Jessamine County KY Homes for Sale

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  /49

  $328,500

  • 4 Beds
  • 2 Baths
  • 1,856 Sq Ft

  402 Peachtree Rd, Nicholasville, KY 40356

  WOW, Sweet and well-loved, this charming home on an oversized lot is ready for its next owner! Featuring 4 bedrooms and 2 baths, this property offers multigenerational living potential. Nestled in the sought-after Orchard neighborhood, it's just steps away from Main Street in the heart of Nicholasville. This prime location is perfectly situated near shopping, restaurants, and all the amenities

  

  Susan Tegtmeier

  Keller Williams Bluegrass Realty

  (859) 659-7170

  402 Peachtree Rd, Nicholasville, KY 40356
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  /70

  $575,000

  • 3 Beds
  • 2 Baths
  • 2,018 Sq Ft

  204 Blackthorn Dr, Nicholasville, KY 40356

  Perfectly positioned in a highly desirable location and amenities designed for both adults and kids, this home is one you won't want to miss. Perfect for family living, this 3-bedroom, 2 full bathroom home offers both a thoughtful and functional layout. As you enter, a welcoming foyer opens into a spacious dining area with tray ceiling and living room highlighted by a gas fireplace. The kitchens

  Ivan Timoshchuk Lifstyl Real Estate

  204 Blackthorn Dr, Nicholasville, KY 40356
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  /30

  $245,000 Open Fri 5PM - 7PM

  • 2 Beds
  • 2 Baths
  • 1,409 Sq Ft

  107 W Brown St, Nicholasville, KY 40356

  Welcome to downtown Nicholasville living at its finest! This beautifully renovated 2 bedroom, 2 bathroom home has been taken all the way down to the studs and thoughtfully rebuilt with modern finishes and timeless style throughout. From the moment you step onto the charming covered front porch, you'll feel right at home. Inside, you'll find fresh paint, brand new LVP flooring, and an abundance of

  Sheridan Sims Keller Williams Commonwealth

  107 W Brown St, Nicholasville, KY 40356
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  /79

  $200,000

  • 4 Beds
  • 2 Baths
  • 1,700 Sq Ft

  112 Lincoln St, Nicholasville, KY 40356

  An investors dream! Welcome to 110-112 Lincoln St! Duplex and lot combo. Very unique and special property owned by one owner! The idea is to sell the duplex for $175,000 and the lot for $25,000. Combo sale. Selling as-is.

  Jessica Crutcher Guide Realty, Inc.

  112 Lincoln St, Nicholasville, KY 40356
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  /92

  $1,995,000

  • 6 Beds
  • 5.5 Baths
  • 10,158 Sq Ft

  210 Keene Manor Cir, Nicholasville, KY 40356

  Welcome to the crown jewel of Keene Manor, one of Central Kentucky's most prestigious addresses. Nestled on the highly sought-after Keene Trace Golf Course, this breathtaking estate offers over 10,000 square feet of finished living space, where timeless elegance meets modern luxury. From the moment you step into the grand two-story foyer, you are greeted by an atmosphere of sophistication and

  The Prather Team - Michael Prather Keller Williams Bluegrass Realty

  210 Keene Manor Cir, Nicholasville, KY 40356
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  /27

  $339,500

  • 3 Beds
  • 2 Baths
  • 1,615 Sq Ft

  520 Pinoak Dr, Nicholasville, KY 40356

  Beautiful 3 Bedroom 2 Bath Ranch with Wide Driveway, & Oversized Garage (26x30) and Fenced Backyard. This home Features a Large Den which opens to Dining Area and Huge Kitchen. The Kitchen has an Abundance of Cabinets & Countertop Space, a Gorgeous Herringbone Butcherblock Counter, a Single Basin Waterfall Sink with Pull Down Sprayer Faucet. The Side by Side Black Stainless Steel Refrigerator,

