Jessamine County, KY Homes

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  /92

  $907,000 Sold May 29, 2025

  110 Wind Haven Dr, Nicholasville, KY 40356

  • 6 Beds
  • 6 Baths
  • 5,200 Sq Ft
  • Built 1997

  Last Sold Summary

  • $174/SF
  • 2 Days On Market

  Current Estimated Value $942,979

  Last Listing Agent Shanea Garretson Keller Williams Bluegrass Realty

  110 Wind Haven Dr, Nicholasville, KY 40356
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  /38

  Est $315,009 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,824 Sq Ft

  373 Weslyn Way, Nicholasville, KY 40356

  373 Weslyn Way, Nicholasville, KY 40356
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  /151

  $2,100,000

  • 6 Beds
  • 8.5 Baths
  • 9,800 Sq Ft

  110 Golf Club Dr, Nicholasville, KY 40356

  A golfer's delight, located in Harrods Ridge, on a one-acre lot, 110 Golf Club is a 9800+ sq feet Estate. It boasts 6 bedrooms and 8 and 1/2 baths, with a four-car oversized garage. From the circular driveway, you are met at the front doors with an impressive double spiral staircase. The formal dining room to the left is a gracious two-story barrel ceiling with room for a 10 person dining table.

  John Scott Durbin Bluegrass Sotheby's International Realty

  110 Golf Club Dr, Nicholasville, KY 40356
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  /22

  $489,000 Sold Sep 03, 2025

  130 Carolyn Ln, Nicholasville, KY 40356

  • 3 Beds
  • 2 Baths
  • 1,788 Sq Ft
  • Built 1973

  Last Sold Summary

  • $273/SF
  • 4 Days On Market

  Current Estimated Value $485,781

  Last Listing Agent Debra Bray Sallie Davidson, Realtors

  130 Carolyn Ln, Nicholasville, KY 40356
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  /25

  Est $298,067 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,449 Sq Ft

  225 Cannonball Dr, Nicholasville, KY 40356

  225 Cannonball Dr, Nicholasville, KY 40356
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  /42

  $1,050,000

  • 3 Beds
  • 4 Baths
  • 4,856 Sq Ft

  50 Chandamere Way, Nicholasville, KY 40356

  Original farm house to the prestigious Chandamere Subdivision. A beautiful country setting for an amazing home with updates and character throughout. Don't miss this opportunity to purchase this wonderful property.

  Michael Pulliam Rector Hayden Realtors

  50 Chandamere Way, Nicholasville, KY 40356
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  /6

  $165,000 Sold Feb 18, 2025

  207 Maple Leaf Ln, Nicholasville, KY 40356

  • 3 Beds
  • 2 Baths
  • 1,075 Sq Ft
  • Built 2002

  Last Sold Summary

  • $153/SF

  Current Estimated Value $178,258

  Last Listing Agent Kennedy Konshak Bluegrass Properties Group

  207 Maple Leaf Ln, Nicholasville, KY 40356
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  /32

  Est $320,314 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,604 Sq Ft

  104 Ridgeway Ct, Nicholasville, KY 40356

  104 Ridgeway Ct, Nicholasville, KY 40356
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  /33

  $345,000

  • 4 Beds
  • 2.5 Baths
  • 2,105 Sq Ft

  144 Florence Ct Unit 3, Nicholasville, KY 40356

  This 4-bedroom, 2.5-bath home truly delivers on space (2105 sq ft), comfort, and value—inside and out. Tucked away on a generous cul-de-sac lot, the home welcomes you with soaring ceilings in the main living area, beautifully accented by an open balcony overlook that adds both light and architectural interest. The heart of the home features a large eat-in kitchen perfect for everyday living,

  Rachael Parsons Cornerstone Realty & Auction

  144 Florence Ct Unit 3, Nicholasville, KY 40356
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  /35

  $300,000 Sold Mar 28, 2025

  208 Churchill Crossing, Nicholasville, KY 40356

  • 3 Beds
  • 2.5 Baths
  • 1,625 Sq Ft
  • Built 2001

  Last Sold Summary

  • 3% Below List Price
  • $185/SF
  • 6 Days On Market

  Current Estimated Value $307,982

  Last Listing Agent John Groft RE/MAX Creative Realty

  208 Churchill Crossing, Nicholasville, KY 40356
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  /26

  Est $305,894 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,592 Sq Ft

  209 Southside Way, Nicholasville, KY 40356

  209 Southside Way, Nicholasville, KY 40356
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  $354,150 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,775 Sq Ft

