Ashland, KY Homes for Sale under $300,000

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  /20

  $276,500

  $3K 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

  12418 Kelly Dr, Ashland, KY 41102
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  /6

  $42,000

  • Land

  0 Unit 61030, Ashland, KY 41101

  Discover the perfect setting for your future home with this beautiful 1.08-acre wooded lot located on Robin Hood Drive in Ashland. Nestled within an established neighborhood, this property offers the ideal combination of privacy, natural beauty, and convenience. Surrounded by mature trees, the lot provides a peaceful backdrop while still offering ample space to design and build the home you've

  Christopher Hutchinson ll Keller Williams Legacy Group

  0 Unit 61030, Ashland, KY 41101
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  /9

  $149,000

  • Land

  0 Winchester Ave, Ashland, KY 41101

  Oh, the possibilities! This 120 x 250 lot offers a great opportunity with B2 commercial zoning, opening the door to a wide range of potential uses. The property is flat and ready for development, with utilities already on site for added convenience. Easy access is a plus with alley access available, making it ideal for a variety of business or investment opportunities. Don’t miss your chance to

  Susan Arnett Ross Real Estate Services

  0 Winchester Ave, Ashland, KY 41101
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  /15

  $84,900

  • 2 Beds
  • 1 Bath
  • 1,330 Sq Ft

  336 Ferry St, Ashland, KY 41101

  Investor Alert! Here's a house for you! 2/3 Bedroom, living room, kitchen, & bath with 2 porches & a large detached 2 car garage. This house is conveniently located near Town Center Mall & 13th Street. Updates are - new sewer line ran from house to road, new drain lines, some new plumbing, new sump pump, new vinyl in kitchen & laminate in bathroom plus freshly painted throughout.

  Diana Ruley DEE'S REAL ESTATE SERVICE

  336 Ferry St, Ashland, KY 41101
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  /32

  $125,000

  $24K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft

  3140 State Route 5, Ashland, KY 41102

  This 2018 model double wide offers the perfect blend of modern style and comfortable living. Featuring 3 bedrooms and 2 baths, the thoughtfully designed split-bedroom plan provides privacy while the open living, dining, and kitchen areas create an ideal space for everyday living and entertaining. The bright inviting interior showcases tasteful finishes and contemporary design throughout creating

  Missi Adkins Ross Real Estate Services

  3140 State Route 5, Ashland, KY 41102
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  /2

  $12,900

  • Land
  • 9,147 Sq Ft
  • $61,429 per Acre

  1216 High St W, Ashland, KY 41101

  Nice vacant lot in the Westwood area of Boyd County. Utilities available. Call Today!

  Paul Morgan Ross Real Estate Services

  1216 High St W, Ashland, KY 41101
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  /32

  $195,000

  • 3 Beds
  • 2 Baths
  • 2,128 Sq Ft

  2412 3rd St W Unit WW, Ashland, KY 41102

  This two story home conveniently located in Westwood offers three bedrooms, two full bathrooms, generous room sizes, an attached carport, and a flat fenced backyard. Step inside to a welcoming living room featuring hardwood flooring, a wood accent wall, and built in shelving. Off the living room is a room that could be used as a dining room, an office, or an additional living area. The kitchen

  Allison Goble RE/MAX Realty Connection, LLC

  2412 3rd St W Unit WW, Ashland, KY 41102
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  /26

  $164,900

  • 2 Beds
  • 1 Bath
  • 911 Sq Ft

  3265 Ridgeway Dr, Ashland, KY 41102

  Charm, character, and an unbeatable location come together in this inviting all-brick ranch situated on an oversized double lot just seconds from Oakview Elementary School. Offering the convenience of one floor plan living, this 2-bedroom, 1-bath home is full of timeless architectural details that are rarely found in today's homes. Step inside and you'll immediately appreciate the old-world

