Jessamine County KY Homes for Sale

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  $120,000

  • Land
  • 1 Acre
  • $120,000 per Acre

  113 Lawson Rd Unit Lot 36, Wilmore, KY 40390

  Welcome to Kellington Estates, an exclusive 18-lot community offering beautiful 1-acre homesites in Jessamine County. Just off US-68, you'll enjoy a quick drive to Lexington, Versailles, and nearby conveniences while coming home to the peaceful pace of the Kentucky countryside. A landscaped brick entrance, mature trees, classic four-plank fencing, and scenic farmland create a setting that feels

  Misty Viands RE/MAX Elite Lexington

  113 Lawson Rd Unit Lot 36, Wilmore, KY 40390
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  /15

  $120,000

  • Land
  • 1 Acre
  • $120,000 per Acre

  144 Lawson Rd Unit Lot 26, Wilmore, KY 40390

  Welcome to Kellington Estates, an exclusive 18-lot community offering beautiful 1-acre homesites in Jessamine County. Just off US-68, you'll enjoy a quick drive to Lexington, Versailles, and nearby conveniences while coming home to the peaceful pace of the Kentucky countryside. A landscaped brick entrance, mature trees, classic four-plank fencing, and scenic farmland create a setting that feels

  Misty Viands RE/MAX Elite Lexington

  144 Lawson Rd Unit Lot 26, Wilmore, KY 40390
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  /15

  $120,000

  • Land
  • 1 Acre
  • $120,000 per Acre

  120 Lawson Rd Unit Lot 20, Wilmore, KY 40390

  Welcome to Kellington Estates, an exclusive 18-lot community offering beautiful 1-acre homesites in Jessamine County. Just off US-68, you'll enjoy a quick drive to Lexington, Versailles, and nearby conveniences while coming home to the peaceful pace of the Kentucky countryside. A landscaped brick entrance, mature trees, classic four-plank fencing, and scenic farmland create a setting that feels

  Misty Viands RE/MAX Elite Lexington

  120 Lawson Rd Unit Lot 20, Wilmore, KY 40390
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  $919,800

  $30K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,396 Sq Ft

  109 Barkley Estates, Nicholasville, KY 40356

  Luxury home just off Harrodsburg Rd , on a 2.5 acre lot. This home offers 4 bedrooms 3.5 baths with a recent remodeled master suite on the first floor with laundry and walk in closet. The second floor also has a master bedroom and 2 more bedrooms and a full bath. The basement has over 1100 sq feet of space. The garage is an over sized 2 car . The backyard has a 16x 20 fully insulated workshop

  Brenda Pike Charlene Clark & Associates, LLC

  109 Barkley Estates, Nicholasville, KY 40356
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  /31

  $369,900

  $15K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 2,316 Sq Ft

  1184 Orchard Dr, Nicholasville, KY 40356

  One owner! Bring an offer! Built with many upgrades throughout that would add thousands to a new build. Step into a welcoming two story foyer that opens to a formal dining room accented with a tray ceiling. The kitchen features a pantry, upgraded cabinets, Grade A granite countertops, a subway tile backsplash, recessed lighting, and flows seamlessly into the breakfast area and family room for an

  Dylan Langdon The Agency

  1184 Orchard Dr, Nicholasville, KY 40356
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  /34

  $242,500

  • 3 Beds
  • 2 Baths
  • 1,121 Sq Ft

  305 1/2 S 3rd St, Nicholasville, KY 40356

  Welcome home to this adorable, beautifully updated 3-bedroom, 2-bath ranch offering timeless character and exceptional storage. Original hardwood floors in excellent condition flow throughout much of the home, while the updated kitchen blends modern convenience with classic charm, featuring granite countertops, a tile backsplash, and the home's original wainscoting that has been lovingly

  Jennifer Parsons RE/MAX Elite Lexington

  305 1/2 S 3rd St, Nicholasville, KY 40356
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  /17

  $485,000

  • 4 Beds
  • 2.5 Baths
  • 2,491 Sq Ft

  300 Juniper Dr, Nicholasville, KY 40356

  Elegant Two-Story Living in Nicholasville -- listed below appraisal price!! Welcome to 300 Juniper Drive, a stunning residence offering the perfect blend of traditional elegance and modern comfort. From the moment you arrive, the classic brick-front accent and pristine curb appeal welcome you home. Step through the front door into the entrance foyer, where you are greeted by a bright formal

