292

Jessamine County KY Homes for Sale

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  • /42

    $499,000

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

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

    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 staircase. With some thoughtful renovation, it could become a

    Ryan Smith Rector Hayden Realtors

    3475 Frankfort Ford Rd Unit Tract 2, Wilmore, KY 40390
  • /3

    $353,186 New Construction

    • 4 Beds
    • 2.5 Baths
    • 2,289 Sq Ft

    500 Anthony Dr, Nicholasville, KY 40356

    (House at the permit stage 12/18/25). The Cedar Cove, part of the Trend Collection by Ball Homes, is a two-story plan with four bedrooms, all on the second floor. The plan offers a versatile flex area off the entry, and an open layout with a spacious family room. An optional fireplace is offered in the family room, and a covered patio option is available at the rear of the home. The island

    Christy Rock Christies International Real Estate Bluegrass

    500 Anthony Dr, Nicholasville, KY 40356
  • /5

    $164,000

    • Land
    • 1.51 Acres
    • $108,609 per Acre

    101 Hager Ct, 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

    101 Hager Ct, Wilmore, KY 40390
  • /2

    $502,723 New Construction

    • 4 Beds
    • 3 Baths
    • 2,653 Sq Ft

    120 Hawks Bill Ct, Nicholasville, KY 40356

    Contract writing period through Wednesday, December 17th at NOON. The two-story Dogwood plan offers lots of room to spread out, with a guest suite on the first floor and a primary bedroom suite plus two bedrooms and loft on the second floor. The flex room off the entry can serve as an office or formal living or dining room. The kitchen includes a step-in pantry and island with counter dining,

    Matt Gerwin Christies International Real Estate Bluegrass

    120 Hawks Bill Ct, Nicholasville, KY 40356
  • /5

    $164,000

    • Land
    • 1 Acre
    • $164,000 per Acre

    125 Gavin Way, 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

    125 Gavin Way, Wilmore, KY 40390
  • /28

    $224,900

    • 3 Beds
    • 1 Bath
    • 1,225 Sq Ft

    102 Briarwood Dr, Nicholasville, KY 40356

    Fully remodeled 3-bedroom, 1-bath all-brick ranch in the heart of Nicholasville! Enjoy modern finishes throughout including new paint, luxury vinyl plank flooring, quartz countertops, tiled bath, and new HVAC. Beautiful landscaping, a spacious backyard, and plenty of storage make this move-in ready home a must-see!

    Timothy Maxberry The Brokerage

    102 Briarwood Dr, Nicholasville, KY 40356
  • /3

    $114,900

    • Land
    • 1 Acre
    • $114,900 per Acre

    1104 Gallant Dr, Wilmore, KY 40356

    1 acre residential building lot located in established McCauley Estates Subdivision. Minutes to Asbury University, US68 or US27 makes this located convenient to everything! Enjoy this established development wrapped in farm land. City water, electric, internet all available. Build your dream home with your builder or developer can provide list of builders for this development. Lots of

    Maggie Taylor RE/MAX Creative Realty

    1104 Gallant Dr, Wilmore, KY 40356
  • /7

    $144,900

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

    13 Grandview Trail, Wilmore, KY 40390

    Maggie Taylor RE/MAX Creative Realty

    13 Grandview Trail, Wilmore, KY 40390
  • /4

    $225,000

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

    104 Doe Valley, Lexington, KY 40515

    Come out to Vine Grove and experience the lifestyle of Central Kentucky's finest NEW neighborhood. The neighborhood is surrounded by three large parcels of land preserved as agriculture land only. Incredible viewsheds and privacy are the hallmark of each one acre homesite. You may choose your own builder or choose some of the areas finest homebuilders that are currently established in the

    Stephen Howard Keller Williams Bluegrass Realty

    104 Doe Valley, Lexington, KY 40515
  • /11

    $300,000

    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
  • /28

    $329,900

    • 3 Beds
    • 2 Baths
    • 1,501 Sq Ft

    2890 Sulphur Well Pike, Nicholasville, KY 40356

    Step into a true piece of Jessamine County history. This unique home, formerly an old general store and post office, has been beautifully renovated while preserving its original character. Features like shiplap walls and ceilings highlight the timeless charm, paired perfectly with modern updates throughout. The home offers 3 bedrooms and 2 full baths, with major upgrades including a 3-year-old

    Wayne Sewell The Agency

    2890 Sulphur Well Pike, Nicholasville, KY 40356
  • /4

    $225,000

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

    252 Doe Run Rd, Nicholasville, KY 40356

    Come out to Vine Grove and experience the lifestyle of Central Kentucky's finest NEW neighborhood. The neighborhood is surrounded by three large parcels of land preserved as agriculture land only. Incredible viewsheds and privacy are the hallmark of each one acre homesite. You may choose your own builder or choose some of the areas finest homebuilders that are currently established in the