  Christopher Hutchinson ll Keller Williams Legacy Group

  3265 Ridgeway Dr, Ashland, KY 41102
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  /37

  $219,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,224 Sq Ft

  108 Caroline Dr Unit WW, Ashland, KY 41101

  Just on the outskirts of Bellefonte, this beautifully updated 4-bedroom, 2-bath home offers the perfect combination of character, convenience, and space. A large bay window fills the open living and dining area with natural light, highlighting the original refinished hardwood floors and creating a warm, welcoming atmosphere. The updated kitchen and thoughtful improvements throughout make this

  Ashley Marcum RE/MAX Realty Connection, LLC

  108 Caroline Dr Unit WW, Ashland, KY 41101
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  /8

  $54,500

  $5K PRICE DROP

  • Land

  0 Dickerson Rd, Ashland, KY 41102

  Build the home you've always envisioned on this beautiful 0.84-acre lot located on Dickerson Road in one of Ashland's most desirable neighborhoods. Offering the perfect balance of privacy, space, and convenience, this exceptional homesite is ready for your next chapter. With nearly an acre of land, you'll have plenty of room to design the custom home you've been dreaming of while still enjoying

  Christopher Hutchinson ll Keller Williams Legacy Group

  0 Dickerson Rd, Ashland, KY 41102
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  /3

  $20,000

  • Land

  0 Wallace St, Ashland, KY 41101

  An opportunity to build your dream home on .14 acre residential lot on Wallace Street in Ashland! This lot formally had a house on it, so it has utilities readily available, road access and a creek! A great opportunity for a new build!

  Bethany Vance CENTURY 21 Excellence Realty

  0 Wallace St, Ashland, KY 41101
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  /15

  $129,900

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft

  1008 Central Ave, Ashland, KY 41101

  Step into a home filled with timeless character and endless potential! From the moment you arrive, you’ll notice the unique originality this property has to offer — from the stunning stained-glass window to the rich, beautiful original woodwork that adds warmth and charm throughout the home. With a little TLC and vision, this property could be transformed back into the true showplace it was meant

  Jody Mayo CENTURY 21 Excellence Realty

  1008 Central Ave, Ashland, KY 41101
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  /30

  $219,999

  $19K PRICE DROP Pre-Foreclosure

  2660 Main St W, Ashland, KY 41102

  Investor Alert! Turnkey 4 or 5-Unit Apartment Building! Looking to start or expand your investment portfolio? Don’t miss this opportunity! This income-producing 5-unit apartment building features three 2-bedroom units and two 1-bedroom units, generating a solid monthly rental income of $3,550. The two 1-bedroom units have been completely remodeled, and two of the 2-bedroom units have been

  Tobie Moore Keller Williams Legacy Group

  2660 Main St W, Ashland, KY 41102
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  /5

  $239,000

  $20K PRICE DROP

  1005 Turkey Ct, Ashland, KY 41102

  NVESTOR ALERT! Great investment property! With excellent returns. This is a 6 unit mobile home park sitting 1.14 +/- acres currently bringing in $3850 when full. One unit currently vacant. This includes mobile homes 1005,1009,1013,1017,1021 & 1025.Homes range in year models from 1999-2001 & all feature private parking for each unit. Tenants are responsible for utilities while owner provides

  Jim Ryland RE/MAX Realty Connection, LLC

  1005 Turkey Ct, Ashland, KY 41102
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  /21

  $194,000

  $21K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,258 Sq Ft

  2301 Sarah Rd, Ashland, KY 41101

  Charming 3-bedroom, 1.5 bath home tucked away on a stunning, private lot. Open living spaces, cozy bedrooms and a functional kitchen make it move-in ready. Enjoy mature trees, lush landscaping, a private driveway, and plenty of outdoor space for relaxing or entertaining. The partially fenced yard is perfect for pets, and the expansive screened in back porch is the perfect place to relax at the

  Jaime Brown EXECUTIVE PROPERTIES, LLC

  2301 Sarah Rd, Ashland, KY 41101
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  /2

  $8,900

  • Land

  3017 Lookout St, Ashland, KY 41101

  Small lot in Ashland city limits, zoned R5 per zoning map which is listed as multi/single family residential, medium density. Buyer to perform own due diligence as to property use. Call Today!

