Jessamine County KY Homes for Sale

• 

  

  

  /3

  $635,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,898 Sq Ft

  104 Wiley Way, Nicholasville, KY 40356

  **PROPOSED NEW CONSTRUCTION** Beautiful brand new all brick ranch in desirable Halfhill Estates brought to you by JLB Builders!! From the comfort of the attractively adorned covered patio, enjoy this spacious, flat backyard ideal for a future swimming pool and entertaining. Special note, you won't be backing up to another house, but rather your view will be the backyards of the houses beyond

  Matt Gerwin Christies International Real Estate Bluegrass

  104 Wiley Way, Nicholasville, KY 40356
• 

  

  

  /113

  $1,645,000

  • 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
• 

  

  

  /13

  $1,400,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 4,200 Sq Ft

  112 Doe Valley, Lexington, KY 40515

  A beautifully crafted custom home designed for effortless luxury living. Light-filled open spaces, a stunning kitchen, and covered outdoor living create an ideal setting for entertaining, while the private primary suite offers a peaceful retreat. A full basement provides exceptional potential for future living space.

  Stephen Howard Keller Williams Bluegrass Realty

  112 Doe Valley, Lexington, KY 40515
• 

  

  

  /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
• 

  

  

  /10

  $140,000

  • Land
  • 19,166 Sq Ft
  • $318,182 per Acre

  312 Witts Ln, Wilmore, KY 40390

  Come build your dream home in Wilmore! This may be the last available lot in the highly desired Talbott neighborhood expansion. Situated at the end of the street, you have the added bonus of neighboring farmland on the left side of the property. Current owners have customized home design site plans available, if interested, otherwise build your dream house to life.

  Paige Wilson The Brokerage

  312 Witts Ln, Wilmore, KY 40390
• 

  

  /79

  $175,000

  • 2 Beds
  • 2 Baths
  • 1,700 Sq Ft

  112 Lincoln St, Nicholasville, KY 40356

  Two properties for one price! An investors dream! Welcome to 110-112 Lincoln St! Duplex and lot combo. Very unique and special property owned by one owner! Combo sale. Selling as-is.

  Jessica Crutcher Guide Realty, Inc.

  112 Lincoln St, Nicholasville, KY 40356
• 

  

  /29

  $225,000

  • 5 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  169 Lois Ln, Nicholasville, KY 40356

  Welcome to 169 Lois Lane in Nicholasville, a stunningly modernized home perfectly situated for easy access to both Lexington and Nicholasville amenities. This five bedroom, two and a half bath residence has been completely updated throughout, featuring expansive additions on three sides including a beautiful front porch, a massive back entertainment room, and a private primary suite. Designed

  Amy Boone Sweet Home KY Realty

  169 Lois Ln, Nicholasville, KY 40356
• 

  

  /32

  $319,500

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  520 Pinoak Dr, Nicholasville, KY 40356

  Welcome Home! A Home to Entertain Family & Friends! This 3 Bedroom 2 Bath Ranch with Wide Driveway, & Oversized Garage (26x30) a Mechanics Dream, & Fenced Backyard. This home Features a Large Den which opens to Dining Area and Huge Kitchen. The Kitchen has an Abundance of Cabinets & Plenty of Countertop Space, a Gorgeous Herringbone Butcherblock Counter, a Single Basin Waterfall Sink with Pull

  Leigh Ann Parks RE/MAX Elite Realty

  520 Pinoak Dr, Nicholasville, KY 40356
• 

  

  /57

  $499,900

  • 4 Beds
  • 2.5 Baths
  • 2,578 Sq Ft

  204 Skaggs Blvd, Nicholasville, KY 40356

  Experience elevated living in this stunning 2024-built residence in West Place, one of Nicholasville's most desirable and sought-after neighborhoods. Beautifully designed with a perfect balance of sophistication and comfort, this exceptional home welcomes you with a spacious great room crowned by a dramatic vaulted ceiling, creating a grand yet inviting atmosphere ideal for both refined

  Alan Hammond WEICHERT REALTORS - Ford Brothers

  204 Skaggs Blvd, Nicholasville, KY 40356
• 

  

