Jessamine County KY Homes for Sale with Acreage

/84
$844,900

$30K PRICE DROP
- 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
/15
$995,000
2060 Bethel Rd Unit Tract 1-A & 2, Nicholasville, KY 40356

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. Enjoy the natural beauty of the land featuring an existing pond, plus two additional pond opportunities—one

Vanessa Vale Team

LPT Realty

(859) 340-8938

2060 Bethel Rd Unit Tract 1-A & 2, Nicholasville, KY 40356
/10
$1,189,000

New Construction $40K PRICE INCREASE
- 4 Beds
- 4.5 Baths
- 3,938 Sq Ft
235 Grandview Trail, Versailles, KY 40390

Experience elevated comfort and craftsmanship in this stunning new construction home located in the prestigious Jewell Pointe community. This thoughtfully designed 1.5-story home offers 4 bedrooms and 4.5 bathrooms, including three en-suite bedrooms on the main level, as well as primary bedroom, and an additional bedroom with a full bath upstairs—ideal for guests or a private retreat. Engineered

Nik Markovich

GSP Homes

(859) 423-1094

235 Grandview Trail, Versailles, KY 40390
/57
$2,290,000
- 4 Beds
- 4 Baths
- 3,692 Sq Ft
1300 Troy Rd, Wilmore, KY 40390

This turnkey Kentucky horse farm blends the timeless beauty of the Bluegrass with exceptionally-maintained equine facilities. Set on 47± acres across Jessamine & Woodford Counties, it is located approximately 20 minutes from Lexington's Man o' War Boulevard. Equine veterinary services, Keeneland, & Blue Grass Airport are also convenient. A gated, stone entrance greets visitors while mature trees

Zach Davis Kirkpatrick & Company

1300 Troy Rd, Wilmore, KY 40390
/111
$3,480,000
- 6 Beds
- 6.5 Baths
- 10,624 Sq Ft
520 Cassity Way, Nicholasville, KY 40356

A Timeless Castle Experience! Step into a masterpiece reminiscent of European chateaus with magnificent Gothic Revival and Renaissance influences. This exquisite brick and stone home is designed for those who appreciate artistry and elegance. The stunning 'Stone Serenity' room features 24' tall turret, perfect for gatherings, complete with custom-built forged doors and intricate craftsmanship.The

Nasim Noorazar Lifstyl Real Estate

520 Cassity Way, Nicholasville, KY 40356
/2
$300,000
- Land
- 1.02 Acres
- $294,118 per Acre
5170 Harrodsburg Rd Unit Lot 37, 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 37, Nicholasville, KY 40356
/5
$153,000
- Land
- 1 Acre
- $153,000 per Acre
111 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

111 Ava Ct, Wilmore, KY 40390
/72
$1,349,000

$30K PRICE DROP
- 5 Beds
- 6 Baths
- 6,213 Sq Ft
302 Golf Club Dr, Nicholasville, KY 40356

Elegant executive ranch home on a finished basement in the desirable gated community of Cambridge Estates East. Situated on a 1-acre lot with a tree-lined backdrop this home offers privacy and serenity for that country living experience close to town. This spacious home features 5 bedrooms, 4 full baths, multiple living areas, and versatile living spaces ideal for entertaining, guests, or

Carol Randolph Aloha Bluegrass Realty & Auction

302 Golf Club Dr, Nicholasville, KY 40356
/2
$149,900
- Land
- 6.54 Acres
- $22,920 per Acre
55 Poortown Rd, Nicholasville, KY 40356

magine the possibilities on nearly seven acres of open land in Nicholasville. This 6.54 acre property offers the rare balance of space, privacy, and convenience just minutes from downtown Nicholasville and an easy drive to Lexington. Whether you're dreaming of a custom home, room to roam, or a quiet retreat close to town, this blank canvas is ready to be shaped into something truly special.

Kayla Patrick Lifstyl Real Estate

55 Poortown Rd, Nicholasville, KY 40356
/3
$149,900
- Land
- 6.46 Acres
- $23,204 per Acre
56 Poortown Rd, Nicholasville, KY 40356

Endless potential. This 6.46 acre Nicholasville property offers wide-open space to design a life that feels both grounded and connected. Just minutes from downtown Nicholasville and a short drive to Lexington, you'll enjoy the peace of open land without sacrificing convenience. Bring your vision! This is the foundation for something extraordinary.