  Leigh Ann Parks RE/MAX Elite Realty

  520 Pinoak Dr, Nicholasville, KY 40356
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  /32

  $400,000

  • 3 Beds
  • 2 Baths
  • 2,164 Sq Ft

  100 Minnow Cove Ct, Nicholasville, KY 40356

  Beautifully maintained custom one-level brick home built in 2019. This move-in ready condition home features an open floor plan with a vaulted ceiling in the spacious living room, opening to the kitchen. The kitchen offers granite countertops, black stainless steel appliances, subway tile backsplash, and soft-close cabinetry, with all appliances conveying. The adjoining breakfast area provides

  Sandy Allnutt The Agency

  100 Minnow Cove Ct, Nicholasville, KY 40356
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  /29

  $239,900

  • 5 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  169 Lois Ln, Nicholasville, KY 40356

  Amy Boone Sweet Home KY Realty

  169 Lois Ln, Nicholasville, KY 40356
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  /10

  $511,000 Open Sat 2PM - 4PM

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

  204 Skaggs Blvd, Nicholasville, KY 40356

  **Professional interior and exterior photos coming soon** Experience elevated living in this stunning 2024-built residence in West Place, one of Nicholasville's most desirable and sought-after neighborhoods. Beautifully designed with a perfect balance of sophistication and comfort, this exceptional home welcomes you with a spacious great room crowned by a dramatic vaulted ceiling, creating a

  Alan Hammond WEICHERT REALTORS - Ford Brothers

  204 Skaggs Blvd, Nicholasville, KY 40356
• 

  

  /23

  $324,900

  • 3 Beds
  • 2 Baths
  • 1,796 Sq Ft

  102 Windsor Way, Nicholasville, KY 40356

  Welcome to effortless living in one of Nicholasville's most sought-after communities. This beautifully designed, freshly painted, Canterbury floorplan offers true single-level living with a layout that prioritizes comfort, privacy, and everyday ease. Impeccably maintained, the split-bedroom design places the spacious owner's suite on one side of the home, while a private guest suite and versatile

  Randi Mjos Building The Bluegrass Realty

  102 Windsor Way, Nicholasville, KY 40356
• 

  

  /23

  $453,804 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,335 Sq Ft

  105 Roland Ct, Nicholasville, KY 40356

  NEW CONSTRUCTION by James Monroe Homes Estimated completion: 4/16/2026. The award-winning Abigail plan offers exceptional flexibility for living, working, and relaxing. Just off the foyer, a spacious flex room provides the perfect setting for a home office, formal dining room, or additional sitting area. The well-appointed kitchen features a center island, double-door pantry closet, and stainless

  James Monroe Homes Builder

  105 Roland Ct, Nicholasville, KY 40356
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  /71

  $1,590,000

  • 4 Beds
  • 3.5 Baths
  • 4,760 Sq Ft

  100 Blue Wing Pass, Nicholasville, KY 40356

  Want to build with Collier Custom Homes but don't want to wait? This is your chance! Welcome to 100 Blue Wing Pass, a five-year-young, move-in-ready home in the highly sought-after Drakes Landing community. This spacious 4-5 bedroom ranch features a finished walkout basement and a smart split-bedroom layout on the main level. There is also potential for a fifth bedroom, the current office can be

  Katie Feola The Agency

  100 Blue Wing Pass, Nicholasville, KY 40356
• 

  

  /19

  $428,900

  4 Springhouse Dr, Nicholasville, KY 40356

  Lovely Homesite! What a dream to have your own horse and other pets in your own backyard, and already have the barn built and ready for use as you are building your home. We have an in-house custom builder who can build, design, and customize the home of your DREAMS!! Call today to come tour this picturesque site in Jessamine County. Remember, once the bypass is complete, which will be soon, the