  /71

  $1,550,000

  • 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

  $399,999

  Lot 4 Springhouse Dr, Nicholasville, KY 40356

  Lovely Homesite! What a dream to have your own horse and other pets in your backyard, with the 6-stall barn (and tractor shed) and fencing already built and ready for use as you build your home. The lay of the land is beautiful, with a nice hilltop building site in a great, very peaceful, quiet, and secluded subdivision. Sunsets and the night skies are amazing. We have an in-house custom builder

  Timothy J McAlpin Mac Real Estate KY

  Lot 4 Springhouse Dr, Nicholasville, KY 40356
• 

  

  /41

  $525,000

  • 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

  $1,715,000

  • 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
• 

  

  /44

  $399,000

  • 6 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  505 Southbrook Dr, Nicholasville, KY 40356

  Look no further if you need space in a great neighborhood. NEW ROOF!! NEW HOT WATER HEATER! This home is 6 bedrooms, 2 1/2 bath, den, eat in kitchen, and lots more! Did I mention there in a hot tub indoors so you can use year around without leaving house? Home has updated bathrooms and flooring downstairs. Downstairs you will find 2 of the 6 bedrooms which could be used as men caves,

  Amanda McMillian RE/MAX Elite Realty

  505 Southbrook Dr, Nicholasville, KY 40356
• 

  

  /9

  $1,350,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,873 Sq Ft

  109 Peaceful Landing, Wilmore, KY 40390

  This new construction home is here to make a statement! The heart of the home features an open-concept layout with 12-foot coffered ceilings, entry foyer with barrel vault ceiling, a gas fireplace in the living room, located by the dining area and kitchen with hidden walkin pantry. Heated tile floors in every full bathroom, along with custom tile work showcasing curbless walk-in showers, soaking

  Ivan Timoshchuk Lifstyl Real Estate

  109 Peaceful Landing, Wilmore, KY 40390
• 

  

  /26

  $445,563 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  113 Clearwater Dr, Nicholasville, KY 40356

  NEW CONSTRUCTION The Abigail-Elevation B by James Monroe Homes. Estimated completion: 6/26/2026. The award-winning Abigail plan offers exceptional flexibility for living, working, and relaxing. Just off the foyer, a spacious flex room provides the perfect setting for a home office, formal dining room, or additional sitting area. The well-appointed kitchen features a center island, double-door

  James Monroe Homes Builder

  113 Clearwater Dr, Nicholasville, KY 40356
• 

  

  /18

  $424,490 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  108 Clearwater Dr, Nicholasville, KY 40356

  NEW CONSTRUCTION Estimated completion date; 6/15/2026. Welcome to the Grace plan by James Monroe Homes, where the art of harmonious living comes to life, striking the perfect balance between spacious living areas on the first floor and cozy bedrooms on the second. Upon entry, be greeted by a versatile flex room off the foyer that empowers you to shape the space to suit your individual needs. Will

  James Monroe Homes Builder

  108 Clearwater Dr, Nicholasville, KY 40356
• 

  

  /21

  $442,813 New Construction

  • 4 Beds
  • 3 Baths
  • 2,365 Sq Ft

  132 Clearwater Dr, Nicholasville, KY 40356

  NEW CONSTRUCTION. Estimated completion 7/6/2026. The Lucy floorplan Farmhouse elevation by James Monroe Homes offers every member of your family the space they need to live, work, and thrive. The Lucy plan is your canvas for crafting the home of your dreams. This is a two-story masterpiece with extra rooms that can serve as bedrooms, a home office, or a cozy loft, complete with a full bath on the

  James Monroe Homes Builder

  132 Clearwater Dr, Nicholasville, KY 40356
• 

  /2

  $505,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,930 Sq Ft

  424 Krauss Dr, Nicholasville, KY 40356

  Don't miss this rare opportunity to own one of the few walkout basement homesites in the neighborhood! The estimated completion date of this house is May 15, just in time for summer! You can help pick some finishes if you act quickly! This beautiful new home offers nearly 3,000 square feet of finished living space and sits on one of the only lots that backs to a treeline and farmland, creating a

