Jessamine County KY Homes for Sale

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  /39

  $325,000

  • 4 Beds
  • 3 Baths
  • 2,199 Sq Ft

  217 Weslyn Way, Nicholasville, KY 40356

  Honey, stop the car! Have you been searching for a ranch with a finished basement? Look no further. This beautiful home sits on a nice lot with a flat extra wide driveway and a 6-foot wood privacy fence. Step inside to a welcoming foyer and living room with brand-new carpet and a cozy gas fireplace. Off to the right, the kitchen offers plenty of space for meal prep, white painted cabinets,

  Stephanie Kelemen Keller Williams Legacy Group

  217 Weslyn Way, Nicholasville, KY 40356
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  /35

  $1,200,000

  • 3 Beds
  • 2 Baths
  • 2,347 Sq Ft

  880 Sulphur Well Pike, Nicholasville, KY 40356

  Opportunity Awaits! Set on 13.37 acres, this 3-bedroom, 2-bath ranch offers a rare combination of comfortable living, natural beauty, and exciting potential for the future.Step inside and you'll find a bright, welcoming living room filled with natural light and anchored by a cozy fireplace—perfect for gathering with family or unwinding at the end of the day. The kitchen and dining spaces

  Justin Satterwhite SimpliHOM

  880 Sulphur Well Pike, 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 - Vanessa Vale Womack LPT Realty

  125 Doe Valley, Nicholasville, KY 40356
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  /9

  $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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  /72

  $899,900

  • 5 Beds
  • 4 Baths
  • 5,262 Sq Ft

  300 Stonegate Dr, Nicholasville, KY 40356

  PRICE WELL BELOW APPRAISAL in Barkley Woods! This attractive 1.5 story home on a corner lot has equal parts of elegance and coziness. The main level features a large 1st Floor primary w/ double tray ceiling, sitting area & fireplace, a very hard to find 2nd bedroom & full bath along w/ laundry room & formal dining rm w/ southern plantation shutters that overlooks the covered front porch.

  Eric Bumm The Brokerage

  300 Stonegate Dr, Nicholasville, KY 40356
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  /9

  $115,000

  • 2 Beds
  • 1 Bath
  • 850 Sq Ft

  305 Lake St Unit 1, Nicholasville, KY 40356

  Recently renovated! This unit has new vinyl plank floors and nice tile in the kitchen. Upstairs you'll find two bedrooms with plenty of closet space and a full bath.

  Matt Metts LexHomes Real Estate

  305 Lake St Unit 1, Nicholasville, KY 40356
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  /8

  $115,000

  • 2 Beds
  • 1.5 Baths
  • 850 Sq Ft

  305 Lake St Unit 2, Nicholasville, KY 40356

  This 2 bedroom, 1.5 bath unit is perfect for jumping into home ownership or investing! Tile floors throughout the main living areas on the first floor are easy to clean. There is a conveniently located half bathroom downstairs as well. The two bedrooms upstairs are spacious and have good sized closets in each.

  Matt Metts LexHomes Real Estate

  305 Lake St Unit 2, Nicholasville, KY 40356
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  /50

  $350,000

  • 3 Beds
  • 2 Baths
  • 1,775 Sq Ft

  404 Virginia Ln, Nicholasville, KY 40356

  Perfectly situated near restaurants, shopping, the hospital, and more, this charming ranch home has so much to offer. Enjoy a spacious driveway, a private backyard with direct access to the neighborhood playground, and a welcoming layout inside. The home features soaring ceilings, an open living room, dining area, and a large kitchen ideal for gatherings. Beautiful luxury vinyl flooring runs

  Nik Markovich GSP Homes

  404 Virginia Ln, 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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  /27

  $394,000

  • 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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  /67

  $380,000 Open Sun 1PM - 3PM

  • 3 Beds
  • 2.5 Baths
  • 2,293 Sq Ft

  213 Kimberly Heights Dr, Nicholasville, KY 40356

  Discover this spacious Nicholasville home featuring thoughtful updates and flexible living spaces, all on one convenient level. The freshly painted interior in neutral tones creates a bright, modern feel, while updated lighting and ceiling fans add contemporary touches throughout.The eat-in kitchen is a standout, showcasing white cabinetry, sleek granite countertops, a waterfall edge,

