186

Homes for Sale in 40391

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  • /18

    $574,000

    • 5 Beds
    • 3 Baths
    • 3,102 Sq Ft

    110 White Conkwright Rd, Winchester, KY 40391

    Brick ranch with 3 upstairs bedrooms and 2 bedrooms in your mother in law suite and full finished basement, complete with kitchen. 2 gazebos with one attached to walk out porch over looking almost 3 acres of beautiful land. Attached 2 car garage and detached 2 car garage. Barn/workshop included, along with another metal building for storage.

    Agent Photo

    Philip 'PJ' Elder

    Omega Real Estate Brokerage LLC

    (859) 209-6934

    110 White Conkwright Rd, Winchester, KY 40391
  • /24

    $153,000

    • Land
    • 11 Acres
    • $13,339 per Acre

    7950 Four Mile Rd, Ford, KY 40391

    Discover the perfect blend of natural beauty and modern convenience with this 11.47-acre parcel, tucked away at the end of a peaceful lane. Offering approximately 3 acres of cleared land, this property is ideal for building your dream home or creating a tranquil weekend getaway. The remaining wooded borders provide privacy, while a meandering creek adds a touch of serenity to the landscape. With

    Agent Photo

    Robin Jones

    Keller Williams Legacy Group

    (859) 694-9515

    7950 Four Mile Rd, Ford, KY 40391
  • /67

    $699,000

    • 3 Beds
    • 4 Baths
    • 4,123 Sq Ft

    1775 Irvine Rd, Winchester, KY 40391

    Just 12 minutes from Lexington, own the most charming home atop a scenic hill at Blue Ridge Manor, a breathtaking 5.13 acre retreat where modern comfort meets classic elegance. As you drive up the long, private driveway, you'll feel like you're entering your own exclusive retreat, a sanctuary of peace and tranquility. Lovingly maintained by its original owner for the past 30 years, this

    Agent Photo

    Oxana Lopetegui-Pineda

    Lifstyl Real Estate

    (859) 659-6462

    1775 Irvine Rd, Winchester, KY 40391
  • /40

    $239,900

    • 2 Beds
    • 2 Baths
    • 1,628 Sq Ft

    635 Lisletown Ln, Winchester, KY 40391

    Tucked away on a private lane behind a charming stone wall, this storybook 2BR/2BA dome-style cottage is a one-of-a-kind retreat. Greeted by a peaceful koi pond, the home's unique wood siding and architectural flair set the tone for something truly special. Inside, natural light pours in through skylights and stained-glass accents, creating a warm, ethereal atmosphere. The inviting living room

    Agent Photo

    Robin Jones

    Keller Williams Legacy Group

    (859) 328-1145

    635 Lisletown Ln, Winchester, KY 40391
  • /117

    $3,175,000

    • 8 Beds
    • 7.5 Baths
    • 12,702 Sq Ft

    4664 Lexington Rd, Winchester, KY 40391

    Visitors to the farm are greeted by a substantial stone entry before traveling a gently winding path to the circular drive. There rests the grand residence, offering an ideal setting for entertaining family & friends. Ten minutes from Hamburg, the farm is located on the convenient Lexington/Winchester Road. Lovely views abound and the property retains remarkable privacy. The 13,500 square foot

    Zach Davis Kirkpatrick & Company

    4664 Lexington Rd, Winchester, KY 40391
  • /42

    $629,000

    • 3 Beds
    • 3.5 Baths
    • 2,900 Sq Ft

    433 Fairholme Way, Winchester, KY 40391

    Nestled along the pristine fairways of the Winchester Country Club this charming ranch over a walk-out basement offers comfort, style and flexibility. Step into the heart of the home--a chef's kitchen complete with a generous island, double oven, and an open flow that's perfect for entertaining. Enjoy peaceful mornings on the covered front porch and relax in a home designed for comfort and

