Jessamine County, KY Homes

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  $275,000 Sold Aug 25, 2025

  261 Applegrove Dr, Nicholasville, KY 40356

  • 3 Beds
  • 2 Baths
  • 1,506 Sq Ft
  • Built 1992

  Last Sold Summary

  • 4% Below List Price
  • $183/SF
  • 7 Days On Market

  Current Estimated Value $277,231

  Last Listing Agent Joy Watson RE/MAX Elite Lexington

  261 Applegrove Dr, Nicholasville, KY 40356
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  /35

  Est $300,710 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  404 W Chestnut St, Nicholasville, KY 40356

  404 W Chestnut St, Nicholasville, KY 40356
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  $497,950 New Construction

  • 4 Beds
  • 2.5 Baths
  • 3,322 Sq Ft

  The Hartford II Plan at The Landing at Grey Oak, Nicholasville, KY 40356

  Ball Homes Builder

  113 Fox Hollow Trail Unit 36469489, Nicholasville, KY 40356
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  Sold Dec 18, 2025

  117 Blackthorn Dr Unit 36487267, Nicholasville, KY 40356

  • 5 Beds
  • 3 Baths
  • 3,110 Sq Ft

  Last Sold Summary

  • 174 Days On Market

  117 Blackthorn Dr Unit 36487267, Nicholasville, KY 40356
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  /35

  Est $296,406 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,068 Sq Ft

  101 S 3rd St, Nicholasville, KY 40356

  101 S 3rd St, Nicholasville, KY 40356
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  $2,495,000 Pending

  • 5 Beds
  • 3.5 Baths
  • 5,295 Sq Ft

  374 Smith Ln, Nicholasville, KY 40356

  A Rare Bluegrass Treasure 87 Acre Horse Farm with Historic Charm & Modern Luxury. This is an extraordinary opportunity to own a piece of Kentucky history on 87 lush, gently rolling acres, neighboring the renowned Taylor Made Farm. This breathtaking property features a beautifully restored 1800's log home, thoughtfully expanded with modern comfort. The heart of the home is a stunning two-story

  Tess Utterback RE/MAX Creative Realty

  374 Smith Ln, Nicholasville, KY 40356
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  /22

  $175,000 Sold May 14, 2025

  119 Ilhardt Ave, Nicholasville, KY 40356

  • 3 Beds
  • 1 Bath
  • 1,262 Sq Ft

  Last Sold Summary

  • $139/SF
  • 9 Days On Market

  Current Estimated Value $178,265

  Last Listing Agent Wendy Polley Distinctive Living

  119 Ilhardt Ave, Nicholasville, KY 40356
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  /43

  Est $344,174 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,145 Sq Ft

  105 N 3rd St, Nicholasville, KY 40356

  105 N 3rd St, Nicholasville, KY 40356
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  /7

  $114,900

  • Land
  • 1.03 Acres
  • $111,553 per Acre

  330 Chrisman Oaks Trail, Nicholasville, KY 40356

  Seize this last available lot in the sought-after and exclusive Reserve at Chrisman Mill! This land is ready for your custom-built dream home, nestled in the country, surrounded by beautiful farms, and with only a short drive to downtown Nicholasville, Brannon Crossing, or Lexington. Underground utilities include electricity, water, and phone. Bring your friends, your family, and your builder to