  Samuel Watts Lifstyl Real Estate

  424 Krauss Dr, Nicholasville, KY 40356
• 

  /2

  $475,000 New Construction

  • 3 Beds
  • 2.5 Baths
  • 2,640 Sq Ft

  420 Krauss Dr, Nicholasville, KY 40356

  This spacious ranch with a walkout basement offers the perfect opportunity to own a beautiful new home—and if you act quickly, you can still select some of the finishes to make it your own. Estimated for completion by May 15, this home is ready just in time for summer living. Situated on one of the premier lots in the neighborhood, the property backs to a scenic farm with a peaceful treeline,

  Samuel Watts Lifstyl Real Estate

  420 Krauss Dr, Nicholasville, KY 40356
• 

  

  /84

  $844,900

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

  235 Lakewood Dr, Nicholasville, KY 40356

  Exceptional 5-acre farm property located at the end 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 wrap-around

  

  Clarissa R Barber

  Berkshire Hathaway de Movellan Properties

  (859) 659-7417

  235 Lakewood Dr, Nicholasville, KY 40356
• 

  

  /39

  $289,900

  • 2 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  1278 Elm Fork Rd, Nicholasville, KY 40356

  Beautiful opportunity on a quiet street! This home features 2 bedrooms plus a versatile bonus room that can serve as an office, guest room, or additional living space. The kitchen offers an island, newer stainless steel appliances, and an open layout flowing seamlessly into the living room—perfect for everyday living and entertaining. Enjoy the added space of a bright sunroom and relax outdoors

  

  Ed Sarfo

  Commonwealth Real Estate Professionals

  (859) 517-5452

  1278 Elm Fork Rd, Nicholasville, KY 40356
• 

  

  /17

  $357,500

  • 4 Beds
  • 4 Baths
  • 2,240 Sq Ft

  314 Walters Ln Unit A-B, Wilmore, KY 40390

  Rare investment opportunity in the heart of Wilmore, a charming small town often described as one of America's last true "Mayberry-style" communities. This beautifully updated two-story duplex offers exceptional flexibility for investors or owner-occupants alike. Each unit features 2 spacious bedrooms and 1.5 baths, with a convenient main-level laundry area and half bath, plus two bedrooms and a

  Ryan Smith Rector Hayden Realtors

  314 Walters Ln Unit A-B, Wilmore, KY 40390
• 

  

  /57

  $949,000

  • 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
• 

  

  /7

  $82,491

  • Land
  • 11,412 Sq Ft
  • $314,851 per Acre

  200 Golden Burley Ave, Nicholasville, KY 40356

  Build your dream home in the well-established Burley Ridge development! This desirable corner lot offers excellent building potential and added flexibility for home design. Located in one of the final remaining opportunities in the current phase of Burley Ridge, this lot provides the perfect blend of community, convenience, and future value. Opportunities like this are becoming rare—don't miss

  Nik Markovich GSP Homes

  200 Golden Burley Ave, 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
• 

  

  /37

  $329,000

  • 4 Beds
  • 2 Baths
  • 2,135 Sq Ft

  112 A-B Meadowlark, Nicholasville, KY 40356

  Hard to find custom built duplex includes brick exterior, walk out basement and each unit includes 1+ car oversized garage. This charming duplex features 2 spacious bedrooms and bathroom on each side. Each Living Room has door to private front entry of home and nice views of front yard. Eat in kitchen includes range, refrigerator and nice pantry. Washer and Dryer closet includes additional

  Maggie Taylor RE/MAX Creative Realty

  112 A-B Meadowlark, 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

  $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
• 

  

  /45

  $525,000

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

  300 Squires Way, Nicholasville, KY 40356

  **New Price of $525,000 on May 1st To Match New Appraisal Report Value Received April 30th, Available Upon Request ** Lakefront Home in the Heart of Nicholasville! Impressive all brick & stone ranch home with full unfinished walk out basement * Potential 4,200 square with basement framed, plumbed for kitchen & bath and ready to be finished adding 3 sets of double windows & 2 sets of patio doors

  Darrell Reynolds RE/MAX Creative Realty

  300 Squires Way, Nicholasville, KY 40356
• 

  

