Ashland, KY Homes for Sale under $500,000

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  /34

  $389,000

  • 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

  (606) 717-1294

  406 Bellefonte Princess Rd, Ashland, KY 41101
• Explore Ashland

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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

  (606) 712-1559

  0 27th Block of Carter Ave, Ashland, KY 41101
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  /25

  $349,900

  • 5 Beds
  • 4 Baths
  • 3,955 Sq Ft

  4700 Canterbury Ct, Ashland, KY 41101

  Spacious 5-Bedroom Home with Walkout Basement & Dual Decks – Perfect for Entertaining! This expansive 5-bedroom, 2 full and 2 half bath, 2-story home offers incredible space and versatility, complete with a finished walkout basement and a built-in 2-car garage. The main level features a modern kitchen equipped with stainless steel appliances and a breakfast bar, seamlessly connected to the cozy

  

  Angela Coovert

  Ross Real Estate Services

  (606) 709-9652

  4700 Canterbury Ct, Ashland, KY 41101
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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

  (606) 617-5178

  3449 13th St, Ashland, KY 41102
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  /27

  $349,900

  • 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

  $349,000

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

  1428 Holly Hill Ct, Ashland, KY 41102

  Tucked away on a quiet court in the desirable Cedar Knoll Heights subdivision, this beautifully maintained home blends quality craftsmanship, thoughtful updates, and inviting indoor and outdoor living spaces in a location that keeps you close to everything while still feeling like a peaceful retreat. Step inside to find warm wood flooring, stunning custom woodworking, solid wood doors, and a

  Allison Goble RE/MAX Realty Connection, LLC

  1428 Holly Hill Ct, Ashland, KY 41102
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  /50

  $415,000

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

  7329 High Point Ct, Ashland, KY 41102

  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 countertops, and a formal dining room perfect for hosting gatherings and special occasions. Upstairs, you will find four spacious

  Allison Goble RE/MAX Realty Connection, LLC

  7329 High Point Ct, Ashland, KY 41102
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  /22

  $379,900

  • 5 Beds
  • 3 Baths
  • 3,650 Sq Ft

  1788 Drop Tine Ln, Ashland, KY 41102

  You won't want to miss this one that has it all! Quality construction, ideal location, tasteful deign, and all the space you need. This home has 3 bedrooms, 2 baths on the main level and an additional 2 bedrooms and 1 bath in the finished basement. There are also living areas and a kitchen area on both levels. You'll find lots of features like a beautiful deck, 2 car garage with workshop area,

  Paul Morgan Ross Real Estate Services

  1788 Drop Tine Ln, Ashland, KY 41102
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  /38

  $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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  /47

  $495,000

  $134K PRICE DROP

  • 5 Beds
  • 4.5 Baths
  • 3,625 Sq Ft

  74 Muncy Ln, Ashland, KY 41102

  In the heart of Eastern Kentucky, this 7-acre "Dream Farm" perfectly balances authentic farmhouse charm with agricultural infrastructure and rare, self-sufficient resource wealth. Located just 15 minutes from the interstate, hospitals, and shopping, this homestead offers the ultimate luxury of seclusion without isolation. The center of this working farm is a spacious 5-bedroom, 4-full-bath

  Christie Addington EXP Realty, LLC

  74 Muncy Ln, Ashland, KY 41102
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  /18

  $274,900

  • 4 Beds
  • 2 Baths
  • 2,508 Sq Ft

  3116 Calvin St, Ashland, KY 41102

  Brick Ranch located in "Midland Heights" area, one of Ashland's most desirable neighborhoods. Main floor offers 4 bedrooms and 2 full bathrooms. Gas stovetop, gas log fireplace in the dining room. Master bedroom has two closets, makeup area, and private master bathroom. Partially finished basement with an unfinished area for extra storage. Enjoy the deck out back and a storage shed for extra

  Connor Perry ADVANTAGE PLUS REALTY

  3116 Calvin St, Ashland, KY 41102
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  /26

  $204,900

  • 3 Beds
  • 2 Baths
  • 1,285 Sq Ft

  2616 Monroe St, Ashland, KY 41102

  Wait, what?! The transformation of this home is incredible! This beautifully updated 3-bedroom, 2 full-bath home offers modern style and thoughtful upgrades throughout. Improvements include new siding, the addition of a third bedroom, new kitchen cabinets, appliances, flooring, and a new hot water tank—just a few of the many improvements made to this home. Inside, you'll find charming barn doors

  Susan Arnett Ross Real Estate Services

  2616 Monroe St, Ashland, KY 41102
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  /32

  $269,999

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

  1570 Prospect Place, Ashland, KY 41101

  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 been completely

  Thelma Lansang Fathom Realty LLC

  1570 Prospect Place, Ashland, KY 41101
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  /45

  $362,500

  • 4 Beds
  • 4 Baths
  • 3,401 Sq Ft

  108 New Hampshire Dr, Ashland, KY 41101

  Welcome to this spacious and well-maintained 4 bedroom brick Cape Cod, offering the perfect blend of comfort, functionality, and flexibility. With multiple living areas and a finished walkout basement, this home provides room to live, work, and entertain with ease. The main level features a bright and inviting layout with beautiful wood flooring throughout the first floor. Two bedrooms are

  Christie Addington EXP Realty, LLC

  108 New Hampshire Dr, Ashland, KY 41101
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  /43

  $450,000

  • 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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  /50