  Daniel & Denise Delaney Rector Hayden Realtors

  330 Chrisman Oaks Trail, Nicholasville, KY 40356
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  /92

  $850,000 Sold Dec 15, 2025

  2425 Vince Rd, Nicholasville, KY 40356

  • 5 Beds
  • 3.5 Baths
  • 3,601 Sq Ft
  • Built 1978

  Last Sold Summary

  • $236/SF
  • 1 Day On Market

  Last Listing Agent Teresa Blakeman The Brokerage

  2425 Vince Rd, Nicholasville, KY 40356
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  /24

  Est $279,299 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,290 Sq Ft

  108 Stellar Ln, Nicholasville, KY 40356

  108 Stellar Ln, Nicholasville, KY 40356
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  /21

  $1,495,000 New Construction

  • 5 Beds
  • 4.5 Baths
  • 4,000 Sq Ft

  305 Appaloosa Trail, Wilmore, KY 40390

  Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling,

  Oleg V Korchevoy Lifstyl Real Estate

  305 Appaloosa Trail, Wilmore, KY 40390
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  /77

  $1,304,000 Sold May 09, 2025

  160 Native Trace, Nicholasville, KY 40356

  • 5 Beds
  • 4.5 Baths
  • 7,754 Sq Ft
  • Built 2007

  Last Sold Summary

  • $168/SF
  • 1 Day On Market

  Current Estimated Value $1,309,155

  Last Listing Agent Monica Suetholz Building The Bluegrass Realty

  160 Native Trace, Nicholasville, KY 40356
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  /43

  Est $258,998 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,537 Sq Ft

  145 Florence Ct, Nicholasville, KY 40356

  145 Florence Ct, Nicholasville, KY 40356
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  /27

  $372,300 New Construction

  • 3 Beds
  • 2 Baths
  • 1,523 Sq Ft

  104 Wendover Ave, Nicholasville, KY 40356

  PROPOSED CONSTRUCTION by James Monroe Homes. Embark on a journey of creating your dream home with the Lucy ranch plan. Whether you prefer the Cottage, French Country, or the Farmhouse design, the Lucy offers a harmonious blend of luxury and comfort. Step into the welcoming open-concept layout, where the living, dining, and kitchen areas seamlessly flow. The option of adding a 4' extension adds 99

  James Monroe Buy With Confidence Real Estate

  104 Wendover Ave, Nicholasville, KY 40356
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  Sold Dec 18, 2025

  117 Blackthorn Dr Unit 36447686, Nicholasville, KY 40356

  • 4 Beds
  • 2.5 Baths
  • 2,683 Sq Ft

  Last Sold Summary

  • 174 Days On Market

  117 Blackthorn Dr Unit 36447686, Nicholasville, KY 40356
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  /22

  Est $229,528 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,580 Sq Ft

  122 Florence Ct, Nicholasville, KY 40356

  122 Florence Ct, Nicholasville, KY 40356
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  $519,950 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,607 Sq Ft

  The Westbrook Plan at The Landing at Grey Oak, Nicholasville, KY 40356

  Ball Homes Builder

  113 Fox Hollow Trail Unit 36502582, Nicholasville, KY 40356
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  /36

  $299,500 Sold Jun 02, 2025

  519 N Lexington Ave, Wilmore, KY 40390

  • 4 Beds
  • 2 Baths
  • 1,968 Sq Ft

  Last Sold Summary

  • 9% Above List Price
  • $152/SF
  • 0 Days On Market

  Current Estimated Value $313,245

  Last Listing Agent Caitlin Mittle RE/MAX Elite Lexington

  519 N Lexington Ave, Wilmore, KY 40390
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  /33

  Est $226,644 Not Listed For Sale

  • 3 Beds
  • 2.5 Baths
  • 1,936 Sq Ft

  102 Florence Ct Unit 3, Nicholasville, KY 40356

  102 Florence Ct Unit 3, Nicholasville, KY 40356
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  /41

  $710,000 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,325 Sq Ft

  108 Maple Lawn Cir, Nicholasville, KY 40356

  ***********PROPOSED BUILD ************* Imagine having a home close to shopping, dining, and major roadways—yet far enough away to enjoy true rural living. Picture coming home to open space, where your nearest neighbor isn't just a few feet away. Now imagine having all of this on one level, perfectly situated on a beautiful 1-acre lot. This is the Oakmont floor plan. The Oakmont is a beautifully

