Ashland, KY Homes for Sale under $400,000

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  /34

  $239,900

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,740 Sq Ft

  2741 Jackson Ave, Ashland, KY 41102

  Come and be surprised at what the owner has done to bring this beautiful home to a most livable point. Realtors talk a lot about location-Well, this home is between Oakview and the middle school. The high school and YMCA is but a bit further. Realtors talk a lot about condition. Well, Come see the beauty of the colors, the flooring, the modern kitchen and bathrooms that serve the three bedrooms.

  David Floyd FLOYD REALTY & APPRAISAL SERVICES

  2741 Jackson Ave, Ashland, KY 41102
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• 

  

  

  /32

  $159,900

  • 3 Beds
  • 3 Baths
  • 2,016 Sq Ft

  1938 Booth Quillen Rd, Ashland, KY 41102

  NEW LISTING ALERT!!! Enjoy affordable homeownership without sacrificing space, comfort, or convenience. This spacious double-wide on a permanent foundation offers a spacious layout, generous living areas, and a desirable split-bedroom design, making it ideal for families, first-time buyers, downsizers, or anyone seeking room to spread out while enjoying unique features and everyday comfort. The

  Amber Young RE/MAX Realty Connection, LLC

  1938 Booth Quillen Rd, Ashland, KY 41102
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  /2

  $199,000

  • 2 Beds
  • 2 Baths
  • 1,104 Sq Ft

  2335 29th St, Ashland, KY 41101

  Check out this multi property in South Ashland. This property includes two houses, a large lot with commercial possibilities, and a large 3 bay metal commercial garage building. Garage also ofters an office with a half bath and the rest storage and warenouse area. Both houses are currently rented. This is a great money generating opportunity in the heart of South Ashland. What an excellent time

  Madison Slone Thomas Realty Company

  2335 29th St, Ashland, KY 41101
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  /45

  $149,900

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

  8527 Ponderosa, Ashland, KY 41102

  Nestled on 3.07 acres in a highly desirable area of Boyd County, 8527 Ponderosa Ridge offers the space and setting you’ve been searching for. Located just outside the city limits with convenient access to I-64, this 4-bedroom, 3 full-bath home features over 2,000 square feet of comfortable living space. Inside, you’ll find two spacious living areas, offering plenty of flexibility for

  Chelsea Chang Thomas Realty Company

  8527 Ponderosa, Ashland, KY 41102
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  /48

  $229,900

  • 4 Beds
  • 1.5 Baths
  • 2,128 Sq Ft

  1201 Florence St, Ashland, KY 41101

  One of Ashland's most convenient locations, this beautifully maintained brick home offers timeless character, thoughtful updates, and an incredible backyard that's hard to find. Beautiful hardwood floors, custom-built kitchen cabinetry, a formal dining room, spacious living room, and a versatile bonus room perfect for a home office, study, or playroom. Upstairs features a generously sized primary

  Tobie Moore Keller Williams Legacy Group

  1201 Florence St, Ashland, KY 41101
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  $349,500

  $5K PRICE DROP

  • 5 Beds
  • 5.5 Baths
  • 4,294 Sq Ft

  2637 Central Pkwy, Ashland, KY 41102

  Rarely does a home offer this much space, versatility, and character all under one roof. Nestled among mature trees and overlooking a private wooded backyard just seconds from Hager Elementary School, 2637 Central Parkway delivers an exceptional opportunity with 5 bedrooms, 5 full baths, 1 half bath, a 3-car garage, and an impressive floorplan designed to accommodate a variety of lifestyles. From

  Christopher Hutchinson ll Keller Williams Legacy Group

  2637 Central Pkwy, Ashland, KY 41102
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  /16

  $159,900

  $15K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,166 Sq Ft

  140 New Hampshire Dr, Ashland, KY 41101

  Charming ranch home located at 140 New Hampshire Drive in Ashland. This 3-bedroom, 1-bath home offers comfortable one-level living with a functional layout. Built in 1959, the home features an attached 1-car garage for added convenience. The unfinished walkout basement provides excellent storage and future potential for additional living space. Situated on a quiet street, this property is ideal

