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Woodford County KY Homes for Sale with Acreage

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  • /41

    $849,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    2315 Oregon Rd, Versailles, KY 40383

    Stunning 5-bedroom, 4-bathroom home with over 4,500 square feet of living space. This fully furnished residence is situated at the far back of a picturesque, working Thoroughbred farm, offering serene views of the Kentucky River and surrounding woodlands. The home is on a finished walk out basement and has a full bath and kitchenette, perfect for guest quarters or an in-law floor plan. The hvac

    Agent Photo

    David Humes

    Christies International Real Estate Bluegrass

    (859) 927-3561

    2315 Oregon Rd, Versailles, KY 40383
  • /21

    $345,000

    • Land
    • 2.78 Acres
    • $124,101 per Acre

    518 Polo Run Ln, Versailles, KY 40383

    Welcome to Polo Run Estates the newest cluster development just south of the Bluegrass Parkway off of Troy Pike in Woodford County. Lots are located on a high point of the farm and offer views in almost every direction. All lots have walk out basement potential. A 4-acre lake has been established and a fishing club will be set up with memberships available. A Polo Field complex and Event Venue

    Agent Photo

    David Humes

    Christies International Real Estate Bluegrass

    (859) 545-8553

    518 Polo Run Ln, Versailles, KY 40383
  • /55

    $1,800,000

    • 5 Beds
    • 3.5 Baths
    • 4,500 Sq Ft

    2309 Oregon Rd, Versailles, KY 40383

    Discover this remarkable 54-acre property in the heart of Woodford County, offering a unique combination of privacy, functionality, and scenic beauty. The main residence features 5 bedrooms, 4 full baths, and over 4,500 square feet of finished living space, including a 2-car attached garage. Located at the rear of a working Thoroughbred farm, the home enjoys stunning views of the Kentucky River

    Agent Photo

    David Humes

    Christies International Real Estate Bluegrass

    (859) 605-3543

    2309 Oregon Rd, Versailles, KY 40383
  • /20

    $272,000

    987 Pauls Mill Rd, Versailles, KY 40383

    Discover a Rare Opportunity in the Guyn's Mill Historic DistrictThis 5.705± acre parcel, located at the intersection of Pauls Mill Road and Troy Pike, is a picturesque retreat featuring stunning natural beauty. The property is mostly wooded with rolling terrain and offers frontage along the serene Clear Creek. Enclosed by historic stone walls and shaded by mature trees along the roadside, the

    Agent Photo

    David Humes

    Christies International Real Estate Bluegrass

    (859) 484-6720

    987 Pauls Mill Rd, Versailles, KY 40383
  • /75

    $895,000

    • 4 Beds
    • 2.5 Baths
    • 3,996 Sq Ft

    3140 McCowans Ferry Rd, Versailles, KY 40383

    Tucked into the Woodford County countryside but less than 10-minutes from the Versailles Kroger, this 5-acres is an exceptional offering. Recently & thoughtfully updated, the two-story brick home boasts golf course views. Its warm eat-in kitchen adjoins an open family room and added sunroom. Upstairs, bright bedrooms and renovated bathrooms further lend to the home's appeal. Ever practical,

    Zach Davis Kirkpatrick & Company

    3140 McCowans Ferry Rd, Versailles, KY 40383
  • /90

    $6,200,000

    • 3 Beds
    • 2.5 Baths
    • 2,991 Sq Ft

    330 Mccracken Pike, Versailles, KY 40383

    Dufont dates from 1784 when original owner William Stuart Hunter acquired 7,000+ acres through a Virginia land grant. Nestled close to town, the estate has been a much-admired social hub & productive farm since its earliest days. Imbued with the spirit of its generations, Dufont's continued vitality has been fostered by an engaged family. These descendants included educators, bankers,

