Winchester, KY 1-Story Homes for Sale

• 

  

  

  /71

  $799,999

  • 4 Beds
  • 2.5 Baths
  • 5,290 Sq Ft

  186 Chardonnay Ct, Winchester, KY 40391

  Step into a world of both comfort and convenience with this beautiful 3/4 bedroom, two and one half bath, perfectly designed for relaxation and entertainment. Key features of this property include outdoor spaces to enjoy morning coffee or quiet evening chats. The cozy back porch extends your living space, ideal for dining and enjoying the tranquil surroundings, The beautifully designed patio

  

  Brenda Sipes

  WEICHERT REALTORS - ABG Properties

  (859) 813-4308

  186 Chardonnay Ct, Winchester, KY 40391
• Explore Winchester

• 

  

  

  /47

  $372,900

  • 4 Beds
  • 3 Baths
  • 2,105 Sq Ft

  114 Mallard Ln, Winchester, KY 40391

  Nestled in a quiet cul-de-sac just minutes from shopping, dining, and the interstate, this unique ranch-style home offers a space, flexibility, and convenience. Originally designed as a duplex, the property has been thoughtfully renovated and modernized for an easy lifestyle. The main living area welcomes you with a light-filled, open concept layout featuring beautiful hardwood floors, a

  

  Robin Jones

  Keller Williams Legacy Group

  (859) 809-3100

  114 Mallard Ln, Winchester, KY 40391
• 

  

  

  /14

  $312,975

  • 2 Beds
  • 1 Bath
  • 1,116 Sq Ft

  1363 Clintonville Rd, Winchester, KY 40391

  Here's your chance to own a rare 5-acre property in Clark County, one of Central Kentucky's most desirable areas. Tucked just minutes from downtown Winchester, the Hamburg corridor, and Lexington, this property blends convenience with the peacefulness of country living. Whether you're dreaming of building a brand-new home, expanding into a mini farm, or investing in future growth, this land gives

  

  Rebakah Goodpaster

  Keller Williams Legacy Group

  (859) 659-6863

  1363 Clintonville Rd, Winchester, KY 40391
• 

  

  

  /22

  $147,000

  • 2 Beds
  • 1 Bath
  • 807 Sq Ft

  3208 Ford Hampton Rd, Winchester, KY 40391

  Escape to a lifestyle defined by the peace and natural beauty of this delightful two bedroom property just steps away from the majestic Kentucky River, this home isn't just a place to iive, it is a dedicated sanctuary whether you are seeking a cozy year round residence or a recreational retreat. One of the standout features is the exceptioal connection to the outdoors with generous porches on

  

  Brenda Sipes

  WEICHERT REALTORS - ABG Properties

  (859) 765-6889

  3208 Ford Hampton Rd, Winchester, KY 40391
• 

  

  

  /103

  $349,900 Open Sat 11AM - 1PM

  • 4 Beds
  • 3 Baths
  • 2,520 Sq Ft

  145 Shanahan Ln, Winchester, KY 40391

  This 4-bedroom, 3-bath ranch on a basement offers over 2,500 sq ft of living space with modern updates, a welcoming layout and a safe neighborhood to live in. The large living room with cathedral ceilings flows into a well-appointed kitchen featuring ample counter space and newer appliances. New LVP flooring runs throughout the main level, while new patio doors open to a large deck; perfect for

  Josh Wood Freedom Realty & Property Management

  145 Shanahan Ln, Winchester, KY 40391
• 

  

  /36

  $295,000

  • 3 Beds
  • 2 Baths
  • 1,979 Sq Ft

  8 Village Dr, Winchester, KY 40391

  Newly renovated 3 bedroom, 2 full bathroom home located close to downtown, shopping, and medical services as well as College Park which features a indoor pool, tennis, pickleball courts, and much more. Home features all new paint, flooring, updated bathrooms, updated appliances, new lighting, and much, much more. Basement has large Family Room with bar. This home is ready for all your family

  Keith Wilson Coldwell Banker McMahan

  8 Village Dr, Winchester, KY 40391
• 

  