  Paul Morgan Ross Real Estate Services

  3017 Lookout St, Ashland, KY 41101
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  /2

  $16,000

  • Land

  1721 Miller St, Ashland, KY 41101

  Residential lot ready to build on. Close to town.

  Gary Donalson RE/MAX Realty Connection, LLC

  1721 Miller St, Ashland, KY 41101
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  /6

  $17,900

  • Land

  0 Wallace St, Ashland, KY 41101

  Lots 9 & 10 in Hemlock trails subdivision in Boyd County. Almost one acre 0.98 per deed. Call Today!

  Paul Morgan Ross Real Estate Services

  0 Wallace St, Ashland, KY 41101
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  /3

  $5,000

  • Land
  • 16,030 Sq Ft
  • $13,587 per Acre

  1825 Belmont St, Ashland, KY 41101

  Attention Investors! This parcel is priced for quick sale! Sold as-is where-is.

  AMY JONES Spotlight Realty LLC

  1825 Belmont St, Ashland, KY 41101
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  /12

  $229,900

  • 4 Beds
  • 2 Baths
  • 2,160 Sq Ft

  2222 Stephens St, Ashland, KY 41101

  This well-maintained 4-bedroom, 2-full-bath home offers comfortable living with thoughtful updates throughout. The spacious kitchen is equipped with a double oven, dishwasher, and refrigerator, making it ideal for everyday living and entertaining. New flooring was installed in 2025 throughout the kitchen, dining room, hallway, and family room, giving the home a fresh, modern feel. Step outside to

  Christina Helms ADVANTAGE PLUS REALTY

  2222 Stephens St, Ashland, KY 41101
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  /39

  $289,900

  • 3 Beds
  • 2 Baths
  • 2,092 Sq Ft

  3730 Emitt Dr, Ashland, KY 41102

  Nestled on 3.66 peaceful, wooded acres, this custom-built home offers privacy, space and endless potential. The home features 3 bedrooms and 2 full baths, including a spacious primary en-suite. Designed for comfortable everyday living, the large eat-in kitchen is conveniently accessible from the carport and is complemented by a walk-in pantry with shelving and a utility room with storage.

  Anne Sloan Ross Real Estate Services

  3730 Emitt Dr, Ashland, KY 41102
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  /18

  $125,000

  • Land
  • 2.5 Acres
  • $50,000 per Acre

  0 Pollard Rd, Ashland, KY 41101

  INVESTORS & BUILDERS: Strong multifamily development opportunity in Ashland. Approximately 2.5 acres with two sides fronting on Pollard Road (corner) in Ashland, Kentucky is currently listed for $125,000 with additional access from Long Street. Property is zoned R-5 Residential – Medium Density with utilities available, making it potentially suitable for a 4-plex, 6-plex, townhomes, or other

  Joyce Goats Century 21 Advantage Realty

  0 Pollard Rd, Ashland, KY 41101
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  /5

  $80,000

  • Land
  • 16,988 Sq Ft
  • $205,128 per Acre

  0 Midland Trail, Ashland, KY 41102

  Lot with water & sewer taps already on the property. Prime visibility from Route 60 in Summit offering lots of traffic exposure. Possibility for many types of business.

  Missi Adkins Ross Real Estate Services

  0 Midland Trail, Ashland, KY 41102
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  /2

  $39,900

  • Land

  0 Rolling Hills Lot 1, Ashland, KY 41101

  This property has easy access to water and electric. Great location for your dream home or Barndominium . Just 15 minutes from Ashland, KY.