  /52

  $498,900

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

  2461 John Watts Rd, Nicholasville, KY 40356

  Brand new HVAC! The roof is only 3 years old. Welcome to 2461 john watts rd. This country charmer is the one you've been searching for! The primary bedroom is on the first floor and has an en suite with walk in closet. Located approximately 7 minutes from downtown Nicholasville and situated on 8 sprawling acres, this custom built, 3 bedroom 3 bath home has tons of updates! The LVP flooring is

  Margaret Stinnett Lifstyl Real Estate

  2461 John Watts Rd, Nicholasville, KY 40356
• 

  

  /12

  $370,000

  • 4 Beds
  • 2.5 Baths
  • 2,254 Sq Ft

  412 Perry Dr, Nicholasville, KY 40356

  Charming 4 bedroom, 2.5 bathroom home in The Vineyards Subdivision with plenty of possibilities. This property offers a 2 car garage with space for parking, as well as storage for tools. The primary level offers a Family Room with new flooring, tall vaulted ceilings, and a gas fireplace. The Kitchen area includes 2 pantries, a breakfast bar area, stainless steel appliances, and lots of storage.

  LeShai Phelps Exit Realty Crutcher

  412 Perry Dr, Nicholasville, KY 40356
• 

  

  /14

  $629,900 New Construction

  • 4 Beds
  • 3 Baths
  • 2,870 Sq Ft

  134 Zane Ln, Nicholasville, KY 40356

  Stunning Custom-Built Home by MCC Construction - A Must See! This beautifully crafted home by MCC Construction is sure to impress from the moment you arrive. The grand entry features an arched mahogany door and a barrel-vaulted ceiling, setting the tone for the elegance that awaits inside. Step into a spacious Great Room with gleaming hardwood floors, a cozy fireplace, and a true open-concept

  Maggie Taylor RE/MAX Creative Realty

  134 Zane Ln, Nicholasville, KY 40356
• 

  

  /36

  $508,000 New Construction

  • 3 Beds
  • 2 Baths
  • 2,084 Sq Ft

  515 Morgan Leigh Ln, Nicholasville, KY 40356

  Welcome to this beautiful, new construction ranch built by the quality driven Dave Hobba Builder in Halfhill Estates. This thoughtfully designed 3-bedroom, 2-bath home with a spacious 3-car garage blends modern style with everyday comfort, all set on a large lot. The inviting exterior showcases rich chocolate brown finishes and welcoming covered front and back porches—perfect for relaxing or

  Kimberly Holtegel ERA Select Real Estate

  515 Morgan Leigh Ln, Nicholasville, KY 40356
• 

  

  /5

  $1,995,500 New Construction

  • 5 Beds
  • 5.5 Baths
  • 5,897 Sq Ft

  128 Doe Valley, Nicholasville, KY 40356

  Discover exceptional craftsmanship in this newest estate by Mike Kerwin Homes, beautifully situated on a one-acree in the rolling hills of Vine Grove, surrounded by more than 200 acres of pristine green space. Thoughtfully designed and masterfully built, this exceptional new plan brings together the most sought-after features from Mike Kerwin's latest custom homes—blending timeless quality with

  Whitney Durham Bluegrass Sotheby's International Realty

  128 Doe Valley, Nicholasville, KY 40356
• 

  

  /9

  $52,000

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  28 Flagship, Nicholasville, KY 40356

  Carlos Axel Gonzalez Pelayo

  28 Flagship, Nicholasville, KY 40356
• 

  

  /15

  $64,000

  • 3 Beds
  • 2 Baths
  • 924 Sq Ft

  311 Leedean Cir, Nicholasville, KY 40356

  Carlos Axel Gonzalez Pelayo

  311 Leedean Cir, 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
• 

  

  /77

  $559,900 New Construction

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

  117 Farmers Bluff, Nicholasville, KY 40356

  Brand-new construction without the wait! Situated in the desirable Burley Ridge subdivision, just minutes off US 27 and the new connector road, this location ensures an easy commute to Lexington while offering the comfort of a peaceful neighborhood setting. This thoughtfully designed home showcases exceptional attention to detail and offers over 3,100 square feet of beautifully finished living

  Maggie Taylor RE/MAX Creative Realty

  117 Farmers Bluff, Nicholasville, KY 40356

Showing Results 121 - 160, Page 4 of 9