  Brandon Hedinger Keller Williams Bluegrass Realty

  108 Maple Lawn Cir, Nicholasville, KY 40356
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  /19

  $236,000 Sold Dec 19, 2025

  200 Lauren Dr, Nicholasville, KY 40356

  • 4 Beds
  • 1.5 Baths
  • 1,432 Sq Ft
  • Built 1993

  Last Sold Summary

  • 5% Below List Price
  • $165/SF
  • 40 Days On Market

  Last Listing Agent Karen A Smith Silks Realty Group

  200 Lauren Dr, Nicholasville, KY 40356
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  /24

  Est $221,078 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  106 Homestead Dr, Nicholasville, KY 40356

  106 Homestead Dr, Nicholasville, KY 40356
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  /16

  $349,000

  • Land
  • 5.87 Acres
  • $59,455 per Acre

  202 Appaloosa Trail Unit Lot 3, Wilmore, KY 40390

  Lot#3: We can build for you or choose your own builder! Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more

  Oleg V Korchevoy Lifstyl Real Estate

  202 Appaloosa Trail Unit Lot 3, Wilmore, KY 40390
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  /36

  $445,000 Sold Aug 01, 2025

  404 Brannon Meadow Way, Nicholasville, KY 40356

  • 3 Beds
  • 2.5 Baths
  • 2,000 Sq Ft
  • Built 2010

  Last Sold Summary

  • 5% Below List Price
  • $222/SF
  • 99 Days On Market

  Current Estimated Value $456,380

  Last Listing Agent Melinda Duncan RE/MAX Creative Realty

  404 Brannon Meadow Way, Nicholasville, KY 40356
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  /23

  Est $221,833 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,926 Sq Ft

  102 Homestead Dr, Nicholasville, KY 40356

  102 Homestead Dr, Nicholasville, KY 40356
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  /2

  $519,900

  • 5 Beds
  • 3 Baths
  • 3,203 Sq Ft

  572 Thames Cir, Nicholasville, KY 40356

  Don't miss this one!! They don't build them like this anymore. Stately home with a family feel. The 2 story foyer immediately welcomes you home. The great room features a vaulted ceiling that accentuates the gorgeous fireplace with a faux stone facade that goes all the way to the ceiling. The kitchen is open and airy and has an eat in dining area. The formal dining room is perfect for holiday

  Lynn East Ransdell RE/MAX Creative Realty

  572 Thames Cir, Nicholasville, KY 40356
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  /18

  $635,000 Sold Aug 19, 2025

  391 Brannon Rd, Nicholasville, KY 40356

  Last Sold Summary

  • 15% Below List Price
  • 160 Days On Market

  Last Listing Agent J. Richard Queen Turf Town Properties

  391 Brannon Rd, Nicholasville, KY 40356
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  Est $1,165,114 Not Listed For Sale

  • 3 Beds
  • 3.5 Baths
  • 3,288 Sq Ft

  705 Miles Rd, Nicholasville, KY 40356

  705 Miles Rd, Nicholasville, KY 40356
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  /12

  $1,500,000

  • 3 Beds
  • 2 Baths
  • 2,132 Sq Ft

  90 Leeburton Ln, Nicholasville, KY 40356

  Prime 11-acre development opportunity near Brannon Crossing. Ideal for builders or investors. Located minutes from Brannon Crossing with 2 stub outs to surrounding neighborhoods granting easy access to Grey Oak Lane.