  Timothy J McAlpin Mac Real Estate KY

  4 Springhouse Dr, Nicholasville, KY 40356
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  /41

  $585,000

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

  200 Kirk Dr, Nicholasville, KY 40356

  Nestled in a sweet neighborhood of Jessamine County, this charming three-bedroom, two-bath ranch sits on just over seven acres, offering a lovely view of the surrounding landscape. The home has been well cared for and is ready for a fresh vision. With an attached two-car garage and a close-to-town location, you'll enjoy a perfect balance of country charm and convenient access to amenities. This

  Paula Elder Christies International Real Estate Bluegrass

  200 Kirk Dr, Nicholasville, KY 40356
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  /78

  $1,395,000

  • 5 Beds
  • 4.5 Baths
  • 6,057 Sq Ft

  25 Avenue of Champions, Nicholasville, KY 40356

  Experience the perfect blend of Southern charm and elegant style in this exquisite home located on the 4th fairway of the Champion Trace Course at Keene Trace Golf Club, a recent host of the Barbasol Championship. This property features a large front porch with stunning golf course views. Inside, discover custom moldings, arched entryways, and an open layout with hardwood floors. The generously

  Whitney Pannell Team Pannell Real Estate

  25 Avenue of Champions, Nicholasville, KY 40356
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  /101

  $1,825,000

  • 4 Beds
  • 4.5 Baths
  • 5,800 Sq Ft

  157 Doe Valley, Nicholasville, KY 40356

  Completed in 2023, this custom turn-key ranch blends modern designer luxury with functional open concept living across 5,800 sq ft. With sprawling rural views set on 1 acre in Vine Grove, you can enjoy seamless indoor-outdoor flow to a large screened porch and backyard ready to entertain. The main level features 2 en-suite bedrooms, large Master suite w/ built in fireplace and closet connecting

  Ashley Teater Bluegrass Sotheby's International Realty

  157 Doe Valley, Nicholasville, KY 40356
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  /38

  $434,900

  • 3 Beds
  • 2.5 Baths
  • 2,171 Sq Ft

  108 Tattersalls Dr, Nicholasville, KY 40356

  Contingent offer accepted, 30 hour kick-out in place. Welcome to Burley Ridge, one of Jessamine County's most exciting new communities, where thoughtful design meets everyday comfort. This home instantly feels inviting with its open layout, abundant natural light, and finishes that strike the perfect balance between modern style and warmth. Featuring 3 spacious bedrooms and an oversized two car

  The Prather Team - Michael Prather Keller Williams Bluegrass Realty

  108 Tattersalls Dr, Nicholasville, KY 40356
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  /44

  $439,900

  • 6 Beds
  • 2.5 Baths
  • 2,942 Sq Ft

  505 Southbrook Dr, Nicholasville, KY 40356

  Look no further if you need space in a great neighborhood. NEW ROOF!! NEW HOT WATER HEATER! This home is 6 bedrooms, 2 1/2 bath, den, eat in kitchen, and lots more! Did I mention there in a hot tub indoors so you can use year around without leaving house? Home has updated bathrooms and flooring downstairs. Downstairs you will find 2 of the 6 bedrooms which could be used as men caves,

  Amanda McMillian RE/MAX Elite Realty

  505 Southbrook Dr, Nicholasville, KY 40356
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  /60

  $1,995,000

  • 4 Beds
  • 3.5 Baths
  • 2,777 Sq Ft

  1390 Groggins Ferry Rd, Nicholasville, KY 40356

  Exceptional opportunity featuring almost 57 acres with six approved lots, offering flexibility for investors, builders, or those looking to create a private estate setting. An existing 1.5-story home with an unfinished basement and attached garage-- a well appointed primary residence with first floor master. The back of the property will have access to the new bypass. Enjoy a peaceful setting

  Joey Svec Building The Bluegrass Realty

  1390 Groggins Ferry Rd, Nicholasville, KY 40356
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  /9

  $1,350,000 New Construction

  • 4 Beds
  • 3.5 Baths
  • 3,873 Sq Ft

  109 Peaceful Landing, Wilmore, KY 40390

  This new construction home is here to make a statement! The heart of the home features an open-concept layout with 12-foot coffered ceilings, entry foyer with barrel vault ceiling, a gas fireplace in the living room, located by the dining area and kitchen with hidden walkin pantry. Heated tile floors in every full bathroom, along with custom tile work showcasing curbless walk-in showers, soaking