  Bob Sophiea eXp Realty, LLC

  213 Kimberly Heights Dr, Nicholasville, KY 40356
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  /19

  $129,900

  • Land
  • 1 Acre
  • $129,900 per Acre

  229 Ridgefield Dr, Nicholasville, KY 40356

  Beautiful lot in a gorgeous subdivision. Located in a quiet country setting this lot is perfect for you to build a new home! Located off HWY 27 provides easy access to Nicholasville amenities. Come see what this lot could have in store for you today!*Lot boundary lines pictured are estimated and buyer to verify.*

  Ivan Timoshchuk Lifstyl Real Estate

  229 Ridgefield Dr, Nicholasville, KY 40356
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  /22

  $139,900

  • Land
  • 0.51 Acre
  • $274,314 per Acre

  404-406 Richmond Ave, Nicholasville, KY 40356

  ATTENTION INVESTORS & BUILDERS! Two exceptional side by side building lots currently ZONED R-2 (single family or duplex) with possibility to be re-zoned to R-1T: up to 6 adjoining townhomes. See both the recorded and proposed PLATS attached with utility and drainage easements & restrictions. Lot dimensions are approximately 70x150 each. Clean, cleared and ready for building! Living space

  Lauren Haggard The Brokerage

  404-406 Richmond Ave, Nicholasville, KY 40356
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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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  /69

  $1,175,000

  • 4 Beds
  • 3.5 Baths
  • 3,942 Sq Ft

  109 Mahin Trail, Versailles, KY 40383

  Welcome to a stunning Jimmy Nash-built home set on a full acre in one of Central Kentucky's most picturesque neighborhoods. Rolling hills, sweeping horse farm views, and breathtaking sunsets create a storybook backdrop, while the community itself offers a stocked fishing pond, elegant consistency, and unmatched craftsmanship. Just 7 miles from Southland Christian Church and minutes from Keene and

  Teresa Blakeman The Brokerage

  109 Mahin Trail, Versailles, KY 40383
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  /40

  $359,000

  • 4 Beds
  • 2.5 Baths
  • 1,953 Sq Ft

  356 Weslyn Way, Nicholasville, KY 40356

  Nestled in the sought-after Southbrook neighborhood, this impeccably maintained one owner home features 4-bedrooms, 2.5-baths. The home sits on a spacious corner lot with stunning landscaping and inviting curb appeal, complete with a charming front porch and two-car garage. The private, fully fenced backyard is an outdoor oasis, featuring a custom covered deck with retractable screens and added

  Vanessa Dalton WEICHERT REALTORS - ABG Properties

  356 Weslyn Way, Nicholasville, KY 40356
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  /31

  $325,000

  • 4 Beds
  • 2.5 Baths
  • 1,814 Sq Ft

  557 Southbrook Dr Unit 2B, Nicholasville, KY 40356

  24 hour kickout is in place. Welcome to this renovated home in Southbrook. You are welcomed by a foyer and formal dining room. The kitchen and living room are open, providing a great space for entertaining. The kitchen boasts white cabinets, granite countertops, stainless steel appliances and subway tile backsplash. The living room has a fireplace flanked with 2 windows and a ceiling fan.

  Stephanie Kelemen Keller Williams Legacy Group

  557 Southbrook Dr Unit 2B, Nicholasville, KY 40356
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  /29

  $249,900

  • 3 Beds
  • 2 Baths
  • 1,250 Sq Ft

  435 Edgewood Dr, Nicholasville, KY 40356

  $10K price improvement, motivated seller!!! Lovely, updated, move-in ready 3 Bedroom, 2 Bath home with large fenced-in back yard, located only 2 miles from West Jessamine Middle and High School. Updates include: new roof (10/2023) and gutters, newly painted throughout, new kitchen sink and faucet, new fridge, and newer HVAC and hot water heater. The 1.5 detached car garage is heated and cooled

  Rich Decker Rector Hayden Realtors

  435 Edgewood Dr, Nicholasville, KY 40356
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  /86

  $675,000

  • 5 Beds
  • 3 Baths
  • 3,828 Sq Ft

  113 Paddock Dr, Nicholasville, KY 40356

  Discover the perfect blend of comfort and versatility with this stunning all-one-level home situated on nearly 1.5 acres of picturesque land. This 5-bedroom, 3-bathroom property offers an exceptional open floor plan, ideal for modern living and entertaining. The home features two cozy fireplaces, creating inviting spaces to relax and unwind.The property boasts two luxurious primary suites,

