington, KY 40387

    Stop searching- because here it is! Escape to this charming woodsy retreat - the perfect balance of rustic character and modern comfort. Whether you're looking for a peaceful weekend getaway or a serene place to call home, this inviting 3-bedroom, 1-bathroom cabin offers 1,100 square feet of cozy living space nestled on an acre+ of private land. Enjoy fresh air from any angle with covered porches

    Rebecca Sexton Lawson Real Estate, Inc

    90 Stephen Rd, Wellington, KY 40387
  • /63

    $135,000

    $3K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 784 Sq Ft

    401 Turkey Ridge Rd, Wellington, KY 40387

    RENOVATED, FURNISHED, AND TURN-KEY: Ready for Immediate Move-in or Airbnb. MAJOR HIGH-VALUE UPGRADES ARE ALREADY DONE. Featuring a newly remodeled second floor with two bedrooms, each boasting a private covered porch and new wall-mounted HVAC units. Newly sealed and coated metal roof, new water heater, fresh interior paint, updated bathroom flooring, floating kitchen shelves, power-washed

    Ethan Blair SimpliHOM

    401 Turkey Ridge Rd, Wellington, KY 40387
  • /48

    $265,000

    $30K PRICE DROP
    • 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 4.47 +/- acre surveyed tract with sunsets for days and breathtaking views over the surrounding countryside. Located just a short drive from the 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 custom

    Adam Ratliff United Real Estate Bluegrass

    486 Old State Rd, Wellington, KY 40387
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