  Stephanie Pratley Real Broker, LLC

  300 Juniper Dr, Nicholasville, KY 40356
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  $190,000

  $24K PRICE DROP

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

  132 Lincoln St, Nicholasville, KY 40356

  Looking for your next investment, renovation project, or dream home site? Situated on a generous 0.88 acre lot just two blocks from downtown Nicholasville and backs up to a city park, offering a rare combination of convenience, privacy, and potential. The existing house is ready for someone with vision—renovate and restore it, or start fresh and build the home you've always wanted. With its great

  Karen Angelucci RE/MAX Elite Lexington

  132 Lincoln St, Nicholasville, KY 40356
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  /25

  $495,000

  • 3 Beds
  • 2 Baths
  • 1,955 Sq Ft

  116 Patmore Ln, Nicholasville, KY 40356

  Welcome to 116 Patmore Lane in Nicholasville, located in the desirable 55+ Ashwood Groves community designed for comfortable, low-maintenance living. This meticulously maintained home features a bright, open-concept floor plan that seamlessly connects the living, dining, and kitchen areas—perfect for everyday living and entertaining. The well-appointed kitchen offers ample cabinet and counter

  Rick Zander The Brokerage

  116 Patmore Ln, Nicholasville, KY 40356
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  /25

  $379,900

  Open Sun 1PM - 5PM $10K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 1,648 Sq Ft

  219 Krauss Dr, Nicholasville, KY 40356

  Seller incentive: seller will pay up to $5,000 in buyers closing cost and/or prepaid at closing if under contract by 7/31/26. Welcome to Nicholasville's West Place subdivision located very close to Burley Ridge. Check out this lot! Covered back patio. Enter through 2 story foyer with natural sunlight and LVP stair case. LVP throughout first floor. Gorgeous kitchen with Waypoint Cabinets and

  

  Lauren Ball

  Deborah Ball Realty

  219 Krauss Dr, Nicholasville, KY 40356
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  /34

  $457,000

  $8K PRICE DROP

  • 4 Beds
  • 2 Baths
  • 2,251 Sq Ft

  100 Natchez Trace, Nicholasville, KY 40356

  A charming RANCH Home in a great Location is calling you Home - 100 Natchez Trace. An updated four bedroom, two bath all brick with an unfinished basement awaits its next owner for the next 58 years and beyond. One owner and now move in ready for the next family to enjoy. A thoughtful floor plan that added a fourth bedroom and laundry room now on the first floor to repurpose the square feet for

  Joy Doyle United Real Estate Bluegrass

  100 Natchez Trace, Nicholasville, KY 40356
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  /22

  $274,900

  $5K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,244 Sq Ft

  515 Homestead Dr, Nicholasville, KY 40356

  Welcome home to this beautifully maintained 3-bedroom, 2-bath ranch in desirable Squire Lakes! The open-concept floor plan features vaulted ceilings, abundant natural light, and durable flooring throughout the main living areas. The spacious kitchen flows seamlessly into the dining area and great room, making it ideal for everyday living and entertaining. Retreat to the generous primary suite

  Kimberly DeRossett Legacy Real Estate Firm

  515 Homestead Dr, Nicholasville, KY 40356
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  /57

  $592,000

  New Construction Open Sun 1PM - 3PM

  • 4 Beds
  • 2.5 Baths
  • 2,669 Sq Ft

  225 Madison Ave, Nicholasville, KY 40356

  Estimated completion August 2026. Welcome to 225 Madison Avenue, where exceptional craftsmanship meets timeless design. From the moment you arrive, you'll appreciate the stunning curb appeal, enhanced by an upgraded landscaping package and an inviting, spacious vaulted covered front porch that creates the perfect first impression. Step inside to discover a light-filled interior featuring an

  

