119

Jessamine County KY Homes for Sale with Acreage

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  • /79

    $875,000

    • 3 Beds
    • 2.5 Baths
    • 2,233 Sq Ft

    235 Lakewood Dr, Nicholasville, KY 40356

    Exceptional 5-acre farm property located on a cul-de-sac of Lakewood Drive. This prime location is just minutes away from Champion Golf Course, grocery stores, restaurants, and shopping. The property features a beautiful custom Craftsman-style home highlighted by a great room with soaring ceilings, a ventless fireplace, and abundant natural light. You can enjoy stunning sunsets from the

    Agent Photo

    Clarissa R Barber

    Berkshire Hathaway de Movellan Properties

    (859) 659-7417

    235 Lakewood Dr, Nicholasville, KY 40356
  • /111

    $3,480,000

    • 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
  • /67

    $480,000

    • 3 Beds
    • 2 Baths
    • 2,183 Sq Ft

    133 Vincewood Dr, Nicholasville, KY 40356

    If you're looking for one level living on over an acre, here you go! Oh, it also backs to a farm. Sit in your enclosed patio and look out at the wildlife and cows in the field behind the house. Kentucky living at its best! This home boasts 3 generously sized bedrooms, an open concept family room and kitchen along with a formal living room and dining room. The new windows offer plenty of natural

    Devon Ramage The Brokerage

    133 Vincewood Dr, Nicholasville, KY 40356
  • /67

    $1,945,000

    • 4 Beds
    • 4.5 Baths
    • 4,900 Sq Ft

    100 Lafontaine Ct, Nicholasville, KY 40356

    Welcome to luxury living at its finest in Lafontaine Estates! Nestled on 1.75 acres of meticulously landscaped grounds, this stunning residence offers a rare blend of elegance and tranquility. With over 4900 sq ft of living space, this expansive home boasts 4 spacious bedrooms, each with its own en-suite bath, providing unparalleled comfort and privacy. Step inside to discover the grandeur of 12

    Steve Klein Bluegrass Sotheby's International Realty

    100 Lafontaine Ct, Nicholasville, KY 40356
  • /36

    $450,000

    • 4 Beds
    • 3 Baths
    • 2,113 Sq Ft

    311 Sunset Ln, Nicholasville, KY 40356

    Live your dream farm life on this 4+ acre hobby farm in the heart of Central Kentucky, where privacy, possibility, and convenience come together. Tucked away in a peaceful setting, this property offers open spaces ideal for large gardens or animals, giving you the freedom to create the lifestyle you've always imagined. The property features a 4-bedroom, 3-bathroom home full of potential and ready

    Chad Bowman The Brokerage

    311 Sunset Ln, Nicholasville, KY 40356
  • /58

    $774,900

    • 3 Beds
    • 1.5 Baths
    • 1,665 Sq Ft

    1538 Groggins Ferry Rd, Nicholasville, KY 40356

    The perfect blend of rural living with everyday convenience of just a short drive to Lexington and only minutes from downtown Nicholasville. Sitting on 6.05 acres is a charming 3 bedroom, 1.5 bath brick ranch. The welcoming foyer leads to the living room and connecting dining room. The family room with fireplace is convenient to the spacious kitchen and has double door to the outside oasis with

    Charlene Clark Charlene Clark & Associates, LLC

    1538 Groggins Ferry Rd, Nicholasville, KY 40356
  • /5

    $395,000

    2445 Hall Rd, Nicholasville, KY 40356

    This 20.61 Acres has a woods, for hunting, fenced in paddocks for livestock, and several beautiful spots for a home. There is approximately 1 mile of brand new posts and livestock fencing that has been installed into three distinct areas. There are also livestock working pins with cut gates to make life that much easier. From the highest elevation the view stretches for miles upon miles. Build

    Joseph E.C. Hagen Envision Real Estate

    2445 Hall Rd, Nicholasville, KY 40356
  • /7

    $144,900

    • Land
    • 1 Acre
    • $144,900 per Acre

    16 Grandview Trail, Wilmore, KY 40390

    Welcome to Jewell Pointe Development, where your custom home dreams can come true! This beautiful 1-acre residential building lot is ideally situated on a quiet court, offering breathtaking views of surrounding farmland and local wildlife. The established community features stunning custom-built homes, mature landscaping, and an elegant brick entrance that sets the tone for quality living.

