Jessamine County KY Homes for Sale

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  $144,900

  • Land
  • 1 Acre
  • $144,900 per Acre

  13 Grandview Trail, Wilmore, KY 40390

  Maggie Taylor RE/MAX Creative Realty

  13 Grandview Trail, Wilmore, KY 40390
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  /19

  $900,000

  • 4 Beds
  • 4.5 Baths
  • 3,448 Sq Ft

  1626 Delaney Ferry Rd, Nicholasville, KY 40356

  Take advantage of this rare opportunity to own an extraordinary estate in a peaceful country setting close to city amenities! This comfortable 4 bedroom, 4 1/2 bath spacious historic home blends elegance and charm. Architectural details boast timeless craftsmanship. The covered porches beckon you to enjoy the beautiful grounds. Equestrians appreciate the barn and stables offering hay storage,

  Debbie Salyers American Realty Group

  1626 Delaney Ferry Rd, Nicholasville, KY 40356
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  /12

  $1,650,000

  • 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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  $649,900

  • 3 Beds
  • 2 Baths
  • 1,880 Sq Ft

  200 Kirk Dr, Nicholasville, KY 40356

  Rare Find on 7 Acres Just Outside the City! Discover the perfect blend of peace and convenience at 200 Kirk Drive in Nicholasville. This charming home sits on an incredible 7.27 acres, offering the privacy and space of country living while being just minutes from the heart of the city—a truly rare find in today's market! The home itself has been well cared for and is in great shape, ready for you

  Paula Elder The Brokerage

  200 Kirk Dr, Nicholasville, KY 40356
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  $333,109 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,071 Sq Ft

  608 Anthony Dr, Nicholasville, KY 40356

  Home is at foundation stage. The Bedford Hill, 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. The kitchen opens to the family room at the rear of the home. Upstairs are the primary bedroom suite, three bedrooms and a full bath. The primary bedroom suite

  Dicksie Ward Christies International Real Estate Bluegrass

  608 Anthony Dr, Nicholasville, KY 40356
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  $334,402 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,002 Sq Ft

  616 Anthony Dr, Nicholasville, KY 40356

  Footer Stage 12/09/2025. Contact Erica Hansen (859-806-5075) for any construction updates or inquiries on ANY Ball Home. 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. The kitchen opens to the family room at the rear of the home.

  Erica Hansen Christies International Real Estate Bluegrass

  616 Anthony Dr, Nicholasville, KY 40356
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  $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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  /13

  $199,999

  • 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 environment,

  D Tyler Oatts Axis Real Estate

  2770 Pollard Rd, 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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  $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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  /69

  $739,999

  • 4 Beds
  • 3.5 Baths
  • 4,263 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 shared

  Elizabeth Betty White Keller Williams Bluegrass Realty

  113 Whispering Brook 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. Association fee is $350/monthly and includes groundskeeping, snow and ice removal, trash, water and sewer as well as master insurance. 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.

  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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  /2

  $245,000

  • 4 Beds
  • 2 Baths
  • 1,705 Sq Ft

  114-116 Whaley Ct, Nicholasville, KY 40356

  Great all brick duplex. Located on a quiet court near the by-pass, this property is a great investment. Each tenant has been long term renters. Each side has a living room and kitchen with the stove and refrigerator staying with the unit. Two bedrooms, a full bath and a washer/dryer hook up complete the layout. This would be a great addition to your portfolio or you could purchase the duplex

  Lynn East Ransdell RE/MAX Creative Realty

  114-116 Whaley Ct, Nicholasville, KY 40356
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  $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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  $1,100,000

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

  171 Grace Ln, Nicholasville, KY 40356

  Graceful living on Grace Ln! A beautiful five-acre corner lot framed by mature trees offers a tranquil touch of country. Five bedrooms and five and a half baths. The main level features a guest suite or workout room with its own private balcony. Gleaming real hardwood floors add warmth and comfort. Oversized granite kitchen island. Cozy fireplace gathering area. A walk-in pantry with

  Jonah Mitchell Jonah Mitchell Real Estate & Auction

  171 Grace Ln, Nicholasville, KY 40356
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  /3

  $476,656 New Construction

  • 4 Beds
  • 3 Baths
  • 2,489 Sq Ft

  128 Hawks Bill Ct, Nicholasville, KY 40356

  Please see progress photos under Documents tab. As of 12.19.25, property is insulated and ready for drywall. The Oakmont is a spacious two story plan with a bedroom and bath on the first floor and an upstairs primary bedroom suite. (Nearing the drywall stage). The large family room with fireplace (featuring raised hearth and drystack stone to ceiling) is open to the kitchen which makes this plan