  Newbury Cross Plan at The Arbours - Trend Collection at The Arbours, Nicholasville, KY 40356

  Ball Homes Builder

  200 Ivy Green Place Unit 38066430, Nicholasville, KY 40356
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  /14

  $200,000 Sold Mar 24, 2025

  608 Miles Rd Unit 1C, Nicholasville, KY 40356

  • 2 Beds
  • 2 Baths
  • 1,141 Sq Ft
  • Built 2006

  Last Sold Summary

  • $175/SF
  • 14 Days On Market

  Current Estimated Value $213,936

  Last Listing Agent Steve Patterson The Local Agents

  608 Miles Rd Unit 1C, Nicholasville, KY 40356
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  /20

  Est $280,165 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,745 Sq Ft

  213 Woodfield Way, Nicholasville, KY 40356

  213 Woodfield Way, Nicholasville, KY 40356
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  /3

  $1,890,179 New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,745 Sq Ft

  227 The Oaks Blvd, Versailles, KY 40383

  Proposed Build - This Home has not yet been built. The Oaks at Cave Springs by Jimmy Nash Homes offeres Lake Front, Horse Farm, and Tree Line views on 1 acre lots that can be combined for larger build sites. This modern ranch features 1st floor primary and a VIP suite, volumn ceilings, spacious kitchen and family room. The walkout basement with 10' ceilings has 2 additional guest bedrooms and 2

  James Moore Lifstyl Real Estate

  227 The Oaks Blvd, Versailles, KY 40383
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  /15

  $87,000 Sold Jan 16, 2026

  124 Clayber Dr, Nicholasville, KY 40356

  • Land
  • 0.73 Acre
  • $119,178 per Acre

  Last Sold Summary

  • 10% Above List Price
  • 61 Days On Market

  Last Listing Agent Kimberly Holtegel ERA Select Real Estate

  124 Clayber Dr, Nicholasville, KY 40356
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  /26

  Est $324,142 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,626 Sq Ft

  104 Crest Ct, Nicholasville, KY 40356

  104 Crest Ct, Nicholasville, KY 40356
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  /2

  $500,941 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,361 Sq Ft

  256 Gravel Springs Path, Nicholasville, KY 40356

  The Glenstone has an open floor plan and a vaulted entry and nine-foot ceilings on the main level. The large family room has a fireplace flanked by built in bookcases and overlooks the covered patio and rear yard. The adjoining kitchen offers a breakfast island, plenty of counter and cabinet space, a spacious breakfast area, pantry, and drop zone leading to the garage entry. The primary bedroom

  Matt Gerwin Christies International Real Estate Bluegrass

  256 Gravel Springs Path, Nicholasville, KY 40356
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  Sold Dec 18, 2025

  117 Blackthorn Dr Unit 36452427, Nicholasville, KY 40356

  • 3 Beds
  • 2.5 Baths
  • 2,606 Sq Ft

  Last Sold Summary

  • 174 Days On Market

  117 Blackthorn Dr Unit 36452427, Nicholasville, KY 40356
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  /31

  Est $285,536 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,292 Sq Ft

  109 Crest Ct, Nicholasville, KY 40356

  109 Crest Ct, Nicholasville, KY 40356
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  /36

  $329,900 New Construction

  • 4 Beds
  • 4 Baths
  • 2,176 Sq Ft

  510-512 N Central Ave, Nicholasville, KY 40356

  Newly completed duplex. Each side is completed with two spacious bedrooms, 1.5 bathrooms, and a nice open living concept. Enjoy the luxury vinyl plank flooring on the first level. Beautiful Cabinetry and access to rear yard. Size lot is great for long-term tenants. Dimensional shingles, city sewer, city water, electric heat pump on each side. Electric water heater. Located conveniently downtown

  Maggie Taylor RE/MAX Creative Realty

  510-512 N Central Ave, Nicholasville, KY 40356
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  /45

