Jessamine County Real Estate

Jessamine County Real Estate

Welcome to Jessamine County, Kentucky! Nestled in the heart of the Bluegrass State, Jessamine County offers a perfect blend of rural charm and modern convenience. With its picturesque landscapes, vibrant communities, and rich history, this county is a wonderful place to call home.

Jessamine County boasts a diverse real estate market, with a variety of housing options to suit every lifestyle. From historic homes with Southern charm to modern developments with top-notch amenities, there is something for everyone here. Whether you're looking for a cozy bungalow in the countryside or a spacious family home in a bustling neighborhood, Jessamine County has it all.

In addition to its real estate offerings, Jessamine County is also known for its excellent schools, thriving economy, and abundance of outdoor recreational opportunities. Residents enjoy easy access to parks, trails, and green spaces, making it a great place for nature lovers and outdoor enthusiasts.

Conveniently located just a short drive from Lexington, Jessamine County offers the perfect balance of small-town living and big-city amenities. Whether you're a first-time homebuyer, a growing family, or a retiree looking for a peaceful retreat, Jessamine County has something for everyone. Come and discover all that this charming county has to offer – you may just find your dream home here!

Newest Listings in Jessamine County

$1,385,000
4 Beds ⋅ 4 Baths ⋅ 26025171 MLS
Welcome to this exceptional new construction home located in the prestigious Drake's Landing Subdivision in the heart of Kentucky's Bluegrass region. This home is in Nicholasville, near the Jessamine County / Fayette County line, minutes from Lexington, just off of Clays Mill Extended. Thoughtfully designed for modern living with approximately 4,000 square feet, 4 bedrooms and a large bonus room and 3.5 bathrooms. Quality craftsmanship, timeless finishes, generous room sizes, and an inviting open-concept floor plan come together to create a home that is both beautiful and highly functional. From the moment you enter, the spacious two story foyer leads into an impressive main living area featuring high ceilings, abundant natural light, and an open kitchen, dining, and living room design. The gourmet-inspired kitchen is finished with quartz countertops, a tile backsplash, ample cabinetry with slow close doors and drawers, and generous workspace, making it ideal for everyday living and entertaining. Be sure to view the custom range hood with all its detail. This kitchen has a gas range, commercial size fridge / freezer and large pantry with built in wood shelves. The dining area has an accented trey ceiling, wood trim detail and flows directly into the spacious living room, creating a seamless gathering space. The private first-floor primary suite offers a tray ceiling and en-suite bathroom. This beautifully appointed bathroom has double vanities and multiple mirrors. Don't miss out on the under cabinet motion activate lighting that is also carried over to the shower edge and the built in shelves. From the dual shower head to the attractive tile and the freestanding soaking tub this space will become your oasis. A few more steps and you enter the custom closet with built-ins and motion lighting, as well as the built in bench. The wrought iron railing is a gorgeous accent in this luxury home. Don't miss the stairs as they light up as you ascend or descend. Upstairs are there are 3 additional bedrooms, providing plenty of space for family, guests, or flexible living arrangements. One upstairs bedroom features its own private ensuite full bathroom and large closet. A large finished flex space above the three-car garage adds valuable additional living area and includes built-in cabinetry, making it ideal for a media room, home gym, playroom, hobby space, home office, recreation room or additional guest area. Additional highlights include a side-entry three-car garage, large covered back porch, spacious rooms, high ceilings, quality finishes, and a versatile floor plan designed around today's lifestyle. The covered rear porch provides an inviting outdoor living space for morning coffee, entertaining, or relaxing at the end of the day. If you're searching for a new construction home in Kentucky's Bluegrass region with an open floor plan, first-floor primary suite, home office, finished bonus/flex space, and a three-car garage, this thoughtfully crafted home deserves a closer look.