Kayla Patrick Lifstyl Real Estate

56 Poortown Rd, Nicholasville, KY 40356
/3
$126,900
- Land
- 1 Acre
- $126,900 per Acre
125 Lawson Dr Unit Lot 33, Wilmore, KY 40390

Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

Maggie Taylor RE/MAX Creative Realty

125 Lawson Dr Unit Lot 33, Wilmore, KY 40390
/4
$145,000
- Land
- 1.02 Acres
- $142,157 per Acre
147 Lesley Trail, Wilmore, KY 40356

Lot 9. Property sits on at the end of a quiet high scale neighborhood. 1.02 acre lot. Property is loped down towards the street. No HOA. Neighborhood is wired for fiberoptics internet.

Darrell Lewis DIY Flat Fee.com

147 Lesley Trail, Wilmore, KY 40356
/42
$1,050,000
- 3 Beds
- 4 Baths
- 4,856 Sq Ft
50 Chandamere Way, Nicholasville, KY 40356

Original farm house to the prestigious Chandamere Subdivision. A beautiful country setting for an amazing home with updates and character throughout. Don't miss this opportunity to purchase this wonderful property.

Michael Pulliam Rector Hayden Realtors

50 Chandamere Way, Nicholasville, KY 40356
/3
$1,929,714

New Construction $40K PRICE INCREASE
- 4 Beds
- 4.5 Baths
- 4,400 Sq Ft
227 The Oaks Blvd, Versailles, KY 40383

Proposed Build - This Home has not yet been built. The Oaks at Cave Springs by Jimmy Nash Homes offeres Lake Front, Horse Farm, and Tree Line views on 1 acre lots that can be combined for larger build sites. This modern ranch features 1st floor primary and a VIP suite, volumn ceilings, spacious kitchen and family room. The walkout basement with 10' ceilings has 2 additional guest bedrooms and 2

James Moore Lifstyl Real Estate

227 The Oaks Blvd, Versailles, KY 40383
/33
$1,320,000
- Land
- 114.25 Acres
- $11,554 per Acre
2-A Harrodsburg Rd, Wilmore, KY 40390

Spanning approximately 114.25+/- acres in the heart of Jessamine County, this exceptional farm offers the perfect blend of beauty, functionality, and convenience. Ideally situated along Harrodsburg Road, the property features multiple fenced pastures, making it well-suited for cattle, horses, or a variety of agricultural uses. The gently rolling landscape is enhanced by picturesque, tree-lined

Maggie Taylor RE/MAX Creative Realty

2-A Harrodsburg Rd, Wilmore, KY 40390
/57
$899,900

$75K PRICE DROP
- 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
/5
$158,000
- Land
- 1 Acre
- $158,000 per Acre
200 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

200 Murph Pass, Wilmore, KY 40390
/2
$225,000
- Land
- 1 Acre
- $225,000 per Acre
156 Doe Valley, Nicholasville, KY 40356

Vine Grove is a quintessential Bluegrass development offering 1 acre lots surrounded by 3 large tracts of land preserved as agriculture land only. Each homesite offers beautiful views and privacy. Just minutes from Bannon crossing and Tates Creek Center, the location is awesome. You may choose your own builder or choose from some of the areas finest that are currently building in Vine Grove. Lot

Michael McNeill Bluegrass Sotheby's International Realty

156 Doe Valley, Nicholasville, KY 40356
/78
$750,000

$67K PRICE DROP
- 3 Beds
- 3.5 Baths
- 4,275 Sq Ft
1360 Hoover Pike, Nicholasville, KY 40356

*Priced below recent appraisal* Country Convenience at Its Finest! Discover the perfect blend of rural tranquility and everyday convenience just a short drive from Lexington and downtown Nicholasville. Set on 5.8 scenic acres, this charming brick ranch on a finished basement offers the space, versatility, and amenities you've been looking for. The main level welcomes you with beautiful hardwood

