Ashland, KY Homes for Sale under $300,000

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  /20

  $89,999

  $9K PRICE DROP

  • 4 Beds
  • 1.5 Baths
  • 1,648 Sq Ft

  509 44th St, Ashland, KY 41101

  Located at 509 44th St in Ashland, just minutes from Catlettsburg, this spacious early 1900s home offers both character and functionality. Currently configured as a 4–5 bedroom, 1.5 bath property, the layout provides flexibility for larger households or rental potential. Conveniently situated less than a quarter mile from US Route 23, this home offers easy access to major routes while maintaining

  

  Daniel Trippett

  Prime Realty

  509 44th St, Ashland, KY 41101
• Explore Ashland

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  /2

  $49,900

  • Land
  • 3.73 Acres
  • $13,378 per Acre

  Tract 3 Skyline Acres, Ashland, KY 41102

  

  Angela Coovert

  Ross Real Estate Services

  Tract 3 Skyline Acres, Ashland, KY 41102
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  /2

  $10,000

  • Land

  Lot 4 Dee Ct, Ashland, KY 41102

  Build your dream home on this beautiful sloping 0.46 acre wooded lot located on a dead-end street in the Greenhills area of Boyd County. With paved road access and a peaceful setting, this property offers the perfect blend of privacy and convenience. Enjoy a natural wooded backdrop while still being close to shopping, dining, and entertainment. The property is also just a short drive to downtown

  

  Angela Coovert

  Ross Real Estate Services

  Lot 4 Dee Ct, Ashland, KY 41102
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  /2

  $37,500

  $3K PRICE DROP

  • Land

  924 29th St, Ashland, KY 41101

  Situated at the corner of 29th and Belmont, ready to build lot measuring 40x140... High visibility and traffic at a 3 way stop light. The lot joins 3 other vacant lots so ideal for expansion...

  

  Daniel Trippett

  Prime Realty

  924 29th St, Ashland, KY 41101
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  /36

  $244,000

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,600 Sq Ft

  2513 Woodland Ave, Ashland, KY 41101

  Welcome to this extensively renovated 3-bedroom, 2-full bath home where nearly every interior surface has been thoughtfully updated to provide the feel of new construction while maintaining its original charm. Following a comprehensive renovation, this beautiful home showcases quality craftsmanship, modern finishes, and today's most desired amenities. The inviting open-concept living and dining

  

  Alison Christie

  Ross Real Estate Services

  2513 Woodland Ave, Ashland, KY 41101
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  /9

  $35,000

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,860 Sq Ft

  620 Bellefonte Rd, Ashland, KY 41102

  Opportunity is knocking in Westwood with this two-story home set on a rare double lot totaling .51 acres. Nestled on a spacious parcel with plenty of room to expand, reimagine, or rebuild, this property offers tremendous potential for the right buyer. The home itself is currently not habitable and requires a full renovation, making it ideal for investors, flippers, or anyone looking to create a

  

  Alison Christie

  Ross Real Estate Services

  620 Bellefonte Rd, Ashland, KY 41102
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  /23

  $274,000

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,546 Sq Ft

  12418 Kelly Dr, Ashland, KY 41102

  Welcome to this beautifully appointed 4 bedroom 2 full bath home offering the perfect blend of elegance, comfort and privacy. Designed for both everyday living and entertaining in mind, this home features spacious living areas and a full basement providing endless possibilities. Outside you can enjoy the expansive deck, overlooking a large fenced in backyard- ideal for gathering or simple relax

  

  Christie Giompalo

  Impact Realty Group LLC

  12418 Kelly Dr, Ashland, KY 41102
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  /3

  $29,000

  $21K PRICE DROP

  • Land
  • 9,147 Sq Ft
  • $138,095 per Acre

  0 Ferguson Dr, Ashland, KY 41101

  Discover the perfect canvas for your dream home with this 69x150 residential lot located in one of South Ashland'd most sought-after neighborhoods. This spacious and level parcel offers an excellent oppprtunity to build in a quiet, established area known for its charm and community feel. Enjoy the convenience of nearby schools, shopping, parks, and medical facilities-all just minutes away.

  

  Alison Christie

  Ross Real Estate Services

  0 Ferguson Dr, Ashland, KY 41101
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  /45

  $194,900

  Open Sun 2PM - 4PM $4K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,318 Sq Ft

  3325 Condit St, Ashland, KY 41101

  Charming home with lots of updates. Fenced backyard. Quartz countertops. Move in ready. Open floor plan.