  /23

  $369,900

  • 3 Beds
  • 2.5 Baths
  • 3,868 Sq Ft

  225 Plantations Dr, Winchester, KY 40391

  Welcome to 225 Plantations Drive, a beautifully maintained home in the desirable Royal Oaks Subdivision. This charming three-bedroom, two-and-a-half-bath residence is in wonderful condition and move-in ready! This is home comes with a wonderful floorplan that has a primary bedroom with built-in's on the first floor, Kitchen with granite and stainless appliances and deck has been updated with Trex

  John Wilson Bluegrass Properties Group

  225 Plantations Dr, Winchester, KY 40391
• 

  

  /65

  $489,000

  • 3 Beds
  • 2 Baths
  • 2,053 Sq Ft

  670 Lillies Ferry Rd, Winchester, KY 40391

  *MOTIVATED SELLERS* Escape to this serene and private 12+ acre property, boasting a 3BR/2BA home sitting on a partially finished walkout basement providing a versatile space for relaxation, recreation, or additional living quarters. This charming home has lots of recent upgrades, including a brand new HVAC system and energy-efficient windows, ensuring a comfortable and sustainable living

  Jennifer Helton EXP Realty, LLC

  670 Lillies Ferry Rd, Winchester, KY 40391
• 

  

  /32

  $309,000

  • 3 Beds
  • 1.5 Baths
  • 1,356 Sq Ft

  4074 Ironworks Rd, Winchester, KY 40391

  Escape to your own slice of paradise on 4.06 private acres, complete with a peaceful pond perfect for relaxing or fishing. Discover this beautifully updated 3-bedroom, 2-bath home offering 1,356 sq. ft. of inviting, open-concept living. Built in 1973, this charming property features new flooring, a warm, welcoming fireplace, and a modern kitchen with stainless steel appliances. Enjoy added peace

  Ashley Spencer Keller Williams Commonwealth

  4074 Ironworks Rd, Winchester, KY 40391
• 

  

  /30

  $349,000

  • 3 Beds
  • 2.5 Baths
  • 2,475 Sq Ft

  212 Woodbine Ct, Winchester, KY 40391

  Step right up - come on in! Its appeal is undeniable, both inside and out! Move-in ready. This well-maintained all-brick ranch on a full basement is full of charm and functionality! — Inside, you'll love having two separate living areas, 1 upstairs and 1 in the basement with a wood burning fireplace in both rooms. Enjoy the cold winter evenings in front of either of the fireplaces with family and

  Kathy Burton Coldwell Banker McMahan

  212 Woodbine Ct, Winchester, KY 40391
• 

  

  /41

  $325,000

  • 3 Beds
  • 2 Baths
  • 1,617 Sq Ft

  118 Windridge Dr, Winchester, KY 40391

  Imagine spending summers in your own private backyard retreat, complete with an in-ground pool featuring a newer liner, pump, and filter, secure iron fencing, and a roomy concrete patio that's ideal for relaxing or entertaining. This well-cared-for brick ranch in Windridge offers 3 bedrooms, 2 full baths, and hardwood and tile floors throughout with no carpet. Inside, the kitchen offers generous

  Michelle Blackburn RE/MAX Creative, Winchester

  118 Windridge Dr, Winchester, KY 40391
• 

  

  /42

  $319,000

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  410 Corinne Ct, Winchester, KY 40391

  Charming Ranch-Style Home with Lots of Room- Step inside this 8 year old beautiful 1,604 sq. ft. ranch-style home featuring 9-foot ceilings and an open, inviting layout. With 3 comfortable bedrooms and a large, laundry room and back hallway, this home offers both style and functionality. The spacious living areas are enhanced by wood and tile flooring, adding a modern touch and easy maintenance.