Rick Zander The Brokerage

1360 Hoover Pike, Nicholasville, KY 40356
/61
$649,000

$13K PRICE DROP
- 3 Beds
- 2 Baths
- 1,800 Sq Ft
1090 Delaney Ferry Rd, Nicholasville, KY 40356

Great Country Location, Make your dream come true, All Brick ranch with new windows, roof two years old, heat pump two years old, masonry fireplace in the den, plenty of trees, 4 plant fencing, water in the fields. This looks like a doll house when decorated plus plenty of space to expand if you wanted. There is a floor allowance of $5000. Six stall barn that is about 9 years old, with tack room,

Brenda Stewart United Real Estate Bluegrass

1090 Delaney Ferry Rd, Nicholasville, KY 40356
/7
$319,900

$79K PRICE DROP
- Land
- 7.46 Acres
- $42,876 per Acre
3475 Frankfort Ford Rd Unit Tract 3, Wilmore, KY 40390

Discover the endless possibilities for this 7.461 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 one-of-a-kind property is a true Bluegrass treasure. Build your

Ryan Smith Rector Hayden Realtors

3475 Frankfort Ford Rd Unit Tract 3, Wilmore, KY 40390
/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
/64
$720,000

Open Sun 2PM - 4PM
- 4 Beds
- 2.5 Baths
- 2,752 Sq Ft
120 High Point Ct, Nicholasville, KY 40356

This stunning all-brick, two-story home is nestled on a picturesque golf course. Boasting hardwood floors throughout, this residence offers an upgraded kitchen and bath, along with four spacious bedrooms and two and a half baths. It features a finished walk-out basement, adding additional living space and versatility. The home is equipped with tons of storage options, including expansive closets,

Susie Basham The Agency

120 High Point Ct, Nicholasville, KY 40356
/5
$158,000
- Land
- 1 Acre
- $158,000 per Acre
112 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

112 Hager Ct, Wilmore, KY 40390
/3
$124,900
- Land
- 1 Acre
- $124,900 per Acre
117 Lawson Dr Unit Lot 35, Wilmore, KY 40390

Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

Maggie Taylor RE/MAX Creative Realty

117 Lawson Dr Unit Lot 35, Wilmore, KY 40390
/5
$164,000
- Land
- 1 Acre
- $164,000 per Acre
109 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

109 Gavin Way, Wilmore, KY 40390
/66
$880,000

Open Sat 11AM - 1PM
- 5 Beds
- 3 Baths
- 2,862 Sq Ft
420 W Brannon Rd, Nicholasville, KY 40356

Step into this fabulous ranch home on a lush acre lot in the sought-after Lakes at Equestrian neighborhood! Nestled on West Brannon Road in Jessamine County, this move-in ready gem boasts 5 spacious bedrooms with a smart split design, plus 3 fully remodeled bathrooms (primary has heated floors). Entertain effortlessly in the open-concept kitchen and family room, or enjoy a private dinner in the

Julie M Thornhill Turf Town Properties

420 W Brannon Rd, Nicholasville, KY 40356
/5
$164,000
- Land
- 1 Acre
- $164,000 per Acre
117 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

117 Gavin Way, Wilmore, KY 40390
/111
$1,695,000
- 2 Beds
- 2 Baths
- 1,724 Sq Ft
2231 Glass Mill Rd, Wilmore, KY 40390

Welcome to Blue Palm on Jessamine Creek, a curated lifestyle property for a buyer who values design, serenity, and rarity. Set along the tranquil banks of Jessamine Creek, this extraordinary estate presents a once-in-a-generation opportunity to own a true legacy property where modern luxury and untouched natural beauty exist in perfect harmony. Spanning nearly 7 breathtaking acres, this private

The Prather Team - Michael Prather Keller Williams Bluegrass Realty

2231 Glass Mill Rd, Wilmore, KY 40390
/21
$1,495,000

New Construction
- 5 Beds
- 4.5 Baths
- 4,000 Sq Ft
205 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

205 Appaloosa Trail, Wilmore, KY 40390
/3
$119,900
- Land
- 1 Acre
- $119,900 per Acre
116 Lawson Dr Unit lot 19, Wilmore, KY 40390