  Lauren Ball

  Deborah Ball Realty

  225 Madison Ave, Nicholasville, KY 40356
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  /2

  $341,192

  New Construction

  • 3 Beds
  • 2.5 Baths
  • 1,905 Sq Ft

  529 Fern Trail, Nicholasville, KY 40356

  (Currently in the foundation stage 7/26/26) The Asbury Park, part of the Trend Collection by Ball Homes, is two-story plan with a very open first floor layout with the family room, kitchen, and breakfast area open to one another. The two-car garage is located at the rear of the home and has a side entry. Access to the garage is via a corridor off the kitchen, convenient to the coat closet and the

  Eric Chumley Christies International Real Estate Bluegrass

  529 Fern Trail, Nicholasville, KY 40356
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  /19

  $419,900

  New Construction Open Sun 1PM - 5PM

  • 4 Beds
  • 2.5 Baths
  • 2,198 Sq Ft

  323 Skaggs Blvd, Nicholasville, KY 40356

  Estimated completion September 2026. Welcome to 323 Skaggs Boulevard in the desirable West Place subdivision, new construction home nearing completion. A charming covered front porch welcomes you inside to an impressive two-story foyer and an open-concept floor plan designed for comfortable everyday living and effortless entertaining. Striking black windows add timeless curb appeal while filling

  

  Lauren Ball

  Deborah Ball Realty

  323 Skaggs Blvd, Nicholasville, KY 40356
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  $910,000

  New Construction Open Sun 1PM - 3PM $15K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,900 Sq Ft

  901 Bellerive Blvd, Nicholasville, KY 40356

  OPEN HOUSE SUNDAY 1-3 PM. This home was listed during construction and is officially COMPLETE and is available to view and tour. Brand new construction that is move in ready. Welcome to this stunning 2 story new construction home. This home boasts 4 bedrooms, 3 full baths, a half bath, and an office flex space all within 2900 sq ft. Located in the desirable Turner Trace neighborhood of Jessamine

  Miranda Hinchman Keller Williams Bluegrass Realty

  901 Bellerive Blvd, Nicholasville, KY 40356
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  /29

  $189,900

  $12K PRICE DROP

  • 2 Beds
  • 1 Bath
  • 871 Sq Ft

  1100 Pekin Pike, Wilmore, KY 40390

  Looking for peace and quiet without feeling disconnected from everything you need? Welcome to 1100 Pekin Pike in Wilmore, Kentucky!! This beautifully remodeled 2-bedroom, 1-bath home offers the perfect balance of country charm and modern convenience. Situated just minutes from downtown Wilmore, you'll enjoy a peaceful setting while remaining close to local restaurants, shops, and everyday

  Dalis Alvarez GSP Homes

  1100 Pekin Pike, Wilmore, KY 40390
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  /7

  $995,000

  $80K PRICE DROP

  7100 Old Danville Rd, Nicholasville, KY 40356

  Located off Danville Road in southern Jessamine County. Property is adjacent to Camp Nelson and contains open pasture and woodland.

  Bryan Little Keller Williams Commonwealth

  7100 Old Danville Rd, Nicholasville, KY 40356
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  /65

  $1,695,000

  New Construction

  • 4 Beds
  • 4.5 Baths
  • 3,300 Sq Ft

  555 Canvasback Dr Unit Lot A, Nicholasville, KY 40356

  Proposed New Construction Opportunity in Drakes Landing! This is your chance to be one of the final homeowners in the highly sought after and exclusive Drakes Landing neighborhood. The lucky buyer will have the first opportunity to choose from Madewell Homes' remaining lot selections in the final phase of this premier community and create a home designed specifically around their lifestyle.

  Joshua Lynch The Brokerage

  555 Canvasback Dr Unit Lot A, Nicholasville, KY 40356
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  /31

  $225,000

  • 2 Beds
  • 1.5 Baths
  • 783 Sq Ft

  79 Lucas Ln, Nicholasville, KY 40356

  An adorable 2 Bedroom home with an extra enclosed covered patio sspace, large flat backyard that backs up to a farm. this home has a detached 2 car garage woodworking or mechanics workshop that is on a separate utility and wired w 220 amps, extra attic storage with pull down stairs and partially floored. All conveniently located in Nicholasville by the hospital, park and pool.