    Zach Davis Kirkpatrick & Company

    330 Mccracken Pike, Versailles, KY 40383
  • /78

    $1,450,000

    • 4 Beds
    • 3.5 Baths
    • 5,033 Sq Ft

    1599 Woodlake Rd, Midway, KY 40347

    Exceptional Brick Ranch with Expansive Walk-Out Basement on 11.14 Private Acres — Just Minutes from Downtown Midway, KY! Welcome to your private retreat — a rare opportunity to own a beautifully constructed, approximately 5,000 SF custom brick ranch home situated on over 11 tranquil acres located just 4 miles from the vibrant and historic downtown Midway. This estate with its panoramic views

    Christal Browning Four Seasons Realty

    1599 Woodlake Rd, Midway, KY 40347
  • /35

    $69,400

    • Land
    • 1.06 Acres
    • $65,472 per Acre

    2180 Scotts Ferry Rd, Versailles, KY 40383

    Here is your opportunity to build your dream home located just outside of Versailles! Bring your ideas to life on this rural lot that lays well for building the home you have always wanted. You are just a short drive from downtown Versailles. Electric and water are available nearby.

    Jason Wallin

    2180 Scotts Ferry Rd, Versailles, KY 40383
  • /69

    $1,175,000

    • 4 Beds
    • 3.5 Baths
    • 3,942 Sq Ft

    109 Mahin Trail, Versailles, KY 40383

    Welcome to a stunning Jimmy Nash-built home set on a full acre in one of Central Kentucky's most picturesque neighborhoods. Rolling hills, sweeping horse farm views, and breathtaking sunsets create a storybook backdrop, while the community itself offers a stocked fishing pond, elegant consistency, and unmatched craftsmanship. Just 7 miles from Southland Christian Church and minutes from Keene and

    Teresa Blakeman The Brokerage

    109 Mahin Trail, Versailles, KY 40383
  • /26

    $1,500,000

    • 3 Beds
    • 1.5 Baths
    • 1,400 Sq Ft

    2750 Paynes Mill Rd, Versailles, KY 40383

    31 acres in a prime location across from Winstar Farm and surrounded by horse farms. This is an ideal building location. An adorable cottage would make for a perfect temporary housing while you build your dream home, or it can be a manager's house or in-law housing. The kitchen offers a large island and a work desk. There are hardwood floors, a cozy gas fireplace, plenty of storage and large yard

    Hill Parker Turf Town Properties

    2750 Paynes Mill Rd, Versailles, KY 40383
  • /50

    $1,500,000

    • 4 Beds
    • 4 Baths
    • 4,016 Sq Ft

    95 Mundys Landing Rd, Versailles, KY 40383

    Welcome to a South Woodford County Gem!This stunning 54-acre farm is perfectly positioned among world-class horse farms, just 15 minutes from Historic Versailles and only 25 minutes to Keeneland, Lexington, and Bluegrass Airport. Built in 1962 and fully renovated to the studs in 2016, this property offers the perfect blend of modern luxury and timeless charm, featuring 4,016 sq. ft. in the

    Darrell Lewis DIY Flat Fee.com

    95 Mundys Landing Rd, Versailles, KY 40383
  • /40

    $1,450,000

    • 3 Beds
    • 4 Baths
    • 1,971 Sq Ft

    3352 Huntertown Rd, Versailles, KY 40383

    Now offered in one of Kentucky's most sought-after equestrian regions, Clouse Stables is a premier 5.82-acre property designed for serious horsemen and turnkey operation. With a legacy of producing multiple World Champion Saddlebreds, this facility is fully equipped for training, boarding, or private equestrian use—indoors and out. The property features a 27-stall barn, heated 200' x 48' indoor

    Carlos Elliott Tru Life Real Estate

    3352 Huntertown Rd, Versailles, KY 40383
  • /99

    $1,395,000

    • 6 Beds
    • 5.5 Baths
    • 9,281 Sq Ft

    1004 Wil Rose Ln, Versailles, KY 40383

    Nestled in the idyllic Wil Rose Estates of Versailles, KY, this exceptionally well-constructed home blends timeless elegance with high-end finishes and meticulous craftsmanship. Situated on 1.66 beautifully landscaped acres, the property offers privacy, space, and convenience—just minutes from Keeneland, Bluegrass Airport, and downtown Versailles. Inside, you'll find recently refinished American

