19

Jessamine County KY Houses for Sale with Private Pool

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  • /104

    $3,500,000

    • 6 Beds
    • 6.5 Baths
    • 10,624 Sq Ft

    520 Cassity Way, Nicholasville, KY 40356

    A Timeless Castle Experience! Step into a masterpiece reminiscent of European chateaus with magnificent Gothic Revival and Renaissance influences. This exquisite brick and stone home is designed for those who appreciate artistry and elegance. The stunning 'Stone Serenity' room features 24' tall turret, perfect for gatherings, complete with custom-built forged doors and intricate craftsmanship.The

    Nasim Noorazar Lifstyl Real Estate

    520 Cassity Way, Nicholasville, KY 40356
  • /65

    $1,249,900

    • 5 Beds
    • 4.5 Baths
    • 5,610 Sq Ft

    106 Stirling Ln, Versailles, KY 40383

    Just what you've been waiting for... A beautiful scenic drive to an estate with room to roam in the country. Spacious custom built house with 5 bedrooms and 4 1/2 baths. Just add two closets to other rooms and you could have 7 bedrooms if needed. Large living areas and built-in bookcases, Primary Bedroom and three other bedrooms on the first floor, Granite and abundant cabinets in the kitchen. A

    Ned Werling United Real Estate Bluegrass

    106 Stirling Ln, Versailles, KY 40383
  • /63

    $1,200,000

    • 4 Beds
    • 3 Baths
    • 4,422 Sq Ft

    2226 Mackey Pike, Nicholasville, KY 40356

    Welcome to your own slice of Kentucky countryside! Nestled on nearly 16 picturesque acres, this versatile hobby farm offers the perfect balance of rural living and modern convenience. Inside, the home welcomes you with warm hardwood flooring, an inviting layout, and a freshly updated kitchen featuring custom cabinetry, sleek quartz countertops, and modern appliances — perfect for

    Alyssa Weir ERA Select Real Estate

    2226 Mackey Pike, Nicholasville, KY 40356
  • /168

    $1,550,000

    • 5 Beds
    • 4.5 Baths
    • 6,922 Sq Ft

    315 Whispering Brook Dr, Nicholasville, KY 40356

    Welcome to 315 Whispering Brook Drive, this Jessamine county estate has it all! Offering 5 bedrooms, 5 bathrooms, 5 car garage, chef's kitchen, inground heated saltwater swimming pool, unfinished guest house, home theater and bar with nearly 7,000 square feet. Located on an immaculately maintained and private two acre cul-de-sac lot, you will be impressed by the curb appeal from the second you

    S Alexander Lennon Bluegrass Sotheby's International Realty

    315 Whispering Brook Dr, Nicholasville, KY 40356
  • /137

    $2,250,000

    • 5 Beds
    • 4.5 Baths
    • 8,276 Sq Ft

    2250 Hall Rd, Nicholasville, KY 40356

    OPEN HOUSE 8/21 5-7pm Step into your own fairytale with this timeless yellow farmhouse, gracefully set on 20+ private acres overlooking the dramatic cliffs of the Central Kentucky Palisades. Every detail of this extraordinary estate blends classic charm with thoughtful modern updates—from wide plank pine floors and a stunning stone fireplace to high-end finishes throughout. Designed for grand

    Tess Utterback RE/MAX Creative Realty

    2250 Hall Rd, Nicholasville, KY 40356
  • /98

    $1,649,000

    • 5 Beds
    • 5 Baths
    • 5,784 Sq Ft

    207 Grandview Trail, Wilmore, KY 40390

    This custom ranch on a finished walk-out basement offers move-in ready comfort on a peaceful 1-acre lot in Jewell Pointe—no waiting to build. Featuring 5 bedrooms, 3 full baths, 2 half baths, and a backyard pool, this home is ideal for entertaining. The lower level includes fully separate living quarters, perfect for multigenerational living or a teen suite, with ADA accessibility throughout and