  Tom Kouns Ross Real Estate Services

  0 Rolling Hills Lot 1, Ashland, KY 41101
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  /45

  $140,000

  $16K PRICE DROP

  • 2 Beds
  • 1.5 Baths
  • 1,152 Sq Ft

  4105 Mound St, Ashland, KY 41101

  UNIQUE CUSTON BUILT HOME! Come and view this home that features 2 bedrooms and 1.5 baths, spacious kitchen with island, each floor has its own family room areas and could easily convert one into a 3rd bedroom. You can enjoy multiple outdoor covered porches and the second-floor sunroom. The sunroom is 426 sqft and would need a heat source to count as square footage. The home has a level lot with

  Stephani Browning Branham CENTURY 21 Excellence Realty

  4105 Mound St, Ashland, KY 41101
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  /35

  $99,900

  • 2 Beds
  • 1 Bath
  • 1,280 Sq Ft

  321 Laurel Ave, Ashland, KY 41101

  Affordable doesn't have to mean settling! Welcome to this charming 2-bedroom, 1-bath home offering comfort, character, and exceptional value. Beautiful hardwood floors add warmth throughout, while the finished attic has previously been used as a third bedroom and provides flexible space to fit your needs. Just off the kitchen, the screened-in porch is the perfect place to enjoy your morning

  Jamie Lynn Barker CENTURY 21 Excellence Realty

  321 Laurel Ave, Ashland, KY 41101
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  /32

  $132,500

  • 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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  /49

  $225,000

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

  395 W Central Ave Unit WW, Ashland, KY 41101

  (Open House for Sunday June 21 is cancelled) 395 W. Central Ave. in Westwood is the kind of property you do not come across often. Sitting on approximately 0.47 acres M/L across two lots, it offers space, privacy, and a setting that feels more like a retreat than a typical in-town home. The exterior brings strong cabin-inspired character with wood siding and a wraparound porch that sets the tone

  Amber Young RE/MAX Realty Connection, LLC

  395 W Central Ave Unit WW, Ashland, KY 41101
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  /46

  $229,900

  • 4 Beds
  • 3 Baths
  • 1,565 Sq Ft

  2515 Oaklawn Ct, Ashland, KY 41101

  Welcome to 2515 Oaklawn Ct. This one has been beautifully refreshed and exceptionally maintained. This move-in ready brick ranch offers the perfect blend of updated living and room to make it your own. Freshly painted with beautiful, refinished hardwood floors, updated kitchen and bathrooms, replacement windows, and fully equipped kitchen, this home has been thoughtfully refreshed while

  Tobie Moore Keller Williams Legacy Group

  2515 Oaklawn Ct, Ashland, KY 41101
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  /46

  $269,900

  $20K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,384 Sq Ft

  825 Rogers Ct, Ashland, KY 41101

  Welcome to 825 Rogers Court! A Beautifully maintained 4 bedroom, 2.5 bath home located on one of Ashland's most desirable brick streets. This stately residence offers the perfect blend of timeless character and thoughtful updates. Features include beautiful, refinished hardwood floors, spacious rooms, updated windows, a custom fireplace mantel, and a stunning sunroom with original tile flooring.

  Tobie Moore Keller Williams Legacy Group

  825 Rogers Ct, Ashland, KY 41101
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  /19

  $154,500

  $10K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,055 Sq Ft

  11530 Sunny Ln, Ashland, KY 41102

  Tucked away at the end of a quiet dead-end lane in Boyd County, this charming 3-bedroom, 1-bath home offers the privacy and peaceful surroundings that so many buyers are searching for. Surrounded by mature trees and nestled on a wooded lot, 11530 Sunny Lane provides a country setting while still remaining conveniently located to everyday amenities. Inside, the welcoming living room immediately

  Christopher Hutchinson ll Keller Williams Legacy Group

  11530 Sunny Ln, Ashland, KY 41102
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  /27

  $179,000

  • 3 Beds
  • 1 Bath
  • 912 Sq Ft

  1524 Green Valley Dr, Ashland, KY 41102

  Disregard listing price. Property will be sold at auction. Don't miss your opportunity to bid on this turn-key 3-bedroom, 1-bathroom home located in a desirable Ashland neighborhood. Offering 912+/- square feet of living space, this move-in ready property is ideal for homeowners looking for a place to call home or investors searching for their next rental property. The home has been updated with

  Woodrow Wilson Wilson Real Estate & Auction Service, Inc.