  Stacy Heilig ERA Select Real Estate

  79 Lucas Ln, Nicholasville, KY 40356
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  $950,000

  $15K PRICE DROP

  • 6 Beds
  • 6 Baths
  • 5,044 Sq Ft

  110 Wind Haven Dr, Nicholasville, KY 40356

  Wind Haven was designed for comfort and entertaining. This magnificent 6 bedroom, 4 full bath home resting on an acre of land with a beautiful lush greenscape in the rear for serenity and privacy. This fabulous home offers an expansive, exquisite gourmet kitchen, 2 fireplaces, 3 car garage and finished basement. The primary suite is cavernous as one would expect in a home as lovely as this home

  Barb Farrell Bluegrass Sotheby's International Realty

  110 Wind Haven Dr, Nicholasville, KY 40356
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  /18

  $1,140,000

  • Land
  • 30.75 Acres
  • $37,074 per Acre

  939 Union Mill Rd, Nicholasville, KY 40356

  Unlock the potential of this prime 30+ acre tract in the heart of Nicholasville. Perfectly positioned for single-family residential development, this expansive property offers a strategic opportunity in one of Central Kentucky's fastest-growing corridors. Located just 15 minutes south of Lexington, this land sits on the edge of the surging retail, industrial, and residential expansion defining

  Andrea OBryan Kentucky Properties Realty Group

  939 Union Mill Rd, Nicholasville, KY 40356
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  /2

  $275,000

  • Land
  • 5.96 Acres
  • $46,141 per Acre

  Lot 4 Phillips Rd, Nicholasville, KY 40356

  Premier country homesites in Jessamine County's newest rural residential development. Welcome to Phillips Road, a quintessential Bluegrass setting featuring 5+ acre lots. Discover the peace of rural living without giving up convenience. Multiple homesites available offering exceptional views, lasting privacy, and a peaceful country atmosphere. Conveniently located just minutes from Lexington

  Alex Carter Keller Williams Commonwealth

  Lot 4 Phillips Rd, Nicholasville, KY 40356
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  /8

  $130,000

  • Land
  • 1.03 Acres
  • $126,214 per Acre

  179 Maple Lawn Cir, Nicholasville, KY 40356

  Lot 27 in Maple Lawn Estates offers a beautiful setting for new construction, surrounded by large lot and farmland. Enjoy the comfort of neighborhood living with the added charm of open country scenery around the homes. This homesite provides a great opportunity to build in a desirable community while still enjoying a quiet, country-inspired backdrop.

  Brandon Hedinger Keller Williams Bluegrass Realty

  179 Maple Lawn Cir, Nicholasville, KY 40356
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  /15

  $240,000

  $10K PRICE DROP

  • 3 Beds
  • 1 Bath
  • 1,075 Sq Ft

  109 Lige Ct, Nicholasville, KY 40356

  Charming 3-bedroom, 1-bath brick home nestled on a quiet cul-de-sac close to downtown Nicholasville and just minutes from Lexington. This well-maintained property features a spacious eat-in kitchen with a brand-new stove, new dishwasher, and attractive new flooring. Enjoy comfortable living with plenty of space for family gatherings and everyday convenience. Step outside to a large backyard

  Nicole Ellington Danny Ayres Realty & Auction

  109 Lige Ct, Nicholasville, KY 40356
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  /5

  $235,000

  • Land
  • 1 Acre
  • $235,000 per Acre

  6035 Ashgrove Rd, Nicholasville, KY 40356

  Beautiful One acre lots now available. These homesites are located amongst rolling hills and country living, yet only a few minutes to Brannon Crossing and all of south Lexington's amenities. Multiple lots featured in this first phase are available and ready for new ownership.

