Jessamine County KY Homes for Sale

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  $130,000

  • Land
  • 1.03 Acres
  • $126,214 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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  $329,999

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

  258 Churchill Crossing, Nicholasville, KY 40356

  Welcome to a true gem of maintenance-free living! This premium end unit is one of the most desirable properties in the community, offering superior privacy and fantastic landscaping with ample patio space for outdoor enjoyment. Inside, you'll find a meticulously cared-for home with two spacious bedrooms and two full baths. The flexible layout also features a bonus flex room, easily convertible to

  Kimberlee Blakeman United Real Estate Bluegrass

  258 Churchill Crossing, Nicholasville, KY 40356
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  /73

  $875,000

  • 4 Beds
  • 4 Baths
  • 3,719 Sq Ft

  1431 Troy Rd, Wilmore, KY 40390

  Beautiful five-acre farm conveniently located just minutes away from Lexington, Versailles and Nicholasville. This one and a half story home on a finished walk-out basement features a first floor primary suite, hardwood floors, a stone fireplace, bespoke woodwork throughout, a pantry and a lovely deck for outside entertaining. Other amenities include a three-car garage, a safe room and laundry

  Lesley Ward Biederman Real Estate

  1431 Troy Rd, Wilmore, KY 40390
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  /8

  $2,300,000

  • 8 Beds
  • 4 Baths
  • 3,462 Sq Ft

  152-158 Grinder Ct, Nicholasville, KY 40356

  Rare opportunity to purchase 5 quadraplexes on the same quiet cul de sac! All of them fully rented and ready to go. These are offered as a package 1031 exchange. All units are the same size 900 square feet with 2 bedrooms and 2 bathrooms. Each has their own laundry facility/utility room. The parking lots have all been recently resurfaced. These are located in an Opportunity zone and just

  Christina Dudek Coldwell Banker McMahan

  152-158 Grinder Ct, Nicholasville, KY 40356
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  /4

  $72,000

  • Land
  • 10.55 Acres
  • $6,825 per Acre

  1 John's Ln, Nicholasville, KY 40356

  Discover 10.55 acres of peaceful country living with endless possibilities! Whether you're looking for a weekend getaway, a recreational retreat, or the perfect place to build your dream home, this property offers it all. With a mix of open ground and wooded areas, it's ideal for hunting, exploring or simply enjoying the outdoors. The generous acreage provides privacy and space to spread out,

  Jonathan Moles Rector Hayden Realtors

  1 John's Ln, Nicholasville, KY 40356
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  $262,900

  • 3 Beds
  • 2 Baths
  • 1,273 Sq Ft

  120 Bass Pond Glen Dr, Nicholasville, KY 40356

  Welcome to 120 Bass Pond Glen - a charming 3-bedroom, 2-bath home with a 2-car garage, offering both comfort and convenience. This well-maintained property features a 2-year-old roof and a 2 year old wood privacy fence, creating a move-in-ready opportunity with peace of mind. Inside, you'll find a spacious, functional layout with natural light throughout. The backyard is the true highlight - a

  Melissa Nalley The Brokerage

  120 Bass Pond Glen Dr, Nicholasville, KY 40356
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  /22

  $290,000 Open Sat 1PM - 3PM

  • 3 Beds
  • 2 Baths
  • 1,232 Sq Ft

  292 Kimberly Heights Dr, Nicholasville, KY 40356

  Charming All Brick Ranch with Guest House! Welcome to this beautifully maintained home, featuring a primary bedroom and bath along with 2 other bedrooms and guest bath, eat-in kitchen, and laundry/pantry room. Outside, you'll love the convenience of an unattached Accessory Dwelling Unit perfect for guests, extended family, office or man cave!

