Jessamine County KY Homes for Sale

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  $1,100,000 Pre-Foreclosure

  • 3 Beds
  • 3 Baths
  • 4,420 Sq Ft

  5028 Ashgrove Rd, Nicholasville, KY 40356

  Welcome to your private slice of paradise — a breathtaking wedding farm and luxury homestead designed for both everyday living and unforgettable celebrations. This beautiful ranch-style brick home features wood-slat vaulted ceilings, an open and inviting floor plan, and a spacious family room perfect for gathering with friends and family. The heart of the home showcases granite countertops,

  Roger Fields EXP Realty, LLC

  5028 Ashgrove Rd, Nicholasville, KY 40356
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  /55

  $325,000

  • 5 Beds
  • 2 Baths
  • 2,562 Sq Ft

  103 Asbury Dr, Wilmore, KY 40390

  This home has been cherished by the same family since the 1980s—a place where four children were raised, milestones were celebrated, and love lived in every corner. Set in a town that feels straight out of a Norman Rockwell painting, it offers that nostalgic "little Mayberry" vibe, with Asbury University just a short walk away and the cutest downtown where time seems to slow down. Picture

  Carrie Lepore Coldwell Banker McMahan

  103 Asbury Dr, Wilmore, KY 40390
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  /30

  $554,900

  • 4 Beds
  • 3.5 Baths
  • 2,693 Sq Ft

  700 Shelburne Way, Nicholasville, KY 40356

  Nestled on a large corner lot in the Burley Ridge neighborhood, this home backs to the rolling hills of a horse farm and offers quiet surroundings just outside Nicholasville. A covered front porch and beautiful double entry doors lead into the foyer and an open concept living space filled with natural light. The living room features tall ceilings, a stone stacked gas fireplace, and custom

  Rusty Underwood Christies International Real Estate Bluegrass

  700 Shelburne Way, Nicholasville, KY 40356
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  /6

  $234,900

  • 3 Beds
  • 2 Baths
  • 1,198 Sq Ft

  235 Baybrook Cir, Nicholasville, KY 40356

  One-level home offering 3 bedrooms and 2 full bathrooms with a desirable open floor plan. The spacious eat-in kitchen opens seamlessly to the main living area, perfect for everyday living and entertaining. A convenient laundry room is located just off the garage entry. The rear yard backs to a tree-lined area, providing privacy, and features a partially fenced yard. Additional highlights include

  Maggie Taylor RE/MAX Creative Realty

  235 Baybrook Cir, Nicholasville, KY 40356
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  /25

  $224,000

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft

  817 Hickory Hill Dr, Nicholasville, KY 40356

  Searching for a truly move-in-ready home priced under $225,000? This charming three-bedroom, one-bath property checks all the boxes. Built with solid all-brick construction and low-maintenance vinyl wrapped eaves, it also features dimensional roof shingles installed in 2022 and a heat pump replaced in 2017—setting it apart from others in its price range. All windows include higher end 2 inch

  Matt Wood Cornerstone Realty & Auction

  817 Hickory Hill Dr, Nicholasville, KY 40356
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  /24

  $255,000

  • 3 Beds
  • 1.5 Baths
  • 1,026 Sq Ft

  340 Wise Dr, Wilmore, KY 40390

  Super cute 3 bedroom, 1.5 bath home in Wilmore! Enjoy a large backyard with a newly installed fence perfect for pets, play, or entertaining plus a 10x16 shed for extra storage. Inside, the home offers a functional layout for everyday convenience. Located minutes from Asbury College, along with shopping, restaurants, grocery stores, and more. This charming home offers comfort, convenience, and

  Erin Hurst Bluegrass Properties Group

  340 Wise Dr, Wilmore, KY 40390
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  /13

  $238,000

  • 3 Beds
  • 2 Baths
  • 1,219 Sq Ft

  900 Pinoak Dr, Nicholasville, KY 40356

  Welcome to 900 Pinoak Drive, a charming single-family home tucked into the heart of Nicholasville. This well-maintained property offers 3 comfortable bedrooms, 2 full bathrooms, and a spacious 2-car garage, all within 1,219 square feet of thoughtfully designed living space. Built in 2001 and situated on a 0.18-acre lot, the home features a fully fenced backyard—perfect for pets, play, and outdoor