    Stephen Howard Keller Williams Bluegrass Realty

    252 Doe Run Rd, Nicholasville, KY 40356
  • /46

    $439,500 New Construction

    • 4 Beds
    • 3.5 Baths
    • 2,806 Sq Ft

    400 Elam Ave, Nicholasville, KY 40356

    PROPOSED CONSTRUCTION by James Monroe Homes. The stunning Jackie plan boasts several options for flexible living, working, and lounging space. A large room off the foyer is a dining room or can be built as optional guest suite. Optional gourmet kitchen includes a center island, corner pantry, stainless appliances, and endless cabinet space for storage. A morning room can be added to the kitchen

    James Monroe Buy With Confidence Real Estate

    400 Elam Ave, Nicholasville, KY 40356
  • /7

    $119,900

    • Land
    • 1 Acre
    • $119,900 per Acre

    125 Green Sentinel Dr, Nicholasville, KY 40356

    Nestled in the heart of Nicholasville, just minutes from the bypass in the secluded neighborhood of Green Sentinel, this 1 acre residential lot offers the peace and quiet of country living. Backing to a tree lined nature preserve, the location offers the conveniences of the city and is perfect for the new home you have always wanted to build.

    Pat Borg Weesner Properties, Inc.

    125 Green Sentinel Dr, Nicholasville, KY 40356
  • /138

    $1,999,000

    • 5 Beds
    • 4.5 Baths
    • 6,500 Sq Ft

    2250 Hall Rd, Nicholasville, KY 40356

    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 entertaining and everyday

    Tess Utterback RE/MAX Creative Realty

    2250 Hall Rd, Nicholasville, KY 40356
  • /36

    $546,333

    • 5 Beds
    • 4 Baths
    • 3,557 Sq Ft

    117 Blackthorn Dr, Nicholasville, KY 40356

    This former Wheeler model inspired many homeowners to build this home throughout Central Kentucky. Now this model could be yours! It has an open and spacious layout with a guest bedroom on the first floor. The kitchen is elegantly designed with a big island and plenty of seating. The spacious breakfast area is next to a large family room with a fireplace and dining area. All these areas have lots

    Debbie Meers Christies International Real Estate Bluegrass

    117 Blackthorn Dr, Nicholasville, KY 40356
  • /9

    $800,000 New Construction

    • 3 Beds
    • 2.5 Baths
    • 2,424 Sq Ft

    176 Maple Lawn Cir, Nicholasville, KY 40356

    *************MORE PICTURES TO COME************** The Ashford is a beautifully designed single-story home delivering the perfect balance of style, space, and functionality with a split-bedroom layout. From the moment you step onto the covered front porch and into the welcoming foyer, you'll appreciate the thoughtful separation between the entry and the main living areas. The heart of the home is a

    Brandon Hedinger Keller Williams Bluegrass Realty

    176 Maple Lawn Cir, Nicholasville, KY 40356
  • /46

    $419,900 New Construction

    • 4 Beds
    • 3 Baths
    • 2,520 Sq Ft

    304 Elam Ave, Nicholasville, KY 40356

    PROPOSED CONSTRUCTION by James Monroe Homes. Embark on a journey of creating your dream home with the Barbara ranch plan. Available in Cottage, French Country, or Farmhouse design, the Barbara offers a harmonious blend of luxury and comfort. Step into the spacious and welcoming open-concept layout, where the living, dining, and kitchen areas seamlessly flow. This design promotes a sense of

    James Monroe Buy With Confidence Real Estate

    304 Elam Ave, Nicholasville, KY 40356
  • /47

    $279,900

    • 4 Beds
    • 2 Baths
    • 2,340 Sq Ft

    222 Beechwood Dr, Nicholasville, KY 40356

    Welcome home to this beautifully renovated ranch with a full finished basement! This home offers nearly 2400 ft.2 of modern living space, with 4 bedrooms and 2 full bathrooms. All renovations complete in 2024, which include; new vinyl plank laminate flooring, new stainless steel appliances, new kitchen cabinets/granite countertops, new HVAC, new water heater, new roof, new finished basement

    Kristi Osborne Bluegrass Property Exchange

    222 Beechwood Dr, Nicholasville, KY 40356
  • /3

    $333,109 New Construction

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

    608 Anthony Dr, Nicholasville, KY 40356

    Home is at foundation stage. The Bedford Hill, part of the Trend Collection by Ball Homes, is a two-story plan with a very open first floor layout. The island kitchen offers both a breakfast area and countertop dining, and a large pantry. The kitchen opens to the family room at the rear of the home. Upstairs are the primary bedroom suite, three bedrooms and a full bath. The primary bedroom suite