  

  VINETA MAYNARD

  CENTURY 21 Excellence Realty

  3325 Condit St, Ashland, KY 41101
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  /2

  $124,900

  • Land
  • 30.29 Acres
  • $4,123 per Acre

  Tract 2 Skyline Acres, Ashland, KY 41102

  

  Angela Coovert

  Ross Real Estate Services

  Tract 2 Skyline Acres, Ashland, KY 41102
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  /2

  $50,000

  • Land

  0 Dee Ct, Ashland, KY 41102

  Excellent opportunity to own six wooded lots located on a dead-end street in the Greenhills area of Boyd County. These sloping parcels offer privacy and natural surroundings while still being conveniently close to everyday amenities. The property includes four lots at 0.46 acres each, one lot at 0.51 acre, and one larger lot at 0.67 acre, providing flexibility for multiple homesites, investment

  

  Angela Coovert

  Ross Real Estate Services

  0 Dee Ct, Ashland, KY 41102
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  /2

  $10,000

  • Land

  Lot 2 Dee Ct, Ashland, KY 41102

  Build your dream home on this beautiful sloping 0.51 acre wooded lot located on a dead-end street in the Greenhills area of Boyd County. With paved road access and a peaceful setting, this property offers the perfect blend of privacy and convenience. Enjoy a natural wooded backdrop while still being close to shopping, dining, and entertainment. The property is also just a short drive to downtown

  

  Angela Coovert

  Ross Real Estate Services

  Lot 2 Dee Ct, Ashland, KY 41102
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  /2

  $10,000

  • Land

  Lot 3 Dee Ct, Ashland, KY 41102

  Build your dream home on this beautiful sloping 0.46 acre wooded lot located on a dead-end street in the Greenhills area of Boyd County. With paved road access and a peaceful setting, this property offers the perfect blend of privacy and convenience. Enjoy a natural wooded backdrop while still being close to shopping, dining, and entertainment. The property is also just a short drive to downtown

  

  Angela Coovert

  Ross Real Estate Services

  Lot 3 Dee Ct, Ashland, KY 41102
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  /21

  $107,500

  • 3 Beds
  • 1 Bath
  • 1,296 Sq Ft

  3220 Bath Ave, Ashland, KY 41101

  Discover the incredible potential of 3220 Bath Avenue in Ashland. The main floor features a welcoming layout where a spacious living room flows naturally into the dining area. Just beyond, the kitchen showcases updated flooring and offers a convenient rear entrance. The second level provides plenty of personal space with three generously sized bedrooms and a full bathroom. A highly practical

  

  Christie Giompalo

  Impact Realty Group LLC

  3220 Bath Ave, Ashland, KY 41101
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  /7

  $299,000

  $50K PRICE DROP

  • Land
  • 32,234 Sq Ft
  • $404,054 per Acre

  0 27th Block of Carter Ave, Ashland, KY 41101

  Track of land in the 27th Block of Carter Avenue measuring 225x142.5 plus an additional lot across the street measuring 25x142.5. Zoned B2 and R4. Close to UK Kings Daughters Medical Center. This would be a great location for a medical office or multi-tenant apartments. Possibilites are limitless.

  

  Alison Christie

  Ross Real Estate Services

  0 27th Block of Carter Ave, Ashland, KY 41101
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  /2

  $10,000

  • Land

  Lot 7 Dee Ct, Ashland, KY 41102

  Build your dream home on this beautiful sloping 0.46 acre wooded lot located on a dead-end street in the Greenhills area of Boyd County. With paved road access and a peaceful setting, this property offers the perfect blend of privacy and convenience. Enjoy a natural wooded backdrop while still being close to shopping, dining, and entertainment. The property is also just a short drive to downtown

  

  Angela Coovert

  Ross Real Estate Services

  Lot 7 Dee Ct, Ashland, KY 41102
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  /2

  $77,000

  $52K PRICE DROP

  • Land

  0 Amanda Furnace Dr, Ashland, KY 41101

  Beautiful building lot in the heart of Old Bellefonte. Lot has city water, sewer, gas, cable and electric. Sewer tap has already been paid for.

