Ashland, KY Homes for Sale under $400,000

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  /2

  $124,900

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

  Tract 2 Skyline Acres, Ashland, KY 41102

  

  Angela Coovert

  Ross Real Estate Services

  Tract 2 Skyline Acres, Ashland, KY 41102
• Explore Ashland

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  /34

  $384,000

  $5K 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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  /27

  $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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  /22

  $169,900

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

  1037 Geiger Ln, Ashland, KY 41101

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

  Teresa Brown CENTURY 21 Advantage Realty

  1037 Geiger Ln, Ashland, KY 41101
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  /50

  $319,000

  $30K PRICE DROP

  • 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

  $399,000

  $16K PRICE DROP

  • 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 lots of storage, and a formal dining room perfect for hosting gatherings and special occasions. Upstairs, you

  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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  /28

  $109,900

  $10K PRICE DROP

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

  3013 Simpson Rd, Ashland, KY 41101

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

  Teresa Brown Century 21 Advantage Realty

  3013 Simpson Rd, Ashland, KY 41101
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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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  /14

  $134,750

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

  2409 Hilton Ave, Ashland, KY 41101

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

  Ryan Keeton EXP Realty, LLC

  2409 Hilton Ave, Ashland, KY 41101
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  /31

  $115,000

  • 2 Beds
  • 1 Bath
  • 840 Sq Ft

  2035 Moore St, Ashland, KY 41101

  The updates are done—now it's time to enjoy the lifestyle. Freshly painted and thoughtfully maintained, this charming 2-bedroom, 1-bath Ashland home is ready for its next owner. Major improvements have already been completed, including a NEW HVAC system in 2018, a NEW roof in 2023, and a NEW refrigerator in 2024, giving you confidence in the home's most important features. Start your mornings on

  Heather Hensley CENTURY 21 Excellence Realty

  2035 Moore St, Ashland, KY 41101
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  /30

  $189,900

  • 3 Beds
  • 2 Baths
  • 1,145 Sq Ft

  1545 Fairfax Dr, Ashland, KY 41101

  Completely remodeled and full of charm, this 3-bedroom, 2-bath home is ready for its next owner! Thoughtfully designed with comfort and convenience in mind. Offering everything needed for daily living on the main floor, including a generously sized laundry room that provides plenty of space for storage and organization. The functional layout creates a versatile living arrangement that easily

  Logan Fraley-Wallace EXECUTIVE PROPERTIES, LLC

  1545 Fairfax Dr, Ashland, KY 41101
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  /22

  $224,900

  • 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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  /13

  $139,000

  $11K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,280 Sq Ft

  1910 Hilton Ave, Ashland, KY 41101

  Only one block from the main central to Central Park and 4 blocks from KDMC this is a great location. Hardwood floors, carriage house type garage, fenced in back yard. Call Today!

  Tom Kouns Ross Real Estate Services

  1910 Hilton Ave, Ashland, KY 41101
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  /17

  $155,000

  $4K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 2,544 Sq Ft

  3804 Greenway Rd, Ashland, KY 41102

  Welcome to 3804 Greenway Road in Ashland KY! Location, location location! This 3 bed 1.5 bath home sits in an excellent neighborhood in the old orchard area of Ashland! This home has tons of potential with 3 beds and potential for a 4th on the main floor, a large finished basement with a separate kitchenette, as well as a large bonus room off the back and a nice large lot this home could be

  Madison Slone Thomas Realty Company

  3804 Greenway Rd, 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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  /16

  $144,500

  $15K PRICE DROP

  • 2 Beds
  • 2 Baths
  • 1,536 Sq Ft

  2711 Beech St, Ashland, KY 41102

  Unique opportunity with flexibility built in. This ONE FLOOR PLAN home is currently configured as two separate living spaces, offering options for multi-generational living, rental income, or an easy conversion back to a single-family layout. The front unit features 2 bedrooms, a full bath, a comfortable living room, kitchen, and dining area with a functional flow. The rear unit is set up as an

  Christopher Hutchinson ll Keller Williams Legacy Group

  2711 Beech St, Ashland, KY 41102
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  /27

  $159,000

  • Land
  • 4.86 Acres
  • $32,716 per Acre

  0 Rolling Hills, Ashland, KY 41102

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

  Natasha Lawless Better Homes and Gardens Real Estate Central.

  0 Rolling Hills, Ashland, KY 41102
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  /24

  $159,000

  • 3 Beds
  • 1.5 Baths
  • 1,703 Sq Ft

  1106 Russell St, Ashland, KY 41101

  Don't miss this charming home! Much larger than it appears, this home offers 3 bedrooms, 1 full bath, and 1 half bath. The kitchen features stainless steel appliances and a cozy eat-in dining area. The partially finished basement provides additional living space that could be used as a family room, recreation area, or home office. French doors lead to the small, low-maintenance backyard, making

  Susan Arnett Ross Real Estate Services

  1106 Russell St, 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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  /11

  $150,000

  731 Sallie Dr, Ashland, KY 41102

  Disregard listing price. Property will be sold at auction. Excellent opportunity to purchase two properties on one parcel in Ashland, KY. This offering includes a single-family home and a single-wide trailer, providing immediate income potential with additional upside. The property at 731 Sallie Drive is currently tenant-occupied with a monthly rental income of $1,200, equating to $14,400 in

  Woodrow Wilson Wilson Real Estate & Auction Service, Inc.