  Ivan Timoshchuk Lifstyl Real Estate

  109 Peaceful Landing, Wilmore, KY 40390
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  /10

  $350,000

  1390 Groggins Ferry Rd Unit , Lot 2, Nicholasville, KY 40356

  Lot 2 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.04-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

  Joey Svec Building The Bluegrass Realty

  1390 Groggins Ferry Rd Unit , Lot 2, Nicholasville, KY 40356
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  /11

  $350,000

  1390 Groggins Ferry Rd Unit , Lot 6, Nicholasville, KY 40356

  Lot 6 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.02-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

  Joey Svec Building The Bluegrass Realty

  1390 Groggins Ferry Rd Unit , Lot 6, Nicholasville, KY 40356
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  /9

  $350,000

  1390 Groggins Ferry Rd Unit , Lot 4, Nicholasville, KY 40356

  Lot 4 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.27-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

  Joey Svec Building The Bluegrass Realty

  1390 Groggins Ferry Rd Unit , Lot 4, Nicholasville, KY 40356
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  /30

  $375,000

  • 3 Beds
  • 2 Baths
  • 1,770 Sq Ft

  404 Friendly Ave, Nicholasville, KY 40356

  Welcome to 404 Friendly Ave. A three-year-old gently lived in and well-loved beauty of a home. This home blends cottage level elevation, for seamless, easy access, with modern spacious living. This three bedroom two bath gem is designed for comfort at every turn. Step through the foyer, past the coat closet to the open concept floor plan that connects the kitchen, breakfast area and the family

  Joy Murphy United Real Estate Bluegrass

  404 Friendly Ave, Nicholasville, KY 40356
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  /10

  $350,000

  1390 Groggins Ferry Rd Unit , Lot 5, Nicholasville, KY 40356

  Lot 5 - Discover the perfect blend of peaceful country living and everyday convenience with this 5.54-acre tract in rural Nicholasville. Tucked away in a scenic setting, this property offers the space and flexibility to bring your vision to life—whether you're dreaming of a custom home, a private retreat, or room to spread out and enjoy the outdoors. Ideally located just a short drive from

  Joey Svec Building The Bluegrass Realty

  1390 Groggins Ferry Rd Unit , Lot 5, Nicholasville, KY 40356
• 

  

  /9

  $1,400,000

  • 4 Beds
  • 3.5 Baths
  • 2,777 Sq Ft

  1390 Groggins Ferry Rd, Nicholasville, KY 40356

  Exceptional development opportunity featuring 30 acres with five approved lots, offering flexibility for investors, builders, or those looking to create a private estate setting. Lot 3 includes an existing 1.5-story home with an unfinished basement and attached garage— a well appointed primary residence with first floor master. Enjoy a peaceful setting while still being just minutes from Brannon

  Joey Svec Building The Bluegrass Realty

  1390 Groggins Ferry Rd, Nicholasville, KY 40356
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  /46

  $853,000

  • 3 Beds
  • 2.5 Baths
  • 2,774 Sq Ft

  606 Old Coach Rd, Nicholasville, KY 40356

  Priced BELOW recent appraisal! Beautiful turnkey brick & stone ranch home in highly desirable Clays Crossing. This is a dream home in size & location with just enough space for everything featuring over 2,700 sqft of finished living area. You will love the open concept but split bedroom floor plan that provides great entertaining space but affords privacy and comfort the entire family. Gorgeous

  Eric Bumm The Brokerage

  606 Old Coach Rd, Nicholasville, KY 40356
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  /50

  $789,900

  • 5 Beds
  • 4 Baths
  • 4,445 Sq Ft

  210 Whispering Brook Dr, Nicholasville, KY 40356

  Set on a picturesque one-acre lot in Nicholasville's quiet Hickman's Point neighborhood, this spacious home offers comfort, functionality, and room to relax both inside and out. A welcoming two-story foyer and hardwood floors set the tone upon entry, leading into a vaulted living room filled with natural light and anchored by a brick fireplace. The kitchen features granite countertops, an eat-in