  

  Alison Christie

  Ross Real Estate Services

  0 Amanda Furnace Dr, Ashland, KY 41101
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  /32

  $115,000

  $18K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,144 Sq Ft

  301 52nd St, Ashland, KY 41101

  Opportunity meets convenience at 301 52nd Street, Ashland, KY 41102! Currently used as a single-family residence, this versatile property offers endless possibilities. Ideally situated on US 23 just minutes from downtown Ashland, the high-visibility location makes it an excellent option for a residence, home office, or future business venture (subject to zoning and local approvals). Whether

  

  Daniel Trippett

  Prime Realty

  301 52nd St, Ashland, KY 41101
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  /6

  $39,000

  • Land

  0 Oakwood Circle Lot 61 & 66, Ashland, KY 41101

  BUILD YOUR DREAM HOME IN BEAUTIFUL WOODBROOK SUBDIVISION! This offering includes Lot #61 on Oakwood Circle plus the adjoining rear Lot #66 on Barberry Drive, providing an excellent opportunity to create a larger homesite in one of the area’s desirable residential neighborhoods. Enjoy the beauty and established appeal of Woodbrook Subdivision while having the flexibility and space to design a home

  

  Alison Christie

  Ross Real Estate Services

  0 Oakwood Circle Lot 61 & 66, Ashland, KY 41101
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  /2

  $10,000

  • Land

  Lot 1 Dee Ct, Ashland, KY 41102

  Build your dream home on this beautiful sloping 0.67 acre wooded lot located on a dead-end street in the Greenhills area of Boyd County. With paved road access and a peaceful setting, this property offers the perfect blend of privacy and convenience. Enjoy a natural wooded backdrop while still being close to shopping, dining, and entertainment. The property is also just a short drive to downtown

  

  Angela Coovert

  Ross Real Estate Services

  Lot 1 Dee Ct, Ashland, KY 41102
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  /37

  $144,000

  • 3 Beds
  • 2 Baths
  • 1,674 Sq Ft

  2521 Algonquin Ave, Ashland, KY 41102

  CHARMING 3-BEDROOM HOME PRICED TO SELL! This inviting home offers comfortable living spaces and plenty of flexibility to fit your lifestyle. Featuring 3 bedrooms, 2 full baths, a spacious living room, family room, and a versatile bonus room that could easily serve as a home office, media room, playroom, or even a 4th bedroom. The large eat-in kitchen provides plenty of room for everyday meals and

  

  Alison Christie

  Ross Real Estate Services

  2521 Algonquin Ave, Ashland, KY 41102
• 

  /2

  $10,000

  • Land

  Lot 6 Dee Ct, Ashland, KY 41102

  Build your dream home on this beautiful sloping 0.46 acre wooded lot located on a dead-end street in the Greenhills area of Boyd County. With paved road access and a peaceful setting, this property offers the perfect blend of privacy and convenience. Enjoy a natural wooded backdrop while still being close to shopping, dining, and entertainment. The property is also just a short drive to downtown

  

  Angela Coovert

  Ross Real Estate Services

  Lot 6 Dee Ct, Ashland, KY 41102
• 

  

  /7

  $85,000

  • 2 Beds
  • 1 Bath
  • 990 Sq Ft

  3825 Cactus St, Ashland, KY 41101

  **Great Rental Opportunity in Ashland!** Looking for an affordable investment property with rental potential? Take a look at 3825 Cactus Street in Ashland, Kentucky. This 2-bedroom, 1-bath home offers a great opportunity for an investor looking to add to their rental portfolio or a buyer looking for an affordable home. With a practical layout and a location in Ashland, this property has the

  

  Dustin Pennington

  Keller Williams Legacy Group

  3825 Cactus St, Ashland, KY 41101
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  /31

  $99,900

  $20K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,172 Sq Ft

  3013 Simpson Rd, Ashland, KY 41101

  Motivated Seller! This newly remodeled 3 bedroom, 1 1/2 bath home blends modern updates with a functional layout featuring two bedrooms on the main level and an open loft bedroom upstairs. Recent renovations include updated plumbing and electric, new vinyl siding, and luxury vinyl plank flooring on the main level for a clean, durable finish. The kitchen offers brand new cabinetry, while the

  Teresa Brown Century 21 Advantage Realty

  3013 Simpson Rd, Ashland, KY 41101
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  /46

  $285,000

  • 3 Beds
  • 2.5 Baths
  • 1,729 Sq Ft

  1730 Wilshire Blvd, Ashland, KY 41101

  Welcome to 1730 Wilshire Boulevard, a recently updated tri-level home in Ashland offering three bedrooms, two and a half bathrooms, a built-in one-car garage, and space to spread out both inside and out. Situated on two lots, this home offers a combination of thoughtful updates, flexible living space, and everyday conveniences. Step inside to the main level, where the living room offers a

