Ashland, KY Homes for Sale under $500,000

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  $399,000

  • 4 Beds
  • 2.5 Baths
  • 2,530 Sq Ft

  6051 Rachels Way, Ashland, KY 41102

  Welcome home to this beautifully designed 4-bedroom residence, perfectly situated on a peaceful dead-end road offering privacy and minimal traffic. Nestled on a generous 0.86-acre lot, this property provides the ideal balance of spacious indoor living and outdoor enjoyment. Step inside to an inviting open-concept floor plan where the living, dining, and kitchen areas flow seamlessly

  

  Alison Christie

  Ross Real Estate Services

  6051 Rachels Way, Ashland, KY 41102
• Explore Ashland

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  /8

  $450,000

  • Land
  • 1.26 Acres
  • $357,143 per Acre

  3449 13th St, Ashland, KY 41102

  Commercial Zoning: Approximately 1.26+/- acres with approximately 295' Road Frontage on 13th St., aka US 60, which is the main highway leading into and out of Ashland, KY. Traffic count ranging from 16,800 to 20,637 per the Transportation of Ky as of 2015. Possible Dual Entrance from Road Frontage and Side Entrance from Stella Dr. Electric, Water, Sewer, and Gas already on property. Empty lots

  

  Vanessa Vale Team

  LPT Realty

  3449 13th St, Ashland, KY 41102
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  $379,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,285 Sq Ft

  406 Bellefonte Princess Rd, Ashland, KY 41101

  This beautifully maintained 4-bedroom home is situated on a stunning one-acre lot with gorgeous landscaping and mature perennial gardens. This inviting property offers a spacious and functional layout featuring a primary ensuite conveniently located on the main floor, a large living room complete with a gas fireplace, two comfortable family rooms including one with a wood burning fireplace, and a

  

  Alison Christie

  Ross Real Estate Services

  406 Bellefonte Princess Rd, 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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  /36

  $279,900

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

  2926 Lucille St, Ashland, KY 41102

  Beautifully maintained 3-bedroom, 3-bath brick ranch with full basement situated on a large lot with a fully fenced back yard and inviting outdoor living spaces, including a front patio and covered side porch perfect for relaxing or entertaining. Step inside to a spacious living room filled with natural light, highlighted by a bay window and gas log fireplace. The home features gleaming original

  Teresa Brown Century 21 Advantage Realty

  2926 Lucille St, Ashland, KY 41102
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  /44

  $315,000

  • 4 Beds
  • 2 Baths
  • 2,060 Sq Ft

  7844 Tucker Rd, Ashland, KY 41102

  Welcome to this beautiful home on Tucker Road in the Summit area of Ashland, Kentucky, built in 2011 and offering just over 2,000+/- square feet of living space. Featuring an open concept layout, vaulted ceilings, shiny hardwood floors, and quality finishes throughout, this home blends comfort, functionality, and style in a convenient Boyd County location just minutes from Malibu Jack’s and

  Allison Goble RE/MAX Realty Connection, LLC

  7844 Tucker Rd, Ashland, KY 41102
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  $329,000

  $21K PRICE DROP

  • 5 Beds
  • 3 Baths
  • 3,193 Sq Ft

  3407 Slem St, Ashland, KY 41102

  Beautiful 5 bedrooms, 3 bath home near Blazer High School. Awesome hard wood floors thru out the mail level of the home. Crown molding through out the house. Beautiful 15x15 Florida room off the dining room. House sets on a mature tree studded corner lot with black split rail fence. Circle drive with lots of parking.

  Tom Kouns Ross Real Estate Services

  3407 Slem St, Ashland, KY 41102
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  /50

  $389,000

  Open Sun 2PM - 4PM $26K PRICE DROP

  • 5 Beds
  • 4 Baths
  • 3,081 Sq Ft

  7329 High Point Ct, Ashland, KY 41102

  New Price! Moving sale is complete! Keys at Closing! ***Open House Sunday August 9th from 2:00-4:00. Agents also welcome!*** This impeccably kept multi-level home in the desirable Hickory Hills subdivision offers space, flexibility, and thoughtful details throughout. Step inside to a bright and welcoming main level featuring a sunroom filled with natural light, an eat in kitchen with granite

  Allison Goble RE/MAX Realty Connection, LLC

  7329 High Point Ct, Ashland, KY 41102
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  /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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  $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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  /43

