23

Olive Hill, KY Homes for Sale under $400,000

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  • /14

    $299,900

    $25K PRICE DROP
    • Land
    • 159 Acres
    • $1,886 per Acre

    80 Gregory Way, Olive Hill, KY 41164

    This expansive 159-acre property offers endless possibilities, whether you're dreaming of building your private estate, starting a farm, creating a recreational getaway, or developing your next project. With a mix of open fields, rolling hills, mature woods, and stunning natural views, this land provides a rare opportunity to own a large, versatile tract that's becoming harder to find.

    Agent Photo

    Ashley Spencer

    Keller Williams Commonwealth

    80 Gregory Way, Olive Hill, KY 41164
  • /21

    $299,000

    $20K PRICE DROP
    • 2 Beds
    • 1.5 Baths
    • 1,920 Sq Ft

    19782 W US Highway 60, Olive Hill, KY 41164

    Immaculate brick ranch set on approximately 3 acres of level to gently rolling land. This inviting home features an open concept living, dining, and kitchen area with granite countertops and stainless steel appliances, including a cooktop, wall oven, and microwave. The main level offers two bedrooms, 1.5 baths, and a bright sunroom for year round enjoyment. A full basement provides additional

    Teresa Brown Century 21 Advantage Realty

    19782 W US Highway 60, Olive Hill, KY 41164
  • /33

    $299,000

    $21K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 1,920 Sq Ft

    19782 W US Highway 60, Olive Hill, KY 41164

    Immaculate brick ranch set on approximately 3 acres of level to gently rolling land. This inviting home features an open concept living, dining, and kitchen area with granite countertops and stainless steel appliances, including a cooktop, wall oven, and microwave. The main level offers two bedrooms, 1.5 baths, and a bright sunroom for year round enjoyment. The sunroom on the main level could be

    Teresa Brown CENTURY 21 Advantage Realty

    19782 W US Highway 60, Olive Hill, KY 41164
  • /2

    $116,900

    • Land
    • 38.87 Acres
    • $3,007 per Acre

    4211 Halfway Branch Rd, Olive Hill, KY 41164

    38.871 acres of great hunting recreational ground. Approx 4 acres open grass land with a nice pond and nice trails. Electric available.

    Paul Chapman Bruner Land Company, Inc.

    4211 Halfway Branch Rd, Olive Hill, KY 41164
  • /55

    $367,000

    • Land
    • 89.75 Acres
    • $4,089 per Acre

    18854 W US Highway 60, Olive Hill, KY 41164

    This 89.75 acre tract is located in Carter County, Kentucky, near Olive Hill, and offers a versatile blend of open pasture, rolling terrain, wooded cover, water features, and recreational opportunities. The property lies along Tiger Creek and is accessed by a concrete low-water bridge crossing, providing a unique and functional entrance.The land consists of expansive, mostly flat open pasture

    Jeffrey Stamper Whitetail Properties Real Estate

    18854 W US Highway 60, Olive Hill, KY 41164
  • /52

    $265,000

    • 1 Bed
    • 1 Bath
    • 500 Sq Ft

    0 Beartown Rd Unit LotWP001, Olive Hill, KY 41164

    Located in Elliott County, Kentucky, along the Rowan County line, this 76.32+/- acre property offers a diverse mix of wooded terrain, water features, and recreational opportunities. With road frontage along Beartown Road, the property features rolling ridges, deep draws, and impressive rock outcroppings. A trail system winds throughout the property, providing access across the acreage for

    Jeffrey Stamper Whitetail Properties Real Estate

    0 Beartown Rd Unit LotWP001, Olive Hill, KY 41164
  • /23

    $205,900

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    85 Wr Loop, Olive Hill, KY 41164

    Welcome to this beautiful 3 bedroom, 2 bath home located conveniently between Olive Hill and Morehead KY. Offering a blend of comfort, character, and functionally, this home is ready for its next owner. Step inside to find beautiful hardwood flooring flowing through the living room and kitchen. The spacious kitchen features rich black wood cabinetry, attractive backsplash, generous countertops

    Pamela Wells CENTURY 21 Excellence Realty

    85 Wr Loop, Olive Hill, KY 41164
  • /11

    $149,000

    • 3 Beds
    • 2 Baths
    • 1,255 Sq Ft

    2547 Aden Rd, Olive Hill, KY 41164

    Looking for a Country setting. This might just be it. Property has 9.5 acres of land in 2 tracts. Double wide is located at the beginning of property. Large great room for living area and also part could use for a dining room. 3 bedrooms 2 full baths utility located on side entry by kitchen area with deck entry. Call today for your private showing.