  Rusty Underwood Christies International Real Estate Bluegrass

  210 Whispering Brook Dr, Nicholasville, KY 40356
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  /24

  $507,273 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,510 Sq Ft

  117 Roland Ct, Nicholasville, KY 40356

  NEW CONSTRUCTION; Estimated completion 6/8/2026. Step into the world of the award-winning Abigail plan by James Monroe Homes, where possibilities for flexible living, working, and relaxation abound. As you enter, you'll be captivated by a 14'x12' focused study area. The kitchen, a culinary haven featuring a center island and top-of-the-line stainless steel appliances, is designed to inspire your

  James Monroe Homes Builder

  117 Roland Ct, Nicholasville, KY 40356
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  /26

  $445,563 New Construction

  • 4 Beds
  • 2.5 Baths
  • 2,278 Sq Ft

  113 Clearwater Dr, Nicholasville, KY 40356

  NEW CONSTRUCTION The Abigail-Elevation B by James Monroe Homes. Estimated completion: 6/26/2026. The award-winning Abigail plan offers exceptional flexibility for living, working, and relaxing. Just off the foyer, a spacious flex room provides the perfect setting for a home office, formal dining room, or additional sitting area. The well-appointed kitchen features a center island, double-door

  James Monroe Homes Builder

  113 Clearwater Dr, Nicholasville, KY 40356
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  /18

  $424,490 New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,904 Sq Ft

  108 Clearwater Dr, Nicholasville, KY 40356

  NEW CONSTRUCTION Estimated completion date; 6/15/2026. Welcome to the Grace plan by James Monroe Homes, where the art of harmonious living comes to life, striking the perfect balance between spacious living areas on the first floor and cozy bedrooms on the second. Upon entry, be greeted by a versatile flex room off the foyer that empowers you to shape the space to suit your individual needs. Will

  James Monroe Homes Builder

  108 Clearwater Dr, Nicholasville, KY 40356
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  /21

  $442,813 New Construction

  • 4 Beds
  • 3 Baths
  • 2,365 Sq Ft

  132 Clearwater Dr, Nicholasville, KY 40356

  NEW CONSTRUCTION. Estimated completion 7/6/2026. The new Lucy plan by James Monroe Homes offers every member of your family the space they need to live, work, and thrive. The Lucy plan is your canvas for crafting the home of your dreams. This is a two-story masterpiece with extra rooms that can serve as bedrooms, a home office, or a cozy loft, complete with a full bath on the second floor. Step

  James Monroe Homes Builder

  132 Clearwater Dr, Nicholasville, KY 40356
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  /2

  $489,000 New Construction

  • 4 Beds
  • 3 Baths
  • 2,930 Sq Ft

  424 Krauss Dr, Nicholasville, KY 40356

  Don't miss this rare opportunity to own one of the few walkout basement homesites in the neighborhood! The estimated completion date of this house is May 15, just in time for summer! You can help pick some finishes if you act quickly! This beautiful new home offers nearly 3,000 square feet of finished living space and sits on one of the only lots that backs to a treeline and farmland, creating a

  Samuel Watts Lifstyl Real Estate

  424 Krauss Dr, Nicholasville, KY 40356
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  /2

  $475,000 New Construction

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

  420 Krauss Dr, Nicholasville, KY 40356

  This spacious ranch with a walkout basement offers the perfect opportunity to own a beautiful new home—and if you act quickly, you can still select some of the finishes to make it your own. Estimated for completion by May 15, this home is ready just in time for summer living. Situated on one of the premier lots in the neighborhood, the property backs to a scenic farm with a peaceful treeline,