  Justin Satterwhite SimpliHOM

  900 Pinoak Dr, Nicholasville, KY 40356
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  /4

  $225,000

  • Land
  • 1 Acre
  • $225,000 per Acre

  112 Doe Valley, Nicholasville, KY 40356

  Come out to Vine Grove and experience the lifestyle of Central Kentucky's finest NEW neighborhood. The neighborhood is surrounded by three large parcels of land preserved as agriculture land only. Incredible viewsheds and privacy are the hallmark of each one acre homesite. You may choose your own builder or choose some of the areas finest homebuilders that are currently established in the

  Stephen Howard Keller Williams Bluegrass Realty

  112 Doe Valley, Nicholasville, KY 40356
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  /2

  $275,000

  • 4 Beds
  • 3 Baths
  • 2,296 Sq Ft

  107 Ross St, Nicholasville, KY 40356

  Turnkey investment opportunity! This newly renovated triplex is a strong income-producing asset with updates throughout. Each unit features modern finishes, updated kitchens and bathrooms, new flooring, and fresh paint, making it highly attractive to tenants and easy to lease. Recent renovations minimize deferred maintenance and support long-term performance. The property offers excellent

  Alyssa Weir ERA Select Real Estate

  107 Ross St, Nicholasville, KY 40356
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  /62

  $419,900 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,164 Sq Ft

  109 Clearwater Dr, Nicholasville, KY 40356

  MOVE-IN READY! The Nancy French Country elevation with 4' family room extension and 3rd car garage bay. Luxury vinyl plank flooring runs throughout the 1st floor common areas and baths. A flex room off the foyer could be used as a dining room, study or whatever best fits your needs. The kitchen includes a center island, stainless appliances including refrigerator, and a corner pantry. The first

  James Monroe Buy With Confidence Real Estate

  109 Clearwater Dr, Nicholasville, KY 40356
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  /20

  $234,900

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft

  125 Redding Ct, Nicholasville, KY 40356

  Open House this Sunday and sellers are offering 5k at closing for new hvac with acceptable offer. Step inside this cozy 3 bedroom one bath home. The covered front porch welcomes you. This ranch is full of charm and updates. Newer LVP flooring, kitchen and roof (2 years old). Outside you will find a fully fenced, private oasis with raised garden beds and sheds for storage and a patio. All of this

  Margaret Stinnett Lifstyl Real Estate

  125 Redding Ct, Nicholasville, KY 40356
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  /21

  $304,900

  • 3 Beds
  • 1.5 Baths
  • 1,174 Sq Ft

  216 S Walnut St, Wilmore, KY 40390

  Welcome to 216 S Walnut St, in heart of charming Wilmore, KY. This home is all brick, well-built in 2019 with lovely finishes. Tucked along one of Wilmore's classic streets, this inviting property offers cozy spaces filled with natural light, character, and the unmistakable feeling of "home". Whether its morning coffee, evening conversations, or quiet weekends, this house is designed for real

  Lindsey Halcomb GSP Homes

  216 S Walnut St, Wilmore, KY 40390
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  /16

  $249,900

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

  216 Christopher Dr, Nicholasville, KY 40356

  Discover the perfect blend of comfort and convenience in this 3-bedroom, 2-bathroom ranch. The open floor plan features a spacious eat-in kitchen and a dedicated dining area, ideal for both daily living and hosting. Retreat to the large primary suite, boasting a generous en-suite bath and closet. Step outside to your private, fully fenced backyard and enjoy peaceful evenings under the gazebo on

  Wendy Polley Distinctive Living

  216 Christopher Dr, Nicholasville, KY 40356
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  /6

  $899,900

  • Land
  • 6.89 Acres
  • $130,610 per Acre

  Tract 1-D Ohare Ln, Nicholasville, KY 40356

  Terrific development potential. 6.89 acres of vacant land in Nicholasville, KY. Property located in county limits.

  Vitaliy Chubaruk United Real Estate Bluegrass

  Tract 1-D Ohare Ln, Nicholasville, KY 40356
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  /47

  $385,000

  • 5 Beds
  • 2.5 Baths
  • 2,843 Sq Ft

  103 Willow Dr, Nicholasville, KY 40356

  Spacious Ranch with Walk-Out Basement - Ideal Multi-Generational Setup in West School District! This beautifully designed 5-bedroom, 3-bathroom ranch-style home offers the perfect solution for multi-generational living or flexible space needs. The main level features 3 bedrooms, 1.5 bathrooms, a full kitchen, dining and living areas, and its own dedicated laundry room. Downstairs, the fully

  