    Becky Reinhold Bluegrass Sotheby's International Realty

    1004 Wil Rose Ln, Versailles, KY 40383
  • /89

    $1,199,000

    • 5 Beds
    • 5.5 Baths
    • 7,641 Sq Ft

    1047 Wil Rose Ln, Versailles, KY 40383

    One of a kind executive custom built home! This amazing home is conveniently located just a short 15-minute drive from downtown. The home is situated on a 1.288 acre lot with the beauty of horse farms as your drive into the neighborhood via a private drive. Entertain friends on the back patio or enjoy the lovely setting you will find just beyond your all glass back doors. The high-end amenities

    Donna Mink lex.rets.RETS_OFFICE

    1047 Wil Rose Ln, Versailles, KY 40383
  • /52

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 3,778 Sq Ft

    401 Shady Ln, Midway, KY 40347

    Great location and Equestrian living opportunity in Midway KY! This 31± acre farm is suitable for any equine discipline. The 12 stall barn features a feed and tack room with full bath with a roughed in shower. There is a large hay loft with a roughed in apartment over the center aisle that could easily be finished into additional living space. The ranch style residence features parquet wood

    Tom Biederman Biederman Real Estate

    401 Shady Ln, Midway, KY 40347
  • /36

    $1,150,000

    • 3 Beds
    • 5 Baths
    • 5,100 Sq Ft

    3003 Old Frankfort Pike, Versailles, KY 40383

    Fantastic location for this 11.68 acre property on Old Frankfort Pike in Woodford County Kentucky! A treelined drive leads to the 5,100+/- sqft brick contemporary style residence with walkout basement. The home includes 3 bedrooms, 5 baths, large family room, 4 fireplaces, unfinished office with fireplace and much more. Please note that the residence in is need of renovation in several

    Tom Biederman Biederman Real Estate

    3003 Old Frankfort Pike, Versailles, KY 40383
  • /65

    $574,500

    • 2 Beds
    • 2 Baths
    • 3,702 Sq Ft

    500 Patterson Rd, Versailles, KY 40383

    This inviting 2 bedroom, 2-bath ranch sits on a scenic 2.5-acre flat lot, surrounded by mature trees that provide both shade and privacy. Inside, the home features not only three comfortable bedrooms but also two additional bonus rooms, ideal for additional bedrooms (closet, no windows) a home office, gym, playroom, or guest space.The main level offers a bright and welcoming floor plan

    Kassie Bennett Kassie & Associates

    500 Patterson Rd, Versailles, KY 40383
  • /12

    $6,000,000

    1700 Shannon Run Rd, Versailles, KY 40383

    Rare opportunity to acquire 268 +/- acres of the most desirable farmland in Central KY, at the corner of Shannon Run and Military Pike in Woodford County, on the Fayette County line. This property has three tobacco barns and a 20 stall "Keeneland style" horse barn. Approximately 32 acres around horse barn in paddocks, with the remainder in crops. This farm boasts around a mile and a half of road

    Bo Goodman Justice Real Estate

    1700 Shannon Run Rd, Versailles, KY 40383
  • /66

    $632,500

    • 4 Beds
    • 2.5 Baths
    • 4,449 Sq Ft

    168 High St, Versailles, KY 40383

    This historic home is for sale for the first time in over 50 years!! With character around every turn, this home was built in 1907 & sits on a 1 acre lot. Offering 4 bedrooms, 2.5 bathrooms & over 4,400 square feet, this home truly is a gem. When you walk in you're greeted with soaring ceilings & gorgeous hardwood floors. Additionally, you'll find a renovated primary bathroom, an updated kitchen