  731 Sallie Dr, Ashland, KY 41102
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  /38

  $179,000

  $14K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,644 Sq Ft

  3001 S 29th St, Ashland, KY 41102

  This classic two-story home just got even better. Recent improvements include a brand-new half bath on the main level, an upgraded electrical panel, and enhancements to the beautiful fireplace—adding both function and comfort while preserving the home’s character. From the welcoming front porch, step into a spacious living room with tall ceilings, original wood trim, and abundant natural light.

  Tobie Moore Keller Williams Legacy Group

  3001 S 29th St, Ashland, KY 41102
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  /11

  $110,000

  • 4 Beds
  • 2 Baths
  • 1,568 Sq Ft

  3409 S 29th St, Ashland, KY 41102

  Great opportunity for investors or buyers looking to build equity! This fixer-upper offers 4 bedrooms and 2 full bathrooms, with the potential for a 5th bedroom. The home features off-street parking with multiple spaces available in the rear. With a little vision and TLC, this property could truly shine!

  Jess Staten ADVANTAGE PLUS REALTY

  3409 S 29th St, Ashland, KY 41102
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  /33

  $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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  /22

  $149,500

  $5K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 1,656 Sq Ft

  2728 Joel St, Ashland, KY 41102

  Comfortable, functional, move in ready, and seconds from Ashland Middle School - this one floor plan friendly home offers the features today's buyers are searching for. With 3 bedrooms, 2 full baths, and a thoughtfully designed layout, this home combines everyday convenience with inviting spaces both inside and out. The spacious primary suite provides a private retreat complete with its own full

  Christopher Hutchinson ll Keller Williams Legacy Group

  2728 Joel St, Ashland, KY 41102
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  /22

  $165,000

  $15K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,442 Sq Ft

  5421 Bybee Rd, Ashland, KY 41102

  Come see this solid-built ranch style home with 3 beds and 2 baths. This home is in a quiet neighborhood with plenty of mature shade trees and sits on a spacious third of an acre lot that offers plenty of room for pets and kids to play. The back yard is a private oasis with swimming pool, covered patio and also includes a storage shed. Conveniently located close to downtown Ashland, Cannonsburg,

  Tyler Chamings NextHome Realty Experts

  5421 Bybee Rd, Ashland, KY 41102
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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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  /48

  $129,900

  • 3 Beds
  • 2 Baths
  • 1,365 Sq Ft

  16122 Ellington Run Rd, Ashland, KY 41102

  Charming 1982 Clayton singlewide located on approximately 1.59 acres (m/l) in Boyd County. This home offers great potential with some updates needed, making it a perfect fixer-upper or renovation project. The kitchen features a convenient pantry and a utility room just off the kitchen for added convenience. An add-on provides extra space for your needs. Enjoy relaxing evenings on the front porch

  Sheila Marcum Century 21 Advantage Realty

  16122 Ellington Run Rd, Ashland, KY 41102
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  /36

  $189,000

  • 3 Beds
  • 1 Bath
  • 1,653 Sq Ft

  812 Bellefonte Princess Rd, Ashland, KY 41101

  ATTENTION INVESTORS!! This lovely ranch home near the Bellefonte city line needs wall repairs made where it was struck by a vehicle. It has much more to offer, pool, garage/apartment. Call today!

  Mark Breeding RE/MAX Realty Connection, LLC

  812 Bellefonte Princess Rd, Ashland, KY 41101
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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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  /49

  $235,000

  $10K 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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  /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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  /26

  $129,900

  • 2 Beds
  • 1 Bath
  • 825 Sq Ft

  1400 Highland Ave, Ashland, KY 41101

  Looking for a home that's move-in ready and full of potential? Welcome to this charming 2-bedroom, 1-bath home located at 1400 Highland Avenue in Westwood. This home features a comfortable living room that connects to the dedicated dining area, creating a practical and welcoming space for everyday living. The recently remodeled bathroom adds a fresh and modern touch, while the kitchen

  Logan Fraley-Wallace EXECUTIVE PROPERTIES, LLC

  1400 Highland Ave, Ashland, KY 41101
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  /19

  $205,000

  Open Sun 2PM - 4PM $15K 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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  /33

  $189,900

  2321 Hilton Ave, Ashland, KY 41101

  Location plus character with updates! This duplex would be a great investment as an Airbnb, mid-term rental, long term rental or live in one and lease the other. Close proximity to UKKD and downtown. Each unit has 2 bedrooms, 1 bath, kitchen/dining area, living area. Downstairs has access to unfinished basement and the upstairs has access to the walk up attic. Main floor unit has a nice laundry

  Missi Adkins Ross Real Estate Services

  2321 Hilton Ave, Ashland, KY 41101
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  /43

  $267,000

  Open Sun 2PM - 4PM $18K 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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  /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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  /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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