Clark County KY Homes under $300,000

• 

  

  

  /25

  $250,000

  • 3 Beds
  • 2 Baths
  • 1,438 Sq Ft

  231 Leslie Dr, Winchester, KY 40391

  This adorable three-bedroom, two-bath home is ready for it's new owner to love! The open floor plan makes this home feel spacious and bright. The yard is perfect for family fun or entertaining.

  Destiny Darby Keller Williams Commonwealth

  231 Leslie Dr, Winchester, KY 40391
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  /61

  $249,900

  • 3 Beds
  • 1 Bath
  • 1,232 Sq Ft

  313 Snowden Dr, Winchester, KY 40391

  This charming mid-century home was completely renovated in 2022 and has been beautifully maintained. Step inside and enjoy the warmth of a cozy living room complete with a wood burning fireplace to keep warm on cool fall evenings. Around the corner, the kitchen gleams with stainless appliances, white cabinets and granite countertops. New tile flooring and new carpet completed the renovation

  Josh Wood Freedom Realty & Property Management

  313 Snowden Dr, Winchester, KY 40391
• 

  

  

  /40

  $275,000

  • 4 Beds
  • 2.5 Baths
  • 1,736 Sq Ft

  58 Fitch Ave, Winchester, KY 40391

  Fully Remodeled 4-Bedroom Home Across from College Park!Welcome to this beautifully remodeled 4-bedroom, 2.5-bath home perfectly located right across the street from College Park. From top to bottom, this home has been thoughtfully updated with modern finishes and a fresh, open layout ideal for comfortable living and entertaining.Step inside to find a light-filled interior

  Andrea Coughtry Lifstyl Real Estate

  58 Fitch Ave, Winchester, KY 40391
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  /62

  $269,950

  • 3 Beds
  • 2 Baths
  • 1,247 Sq Ft

  3614 Stamper Dr, Winchester, KY 40391

  Fully renovated to perfection, this exceptional home showcases high-end upgrades throughout. Enjoy newly installed windows, doors, and sleek flooring, all complemented by modern appliances and updated cabinetry. A brand-new deck creates the perfect spot for outdoor relaxation, while the freshly built storage building out back adds extra convenience. The attached garage offers attic access with

  Darrell Tackett Dream Maker Realty, LLC

  3614 Stamper Dr, Winchester, KY 40391
• 

  

  

  /29

  $252,500

  • 4 Beds
  • 2 Baths
  • 1,593 Sq Ft

  306 Snowden Dr, Winchester, KY 40391

  Home is quietly nestled within the Wesleyan Park subdivision just off the Winchester Bypass. While convenient location is obvious this home boast many updates throughout. Including flooring, appliances, New roof, HVAC, Water heater and so much more. Schedule your showing while you can!

  Michael Hilario The Agency

  306 Snowden Dr, Winchester, KY 40391
• 

  

  /14

  $265,000

  • 3 Beds
  • 2.5 Baths
  • 2,380 Sq Ft

  10 Upper St, Winchester, KY 40391

  Modern Ranch residence full un-finished basement, large lot.

  E. Clark Toleman Real Estate Appraisal Services

  10 Upper St, Winchester, KY 40391
• 

  

  /42

  $259,900

  • 4 Beds
  • 2 Baths
  • 1,750 Sq Ft

  9 Apache Trail, Winchester, KY 40391

  Beautiful remodeled move-in ready four bedroom, 2 full bath split foyer. Here are some of the updates: New LVP floors throughout entire home. New carpet on the stairs. New paint throughout home. New fan with remote in living room. Range dishwasher, & new refrigerator stay. New mirrors and lights above them in both baths. New garage door and garage door opener (with 2-year warranty). One side of

  Joyce Ratliff Tom Goebel & Company

  9 Apache Trail, Winchester, KY 40391
• 

  

  /32

  $259,900

  • 3 Beds
  • 2 Baths
  • 1,904 Sq Ft

  528 Estes Dr, Winchester, KY 40391

  Don't miss out on seeing this 3/2 brick ranch home in a convenient location to shopping, dining, parks, pool and more. Large open family room and kitchen with bamboo flooring. The kitchen has a large granite counter top island with newer stainless appliances and a gas range. This home is complete with an Aurora above ground pool for all the summer fun. The seller has already planted garden

  Josh Wood Freedom Realty & Property Management

  528 Estes Dr, Winchester, KY 40391
• 

  