  Tobie Moore Keller Williams Legacy Group

  140 New Hampshire Dr, Ashland, KY 41101
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  /21

  $159,000

  • 2 Beds
  • 1 Bath
  • 912 Sq Ft

  616 Central Ave, Ashland, KY 41101

  Turn Key Investment Opportunity in the Heart of Downtown Ashland- Fully Furnished! Whether you’re looking to expand your rental portfolio, launch an Airbnb, or a place to call home, this fully furnished 2 bedroom, 1 bath home checks all the boxes. Situated on Central Avenue just steps from the Ashland Town Center and surrounded by shopping, dining, entertainment, and downtown amenities, this

  Sydney Powers The Agency

  616 Central Ave, Ashland, KY 41101
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  /15

  $134,900

  • 2 Beds
  • 1 Bath
  • 1,144 Sq Ft

  230 Mcknight St, Ashland, KY 41102

  Tucked away in the heart of Westwood, this beautifully renovated 1.5 story log home offers the perfect blend of rustic charm and modern updates. Situated on over an acre of level land, there's plenty of room to relax, entertain or expand. Step inside to find a updated kitchen, along with all new flooring on lower level. Enjoy year round comfort with new central heat and air, and peace of mind

  Colleen Stark HENSLEY REALTY COMPANY

  230 Mcknight St, Ashland, KY 41102
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  /49

  $179,900

  • 4 Beds
  • 3 Baths
  • 2,444 Sq Ft

  1404 Nichols Place, Ashland, KY 41101

  Welcome to 1404 Nichols Place, Ashland, KY 41101! Priced at $179,900, this spacious 4-bedroom, 3-bath home offers comfort, convenience, and recent updates in a desirable location. The updated kitchen provides a fresh, modern space for cooking and gathering, while the renovated main bathroom adds style and functionality. With plenty of room for family, guests, or a home office, this home is

  Lisa Fischer Keller Williams Legacy Group

  1404 Nichols Place, Ashland, KY 41101
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  /33

  $149,000

  $30K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  104 Jeffrey Ct Unit WW, Ashland, KY 41101

  Welcome home to this spacious & inviting brick home located on a quiet cul-de-sac. This ranch brick offers 4 bedrooms, 2 full baths, living room with fireplace, dining room area & fully equipped kitchen. In the basement area is another kitchen, large family room with gas logs, the 4th bedroom and the second full bath, along with another large room that could be for storage or home gym. Home also

  Diana Ruley DEE'S REAL ESTATE SERVICE

  104 Jeffrey Ct Unit WW, Ashland, KY 41101
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  /19

  $119,900

  $40K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,632 Sq Ft

  341 31st St, Ashland, KY 41101

  Investor opportunity with this turnkey duplex with strong income potential This solid 1,632 sq ft duplex features two units each offering 2 bedrooms and 1 full bath. A great opportunity for both investors and owner occupants. Each unit provides a functional layout with comfortable living areas and nicely sized bedrooms. The property offers separate entrances making it ideal for generating rental

  William Klaiber Century 21 Homes and Land

  341 31st St, Ashland, KY 41101
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  /32

  $325,000

  $65K 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

  714 Bellefonte Princess Rd, Ashland, KY 41101
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  /19

  $199,900

  $7K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 1,680 Sq Ft

  2317 Main St W Unit WW, Ashland, KY 41102

  Charming two-bedroom home located close to schools on a spacious corner lot. The property features a large family room, two gas fireplaces, and a partial unfinished basement offering plenty of storage or future expansion potential. The hoe also includes a two-car detached garage with a separate one-bedroom apartment perfect for guests, rental income, or extended family. Enjoy the completely