    Whitney Pannell Team Pannell Real Estate

    207 Grandview Trail, Wilmore, KY 40390
  • /70

    $1,325,000

    • 4 Beds
    • 4.5 Baths
    • 4,297 Sq Ft

    520 Chrisman Oaks Trail, Nicholasville, KY 40356

    Here is your chance to own a slice of Kentucky with this Mini Farm in The Reserves at Chrisman Mill. Enjoy country living while benefiting from the amenities of an upscale neighborhood. This luxury, sprawling, one-level custom home, built in 2015, is strategically located on 5 Acres backing to the KY River. Enjoy breathtaking sunrises with views of fog rolling over the hills. The property

    Vanessa Vale Team - Vanessa Vale Womack LPT Realty

    520 Chrisman Oaks Trail, Nicholasville, KY 40356
  • /148

    $1,750,000

    • 6 Beds
    • 6.5 Baths
    • 8,230 Sq Ft

    60 Avenue of Champions, Nicholasville, KY 40356

    Welcome to your private retreat in the prestigious Champions Golf Community, where timeless elegance meets resort-style living. Perfectly positioned on the 10th hole, this extraordinary custom-built estate spans over 8,200 square feet of refined comfort and luxury. Designed with intention, every space balances beauty and function, offering the lifestyle you've always dreamed of—distinguished,

    Melia Hord Keller Williams Bluegrass Realty

    60 Avenue of Champions, Nicholasville, KY 40356
  • /85

    $989,000

    • 4 Beds
    • 4.5 Baths
    • 5,019 Sq Ft

    101 Creek Ridge Dr, Nicholasville, KY 40356

    LOVE the house but HATE the interest rate? The Sellers are offering you a better interest rate to make your payment much more comfortable!! They are willing to buy down your interest rate!! Stunning custom all brick 4 bedroom, 4.5 bath w/5000+ sq ft ranch on 5.1 acres w/an inground pool, irrigation system, pet fence & walk-out basement! Discover the perfect blend of luxury & tranquility in this

    Emily Belcher Rector Hayden Realtors

    101 Creek Ridge Dr, Nicholasville, KY 40356
  • /27

    $269,900

    • 3 Beds
    • 2.5 Baths
    • 1,375 Sq Ft

    231 Christopher Dr, Nicholasville, KY 40356

    Just Listed in Nicholasville! 231 Christopher Drive | 3 Beds | 2.5 BathsWelcome to a home that blends modern upgrades with outdoor charm! This beautifully updated 3-bedroom, 2.5-bath property is move-in ready with thoughtful finishes inside and backyard amenities that make the most of every space.Inside, you'll find: Stylish LVP flooring throughout for durability and easy

    Wayne Sewell The Agency

    231 Christopher Dr, Nicholasville, KY 40356
  • /97

    $725,000

    • 4 Beds
    • 3.5 Baths
    • 4,036 Sq Ft

    1018 Mackey Pike, Nicholasville, KY 40356

    Country Charm Just Minutes from Lexington!Enjoy the best of both worlds—peaceful country living with city convenience—just 1 mile from Lexington. This beautifully updated 4-bedroom, 3.5-bath ranch offers spacious single-level living with modern upgrades throughout. The kitchen and bathrooms have been thoughtfully renovated with today's finishes, creating a comfortable and stylish interior

    Michelle Gunter Bluegrass Home Group

    1018 Mackey Pike, Nicholasville, KY 40356
  • /86

    $685,000

    • 5 Beds
    • 3 Baths
    • 3,828 Sq Ft

    113 Paddock Dr, Nicholasville, KY 40356

    Discover the perfect blend of comfort and versatility with this stunning all-one-level home situated on nearly 1.5 acres of picturesque land. This 5-bedroom, 3-bathroom property offers an exceptional open floor plan, ideal for modern living and entertaining. The home features two cozy fireplaces, creating inviting spaces to relax and unwind.The property boasts two luxurious primary suites,

    Michelle Gunter Bluegrass Home Group

    113 Paddock Dr, Nicholasville, KY 40356
  • /54

    $590,000 Open Sat 6:30PM - 7:45PM

    • 5 Beds
    • 2 Baths
    • 4,320 Sq Ft

    302 Broadway St, Nicholasville, KY 40356

    I purchased this historic home over 11 years ago when it was in complete disrepair, with the original intention of flipping it. But after pouring more than $350,000 into thoughtful renovations, I decided to stay and make it home. Throughout the years, I've lovingly restored this home from the ground up: updated flooring, new drywall, paint, electrical, a brand-new pool and hot tub, and so

