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Jessamine County KY Homes for Sale

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  • /147

    $1,575,000

    • 4 Beds
    • 6 Baths
    • 5,389 Sq Ft

    109 Stirling Ln, Versailles, KY 40383

    Welcome to this exceptional Central Kentucky retreat where luxury, thoughtful design, and peaceful country living come together on just over 5 picturesque acres in Jessamine County. This stunning ranch home is filled with carefully selected upgrades and custom touches, offering both elevated style and comfortable everyday living. At the heart of this home, the beautifully designed kitchen is

    Kelly Karls eXp Realty, LLC

    109 Stirling Ln, Versailles, KY 40383
  • /8

    $975,000

    New Construction
    • 4 Beds
    • 3.5 Baths
    • 3,022 Sq Ft

    809 Bellerive Blvd, Nicholasville, KY 40356

    **Stunning New Construction in the Prestigious Turner Trace Community | 4 Bed | 3.5 Bath** Welcome to 809 Bellerive Blvd — a brand-new residence that blends timeless craftsmanship with modern luxury in one of Nicholasville's most coveted neighborhoods. Nestled within Turner Trace, this exceptional home sits on a quarter-acre professionally landscaped lot, offering an elevated lifestyle surrounded

    Jennifer Mooney The Brokerage

    809 Bellerive Blvd, Nicholasville, KY 40356
  • /43

    $399,000

    $21K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 1,700 Sq Ft

    3306 Union Mill Rd, Nicholasville, KY 40356

    Welcome to your own slice of Kentucky paradise at 3306 Union Mill Road! Beautifully renovated from top to bottom, this stunning property blends modern updates with peaceful country living on 2.68 picturesque acres. Offering 4 spacious bedrooms and 2 full baths, this home is move-in ready, with thoughtful touches throughout, including radiant-heated floors in the upstairs bathroom for added

    Amie Hieneman ERA Select Real Estate

    3306 Union Mill Rd, Nicholasville, KY 40356
  • /8

    $49,000

    • 2 Beds
    • 1 Bath

    48 Flagship, Nicholasville, KY 40356

    Carlos Axel Gonzalez Pelayo Ashgrove MHC LLC

    48 Flagship, Nicholasville, KY 40356
  • /37

    $539,000

    $21K PRICE DROP
    • 5 Beds
    • 3.5 Baths
    • 3,578 Sq Ft

    165 Bernie Trail, Nicholasville, KY 40356

    Space, flexibility, and room to grow — this 5-bedroom home at 165 Bernie Trail checks every box! Featuring a rare basement en-suite bedroom perfect for guests, multi-generational living, or a private retreat, this home offers the layout today's buyers are searching for. Step outside to enjoy the covered deck, ideal for relaxing evenings, morning coffee, or entertaining rain or shine. A versatile

    Lindsey Halcomb GSP Homes

    165 Bernie Trail, Nicholasville, KY 40356
  • /34

    $515,000

    New Construction
    • 3 Beds
    • 2 Baths
    • 2,084 Sq Ft

    117 Leann Ln, Nicholasville, KY 40356

    Welcome to this beautiful, new construction ranch built by the quality driven Dave Hobba Builder in Halfhill Estates. This thoughtfully designed 3-bedroom, 2-bath home with a spacious 3-car garage blends modern style with everyday comfort, all set on a large lot. The inviting exterior showcases warm finishes and welcoming covered front and back porches—perfect for relaxing or entertaining.

    Kimberly Holtegel ERA Select Real Estate

    117 Leann Ln, Nicholasville, KY 40356
  • /50

    $900,000

    New Construction
    • 3 Beds
    • 2.5 Baths
    • 2,724 Sq Ft

    200 Maple Lawn Cir, Nicholasville, KY 40356

    This home doesn't just welcome you in--it draws you in. Set on just over an acre beside the neighborhood water feature, this stunning one-level retreat delivers a quiet, intoxicating kind of luxury where everything feels slower, softer, and more intentional. With over 2,700 square feet under roof, space unfolds effortlessly, inviting you to relax and linger. The split-bedroom design creates

    Brandon Hedinger Keller Williams Bluegrass Realty

    200 Maple Lawn Cir, Nicholasville, KY 40356
  • /66

    $199,500

    $25K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 2,851 Sq Ft

    107 Bell Ct, Nicholasville, KY 40356

    Absolute Auction, Live On-Site Saturday, September 12th. Doors Open at 9:00 am for final preview. Bidding Begins at 10:00 am Sharp. Selling to the Highest Bidder Regardless of Listing Price. Contracted to sell at Absolute Auction Only! Offers Prior to Auction will Not Be Entertained. Please Visit www.bluegrassauction.com for Bidder & Agent Registration Forms and Complete Terms & Conditions.