  Darrell Lewis DIY Flat Fee.com

  6035 Ashgrove Rd, Nicholasville, KY 40356
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  $347,400

  $3K PRICE DROP

  • 3 Beds
  • 2 Baths
  • 1,502 Sq Ft

  1236 Orchard Dr, Nicholasville, KY 40356

  Move-In ready ranch with the potential to have ~3,000 finished square feet. Built just 6 years ago, this well-maintained home offers the perfect blend of modern convenience and functional living space. Featuring 3 bedrooms, 2 bathrooms, you'll love the comfortable layout. The spacious kitchen and living areas provide an ideal setting for everyday living and entertaining, while the unfinished

  

  Lauren Ball

  Deborah Ball Realty

  1236 Orchard Dr, Nicholasville, KY 40356
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  /29

  $279,900

  • 2 Beds
  • 2 Baths
  • 1,188 Sq Ft

  218 Churchill Crossing, Nicholasville, KY 40356

  Welcome to easy, maintenance-free living in one of Nicholasville's desirable 55+ communities. Perfectly positioned just minutes from downtown restaurants, local shops, and convenient access to the bypass, this beautifully updated condo offers the best of both worlds--city convenience with peaceful, quiet surroundings. Inside, you'll find a spacious two-bedroom layout featuring vaulted ceilings

  Morgan Withrow The Brokerage

  218 Churchill Crossing, Nicholasville, KY 40356
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  /39

  $294,000

  $5K PRICE DROP

  • 3 Beds
  • 1.5 Baths
  • 1,480 Sq Ft

  603 S 3rd St, Nicholasville, KY 40356

  Welcome to Edgewood Estates! Ideally located just off South Main Street, this charming home offers exceptional convenience with easy access to Kroger, the Jessamine County Public Library, local restaurants, the Nicholasville Bypass, and West Jessamine schools. Situated on a spacious .27-acre lot backing to peaceful green space, this property provides a rare combination of privacy and outdoor

  

  Lauren Ball

  Deborah Ball Realty

  603 S 3rd St, Nicholasville, KY 40356
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  /97

  $645,000

  $30K PRICE DROP

  • 4 Beds
  • 2.5 Baths
  • 3,068 Sq Ft

  2601 High Bridge Rd, Wilmore, KY 40390

  Charming country retreat offering privacy, picturesque views, and a welcoming wraparound porch. This move-in-ready home features updated flooring, fresh paint, and new kitchen appliances, creating a warm and inviting living space. Recent improvements also include a newer roof and HVAC systems, providing peace of mind for years to come. The expansive wraparound porch showcases durable Trex decking

  Paige Wilson The Brokerage

  2601 High Bridge Rd, Wilmore, KY 40390
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  /11

  $325,000

  • Land
  • 7.4 Acres
  • $43,919 per Acre

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

  Discover the possibilities with this 7.4-acre tract of unimproved land in the scenic countryside of Wilmore. Offering a beautiful rural setting with ample open space, this property provides an excellent opportunity for a variety of potential uses, subject to applicable zoning and approvals. Enjoy the privacy and flexibility that come with acreage while still benefiting from convenient access to

  Bob Sophiea eXp Realty, LLC

  3475 Frankfort-Ford Rd Unit Tract 3, Wilmore, KY 40390
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  /5

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  4 Danville Loop 1 Rd, Nicholasville, KY 40356

  Opportunities like this don't come along often! This exceptional 5-acre homesite offers the perfect blend of country tranquility, modern convenience, and community appeal in one of Jessamine County's most desirable rural settings. Surrounded by other beautiful homes on spacious acreage tracts, you'll enjoy the privacy and freedom that only country living can provide while remaining just minutes

  Lisa Peel United Real Estate Bluegrass

  4 Danville Loop 1 Rd, Nicholasville, KY 40356
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  $1,499,999

  Open Sun 2PM - 4PM $100K PRICE DROP

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

  207 Grandview Trail, Wilmore, KY 40390

  Exceptional custom built ranch home with fully finished walk-out basement, thoughtfully designed with multigenerational living in mind. Situated on a private one-acre lot, this move-in-ready residence offers 5 bedrooms, 3 full baths, 2 half baths, and a completely separate living space on the lower level-ideal for extended family, guests and entertaining. Accessibility is a priority throughout

  Mary Galus Rector Hayden Realtors

  207 Grandview Trail, Wilmore, KY 40390
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  /5

  $200,000

  • Land
  • 5 Acres
  • $40,000 per Acre

  3 Danville Loop 1 Rd, Nicholasville, KY 40356

  Discover the perfect place to build your dream home on this stunning 5-acre tract in the heart of Jessamine County! Offering the peace and beauty of country living without sacrificing convenience, this property is just minutes from Nicholasville and close proximity to Lexington as well. Imagine enjoying wide-open spaces, beautiful sunsets, and room to create the lifestyle you've always wanted—all