    Tyler I Back The Brokerage

    168 High St, Versailles, KY 40383
  • /128

    $875,000

    • 4 Beds
    • 3 Baths
    • 3,166 Sq Ft

    425 N Winter St, Midway, KY 40347

    American Gothic beauty in the heart of horse country in storybook, Midway Kentucky. This ICONIC home on 2acres sits across from the Holly Hill Inn and 2mins from Hallmark Movie quaint downtown Midway. Updated for modern living blending the historic with thoughtful updating. Open floor plan with spacious great room, gourmet kitchen and butler's pantry. Soaring ceilings with floor to ceiling

    Meredith Walker Bluegrass Sotheby's International Realty

    425 N Winter St, Midway, KY 40347
  • /69

    $729,500

    • 4 Beds
    • 3.5 Baths
    • 2,649 Sq Ft

    4605 Oregon Rd, Versailles, KY 40383

    Welcome to this stunning river front home on 5 acres with beautiful views from almost every room. Ceiling to floor windows and a cozy wood burning fireplace grace the 2 story Great room. Kitchen features luxury counter tops, newer appliances and a unique lighted island for showing off your China or Keepsakes. Wake up every morning to a beautiful view of the river from the first-floor primary

    Cynthia Hubbard RE/MAX Creative Realty

    4605 Oregon Rd, Versailles, KY 40383
  • /63

    $514,000

    • 3 Beds
    • 2.5 Baths
    • 2,106 Sq Ft

    8585 Troy Pike, Versailles, KY 40383

    Lovely stone home on 1.4± acres in Woodford County! This home has been well cared for and features hardwood flooring throughout first floor, Kitchen with stainless appliances and granite countertops, Living room with wood burning brick fireplace, Dining room, Study with exposed stone walls and wood burning stone fireplace, First floor primary bedroom with ensuite bath and large walk in closet, 2

    Westin Osborn Biederman Real Estate

    8585 Troy Pike, Versailles, KY 40383
  • /44

    $699,000

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

    170 Davistown Rd, Midway, KY 40347

    Welcome to 170 Davistown Rd — where timeless country charm meets everyday convenience! Nestled on just under 2+/- acres in the heart of Kentucky's famed horse country, this inviting home offers the best of both worlds: peaceful, scenic living just 5 minutes from historic downtown Midway and only 15 minutes to Lexington via I-64.Imagine hosting dinner parties in your open-concept kitchen,

    Katherine Jackson RO&CO Real Estate

    170 Davistown Rd, Midway, KY 40347
  • /50

    $3,800,000

    • 5 Beds
    • 6 Baths
    • 7,910 Sq Ft

    689 Sarah Blake Ln, Versailles, KY 40383

    This magnificent home on almost 11 acres in Versailles, Ky is a true testiment to beauty and strength. This home blends Scandanavian Elegance with Kentucky Charm. Bring your horses and enjoy the rustic charm of this home with scenic views of your land thru the floor to celing glass that showcases this private, end of the road oasis. This home was meticulously planned out and has all the amenities

    Darrell Lewis DIY Flat Fee.com

    689 Sarah Blake Ln, Versailles, KY 40383
  • /32

    $965,000

    1949 Huntertown Rd, Versailles, KY 40383

    Wonderful location, great elevations and productive soils just outside Versailles Kentucky. This is a blank slate on which to build your dream home and farm. Amenities include a 10 bent tobacco barn in good condition that could be converted to horses or other uses and a former railroad bed around a portion of the perimeter that could be a beautiful road and entrance to your eventual homesite.

    Tom Biederman Biederman Real Estate

    1949 Huntertown Rd, Versailles, KY 40383
  • /26

    $2,875,000

    • 5 Beds
    • 5 Baths
    • 4,988 Sq Ft

    545 Sugar Hill Rd, Versailles, KY 40383

    Highly desirable Woodford County horse farm on a dead end road with magnificent main residence with lofted garage apartment. 15 stall main barn, 1 stall isolation barn, & 20' x 60' run-in shed and round pen. 2 bed-2b bath log kit manager's home. Great neighbors: WinStar & Ashview!