    Tanya McKee Bluegrass Auction, Appraisal & Realty, LLC

    107 Bell Ct, Nicholasville, KY 40356
  • /4

    $365,000

    • Land
    • 27,094 Sq Ft
    • $586,817 per Acre

    5447 Tates Creek Rd Unit Lot 16, Nicholasville, KY 40356

    Lot 16: Welcome to The Sanctuary, a thoughtfully designed new construction community in Lexington, offering a new standard of living centered around luxury, convenience, and natural beauty. The Sanctuary will feature a unique mix of luxury townhomes, garden homes, and spacious estate lots with build-to-suit opportunities available. At the heart of the development will be The Sanctuary Gardens,

    Ashley Teater Bluegrass Sotheby's International Realty

    5447 Tates Creek Rd Unit Lot 16, Nicholasville, KY 40356
  • /39

    $300,000

    $30K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,594 Sq Ft

    508 Harlan Dr, Nicholasville, KY 40356

    Move-In Ready with Immediate Possession! Welcome home to this charming 3-bedroom ranch conveniently located near the new bypass. The spacious great room features a soaring vaulted ceiling, creating an open and inviting atmosphere that flows seamlessly to the fenced backyard—perfect for entertaining, relaxing, or enjoying family time. The kitchen offers tile flooring, a pantry, and includes all

    Harold Clark HDC Company

    508 Harlan Dr, Nicholasville, KY 40356
  • /46

    $875,000

    • 3 Beds
    • 3.5 Baths
    • 2,737 Sq Ft

    1224 Hall Rd, Nicholasville, KY 40356

    A charming and truly exceptional retreat in Nicholasville and will be a great place to call home. On a total 3.75 picturesque acres, this stunning ranch on a full basement is a modern escape while remaining conveniently close to town. From the moment you step inside, the home makes a statement.Natuarul light and Kentucky sky. Every space has been thoughtfully done with a sophisticated design that

    Uneida Johnson Uneeda House Realty

    1224 Hall Rd, Nicholasville, KY 40356
  • /58

    $1,499,999

    $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
  • /77

    $535,000

    • 3 Beds
    • 2.5 Baths
    • 2,176 Sq Ft

    104 Greystone Dr, Nicholasville, KY 40356

    Thoughtfully built and meticulously maintained, this Nicholasville home sits in one of Greystone's quietest pockets, overlooking open farmland with a back porch made for slow mornings and long evenings. The view is the kind that doesn't change — peaceful, pastoral, and all yours. Inside and out, this one was built with intention. A whole-house generator means you're never left in the dark. A

    Ken Donworth Bluegrass Sotheby's International Realty

    104 Greystone Dr, Nicholasville, KY 40356
  • /7

    $109,300

    $21K PRICE DROP
    • Land
    • 1.03 Acres
    • $106,117 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
  • /21

    $1,495,000

    New Construction
    • 5 Beds
    • 4.5 Baths
    • 4,000 Sq Ft

    305 Appaloosa Trail, Wilmore, KY 40390

    Proposed new custom home construction. Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more gently rolling,

    Oleg V Korchevoy Lifstyl Real Estate

    305 Appaloosa Trail, Wilmore, KY 40390
  • /4

    $365,000

    • Land
    • 28,401 Sq Ft
    • $559,816 per Acre

    5447 Tates Creek Rd Unit Lot 22, Nicholasville, KY 40356

    Lot 22: Welcome to The Sanctuary, a thoughtfully designed new construction community in Lexington, offering a new standard of living centered around luxury, convenience, and natural beauty. The Sanctuary will feature a unique mix of luxury townhomes, garden homes, and spacious estate lots with build-to-suit opportunities available. At the heart of the development will be The Sanctuary Gardens,

    Ashley Teater Bluegrass Sotheby's International Realty

    5447 Tates Creek Rd Unit Lot 22, Nicholasville, KY 40356
  • /16

    $295,000

    $54K PRICE DROP
    • Land
    • 5.87 Acres
    • $50,281 per Acre

    202 Appaloosa Trail Unit Lot 3, Wilmore, KY 40390

    Lot#3: We can build for you or choose your own builder! Large, walkout basement lot with great views and mature trees. Country, homesteaders, privacy and horse lovers dream. It's a wonderful opportunity to build your dream home on a picturesque 5+ acre lot in Jessamine county, minutes to Man-o-War via low traffic newer 4 lane Harrodsburg rd. There are few beautiful lots to choose from, 5 or more

    Oleg V Korchevoy Lifstyl Real Estate

    202 Appaloosa Trail Unit Lot 3, Wilmore, KY 40390
  • /3

    $635,000

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,898 Sq Ft

    104 Wiley Way, Nicholasville, KY 40356

    **PROPOSED NEW CONSTRUCTION** Beautiful brand new all brick ranch in desirable Halfhill Estates brought to you by JLB Builders!! From the comfort of the attractively adorned covered patio, enjoy this spacious, flat backyard ideal for a future swimming pool and entertaining. Special note, you won't be backing up to another house, but rather your view will be the backyards of the houses beyond