Kellington Estates is located off of McCauley Road in Jessamine County. Minutes to Wilmore, Nicholasville or Lexington. This convenience of US68 to Lexington or Harrodsburg is so nice! 1 acre residential building lots with tree lines and residual farm land surrounding part of this development. Beautiful entrance with additional trees and landscaping. Brick, stone or Hardie plank exterior

Maggie Taylor RE/MAX Creative Realty

116 Lawson Dr Unit lot 19, Wilmore, KY 40390
/4
$3,487,500
- Land
- 7.75 Acres
- $450,000 per Acre
3079 Lexington Rd, Nicholasville, KY 40356

Talk about location! 7.75+/- acres of highly visible real estate, located on Highway 27 (Nicholasville Road), just a few miles south of Man-O-War and just 0.25 from Sam's Club & Kohl's. Total acreage believed to be accurate but will need a survey to confirm.

Joy Watson RE/MAX Elite Lexington

3079 Lexington Rd, Nicholasville, KY 40356
/103
$1,580,000
- 4 Beds
- 5.5 Baths
- 8,949 Sq Ft
204 Porta Verde, Nicholasville, KY 40356

Location - Crazy convenient to ALL the things: Shopping, Dining, Movie Theaters, Medical & Dental, Recreation & more. Privacy Galore - the privacy & peacefulness is truly amazing. The treelined road of enchantment will deliver you to a magical place known as Tuscany Valle & yet only 5 minutes away from all of the above. Meticulous - the property has been unbelievably maintained...inside & out. An

Eric Bumm The Brokerage

204 Porta Verde, Nicholasville, KY 40356
/31
$899,000
- 4 Beds
- 3.5 Baths
- 5,210 Sq Ft
197 Murphy Ln, Nicholasville, KY 40356

Beautiful spacious ranch home on a full finished basement sitting on 5 lovely acres with a 7 stall barn with tack room and large detached garage/workshop. Upon entry you will discover a spacious open design with hardwood floors, crown molding and lots of light accents throughout. The formal living room easily could be dining room or home office, The stunning great room offers fireplace and trey

Savannah Walling Charlene Clark & Associates, LLC

197 Murphy Ln, Nicholasville, KY 40356
/2
$225,000
- Land
- 1 Acre
- $225,000 per Acre
108 Doe Valley, Nicholasville, KY 40356

Vine Grove is a quintessential Bluegrass development offering 1 acre lots surrounded by 3 large tracts of land preserved as agriculture land only. Each homesite offers beautiful views and privacy. Just minutes from Bannon crossing and Tates Creek Center, the location is awesome. You may choose your own builder or choose from some of the areas finest that are currently building in Vine Grove. Lot

Michael McNeill Bluegrass Sotheby's International Realty

108 Doe Valley, Nicholasville, KY 40356
/5
$165,000
- Land
- 1 Acre
- $165,000 per Acre
114 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

114 Gavin Way, Wilmore, KY 40390
/37
$725,000

New Construction
- 4 Beds
- 2.5 Baths
- 2,325 Sq Ft
108 Maple Lawn Cir, Nicholasville, KY 40356

***********PROPOSED BUILD ************* Imagine having a home close to shopping, dining, and major roadways--yet far enough away to enjoy true rural living. Picture coming home to open space, where your nearest neighbor isn't just a few feet away. Now imagine having all of this on one level, perfectly situated on a beautiful 1-acre lot. This is the Oakmont floor plan. The Oakmont is a beautifully

Brandon Hedinger Keller Williams Bluegrass Realty

108 Maple Lawn Cir, Nicholasville, KY 40356
/17
$1,495,000
- 5 Beds
- 4.5 Baths
- 4,000 Sq Ft
101 Friesian Ct, 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

101 Friesian Ct, Wilmore, KY 40390
/2
$310,000
- Land
- 1 Acre
- $310,000 per Acre
5170 Harrodsburg Rd Unit Lot 1, 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 1, Nicholasville, KY 40356
/21
$249,500

$100K PRICE DROP
- Land
- 5.01 Acres
- $49,800 per Acre
401 Appaloosa Trail Unit /Lot17, Wilmore, KY 40390

Lot#17: 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

401 Appaloosa Trail Unit /Lot17, Wilmore, KY 40390

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