108 Pintail Ct, Nicholasville
$899,900
4 Beds ⋅ 4 Baths ⋅ 26023623 MLS
Introducing an exceptional new-construction opportunity in The Estates at Ashgrove, one of Nicholasville's newest developments. Perfectly positioned with scenic backyard views of the community's fully stocked pond, this thoughtfully designed home offers approximately 3,417 finished square feet, four bedrooms, three-and-a-half bathrooms and an oversized three-car garage. Inside, 10-foot ceilings enhance the main level, while the open kitchen, dining and great room provide an inviting setting for everyday living and entertaining. The great room features a dramatic cathedral ceiling and fireplace, and the kitchen is designed with a generous island and walk-in pantry. The private primary suite offers a spa-inspired bathroom, spacious walk-in closet and convenient direct access to the laundry room. A flexible front bedroom can also serve as a private home office. Upstairs, an expansive finished bonus level with a full bathroom and walk-in closet offers endless possibilities for a guest retreat, media room, recreation space or additional living area. Covered outdoor living spaces make it easy to relax and enjoy the peaceful pond views. Experience a scenic setting without sacrificing convenience—just moments from everything Brannon Crossing has to offer, minutes from The Summit at Fritz Farm, and ideally located near South Lexington and Nicholasville shopping, dining and recreation. Depending on the stage of construction, buyers may have the opportunity to personalize select finishes. Plans, dimensions, materials and specifications are subject to builder approval and change during construction.

105 Saddlebrook Ct, Nicholasville
$399,900
4 Beds ⋅ 3 Baths ⋅ 26024961 MLS
This is the kind of property that feels like home the moment you arrive! Full of character and warmth, this wonderful one-level home on a walkout basement offers three spacious bedrooms and two full baths on the main level, along with two finished bedrooms/rooms (no window in one) & full bath in the partially finished basement. The heart of the home is a large eat-in kitchen you won't find anywhere else. Warm, welcoming and wonderfully unique, it features a cozy fireplace with attractive built-in pantry cabinets on either side, kitchen has beautifully updated cabinetry, pantry cabinets and granite counters, a five-burner gas range, double oven, updated single bowl sink, plus a second prep sink in the island. Outside you'll discover nearly .40 acres of space backing to green space, lots of privacy and beautiful established landscaping. This property is filled with mature trees and colorful perennials, including a magnificent blooming magnolia, a saw tooth oak and a gorgeous catalpa tree. There's room to play, swings for the kids & porch swings for the adults, a spacious deck off the main level, and an above-ground swimming pool surrounded by a built-in deck along with a recently installed privacy fence. Parking and storage are exceptional, with a two-car carport, drive-around driveway, two-car garage - room for your boat or camper plus abundant storage throughout the home. Improvements in recent years include the roof (2022), HVAC (2025), gutters, siding, soffits (2026), most windows and fresh interior paint, updated kitchen and baths. Two laundry options with a laundry room in the basement and a stackable laundry closet in the primary bath (laundry closet is also plumbed for shower). Character, space, privacy, beautiful grounds and thoughtful updates all come together in a property with so much to offer. Don't miss this one!

202 Natchez Trce, Nicholasville
$579,000
3 Beds ⋅ 3 Baths ⋅ 26024929 MLS
PRICED $20,000+ UNDER APPRAISAL! This exceptional 5-acre property offers space, versatility, and convenience just minutes from town. This nearly 2,000 square foot ranch home features 3 bedrooms and 3 full baths with a spacious living room and large dining room perfect for hosting family and friends. Need more space? The partial basement is ready for your finishing touches and could easily become a 4th bedroom, recreation room, or additional living area. Outside you will find a versatile barn just steps from the home, complete with stalls and two additional garages added to the original structure — ideal for horses, a workshop, or all your hobbies and equipment. Both the barn and field are equipped with underground irrigation and the barn has its own electrical service. With acreage, outbuildings, and endless possibilities, this one-of-a-kind property has everything you've been looking for and more!