  Michelle Gunter Bluegrass Home Group

  113 Paddock Dr, Nicholasville, KY 40356
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  /11

  $325,000

  1414 River Rd, Nicholasville, KY 40356

  Discover 12 acres of pristine land, offering the perfect mix of privacy, natural beauty, and convenience -- plus a 30x50 metal work shop. This rare property already has water and electricity connected, making it ready for your vision. With no restrictions, the possibilities are endless—whether you're dreaming of building your forever home or creating a private retreat. Mature trees, open spaces,

  Kevin Culp Real Broker LLC

  1414 River Rd, Nicholasville, KY 40356
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  /29

  $269,000

  • 3 Beds
  • 1 Bath
  • 1,215 Sq Ft

  1370 Shun Pike, Nicholasville, KY 40356

  Enjoy the ease of one-level living in this charming three-bedroom, one-bath home in Nicholasville, Kentucky. Perfectly designed for comfort and convenience, this home offers a functional layout that's move-in ready, with new windows to boot. Located just off Interstate 27, you'll love how quickly you can get to schools, shopping, and all your everyday needs. Whether you're starting out,

  Karen Angelucci RE/MAX Elite Lexington

  1370 Shun Pike, Nicholasville, KY 40356
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  /61

  $979,900

  • 1 Bed
  • 1 Bath
  • 1,920 Sq Ft

  1751 West Ln, Nicholasville, KY 40356

  Equestrian Paradise in the Heart of Jessamine County! This exceptional 32+ acre farm offers the ideal canvas to bring your equine dreams to life. At the heart of the property is a charming barndominium featuring 1 bedroom, 2 full baths, a spacious eat-in kitchen, dining room, office, and a large family room—perfect for comfortable living or a weekend retreat. Attached is a 5-stall barn complete

  Maggie Taylor RE/MAX Creative Realty

  1751 West Ln, Nicholasville, KY 40356
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  /49

  $374,900

  • 4 Beds
  • 2.5 Baths
  • 2,321 Sq Ft

  625 John Sutherland Dr, Nicholasville, KY 40356

  Now available at 625 John Sutherland Drive in Nicholasville, this well-maintained 4-bedroom, 2.5-bath home offers a spacious layout with a cozy fireplace, two-car garage, and great backyard. Located in a convenient neighborhood close to shopping, dining, and schools, it's move-in ready and full of potential.

  Bryan Little Keller Williams Commonwealth

  625 John Sutherland Dr, Nicholasville, KY 40356
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  /48

  $314,900

  • 3 Beds
  • 2 Baths
  • 1,564 Sq Ft

  106 Magnolia Way, Nicholasville, KY 40356

  The Best of Both worlds! Have you yearned for a ''New'' home, but sitting on a ''Large'' lot? This completely remodeled and updated home will become your Dream Home! Not a simple refresh, everything is new in this professionally updated, now ''open-concept'' floor plan that has literally been manicured inside and out! Boasting a brand new Maple, soft-close kitchen with tile backsplash and over 24

  Peter doCouto Plum Tree Realty

  106 Magnolia Way, Nicholasville, KY 40356
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  /58

  $284,900

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

  608 John Sutherland Dr, Nicholasville, KY 40356

  All that's left to do is move in! Nicely maintained home has been refreshed and fully remodeled with new floors, roof, HVAC, WH, granite tops, appliances, lights, garage door/opener, doors and more. See attached for list of recent items. Convenient to Lexington, The Summit, etc. Needs nothing else just a new owner! Inspections welcome, property being sold as is. All listing information

  David Jones Ky Custom Homes Real Estate

  608 John Sutherland Dr, Nicholasville, KY 40356
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  /33

  $524,000

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

  105 Tattersalls Dr, Nicholasville, KY 40356

  Discover this beautifully designed 1.5 story home built in 2023, offering 5 bedrooms, 3 full baths, and a bonus room. The open concept design features a custom ceiling, luxury finishes, and a beautiful kitchen with upgraded Cafe refrigerator, and slide out drawers in the pantry. The main level continues with the primary suite including a spa-like en suite, while a potential home office or guest