  $500,000 Sold Dec 02, 2025

  2039 Shun Pike, Nicholasville, KY 40356

  • 4 Beds
  • 3.5 Baths
  • 2,861 Sq Ft
  • Built 2023

  Last Sold Summary

  • 3% Below List Price
  • $175/SF
  • 54 Days On Market

  Last Listing Agent Lauren Ball Deborah Ball Realty

  2039 Shun Pike, Nicholasville, KY 40356
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  /26

  Est $294,632 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,578 Sq Ft

  301 E Ridge Dr Unit 2B, Nicholasville, KY 40356

  301 E Ridge Dr Unit 2B, Nicholasville, KY 40356
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  /2

  $316,023 Pending

  • 3 Beds
  • 2.5 Baths
  • 1,997 Sq Ft

  208 Pavilion Trail, Nicholasville, KY 40356

  The Laurel Square, part of the Trend Collection by Ball Homes, is a two-story plan with a very open first floor layout. The island kitchen offers both a breakfast area and countertop dining, and a large pantry. Granite kitchen counter tops with stainless steel 50/50 under-mount sink and full back splash. Stainless steel appliances including smooth top range, microwave and dishwasher. The kitchen

  Rob Bolton Christies International Real Estate Bluegrass

  208 Pavilion Trail, Nicholasville, KY 40356
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  /29

  $230,600 Sold Aug 08, 2025

  105 Phillips Ct, Wilmore, KY 40390

  • 3 Beds
  • 1.5 Baths
  • 1,176 Sq Ft
  • Built 1961

  Last Sold Summary

  • 1% Above List Price
  • $196/SF
  • 3 Days On Market

  Current Estimated Value $228,825

  Last Listing Agent Andy Bathje The Agency

  105 Phillips Ct, Wilmore, KY 40390
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  /29

  Est $344,259 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,190 Sq Ft

  101 Southside Way, Nicholasville, KY 40356

  101 Southside Way, Nicholasville, KY 40356
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  /2

  $480,405 Pending

  • 5 Beds
  • 3 Baths
  • 2,715 Sq Ft

  267 Gravel Springs Path, Nicholasville, KY 40356

  The Jackson II is a spacious four-bedroom home with a downstairs office/study, which can also be configured as a guest suite. The two-story foyer has a railed overlook above and encompasses a stairway with a feature window over the landing. The family room and breakfast overlook the rear yard, and the centrally located kitchen is open to all main living areas of the home, for good traffic flow

  Jennifer Sisson Christies International Real Estate Bluegrass

  267 Gravel Springs Path, Nicholasville, KY 40356
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  /4

  $373,250 Sold Jun 20, 2025

  101 Skaggs Blvd, Nicholasville, KY 40356

  • 4 Beds
  • 2 Baths
  • Built 2024

  Last Sold Summary

  • 4% Above List Price
  • 20 Days On Market

  Current Estimated Value $367,393

  Last Listing Agent Maggie Taylor RE/MAX Creative Realty

  101 Skaggs Blvd, Nicholasville, KY 40356
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  /17

  Est $299,255 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,402 Sq Ft

  205 McPeek Place, Nicholasville, KY 40356

  205 McPeek Place, Nicholasville, KY 40356
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  /32

  $509,900

  • 5 Beds
  • 3 Baths
  • 2,876 Sq Ft

  105 Tattersalls Dr, Nicholasville, KY 40356

  **** 1-Year Home Warranty available @ Closing**** Custom-built and thoughtfully finished, this nearly 3,000 s.f. home blends everyday function with elevated detail. An inviting entry introduces wide plank flooring and sightlines to an open family room with windows overlooking the rear yard. But the custom kitchen is the SHOWSTOPPER. Featuring a Café Refrigerator, huge granite island, painted wood

  Natalie Avant Berkshire Hathaway HomeServices Foster Realtors

  105 Tattersalls Dr, Nicholasville, KY 40356
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  /33

  $459,000 Sold Apr 11, 2025

  112 Farmers Bluff, Nicholasville, KY 40356

  • 4 Beds
  • 2 Baths
  • 2,016 Sq Ft
  • Built 2025

  Last Sold Summary

  • $228/SF
  • 123 Days On Market

  Last Listing Agent Kimberly Holtegel ERA Select Real Estate

  112 Farmers Bluff, Nicholasville, KY 40356
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  /17

  Est $210,781 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  220 Beechwood Dr, Nicholasville, KY 40356