    Bill Justice Justice Real Estate

    545 Sugar Hill Rd, Versailles, KY 40383
  • /97

    $1,849,900

    • 5 Beds
    • 3.5 Baths
    • 3,039 Sq Ft

    4250 Troy Pike, Versailles, KY 40383

    Priced below 2025 appraisal. This 15-acre sport horse facility located in the heart of Woodford County features a European-style farmhouse residence, horse barn, large Morton barn/workshop, indoor + outdoor riding areas, and 9 pastures with new 4-board fencing across the property. The 5-bedroom home was fully renovated in 2024-2025 with an open floor plan that features hardwood floors and a

    Hill Parker Turf Town Properties

    4250 Troy Pike, Versailles, KY 40383
  • /48

    $1,049,000

    • 4 Beds
    • 3.5 Baths
    • 4,347 Sq Ft

    5020 Lupreese Ln, Versailles, KY 40383

    Stunning Home in Sought-After LuPresse SubdivisionWelcome to this elegant 4-bedroom, 3.5-bath home offering over 4,300 square feet of beautifully designed living space, perfectly situated on a sprawling 1.288 acres in the desirable LuPresse subdivision on a quiet private road in Versailles. Step into the grand foyer and immediately feel at home. The exquisite formal dining room features

    Shawn Willard WEICHERT REALTORS - H Barry Smith Co.

    5020 Lupreese Ln, Versailles, KY 40383
  • /103

    $1,745,000

    • 6 Beds
    • 5 Baths
    • 5,700 Sq Ft

    12641 Troy Pike, Versailles, KY 40383

    Currently being used as a dog breeding facility, this 31-acre farm in the heart of Woodford County has multiple uses and loads of income potential! Sitting on flat/gently rolling Kentucky bluegrass with perimeter plank fencing, 7 paddocks and a gorgeous, converted tobacco barn with 9 brand new oversized stalls, a large, finished tack room/rider's lounge this farm caters to the dog lover or

    Tess Utterback RE/MAX Creative Realty

    12641 Troy Pike, Versailles, KY 40383
  • /105

    $2,500,000

    • 7 Beds
    • 7 Baths
    • 8,705 Sq Ft

    160 Elm St, Versailles, KY 40383

    Extraordinary opportunity to own this historic estate which is the ''Gem of Downtown Versailles''. The majestic front porch with impressive columns and classic front door with fan light welcomes you into the large Entry Hall with fireplace. The tall ceilings and gleaming hardwood floors are throughout the home plus large windows allowing abundant natural light to stream through the home. The

    Suzanne Elliott Berkshire Hathaway de Movellan Properties

    160 Elm St, Versailles, KY 40383
  • /5

    $53,500

    • Land
    • 4.26 Acres
    • $12,559 per Acre

    2405 Lillards Ferry Rd, Versailles, KY 40383

    Here is chance to take the scenic route out of town and into your very own piece of Kentucky. This lot is 4.62 acres of wooded land located right beside the Kentucky River with views you galore. There is an easement from Burton road with a buildable area located here. Call listing agent with any questions you may have,

    Brandon Hedinger Keller Williams Bluegrass Realty

    2405 Lillards Ferry Rd, Versailles, KY 40383
  • /4

    $922,000

    • Land
    • 4.32 Acres
    • $213,426 per Acre

    305 Kentucky Ave, Versailles, KY 40383

    Huge lot with lots of road frontage zoned I1,, light industrial, that's good for many different uses. Lot is large enough for development for several lots. It is also large enough for 35 townhomes with an R3 zone change, or 69 units with an R4 zone change.

    Harold Steele Haroldz, Inc.

    305 Kentucky Ave, Versailles, KY 40383
  • /46

    $575,000

    • 3 Beds
    • 3 Baths
    • 2,618 Sq Ft

    2680 Scotts Ferry Rd, Versailles, KY 40383

    Lisa Peel United Real Estate Bluegrass

    2680 Scotts Ferry Rd, Versailles, KY 40383
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