    Kathryn Cheuvront Coldwell Banker McMahan

    433 Fairholme Way, Winchester, KY 40391
  • /65

    $713,500

    • 6 Beds
    • 4.5 Baths
    • 6,243 Sq Ft

    418 David Ln, Winchester, KY 40391

    This impeccable house is a Buyer's Delight. Located in the most desirable residential neighborhood, Stoney Brook. Discover a serene retreat in this beautifully appointed home, offering spacious interiors and breathtaking outdoor spaces. Step into the front door and discover the soaring ceilings with beautifully appointed crown molding. The flowing space from the dining room to the great room to

    Craig Bridgewater Bridgewater Real Estate

    418 David Ln, Winchester, KY 40391
  • /53

    $559,000

    • 4 Beds
    • 3 Baths
    • 2,482 Sq Ft

    5 Fairwood Ln, Winchester, KY 40391

    Just a two minute walk from Winchester Country Club, this architect-designed 4BR/3BA split-level home was taken to the studs in 2013 and rebuilt with timeless craftsmanship and modern ease. Light-filled spaces, rich hardwood floors, a custom kitchen by Shaker Village's Terry Craycraft, granite countertops, abundant cabinetry, and a hidden pantry.. The spa-like main-level primary suite is a true

    Kathryn Cheuvront Coldwell Banker McMahan

    5 Fairwood Ln, Winchester, KY 40391
  • /36

    $419,900

    • 4 Beds
    • 4.5 Baths
    • 2,800 Sq Ft

    136 College St, Winchester, KY 40391

    Welcome to this stunning, fully renovated 4-bedroom, 4.5-bathroom home in the heart of downtown Winchester. Thoughtfully redesigned with a rear addition, this property now features a spacious first-floor primary suite complete with a private bathroom, walk-in closet, and convenient laundry access.Each of the four bedrooms has its own private en-suite bathroom, offering comfort and privacy

    Danielle Hatton The Brokerage

    136 College St, Winchester, KY 40391
  • /18

    $395,000

    • 3 Beds
    • 3 Baths
    • 2,516 Sq Ft

    110 Hampton Ave, Winchester, KY 40391

    Move-in ready mid- century brick ranch home! Features 3 bedrooms, 3 full baths, new kitchen with granite countertops, 3 woodburning fireplaces, formal dining or family room, full basement with huge rec room or space to have 4th bedroom, 1 car garage, 2 storage buildings & fenced in yard! Updates include windows, doors, metal roof, new paint inside & out, new flooring in basement & bedrooms, all

    Angie Conley Dixon Dixon Properties

    110 Hampton Ave, Winchester, KY 40391
  • /80

    $598,000

    • 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
  • /56

    $699,000

    • 6 Beds
    • 4.5 Baths
    • 4,021 Sq Ft

    4455 Colby Rd, Winchester, KY 40391

    Gorgeous Ranch Home On Basement, Situated Perfectly On Over 3.5 Lush Acres Of Level Seclusion, As Property Is Lined Beautiful, Mature Trees! Enjoy Peace & Quiet In This Newly Renovated Home, Offering 6 Bedrooms, 5 Baths, Ample Family Space, Home Office, (Fiber Optic Internet), Large Separate Laundry, Sun Room, 2 Covered Porches, Deck, Fire Pit, 2 Car Garage, Barn/ Workshop... THE LIST GOES ON!

    Melissa Thompson Keller Williams Legacy Group

    4455 Colby Rd, Winchester, KY 40391
  • /51

    $445,000

    • 4 Beds
    • 2 Baths
    • 3,181 Sq Ft

    17 Hampton Ave, Winchester, KY 40391

    This meticulous house is located within walking distance of many popular Winchester destinations; The Winchester Country Club, The Public Library and the indoor gym and swimming facility at College Park. Now back to the meticulous house. When you enter the front door you will immediately feel the how the owners have taken such great care of this house. The gleaming hardwoods, the large living

    Craig Bridgewater Bridgewater Real Estate

    17 Hampton Ave, Winchester, KY 40391
  • /3

    $380,000

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

    270 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 on unfinished walkout basement.The large primary suite is a true retreat, complete with a generously sized walk-in closet and a

    Rex Hall United Real Estate Bluegrass

    270 Evergreen Dr, Winchester, KY 40391
  • /3

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    265 Evergreen Dr, Winchester, KY 40391

    Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, walkout unfinished basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private ensuite