  Zova Rothchild Keller Williams Legacy Group

  292 Kimberly Heights Dr, Nicholasville, KY 40356
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  /13

  $249,900

  • 3 Beds
  • 2 Baths
  • 960 Sq Ft

  2770 Pollard Rd, Nicholasville, KY 40356

  Cozy and charming home in the country that offers comfort and convenience? With three bedrooms, and two bathrooms, this property is perfect for those seeking a peaceful and relaxing living experience. With almost 5 acres this property offers a tranquil escape from the hustle and bustle of the city. Whether you are a working professional or someone looking to settle down in a peaceful

  D Tyler Oatts Axis Real Estate

  2770 Pollard Rd, Nicholasville, KY 40356
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  /14

  $279,900

  • 3 Beds
  • 2 Baths
  • 1,311 Sq Ft

  126 Allison Cir, Nicholasville, KY 40356

  Pack your pumpkins and get ready to hand out Halloween candy in this amazing neighborhood. Located in West school district, this home is perfect for everyone, no matter what their stage in life. This home is move in ready, perfect for 1st time buyers. This house is all one level, perfect for that person looking to downsize. Fresh paint and all new flooring are among many of the amenities you

  Lynn East Ransdell RE/MAX Creative Realty

  126 Allison Cir, Nicholasville, KY 40356
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  /30

  $235,000 Pending

  • 3 Beds
  • 2 Baths
  • 1,030 Sq Ft

  875 Vineyard Rd, Nicholasville, KY 40356

  Immaculate & Move-In Ready! This beautifully renovated 3-bedroom, 2-bath home offers the perfect balance of convenience and privacy. Tucked away on a quiet, dead-end road, you'll enjoy peace and seclusion while still being just minutes from US-27, shopping, dining, and schools. Inside, every detail has been updated—step into a bright, open living area with fresh flooring, neutral paint, and

  Roger Fields EXP Realty, LLC

  875 Vineyard Rd, Nicholasville, KY 40356
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  /10

  $479,900

  • Land
  • 5 Acres
  • $95,980 per Acre

  4 Springhouse Dr, Nicholasville, KY 40356

  Beautiful 5 acre lot in Springhouse Estate ready for your dream home. 6 stall barn. Has one of the most beautiful building locations in all Jessamine County. Sits on a hill overlooking the area. Beautiful sunsets year round. The property also has a deeded easement approximately .43 of an acre that is on the east side of the property to extend the area if needed. -Property is a restricted

  Myrna Downing Keller Williams Bluegrass Realty

  4 Springhouse Dr, Nicholasville, KY 40356
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  $1,795,000

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

  980 Chandamere Way, Nicholasville, KY 40356

  Luxury living awaits in this stunning estate on 5 acres. The grand two-story foyer showcases an elegant staircase, detailed trim, and a Swarovski crystal chandelier. The gourmet eat-in kitchen features custom cabinetry, granite countertops, and stainless-steel appliances, opening to the great room with a soaring stone fireplace. The main level offers two primary suites, including an owner's

  Cynthia Trgo Diamond Real Estate Group, Inc

  980 Chandamere Way, Nicholasville, KY 40356
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  $749,999

  • 4 Beds
  • 3.5 Baths
  • 4,385 Sq Ft

  113 Whispering Brook Dr, Nicholasville, KY 40356

  Second owners of this custom-built home with many added features. The home sits on 1.3 acres and backs up to Hickman Creek with green space next to the home and the backyard is fully fenced. The main house boasts a first-floor primary bedroom with a large primary bathroom and dressing room along with the walk-in closet. A double-sided fireplace adds to the primary bedroom. The fireplace is

  Elizabeth Betty White Keller Williams Bluegrass Realty

  113 Whispering Brook Dr, Nicholasville, KY 40356
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  /22

  $68,000

  • Land
  • 0 Acre

  459 Clarence Dr, Nicholasville, KY 40356

  Investor Special or Fixer-Upper Opportunity in Nicholasville! This mobile home sits on a lot in a convenient location near shops, restaurants, and just minutes from Lexington. The home is not currently livable, but major improvements were made in 2024 including new windows, updated plumbing, new wall framing, new insulation in the walls, and new subflooring—giving you a solid head start on your