  220 Beechwood Dr, Nicholasville, KY 40356
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  /21

  $314,900

  • 3 Beds
  • 2.5 Baths
  • 1,852 Sq Ft

  429 Southbrook Dr, Nicholasville, KY 40356

  ** Owners will provide a 1 year home warranty with acceptable offer ** Home priced below appraised value, and zillow estimate. Have you been looking for something move-in ready? Are you tired of checking off items on that honey-do list? Then look no further. 429 Southbrook is a highly desirable ranch floorplan with a partially finished basement, and two car garage. Enjoy the updated flooring

  Michael Mallory The Brokerage

  429 Southbrook Dr, Nicholasville, KY 40356
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  /7

  $1,599,000 Sold Jun 17, 2025

  148 Meadow Ridge Dr, Nicholasville, KY 40356

  • 4 Beds
  • 4.5 Baths
  • 4,790 Sq Ft
  • Built 2023

  Last Sold Summary

  • 10% Above List Price
  • $334/SF
  • 221 Days On Market

  Current Estimated Value $1,588,018

  Last Listing Agent Steve Klein Bluegrass Sotheby's International Realty

  148 Meadow Ridge Dr, Nicholasville, KY 40356
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  /38

  Est $350,434 Not Listed For Sale

  • 4 Beds
  • 2.5 Baths
  • 2,184 Sq Ft

  116 S Town Branch Dr, Nicholasville, KY 40356

  116 S Town Branch Dr, Nicholasville, KY 40356
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  /22

  $345,000

  • 3 Beds
  • 2 Baths
  • 1,641 Sq Ft

  108 Winners Cir, Nicholasville, KY 40356

  Welcome home to this beautiful 3-bedroom, 2-bath property located in the heart of Nicholasville, KY. Designed with both comfort and functionality in mind, this home features a large open living area that seamlessly connects the living room, dining space, and kitchen—perfect for entertaining or everyday living. This layout offers privacy, while the spacious primary bedroom includes a full bath and

  Jordan Price National Real Estate

  108 Winners Cir, Nicholasville, KY 40356
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  /40

  $360,000 Sold Oct 28, 2025

  309 Keene-Way Dr, Nicholasville, KY 40356

  • 3 Beds
  • 2.5 Baths
  • 2,611 Sq Ft
  • Built 1991

  Last Sold Summary

  • 17% Below List Price
  • $138/SF
  • 77 Days On Market

  Current Estimated Value $367,410

  Last Listing Agent Charlene Clark Charlene Clark & Associates, LLC

  309 Keene-Way Dr, Nicholasville, KY 40356
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  /17

  Est $297,360 Not Listed For Sale

  • 5 Beds
  • 2.5 Baths
  • 1,893 Sq Ft

  100 S Town Branch Dr, Nicholasville, KY 40356

  100 S Town Branch Dr, Nicholasville, KY 40356
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  /2

  $493,850 Pending

  • 4 Beds
  • 3.5 Baths
  • 2,942 Sq Ft

  116 Hawks Bill Ct, Nicholasville, KY 40356

  The Bridgeport offers a luxurious first floor primary bedroom suite, open living areas, and three bedrooms and two baths plus loft on the second floor. Main floor living areas include a flex room open to the entry, and a large two story family room opening to the kitchen and breakfast area. The kitchen features an island design, a large walk-in pantry, and easy access to the mudroom with optional

  Dicksie Ward Christies International Real Estate Bluegrass

  116 Hawks Bill Ct, Nicholasville, KY 40356
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  /14

  $250,000 Sold Dec 12, 2025

  709 Orchard Dr, Nicholasville, KY 40356

  • 3 Beds
  • 2 Baths
  • 1,254 Sq Ft
  • Built 1993

  Last Sold Summary

  • 4% Below List Price
  • $199/SF
  • 6 Days On Market

  Last Listing Agent Seth Beaver RE/MAX Elite Lexington

  709 Orchard Dr, Nicholasville, KY 40356

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