    Jenny Perron EXP Realty, LLC

    302 Broadway St, Nicholasville, KY 40356
  • /32

    $394,900

    • 4 Beds
    • 2 Baths
    • 2,104 Sq Ft

    205 Bernie Trail, Nicholasville, KY 40356

    Welcome to this beautiful 4 bedroom, 2 bath brick and stone home in one of Jessamine County's most sought after neighborhoods, Lou Carlton, just minutes from Rosenwald Elementary and West Jessamine Middle and High Schools. Situated on a corner lot with a privacy fence, the backyard is summer ready with a deck and pool—perfect for entertaining! The open floor plan offers seamless flow for

    Ben Allen The Brokerage

    205 Bernie Trail, Nicholasville, KY 40356
  • /70

    $850,000

    • 5 Beds
    • 4 Baths
    • 2,976 Sq Ft

    132 Tara Ln, Wilmore, KY 40390

    Welcome to your sanctuary nestled on 1 acre where craftsmanship meets a taste of country. Charming entryway with covered front porch just adds to the curb appeal. Hardwood floors invite you into the living/kitchen/dining open room concept. Great room has custom built ins and gas burning, shiplap fireplace. The kitchen is outfitted with a large island, walk in pantry, quartz, soft close, tall,

    Natalie Cusic The Brokerage

    132 Tara Ln, Wilmore, KY 40390
  • /41

    $815,000 Open Sat 12PM - 2PM

    • 5 Beds
    • 4 Baths
    • 4,445 Sq Ft

    210 Whispering Brook Dr, Nicholasville, KY 40356

    Set on a picturesque one-acre lot in Nicholasville's quiet Hickman's Point neighborhood, this spacious home offers comfort, functionality, and room to relax both inside and out. A welcoming two-story foyer and hardwood floors set the tone upon entry, leading into a vaulted living room filled with natural light and anchored by a brick fireplace. The kitchen features granite countertops, an eat-in

    Rusty Underwood Christies International Real Estate Bluegrass

    210 Whispering Brook Dr, Nicholasville, KY 40356
  • /46

    $859,900

    • 4 Beds
    • 3.5 Baths
    • 2,911 Sq Ft

    1775 Logana Pike, Nicholasville, KY 40356

    Looking for total privacy and seclusion in your very own 10-acre farm? This 7yr old home features 4 bedrooms, 3 1/2 bathrooms, (two of the upstairs bedrooms have their own bathrooms) Great room with fireplace, large master suite, covered front and back porches, inground pool, 3 car detached garage with an additional storage room (currently being used for a dog kennel) and more! You cannot see

    Bradley Warford Century 21 Pinnacle

    1775 Logana Pike, Nicholasville, KY 40356
  • /145

    $2,599,000

    • 4 Beds
    • 4.5 Baths
    • 10,878 Sq Ft

    150 Old Woods Dr, Nicholasville, KY 40356

    HUGE PRICE REDUCTION!This stunning gated Estate is an absolute must see! This property is ideally located just outside of Fayette County on over 5 manicured acres and offers over 10,000 finished square feet!Featuring a beautiful chef's kitchen that boasts a wood fire oven, Wolfe/Sub-Zero appliances, a commercial gas range, double ovens, granite counter tops, and a large

    Tyson Walters Kassie & Associates

    150 Old Woods Dr, Nicholasville, KY 40356
  • /26

    $270,000 Pre-Foreclosure

    • 3 Beds
    • 2 Baths
    • 1,350 Sq Ft

    400 Biloxi Dr, Nicholasville, KY 40356

    Spacious 3BR/2BA home on a desirable corner lot with privacy fence. Enjoy outdoor living with a large deck and patio—perfect for entertaining! Inside, the open floor plan offers a bright and welcoming space ideal for everyday living. Great flow between living, dining, and kitchen. Move-in ready with comfort, privacy, and charm!And we already installed the doggy door from the kitchen to

    Roger Fields EXP Realty, LLC

    400 Biloxi Dr, Nicholasville, KY 40356
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