  Shelly Sutton Kentucky Realty Group, LLC

  410 Corinne Ct, Winchester, KY 40391
• 

  

  /35

  $349,000 Open Sun 1:30PM - 3:30PM

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  121 Fitch Ave, Winchester, KY 40391

  This beautifully updated 4-bedroom, 3-bath ranch home includes a private mother-in-law suite, offering flexible living options for guests or extended family. With 2,100 square feet of inviting living space and an attached two-car garage, this home perfectly combines timeless charm with thoughtful modern updates. Conveniently located just minutes from the interstate close to Lexington, it offers

  Ashley Spencer Keller Williams Commonwealth

  121 Fitch Ave, Winchester, KY 40391
• 

  

  /34

  $325,000

  • 2 Beds
  • 1 Bath
  • 1,531 Sq Ft

  1508 Ford Hampton Rd, Winchester, KY 40391

  Welcome home to this adorable 2 bedroom, 1 bathroom farmhouse on 5 peaceful acres. Inside, the layout is open and inviting with LVP and hardwood flooring throughout with a tiled bath. The kitchen and family room flow together and feature beautiful exposed wood beams that are hundreds of years old and reclaimed from an old church. A wood-burning stove in the family room adds warmth and character

  Michelle Blackburn RE/MAX Creative, Winchester

  1508 Ford Hampton Rd, Winchester, KY 40391
• 

  

  /80

  $524,000

  • 3 Beds
  • 2.5 Baths
  • 4,933 Sq Ft

  160 Agawam Rd, Winchester, KY 40391

  Welcome to this beautifully maintained brick ranch home set on a spacious and private 5-acre fenced lot. This versatile property offers the perfect blend of comfort, functionality, and rural charm - ideal for families, hobby farmers, or equestrian enthusiasts. Inside, you'll find 3 bedrooms and 3 bathrooms with a fully finished basement that offers ample space for additional bedrooms, a home gym,

  Megan McCoy Keller Williams Legacy Group

  160 Agawam Rd, Winchester, KY 40391
• 

  

  /31

  $389,000

  • 3 Beds
  • 2 Baths
  • 2,000 Sq Ft

  133 Shala-Mar Rue, Winchester, KY 40391

  Charming 3 Bedroom, 2 Bath Ranch Near Hamburg - Fully Renovated! Don't miss this beautifully updated 3-bedroom, 2-bath ranch-style home located just minutes from Hamburg! This move-in ready gem features brand new windows, siding, gutters, roof, and exterior doors, ensuring both curb appeal and peace of mind. Step inside to a spacious, light-filled living room—perfect for entertaining. The

  Nena Honaker Tom Goebel & Company

  133 Shala-Mar Rue, Winchester, KY 40391
• 

  

  /28

  $314,000

  • 2 Beds
  • 1 Bath
  • 1,170 Sq Ft

  398 Pine Ridge Rd, Winchester, KY 40391

  Discover the charm of country living at 398 Pine Ridge Rd in Winchester, KY. This inviting 2-bedroom, 1-bath home sits on 10 picturesque acres, offering the perfect retreat for those who love peace, privacy, and the beauty of the Kentucky countryside. Step inside to a warm and cozy interior with a simple, functional layout that feels like home the moment you walk in. Enjoy the outdoors from the

  Amie Hieneman ERA Select Real Estate

  398 Pine Ridge Rd, Winchester, KY 40391
• 

  

  /14

  $394,999

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  408 Corinne Ct, Winchester, KY 40391

  Come see this immaculate 3 bedroom, 2 bath single-story ranch with an open-concept split bedroom layout and 1,604 square feet of living space. This home has been beautifully maintained and is ready for its next owner. Inside you will find laminate and tile floors and stainless steel appliances that make daily living easy and stylish. The spacious design flows seamlessly, creating a bright and

  Caleb Gonzalez The Brokerage

  408 Corinne Ct, Winchester, KY 40391
• 

  

  /36

  $345,000

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

  208 Citation Ct, Winchester, KY 40391

  One owner, all electric, 2 BR/2Ba ranch with a bonus room that could be an office or a third bedroom. Great for downsizing or first time homeowner! The open floor great room with ample windows to brighten it supports the handicapped features of the primary bedroom, primary bathroom, garage and more. Enjoy the large pantry off the kitchen area and the island that has room to slide a chair under.