  /42

  $239,000

  • 3 Beds
  • 2 Baths
  • 2,142 Sq Ft

  363 S Main St, Winchester, KY 40391

  ** Seller is offering a $10,000 credit at close with an acceptable offer!**Welcome to 363 South Main Street in the heart of Winchester, Kentucky! This charming 3-bedroom, 2-bath home offers the perfect blend of timeless character and modern convenience. Built in 1940, the home exudes classic appeal with thoughtful updates that meet today's lifestyle. With 2,142 square feet of living

  Zachary Otis HomeLand Real Estate Inc

  363 S Main St, Winchester, KY 40391
• 

  

  /20

  $205,000

  • 2 Beds
  • 2.5 Baths
  • 1,197 Sq Ft

  111 Quail Ridge Rd, Winchester, KY 40391

  Welcome Home - Comfortable Living or Smart Investment!Step into this inviting townhome, offering both spacious comfort and excellent investment potential. Featuring two bedrooms and two and a half bathrooms, this well-designed unit boasts a generous living area with a ventless fireplace, creating a warm, welcoming atmosphere.The home's layout connects the living room, dining area, and

  Kim Dice EXP Realty, LLC

  111 Quail Ridge Rd, Winchester, KY 40391
• 

  

  /25

  $289,000

  • 3 Beds
  • 2.5 Baths
  • 1,606 Sq Ft

  223 Bartram Ct, Winchester, KY 40391

  Incredible value in the highly desirable Oakmont subdivision! This completely remodeled 3 bedroom, 2.5 bath home is truly move-in ready with all new paint, flooring, and granite countertops in every bathroom and kitchen. The stylish kitchen shines with an abundance of cabinetry, updated appliances and tile backsplash, flowing into the dining area that overlooks the deck and oversized

  Jennifer Parsons RE/MAX Elite Lexington

  223 Bartram Ct, Winchester, KY 40391
• 

  

  /3

  $230,000

  • 3 Beds
  • 2 Baths
  • 1,836 Sq Ft

  106 W Hickman St, Winchester, KY 40391

  106 W Hickman St, Winchester, KY 40391This charming 11⁄2-story home is currently used as a rental and features 3 bedrooms and 2 bathrooms, offering plenty of space for comfortable living. The well-laid-out floor plan provides a welcoming atmosphere with ample natural light and a functional flow between rooms. Located in a convenient Winchester neighborhood, close to schools, shopping, and

  David Espinosa Bluegrass Realty Pros, Inc

  106 W Hickman St, Winchester, KY 40391
• 

  

  /3

  $251,000

  • 6 Beds
  • 3 Baths
  • 2,302 Sq Ft

  133 S Highland St, Winchester, KY 40391

  16 Central Ave, Winchester, KY 40391Prime multi-family investment in a great Winchester location! This 2-story property features two spacious rental units, both offering strong income potential. The first unit includes 3 bedrooms and 2 bathrooms, while the second unit offers 3 bedrooms and 1 bathroom—ideal for accommodating a range of tenant needs. With an established rental history and close

  David Espinosa Bluegrass Realty Pros, Inc

  133 S Highland St, Winchester, KY 40391
• 

  

  /3

  $290,000

  • 6 Beds
  • 4 Baths
  • 2,511 Sq Ft

  16 Central Ave, Winchester, KY 40391

  16 Central Ave, Winchester, KY 40391Excellent multi-family investment opportunity in a convenient Winchester location! This 11⁄2-story property features two spacious rental units, offering strong income potential. The first unit boasts 4 bedrooms and 3 bathrooms, providing ample space for larger households. The second unit includes 2 bedrooms and 1 bathroom, perfect for smaller families or

  David Espinosa Bluegrass Realty Pros, Inc

  16 Central Ave, Winchester, KY 40391
• 

  

  /3

  $224,000

  • 3 Beds
  • 1 Bath
  • 1,645 Sq Ft

  136 Alabama St, Winchester, KY 40391

  136 Alabama St, Winchester, KY 40391Charming 11⁄2-story home with investment potential! Currently used as a rental, this property offers 3 bedrooms and 1 bathroom, making it a great option for tenants seeking comfort and convenience. The home's layout features a spacious main level with living and dining areas, plus additional space upstairs. Located on a quiet street yet close to schools,