  Vanessa Vale Team

  LPT Realty

  (859) 407-6044

  103 Willow Dr, Nicholasville, KY 40356
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  /29

  $270,000

  • 3 Beds
  • 2 Baths
  • 1,191 Sq Ft

  227 E Oak St, Nicholasville, KY 40356

  Move-in ready and nearly new! Built in 2022, this beautiful 3-bedroom, 2-full-bath home is ideally located in downtown Nicholasville, just minutes from shopping, dining, and local amenities. The open floor plan offers a bright, welcoming feel with seamless flow between the living, dining, and kitchen areas—perfect for everyday living and entertaining. The spacious primary suite includes a private

  Roger Fields EXP Realty, LLC

  227 E Oak St, Nicholasville, KY 40356
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  /25

  $227,500

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft

  128 Ashville Dr, Nicholasville, KY 40356

  Welcome to this well-maintained one-level, all-electric brick home featuring a kitchen with classic white cabinetry, sleek granite countertops, and black appliances that offer both style and function. Enjoy peace of mind with recent updates including a new roof (2024), HVAC system (2017), and water heater (2021). The fenced-in backyard provides plenty of room for pets, play, or entertaining.

  

  Vanessa Vale Team

  LPT Realty

  (859) 267-1825

  128 Ashville Dr, Nicholasville, KY 40356
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  /30

  $347,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,719 Sq Ft

  209 Skaggs Blvd, Nicholasville, KY 40356

  Move-In Ready! This beautifully crafted home combines timeless design with modern comfort, offering 3 spacious bedrooms, 2 full bathrooms, and a 2-car garage. A striking 8-foot front door creates a grand first impression and opens into an inviting open-concept floor plan highlighted by luxury vinyl plank flooring and elegant arched drywall openings. The thoughtfully designed split-bedroom layout

  Maggie Taylor RE/MAX Creative Realty

  209 Skaggs Blvd, Nicholasville, KY 40356
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  /28

  $314,500

  • 3 Beds
  • 1 Bath
  • 1,200 Sq Ft

  449 Keene Troy Pike, Versailles, KY 40383

  Seller offering $10,000 towards closing! Welcome to 449 Keene-Troy Pike - a rare opportunity to own a beautifully updated home that has never been on the market before. This charming three-bedroom, one-bath residence boasts a striking original white brick exterior and sits on approximately one acre of land in an exceptional neighborhood with outstanding neighbors. Inside, you'll discover inviting

  Aurora Masterson Plum Tree Realty

  449 Keene Troy Pike, Versailles, KY 40383
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  /32

  $461,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,073 Sq Ft

  104 Peoples Meadow, Nicholasville, KY 40356

  Welcome to The Mahogany III, an exceptional completed, new construction ranch home by the highly regarded Dave Hobba Builder, known for superior craftsmanship, attention to detail, and outstanding warranties. This thoughtfully designed 4-bedroom, 3 full-bath home offers refined finishes, abundant natural light, and a spacious 3-car garage. The luxury kitchen showcases quartz countertops,

  Kimberly Holtegel ERA Select Real Estate

  104 Peoples Meadow, Nicholasville, KY 40356
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  /32

  $419,000 New Construction

  • 3 Beds
  • 2 Baths
  • 1,811 Sq Ft

  108 Peoples Meadow, Nicholasville, KY 40356

  Welcome to The Mahogany, a beautifully designed new construction home by the highly respected Dave Hobba Builder, known for superior craftsmanship, quality materials, and dependable warranties. Thoughtfully planned and impeccably finished, this 3-bedroom home proves that luxury comes in a perfectly sized package. Filled with natural light, the open layout is enhanced by durable and stylish LVP

  Kimberly Holtegel ERA Select Real Estate

  108 Peoples Meadow, Nicholasville, KY 40356
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  /54

  $423,900

  • 4 Beds
  • 2.5 Baths
  • 2,556 Sq Ft

  904 Shelburne Way, Nicholasville, KY 40356

  Absolutely Stunning Newer home - Move-In Ready! This beautifully crafted, this home is ready for the second owners! Striking 8' glass-panel entry door fills the foyer with natural light and sets an elegant tone from the covered front porch. Inside, you're welcomed by soaring 10' ceilings, curved drywall corners, and durable luxury vinyl plank flooring throughout the main level. The spacious

  Maggie Taylor RE/MAX Creative Realty

  904 Shelburne Way, 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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  /7

  $260,000

  • 4 Beds
  • 2 Baths
  • 1,408 Sq Ft

  132 Lincoln St, Nicholasville, KY 40356

  This property is being sold as-is and offers tremendous potential for investors, builders, or families seeking a large parcel of land to enjoy and customize to their vision.Additional photos coming soon