    Patty Robinson P.S. ROBINSON REALTY

    2547 Aden Rd, Olive Hill, KY 41164
  • /48

    $353,900

    $6K PRICE DROP
    • 4 Beds
    • 1 Bath
    • 2,240 Sq Ft

    10343 St Highway 986, Olive Hill, KY 41164

    Welcome to your own private eastern Kentucky farm. Nestled on approximately 47 beautiful unrestricted acres just a couple miles from Grayson Lake, this well maintained two story brick home offers the perfect combination of peaceful country living, functional farm features and updates. The main level of the home features three comfortable bedrooms, a full bathroom, and living room, and a welcoming

    Pamela Wells CENTURY 21 Excellence Realty

    10343 St Highway 986, Olive Hill, KY 41164
  • /41

    $139,999

    $5K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft

    4905 St Hwy 3298, Olive Hill, KY 41164

    Motivated sellers!!! Carter County Schools Discover the perfect blend of country charm and functionality with this beautiful 8-acre mini farm, located just minutes from Olive Hill, KY. Featuring gently rolling land and a mix of open pasture and woods, this property is currently set up for horses and is fully fenced—ready for your next farming adventure. The cozy home offers 3 bedrooms and 1 bath,

    Shane Craig Prime Realty

    4905 St Hwy 3298, Olive Hill, KY 41164
  • /35

    $250,000

    • 4 Beds
    • 2.5 Baths
    • 4,098 Sq Ft

    240 Roger Patton Dr, Olive Hill, KY 41164

    Step into a piece of Olive Hill history with this charming fixer-upper home built circa 1909. Offering timeless character and endless possibilities, this spacious property is perfect for a large family or could be transformed into a bed and breakfast. Inside, you’ll find original wood trim, beautiful hardwood floors, 5 bedrooms, 2 full baths, and 1 half bath. The third-floor bedroom offers

    Mary-Dawn Selby ADVANTAGE PLUS REALTY

    240 Roger Patton Dr, Olive Hill, KY 41164
  • /37

    $175,000

    • Land
    • 12 Acres
    • $14,583 per Acre

    440 Randolph Rd, Olive Hill, KY 41164

    Horse lovers, hobby farmers, and outdoor enthusiasts—this is the property you've been waiting for! Nestled on approximately 12 acres, this beautiful tract offers privacy, open space, and endless possibilities. The centerpiece of the property is a massive 40' x 96' barn featuring 8 horse stalls, a wide center aisle, and abundant space for equipment, tack, or hay storage. Whether you're looking to

    Teddy Castle United Real Estate Bluegrass

    440 Randolph Rd, Olive Hill, KY 41164
  • /18

    $174,900

    $15K PRICE DROP
    • 3 Beds
    • 1.5 Baths
    • 1,238 Sq Ft

    1025 Rayburn St, Olive Hill, KY 41164

    LOCATION, LOCATION, LOCATION Eastwood Addition Vinyl Ranch with extra parking Full basement with one portion garage area Nice floor plan with 3 bedrooms 1 .1 baths Metal has been added to roof, 1921 heat & air unit updated Located just of US Hwy 60 , close to schools and only minutes from I-64

    JD Rayburn SCENIC HILLS REALTY INC

    1025 Rayburn St, Olive Hill, KY 41164
  • /35

    $299,000

    • 3 Beds
    • 2.5 Baths
    • 3,040 Sq Ft

    482 Tomo Rd, Olive Hill, KY 41164

    Welcome to your country retreat. Nestled along a quiet country road with only a handful of neighboring homes, this beautiful updated 3 bedroom, 2.5 bath A Frame offers the perfect blend of charm, modern updates and peaceful surroundings. Conveniently located less than 10 minutes from the interstate, you will enjoy the serenity of country living without sacrificing convenience. Since purchasing

    Pamela Wells CENTURY 21 Excellence Realty

    482 Tomo Rd, Olive Hill, KY 41164
  • /43

    $250,000

    Open House 10/02
    • 3 Beds
    • 2 Baths
    • 1,640 Sq Ft

    851 Webb Ln, Olive Hill, KY 41164

    ONLINE ONLY Real Estate AUCTION! Online Bidding Begins Monday, September 28, 2026 at 10:00 AM (EST) and ends Thursday, October 8, 2026 at 7:00 PM (EST). Property sells AS-IS, closing on or before 45 days from auction date. Property will sell with final confirmation from seller. Buyers premium will be added to the final bid price and non-refundable earnest money required. Energy-efficient 3BD/2BA,