  David Espinosa Bluegrass Realty Pros, Inc

  136 Alabama St, Winchester, KY 40391
• 

  

  /19

  $270,000

  • 4 Beds
  • 2 Baths
  • 2,056 Sq Ft

  211 College St, Winchester, KY 40391

  Welcome to 211 College Street in Winchester, KY — a fantastic investment opportunity located just minutes from downtown! This charming duplex is currently being used as a rental and offers two spacious units, each featuring 2 bedrooms and 1 full bathroom. It also has a detached 1-car garage. With a strong rental history and separate entrances, this property is ideal for investors seeking

  David Espinosa Bluegrass Realty Pros, Inc

  211 College St, Winchester, KY 40391
• 

  

  /22

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,370 Sq Ft

  521 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  521 Acadia Way, Winchester, KY 40391
• 

  

  /20

  $225,000

  • 4 Beds
  • 2 Baths
  • 1,400 Sq Ft

  511 Acadia Way, Winchester, KY 40391

  This move in ready ranch home offering 4 bedrooms and 2 full bathrooms is ready for a new owner. This home is in an income restricted community, 80% of LIHTC for Clark County. Property offers brand new cabinets, countertops, appliances, flooring, fresh painting and more. Contact listing agent to receive the income limits for buyers to qualify to purchase property. Set up your showing today!

  Tyler I Back The Brokerage

  511 Acadia Way, Winchester, KY 40391
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  /28

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,053 Sq Ft

  228 Forest Ct, Winchester, KY 40391

  This brick ranch style home is located on a quiet cul-de-sac in the residential neighborhood of Forest Park. Enjoy leisurely living in this one level home featuring a 12 X 18 Florida room overlooking a private back yard. The location is minutes from Lexington Avenue and the family/fun Legacy Park. It is move in ready and if you are ready, you may be the next owner. Make an appointment today!

  Craig Bridgewater Bridgewater Real Estate

  228 Forest Ct, Winchester, KY 40391
• 

  /2

  $255,000

  • 4 Beds
  • 2 Baths
  • 2,732 Sq Ft

  206 S Maple St, Winchester, KY 40391

  Here's your chance to own a nice investment property. This duplex has a 2 bed 1 bath unit and a 2 bed 1 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

  David Espinosa Bluegrass Realty Pros, Inc

  206 S Maple St, Winchester, KY 40391
• 

  

  /12

  $295,000

  • 6 Beds
  • 4 Baths
  • 3,035 Sq Ft

  117 Linden Ave, Winchester, KY 40391

  Here's your chance to own a nice investment property. This duplex has a 3 bed 2 bath unit and a 3 bed 2 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

  David Espinosa Bluegrass Realty Pros, Inc

  117 Linden Ave, Winchester, KY 40391
• 

  

  /14

  $292,000

  • 6 Beds
  • 2 Baths
  • 3,196 Sq Ft

  124 S Burns Ave, Winchester, KY 40391

  Here's your chance to own a nice investment property. This duplex has a 3 bed 1 bath unit and a 3 bed 1 bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

  David Espinosa Bluegrass Realty Pros, Inc

  124 S Burns Ave, Winchester, KY 40391
• 

  

  /3

  $221,000

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

  223 W Hickman St, Winchester, KY 40391

  Here's your chance to own a nice investment property. This duplex has a 2 bed 1 bath unit and a 2 bed one bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

  David Espinosa Bluegrass Realty Pros, Inc

  223 W Hickman St, Winchester, KY 40391
• 

  

  /9

  $274,000

  • 5 Beds
  • 3 Baths
  • 2,384 Sq Ft

  135 Winn Ave, Winchester, KY 40391

  Here's your chance to own a nice investment property. This duplex has a 3 bed 2 bath unit and a 2 bed one bath unit. This property is part of a larger portfolio and you can mix and match properties to your liking. Reach out for the full list of properties. Do NOT disturb tenants.