    Maggie Taylor RE/MAX Creative Realty

    16 Grandview Trail, Wilmore, KY 40390
  • /10

    $369,500

    • Land
    • 8 Acres
    • $46,188 per Acre

    LOT 1-E Ashgrove Rd, Nicholasville, KY 40356

    Stunning 8-acre property with a fresh New Price for the new year! Ideal for horse enthusiasts or buyers seeking space and serenity minutes from town. One single-family residence permitted. Barn or agricultural structure allowed. With a perfect balance of natural beauty and building potential, this acreage is surrounded by mature trees and gently rolling hills. Experience breathtaking views in

    Sonia Scorsone United Real Estate Bluegrass

    LOT 1-E Ashgrove Rd, Nicholasville, KY 40356
  • /7

    $142,900

    • Land
    • 1 Acre
    • $142,900 per Acre

    16 Grandview Trail, Wilmore, KY 40390

    Welcome to Jewell Pointe Development, where your custom home dreams can come true! This beautiful 1-acre residential building lot is ideally situated on a quiet court, offering breathtaking views of surrounding farmland and local wildlife. The established community features stunning custom-built homes, mature landscaping, and an elegant brick entrance that sets the tone for quality living.

    Maggie Taylor RE/MAX Creative Realty

    16 Grandview Trail, Wilmore, KY 40390
  • /7

    $142,900

    • Land
    • 1 Acre
    • $142,900 per Acre

    18 Grandview Trail, Wilmore, KY 40390

    Welcome to Jewell Pointe Development, where your custom home dreams can come true! This beautiful 1-acre residential building lot is ideally situated on a quiet court, offering breathtaking views of surrounding farmland and local wildlife. The established community features stunning custom-built homes, mature landscaping, and an elegant brick entrance that sets the tone for quality living.

    Maggie Taylor RE/MAX Creative Realty

    18 Grandview Trail, Wilmore, KY 40390
  • /7

    $142,900

    • Land
    • 1 Acre
    • $142,900 per Acre

    11 Grandview Trail, Wilmore, KY 40390

    Welcome to Jewell Pointe Development, where your custom home dreams can come true! This beautiful 1-acre residential building lot is ideally situated on a quiet court, offering breathtaking views of surrounding farmland and local wildlife. The established community features stunning custom-built homes, mature landscaping, and an elegant brick entrance that sets the tone for quality living.

    Maggie Taylor RE/MAX Creative Realty

    11 Grandview Trail, Wilmore, KY 40390
  • /113

    $1,695,000

    • 5 Beds
    • 6.5 Baths
    • 8,368 Sq Ft

    980 Chandamere Way, Nicholasville, KY 40356

    Welcome to 980 Chandamere Way, a private 5-acre estate offering over 8,000 square feet of refined living in one of Nicholasville's most sought-after communities. Built in 2020, this home delivers the scale and presence of a luxury estate with the layout and features today's buyers actually want. From the moment you enter, the grand two-story foyer sets the tone with an elegant staircase, custom

    Dustin Haulk 1 Percent Lists Purple Door

    980 Chandamere Way, Nicholasville, KY 40356
  • /3

    $119,900

    • Land
    • 1 Acre
    • $119,900 per Acre

    116 Lawson Dr Unit lot 19, Wilmore, KY 40390

    Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

    Maggie Taylor RE/MAX Creative Realty

    116 Lawson Dr Unit lot 19, Wilmore, KY 40390
  • /27

    $314,500

    • 3 Beds
    • 1 Bath
    • 1,200 Sq Ft

    449 Keene Troy Pike, Versailles, KY 40383

    Welcome to The Keene Country Cottage! This beautiful 3-bed 1-bath is just waiting for its new owners! Located in Jessamine County, it is only 15 minutes from Versailles, 6 minutes to the heart of Nicholasville, and 15 mins to Lexington! You couldn't find a better location or a more amazing neighborhood. Central AC and heat, 1,000 sq ft garage, one acre, and updated, this home is a must see!