  Lisa Peel United Real Estate Bluegrass

  3 Danville Loop 1 Rd, Nicholasville, KY 40356
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  /80

  $1,250,000

  • 5 Beds
  • 4.5 Baths
  • 6,094 Sq Ft

  104 Deerfield Cir, Nicholasville, KY 40356

  Tucked among the trees in sought-after Barkley Woods, this exceptional 1.5 story home on an acre blends luxury, comfort, and thoughtful design throughout. A soaring two-story foyer welcomes you, where stunning bamboo hardwood floors lead to an open-concept living space overlooking the private wooded backyard. The chef's kitchen features custom glazed cabinetry, bar top for 2, premium Electrolux

  

  Erica Sardar

  The Brokerage

  104 Deerfield Cir, Nicholasville, KY 40356
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  $559,700

  New Construction Open Sun 1PM - 3PM

  • 3 Beds
  • 3.5 Baths
  • 2,368 Sq Ft

  221 Madison Ave, Nicholasville, KY 40356

  Open House! Wednesday 12pm-3pm. Some homes are built for the market. This one was built for family. Originally designed as a personal residence for the builder's own mother, 221 Madison Avenue reflects a level of care, craftsmanship, and thoughtful design rarely found in new construction. Every decision—from the flowing one-level layout to the quality finishes and timeless architectural

  

  Melia Hord

  MELIA Realty LLC

  221 Madison Ave, Nicholasville, KY 40356
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  /88

  $899,000

  $101K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 4,202 Sq Ft

  1576 Gayhart Ln, Nicholasville, KY 40356

  Welcome to this meticulously maintained custom-built ranch nestled on 18 beautiful acres of open and wooded land in Jessamine County. Designed with an inviting split-bedroom floor plan, this home is filled with natural light and offers the perfect blend of comfort and functionality. Gorgeous hardwood flooring flows throughout the main level, where a massive kitchen island connects seamlessly to

  Heather Isaacs Lifstyl Real Estate

  1576 Gayhart Ln, Nicholasville, KY 40356
• 

  

  /15

  $895,000

  • Land
  • 90.52 Acres
  • $9,887 per Acre

  2060 Bethel Rd, Nicholasville, KY 40356

  MOTIVATED SELLERS! Seller says to bring offer! Rare opportunity to own a versatile and expansive tract with incredible potential! This unique property offers multiple ideal build sites, making it perfect for a private estate with fully fenced livestock pastures. Currently restricted to one dwelling being built on the property PLUS additional Farm Housing per county ordinances. Enjoy the natural

  

  Vanessa Vale Team

  LPT Realty

  2060 Bethel Rd, Nicholasville, KY 40356
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  /37

  $599,900

  $7K PRICE DROP

  • 6 Beds
  • 4.5 Baths
  • 3,850 Sq Ft

  132 Farmers Bluff, Nicholasville, KY 40356

  *Open House , July 26th (Sunday) from 1pm-5pm*This gorgeous 6, yes SIX bedrooms, 4.5 bathroom, over 3800 sq. ft., 3 car garage, new construction house is just about finished and is ready for a new owner! This property offers TWO primary bedrooms, one of the first floor and the second on the second floor. It also offers TWO utility rooms, one on the first floor and one on the second floor. All

  Tyler I Back The Brokerage

  132 Farmers Bluff, Nicholasville, KY 40356
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  /34

  $799,900

  New Construction $50K PRICE DROP

  • 4 Beds
  • 3.5 Baths
  • 2,928 Sq Ft

  100 Kirk Dr, Nicholasville, KY 40356

  Don't let the exterior fool you!! Better than brick or Hardie board with absolutely NO maintenance, re-painting or termite treatment ever needed AND a lifetime warranty? This home is constructed with Everlast. Unlike fiber cement, wood or vinyl siding, Everlast siding is virtually impervious to water and will never swell, bow, split or rot. The face of Everlast products is made from a highly

  Lynn East Ransdell RE/MAX Creative Realty

  100 Kirk Dr, Nicholasville, KY 40356

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