  Allison Goble RE/MAX Realty Connection, LLC

  1730 Wilshire Blvd, Ashland, KY 41101
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  /37

  $289,900

  • 3 Beds
  • 2 Baths
  • 1,766 Sq Ft

  9529 Grandview Lake Rd, Ashland, KY 41102

  Built in 2024, this beautiful 3-bedroom, 2-bath ranch home sits on approximately ¾ acre and offers a peaceful country view with modern comfort throughout. The open concept layout features a spacious kitchen, living room, and dining area with a center island, stainless steel appliances, and two pantry closets for exceptional storage. The formal dining area flows seamlessly into the living room,

  Teresa Brown Century 21 Advantage Realty

  9529 Grandview Lake Rd, Ashland, KY 41102
• 

  

  /22

  $169,900

  • 4 Beds
  • 2 Baths
  • 1,562 Sq Ft

  1037 Geiger Ln, Ashland, KY 41101

  This spacious 4-bedroom, 2-bath home sits on a large, private lot, offering room to relax, entertain, and enjoy the outdoors while remaining close to local amenities for everyday convenience. The heart of the home is the open eat in kitchen, featuring a breakfast bar and plenty of workspace, flowing seamlessly into the living room for comfortable daily living. The primary bedroom includes an

  Teresa Brown CENTURY 21 Advantage Realty

  1037 Geiger Ln, Ashland, KY 41101
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  /10

  $99,900

  $10K PRICE DROP

  • Land
  • 4 Acres
  • $24,975 per Acre

  0 Ivy Creek, Ashland, KY 41101

  Discover 4 gorgeous acres nestled in one of Bellefonte’s most sought-after private subdivisions, offering the perfect blend of privacy, natural beauty, and endless potential. This exceptional property presents a rare opportunity to build your dream home in a peaceful, established setting surrounded by upscale residences and serene landscapes. With gently rolling topography, this land provides an

  Sydney Powers The Agency

  0 Ivy Creek, Ashland, KY 41101
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  /14

  $134,750

  • 3 Beds
  • 2 Baths
  • 1,419 Sq Ft

  2409 Hilton Ave, Ashland, KY 41101

  Well-maintained and consistently rented over the past 3 years, this 3-bedroom, 2 full bath home offers both reliability and upside. Inside, you’ll find several updates throughout along with three spacious bedrooms that provide comfortable living. The true standout is the large, flat backyard—perfect for entertaining, pets, or future expansion. Conveniently located just minutes from downtown

  Ryan Keeton EXP Realty, LLC

  2409 Hilton Ave, Ashland, KY 41101
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  /28

  $159,900

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,344 Sq Ft

  4101 Mound St, Ashland, KY 41101

  New price improvement! Charming home offering timeless character with some modern updates. This 3-bedrooms, one and half bath home features updates in the kitchen and bathroom. Newer hot water tank and roof is only 7 years old. The living room has an office space and the basement offers lots of storage. Walk thru the inviting porch that offers a tranquil escape. With its classic character,

  Thelma Lansang Fathom Realty LLC

  4101 Mound St, Ashland, KY 41101
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  /6

  $64,900

  $5K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 988 Sq Ft

  1506 Green Valley Dr, Ashland, KY 41102

  Disregard listing price. Property will be sold at auction. This well-maintained brick ranch home offers 3 bedrooms, 1 bathroom, and approximately 988± square feet of living space. The home features a desirable single-level brick ranch layout, Central A/C, a fenced-in backyard, and a flat yard that is easy to maintain. Whether you're looking to expand your investment portfolio or purchase a home

  Woodrow Wilson Wilson Real Estate & Auction Service, Inc.

  1506 Green Valley Dr, Ashland, KY 41102
• 

  

  /19

  $155,000

  • 4 Beds
  • 2 Baths
  • 2,647 Sq Ft

  701 14th St, Ashland, KY 41101

  Check out this stunning Victorian-style home! Located in the heart of downtown, just blocks from Central Park and KDMC, this beautiful home is overflowing with timeless charm, character, and endless potential. Featuring 4 spacious bedrooms, 2 full bathrooms, and a 2-car detached garage, this classic home offers the perfect opportunity to make it your own. With a little TLC, it could truly become

  Madison Slone Thomas Realty Company

  701 14th St, Ashland, KY 41101
• 

  