  Garnett Davis Tom Goebel & Company

  208 Citation Ct, Winchester, KY 40391
• 

  /2

  $345,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,800 Sq Ft

  215 Evergreen Dr, Winchester, KY 40391

  Welcome to Triple Crown - a stunning proposed construction home nestled in the beautiful Locust Hill Acres community. Thoughtfully designed with an open-concept layout, this home offers 3 comfortable bedrooms, 2 full bathrooms, and versatile living spaces perfect for today's lifestyle.The expansive primary suite serves as a private sanctuary, complete with a spacious walk-in closet and a

  Rex Hall United Real Estate Bluegrass

  215 Evergreen Dr, Winchester, KY 40391
• 

  

  /3

  $345,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,677 Sq Ft

  225 Evergreen Dr, Winchester, KY 40391

  Welcome to The Run for the Roses - a thoughtfully designed proposed construction home located in the desirable Locust Hill Acres community. This charming home offers an open concept floor plan perfect for modern living, featuring 3 spacious bedrooms and 2 full bathrooms.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a well-appointed ensuite

  Rex Hall United Real Estate Bluegrass

  225 Evergreen Dr, Winchester, KY 40391
• 

  

  /33

  $255,000 Open Sun 2PM - 4PM

  • 3 Beds
  • 1.5 Baths
  • 2,188 Sq Ft

  357 Crescent Ave, Winchester, KY 40391

  Welcome to this charming 3-bedroom, 1.5-bath home situated on a lovely corner lot. Step inside to discover a well-maintained interior with a thoughtful layout that flows effortlessly from room to room. The cozy living area opens to the dining space. You'll also find two versatile flex spaces, each filled with natural light from large windows-perfect for a home office, playroom, or creative

  Samantha Gray National Real Estate

  357 Crescent Ave, Winchester, KY 40391
• 

  

  /27

  $72,500

  • 3 Beds
  • 2 Baths
  • 1,128 Sq Ft

  725 Berry Ct, Winchester, KY 40391

  Looking for affordable homeownership in Winchester, KY? This move-in ready 3-bedroom, 2-bath manufactured home offers modern living at an incredible value. Built just 3 years ago and meticulously maintained, this home feels like new from the moment you step inside. Located in the heart of Winchester, you'll enjoy easy access to local restaurants, shopping, grocery stores, parks, and everyday

  Christa Joynt Keller Williams Commonwealth

  725 Berry Ct, Winchester, KY 40391
• 

  

  /18

  $115,000

  • 2 Beds
  • 1 Bath
  • 910 Sq Ft

  114 Magnolia St, Winchester, KY 40391

  Great opportunity for investors, flippers, or anyone looking for a project with tons of potential! This 2 bedroom, 1 bath home features a 2 year old roof, giving you a solid head start on future updates. With its convenient location and plenty of possibilities, this property is ready for someone to bring their vision! Selling as is. Cash or conventional financing only.

  Michelle Blackburn RE/MAX Creative, Winchester

  114 Magnolia St, Winchester, KY 40391
• 

  

  /34

  $240,000

  • 3 Beds
  • 2 Baths

  12 Linden Ave, Winchester, KY 40391

  Cute ranch with easy access to I-64 and downtown Winchester. 3 bedrooms with 2 full baths with 1 car detached garage with fenced in back yard. This property has a interesting feature of a building that's 14 x 40 that has been a rental but can be used as storage or a mother in-law suite.

  Roni Porter RE/MAX Creative Realty

  12 Linden Ave, Winchester, KY 40391
• 

  

  /26

  $268,000

  • 3 Beds
  • 2 Baths
  • 1,192 Sq Ft

  410 Wellington Way, Winchester, KY 40391

  Discover 410 Wellington Way, a beautifully updated property in a convenient Winchester location! This fully updated, move-in-ready home delivers style, comfort, and convenience from the moment you walk in. Enjoy a bright eat-in kitchen equipped with brand-new, warrantied appliances, plus modern finishes throughout—including all-new paint, new flooring, new light fixtures, new doors, updated

  Monica Marcum Century 21 Pinnacle

  410 Wellington Way, Winchester, KY 40391
• 

  

  /12

  $230,000

  • 2 Beds
  • 1 Bath
  • 1,484 Sq Ft

  605 College St, Winchester, KY 40391

  Brick ranch in the College Park neighborhood. Large living area and kitchen with updated appliances and mechanicals (water heater and heat pump). The previous owner water proofed the basement and a new garage door has been installed. Bonus room could be utilized as an additional living room or bedroom.