    Matt Gerwin Christies International Real Estate Bluegrass

    104 Wiley Way, Nicholasville, KY 40356
  • /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
  • /5

    $200,000

    • Land
    • 1 Acre
    • $200,000 per Acre

    124 Kensington Place Unit Lot 13, Nicholasville, KY 40356

    Kensington Lot Release! Summer 2026, Lot 13 is now Available is Kensington = Central KY's Exclusive Luxury Home Community conveniently located off Harrodsburg Rd between 169 and 29, only a few minutes from all Jessamine Co Schools: JELV, Rosenwald-Dunbar Elem, West MS & West HS. Very easy drive to LEX or surrounding counties. Come see for yourself what a unique and special community this

    Eric Bumm The Brokerage

    124 Kensington Place Unit Lot 13, Nicholasville, KY 40356
  • /2

    $250,000

    $25K PRICE DROP
    • Land
    • 33,976 Sq Ft
    • $320,513 per Acre

    5170 Harrodsburg Rd Unit Lot 12, Nicholasville, KY 40356

    # Cassity Farm - Jessamine County's Newest Luxury Community Discover your dream homesite in Cassity Farm, a prestigious new development nestled less than one mile from the Lexington city limits. This is more than just a lot -- it's an invitation to join a thoughtfully planned community where timeless design meets modern convenience. Spanning over 11 acres of planned open space, Cassity Farm

    Jennifer Mooney The Brokerage

    5170 Harrodsburg Rd Unit Lot 12, Nicholasville, KY 40356
  • /9

    $265,000

    • Land
    • 15,812 Sq Ft
    • $730,028 per Acre

    5447 Tates Creek Rd Unit Garden Lot 4, Nicholasville, KY 40356

    GARDEN LOT 4: Welcome to The Sanctuary Garden Lots, a thoughtfully designed new construction community in Lexington offering a new standard of living centered around luxury, convenience, and natural beauty. These garden homes are the perfect blend of traditional homeownership with the benefits of maintenance-free, community-focused living. They're ideal for those who love having their own outdoor

    Derrick Simpson CENTURY 21 Advantage Realty

    5447 Tates Creek Rd Unit Garden Lot 4, Nicholasville, KY 40356
  • /9

    $365,000

    • Land
    • 1.03 Acres
    • $354,025 per Acre

    5447 Tates Creek Rd Unit Lot 4, Nicholasville, KY 40356

    LOT 4: Welcome to The Sanctuary, a thoughtfully designed new construction community in Lexington offering a new standard of living centered around luxury, convenience, and natural beauty. The Sanctuary will feature a unique mix of luxury townhomes, garden homes, and spacious estate lots with built-to-suit opportunities available. At the heart of the development will be The Sanctuary Gardens,

    Derrick Simpson CENTURY 21 Advantage Realty

    5447 Tates Creek Rd Unit Lot 4, Nicholasville, KY 40356
  • /2

    $361,664

    New Construction
    • 4 Beds
    • 2.5 Baths
    • 2,336 Sq Ft

    508 Fern Dr, Nicholasville, KY 40356

    Please check Documents tab for progress photos. Plumbing and electrical underway 8.3.26. The Bayberry Lane, part of the Trend Collection by Ball Homes, is a two-story plan with a versatile flex room off the entry and a large open kitchen and family room with fireplace at the rear of the home. The island kitchen offers both a breakfast area and countertop dining, and a storage pantry. Upstairs are

    Jason Landon Christies International Real Estate Bluegrass

    508 Fern Dr, Nicholasville, KY 40356
  • /29

    $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
  • /45

    $315,000

    • 3 Beds
    • 2 Baths
    • 1,638 Sq Ft

    113 S Town Branch Dr, Nicholasville, KY 40356

    Welcome home to this beautifully maintained, turnkey ranch in the heart of Nicholasville! Designed for easy single-level living, this inviting home offers a spacious and functional floor plan with an attached garage, three comfortable bedrooms, and two full bathrooms. The primary suite features a generously sized walk-in closet, while the additional bedrooms provide flexibility for family,

    Scott Fryar Keller Williams Bluegrass Realty

    113 S Town Branch Dr, Nicholasville, KY 40356
  • /12

    $429,900

    New Construction
    • 4 Beds
    • 2 Baths
    • 1,953 Sq Ft

    113 Farmers Bluff, Nicholasville, KY 40356

    Custom-built and thoughtfully designed, this stunning one-level ranch offers the perfect blend of style, comfort, and quality craftsmanship -- without the wait of building from scratch. A dramatic double front door welcomes you into a bright, open entry that flows seamlessly into the spacious kitchen, breakfast area, and living room. The vaulted ceiling and abundant lighting create an airy,