  Mary Sparks Ross Real Estate Services

  2317 Main St W Unit WW, Ashland, KY 41102
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  /20

  $279,000

  • 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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  /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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  $149,000

  • 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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  /37

  $229,900

  • 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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  /46

  $199,900

  • 3 Beds
  • 2 Baths
  • 1,916 Sq Ft

  313 Bellefonte Princess Rd, Ashland, KY 41101

  Perched on over an acre in the heart of Bellefonte, this charming cottage offers breathtaking million-dollar views, timeless character, thoughtful updates, and room to make it your own. From the welcoming foyer with a cozy gas fireplace to the unique hardwood floors that tell a story of their own, this home has managed to preserve its historic charm while benefiting from updates throughout. The

  Ashley Marcum RE/MAX Realty Connection, LLC

  313 Bellefonte Princess Rd, 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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  /35

  $152,500

  • 2 Beds
  • 1 Bath
  • 1,195 Sq Ft

  2419 S 29th St, Ashland, KY 41102

  Well-maintained home offering the convenience of one-floor living! This 2-bedroom, 1 full bath home features a flexible upstairs space that could easily be used as a 3rd bedroom, office, storage, hobby area, or additional living space. The spacious kitchen offers room for an eat-in dining setup, while the washer and dryer are neatly hidden behind cabinet doors — no need to go to the basement for

  Susan Arnett Ross Real Estate Services

  2419 S 29th St, Ashland, KY 41102
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  /4

  $150,000

  111038 Broadway Dr, Ashland, KY 41102

  Disregard listing price. Property will be sold at auction. Outstanding investment opportunity featuring a 6-unit trailer park with strong income-producing potential. This property offers a combination of HUD-supported tenants and lot rentals, providing investors with steady cash flow and long-term investment potential. Property will be sold by public auction ending Tuesday, July 14th at 6PM.

  Woodrow Wilson Wilson Real Estate & Auction Service, Inc.

  111038 Broadway Dr, Ashland, KY 41102
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  /30

  $229,000

  $10K PRICE DROP

  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

  $207,000

  $8K 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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  /49

  $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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  /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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  /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

  $289,900

  • 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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  /49

  $378,700

  • 5 Beds
  • 4 Baths
  • 4,403 Sq Ft

  4947 Robin Hood Dr, Ashland, KY 41101

  Space, Style, and Sunrooms – Your Turnkey 5-BR Dream Condo Awaits! Imagine coming home to a property that checks every single box on your wish list. Spread across three beautifully finished levels, this massive 5-bedroom, 4-full-bath condo offers rare flexibility for large families, frequent guests, or an ideal work-from-home setup. Step inside to find a home that feels incredibly fresh, boasting

  Christie Addington EXP Realty, LLC

  4947 Robin Hood Dr, Ashland, KY 41101
• 

  

  /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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  /35

  $235,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,440 Sq Ft

  4040 Jones Ave, Ashland, KY 41101

  Conveniently located in Ashland, this 3-bedroom, 2-bath home offers comfortable living with easy access to shopping, dining, schools, and local amenities. The home features a functional layout with plenty of space for everyday living. Outside, you'll find an above-ground pool and a storage shed for added convenience. Whether you're looking for your first home, downsizing, or adding to your

  Kimberly Cook ADVANTAGE PLUS REALTY

  4040 Jones Ave, Ashland, KY 41101
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  /16

  $168,500

  $11K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 800 Sq Ft

  3265 Ridgeway Dr, Ashland, KY 41102

  This charming ranch-style brick home located in Ashland, Kentucky offers comfortable living with a convenient location close to shopping, dining, schools, and other local amenities. The home features 2 bedrooms and 1 full bath, providing an efficient and functional layout. Situated on a spacious lot, there is plenty of room for outdoor activities, gardening, and entertaining. A storage shed adds

  Ervena Howard ADVANTAGE PLUS REALTY

  3265 Ridgeway Dr, Ashland, KY 41102
• 

  

  /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
• 

  

  /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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