  Candice Williams Diamond Key REALTORS

  132 Lincoln St, Nicholasville, KY 40356
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  /50

  $510,000

  • 5 Beds
  • 2 Baths
  • 3,904 Sq Ft

  302 Broadway St, Nicholasville, KY 40356

  This rare beauty has only had 3 owners... A bank owner, a judge and a realtor. Current owner did all the flooring, drywall, ceilings, roof, hvac, mini splits, new pool, new hot tub, new light fixtures and more. You could not walk in the house when she first bought it. After 3-4 years of renovating, she lived there for years with no issues and low maintenance. Looking to pass the torch on to a new

  Jenny Perron EXP Realty, LLC

  302 Broadway St, Nicholasville, KY 40356
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  /15

  $225,000

  • Land
  • 1 Acre
  • $225,000 per Acre

  123 Doe Run Rd, Nicholasville, KY 40356

  Welcome to Vine Grove - an exquisite development with focus on preserving the open views & landscape. Come discover this stunning community with fifty - one acre home sites surrounded by 200 dedicated agricultural green space. The building lot is ideally situated within this beautiful neighborhood - that has successfully protected and incorporated the ultimate in beautiful Kentucky views. Truly

  Laura Hayden Rector Hayden Realtors

  123 Doe Run Rd, Nicholasville, KY 40356
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  /36

  $359,900

  • 4 Beds
  • 3 Baths
  • 2,252 Sq Ft

  117 Robin Rd, Nicholasville, KY 40356

  Big and beautiful well built and maintained home on a 100x135 ft lot with fenced backyard complete with wide gates on both sides the house plus a custom built storage building with loft storage and large custom deck in backyard to enjoy. This nice home was built in 2002 which makes it probably the newest home in the this subdivision plus its larger than most houses in the subdivision and has a

  

  Delma Peercy

  BlueHorse Realty

  (859) 681-9655

  117 Robin Rd, Nicholasville, KY 40356
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  /70

  $1,469,000

  • 4 Beds
  • 7 Baths
  • 6,175 Sq Ft

  1056 High Point Dr, Nicholasville, KY 40356

  Set on a private one-acre lot adorned with beautiful, mature trees, this exceptional custom home, one owner home offers privacy, space, and timeless elegance in a Jessamine County golf course setting. A majestic drive welcomes you to the property, creating a striking first impression and a true sense of arrival. Situated on Hole 7, the home is spacious, refined, and thoughtfully designed for both

  Melinda Drake The Brokerage

  1056 High Point Dr, Nicholasville, KY 40356
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  /45

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  525 W Maple St, Nicholasville, KY 40356

  Spacious Double Lot Home in Nicholasville! Charming 3-bedroom, 1-bath home in the West Jessamine School District, walking distance to the elementary school and downtown Nicholasville, making for the most convenient location. The main level features a master with two closets, a bedroom with real wood walls, and a cozy living room with a wood burning fireplace. The full unfinished basement (1,288

  Emidio Figueroa Rector Hayden Realtors

  525 W Maple St, Nicholasville, KY 40356
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  /2

  $199,900

  • Land
  • 1.31 Acres
  • $152,595 per Acre

  lot 23 Crawford Creek Dr, Nicholasville, KY 40356

  Watkins Reserve at Crawford Creek is the newest 1+ acre development located conveniently just off of US27Bypass. This exceptional development has preserved the original trees to allow great trees lines and shade. Amazing lots with views of farm land and greenspace. Enjoy taking a walk on the sidewalks. Developer to install additional trees. Custom Entrance with extensive and professional

  Maggie Taylor RE/MAX Creative Realty

  lot 23 Crawford Creek Dr, Nicholasville, KY 40356
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  /2

  $199,900

  • Land
  • 1.15 Acres
  • $173,826 per Acre

  lot 22 Crawford Creek Dr, Nicholasville, KY 40356

  Watkins Reserve at Crawford Creek is the newest 1+ acre development located conveniently just off of US27Bypass. This exceptional development has preserved the original trees to allow great trees lines and shade. Amazing lots with views of farm land and greenspace. Enjoy taking a walk on the sidewalks. Developer to install additional trees. Custom Entrance with extensive and professional

  Maggie Taylor RE/MAX Creative Realty

  lot 22 Crawford Creek Dr, Nicholasville, KY 40356
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  /2