  Steve Adams Steven D Adams Real Estate Services, LLC

  605 College St, Winchester, KY 40391
• 

  

  /4

  $130,000

  • 4 Beds
  • 2.5 Baths
  • 2,131 Sq Ft

  205 E Washington St, Winchester, KY 40391

  FLIP This House!!! Seller Has Added A Large Primary Addition And Front Porch. This 4 Bedroom 2 1/1 Bath Home Is Ready For Your Finishes And Has A Fantastic Floor Plan With Large Loft (Whole Home At Stud Level). Great Opportunity To Make Money Or Live In This Beautiful Home!

  W Patrick Arvin Keller Williams Commonwealth

  205 E Washington St, Winchester, KY 40391
• 

  

  /31

  $225,000

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft

  359 Silverton Way, Winchester, KY 40391

  Stylish, Spacious and Affordable!! Hurry to seize your opportunity to own this lovely townhome with its own Private, Fenced Yard with New Shed and Oversized Deck - Perfect for children and or pets. This lovely home features a large Great Room with a soaring 2-story ceiling * LVP Flooring * Kitchen with White Painted, Soft Close Cabinets, Tile Backsplash, Under Cabinet Lighting, Updated Sink, and

  Christal Browning Four Seasons Realty

  359 Silverton Way, Winchester, KY 40391
• 

  

  /33

  $225,000

  • 4 Beds
  • 1 Bath
  • 1,743 Sq Ft

  218 E Washington St, Winchester, KY 40391

  Four Bedroom home in Winchester, Ky which includes a bonus room ready for a makeover for whatever you would like to make it. Enjoy a good sized backyard that is fenced in, along with a detached garage.

  Fernando Andrade Rector Hayden Realtors

  218 E Washington St, Winchester, KY 40391
• 

  

  /34

  $279,700

  • 3 Beds
  • 2 Baths
  • 1,682 Sq Ft

  404 Wellington Way, Winchester, KY 40391

  This house is located minutes from the Winchester Bypass and within walking distance of the new Clark County Pre-school. The house features 3 bedrooms and 2 full baths. The kitchen is open to a large dining area. The kitchen is supplied with all the appliances. And the house also has a washer and dryer. The large great room is perfect for watching the favorite sports teams and movies with family

  Craig Bridgewater Bridgewater Real Estate

  404 Wellington Way, Winchester, KY 40391
• 

  

  /3

  $146,000

  • 3 Beds
  • 1 Bath
  • 1,020 Sq Ft

  228 Jackson St, Winchester, KY 40391

  Here's your chance to own a nice investment property. This single family home has a 3 bed 1 bath. 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

  228 Jackson St, Winchester, KY 40391
• 

  

  /36

  $262,500

  • 3 Beds
  • 2 Baths
  • 1,234 Sq Ft

  433 Wellington Way, Winchester, KY 40391

  Completely renovated and move-in ready! This 3-bedroom, 2-bath home offers 1,234 sq. ft. of stylish living with beautiful hardwood floors, fresh finishes, and a bright open layout. The vaulted ceiling in the main living area adds space and light, while the updated kitchen features modern cabinetry and new appliances. Both bathrooms have been tastefully redone, and every detail reflects quality

  Stephen Brashear Real Broker LLC

  433 Wellington Way, Winchester, KY 40391
• 

  

  /13

  $262,500

  • 5 Beds
  • 3 Baths
  • 3,007 Sq Ft

  221 S Highland St, Winchester, KY 40391

  INVESTOR SPECIAL, could be a great option for an end of year cost seg study and bonus depreciation. You have the opportunity to purchase a fully occupied tri-plex in the heart of Winchester with instant cash flow. Main level unit is a large 2 bed, one bath. Upstairs unit is also a 2 bed, one bath, and lower level is a 1 bed, one bath unit. There is street parking and alley access with parking in