  $365,000

  $85K PRICE DROP

  • 4 Beds
  • 5 Baths
  • 3,456 Sq Ft

  420 Brookfield Farm, Ashland, KY 41101

  Welcome to your own private retreat on over 2 acres in the heart of Greenup County! This spacious 4-bedroom, 3 full bath, 2 half bath log cabin offers the perfect blend of rustic charm, comfort, and endless potential. Featuring a finished basement, attached 2-car garage, and a stunning custom spiral staircase connecting the basement to the second floor, this home is filled with character and

  Daniel Trippett Prime Realty

  420 Brookfield Farm, Ashland, KY 41101
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  /45

  $209,000

  • 3 Beds
  • 1.5 Baths
  • 1,400 Sq Ft

  2109 Sharon Rd, Ashland, KY 41101

  Welcome home to this beautifully updated ranch, where modern finishes meet timeless charm. From the moment you arrive, you’ll appreciate the pride of ownership and meticulous care that shine throughout every inch of this property. The heart of the home is the stunning, with a fully updated kitchen featuring gorgeous stone countertops and a striking cherry wood island countertop adding warmth and

  Hannah Porter DEE'S REAL ESTATE SERVICE

  2109 Sharon Rd, Ashland, KY 41101
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  /50

  $429,900

  $29K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 3,062 Sq Ft

  3497 Boy Scout Rd, Ashland, KY 41102

  Welcome to your ultimate sanctuary! Perfectly positioned for ultimate convenience near US-60 and the UK-King's Daughters Medical Center, and just 15 minutes from Marathon Petroleum, this stunning brick and dryvit 4-bedroom, 3.5-bathroom residence blends timeless elegance with modern, turnkey updates. Step inside to discover beautiful, wood and tile flooring flowing seamlessly throughout the

  Christie Addington EXP Realty, LLC

  3497 Boy Scout Rd, Ashland, KY 41102
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  $229,500

  $20K PRICE DROP

  2913 & 2915 Bath Ave, Ashland, KY 41101

  Opportunity meets flexibility in this downtown duplex at 2913 & 2915 Bath Ave — a fully optimized income-producing property with multiple streams already in place. One side is a proven, high-performing Airbnb with over 215 glowing reviews, while the other provides stable long-term rental income... the perfect blend of cash flow and consistency. The Airbnb unit at 2913 is being sold completely

  Christopher Hutchinson ll Keller Williams Legacy Group

  2913 & 2915 Bath Ave, Ashland, KY 41101
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  /2

  $349,500

  • Land

  12536 Highway 60, Ashland, KY 41102

  Prime commercial opportunity awaits in Boyd County. This vacant lot is situated in a high-traffic corridor directly in front of Walmart and immediately behind Arby’s, ensuring unparalleled visibility and a steady stream of potential customers. With easy access to major highways and key local amenities, the property offers a versatile foundation for retail development, a franchise location, or a

  Christopher Hutchinson ll Keller Williams Legacy Group

  12536 Highway 60, Ashland, KY 41102
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  /37

  $215,000

  $25K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,898 Sq Ft

  5438 Don Rd, Ashland, KY 41102

  Tucked away at the end of a quiet dead-end street just outside the city limits, this inviting 4-bedroom, 2 full bath home offers the perfect blend of privacy and convenience. Step inside to an open-concept main floor where the spacious living and dining areas flow seamlessly into a beautifully designed kitchen, complete with granite countertops and a large center island—ideal for entertaining or

  Susan Arnett Ross Real Estate Services

  5438 Don Rd, Ashland, KY 41102
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  $229,900

  $15K PRICE DROP

  • 3 Beds
  • 3 Baths
  • 1,576 Sq Ft

  1121 Forest Ct, Ashland, KY 41101

  ***Open House Sunday July 12th from 2:00 - 4:00 PM. Agents also welcome!*** Beautiful two story, 3 bedroom, 3 bath home full of timeless character and classic charm, located in the highly desirable Forest Hills Subdivision. This inviting home areas offers spacious living areas, abundant natural light, and classic details that create a wam welcoming atmosphere throughout. Enjoy your morning coffee

  Kristen Crum RE/MAX Realty Connection, LLC

  1121 Forest Ct, Ashland, KY 41101
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  /19

  $210,000

  $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,070 Sq Ft

  2315 5th St W, Ashland, KY 41102

  Welcome home to this spacious brick beauty offering room to grow both inside and out! Located in Ashland, this 4-bedroom, 2.5-bath home features a partially finished walkout basement and a detached 2-car garage, giving you plenty of space for storage, hobbies, or additional living areas. Inside, you’ll find a functional layout with generous room sizes and endless potential to make it your own.