  Samuel Watts Lifstyl Real Estate

  420 Krauss Dr, Nicholasville, KY 40356
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  /79

  $875,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,233 Sq Ft

  235 Lakewood Dr, Nicholasville, KY 40356

  Exceptional 5-acre farm property located at the end of Lakewood Drive. This prime location is just minutes away from Champion Golf Course, grocery stores, restaurants, and shopping. The property features a beautiful custom Craftsman-style home highlighted by a great room with soaring ceilings, a ventless fireplace, and abundant natural light. You can enjoy stunning sunsets from the wrap-around

  

  Clarissa R Barber

  Berkshire Hathaway de Movellan Properties

  (859) 659-7417

  235 Lakewood Dr, Nicholasville, KY 40356
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  /35

  $525,000

  • 6 Beds
  • 1.5 Baths
  • 2,600 Sq Ft

  6708 Danville Loop 2 Rd, Nicholasville, KY 40356

  This beautifully maintained 6-bedroom, two-story all-brick home with a finished 1,000 sq ft basement offers exceptional space, privacy, and stunning natural surroundings. Situated on 1.35 acres, the property borders a historic national monument park, providing incredible tranquility with over 500 acres of protected land behind the home that will never be developed. The home features a detached

  Colton Flynn Keller Williams Commonwealth - Somerset

  6708 Danville Loop 2 Rd, Nicholasville, KY 40356
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  /38

  $289,900

  • 2 Beds
  • 1.5 Baths
  • 1,376 Sq Ft

  1278 Elm Fork Rd, Nicholasville, KY 40356

  Beautiful opportunity on a quiet street! This home features 2 bedrooms plus a versatile bonus room that can serve as an office, guest room, or additional living space. The kitchen offers an island, newer stainless steel appliances, and an open layout flowing seamlessly into the living room—perfect for everyday living and entertaining. Enjoy the added space of a bright sunroom and relax outdoors

  

  Ed Sarfo

  Commonwealth Real Estate Professionals

  (859) 517-5452

  1278 Elm Fork Rd, Nicholasville, KY 40356
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  /76

  $2,290,000

  • 5 Beds
  • 4.5 Baths
  • 6,603 Sq Ft

  111 Pearl Ln, Nicholasville, KY 40356

  This recently updated home boasts a generous 7,526 square feet of luxurious living space situated on 5 acres of pasture suitable for a horse or your dream backyard. Sought after location in between Keene and Champions Golf courses, minutes from Lexington. 5 bedrooms and 4 bathrooms. The homes offers a generous open floor plan. The living room opens up to a sun room with a gas burning fireplace.

  Donna Mink Mink Realty

  111 Pearl Ln, Nicholasville, KY 40356
• 

  

  /17

  $359,900

  • 4 Beds
  • 4 Baths
  • 2,240 Sq Ft

  314 Walters Ln Unit A-B, Wilmore, KY 40390

  Rare investment opportunity in the heart of Wilmore, a charming small town often described as one of America's last true "Mayberry-style" communities. This beautifully updated two-story duplex offers exceptional flexibility for investors or owner-occupants alike. Each unit features 2 spacious bedrooms and 1.5 baths, with a convenient main-level laundry area and half bath, plus two bedrooms and a

  Ryan Smith Rector Hayden Realtors

  314 Walters Ln Unit A-B, Wilmore, KY 40390
• 

  

  /57

  $974,900 Open Sun 1PM - 3PM

  • 3 Beds
  • 4 Baths
  • 3,967 Sq Ft

  104 Barkley Estates, Nicholasville, KY 40356

  This home gives new meaning to "custom-built." Every square inch was curated and thoughtfully selected for this home. It's classy and modern, yet still warm and inviting. It's open, and bright with sliding doors across the back, making it the most stunning setting to entertain and host. The primary suite is huge, yet functional, giving endless possibilites to create a true owners sanctuary. A

  Destiny Darby Keller Williams Commonwealth

  104 Barkley Estates, Nicholasville, KY 40356

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