    Rex Hall United Real Estate Bluegrass

    265 Evergreen Dr, Winchester, KY 40391
  • /3

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    250 Evergreen Dr, Winchester, KY 40391

    Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

    Rex Hall United Real Estate Bluegrass

    250 Evergreen Dr, Winchester, KY 40391
  • /3

    $380,000

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

    230 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

    230 Evergreen Dr, Winchester, KY 40391
  • /3

    $430,000

    • 3 Beds
    • 2 Baths
    • 1,855 Sq Ft

    220 Evergreen Dr, Winchester, KY 40391

    Introducing The Mulberry floor plan - a beautifully designed proposed construction home in the scenic Locust Hill Acres community. This open-concept floor plan offers the perfect blend of comfort and functionality with 3 bedrooms, 2 full bathrooms, unfinished walkout basement and thoughtful living spaces throughout.The spacious primary suite features a large walk-in closet and a private

    Rex Hall United Real Estate Bluegrass

    220 Evergreen Dr, Winchester, KY 40391
  • /3

    $380,000

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

    200 Evergreen Dr, Winchester, KY 40391

    Introducing the Run For The Roses - 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 bathroom. The kitchen

    Rex Hall United Real Estate Bluegrass

    200 Evergreen Dr, Winchester, KY 40391
  • /17

    $450,000

    • 4 Beds
    • 2 Baths
    • 1,950 Sq Ft

    104 Colby Hills Dr, Winchester, KY 40391

    Welcome to this beautiful ranch home, located in this desirable Colby Hill subdivision this house has been updated with new interior painting, new flooring, new kitchen cabinets, and tops, new bathrooms, large new lighting, 2 car garage, 2 fireplaces, living room, family room, dinning area, large new deck ,all this on a large corner lot. Owner/Broker

    Garry Milton Milton and Associates Real Estate

    104 Colby Hills Dr, Winchester, KY 40391
  • /46

    $455,000

    • 3 Beds
    • 2.5 Baths
    • 3,261 Sq Ft

    42 Mockingbird Valley Rd, Winchester, KY 40391

    Beautiful Hampton Manor home offers easy access to all Winchester has to offer! Located right off Boone Ave, this home boasts tons of updates including an Entertaiment Kitchen with granite countertops, Bosch appliances and great storage, refinished hardwoods, new windows, Updated bathroom showers, a pool, covered front porch back porch and separate covered area outback to enjoy all summer long. 3

    Whitney Ensor Ensor Real Estate LLC

    42 Mockingbird Valley Rd, Winchester, KY 40391
  • /2

    $399,000

    • 4 Beds
    • 2.5 Baths
    • 2,189 Sq Ft

    4541 Colby Rd, Winchester, KY 40391

    ''Discover the perfect blend of comfort and country charm in this 4-bedroom, 2.5-bath home! Nestled in a serene setting, this property boasts a beautifully front and back yard, offering ample space for relaxation and outdoor enjoyment. Whether you're savoring the peaceful surroundings or entertaining guests, this home is a true gem. Don't miss your chance—More pictures to come,Not available for

    Darrell Tackett Dream Maker Realty, LLC

    4541 Colby Rd, Winchester, KY 40391
  • /17

    $1,350,000

    16 Linden Ave, Winchester, KY 40391

    Income-Producing 16-Unit Apartment complex in the Heart of WinchesterTurn-key opportunity on North Maple Avenue—just minutes from Downtown Winchester and a quick 20-minute drive to Lexington via I-64. Consisting of sixteen one-bed/one-bath apartments on a 0.34-acre lot with 20 parking spaces, the property has a 2022 new roof, new vinyl siding added in 2023, and several fully

    Patrick Doyle National Real Estate

    16 Linden Ave, Winchester, KY 40391
  • /15

    $115,000

    • 3 Beds
    • 2 Baths
    • 924 Sq Ft

    706 Williamsburg Dr, Winchester, KY 40391

    This is your opportunity to buy a brand new Clayton tru elation single wide mobile home. 3 bed 2 bath all electric. The .11 acre lot conveys. New front porch and back steps. This house is in the Yorktown trailer park. They currently have an HOA fee of $150 a month and that covers your water, sewer, and trash. The park also offers a play ground for the kids. Please confirm you read over all park