  Natalie Avant Berkshire Hathaway HomeServices Foster Realtors

  105 Tattersalls Dr, Nicholasville, KY 40356
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  /65

  $1,149,900

  • 5 Beds
  • 4.5 Baths
  • 5,610 Sq Ft

  106 Stirling Ln, Versailles, KY 40383

  Just what you've been waiting for... A beautiful scenic drive to an estate with room to roam in the country. Spacious custom built house with 5 bedrooms and 4 1/2 baths. Just add two closets to other rooms and you could have 7 bedrooms if needed. Large living areas and built-in bookcases, Primary Bedroom and three other bedrooms on the first floor, Granite and abundant cabinets in the kitchen. A

  Ned Werling United Real Estate Bluegrass

  106 Stirling Ln, Versailles, KY 40383
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  /63

  $1,200,000

  • 4 Beds
  • 3 Baths
  • 4,422 Sq Ft

  2226 Mackey Pike, Nicholasville, KY 40356

  Welcome to your own slice of Kentucky countryside! Nestled on nearly 16 picturesque acres, this versatile hobby farm offers the perfect balance of rural living and modern convenience. Inside, the home welcomes you with warm hardwood flooring, an inviting layout, and a freshly updated kitchen featuring custom cabinetry, sleek quartz countertops, and modern appliances — perfect for

  Alyssa Weir ERA Select Real Estate

  2226 Mackey Pike, Nicholasville, KY 40356
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  /13

  $269,900

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

  900 Pinoak Dr, Nicholasville, KY 40356

  Welcome to 900 Pinoak Dr., a charming single-family residence nestled in the heart of Nicholasville, Kentucky. Boasting 3 cozy bedrooms, 2 full bathrooms, and a spacious 2-car garage, this 1,219 square foot home, built in 2001, offers the perfect blend of comfort and convenience for first-time homebuyer, investors, and pet-lovers alike.Situated on a generous 0.18-acre lot, this property

  David Hittle United Real Estate Louisville

  900 Pinoak Dr, Nicholasville, KY 40356
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  /2

  $126,900

  • 3 Beds
  • 1 Bath
  • 1,230 Sq Ft

  207 S Lexington Ave, Wilmore, KY 40390

  Square footage per PVA. First and second floor breakdowns are approximate. Located in the heart of Wilmore convenient to downtown, Asbury College and Seminary.

  Charles Collins Charles Collins Real Estate

  207 S Lexington Ave, Wilmore, KY 40390
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  /168

  $1,475,000

  • 5 Beds
  • 4.5 Baths
  • 6,922 Sq Ft

  315 Whispering Brook Dr, Nicholasville, KY 40356

  Welcome to 315 Whispering Brook Drive, this Jessamine county estate has it all! Offering 5 bedrooms, 5 bathrooms, 5 car garage, chef's kitchen, inground heated saltwater swimming pool, unfinished guest house, home theater and bar with nearly 7,000 square feet. Located on an immaculately maintained and private two acre cul-de-sac lot, you will be impressed by the curb appeal from the second you

  S Alexander Lennon Bluegrass Sotheby's International Realty

  315 Whispering Brook Dr, Nicholasville, KY 40356
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  /137

  $2,250,000

  • 5 Beds
  • 4.5 Baths
  • 8,276 Sq Ft

  2250 Hall Rd, Nicholasville, KY 40356

  OPEN HOUSE 8/21 5-7pm Step into your own fairytale with this timeless yellow farmhouse, gracefully set on 20+ private acres overlooking the dramatic cliffs of the Central Kentucky Palisades. Every detail of this extraordinary estate blends classic charm with thoughtful modern updates—from wide plank pine floors and a stunning stone fireplace to high-end finishes throughout. Designed for grand

  Tess Utterback RE/MAX Creative Realty

  2250 Hall Rd, Nicholasville, KY 40356
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  /33

  $299,400

  • 3 Beds
  • 2.5 Baths
  • 1,542 Sq Ft

  233 Savannah Dr Unit 2A, Nicholasville, KY 40356

  This is the perfect ranch home in an established neighborhood for that first time starter home or the retiree who needs that one level living. Very convenient location that is close to shopping, restaurants and easy access to the bypass. This 3 bedroom 2 1/2 bath has the split bedroom design with lots of open living space with all vaulted ceilings. Home has been freshly painted with neutral color