  Chris McCarty Rector Hayden Realtors

  90 Leeburton Ln, Nicholasville, KY 40356
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  /47

  $570,000 Sold Mar 06, 2025

  321 Blackthorn Dr, Nicholasville, KY 40356

  • 4 Beds
  • 3 Baths
  • 3,110 Sq Ft
  • Built 2024

  Last Sold Summary

  • 4% Below List Price
  • $183/SF
  • 73 Days On Market

  Current Estimated Value $587,292

  Last Listing Agent Carol Randolph Aloha Bluegrass Realty & Auction

  321 Blackthorn Dr, Nicholasville, KY 40356
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  /33

  Est $353,141 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 1,737 Sq Ft

  100 Malta Ct, Nicholasville, KY 40356

  100 Malta Ct, Nicholasville, KY 40356
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  /23

  $154,000 Pending

  • 2 Beds
  • 1 Bath
  • 672 Sq Ft

  535 W Brown St, Nicholasville, KY 40356

  MOTIVATED SELLERS! A nice home under $155,000 in Nicholasville?! Charming, ranch home in the heart of Jessamine County! This house has a lot of potential with its large lot, amusing exterior, and location! This home is minutes away from downtown Nicholasville, many schools, Lexington, etc.! Would make a great home, long term rental, or short term rental! Some TLC would have this property ready to

  Turner McHolan RE/MAX Elite Lexington

  535 W Brown St, Nicholasville, KY 40356
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  /27

  $347,000 Sold Sep 26, 2025

  201 Skaggs Blvd, Nicholasville, KY 40356

  • 3 Beds
  • 2 Baths
  • 1,500 Sq Ft
  • Built 2024

  Last Sold Summary

  • 1% Below List Price
  • $231/SF
  • 14 Days On Market

  Current Estimated Value $351,420

  Last Listing Agent Traci Mitchell The Local Agents

  201 Skaggs Blvd, Nicholasville, KY 40356
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  /40

  Est $259,858 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 2,050 Sq Ft

  1109 Orchard Dr, Nicholasville, KY 40356

  1109 Orchard Dr, Nicholasville, KY 40356
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  /2

  $245,000 Pending

  • 3 Beds
  • 1.5 Baths
  • 1,476 Sq Ft

  138 Baybrook Cir, Nicholasville, KY 40356

  Welcome to this charming two-story home, ideal for comfort and style. The open-concept kitchen features ample cabinetry. It has three bedrooms, including a primary suite with a large walk-in closet. The fully fenced backyard opens to a large green space. Additional features include a newer roof and an attached garage.

  Susie Basham The Agency

  138 Baybrook Cir, Nicholasville, KY 40356
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  /6

  $480,000 Sold May 02, 2025

  2 Chrisman Mill Rd, Nicholasville, KY 40356

  • Land
  • 33.27 Acres
  • $14,427 per Acre

  Last Sold Summary

  • 20% Below List Price
  • 925 Days On Market

  Last Listing Agent Don Sullivan Rector Hayden Realtors

  2 Chrisman Mill Rd, Nicholasville, KY 40356
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  /18

  Est $244,687 Not Listed For Sale

  • 4 Beds
  • 1 Bath
  • 1,190 Sq Ft

  121 Leah Ct, Nicholasville, KY 40356

  121 Leah Ct, Nicholasville, KY 40356
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  /24

  $379,900 Pending

  • 3 Beds
  • 2 Baths
  • 1,802 Sq Ft

  117 Peoples Meadow, Nicholasville, KY 40356

  Don't miss out on this beautiful, newly built and READY TO MOVE IN 3-bedroom, 2-bathroom ranch-style home, all on one level, in the desirable Burley Ridge neighborhood. With over 1,800 square feet of thoughtfully designed living space. Oversized 2-car insulated garage is equipped with openers and remotes for added convenience. Inside, the custom kitchen is a chef's dream, featuring painted

  Maggie Taylor RE/MAX Creative Realty

  117 Peoples Meadow, Nicholasville, KY 40356
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  /35

  $200,000 Sold Jan 06, 2026

  100 McDonald St, Nicholasville, KY 40356

  • 3 Beds
  • 1 Bath
  • 1,300 Sq Ft
  • Built 1952

  Last Sold Summary

  • 10% Below List Price
  • $154/SF
  • 65 Days On Market

  Last Listing Agent Alyssa Ryan Marshall Lane Real Estate - Lexington

  100 McDonald St, Nicholasville, KY 40356

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