29

Grayson, KY Homes for Sale under $500,000

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  • /9

    $269,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft

    304 Bluegrass Way, Grayson, KY 41143

    New Construction Pre-Sell! New Lifestyle Home Development - Modern Condo Living at Its Best! Welcome to Grayson's newest and most desirable development, offering effortless homeownership with every modern convenience. This spacious 3-bedroom, 2 bath single story unit condo is a perfect blend of luxury and functionality, designed for easy living. The proposed finished unit shall feature premium

    Teresa Brown CENTURY 21 Advantage Realty

    304 Bluegrass Way, Grayson, KY 41143
  • /21

    $279,900

    Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,366 Sq Ft

    105 Bluegrass, Grayson, KY 41143

    New Lifestyle Home Development - Modern Condo Living at Its Best! Welcome to Grayson's newest and most desirable development, offering effortless homeownership with every modern convenience. This spacious 3-bedroom, 2.5-bath condo is a perfect blend of luxury and functionality, designed for easy living. Featuring premium finishes throughout, the home boasts quartz countertops, a stainless steel

    Teresa Brown CENTURY 21 Advantage Realty

    105 Bluegrass, Grayson, KY 41143
  • /50

    $239,400

    • Land
    • 63 Acres
    • $3,800 per Acre

    0 Copperhead Rd, Grayson, KY 41143

    This 63 +/- acre property in Greenup County offers a great mix of open ground and timber in a private, peaceful setting! This farm has been in the same family since the late 1700s, adding a unique sense of history and legacy that's hard to find. Around 5 +/- acres are already cleared, providing an ideal spot for a home, cabin, or weekend getaway. The property lays well for a homestead or hobby

    Isaac Singer Arrowhead Land Company, LLC

    0 Copperhead Rd, Grayson, KY 41143
  • /31

    $259,000

    • 3 Beds
    • 2.5 Baths
    • 2,085 Sq Ft

    2700 Smith Branch, Grayson, KY 41143

    Escape to the peace and beauty of country living with this move-in ready home situated on 5.1 picturesque acres! Offering over 2,000 square feet of thoughtfully designed living space, this charming property features 3 spacious bedrooms, 2.5 bathrooms, a welcoming formal dining room, and an oversized utility room for added convenience. A versatile bonus space is perfect for a nursery, home office,

    Jim Ryland RE/MAX Realty Connection, LLC

    2700 Smith Branch, Grayson, KY 41143
  • /49

    $449,900

    • 3 Beds
    • 2.5 Baths
    • 2,956 Sq Ft

    294 Greenbriar Dr, Grayson, KY 41143

    Beautiful custom brick ranch situated on a spacious 0.50-acre corner lot offering 3 bedrooms, 2.5 baths, an attached 2-car garage, detached equipment garage, and a large bonus room that could easily serve as a 4th bedroom, home office, den, or flex space. The open-concept floor plan features a spacious living room, dining area, and an updated kitchen complete with a center island, stainless steel

    Jody Mayo CENTURY 21 Excellence Realty

    294 Greenbriar Dr, Grayson, KY 41143
  • /5

    $269,900

    New Construction
    • 3 Beds
    • 2 Baths
    • 1,275 Sq Ft

    302 Bluegrass, Grayson, KY 41143

    New Lifestyle Home Development - Modern Condo Living at Its Best! Welcome to Grayson's newest and most desirable development, offering effortless homeownership with every modern convenience. This spacious 3-bedroom, 2 bath single story unit condo is a perfect blend of luxury and functionality, designed for easy living. The proposed finished unit shall feature premium finishes throughout, such as

    Teresa Brown Century 21 Advantage Realty

    302 Bluegrass, Grayson, KY 41143
  • /11

    $490,000

    • Land

    0 Unit 60760, Grayson, KY 41143

    Unlock the potential of these two exceptional commercial lots, available for purchase separately($490,000) or together($900,000). Offering 1.04 acres (Lot 2) and 1.06 acres (Lot 3), these properties provide a rare opportunity for investors, developers, and business owners seeking a strategic location with room to grow. With a combined total of 2.10 acres, the possibilities are virtually endless

    Lisa Fischer Keller Williams Legacy Group

    0 Unit 60760, Grayson, KY 41143
  • /50

    $369,900

    • 4 Beds
    • 3 Baths
    • 2,701 Sq Ft

    1080 Lakewood Dr, Grayson, KY 41143

    Beautiful brick ranch offering 4 bedrooms, 3 full baths, and two primary suites on 1.8± acres in a highly sought-after subdivision. This well-maintained home features an updated kitchen with white cabinetry, granite countertops, stainless steel appliances, and ample workspace. Just off the kitchen, you’ll find a large walk-in pantry and a spacious utility/laundry room offering exceptional storage