  Jason Landon Christies International Real Estate Bluegrass

  128 Hawks Bill Ct, Nicholasville, KY 40356
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  $475,000

  • 5 Beds
  • 3.5 Baths
  • 2,685 Sq Ft

  104 Maxwell Ave, Nicholasville, KY 40356

  This gorgeous Burley Ridge home checks all the boxes for space, style, and comfort! From the moment you pull up, the curb appeal shines with a welcoming covered front porch, perfect for your favorite rocking chairs. Inside, the foyer opens to a spacious living room featuring a stunning stone-encased gas fireplace. The kitchen is a chef's dream with an oversized island, granite countertops,

  Stephanie Kelemen Keller Williams Legacy Group

  104 Maxwell Ave, Nicholasville, KY 40356
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  /3

  $477,617 New Construction

  • 5 Beds
  • 3 Baths
  • 2,498 Sq Ft

  6317 Grey Oak Ln, Nicholasville, KY 40356

  Please check progress pictures under the Documents tab. The Greenfield offers a great first floor layout with a large family room opening to a spacious island kitchen and breakfast area. The kitchen features an island design with countertop dining, a corner pantry, stainless appliances - gas range, dishwasher, chimney hood, micro-drawer, & French Door refrigerator. The first floor includes a coat

  Dicksie Ward Christies International Real Estate Bluegrass

  6317 Grey Oak Ln, Nicholasville, KY 40356
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  $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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  $419,999

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

  533 Thames Cir, Nicholasville, KY 40356

  Spacious 4-Bedroom, 2.5-Bath Home in Keene Crossing!Built in 2007 and fully renovated last year, this 2-story home offers 2,640 sq. ft. of above-grade living space. The Primary Bedroom (PBR) features a private ensuite and generous closet space. Open floor plan with bright living area, formal dining, and a modern kitchen. Conveniently located near schools, shopping, and parks. Don't miss out

  Rose Muallem EXP Realty LLC

  533 Thames Cir, Nicholasville, KY 40356
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  $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 recreation.

  Maggie Taylor RE/MAX Creative Realty

  1603 West Ln, Nicholasville, KY 40356
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  $225,000

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

  156 Doe Valley, Nicholasville, KY 40356

  Vine Grove is a quintessential Bluegrass development offering 1 acre lots surrounded by 3 large tracts of land preserved as agriculture land only. Each homesite offers beautiful views and privacy. Just minutes from Bannon crossing and Tates Creek Center, the location is awesome. You may choose your own builder or choose from some of the areas finest that are currently building in Vine Grove. Lot

  Michael McNeill Bluegrass Sotheby's International Realty

  156 Doe Valley, Nicholasville, KY 40356
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  $225,000

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

  108 Doe Valley, Nicholasville, KY 40356

  Vine Grove is a quintessential Bluegrass development offering 1 acre lots surrounded by 3 large tracts of land preserved as agriculture land only. Each homesite offers beautiful views and privacy. Just minutes from Bannon crossing and Tates Creek Center, the location is awesome. You may choose your own builder or choose from some of the areas finest that are currently building in Vine Grove. Lot

  Michael McNeill Bluegrass Sotheby's International Realty

  108 Doe Valley, Nicholasville, KY 40356
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  $1,100,000

  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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  $402,500 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,001 Sq Ft

  508 Cripple Creek Cir, Nicholasville, KY 40356

  New construction nearing completion. Estimated completion December. Two story with 4 bedrooms and 2.5 bathrooms. Home will have black gutters and black garage door. First floor features a beautiful entry foyer with a large coat closet which opens to an open family room, dining area and kitchen. The kitchen will have Snow cabinets with a wood colored island and feature a stainless steel range with

  

  Lauren Ball

  Deborah Ball Realty

  (859) 681-7023

  508 Cripple Creek Cir, Nicholasville, KY 40356
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  /65

  $375,000

  • 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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  $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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  /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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  $524,900

  • 4 Beds
  • 3 Baths
  • 2,800 Sq Ft

  249 Skaggs Blvd, Nicholasville, KY 40356

  Welcome to your future home, a stunning property that is nearing its completion and will soon be ready for its new owners! Enter through the exquisite stained mahogany door and be greeted by a massive living room featuring 20-foot tall vaulted ceilings. This space boasts an open floor plan that seamlessly connects a large kitchen island to a cozy dining area, creating the perfect setting for

  Samuel Watts GSP Homes

  249 Skaggs Blvd, Nicholasville, KY 40356
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  $899,900

  • 3 Beds
  • 2 Baths
  • 3,140 Sq Ft

  1851 Wilmore Rd, Nicholasville, KY 40356

  Incredible Opportunity to Own a Custom-Built Ranch style home on 5.7± Acres! Welcome to this well-loved, traditionally built home conveniently located on Wilmore Road (US-29). Offering over 3,100+/-sq. ft. of living space, this property is a rare find — combining privacy, functionality, and charm.As you approach, a welcoming front courtyard leads you to a stunning double front door entrance.