1115 Jessamine Station Rd, Nicholasville
$2,099,000
4 Beds ⋅ 5 Baths ⋅ 26024892 MLS
A perfect example of a 'French Ranch' as noted in A Field Guide to American Houses on two private acres in the south part of Lexington. Completely fenced with an impressive entrance gate, this mini estate sits on almost 2 acres in the desirable community of Equestrian Estates. Lush, private landscaping gives a parklike view through every window! With over 5900 square feet of reimagined space total experience 3600 square feet on the main level that opens to views of the pool and flora beyond! The unique design and layout has a Palm Springs vibe that invites you to head out to the pool and enjoy nature! The heart of the home is a sleek show-stopping chef's kitchen which takes advantage of the stunning views outside. Shaker style white cabinetry with Jennair micro/convection double oven (2026), dishwasher, and gas cooktop plus a Thermador refrigerator makes being in the kitchen a pleasure. White quartz countertops and generous counter space made for cooking, gathering, and hosting. Two guest bedrooms can accommodate sleep or work with their generous size and light and a guest bath which also doubles as a private bath for one of the bedrooms. Retreat to the primary suite on the first floor where a spa-inspired bath offers a true escape conceived for restoration and repose. Upstairs you will find an impressive 668-square private guest bedroom with ensuite with large closets for more than clothes! The finished lower level is built for living well with its steam shower for ultimate relaxation, 2-person whirlpool tub, a flex space for a home gym, 5th 'bedroom', or private office, while the bar is perfect for entertainment, game night, or a spot to watch UK sports! This is more than a house-it is a lifestyle in a location that rarely offers such privacy and uniqueness! Call for a private showing to be wowed by the experience.

201 Ponder Way, Nicholasville
$1,199,000
6 Beds ⋅ 4 Baths ⋅ 26024888 MLS
Welcome to 490 James Lane, where space, privacy, and an incredible recreational lifestyle come together on 6.73 beautiful Kentucky acres. Built in 2019, this impressive 6-bedroom, 4-bath ranch offers the ease of first-floor living along with a full walkout basement designed for gathering, entertaining, and everyday life. Inside, hardwood floors, a spacious first-floor primary suite, and a beautifully appointed kitchen with chef-grade appliances create a home that feels both elevated and comfortable. With six bedrooms and four full baths, there is plenty of room for family, guests, a home office, fitness space, and more. Step outside and the property truly sets itself apart. Spend summer days around your private pool, then head to the recreational barn featuring a half basketball court and batting cages—an incredible setup for entertaining or year-round recreation. Situated on 6.73 acres and surrounded by picturesque Kentucky farmland, the property offers a sense of privacy and openness that is increasingly hard to find. And at the end of the day, settle in to watch gorgeous sunsets stretch across the surrounding countryside. 490 James Lane is more than a home—it's a place to gather, play, entertain, and enjoy the best of Kentucky living.

490 James Ln, Versailles
$1,083,000
26024820 MLS
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 boundaries that create both privacy and breathtaking scenery. Extensive improvements include mostly new four-plank fencing along the road frontage, complemented by additional wire fencing throughout--designed for efficient livestock management and ease of movement across the farm. Water has already been run to the barn, adding to the property's readiness for immediate use. A large barn and accompanying run-in shed provide ample space for equipment storage, hay, or shelter for animals. Whether you're expanding an existing operation or starting fresh, this farm is fully equipped to meet your needs. Enjoy the tranquility of country living without sacrificing accessibility--located just 12 miles from Man O' War Boulevard, minutes to Wilmore, and a short drive to Nicholasville. With its stunning setting and prime location, this is truly one of the most beautiful farms in Jessamine County. Stop boarding your animals and bring them home--this is a rare opportunity to own a remarkable piece of Kentucky farmland.