    Jody Mayo CENTURY 21 Excellence Realty

    1080 Lakewood Dr, Grayson, KY 41143
  • /14

    $225,000

    $14K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 1,424 Sq Ft

    1671 E Midland Trail, Grayson, KY 41143

    Welcome to your peaceful retreat in Grayson, KY. This inviting three-bedroom brick home features a classic exterior. The spacious kitchen opens to a lovely dining room, and living room, with an additional family room situated at the rear of the home. The detached barn-style garage is perfect for projects or storage and is situated on a spacious scenic lot.

    Jaime Brown EXECUTIVE PROPERTIES, LLC

    1671 E Midland Trail, Grayson, KY 41143
  • /39

    $239,900

    5113 Kentucky 7, Grayson, KY 41143

    POTENTIAL INCOME PRODUCING CABIN RENTALS LESS THAN A MILE FROM THE GRAYSON LAKE STATE PARK AND MARINA IN CARTER CO. KY PRICED AT $239,900 THESE ARE NEWLY CONSTRUCTED, FOUR ARE TINY HOME CABINS, ONE IS A TWO STORY,THERE ARE A TOTAL OF FIVE RENTAL UNITS WITH POSSIBILITIESS OF ADDITIONAL RENTALS. ALL RENTALS ARE ON PUBLIC WATER AND SEPTIC, AND DELECTRIC. PROPERTY IS 4.92 ACRES, AND ADJOINS THE ARMY

    Deborah Manning Manning Realty

    5113 Kentucky 7, Grayson, KY 41143
  • /50

    $429,900

    • 5 Beds
    • 3 Baths
    • 4,464 Sq Ft

    693 Fox Run Rd, Grayson, KY 41143

    Situated on approximately 8 private, wooded acres, this spacious property offers 5 bedrooms and 3 full bathrooms with flexible living arrangements suitable for multigenerational living. The main level features a gourmet kitchen, large living room, family room, mudroom, and 3 bedrooms with 2 full baths. The finished walkout basement includes 2 additional bedrooms, a flex room, full kitchen, living

    Jody Mayo CENTURY 21 Excellence Realty

    693 Fox Run Rd, Grayson, KY 41143
  • /22

    $369,900

    • 4 Beds
    • 3 Baths
    • 2,700 Sq Ft

    803 Landsdowne Ave, Grayson, KY 41143

    This is the one you've been waiting for! This 4 bedroom, 3 bath home just steps from Grayson city limits and Kentucky Christian University is waiting for your family! Step inside to relax in the large cozy family room while the kids and their guest lounge in the upstairs living space. Or step outside and take a dip in the pool or unwind on the peaceful back porch after you've got the job done in

    Paul Morgan Ross Real Estate Services

    803 Landsdowne Ave, Grayson, KY 41143
  • /50

    $349,900

    • 3 Beds
    • 3 Baths
    • 2,287 Sq Ft

    102 W 3rd St, Grayson, KY 41143

    Located in one of Grayson’s most charming and established neighborhoods, this beautifully updated brick ranch is move-in ready and waiting for its new owners! Offering 3 bedrooms and 3 full bathrooms, this home features a completely renovated kitchen with new cabinetry, granite countertops, and modern finishes. New flooring flows throughout the home, creating a fresh, updated feel. The finished

    Jody Mayo CENTURY 21 Excellence Realty

    102 W 3rd St, Grayson, KY 41143
  • /50

    $419,000

    $10K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 3,028 Sq Ft

    415 Pine St, Grayson, KY 41143

    Tucked away in one of the area’s most peaceful and picturesque neighborhoods, this exceptional 4-bedroom 3 bath home offers the rare combination of timeless charm, modern comfort, and an unbelievable 4.7 acres within the city limits. Surrounded by mature landscaping and expansive green space, the property captures a classic Williamsburg-style feel with warmth, character, and room to truly live.