  Joshua Lynch The Brokerage

  221 S Highland St, Winchester, KY 40391
• 

  

  /18

  $209,900

  • 3 Beds
  • 1 Bath
  • 1,074 Sq Ft

  245 Ecton Rd, Winchester, KY 40391

  Welcome to this fully updated home that is cozy and full of character. Featuring brand new central heating and air, electric, drywall, spray foam insulation, kitchen cabinets, water heater, and stunning hardwood floors throughout. This beautiful kitchen boasts all brand new appliances, butcher block countertops, sage green cabinets, a 30 inch farmhouse sink, and also features a 6 foot island

  Anthony Gigilo ListWithFreedom.com

  245 Ecton Rd, Winchester, KY 40391
• 

  

  /53

  $275,000 Open Sun 1PM - 3PM

  • 2 Beds
  • 2 Baths
  • 1,521 Sq Ft

  174 Hidden Grove Ln, Winchester, KY 40391

  Welcome home to your Kentucky River retreat! This freshly remodeled 2-bedroom, 2-bath charmer offers two inviting covered decks with beautiful river views, a fenced yard for pets or play and even a personal lift for easy access. Inside, enjoy warm, modern updates, with a bright open floor plan. All new flooring, kitchen, baths and much more! Perfect for full-time living or a peaceful getaway just

  Kathryn Cheuvront Coldwell Banker McMahan

  174 Hidden Grove Ln, Winchester, KY 40391
• 

  

  /21

  $195,500

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

  109 Quail Ridge Rd, Winchester, KY 40391

  Move-In Ready Brick Townhome with Garage and Fireplace Step into this charming brick townhome offering comfort, style, and convenience in every detail. The spacious living room features a cozy fireplace, soft neutral tones, and natural light that make it easy to feel at home. The open layout flows to the kitchen and dining area, creating the perfect setting for everyday living or entertaining

  Kim Dice EXP Realty, LLC

  109 Quail Ridge Rd, Winchester, KY 40391
• 

  

  /19

  $197,500

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

  111 Quail Ridge Rd, Winchester, KY 40391

  Move-In Ready Brick Townhome with Garage and Fireplace Step into this charming brick townhome offering comfort, style, and convenience in every detail. The spacious living room features a cozy fireplace, soft neutral tones, and natural light that make it easy to feel at home. The open layout flows to the kitchen and dining area, creating the perfect setting for everyday living or entertaining

  Kim Dice EXP Realty, LLC

  111 Quail Ridge Rd, Winchester, KY 40391
• 

  

  /79

  $499,000

  • 3 Beds
  • 2 Baths
  • 1,064 Sq Ft

  1410 Dry Fork Creek Rd, Winchester, KY 40391

  This breathtaking 92.3 +/- acre turnkey property is a nature lover's dream, offering endless opportunities for recreation, relaxation, and country living at its finest. Enjoy gently rolling terrain with a perfect blend of pasture, woods, and scenic trails, along with approximately one mile of road and creek frontage in a peaceful, private setting. Roughly 25 acres of hay field provide excellent

  Skyler Lewis Dream Maker Realty, LLC

  1410 Dry Fork Creek Rd, Winchester, KY 40391
• 

  

  /12

  $199,000

  • 3 Beds
  • 1 Bath
  • 1,046 Sq Ft

  175 Magnolia St, Winchester, KY 40391

  Two homes on one lot. Informaton in listing is for the home in the front of the lot. Behind this home is a second home consisting of 2 bedrooms, 1, bath, Living room and kitchen. Main home has been completely remodeled but guest home will require major renevations. The home in the front of the property is vacant but there is a tenant in the home in the rear of the property. The lease is

  A. Rebecca Woods Woods Realty Group

  175 Magnolia St, Winchester, KY 40391

Showing Results 1 - 40, Page 1 of 3