    Aurora Masterson Plum Tree Realty

    449 Keene Troy Pike, Versailles, KY 40383
  • /71

    $1,590,000

    • 4 Beds
    • 3.5 Baths
    • 4,760 Sq Ft

    100 Blue Wing Pass, Nicholasville, KY 40356

    Want to build with Collier Custom Homes but don't want to wait? This is your chance! Welcome to 100 Blue Wing Pass, a five-year-young, move-in-ready home in the highly sought-after Drakes Landing community. This spacious 4-5 bedroom ranch features a finished walkout basement and a smart split-bedroom layout on the main level. There is also potential for a fifth bedroom, the current office can be

    Katie Feola The Agency

    100 Blue Wing Pass, Nicholasville, KY 40356
  • /19

    $426,900

    4 Springhouse Dr, Nicholasville, KY 40356

    Lovely Homesite! What a dream to have your own horse and other pets in your own backyard, and already have the barn built and ready for use as you are building your home. We have an in-house custom builder who can build, design, and customize the home of your DREAMS!! Call today to come tour this picturesque site in Jessamine County. Remember, once the bypass is complete, which will be soon, the

    Timothy J McAlpin Mac Real Estate KY

    4 Springhouse Dr, Nicholasville, KY 40356
  • /41

    $585,000

    • 3 Beds
    • 2 Baths
    • 1,880 Sq Ft

    200 Kirk Dr, Nicholasville, KY 40356

    Nestled in a sweet neighborhood of Jessamine County, this charming three-bedroom, two-bath ranch sits on just over seven acres, offering a lovely view of the surrounding landscape. The home has been well cared for and is ready for a fresh vision. With an attached two-car garage and a close-to-town location, you'll enjoy a perfect balance of country charm and convenient access to amenities. This

    Paula Elder Christies International Real Estate Bluegrass

    200 Kirk Dr, Nicholasville, KY 40356
  • /101

    $1,825,000

    • 4 Beds
    • 4.5 Baths
    • 5,800 Sq Ft

    157 Doe Valley, Nicholasville, KY 40356

    Completed in 2023, this custom turn-key ranch blends modern designer luxury with functional open concept living across 5,800 sq ft. With sprawling rural views set on 1 acre in Vine Grove, you can enjoy seamless indoor-outdoor flow to a large screened porch and backyard ready to entertain. The main level features 2 en-suite bedrooms, large Master suite w/ built in fireplace and closet connecting

    Ashley Teater Bluegrass Sotheby's International Realty

    157 Doe Valley, Nicholasville, KY 40356
  • /10

    $350,000

    1390 Groggins Ferry Rd Unit , Lot 2, Nicholasville, KY 40356

    Lot 2 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.04-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

    Joey Svec Building The Bluegrass Realty

    1390 Groggins Ferry Rd Unit , Lot 2, Nicholasville, KY 40356
  • /11

    $350,000

    1390 Groggins Ferry Rd Unit , Lot 6, Nicholasville, KY 40356

    Lot 6 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.02-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

    Joey Svec Building The Bluegrass Realty

    1390 Groggins Ferry Rd Unit , Lot 6, Nicholasville, KY 40356
  • /9

    $350,000

    1390 Groggins Ferry Rd Unit , Lot 4, Nicholasville, KY 40356

    Lot 4 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.27-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

    Joey Svec Building The Bluegrass Realty

    1390 Groggins Ferry Rd Unit , Lot 4, Nicholasville, KY 40356
  • /10

    $350,000

    1390 Groggins Ferry Rd Unit , Lot 5, Nicholasville, KY 40356

    Lot 5 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.54-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

    Joey Svec Building The Bluegrass Realty

    1390 Groggins Ferry Rd Unit , Lot 5, Nicholasville, KY 40356
  • /60

    $1,400,000

    • 4 Beds
    • 3.5 Baths
    • 2,777 Sq Ft

    1390 Groggins Ferry Rd, Nicholasville, KY 40356

    Exceptional development opportunity featuring 30 acres with five approved lots, offering flexibility for investors, builders, or those looking to create a private estate setting. Lot 3 includes an existing 1.5-story home with an unfinished basement and attached garage— a well appointed primary residence with first floor master. Enjoy a peaceful setting while still being just minutes from Brannon