    Jim Ryland RE/MAX Realty Connection, LLC

    415 Pine St, Grayson, KY 41143
  • /42

    $340,000

    • 3 Beds
    • 2 Baths
    • 1,868 Sq Ft

    444 Bucksaw Jct, Grayson, KY 41143

    Situated on approximately 5± private acres just minutes from Grayson, this custom-built home offers the perfect blend of privacy, character, and convenience. The exterior features attractive wood siding with stone accents, while the interior welcomes you with soaring vaulted wood ceilings and a stunning floor-to-ceiling stone fireplace as the focal point of the living area. The main level offers

    Jody Mayo CENTURY 21 Excellence Realty

    444 Bucksaw Jct, Grayson, KY 41143
  • /20

    $219,900

    $15K PRICE DROP
    • 3 Beds
    • 2.5 Baths
    • 1,560 Sq Ft

    3508 N State Highway 7, Grayson, KY 41143

    Discover functionality and charm with this beautiful 3-bedroom 2.5 bath home located 5 minutes from Grayson City limits. This home has had many upgrades in recent years such as newer windows, HVAC, and roof just to name a few, allowing you to live worry free. Lots of tasteful touches have been made on the inside giving the home a warm, welcoming feel. You'll find lots of additional room in the

    Paul Morgan Ross Real Estate Services

    3508 N State Highway 7, Grayson, KY 41143
  • /45

    $345,000

    $5K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,784 Sq Ft

    48 Crestview Dr, Grayson, KY 41143

    Situated on approximately one acre lot in a restricted neighborhood, this beautiful 4-bedroom, 2-bath home has so much to offer! The exquisite kitchen features a large island, custom cabinetry, granite countertops, and flows seamlessly into the open-concept great room—perfect for entertaining. You’ll love the beautiful flooring throughout and the spacious master suite with a stunning tile shower.

    Jody Mayo CENTURY 21 Excellence Realty

    48 Crestview Dr, Grayson, KY 41143
  • /32

    $314,900

    • 5 Beds
    • 3.5 Baths
    • 2,314 Sq Ft

    1711 U S 60, Grayson, KY 41143

    Welcome home to this spacious one-level offering 2,312 sq ft of great flowing living space! With 5 bedrooms and 3.5 baths, there’s plenty of room for family, guests, or even a home office setup. You’ll love the flexibility of having two master suites—perfect for multi-generational living or added privacy. Step inside to a large living room with beautiful vaulted ceilings that opens right into an

    Gennie Craigmiles GENEVA PROPERTIES

    1711 U S 60, Grayson, KY 41143
  • /19

    $279,900

    New Construction Open Sat 11AM - 1PM
    • 3 Beds
    • 2.5 Baths
    • 1,366 Sq Ft

    103 Bluegrass Way, Grayson, KY 41143

    New Lifestyle Home Development - Modern Condo Living at Its Best! Welcome to Grayson's newest and most desirable development, offering effortless homeownership with every modern convenience. This spacious 3-bedroom, 2.5-bath condo is a perfect blend of luxury and functionality, designed for easy living. Featuring premium finishes throughout, the home boasts quartz countertops, a stainless steel

    Teresa Brown CENTURY 21 Advantage Realty

    103 Bluegrass Way, Grayson, KY 41143
  • /31

    $365,000

    $34K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 3,677 Sq Ft

    18 Hurricane Branch, Grayson, KY 41143

    Nestled within 9 miles of Grayson, this captivating Cape cod residence beckons a fortunate buyer to establish a lifelong haven. The basement presents versatile space, featuring a full kitchen, generous family room with gas logs for cold winter, utility room, full bath, bedroom, and craft room. Home has a newly installed chair lift to main level if you need it. The main floor showcases resplendent

    Patty Robinson P.S. ROBINSON REALTY

    18 Hurricane Branch, Grayson, KY 41143
  • /50

    $439,900

    • 5 Beds
    • 3 Baths
    • 2,595 Sq Ft

    183 Arabian Ln, Grayson, KY 41143

    Welcome to this beautifully built custom home situated on 1.23 scenic acres in Grayson, Kentucky, where quality craftsmanship meets peaceful country living. Offering 5 bedrooms, 3 full baths, and an oversized 2-car garage, this home features a thoughtfully designed split-bedroom floor plan and an inviting open-concept layout that’s perfect for everyday living and entertaining. The main level

    Jody Mayo CENTURY 21 Excellence Realty

    183 Arabian Ln, Grayson, KY 41143
  • /11

    $490,000

    • Land
    • 1.06 Acres
    • $462,264 per Acre

    0 Unit 60761, Grayson, KY 41143

    Unlock the potential of these two exceptional commercial lots, available for purchase separately($490,000) or together($900,000). Offering 1.04 acres (Lot 2) and 1.06 acres (Lot 3), these properties provide a rare opportunity for investors, developers, and business owners seeking a strategic location with room to grow. With a combined total of 2.10 acres, the possibilities are virtually endless