  /22

  $215,000

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,227 Sq Ft

  2245 Nevada St, Ashland, KY 41101

  Welcome to Nevada Street! This well-maintained 3-bedroom, 1.5-bath home offers over 2,200 square feet of living space, providing the perfect combination of comfort, functionality, and room to spread out. From the moment you arrive, you'll appreciate the pride of ownership displayed throughout the property, from the landscaping to the well-kept exterior. Inside, you'll find multiple living spaces

  Johnathon Parsons EXP Realty, LLC

  2245 Nevada St, Ashland, KY 41101
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  /20

  $139,900

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  616 Central Ave, Ashland, KY 41101

  Downtown Ashland Living with Endless Possibilities! Whether you're looking to expand your investment portfolio, own a successful Airbnb, or find a charming place to call home, this 2-bedroom, 1-bath shotgun-style home offers it all. With a proven history as a successful Airbnb, this property is ideal for buyers seeking an investment, while its inviting layout also makes it a wonderful place to

  Sydney Powers The Agency

  616 Central Ave, Ashland, KY 41101
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  /2

  $7,900

  $1K PRICE DROP

  • Land
  • 871 Sq Ft
  • $395,000 per Acre

  0 Central Ave, Ashland, KY 41101

  Small residential lot on Central Avenue.

  Paul Morgan Ross Real Estate Services

  0 Central Ave, Ashland, KY 41101
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  /44

  $289,500

  $60K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,437 Sq Ft

  1505 Bath Ave, Ashland, KY 41101

  Commanding curb appeal, timeless craftsmanship, and one of Ashland’s most distinguished settings make this stately 5-bedroom, 4-bath Bath Avenue residence an opportunity unlike anything else on the market. Located just seconds from Central Park and Ashland’s historic district, this remarkable home delivers the character of a bygone era with the space and versatility needed for today’s lifestyle.

  Christopher Hutchinson ll Keller Williams Legacy Group

  1505 Bath Ave, Ashland, KY 41101
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  /32

  $265,000

  $5K PRICE DROP

  • 5 Beds
  • 1.5 Baths
  • 1,560 Sq Ft

  1570 Prospect Place, Ashland, KY 41101

  Price improvement!!! Welcome to 1570 Prospect Place. Lots of updates and move-in-ready. This charming 5-bedrooms, 1.5 bath home offers the perfect combination of character and modern convenience. Recent improvements include a fully renovated kitchen featuring quartz countertops, new cabinetry, updated fixtures, new microwave, modern lighting and finishes. The full bath and half bath have also

  Thelma Lansang Fathom Realty LLC

  1570 Prospect Place, Ashland, KY 41101
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  /30

  $138,500

  $18K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,886 Sq Ft

  1719 Prospect Ave, Ashland, KY 41101

  Charming 3BR/2BA home just 2 minutes from downtown Ashland, offering 1,886 sqft of character and inviting living space. Enjoy an open kitchen, connecting to a cozy seating area and family room with a wood-burning fireplace. Home features three living areas and a flexible main-floor space that could easily convert to a 4th bedroom with an adjacent full bath—ideal for a main-floor primary suite.

  Lainie Darnell CENTURY 21 Excellence Realty

  1719 Prospect Ave, Ashland, KY 41101
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  /8

  $22,500

  $5K PRICE DROP

  • Land

  0 Oakwood Circle (Lot 72) Unit 60995, Ashland, KY 41102

  Build your dream home on Lot 72 Oakwood Circle, a beautiful .56-acre wooded lot located in the desirable Woodbrook Subdivision. Surrounded by mature trees and attractive neighboring homes, this property offers a peaceful natural setting while still being part of a well-established community. The wooded surroundings provide privacy, character, and the perfect backdrop for a custom home designed

  Christopher Hutchinson ll Keller Williams Legacy Group

  0 Oakwood Circle (Lot 72) Unit 60995, Ashland, KY 41102
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  /27

  $149,000

  $10K PRICE DROP

  • Land
  • 4.86 Acres
  • $30,658 per Acre

  0 Rolling Hills, Ashland, KY 41102

  Discover the perfect setting to create your custom dream home on this exceptional 4.86-acre property in Greenup County. Offering a peaceful, private atmosphere with the convenience of nearby city amenities, this prime homesite is just minutes from Ashland's shopping, dining, healthcare, and entertainment. Thoughtfully improved and ready for your vision, the property features a 28' x 40' two-bay

  Natasha Lawless Better Homes and Gardens Real Estate Central.

  0 Rolling Hills, Ashland, KY 41102

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