    Joey Svec Building The Bluegrass Realty

    1390 Groggins Ferry Rd, Nicholasville, KY 40356
  • /35

    $525,000

    • 6 Beds
    • 1.5 Baths
    • 2,600 Sq Ft

    6708 Danville Loop 2 Rd, Nicholasville, KY 40356

    This beautifully maintained 6-bedroom, two-story all-brick home with a finished 1,000 sq ft basement offers exceptional space, privacy, and stunning natural surroundings. Situated on 1.35 acres, the property borders a historic national monument park, providing incredible tranquility with over 500 acres of protected land behind the home that will never be developed. The home features a detached

    Colton Flynn Keller Williams Commonwealth - Somerset

    6708 Danville Loop 2 Rd, Nicholasville, KY 40356
  • /76

    $2,290,000

    • 5 Beds
    • 4.5 Baths
    • 6,603 Sq Ft

    111 Pearl Ln, Nicholasville, KY 40356

    This recently updated home boasts a generous 7,526 square feet of luxurious living space situated on 5 acres of pasture suitable for a horse or your dream backyard. Sought after location in between Keene and Champions Golf courses, minutes from Lexington. 5 bedrooms and 4 bathrooms. The homes offers a generous open floor plan. The living room opens up to a sun room with a gas burning fireplace.

    Donna Mink Mink Realty

    111 Pearl Ln, Nicholasville, KY 40356
  • /57

    $974,900

    • 3 Beds
    • 4 Baths
    • 3,967 Sq Ft

    104 Barkley Estates, Nicholasville, KY 40356

    This home gives new meaning to "custom-built." Every square inch was curated and thoughtfully selected for this home. It's classy and modern, yet still warm and inviting. It's open, and bright with sliding doors across the back, making it the most stunning setting to entertain and host. The primary suite is huge, yet functional, giving endless possibilites to create a true owners sanctuary. A

    Destiny Darby Keller Williams Commonwealth

    104 Barkley Estates, Nicholasville, KY 40356
  • /88

    $1,750,000

    • 4 Beds
    • 5 Baths
    • 8,402 Sq Ft

    100 Stirling Ln, Versailles, KY 40383

    Welcome to a home that redefines modern living. With its open-concept design, high ceilings, and abundant natural light, this property creates an inviting atmosphere that's both stylish and functional. The chef's kitchen is equipped with premium appliances, custom cabinetry, a huge walk in pantry and an oversized island perfect for gatherings. Retreat to the luxurious owner's suite featuring a

    Diana Emrich WEICHERT REALTORS - ABG Properties

    100 Stirling Ln, Versailles, KY 40383
  • /31

    $439,000 Open Sun 2PM - 4PM

    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    2040 McGee 1 Ln, Nicholasville, KY 40356

    Welcome to 2040 McGee 1 Lane in Nicholasville, KY - a stunning property offering 3 bedrooms, 2 bathrooms, and 1,594 square feet of beautifully finished living space, all situated on 5 peaceful acres of Kentucky countryside. Inside, the home features modern finishes and stylish updates throughout, creating a bright and inviting atmosphere. The thoughtfully designed layout provides comfortable