    Lisa Fischer Keller Williams Legacy Group

    0 Unit 60761, Grayson, KY 41143
  • /35

    $240,000

    • 2 Beds
    • 2 Baths
    • 1,300 Sq Ft

    208 Condominium Dr, Grayson, KY 41143

    Welcome to carefree living in this beautifully maintained condominium located in a gated community in the heart of Grayson. Offering approximately 1,300 square feet of thoughtfully designed living space, this move-in-ready home features two spacious bedrooms and two full bathrooms. The inviting interior showcases hardwood flooring throughout, creating a warm and timeless feel. The well-appointed

    Jody Mayo CENTURY 21 Excellence Realty

    208 Condominium Dr, Grayson, KY 41143
  • /22

    $359,900

    $20K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 3,650 Sq Ft

    293 Love Dr, Grayson, KY 41143

    Let’s take a trip into the woods to this amazing, peaceful, quiet home that is actually not too far from town. The bedrooms are large and spacious. There’s an extra family room you can turn into a media room or an office or anything you need. You have a great view of the outdoors from either the covered patio or the 2nd level deck. With interior space heated and cooled by geothermal, go ahead and

    Nancy Burchett Ross Real Estate Services

    293 Love Dr, Grayson, KY 41143
  • /50

    $239,400

    • Land
    • 63 Acres
    • $3,800 per Acre

    TBD Copperhead Rd, Grayson, KY 41143

    This 63 +/- acre property in Greenup County offers a great mix of open ground and timber in a private, peaceful setting! This farm has been in the same family since the late 1700s, adding a unique sense of history and legacy that's hard to find. Around 5 +/- acres are already cleared, providing an ideal spot for a home, cabin, or weekend getaway. The property lays well for a homestead or hobby

    Isaac Singer Arrowhead Land Company

    TBD Copperhead Rd, Grayson, KY 41143
  • /31

    $229,900

    $10K PRICE DROP
    • 2 Beds
    • 2 Baths
    • 1,200 Sq Ft

    172 Condominium Dr, Grayson, KY 41143

    Charming Condo in Grayson’s Only Gated Community — Move-In Ready! Discover comfort, convenience, and peace of mind in this beautifully maintained, single-owner condominium located in Grayson’s exclusive gated community. This lovely 2-bed, 2-bath home is available for immediate occupancy and offers a thoughtful layout designed for easy living. Spacious Bedrooms & Private Master Suite Generously

    Jill Bond RE/MAX Realty Connection, LLC

    172 Condominium Dr, Grayson, KY 41143
  • /22

    $309,500

    • 4 Beds
    • 2.5 Baths
    • 1,995 Sq Ft

    10640 State Highway 9, Grayson, KY 41143

    Opportunity, acreage, and endless potential await on this breathtaking 166.6+/- acre Kentucky retreat. Tucked away among rolling hills and lush hardwood forest, this incredible property offers a rare chance to own a large tract of land with privacy, recreation, and future possibilities. Whether you're searching for a hunting property, family compound, homestead, weekend getaway, or investment

    Christopher Hutchinson ll Keller Williams Legacy Group

    10640 State Highway 9, Grayson, KY 41143
  • /25

    $225,000

    • Land

    0 Salem Rd, Grayson, KY 41143

    Discover the perfect blend of beauty, privacy, and potential with this stunning 9+/- acre property. Nestled in a picturesque park-like country setting, this well-maintained tract offers an exceptional opportunity to build your dream home, create a family estate, or develop homes for resale. The gently rolling landscape is beautifully manicured and ready for your vision. Tucked away among the

    Lisa Fischer Keller Williams Legacy Group

    0 Salem Rd, Grayson, KY 41143
  • /34

    $259,900

    • 3 Beds
    • 2 Baths
    • 1,992 Sq Ft

    159 E Cretcher St, Grayson, KY 41143

    Enjoy the feeling of country living... just minutes from town. Welcome to 159 East Cretcher Street in Grayson, where privacy, convenience, and one-level living come together beautifully. Situated on four lots, this well-maintained 3-bedroom, 2-bath brick ranch offers the peaceful setting you've been searching for while still being just minutes from schools, shopping, restaurants, and everyday

    Jamie Lynn Barker CENTURY 21 Excellence Realty

    159 E Cretcher St, Grayson, KY 41143

Home Price Trends

Median Sale Price
$175,000
Median Single Family Sale Price
$179,500
Median 2 Bedroom Sale Price
$172,250
Median 1 Bedroom Sale Price
$57,900
Average Price Per Sq Ft
$134
Number of Homes for Sale
22
Last 12 months Home Sales
46
Months of Supply
5.70
Median List Price
$199,900
Median Change From 1st List Price
3%
Median Home Sale Price YoY Change
-5%
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