    Andrew Fugitt Coldwell Banker McMahan

    706 Williamsburg Dr, Winchester, KY 40391
  • /19

    $285,000

    • 3 Beds
    • 2.5 Baths
    • 1,708 Sq Ft

    223 Cross Brook Ln, Winchester, KY 40391

    Nice 3 bedroom 2 1/2 bath in one of the most desirable neighborhoods in Winchester, Colby Ridge. Brand new hvac units, large yard, and convenient to almost everything in Winchester

    Dwight Donaldson Murphy Realty Group

    223 Cross Brook Ln, Winchester, KY 40391
  • /41

    $335,000

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

    118 Windridge Dr, Winchester, KY 40391

    Located in the Windridge neighborhood with easy access to both Bypass Rd and Boone Ave, this charming brick ranch offers 3 bedrooms, 2 full baths, and character throughout. Inside, you'll find hardwood and tile floors (no carpet!), a spacious kitchen with plenty of cabinet space that opens into the dining area and living room, complete with a cozy ventless gas fireplace. Step out back to your own

    Michelle Blackburn RE/MAX Creative, Winchester

    118 Windridge Dr, Winchester, KY 40391
  • /22

    $210,000

    • 3 Beds
    • 1 Bath
    • 1,235 Sq Ft

    110 Colonial Park Dr, Winchester, KY 40391

    Relax in your private paradise! The fully privacy fenced backyard hides the pool and deck area along with the really cool hot tub room, huge dog kennel, and storage shed. 3 bedrooms, all one level, newer roof and HVAC system. Come see what sets this home apart from all the rest!

    Jason Townsend Kentucky Residential Real Estate, LLC

    110 Colonial Park Dr, Winchester, KY 40391
  • /15

    $145,000

    • 4 Beds
    • 2 Baths
    • 2,928 Sq Ft

    108 W Hickman St, Winchester, KY 40391

    This Duplex is a fixer-upper!! Perfect for the BRRRR strategy for long term hold! Property needs full rehab. Viewings allowed only after Hold Harmless agreement has been signed. Bring your offers this will go fast!

    David Espinosa Bluegrass Realty Pros, Inc

    108 W Hickman St, Winchester, KY 40391
  • /9

    $102,000

    • 2 Beds
    • 1 Bath
    • 552 Sq Ft

    39 S Highland St, Winchester, KY 40391

    Here's your chance to own a nice investment property. This Single Family home has 2 bedrooms and 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

    39 S Highland St, 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
  • /12

    $144,000

    • 3 Beds
    • 1 Bath
    • 805 Sq Ft

    150 Cook Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This has a single family has 3 bedrooms and 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

    150 Cook Ave, Winchester, KY 40391
  • /6

    $388,000

    • 5 Beds
    • 3 Baths
    • 2,762 Sq Ft

    101 E Lexington Ave, Winchester, KY 40391

    Here's your chance to own a nice investment property. This triplex has a 2 bed 1 bath unit, 2 bed 1 bath unit, and a 1 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

    101 E Lexington Ave, Winchester, KY 40391
  • /4

    $650,000

    • 8 Beds
    • 5 Baths
    • 3,834 Sq Ft

    202 S Maple St, Winchester, KY 40391

    Here's your chance to own a nice investment property. This 5-unit has 3 - 2 bed 1 bath units,1 - 1 bed 1 bath unit and a studio. 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

    202 S Maple St, 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
  • /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
  • /31

    $245,000

    • 3 Beds
    • 2 Baths
    • 1,201 Sq Ft

    210 Moss Ct, Winchester, KY 40391

    Nice 3 bedroom, 2 bath, all one level, ranch home! Convenient location! Nice patio to sit out back in the mostly privacy fenced in yard. Only needs a few panels to be completely fenced if desired. One car garage. Easy to maintain lot. Large kitchen. Good sized bedrooms. Windows, HVAC, and roof all replaced within the last 8 years. This will make someone a great home!

    Jason Townsend Kentucky Residential Real Estate, LLC

    210 Moss Ct, Winchester, KY 40391

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