  Teresa Canter Charlene Clark & Associates, LLC

  233 Savannah Dr Unit 2A, Nicholasville, KY 40356
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  /98

  $1,649,000

  • 5 Beds
  • 5 Baths
  • 5,784 Sq Ft

  207 Grandview Trail, Wilmore, KY 40390

  This custom ranch on a finished walk-out basement offers move-in ready comfort on a peaceful 1-acre lot in Jewell Pointe—no waiting to build. Featuring 5 bedrooms, 3 full baths, 2 half baths, and a backyard pool, this home is ideal for entertaining. The lower level includes fully separate living quarters, perfect for multigenerational living or a teen suite, with ADA accessibility throughout and

  Whitney Pannell Team Pannell Real Estate

  207 Grandview Trail, Wilmore, KY 40390
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  /76

  $649,900

  • 4 Beds
  • 4 Baths
  • 4,052 Sq Ft

  316 Squires Way, Nicholasville, KY 40356

  You think this full-brick ranch has great curb appeal? Just wait until you see the inside! Step inside to find warm hardwood flooring flowing throughout the main level and a built-in central vacuum system for easy maintenance throughout the home. A spacious dining room opens into a cozy living room and a beautiful kitchen showcasing heated tile floors, granite countertops, and a convenient

  Ivan Timoshchuk Lifstyl Real Estate

  316 Squires Way, Nicholasville, KY 40356
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  /54

  $590,000

  • 5 Beds
  • 2 Baths
  • 4,320 Sq Ft

  302 Broadway St, Nicholasville, KY 40356

  I purchased this historic home over 11 years ago when it was in complete disrepair, with the original intention of flipping it. But after pouring more than $350,000 into thoughtful renovations, I decided to stay and make it home. Throughout the years, I've lovingly restored this home from the ground up: updated flooring, new drywall, paint, electrical, a brand-new pool and hot tub, and so

  Jenny Perron EXP Realty, LLC

  302 Broadway St, Nicholasville, KY 40356
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  /7

  $374,900

  • Land
  • 7.42 Acres
  • $50,526 per Acre

  3475 Frankfort Ford Rd Unit Tract 3, Wilmore, KY 40390

  *Price Just Improved by almost $25K, motivated sellers!!! Discover the endless possibilities for this 7.42 acre buildable lot nestled in the heart of Wilmore, Kentucky—one of America's last true Mayberry-style towns. Boasting Jessamine Creek frontage this stunning lot offers a rare blend of privacy and natural beauty. Just minutes from downtown Wilmore and a short drive to Lexington, this

  Ryan Smith Rector Hayden Realtors

  3475 Frankfort Ford Rd Unit Tract 3, Wilmore, KY 40390
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  /8

  $649,900

  • Land
  • 10 Acres
  • $64,990 per Acre

  3475 Frankfort Ford Rd Unit Tract 1, Wilmore, KY 40390

  *Price Just Improved by almost $50K, motivated sellers!!! Discover the endless possibilities to build your Kentucky Dream Home(s) on this rare 10 acre farm nestled in the heart of Wilmore, Kentucky—one of America's last true Mayberry-style towns. Boasting over 400 feet of road frontage, this property can be divided into 2 tracts. With Jessamine Creek frontage this stunning property offers a rare

  Ryan Smith Rector Hayden Realtors

  3475 Frankfort Ford Rd Unit Tract 1, Wilmore, KY 40390
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  /42

  $574,900

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

  3475 Frankfort Ford Rd Unit Tract 2, Wilmore, KY 40390

  *Price Just Improved by almost $25K, motivated sellers!!! Discover the endless possibilities at this rare 7.4 acre hobby farm with Jessamine Creek frontage nestled in the heart of Wilmore, Kentucky—one of America's last true Mayberry-style towns. The charming 3 Bedroom, 1.5 Bath brick farmhouse offers classic curb appeal, featuring a newer roof, original wood floors, and a beautiful wood

  Ryan Smith Rector Hayden Realtors

  3475 Frankfort Ford Rd Unit Tract 2, Wilmore, KY 40390

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