  Susy Esquivel Allied Realty

  459 Clarence Dr, Nicholasville, KY 40356
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  $1,950,000

  • 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
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  /11

  $460,000

  • 8 Beds
  • 4 Baths
  • 3,700 Sq Ft

  264 Grinder Ct Unit 270, Nicholasville, KY 40356

  Wow a rare opportunity to own a 4 plex in the desirable Shun Meadows! This is located in an Opportunity Zone. This is outside the hubbub of Nicholasville proper in a pastoral setting. Each unit has 2 bedrooms and 1 bath. Also included is a huge laundry/utility room. The parking lot and drive has been recently resurfaced and all new landscaping installed.

  Christina Dudek Coldwell Banker McMahan

  264 Grinder Ct Unit 270, Nicholasville, KY 40356
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  /23

  $245,900

  • 3 Beds
  • 1 Bath
  • 1,161 Sq Ft

  709 Hickory Hill Dr, Nicholasville, KY 40356

  Welcome to this charming brick ranch featuring 3 spacious bedrooms and 1 bath on an extra large lot - a rare find! This home offers comfortable single-level living with a timeless layout and solid construction. Enjoy peace of mind with new updates throughout, including a new roof, HVAC system, windows and a freshly poured driveway. The spacious privacy fenced lot provides endless possibilities

  Angela Lowery Weichert Realtors Ford Brothers - Lancaster

  709 Hickory Hill Dr, Nicholasville, KY 40356
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  /13

  $299,900

  • 3 Beds
  • 2.5 Baths
  • 1,742 Sq Ft

  249 Churchill Crossing, Nicholasville, KY 40356

  Maintenance free condo living situated within a 55+ community that offers a clubhouse & pool. Two bedrooms on first floor with upper level offering second primary bedroom suite. All main living on first floor with no steps and direct entry from the garage. Vaulted, open living area with gas log fireplace and plenty of natural light. Nice sized dining area, kitchen bar and eat-in-kitchen. Primary

  Linda Pope Renaissance Realty Group

  249 Churchill Crossing, Nicholasville, KY 40356
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  /2

  $157,000

  • Land
  • 6.79 Acres
  • $23,122 per Acre

  6 Poortown Rd, Nicholasville, KY 40356

  Prime opportunity in Nicholasville! This property offers 6.79acres of open land with excellent potential for building your new home. Conveniently located just minutes from downtown Nicholasville and a short drive to Lexington, it provides both privacy and accessibility. Bring your plans and ideas—this versatile tract is ready for its next chapter.

  Stephanie Pratley Lifstyl Real Estate

  6 Poortown Rd, Nicholasville, KY 40356
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  $1,190,000

  • 4 Beds
  • 3.5 Baths
  • 4,698 Sq Ft

  200 Windom Ln, Nicholasville, KY 40356

  Experience the charm of country living with this versatile 5-acre farm just outside Lexington in beautiful Jessamine County. Set up for horses, chickens, or your dream hobby farm, the land is fully usable and thoughtfully laid out with multiple paddocks. Two spacious outbuildings offer storage, workshop capacity, or garage space for up to six vehicles. Whether you're starting a homestead or

  W Ryan Camenisch The Brokerage

  200 Windom Ln, Nicholasville, KY 40356
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  /26

  $529,000

  • Land
  • 43.55 Acres
  • $12,147 per Acre

  1975 High Bridge Rd, Wilmore, KY 40390

  Discover your slice of Kentucky paradise with this stunning 43+/- acre tract nestled in the heart of Jessamine County, just minutes from charming Wilmore. Whether you're looking to build your dream home, start a hobby farm, or establish a peaceful retreat, this versatile property offers the perfect blend of pasture, woods, and panoramic views. Choose Your Ideal Homesite - With multiple potential