  Maggie Taylor RE/MAX Creative Realty

  1851 Wilmore Rd, Nicholasville, KY 40356
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  $420,000

  • Land
  • 7 Acres
  • $60,000 per Acre

  1465 Keene Rd, Nicholasville, KY 40356

  This property boasts high visibility with direct frontage on Keene Road at the entrance to Keene Crossing. Conveniently located less than one mile from St. Joseph Hospital and the rapidly growing US 27/169 corridor, it offers exceptional access to amenities and a major thoroughfare.Currently situated in the county, the City of Nicholasville has expressed willingness to annex the property

  Roger Fields EXP Realty, LLC

  1465 Keene Rd, Nicholasville, KY 40356
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  /17

  $225,000

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

  125 Doe Valley, Nicholasville, KY 40356

  Vine Grove is a premier community surrounded by 200 acres of preserved beautiful Bluegrass farmland. 50 one acre homesites make up this neighborhood, which is just 4.5 miles from Man O War, 8 minutes from Brannon Crossing, and across from Talon Winery. This 1 acre lot is ready for new construction and would be perfect for a left side walkout basement. It has a completed Percolation test

  

  Vanessa Vale Team

  LPT Realty

  (859) 209-6054

  125 Doe Valley, Nicholasville, KY 40356
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  /2

  $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

  Maggie Taylor RE/MAX Creative Realty

  134 Zane Ln, Nicholasville, KY 40356
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  /22

  $1,850,000 New Construction

  • 6 Beds
  • 4.5 Baths
  • 5,816 Sq Ft

  105 Homestretch Cir, Nicholasville, KY 40356

  New Construction home still in framing stage being built as a custom speculation home by Goodknight Design Home, multiple award winners from July/2025’s Grand Tour of Homes on a similar floor plan...Painted brick walkout Ranch that has a beautiful walkout finished basement with stunning curb appeal/ sunset views/ geothermal with professional design/ high end touches throughout. Smooth flowing

  Emmett Dalton Dalton Real Estate

  105 Homestretch Cir, Nicholasville, KY 40356
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  /31

  $300,000

  • 3 Beds
  • 1 Bath
  • 2,400 Sq Ft

  9581 Harrodsburg Rd, Wilmore, KY 40390

  Welcome to this well-loved, one-owner all-brick ranch in beautiful Wilmore, KY! Nestled just minutes from downtown, this home offers the best of both worlds -- convenience and a peaceful, country feel. Currently set up as a 3-bedroom, this flexible floor plan could easily accommodate a 4th bedroom by converting the den or relocating the laundry from its current main-level bedroom back to the

  Justin Satterwhite SimpliHOM

  9581 Harrodsburg Rd, Wilmore, KY 40390
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  /29

  $384,000

  • 3 Beds
  • 2 Baths
  • 1,740 Sq Ft

  506 Friendly Ave, Nicholasville, KY 40356

  Looking for a "new" one level home but don't want to wait months for it to be built? This is it!!! The seller has meticulously maintained this home and is ready for new owners! Several upgrades which include glass shower and drop zone! Stepping in off of the covered entry you will enjoy the graciously sized foyer, the kitchen, breakfast area and great-room is wide open and so well done. Custom

  Katie Feola The Agency

  506 Friendly Ave, Nicholasville, KY 40356
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  /15

  $45,000

  • Land
  • 15 Acres
  • $3,000 per Acre

  999 High Bridge Rd, Wilmore, KY 40390

  A fisherman's dream, and deer hunters paradise. 15 acres of woods and river palisades on the Kentucky River. Pristine natural habitat directly across the river from Sally Brown Nature Preserve. Unbelievable opportunity! Bring your fishing boat and lets take a tour.

  Jonah Mitchell Jonah Mitchell Real Estate & Auction

  999 High Bridge Rd, Wilmore, KY 40390
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  /12

  $405,000

  • 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

  LeShai Phelps Exit Realty Crutcher

  412 Perry Dr, Nicholasville, KY 40356

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