  Erica Smith Keller Williams Legacy Group

  2315 5th St W, Ashland, KY 41102
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  /43

  $267,000

  $18K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,570 Sq Ft

  162 W Meadowbrook St, Ashland, KY 41102

  This one is offically BACK ON THE MARKET through no fault of the Seller! If you missed it the first time around, here's your chance!! ONE LEVEL living with acreage, updates, and a peaceful setting? That combination is hard to find. Welcome to 162 Meadowbrook Rd. offering a quiet location, and move in ready updates throughout! Inside, you’ll find an updated kitchen with granite countertops, newer

  Amber Young RE/MAX Realty Connection, LLC

  162 W Meadowbrook St, Ashland, KY 41102
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  /37

  $214,500

  • 3 Beds
  • 2 Baths
  • 1,730 Sq Ft

  2933 Nolte St, Ashland, KY 41102

  Welcome home to this well-maintained, retirement-friendly brick ranch offering 1,730 square feet of comfortable one-floor living. This spacious home features 3 bedrooms, 2 full bathrooms, an oversized updated kitchen with abundant cabinet and counter space, a nice bright living room in addition to a family room, and a generously sized laundry room. The attached one-car garage provides added

  Cindy Conley-Jones Keller Williams Legacy Group

  2933 Nolte St, Ashland, KY 41102
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  $234,900

  $15K 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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  /31

  $269,000

  $10K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft

  415 Redbud Dr, Ashland, KY 41102

  Check out this centrally located brick ranch in Boyd County offering nearly 2,000 sq ft of versatile living space! Set on a hill with lovely views of the Summit area, the main level features 3 bedrooms, 1 full bath, formal living and dining areas, and a galley kitchen that flows directly into a spacious family room overlooking the private back deck. The walkout basement maximizes flexibility,

  Christie Giompalo Impact Realty Group

  415 Redbud Dr, Ashland, KY 41102
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  $339,500

  $15K 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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  $429,000

  $10K PRICE DROP

  • 4 Beds
  • 4 Baths
  • 3,246 Sq Ft

  2116 Lexington Ave, Ashland, KY 41101

  Discover the majestic beauty of this lovingly maintained historic home, perfectly positioned across from Central Park in the heart of downtown Ashland, Built in 1903, this timeless residence radiates character, warmth, and enduring elegance. Step onto the inviting front porch and take in the serene views of the park's fountains - an ideal setting for morning coffee or relaxing evenings. Inside,

  Gary Donalson RE/MAX Realty Connection, LLC

  2116 Lexington Ave, Ashland, KY 41101
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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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  /46

  $385,000

  • 4 Beds
  • 2.5 Baths
  • 2,283 Sq Ft

  116 Buena Vista Dr, Ashland, KY 41101

  Welcome home to this beautifully maintained 4-bedroom, 2.5-bath ranch offering the perfect blend of comfort, space, and outdoor living. Situated on a gorgeous half-acre lot in a highly desirable neighborhood, this move-in-ready home features an inviting open-concept floor plan designed for both everyday living and effortless entertaining. The spacious living areas flow seamlessly into the kitchen

  Heather Williams Bunch Real Estate Associates, LLC.

  116 Buena Vista Dr, Ashland, KY 41101
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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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  /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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  /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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  /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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  $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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  $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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  $359,900

  $19K PRICE DROP

  • 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
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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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  /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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  /16

  $309,900

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

  12524 Midland Trail Rd, Ashland, KY 41102

  Rarely does a property offer this level of privacy without sacrificing convenience. Tucked away on approximately 3 secluded acres in Boyd County, 12524 Midland Trail Road delivers the peaceful lifestyle you’ve been searching for while placing schools, Interstate 64, and everyday amenities just minutes away. Originally transformed through a complete remodel in 2015 and further enhanced by an

  Christopher Hutchinson ll Keller Williams Legacy Group

  12524 Midland Trail Rd, 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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  /39

  $299,000

  $61K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 3,272 Sq Ft

  114 Patton Dr, Ashland, KY 41101

  Welcome to 114 Patton Drive! Beautifully designed 4 Bedroom, 2 full bath home offering an open concept living space with modern finishes throughout. The fully equipped kitchen is designed for the cook in the family & the kitchen island offers plenty of space for the family to gather around. For those special family dinners there is a formal dining room conveniently located off the kitchen area.

  Diana Ruley DEE'S REAL ESTATE SERVICE

  114 Patton Dr, Ashland, KY 41101

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