    Dicksie Ward Christies International Real Estate Bluegrass

    608 Anthony Dr, Nicholasville, KY 40356
  • /5

    $158,000

    • Land
    • 1 Acre
    • $158,000 per Acre

    116 Ava Ct, 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

    116 Ava Ct, Wilmore, KY 40390
  • /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
  • /2

    $185,000

    • Land
    • 1.03 Acres
    • $179,612 per Acre

    lot 13 Wild Turkey Ct, 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 13 Wild Turkey Ct, Nicholasville, KY 40356
  • /41

    $799,900

    • 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
  • /7

    $139,900

    • Land
    • 1 Acre
    • $139,900 per Acre

    12 Grandview Trail, Wilmore, KY 40390

    Welcome to Jewell Pointe Development, where your custom home dreams can come true! This beautiful 1-acre residential building lot is ideally situated on a quiet court, offering breathtaking views of surrounding farmland and local wildlife. The established community features stunning custom-built homes, mature landscaping, and an elegant brick entrance that sets the tone for quality living.

    Maggie Taylor RE/MAX Creative Realty

    12 Grandview Trail, Wilmore, KY 40390
  • /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
  • /4

    $334,402 New Construction

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

    616 Anthony Dr, Nicholasville, KY 40356

    Footer Stage 12/09/2025. Contact Erica Hansen (859-806-5075) for any construction updates or inquiries on ANY Ball Home. The Laurel Square, part of the Trend Collection by Ball Homes, is a two-story plan with a very open first floor layout. The island kitchen offers both a breakfast area and countertop dining, and a large pantry. The kitchen opens to the family room at the rear of the home.

    Erica Hansen Christies International Real Estate Bluegrass

    616 Anthony Dr, Nicholasville, KY 40356
  • /104

    $1,515,000

    • 4 Beds
    • 3.5 Baths
    • 4,516 Sq Ft

    231 The Oaks Blvd, Versailles, KY 40383

    Welcome to stunning views and quiet living. Located in a prestigious neighborhood in Nicholasville. This beautiful home has 4 Bedrooms and 3.5 baths. It sits on a 1 acre lot backing up to a beautiful private farm.The main level boasts open concept living with a large eat in kitchen, quartz countertops , walk in pantry, and large laundry room. The great room has lovely built in cabinets and

    Maggie Napier Napier Realtors

    231 The Oaks Blvd, Versailles, KY 40383
  • /53

    $545,000

    • 4 Beds
    • 2.5 Baths
    • 2,482 Sq Ft

    500 Morgan Leigh Ln, Nicholasville, KY 40356

    The Camilla located in Half-Hill Estates. Beautiful newish (lived in since April) home. Exquisite finishes in this one level open floor plan home. 10 Ft ceilings in main living areas and 9 Ft ceilings in other rooms. Beautiful White kitchen with Shaker style tall cabinets with soft close doors, custom vent hood, gas range, granite backsplash, large island and with breakfast bar.Split bedroom

    Tamara Gagel Napier Realtors

    500 Morgan Leigh Ln, Nicholasville, KY 40356
  • /93

    $974,000

    • 4 Beds
    • 3.5 Baths
    • 4,484 Sq Ft

    1603 West Ln, Nicholasville, KY 40356

    Hard-to-Find 32+/- Acre Farm with Custom-Built Home. Discover this rare opportunity to own 37+/- acres of beautiful rolling farmland, featuring a one-owner, custom-built 4-bedroom, 3.5-bath home with a full, partially finished walk-out basement. Perfect for horses, livestock, crops, or even hunting, this property offers both wide-open pastures and a tree-lined backdrop for privacy and recreation.

    Maggie Taylor RE/MAX Creative Realty

    1603 West Ln, Nicholasville, KY 40356
  • /2

    $190,000

    • Land
    • 1.45 Acres
    • $131,034 per Acre

    lot 1 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 1 Crawford Creek Dr, Nicholasville, KY 40356
  • /12

    $179,500

    • 2 Beds
    • 1.5 Baths
    • 960 Sq Ft

    104 Woodview Dr, Nicholasville, KY 40356

    This charming townhome is well-maintained, features a brand-new deck, new roof, and is in great overall condition—a fantastic find at this price point! Please note: The current tenant is a bit cluttered, so we've lightly edited some photos to help showcase the true quality of the home. The property itself is in excellent condition, and the tenant is month-to-month and will be fully moved out by

    Jenny Perron EXP Realty, LLC

    104 Woodview Dr, Nicholasville, KY 40356

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