16

Wellington, KY Homes for Sale under $500,000

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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
  • /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
  • /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
  • /65

    $499,000

    $11K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,610 Sq Ft

    1051 State Highway 746, Wellington, KY 40387

    Welcome to 1051 Hwy 746 in Wellington where comfort, versatility, and lifestyle come together in one exceptional property. From the moment you arrive, you'll notice this home is designed to offer both everyday livability and standout features you won't easily find elsewhere. The main level showcases three spacious bedrooms and two full baths, including a stunning primary suite with soaring

    Courtney Mangold The Agency

    1051 State Highway 746, Wellington, KY 40387
  • /77

    $499,500

    • 4 Beds
    • 2 Baths
    • 2,302 Sq Ft

    2332 Brighton Dr, Louisville, KY 40205

    Beautifully renovated 4-bedroom, 2-bath brick home blending timeless character with modern updates. Thoughtfully redesigned with an open-concept floor plan, this move-in-ready home features a desirable first-floor bedroom and full bath—ideal for guests, multi-generational living, or a home office. Major improvements include dual HVAC systems, a fully waterproofed finished basement, refinished

    Rick Wurzel Semonin Realtors

    2332 Brighton Dr, Louisville, KY 40205
  • /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

    $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
  • /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
  • /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
  • /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
  • /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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