2-A 2-A Harrodsburg Rd, Wilmore
$299,900
3 Beds ⋅ 2 Baths ⋅ 26024778 MLS
Welcome home to 524 Homestead Drive in Nicholasville! This lovely all-brick ranch offers the perfect combination of comfort, style, and easy one-level living. Featuring 3 bedrooms, 2 full baths, and 1,417 sq. ft. of finished living space, this well-maintained home has plenty to offer inside and out. Step inside to a bright, inviting interior featuring LVP flooring, a neutral color palette, and a spacious family room with vaulted ceilings, creating an open and comfortable space for everyday living or entertaining. The kitchen features granite countertops, ample cabinetry, and great functionality, while both bathrooms continue the upgraded feel with granite countertops as well. The spacious primary suite offers its own private bath, while two additional bedrooms provide flexibility for family, guests, or a home office. An oversized 1.5-car attached garage provides plenty of room for parking along with additional storage space. Outside, enjoy a large patio overlooking the privacy-fenced backyard—a great space for grilling, entertaining, pets, or simply relaxing outdoors. With its all-brick exterior, one-level floor plan, vaulted ceilings, granite countertops, fenced backyard, and convenient Nicholasville location, this home is ready for its next owner. For additional peace of mind, the seller is offering a one-year home warranty with a full purchase price offer. Schedule your private showing and come see everything 524 Homestead Drive has to offer!

524 Homestead Dr, Nicholasville
$295,000
26024712 MLS
Premier country homesites in Jessamine County's newest rural residential development. Welcome to Phillips Road, a quintessential Bluegrass setting featuring 6.23 acres. Discover the peace of rural living without giving up convenience. Future homesite available offering exceptional views, lasting privacy, and a peaceful country atmosphere. Conveniently located just minutes from Lexington Road, this location offers the perfect blend of rural charm and modern accessibility. Call for restrictions and plat

Lot 3 Phillips, Nicholasville
$940,000
4 Beds ⋅ 4 Baths ⋅ 26024699 MLS
Where luxury meets true craftsmanship--that's where 815 Bellerive stands apart. Located in the Turner Trace neighborhood along the border of Lexington and Jessamine County, this exceptional home offers approximately 3,150 square feet of thoughtfully designed living space, four bedrooms with the flexibility for a private home office, four full bathrooms, and a spacious three-car garage. The heart of the home is the stunning kitchen, featuring Bosch appliances, a gas range, custom range hood, and an impressive oversized island with a dramatic waterfall edge. The open layout flows effortlessly into the expansive living room, where vaulted ceilings and a sleek modern gas fireplace create a warm yet sophisticated gathering space. A generous dining area is framed by a four-panel sliding glass door that opens to the covered patio, complete with an outdoor fireplace for year-round entertaining. The luxurious primary suite is designed as a private retreat. Its spa-inspired bathroom features a large double vanity, freestanding soaking tub, oversized walk-in shower, convenient laundry chute, and a three-person sauna--bringing everyday relaxation to an entirely new level. Set on approximately one-quarter acre, this beautifully crafted home combines striking architectural details, elevated finishes, spacious living areas, and exceptional indoor-outdoor flow. 815 Bellerive is more than a home--it is a statement of quality, comfort, and modern luxury.

815 Bellerive Blvd, Nicholasville
$259,000
3 Beds ⋅ 2 Baths ⋅ 26024685 MLS
Welcome to this beautiful updated, move-in-ready ranch home in Nicholasville KY! Featuring 3 bedrooms, 2 full bathrooms, and an attached garage, this charming one-level residence was thoughtfully remodeled in 2024 with stylish finishes throughout. Step inside to discover eye-catching chevron-pattern waterproof vinyl plank flooring and freshly painted interior. The remodeled kitchen is the heart of the home, showcasing smart appliances, granite counter top, and a detailed island with rustic wood accents. Both bathrooms feature granite-topped vanities, for added peace of mind, the A/C unit was replaced 1 year ago. The home also includes a security system, and the washer & dryer convey with the property. This functional single-level-layout, and move-in-ready condition, offers the perfect combination of comfort, style, convince and price. Schedule your private showing today - this Nicholasville gem is ready to welcome its new owner!

108 Olivia Dr, Nicholasville
$209,900
3 Beds ⋅ 1 Baths ⋅ 26024008 MLS
Charming 3-bedroom, 1-bath ranch-style home in Nicholasville's Edgewood subdivision. Featuring 1,080 sq. ft. of easy, single-level living, an eat-in kitchen, primary bedroom on the main floor, and a lovely 0.17-acre lot. Conveniently located near local parks and amenities.

916 Hickory Hill Dr, Nicholasville
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