    Hunter Miller GSP Homes

    2040 McGee 1 Ln, Nicholasville, KY 40356
  • /3

    $126,900

    • Land
    • 1 Acre
    • $126,900 per Acre

    125 Lawson Dr Unit Lot 33, Wilmore, KY 40390

    Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

    Maggie Taylor RE/MAX Creative Realty

    125 Lawson Dr Unit Lot 33, Wilmore, KY 40390
  • /3

    $126,900

    • Land
    • 1 Acre
    • $126,900 per Acre

    121 Lawson Dr Unit Lot 34, Wilmore, KY 40390

    Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

    Maggie Taylor RE/MAX Creative Realty

    121 Lawson Dr Unit Lot 34, Wilmore, KY 40390
  • /3

    $134,900

    • Land
    • 1 Acre
    • $134,900 per Acre

    137 Lot 30 Lawson Dr, Wilmore, KY 40390

    Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

    Maggie Taylor RE/MAX Creative Realty

    137 Lot 30 Lawson Dr, Wilmore, KY 40390
  • /3

    $124,900

    • Land
    • 1 Acre
    • $124,900 per Acre

    129 Lawson Dr Unit Lot 32, Wilmore, KY 40390

    Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

    Maggie Taylor RE/MAX Creative Realty

    129 Lawson Dr Unit Lot 32, Wilmore, KY 40390
  • /52

    $499,900

    • 3 Beds
    • 2.5 Baths
    • 1,424 Sq Ft

    2461 John Watts Rd, Nicholasville, KY 40356

    This country charmer could just be the one you've been searching for! Located minutes from town and situated on 8 sprawling acres, this custom built, 3 bedroom 3 bath home has tons of updates! Seller is currently replacing HVAC with brand new one. The roof is only 3 years old and the LVP flooring is brand new along with new carpet in the upstairs bedrooms (Fall 2025). The land backs to Hickman

    Margaret Stinnett Lifstyl Real Estate

    2461 John Watts Rd, Nicholasville, KY 40356
  • /93

    $959,000

    • 4 Beds
    • 5 Baths
    • 4,377 Sq Ft

    106 Hidden Meadow Ln, Nicholasville, KY 40356

    Welcome to 106 Hidden Meadow Lane, a beautifully designed custom home set on one private acre backing to protected Kentucky farmland, offering peaceful views and a rare sense of privacy just minutes from Lexington. With over 4,300 square feet of living space, this home features 4 bedrooms and 5 bathrooms (3 full, 2 half) and is thoughtfully designed for comfortable everyday living and effortless

    William Said Tru Life Real Estate

    106 Hidden Meadow Ln, Nicholasville, KY 40356
  • /3

    $124,900

    • Land
    • 1 Acre
    • $124,900 per Acre

    117 Lawson Dr Unit Lot 35, Wilmore, KY 40390

    Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

    Maggie Taylor RE/MAX Creative Realty

    117 Lawson Dr Unit Lot 35, Wilmore, KY 40390
  • /17

    $85,000

    • Land
    • 6.93 Acres
    • $12,266 per Acre

    0000 Lock 8 Rd, Nicholasville, KY 40356

    Bring your favorite plans. This unrestricted, approximately 6.93-acre Nicholasville parcel near the Kentucky River offers standout views of the river and Lock 8, along with panoramic countryside scenery. Approx. 347.73' of road frontage and utilities nearby make it a strong candidate for a future homesite, pasture, recreational property, or whatever you desire. Quiet rural feel just minutes from

    Alan Hammond WEICHERT REALTORS - Ford Brothers

    0000 Lock 8 Rd, Nicholasville, KY 40356
  • /5

    $164,000

    • Land
    • 1 Acre
    • $164,000 per Acre

    117 Gavin Way, Wilmore, KY 40390

    Bring your own builder!!! One acre lots surrounded by gorgeous views of farmland and breathtaking sunsets. This is not your cookie cutter one acre lot neighborhood, bring your dreams of building your home to Jessamine Creek Crossing! Basement lots available. High speed fiber optic internet, underground electric and city water available. Don't have a builder, we have a great one. Call today for

    Katie Feola The Agency

    117 Gavin Way, Wilmore, KY 40390
  • /94

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 6,500 Sq Ft

    2250 Hall Rd, Nicholasville, KY 40356

    Back on the market with fresh updates! Enjoy newly refinished hardwood floors, brand-new carpet in the office, and professionally cleaned carpets throughout. 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

    Tess Utterback RE/MAX Creative Realty

    2250 Hall Rd, Nicholasville, KY 40356
  • /61

    $899,900

    • 1 Bed
    • 1 Bath
    • 1,920 Sq Ft

    1751 West Ln, Nicholasville, KY 40356

    Equestrian Paradise in the Heart of Jessamine County! This exceptional 32+ acre farm offers the ideal canvas to bring your equine dreams to life. At the heart of the property is a charming barndominium featuring 1 bedroom, 2 full baths, a spacious eat-in kitchen, dining room, office, and a large family room, perfect for comfortable living or a weekend retreat. Attached is a 5-stall barn complete

    Maggie Taylor RE/MAX Creative Realty

    1751 West Ln, Nicholasville, KY 40356

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