  David Espinosa Bluegrass Realty Pros, Inc

  135 Winn Ave, Winchester, KY 40391
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  /34

  $235,000

  • 3 Beds
  • 2 Baths
  • 1,680 Sq Ft

  37 7th St, Winchester, KY 40391

  Check out this charming, well-maintained single-story brick ranch! Featuring 3 bedrooms, 2 full bathrooms, and a spacious living room, this home offers comfort and convenience. Recent updates over the past 10 years include a new HVAC system, roof, windows, water heater, and appliances. The oversized 2-car garage provides ample indoor parking, with additional off-street parking for two more

  Andrew Fugitt Coldwell Banker McMahan

  37 7th St, Winchester, KY 40391
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  /38

  $275,000

  • 4 Beds
  • 2 Baths
  • 1,924 Sq Ft

  217 Morris Rd, Winchester, KY 40391

  This is the one you've been waiting for! Room for the whole family with country charm just five minutes from the interstate. This 4-bedroom, 2-bath home features both a living room and a cozy den/family room, plus an open kitchen perfect for entertaining. Outside, enjoy an above-ground pool and a versatile tiny home/shed with plumbing and electric nearby—ideal as a man cave, she shed, or

  W Patrick Arvin Keller Williams Commonwealth

  217 Morris Rd, Winchester, KY 40391
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  /48

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,050 Sq Ft

  59 Holiday Rd, Winchester, KY 40391

  NEW PRICE! With limited inventory on the market, don't wait too long to view this brick ranch that offers comfort, updates, and a spacious outdoor area—all at an affordable price!This home features 3 bedrooms and 1 full bath, with fresh interior paint and newer laminate flooring for a clean, modern feel. The living spaces are filled with natural light, making the home feel warm and

  Kathy Burton Coldwell Banker McMahan

  59 Holiday Rd, Winchester, KY 40391
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  /7

  $270,000

  • Land
  • 0.84 Acre
  • $321,429 per Acre

  800 Interstate Dr, Winchester, KY 40391

  Visibility, Access, Utilities on site per seller/per plat buyer to verify, zoned B-3. .84 acres located and visible at I-64 exit 96, buyer to verify and satisfy themselves to all aspects and information on property and or inspections sold as is. Buyer to verify water, gas, and electric locations and availability.

  Whitney Ensor Ensor Real Estate, LLC

  800 Interstate Dr, Winchester, KY 40391
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  /21

  $202,500

  • 2 Beds
  • 2.5 Baths
  • 1,197 Sq Ft

  109 Quail Ridge Rd, Winchester, KY 40391

  Welcome Home - Comfortable Living or Smart Investment!Step into this inviting townhome, offering both spacious comfort and excellent investment potential. Featuring two bedrooms and two and a half bathrooms, this well-designed unit boasts a generous living area with a ventless fireplace, creating a warm, welcoming atmosphere.The home's layout connects the living room, dining area, and

  Kim Dice EXP Realty, LLC

  109 Quail Ridge Rd, Winchester, KY 40391
• 

  

  /23

  $229,000

  • 3 Beds
  • 2.5 Baths
  • 1,348 Sq Ft

  363 Silverton Way, Winchester, KY 40391

  Unique Setting... Unlike Any Other!Wake up to the beauty of the surrounding countryside — every single day. This 3-bedroom, 2.5-bath townhome is nestled in the desirable Royal Oaks Village, just one mile from I-64, making it a perfect location for both homeowners and renters alike.This low-maintenance property features tile flooring in the foyer, kitchen, and baths. The kitchen comes

  Kim Dice EXP Realty, LLC

  363 Silverton Way, Winchester, KY 40391
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  /34

  $289,900

  • 4 Beds
  • 2.5 Baths
  • 1,728 Sq Ft

  410 E Broadway St, Winchester, KY 40391

  Completely remodeled 4 bedroom, 2.5 bath home located in the heart of downtown Winchester. This home features a spacious open floor plan, a first-floor primary suite and a lot of charm. The kitchen, living, and dining areas flow together seamlessly, offering ample space and natural light. Upstairs includes three additional bedrooms and a full bath. Outside, enjoy a large backyard with pool and

  Erin Hurst Bluegrass Properties Group

  410 E Broadway St, Winchester, KY 40391
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  /26

  $219,900

  • 3 Beds
  • 1 Bath
  • 1,354 Sq Ft

  40 Garner St, Winchester, KY 40391

  Charming & Updated Home in College Park! This beautifully renovated 3-bedroom, 1-bath home in Winchester blends timeless charm with modern updates. Featuring new roof electrical, plumbing, kitchen, flooring, bathroom, fresh paint, and brand-new appliances, this home is truly move-in ready. Situated on a spacious corner lot, it offers ample parking with a rare 3-car garage—perfect for storage or a

  Chaney Hughes Guide Realty, Inc.