  Lisa Peel United Real Estate Bluegrass

  1975 High Bridge Rd, Wilmore, KY 40390
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  /23

  $235,200

  • 3 Beds
  • 1 Bath
  • 1,025 Sq Ft

  272 Gainesville Dr, Nicholasville, KY 40356

  Welcome to this 3-bedroom, 1-bath ranch in the desirable Kimberly heights. With a brand-new roof and a recently serviced HVAC system, you'll enjoy peace of mind and comfort from the start. Step inside to find a cozy layout featuring a bright living area, a kitchen with stainless steel appliances and a stylish tile backsplash, and comfortable bedrooms with plenty of potential to make the home

  Jennifer Woods Marshall Lane Real Estate

  272 Gainesville Dr, Nicholasville, KY 40356
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  $344,900

  • 3 Beds
  • 2.5 Baths
  • 1,616 Sq Ft

  173 Mason Springs Dr, Nicholasville, KY 40356

  For Sale - Beautifully Appointed Home in Keene Crossing Welcome to this exquisite 3-bedroom, 3-bath home with a 2-car garage, located in the highly desirable Keene Crossing subdivision. The spacious primary suite is conveniently located on the main level and features a tray ceiling, a luxurious private bath with a walk-in shower, soaking tub, and a large walk-in closet. The heart of the home

  Randy Rodriguez Positive Property Management

  173 Mason Springs Dr, Nicholasville, KY 40356
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  $1,275,000

  • 5 Beds
  • 5.5 Baths
  • 6,100 Sq Ft

  171 Grace Ln, Nicholasville, KY 40356

  This distinguished residence, sited on a beautifully contoured five-acre corner lot, blends timeless elegance with modern comfort. A hidden wet-weather pond framed by mature trees offers a tranquil touch of country charm, setting the tone for a home designed with both beauty and livability in mind. Inside, five bedrooms and five and a half baths provide generous accommodations. The main level

  Jonah Mitchell Jonah Mitchell Real Estate & Auction

  171 Grace Ln, Nicholasville, KY 40356
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  /26

  $2,397,000

  1 Harrodsburg Rd, Wilmore, KY 40390

  Opportunity to take advantage of surveyed 141.08 acre farm with over 2500 ft of road frontage near the city of Wilmore and Nicholasville. This farm is currently being used as pasture but has been through planning and zoning and approved to be annexed into the city of Wilmore for development for a total of 112 residential 1 acre+ lot sizes.

  Chad Helm Rector Hayden Realtors

  1 Harrodsburg Rd, Wilmore, KY 40390
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  $975,000

  • 4 Beds
  • 3.5 Baths
  • 4,027 Sq Ft

  116 Parker Ln, Nicholasville, KY 40356

  Experience the charm of country living with the convenience of city access! This beautifully crafted custom home sits on a serene 1-acre lot backing to a picturesque horse farm, offering stunning sunsets and tranquil views. Step into a grand 2-story foyer and take in the open, airy floor plan adorned with rich redwood trim and beams. The first-floor primary suite is a true retreat, featuring an

  Casey Weesner Weesner Properties, Inc.

  116 Parker Ln, Nicholasville, KY 40356
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  $1,950,000

  • 5 Beds
  • 5.5 Baths
  • 8,801 Sq Ft

  106 Cambridge Ln, Nicholasville, KY 40356

  Located in the gated community of Cambridge and backing up to Wingswept Farm, a notable Saddlebred horse farm, 106 Cambridge is an amazing estate property that has everything you would expect from a luxury home nestled into the heart of the Bluegrass. The outstanding views, privacy and security simply can't be beat. This beautiful 2 story home features a 1st floor primary suite w/ custom floor to

  Eric Bumm The Brokerage

  106 Cambridge Ln, Nicholasville, KY 40356
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  /45

  $240,000

  • 3 Beds
  • 1 Bath
  • 1,288 Sq Ft

  525 W Maple St, Nicholasville, KY 40356

  Spacious Double Lot Home in West Jessamine! 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 an electric fireplace. The full unfinished basement (1,288 sq.