  1524 Green Valley Dr, Ashland, KY 41102
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  /14

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,612 Sq Ft

  12110 Midland Trail Rd, Ashland, KY 41102

  Welcome home to this charming brick 3-bedroom, 2-bath property situated on a spacious lot offering room to relax, entertain, and enjoy the outdoors. This home features updates including a new furnace, roof, and hot water heater for added peace of mind. Inside, you’ll find a large open concept kitchen and dining area with abundant storage, perfect for gatherings and everyday living. The converted

  Matt Horn ADVANTAGE PLUS REALTY

  12110 Midland Trail Rd, Ashland, KY 41102
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  /10

  $109,900

  • Land
  • 4 Acres
  • $27,475 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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  /25

  $169,900

  • 2 Beds
  • 1 Bath
  • 1,500 Sq Ft

  1346 Florence St, Ashland, KY 41101

  Some homes just feel welcoming the moment you arrive and this is one of them. This adorable brick and stone ranch is full of charm and offers comfort, convenience, and character. Whether you’re buying your first home, looking to simplify with one-level living, or searching for a move-in-ready home close to everything, this one checks all the boxes. Inside, you’ll find two spacious bedrooms, a

  Amber Young RE/MAX Realty Connection, LLC

  1346 Florence St, Ashland, KY 41101
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  /12

  $175,000

  $175K PRICE DROP

  • Land
  • 4.18 Acres
  • $41,866 per Acre

  4132 13th St, Ashland, KY 41102

  Build your dream home on 4+ land of wooded acres located on a cul-de-sac, Access from Woodhaven or 13th St. Call today for more information!

  KIM NEAL DEE'S REAL ESTATE SERVICE

  4132 13th St, Ashland, KY 41102
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  /50

  $300,000

  $90K PRICE DROP

  • 4 Beds
  • 3 Baths
  • 2,696 Sq Ft

  714 Bellefonte Princess Rd, Ashland, KY 41101

  Sellers are ready to make a deal! Welcome to this beautifully refreshed two-story brick home, newly refinished with crisp white paint for a clean, modern look. Offering 4 bedrooms and 3 baths, this home provides a flexible layout with a convenient first-floor bedroom featuring its own private bathroom—perfect for guests or a primary suite option. The main level features a spacious living room

  Todd Jenkins Bunch Real Estate Associates, LLC.

  714 Bellefonte Princess Rd, Ashland, KY 41101
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  /15

  $59,500

  • 2 Beds
  • 1 Bath
  • 915 Sq Ft

  609 Long St, Ashland, KY 41101

  Opportunity is knocking for investors, flippers, and renovation enthusiasts. This 2-bedroom, 1-bath one floor plan friendly home is in need of significant repairs and is ready for someone with the vision to bring it back to life. While the home will require extensive renovation, it offers a functional one-level layout and sits on a nice yard with plenty of outdoor space to complement your future

  Christopher Hutchinson ll Keller Williams Legacy Group

  609 Long St, Ashland, KY 41101
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  /17

  $175,000

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  3038 State Route 5, Ashland, KY 41102

  April Nalle Century 21 Advantage Realty

  3038 State Route 5, Ashland, KY 41102
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  /49

  $259,000

  • 3 Beds
  • 2.5 Baths
  • 2,770 Sq Ft

  3918 Gartin Ave, Ashland, KY 41101

  Welcome home to this charming 3-bedroom, 2.5-bath Cape Cod nestled on one of South Ashland’s picturesque brick streets! This move-in ready home offers the perfect blend of character, comfort, and space for today’s lifestyle. Step inside to find inviting living areas filled with natural light and a spacious family room that opens directly onto a large deck—ideal for entertaining, grilling, or

  Cindy Wright ADVANTAGE PLUS REALTY

  3918 Gartin Ave, Ashland, KY 41101

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