  $214,500

  • 5 Beds
  • 2 Baths
  • 2,986 Sq Ft

  812 Windsor Ct, Ashland, KY 41101

  THIS HOME IS FULL OF CHARM & CHARACTER! You’re going to fall in love with this beautiful 3-story historic home offering approximately 2,986 sq ft, 4BR’s and 2 full bathrooms right in the heart of downtown! If you appreciate the craftsmanship and warmth that only older homes can offer, this one is truly special. From the gorgeous original woodwork to the spacious rooms and timeless character

  Cindy Conley-Jones Keller Williams Legacy Group

  812 Windsor Ct, Ashland, KY 41101
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  /50

  $442,000

  $17K 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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  /33

  $234,500

  $15K 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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  /33

  $264,500

  $10K PRICE DROP

  • 3 Beds
  • 2.5 Baths
  • 1,678 Sq Ft

  1318 Cannonsburg Rd, Ashland, KY 41102

  Space, functionality, and location all in one. This 3 bed, 2.5 bath home sits on 3+/- beautiful acres in a highly convenient setting just seconds from restaurants, shopping, everyday amenities, and easy access to i64. Designed with a one floor plan friendly layout, the home offers flexibility and comfort for a wide range of buyers. Inside, you’ll find gorgeous wood floors, a warm and inviting

  Christopher Hutchinson ll Keller Williams Legacy Group

  1318 Cannonsburg Rd, Ashland, KY 41102
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  /37

  $229,000

  $11K 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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  /49

  $245,000

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

  1121 Forest Ct, Ashland, KY 41101

  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 on the screened in porch or entertain family and friends on the expansive

  Kristen Crum RE/MAX Realty Connection, LLC

  1121 Forest Ct, Ashland, KY 41101
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  /25

  $242,500

  • 3 Beds
  • 2 Baths
  • 1,667 Sq Ft

  7404 Nekirk Rd, Ashland, KY 41102

  BRICK RANCH + BACKYARD POOL OASIS IN BOYD COUNTY! Updated 3-bedroom, 2-bath brick ranch in a highly convenient Boyd County location just minutes from shopping, dining, the hospital, and everyday amenities. This move-in-ready home offers excellent flow with a comfortable open kitchen and living area designed for both daily living and entertaining. The kitchen features top-of-the-line stainless

  Sydney Powers The Agency

  7404 Nekirk Rd, Ashland, KY 41102
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  /45

  $275,000

  $10K PRICE DROP

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

  162 W Meadowbrook St, Ashland, KY 41102

  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 cabinetry, all newer appliances, and a dining area that flows perfectly for everyday living or entertaining. The spacious living room

  Amber Young RE/MAX Realty Connection, LLC

  162 W Meadowbrook St, Ashland, KY 41102
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  /50

  $339,900

  $10K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,438 Sq Ft

  2820 Hampton St, Ashland, KY 41101

  Welcome to this beautifully renovated 2,438 sq ft home in desirable South Ashland! Thoughtfully updated from top to bottom, this property features all new wiring, plumbing, HVAC systems, flooring, drywall, and completely remodeled kitchen and bathrooms—offering peace of mind and modern comfort. With four spacious bedrooms and two full baths, this home provides plenty of room to spread out. The

  Shane Craig Prime Realty

  2820 Hampton St, Ashland, KY 41101
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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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  /26

  $259,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,185 Sq Ft

  4851 Richardson Rd, Ashland, KY 41101

  Welcome to 4851 Richardson Road - a fully renovated, move-in-ready home set in a peaceful, wooded setting just minutes from Ashland conveniences. This thoughtfully updated property blends modern design with everyday functionality. Inside, you’ll find an open, light-filled layout with updated flooring, neutral finishes, and contemporary lighting throughout. The stylish kitchen features crisp white

  Curtis Scott Duvall, ll Impact Realty Group LLC

  4851 Richardson Rd, Ashland, KY 41101
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  /46

  $452,500

  $10K PRICE DROP

  • 5 Beds
  • 3.5 Baths
  • 4,286 Sq Ft

  601 Leaf Ct, Ashland, KY 41101

  Welcome to your dream home in the highly sought-after Eden Place neighborhood. This stunning 5-bedroom, 3.5-bathroom residence offers an ideal blend of modern updates and a prime location. The main floor features beautiful tile floors throughout and a seamless layout that leads into a remodeled kitchen and updated bathrooms. The home is equipped with a comprehensive surround sound system that

  Christie Addington EXP Realty, LLC

  601 Leaf Ct, Ashland, KY 41101
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  /24

  $289,900

  • 5 Beds
  • 4 Baths
  • 2,570 Sq Ft

  4823 Crittenden Dr, Ashland, KY 41101

  Tucked away in a quiet, walkable neighborhood just seconds from Charles Russell Elementary School, this beautifully updated and remodeled 5 bedroom, 2 full bath, 2 half bath home offers the perfect blend of space, comfort, and convenience! Featuring a desirable first floor master suite, this home was designed with both functionality and everyday living in mind. The newly updated kitchen offers a

  Christopher Hutchinson ll Keller Williams Legacy Group

  4823 Crittenden Dr, Ashland, KY 41101
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  /44

  $354,500

  • 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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  /50

  $439,000

  • 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 and believed ro be the first brick home on Lexington Avenue, 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

  Gary Donalson RE/MAX Realty Connection, LLC

  2116 Lexington Ave, Ashland, KY 41101
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  /19

  $207,000

  • 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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  /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

  $212,000

  $3K 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

  $225,000

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

  395 W Central Ave Unit WW, Ashland, KY 41101

  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 the moment you arrive. Inside, the main level

  Amber Young RE/MAX Realty Connection, LLC

  395 W Central Ave Unit WW, 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
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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

  $245,000

  • 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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