  Emidio Figueroa Rector Hayden Realtors

  525 W Maple St, Nicholasville, KY 40356
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  /27

  $470,000

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

  2040 McGee 1 Ln, Nicholasville, KY 40356

  Welcome to 2040 McGee 1 Ln - a beautifully renovated 3-bedroom, 2-bath home offering 1,594 square feet of thoughtfully designed living space. This move-in-ready home blends modern updates with classic charm, perfect for families, first-time buyers, or anyone looking for a stylish and comfortable space to call home. Inside, you'll find luxury vinyl plank flooring throughout and a striking navy

  Hunter Miller GSP Homes

  2040 McGee 1 Ln, Nicholasville, KY 40356
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  /93

  $1,199,000

  • 4 Beds
  • 3.5 Baths
  • 4,484 Sq Ft

  1603 West Ln, Nicholasville, KY 40356

  Hard-to-Find 37+/- Acre Farm with Custom-Built Home. Discover this rare opportunity to own 37+/- acres of beautiful rolling farmland, featuring a one-owner, custom-built 4-bedroom, 3.5-bath home with a full, partially finished walk-out basement. Perfect for horses, livestock, crops, or even hunting, this property offers both wide-open pastures and a tree-lined backdrop for privacy and

  Maggie Taylor RE/MAX Creative Realty

  1603 West Ln, Nicholasville, KY 40356
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  /14

  $1,250,000

  2060 Bethel Rd Unit 1-A, Nicholasville, KY 40356

  Escape to your own slice of paradise on 90 expansive acres just minutes from Nicholasville. This unique property blends privacy, natural beauty, and convenience—making it perfect for a private estate, recreational retreat, or working farm. The land is primarily flat with gently rolling hills, offering endless options for horseback riding, hunting, ATV trails, or simply enjoying the outdoors.

  Roger Fields EXP Realty, LLC

  2060 Bethel Rd Unit 1-A, Nicholasville, KY 40356
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  /30

  $330,000

  • 3 Beds
  • 2 Baths
  • 1,560 Sq Ft

  205 Southside Way, Nicholasville, KY 40356

  Welcome to this charming ranch-style home offering 3 bedrooms and 2 full baths in the highly desirable West Jessamine school district. Inside, you'll find a comfortable layout perfect for both everyday living and entertaining. Step outside to enjoy the relaxing back patio, an ideal spot for morning coffee or evening gatherings. With its convenient location, inviting design, and sought-after

  Adam Matney Indigo & Co

  205 Southside Way, Nicholasville, KY 40356
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  /80

  $1,500,000 Open Sun 2PM - 4PM

  • 5 Beds
  • 4.5 Baths
  • 6,359 Sq Ft

  48 Avenue of Champions, Nicholasville, KY 40356

  Luxury living at its finest.! This stunning home sits on 5 picturesque acres overlooking the 11th green of the prestigious Champions Golf Course, complete with a berm for added privacy. From the moment you step inside, you'll be captivated by the open and inviting floor plan, soaring 10 foot ceilings, and gleaming hardwood floors. The formal living room and dining room exude timeless elegance

  Joy Murphy United Real Estate Bluegrass

  48 Avenue of Champions, Nicholasville, KY 40356
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  /65

  $395,000

  • 4 Beds
  • 2.5 Baths
  • 2,242 Sq Ft

  200 Manoah Ln, Nicholasville, KY 40356

  Welcome home where peaceful cul-de-sac living meets the convenience of nearby development. Tucked away from traffic, yet just minutes from new shops, dining, and entertainment, this move-in-ready beauty offers the best of both worlds. Step inside to find laminate flooring flowing throughout the spacious first floor. The layout includes a large great room, dining area, and an expansive living