  $199,900

  • Land
  • 1.15 Acres
  • $173,826 per Acre

  lot 21 Crawford Creek Dr, Nicholasville, KY 40356

  Watkins Reserve at Crawford Creek is the newest 1+ acre development located conveniently just off of US27Bypass. This exceptional development has preserved the original trees to allow great trees lines and shade. Amazing lots with views of farm land and greenspace. Enjoy taking a walk on the sidewalks. Developer to install additional trees. Custom Entrance with extensive and professional

  Maggie Taylor RE/MAX Creative Realty

  lot 21 Crawford Creek Dr, Nicholasville, KY 40356
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  /2

  $199,900

  • Land
  • 1.24 Acres
  • $161,210 per Acre

  lot 20 Crawford Creek Dr, Nicholasville, KY 40356

  Watkins Reserve at Crawford Creek is the newest 1+ acre development located conveniently just off of US27Bypass. This exceptional development has preserved the original trees to allow great trees lines and shade. Amazing lots with views of farm land and greenspace. Enjoy taking a walk on the sidewalks. Developer to install additional trees. Custom Entrance with extensive and professional

  Maggie Taylor RE/MAX Creative Realty

  lot 20 Crawford Creek Dr, Nicholasville, KY 40356
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  /2

  $199,900

  • Land
  • 1.45 Acres
  • $137,862 per Acre

  lot 1 Crawford Creek Dr, Nicholasville, KY 40356

  Watkins Reserve at Crawford Creek is the newest 1+ acre development located conveniently just off of US27Bypass. This exceptional development has preserved the original trees to allow great trees lines and shade. Amazing lots with views of farm land and greenspace. Enjoy taking a walk on the sidewalks. Developer to install additional trees. Custom Entrance with extensive and professional

  Maggie Taylor RE/MAX Creative Realty

  lot 1 Crawford Creek Dr, Nicholasville, KY 40356
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  /2

  $199,900

  • Land
  • 1.03 Acres
  • $194,078 per Acre

  lot 10 Wild Turkey Ct, Nicholasville, KY 40356

  Watkins Reserve at Crawford Creek is the newest 1+ acre development located conveniently just off of US27Bypass. This exceptional development has preserved the original trees to allow great trees lines and shade. Amazing lots with views of farm land and greenspace. Enjoy taking a walk on the sidewalks. Developer to install additional trees. Custom Entrance with extensive and professional

  Maggie Taylor RE/MAX Creative Realty

  lot 10 Wild Turkey Ct, Nicholasville, KY 40356
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  /3

  $384,900 New Construction

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

  232 Skaggs Blvd, Nicholasville, KY 40356

  Take a look at this stunning 3-bedroom, 2-bathroom home with over 1,800 sq. ft. of beautifully designed living space—all on one level, plus a fully insulated 2-car garage. This custom-built ranch offers an open, inviting layout perfect for modern living. The kitchen is a true standout, featuring tall wall cabinetry, sleek granite countertops, and an undermount stainless steel sink. The spacious

  Maggie Taylor RE/MAX Creative Realty

  232 Skaggs Blvd, Nicholasville, KY 40356
• 

  /2

  $384,900 New Construction

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

  500 Krauss Dr, Nicholasville, KY 40356

  Maggie Taylor RE/MAX Creative Realty

  500 Krauss Dr, Nicholasville, KY 40356
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  /3

  $119,900

  • Land
  • 1 Acre
  • $119,900 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
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  /62

  $649,000

  • 4 Beds
  • 3 Baths
  • 2,100 Sq Ft

  2450 Vince Rd, Nicholasville, KY 40356

  Welcome to your private slice of Kentucky countryside! Situated on 5 gorgeous acres, this completely updated 4-bedroom, 3-bathroom ranch offers the perfect mix of modern comfort and rural charm. Whether you're looking for a quiet homestead, small hobby farm, or simply room to spread out—this property has it all. Step inside to discover a beautifully remodeled open-concept layout featuring luxury

  Yasir Ahmed Black Mountain Realty

  2450 Vince Rd, Nicholasville, KY 40356
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  /34

  $305,000

  • 4 Beds
  • 2 Baths
  • 1,964 Sq Ft

  111 Baybrook Cir, Nicholasville, KY 40356

  Beautifully maintained 4-bedroom, 2-bath home in the desirable Sunbrook subdivision offering nearly 2,000 square feet of comfortable living space. The main floor features a convenient and spacious first-floor primary bedroom, making daily living a breeze. Upstairs you'll find three additional bedrooms, including an exceptionally large fourth bedroom—big enough to feel like two standard bedrooms

  

  Benjamin Lawwill

  Keller Williams Legacy Group

  (859) 208-2355

  111 Baybrook Cir, Nicholasville, KY 40356

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