    Jonathan Noel Noel Auctioneers and Real Estate Advisors

    851 Webb Ln, Olive Hill, KY 41164
  • /22

    $229,900

    • 5 Beds
    • 2 Baths
    • 2,296 Sq Ft

    992 Mushroom Rd, Olive Hill, KY 41164

    Fall in love with this beautifully remodeled 5-bedroom, 2-bath mobile home situated on approximately 1+/- acre in the country. This updated modern-style home features an open-concept layout with a stunning kitchen offering hard-surface countertops, a large island, and all stainless steel appliances. The spacious family room is perfect for gathering, and the beautiful wood flooring adds warmth and

    Jody Mayo CENTURY 21 Excellence Realty

    992 Mushroom Rd, Olive Hill, KY 41164
  • /60

    $315,000

    • Land
    • 165 Acres
    • $1,909 per Acre

    165A Open Fork Rd, Olive Hill, KY 41164

    165± Acres Adjoining U.S. Army Corps of Engineers Land at Grayson Lake Discover approximately 165 acres of Eastern Kentucky wilderness in the scenic Gimlet Creek area of Carter County. This exceptional recreational tract features frontage along Gimlet Creek Road and directly adjoins U.S. Army Corps of Engineers land surrounding Grayson Lake, creating outstanding privacy, expanded wildlife

    Jeremiah Brown JB Land & Home Realty

    165A Open Fork Rd, Olive Hill, KY 41164
  • /23

    $299,900

    $30K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,650 Sq Ft

    3105 Horton Flats Rd, Olive Hill, KY 41164

    If you love the lake, the country and a quiet, peaceful place, this is home. With lots of room, acreage and Grayson Lake nearby, a home with all of this is hard to find. The very large built-in garage has tons of space and there is a barn if you are bringing some furry friends.

    Nancy Burchett Ross Real Estate Services

    3105 Horton Flats Rd, Olive Hill, KY 41164
  • /2

    $189,900

    • 3 Beds
    • 4 Baths
    • 1,280 Sq Ft

    688 Brinegar Rd, Olive Hill, KY 41164

    Beautiful 3 bedroom, 2 full bathroom singlewide home in excellent condition. Included is 3 acres with a stocked pond and a relaxing dock to enjoy the evening sunsets. The home has been well kept and is move in move in ready. Recent updates include a New metal roof and gutter system, inside you will discover a well kept home with a modern feel. Laminate flooring throughout and freshly painted

    Pamela Wells CENTURY 21 Excellence Realty

    688 Brinegar Rd, Olive Hill, KY 41164
  • /52

    $189,000

    • 5 Beds
    • 3 Baths
    • 2,040 Sq Ft

    632 McGlone Creek, Olive Hill, KY 41164

    Welcome to 632 McGlone Creek in Olive Hill! Built in 2021, this spacious 68x32, 5-bedroom, 3-bath Clayton doublewide sits on 5 acres and offers a great combination of interior space and beautiful surroundings. Inside, you'll find a large open living area that flows into an impressive kitchen and dining space. The kitchen offers plenty of cabinet and counter space, a large center island,

    Ethan Blair SimpliHOM

    632 McGlone Creek, Olive Hill, KY 41164
  • /10

    $154,900

    $5K PRICE INCREASE
    • Land
    • 60 Acres
    • $2,582 per Acre

    000 Wicker Hollow, Olive Hill, KY 41164

    60 acres off the grid located between olive and grayson ky close to i-64 and carter caves state park. large pond great for many possibility

    JD Rayburn SCENIC HILLS REALTY INC

    000 Wicker Hollow, Olive Hill, KY 41164
  • /51

    $114,500

    • 4 Beds
    • 1 Bath
    • 1,868 Sq Ft

    1270 Menix Rd, Olive Hill, KY 41164

    Welcome to 1270 Menix Road! Nestled along a quiet country road, this charming 1960s home offers the perfect place to get away and enjoy time with family. Located just two miles from Carter Caves State Resort Park, you'll have hiking, caves, trails, and outdoor adventures right nearby. Inside, the home features four bedrooms and one bathroom, providing plenty of space for the whole family or

    Meleah Roe HomeLand Real Estate Inc

    1270 Menix Rd, Olive Hill, KY 41164
  • /10

    $389,900

    $260K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    507 Meadowbrook Ln, Olive Hill, KY 41164

    187 m/l acres located off i-64 and state rt. 1025 old farm house and barn great location for many home sites or other possibilities seller says this property has lots of limestone rock. Great for hunting using older farm house. Gravel trails over the property.

    JD Rayburn SCENIC HILLS REALTY INC

    507 Meadowbrook Ln, Olive Hill, KY 41164

Home Price Trends

Median Sale Price
$135,250
Median Single Family Sale Price
$108,240
Median 2 Bedroom Sale Price
$72,500
Average Price Per Sq Ft
$80
Number of Homes for Sale
23
Last 12 months Home Sales
20
Months of Supply
4.20
Median List Price
$131,700
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-15%
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