    Maggie Taylor RE/MAX Creative Realty

    113 Farmers Bluff, Nicholasville, KY 40356
  • /49

    $487,000

    $13K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 2,527 Sq Ft

    113 Golden Burley Ave, Nicholasville, KY 40356

    Built in 2020, this beautifully designed 5-bedroom, 3 full bathroom residence offers an exceptional combination of natural light, space, and style. From the moment you step inside, you'll notice the meticulous care and maintenance that make this home feel like new. The heart of the home is a bright and inviting living area with a kitchen designed to impress any chef or baker. Prep space is

    Terra Jeffries RE/MAX Elite Realty

    113 Golden Burley Ave, Nicholasville, KY 40356
  • /5

    $162,000

    • Land
    • 1 Acre
    • $162,000 per Acre

    108 Murph Pass, Wilmore, KY 40390

    Bring your own builder!!! One acre lots surrounded by gorgeous views of farmland and breathtaking sunsets. This is not your cookie cutter one acre lot neighborhood, bring your dreams of building your home to Jessamine Creek Crossing! Basement lots available. High speed fiber optic internet, underground electric and city water available. Don't have a builder, we have a great one. Call today for

    Katie Feola The Agency

    108 Murph Pass, Wilmore, KY 40390
  • /62

    $929,000

    $6K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 4,236 Sq Ft

    610 Old Coach Rd, Nicholasville, KY 40356

    Welcome to the lifestyle you have been dreaming of! Nestled in the desirable Clays Crossing community, this beautiful ranch on almost 3/4 of an acre and a full basement offers over 4,000 sq. ft. of living space. With 3 bedrooms and 2 bathrooms on the main level, and one bedroom with egress and a bathroom in the basement, there is room for everyone to have their own space and walk in closet. The

    Rachael Dozier Rock N' Realty LLC

    610 Old Coach Rd, Nicholasville, KY 40356
  • /72

    $775,000

    • 3 Beds
    • 3 Baths
    • 1,906 Sq Ft

    1208 Clear Creek Rd, Nicholasville, KY 40356

    Rare opportunity to own a meticulously crafted property spanning 5 acres of lush, private land. This residence features a thoughtfully designed 3-bedroom, 3-full-bathroom layout that maximizes natural light and provides a sophisticated retreat from the everyday. The exterior features are equally impressive, anchored by a high-quality 2-stall barn complete with two designated tack rooms, ideal for

    Barb Farrell Bluegrass Sotheby's International Realty

    1208 Clear Creek Rd, Nicholasville, KY 40356
  • /14

    $120,000

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

    133 Lawson Rd Unit Lot 31, 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

    133 Lawson Rd Unit Lot 31, Wilmore, KY 40390
  • /9

    $365,000

    • Land
    • 36,285 Sq Ft
    • $438,175 per Acre

    5447 Tates Creek Rd Unit Lot 13, Nicholasville, KY 40356

    LOT 13: Welcome to The Sanctuary, a thoughtfully designed new construction community in Lexington offering a new standard of living centered around luxury, convenience, and natural beauty. The Sanctuary will feature a unique mix of luxury townhomes, garden homes, and spacious estate lots with built-to-suit opportunities available. At the heart of the development will be The Sanctuary Gardens,

    Derrick Simpson CENTURY 21 Advantage Realty

    5447 Tates Creek Rd Unit Lot 13, Nicholasville, KY 40356
  • /2

    $199,900

    • Land
    • 1.15 Acres
    • $173,826 per Acre

    lot 21 Crawford Creek Dr, Nicholasville, KY 40356

    Watkins Reserve at Crawford Creek is the newest 1+ acre development located conveniently just off of US27Bypass. This exceptional development has preserved the original trees to allow great trees lines and shade. Amazing lots with views of farm land and greenspace. Enjoy taking a walk on the sidewalks. Developer to install additional trees. Custom Entrance with extensive and professional

    Maggie Taylor RE/MAX Creative Realty

    lot 21 Crawford Creek Dr, Nicholasville, KY 40356
  • /22

    $330,000

    • 2 Beds
    • 2 Baths
    • 1,915 Sq Ft

    108 Academy Dr, Wilmore, KY 40390

    Welcome to this spacious 2-bedroom, 2-bath ranch condo in desirable Bethel Pointe! The open-concept design and vaulted ceilings throughout create an expansive feel which allows natural light to fill the area. The inviting living room features a fireplace and an open view of the dining area, kitchen, sunroom and bedrooms. This is an ideal layout for everyday living and entertaining. The L-shaped

    Joyce Nicholson Rector Hayden Realtors

    108 Academy Dr, Wilmore, KY 40390

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