  40 Garner St, Winchester, KY 40391
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  /24

  $280,000

  • 3 Beds
  • 2 Baths
  • 1,306 Sq Ft

  110 Albany Ln, Winchester, KY 40391

  Lovely one level brick ranch on a corner lot conveniently located in the Meadows just off of McClure Rd. 3 bedroom, 2 full bath with a beautiful yard and a storage building out back.

  Jason Townsend Kentucky Residential Real Estate, LLC

  110 Albany Ln, Winchester, KY 40391
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  /43

  $270,000

  • 4 Beds
  • 2 Baths
  • 1,539 Sq Ft

  2832 Two Mile Rd, Winchester, KY 40391

  Brand new 4 Bedroom 2 bath home on an acre lot. Home features Master Bedroom suite, separate utility room, new front and back decks to enjoy your peace and quiet. Other features are new fencing and new septic tank. Move-in ready. Close to shopping and restaurants, less than 4 miles. 13 miles to I-75 and 6 miles to I-64. Within 30 minutes to Richmond and Hamburg area of Lexington.

  Robin Horn Keller Williams Commonwealth

  2832 Two Mile Rd, Winchester, KY 40391
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  /9

  $206,000

  • Land
  • 8 Acres
  • $26,512 per Acre

  Unlisted Address

  Build your dream home on this gorgeous 7.77-acre lot on Flannagan Station Road in Winchester. Offering a quiet, country setting with gently rolling land, this property is ideal for a custom home, hobby farm, or simply extra space to enjoy. Plenty of room for a house, garden, or recreational use, with beautiful views all around. Located just minutes from the Winchester Bypass for an easy commute

  Shari Frasure Keller Williams Commonwealth

  Unlisted Address
• 

  /2

  $240,000

  • Land
  • 12 Acres
  • $19,835 per Acre

  155 Spring Ridge Way, Winchester, KY 40391

  Great opportunity to develop/ build on 12+ acres. The property has three street stubs adjoining it. Three different concepts are included under documents. They are-R-1E, 4000 sq. Ft lots for 80 lotsR-4- 14 Duplexes and 6 4plexes for 52 units R-1D - 6000 sq. Ft. Lots for 41 lots. Utilities are to the property and sewer availability should not be an issue. Please feel free to

  Jo Gawthrop Keller Williams Bluegrass Realty

  155 Spring Ridge Way, Winchester, KY 40391
• 

  

  /6

  $200,000

  • Land
  • 0.81 Acre
  • $246,914 per Acre

  550 Bullion Blvd, Winchester, KY 40391

  Rarely available Bypass frontage lot for sale! Exciting opportunity to locate alongside a new Chipotle that is soon to be under construction. Retention in place, leaving approximately 1/2-acre developable. Perfect location for a national retailer.Ideally located along the heart of Bypass Road in Winchester, Kentucky between Kroger and Walmart shopping centers.Winchester, Kentucky

  Greg Leveridge Block + Lot Real Estate

  550 Bullion Blvd, Winchester, KY 40391
• 

  

  /79

  $239,900

  • 4 Beds
  • 2 Baths
  • 3,295 Sq Ft

  133 S Burns Ave, Winchester, KY 40391

  Beautiful, Old-World style in the heart of Winchester! From the red, domed porch roof to the arched doorways and multiple fireplaces, this home is full of character and class. Being sold as-is, but with many renovations and updates already done to maintain and restore the charm of this old beauty including a new shingle roof (2024), replaced porch boards, and a fresh coat of interior paint. The

  Josh Wood Freedom Realty & Property Management

  133 S Burns Ave, Winchester, KY 40391
• 

  

  /8

  $209,900

  • 3 Beds
  • 1 Bath
  • 1,100 Sq Ft

  222 Holiday Rd, Winchester, KY 40391

  Great location close t o down town Winchester, shopping, school, recreation areas, I 64 ,in beautiful Winchester,nice 3 bedroom ,1 bath , all brick home, with all appliances, including washer and dryer roof 1 year old, fenced yard, storage building private drive. nice back yard and more.

  Sophia Herald Herald Real Estate

  222 Holiday Rd, Winchester, KY 40391
• 

  

  /30

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,550 Sq Ft

  312 Forest Ave, Winchester, KY 40391

  Michelle Blackburn RE/MAX Creative, Winchester

  312 Forest Ave, Winchester, KY 40391

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