  Ivan Timoshchuk Lifstyl Real Estate

  200 Manoah Ln, Nicholasville, KY 40356
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  $369,000

  • 4 Beds
  • 3.5 Baths
  • 2,546 Sq Ft

  132 Mason Springs Dr, Nicholasville, KY 40356

  Built by well-renowned and award-winning Cornerstone Properties, this 4BR/4BA luxury home, nestled in the highly sought-after Keene Crossing neighborhood, backing to a stream and a line of trees, and just minutes away from shopping, dining, and all of Lexington, is brimming with updates for your comfort and enjoyment! Your peace of mind is assured with updated features that include a New Roof,

  Daniel & Denise Delaney Rector Hayden Realtors

  132 Mason Springs Dr, Nicholasville, KY 40356
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  /2

  $159,900

  • Land
  • 14 Acres
  • $11,421 per Acre

  1174 River Rd, Nicholasville, KY 40356

  14+/- acres of beautiful land that partly sits adjoining the Kentucky River. Enjoy this hard to find property that is perfect for a weekend get a way from the husle and busle of town. Several buildable sites on this land would create endless possibilites. Property has been owned by a family for several generations. No plat or survey on file.

  Maggie Taylor RE/MAX Creative Realty

  1174 River Rd, Nicholasville, KY 40356
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  /2

  $319,900

  • Land
  • 25 Acres
  • $12,796 per Acre

  1 Kissing Ridge Rd, Nicholasville, KY 40356

  Don't Miss This Rare Opportunity in Jessamine County!Now available: 25+/- acres of picturesque farmland, part of a cherished multi-generational family farm. This exceptional property offers the perfect blend of open fields and lightly wooded areas, all set on gently rolling terrain.With extensive road frontage on two sides, access is easy and versatile. Whether you're dreaming of building

  Maggie Taylor RE/MAX Creative Realty

  1 Kissing Ridge Rd, Nicholasville, KY 40356
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  /28

  $415,000

  • 3 Beds
  • 2 Baths
  • 1,820 Sq Ft

  708 Shelburne Way, Nicholasville, KY 40356

  Excited to introduce this immaculately kept, nearly new home in Burley Ridge! Spanning almost 2000 square feet, the home offers 3 bedrooms and 2 bathrooms, along with open concept living, all on one floor! Tasteful updates include, laundry room update, fenced backyard, and landscaping throughout! Additionally, This home is one of the few in the neighborhood that backs up

  Patrick Doyle National Real Estate

  708 Shelburne Way, Nicholasville, KY 40356
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  /35

  $230,000

  • 3 Beds
  • 1 Bath
  • 1,134 Sq Ft

  319 Thacker Dr Unit 2, Wilmore, KY 40390

  This Charming All-Brick Ranch Offers 3 Bedrooms, 1 Full Bath; Nestled At The End Of Thacker Drive. Numerous Updates Have Been Made - Not Only Cosmetic Improvements Like LVP Flooring, Granite Countertops, New Stainless-Steel Appliances (Dishwasher & Range - 2022), A Remodeled Bathroom And A New Sliding Patio Door; But Also Important Maintenance Updates; Providing Peace Of Mind For Years To Come.

  Dawn Severt Kassie & Associates

  319 Thacker Dr Unit 2, Wilmore, KY 40390
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  /29

  $305,000

  • 4 Beds
  • 2.5 Baths
  • 1,963 Sq Ft

  119 Applegrove Dr, Nicholasville, KY 40356

  Welcome to this spacious and well-maintained 4-bedroom, 2.5-bathroom home offering 1,963 square feet of comfortable living space. Built in 2004, this two-story home features thoughtful updates including a brand-new HVAC system, new windows, and fresh paint in the living room.Enjoy great curb appeal with all-new landscaping that creates a warm and inviting first impression. Inside, you'll find

  Ashley Spencer Keller Williams Commonwealth

  119 Applegrove Dr, Nicholasville, KY 40356

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